JP7780106B2 - Surface treatment agents - Google Patents

Description

This disclosure relates to a surface treatment agent.

It is known that certain fluoropolyether group-containing silane compounds can provide excellent water repellency, oil repellency, and stain resistance when used in the surface treatment of substrates. Layers obtained from surface treatment agents containing fluoropolyether group-containing silane compounds (hereinafter also referred to as "surface treatment layers") are applied as so-called functional thin films to a wide variety of substrates, such as glass, plastics, textiles, sanitary products, and building materials (Patent Document 1).

JP 2014-218639 A

The fluoropolyether group-containing silane compound described in Patent Document 1 can provide a surface treatment layer with excellent functionality, but there is a demand for a surface treatment layer with even greater durability.

The purpose of this disclosure is to provide a surface treatment agent that can produce a film with good abrasion resistance.

The present disclosure includes the following aspects.
[1]
a silane compound (A) having a fluoropolyether group;
Compound (B) having a fluoropolyether group and —O—CH═CH—CH ₃ (hereinafter in this specification, “allyl ether group” means —O—CH═CH—CH ₃ )
and,
The compound (B) is represented by the following formula (3), (4) or (5):
R ^F1 _α −X ^A −[AR ^B1 _δ R ^B2 _3−δ ] _β (3)
[R ^B1 _δ R ^B2 _3-δ A] _γ -X ^A -R ^F2 -X ^A -[AR ^B1 _δ R ^B2 _3-δ ] _γ (4)
R ^Si _γ −X ^A −R ^F2 −X ^A −[AR ^B1 _δ R ^B2 _3−δ ] _γ (5)
[In the formula:
Each A is independently a C atom or a Si atom;
Each R ^F1 is independently Rf ¹ -R ^F -O _q -;
R ^F2 is —Rf ² _p —R ^F —O _q —;
Rf ¹ 's each independently represent a C _1-16 alkyl group optionally substituted by one or more fluorine atoms;
^Rf2 is a C _1-6 alkylene group optionally substituted by one or more fluorine atoms;
Each R ^F is independently a divalent fluoropolyether group;
p is 0 or 1;
Each q is independently 0 or 1;
R ^B1 is —R ^B3 —O—CH═CH—CH ₃ ;
R ^B2 each independently represents one or more groups selected from —R ^B3 —O—CH ₂ CH ₂ CH ₂ —SiR ^B4 _ε R ^B5 _3-ε and a hydrogen atom;
Each R ^B3 is independently a single bond or a C _1-20 alkylene group;
Each R ^B4 is independently a hydroxyl group or a hydrolyzable group;
Each R ^B5 is independently a hydrogen atom or a monovalent organic group;
R ^Si each independently represents a hydroxyl group, a hydrolyzable group, a hydrogen atom, or a monovalent group containing a Si atom bonded to a monovalent organic group;
In formula (5), at least one R ^Si is a monovalent group containing a Si atom to which a hydroxyl group or a hydrolyzable group is bonded;
X's ^{and A} 's each independently represent a single bond or a divalent to decavalent organic group;
α is an integer from 1 to 9;
β is an integer from 1 to 9;
Each γ is independently an integer from 1 to 9;
Each δ is independently an integer of 1 to 3.
Each ε is independently an integer of 1 to 3.
A composition comprising at least one compound represented by the formula (wherein compound (A) and compound (B) are different from each other).
[2]
The silane compound (A) having a fluoropolyether group is represented by the formula (1) or (2):
[In the formula:
Each R ^F1 is independently Rf ¹ -R ^F -O _q -;
R ^F2 is —Rf ² _p —R ^F —O _q —;
Rf ¹ 's each independently represent a C _1-16 alkyl group optionally substituted by one or more fluorine atoms;
^Rf2 is a C _1-6 alkylene group optionally substituted by one or more fluorine atoms;
Each R ^F is independently a divalent fluoropolyether group;
p is 0 or 1;
Each q is independently 0 or 1;
R ^Si each independently represents a hydroxyl group, a hydrolyzable group, a hydrogen atom, or a monovalent group containing a Si atom bonded to a monovalent organic group;
In each of formula (1) and formula (2), at least one R ^Si is a monovalent group containing a Si atom to which a hydroxyl group or a hydrolyzable group is bonded;
In each of formula (1) and formula (2), R ^Si does not contain —O—CH═CH—CH3 _;
X and ^A each independently represent a single bond or a divalent to decavalent organic group;
α is an integer from 1 to 9;
β is an integer from 1 to 9;
Each γ is independently an integer from 1 to 9.
The composition according to [1], comprising at least one compound represented by the formula:
[3]
The composition according to [1] or [2], wherein the proportion of R ^B1 contained in the composition relative to the total of R ^Si and R ^B1 contained in the composition is 25 mol % or less.
[4] The silane compound (A) is represented by the formula (1a):
R ^F1 -X ^A -R ^Si (1a)
[In the formula:
Each R ^F1 is independently Rf ¹ -R ^F -O _q -;
Rf ¹ 's each independently represent a C _1-16 alkyl group optionally substituted by one or more fluorine atoms;
Each R ^F is independently a divalent fluoropolyether group;
Each q is independently 0 or 1;
R ^Si each independently represents a hydroxyl group, a hydrolyzable group, a hydrogen atom, or a monovalent group containing a Si atom bonded to a monovalent organic group;
In formula (1), at least one R ^Si is a monovalent group containing a Si atom to which a hydroxyl group or a hydrolyzable group is bonded;
In formula (1), R ^Si does not contain —O—CH═CH—CH3 _;
X and ^A each independently represent a single bond or a divalent to decavalent organic group.
In the formula, X ^A is a single bond or a group represented by the following formula:
-(R ⁵¹ ) _p5 -(X ⁵¹ ) _q5 -
[In the formula:
R ⁵¹ represents a single bond, —(CH ₂ ) _s5 —, or an o-, m-, or p-phenylene group, preferably —(CH ₂ ) _s5 —;
s5 is an integer from 1 to 20, preferably an integer from 1 to 6, more preferably an integer from 1 to 3, and even more preferably 1 or 2;
X ⁵¹ represents —(X ⁵² ) ₁₅ —;
X ⁵² each independently represents a group selected from the group consisting of —O—, —S—, o-, m- or p-phenylene, —C(O)O—, —Si(R ⁵³ ) ₂ —, —(Si(R ⁵³ ) ₂ O) _m5 —Si(R ⁵³ ) ₂ —, —CONR ⁵⁴ —, —O—CONR ⁵⁴ —, —NR ⁵⁴ — and —(CH ₂ ) _n5 —;
R ⁵³ each independently represents a phenyl group, a C _1-6 alkyl group, or a C _1-6 alkoxy group, preferably a phenyl group or a C _1-6 alkyl group, more preferably a methyl group;
R ⁵⁴ each independently represents a hydrogen atom, a phenyl group, or a C _1-6 alkyl group (preferably a methyl group);
m5 is independently an integer of 1 to 100, preferably an integer of 1 to 20,
n5 is independently an integer of 1 to 20, preferably an integer of 1 to 6, more preferably an integer of 1 to 3,
l5 is an integer from 1 to 10, preferably an integer from 1 to 5, more preferably an integer from 1 to 3;
p5 is 0 or 1;
q5 is 0 or 1;
Here, at least one of p5 and q5 is 1, and the repeating units enclosed in parentheses with p5 or q5 may be present in any order.]
is a group represented by
R ^Si is represented by the following formula (S3):
-SiR ^a1 _k1 R ^b1 _l1 R ^c1 _m1 (S3)
[In the formula,
Each R ^a1 independently represents —Z ¹ —SiR ²² _q1 R ²³ _r1 ;
Z ¹ 's each independently represent an oxygen atom or a divalent organic group, and the right side of the structure hereinafter described as Z ¹ is bonded to (SiR ²² _q1 R ²³ _r1 );
R ²² independently represents a hydroxyl group or a hydrolyzable group;
^R23 each independently represents a hydrogen atom or a monovalent organic group;
q1 is independently an integer of 1 to 3 for each (SiR ²² _q1 R ²³ _r1 ) unit;
R ^b1 each independently represents a hydroxyl group or a hydrolyzable group;
Each R ^c1 independently represents a hydrogen atom or a monovalent organic group;
each k1 is independently an integer of 0 to 3, each l1 is independently an integer of 0 to 3, each m1 is independently an integer of 0 to 3, and the sum of k1, l1 and m1 is 3 in the (SiR ^a1 _k1 R ^b1 _l1 R ^c1 _m1 ) unit;
The compound (B) is represented by the formula (3):
R ^F1 _α −X ^A −[AR ^B1 _δ R ^B2 _3−δ ] _β (3)
[In the formula:
Each A is independently a C atom or a Si atom;
Each R ^F1 is independently Rf ¹ -R ^F -O _q -;
Rf ¹ 's each independently represent a C _1-16 alkyl group optionally substituted by one or more fluorine atoms;
Each R ^F is independently a divalent fluoropolyether group;
Each q is independently 0 or 1;
R ^B1 is —R ^B3 —O—CH═CH—CH ₃ ;
R ^B2 each independently represents one or more groups selected from —R ^B3 —O—CH ₂ CH ₂ CH ₂ —SiR ^B4 _ε R ^B5 _3-ε and a hydrogen atom;
Each R ^B3 is independently a single bond or a C _1-20 alkylene group;
Each R ^B4 is independently a hydroxyl group or a hydrolyzable group;
Each R ^B5 is independently a hydrogen atom or a monovalent organic group;
R ^Si each independently represents a hydroxyl group, a hydrolyzable group, a hydrogen atom, or a monovalent group containing a Si atom bonded to a monovalent organic group;
X and ^A each independently represent a single bond or a divalent to decavalent organic group;
α is an integer from 1 to 9;
β is an integer from 1 to 9;
Each γ is independently an integer from 1 to 9.
The composition according to any one of [1] to [3], comprising a compound represented by the formula:
[5]
A surface treatment agent comprising the composition according to any one of [1] to [4].
[6]
The surface treatment agent according to [5], further comprising one or more components selected from fluorine-containing oils and silicone oils.
[7]
The surface treatment agent according to [5] or [6], which is used as an antifouling coating agent or a waterproof coating agent.
[8]
An article comprising a substrate and a layer formed on the surface of the substrate from the composition according to any one of [1] to [4].
[9]
An article comprising a substrate and a layer formed on the surface of the substrate using the surface treatment agent according to any one of [5] to [7].

The present invention provides a surface treatment agent that can produce a film with excellent abrasion resistance.

The composition of the present disclosure contains a silane compound (A) having a fluoropolyether group and a compound (B) having a fluoropolyether group and an allyl ether group. Because the composition of the present disclosure contains the above-mentioned compound (A) and compound (B), it can produce a film with excellent abrasion resistance. However, compound (A) and compound (B) are different.

The use of silane compound (A) can provide a film with good abrasion resistance, particularly abrasion resistance against steel wool. The inventors' research has found that using compound (B) in addition to compound (A) can provide a film that not only has good abrasion resistance against steel wool, but also good abrasion resistance against softer materials, such as resin-based materials like erasers. While this disclosure should not be interpreted as being limited to any particular theory, compound (B) has a terminal vinyl ether group, and it is believed that this group may have the effect of suppressing damage to the film when friction occurs with a soft material.

(Fluoropolyether Group-Containing Silane Compound (A))
The silane compound (A) having a fluoropolyether group may be a compound having a fluoropolyether group and a hydrolyzable silyl group, and preferably does not contain an allyl ether group. In a preferred embodiment, the compound (A) is represented by the following formula (1) or (2):
[In the formula:
Each R ^F1 is independently Rf ¹ -R ^F -O _q -;
R ^F2 is —Rf ² _p —R ^F —O _q —;
Rf ¹ 's each independently represent a C _1-16 alkyl group optionally substituted by one or more fluorine atoms;
^Rf2 is a C _1-6 alkylene group optionally substituted by one or more fluorine atoms;
Each R ^F is independently a divalent fluoropolyether group;
p is 0 or 1;
Each q is independently 0 or 1;
R ^Si each independently represents a hydroxyl group, a hydrolyzable group, a hydrogen atom, or a monovalent group containing a Si atom to which a monovalent organic group is bonded;
In each of formula (1) and formula (2), at least one R ^Si is a monovalent group containing a Si atom to which a hydroxyl group or a hydrolyzable group is bonded;
In each of formula (1) and formula (2), R ^Si does not contain an allyl ether group;
X and ^A each independently represent a single bond or a divalent to decavalent organic group;
α is an integer from 1 to 9;
β is an integer from 1 to 9;
Each γ is independently an integer from 1 to 9.
It is preferable that the composition contains at least one compound represented by the following formula:

In the above formula (1), each R ^F1 is independently Rf ¹ -R ^F -O _q -.

In the above formula (2), R ^F2 is —Rf ² _p —R ^F —O _q —.

In the above formula, each Rf ¹ is independently a C _1-16 alkyl group optionally substituted with one or more fluorine atoms.

The "C _1-16 alkyl group" in the C _1-16 alkyl group optionally substituted by one or more fluorine atoms may be straight-chain or branched-chain, and is preferably a straight-chain or branched-chain C 1-6 alkyl group, particularly a straight-chain or branched-chain C _1-3 alkyl group, more preferably a straight _{-chain C 1-6 alkyl} group, particularly a straight-chain C _1-3 alkyl group.

The above Rf ¹ is preferably a C _1-16 alkyl group substituted with one or more fluorine atoms, more preferably a CF ₂ H—C _1-15 perfluoroalkylene group, and even more preferably a C _1-16 perfluoroalkyl group.

The C _1-16 perfluoroalkyl group may be linear or branched, and is preferably a linear or branched C _1-6 perfluoroalkyl group, particularly a C _1-3 perfluoroalkyl group, and more preferably a linear C _1-6 perfluoroalkyl group, particularly a C _1-3 perfluoroalkyl group, specifically —CF ₃ , —CF ₂ CF ₃ , or —CF ₂ CF ₂ CF ₃ .

In the above formula, ^Rf2 is a C _1-6 alkylene group optionally substituted with one or more fluorine atoms.

The "C _1-6 alkylene group" in the above-mentioned C _1-6 alkylene group optionally substituted with one or more fluorine atoms may be a straight chain or a branched chain, and is preferably a straight chain or branched chain C _1-3 alkylene group, and more preferably a straight chain C _1-3 alkylene group.

The above Rf ² is preferably a C _1-6 alkylene group substituted with one or more fluorine atoms, more preferably a C _1-6 perfluoroalkylene group, and even more preferably a C _1-3 perfluoroalkylene group.

The C _1-6 perfluoroalkylene group may be linear or branched, and is preferably a linear or branched C _1-3 perfluoroalkylene group, more preferably a linear C _1-3 perfluoroalkylene group, specifically —CF ₂ —, —CF ₂ CF ₂ —, or —CF ₂ CF ₂ CF ₂ —.

In the above formula, p is 0 or 1. In one embodiment, p is 0. In another embodiment, p is 1.

In the above formula, each q is independently 0 or 1. In one embodiment, q is 0. In another embodiment, q is 1.

In the above formulas (1) and (2), each R 1 ^F is independently a divalent fluoropolyether group.

R ^F preferably has the formula:
-(OC ₆ F ₁₂ ) _a -(OC ₅ F ₁₀ ) _b -(OC ₄ F ₈ ) _c -(OC ₃ R ^Fa ₆ ) _d -(OC ₂ F ₄ ) _e -(OCF ₂ ) _f -
[In the formula:
Each R ^Fa independently represents a hydrogen atom, a fluorine atom, or a chlorine atom;
a, b, c, d, e, and f each independently represent an integer of 0 to 200, and the sum of a, b, c, d, e, and f is 1 or more. The repeating units enclosed in parentheses with a, b, c, d, e, or f may be present in any order in the formula. However, when all R ^Fa are hydrogen atoms or chlorine atoms, at least one of a, b, c, e, and f is 1 or more.]
(hereinafter also referred to as a group represented by "PFPE").

R ^Fa is preferably a hydrogen atom or a fluorine atom, more preferably a fluorine atom, provided that when all R ^Fa are hydrogen atoms or chlorine atoms, at least one of a, b, c, e, and f is 1 or greater.

Preferably, a, b, c, d, e, and f may each independently be an integer from 0 to 100.

The sum of a, b, c, d, e, and f is preferably 5 or more, more preferably 10 or more, and may be, for example, 15 or more or 20 or more. The sum of a, b, c, d, e, and f is preferably 200 or less, more preferably 100 or less, and even more preferably 60 or less, and may be, for example, 50 or less or 30 or less.

These repeating units may be linear or branched, and may contain a ring structure. For example, -(OC ₆ F ₁₂ )- is -(OCF ₂ CF ₂ CF ₂ CF ₂ CF ₂ CF ₂ )-, -(OCF(CF ₃ )CF ₂ CF ₂ CF ₂ CF ₂ )-, -(OCF ₂ CF(CF ₃ )CF ₂ CF ₂ CF ₂ )-, -(OCF ₂ CF ₂ CF (CF ₃ )CF ₂ CF ₂ )-, -(OCF ₂ CF ₂ CF ₂ CF (CF ₃ )CF ₂ )-, -(OCF ₂ CF ₂ CF ₂ CF ₂ CF (CF ₃ ))-, etc. may be used. -(OC ₅ F ₁₀ )- is -(OCF ₂ CF ₂ CF ₂ CF ₂ CF ₂ )-, -(OCF(CF ₃ )CF ₂ CF ₂ CF ₂ )-, -(OCF ₂ CF(CF ₃ )CF ₂ CF ₂ )-, -(OCF ₂ CF ₂ CF(CF ₃ )CF ₂ )-, -(OCF ₂ CF ₂ CF ₂ CF(CF ₃ ))-, etc. may be used. -(OC ₄ F ₈ )- may be any of -(OCF ₂ CF ₂ CF ₂ CF ₂ )-, -(OCF(CF ₃ )CF ₂ CF ₂ )-, -(OCF ₂ CF(CF ₃ )CF ₂ )-, -(OCF ₂ CF ₂ CF(CF ₃ ))-, -(OC(CF ₃ ) ₂ CF ₂ )-, -(OCF ₂ C(CF ₃ ) ₂ )-, -( _OCF (CF ₃ )CF(CF 3 ))-, -(OCF(C ₂ F ₅ )CF ₂ )- and -(OCF ₂ CF(C ₂ F ₅ ))-. --(OC ₃ F ₆ )-- (i.e., in the above formula, R ^Fa is a fluorine atom) may be any of --(OCF ₂ CF ₂ CF ₂ )--, --(OCF(CF ₃ )CF ₂ )--, and --(OCF ₂ CF(CF ₃ ))--. --(OC ₂ F ₄ )-- may be any of --(OCF ₂ CF ₂ )-- and --(OCF(CF ₃ ))--.

The ring structure may be a three-, four-, five-, or six-membered ring as shown below.
[In the formula, * indicates the bonding position.]

The above ring structure may preferably be a four-, five-, or six-membered ring, more preferably a four- or six-membered ring.

The repeating unit having a ring structure may preferably be the following unit.
[In the formula, * indicates the bonding position.]

In one embodiment, the repeating unit is linear. By making the repeating unit linear, the surface slip properties, abrasion resistance, etc. of the film (surface treatment layer) can be improved.

In one embodiment, the repeating unit is branched. By making the repeating unit branched, the dynamic friction coefficient of the film (surface treatment layer) can be increased.

In one embodiment, each R ^F is independently a group represented by any one of the following formulas (f1) to (f6):
-(OC ₃ F ₆ ) _d - (OC ₂ F ₄ ) _e - (f1)
[wherein d is an integer of 1 to 200, and e is 0 or 1];
-(OC ₄ F ₈ ) _c - (OC ₃ R ^Fa ₆ ) _d - (OC ₂ F ₄ ) _e - (OCF ₂ ) _f - (f2)
[In the formula, each R ^Fa independently represents a hydrogen atom, a fluorine atom, or a chlorine atom, and preferably a fluorine atom; each c and d independently represents an integer of 0 to 30; and each e and f independently represents an integer of 1 to 200;
the sum of c, d, e, and f is 2 or more;
The order of occurrence of each repeating unit enclosed in parentheses with the subscript c, d, e, or f is arbitrary in the formula.
-(R ⁶ -R ⁷ ) _g - (f3)
wherein ^R6 is _OCF2 or _{OC2F4 ;}
^R7 is _a group selected from _OC2F4 , _OC3F6 , _OC4F8 , _{OC5F10 and OC6F12} , or a combination of two _{or three groups} independently selected from these groups;
g is an integer from 2 to 100;
-(R ⁶ -R ⁷ ) _g -R ^r -(R ^7' -R ^6' ) _g' - (f4)
wherein ^R6 is _OCF2 or _{OC2F4 ;}
^R7 is _a group selected from _OC2F4 , _OC3F6 , _OC4F8 , _{OC5F10 and OC6F12} , or a combination of two _{or three groups} independently selected from these groups;
R6 ^' is _OCF2 or _{OC2F4 ,}
R ^7′ is a group selected from OC ₂ F ₄ , OC ₃ F ₆ , OC ₄ F ₈ , OC ₅ F ₁₀ and OC ₆ F ₁₂ , or a combination of two or three groups independently selected from these groups;
g is an integer from 2 to 100,
g' is an integer from 2 to 100,
R ^r is
(In the formula, * indicates the bonding position.)
is. ］;
-(OC ₆ F ₁₂ ) _a -(OC ₅ F ₁₀ ) _b -(OC ₄ F ₈ ) _c -(OC ₃ F ₆ ) _d -(OC ₂ F ₄ ) _e -(OCF ₂ ) _f - (f5)
[In the formula, e is an integer of 1 or more and 200 or less, a, b, c, d, and f are each independently an integer of 0 or more and 200 or less, and the order of the repeating units enclosed in parentheses with a, b, c, d, e, or f is arbitrary in the formula.]
-(OC ₆ F ₁₂ ) _a -(OC ₅ F ₁₀ ) _b -(OC ₄ F ₈ ) _c -(OC ₃ F ₆ ) _d -(OC ₂ F ₄ ) _e -(OCF ₂ ) _f - (f6)
[In the formula, f is an integer of 1 or more and 200 or less, a, b, c, d, and e are each independently an integer of 0 or more and 200 or less, and the order of the repeating units enclosed in parentheses with a, b, c, d, e, or f is arbitrary in the formula.]

In the above formula (f1), d is preferably an integer of 5 to 200, more preferably 10 to 100, even more preferably 15 to 50, for example, an integer of 25 to 35. OC ₃ F ₆ in the above formula (f1) is preferably (OCF ₂ CF ₂ CF ₂ ), (OCF(CF ₃ )CF ₂ ) or (OCF ₂ CF(CF ₃ )), more preferably (OCF ₂ CF ₂ CF ₂ ). (OC ₂ F ₄ ) in the above formula (f1) is preferably (OCF ₂ CF ₂ ) or (OCF(CF ₃ )), more preferably (OCF ₂ CF ₂ ). In one embodiment, e is 0. In another embodiment, e is 1.

In the above formula (f2), e and f are each independently an integer of preferably 5 to 200, more preferably 10 to 200. The sum of c, d, e and f is preferably 5 or more, more preferably 10 or more, and may be, for example, 15 or more or 20 or more. In one aspect, the above formula (f2) is preferably a group represented by -(OC ₄ F ₈ ) _c -(OC ₃ F ₆ ) _d -(OC ₂ F ₄ ) _e -(OCF ₂ ) _f -, and more preferably a group represented by -(OCF ₂ CF ₂ CF ₂ CF ₂ ) _c -(OCF ₂ CF ₂ CF ₂ ) _d -(OCF ₂ CF ₂ ) _e -(OCF ₂ ) _f -. In another embodiment, formula (f2) may be a group represented by -(OC ₂ F ₄ ) _e -(OCF ₂ ) _f -. In yet another embodiment, formula (f2) may be -(OC ₄ F ₈ ) _c -(OCF ₂ CF ₂ (CR ^Fa ) ₂ ) _d10 -(OCF ₂ CF(CF ₃ )) _d11 -(OCF ₂ CF ₂ ) _e -(OCF ₂ ) _f -. d10 and d11 are each independently an integer of 0 to 200, preferably an integer of 5 to 200, more preferably an integer of 10 to 200. However, the sum of d10 and d11 is 0 to 200, preferably 5 to 200, more preferably 10 to 200.

In the above formula (f3), ^R6 is preferably _OC2F4 , _and in another embodiment,
In the _above (f3), ^R7 is preferably a _group selected from _OC2F4 , _{OC3F6 and OC4F8} , or a combination of two or three groups independently selected from these groups, _and more preferably a group selected from _{OC3F6 and OC4F8 .} The combination of two or three groups independently selected from OC ₂ F ₄ , OC ₃ F ₆ and OC ₄ F ₈ is not particularly limited, and examples thereof include -OC ₂ F ₄ OC ₃ F ₆ -, -OC ₂ F ₄ OC ₄ F ₈ -, -OC ₃ F ₆ OC 2 F ₄ -, -OC ₃ F ₆ OC ₃ F ₆ -, -OC ₃ F ₆ OC ₄ F ₈ -, -OC ₄ F ₈ OC ₄ F ₈ -, -OC ₄ F ₈ OC ₃ F ₆ -, -OC ₄ F ₈ OC ₂ F ₄ -, -OC ₂ F ₄ OC ₂ F ₄ OC ₃ F _{6 -} , -OC ₂ F ₄ OC ₂ F ₄ OC ₄ F ₈ -, -OC ₂ F ₄ OC ₃ F ₆ OC ₂ F ₄ -, -OC ₂ F ₄ OC ₃ F ₆ OC ₃ F ₆ -, -OC ₂ F ₄ OC ₄ F ₈ OC ₂ F ₄ -, -OC ₃ F ₆ OC ₂ F ₄ OC ₂ F ₄ -, -OC ₃ F ₆ OC ₂ F ₄ OC ₃ F ₆ -, -OC ₃ F ₆ OC ₃ F ₆ OC ₂ F ₄ -, and -OC ₄ F ₈ OC ₂ F ₄ OC ₂ Examples include F ₄ -. In the above formula (f3), g is preferably an integer of 3 or greater, more preferably 5 or greater. The above g is preferably an integer of 50 or less. In the above formula (f3), OC ₂ F ₄ , OC ₃ F ₆ , OC ₄ F ₈ , OC ₅ F ₁₀ and OC ₆ F ₁₂ may be either linear or branched, and are preferably linear. In this embodiment, the above formula (f3) is preferably -(OC ₂ F ₄ -OC ₃ F ₆ ) _g - or -(OC ₂ F ₄ -OC ₄ F ₈ ) _g -.

In the formula (f4), R ⁶ , R ⁷ and g have the same meanings as those described in the formula (f3) and have the same embodiments. R ^{6 ′} , R ^{7 ′} and g′ have the same meanings as those described in the formula (f3) and have the same embodiments. ^{R r} is preferably
[In the formula, * indicates the bonding position.]
and more preferably
[In the formula, * indicates the bonding position.]
is.

In the above formula (f5), e is preferably an integer of 1 or more and 100 or less, more preferably an integer of 5 or more and 100 or less. The sum of a, b, c, d, e, and f is preferably 5 or more, more preferably 10 or more, for example, 10 or more and 100 or less.

In the above formula (f6), f is preferably an integer of 1 or more and 100 or less, more preferably an integer of 5 or more and 100 or less. The sum of a, b, c, d, e, and f is preferably 5 or more, more preferably 10 or more, for example, 10 or more and 100 or less.

In one embodiment, the R ^F is a group represented by the formula (f1).

In one embodiment, the R ^F is a group represented by the formula (f2).

In one embodiment, the R ^F is a group represented by the formula (f3).

In one embodiment, the R ^F is a group represented by the formula (f4).

In one embodiment, the R ^F is a group represented by the formula (f5).

In the above R ^F , the ratio of e to f (hereinafter referred to as the "e/f ratio") is 0.1 to 10, preferably 0.2 to 5, more preferably 0.2 to 2, even more preferably 0.2 to 1.5, and even more preferably 0.2 to 0.85. By setting the e/f ratio to 10 or less, the slipperiness, abrasion resistance, and chemical resistance of the film (surface treatment layer) obtained from this compound are further improved. The smaller the e/f ratio, the more improved the slipperiness and abrasion resistance of the film. On the other hand, by setting the e/f ratio to 0.1 or more, the stability of the compound can be further improved. The larger the e/f ratio, the more improved the stability of the compound.

In the fluoropolyether group-containing silane compound, the number average molecular weights of the ^RF1 and ^RF2 portions are not particularly limited, but are, for example, 500 to 30,000, preferably 1,500 to 30,000, and more preferably 2,000 to 10,000. In this specification, the number average molecular weights of ^RF1 and ^RF2 are values measured by ^19F -NMR.

In another embodiment, the number average molecular weight of the ^RF1 and ^RF2 moieties can be from 500 to 30,000, preferably from 1,000 to 20,000, more preferably from 2,000 to 15,000, even more preferably from 2,000 to 10,000, for example, from 3,000 to 6,000.

In another embodiment, the number average molecular weight of the ^RF1 and ^RF2 portions can be from 4,000 to 30,000, preferably from 5,000 to 10,000, and more preferably from 6,000 to 10,000.

In the above formulas (1) and (2), each R 3 ^Si is independently a monovalent group containing a Si atom bonded to a hydroxyl group, a hydrolyzable group, a hydrogen atom, or a monovalent organic group, and at least one R 3 ^Si is a monovalent group containing a Si atom bonded to a hydroxyl group or a hydrolyzable group. R ^{3 Si} contributes to adhesion to a substrate and may chemically react with the material of the substrate.

In a preferred embodiment, R 1 ^Si is a monovalent group containing a Si atom having a hydroxyl group or a hydrolyzable group bonded thereto.

In a preferred embodiment, R ^Si is represented by the following formula (S3) or (S4):
It is a group represented by the following formula:

In the above formula, each R ^a1 is independently —Z ¹ —SiR ²² _q1 R ²³ _r1 .

Each Z ¹ is independently an oxygen atom or a divalent organic group. In the structure hereinafter described as Z ¹ , the right side is bonded to (SiR ²² _q1 R ²³ _r1 ).

In a preferred embodiment, ^Z1 is a divalent organic group.

In a preferred embodiment, Z ¹ does not contain any group that forms a siloxane bond with the Si atom to which Z ¹ is bonded. Preferably, in formula (S3), (Si-Z ¹ -Si) does not contain a siloxane bond.

Z ¹ above is preferably a C _1-6 alkylene group, -(CH ₂ ) _z1 -O-(CH ₂ ) _z2 - (wherein z1 is an integer of 0 to 6, for example an integer of 1 to 6, and z2 is an integer of 0 to 6, for example an integer of 1 to 6), or -(CH ₂ ) _z3 -phenylene-(CH ₂ ) _z4 - (wherein z3 is an integer of 0 to 6, for example an integer of 1 to 6, and z4 is an integer of 0 to 6, for example an integer of 1 to 6). Such a C _1-6 alkylene group may be linear or branched, but is preferably linear. These groups may be substituted with one or more substituents selected from, for example, a fluorine atom, a C _1-6 alkyl group, a C _2-6 alkenyl group, and a C _2-6 alkynyl group, but are preferably unsubstituted.

In a preferred embodiment, Z ¹ is a C _1-6 alkylene group or —(CH ₂ ) _z3 -phenylene-(CH ₂ ) _z4 —, preferably —phenylene-(CH ₂ ) _z4 —. When Z ¹ is such a group, light resistance, particularly ultraviolet resistance, can be improved.

In another preferred embodiment, Z ¹ is a C _1-3 alkylene group. In one embodiment, Z ¹ can be -CH ₂ CH ₂ CH ₂ -. In another embodiment, Z ¹ can be -CH ₂ CH ₂ -.

The above R ^22s are each independently a hydroxyl group or a hydrolyzable group.

Preferably, each R ²² is independently a hydrolyzable group.

R ²² is preferably, each independently, -OR ^j , -OCOR ^j , -O-N=CR ^j ₂ , -NR ^j ₂ , -NHR ^j , -NCO, or halogen (in these formulas, R ^j represents a substituted or unsubstituted C _1-4 alkyl group), and more preferably -OR ^j (i.e., an alkoxy group). R ^j includes unsubstituted alkyl groups such as a methyl group, ethyl group, propyl group, isopropyl group, n-butyl group, and isobutyl group; and substituted alkyl groups such as a chloromethyl group. Among these, alkyl groups, particularly unsubstituted alkyl groups, are preferred, and a methyl group or an ethyl group is more preferred. In one embodiment, R ^j is a methyl group, and in another embodiment, R ^j is an ethyl group.

Each ^R23 is independently a hydrogen atom or a monovalent organic group. Such a monovalent organic group is a monovalent organic group excluding the hydrolyzable group.

In R ²³ , the monovalent organic group is preferably a C _1-20 alkyl group, more preferably a C _1-6 alkyl group, and even more preferably a methyl group.

Each q1 is independently an integer of 0 to 3, and each r1 is independently an integer of 0 to 3. The sum of q1 and r1 is 3 in the (SiR ²² _q1 R ²³ _r1 ) unit.

In one embodiment, q1 is independently an integer of 1 to 3, preferably an integer of 2 to 3, and more preferably 3 for each (SiR ²² _q1 R ²³ _r1 ) unit.

In one embodiment, q1 is independently an integer of 1 to 3, preferably an integer of 2 to 3, and more preferably 3 for each (SiR ²² _q1 R ²³ _r1 ) unit.

In the above formula, each R ^b1 is independently a hydroxyl group or a hydrolyzable group.

Preferably, each of the R ^b1 's is independently a hydrolyzable group.

Preferably, each R ^b1 is independently -OR ^j , -OCOR ^j , -O-N=CR ^j ₂ , -NR ^j ₂ , -NHR ^j , -NCO, or halogen (in these formulas, R ^j represents a substituted or unsubstituted C _1-4 alkyl group), and more preferably -OR ^j (i.e., an alkoxy group). Examples of R ^j include unsubstituted alkyl groups such as a methyl group, an ethyl group, a propyl group, an isopropyl group, an n-butyl group, and an isobutyl group; and substituted alkyl groups such as a chloromethyl group. Among these, alkyl groups, particularly unsubstituted alkyl groups, are preferred, and a methyl group or an ethyl group is more preferred. In one embodiment, R ^j is a methyl group, and in another embodiment, R ^j is an ethyl group.

In the above formula, each R ^c1 is independently a hydrogen atom or a monovalent organic group, excluding the above-mentioned hydrolyzable groups.

In the above R ^c1 , the monovalent organic group is preferably a C _1-20 alkyl group, more preferably a C _1-6 alkyl group, and even more preferably a methyl group.

Each k1 is independently an integer of 0 to 3, each l1 is independently an integer of 0 to 3, and each m1 is independently an integer of 0 to 3. The sum of k1, l1, and m1 is 3 in the (SiR ^a1 _k1 R ^b1 _l1 R ^c1 _m1 ) unit.

In one embodiment, k1 is independently an integer of 1 to 3 for each (SiR ^a1 _k1 R ^b1 _l1 R ^c1 _m1 ) unit, preferably 2 or 3, more preferably 3. In a preferred embodiment, k1 is 3.

In the above formulas (1) and (2), when R ^Si is a group represented by formula (S3), preferably, at least two Si atoms to which hydroxyl groups or hydrolyzable groups are bonded are present in the terminal portions of formulas (1) and (2).

In a preferred embodiment, when R ^a1 is present in formula (S3), q1 is an integer of 1 to 3, preferably 2 or 3, more preferably 3 in at least one, preferably all, of R ^a1 .

In a preferred embodiment, in formula (S3), k1 is 2 or 3, preferably 3, and q1 is 2 or 3, preferably 3.

The R ^e1 's are each independently —Z ³ —SiR ³⁴ _n2 R ³⁵ _3-n2 .

The ^Z3s are each independently a single bond, an oxygen atom or a divalent organic group. In the structure hereinafter described as ^Z3 , the right side is bonded to (SiR ³⁴ _n2 R ³⁵ _3-n2 ).

In one embodiment, ^Z3 is an oxygen atom.

In one embodiment, ^Z3 is a divalent organic group.

^Z3 above is preferably a C _1-6 alkylene group, -(CH ₂ ) _z5" -O-(CH ₂ ) _z6" - (wherein z5" is an integer of 0 to 6, for example an integer of 1 to 6, and z6" is an integer of 0 to 6, for example an integer of 1 to 6), or -(CH ₂ ) _z7" -phenylene-(CH ₂ ) _z8" - (wherein z7" is an integer of 0 to 6, for example an integer of 1 to 6, and z8" is an integer of 0 to 6, for example an integer of 1 to 6). Such a C _1-6 alkylene group may be linear or branched, but is preferably linear. These groups may be substituted with one or more substituents selected from, for example, a fluorine atom, a C _1-6 alkyl group, a C _2-6 alkenyl group, and a C _2-6 alkynyl group, but are preferably unsubstituted.

In a preferred embodiment, Z ³ is a C _1-6 alkylene group or —(CH ₂ ) _z7″ -phenylene-(CH ₂ ) _z8″ —, preferably —phenylene-(CH ₂ ) _z8″ —. When Z ³ is such a group, light resistance, particularly ultraviolet resistance, may be improved.

In another preferred embodiment, Z ³ is a C _1-3 alkylene group. In one embodiment, Z ³ can be -CH ₂ CH ₂ CH ₂ -. In another embodiment, Z ³ can be -CH ₂ CH ₂ -.

The above R ³⁴ 's are each independently a hydroxyl group or a hydrolyzable group.

Preferably, each R ³⁴ is independently a hydrolyzable group.

R ³⁴ is preferably, each independently, -OR ^j , -OCOR ^j , -O-N═CR ^j ₂ , -NR ^j ₂ , -NHR ^j , -NCO, or halogen (in these formulas, R ^j represents a substituted or unsubstituted C _1-4 alkyl group), and more preferably -OR ^j (i.e., an alkoxy group). R ^j includes unsubstituted alkyl groups such as a methyl group, an ethyl group, a propyl group, an isopropyl group, an n-butyl group, and an isobutyl group; and substituted alkyl groups such as a chloromethyl group. Among these, alkyl groups, particularly unsubstituted alkyl groups, are preferred, and a methyl group or an ethyl group is more preferred. In one embodiment, R ^j is a methyl group, and in another embodiment, R ^j is an ethyl group.

Each R ³⁵ is independently a hydrogen atom or a monovalent organic group, excluding the hydrolyzable groups.

In the above R ³⁵ , the monovalent organic group is preferably a C _1-20 alkyl group, more preferably a C _1-6 alkyl group, and even more preferably a methyl group.

In the above formula, n2 is independently an integer of 0 to 3 for each (SiR ⁿ² _R ³⁵ _3-n2 ) unit. However, when R ^Si is a group represented by formula (S4), at least one (SiR ⁿ² R ³⁵ _{3-n2 )} unit in which n2 is 1 to 3 is present in the terminal portion of formula (1) and formula (2). That is, at such a terminal portion, all n2s do not become 0 at the same time. In other words, at least one Si atom to which a hydroxyl group or a hydrolyzable group is bonded is present in the terminal portion of formula (1) and formula (2).

n2 is preferably an integer of 1 to 3, more preferably 2 to 3, and even more preferably 3, independently for each (SiR ³⁴ _n2 R ³⁵ _3-n2 ) unit.

Each R ^f1 is independently a hydrogen atom, a hydroxyl group, or a monovalent organic group, excluding the hydrolyzable groups.

In the above R ^f1 , the monovalent organic group is preferably a C _1-20 alkyl group or -(C _s H _2s ) _t1 -(O-C _s H _2s ) _t2 (wherein s is an integer of 1 to 6, preferably an integer of 2 to 4; t1 is 1 or 0, preferably 0; and t2 is an integer of 1 to 20, preferably an integer of 2 to 10, more preferably an integer of 2 to 6), more preferably a C _1-20 alkyl group, still more preferably a C _1-6 alkyl group, and particularly preferably a methyl group.

In one embodiment, R ^f1 is a hydroxyl group.

In another embodiment, R ^f1 is a monovalent organic group, preferably a C _1-20 alkyl group, more preferably a C _1-6 alkyl group.

In the above formulas (1) and (2), when R ^Si is a group represented by formula (S4), preferably, at least two Si atoms to which hydroxyl groups or hydrolyzable groups are bonded are present in the terminal portions of formulas (1) and (2).

In one embodiment, when R ^Si is a group represented by formula (S4), the (SiR ⁿ² R ³⁵ _{3-n2 )} units, where n2 is 1 to 3, preferably 2 or 3, more preferably 3, are present at each terminal portion of formula (1) and formula (2) in an amount of 2 or more, for example 2 to 27, preferably 2 to 9, more preferably 2 to 6, even more preferably 2 to 3, and particularly preferably 3.

In a preferred embodiment, when R ^e1 is present in formula (S4), n2 is an integer of 1 to 3, preferably 2 or 3, and more preferably 3 in at least one, preferably all, R ^e1 .

In a preferred embodiment, in formula (S4), l2 is 2 or 3, preferably 3, and n2 is 2 or 3, preferably 3.

In one embodiment, R ^Si is a group represented by formula (S3) or (S4). These compounds can have multiple hydrolyzable groups branched from one Si atom or C atom at one end, and can therefore form a film with even higher abrasion resistance.

In one embodiment, R 2 ^Si is a group represented by formula (S3).

In one embodiment, R 2 ^Si is a group represented by formula (S4).

Each X 1 ^A can independently represent a single bond or a divalent to decavalent organic group.

The divalent to decavalent organic group in ^XA above is preferably a divalent to octavalent organic group. In one embodiment, the divalent to decavalent organic group is preferably a divalent to tetravalent organic group, more preferably a divalent organic group. In another embodiment, the divalent to decavalent organic group is preferably a trivalent to octavalent organic group, more preferably a trivalent to hexavalent organic group.

In one embodiment, X 1 ^A is a single bond or a divalent organic group, α is 1, and β is 1.

In one embodiment, X 1 ^A is a single bond or a divalent organic group, and γ is 1.

In one embodiment, X 2 ^A is a trivalent to hexavalent organic group, α is 1, and β is 2-5.

In one embodiment, X ^A is a trivalent to hexavalent organic group and γ is 2 to 5.

In one embodiment, X 1 ^A is a trivalent organic group, α is 1 and β is 2.

In one embodiment, X 1 ^A is a trivalent organic group and γ is 2.

When ^XA is a single bond or a divalent organic group, formulas (1) and (2) are represented by the following formulas (1a) and (2a).

In each of formula (1a) and formula (2a), at least one R 1 ^Si is a monovalent group containing a Si atom to which a hydroxyl group or a hydrolyzable group is bonded. In addition, in each of formula (1a) and formula (2a), R 1 ^Si does not contain an allyl ether group.

In one embodiment, X 2 ^A is a single bond.

In another embodiment, X ^A is a divalent organic group.

In one embodiment, X ^A is, for example, a single bond or the following formula:
-(R ⁵¹ ) _p5 -(X ⁵¹ ) _q5 -
[In the formula:
R ⁵¹ represents a single bond, —(CH ₂ ) _s5 —, or an o-, m-, or p-phenylene group, preferably —(CH ₂ ) _s5 —;
s5 is an integer from 1 to 20, preferably an integer from 1 to 6, more preferably an integer from 1 to 3, and even more preferably 1 or 2;
X ⁵¹ represents —(X ⁵² ) ₁₅ —;
X ⁵² each independently represents a group selected from the group consisting of —O—, —S—, o-, m- or p-phenylene, —C(O)O—, —Si(R ⁵³ ) ₂ —, —(Si(R ⁵³ ) ₂ O) _m5 —Si(R ⁵³ ) ₂ —, —CONR ⁵⁴ —, —O—CONR ⁵⁴ —, —NR ⁵⁴ — and —(CH ₂ ) _n5 —;
R ⁵³ each independently represents a phenyl group, a C _1-6 alkyl group, or a C _1-6 alkoxy group, preferably a phenyl group or a C _1-6 alkyl group, more preferably a methyl group;
R ⁵⁴ each independently represents a hydrogen atom, a phenyl group, or a C _1-6 alkyl group (preferably a methyl group);
m5 is independently an integer of 1 to 100, preferably an integer of 1 to 20,
n5 is independently an integer of 1 to 20, preferably an integer of 1 to 6, more preferably an integer of 1 to 3,
l5 is an integer from 1 to 10, preferably an integer from 1 to 5, more preferably an integer from 1 to 3;
p5 is 0 or 1;
q5 is 0 or 1;
Here, at least one of p5 and q5 is 1, and the repeating units enclosed in parentheses with p5 or q5 may be present in any order.]
In this case, X ^A (typically a hydrogen atom of X ^A ) may be substituted with one or more substituents selected from a fluorine atom, a C _1-3 alkyl group, and a C _1-3 fluoroalkyl group. In a preferred embodiment, X ^A is not substituted with these groups.

In a preferred embodiment, each ^XA is independently -(R ⁵¹ ) _p5 -(X ⁵¹ ) _q5 -R ⁵² -. R ⁵² represents a single bond, -(CH ₂ ) _t5 -, or an o-, m-, or p-phenylene group, and is preferably -(CH ₂ ) _t5 -. t5 is an integer of 1 to 20, preferably an integer of 2 to 6, and more preferably an integer of 2 to 3. Here, R ⁵² (typically the hydrogen atom of R ⁵² ) may be substituted with one or more substituents selected from a fluorine atom, a C _1-3 alkyl group, and a C _1-3 fluoroalkyl group. In a preferred embodiment, R ⁵⁶ is not substituted with these groups.

Preferably, each ^XA is independently
single bond,
a C _1-20 alkylene group,
-R ⁵¹ -X ⁵³ -R ⁵² -, or -X ⁵⁴ -R ⁵² -
wherein R ⁵¹ and R ⁵² are as defined above;
^X53 is
-O-,
-S-,
—C(O)O—,
-CONR ^54- ,
-O-CONR ⁵⁴ -,
-Si(R ⁵³ ) ₂ -,
-(Si(R ⁵³ ) ₂ O) _m5 -Si(R ⁵³ ) ₂ -,
-O-(CH ₂ ) _u5 -(Si(R ⁵³ ) ₂ O) _m5 -Si(R ⁵³ ) ₂ -,
-O-( _CH2 ) _u5 -Si( ^R53 ) ₂ -O-Si( ^R53 ) _{2 - CH2CH2} -Si( ^R53 ) ₂ -O-Si( ^R53 ) _2- ,
-O-(CH ₂ ) _u5 -Si(OCH ₃ ) ₂ OSi(OCH ₃ ) ₂ -,
^-CONR54- ( _CH2 ) _u5- (Si( ^R53 ) _2O ) _m5 -Si( ^R53 ) _2- ,
—CONR ⁵⁴ —(CH ₂ ) _u5 —N(R ⁵⁴ )—, or —CONR ⁵⁴ —(o-, m-, or p-phenylene)-Si(R ⁵³ ) ₂ —
(wherein R ⁵³ , R ⁵⁴ and m5 are as defined above;
u5 represents an integer of 1 to 20, preferably an integer of 2 to 6, more preferably an integer of 2 or 3;
^X54 is
-S-,
—C(O)O—,
-CONR ^54- ,
-O-CONR ⁵⁴ -,
^-CONR54- ( _CH2 ) _u5- (Si( ^R54 ) _2O ) _m5 -Si( ^R54 ) _2- ,
—CONR ⁵⁴ —(CH ₂ ) _u5 —N(R ⁵⁴ )—, or —CONR ⁵⁴ —(o-, m-, or p-phenylene)-Si(R ⁵⁴ ) ₂ —
(In the formula, each symbol has the same meaning as above.)
represents.]
It could be.

More preferably, each ^XA is independently
single bond,
a C _1-20 alkylene group,
-(CH ₂ ) _s5 -X ⁵³ -,
-(CH ₂ ) _s5 -X ⁵³ -(CH ₂ ) _t5 -
—X ⁵⁴ —, or —X ⁵⁴ —(CH ₂ ) _t5 —
[In the formula, X ⁵³ , X ⁵⁴ , s5 and t5 are as defined above.]
is.

More preferably, each ^XA is independently
single bond,
a C _1-20 alkylene group,
—(CH ₂ ) _s5 —X ⁵³ —(CH ₂ ) _t5 —, or —X ⁵⁴ —(CH ₂ ) _t5 —
[In the formula, each symbol has the same meaning as above.]
It could be.

In a preferred embodiment, each ^XA is independently
a single bond C _1-20 alkylene group,
—(CH ₂ ) _s5 —X ⁵³ —, or —(CH ₂ ) _s5 —X ⁵³ —(CH ₂ ) _t5 —
[In the formula,
X ⁵³ is —O—, —CONR ⁵⁴ —, or —O—CONR ⁵⁴ —;
R ⁵⁴ each independently represents a hydrogen atom, a phenyl group, or a C _1-6 alkyl group;
s5 is an integer from 1 to 20,
t5 is an integer from 1 to 20.
It could be.

In a preferred embodiment, each ^XA is independently
-(CH ₂ ) _s5 -O-(CH ₂ ) _t5 -
-CONR ⁵⁴ -(CH ₂ ) _t5 -
[In the formula,
R ⁵⁴ each independently represents a hydrogen atom, a phenyl group, or a C _1-6 alkyl group;
s5 is an integer from 1 to 20,
t5 is an integer from 1 to 20.
It could be.

In one embodiment, each ^XA is independently
single bond,
a C _1-20 alkylene group,
-(CH ₂ ) _s5 -O-(CH ₂ ) _t5 -,
-(CH ₂ ) _s5 -(Si(R ⁵³ ) ₂ O) _m5 -Si(R ⁵³ ) ₂ -(CH ₂ ) _t5 -,
-(CH ₂ ) _s5 -O-(CH ₂ ) _u5 -(Si(R ⁵³ ) ₂ O) _m5 -Si(R ⁵³ ) ₂ -(CH ₂ ) _t5 -, or -(CH ₂ ) _s5 -O-(CH ₂ ) _t5 -Si(R ⁵³ ) ₂ -(CH ₂ ) _u5 -Si( ^R53 ) _{2- ( Cv5H2v5} )-
[In the formula, R ⁵³ , m5, s5, t5 and u5 are defined as above, and v5 is an integer of 1 to 20, preferably an integer of 2 to 6, more preferably an integer of 2 to 3.]
is.

In the above formula, --(C _v H _2v )-- may be a straight chain or a branched chain, for example, --CH ₂ CH ₂ --, --CH ₂ CH ₂ CH ₂ --, --CH(CH ₃ )--, or --CH(CH ₃ )CH ₂ --.

Each of the X ^'s may be independently substituted with one or more substituents selected from a fluorine atom, a _C1-3 alkyl group, and a _C1-3 fluoroalkyl group (preferably a _C1-3 perfluoroalkyl group). In one embodiment, X ^'s are unsubstituted.

In addition, the left side of the above ^XA in each formula is bonded to R ^F1 or R ^F2 , and the right side is bonded to R ^Si .

In one embodiment, each X 1 ^A may independently be other than an —O—C _1-6 alkylene group.

In another embodiment, X ^A includes, for example, the following groups:
[In the formula, each R ⁴¹ independently represents a hydrogen atom, a phenyl group, a C _1-6 alkyl group, or a C _1-6 alkoxy group, preferably a methyl group;
D is
-CH ₂ O(CH ₂ ) ₂ -,
-CH ₂ O(CH ₂ ) ₃ -,
-CF ₂ O(CH ₂ ) ₃ -,
-(CH ₂ ) ₂ -,
-(CH ₂ ) ₃ -,
-( _CH2 ) _4- ,
-CONH-(CH ₂ ) ₃ -,
-CON( _CH3 )-( _CH2 ) _3- ,
-CON(Ph)-(CH ₂ ) ₃ - (wherein Ph means phenyl), and
(In the formula, each R ⁴² independently represents a hydrogen atom, a C _1-6 alkyl group, or a C _1-6 alkoxy group, preferably a methyl group or a methoxy group, more preferably a methyl group.)
is a group selected from
E is —(CH ₂ ) _n — (n is an integer from 2 to 6);
D bonds to ^RF1 or ^RF2 of the molecular main chain, and E bonds to ^RSi .]

Specific examples of the above ^XA include:
single bond,
-CH ₂ OCH ₂ -,
-CH ₂ O(CH ₂ ) ₂ -,
-CH ₂ O(CH ₂ ) ₃ -,
-CH ₂ O(CH ₂ ) ₄ -,
-CH ₂ O(CH ₂ ) ₅ -,
-CH ₂ O(CH ₂ ) ₆ -,
-CH ₂ O(CH ₂ ) ₃ Si(CH ₃ ) ₂ OSi(CH ₃ ) ₂ (CH ₂ ) ₂ -,
-CH ₂ O(CH ₂ ) ₃ Si(CH ₃ ) ₂ OSi(CH ₃ ) ₂ OSi(CH ₃ ) ₂ (CH ₂ ) ₂ -,
-CH ₂ O(CH ₂ ) ₃ Si(CH ₃ ) ₂ O(Si(CH ₃ ) ₂ O) ₂ Si(CH ₃ ) ₂ (CH ₂ ) ₂ -,
-CH ₂ O(CH ₂ ) ₃ Si(CH ₃ ) ₂ O(Si(CH ₃ ) ₂ O) ₃ Si(CH ₃ ) ₂ (CH ₂ ) ₂ -,
-CH ₂ O(CH ₂ ) ₃ Si(CH ₃ ) ₂ O(Si(CH ₃ ) ₂ O) ₁₀ Si(CH ₃ ) ₂ (CH ₂ ) ₂ -,
-CH ₂ O(CH ₂ ) ₃ Si(CH ₃ ) ₂ O(Si(CH ₃ ) ₂ O) ₂₀ Si(CH ₃ ) ₂ (CH ₂ ) ₂ -,
-CH ₂ OCF ₂ CHFOCF ₂ -,
-CH ₂ OCF ₂ CHFOCF ₂ CF ₂ -,
-CH ₂ OCF ₂ CHFOCF ₂ CF ₂ CF ₂ -,
-CH ₂ OCH ₂ CF ₂ CF ₂ OCF ₂ -,
-CH ₂ OCH ₂ CF ₂ CF ₂ OCF ₂ CF ₂ -,
-CH ₂ OCH ₂ CF ₂ CF ₂ OCF ₂ CF ₂ CF ₂ -,
_{-CH2OCH2CF2CF2OCF ( CF3 ) CF2OCF2- , ​}
-CH ₂ OCH ₂ CF ₂ CF ₂ OCF (CF ₃ )CF ₂ OCF ₂ CF ₂ -,
_{-CH2OCH2CF2CF2OCF ( CF3 ) CF2OCF2CF2CF2- , ​ ​ ​}
-CH ₂ OCH ₂ CHFCF ₂ OCF ₂ -,
-CH ₂ OCH ₂ CHFCF ₂ OCF ₂ CF ₂ -,
-CH ₂ OCH ₂ CHFCF ₂ OCF ₂ CF ₂ CF ₂ -,
-CH ₂ OCH ₂ CHFCF ₂ OCF (CF ₃ )CF ₂ OCF ₂ -,
-CH ₂ OCH ₂ CHFCF ₂ OCF (CF ₃ ) CF ₂ OCF ₂ CF ₂ -,
_{-CH2OCH2CHFCF2OCF ( CF3 ) CF2OCF2CF2CF2- , ​ ​}
-CH ₂ OCF ₂ CHFOCF ₂ CF ₂ CF ₂ -C(O)NH-CH ₂ -,
_-CH2OCH2 ( _CH2 ) _7CH2Si ( _OCH3 ) _{2OSi(OCH3)2 ( CH2 ) 2Si ( OCH3 ) 2OSi} ( _OCH3 ) ₂ ( _CH2 ) _2- ,
-CH ₂ OCH ₂ CH ₂ CH ₂ Si(OCH ₃ ) ₂ OSi(OCH ₃ ) ₂ (CH ₂ ) ₃ -,
-CH ₂ OCH ₂ CH ₂ CH ₂ Si(OCH ₂ CH ₃ ) ₂ OSi(OCH ₂ CH ₃ ) ₂ (CH ₂ ) ₃ -,
-CH ₂ OCH ₂ CH ₂ CH ₂ Si(OCH ₃ ) ₂ OSi(OCH ₃ ) ₂ (CH ₂ ) ₂ -,
-CH ₂ OCH ₂ CH ₂ CH ₂ Si(OCH ₂ CH ₃ ) ₂ OSi(OCH ₂ CH ₃ ) ₂ (CH ₂ ) ₂ -,
-(CH ₂ ) ₂ -Si(CH ₃ ) ₂ -(CH ₂ ) ₂ -,
—CH ₂ —,
-(CH ₂ ) ₂ -,
-(CH ₂ ) ₃ -,
-(CH ₂ ) ₄ -,
-(CH ₂ ) ₅ -,
-(CH ₂ ) ₆ -,
-CO-,
-CONH-,
-CONH-CH ₂ -,
-CONH-(CH ₂ ) ₂ -,
-CONH-(CH ₂ ) ₃ -,
-CONH-(CH ₂ ) ₄ -,
-CONH-(CH ₂ ) ₅ -,
-CONH-(CH ₂ ) ₆ -,
-CON( _CH3 ) _-CH2- ,
-CON( _CH3 )-( _CH2 ) _2- ,
-CON( _CH3 )-( _CH2 ) _3- ,
-CON( _CH3 )-( _CH2 ) _4- ,
-CON( _CH3 )-( _CH2 ) _5- ,
-CON( _CH3 )-( _CH2 ) _6- ,
-CON(Ph)-CH ₂ - (wherein Ph means phenyl),
-CON(Ph)-(CH ₂ ) ₂ - (wherein Ph means phenyl),
-CON(Ph)-(CH ₂ ) ₃ - (wherein Ph means phenyl),
-CON(Ph)-(CH ₂ ) ₄ - (wherein Ph means phenyl),
-CON(Ph)-(CH ₂ ) ₅ - (wherein Ph means phenyl),
-CON(Ph)-(CH ₂ ) ₆ - (wherein Ph means phenyl),
-CONH-(CH ₂ ) ₂ NH(CH ₂ ) ₃ -,
-CONH-(CH ₂ ) ₆ NH(CH ₂ ) ₃ -,
-CH ₂ O-CONH-(CH ₂ ) ₃ -,
-CH ₂ O-CONH-(CH ₂ ) ₆ -,
-S-(CH ₂ ) ₃ -,
-(CH ₂ ) ₂ S(CH ₂ ) ₃ -,
-CONH-(CH ₂ ) ₃ Si(CH ₃ ) ₂ OSi(CH ₃ ) ₂ (CH ₂ ) ₂ -,
-CONH-( _CH2 ) _3Si ( _CH3 ) _2OSi ( _CH3 ) _2OSi ( _CH3 ) ₂ ( _CH2 ) _2- ,
-CONH-(CH ₂ ) ₃ Si(CH ₃ ) ₂ O(Si(CH ₃ ) ₂ O) ₂ Si(CH ₃ ) ₂ (CH ₂ ) ₂ -,
-CONH-(CH ₂ ) ₃ Si(CH ₃ ) ₂ O(Si(CH ₃ ) ₂ O) ₃ Si(CH ₃ ) ₂ (CH ₂ ) ₂ -,
-CONH-(CH ₂ ) ₃ Si(CH ₃ ) ₂ O(Si(CH ₃ ) ₂ O) ₁₀ Si(CH ₃ ) ₂ (CH ₂ ) ₂ -,
-CONH-(CH ₂ ) ₃ Si(CH ₃ ) ₂ O(Si(CH ₃ ) ₂ O) ₂₀ Si(CH ₃ ) ₂ (CH ₂ ) ₂ -,
-C(O)O-(CH ₂ ) ₃ -,
-C(O)O-(CH ₂ ) ₆ -,
-CH ₂ -O-(CH ₂ ) ₃ -Si(CH ₃ ) ₂ -(CH ₂ ) ₂ -Si(CH ₃ ) ₂ -(CH ₂ ) ₂ -,
-CH ₂ -O-(CH ₂ ) ₃ -Si(CH ₃ ) ₂ -(CH ₂ ) ₂ -Si(CH ₃ ) ₂ -CH(CH ₃ )-,
-CH ₂ -O-(CH ₂ ) ₃ -Si(CH ₃ ) ₂ -(CH ₂ ) ₂ -Si(CH ₃ ) ₂ -(CH ₂ ) ₃ -,
_-CH2 -O-( _CH2 ) ₃ -Si( _CH3 ) _2- ( _CH2 ) ₂ -Si( _CH3 ) ₂ -CH( _CH3 ) _-CH2- ,
_-OCH2- ,
-O(CH ₂ ) ₃ -,
_-OCFHCF2- ,
Examples include:

In yet another embodiment, each X 1 ^A is independently a group represented by the formula: -(R ¹⁶ ) _x1 -(CFR ¹⁷ ) _y1 -(CH ₂ ) _z1 -, wherein x1, y1, and z1 are each independently an integer of 0 to 10, the sum of x1, y1, and z1 is 1 or more, and the order of the repeating units enclosed in parentheses in the formula is arbitrary.

In the above formula, each R ¹⁶ is independently an oxygen atom, phenylene, carbazolylene, —NR ¹⁸ — (wherein R ¹⁸ represents a hydrogen atom or an organic group), or a divalent organic group. Preferably, R ¹⁸ is an oxygen atom or a divalent polar group.

The "divalent polar group" is not particularly limited, but includes -C(O)-, -C(=NR ¹⁹ )-, and -C(O)NR ¹⁹ - (in these formulas, R ¹⁹ represents a hydrogen atom or a lower alkyl group). The "lower alkyl group" is, for example, a C _1-6 alkyl group such as methyl, ethyl, or n-propyl, which may be substituted with one or more fluorine atoms.

In the above formula, each R ¹⁷ is independently a hydrogen atom, a fluorine atom, or a lower fluoroalkyl group, preferably a fluorine atom. The "lower fluoroalkyl group" is, for example, a C _1-6 , preferably a C _1-3 fluoroalkyl group, preferably a C _1-3 perfluoroalkyl group, more preferably a trifluoromethyl group or a pentafluoroethyl group, and even more preferably a trifluoromethyl group.

In yet another embodiment, examples of X ^A include the following groups:
[In the formula,
R ⁴¹ is independently a hydrogen atom, a phenyl group, a C _1-6 alkyl group, or a C _1-6 alkoxy group, preferably a methyl group;
In each ^XA group, any one of T's may be one of the following groups bonded to ^RF1 or ^RF2 of the molecular backbone:
-CH ₂ O(CH ₂ ) ₂ -,
-CH ₂ O(CH ₂ ) ₃ -,
-CF ₂ O(CH ₂ ) ₃ -,
-(CH ₂ ) ₂ -,
-(CH ₂ ) ₃ -,
-( _CH2 ) _4- ,
-CONH-(CH ₂ ) ₃ -,
-CON( _CH3 )-( _CH2 ) _3- ,
-CON(Ph)-(CH ₂ ) ₃ - (wherein Ph means phenyl), or
[In the formula, each R ⁴² independently represents a hydrogen atom, a C _1-6 alkyl group, or a C _1-6 alkoxy group, preferably a methyl group or a methoxy group, and more preferably a methyl group.]
and some of the other T's are bonded to R 1 ^Si's in the molecular main chain, and the remaining T's, if present, are each independently a methyl group, a phenyl group, a C _1-6 alkoxy group, a radical scavenger group, or an ultraviolet absorbing group.

The radical scavenging group is not particularly limited as long as it can capture radicals generated by light irradiation, but examples include residues of benzophenones, benzotriazoles, benzoic acid esters, phenyl salicylates, crotonic acids, malonic acid esters, organoacrylates, hindered amines, hindered phenols, or triazines.

The ultraviolet absorbing group is not particularly limited as long as it can absorb ultraviolet light, but examples include residues of benzotriazoles, hydroxybenzophenones, esters of substituted and unsubstituted benzoic acid or salicylic acid compounds, acrylates or alkoxycinnamates, oxamides, oxanilides, benzoxazinones, and benzoxazoles.

In a preferred embodiment, preferred radical scavenging groups or ultraviolet absorbing groups include groups represented by the following formulas:

In this embodiment, each X 1 ^A may independently be a trivalent to decavalent organic group.

In yet another embodiment, examples of X ^A include the following groups:
[In the formula, R ²⁵ , R ²⁶ and R ²⁷ each independently represent a divalent to hexavalent organic group;
^R25 is bonded to at least one R ^F1 , and ^R26 and ^R27 are each bonded to at least one R ^Si .

In one aspect, R ²⁵ is a single bond, a C _1-20 alkylene group, a C _3-20 cycloalkylene group, a C _5-20 arylene group, -R ⁵⁷ -X ⁵⁸ -R ⁵⁹ -, -X ⁵⁸ -R ⁵⁹ -, or -R ⁵⁷ -X ⁵⁸ -. R ⁵⁷ and R ⁵⁹ are each independently a single bond, a C _1-20 alkylene group, a C _3-20 cycloalkylene group, or a C _5-20 arylene group. X ⁵⁸ is -O-, -S-, -CO-, -O-CO-, or -COO-.

In one embodiment, R ²⁶ and R ²⁷ are each independently a hydrocarbon or a group having at least one atom selected from N, O, and S at the end or in the main chain of the hydrocarbon, and are preferably a C _1-6 alkyl group, -R ³⁶ -R ³⁷ -R ³⁶ -, -R ³⁶ -CHR ³⁸ ₂ -, etc. Here, each R ³⁶ is independently a single bond or a C _1-6 alkyl group, preferably a C _1-6 alkyl group. R ³⁷ is N, O, or S, preferably N or O. R ³⁸ is -R ⁴⁵ -R ⁴⁶ -R ⁴⁵ -, -R ⁴⁶ -R ⁴⁵ -, or -R ⁴⁵ -R ⁴⁶ -. Here, each R ⁴⁵ is independently a C _1-6 alkyl group. R ⁴⁶ is N, O, or S, preferably O.

The compound may have an average molecular weight of 5 x ¹⁰ to 1 x ¹⁰ , but is not particularly limited thereto. Among these, from the viewpoint of UV resistance and abrasion durability, it is preferable that the compound has an average molecular weight of preferably 2,000 to 30,000, more preferably 2,500 to 12,000. In this disclosure, "average molecular weight" refers to number average molecular weight, and "average molecular weight" is a value measured by ¹⁹ F-NMR.

In one aspect, compound (A) may be preferably a compound represented by formula (1), more preferably a compound represented by formula (1a), and even more preferably a compound represented by formula (1b); in another aspect, compound (A) may be preferably a compound represented by formula (2), more preferably a compound represented by formula (2a), and even more preferably a compound represented by formula (2b).

The fluoropolyether group-containing silane compound represented by the above formula (1) or formula (2) may have an average molecular weight of 5 x 10 ² to 1 x 10 ⁵ , but is not particularly limited thereto. Within this range, an average molecular weight of 2,000 to 32,000, more preferably 2,500 to 12,000, is preferred from the viewpoint of abrasion resistance. Note that this "average molecular weight" refers to a number average molecular weight, and the "average molecular weight" is a value measured by ¹⁹ F-NMR.

The total content of compounds represented by formula (1) or formula (2) in compound (A) is preferably 80% by mass or more and 100% by mass or less, more preferably 90% by mass or more and 100% by mass or less, and even more preferably 95% by mass or more and 100% by mass or less.

(Compound (B) Having a Fluoropolyether Group and an Allyl Ether Group)
The compound (B) having a fluoropolyether group and an allyl ether group has a fluoropolyether group and an allyl ether group, and in a preferred embodiment, is represented by the following formula (3), (4), or (5):
R ^F1 _α −X ^A −[AR ^B1 _δ R ^B2 _3−δ ] _β (3)
[R ^B1 _δ R ^B2 _3-δ A] _γ -X ^A -R ^F2 -X ^A -[AR ^B1 _δ R ^B2 _3-δ ] _γ (4)
R ^Si _γ −X ^A −R ^F2 −X ^A −[AR ^B1 _δ R ^B2 _3−δ ] _γ (5)
and a compound (B) represented by the formula:
[In the formula:
Each A is independently a C atom or a Si atom;
Each R ^F1 is independently Rf ¹ -R ^F -O _q -;
R ^F2 is —Rf ² _p —R ^F —O _q —;
Rf ¹ 's each independently represent a C _1-16 alkyl group optionally substituted by one or more fluorine atoms;
^Rf2 is a C _1-6 alkylene group optionally substituted by one or more fluorine atoms;
Each R ^F is independently a divalent fluoropolyether group;
p is 0 or 1;
Each q is independently 0 or 1;
R ^B1 is —R ^B3 —O—CH═CH—CH ₃ ;
R ^B2 each independently represents one or more groups selected from —R ^B3 —O—CH ₂ CH ₂ CH ₂ —SiR ^B4 _ε R ^B5 _3-ε and a hydrogen atom;
Each R ^B3 is independently a single bond or a C _1-20 alkylene group;
Each R ^B4 is independently a hydroxyl group or a hydrolyzable group;
Each R ^B5 is independently a hydrogen atom or a monovalent organic group;
R ^Si each independently represents a hydroxyl group, a hydrolyzable group, a hydrogen atom, or a monovalent group containing a Si atom to which a monovalent organic group is bonded;
In formula (5), at least one R ^Si is a monovalent group containing a Si atom to which a hydroxyl group or a hydrolyzable group is bonded;
X and ^A each independently represent a single bond or a divalent to decavalent organic group;
α is an integer from 1 to 9;
β is an integer from 1 to 9;
Each γ is independently an integer from 1 to 9;
Each δ is independently an integer from 1 to 3;
Each ε is independently an integer of 1 to 3.
The compound contains at least one compound represented by the formula:

By including the above compounds, a film with good abrasion resistance can be achieved.

In the above formulas (3), (4) and (5), R ^F1 , R ^F2 , R ^Si , X ^A , α, β and γ have the same meanings as defined above.

Each A is independently a C atom or a Si atom. In one embodiment, A is a C atom. In another embodiment, A is a Si atom. A is preferably a Si atom.

Each R ^B1 is independently —R ^B3 —O—CH═CH—CH ₃ .

Each R ^B2 is independently one or more selected from -R ^B3 -O-CH ₂ CH ₂ CH ₂ -SiR ^B4 _ε R ^B5 _3-ε and a hydrogen atom. In one aspect, R ^B2 can be -R ^B3 -O-CH ₂ CH ₂ CH ₂ -SiR ^B4 _ε R ^B5 _3-ε . In another aspect, R ^B2 can be a hydrogen atom.

Each R ^B3 is independently a single bond or a C _1-20 alkylene group. In one embodiment, R ^B3 is preferably a single bond. In another embodiment, R ^B3 is preferably a C _1-20 alkylene group, more preferably a C _1-6 alkylene group.

Each R ^B4 is independently a hydroxyl group or a hydrolyzable group.

Preferably, each R ^B4 is independently a hydrolyzable group.

R ^B4 is preferably, each independently, -OR ^j , -OCOR ^j , -O-N=CR ^j ₂ , -NR ^j ₂ , -NHR ^j , -NCO, or halogen (in these formulas, R ^j represents a substituted or unsubstituted C _1-4 alkyl group), and more preferably -OR ^j (i.e., an alkoxy group). R ^j includes unsubstituted alkyl groups such as a methyl group, ethyl group, propyl group, isopropyl group, n-butyl group, and isobutyl group; and substituted alkyl groups such as a chloromethyl group. Among these, alkyl groups, particularly unsubstituted alkyl groups, are preferred, and a methyl group or an ethyl group is more preferred. In one embodiment, R ^j is a methyl group, and in another embodiment, R ^j is an ethyl group.

Each R ^B5 is independently a hydrogen atom or a monovalent organic group, excluding the hydrolyzable groups.

In R ^B5 , the monovalent organic group is preferably a C _1-20 alkyl group, more preferably a C _1-6 alkyl group, and even more preferably a methyl group.

In one embodiment, ε is independently an integer of 1 to 3, preferably an integer of 2 to 3, and more preferably 3 for each (SiR ^B4 _ε R ^B5 _3-ε ) unit.

In one embodiment, δ is independently an integer of 1 to 3, preferably an integer of 2 to 3, and more preferably 3 for each (AR ^B1 _δ R ^B2 _3-δ ) unit.

The compound (B) represented by the above formula (3), formula (4), or formula (5) may have an average molecular weight of, but not limited to, 5 × 10 ² to 1 × 10 ^5. Within this range, it is preferable that the compound has an average molecular weight of 2,000 to 32,000, more preferably 2,500 to 12,000, from the viewpoint of wear resistance.

In the composition, the proportion of R ^{1 B1} contained in the composition relative to the total of R 1 ^Si and R ^{1 B1} contained in the composition is preferably 25 mol% or less, more preferably 20 mol% or less, even more preferably 10 mol% or less, and may be, for example, 0.1 mol% or more, or even 1 mol% or more. By having the proportion in this range, it may be easier to provide a film with better abrasion resistance, particularly abrasion resistance against soft materials (for example, resin-based materials such as erasers).

The content of compound (B) represented by formula (3), formula (4), or formula (5) above can be preferably 0.1% by mass or more and 25% by mass or less, and more preferably 1% by mass or more and 20% by mass or less, based on 100% by mass of the total of compound (A) and compound (B). Having the content within this range can make it easier to provide a film with better abrasion resistance, particularly abrasion resistance against soft materials (e.g., resin-based materials such as erasers).

In the composition, the total content of compound (A) and compound (B) may preferably be 80% by mass or more and 100% by mass or less, more preferably 90% by mass or more and 100% by mass or less, and even more preferably 95% by mass or more and 100% by mass or less.

(Surface treatment agent)
The surface treatment agent of the present disclosure includes the above-described composition. The total content of the compound (A) and the compound (B) in the surface treatment agent (100% by mass) is preferably 0.02 to 40.0% by mass, more preferably 0.02 to 30.0% by mass, even more preferably 0.04 to 25.0% by mass, and particularly preferably 0.05 to 20.0% by mass. By setting the content of the fluoropolyether group-containing silane compound within the above range, higher water and oil repellency can be obtained.
In the composition of the present disclosure, the non-volatile content may be the portion excluding the solvent from the total amount of the composition.

(Other ingredients)
The surface treatment agent of the present disclosure may further contain a (non-reactive) fluoropolyether compound that can be understood as a fluorine-containing oil, preferably a perfluoro(poly)ether compound (hereinafter collectively referred to as "fluorine-containing oil"), a (non-reactive) silicone compound that can be understood as a silicone oil (hereinafter referred to as "silicone oil"), alcohols, catalysts, surfactants, polymerization inhibitors, sensitizers, etc. The other components are components different from the above-mentioned compound (A) and compound (B).
In a preferred embodiment, the surface treatment agent of the present disclosure further contains one or more components selected from fluorine-containing oils and silicone oils.

The fluorine-containing oil is not particularly limited, but examples thereof include compounds represented by the following general formula (6) (perfluoro(poly)ether compounds).
Rf ⁵ - (OC ₄ F ₈ ) _a" - (OC ₃ F ₆ ) _b" - (OC ₂ F ₄ ) _c" - (OCF ₂ ) _d" - Rf ⁶ ... (6)
In the formula, Rf ⁵ represents a C _1-16 alkyl group (preferably a C 1-16 perfluoroalkyl group) optionally substituted with one or more fluorine atoms, Rf ⁶ represents a C _1-16 alkyl group (preferably a C _{1-16 perfluoroalkyl} group) optionally substituted with one or more fluorine atoms, a fluorine atom, or a hydrogen atom, and Rf ⁵ and Rf ⁶ are more preferably each independently a C _1-3 perfluoroalkyl group.
a", b", c", and d" respectively represent the number of four types of repeating units of the perfluoro(poly)ether constituting the main skeleton of the polymer, and are each independently an integer of 0 to 300, and the sum of a", b", c", and d" is greater than 30, preferably 40 to 300, and more preferably 50 to 300. The order of occurrence of each repeating unit enclosed in parentheses with the subscript a", b", c", or d" is arbitrary in the formula. Of these repeating units, -(OC ₄ F ₈ )- may be any of -(OCF ₂ CF ₂ CF ₂ CF ₂ )-, -(OCF(CF ₃ )CF ₂ CF ₂ )-, -(OCF ₂ CF(CF ₃ )CF ₂ )-, -(OCF ₂ CF ₂ CF(CF ₃ ))-, -(OC(CF ₃ ) ₂ CF ₂ )-, -(OCF ₂ C(CF ₃ ) ₂ )-, -(OCF(CF ₃ )CF(CF ₃ ))-, -(OCF(C ₂ F ₅ )CF ₂ )- and (OCF ₂ CF(C ₂ F ₅ ))-, but is preferably -(OCF _{2 -} (OC ₃ F ₆ )- may be any of -(OCF ₂ CF ₂ CF _{2 )} -, -(OCF(CF ₃ )CF ₂ )-, and (OCF ₂ CF(CF _{3 )} )-, and is preferably -(OCF ₂ CF ₂ CF ₂ )-. -(OC ₂ F ₄ )- may be any of -(OCF ₂ CF ₂ )- and (OCF(CF ₃ ))-, and is preferably -(OCF ₂ CF ₂ )-.

Examples of the perfluoro(poly)ether compound represented by the general formula (6) include compounds represented by either of the following general formulas (6a) and (6b) (which may be one type or a mixture of two or more types):
Rf ⁵ - (OCF ₂ CF ₂ CF ₂ ) _{b" -} Rf ⁶ ... (6a)
Rf ⁵ - (OCF ₂ CF ₂ CF ₂ CF ₂ ) _a" - (OCF ₂ CF ₂ CF ₂ ) _b" - (OCF ₂ CF ₂ ) _c" - (OCF ₂ ) _d" - Rf ⁶ ... (6b)
In these formulas, ^Rf5 and ^Rf6 are as defined above; in formula (6a), b" is an integer of 1 or more and 100 or less; in formula (6b), a" and b" are each independently an integer of 0 or more and 30 or less, and c" and d" are each independently an integer of 1 or more and 300 or less. The order of occurrence of each repeating unit enclosed in parentheses with the subscripts a", b", c", and d" is arbitrary in the formula.

From another viewpoint, the fluorine-containing oil may be a compound represented by the general formula Rf ³ -F (wherein Rf ³ is a C _5-16 perfluoroalkyl group), or may be a chlorotrifluoroethylene oligomer.

The above-mentioned fluorinated oil may have a number average molecular weight of preferably 1,000 or more, more preferably 1,500 or more, and even more preferably 2,000 or more. The above-mentioned fluorinated oil may also have a number average molecular weight of preferably 30,000 or less, more preferably 20,000 or less, and even more preferably 10,000 or less. The molecular weight of the fluorinated oil can be measured using GPC.

The fluorinated oil may be contained in an amount of, for example, 0 to 50% by mass, preferably 0 to 30% by mass, and more preferably 0 to 5% by mass, relative to the surface treatment agent. In one embodiment, the surface treatment agent of the present disclosure is substantially free of fluorinated oil. "Substantially free of fluorinated oil" means that the agent does not contain any fluorinated oil, or may contain only trace amounts of fluorinated oil.

In one embodiment, the number average molecular weight of the fluorinated oil may be smaller than the number average molecular weight of the fluorinated silane compound. By using such an average molecular weight, it is possible to form a cured product with high abrasion resistance and high surface slippage while suppressing a decrease in the transparency of the surface treatment layer obtained from such a compound.

Fluorinated oils can contribute to improving the surface slip properties of the layer formed by the surface treatment agent of the present disclosure.

The silicone oil may be, for example, a linear or cyclic silicone oil with 2,000 or fewer siloxane bonds. The linear silicone oil may be a so-called straight silicone oil or a modified silicone oil. Examples of straight silicone oils include dimethyl silicone oil, methylphenyl silicone oil, and methylhydrogen silicone oil. Examples of modified silicone oils include straight silicone oils modified with alkyl, aralkyl, polyether, higher fatty acid ester, fluoroalkyl, amino, epoxy, carboxyl, alcohol, or the like. Examples of cyclic silicone oils include cyclic dimethylsiloxane oil.

In the surface treatment agent of the present disclosure, such silicone oil may be contained in an amount of, for example, 0 to 300 parts by mass, preferably 50 to 200 parts by mass, per 100 parts by mass of the total of the fluorine-containing silane compounds of the present disclosure (or the total of these if there are two or more types, and the same applies below).

Silicone oil can help improve the surface slip properties of the surface treatment layer.

Examples of the alcohols include alcohols having 1 to 6 carbon atoms which may be substituted with one or more fluorine atoms, such as methanol, ethanol, isopropanol, tert-butanol, _CF3CH2OH , _CF3CF2CH2OH , _and ( _CF3 ) _2CHOH . Adding these alcohols to the surface treatment agent improves the stability of the surface treatment agent and also improves the compatibility of the fluorine _- containing silane compound with _the solvent.

The alcohols are preferably contained in the surface treatment agent in an amount, by molar ratio, of 0.1 to 5 times, more preferably 0.5 to 3 times, and even more preferably 0.8 to 1.2 times the metal compound. By keeping the alcohol content within the above range, the stability of the surface treatment layer can be further improved.

Examples of the catalyst include acids (e.g., acetic acid, trifluoroacetic acid, etc.), bases (e.g., ammonia, triethylamine, diethylamine, etc.), and transition metals (e.g., Ti, Ni, Sn, etc.).

The catalyst promotes the hydrolysis and dehydration condensation of the fluorine-containing silane compound of the present disclosure, and promotes the formation of the layer formed by the surface treatment agent of the present disclosure.

Other components besides those mentioned above include, for example, tetraethoxysilane, methyltrimethoxysilane, 3-aminopropyltrimethoxysilane, 3-glycidoxypropyltrimethoxysilane, and methyltriacetoxysilane.

The surface treatment agent of the present disclosure can be impregnated into a porous substance, such as a porous ceramic material, or a metal fiber, such as steel wool, and formed into pellets. These pellets can be used, for example, for vacuum deposition.

In addition to the components described above, the surface treatment agent disclosed herein may contain trace amounts of impurities such as Pt, Rh, Ru, 1,3-divinyltetramethyldisiloxane, triphenylphosphine, NaCl, KCl, and silane condensates.

(Goods)
The articles of the present disclosure are described below.

The article of the present disclosure includes a substrate and a layer (surface treatment layer) formed on the surface of the substrate from the composition and/or surface treatment agent of the present disclosure. In one aspect, the article of the present disclosure includes a substrate and a layer formed on the surface of the substrate from the composition of the present disclosure. In another aspect, the article of the present disclosure includes a substrate and a layer formed on the surface of the substrate from the surface treatment agent of the present disclosure.

Substrates that can be used in the present disclosure may be made of any suitable material, such as glass, resin (natural or synthetic resin, which may be a common plastic material), metal, ceramics, semiconductors (silicon, germanium, etc.), fibers (woven fabrics, nonwoven fabrics, etc.), fur, leather, wood, ceramics, stone, etc., building materials, sanitary products, etc.

For example, when the article to be manufactured is an optical component, the material constituting the surface of the substrate may be a material for optical components, such as glass or transparent plastic. Also, when the article to be manufactured is an optical component, some layer (or film), such as a hard coat layer or an anti-reflection layer, may be formed on the surface (outermost layer) of the substrate. The anti-reflection layer may be either a single-layer anti-reflection layer or a multi-layer anti-reflection layer. Examples of inorganic materials that can be used for the anti-reflection layer include SiO ₂ , SiO , ZrO ₂ , TiO ₂ , TiO , Ti ₂ O ₃ , Ti _{2 O 5 , Al 2 O 3 ,} Ta ₂ O ₅ , Ta ₃ O ₅ , Nb _{2 O 5 ,} HfO ₂ , Si ₃ N ₄ , CeO 2 , MgO, Y ₂ O ₃ , SnO ₂ , MgF ₂ , WO ₃ , etc. These inorganic substances may be used alone or in combination of two or more of them (for example, as a mixture). When a multilayer antireflection layer is formed, it is preferable to use SiO ₂ and/or SiO 2 for the outermost layer. When the product to be manufactured is an optical glass component for a touch panel, a transparent electrode, for example, a thin film using indium tin oxide (ITO) or indium zinc oxide, may be provided on a portion of the surface of the substrate (glass). Furthermore, the substrate may have an insulating layer, an adhesive layer, a protective layer, a decorative frame layer (I-CON), an atomization film layer, a hard coating film layer, a polarizing film, a phase difference film, a liquid crystal display module, or the like, depending on its specific specifications.

The shape of the substrate is not particularly limited and may be, for example, a plate, a film, or other form. Furthermore, the surface region of the substrate on which the surface treatment layer is to be formed need only be at least a portion of the substrate surface, and can be determined appropriately depending on the application and specific specifications of the product to be manufactured.

In one embodiment, at least the surface portion of such a substrate may be made of a material that inherently contains hydroxyl groups. Examples of such materials include glass, metals (especially base metals), ceramics, and semiconductors, which form natural or thermal oxide films on their surfaces. Alternatively, for materials such as resins, which do not inherently contain hydroxyl groups but have insufficient hydroxyl groups, or which do not inherently contain hydroxyl groups, pretreatment can be performed on the substrate to introduce or increase the number of hydroxyl groups on the surface. Examples of such pretreatment include plasma treatment (e.g., corona discharge) and ion beam irradiation. Plasma treatment can introduce or increase hydroxyl groups on the substrate surface and can also be used to clean the substrate surface (remove foreign matter, etc.). Another example of such pretreatment is a method in which an interfacial adsorbent having carbon-carbon unsaturated bond groups is first formed in the form of a monomolecular film on the substrate surface using the Langmuir-Blodgett method (LB method) or chemical adsorption method, and then the unsaturated bonds are cleaved in an atmosphere containing oxygen, nitrogen, or the like.

In another embodiment, at least the surface portion of such a substrate may be made of a material containing another reactive group, such as a silicone compound having one or more Si-H groups, or an alkoxysilane.

In a preferred embodiment, the substrate is glass. Examples of such glass include sapphire glass, soda-lime glass, alkali aluminosilicate glass, borosilicate glass, alkali-free glass, crystal glass, and quartz glass, with chemically strengthened soda-lime glass, chemically strengthened alkali aluminosilicate glass, and chemically bonded borosilicate glass being particularly preferred.

The article of the present disclosure can be produced by forming a layer of the surface treatment agent of the present disclosure on the surface of the substrate, and then post-treating this layer as necessary, thereby forming a layer from the surface treatment agent of the present disclosure.

The layer formation of the surface treatment agent of the present disclosure can be carried out by applying the surface treatment agent to the surface of the substrate so as to coat the surface. The coating method is not particularly limited. For example, a wet coating method or a dry coating method can be used.

Examples of wet coating methods include dip coating, spin coating, flow coating, spray coating, roll coating, gravure coating, and similar methods.

Examples of dry coating methods include vapor deposition (usually vacuum deposition), sputtering, CVD, and similar methods. Specific examples of vapor deposition methods (usually vacuum deposition) include resistance heating, electron beam, high-frequency heating using microwaves, ion beam, and similar methods. Specific examples of CVD methods include plasma-CVD, optical CVD, thermal CVD, and similar methods.

In addition, coating using atmospheric pressure plasma is also possible.

When using a wet coating method, the surface treatment agent of the present disclosure can be diluted with a solvent and then applied to the surface of a substrate. From the viewpoint of the stability of the composition of the present disclosure and the volatility of the solvent, the following solvents are preferably used: perfluoroaliphatic hydrocarbons having 5 to 12 carbon atoms (e.g., perfluorohexane, perfluoromethylcyclohexane, and perfluoro-1,3-dimethylcyclohexane); polyfluoroaromatic hydrocarbons (e.g., bis(trifluoromethyl)benzene); polyfluoroaliphatic hydrocarbons (e.g., C ₆ F ₁₃ CH ₂ CH ₃ (e.g., Asahiklin (registered trademark) AC-6000 manufactured by Asahi Glass Co., Ltd.), 1,1,2,2,3,3,4-heptafluorocyclopentane (e.g., Zeorora (registered trademark) H manufactured by Zeon Corporation); hydrofluoroethers (HFEs) (e.g., perfluoropropyl methyl ether (C ₃ F ₇ OCH ₃ ) (e.g., Novec (trademark) 7000 manufactured by Sumitomo 3M Limited), perfluorobutyl methyl ether (C ₄ F ₉ OCH ₃ ) (e.g., Novec™ 7100 manufactured by Sumitomo 3M Limited), perfluorobutyl ethyl ether (C ₄ F ₉ OC ₂ H ₅ ) (e.g., Novec™ 7200 manufactured by Sumitomo 3M Limited), perfluorohexyl methyl ether (C ₂ F ₅ CF(OCH ₃ )C ₃ F ₇ ) (e.g., Novec™ 7300 manufactured by Sumitomo 3M Limited), etc. (the perfluoroalkyl group and the alkyl group may be linear or branched), or CF ₃ CH ₂ OCF ₂ CHF ₂ (e.g., Asahiklin™ AE-3000 manufactured by Asahi Glass Co., Ltd.). These solvents can be used alone or as a mixture of two or more. Among them, hydrofluoroethers are preferred, and perfluorobutyl methyl ether (C ₄ F ₉ OCH ₃ ) and/or perfluorobutyl ethyl ether (C ₄ F ₉ OC ₂ H ₅ ) are particularly preferred.

When using the dry coating method, the surface treatment agent of the present disclosure may be subjected to the dry coating method as is, or may be diluted with the above-mentioned solvent before being subjected to the dry coating method.

The layer of the surface treatment agent is preferably formed so that the surface treatment agent of the present disclosure is present in the layer together with a catalyst for hydrolysis and dehydration condensation. Conveniently, when using the wet coating method, the surface treatment agent of the present disclosure may be diluted with a solvent, and then the catalyst may be added to the diluted solution of the surface treatment agent of the present disclosure immediately before application to the substrate surface. When using the dry coating method, the surface treatment agent of the present disclosure to which the catalyst has been added may be directly vapor-deposited (usually vacuum vapor-deposited), or a pellet-shaped material impregnated with the surface treatment agent of the present disclosure to which the catalyst has been added may be vapor-deposited (usually vacuum vapor-deposited) onto a porous metal such as iron or copper.

Any suitable acid or base can be used as the catalyst. Examples of acid catalysts that can be used include acetic acid, formic acid, and trifluoroacetic acid. Examples of base catalysts that can be used include ammonia and organic amines.

The surface treatment layer included in the article of the present disclosure has both high abrasion resistance and excellent abrasion resistance. Furthermore, in addition to high abrasion resistance, depending on the composition of the surface treatment agent used, the surface treatment layer may also have water repellency, oil repellency, stain resistance (for example, preventing the adhesion of stains such as fingerprints), waterproofing (preventing water from penetrating into electronic components, etc.), surface slipperiness (or lubricity, for example, ease of wiping off stains such as fingerprints and excellent tactile feel), chemical resistance, etc., making it suitable for use as a functional thin film.

Accordingly, the present disclosure also relates to an optical material having the above-described surface treatment layer as its outermost layer.

Preferred optical materials include optical materials related to displays, etc., such as those exemplified below, as well as a wide variety of other optical materials: for example, displays such as cathode ray tubes (CRTs; e.g., personal computer monitors), liquid crystal displays, plasma displays, organic electroluminescent displays, inorganic thin-film electroluminescent dot matrix displays, rear projection displays, vacuum fluorescent displays (VFDs), and field emission displays (FEDs), as well as protective plates for such displays, or displays with anti-reflection coatings applied to their surfaces.

The article of the present disclosure may be, but is not limited to, an optical component. Examples of optical components include: lenses for eyeglasses and the like; front protective plates, anti-reflection plates, polarizing plates, and anti-glare plates for displays such as PDPs and LCDs; touch panel sheets for devices such as mobile phones and personal digital assistants; disc surfaces for optical discs such as Blu-ray (registered trademark) discs, DVD discs, CD-Rs, and MO discs; optical fibers; and the display surfaces of watches and clocks.

The article of the present disclosure may also be a medical device or medical material.

The thickness of the above layer is not particularly limited. In the case of optical components, the thickness of the above layer is preferably in the range of 1 to 50 nm, 1 to 30 nm, and preferably 1 to 15 nm, from the viewpoints of optical performance, abrasion resistance, and anti-fouling properties.

The articles of the present disclosure have been described in detail above. Note that the articles and methods for manufacturing the articles of the present disclosure are not limited to those exemplified above.

The present invention will be explained in more detail using the following examples, but the present invention is not limited to these examples. Note that in these examples, the repeating units that make up the fluoropolyether may be present in any order, and the chemical formula shown below represents the average composition.

(Synthesis Example 1)
A 100 mL four-neck flask equipped with a reflux condenser, thermometer, and stirrer was charged with 20 _{g of a perfluoropolyether-modified allyloxy compound having the average composition CF3O(CF2CF2O)26(CF2O ) 26CF2CH2OCH2CH = CH2 ( note that the mixture also contains compounds} containing trace amounts of repeating units of ( _CF2CF2CF2O ) and _/ or ( _{CF2CF2CF2CF2O} ), but these are not taken into account due to their extremely small amounts), 20 g of 1,3-bis(trifluoromethyl)benzene, _and 1.36 g of trichlorosilane, and the mixture was stirred at 5°C for 30 minutes under a nitrogen stream. Subsequently, 0.094 mL of a xylene solution containing 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane was added, and the mixture was heated to 60°C and stirred at this temperature for 5 hours. The reaction mixture was cooled to room temperature, and the volatiles were distilled off under reduced pressure. This mixture was then dissolved in 5 g of 1,3-bis(trifluoromethyl)benzene and charged into a short column packed with silica gel, followed by the passage of 40 g of 1,3-bis(trifluoromethyl)benzene as an eluent. The eluate was concentrated to obtain 8 g of a perfluoropolyether group-containing allyl compound (B1) having an allyl group at its terminal, as shown in the following formula:
Perfluoropolyether group-containing allyl compound (B1):
CF ₃ O (CF ₂ CF ₂ O) ₂₆ (CF ₂ O) ₂₆ CF ₂ CH ₂ O CH=CHCH ₃

(Synthesis Example 2)
A 100 _mL four-neck flask equipped with a reflux condenser, thermometer _, and stirrer was charged with _{20 g of a perfluoropolyether-modified allyloxy compound represented by the average composition CF3CF2CF2O(CF2CF2CF2O)20CF2CF2CH2OCH2CH = CH2 , 20 g of 1,3} -bis(trifluoromethyl)benzene, 0.06 g of triacetoxymethylsilane, and 1.36 g of trichlorosilane, and the mixture was stirred for 30 minutes at 5°C under a nitrogen stream. Subsequently, 0.094 ml of a xylene solution containing ₂ % Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane was added, and the mixture was heated to 60°C and stirred at this temperature for 5 hours. Thereafter, volatiles were distilled off under reduced pressure to obtain 19 g of a perfluoropolyether group-containing silane compound (A1) of the following formula having trichlorosilane at the end:
Perfluoropolyether group-containing silane compound (A1):
CF ₃ CF ₂ CF ₂ O(CF ₂ CF ₂ CF ₂ O) ₂₀ CF ₂ CF ₂ CH ₂ OCH ₂ CH ₂ CH ₂ SiCl ₃

A 100 mL four-neck flask equipped with a reflux condenser, a thermometer, and a stirrer was charged with 19 g of the perfluoropolyether group-containing trichlorosilane compound (A1) having trichlorosilane at the terminal and 20 g of 1,3-bis(trifluoromethyl)benzene, and the mixture was stirred at 5 ° C. for 30 minutes under a nitrogen stream. Subsequently, 26.4 mL of a diethyl ether solution containing 0.7 mol/L of allyl magnesium bromide was added, and the mixture was heated to room temperature and stirred at this temperature for 10 hours. Thereafter, the mixture was cooled to 5 ° C., 5 mL of methanol was added, and the mixture was heated to room temperature and filtered to remove insoluble matter. Subsequently, the volatiles were distilled off under reduced pressure, and the non-volatiles were diluted with perfluorohexane and washed with methanol in a separatory funnel (more specifically, an operation of maintaining fluoro-based compounds in the perfluorohexane phase (fluorous phase) and separating and removing non-fluoro-based compounds in the methanol phase (organic phase)) three times. Subsequently, the volatile matter was distilled off under reduced pressure to obtain 20 g of the following perfluoropolyether group-containing allyl compound (A2) having an allyl group at the terminal.
Perfluoropolyether group-containing allyl compound (A2):
CF ₃ CF ₂ CF ₂ O(CF ₂ CF ₂ CF ₂ O) ₂₀ CF ₂ CF ₂ CH ₂ OCH ₂ CH ₂ CH ₂ Si(CH ₂ CH=CH ₂ ) ₃

A 100 mL four-neck flask equipped with a reflux condenser, thermometer, and stirrer was charged with 15 g of the perfluoropolyether group-containing allyl compound (A2) having an allyl group at the terminal, 15 g of 1,3-bis(trifluoromethyl)benzene, 0.05 g of triacetoxymethylsilane, and 3.15 g of trichlorosilane, and the mixture was stirred for 30 minutes at 5 ° C. under a nitrogen stream. Subsequently, 0.141 ml of a xylene solution containing 2% Pt complex of 1,3-divinyl-1,1,3,3-tetramethyldisiloxane was added, and the mixture was heated to 60 ° C. and stirred at this temperature for 5 hours. Thereafter, volatiles were distilled off under reduced pressure to obtain 16 g of the following perfluoropolyether group-containing trichlorosilane compound (A3) having trichlorosilane at the terminal.
Perfluoropolyether group-containing trichlorosilane compound (A3):
CF ₃ CF ₂ CF ₂ O(CF ₂ CF ₂ CF ₂ O) ₂₀ CF ₂ CF ₂ CH ₂ OCH ₂ CH ₂ CH ₂ Si(CH ₂ CH ₂ CH ₂ SiCl ₃ ) ₃

Into a 100 mL four-neck flask equipped with a reflux condenser, a thermometer, and a stirrer, 16 g of the perfluoropolyether group-containing trichlorosilane compound (A3) having trichlorosilane at the terminal and 15 g of 1,3-bis(trifluoromethyl)benzene were added, and the mixture was stirred at 50°C for 30 minutes under a nitrogen stream. Subsequently, a mixed solution of 0.78 g of methanol and 36 g of trimethyl orthoformate was added, and the mixture was heated to 65°C and stirred at this temperature for 3 hours. Thereafter, volatiles were distilled off under reduced pressure to obtain 17 g of the following perfluoropolyether group-containing silane compound (A4) having a trimethylsilyl group at the terminal.
Perfluoropolyether group-containing silane compound (A4):
CF ₃ CF ₂ CF ₂ O(CF ₂ CF ₂ CF ₂ O) ₂₀ CF ₂ CF ₂ CH ₂ OCH ₂ CH ₂ CH ₂ Si[CH ₂ CH ₂ CH ₂ Si(OCH ₃ ) ₃ ] ₃

(Examples 1 to 6 and Comparative Example 1)
A composition was prepared by mixing the compound (B1) obtained in Synthesis Example 1 and the compound (A4) obtained in Synthesis Example 2 so that the proportion of the compound (B1) was the value shown in Table 1. In the composition, the proportion (mol %) of the compound (B1) corresponds to the proportion of R 1 ^B1 to the total of R 1 ^Si and R ^{1 B1} .

The above composition was dissolved in hydrofluoroether (Novec HFE7200, manufactured by 3M) so that the concentration (total concentration of compound (B1) and compound (A4)) was 20% by mass, to prepare a surface treatment agent.

The surface treatment agent prepared above was vacuum-deposited onto chemically strengthened glass (Corning "Gorilla" glass, thickness 0.7 mm). The vacuum deposition treatment conditions were a pressure of 3.0 × 10 ^-3 Pa. First, silicon dioxide was deposited on the surface of this chemically strengthened glass to a thickness of 7 nm using an electron beam deposition method to form a silicon dioxide film. Subsequently, 2 mg of the surface treatment agent (i.e., containing a total of 0.4 mg of compound (B1) and compound (A4)) was deposited per piece of chemically strengthened glass (55 mm × 100 mm). The chemically strengthened glass with the deposited film was then left to stand for 24 hours in an atmosphere at a temperature of 20 ° C and a humidity of 65%. This hardened the deposited film, forming a surface treatment layer.

The static contact angle of water was measured for the surface treatment layers formed on the substrate surfaces in the above examples and comparative examples using a contact angle measuring device (manufactured by Kyowa Interface Science Co., Ltd.) with 1 μL of water.
First, as an initial evaluation, after the formation of the surface treatment layer, the static contact angle of water was measured without any contact with the surface (number of frictions: 0). Then, as an evaluation of friction durability, steel wool friction durability was evaluated. Specifically, the substrate on which the surface treatment layer was formed was placed horizontally, and steel wool (number #0000, dimensions 5 mm x 10 mm x 10 mm) was brought into contact with the exposed upper surface of the surface treatment layer, and a load of 1,000 gf was applied thereon. Then, with the load applied, the steel wool was reciprocated at a speed of 140 mm/sec. The static contact angle of water (degrees) was measured every 1,000 reciprocations, and the maximum number of reciprocations at which the measured contact angle maintained 100 degrees was used as an index of abrasion durability.
The results are shown in Tables 1 and 2.

Examples 1 to 6 are examples of the present disclosure, and it was confirmed that the films obtained from these compositions had good abrasion resistance.
Comparative Example 1 is an example that does not contain the compound (B), and although the initial water contact angle was good, the abrasion resistance was not as good as that of Examples 1-6.

The articles disclosed herein can be suitably used in a wide variety of applications, such as optical components for touch panels and the like.

Claims (6)

a silane compound (A) having a fluoropolyether group;
Compound (B) having a fluoropolyether group and —O—CH═CH— _CH3
and,
The silane compound (A) is represented by the formula (1a):
R ^F1 -X ^A -R ^Si (1a)
[In the formula:
R ^F1 is R f ¹ -R ^F -O _q -;
Rf ¹ is a C _1-16 perfluoroalkyl group;
R ^F is -(OC ₆ F ₁₂ ) _a -(OC ₅ F ₁₀ ) _b -(OC ₄ F ₈ ) _c -(OC ₃ R ^Fa ₆ ) _d -(OC ₂ F ₄ ) _e -(OCF ₂ ) _f - ;
Each R ^Fa is independently a fluorine atom;
a, b, c, d, e, and f each independently represent an integer of 0 to 200, the sum of a, b, c, d, e, and f is 1 or more, and the order of the repeating units enclosed in parentheses with a, b, c, d, e, or f is arbitrary in the formula;
q is 0 or 1 ;
R ^Si is represented by the following formula (S3):
-SiR ^a1 _k1 R ^b1 _l1 R ^c1 _m1 (S3)
[In the formula,
Each R ^a1 independently represents -Z ¹ -SiR ²² _q1 R ²³ _r1 ;
Z ¹ 's each independently represent a C _1-6 alkylene group or —(CH ₂ ) _z3 -phenylene-(CH ₂ ) _z4 —, and the right side of the structure hereinafter described as Z ¹ is bonded to (SiR ²² _q1 R ²³ _r1 );
R ²² independently represents a hydroxyl group or a hydrolyzable group;
R ²³ independently represents a hydrogen atom or a C _1-6 alkyl group;
q1 is independently an integer of 1 to 3 for each (SiR ²² _q1 R ²³ _r1 ) unit;
R ^b1 each independently represents a hydroxyl group or a hydrolyzable group;
Each R ^c1 independently represents a hydrogen atom or a C _1-6 alkyl group;
Each k1 is independently an integer of 1 to 3, each l1 is independently an integer of 0 to 3, and each m1 is independently an integer of 0 to 3, and the sum of k1, l1, and m1 is 3 in the (SiR ^a1 _k1 R ^b1 _l1 R ^c1 _m1 ) unit.
and does not contain —O—CH═CH— _CH3 ;
^XA is a single bond or a group represented by the following formula:
-R ⁵¹ -X ⁵³ -R ⁵² -
[In the formula:
R ⁵¹ represents a single bond, —(CH ₂ ) _s5 —, or an o-, m-, or p-phenylene group, and s5 represents an integer of 1 to 20;
X ⁵³ is -O-, -S-, -C(O)O-, -CONR ⁵⁴ -, -O-CONR ⁵⁴ -, -Si(R ⁵³ ) ₂ -, -(Si(R ⁵³ ) ₂ O) _m5 -Si(R ⁵³ ) ₂ -, -O-(CH ₂ ) _u5 -(Si(R ⁵³ ) ₂ O) _m5 -Si(R ⁵³ ) ₂ -, -O-(CH ₂ ) _u5 -Si(R ⁵³ ) ₂ -O-Si(R ⁵³ ) ₂ -CH ₂ CH ₂ -Si(R ⁵³ ) ₂ -O-Si(R ⁵³ ) ₂ -, -O-(CH ₂ ) _u5 -Si(OCH ₃ ) ₂ OSi(OCH ₃ ) ₂ -, -CONR ⁵⁴ -(CH ₂ ) _u5 -(Si(R ⁵³ ) ₂ O) _m5 -Si(R ⁵³ ) ₂ -, -CONR ⁵⁴ -(CH ₂ ) _u5 -N(R ⁵⁴ )-, or -CONR ⁵⁴ -(o-, m-, or p-phenylene)-Si(R ⁵³ ) ₂ -;
R ⁵³ each independently represents a phenyl group, a C _1-6 alkyl group, or a C _1-6 alkoxy group ;
R ⁵⁴ each independently represents a hydrogen atom, a phenyl group, or a C _1-6 alkyl group;
m5 each independently represents an integer of 1 to 100;
Each u5 is independently an integer from 1 to 20,
R ⁵² represents a single bond, —(CH ₂ ) _t5 —, or an o-, m-, or p-phenylene group;
t5 is an integer from 1 to 20 .
is a group represented by the following formula:
is expressed as
The compound (B) is represented by the following formula (3):
R ^{F 1} - X ^A - [AR ^B1 _δ R ^B2 _3-δ ] (3)
[In the formula:
Each A is independently a C atom or a Si atom;
Each R ^F1 is independently Rf ¹ -R ^F -O _q -;
Each Rf ¹ is independently a C _1-16 perfluoroalkyl group;
Each R ^F is independently a -(OC ₆ F ₁₂ ) _a -(OC ₅ F ₁₀ ) _b -(OC ₄ F ₈ ) _c -(OC ₃ R ^Fa ₆ ) _d -(OC ₂ F ₄ ) _e -(OCF ₂ ) _f - group;
Each R ^Fa is independently a fluorine atom;
a, b, c, d, e, and f each independently represent an integer of 0 to 200, the sum of a, b, c, d, e, and f is 1 or more, and the order of the repeating units enclosed in parentheses with a, b, c, d, e, or f is arbitrary in the formula;
Each q is independently 0 or 1;
R ^B1 is —R ^B3 —O—CH═CH—CH ₃ ;
R ^B2 each independently represents one or more groups selected from —R ^B3 —O—CH ₂ CH ₂ CH ₂ —SiR ^B4 _ε R ^B5 _3-ε and a hydrogen atom;
Each R ^B3 is independently a single bond or a C _1-20 alkylene group;
Each R ^B4 is independently a hydroxyl group or a hydrolyzable group;
Each R ^B5 is independently a hydrogen atom or a C _1-6 alkyl group ;
^XA is a single bond or a group represented by the following formula:
-R ⁵¹ -X ⁵³ -R ⁵² -
[In the formula:
R ⁵¹ represents a single bond, —(CH ₂ ) _s5 —, or an o-, m-, or p-phenylene group;
s5 is an integer from 1 to 20,
X ⁵³ is -O-, -S-, -C(O)O-, -CONR ⁵⁴ -, -O-CONR ⁵⁴ -, -Si(R ⁵³ ) ₂ -, -(Si(R ⁵³ ) ₂ O) _m5 -Si(R ⁵³ ) ₂ -, -O-(CH ₂ ) _u5 -(Si(R ⁵³ ) ₂ O) _m5 -Si(R ⁵³ ) ₂ -, -O-(CH ₂ ) _u5 -Si(R ⁵³ ) ₂ -O-Si(R ⁵³ ) ₂ -CH ₂ CH ₂ -Si(R ⁵³ ) ₂ -O-Si(R ⁵³ ) ₂ -, -O-(CH ₂ ) _u5 -Si(OCH ₃ ) ₂ OSi(OCH ₃ ) ₂ -, -CONR ⁵⁴ -(CH ₂ ) _u5 -(Si(R ⁵³ ) ₂ O) _m5 -Si(R ⁵³ ) ₂ -, -CONR ⁵⁴ -(CH ₂ ) _u5 -N(R ⁵⁴ )-, or -CONR ⁵⁴ -(o-, m-, or p-phenylene)-Si(R ⁵³ ) ₂ -;
R ⁵³ each independently represents a phenyl group, a C _1-6 alkyl group, or a C _1-6 alkoxy group;
R ⁵⁴ each independently represents a hydrogen atom, a phenyl group, or a C _1-6 alkyl group;
m5 each independently represents an integer of 1 to 100;
Each u5 is independently an integer from 1 to 20,
R ⁵² represents a single bond, —(CH ₂ ) _t5 —, or an o-, m-, or p-phenylene group;
t5 is an integer from 1 to 20.
is a group represented by
Each δ is independently an integer from 1 to 3;
Each ε is independently an integer of 1 to 3.
( provided that the compound (A) and the compound (B) are different ),
the content of the compound (B) containing the formula (3) is 0.1 mass% or more and 25 mass% or less, relative to 100 mass% of the total of the compound (A) and the compound (B),
the proportion of R ^B1 to the total of R ^Si and R ^B1 is 25 mol % or less;
The composition, wherein the total content of the compound (A) and the compound (B) is 80% by mass or more and 100% by mass or less. A surface treatment agent comprising the composition of claim 1. The surface treatment agent according to claim 2, further comprising one or more components selected from fluorinated oils and silicone oils. The surface treatment agent according to claim 2, which is used as an antifouling coating agent or a waterproof coating agent. An article comprising a substrate and a layer formed on the surface of the substrate from the composition described in claim 1. An article comprising a substrate and a layer formed on the surface of the substrate using the surface treatment agent described in any one of claims 2 to 4.