JPH03161574A - Composition for textile treatment - Google Patents

Abstract

PURPOSE:To accomplish the enhancement in the added value of textile products with improved smoothness and flexibility without declining flame retardancy in particular, by treating a textile product with a composition a specific organopolysiloxane liquid at room temperature and a platinum compound. CONSTITUTION:The objective composition comprising 100 pts.wt. of an organopolysiloxane selected from (A) an organopolysiloxane liquid at room temperature of formula I (R<1> is monovalent aliphatic unsaturated hydrocarbon; R<2> is 1-20C monovalent hydrocarbon, OH, etc.; 0<a<3; 0<b<3; where, 1<a+b<3), (B) a second organopolysiloxane liquid at room temperature if formula II [R<3> is the same as R<2>; Z is of formula III (R<4> and R<5> are each 1-8C divalent hydrocarbon; R<6> and R<7> are each H or 1-20C monovalent hydrocarbon; n is 0-3); 0<c<=1; 0<d<3, where, 1<c+d<3], and (C) a third organopolysiloxane liquid at room temperature of formula IV [R<8> is the same as R<2>; Y is of formula V (R<9> is the same as R<4>; R<10> is the same as R<2>); 0<e<=1; 0<f<3, where, 1<e+f<3] and (D) 0.0001-1 pt.wt. of a platinum compound (on a platinum basis). Textile products can be sufficiently flexibilized by treatment with the present composition.

Description

DETAILED DESCRIPTION OF THE INVENTION [Industrial Application Field] The present invention relates to a fiber treatment composition, and in particular, the present invention relates to a fiber treatment composition that can improve smoothness, smoothness, and smoothness without reducing flame retardancy even when treating flame-retardant textile products. The present invention relates to a fiber treatment composition that can improve flexibility and impart a good texture.

[Conventional technology]

Traditionally, textile products made of various natural fibers and synthetic fibers have been processed to improve their properties, such as smoothness and flexibility.
Silicone fiber treatment agents are widely used to impart good texture. Examples of silicone-based fiber treatment agents include those containing dimethylpolysiloxane as the main component, those containing amino-modified organopolysiloxane as the main component (Japanese Patent Publication No. 59-26707), and those that soften polyester stuffing cotton. As a processing agent for
Those containing a monogroup-modified organopolysiloxane and an epoxy compound as essential ingredients (Japanese Patent Publication No. 17514/1983),
Known are those consisting of high-molecular-weight dimethylborosiloxane whose terminal end is capped with a silanol group, an alkoxysilane, and a condensation reaction catalyst (Japanese Patent Publication No. 37996/1983). However, when recent flame retardant woven textile products are treated with these conventional fiber treatment agents, their flame retardancy may be reduced. Therefore, as a fiber treatment agent that does not relatively reduce flame retardancy, a fiber treatment agent consisting of a relatively low viscosity amino group-modified organopolysiloxane (Japanese Patent Publication No. 57-43
No. 673), and one made of a phosphate ester-modified organopolysiloxane (Japanese Patent Publication No. 62-61219) are known.

[Problem to be Solved by the Invention j] However, when treated with a fiber treatment agent consisting of the above-mentioned low-viscosity amino group-modified organopolysiloxane or phosphate ester-modified organopolysiloxane, the flame retardant properties of the flame-retardant treated fibers are reduced. Although it is possible to improve the feel and the like to some extent without degrading it, the improvement in the feel is still not sufficient.

Therefore, an object of the present invention is to respond to the recent progress in advanced flame retardant treatment of fibers, and to provide a good texture without reducing the flame retardancy of flame retardant treated fibers. Our objective is to provide fiber-treated Mikaimono.

[Means for Solving the Problems] The present invention solves the above problems by (a) (A)
) General unit formula (I): (R')-(R2)bsi04---b
(1) [wherein R1 represents a l-valent aliphatic unsaturated hydrocarbon group, R2 represents a substituted or unsubstituted monovalent hydrocarbon group having 1 to 20 carbon atoms, a hydroxyl group or a lower alkoxy group,
a is a number where O<a<3, b is a number where O<b<3, where 1<
a + b <3]; (B) an organopolysiloxane that is liquid at room temperature and contains at least one aliphatic unsaturated hydrocarbon group represented by R1 in the molecule; (B) a general unit formula (■ ): Zc(R')asiOs-c-a (
II) [In the formula, R3 is the same as the above R2, and Z is the following formula (■): 1? '-INll-R'h-NR6R'
(III) (Here, R4 and RS may be the same or different, and are divalent hydrocarbon groups having 1 to 8 carbon atoms, and R6 and R7 may be the same or different, and are hydrogen atoms or carbon atoms. It is a monovalent hydrocarbon group of several l to 20, n is an integer of O to 3), C is a number of O<c≦1, and d is 0.
organoborisiloxane which is liquid at room temperature and which contains at least one i group represented by Z in one molecule; ) General unit formula (■): Y. (R') rsi04---r
(IV)2 [In the formula, R8 is the same as R2 and R, and Y is the following formula (■): 0 (Here, R9 is the same as R4, and two R10 are The above R2 may be the same or different.
) is a phosphate ester bond-containing organic group represented by
f < 3], containing at least one group represented by the above Y in one molecule, and at least l liquid organopolysiloxanes selected from the group consisting of organopolysiloxanes that are liquid at room temperature 100 The present invention provides a fiber-treated composition containing 0.0001 to 1.0 parts by weight of platinum as a platinum compound.

The organopolysiloxane (A) used as the liquid organopolysiloxane in the Mi precept (a) of the present invention is represented by the general formula (H), where R1 is a fatty acid. It is a group unsaturated hydrocarbon group, such as a vinyl group, an allyl group, etc. This aliphatic unsaturated hydrocarbon group is contained at least one in one molecule of the sulfur polysiloxane (A). , It is preferable that 10% or less of all substituents in the organopolysiloxane (8) are aliphatic unsaturated hydrocarbon groups. R2 has 1 to 20 carbon atoms.
represents a substituted or unsubstituted monovalent hydrocarbon group, hydroxyl group or lower alkoxy group. Examples of substituted or unsubstituted monovalent hydrocarbon groups having 1 to 20 carbon atoms include alkyl groups such as methyl group, ethyl group, proyl group, butyl group, hexyl group, decyl group, and dodecyl group; phenyl group; , an aromatic hydrocarbon group such as a tolyl group; or one in which some or all of the hydrogen atoms contained in these hydrocarbon groups are substituted with a halogen atom such as fluorine or a cyano group. Examples of the lower alkoxy group include a methoxy group and an ethoxy group. In order to obtain a soft texture by treating fibers with the composite material of the present invention, the substituent R2 of the organopolysiloxane (A) must be
It is preferable that 90% or more of the groups are methyl groups.

These organopolysiloxanes (A) represented by formula (1) may be used alone or in combination of two or more types.

The organopolysiloxane (A) may be liquid at room temperature, but when used in the form of an emulsion, the viscosity at 25°C is 50°C, making it easier to emulsify.
~500000 cSt is preferred.

The organoborisiloxane (A) can be produced according to methods known in the art.

For example, it can be carried out by reacting an organosiloxane compound that does not contain an aliphatic unsaturated hydrocarbon group with an organosiloxane compound that contains an aliphatic unsaturated hydrocarbon group using a catalyst.

Examples of the organosiloxane compound that does not contain an aliphatic unsaturated hydrocarbon group include octamethylsiloxane, and examples of the organosiloxane compound that contains an aliphatic unsaturated hydrocarbon group include the following formula: Examples include those represented by: C11, CH, [where m is 0 or a positive integer] CI1, CI3.

Examples of the catalyst used include alkaline '&ff
, acidic substances, tetramethylammonium hydroxide, tetrabutylphosphonium hydroxide, and the like.

When using an alkaline substance as a catalyst, the reaction mixture may be heated to about 120 to 160"C while stirring, and after the reaction is completed, the alkaline substance may be neutralized with an acidic substance. Examples of the substance include lithium hydroxide, sodium hydroxide, potassium hydroxide, cesium hydroxide, etc.Acidic substances used for neutralization include, for example, formic acid, acetic acid, hydrochloric acid, sulfuric acid, and ethylene chlorohydride. Examples include phosphorus.

When carrying out a reaction using an acidic substance as a catalyst, the reaction mixture may be heated at room temperature with stirring, and after the reaction is completed, the acidic substance may be neutralized with an alkaline substance. Examples of grass acidic substances used as catalysts include sulfuric acid, fuming sulfuric acid, notisulfonic acid, trifluoromethanesulfonic acid, trifluoroacetic acid, and the like. Examples of alkaline substances used for neutralization include sodium carbonate, sodium bicarbonate, potassium hydroxide, and sodium hydroxide.

In addition, when using tetramethylammonium hydroxide or tetrabutylphosphonium hydroxide as a catalyst, it is necessary to
The co-reaction may be carried out by heating to about 0.000 to 120°C, and after the reaction is completed, the catalyst h may be decomposed and expired at 140 to 160°C.

Specific examples 2 of the organopolysiloxane (A) include those represented by the following formula (2): 6 (where n and l are positive integers).

The organoborisiloxane (B) used as the liquid organoborisiloxane (a) in the composition of the present invention is represented by the general formula (II),
In the formula, R3 is the same as R2 above, and Z is the following formula (■
): R'-{Nil-RS}i-NR611'
(III) (Here, R4 and R5 may be the same or different and are divalent hydrocarbon groups having 1 to 8 carbon atoms, such as methylene group, ethylene group, brobylene group, butylene group, hexamethylene group. Alkylene groups such as groups; examples include arylene groups such as phenylene groups.R6
and R7 may be the same or different and are a hydrogen atom or a monovalent hydrocarbon group having 1 to 20 carbon atoms, for example, the same substituted or unsubstituted hydrocarbon group exemplified for R above, or cyclohexyl Examples include cycloalkyl groups such as groups. n is an integer of O to 3). C is the number O<c≦l, d is O
<d<3, where l<c+d<3.

These organopolysiloxanes (B) represented by formula (n) may be used alone or in combination of two or more.

In order to obtain a soft texture by treating fibers with the composition of the present invention, it is preferable that 90 mol% or more of the total tAM of the organopolysiloxane (B) is methyl groups.

The organopolysiloxane (B) may be one that is liquid at room temperature, but when used in the form of an emulsion, it should have a viscosity of 100 to 500,000 cSt at 25°C to facilitate emulsification. is preferred.

Furthermore, at least one organic group represented by the formula (II[) is contained in one molecule of the organopolysiloxane (B), but if the fiber is treated with the compound of the present invention, In order to have a good texture, 5 mol% or less of the total organic groups contained in the organoborisiloxane (B) must be of the formula (I).
An organic group represented by II) is preferred.

The production of the organoborisiloxane (8) is carried out using the above (A).
For example, the above formula (
It can be carried out by reacting an organosiloxane compound or alkoxysilane compound having an organic group represented by I[I) and an organosiloxane compound not having the organic group in a predetermined ratio using a catalyst.

Examples of the organosiloxane compound having an organic group represented by the formula (I[[) that can be used include those represented by the following formula: etc.; Examples of the alkoxysilane compound include: ? C11■) aNIIcIl■Cll■NH, (CH2
)3NH2 (CHz) JtlCHzCIIzNHz
(CHz) JH2Z etc. can be mentioned.

Further, examples of the organosiloxane compound having no organic group represented by the formula (III) include octamethylcyclotetrasiloxane, and hexamethyldisiloxane as the organosiloxane compound serving as the molecular chain terminal of the obtained organoborisiloxane. Examples include.

Examples of the catalyst used include alkaline substances similar to those used in the production of organoborisiloxane (A), tetramethylammonium hydroxide, tetrabutylphosphonium hydroxide, and the like.

The reaction temperature is about 120-160°C, and the reaction time is about 4-160°C.
It takes about 8 hours. Further, after the reaction is completed, the catalyst may be neutralized with the above-mentioned acidic substance or thermally decomposed.

Specific examples of the organopolysiloxane (B) include those represented by the following formula: [Here, k and j are positive integers].

The organopolysiloxane (C) used as the liquid organopolysiloxane which is the component (a) of the composition of the present invention is represented by the above formula (IV), where R8 is the above R2 and Y is the following formula (V): R'-P(ORI0)2 +I (V)0 (here, R9 is the same as R4 above, and two RIG
may be the same or different and is the same as R2 above), where e is a number of Ode≦1, r is a number of 0<f<3, where l< e-
tr<3.

This (C) organopolysiloxane may be liquid at room temperature, but in the case of emulsion form JQ, it is easy to emulsify, and the viscosity at 25°C is 100.
~500,000 cst is preferred.

In addition, the phosphate ester bond-containing organic group represented by formula (V) is in the organoborisiloxane (C) molecule,
At least 1 substituents are contained, but not more than 5 mol% of the total substituents contained in the organopolysiloxane (C) are of the formula (V)
A phosphoric acid ester group-containing organic group represented by the following is preferable.

The production of organoborisiloxane (C) is as follows:
This can be done according to methods known in the art. For example, this can be carried out by carrying out an equilibrium reaction between a phosphate group-containing compound and an organosiloxane compound that does not contain a phosphate group, such as octamethylcyclotetrasiloxane, using a catalyst.

The phosphoric acid ester group-containing compound used is, for example, the following formula: (CzHsO)3 StO 11 (CI{z) zP (OCHz) z(CztlsO
Examples include phosphoric acid ester group-containing alkoxysilanes represented by h Si 0 11 (Cllz) 3P (OCH3) z (CJsO) i 0 1I Si (Cllz) ffP (OCJs) 2, and hydrolysates thereof.

Examples of the hydrolyzate of an alkoxysilane containing a phosphate ester group include those represented by the following formula.

Examples of the catalyst used include sulfuric acid, trifluoroacetic acid, trifluoromethanesulfonic acid, and the like.

Further, the above-mentioned phosphoric acid ester group-containing compound is reacted with an organopolysiloxane having a hydroxyl group and a hydrogen atom at the end of the molecular chain represented by (■): [where p is a positive integer], etc. It can also be carried out by dealcoholization reaction by decondensation between molecular chain ends.

Further, the phosphoric acid ester group-containing compound, a cyclic siloxane such as octamethyltetrasiloxane, and the formula (V
l) etc. or dimethylpolysiloxane represented by the formula: [where q is a positive integer] is emulsified in water using an anionic emulsifier, and then reacted. In the case of manufacturing by using an acid-functional ion exchange resin as necessary, the sulfate of the anionic emulsifier in the emulsion is converted to the acid form, or the emulsion is injected with an acidic acid such as sulfuric acid or hydrochloric acid. Add the substance, e.g.
After the time reaction, an emulsion polymerization latex can be prepared by neutralizing with the above-mentioned alkaline substance. The obtained emulsion polymerization latex is used as it is or mixed with (A) and/or (B) organoborisiloxane (
A) It can also be used as a liquid organopolysiloxane.

In the production of organoborisiloxanes (^) and (B), emuldigone, which is a reaction mixture produced by the emulsion polymerization method described above, is used as it is, or (
It can also be used as a liquid organopolysiloxane by mixing with C) (a). By this method (A
) can be produced by emulsion polymerization using an anionic emulsifier or a cationic emulsifier as described below, and organopolysiloxane (B) can be produced by using a cationic emulsifier as described below. It can be carried out using emulsion polymerization. Examples of the catalyst used include strong alkaline substances such as sodium hydroxide, potassium hydroxide, rubidium hydroxide, and tetraalkylammonium hydroxide.

Examples of platinum compounds that are part of the precepts of the present invention include chloroplatinic acid, alcohol-modified chloroplatinic acid obtained by modifying chloroplatinic acid with alcohol, and vinyl group-containing low-molecular-weight chloroplatinic acid. Examples include a platinum-vinylsiloxane complex formed by heat treatment with siloxane, platinum black, and a complex of chloroplatinic acid and an olefin or aldehyde.

Examples of the alcohol used in the preparation of alcohol-modified chloroplatinic acid include ethanol, propanol, butanol, octanol, and the like.

The blending ratio of the platinum compound in the (ku) precept in the assembled sole of the present invention is as described in (a) ry. 0.0001 to 1 part by weight, preferably 0.00 part by weight of platinum per 100 parts by weight
It is 1 to 0.05 parts by weight.

In order to use the composition of the invention for the treatment of textile products,
The above (a) precepts and (mouth) 1'Ii. Each of these components may be diluted to an appropriate concentration with an organic solvent to form a solution, and mixed and used when treating textile products, or
(a) and (b) can be emulsified in water using a suitable emulsifier, and then mixed and used when treating textile products.

The emulsifier used is not particularly limited, and examples include polyoxyethylene alkyl ether, polyoxyethylene alkyl phenyl ether, sorbitan fatty acid ester,
Nonionic emulsifiers such as glycerin fatty acid ester; sodium lauryl sulfate, sodium dodecylbenzenesulfonate,
Examples include anionic emulsifiers such as polyoxyethylene ether sodium carboxylate; cationic emulsifiers such as quaternary ammonium salts.

The treatment of textile products with the fiber treatment composition of the present invention involves applying the composition of the present invention to the textile products by methods such as dipping, padding, or spraying, and then performing additional treatment using a mangle, centrifuge, etc. This can be done by removing the liquid, adjusting the amount of kumikaimono attached, and drying or heating. The heating temperature may normally be about 100 to 180°C, and the heating time may be about 2 to 30 minutes.

The composition of the present invention also contains a precept that suppresses the activity of the platinum compound in order to suppress undesirable reactions such as (b) oxidation of the platinum compound during storage or processing of textile products. For example, trace amounts of amine compounds, phosphorus compounds, sulfur compounds, ethynyl group-containing compounds, etc. may be added.

The fiber treatment composition of the present invention can improve the smoothness, flexibility, etc., and impart a good texture to any textile product treated, but it is particularly suitable for textile products treated with flame retardant treatment. In the treatment, a good texture can be imparted to the textile product without reducing its flame retardance. For example, it can be applied to various textile products such as stuffed cotton made of polyester fiber containing a certain amount of flame retardant in its molecular structure, stuffed cotton made of acrylic fiber or nylon fiber, and natural fibers such as cotton fiber and wool fiber products. . Further, these fiber products can be applied regardless of whether they are in the form of filaments, threads, fabrics, woven fabrics produced using these fibers, or the like. Furthermore, it can also be applied to inorganic fibers such as glass fibers, carbon fibers, aramid m-fibers, etc. In addition to textile products, it can also be used as a surface treatment agent for flame-retardant products, synthetic resins, and shaped products.

〔Example〕

Hereinafter, the present invention will be explained in detail by giving Examples and Comparative Examples.

Preparation Example 1 In a reactor with an internal volume of 3 liters and equipped with a stirrer, 1. 3-divinyl-1.1,3.3-tetramethyldisiloxane 18.6
g,l,3,5.7-tetravinyl-1.3,5.7-
After charging 129 g of tetramethylcyclotetrasiloxane and 2094 g of octamethylcyclotetrasiloxane, 0.2 g of potassium hydroxide was charged, and the mixture was heated under a nitrogen atmosphere at 150° C. for 4 hours to react. Next, 1.2 g of ethylene chlorohydrin was added to neutralize the potassium hydroxide in the reaction mixture, and then the reaction mixture was heated at 140"C/10 mm lIg under reduced pressure to remove low molecular weight substances. Viscosity at 25°C is 950
A vinyl group-containing organoborisiloxane having cS L represented by the following average value was obtained.

5 parts by weight of polyoxyethylene nonylphenyl ether and 65 parts by weight of water were added to 30 parts by weight of the vinyl group-containing organopolysiloxane obtained, and after emulsifying and dispersing it using a homomixer, 200 kg was prepared using a homogenizer.
/cffl pressure to uniformly disperse emuldigon (a
) was obtained.

Preparation Example 2 Amino group-containing cyclic organoborisiloxane 3 represented by the general formula: [Here, r is 3 to 10] was placed in a reactor with an internal volume of 3 liters and equipped with a stirrer.
After charging 2.0 g of hexamethyldisiloxane, 16.2 g of octamethyldisiloxane, and 2190 g of octamethyldisiloxane, 0.17 g of potassium hydroxide was charged, and the mixture was heated at 140°C for 6 hours with stirring in a nitrogen stream. Made it react. Next, 1.2 g of ethylene chlorohydrin was added and stirred for 1 hour to neutralize potassium hydroxide in the reaction mixture, and then heated at 140°C/LOmmllg for 2 hours under reduced pressure.
By heating to remove low molecular weight substances, an amino group-containing organopolysiloxane represented by the following formula and having a viscosity of 1200 cS L at 25°C was obtained.

To 30 parts by weight of the obtained amino group-containing organopolysiloxane, 5 parts by weight of polyoxyethylene nonyl phenyl ether and 65 parts by weight of water were added, emulsified and dispersed using a homomixer, and then 200 kg was prepared using a homogenizer.
Disperse uniformly with a pressure of /c+I1 to form an emulsion)
I got it.

Preparation Example 3 After uniformly dissolving 10 g of dodecylbenzenesulfonic acid in 680 g of water placed in a glass beaker of No. 21, stirring with a high-speed stirrer, 300 g of octamethylcyclotetrasiloxane and phosphoric acid represented by the formula: 10 g of ester group-containing organopolysiloxane was added and emulsified, and further uniformly dispersed using a colloid mill to obtain an emulsion.

Next, this emulsion was heated to 70°C for 16 hours, and the reaction solution was neutralized with carbonated soda water.
An organoborisiloxane emulsion containing phosphate ester groups (hereinafter referred to as emuldigone (C)) was obtained, which had a non-volatile content of 2 at 100"C for 3 hours.
8%, and the dried film was rubber-like.

Examples 1 to 4, Comparative Examples 1 to 3 In each example, 10 parts by weight of the emulsions (a3, (b), (C)) obtained in Preparation Examples 1 to 3 above and a 2% butanol solution of chloroplatinic acid were added. Emulsion (d) containing 0.0753% by weight of platinum prepared by dissolving it in 90 parts by weight of emulsifier polyoxyethylene nonylphenyl ether, and for comparison, emulsion (d) containing 0.0753% by weight of platinum, and for comparison, an emulsion whose molecular chain terminals were blocked with hydroxyl groups. Viscosity force 10000c at 25°C
St 30 parts by weight of dimethylborisiloxane, 5 parts by weight of polyoxyethylene nonyl phenyl ether and 5 parts by weight of water.
The emulsion (e) prepared from parts by weight was blended as shown in Table 1 to obtain a treatment liquid consisting of a liquid compound.

In Examples 1 to 4 and Comparative Example 1, polyester wadding, which had been made flame retardant by kneading flame retardants, was immersed in the obtained treatment solution for 10 seconds, and then the excess treatment solution was removed using a centrifuge. was removed and dried in a hot air dryer at 150°C for 2 hours.
A treated polyester wadding was obtained by heating for 0 minutes.

The flexibility of the treated polyester stuffing cotton was evaluated by the method (2) below, and the flame retardance was evaluated by the method (2) below. In addition, in Comparative Example 2, the flexibility and flame retardance of the cotton stuffed with flame retardant treatment was evaluated, and in Comparative Example 3, the stuffed cotton that was not treated with flame retardant treatment was evaluated without being treated with the U material. .

The results are shown in Table 1.

■Flexibility After treatment, the stuffed cotton was touched with the hands and the flexibility was evaluated according to the following criteria.

A--------------・---・1 Extremely flexible and smooth B---1・----1・--1--1 Flexible and smooth C. 11～－－－－・・・・－・・・－・
−・1 Slightly flexible D・1−−1−・・11−−−−−−
−−−1 texture is rough and hard E−・・・1・−・−・1−
-1-1 The texture is extremely rough and hard. After the flame-retardant-treated log cotton is uniformly loosened using a hand carding device, the size is 10xl5xl. 5cm
After filling the wire mesh box, tilt the wire mesh box at an angle of 45 degrees with respect to the horizontal direction, and place 2 CIs from the bottom of the box.
Apply the tip of the flame of a propane-Bunsen burner adjusted to a length of 1.5 cm+ to position I1, and measure (i) the time it takes for the cotton to melt and a through hole to be formed in the thickness direction, and (ii) ) When the through hole was formed, the size (length x width) of the through hole was measured after the burner was removed.

Table 1 CHtsu*2 Overthrowing the government (Kfkj?a; f-kengaku): (CIlzO)
zsi (C}Iz) JICIhQhNTI, [Effects of the Invention] The fiber treatment composition of the present invention can be used to treat textile products to improve their smoothness, flexibility, etc. and impart texture. . In particular, it is possible to treat textile products that have been subjected to flame retardant treatment to improve smoothness, flexibility, etc. and add texture without reducing their flame retardance, thereby adding value to textile products. can be increased.

Claims (1)

[Claims] (A) General unit formula (I): ▲There are mathematical formulas, chemical formulas, tables, etc.▼(I) [In the formula, R^1 is a monovalent aliphatic unsaturated hydrocarbon group , R^
2 represents a substituted or unsubstituted monovalent hydrocarbon group having 1 to 20 carbon atoms, a hydroxyl group, or a lower alkoxy group, a is a number where 0<a<3, and b is a number where 0<b<3. 1<a+b<3], and contains at least one aliphatic unsaturated hydrocarbon group represented by R^1 in one molecule, and is liquid at room temperature (B) General unit formula (II): ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ (II) [In the formula, R^3 is the same as R^2 above, and Z is the following formula (II): ▲ Numerical formula, chemical formula, There are tables etc.▼(III) (Here, R^4 and R^5 may be the same or different and are divalent hydrocarbon groups having 1 to 8 carbon atoms, and R^6 and R^7 may be the same or different and are a hydrogen atom or a monovalent hydrocarbon group having 1 to 20 carbon atoms, n is an integer of 0 to 3), and c is an organic group represented by 0< The number of c≦1, d is the number of 0<d<3, provided that 1<c+d<3], and contains at least one organic group represented by the above Z in one molecule, at room temperature. Liquid organopolysiloxane and (C) general unit formula (IV): ▲There are mathematical formulas, chemical formulas, tables, etc.▼ (IV) [In the formula, R^8 is the same as R^2 above, and Y is the following formula (V): ▲There are mathematical formulas, chemical formulas, tables, etc.▼(V) (Here, R^9 is the same as R^4 above, and the two R^1^0 may be the same or different. It is an organic group containing a phosphate ester bond, which is the same as R^2), where e is a number where 0<e≦1, f is a number where 0<f<3, and 1<e+f<3. 100 parts by weight of at least one liquid organopolysiloxane selected from the group consisting of organopolysiloxanes which contain at least one group represented by Y in one molecule and which are liquid at room temperature; (b) A fiber treatment composition containing 0.0001 to 1.0 parts by weight of a platinum compound platinum.