JPH1112930A - Highly cleave-resistant textile product containing animal hair fiber and its production - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a safe animal hair textile product improved in cleave resistance without losing the characteristics inherent in animal hair fiber such as wool, mohair or cashmere, and excellent in shape memory effect in the practical aspect when put on, and to provide a method for producing the textile product. SOLUTION: This animal hair textile product improved in cleave resistance is obtained by the following method: an animal hair textile product such as wool incorporated with a compound having the ability to form crosslinked structure is subjected to moisture conditioning at a temperature lower than the glass transition point (Tg) of the animal hair fiber molecule plus 5 deg.C and then heat-treated at >=70 deg.C to effect formation of crosslinked structure in the animal hair fibrous structure and the annealed structure is set so as to be <=300 mcal/g in the endotherm of the endothermic peak having a maximum level between 55 and 70 deg.C determined by a differential scanning calorimeter(DSC).

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a textile product containing animal hair such as wool, and more specifically, as a clothing product such as men's clothing and women's clothing, beddings such as futon cotton, a hat, a stuffed animal and other textile goods. It is a material or product for clothing excellent in wrinkle resistance in a suitable field. More specifically, the present invention relates to animal hair-containing fiber products such as wool having improved wrinkle resistance during use, wrinkle recovery after use, and form stability such as futon cotton, and a method for producing the same.

[0002]

2. Description of the Related Art Animal hair products such as wool, mohair, and cashmere are originally excellent in wrinkling resistance as compared with other natural fibers.
Particularly, in a low-humidity environment, it has wrinkling resistance similar to that of polyester, but has a high humidity (for example, RH of 80% or more).
Under such circumstances, the wrinkle resistance is significantly impaired. For this reason, many studies have been made to improve wrinkle resistance of wool. For example, J. Text. Inst., 65, 374
(1974), a remarkable improvement in wrinkle resistance was observed by treating wool with mercury acetate. Re
s. In J., 37, 183 (1967), wrinkle resistance is improved by treating with a hydrophobic insect repellent, Michin FF. However, none of them has been put into practical use due to problems such as toxicity and large weight increase of the treating agent.
On the other hand, it has been found that heat treatment (annealing) of wool having a constant moisture content significantly improves wrinkle resistance (HJ Katz, Text. Res. J., 3).
6,874 (1966)). The wrinkle resistance improved by annealing is also lost by immersion in water or by steam setting. For this reason, studies have been made to fix the annealing state, but other mechanical properties (tear strength, abrasion resistance) and texture of wool are significantly impaired, and the wool has been put to practical use. Absent. Recently, Kitano et al. Reported a technique for improving wrinkle resistance by treating wool fiber with animal protein, but it cannot be said that practical improvement of wrinkle resistance is sufficient (Textile & Fashion, 9, 254 (1992)).

[0003]

SUMMARY OF THE INVENTION It is an object of the present invention to provide a wool, mohair, cashmere and other animal hair fibers, which cannot be achieved by the above-mentioned prior art, without losing the properties of wool, mohair, cashmere and the like. An object of the present invention is to provide an animal hair fiber product excellent in shape memory in practical use such as time and a method for producing the same.

[0004]

DISCLOSURE OF THE INVENTION The present inventors have studied the moisture content of animal hair fibers such as wool and the glass transition point (Tg) of animal hair fiber molecules.
Paying attention to the relationship between the annealing state of the animal hair fiber and the wrinkle resistance of the animal hair fiber, and as a result of intensive studies, the present invention has been reached.
After reaching the equilibrium moisture content of the animal hair fiber in an atmosphere of a relative humidity (RH) of 65%, the animal hair fiber is subjected to 20 ° C. and RH of 65%.
When the DSC curve was measured by a differential scanning calorimeter after sealing in an atmosphere of the above, an endothermic peak having a maximum value in the range of 55 ° C. to 70 ° C. did not appear, or even if it appeared, the endothermic amount was 300 mcal / g or less, and the animal hair fiber, which contains a compound capable of forming a cross-link with the fiber molecule constituting the fiber structure of the animal hair fiber, is contained in the fiber product. It is an excellent animal hair fiber-containing fiber product, and furthermore, the animal hair fiber of the present invention is formed inside the animal hair fiber by at least one compound capable of forming a cross-link with a fiber molecule constituting the fiber structure of the animal hair fiber. The compound capable of forming a cross-link with a molecule constituting the fiber structure of animal hair fiber having a cross-linked structure is a polybasic acid having at least two carboxyl groups in the molecule or a derivative thereof. The compound capable of forming a crosslink with a molecule constituting the fiber structure of animal hair fiber is a melamine compound or a derivative thereof, and the compound capable of forming a crosslink with the molecule constituting the fiber structure of animal hair fiber is as follows. General formula 1
Or a compound capable of forming a cross-linking bond with a molecule constituting the fiber structure of animal hair fiber is a halogen-containing compound. After conditioning the fiber product to the equilibrium moisture regain, heat it up to the equilibrium moisture regain at a temperature of + 5 ° C or less than the glass transition point in the equilibrium moisture regain of animal hair fiber, and then heat treat it at 70 ° C or more. And a reaction between a molecule constituting the fiber structure of the animal hair fiber and a compound capable of forming a cross-linking bond.

[0005]

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[0006]

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[0007]

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(Wherein, X represents sulfonic acid, sulfate ester, phosphonic acid ester, phosphate ester, a salt thereof, or a substituent represented by the following formula: X = —CONH—R—SO ₃ ^- , -CONH-RP
^{_{O 3 -, -SO 2 NH-}} R-SO 3 -, -SO 2 NH-R-
PO ₃ ^- etc. In the formula, R represents an alkylene group such as an ethylene or propylene group or an arylene group. In the formula, Y
It is ^{_{-NH-R-SO 3 -,}} NH-Ar-SO 2 CH 2 CH
₂ OSO ₃ ^- represents a. In the formula, Ar represents an arylene group. In the formula, Z and Z 'represent hydrogen, a hydroxyphenyl group, or an aminophenyl group. )

[0009]

BEST MODE FOR CARRYING OUT THE INVENTION The animal hair fibers in the present invention are animal hair fibers such as wool, mohair, alpaca and cashmere, and the animal hair fiber-containing fiber products include fiber products consisting only of animal hair fibers and those animal hair fibers. Cotton, yarn, woven fabric, knitted fabric, non-woven fabric, etc., which are made by blending or blending natural fibers such as cotton and hemp, synthetic fibers such as rayon, synthetic fibers such as polyester, acrylic and nylon, etc. .

The animal hair fibers such as wool in the present invention are de-annealed (immersed in water at 30 ° C. for 1 hour, air-dried for 2 hours, and then steam-pressed at 130 ° C. for 30 seconds using a Hoffman press). When the equilibrium moisture content is reached by placing the sample in an atmosphere of 20 ° C. and 65% RH for about 24 hours, the animal hair fiber sample is sealed in a sample container for DSC measurement under the atmosphere, and the DSC curve is measured. , 55
It is necessary that the endothermic amount of the endothermic peak having the maximum value in the temperature region of from 0 ° C. to 70 ° C. is 300 mcal / g or less, preferably 150 mcal / g or less, and more preferably 50 mcal / g or less. It is considered that this endothermic peak is caused by the structural transition of the animal hair fiber molecule, and it is presumed that the smaller the endothermic peak is, the more the structure having excellent mechanical properties is formed.

In the present invention, the compound capable of cross-linking with the molecules constituting the fiber structure of animal hair fibers is a cross-linking agent (hereinafter simply referred to as a cross-linking agent capable of fixing the annealing state of animal hair fibers by forming a cross-linked structure. It may be referred to as a crosslinking agent.). Among the crosslinking agents, the polybasic acid compound is a compound having two or more carboxyl groups in the molecule, such as adipic acid, 1,2,3-propane-tri-carboxylic acid, citric acid, 1,2 , 3,4-butane-tetra-carboxylic acid, ethylenediamine-tetra-carboxylic acid, xylylenediamine-tetra-carboxylic acid and the like. Some of the carboxyl groups of these polybasic acids may be esterified or form a salt.

Examples of the melamine derivative include monomethylol melamine, dimethylol melamine, and trimethylol melamine.

Specific examples of the compound represented by the general formula 1 include 2,5-dihydroxybenzenesulfonic acid and salts thereof, 3,5-dihydroxybenzenesulfonic acid and salts thereof, and 2,5-dihydroxybenzenephosphone. Acid and its salt, 3,5-dihydroxybenzenephosphonic acid, (N-ethyl-β-sulfonic acid) -3,4-
Dihydroxybenzoic acid amide and its salt, (N-phenyl-3'-sulfonic acid) -3,4-dihydroxybenzoic acid amide and its salt, N- (ethyl-β-sulfonic acid) -3,5-dihydroxybenzoic acid Amides and salts thereof, (N-phenyl-3'-sulfonic acid) -3,5-
Dihydroxybenzoic acid amide and its salt, benzenesulfonic acid and its salt and its salt.

Specific examples of the compound represented by the general formula 2 include 1,3-dihydroxynaphthalene-6-sulfonic acid and salts thereof, and 1,4-dihydroxynaphthalene-6.
-Sulfonic acid and its salt, 1,4-dihydroxynaphthalene-6-sulfonic acid and its salt, 1,7-dihydroxynaphthalene-3-sulfonic acid and its salt, 2,
3-dihydroxynaphthalene-6-sulfonic acid and its salt, 2,7-dihydroxynaphthalene-3,6-disulfonic acid and its salt, 2,3-dihydroxynaphthalene-6-phosphonic acid and its salt, (N-ethyl −β
-Sulfonic acid) -3,5-dihydroxynaphthalene-
2-carboxylic acid amide and a salt thereof, (N-phenyl-3
'-Sulfonic acid) -3,5-dihydroxynaphthalene-2-carboxylic acid amide and salts thereof.

The compound represented by the general formula 3 includes, for example, 2,4-diamino-6- (N-ethyl-β-
Sulfonic acid) amino-1,3,5-triazine and its salt, 2,4-diamino-6- (N-phenyl-3′-
Sulfonic acid) amino-1,3,5-triazine and its salt, 2,4-diamino-6- (aminobenzene-4-
Sulfate ethyl sulfone) -1,3,5-triazine or 2,4-di (3'-hydroxyphenyl)
Amino-6- (N-ethyl-β-sulfonic acid) amino-1,3,5-triazine and its salt, 2,4-di (3′-hydroxyphenyl) amino-6- (N-phenyl-3 ″ -Sulfonic acid) amino-1,3,5-triazine and its salts, 2,4-di (3'-hydroxyphenyl) amino-6- (aminobenzene-4-sulfateethylsulfone) -1,3,5- Examples of the compound include triazine, etc. Of course, the compounds represented by the general formulas 1, 2, and 3 in the present invention are not limited to these.

Examples of the halogen-containing compound include octachlorodipropyl ether and Mitin FF (manufactured by Ciba Geigy). When monomethylolmelamine or a compound represented by any of formulas 1 to 3 is used as a crosslinking agent, it is necessary to perform a crosslinking reaction in the presence of formalin.

In the present invention, it is also possible to use a hypophosphite, a phosphate, a Lewis acid such as zinc boron tetrafluoride, and a catalyst such as triethanolamine for promptly proceeding the crosslinking reaction. is there.

By forming a crosslinked structure in a fiber molecule constituting animal hair such as wool containing at least one of the crosslinking agents referred to in the present invention, other properties such as tensile strength and tear strength of animal hair fiber products such as wool can be obtained. It is not clear why wrinkle resistance can be improved without significantly impairing practical characteristics, but mechanical properties such that the structure of the amorphous part of wool does not change near the glass transition point by performing humidity control and heat treatment It is presumed that an excellent structure was formed and cross-linking was performed in a state where distortion of the internal molecular chains was small, thereby enabling improvement of wrinkle resistance.

In the present invention, the amount of the crosslinking agent contained in the structure of animal hair fibers such as wool is preferably 1 to 20% by weight, more preferably 2 to 15% by weight. Content is 1
When the amount is less than the weight%, the crosslinking density for fixing the annealing structure inside the animal hair fiber structure tends to be insufficient. If the cross-linking agent content exceeds 20% by weight, no further effect of improving wrinkle resistance can be obtained, and rather the properties of animal hair fibers such as feeling are impaired.

DS by the differential scanning calorimeter in the present invention
For the measurement of the C curve, about 20 mg of a sample was packed in a closed sample container having a capacity of 75 μl, and the temperature was increased at a rate of 20 ° C. per minute.
After obtaining a DSC curve between −20 ° C. and 150 ° C., a straight line is connected between two points of 40 ° C. and 90 ° C. on the curve, and this straight line and D
In this method, the amount of heat absorbed is calculated from the area of the portion surrounded by the SC curve.

The effect of improving wrinkle resistance in the present invention is intended to improve practical wrinkle resistance such as wrinkling.
For example, it shows an improvement in wrinkle resistance when the state of wrinkles when sewing a wool fabric that has been processed and sewn on pants or the like and the degree of wrinkles is determined by a replica of the IWS method.

As a method for forming an annealing structure on animal hair fibers in the present invention, it is necessary to heat-treat at a temperature of 70 ° C. or more for 1 minute or more after predetermined humidity control, and preferably at a temperature of 70 ° C. or more. It is preferably 30 minutes or more, and the heat treatment is preferably performed in a closed state.

The method for immobilizing the annealing structure of animal hair fibers in the present invention includes, for example, a polybasic acid, a melamine derivative, or a general formula 1, 2, or a crosslinking agent capable of forming a crosslinking bond with animal hair fiber molecules. At least one of the compounds represented by 3 is applied to animal hair fibers by padding, spraying, etc., and the animal is exposed to an atmosphere of a temperature and humidity that does not exceed the glass transition point of animal hair fiber molecules by + 5 ° C. 1 hair fiber
After leaving for 2 hours or more, it is sealed in a closed container in the same atmosphere, and heat-treated at 70 ° C. or more for 30 minutes or more.
Heat treatment at a temperature of 170 ° C. for 1 minute to 5 hours to react the cross-linking agent to form a cross-linked structure in the fiber molecule of animal hair such as wool, thereby fixing the annealing state. It is not something to be done.

[0024]

EXAMPLES Examples of the present invention will be shown below, but the present invention is not limited to the following examples.
Of course, the present invention can be appropriately modified and implemented within a range that can be adapted to the spirit of the preceding and following embodiments, and all of them are included in the technical scope of the present invention.

(Processing sample) Wool fabric: plain weave (merino wool: 100%) yarn count: 2/60 basis weight: 146 g / m ² weave density: 233 × 214 sample amount: vertical 21 cm, horizontal 29 cm

(Processing-Method A) A processing solution is prepared by adding 0.05% by weight of tertitol to an aqueous solution of a crosslinking agent having a solid content of 1 to 5% by weight. The treating solution has a bath ratio of 1:20.
Then, the wool fabric is dipped for 1 hour, squeezed with a mangle, dried with hot air at 80 ° C., and then steam-set. Place in a 3 l mini-color dyeing machine and place in an atmosphere of 20 ° C. and 65% RH for 24 hours.
hr, and then hermetically sealed in the atmosphere.
At 30 ° C. to 160 ° C. for 1 minute to 4 hours.

(Processing-b) The wool fabric is immersed in the treating solution in the same manner as in the processing-a method, dried, and then steam-set. Then put into a 3 l mini color dyer
After leaving for 24 hours in an atmosphere of 0 ° C. and 65% RH, the atmosphere is hermetically sealed, and then heat treatment is performed at 130 ° C. to 160 ° C. for 1 minute to 4 hours.

(Processing-C) The wool fabric is immersed in a treating solution in the same manner as the processing-A, dried, and then steam-set. Then put into a 3 l mini color dyer
After leaving for 24 hours in an atmosphere of 0 ° C. and 65% RH, the atmosphere was hermetically sealed with 1.5 g of paraformalin, heat-treated at 80 ° C. for 30 minutes, and then 130 ° C.
Heat treatment at ~ 160 ° C for 1 minute to 4 hours.

(Processing-D) The wool fabric is immersed in the processing solution in the same manner as in Processing-A, dried, and then steam-set. After that, it was left for 24 hours in a high humidity atmosphere of 20 ° C. and 90% RH, and hermetically sealed in the atmosphere.
Heat treatment at 0 ° C. for 30 minutes, followed by 130 ° C. to 160 ° C.
The heat treatment is performed at 1 ° C. for 1 minute to 4 hours.

(Processing-e method) 1% by weight of solid content
To the aqueous solution of the cross-linking agent, 0.05% by weight of tertitol is added to prepare a processing solution. The wool fabric is immersed in the treatment solution for 1 hour at a bath ratio of 1:20. During immersion, the pH of the treatment liquid is adjusted to 3.5 while adding acetic acid, and after drying, steam setting is performed. After that, the atmosphere is kept at 20 ° C. and 65% RH for 24 hours.
Let stand for 1.5 hours and leave it in the same atmosphere.
After that, a heat treatment is performed at 80 ° C. for 30 minutes, followed by a heat treatment at 130 ° C. to 160 ° C. for 1 minute to 4 hours.

(Wrinkle resistance evaluation method) The method was carried out in accordance with Niwa's teaching method at Nara Women's University: a processed sample and an unprocessed sample were sewn to the left and right of the back of the pants. After steam ironing, the pants sample is left in a constant temperature bath at 20 ° C. and 65% RH overnight, and then is tried on in a room of the same environment. Fifteen
After sitting straight, sit on the chair for 15 minutes. With this operation as one cycle, six cycles are performed. Thereafter, the sample is separated from the pants, and the degree of wrinkles is measured by an IWS wrinkle replica (grades 1 to 8).
And determine the class.

(Measurement method of endothermic amount) The measurement of the DSC curve by the differential scanning calorimeter was carried out by using DS manufactured by Mac Science Co., Ltd.
Using C3100, the sample was immersed in water at 30 ° C. for 1 hour and air-dried, then steam set, and about 20 mg of the sample was packed into a 75 μl closed sample container.
After heating at a rate of minutes and obtaining a DSC curve between −20 ° C. and 150 ° C., two points of 40 ° C. and 90 ° C. on the curve were connected with a straight line, and the straight line was surrounded by the DSC curve. Calculate the heat absorption from the area of the part.

Example 1 A wool woven fabric sample was processed and subjected to the method I,
It was processed using 2,3,4-butanetetracarboxylic acid. The heat treatment condition was 160 ° C. for 3 minutes. After the treatment, the weight increase of the wool fabric sample was 6.2% by weight.

Example 2 A wool fabric sample was processed by the processing-a method using citric acid as a crosslinking agent. The heat treatment condition was 150 ° C. for 5 minutes. After the treatment, the weight increase of the wool fabric sample was 6.8% by weight.

Example 3 A wool fabric sample was processed by the process-b method using 1,2,3,4-butanetetracarboxylic acid as a crosslinking agent. The heat treatment condition was 150 ° C. for 5 minutes. The weight increase of the wool fabric sample was 5.5% by weight.

Example 4 A wool fabric sample was processed by the processing-C method using monomethylolmelamine as a crosslinking agent. The heat treatment condition was 130 ° C. for 30 minutes. The weight increase of the wool fabric sample was 6.1% by weight.

Example 5 A wool fabric sample was processed and subjected to a two-method by using N as a crosslinking agent.
-Phenyl-3'-sodium sulfonate) -3,5
-Processed with dihydroxybenzoic acid amide.
The heat treatment condition was 150 ° C. for 5 minutes. The weight increase of the wool fabric sample was 6.6% by weight.

Example 6 A wool fabric sample was processed by the processing-d method using sodium 2,3-dihydroxynaphthalene-6-sulfonate as a crosslinking agent. Heat treatment condition is 130
C. for 30 minutes. The weight increase of the wool fabric sample was 5.
It was 8% by weight.

Example 7 A wool fabric sample was processed as a crosslinking agent by the processing-d method,
4-di (3'-hydroxyphenyl) amino-6- (N
-Phenyl-3 "-sodium sulfonate) amino-
Processed with 1,3,5-triazine. The heat treatment condition was 140 ° C. for 30 minutes. The weight increase of the wool fabric sample was 6.2% by weight.

Example 8 0.4% by weight of octachlorodipropyl ether, para-
An aqueous solution of 3.0% by weight of phenoxybenzyl-2-[(para-ethoxyphenyl-dimethyl) ethyl-ether was prepared, and a wool fabric was immersed in the treatment solution at a bath ratio of 1:20 for 5 minutes. It was dried at 100 ° C. for 5 minutes at 24 ° C. in an atmosphere of 20 ° C. and 65% RH.
After a period of time, curing was performed at 150 ° C. for 5 minutes.

Comparative Example 1 A wool fabric sample containing no crosslinking agent was left in an atmosphere of 20 ° C. and 65% RH for 24 hours. The wool fabric was placed in a container containing 6% by weight of paraformaldehyde based on the wool fabric. Further, a capillary glass tube containing 20% by weight of water with respect to the wool fabric is put into the container so that the moisture content of the wool fabric becomes 14 to 18% by weight at 100 ° C, and after sealing, the container is cooled to 100 ° C. Heated for 4 hr.

Comparative Example 2 A wool fabric sample was processed and subjected to a two-method method as a crosslinking agent.
It was processed using 2,3,4-butanetetracarboxylic acid. The heat treatment condition was 160 ° C. for 3 minutes. After the treatment, the weight increase of the wool fabric sample was 6.2% by weight.

[0043]

[Table 1] As is clear from Table 1, the wool fabric obtained in the examples has a small endothermic peak calorific value in the DSC curve, and it can be seen that practical wrinkle resistance is effectively improved.

[0044]

The animal hair fiber according to the present invention provides a practical animal hair fiber product excellent in wrinkle resistance because the annealing structure is effectively fixed so that the heat absorption in DSC measurement is reduced. can do.

[Brief description of the drawings]

FIG. 1 is a graph showing the relationship between the glass transition point (Tg) of wool and the relative humidity when the equilibrium moisture content is reached at each relative humidity (RH).

 ────────────────────────────────────────────────── ─── Continued on front page (72) Inventor Yutoshi Sato 4-1-1-15 Nakagawara, Yokkaichi-shi, Mie Inside Toyobo Co., Ltd. Mie Plant

Claims (7)

[Claims] Claims 1. An animal hair fiber after deannealing is treated with 20 hairs.
After reaching the equilibrium moisture content of the animal hair fiber in an atmosphere at 65 ° C. and a relative humidity (RH) of 65%, the animal hair fiber is cooled at 20 ° C. and RH6.
When the DSC curve was measured with a differential scanning calorimeter while sealing in an atmosphere of 5%, an endothermic peak having a maximum value in the range of 55 ° C to 70 ° C did not appear, or even if it appeared, the endothermic amount was Anti-wrinkle characterized by containing animal hair fibers, which are 300 mcal / g or less and containing a compound capable of forming a crosslinked structure with the fiber molecules constituting the fiber structure of the animal hair fibers, in the fiber product. Animal hair fiber-containing products with excellent properties. 2. The animal hair fiber, wherein at least one compound capable of forming a cross-link with a fiber molecule constituting the fiber structure of the animal hair fiber.
The animal hair fiber-containing fiber product having excellent wrinkle resistance according to claim 1, wherein a crosslinked structure is formed inside the animal hair fiber depending on the species. 3. The compound capable of forming a cross-link with a molecule constituting the fiber structure of animal hair fiber is a polybasic acid having at least two carboxyl groups in the molecule or a derivative thereof. Item 2. The animal hair fiber-containing fiber product having excellent wrinkle resistance described in 2. 4. The animal having excellent wrinkling resistance according to claim 2, wherein the compound capable of forming a crosslink with a molecule constituting the fiber structure of the animal hair fiber is a melamine compound or a derivative thereof. Wool fiber-containing textile products. 5. The compound according to claim 2, wherein the compound capable of forming a crosslink with a molecule constituting the fiber structure of the animal hair fiber is a compound selected from the group represented by formulas 1-3. An animal hair fiber-containing fiber product having excellent wrinkle resistance as described above. Embedded image Embedded image Embedded image (Wherein, X represents a sulfonic acid, a sulfate ester, a phosphonic acid ester, a phosphate ester, a salt thereof, or a substituent represented by the following formula: X = —CONH—R—SO ₃ ^—, − CONH-RP
^{_{O 3 -, -SO 2 NH-}} R-SO 3 -, -SO 2 NH-R-
PO ₃ ^- etc. In the formula, R represents an alkylene group such as an ethylene or propylene group or an arylene group. In the formula, Y
It is ^{_{-NH-R-SO 3 -,}} NH-Ar-SO 2 CH 2 CH
₂ OSO ₃ ^- represents a. In the formula, Ar represents an arylene group. In the formula, Z and Z 'represent hydrogen, a hydroxyphenyl group, or an aminophenyl group. ) 6. The compound having excellent wrinkling resistance according to claim 2, wherein the compound capable of forming a crosslink with a molecule constituting the fiber structure of the animal hair fiber is a halogen-containing compound. Animal hair fiber-containing textile products. 7. An animal hair fiber-containing fiber product is conditioned at a temperature of + 5 ° C. or less from the glass transition point of the equilibrium moisture content of the animal hair fiber until the equilibrium moisture content is reached, and then heat-treated at 70 ° C. or more, A method for producing animal hair fiber-containing fiber products, comprising reacting a molecule forming the fiber structure of animal hair fibers with a compound capable of forming a cross-linking bond.