CN105504298A - Ternary polymerization block polyether amino silicon oil softening agent and preparing method thereof - Google Patents
Ternary polymerization block polyether amino silicon oil softening agent and preparing method thereof Download PDFInfo
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- CN105504298A CN105504298A CN201610023544.9A CN201610023544A CN105504298A CN 105504298 A CN105504298 A CN 105504298A CN 201610023544 A CN201610023544 A CN 201610023544A CN 105504298 A CN105504298 A CN 105504298A
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- silicone oil
- softening agent
- terpolymer block
- block polyethers
- oil softening
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- 229920000570 polyether Polymers 0.000 title claims abstract description 61
- 239000004902 Softening Agent Substances 0.000 title claims abstract description 32
- 239000004721 Polyphenylene oxide Substances 0.000 title claims abstract description 22
- 239000003921 oil Substances 0.000 title abstract description 19
- OBFQBDOLCADBTP-UHFFFAOYSA-N aminosilicon Chemical compound [Si]N OBFQBDOLCADBTP-UHFFFAOYSA-N 0.000 title abstract description 7
- 238000006116 polymerization reaction Methods 0.000 title abstract description 3
- 238000000034 method Methods 0.000 title 1
- 150000001335 aliphatic alkanes Chemical class 0.000 claims abstract description 3
- 229920001897 terpolymer Polymers 0.000 claims description 41
- 229920002545 silicone oil Polymers 0.000 claims description 40
- -1 hydrogen radical siloxane Chemical class 0.000 claims description 36
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 24
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 20
- 239000004593 Epoxy Substances 0.000 claims description 16
- 238000006243 chemical reaction Methods 0.000 claims description 13
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 12
- 229910052757 nitrogen Inorganic materials 0.000 claims description 12
- 238000002360 preparation method Methods 0.000 claims description 12
- 239000002904 solvent Substances 0.000 claims description 12
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims description 10
- 239000000839 emulsion Substances 0.000 claims description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 7
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 claims description 6
- 125000003700 epoxy group Chemical group 0.000 claims description 6
- 229920000056 polyoxyethylene ether Polymers 0.000 claims description 6
- 229940051841 polyoxyethylene ether Drugs 0.000 claims description 6
- CUDYYMUUJHLCGZ-UHFFFAOYSA-N 2-(2-methoxypropoxy)propan-1-ol Chemical compound COC(C)COC(C)CO CUDYYMUUJHLCGZ-UHFFFAOYSA-N 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 239000003054 catalyst Substances 0.000 claims description 4
- 229940028356 diethylene glycol monobutyl ether Drugs 0.000 claims description 4
- 239000003995 emulsifying agent Substances 0.000 claims description 4
- JCGNDDUYTRNOFT-UHFFFAOYSA-N oxolane-2,4-dione Chemical compound O=C1COC(=O)C1 JCGNDDUYTRNOFT-UHFFFAOYSA-N 0.000 claims description 4
- 230000002378 acidificating effect Effects 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 230000000694 effects Effects 0.000 claims description 2
- 239000000178 monomer Substances 0.000 claims description 2
- 150000007524 organic acids Chemical class 0.000 claims description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 2
- 239000004744 fabric Substances 0.000 abstract description 13
- 229920000742 Cotton Polymers 0.000 abstract description 4
- 210000002268 wool Anatomy 0.000 abstract description 3
- 229920000728 polyester Polymers 0.000 abstract description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 238000004383 yellowing Methods 0.000 abstract 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 12
- 238000010792 warming Methods 0.000 description 12
- 229910052710 silicon Inorganic materials 0.000 description 11
- 239000010703 silicon Substances 0.000 description 11
- 238000009736 wetting Methods 0.000 description 5
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- 239000008367 deionised water Substances 0.000 description 4
- 229910021641 deionized water Inorganic materials 0.000 description 4
- 229920001451 polypropylene glycol Polymers 0.000 description 4
- 239000002585 base Substances 0.000 description 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 229920001296 polysiloxane Polymers 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 230000003068 static effect Effects 0.000 description 2
- 239000004753 textile Substances 0.000 description 2
- 229920004933 Terylene® Polymers 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 238000012661 block copolymerization Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 125000001181 organosilyl group Chemical group [SiH3]* 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G81/00—Macromolecular compounds obtained by interreacting polymers in the absence of monomers, e.g. block polymers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/42—Block-or graft-polymers containing polysiloxane sequences
- C08G77/46—Block-or graft-polymers containing polysiloxane sequences containing polyether sequences
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/37—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/643—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
- D06M15/647—Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing polyether sequences
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
- D06M2101/02—Natural fibres, other than mineral fibres
- D06M2101/04—Vegetal fibres
- D06M2101/06—Vegetal fibres cellulosic
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
- D06M2101/02—Natural fibres, other than mineral fibres
- D06M2101/10—Animal fibres
- D06M2101/12—Keratin fibres or silk
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2101/00—Chemical constitution of the fibres, threads, yarns, fabrics or fibrous goods made from such materials, to be treated
- D06M2101/16—Synthetic fibres, other than mineral fibres
- D06M2101/30—Synthetic polymers consisting of macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M2101/32—Polyesters
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
- D06M2200/10—Repellency against liquids
- D06M2200/11—Oleophobic properties
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
- D06M2200/25—Resistance to light or sun, i.e. protection of the textile itself as well as UV shielding materials or treatment compositions therefor; Anti-yellowing treatments
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M2200/00—Functionality of the treatment composition and/or properties imparted to the textile material
- D06M2200/50—Modified hand or grip properties; Softening compositions
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
- Silicon Polymers (AREA)
Abstract
The invention relates to the technical field of softening agents, in particular to a ternary polymerization block polyether amino silicon oil softening agent. The structural formula is shown in the description, wherein R=-CH2CH2CH2, -CH3 or -CH2CH3, R'=C1-22 alkane, PO=OC3H6, EO=OC2H4, a and b are any integer from 5 to 24, c is any integer from 10 to 60, and n is any integer from 10 to 60. Yellowing, instability and hydrophobicity of ordinary amino silicon oil are overcome, fabric has excellent hand feeling, hydrophilia, washability and stability, and the softening agent is suitable for various kinds of pure cotton fabric, cotton-polyester blended fabric, wool and other kinds of fabric.
Description
Technical field
The present invention relates to softening agent technical field, specifically, is a kind of terpolymer block polyethers amino-silicone oil softening agent and preparation method thereof.
Background technology
Organosilicon is a kind of softening agent of widespread use in textile industry, and it has and improves fabric feeling and harmless to health, well received.But organosilicon makes fabric present certain hydrophobicity, reduce comfortableness and the water absorbability of fabric, easily cause xanthochromia simultaneously, more responsive to the high-alkali grade of high temperature, easily there is oil mark, demulsifying phenomenon.
Summary of the invention
The present invention is directed to above-mentioned defect, improve the organosilyl wetting ability of ammonia and stability, propose polysiloxane linear polymerization technology, namely in siloxane backbone, carry out amino and polyether-based block copolymerization, synthesize new linear amino-polyether segmented copolymer-terpolymer block polyethers amido silicon oil.
The object of this invention is to provide a kind of terpolymer block polyethers amino-silicone oil softening agent and preparation method thereof.Simultaneously containing silica in modified polysiloxane softening agent main chain of the present invention, polyethers, amino repeating unit, so have wetting ability, this finishing composition overcomes on the basis of amido silicon oil xanthochromia, has outside softness, smooth feel, gives wetting ability, the static resistance of fabric excellence simultaneously, drastically increase the serviceability of fabric, be particularly useful for the softening of cotton textiles, polyester cotton blending, the fabric such as wool blended.
The object of the invention is to be achieved through the following technical solutions:
A first aspect of the present invention, provides a kind of terpolymer block polyethers amino-silicone oil softening agent, and the structural formula of described terpolymer block polyethers amino-silicone oil softening agent is:
Wherein, R=-CH
2cH
2cH
2,-CH
3or-CH
2cH
3; R '=C
1 ~ 22saturated alkane; PO=OC
3h
6; EO=OC
2h
4;
A, b are arbitrary integer in 5 ~ 24, and c is arbitrary integer in 10 ~ 60, and n is arbitrary integer in 10 ~ 60.
Preferably, described a is arbitrary integer in 8 ~ 15; B is arbitrary integer in 8 ~ 15; C is arbitrary integer in 15 ~ 30, and n is arbitrary integer in 15 ~ 30.
A second aspect of the present invention, provides the preparation method of above-mentioned terpolymer block polyethers amino-silicone oil softening agent, comprises the steps:
(1) under an acidic catalyst effect, with hydrogeneous double-seal head A and D4 monomer reaction, at 50 DEG C ~ 60 DEG C, reaction obtains end hydrogen radical siloxane intermediate for 15 ~ 20 hours;
(2) end hydrogen radical siloxane intermediate step (1) obtained and allyl group polyoxy alkyl epoxy base ether in molar ratio 1:2 ~ 1:2.5 add catalysts and solvents simultaneously react 3 ~ 4 hours in 80 DEG C ~ 90 DEG C, reaction is omnidistance to be carried out under the protection of nitrogen, finally vacuumize and remove partial solvent, obtain the epoxy terminated polyether silicone oil of clear viscous;
(3) the epoxy terminated polyether silicone oil obtained in step (2) and amino-polyether compound are reacted 8 ~ 10 hours for 1:1.2 adds solvent in 80 DEG C ~ 90 DEG C simultaneously in molar ratio, reaction is omnidistance to be carried out under the protection of nitrogen, finally vacuumize and remove partial solvent, obtain the terpolymer block silicone oil of yellow transparent;
(4) terpolymer block silicone oil obtained in step (3) and emulsifying agent are obtained transparent emulsion for 2-4:1 water and organic acid dilute in molar ratio, namely obtain described terpolymer block polyethers amino-silicone oil softening agent.
Wherein, the molecular weight ranges of the end hydrogen radical siloxane intermediate that described step (1) obtains is 740 ~ 4440.
Hydrogeneous double-seal head A in described step (1) is tetramethyl-dihydro base sily oxide.
Solvent in described step (2) is Virahol, diethylene glycol monobutyl ether or dipropylene glycol methyl ether.
In described step (2), catalyzer is Platinic chloride.
Allyl group polyoxy alkyl epoxy base ether in described step (2) is the poly-foster propylene epoxy group(ing) ether of allyl polyethenoxy, and molecular weight is about 1000.
Solvent in described step (3) is Virahol, diethylene glycol monobutyl ether or dipropylene glycol methyl ether.
Emulsifying agent in described step (4) is fatty alcohol-polyoxyethylene ether.
The invention has the advantages that:
Compared with prior art, simultaneously containing silica in terpolymer block polyethers amino-silicone oil softening agent main chain of the present invention, polyethers, amino repeating unit, so have wetting ability, this softening agent overcomes on the basis of amido silicon oil xanthochromia, have outside soft, smooth feel, give wetting ability, the static resistance of fabric excellence simultaneously, drastically increase the serviceability of fabric, be particularly useful for the softening of pure terylene, cotton underwear, towel, the fabric such as wool blended.
Embodiment
Below in conjunction with embodiment, embodiment provided by the invention is elaborated.
Embodiment 1
(1) hydrogeneous double-seal head A40g and D
41000g, is warming up to 50 DEG C, reacts 18 hours, obtains end hydrogen radical siloxane intermediate.
(2) hold hydrogen radical siloxane intermediate 2000g and allyl polyethenoxy polyoxypropylene epoxy group(ing) ether 45g, Virahol 20g, Platinic chloride 0.2g, be warming up to 80 DEG C under the protection of nitrogen, and reaction 3-4 hour, obtains epoxy terminated polyether silicone oil.
(3) epoxy terminated polyether silicone oil 2000g and amino-polyether 150g, Virahol 400g, be warming up to 80 DEG C under the protection of nitrogen, reacts 9 hours, obtain terpolymer block polyethers amido silicon oil.
(4) terpolymer block polyethers amido silicon oil 200g, fatty alcohol-polyoxyethylene ether 100g, acetic acid 5g, deionized water 695g, obtain terpolymer block polyethers amino silicon oil emulsion through emulsion reaction, obtain described terpolymer block polyethers amino-silicone oil softening agent.
Embodiment 2
(1) hydrogeneous double-seal head A40g and D
41000g, is warming up to 60 DEG C, reacts 18 hours, obtains end hydrogen radical siloxane intermediate.
(2) hold hydrogen radical siloxane intermediate 2000g and allyl polyethenoxy polyoxypropylene epoxy group(ing) ether 30g, Virahol 20g, Platinic chloride 0.2g, be warming up to 80 DEG C under the protection of nitrogen, reacts 4 hours, obtain epoxy terminated polyether silicone oil.
(3) epoxy terminated polyether silicone oil 2000g and amino-polyether 150g, Virahol 400g, be warming up to 90 DEG C under the protection of nitrogen, reacts 10 hours, obtain terpolymer block polyethers amido silicon oil.
(4) terpolymer block polyethers amido silicon oil 300g, fatty alcohol-polyoxyethylene ether 100g, acetic acid 5g, deionized water 695g, obtain terpolymer block polyethers amino silicon oil emulsion through emulsion reaction, obtain described terpolymer block polyethers amino-silicone oil softening agent.
Embodiment 3
(1) hydrogeneous double-seal head A40g and D
41000g, is warming up to 50 DEG C, reacts 20 hours, obtains end hydrogen radical siloxane intermediate.
(2) hold hydrogen radical siloxane intermediate 1000g and allyl polyethenoxy polyoxypropylene epoxy group(ing) ether 20g, Virahol 10g, Platinic chloride 0.1g, be warming up to 90 DEG C under the protection of nitrogen, reacts 4 hours, obtain epoxy terminated polyether silicone oil.
(3) epoxy terminated polyether silicone oil 1000g and amino-polyether 80g, Virahol 150g, be warming up to 90 DEG C under the protection of nitrogen, reacts 10 hours, obtain terpolymer block polyethers amido silicon oil.
(4) terpolymer block polyethers amido silicon oil 400g, fatty alcohol-polyoxyethylene ether 100g, acetic acid 5g, deionized water 695g, obtain terpolymer block polyethers amino silicon oil emulsion through emulsion reaction, obtain described terpolymer block polyethers amino-silicone oil softening agent.
Embodiment 4
(1) hydrogeneous double-seal head A40g and D
41000g, is warming up to 50 DEG C, reacts 20 hours, obtains end hydrogen radical siloxane intermediate.
(2) hold hydrogen radical siloxane intermediate 1000g and allyl polyethenoxy polyoxypropylene epoxy group(ing) ether 20g, Virahol 10g, Platinic chloride 0.1g, be warming up to 80 DEG C under the protection of nitrogen, reacts 3 hours, obtain epoxy terminated polyether silicone oil.
(3) epoxy terminated polyether silicone oil 1000g and amino-polyether 75g, Virahol 100g, be warming up to 90 DEG C under the protection of nitrogen, reacts 9 hours, obtain terpolymer block polyethers amido silicon oil.
(4) terpolymer block polyethers amido silicon oil 200g, fatty alcohol-polyoxyethylene ether 100g, acetic acid 5g, deionized water 695g, obtain terpolymer block polyethers amino silicon oil emulsion through emulsion reaction, obtain described terpolymer block polyethers amino-silicone oil softening agent.
Below the preferred embodiment of the invention is illustrated, but the invention is not limited to described embodiment, those of ordinary skill in the art also can make all equivalent modification or replacement under the prerequisite without prejudice to the invention spirit, and these equivalent modification or replacement are all included in the application's claim limited range
Claims (10)
1. a terpolymer block polyethers amino-silicone oil softening agent, is characterized in that, the structural formula of described terpolymer block polyethers amino-silicone oil softening agent is:
Wherein, R=-CH
2cH
2cH
2,-CH
3or-CH
2cH
3; R '=C
1 ~ 22saturated alkane; PO=OC
3h
6; EO=OC
2h
4;
A, b are arbitrary integer in 5 ~ 24, and c is arbitrary integer in 10 ~ 60, and n is arbitrary integer in 10 ~ 60.
2. a kind of terpolymer block polyethers amino-silicone oil softening agent according to claim 1, is characterized in that: described a is arbitrary integer in 8 ~ 15; B is arbitrary integer in 8 ~ 15; C is arbitrary integer in 15 ~ 30, and n is arbitrary integer in 15 ~ 30.
3. the preparation method of a kind of terpolymer block polyethers amino-silicone oil softening agent according to claim 1, is characterized in that, comprise the steps:
(1) under an acidic catalyst effect, with hydrogeneous double-seal head A and D4 monomer reaction, at 50 DEG C ~ 60 DEG C, reaction obtains end hydrogen radical siloxane intermediate for 15 ~ 20 hours;
(2) end hydrogen radical siloxane intermediate step (1) obtained and allyl group polyoxy alkyl epoxy base ether in molar ratio 1:2 ~ 1:2.5 add catalysts and solvents simultaneously react 3 ~ 4 hours in 80 DEG C ~ 90 DEG C, reaction is omnidistance to be carried out under the protection of nitrogen, finally vacuumize and remove partial solvent, obtain the epoxy terminated polyether silicone oil of clear viscous;
(3) the epoxy terminated polyether silicone oil obtained in step (2) and amino-polyether compound are reacted 8 ~ 10 hours for 1:1.2 adds solvent in 80 DEG C ~ 90 DEG C simultaneously in molar ratio, reaction is omnidistance to be carried out under the protection of nitrogen, finally vacuumize and remove partial solvent, obtain the terpolymer block silicone oil of yellow transparent;
(4) terpolymer block silicone oil obtained in step (3) and emulsifying agent are obtained transparent emulsion for 2-4:1 water and organic acid dilute in molar ratio, namely obtain described terpolymer block polyethers amino-silicone oil softening agent.
4. the preparation method of a kind of terpolymer block polyethers amino-silicone oil softening agent according to claim 3, is characterized in that, the molecular weight ranges of the end hydrogen radical siloxane intermediate that described step (1) obtains is 740 ~ 4440.
5. the preparation method of a kind of terpolymer block polyethers amino-silicone oil softening agent according to claim 3, is characterized in that, the hydrogeneous double-seal head A in described step (1) is tetramethyl-dihydro base sily oxide.
6. the preparation method of a kind of terpolymer block polyethers amino-silicone oil softening agent according to claim 3, is characterized in that, the solvent in described step (2) is Virahol, diethylene glycol monobutyl ether or dipropylene glycol methyl ether.
7. the preparation method of a kind of terpolymer block polyethers amino-silicone oil softening agent according to claim 3, is characterized in that, in described step (2), catalyzer is Platinic chloride.
8. the preparation method of a kind of terpolymer block polyethers amino-silicone oil softening agent according to claim 3, it is characterized in that, allyl group polyoxy alkyl epoxy base ether in described step (2) is the poly-foster propylene epoxy group(ing) ether of allyl polyethenoxy, and molecular weight is about 1000.
9. the preparation method of a kind of terpolymer block polyethers amino-silicone oil softening agent according to claim 3, is characterized in that, the solvent in described step (3) is Virahol, diethylene glycol monobutyl ether or dipropylene glycol methyl ether.
10. the preparation method of a kind of terpolymer block polyethers amino-silicone oil softening agent according to claim 3, is characterized in that, the emulsifying agent in described step (4) is fatty alcohol-polyoxyethylene ether.
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Cited By (28)
| Publication number | Priority date | Publication date | Assignee | Title |
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| CN106220859A (en) * | 2016-09-18 | 2016-12-14 | 安徽科光新材料有限公司 | A kind of tri-block copolymerization silicone oil improving comprehensive feel and preparation method thereof |
| CN106397777A (en) * | 2016-09-18 | 2017-02-15 | 安徽科光新材料有限公司 | Ternary block copolymerized silicone oil for improving softness and preparation method thereof |
| CN106397776A (en) * | 2016-08-30 | 2017-02-15 | 浙江科峰有机硅有限公司 | Double amino type block polyether amino silicone oil and preparation method thereof |
| CN106432742A (en) * | 2016-09-18 | 2017-02-22 | 安徽科光新材料有限公司 | Ternary block copolymerized silicone oil capable of improving softness and preparation method thereof |
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Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102617863A (en) * | 2012-03-30 | 2012-08-01 | 广东工业大学 | Preparation method of hydrophilic block polyether aminosilicone |
| CN102634036A (en) * | 2012-05-14 | 2012-08-15 | 上海德周化工有限公司 | Novel linear amino and polyester modified organosilicon compound for textiles |
| CN102911365A (en) * | 2012-11-12 | 2013-02-06 | 浙江汉邦化工有限公司 | Method for preparing modified block polyether amino silicone oil |
| CN102942697A (en) * | 2012-10-22 | 2013-02-27 | 浙江安诺其助剂有限公司 | Preparation method of main chain hydrophilic modified amino silicone oil |
-
2016
- 2016-01-14 CN CN201610023544.9A patent/CN105504298A/en active Pending
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN102617863A (en) * | 2012-03-30 | 2012-08-01 | 广东工业大学 | Preparation method of hydrophilic block polyether aminosilicone |
| CN102634036A (en) * | 2012-05-14 | 2012-08-15 | 上海德周化工有限公司 | Novel linear amino and polyester modified organosilicon compound for textiles |
| CN102942697A (en) * | 2012-10-22 | 2013-02-27 | 浙江安诺其助剂有限公司 | Preparation method of main chain hydrophilic modified amino silicone oil |
| CN102911365A (en) * | 2012-11-12 | 2013-02-06 | 浙江汉邦化工有限公司 | Method for preparing modified block polyether amino silicone oil |
Non-Patent Citations (1)
| Title |
|---|
| 刘瑞云: "《主链聚醚嵌段氨基硅油的合成与应用性能》", 《中国优秀硕士学位论文全文数据库(电子期刊)工程科技I辑》 * |
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