JPH01289833A - Resin for textile finishing - Google Patents

Abstract

PURPOSE:To obtain a resin for textile finishing, which is prevented from emitting formalin, can be dried at relatively low temperature and can improve the water resistance, solvent resistance, washing resistance, etc. of a textile, by emulsion-polymerizing a polymerizable monomer in an aqueous medium in the presence of a specified emulsifier. CONSTITUTION:A polyamine compound (i) having an MW of, preferably, 5,000 or below and at least two prim. and/or sec. amino groups in the molecule (e.g., polyethyleneimine) is reacted with 0.01-0.9 molecule, per active aminic hydrogen atom of component (i), of a compound (ii) of formula I (wherein R is a 4-28C hydrocarbyl group, A is a 2-4C alkylene, n is 0-30, and X is an atomic group having a functional group reactive with an amino group) and, optionally, 0.01-0.9 molecule, per active aminic hydrogen atom of component (i), of a compound (iii) of formula II (wherein R' is an atomic group having a polymerizable unsaturated group) to obtain an emulsifier which is a reactive surfactant comprising a modified polyamine (salt). At least one polymerizable monomer is emulsion- polymerized in the presence of this emulsifier to obtain the title resin in the form of an aqueous resin dispersion.

Description

Detailed Description of the Invention (Industrial Field of Application) The present invention provides water resistance and solvent resistance properties used in nonwoven fabric binders, binders for flock processing, texture processing, synthetic leather, car four-pack coating agents, etc. The present invention relates to a fiber processing resin having excellent washing resistance, dry IJ-ning resistance, adhesiveness, etc.

(Prior art and problems to be solved by the present invention) Conventionally, acrylic emuls have been widely used as binders for textile processing.
So-called self-crosslinking or melamine crosslinking materials have been praised for imparting dry cleaning resistance.

However, many of these products require heat curing at 130°C.
In addition to the relatively high temperature required, there is also the problem that formalin, which is harmful to health, is generated during curing. In order to improve this point, non-formalin type and low temperature curing type resins have been proposed, but at present many of them are still unsatisfactory in terms of practical use and performance. Therefore, the object of the present invention is to provide a fiber processing resin that can be dried at a relatively low temperature, does not generate formalin, and exhibits excellent water resistance, solvent resistance, washing resistance, and dry cleaning resistance. It lies in developing.

(Means and effects for solving problem 1) The present inventors 1. As a result of intensive research in view of the above-mentioned current situation, we have developed a fiber processing resin using an aqueous resin dispersion obtained by emulsion polymerization of polymerizable monomers using a reactive surfactant with a specific structure as an emulsifier. The inventors discovered that the problem could be solved and arrived at the present invention.

That is, the present invention applies to polyamine compounds having two or more primary and/or secondary amino groups in the molecule with the general formula % where % represents an alkylene group having 2 to 4 carbon atoms, and n is Ol or 1
It represents an integer of ~30, and X represents an atomic group having a functional group that reacts with an amino group. ) and, if necessary, the compound represented by the general formula % formula % (wherein R' represents an atomic group having a polymerizable unsaturated group,
represents an atomic group having a functional group that can react with an amino group.

) Emulsification of one or more polymerizable monomers in an aqueous medium using a reactive surfactant consisting of a modified polyamine and/or its salt obtained by reacting the compound (II) represented by (II) as an emulsifier. This invention relates to a fiber processing resin using an aqueous resin dispersion obtained by polymerization.

The modified thereamine in the present application is a polyamine compound having two or more primary and/or secondary amine groups in the molecule with the general formula R-4-OA+-X (R, A).

A compound obtained by reacting a compound [■] represented by (X, n are the same as above) and a compound (II) represented by Ichimonana R'-X (R', It is something that can be done.

The polyamine compound having two or more primary and/or secondary amino groups in the molecule used in the present invention is an amine having two or more primary and/or secondary amino groups in the molecule. polyalkyleneimines obtained by polymerization or copolymerization of alkyleneimines such as polyethyleneimine obtained by polymerization of ethyleneimine or its derivatives; ethylenediamine, diethylenetriamine, triethylenetetramine, tetraethylene 4
(4) alkylene polyamines such as ethamine, pentaethylene hexamine, etc.: polyalkylene imines and/or I-lyamide polyamines obtained by condensation of (poly)alkylene polyamines with polybasic acids such as adipic acid; polyalkylene imines and/or Examples include polyurea polyamines obtained by reacting (poly)alkylene preamines and/or alkylene imines with urea; and polyamide polyester polyamines obtained by copolymerizing alkylene imines with acid anhydrides such as phthalic acid. Examples of polyamine derivatives include fullylene oxides such as ethylene oxide and propylene oxide, (meth)acrylic acid esters such as butyl acrylate and methyl methacrylate, and α,β-unsaturated acid amide compounds such as acrylamide, etc. Examples include addition-reacted products. In the present invention, it is preferable to use polyethyleneimine or a derivative thereof as the I-lyamine compound in order to obtain excellent surface activity. Further, in consideration of the water solubility of the resulting reactive surfactant, the viscosity of the solution, and the surfactant ability, it is preferable to use polyethyleneimine having a molecular weight of 5000 or less.

A compound represented by the general formula %formula%) used in the present invention (in which R, A, Examples of the hydrocarbon group having 4 to 28 carbon atoms include linear or branched alkyl groups having 4 to 28 carbon atoms, (alkyl)aryl groups, (alkyl)hydrogenated aryl groups, (alkyl)aralkyl groups, etc. I can do it. The compound (1) is, for example, an n- compound having an added mole number of 1 to 30 alkylene oxides such as ethylene oxide, propylene oxide, and imptylene oxide.
Octyl polyoxyalkylene glycidyl ether, n
-Nonyl polyoxyalkylene glycidyl ether, lauryl polyoxyalkylene glycidyl ether, stearyl polyoxyalkylene glycidyl ether, 2-
Primary alkyl polyoxyalkylene glycidyl ethers such as ethylhexyl phosphoryoxyalkylene glycidyl ether; those obtained by adding 1 to 30 moles of fullkylene oxide to a mixture of secondary alcohols having 12 to 14 carbon atoms and further converting the mixture into glycidyl ether; Carbon number 10
Secondary alkyl polyoxyalkylene glycidyl ethers, such as those obtained by adding 1 to 30 moles of alkylene oxide to a mixture of 1 to 12 secondary alcohols and further glycidyl etherification; Alkylphenyl polyoxyalkylene glycidyl ethers such as octylphenyl I-lyoxyalkylene glycidyl ether, nonylphenyl polyoxyalkylene glycidyl ether, lauryl phenyl polyoxyalkylene glycidyl ether, and stearyl phenyl polyoxyalkylene glycidyl ether; number of moles of alkylene oxide added is from 1 to 30, octylcyclopentylpolyoxyalkylene glycidyl ether, octylcyclohexylpolyoxyalkyleneglycidyl ether, nonylcyclotetratylin-lioxyalkylene glycidyl ether, nonylcyclohexylphorioxyalkylene glycidyl ether, laurylcyclopentylpolyoxyalkylene glycidyl ether, Alkyl cycloalkyl polyoxyalkylene glycidyl ethers such as lauryl cyclohexyl polyoxyalkylene glycidyl ether, stearyl cyclointhi) vf lyoxyalkylene glycidyl ether, and stearyl cyclohexyl polyoxyalkylene glycidyl ether; the number of moles of alkylene oxide added is 1
Alkylbenzyl polyoxyethylene glycidyl ethers such as 30 octylbenzyl polyoxyalkylene glycidyl needles, nonylbenzyl polyoxyalkylene glycidyl ether, 2urylbenzyl polyoxyalkylene glycidyl ether, and stearylbenzyl polyoxyalkylene glycidyl ether; octyl glycidyl ether , lauryl glycidyl ether,
Glycidyl ethers of higher alcohols such as stearyl glycidyl ether and 2-ethylhexyl glycidyl ether; glycidyl ethers of alkylphenols such as octylphenyl glycidyl ether, nonylphenyl glycidyl ether, 2-uryl phenyl glycidyl ether, and stearyl phenyl glycidyl ether;
Octylcyclopentylglycidyl ether, octylcyclohexylglycidyl ether, nonylcyclo(methylglycidyl ether, nonylcyclohexylglycidyl ether, laurylcyclotyldalicidyl ether, laurylcyclohexylglycidyl ether, stearylcyclopentylglycidyl ether, stearylcyclohexylglycidyl) Glycidyl ethers of alkylcycloalkanols such as ethers; glycidyl ethers of alkylbenzyl alcohols such as octylbenzylglycidyl ether, nonylpenzylglycidyl ether, laurylbenzylglycidyl ether, stearylbenzylglycidyl ether; α- having 12 or 14 carbon atoms; Olefin epoxide, carbon number 16 or 1
1,2-nyxyalkanes such as α-olefin epoxide of No. 8; alkylinocyanates such as octyl incyanate, decyl incyanate, and octadecyl isocyanate; octatool, lauryl alcohol,
Monoisocyanate compounds obtained by the reaction of alcohols such as stearyl alcohol or alkylene oxide adducts of these alcohols with diisocyanates such as tolylene diisocyanate; octatool;
Alcohols such as diuryl alcohol and stearyl alcohol, or alkylene oxide adducts of these alcohols, and rhodanides in which the terminal hydroxyl group is substituted with a halodane atom such as chlorine, bromine, or iodine; lauric acid, myristic acid, glumitin 2-ethylhexyl (meth)acrylate, lauryl (meth)acrylate, (
Examples include (meth)acrylic esters such as stearyl meth)acrylate, and 11s or two or more selected from these groups can be used. The amount of compound III) to be used is not particularly limited, but in order to develop sufficient surface activity, 0.01 to 0.9 molecules of compound C per active amine hydrogen of the polyamine compound.
Preference is given to using I).

Compounds represented by the general formula % formula % (in the formula, R' and The polymerizable unsaturated group in the corresponding atomic group is (
Examples include a meth)acryloyl group, a (meth)allyl group, and a vinyl group.

The compound [■] includes (meth) having a group that reacts with an amino group in the molecule, such as 2-chloroethyl (meth)acrylate, glycidyl (meth)acrylate, and 2-incyanateethyl (meth)acrylate. Acrylic acid esters; vinyl ethers such as chloroethyl vinyl ether; (meth)allyl chloride, (meth)allyl bromide, (meth)allyl isothiocyanate, allyl (meth)acrylate, (meth)allyl alcohol and heptatalic anhydride; or Half esters with dicarmenic anhydride such as succinic anhydride, (meth)allyl compounds such as (meth)allyl glycidyl ether; chloromethylstyrene, α
- Styrene derivatives having a group that reacts with an amine group in the molecule such as methylchloromethylstyrene; acid vinyl esters having a group that reacts with an amino group in the molecule such as vinyl chloroacetate; One or more types selected from these groups can be used. In order to obtain modified polyamine in good yield, this compound [■]
As, vinyl ethers, (meth)allyl compounds,
It is preferable to use styrene derivatives and vinyl esters of organic acids.

Compound (n) is not an essential component in the present invention, but
By adding the compound (ffl) to a polyamine compound, polymerization reactivity is introduced into the reactive surfactant, and when a polymerizable monomer component is polymerized using this as an emulsifier, the resulting polymer and emulsifier are integrated, and therefore The compound [I
The use of [ ] is a preferred embodiment of the invention. The amount of compound (II) used is preferably 0.01 to 0.9 molecules per active amine hydrogen of the polyamine compound.

The reaction conditions for obtaining the modified polyamine used in the present invention are not particularly limited, and for example, the polyamine compound, compound (1), and compound (II) are preferably diluted with a solvent as is or as necessary. Room temperature ~ 200℃
, preferably by reaction at a temperature of 50 to 100°C. At this time, the solvent used as necessary is I
It is preferable that the compound is capable of dissolving the lyamine compound, compound [■], and compound [■], and is inert to them. Further, during the reaction, a catalyst may be freely used to promote the reaction.

Degeneration obtained in this way? Liamin can be made into a salt by adding an acid. It is preferable to use a salt because it improves solubility in water. Acids that can be blended include hydrochloric acid,
Inorganic acids such as sulfuric acid and phosphoric acid; organic acids such as formic acid, acetic acid and (meth)acrylic acid.

The polymerizable monomers used in the emulsion polymerization to obtain the fiber processing resin of the present invention are not particularly limited as long as they are polymerizable, but one or more of them may be used depending on the purpose and use. Can be used in combination. Polymerizable monomers for emulsion polymerization include (meth)acrylic acid methyl, ethyl, propyl, isopropyl, butyl, isobutyl,
Esters of linear or branched aliphatic alkyl alcohols having 1 to 18 carbon atoms or alicyclic alkyl alcohols and (meth)acrylic acid, such as octyl, 2-ethylhexyl, lauryl, stearyl, or cyclohexyl esters. (Meth)acrylic acid esters which are compounds; monoesters of (meth)acrylic acid, crotonic acid, itaconic acid, maleic acid, fumaric acid, or zocarganic acid such as itaconic acid, maleic acid, and fumaric acid; Polymerizable unsaturated Cal? Polymerizable unsaturated sulfonic acids and their salts such as vinyl sulfonic acid, styrene sulfonic acid, sulfoethyl (meth)acrylate and their salts: aminoethyl (meth)acrylate, dimethylaminoethyl (meth)acrylate, dimethyl Aminoech/L
/ Basic unsaturated monomers such as (meth)acrylamide, vinylpyridine, vinylimidazole, vinylpyrrolidone; (meth)hydroxyethyl acrylate, (meth)acrylate
Hydroxyl group-containing unsaturated monomers such as hydroxypropyl acrylate, monoester of (meth)acrylic acid and polypropylene glycol or polyethylene glycol; Epoxy group-containing unsaturated monomers such as glycidyl (meth)acrylate; Unsaturated monomers containing a halohydrin group such as 2-hydroxy-3-chlorochloropyl (meth)acrylate; unsaturated monomers containing a blocked incyanate group such as a 7-enol adduct of incyanatoethyl (meth)acrylate unsaturated monomers containing an aziridinyl group such as (meth)acryloylaziridine and (meth)acryloyloxyethylaziridine; containing an oxazoline group such as 2-incro(nyl-2-oxazoline and 2-vinyl-2-oxazoline) Unsaturated monomers: (meth)acrylic acid and polyhydric alcohols such as ethylene glycol, 1,3-butylene glycol, 1,6-hexane glycol, neopentyl glycol, polyethylene glycol, polypropylene glycol, and trimethylolpropane. 2 polymerizable unsaturated groups in molecules such as esters
Polyfunctional (meth)acrylic acid esters containing @ or more; (meth)acrylamides such as (meth)acrylamide, methylolated (meth)acrylamide, and alkoxymethylolated (meth)acrylamide having 1 to 4 carbon atoms: vinyl Organosilicon monomer a such as trimethoxysilane, vinyltriethoxysilane, r-(meth)acryloxypropyltrimethoxysilane, allyltriethoxysilane, trimethoxysilylpropylallylamine; and styrene, vinyltoluene, vinyl chloride, chloride Examples include vinylidene, vinyl fluoride, vinyl fluoride, acrylonitrile, methacrylonitrile, vinyl acetate, vinyl propionate, ethylene, propylene, butadiene, isogrene, dicyclopentadiene, divinylbenzene, diallyl phthalate, etc. One type or a mixture of two or more types selected from these groups can be used.

In order to further improve the adhesiveness, water resistance, and solvent resistance of the fiber processing resin of the present invention, at least one of the polymerizable monomers reacts with a reactive surfactant consisting of a modified polyamine and/or a salt thereof. A polymerizable monomer having a functional group that can be used is preferably a polymerizable monomer. Examples of functional groups that can react with the amine group in the modified polyamine include carboxyl group, sulfonic acid group, azolidinyl group, oxazoline group, hydroxyl group, epoxy group, no-rohydrin group, blocked incyanate group, and alkoxysilyl group. The polymerizable monomers having these functional groups include:
Among the polymerizable monomers for emulsion polymerization, polymerizable unsaturated cargenic acids, polymerizable unsaturated sulfonic acids, aziridinyl group-containing unsaturated monomers, oxazoline group-containing unsaturated monomers, hydroxyl group-containing unsaturated monomers, etc. Saturated monomers, unsaturated monomers containing no-rohydrin groups, unsaturated monomers containing blocked incyanate groups, unsaturated monomers containing epoxy groups and organosilicon monomers. I can do it.

Any conventionally known emulsion polymerization method can be used to emulsion polymerize the above polymerizable monomer using a reactive surfactant as an emulsifier. For example, the present invention can be carried out by a method in which a polymerization catalyst, water, a reactive surfactant, and a polymerizable monomer are mixed all at once and then polymerized, or by a method such as a so-called monomer dropping method, a preemulsidine method, a μ seed polymerization method, a multistage polymerization method, etc. It is possible to synthesize an aqueous resin dispersion of.

The polymerization temperature is 0 to 100°C, preferably 50 to 80°C.
℃, and the polymerization time is 1 to 10 hours.

During emulsion polymerization, it is possible to add a hydrophilic solvent and other known emulsifiers and additives as long as the physical properties of the film are not adversely affected.

The amount of the reactive surfactant used as an emulsifier is not particularly limited, but is preferably 0.5 to 200 parts by weight, more preferably 1 to 1 part by weight, based on 100 parts by weight of the polymerizable monomer.
5 parts by weight.

As the polymerization catalyst, any conventionally known catalyst can be used. However, in order to obtain an aqueous resin dispersion that provides a film with even better water resistance, hydrogen peroxide, di-
A type of polymerization catalyst that does not leave sulfuric acid groups, such as t-butyl peroxide, peracetic acid, 2,2'-azobis(2-amidinopropane) dihydrochloride, and 4,4'-azobis(4-cyanopentanoic acid). Alternatively, it is preferable to use a mixture of 2a1 or more.

The aqueous resin dispersion thus obtained can be effectively used alone as a fiber processing resin, but
In addition, known regulators, viscosity modifiers, water repellents, ultraviolet absorbers, crosslinking agents, film-forming aids, penetrants, etc. may be added, and the compositions may also contain pigments and dyes. Good too. It can also be diluted as appropriate.

〔Effect of the invention〕

The fiber processing resin of the present invention comprises an aqueous resin dispersion obtained by emulsion polymerization of a polymerizable monomer using a reactive surfactant made of a modified polyamine with a specific structure as an emulsifier. Because of this, it has excellent adhesion, water resistance, solvent resistance, washing resistance, and durability to various textile products, especially when at least one polymerizable monomer reacts with a reactive surfactant. When the reactive surfactant and the resin obtained by emulsion polymerization bond with each other and form a cross-linked film, the above-mentioned properties are further improved. improves. Further, the heating temperature for forming the crosslinked film may be a relatively low temperature of room temperature to 100°C, and there is no problem of generating formalin during heating. Therefore, the fiber processing resin of the present invention can be extremely effectively used in the production of various fiber processed products using natural or synthetic fibers such as hemp, cotton, wool, rayon, polyacrylonitrile, polyamide, polyester, and polypropylene. For example, by using it as a binder for fiber processing such as carpet back coating, flocking, nonwoven fabrics, and synthetic leather, it has excellent strength and durability even under low-temperature drying conditions, and does not generate formalin at all. A processed product with the following characteristics can be obtained.

〔Example〕

The present invention will be explained in detail below with reference to Examples, but the scope of the present invention is not limited only to these Examples. In the examples, ``parts'' and ``parts'' refer to parts by weight, respectively, unless otherwise specified.

Reference Example 1 Polyethyleneimine (Evomin 5P
-006, manufactured by Nippon Shokubai Chemical Industry ■, average molecular weight 600
) 45 parts, mixture of α-olefin epoxides having 12 and 14 carbon atoms (AOE-X24, manufactured by Daicel Chemical Co., Ltd.) 1
4.7 parts were charged, heated to 80° C. while slowly blowing nitrogen gas, and reacted for 4 hours to obtain a modified polyamine. This is referred to as a reactive surfactant (1).

Reference Examples 2 to 6 Referential Example 1 was repeated except that the polyamine compound, compound CD, and compound (I[] shown in Table 1 were used, and the reaction times were as shown in Table xi). The same operation as above was repeated to obtain each modified polyamine. These were used as reactive surfactants (2) to (6). Reference Example 7 In the same flask as used in Reference Example 1, polyethyleneimine (Evomin 5P-012, manufactured by Nippon Shokubai Kagaku Kogyo ■, average molecular weight approximately 1200) 100 parts, stearic acid 50
and 70 parts of xylene were heated to 140° C. while slowly blowing nitrogen gas, and dehydration condensation was carried out over 4 hours. After the reaction was completed, xylene was distilled off to obtain a modified polyamine.

This is referred to as a reactive surfactant (7).

Example 1 5 parts of the reactive surfactant (1) obtained in Reference Example 1 and 100 parts of water were charged into a flask equipped with a dropping funnel, a stirrer, an inert gas introduction pipe, a thermometer, and a reflux condenser, and the mixture was stirred. The solution was made into a homogeneous aqueous solution, adjusted with acetic acid so that - was 4.5, and then diluted with water so that the total amount was 131 parts. 3 parts of a 105 aqueous solution of 2,2'-azobis(2-amidinopropane) dihydrochloride as a polymerization catalyst was charged, heated to 65°C while slowly blowing nitrogen gas, stirred to form a uniform aqueous solution, and then poured into the solution. A previously prepared monomer mixture consisting of 34 parts of methyl methacrylate and 66 parts of ethyl acrylate was added dropwise from the dropping funnel over a period of 2 hours.

Thereafter, the temperature was maintained at 65° C. and the mixture was further stirred for 1 hour to obtain an aqueous resin dispersion [1] with a nonvolatile content of 44.9%.

Examples 2 to 7 In Example 1, the same operations as in Example 1 were repeated except that the type of reactive surfactant and the composition of the polymerizable monomer mixture were as shown in Table 2. Resin dispersion [2] ~
I got [7]. The results are summarized in Table 2.

Comparative Example 1 The same operation as in Example 1 was repeated, except that a commercially available cationic emulsifier shown in QK Table 2 was used instead of the reactive surfactant as the emulsifier to prepare a comparative aqueous emulsifier. Resin dispersion [1 obtained. The results are summarized in Table 2.

Example 8 Aqueous resin dispersions [1] to [7] and comparative aqueous resin dispersion [1'] were used as binders for nonwoven fabric interlining and were subjected to performance tests as shown below. Resin dispersions [1] to [7] showed excellent washing resistance and had very good adhesion, but comparative aqueous resin dispersion [1] had considerably poor washing resistance. .

Performance test for nonwoven fabric interlining Processing conditions Aqueous resin dispersions [1] to [7] and comparative aqueous resin dispersion [1'] were diluted with water to adjust the nonvolatile content concentration to 20%. Add this liquid to polyester non-woven interlining (fabric weight 160JF).
/m”), squeezed at a squeezing rate of 80°C, and heated to 100°C.
It was heated and dried for 5 minutes.

Washing resistance test The texture was measured according to JIS L-1085 [Nonwoven fabric interlining test method] 45° cantilever method. Washing resistance: What is the texture after 5 washes compared to the texture before washing? −
The evaluation was based on whether cents were retained. Washing test is also JIS
It was carried out according to L-1085.

Table 3 Example 9 Aqueous resin dispersions [1] to [7] and comparative aqueous resin dispersion [1'] were subjected to performance tests as commercial coating agents as shown below. The aqueous resin dispersion of the invention exhibited significantly superior water resistance compared to the comparative aqueous resin dispersion.

Test Cloth Creation Conditions Each aqueous resin dispersion was applied to a cotton cloth to a coating amount of approximately 5097 m'' (dry), pre-dried at 80°C for 20 minutes, and then heated at 100°C for 10 minutes. Created a coated cloth.

Water Resistance Test Conditions After the cloth was immersed in tap water at room temperature for 24 hours, the state of whitening of the coating layer was observed and evaluated as ○ to ×.

○・・・No whitening △ pale whitening × Deep whitening Table 4

Claims (1)

[Claims] 1. A polyamine compound having two or more primary and/or secondary amino groups in the molecule has the general formula ▲ mathematical formula, chemical formula,
There are tables, etc. ▼ (In the formula, R represents a hydrocarbon group having 4 to 28 carbon atoms, A represents an alkylene group having 2 to 4 carbon atoms, and n is 0 or 1 to 3
It represents an integer of 0, and X represents an atomic group having a functional group that can react with an amino group. ) and, if necessary, a compound represented by the general formula R'-X (wherein R' represents an atomic group having a polymerizable unsaturated group,
represents an atomic group having a functional group that can react with an amino group. ) Emulsification of one or more polymerizable monomers in an aqueous medium using a reactive surfactant consisting of a modified polyamine and/or its salt obtained by reacting the compound [II] represented by (II) as an emulsifier. A fiber processing resin that uses an aqueous resin dispersion obtained by polymerization. 2. The fiber processing resin according to claim 1, wherein at least one of the polymerizable monomers is a polymerizable monomer having a functional group capable of reacting with an amino group. 3. Two or more primary and/or modified polyamines in the molecule
Or polyamine compounds having a secondary amino group have general formulas ▲ mathematical formulas, chemical formulas, tables, etc. and n is 0 or 1 to 3
It represents an integer of 0, and X represents an atomic group having a functional group that can react with an amino group. ) and the compound [I] represented by the general formula R'-X (wherein R' represents an atomic group having a polymerizable unsaturated group,
represents an atomic group having a functional group that can react with an amino group. ) The resin for fiber processing according to claim 1 or 2, which is obtained by reacting the compound [II] represented by: