JP2015148038A - Functionality-providing agent for fiber - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a chemical agent which allows an ultraviolet absorber and light stabilizers such as a hindered amine-based light stabilizer to efficiently adhere to a fiber, and provides the fiber with a high ultraviolet absorption effect and a high light deterioration prevention effect.SOLUTION: There is provided a functionality-providing agent for fiber, comprising one or both of an ultraviolet absorber and a hindered amine-based light stabilizer, a cationic surfactant containing a polyether group, and water.

Description

  The present invention relates to a fiber function-imparting agent containing light stabilizers such as an ultraviolet absorber and a hindered amine light stabilizer, a polyether group-containing cationic surfactant and water.

In recent years, development of functional fibers having various properties has been actively conducted. For example, the fiber has flexibility, antistatic effect, antibacterial / anti-mite effect, pollen adhesion prevention effect, other perfume, deodorant, light stabilizer, recontamination preventive agent, etc. By attaching to the fiber, it becomes possible to obtain a high-performance fiber according to the application (Patent Documents 1 and 2).
Among the functional fibers listed above, a fiber to which an ultraviolet absorber or a hindered amine light stabilizer, which is a light stabilizer, is added, that is, a fiber that prevents ultraviolet light or a fiber that prevents deterioration due to light damages the skin. The effect of absorbing and detoxifying ultraviolet rays, the effect of preventing discoloration and reduction of strength due to light, and the effect of protecting the product from deterioration can be obtained. Therefore, it can be said that it is a functional fiber having a very high need for use in a wide range of applications such as curtains, carpets, pet clothes, and all kinds of clothes from infants to adults. In the past, development has been actively conducted to respond to this need (Patent Documents 3 and 4), but the effect is not satisfactory, and the establishment of a technique to attach a sufficient amount of light stabilizers to the fiber. Has not yet been reached.

Now, in the additive used when adding functionality to the fiber, the surfactant has so far acted as an auxiliary agent to improve the adhesion of the additive to the fiber or enhance the effect of the additive. In particular, it is known that the effect is often seen with a cationic surfactant (Patent Documents 5 and 6). However, depending on the type of additive, the effect may not be seen, and even if the effect is obtained, it is almost impossible to say that it is sufficient. Finding an adjuvant that reliably exhibits such an effect leads to an improvement in the quality of the functional fiber. Further, since the remaining amount of the additive in the treatment waste liquid is also reduced, the waste liquid treatment becomes easy, leading to a reduction in environmental burden.
From the above, the development of fibers with enhanced ultraviolet absorption effects and light degradation prevention effects is strongly desired by the market, and in order to meet these needs, a method for efficiently attaching additives exhibiting these effects to the fibers is required. It can be said that it needs to be established.

JP-A-5-98570 JP 2012-224958 A JP 2009-13518 A JP 2009-7731 A JP 2008-156565 A JP 2010-138538 A

  Therefore, the present invention provides an agent for efficiently attaching light stabilizers such as an ultraviolet absorber and a hindered amine light stabilizer to a fiber and imparting a high ultraviolet absorption effect and a light deterioration preventing effect to the fiber. For the purpose.

  Therefore, the present inventors diligently studied to arrive at the present invention. That is, the present invention is a fiber function-imparting agent characterized by containing either or both of an ultraviolet absorber, a hindered amine light stabilizer, a polyether group-containing cationic surfactant, and water.

  The effect of this invention exists in providing the functional imparting agent for fibers which can provide the fiber with a high ultraviolet-absorption effect and a photodegradation prevention effect.

  In the present specification, ultraviolet absorbers and hindered amine light stabilizers are collectively referred to as “light stabilizers”, and cationic surfactants having polyether groups in the molecule are referred to as “polyether group-containing cationic surfactants”. "

  The functionality-imparting agent for fibers according to the present invention comprises a functional property-imparting agent for fibers, comprising either or both of an ultraviolet absorber, a hindered amine light stabilizer, a polyether group-containing cationic surfactant, and water. It is. The functionality-imparting agent for fibers containing the ultraviolet absorbent, the polyether group-containing cationic surfactant and water of the present invention can impart to the fiber an anti-ultraviolet effect that protects the skin from ultraviolet rays that adversely affect the skin, The hindered amine light stabilizer, polyether group-containing cationic surfactant, and water-containing functional imparting agent of the present invention can impart a photodegradation preventing effect to the fiber to prevent discoloration or strength reduction due to light. In the case where both the ultraviolet light inhibitor and the hindered light stabilizer are used in the fiber functionality-imparting agent of the present invention, both of the above effects can be imparted to the fiber.

  The ultraviolet absorber usable in the present invention is not limited as long as it is a known ultraviolet absorber, and is not limited. For example, 2,4-dihydroxybenzophenone, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-octoxybenzophenone, 5,5′-methylenebis (2-hydroxy-4-methoxybenzophenone) and other benzophenone ultraviolet absorptions Agents: 2- (2-hydroxy-5-methylphenyl) benzotriazole, 2- (2-hydroxy-5-methylphenyl) -5-chlorobenzotriazole, 2- (2-hydroxy-5-t-octylphenyl) Benzotriazole, 2- (2-hydroxy-5-t-octylphenyl) -5-chlorobenzotriazole, 2- (2-hydroxy-3,5-di-t-butylphenyl) benzotriazole, 2- (2-hydroxy -3,5-di-t-butylphenyl) -5-chlorobenzotria Sol, 2- (2-hydroxy-3-tert-butyl-5-methylphenyl) benzotriazole, 2- (2-hydroxy-3-tert-butyl-5-methylphenyl) -5-chlorobenzotriazole, 2- (2-hydroxy-3,5-dicumylphenyl) benzotriazole, 2- (2-hydroxy-3,5-dicumylphenyl) -5-chlorobenzotriazole, 2,2′-methylenebis (4-t-octyl) -6-benzotriazolylphenol), polyethylene glycol ester of 2- (2-hydroxy-3-t-butyl-5-carboxyphenyl) benzotriazole, 2- [2-hydroxy-3- (2-acryloyloxyethyl) ) -5-methylphenyl] benzotriazole, 2- [2-hydroxy-3- (2-acryloyloxye) Til) -5-methylphenyl] -5-chlorobenzotriazole, 2- [2-hydroxy-3- (2-methacryloyloxyethyl) -5-t-butylphenyl] benzotriazole, 2- [2-hydroxy-3 -(2-methacryloyloxyethyl) -5-t-butylphenyl] -5-chlorobenzotriazole, 2- [2-hydroxy-3- (2-methacryloyloxyethyl) -5-t-octylphenyl] benzotriazole, 2- [2-hydroxy-3- (2-methacryloyloxyethyl) -5-t-octylphenyl] -5-chlorobenzotriazole, 2- [2-hydroxy-3- (2-methacryloyloxyethyl) -5 t-butylphenyl] benzotriazole, 2- [2-hydroxy-3- (2-methacryloylio) Ciethyl) -5-t-butylphenyl] -5-chlorobenzotriazole, 2- [2-hydroxy-5- (2-methacryloyloxyethyl) phenyl] benzotriazole, 2- [2-hydroxy-5- (2- Methacryloyloxyethyl) phenyl] -5-chlorobenzotriazole, 2- [2-hydroxy-3-t-butyl-5- (2-methacryloyloxyethyl) phenyl] benzotriazole, 2- [2-hydroxy-3-t -Butyl-5- (2-methacryloyloxyethyl) phenyl] -5-chlorobenzotriazole, 2- [2-hydroxy-3-t-amyl-5- (2-methacryloyloxyethyl) phenyl] benzotriazole, 2- [2-Hydroxy-3-t-amyl-5- (2-methacryloyloxyethyl Phenyl] -5-chlorobenzotriazole, 2- [2-hydroxy-3-t-butyl-5- (3-methacryloyloxypropyl) phenyl] benzotriazole, 2- [2-hydroxy-3-t-butyl-5 -(3-Methacryloyloxypropyl) phenyl] -5-chlorobenzotriazole, 2- [2-hydroxy-4- (2-methacryloyloxymethyl) phenyl] benzotriazole, 2- [2-hydroxy-4- (2- Methacryloyloxymethyl) phenyl] -5-chlorobenzotriazole, 2- [2-hydroxy-4- (3-methacryloyloxy-2-hydroxypropyl) phenyl] benzotriazole, 2- [2-hydroxy-4- (3- Methacryloyloxy-2-hydroxypropyl) phenyl] -5- Lorobenzotriazole, 2- [2-hydroxy-4- (3-methacryloyloxypropyl) phenyl] benzotriazole, 2- [2-hydroxy-4- (3-methacryloyloxypropyl) phenyl] -5-chlorobenzotriazole, etc. Benzotriazole ultraviolet absorbers; 2- (2-hydroxy-4-methoxyphenyl) -4,6-diphenyl-1,3,5-triazine, 2- (2-hydroxy-4-hexyloxyphenyl) -4 , 6-Diphenyl-1,3,5-triazine, 2- (2-hydroxy-4-octoxyphenyl) -4,6-bis (2,4-dimethylphenyl) -1,3,5-triazine, 2 -[2-hydroxy-4- (3-C12-C13 mixed alkoxy-2-hydroxypropoxy) phenyl] -4,6-bis 2,4-dimethylphenyl) -1,3,5-triazine, 2- [2-hydroxy-4- (2-acryloyloxyethoxy) phenyl] -4,6-bis (4-methylphenyl) -1,3 , 5-triazine, 2- [2-hydroxy-4- (2-acetyloxyethoxy) phenyl] -4,6-bisphenyl-1,3,5-triazine, 2- (2,4-dihydroxy-3- Allylphenyl) -4,6-bis (2,4-dimethylphenyl) -1,3,5-triazine, 2,4,6-tris (2-hydroxy-3-methyl-4-hexyloxyphenyl) -1 Triazine-based ultraviolet absorbers such as 1,3,5-triazine; phenyl salicylate, resorcinol monobenzoate, 2,4-di-t-butylphenyl-3,5-di-t-butyl-4-hydroxybenzene Zoate, octyl (3,5-di-t-butyl-4-hydroxy) benzoate, dodecyl (3,5-di-t-butyl-4-hydroxy) benzoate, tetradecyl (3,5-di-t-butyl-4-hydroxy) ) Benzoate, hexadecyl (3,5-di-t-butyl-4-hydroxy) benzoate, octadecyl (3,5-di-t-butyl-4-hydroxy) benzoate, behenyl (3,5-di-t-butyl-4-) Benzoate UV absorbers such as hydroxy) benzoate, stearyl (3,5-di-t-butyl-4-hydroxybenzoate); ethyl-α-cyano-β, β-diphenylacrylate, methyl-2-cyano-3-methyl- Cyanoacrylate-based ultraviolet absorbers such as 3- (p-methoxyphenyl) acrylate; 2-ethyl-2′-ethyl Oxanilide-based UV absorbers such as xyoxanilide and 2-ethoxy-4'-dodecyloxanilide; N, N'-diphenyl-N '-(4-ethoxycarbonylphenyl) formamidine, N'-(4-ethoxycarbonylphenyl) ) -N-methyl-N-phenylformamidine, N, N'-bis (4-ethoxycarbonylphenyl) -N-methylformamidine, N '-(4-ethoxycarbonylphenyl) -N- (2'-methoxy) Formamidine ultraviolet absorbers such as phenyl) -N-methylformamidine, N- (4-n-butoxycarbonylphenyl) -N ′-(4′-ethylcarbonyl) -N-methylformamidine; various metal salts Or metal chelates, especially nickel-based UV absorbers, chromium salt-based UV absorbers, or chelate-based UV absorbers. I can get lost. Among these, since the effects of the present invention are remarkably exhibited, benzophenone ultraviolet absorbers, benzotriazole ultraviolet absorbers, triazine ultraviolet absorbers and benzoate ultraviolet absorbers are preferred, and benzophenone ultraviolet absorbers and benzotriazole ultraviolet rays are preferred. An absorbent is more preferred. Moreover, when mix | blending the ultraviolet absorber enumerated above in the functionality imparting agent for fibers of this invention, 1 type (s) or 2 or more types can be used as needed, and it is made to disperse | distribute to water according to a use condition. Alternatively, it may be used in the form of an aqueous dispersion. In addition, since said ultraviolet absorber is a well-known substance, it should just be manufactured by the well-known method, and can also be purchased as a commercial item partially.

  The hindered amine light stabilizer usable in the present invention is not a problem as long as it is a known hindered amine light stabilizer, and is not limited. For example, 2,2,6,6-tetramethyl-4-piperidyl stearate, 1,2,2,6,6-pentamethyl-4-piperidylbenzoate, 2,2,6,6-tetramethyl-4-piperidyl Benzoate, N- (2,2,6,6-tetramethyl-4-piperidyl) dodecylsuccinimide, 1-[(3,5-di-t-butyl-4-hydroxyphenyl) propionyloxyethyl] -2, 2,6,6-tetramethyl-4-piperidyl- (3,5-di-t-butyl-4-hydroxyphenyl) propionate, bis (2,2,6,6-tetramethyl-4-piperidyl) sebacate, bis (1,2,2,6,6-pentamethyl-4-piperidyl) sebacate, bis (1-octoxy-2,2,6,6-tetramethyl-4-piperidyl) sebacate, (1,2,2,6,6-pentamethyl-4-piperidyl) -2-butyl-2- (3,5-di-t-butyl-4-hydroxybenzyl) malonate, bis (1,2,2 , 6,6-Pentamethyl-4-piperidyl) -2-butyl-2- (3,5-di-t-butyl-4-hydroxybenzyl) malonate, N, N′-bis (2,2,6,6- Tetramethyl-4-piperidyl) hexamethylenediamine, 1,2,2,6,6-pentamethyl-4-piperidyl methacrylate, 2,2,6,6-tetramethyl-4-piperidyl methacrylate, tetrakis (2,2, 6,6-tetramethyl-4-piperidyl) -1,2,3,4-butanetetracarboxylate, tetrakis (1,2,2,6,6-pentamethyl-4-piperidyl) -1,2,3 4-bu Tetracarboxylate, bis (2,2,6,6-tetramethyl-4-piperidyl) bis (tridecyl) -1,2,3,4-butanetetracarboxylate, bis (1,2,2,6) , 6-pentamethyl-4-piperidyl) .bis (tridecyl) -1,2,3,4-butanetetracarboxylate, 3,9-bis [1,1-dimethyl-2- {tris (2,2,6 , 6-Tetramethyl-4-piperidyloxycarbonyloxy) butylcarbonyloxy} ethyl] -2,4,8,10-tetraoxaspiro [5,5] undecane, 3,9-bis [1,1-dimethyl- 2- {Tris (1,2,2,6,6-pentamethyl-4-piperidyloxycarbonyloxy) butylcarbonyloxy} ethyl] -2,4,8,10-tetraoxaspiro 5,5] undecane, 1,6,11-tris [2,4-bis (N-butyl-N- (1,2,2,6,6-pentamethyl-4-piperidyl) amino) -s-triazine- 6-ylamino] undecane, 1,6,11-tris [2,4-bis (N-butyl-N- (2,2,6,6-tetramethyl-4-piperidyl) amino) -s-triazine-6 -Ylamino] undecane, 1,5,8,12-tetrakis [4,6-bis {N- (2,2,6,6-tetramethyl-4-piperidyl) butylamino} -1,3,5-triazine -2-yl] -1,5,8,12-tetraazadodecane, 1,5,8,12-tetrakis [2,4-bis (N-butyl-N- (2,2,6,6-tetra) Methyl-4-piperidyl) amino) -s-triazin-6-yl] -1 , 5,8,12-tetraazadodecane, 4-benzoyloxy-2,2,6,6-tetramethylpiperidine, 1- [2- {3- (3,5-di-tbutyl-4-hydroxyphenyl) ) Propionyloxy} ethyl] -4- {3- (3,5-di-tert-butyl-4-hydroxyphenyl) propionyloxy} -2,2,6,6-tetramethylpiperidine, 8-benzyl-7, 7,9,9-tetramethyl-3-octyl-1,2,3-triazaspiro [4,5] undecane-2,4-dione, 2- (3,5-di-t-butyl-4-hydroxybenzyl ) -2-n-butylmalonate bis (1,2,2,6,6-pentamethyl-4-piperidyl), 1- (2-hydroxyethyl) -2,2,6,6-tetramethyl-4- Piperidinol / Dimethyl succinate Condensate, 1- (2-hydroxyethyl) -2,2,6,6-tetramethyl-4-piperidinol / diethyl succinate polycondensate, 2-t-octylamino-4,6-dichloro-s-triazine / N, N′-bis (2,2,6,6-tetramethyl-4-piperidyl) hexamethylenediamine condensate, N, N′-bis (2,2,6,6-tetramethyl-4-piperidyl) ) Hexamethylenediamine / dibromoethane condensate, 1,6-bis (2,2,6,6-tetramethyl-4-piperidylamino) hexane / dibromoethane polycondensate, 1,6-bis (2,2, 6,6-tetramethyl-4-piperidylamino) hexane / 2,4-dichloro-6-morpholino-s-triazine polycondensate, 1,6-bis (2,2,6,6-tetramethyl-4- Piperidylami C) Hexane / 2,4-dichloro-6-t-octylamino-s-triazine polycondensate, 1,2,3,4-butanetetracarboxylic acid / 1,2,2,6,6-pentamethyl-4 Piperidyl / β, β, β ′, β′-tetramethyl-3,9- (2,4,8,10-tetraoxaspiro [5,5] undecane) diethanol condensate, 1,2,3,4 -Butanetetracarboxylic acid / 2,2,6,6-tetramethyl-4-piperidinol / β, β, β ′, β′-tetramethyl-3,9- (2,4,8,10-tetraoxaspiro [5,5] undecane) diethanol condensate, 1,2,3,4-butanetetracarboxylic acid / 1,2,2,6,6-pentamethyl-4-piperidyl / tridecyl alcohol condensate, dimethyl succinate 1- (2-hydroxyethyl) -4 Hydroxy-2,2,6,6-tetramethylpiperidine polycondensate, poly [[6- (1,1,3,3-tetramethylbutyl) imino-1,3,5-triazine-2,4-diyl ] [(2,2,6,6-tetramethyl-4-piperidyl) imino] hexamethylene [(2,2,6,6-tetramethyl-4-piperidyl) imino]] and the like. Moreover, when mix | blending the hindered amine light stabilizer enumerated above with the functionality-providing agent for fibers of this invention, 1 type (s) or 2 or more types can be used as needed, and water can be used depending on the usage situation. You may use in the form of the dispersed water dispersion. In addition, since said hindered amine light stabilizer is a well-known substance, it should just be manufactured by the well-known method, and can also be purchased as a commercial item partially.

  Further, the light stabilizers to be blended in the fiber functionality-imparting agent of the present invention are one or more ultraviolet absorbers, one or more hindered amine light stabilizers, and one ultraviolet absorber. Alternatively, two or more types and one or more of three types of hindered amine light stabilizers may be used, but the combination of the UV absorber and the hindered amine light stabilizer is more effective in preventing ultraviolet rays and light. This is preferable because the effect of preventing deterioration synergistically increases. The amount of the light stabilizer used is not particularly limited, but since the effects of the present invention are easily obtained, the total amount of the light stabilizer used (that is, any one of the ultraviolet absorber and the hindered amine light stabilizer). Or the total amount of both) is preferably 0.01 to 1.0 part by mass with respect to 100 parts by mass of water to be added to the fiber functionality-imparting agent of the present invention. It is more preferable to mix | blend so that it may become 8 mass parts, It is still more preferable to mix | blend so that it may become 0.04-0.5 mass part, It is compounding so that it may become 0.05-0.3 mass part. Still more preferably, it is most preferable to mix | blend so that it may become 0.06-0.2 mass part. If the amount is less than 0.01 part by mass, a sufficient effect may not be obtained when the light stabilizers are adhered to the fiber. If the amount is more than 1.0 part by mass, an effect corresponding to the amount cannot be obtained. There is a case.

  Moreover, 0.01-1.0 mass% is preferable, and, as for the density | concentration of the total amount of light stabilizers at the time of use of the functional imparting agent for fibers of this invention, 0.03-0.8 mass% is More preferably, 0.04 to 0.5% by mass is even more preferable, 0.05 to 0.3% by mass is still more preferable, and 0.06 to 0.2% by mass is most preferable.

  The cationic surfactant used in the present invention must be a polyether group-containing cationic surfactant having a polyether group in the molecule. The role of the polyether group-containing cationic surfactant in the fiber functionality-imparting agent of the present invention is to exhibit the action of efficiently adsorbing the UV stabilizers and hindered amine light stabilizers, which are light stabilizers, to the fiber. It is in. It is difficult to obtain the effects of the present invention with a cationic surfactant having no polyether group in the molecule, and it can be said that the cationic surfactant is inappropriate for use in the fiber function-imparting agent of the present invention. In addition, examples of the cationic surfactant include salts obtained from amines and acidic compounds and quaternary ammonium salts. Therefore, the cationic surfactant used in the present invention has a polyether group in the molecule. Examples include salts obtained from amines and acidic compounds, and quaternary ammonium salts having a polyether group in the molecule, and quaternary ammonium salts having a polyether group in the molecule because the effects of the present invention are easily obtained. The polyether group-containing quaternary ammonium salt represented by the following general formula (1) is more preferable.

(In the formula, R ^{1 to} R ³ each independently represents a hydrocarbon group having 1 to ⁴ carbon atoms, and R ⁴ represents a divalent hydrocarbon group having 2 to ⁴ carbon atoms. N (average value) Represents a number from 1 to 100, and X represents an anionic atom or an anionic group.)

R ^{1 to} R ³ of the quaternary ammonium salt represented by the general formula (1) each independently represent a hydrocarbon group having 1 to 4 carbon atoms, and as the hydrocarbon group having 1 to 4 carbon atoms, For example, a saturated aliphatic hydrocarbon group such as methyl group, ethyl group, n-propyl group, isopropyl group, n-butyl group, isobutyl group, s-butyl group, t-butyl group, vinyl group, 1-propenyl group, Examples thereof include unsaturated aliphatic hydrocarbon groups such as allyl group, 1-butenyl group, 2-butenyl group, 3-butenyl group, 1-methyl-2-propenyl group and 2-methyl-2-propenyl group. Among them, a saturated aliphatic hydrocarbon group is preferable due to its great effect of adsorbing light stabilizers to the fiber, a methyl group, an ethyl group, an n-propyl group, and an isopropyl group are more preferable, and a methyl group and an ethyl group are more preferable. Is more preferable.

Next, R ⁴ of the quaternary ammonium salt represented by the general formula (1) represents a divalent hydrocarbon group having 2 to ⁴ carbon atoms, such as an ethylene group, a propane-1,3-diyl group, Propane-1,2-diyl group, propane-2,2-diyl group, butane-1,4-diyl group, butane-1,2-diyl group, butane-1,3-diyl group, butane-2,3 -Diyl group, butane-1,1-diyl group, butane-2,2-diyl group, 2-methylpropane-1,3-diyl group, 2-methylpropane-1,2-diyl group and the like.

Moreover, n (average value) of the quaternary ammonium salt represented by the general formula (1) represents a number of 1 to 100, and among these, the effect of adsorbing the light stabilizers to the fiber is large. 80 is preferred, 10-50 is more preferred, 14-40 is even more preferred, 25-40 is even more preferred, and 40 is most preferred. In general formula (1) represented by the quaternary ammonium salt ^- (R 4 _-O) n -H in ^{R 4} represents a divalent hydrocarbon group having 2 to 4 carbon atoms as described above, n (Average value)-(R ⁴ -O)-present may be a single polymer or two or more kinds of blocks selected from the aforementioned divalent hydrocarbon group having 2 to 4 carbon atoms or It may be a random polymer. Among these, when the polymer is a homopolymer, R ⁴ is an ethylene group, a propane-1,3-diyl group, a propane-1,2-diyl group, a propane- It is preferably a 2,2-diyl group, more preferably a propane-1,3-diyl group, a propane-1,2-diyl group, or a propane-2,2-diyl group, and propane-1,2 Even more preferred is a diyl group. In the case of a block or random polymer, R ⁴ is an ethylene group, a propane-1,3-diyl group, a propane-1,2-diyl group, a propane because it has a great effect of adsorbing light stabilizers to the fiber. It is preferably two or more selected from a -2,2-diyl group, more preferably an ethylene group and a propane-1,2-diyl group, and propane-1, It is even more preferable that the 2-diyl group is 60 to 95 mol%.

  Furthermore, X of the quaternary ammonium salt represented by the general formula (1) represents an anionic atom or an anionic group, and examples of the anionic atom include halogen atoms such as a chlorine atom, a bromine atom and an iodine atom. Examples of the anionic group include monoalkyl sulfate groups having 1 to 4 carbon atoms such as methyl sulfate group and ethyl sulfate group, hydrogen sulfate group, acetoxy group, hydrogen phosphate group, nitric acid group and glycolic acid. Groups and the like. Among them, a halogen atom, a monoalkyl sulfate group having 1 to 4 carbon atoms, and a hydrogen sulfate group are preferable because the effect of adsorbing the light stabilizers to the fiber is large. A chlorine atom, a bromine atom, a methyl sulfate group, and a hydrogen sulfate group are preferable. Are more preferable, a chlorine atom and a bromine atom are still more preferable, and a chlorine atom is most preferable.

  In addition, when the polyether group-containing cationic surfactant is blended in the fiber functionality-imparting agent of the present invention, one or two or more types are used as necessary as long as the effects of the present invention are not impaired. It may be used, and may be used in the form of an aqueous dispersion dispersed in water according to the use situation. Furthermore, the method for producing / synthesizing the above-mentioned polyether group-containing cationic surfactant may be produced / synthesized by any known method, and may be partially purchased as a commercial product. Is possible.

  The amount of the polyether group-containing cationic surfactant used in the fiber functionality-imparting agent of the present invention is not particularly limited, but since the effects of the present invention are easily obtained, the fiber functionality-imparting agent of the present invention. It is preferable that the polyether group-containing cationic surfactant is added in an amount of 0.01 to 1.0 part by mass, and 0.03 to 0.8 part by mass with respect to 100 parts by mass of water to be added. It is more preferable to mix | blend, It is still more preferable to mix | blend so that it may become 0.04-0.6 mass part, It is still more preferable to mix | blend so that it may become 0.06-0.4 mass part, 0.08 It is most preferable to blend so that it may become -0.2 mass part. If it is less than 0.01 part by mass, a sufficient amount of light stabilizers may not be adhered to the fiber, and if it is more than 1.0 part by mass, an effect commensurate with the amount added may not be observed. In addition, the polyether group-containing cationic surfactant is expensive, which is not economically preferable, and further, the light stabilizers may not be efficiently adsorbed to the fiber.

  Further, the concentration of the polyether group-containing cationic surfactant during use of the fiber functionality-imparting agent of the present invention is preferably 0.01 to 1.0% by mass, and 0.03 to 0.8% by mass. More preferably, 0.04 to 0.6% by mass is even more preferable, 0.06 to 0.4% by mass is still more preferable, and 0.08 to 0.2% by mass is most preferable.

  In the fiber functionality-imparting agent of the present invention, the amount of the light stabilizer used and the amount of the polyether group-containing cationic surfactant are not particularly limited, but the light stabilizer is efficiently adsorbed on the fiber. Therefore, it is preferable to keep a certain balance between the amount of the light stabilizer used and the amount of the polyether group-containing cationic surfactant. In the present specification, a preferred amount of light stabilizers for water used in the fiber functionality-imparting agent of the present invention, a polyether group-containing cationic surface activity for water used in the fiber functionality-imparting agent of the present invention. The preferred amount of the agent used has been described above. Here, the proportion of the light stabilizer and the polyether group-containing cationic surfactant used will be described. The polyether group-containing cationic surfactant is used in an amount of 10 to 250 with respect to 100 parts by mass of the total amount of the light stabilizers used (that is, the total amount of either or both of the UV absorber and the hindered amine light stabilizer). It is preferable to use parts by mass, more preferably 50 to 220 parts by mass, and even more preferably 90 to 200 parts by mass. If the polyether group-containing cationic surfactant is less than 10 parts by mass, the adsorptivity of the light stabilizers to the fiber may be lowered, which increases the remaining amount of the additive in the treatment waste liquid. Therefore, the load on the environment may increase. Conversely, if the polyether group-containing cationic surfactant exceeds 250 parts by mass, the effect of adsorbing the light stabilizers to the fiber may be reduced.

  In addition, when the functionality-imparting agent for fibers of the present invention is distributed as a product or stored, the amount of water is very small, that is, the light stabilizers and the polyether group-containing cationic surfactant are included. It may be a concentrated composition. However, even in that case, it is preferable to be within the range of the above-mentioned blending ratio. You may adjust the density | concentration of light stabilizers and a polyether group containing cationic surfactant by adding water to such a concentrated composition at the time of use. The concentration of the total amount of the light stabilizer and the polyether group-containing cationic activator in the concentrated composition is usually 20 to 90% by mass, preferably 50 to 80% by mass.

  Further, the water used in the fiber functionality-imparting agent of the present invention is not particularly limited with respect to the amount used, but in the present specification, the light stabilizer for water used in the fiber functionality-imparting agent of the present invention. The preferred amount of use of the polyether group-containing cationic surfactant with respect to the water used in the fiber functionality-imparting agent of the present invention is described above, and water is used in an amount corresponding to these. It is preferable because the effects of the present invention can be easily obtained. If the amount of water used is too small, the viscosity of the fiber function-imparting agent of the present invention will be too high and may not be suitable as a treating agent, and if too large, the long-term stability of the emulsion may be reduced, The effect of the present invention may not be obtained.

  Further, when the fibers are treated with the fiber functionality-imparting agent of the present invention, the usage amount of the fiber functionality-imparting agent relative to the weight of the fabric is not particularly limited as long as the effect of the present invention is obtained. Since the effects of the present invention can be easily obtained, it is preferable to use 5 to 100 g of fiber function-imparting agent, more preferably 10 to 80 g, and more preferably 20 to 50 g based on 1 g of fabric. Is more preferable, and it is still more preferable to use 25-35g. If the amount of the fiber function-imparting agent used is less than 5 g with respect to 1 g of the fabric, it may be difficult to adsorb sufficient active ingredients to the fabric, and if it exceeds 100 g, it is commensurate with the amount added. The effect may not be obtained.

  The fiber functionality-imparting agent of the present invention is not particularly limited and can be produced by any method as long as it is produced by a known method. For example, the light stabilizers used in the fiber functionality-imparting agent of the present invention and the polyether group-containing cationic surfactant are added to the same system and stirred, and water is gradually added to the light stabilizer. Can be emulsified and dispersed in water to obtain the desired functionality-imparting agent for fibers. In addition, the light stabilizers used in the fiber functionality-imparting agent of the present invention and the polyether group-containing cationic surfactant are added to the same system, water is added to the mixture at once, and emulsified and dispersed in water using a homogenizer or the like. In addition, the intended functionality-imparting agent for fibers can also be obtained.

  As long as the functionality-imparting agent for fibers of the present invention is within a range not impairing the effects of the present invention, an antioxidant, a water-resistant agent, an antiseptic / antibacterial agent, an insecticidal fungicide, a dispersant, an antifoaming agent, and a deodorant. , Fragrances, thickeners, viscosity modifiers, dyes, pigments and the like may be contained or mixed.

  Further, the fiber treated with the fiber functionality-imparting agent of the present invention refers to a fiber exhibiting an effect of preventing ultraviolet rays or a fiber exhibiting an effect of preventing deterioration due to light, and as a fiber that can be used. For example, seed fiber such as cotton and kapok, which are plant fibers (cellulose polymer); husks such as flax (linen), ramie, hemp and jute; Manila hemp Leaf fibers such as sisal, New Zealand hemp and Raboma; fruit fibers such as coconut; other igusa and straw; animal fibers (protein polymers) such as wool, mohair, cashmere, alpaca, angora Animal hair fiber such as camel and vicuuna; silk fiber such as silk; feather fiber such as down, feather and other feathers; asbestos and asbestos Mineral fibers, etc., metal fibers such as gold, silver and heat-resistant alloy fibers which are inorganic fibers; carbon fibers such as carbon fibers and silicon carbide fibers; silicic acids such as glass fibers, slag fibers and lava fibers Examples include salt fibers, and cellulosic fibers such as refined fibers (natural polymers) such as lyocell and tencel, and regenerated fibers (natural polymers) such as rayon, viscose rayon, polynosic, and cupra (Bemberg). And cellulosic fibers such as copper ammonia rayon; casein fibers, peanut protein fibers, corn protein fibers and regenerated silk fibers; and other algin fibers, chitin fibers, mannan fibers, rubber fibers, etc., semi-synthetic fibers ( Semi-synthetic polymers) acetate, triacetate and oxidized acetate Cellulosic fibers; protein fibers such as promix; and other types such as chlorinated rubber and hydrochloric acid rubber. Synthetic fibers (synthetic polymers) such as nylon, nylon 6, nylon 66, aromatic nylon, and aramid polyamide Fibers: polyvinyl alcohol fibers such as vinylon; polyvinylidene chloride fibers such as vinylidene; polyvinyl chloride fibers such as polyvinyl chloride; polyester fibers such as polyester; polyacrylonitrile fibers such as polyacrylonitrile fiber and modacrylic fiber; Polyolefin fibers such as polyethylene fibers, polypropylene fibers, polystyrene fibers and the like; polyether ester fibers such as Lexa and Success; polyurethane fibers such as polyurethane, polyclar and spandex fibers. Among these, plant fiber, animal fiber, semi-synthetic fiber and synthetic fiber are preferable, plant fiber, semi-synthetic fiber and synthetic fiber are more preferable, plant fiber and synthetic fiber are still more preferable, and plant fiber is most preferable. In addition, depending on the use situation, the above-mentioned fibers are pre-oxidized with an antioxidant, water-proofing agent, antiseptic and antibacterial agent, insecticidal fungicide, dispersant, antifoaming agent, deodorant, fragrance, thickener, viscosity modifier, It may be a fiber provided with a dye, a pigment, or the like, and does not affect the effect of the present invention.

  Furthermore, when processing the said fiber with the functional imparting agent for fibers of this invention, you may process in the state of a thread | yarn, You may process in the state which used the said fiber as the cloth | dough. For fabrics, warps and wefts intersect at right angles and are in close contact with the adjacent yarns, and are connected in a plane, or one or several yarns form a loop, and the next yarn is hooked into the loop and continuously new. Although the knitted fabric etc. which made the loop are mentioned, In any case, the functional imparting agent for fibers of the present invention can be used.

In addition, as a specific method for treating the fiber treated with the fiber functionality-imparting agent of the present invention, any method may be used as long as it is a known method. A processing method such as adsorbing an ultraviolet absorber and a hindered amine light stabilizer to the fiber by immersing the fiber in the agent and performing heat processing is preferable because it is simple and inexpensive.
For example, when performing said heat processing process, a fiber is immersed in the functional provision agent for fibers of this invention, and it heats for 10 to 120 minutes normally at 30-60 degreeC.

  Hereinafter, the present invention will be specifically described by way of examples. However, this does not limit the present invention. In the following examples and the like, “%” is based on mass unless otherwise specified.

◎ Raw material for fiber functionalities (ultraviolet absorber)
UV absorber A
2,2′-methylenebis (4-t-octyl-6-benzotriazolylphenol)

UV absorber B
2- (2-Hydroxy-3-tert-butyl-5-methylphenyl) -5-chlorobenzotriazole

(About hindered amine light stabilizers)
Hindered amine light stabilizer C
Tetrakis (1,2,2,6,6-pentamethyl-4-piperidyl) -1,2,3,4-butanetetracarboxylate

Hindered amine light stabilizer D
Bis (1,2,2,6,6-pentamethyl-4-piperidyl) sebacate

(About cationic surfactant components)
Cationic surfactant E

  Cationic surfactant F

  Cationic surfactant G

  Cationic surfactant H

  Cationic surfactant I

  Cationic surfactant J

  Cationic surfactant K

  Cationic surfactant L

(About nonionic surfactant component)
Nonionic surfactant M

  Nonionic surfactant N

  Nonionic surfactant O

Preparation of functionality imparting agent for fibers Tables 1 and 2 show examples and comparative examples of the functionality imparting agent for fibers blended this time. In addition, this time, the ultraviolet absorber A used as the ultraviolet absorber was previously dispersed in water, and used in the form of an aqueous dispersion A ′ in which the ultraviolet absorber A was 40% by mass and the balance was water (for example, in Example 1). Is 0.06 g of the ultraviolet absorber A). Similarly, the ultraviolet absorber B was also dispersed in water in advance, and used in the form of an aqueous dispersion B ′ in which 40% by mass of the ultraviolet absorber B and the remainder were water. Furthermore, the hindered amine light stabilizer C used as the hindered amine light stabilizer is also dispersed in water in advance, and the hindered amine light stabilizer C 'is in the form of an aqueous dispersion C ′ in which 25% by weight of the hindered amine light stabilizer C is water. Stabilizer D was also dispersed in water in advance and used in the form of an aqueous dispersion D ′ in which 47% by mass of the hindered amine light stabilizer D and the balance being water. In addition, the cationic surfactants I, J, K, and L used in the comparative examples as cationic surfactants are also dispersed in water in advance, and each of the cationic surfactants I is 27% by mass, and the remaining is water. Product I ′, cationic surfactant J 30% by weight, water dispersion J ′ with water remaining, J28, cationic surfactant K28% by weight, water dispersion K ′ with remaining water, cationic surfactant L 75% by weight remaining Was used in the form of an aqueous dispersion L ′ in which is water.

◎ Preparation of Evaluation Fabrics Using the fiber functional imparting agents 1 to 15 (Examples 1 to 15) in Table 1 and the fiber functional imparting agents 16 to 34 (Comparative Examples 1 to 19) in Table 2, An active ingredient adsorption treatment for adsorbing an ultraviolet absorber and a hindered amine light stabilizer to each of the test cloths shown in FIG. The processing method is as follows.

Test cloth I:
Cloth dyed with dye Kayacion Red P-2B (made by Nippon Kayaku Co., Ltd.) (100% cotton fabric)
Test cloth II:
Fabric (100% cotton) dyed with the dye Sumifix Supra Blue BRF (manufactured by Sumika Chemtex Co., Ltd.), Sumifix Supra Red 3BF (manufactured by Sumika Chemtex Co., Ltd.), Sumifix Supra Yellow 3RF (manufactured by Sumika Chemtex Co., Ltd.) )
Test cloth III:
Undyed fabric (100% cotton fabric)
Test cloth IV:
Undyed fabric (100% cotton knitted fabric)

Processing conditions:
Put each test cloth 1.5g in a glass container with a 50 cc lid, put 45 g of each functional treatment liquid for fibers blended in Tables 1 and 2 into the same glass container with a 50 cc lid, and the test cloth is completely in the treatment liquid. After confirming that it was immersed, a heat treatment was performed at 40 ° C. for 60 minutes, the dough was taken out of the container, and a drying process was performed to remove moisture.

  Tables 3 to 9 show the fabrics for evaluation obtained by using each of the test cloths and the functional treatment liquids 1 to 34 for fibers. Table 3 shows a fabric in which UV absorbent A is adsorbed alone on test cloth I, Table 4 shows a fabric in which UV absorbent B is adsorbed alone on test cloth I, and Table 5 shows a hindered amine on test cloth I. Table 6 shows fabrics in which the light stabilizer C is adsorbed alone, Table 6 shows fabrics in which both the UV absorber and the hindered amine light stabilizer are adsorbed on the test cloth I, and Table 7 shows light stabilizers on the test cloth II. Table 8 shows the fabric in which the light stabilizers were adsorbed on the test cloth III, and Table 9 shows the fabric in which the light stabilizers were adsorbed on the test cloth IV. Test cloths I to IV that have not been treated with the functional treatment solution for fibers are designated as fabrics 39 to 42, respectively.

◎ Weather resistance test (i)
About cloth | dough 39 which is the test cloth I which is not processed with the textiles 1-12 of Tables 3-6 obtained by using the test cloth I, the cloth 18-34, and the functional processing liquid for fibers, on condition of the following A weather resistance test was conducted to investigate the stability of the fabric to light.
Test cloth: Fabric 1 to 12, Fabric 18 to 34 and Fabric 39
Test machine: QUV accelerated weathering tester manufactured by Q-Lab Corporation Light source: UVA-340
Irradiation amount: 0.68 W / m ²
Test conditions: Each fabric was set in a QUV accelerated weathering tester and irradiated with ultraviolet rays (UV light) for 48 hours.

Evaluation method: Before the ultraviolet irradiation, the L ₁ value of each fabric was measured using a spectrocolorimeter (CM3700d, manufactured by Konica Minolta). Subsequently, after completion of the irradiation, each fabric is taken out from the QUV accelerated weathering tester, and the L ₂ value of each fabric is measured again with the same spectrocolorimeter, and the light fastness (anti-fading performance) is determined from the difference ΔL value. Evaluated. Here, light fastness (anti-fading performance) refers to the degree to which the fabric shows discoloration or fading due to irradiation of light (sunlight, etc.), and ΔL value represents its light fastness (anti-fading performance). It is one of the indicators to represent. In general, a fabric with a small ΔL value has a smaller degree of discoloration or fading and is a light-stable fabric, and conversely, a fabric with a large ΔL value is a light that easily undergoes discoloration or fading due to light. Indicates that the fabric is unstable. In addition, this test greatly affects the light stability of the UV absorber and hindered amine light stabilizer used. Therefore, the comparison of this result was performed between those using the same ultraviolet absorber and hindered amine light stabilizer.

  Tables 10 to 13 show the results of the weather resistance test evaluation performed by the above method. Table 10 is the one using ultraviolet absorber A alone, Table 11 is the one using ultraviolet absorber B alone, Table 12 is the one using hindered amine light stabilizer C alone, Table 13 The results of the combination of the ultraviolet absorber A and the hindered amine light stabilizer C are shown.

  As a result, the fabrics 1 to 4 treated with the fiber functionality-imparting agent of the present invention using the ultraviolet absorber A have a smaller ΔL value and less degradation by light than the fabrics 18 to 25 and 39 which are comparative products. I understood it. This indicates that by using the functional treatment agent for fibers of the present invention, the ultraviolet absorbent A can be efficiently adsorbed to the fabric, and among the cationic surfactants, it contains a polyether group. It was found that the cationic surfactant efficiently adsorbs the ultraviolet absorber A to the dough. Moreover, also in the fabrics 5 to 7 treated with the fiber functionality-imparting agent of the present invention using the ultraviolet absorber B, the ΔL value is remarkably smaller than that of the fabrics 26 to 31 and 39 which are comparative products, and due to light. It was found that the deterioration was small. Also from this result, it became clear that among the cationic surfactants, the polyether group-containing cationic surfactant efficiently adsorbs the ultraviolet absorber B to the cloth.

  Subsequently, in the fabrics 8 to 10 treated with the fiber functionality-imparting agent of the present invention using the hindered amine light stabilizer C, the stability of the hindered amine light stabilizer C itself to light is the ultraviolet absorbers A and B. The ΔL value as low as the ultraviolet absorbers A and B was not obtained, but the ΔL value was low compared to the comparative fabrics 32 and 39, and the fabric with little deterioration due to light was obtained. I understood that it was obtained. Furthermore, in the fabrics 11 and 12 treated with the fiber functionality-imparting agent of the present invention using a UV absorber and a hindered amine light stabilizer in combination, the ΔL value is markedly greater than the fabrics 33, 34 and 39 which are comparative products. It was found that a fabric having a low and low deterioration by light was obtained. In addition, when a UV absorber and a hindered amine light stabilizer are used in combination, since a synergistic effect is obtained by the combined use, as a result, compared to when the UV absorber and the hindered amine light stabilizer are used alone, As a result, a fabric having good light stability was obtained.

◎ Weather resistance test (ii)
Subsequently, with respect to the fabrics 13, 14, and 35 shown in Table 7 obtained using the test fabric II and the fabric 40 that is the test fabric II that has not been treated with the functional treatment liquid for fibers, ultraviolet rays (UV light) are used. Except for changing the irradiation time to 88 hours, the weather resistance test was conducted under the same conditions as the weather resistance test (i), and the stability of the fabric to light was investigated.
Test cloth: Fabrics 13, 14, 35 and fabric 40
Test conditions other than the testing machine, light source, irradiation amount, and irradiation time and the evaluation method are the same as the weather resistance test (i). Table 14 shows the results of the weather resistance test evaluation.

  As a result, even when the test cloth II is used, the same tendency as in the case of using the test cloth I can be confirmed. Specifically, the functionality-imparting agent for fibers of the present invention using the ultraviolet absorber A is used. It was found that the fabric 13 processed in (1) had a lower ΔL value and less degradation by light than the comparative fabrics 35 and 40. Further, in the fabric 14 treated with the fiber functionality-imparting agent of the present invention using the ultraviolet absorber A and the hindered amine light stabilizer C in combination, a synergistic effect is obtained by the combined use. As compared with the case where the absorbent A was used alone, a fabric having better light stability was obtained.

Measurement of UV transmittance Cloths 15 to 17 and Cloths 36 to 38 listed in Tables 8 and 9 obtained using Test Cloth III and Test Cloth IV, and test cloths not treated with the functional treatment solution for fibers. With respect to the fabric 41 that is III and the fabric 42 that is the test fabric IV that has not been treated with the functional treatment solution for fibers, the ultraviolet transmittance was measured under the following conditions, and the ultraviolet cut rate of the fabric was investigated.

Test cloth: cloth 15 to 17, cloth 36 to 38, cloth 41 and cloth 42
Measuring instrument: UV-visible spectrophotometer V-660 manufactured by JASCO Corporation
Measurement wavelength: 280-400 nm
Test conditions: Each fabric was set in a UV-visible spectrophotometer V-660, irradiated with UV light having a wavelength of 280 to 400 nm, and UV transmittance was measured.
Evaluation method: The ultraviolet transmittance obtained by the measurement is an index indicating how much ultraviolet rays pass through each evaluation fabric. For example, a fabric having an ultraviolet transmittance of 10% absorbs 90% of the irradiated ultraviolet rays and indicates that the remaining 10% is transmitted. Therefore, it can be said that the lower the UV transmittance, the less the influence of UV rays on the skin when worn as clothes.

  Tables 15 and 16 show the results of measuring the ultraviolet transmittance performed by the above method. Table 15 shows the measurement results with the test cloth III, and Table 16 shows the measurement results with the test cloth IV.

  As a result, regardless of whether the test cloth III or the test cloth IV was used, the fabric treated with the fiber functionality-imparting agent of the present invention showed a lower ultraviolet transmittance than the comparative product. This indicates that the use of the functional treatment agent for fibers of the present invention allowed the light stabilizers to be efficiently adsorbed to the fabric.

  The fiber functionality-imparting agent of the present invention is a fiber that could not be achieved so far by using either a UV absorber, a hindered amine light stabilizer or both, and a polyether group-containing cationic surfactant. Succeeded in imparting a high UV absorption effect and a light degradation prevention effect. Since this usage and field of use are wide and expected to be used in the future, the usefulness of the present invention is very high.

Claims (7)

  One or both of an ultraviolet absorber and a hindered amine light stabilizer, a polyether group-containing cationic surfactant, and water are contained, and the functionality-imparting agent for fibers.   The said ultraviolet absorber is 1 type, or 2 or more types selected from the group of a benzophenone type ultraviolet absorber, a benzotriazole type ultraviolet absorber, a triazine type ultraviolet absorber, and a benzoate type ultraviolet absorber. 1. Functionality imparting agent for fibers according to 1. The functionality-imparting agent for fibers according to claim 1 or 2, wherein the polyether group-containing cationic surfactant is a quaternary ammonium salt represented by the following general formula (1).

(In the formula, R ^{1 to} R ³ each independently represents a hydrocarbon group having 1 to ⁴ carbon atoms, and R ⁴ represents a divalent hydrocarbon group having 2 to ⁴ carbon atoms. N (average value) Represents a number from 1 to 100, and X represents an anionic atom or an anionic group.)   The total amount of either or both of the ultraviolet absorber and the hindered amine light stabilizer is contained in an amount of 0.01 to 1.0 parts by mass with respect to 100 parts by mass of water. The functional imparting agent for fibers according to claim 1.   The function for fibers according to any one of claims 1 to 4, wherein the polyether group-containing cationic surfactant is contained in an amount of 0.01 to 1.0 part by mass with respect to 100 parts by mass of water. Sex imparting agent.   The polyether group-containing cationic surfactant is contained in an amount of 10 to 250 parts by mass with respect to 100 parts by mass of either or both of the ultraviolet absorber and the hindered amine light stabilizer. The functionality-imparting agent for fibers according to any one of the above.   The fiber processed with the functionality-imparting agent for fibers as described in any one of Claims 1-6.