JP4647455B2 - Textile treatment agent and treatment method thereof - Google Patents

Description

  The present invention relates to a textile product treating agent that imparts flexibility to fiber products without impairing water absorption, and imparts shrinkage resistance, fastness (scratch prevention properties), and quick drying properties, and a treatment method thereof.

  Conventionally, various bases have been proposed in order to impart performance such as flexibility, shrinkage resistance, fastness, or quick drying. It is a well-known technique to use a cationic surfactant or a silicone compound for the purpose of imparting flexibility to a textile product. However, it has been pointed out that when a textile product is repeatedly treated with these bases, the water absorption gradually decreases and an unpleasant feel is given to towels and underwear.

  In order to impart fastness to a textile product, for example, Patent Literature 1 and Patent Literature 2 show that a cellulose derivative is used. Patent Document 3 and Patent Document 4 disclose techniques for curing and coating a silicon compound on the surface of the fiber. However, both of these techniques are poor in effect and have satisfactory performance such as giving an unfavorable texture to the fiber product. Has not reached.

  Further, a method using a formalin-based reactive resin to form a chemical cross-linking bond between fiber cellulose molecules to impart shrinkage resistance is a well-known technique as a form-stabilizing process. On the other hand, as a method not using a formalin resin, for example, Patent Document 5 discloses a method of imparting shrinkage resistance by changing the crystal structure of a natural cellulosic fiber by combining liquid ammonia processing and hot water treatment. ing. However, these methods require a large-scale processing apparatus, and are not techniques that can be easily performed in a general household.

  In order to increase the quick drying property of the fiber, for example, Patent Document 6 discloses a water-absorbing quick-drying imparting composition composed of a copolymer composed of a specific silicone monomer and an organic solvent. In order to make the coalesced adhere to the fiber surface, there is a problem that, when trying to further increase the quick drying property, the water absorption is remarkably lowered.

  In any case, the above-mentioned individual bases may be suitable for their respective purposes, but cannot simultaneously satisfy the performances such as flexibility, shrinkage resistance, fastness, or quick drying.

A technique for treating fibers using alkoxysilane is also disclosed. Patent Document 3 and Patent Document 4 propose a technique for imparting moderate strength, good light transmittance and water repellency by using alkoxysilane as a fiber material and curing and solidifying it by the action of a catalyst. However, these use an alkoxysilane oligomer as a starting material, and use an organometallic compound as a catalyst. Therefore, curing and solidification inside the fiber cannot be expected, and the fiber surface is coated. Not too much. Patent Document 7 discloses a modifier containing a mixture of one or more organosilane compounds as a main component. However, since the fixing treatment is performed using a solution subjected to a condensation reaction in advance, the inside of the fiber is similarly used. It cannot be expected to polymerize after it has penetrated.
Special table 2001-51672 gazette JP-T-2001-507396 JP 2002-61094 A JP 2002-1873 A Japanese Patent Laid-Open No. 10-37062 JP 2005-89882 A JP 2001-181599 A

  An object of the present invention is to provide a textile product treating agent capable of imparting flexibility to a textile product without impairing water absorption performance, and at the same time imparting performance such as shrinkage resistance, fastness (anti-scratch property), and quick drying, and It is to provide a processing method.

  The present inventor has found that by coexisting an organic acid when hydrolyzing an alkoxysilane, the polymerization rate of the silanol compound produced by hydrolysis can be moderately suppressed. As a result, the silanol compound is polymerized inside the fiber. It became possible to make it. Furthermore, by mixing a solvent having a log P value of −1 to 4, the permeability to the inside of the fiber can be further improved, and the above-described performances such as flexibility, shrinkage resistance, fastness, and quick drying are further improved. And found that the effect can be sustained even after repeated washing.

That is, the present invention relates to the general formula (1)
R ¹ _p Si (OR ² ) _4-p (1)
[Wherein, R ¹ and R ² represent a linear or branched alkyl group having 1 to 6 carbon atoms or a linear or branched alkenyl group having 2 to 6 carbon atoms, and p R ¹ and ( 4-p) R ² may be the same or different. p shows the integer of 0-3. ]
And an organic acid, a solvent having a log P value of −1 to 4, a surfactant, and water, and having a pH of 2 to 5 at 20 ° C. A textile product treating agent, a first agent containing alkoxysilane (1) and a solvent having a log P value of −1 to 4, an organic acid, a surfactant and water, and a pH at 20 ° C. of 2 to 5. A textile product treating agent comprising a second agent is provided.

Moreover, this invention produces | generates the general formula (2) produced | generated by hydrolysis of an alkoxysilane (1) when processing a textiles with the said textiles processing agent or the liquid mixture of the said 1st agent and a 2nd agent.
R ¹ _p Si (OH) _n (OR ² ) _4-pn (2)
[Wherein R ¹ , R ² and p represent the above-mentioned meanings, and n represents an integer of 1 or more and (4-p) or less. p R ¹ and (4-p−n) R ² may be the same or different. ]
The processing method of the fiber product which permeate | transmits the inside of a fiber with the silanol compound (henceforth a silanol compound (2)) represented by these.

  The textile product treating agent and treatment method of the present invention can impart flexibility to a textile product without impairing water absorption performance, and at the same time, can impart performances such as shrinkage resistance, fastness (scratch prevention), and quick drying. .

[Alkoxysilane (1)]
In the alkoxysilane (1), examples of the alkyl group represented by R ¹ and R ² include methyl group, ethyl group, propyl group, butyl group, isopropyl group, isobutyl group, t-butyl group, etc. Includes a vinyl group, an allyl group, and the like. R ¹ is preferably an alkyl group having 1 to 6 carbon atoms, more preferably an alkyl group having 1 or 2 carbon atoms, from the viewpoint of penetration into the single fiber. R ² is preferably an alkyl group having 1 to 4 carbon atoms, more preferably an alkyl group having 1 to 2 carbon atoms, from the viewpoints of safety of by-products generated by hydrolysis, reactivity of the hydrolysis reaction, and the like. As for p, 1-2 are preferable.

  Examples of the alkoxysilane (1) include trialkoxysilane represented by the general formula (3) (hereinafter referred to as trialkoxysilane (3)) and dialkoxysilane represented by the general formula (4) (hereinafter dialkoxysilane (4). )) Is preferred.

R ¹ Si (OR ² ) ₃ (3)
R ¹ ₂ Si (OR ² ) ₂ (4)
[Wherein, R ¹ and R ² have the above-mentioned meanings. ]
As the trialkoxysilane (3), alkyl (1-6 carbon atoms) trimethoxysilane and alkyl (1-6 carbon atoms) triethoxysilane are preferable, and methyltrimethoxysilane, ethyltriethoxysilane, propyltriethoxysilane are particularly preferable. Is more preferable. As the dialkoxysilane (4), dialkyl (C1-6) dimethoxysilane, dialkyl (C1-6) diethoxysilane and the like are preferable, and dimethyldimethoxysilane and diethyldiethoxysilane are more preferable.

  As alkoxysilane (1), trialkoxysilane (3) or dialkoxysilane (4) may be used alone, but contains both trialkoxysilane (3) and dialkoxysilane (4). Is preferred. In this case, not only the quick-drying property but also water absorption is imparted to the fiber, and the effect of improving the feel in use is exhibited.

  The weight ratio (3) / (4) of trialkoxysilane (3) and dialkoxysilane (4) is preferably 9/1 to 3/7, more preferably 8/2 to 4/6, and 7/3 to 3/3. 5/5 is more preferable.

[Organic acid]
Organic acids used in the present invention include oxalic acid (pKa = 1.04, 3.82), maleic acid (pKa = 1.75, 5.83), tartaric acid (pKa = 2.82, 3.96). , Fumaric acid (pKa = 2.85, 4.10), citric acid (pKa = 2.90, 4.34), malic acid (pKa = 3.24, 4.71), succinic acid (pKa = 4. 00, 5.24), formic acid (pKa = 3.55), lactic acid (pKa = 3.66), adipic acid (pKa = 4.26, 5.03), acetic acid (pKa = 4.56), propionic acid (PKa = 4.67) can be exemplified, but from the viewpoint of easy pH adjustment, an organic acid having a first dissociation (pKa1) in the range of 2.9 to 5.0 is preferable. More preferred are organic acids in the range of ~ 5.0. Among these, adipic acid, acetic acid, and propionic acid, which can easily control the hydrolysis reaction and polymerization reaction of alkoxysilane (1), are preferred, and adipic acid with little odor is particularly preferred.

[Solvent having a log P value of −1 to 4]
The solvent used in the present invention preferably has a log P value of -1 to 4 and a log P value of -1 to 3.

  Here, the “log P value” is a logarithmic value of the 1-octanol / water partition coefficient of the compound, and in the partition equilibrium when the compound is dissolved as a solute in the two-liquid solvent system of 1-octanol and water. , Means the ratio of the equilibrium concentration of the solute in each solvent and is generally indicated in the form of log “log P” with respect to the base 10. That is, the log P value is an index of lipophilicity (hydrophobicity). The larger the value, the more hydrophobic, and the smaller the value, the more hydrophilic.

  The log P value is considered to be correlated with the Davies HLB value (determined based on the water / hydrocarbon oil partition coefficient). The general Griffin HLB value applies only to substances in which the hydrophilic moiety is polyoxyethylene or a polyhydric alcohol, but the log P value can be calculated for a larger number of compounds. Used as.

  For the log P value, see, for example, Daylight Chemical Information Systems, Inc. The logP values of many compounds are listed in databases available from (Daylight CIS) and can be referred to. Further, when there is no actually measured logP value, it can be calculated by a program “CLOGP” (Daylight CIS) or the like, and among them, calculation by the program “CLOGP” is preferable because of high reliability.

  In the program “CLOGP”, the value of “calculated logP (ClogP)” calculated by the Hansch, Leo fragment approach is output together with the measured value of logP, if any. The fragment approach is based on the chemical structure of the compound and takes into account the number of atoms and the type of chemical bond (A. Leo, Comprehensive Medicinal Chemistry, Vol. 4, C. Hansch, P. G. Sammens, J. et al. B. Taylor and CA A. Ramsden, Eds., P. 295, Pergamon Press, 1990). Since this ClogP value is currently the most common and reliable estimate, it is preferable to use the ClogP value instead when there is no measured value of logP when selecting a compound. Also in the present invention, when there is no measured value of logP, the ClogP value calculated by the program “CLOGP” was used.

  The ClogP value of the polyoxyethylene addition type compound should decrease as the degree of polymerization of polyoxyethylene (hereinafter referred to as “POE”) increases, but the actual estimated value has increased. It is abnormal considering the physical properties. Therefore, as a result of comparing the measured value of logP reported in the past with the ClogP value, it was found that a fairly good linear relationship appears by adding the following correction to the ClogP value. The correction formula for the CLOGP calculation value in the POE addition type compound is as follows.

log P (correction value) = log P (calculated value of CLOGP) −0.432 × (n−1)
(N represents the average number of moles of oxyethylene group added.)
Examples of the solvent having a log P value of −1 to 4 include polyhydric alcohols, ethers and esters.

  Examples of the polyhydric alcohol include 2,3-butanediol, 1,3-butanediol, 1,5-pentanediol, 3-methyl-1,3-butanediol, 2,2-dimethyl-1,3- Propanediol, 3-methyl-1,5-pentanediol, 1,6-hexanediol, 2-methyl-2,4-pentanediol, 2-ethylhexane-1,3-diol, 2,5-dimethylhexane Examples include diols such as 2,5-diol, nonane-1,9-diol, 2-methyloctane-1,8-diol, and 1,4-cyclohexanedimethanol; and saccharides such as sorbitan and sorbit.

  Examples of ethers include monoethylene glycol monopropyl ether, monoethylene glycol monobutyl ether, diethylene glycol monobutyl ether, triethylene glycol monobutyl ether, monoethylene glycol monohexyl ether, diethylene glycol monohexyl ether, triethylene glycol monohexyl ether, monoethylene glycol. Monooctyl ether, diethylene glycol monooctyl ether, triethylene glycol monooctyl ether, monoethylene glycol monophenyl ether, diethylene glycol monophenyl ether, triethylene glycol monophenyl ether, monoethylene glycol monobenzyl ether, diethylene glycol monobenzyl ether Triethylene glycol monobenzyl ether, tripropylene glycol monomethyl ether, monopropylene glycol monopropyl ether, dipropylene glycol monopropyl ether, monopropylene glycol monobutyl ether, dipropylene glycol monobutyl ether, tripropylene glycol monobutyl ether, monopropylene glycol monophenyl (Poly) alkylene glycol monoalkyl or phenyl ether such as ether; glyceryl monoalkyl ether such as glyceryl monobutyl ether, glyceryl monopentyl ether, glyceryl monohexyl ether, glyceryl monoheptyl ether, glyceryl monooctyl ether, glyceryl mono 2-ethylhexyl ether Is mentioned.

  Examples of the ester include monoglycerin monofatty acid esters such as hexaglyceryl monolaurate, hexaglyceryl monomyristate, hexaglyceryl monostearate, hexaglyceryl monooleate, and the like.

  Among these solvents having a log P value of −1 to 4, polyhydric alcohols are desirable, among which 2,3-butanediol, 1,3-butanediol, 1,5-pentanediol, 3-methyl-1,3 -Butanediol, 2,2-dimethyl-1,3-propanediol, 3-methyl-1,5-pentanediol, 1,6-hexanediol and the like are preferable.

[Surfactant]
As the surfactant used in the present invention, any of a nonionic surfactant, an anionic surfactant, a cationic surfactant, and an amphoteric surfactant can be used.

  Nonionic surfactants include polyoxyalkylene alkyl ether, polyoxyalkylene alkenyl ether, higher fatty acid sucrose ester, polyglycerin fatty acid ester, higher fatty acid mono- or diethanolamide, polyoxyethylene hydrogenated castor oil, polyoxyethylene sorbitan fatty acid Examples thereof include esters, polyoxyethylene sorbite fatty acid esters, alkyl saccharide surfactants, alkyl amine oxides, and alkyl amido amine oxides. Of these, polyoxyalkylene alkyl ether and polyoxyethylene hydrogenated castor oil are preferable, and polyoxyethylene alkyl ether is particularly preferable.

  Anionic surfactants include alkyl benzene sulfonates, alkyl or alkenyl ether sulfates, alkyl or alkenyl sulfates, olefin sulfonates, alkane sulfonates, saturated or unsaturated fatty acid salts, alkyl or alkenyl ether carboxylates, Examples include α-sulfone fatty acid salts, N-acyl amino acid type surfactants, phosphate mono- or diester type surfactants, and sulfosuccinate esters. As counter ions of the anionic surfactant, alkali metal ions such as sodium ion and potassium ion; alkaline earth metal ions such as calcium ion and magnesium ion; ammonium ion; 1 to 3 alkanol groups having 2 or 3 carbon atoms Examples thereof include alkanolamines such as monoethanolamine, diethanolamine, triethanolamine, and triisopropanolamine.

  Examples of the cationic surfactant include a quaternary ammonium salt represented by the general formula (5).

[In the formula, R ³ and R ⁴ each independently represent a hydrogen atom, an alkyl group having 1 to 28 carbon atoms or a benzyl group, and simultaneously become a hydrogen atom or a benzyl group; Except when it becomes an alkyl group. An ⁻ represents an anion. ]
In the general formula (5), one of R ³ and R ⁴ is preferably an alkyl group having 16 to 24 carbon atoms, more preferably 22 alkyl groups, particularly a linear alkyl group, and the other one having 1 to 3 carbon atoms. A lower alkyl group, particularly a methyl group is preferred. Examples of the anion An ⁻ include halide ions such as chloride ion, bromide ion and iodide ion; organic anions such as methyl sulfate ion, ethyl sulfate ion, methyl carbonate ion and saccharinate ion. In particular, chloride ions are preferred.

  As the cationic surfactant, mono long-chain alkyl quaternary ammonium salts are preferable, and specific examples include cetyltrimethylammonium chloride, stearyltrimethylammonium chloride, aralkyltrimethylammonium chloride, and behenyltrimethylammonium chloride. Stearyl trimethyl ammonium and behenyl trimethyl ammonium chloride are preferable.

  Examples of amphoteric surfactants include imidazoline series, carbobetaine series, amide betaine series, sulfobetaine series, hydroxysulfobetaine series, and amide sulfobetaine series.

Among these surfactants, HLB 9-15, especially 11-14 nonionic surfactants are used from the viewpoint of emulsifying ability (miscibility of alkoxysilane (1), organic acid, solvent, water and surfactant). preferable. In addition, HLB here shows the calculated value by the Griffin method.
Two or more surfactants can be used in combination.

[Textile treatment agent]
The textile product treating agent of the present invention comprises alkoxysilane (1), an organic acid, a solvent having a log P value of −1 to 4, a surfactant and water. Moreover, when the textiles processing agent of this invention is a two-component type, the 1st agent containing the solvent of alkoxysilane (1) and logP value -1-4, and an organic acid, surfactant, and water are contained. Consists of the second agent.

  The content of the alkoxysilane (1) in the textile product treating agent of the present invention is the content of the textile product treating agent of the present invention (first agent and second agent in the case of a two-component system) from the viewpoint of reactivity due to a crosslinking reaction. 4% by weight or more, particularly 12% by weight or more, and preferably 82% by weight or less, and particularly preferably 58% by weight or less of the total composition of the agents; Further, the content of the alkoxysilane (1) in the first agent is 70 to 99.5% by weight, more preferably 80 to 98.0% by weight, particularly 85 to 95.0% by weight from the viewpoint of storage stability. Is preferred.

  The content of the organic acid in the textile treatment agent of the present invention is preferably 0.001 to 5% by weight, more preferably 0.001 to 1% by weight, from the viewpoint of suppressing the polymerization reaction. When the textile treatment agent of the present invention is a two-component type, the organic acid may be blended in the second agent separately from the alkoxysilane (1) blended in the first agent. From the point of view, it is preferable.

  The content of the solvent having a log P value of −1 to 4 in the fiber product treating agent of the present invention takes into consideration the solubility of the silanol compound (2) produced by hydrolysis of the alkoxysilane (1) and the permeability to the fiber. And 0.5 to 70 weight% is preferable with respect to the compounding quantity of alkoxysilane (1), and 1.0 to 50 weight% is still more preferable.

  The content of the surfactant in the fiber product treating agent of the present invention is preferably 0.1 to 20% by weight, more preferably 0.5 to 15% by weight, from the viewpoint of emulsification and hydrolysis during mixing. 1 to 10% by weight is more preferable.

  The content of water in the fiber product treating agent of the present invention is 30% by weight from the viewpoint of sufficiently swelling the fiber and allowing the silanol compound (2) produced by hydrolysis of the alkoxysilane (1) to sufficiently penetrate into the fiber. Preferably, it is preferably 50% by weight or more, more preferably 70% by weight or more. The upper limit is preferably 95% by weight or less, more preferably 90% by weight or less, and particularly preferably 86% by weight or less.

  When the textile treatment agent of the present invention is a two-component type, the water in the textile treatment agent of the present invention is blended in the second agent separately from the alkoxysilane (1) blended in the first agent. Is done.

  In addition to the pH adjuster, oil agent, silicone derivative, cationic polymer, moisturizer, viscosity modifier, fragrance, dye, ultraviolet absorber, antioxidant, antibacterial agent, etc. Depending on the case, it can be blended appropriately.

  The fiber product treating agent of the present invention performs the polymerization reaction in the fiber by hydrolyzing the alkoxysilane (1) and generating the silanol compound (2), and infiltrating the silanol compound (2) into the fiber. In order to achieve this, it is necessary to delay the polymerization reaction. For this purpose, the pH at 20 ° C. is adjusted to 2 to 5, preferably 3 to 4. In the case of the two-agent type, the pH of the second agent at 20 ° C. is adjusted to the above range.

  The form of the textile product treating agent of the present invention includes a first agent containing an alkoxysilane (1) and a solvent having a log P value of −1 to 4, an organic acid, and a surface activity from the viewpoint of ensuring long-term stability. A two-component system comprising an agent and water and comprising a second agent having a pH of 2 to 5 at 20 ° C is preferred.

  Moreover, it is prepared by mixing the alkoxysilane (1), a solvent having a log P value of −1 to 4, an organic acid, a surfactant and water, and optionally other optional components immediately before use, and adjusting the pH to 2 to 5. It may be.

  When the textile product treating agent of the present invention is of a two-component type, the surfactant is preferably contained in the second agent, but can be contained in the first agent when the first agent does not contain moisture. Moreover, although it is preferable to contain other arbitrary components in the 2nd agent, if it is a non-aqueous liquid component and a solid component, it can also mix | blend in a 1st agent.

[Treatment method for textile products]
The method for treating a textile product of the present invention comprises hydrolyzing alkoxysilane (1) when the textile product is treated with the textile product treating agent according to the present invention or the mixed solution of the first agent and the second agent according to the present invention. This is a method in which the silanol compound (2) produced in step 1 is permeated into the fiber.

  In the present invention, the types of fibers constituting the fiber products suitable for treatment include natural fibers such as cotton, hemp, silk, and animal hair, regenerated cellulose fibers such as rayon, acetate, and cupra, and synthetic materials such as polyester, nylon, acrylic, and polyurethane. Examples thereof include fibers and blended fibers thereof. Of these, natural fibers such as cotton, silk, and animal hair are particularly suitable for treatment.

  In order to treat fibers with the textile product treating agent of the present invention, the first agent and the second agent of the two-component fiber product treating agent of the present invention are mixed before use, or alkoxysilane (1), log P value is It is preferable to contact the fiber with a mixture obtained by stirring and mixing by means such as shaking after mixing -1 to 4 solvents, organic acid, surfactant and water, and optionally other optional components before use. . Examples of the method of bringing the treating agent into contact with the fiber include a method of immersing the fiber in the treating agent, a method of spraying the treating agent on the fiber, and the like.

  After the fiber is treated with the textile product treating agent of the present invention and the fiber is infiltrated with the silanol compound (2), the fiber is dried with a clothes dryer or a washing dryer, or ironed to obtain a silanol compound ( The polymerization reaction of 2) can be promoted.

Example 1
(1) Preparation of treatment agent 138.6 parts by weight of ion exchange water, 10 parts by weight of polyoxyethylene lauryl ether (Emulgen 108 manufactured by Kao Corporation) and 1.5 parts by weight of adipic acid were added to a beaker and stirred at room temperature. To produce a second agent (pH (pH at 20 ° C., hereinafter the same) 4.0), and then 35 parts by weight of methyltriethoxysilane, 15 parts by weight of dimethyldiethoxysilane and 1,3-butane It mixed with the 1st agent which consists of 10 weight part of diols. This mixture was stirred in a constant temperature water bath at 40 ° C. for about 1 hour to obtain a treating agent.

(2) Treatment to textile products and evaluation of flexibility and water absorption To a Tarai having a diameter of about 30 cm, 200 g of the treating agent solution prepared in (1) and 800 g of tap water were added and stirred well. Three pieces (about 250 g) were soaked and processed at room temperature for about 1 hour. After dehydration, the towel was dried while heating with a tumble dryer (National NH-D502). Thereafter, washing was repeated 5 times with a laundry detergent (trade name: Attack, manufactured by Kao Corporation), and then the flexibility was evaluated by the following method. The results are shown in Table 1.

  Further, the water absorption performance of these towels was evaluated based on JIS L1907 (Textile Water Absorption Test Method). The results are shown in Table 2.

<Flexibility evaluation method>
For towels that have been subjected to the above treatment, a commercially available softener (trade name: Hamming 1/3, manufactured by Kao Corporation) and a cotton towel that has been subjected to normal softening treatment in a fully automatic washing machine, and After the softening treatment, the softness of the cotton towel that had been washed five times with the detergent for clothing was used as a control, and the softness was subjected to sensory evaluation according to the following criteria by five dedicated panelists.

・ Evaluation criteria +2 points: Softer than control +1 point: Slightly softer than control 0 point: Equivalent to control -1 point: Slightly harder than control -2 point: Harder than control

  As is apparent from Table 1, it can be seen that the treatment agent of the present invention has performance equivalent to that of a commercially available softening finish, and its effect is durable. Moreover, as shown in Table 2, it turns out that the towel processed with the processing agent of this invention does not impair water absorption.

Example 2
(1) Preparation of treatment agent A treatment agent was prepared in the same manner as in Example 1 (1).

(2) Treatment to textile products and evaluation of fastness ・ Case 1: One-time treatment at high concentration 500 g of treating agent solution prepared in (1) and tap water in a washing machine (National MiniMini NA-35) When 3000 g was added and well stirred, three cotton polo shirts (blue) (about 1000 g) were placed and immersed for 30 minutes with stirring. After dehydration, the polo shirt was dried while heating with a tumble dryer (National NH-D502). Then, after repeating the process of washing and drying with a tumble dryer 20 times, the fastness was evaluated by the following method.

・ Case 2: Cumulative treatment at low concentration To a washing machine (National MiniMini NA-35), 25.4 g of the treatment agent solution prepared in (1) and 3450 g of tap water were added and stirred well. A cotton polo shirt (blue) Three pieces (about 1000 g) were put and immersed while stirring for 30 minutes. After dehydration, the polo shirt was dried while heating with a tumble dryer (National NH-D502). Thereafter, the process of washing, treating under the same conditions, and drying it with a tumble dryer was repeated 20 times, and then the fastness was evaluated by the following method.

<Robustness evaluation method>
Using a polo shirt in which the process of washing and drying with a tumble dryer without treatment with a treatment agent was repeated 20 times, the fuzziness and tightness was visually determined by five dedicated panelists based on the following criteria. The results are shown in Table 3.

・ Evaluation criteria +2 points: Less fluffing and tenderness compared to the control +1 point: Slightly less fluffing and tenderness than the control 0 point: Equivalent to the control -1 point: Slightly more fuzzy and tender than the control− 2 points: More fluffing and tightness than controls

Example 3
(1) Preparation of treatment agent 138.6 parts by weight of ion exchange water, 10 parts by weight of polyoxyethylene lauryl ether (Emulgen 108 manufactured by Kao Corporation) and 1.5 parts by weight of adipic acid were added to a beaker and stirred at room temperature. Then, a second agent (pH 4.0) was prepared by dissolution, and then mixed with a first agent comprising 50 parts by weight of methyltriethoxysilane and 5 parts by weight of 1,3-butanediol. This mixture was stirred in a constant temperature water bath at 40 ° C. for about 1 hour to obtain a treating agent.

(2) Treatment to textile products and evaluation of shrinkage resistance To a talai having a diameter of about 30 cm, 200 g of the treating agent solution prepared in (1) and 800 g of tap water were added and stirred well. One wool jersey ( About 250 g) was soaked and processed at room temperature for about 1 hour. After light dehydration, it was dried at an intermediate temperature using an iron (National N1-R41). Next, after washing on a hand washing course of a fully automatic washing machine using a commercially available light detergent (trade name: Emar, manufactured by Kao Corporation), it was flatly dried. Furthermore, the addition amount of the treatment agent solution prepared in (1) was changed to 100 g and 20 g (balanced with tap water to a total amount of 1000 g), and the same treatment was performed.

  Next, the clothing was changed from one wool jersey (about 250 g) to two cotton knit underwear (about 250 g), and the same treatment was performed.

  As shown in FIG. 1, each clothing is preliminarily provided with a square marking 1 at the center of the clothing, and a square area (S1) is calculated. Next, the area (S2) of the quadrangle after washing and flat drying was calculated in the same manner, and the shrinkage reduction rate was calculated from the following equation. The higher the shrinkage rate, the better the shrinkage resistance. The results are shown in Table 4.

Example 4
(1) Preparation of treatment agent A treatment agent was prepared in the same manner as in Example 3 (1).

(2) Treatment to textiles and evaluation of quick-drying properties Two hundred cotton knitted underwears were added to 200 g of the treatment solution prepared in (1) and 800 g of tap water to Tarai with a diameter of about 30 cm. (About 250 g) was soaked and processed at room temperature for about 1 hour. After light dehydration, it was dried with a tumble dryer. Next, it was washed with a fully automatic washing machine using a commercially available laundry detergent (trade name: Attack, manufactured by Kao Corporation). After washing, the cotton knit underwear was moved to a standard test room at 20 ° C. and 65% RH, and hung and dried. At this time, the change in water content over time was measured. In addition, cotton knit underwear not treated with the treatment agent of the present invention was similarly washed and suspended and dried, and the change in moisture content over time was measured to compare the drying speed. The results are shown in FIG.

4 is a front view of clothing used for evaluation of shrinkage resistance in Example 3. FIG. It is a figure which shows the quick-drying evaluation result of Example 4.

Explanation of symbols

1 Marking

Claims (4)

General formula (1)
R ¹ _p Si (OR ² ) _4-p (1)
[Wherein, R ¹ and R ² represent a linear or branched alkyl group having 1 to 6 carbon atoms or a linear or branched alkenyl group having 2 to 6 carbon atoms, and p R ¹ and ( 4-p) R ² may be the same or different. p shows the integer of 0-3. ]
A first agent containing an alkoxysilane represented by formula (hereinafter referred to as alkoxysilane (1)) and a solvent having a log P value of −1 to 4, an organic acid, a surfactant and water, and the pH at 20 ° C. Natural fiber product processing agent which consists of 2nd agent which is 2-5. When processing natural fiber products in the first agent and the mixture of the second agent 請 Motomeko 1 wherein, the formula for generating the hydrolysis of the alkoxysilane (1) (2)
R ¹ _p Si (OH) _n (OR ² ) _4-pn (2)
[Wherein R ¹ , R ² and p have the same meaning as in claim 1, and n represents an integer of 1 or more and (4-p) or less. p R ¹ and (4-p−n) R ² may be the same or different. ]
Method of treating natural textile products in represented by silanol compound (hereinafter silanol compound (2) hereinafter) is allowed to penetrate into the natural fiber. The method for treating a natural fiber product according to claim 2 , wherein the silanol compound (2) is infiltrated into the natural fiber, and then the polymerization reaction of the silanol compound (2) is performed using a clothes dryer or a washing dryer. The method for treating a natural fiber product according to claim 2 , wherein the silanol compound (2) is permeated into the natural fiber and then the polymerization reaction of the silanol compound (2) is performed by ironing.

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