JP2003155666A - Chemical for fiber - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a chemical for a fiber, especially for a polyester-based fiber, capable of controlling and preventing development of friction marks and wrinkles, when the fiber is dyed, and having an excellent level dyeing effect of dispersed dyes on the fiber. SOLUTION: This chemical for the fiber contains at least one of compounds expressed by the general formula (1) (R1 is a 15-40C alkyl, alkyl phenyl or polycyclic phenyl; X is a 1-10C functional group having a carbon skeletal structure of methyl, ethyl, ethylene, propyl, vinyl or phenyl; and n is an integer up to 10) and the general formula (2) (R2 is a 15-40C alkyl, alkyl phenyl or polycyclic phenyl; Y is a 1-10C functional group having a carbon skeletal structure of methyl, ethyl, ethylene, propyl, vinyl or phenyl; and m is an integer up to 10).

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a polyester fiber chemical capable of suppressing and preventing the generation of threads and wrinkles during dyeing, and having an excellent dispersion leveling effect.

[0002]

BACKGROUND ART Dyeing of polyester fiber is usually carried out by applying a dyeing process with a dyeing machine at 130 ° C. in an aqueous solution in which a dye which is poorly soluble in water is dispersed under pressure (water vapor pressure), and dyeing the dye between the crystal structures of polyester. The method of confinement is used. In this dyeing method, since the dye is sparingly soluble in water, the dye in the dispersed state is likely to aggregate during high-temperature treatment, and the polyester crystal density is non-uniform, so a large amount of coloring is easily applied to the portion where heat relaxation is likely to occur. Since color unevenness occurs due to the occurrence of the above, it is general to use a dispersion leveling agent.

Dispersing and leveling agents used for dyeing polyester have conventionally been used as compounds having a composition in which ethylene oxide is added to a compound such as polyoxyalkylene fatty acid ester, aliphatic alcohol, or alkylphenol, and such an ethylene oxide compound. A nonionic activator generated by the reaction between a terminal hydroxyl group and an aliphatic carboxylic acid, an anion activator of a sulfate ester salt obtained by sulfating a terminal hydroxyl group, and the like are used.

However, the dyeing using only the above-mentioned dispersion leveling agent was able to improve the color unevenness of the polyester fiber, but the friction between the polyester fiber cloth and the dyeing machine and the friction between the polyester fiber cloths. It was not possible to prevent dyeing troubles caused by threads and wrinkles caused by the above. Therefore, in dyeing polyester fibers, it is common to use a softener in the bath together with a dye and a dispersion leveling agent.

[0005]

However, the softening agent in the bath imparts smoothness to the polyester fiber cloth by the active agent having a high hydrophobicity physically covering the surface of the cloth to form a protective layer, thereby providing friction. In order to reduce the number of folds and to slow down the folds, a large amount of the softener in the bath must be used, a space is required for inventory management, and a large amount of cost is required, which is not economical. Moreover, since a softening agent in the bath is used in addition to the dispersion leveling agent, a plurality of types of chemicals must be used, so that management of raw materials is complicated and workability in manufacturing is also complicated.

[0006]

Therefore, the present inventor has conducted extensive studies as a result of providing a chemical for polyester fibers having a low concentration of flexibility in a bath and excellent dispersion leveling property, The present invention has been found to achieve the above object by diesterifying the terminal hydroxyl groups of a compound obtained by adding ethylene oxide to a compound such as polyalkylene fatty acid ester or aliphatic alcohol, alkylphenol, etc., which has led to the present invention. Is.

The textile agent of the present invention contains at least one compound represented by the following general formula (1) or general formula (2), which is suitable for polyester fibers. The functional group containing methyl, ethyl, ethylene, propyl, vinyl or phenyl as a component includes at least one of carbon skeletons of methyl, ethyl, ethylene, propyl, vinyl or phenyl as a structure. It is a functional group.

[Chemical 3] (In the formula, R ₁ represents an alkyl group having 15 to 40 carbon atoms, an alkylphenyl group, or a polycyclic phenyl group, n represents an integer value of 10 or less, and X represents 1 to 10 carbon atoms and methyl. , Represents a functional group containing ethyl, ethylene, propyl, vinyl or phenyl as a component.)

[Chemical 4] (In the formula, R ₂ represents an alkyl group having 15 to 40 carbon atoms, an alkylphenyl group, or a polycyclic phenyl group, m represents an integer value of 10 or less, and Y represents 1 to 10 carbon atoms and methyl. , Represents a functional group containing ethyl, ethylene, propyl, vinyl or phenyl as a component.)

Since the compound represented by the general formula (1) and the compound represented by the general formula (2) are nonionic activators, they have properties as a dispersion leveling agent. Hydrophobic part has 15 carbon atoms at 2 ends
Since it has an alkyl group of 40 to 40, an alkylphenyl group or a polycyclic phenyl group, the hydrophobic portion is oriented in the polyester fiber and also exhibits flexibility in the bath to form a protective layer. .

The production method of the compound represented by the general formula (1) contained in the drug for fibers of the present invention is not particularly limited, but it may be an alkyl group, an alkylphenyl group or a polycyclic phenyl group. After adding ethylene oxide to a monoalcohol or phenol having a group having 15 to 40 carbon atoms to obtain a monoalcohol compound having an OH group at the end of the polyoxyethylene chain, ethyl, ethylene, propyl, It can be easily obtained by reacting the divalent carboxylic acid of X having a structure of 1 to 10 carbon atoms containing a vinyl or phenyl skeleton or an anhydride thereof with the above monoalcohol compound.
In addition, a compound produced by such a method, which contains 30% by weight or more of the target compound of the general formula (1), purely contains the compound of the general formula (1). It doesn't have to be. In the production of the compound of the general formula (1), if the reaction mixture contains the compound of the general formula (1) as a reaction target in a proportion of 30 to 80% by weight, the time, workability and energy In order to be able to reduce, it is not necessary for the reaction to proceed completely until 100% by weight of the compound of the general formula (1) is obtained.

The compound represented by the general formula (1) is not particularly limited, but R ₁ in the general formula (1) is a tristyrenated phenyl group, a distyrenated phenyl group,
An oleyl group is preferred for improving flexibility in the bath, and a tristyrenated phenyl group is more preferred. Further, it is preferable that X in the general formula (1) is a phenyl group or an ethylene group, and n is 5 to 10 because the flexibility in the bath and the disperse dyeing property are good.

The production method of the compound represented by the general formula (2) contained in the drug for fibers of the present invention is not particularly limited, but it may be an alkyl group, an alkylphenyl group or a polycyclic phenyl group. After adding a lenoxide to a monocarboxylic acid or an aromatic carboxylic acid having a group having 15 to 40 carbon atoms to obtain a monoalcohol compound having a polyoxyethylene chain terminal having an OH group, ethyl, ethylene, It can be easily obtained by reacting a divalent carboxylic acid of Y having a structure of propyl, vinyl or phenyl and having a carbon number of 1 to 10 or an anhydride thereof with the above monoalcohol compound.
Further, the compound produced by such a method and containing the target compound of the general formula (2) in an amount of 30% by weight or more is purely containing the compound of the general formula (2). Instead, it may contain reaction by-products such as those in the middle of the reaction. In the production of the compound of the general formula (2), if the reaction mixture contains the compound of the general formula (2), which is a reaction target, in a proportion of 30 to 70% by weight, time, workability, and energy can be reduced. In order to be able to reduce, it is not necessary for the reaction to proceed completely until 100% by weight of the compound of the general formula (2) is obtained.

The compound represented by the general formula (2) is not particularly limited, but R ₂ − in the general formula (2) is used.
CO is preferably an oleyl group, a palmitoyl group, or a myristoyl group in order to improve the flexibility in the bath, and more preferably an oleyl group. Further, in the general formula (2), Y is a phenyl group or a styrene group, and m is 5
It is more preferably 10 to 10 because the flexibility in the bath and the disperse dyeing are good.

The textile drug of the present invention has the general formula (1):
Alternatively, at least one compound represented by the general formula (2) is contained, and one of the compound represented by the general formula (1) and the compound represented by the general formula (2) is used. It may include one or both. Further, the compound represented by the general formula (1) may include a plurality of types as a composition, and the compound represented by the general formula (2) may include a plurality of types as a composition. The drug for fibers contains both the compound represented by the general formula (1) and the compound represented by the general formula (2), and the compound represented by the general formula (1)
It is preferable that the compound represented by the general formula (2) is contained in a weight ratio of 1: 2 to 1: 4 with respect to the compound represented by, and the compound having the weight ratio of 1: 3 is most suitable. .

As described above, the fiber chemical of the present invention may be any one as long as it contains at least one of the compounds represented by the general formula (1) or the general formula (2). Also, a known drug may be contained as long as it does not seriously affect the softness in the bath.

[0015]

EXAMPLES Examples and comparative examples of the present invention will be described below, but the present invention is not limited thereto.

[Preparation of Chemicals for Fiber] (Example 1, Production of Compound Represented by General Formula (1)) In a known reactor, an ethylene oxide adduct of tristyrenated phenol (ethylene oxide) was used as a monoalcohol compound. 2 mol of the repeating number n = 7), 1 mol of phthalic anhydride and 0.02 mol of paratoluenesulfonic acid were charged, and the mixture was heated to 130 ° C. under a nitrogen stream and reacted at the same temperature for 3 hours. Then, the mixture is cooled to 30 ° C., and a phthalic acid diester of tristyrenated phenol ethylene oxide, which is a compound represented by the general formula (1),
Obtained as a mixture of phthalic acid monoester of tristyrenated phenol ethylene oxide and unreacted material. The mixture containing the compound represented by the general formula (1), which is the drug for fibers of the present invention, contained each compound in order of weight ratio of 8: 1: 1.

(Examples 2-5, Production of Compound Represented by General Formula (1)) Other than using the compounds shown in Table 1 as the monoalcohol compound and setting the reaction time to the time shown in Table 1. In the same manner as in Example 1, a mixture containing the compound represented by the general formula (1) was obtained. The mixture containing the compound represented by the general formula (1), which is the drug for fibers of the present invention, contained the respective compounds A to C in the ratios shown in Table 1.

[0018]

[Table 1]

Compound A in Table 1 is the target compound.
I mean R₁−O− (CH_TwoCH_TwoO)_n-OC-X-C0- (OCH_TwoC
H_Two)_n-OR₁ Is a compound represented by. Compound B is monoethylene oki
A side adjunct, R₁−O− (CH_TwoCH_TwoO)_n-OC-X-COOH Is a compound represented by. In addition, compound C is unreacted
Ethylene oxide having a terminal OH group, R₁−O− (CH_TwoCH_TwoO)_n−H Is a compound represented by.

Example 6, Production of Compound Represented by General Formula (2) The oleic acid ethylene oxide monoester adduct (repeating number of ethylene oxide n = 7) 2 as a monoalcohol compound in a known reactor. Mole, phthalic anhydride 1 mole and paratoluene sulfonic acid 0.02
Charge the moles and heat up to 130 ° C under nitrogen stream,
The reaction was carried out at the same temperature for 3 hours. Then, the mixture is cooled to 30 ° C., and the compound represented by the general formula (2) is a phthalic acid diester of an oleic acid ethylene oxide monoester adduct, a phthalic acid monoester of an oleic acid ethylene oxide monoester adduct, and Obtained as a mixture of reactants. The mixture containing the compound represented by the general formula (2) has a weight ratio of 7:
It was included as 2: 1.

(Examples 7 and 8, Production of Compound Represented by General Formula (2)) The compounds listed in Table 2 were used as the monoalcohol compounds, and the reaction time was set to the time listed in Table 2. Aside from the above, a mixture containing the compound represented by the general formula (2) was obtained by the same method as in Example 6. The mixture containing the compound represented by the general formula (2), which is the drug for fibers of the present invention, contained each of the compounds D to F in the ratio shown in Table 2.

[0022]

[Table 2]

Compound D in Table 2 is the target compound.
I mean R_Two−COO− (CH_TwoCH_TwoO)_m-OC-Y-C0- (OCH_TwoCH
_Two)_m-OOC-R_Two Is a compound represented by. Compound E is monoethylene oki
A side adjunct, R_Two−COO− (CH_TwoCH_TwoO)_m-OC-Y-COOH Is a compound represented by. In addition, compound F is unreacted
Ethylene oxide having a terminal OH group, R_Two−COO− (CH_TwoCH_TwoO)_m−H Is a compound represented by.

Example 9 A mixture containing the compound represented by the general formula (1) obtained in Example 1 and the compound represented by the general formula (2) obtained in Example 6 is contained. The mixture and the mixture were mixed at a weight ratio of 1: 3 to obtain the fiber medicine of the present invention.

(Example 10) A mixture containing the compound represented by the general formula (1) obtained in Example 1 and the compound represented by the general formula (2) obtained in Example 6 was contained. The mixture and the mixture were blended in a weight ratio of 1: 1 to obtain a drug for fibers of the present invention.

[Evaluation] The chemicals for fibers of the present invention obtained in Examples 1 to 10 and the compounds in Comparative Examples 1 to 3 below were evaluated for softness in bath and disperse dyeing property.

(Comparative Example 1) As a fiber chemical, a monoethylene oxide adduct of oleic acid (repeating number of ethylene oxide n = 12), which is a conventional dispersion leveling agent, was used.

(Comparative Example 2) Alcohols and phenols having hydroxyl groups at the terminals and ethylene oxide adducts of distyrenated phenols which are alkylene oxide or styrene oxide adducts (average number of repetitions of ethylene oxide) as chemicals for fibers. n = 7.
5) was used.

(Comparative Example 3) A fiber chemical having surface activity was not used.

(Evaluation of Softness in Bath) As test cloths, polyester tropical, E / C broad and cotton broad were used at a bath ratio of 1:50, and Examples 1 to 10 and Comparative Example 1 were used.
And the fiber chemical for Comparative Example 2 was added to be 0.5 g / L, and for Comparative Example 3, treatment was performed for 10 minutes at a liquid temperature of 50 ° C. without using the fiber chemical, and the treated fabric was treated. The flexibility in the bath was evaluated by handling according to the following evaluation criteria. When the test cloth was of Polyester tropical, acetic acid was added so as to be 0.3 ml / L. The results are shown in Table 3. (Evaluation Criteria) A: The flexibility in the bath is very good. ◯: The flexibility in the bath is good. B: Improvement in flexibility in the bath is recognized, and there is no problem in practical use. X: The flexibility in the bath is poor. In addition, Δ to ◯ in the table indicate an intermediate between Δ and ◯.

(Evaluation of Dispersion Dyeing Property) A polyester cloth, which is a test cloth, is placed in a stainless tube (100 mm × 30 m).
m), and in addition to Examples 1 to 10 and Comparative Examples 1 and 2 such that the fiber chemical was 0.5 g / L, Comparative Example 3 was the same except that the fiber chemical was not used. The level dyeing property was tested. Regarding the dyeing, the product name “Dianix Yellow G-” was used as a yellow dye.
FS 200 "(manufactured by Dystar Japan KK), trade name" Dianix Red KB-S "as red dye
E200 "(manufactured by Dystar Japan KK), trade name" Dianix Blue BG-F "as a blue dye
S 200 "(manufactured by Dyster Japan Co., Ltd.) was used so as to have each concentration.

[0032]   Test condition   staining:     Dye Dianix Yellow G-FS 200 0.5% o.w.f.           Dianix Red KB-SE 200 0.5% o.w.f.           Dianix Blue BG-FS 200 0.5% o.w.f.     Acetic acid 0.3 mL / L     Bath ratio 1:20     Temperature 130 ℃     Time 60 minutes   Reduction cleaning:     Visnol SK (manufactured by Yatasha Yushi Kogyo Co., Ltd.) 1.0 g / L     Sodium hydroxide (flakes) 1.0 g / L     Hydrosulfite 1.0 g / L     Bath ratio 1:20     Temperature 80 ℃     20 minutes

The results of the level dyeing test under the above test conditions were evaluated according to the following evaluation criteria. The results are shown in Table 3. (Evaluation Criteria) ⊚: Dispersion leveling property is very good. ◯: Dispersion leveling property is good. (Triangle | delta): It is in the state in which the improvement in the disperse dyeing property is recognized and there is no problem in practical use. X: Dispersion leveling property is poor. In addition, ◯ to ⊚ in the table represent an intermediate between ◯ and ⊚.

[0034]

[Table 3]

From the above results, the fiber chemicals of Examples 1 to 10 of the present invention had the flexibility in the bath and the disperse dyeing level with respect to the polyester fiber to the extent that there was no practical problem. On the other hand, in Comparative Example 3, that is, in the case of using no surface active agent for fibers, both the flexibility in the bath and the disperse dyeing property were poor. The chemicals for fibers of Comparative Example 1 had good disperse-dyeability but poor softness in the bath.
In Comparative Example 2, alcohols and phenols having a hydroxyl group at the terminal and their alkylene oxide or styrene oxide adducts were used as chemicals for fibers. The dyeability was poor, and the flexibility in the bath and the dispersibility in the dispersion were not compatible with each other.

Further, in Example 9, that is, containing both the compound represented by the general formula (1) and the compound represented by the general formula (2), the compound represented by the general formula (1)
The one using the fiber chemical of the present invention containing the compound represented by the formula (1) and the general formula (2) in a ratio of 1 to 3 was very good in the bath flexibility and the dispersion leveling property.

[0037]

EFFECTS OF THE INVENTION The chemicals for textiles of the present invention have both the flexibility in the bath and the dispersibility in the dispersion which are equal to or greater than the level at which there is no problem in practical use, and suppress the occurrence of threads and wrinkles during dyeing. It is possible to prevent this, and it is possible to dye without causing color unevenness. In addition, by using the textile chemical of the present invention for dyeing, it is not necessary to use a softening agent in the bath together, so that workability and economical efficiency in dyeing work can be improved.

   ─────────────────────────────────────────────────── ─── Continued front page    F-term (reference) 4H057 AA01 CA13 CA26 CB16 CC02                       DA01 DA17                 4L033 AA07 AB04 AC01 AC02 AC08                       AC15 BA14 BA21

Claims (2)

[Claims] 1. A drug for fibers containing at least one compound represented by the following general formula (1) or general formula (2). [Chemical 1] (In the formula, R ₁ represents an alkyl group having 15 to 40 carbon atoms, an alkylphenyl group, or a polycyclic phenyl group, n represents an integer value of 10 or less, and X represents 1 to 10 carbon atoms and methyl. Represents a functional group containing ethyl, ethyl, ethylene, propyl, vinyl or phenyl as a component.) (In the formula, R ₂ represents an alkyl group having 15 to 40 carbon atoms, an alkylphenyl group, or a polycyclic phenyl group, m represents an integer value of 10 or less, and Y represents 1 to 10 carbon atoms and methyl. , Represents a functional group containing ethyl, ethylene, propyl, vinyl or phenyl as a component.) 2. The compound represented by the general formula (1) and the compound represented by the general formula (2) are contained in a weight ratio of 1: 2 to 1: 4. The drug for fibers according to 1.