JP3085805B2 - How to process textile products - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

TECHNICAL FIELD The present invention relates to a method for treating textile products.
More specifically, the present invention is directed to dyeing a fiber material composed of a polyester fiber or a mixed fiber of a polyester fiber and another fiber with a dye such as a disperse dye, a cationic dye, or the like, by dyeing, continuous dyeing, or printing. The present invention relates to a treatment method for improving various properties such as prevention of deterioration of light fastness of a fiber product and prevention of fiber strength embrittlement by adding an ultraviolet absorber to a dyeing bath or a printing paste.

[0002]

2. Description of the Related Art A fiber product made of polyester fiber,
For those requiring high durability and high sunlight fastness, for example, carpets, car seats, car mats, seat belts, etc., use a UV absorber in combination with the dyeing bath or printing paste. Is common. As a measure against sunlight fastness, for example, as disclosed in JP-A-60-59185 and JP-A-2-41468, the following structural formula II is generally used.

[0003]

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[0004] 2- (2'-hydroxy-3'-
An aqueous dispersion of an ultraviolet absorber comprising (t-butyl-5'-methylphenyl) -5-chlorobenzotriazole is used in combination with a dyeing bath. Certainly, the dyed product obtained by this method exhibits a class 4 to 5 fastness when exposed to a high temperature fade-o meter at 83 ° C. for 200 hours, and is practically usable. However, in an actual processing step, it is general to perform a finishing set process at 160 to 190 ° C. after dyeing. When dyeing using a compound II ultraviolet absorber, if the temperature of this finishing set is increased, the ultraviolet absorber sublimes from the fiber, and there is a problem that the effect of improving the fastness to sunlight is weakened.
Therefore, processing must be performed at a low temperature of 140 to 150 ° C. at the expense of the set effect, and processing plants have difficulty in maintaining productivity and constant quality. In addition, at 200 to 210 ° C., such as is performed for seat belt dyeing,
In dye fixing by the so-called thermosol method for ~ 5 minutes,
Conventional UV absorbers sublime and lose their effectiveness. Further, in a process incorporating a printing method, for example, a process in which a printing paste is printed after being dyed using a conventional ultraviolet absorber, and further subjected to HT steaming fixation at 170 to 180 ° C. for 7 to 8 minutes. The UV absorber adsorbed on the fibers by dyeing sublimates during the high-temperature treatment, and the effect of improving the fastness to sunlight is almost lost.As a result, the dyed part shows the unfastened sunlight fastness. Would. Further, even if a conventional ultraviolet absorber is used in combination with the printing paste, the ultraviolet absorber also sublimates during HT steaming, and the effect of improving the light fastness of the handle cannot be obtained.

[0005] Furthermore, recently, in practical use, in a vehicle using a fiber material such as a car seat or a car mat processed by using a conventional ultraviolet absorbent, the ultraviolet absorbent is gradually incorporated into the vehicle. The problem is that the glass of a car is sublimated to fog and the transparency of the glass is reduced.
This is an important factor in terms of safety, and an urgent solution is desired.

Japanese Patent Application Laid-Open No. Hei 4-91274 discloses the following structural formula III:

[0007]

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2- (2'-hydroxy-3'- having
(3 ", 4", 5 ", 6" -tetrahydrophthalimidomethyl) -5'-methylphenyl dibenzotriazole and the following structural formula IV

[0009]

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2,2'-dihydroxy-4,
It is disclosed that 4'-dimethoxybenzophenone is useful as an ultraviolet absorber for use in dyeing processing involving high temperature treatment of polyester fibers. In the case of compound III, the sublimability of the compound is small, and the compound has an excellent effect of preventing the fiber from decreasing in strength due to sunlight. However, with regard to sunlight fastness, the effect of preventing the discoloration of the dye is slightly weaker than the conventional product, and even more problematic is the compound which appears remarkably in the sunlight fastness test by prolonged irradiation with a xenon light source. This is whitening or yellowing of the irradiated part, which is considered to be caused by photochemical reaction itself. Therefore, compound III is mainly used for processing a seatbelt for the purpose of maintaining fiber strength, and cannot be used for applications in which hue is important such as car seats. Compound IV cannot be used particularly in light-color processing because the compound itself has a strong yellow color. Also, this compound IV has a disadvantage that compounds II and III do not have, as a disadvantage, that an ultraviolet absorber adheres to the wall of the dyeing machine after dyeing, and if the dyeing machine is not carefully washed, it will stain the cloth at the next dyeing. There is a problem that a trouble of adhesion occurs.

[0011]

DISCLOSURE OF THE INVENTION The present invention overcomes various problems relating to the sublimability and melting point of the above-mentioned ultraviolet absorber, and provides various dyeings such as dip dyeing, thermosol fixation in continuous dyeing and printing. It is an object of the present invention to provide a method capable of achieving the original object of improving the fastness to sunlight of a polyester dyed product and preventing a decrease in fiber strength.

[0012]

SUMMARY OF THE INVENTION In order to solve the above-mentioned problems, the present invention is directed to dyeing a fiber material made of polyester fiber or a mixed fiber of polyester fiber and another fiber using a dye such as a disperse dye. When printing, the following general formula I is used in a dyeing bath or a color paste for printing.

[0013]

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(Wherein R represents a butylene group or a hexylene group).
The present invention provides a method for treating a fiber product, wherein a 0% aqueous dispersion is used in an amount of 0.2 to 10% based on the fiber weight. Examples of the fiber material useful in the present invention include a woven fabric, a knitted fabric, and a brushed product thereof made of a polyester-based synthetic fiber or a mixed fiber of a polyester-based synthetic fiber and another fiber, for example, cotton, rayon, wool, nylon, acetate, and the like. , Car mats, car seats and seat belts.

As a method for dyeing the above-mentioned fiber material, solvent dyeing and the like can be considered, but in general, it is preferable to carry out the dyeing in an aqueous system from the viewpoint of economy and consideration for the global environment. For the purpose of imparting the ultraviolet absorbent in the present invention, unlike the kneading process to plastics, polyester resins and the like, the ultraviolet absorbent cannot be used in a molten state, so that a dye bath or a color paste for printing is used. A system which exerts an effect by adding an ultraviolet absorber to the system and causing it to be physically and chemically adsorbed to textiles is required.

The present inventors have been concerned with improving the light fastness of textiles by using an aqueous dispersion of an ultraviolet absorber.
Physical, chemical and inorganic properties of the UV absorber itself
After extensive studies, taking into account the organic value, molecular volume, particle size in the aqueous dispersion, dispersant, etc., a conventional method of kneading into plastics, rubber, polyester resin, etc. ( JP-B-47-17283, JP-A-1-2
Α represented by the general formula I which have been used only as 45046), .omega.-bis (4-benzoyl-3-hydroxy
Shi phenoxy) 5-50% aqueous dispersion of an alkane, by adding to the dyeing bath or textile printing color paste in the dyeing or printing of textiles, prevent and fiber strength reduction light fastness of textiles It has been found that embrittlement can be prevented at a level that can withstand practical use, and that the problems of sublimation and glass fogging, which are disadvantages of the conventional ultraviolet absorber, can be remarkably improved.

Compound I can be produced by reacting 2,4-dihydroxybenzophenone with dihalogenated butane or dihalogenated hexane. Since compound I, which is an ultraviolet absorber, is insoluble in water, a dispersion is prepared in advance by using 5 to 50% by weight of the ultraviolet absorber with a dispersant and water, and then dyed in the form of a physically pulverized fine particle dispersion. Used in a bath or printing paste. Although the size of the particles is not particularly limited, the average particle size is 2 μm
It is desirable to use it in the state crushed to the following size.
As the dispersant, for example, the following surfactants can be used, but the dispersant is not particularly limited thereto.

(A) Formaldehyde condensate of naphthalenesulfonic acid. (B) 4 to 50 alkylphenols having 8 to 12 carbon atoms
Molar alkylene oxide adducts, sulfates thereof and esters of fatty acids having 8 to 20 carbon atoms. Here, examples of the alkylene oxide include ethylene oxide, propylene oxide and butylene oxide, and any of a single adduct, a block of two or three or a random adduct thereof may be used.

(C) 4 to 50 moles of an alkylene oxide adduct of phenol to which 3 to 8 moles of styrene has been added,
Esters of the sulfate and fatty acids having 8 to 20 carbon atoms. Here, examples of the alkylene oxide include ethylene oxide, propylene oxide and butylene oxide, and any of a single adduct, a block of two or three or a random adduct thereof may be used.

(D) Alkylene oxide adducts of alkylphenols having 8 to 12 carbon atoms to which 1 to 2 moles of styrene are added, sulfates thereof and esters of fatty acids having 8 to 20 carbon atoms. Here, examples of the alkylene oxide include ethylene oxide, propylene oxide and butylene oxide, and any of a single adduct, a block of two or three or a random adduct thereof may be used.

(E) Polyalkylene oxides, sulfates thereof and fatty acid esters having 8 to 20 carbon atoms. here,
Examples of the alkylene oxide include ethylene oxide, propylene oxide and butylene oxide, and may be a single adduct thereof, a block of two or three, or a random adduct thereof.

(F) Alkylene oxide adducts of amines such as ethylenediamine and diethylenetriamine, sulfates thereof and esters of fatty acids having 8 to 20 carbon atoms. Here, as the alkylene oxide, ethylene oxide,
Examples thereof include propylene oxide and butylene oxide, which may be a single adduct thereof, a block of two or three members, or a random adduct thereof.

(G) Sulfuric oxide of alkyl diphenyl ether having 8 to 12 carbon atoms. (H) polyvinyl alcohol. (I) Polymers and copolymers of vinyl monomers such as acrylic acid, methacrylic acid, maleic acid, acrylamide, acrylonitrile, and vinyl acetate. (J) Carboxymethyl cellulose.

(K) Sodium alginate. (L) Alkylene oxide adducts of natural polysaccharides such as locustbin and guar gum. Here, alkylene oxide means ethylene oxide or propylene oxide.

In the dyeing bath for dyeing, the compound I
Is used in an amount of 0.2 to 10% based on the weight of the fiber, a dye such as a disperse dye or a cationic dye, a surfactant as a leveling agent, and acetic acid. Etc. pH
Chemicals used for ordinary dyeing, such as an adjusting agent, a chelating agent such as EDTA or sodium polyacrylate, an antioxidant and an antifoaming agent are used. The dyeing process may be the same as that conventionally performed, and the fiber material is scoured or not scoured, and is subjected to a liquid jet dyeing machine, a beam dyeing machine, a dyeing machine such as a cheese dyeing machine at 120 ° C. After dyeing at 140 ° C. for 20 to 60 minutes, a finishing step is performed.

In the continuous dyeing, the scoured fiber material contains 0.2 to 10% of an aqueous dispersion of the compound I and contains a dye, sodium alginate as a migration inhibitor, carboxymethylcellulose, vinyl acetate and maleic acid. Polyacrylamide as a deep-dyeing agent comprising a copolymer and a copolymer of acrylic acid and acrylamide,
Surfactants as leveling agents and penetrants, sodium chlorate and sodium metanitrobenzenesulfonate as reduction inhibitors, immersion in a dye bath containing citric acid, malic acid, tartaric acid, etc. as pH adjusters, and then After a so-called pad process of squeezing with a mangle or the like, drying is performed and a fixing process such as thermosol or steaming is performed. Thereafter, soaping and finishing are performed.

In the printing, the printing paste is printed without scouring, after scouring, or after dyeing. In the printing paste, 0.2 to 10% of an aqueous dispersion of the compound I, a printing paste such as sodium alginate, processed starch, guar gum paste, carboxymethyl cellulose, and citric acid for pH adjustment Chemicals used in ordinary printing, such as organic acids such as malic acid, malic acid, sodium chlorate and sodium metanitrobenzenesulfonate as anti-reducing agents, surfactants as thick dyes, terpene emulsions and antifoaming agents Can be After printing, it is dried, fixed by HT steaming, thermosol, etc., then soaped and finished.

[0028]

The following examples further illustrate the present invention.
In the examples, parts and% are parts by weight and% by weight, respectively.
Is shown. Example 1 1,4-Bis (4-benzoyl-3- hydroxyphenoxy ) butane powder 150 g, 1 mol phenol to 3
Mole of styrene and one more ethylene oxide
8 g of a nonionic surfactant added with 5 moles and 350 of water
g with a sand grinder manufactured by Igarashi Machine Manufacturing Co., Ltd.
After a time treatment, a fine particle dispersion having an average particle diameter of 0.4 μm was obtained. The particle size is measured by Shimadzu Seisakusho Co., Ltd. particle size distribution analyzer S
It was measured by ALD-1100 (the same in the following examples).

Example 2 150 g of 1,4-bis (4-benzoyl-3- hydroxyphenoxy ) butane powder, 150 g of Lippotol B-12 (an anionic surfactant manufactured by Nika Chemical Co., Ltd.) and water 200 g was treated with a sand grinder manufactured by Igarashi Machine Manufacturing Co., Ltd. for 4 hours to obtain a fine particle dispersion having an average particle diameter of 0.45 μm. Example 3 150 g of 1,6-bis (4-benzoyl-3- hydroxyphenoxy ) hexane powder, a nonionic interface obtained by adding 3 mol of styrene to 1 mol of phenol and further adding 15 mol of ethylene oxide. 8 g of activator and 35 of water
0 g was treated with a sand grinder manufactured by Igarashi Machine Manufacturing Co., Ltd. for 4 hours to obtain a fine particle dispersion having an average particle diameter of 0.42 μm.

Comparative Example 1 Powder of 2- (2'-hydroxy-3'-tert-butyl-5'-methylphenyl) -5-chlorobenzotriazole (150 g), 1 mol of phenol and 3 mol of styrene were added. Further, 8 g of a nonionic surfactant to which 15 mol of ethylene oxide had been added and 350 g of water were treated with a sand grinder manufactured by Igarashi Machine Manufacturing Co., Ltd. for 4 hours to obtain a fine particle dispersion having an average particle diameter of 0.41 μm.

Comparative Example 2 2- {2'-hydroxy-3 '-(3 ", 4", 5 ",
150 g of powder of 6 ″ -tetrahydrophthalimidomethyl) -5′-methylphenyl benzotriazole, 8 g of a nonionic surfactant obtained by adding 3 mol of styrene to 1 mol of phenol and further 15 mol of ethylene oxide, and 350 g of water. Treated with a sand grinder manufactured by Igarashi Machine Manufacturing Co., Ltd. for 4 hours to obtain an average particle size of 0.41
A μm fine particle dispersion was obtained.

Comparative Example 3 150 g of a powder of 2,2'-dihydroxy-4,4'-dimethoxybenzophenone, 8 g of a nonionic surfactant obtained by adding 3 mol of styrene to 1 mol of phenol and further adding 15 mol of ethylene oxide And 350 g of water were treated with a sand grinder manufactured by Igarashi Machine Manufacturing Co., Ltd. for 4 hours to obtain a fine particle dispersion having an average particle size of 0.39 μm.

Comparative Example 4 150 g of 2,2'-methylenebis (3-methoxy-6-benzoylphenol) powder, 3 moles of styrene added to 1 mole of phenol, and 15 moles of ethylene oxide were added to the nonionic surfactant. 8 g of agent and 35 water
0 g was treated with a sand grinder manufactured by Igarashi Machine Manufacturing Co., Ltd. for 4 hours to obtain a fine particle dispersion having an average particle diameter of 0.40 μm.

Example 4 (Performance Test Example) A performance test was carried out as follows using the above-mentioned ultraviolet absorbent dispersion. a) Test cloth Polyester napped product for car seat (basis weight 650 g / m
² ) was subjected to a sunlight fastness test after dyeing under the following conditions.

B) Dyeing and dyeing method Dyeing machine Texam Giken Co., Ltd.
Dyeing at 130 ° C for 30 minutes
After reducing and washing at 10 ° C. for 10 minutes, it was dried to obtain a gray dyed product. Next, dry heat treatment was performed at 160 ° C. for 2 minutes using a pin tenter manufactured by Uenoyama Iron Works Co., Ltd.

Dye bath composition CI Disperse Yellow 42 0.21% owf. CI Disperse Red 302 0.08% owf. CI Disperse Violet 57 0.07% owf. CI Disperse Blue 60 0.11% owf. CI Basic Yellow 67 0.11% owf. CI Basic Red 29 0.15% owf. CI Basic Blue 54 0.40% owf. Nikka Sun Salt SD-07 (Dispersion leveling agent manufactured by Nikka Chemical Co., Ltd.) 0.5 g / l 90% acetic acid 0.5 g / l UV absorber dispersion 2 or 4% owf. Bath ratio: 1:10 Reduction cleaning bath composition Sunmole RC-1 (Nippon Kagaku Co., Ltd. soaping agent) 2 g / l c) Evaluation method (1) Sunlight fastness method A High-temperature fade-o-meter (Suga Test Machine) (Made by Co., Ltd.) for 400 hours at 83 ° C. (Polyurethane 1).
cm lining). Next, the degree of discoloration was judged by a series using a discoloration gray scale (JIS-0804-74) (the larger the series, the better the sunlight fastness).

Method B Xenon Fade O Meter (Suga Test Machine Co., Ltd.)
Using Ltd.), after 4.8 hours irradiation at 89 ° C., the dark for one hour at 38 ° C. and 50 cycle operation as one cycle (integrated irradiance 55000KJ / m ^2, polyurethane 1cm
backing). Next, the degree of discoloration was judged by a series using a discoloration gray scale (JIS-0804-74) (the larger the series, the better the sunlight fastness).

(2) Residual rate of ultraviolet absorbent The dyed cloth before and after the dry heat treatment was subjected to Soxhlet extraction (3 hours with chloroform), and the residual rate of the ultraviolet absorbent during the dry heat treatment was measured. d) Results The results are shown in Table 1 below.

[0039]

[Table 1]

It can be seen that the dyed product obtained by the method of the present invention is excellent in both fastness to sunlight and survivability during dry heat treatment. Example 5 (Performance test example) A performance test was performed as follows using the above-mentioned ultraviolet absorbent dispersion. a) Test cloth A gray polyester nap product (having a basis weight of 650 g / m ² ) dyed in Example 4 was printed under the following conditions and then subjected to a sunlight fastness test.

B) Printing and Printing Method A color paste having the following composition was printed on the test cloth with a # 1500 mesh screen using an automatic screen printing tester manufactured by Tsujii Dyeing Machine Co., Ltd. in a floral pattern. . 100 ℃
HT steamer (manufactured by Tsujii Someki Co., Ltd.)
At 175 ° C. for 7 minutes. After that, it was washed by reduction and dried.

Color paste composition for printing Nikka gum 2A (processed starch paste manufactured by Nikka Chemical Co., Ltd.) 10% water-expanded product 150 g Nikka gum C-170 (CMC paste manufactured by Nikka Chemical Co., Ltd.) 8 % Water swelling substance 450g CI Disperse Blue 60 10g Sunfloren FK-2 (Dyeing agent for printing by Nika Chemical Co., Ltd.) 30g Citric acid 2g Sodium chlorate 1g Ultraviolet absorbent dispersion 20g Water 337g Total 1000g Reduction washing bath Composition Sunmol FL conc. (Nippon Kagaku Co., Ltd. soaping agent) 2 g / l soda ash 2 g / l hydrosulfite 2 g / l c) Evaluation method (1) Sunlight fastness Same as the method of Example 4.

(2) Residual rate of ultraviolet absorbent The residual rate of the ultraviolet absorbent during the HT steaming treatment was measured in the same manner as in Example 4. d) Results The results are shown in Table 2 below.

[0044]

[Table 2]

It can be seen that the printed matter obtained by the method of the present invention is excellent in both fastness to sunlight and persistence after HT steaming. Example 6 (Performance test example) A performance test was performed as follows using the above-mentioned ultraviolet absorbent dispersion. a) Test cloth A polyester seat belt was dyed by a continuous dyeing method by the following method, and subjected to a light fastness test.

B) Continuous dyeing method The following continuous dyeing bath was prepared, padded with a mangle at a squeezing ratio of 60%, dried at 100 ° C for 1 minute, and then a pin tenter manufactured by Uenoyama Iron Works Co., Ltd. Using 2
Thermosol treatment was performed at 00 ° C. for 3 minutes. Next, reduction washing was performed by the method of Example 4.

Continuous dyeing bath composition CI Disperse Yellow 42 0.21% by weight CI Disperse Red 302 0.15% by weight CI Disperse Blue 60 0.11% by weight Citric acid 2% by weight Sodium alginate 0.1% by weight UV absorber dispersion 6% by weight Water balance 100 c) Evaluation method (1) Sunlight fastness Same as the method of Example 4.

(2) Residual rate of ultraviolet absorbent The residual rate of the ultraviolet absorbent at the time of thermosol treatment was measured in the same manner as in Example 4. d) Results The results are shown in Table 3 below.

[0049]

[Table 3]

It can be seen that the dyed product obtained by the method of the present invention is excellent in both fastness to sunlight and persistence after thermosol treatment. Example 7 (Performance test example) A performance test was performed as follows using the above-mentioned ultraviolet absorbent dispersion. a) Test cloth Polyester napped product for car seat (basis weight 650 g / m
² ) was subjected to a haze test under the following conditions.

B) Exhaustion treatment method Dyeing machine Texam Giken Co., Ltd. in the following treatment bath and bath ratio.
Treated at 130 ° C for 30 minutes using mini-color made by
After reducing and washing at 10 ° C. for 10 minutes, it was dried. Next, dry heat treatment was performed at 160 ° C. for 2 minutes using a pin tenter manufactured by Uenoyama Iron Works Co., Ltd. Thereafter, reduction cleaning was performed by the method of Example 4.

Treatment bath composition Nikka Sun Salt SD-07 (dispersing and leveling agent manufactured by Nikka Chemical Co., Ltd.) 0.5 g / l 90% acetic acid 0.5 g / l UV absorber dispersion 4.0% owf. Bath ratio: 1:10 c) Evaluation method Glass haze test A circular test piece having a diameter of 70 mm is taken from the above-mentioned dyed cloth, and placed in a cylindrical glass container having an upper mouth diameter of 40 mm and a bottom diameter of 70 mm with the napped surface facing up. 50mm height, 50mm width on top of glass container
A transparent glass plate of 1 mm (having a haze of 1% or less) is placed and heated in an oil bath at 100 ° C. for 5 hours. After heating, the glass plate was taken out, and the haze of the glass plate was measured using a direct reading haze computer HGM-2DP (manufactured by Suga Test Instruments Co., Ltd.) (the smaller the number, the better the glass haze).

D) Results The results are shown in Table 4 below.

[0054]

[Table 4]

Example 8 (Performance Test Example) A performance test was carried out as follows using the above-mentioned ultraviolet absorbent dispersion. a) Test cloth A polyester fabric (Ponzi) was dyed by a continuous dyeing method according to the following method and subjected to a fastness test.

B) Continuous dyeing and dyeing method A continuous dyeing bath shown below was prepared, padded with a mangle at a squeezing ratio of 80%, and dried at 100 ° C. for 1 minute.
Then, using a pin tenter manufactured by Uenoyama Iron Works Co., Ltd., 200
Thermosol treatment was performed at 3 ° C. for 3 minutes. Thereafter, reduction cleaning was performed by the method of Example 4.

Continuous dyeing bath composition CI Disperse Blue 60 4% by weight Citric acid 0.2% by weight Sodium alginate 0.1% by weight Ultraviolet absorbent dispersion 7% by weight Water remaining 100c) Evaluation method Fiber intensity decrease by ultraviolet irradiation Xenon fade o・ Meter (Suga Test Machine Co., Ltd.)
Was irradiated for 100 hours at 89 ° C. (polyurethane 1 cm lining). Next, the ultraviolet irradiation unit was subjected to JI using Autograph IM-100 (manufactured by Shimadzu Corporation).
The tear strength was measured according to S-1018, and the degree of embrittlement was calculated according to the following equation.

[0058]

(Equation 1)

D) Results The results are shown in Table 5 below.

[0060]

[Table 5]

[0061]

According to the present invention, it is possible to obtain a dyed or printed product of a polyester fiber material having excellent physical properties such as fastness to sunlight and fiber strength.

──────────────────────────────────────────────────続 き Continued on the front page (58) Fields surveyed (Int.Cl. ⁷ , DB name) D06P 1/651 D06P 3/54 D06P 3/04

Claims (1)

(57) [Claims] When dyeing or printing a fiber material composed of polyester fiber or a mixed fiber of polyester fiber and another fiber using a dye such as a disperse dye, the following is contained in a dye bath or a color paste for printing. Formula I (Wherein R represents a butylene group or a hexylene group), wherein a 5 to 50% aqueous dispersion of a benzophenone-based compound represented by the formula (1) is used in an amount of 0.2 to 10% based on the fiber weight. How to treat textile products.