JPS62184179A - Treatment agent for making synthetic fiber hydrophilic - Google Patents

Abstract

(57) [Summary] This bulletin contains application data before electronic filing, so abstract data is not recorded.

Description

[Detailed description of the invention] [Industrial application field] The present invention relates to a hydrophilic treatment agent for synthetic fibers.

[Prior Art] Di(meth)acrylate, which is an alkylene oxide adduct of bisphenol A, is used as a hydrophilic treatment agent for synthetic fibers (Japanese Patent Publication No. 59-34818M).

[Problems to be Solved by the Invention] However, this product has a low adhesion rate to synthetic fibers during use, so a large amount must be used, and the durability is insufficient.

[Means for Solving the Problems] The present inventors conducted intensive studies to obtain a hydrophilic treatment agent for synthetic fibers with improved adhesion rate and durability, and as a result, they were unable to arrive at the present invention.

The present invention is based on the general formula % formula % (1) (wherein, ) and the compound (8) represented by the general formula % formula (2) (where Y' is the residue of the active hydrogen-containing unsaturated monomer, Y
' is a residue of an isocyanate compound, and n is an integer of 1 or more. ) is a hydrophilic treatment agent for synthetic fibers consisting of a hydrophilic compound (B).

Examples of unsaturated monomers forming the residue of an active hydrogen-containing unsaturated monomer that does not contain an ether bond of X in general formula (1) include the following.

(1) Hydroxyl group-containing unsaturated monomer hydroxyalkyl (alkyl group usually has 2 to 4 carbon atoms) (meth)acrylate (represents acrylate and/or methacrylate).

The following is also shown in the same manner. ) [hydroxyethyl (meth)acrylate, hydroxypropyl (meth)acrylate, etc.), N-methylol (meth)acrylamide, N-ethylol (meth)acrylamide, etc.], (meth)allyl alcohol, etc.

(2) Amine group-containing unsaturated monomers (meth)allylamine, (meth)acrylamide of alkylene polyamine [ethylenediamine 7] (meth)acrylamide, diethylenetriamine mono(meth)acrylamide, etc.

(3) Active hydrogen-containing unsaturated monomer containing salt-forming group or salt-forming group Examples of the salt-forming group or salt-forming group include tertiary amino group, quaternary ammonium group, carboxyl group, sulfonium group, phosphonium group, etc. . Examples of unsaturated monomers containing these include N,N-dihydroxyalkylaminoalkyl (meth)acrylate [N,N-dihydroxyamine ethyl (meth)acrylate, N,N-dihydroxypropylaminopropyl (meth)acrylate, etc. ], active hydrogen-containing stilbene disulfonic acid, diaminostilbene disulfonic acid, dihydroxystilbene disulfonic acid, etc.).

Among these unsaturated monomers, hydroxyalkyl (meth)acrylate is preferred, and 2-hydroxyethyl (meth)acrylate is particularly preferred.

As the incyanate compound forming the residue of the isocyanate compound that does not contain a hydrophilic group of Y, an NCO urethane prepolymer of an organic isocyanate and an organic polyisocyanate and a polyfunctional active hydrogen-containing compound can be used.
These include:

(1) Organic isocyanates Aliphatic and aromatic isocyanates, such as aliphatic polyisocyanates (tetramethylene diisocyanate, hexamethylene diisocyanate, etc.), alicyclic polyisocyanates (isophorone diisocyanate (IP)
DI>, 4,4-dicyclohexylmethane diisocyanate, etc.), araliphatic polyisocyanates (xylylene diisocyanate, etc.), aromatic polyisocyanates (tolylene diisocyanate (TDI), 4,4-diphenylmethane diisocyanate ()IDI), crude) IDI, modified MDI, etc.), multimers of the above polyisocyanates [TDI multimers (eg trimers, trimers, etc.), etc.

Among these, preferred are aliphatic polyisocyanates, and particularly preferred are IPDI, hexamethylene diisocyanate, and 4,4-dicyclohexylmethane diisocyanate.

(2) NCO urethane prepolymer of organic polyisocyanate and polyfunctional active hydrogen-containing compound Urethane prepolymer of organic polyisocyanate and polyfunctional active hydrogen-containing compound listed in (1) above.

Examples of the polyfunctional active hydrogen-containing compound include low molecular polyols, polyester polyols, and amines.

Examples of low-molecular polyols include polyhydric alcohols such as ethylene glycol, propylene glycol, 1,4-butanediol, glycerin, trimethylolpropane, hexanetriol, and sorbitol, and polyhydric phenols such as bisphenol A and bisphenol S.

Polyester polyols containing terminal hydroxyl groups of polyester polyolic acids (aliphatic polycarboxylic acids such as adipic acid, maleic acid, trimerized linoleic acid; aromatic polycarboxylic acids such as phthalic acid) and low molecular weight polyols, polycaprolactone polyols, etc. Initiators Based on [glycols (ethylene glycol, etc.), triols, etc.], (substituted) caprolactone (ε-caprolactone, α-methyl-ε-caprolactone, ε-methyl-ε-caprolactone, etc.) is added as a catalyst (organometallic compound, metal A polyol that is addition-polymerized in the presence of a chelate compound, fatty acid metal acyl compound, etc.) is required.

The equivalent weight of polyester polyol is usually 100 to 4000
, preferably 500 to 3000.

Examples of amines include alkanolamines and polyamines.

Examples of alkanolamines include N,N-dialkylmonoalkanolamine (tanolamine, N,N-dimethylethanolamine, etc.), N-alkyl dialkanolamine (N-methyljetanolamine, N-butyljetanolamine, etc.) , trialkanolamines (triethanolamine, tripropateuramine, etc.), and nitrogen atom 41 compounds obtained by using quaternizing agents such as dimethyl sulfate or benzyl chloride.

Polyamines include aliphatic polyamines (ethylene diamine, propylene diamine, trimethylene diamine,
butylene diamine, hexamethylene diamine, etc.), alicyclic polyamines (1,3-cyclohexane diamine, 4
．． 4-methylenedicyclohexanediamine, etc.), heterocyclic polyamines (piperazine, N-aminoethylpiperazine, 1,4-diaminopiperazine, etc.), aromatic polyamines (phenylenediamine, xylylenediamine, 4-methylenedicyclohexanediamine, etc.)
．． 4°-diaminodiphenylmethane, tolylene diamine, 3,3°-dichloro-4,4-diaminodiphenylmethane, etc.), hydrazines (hydrazine, monoalkylhydrazine, etc.), dihydrazides (succinic acid dihydrazide, adipic acid dihydrazide, isophthalic acid dihydrazide, terephthalic acid dihydrazide, etc.).

Active hydrogen-containing groups of isocyanate groups (OH, NH2,
The number of moles relative to NH, etc.) is usually 1.05 to 3.01, preferably 1.3 to 2.2.

Among the NCO urethane prepolymers, preferred are:
Urethane prepolymers made from low-molecular polyols and/or polyamines and aliphatic polyisocyanates, particularly preferred are ethylene glycol and/or polyisocyanates.
or urethane prepolymers of trimethylolpropane and/or ethylenediamine and IPDI and/or hexamethylene diisocyanate and/or 4,4°-dicyclohexylmethane diisocyanate.

m in general formula (1) is preferably 2.3.

The compound (A) represented by the general formula (1) includes a 2=1 molar urethane of hydroxyethyl methacrylate and IPDI, hydroxyethyl acrylate, hexamethylene diisocyanate and ethylene glycol, and/or
Alternatively, examples include a 2=2:1 molar reaction product with ethylenediamine, hydroxyethyl acrylate, and a 3:3:1 molar urethane compound of 4,4-dicyclohexylmethane diisocyanate and trimethylolpropane.

Compound (A) of general formula (1) can be obtained by a normal urethanization reaction method, and compound (B) of general formula (2) can be obtained by a conventional urethanization reaction method.
) can be used in a similar way to the method used to obtain ).

The average molecular weight of the compound represented by general formula (1) is usually 20
00 or less.

Examples of unsaturated monomers forming the residue of the active hydrogen-containing unsaturated monomer of X- in general formula (2) include the following.

(1) Hydroxyl group-containing unsaturated monomer hydroxyalkyl (alkyl group usually has 2 to 4 carbon atoms) (meth)acrylate [hydroxyethyl (meth)acrylate, hydroxypropyl (meth)acrylate, etc.],
N-hydroxyalkyl acrylamide [N-methylol (meth)acrylamide, N-ethylol (meth)acrylamide, etc.], (meth)allyl alcohol, etc.

(2) Amino group-containing unsaturated monomers (meth)allylamine, (meth)acrylamide of alkylene polyamine [ethylenediamine 7)(meth)acrylamide, dielene triamine mono(meth)acrylamide, etc.].

(3) Polyoxyalkylene chain-containing unsaturated monomer (
1) and (2) fullkylene oxide (the alkylene group usually has 2 to 4 carbon atoms, such as ethylene oxide, propylene oxide, and butylene oxide) adduct (the number of moles added is usually 1 to 150, preferably 10 to 1)
00 and may be alone or in random or block or mixed adducts thereof), such as polyethylene glycol mono(meth)acrylate and polypropylene glycol mono(meth)acrylate.

(4) Active hydrogen-containing unsaturated monomer containing salt-forming group or salt-forming group Examples of the salt-forming group or salt-forming group include tertiary amine group, quaternary ammonium group, carboxyl group, sulfonium group, phosphonium group, etc. . Examples of unsaturated monomers containing these include N,N-dihydroxyalkylaminoalkyl (meth)acrylate [N,N-dihydroxyaminoethyl (meth)acrylate, N,N-dihydroxypropylaminopropyl (meth)acrylate, etc. ], active hydrogen-containing stilbene disulfonic acids (diaminostilbene disulfonic acid, dihydroxystilbene disulfonic acid, etc.), etc.

Preferred among these unsaturated monomers are hydroxyalkyl (meth)acrylates and their alkylene oxide adducts, and particularly preferred are 2-hydroxyethyl (meth)acrylate and polyethylene glycol mono(meth)acrylate.

The isocyanate compound forming the residue of the Y- isocyanate compound includes organic isocyanates, organic polyisocyanates, and N of polyfunctional active hydrogen-containing compounds.
CO urethane prepolymers can be used and these include:

(1) Organic isocyanates Aliphatic and aromatic isocyanates, such as aliphatic polyisocyanates (tetramethylene diisocyanate, hexamethylene diisocyanate, etc.), alicyclic polyisocyanates [isophorone diisocyanate (IP
DI >, 4,4-dicyclohexylmethane diisocyanate, etc.], aromatic aliphatic polyisocyanates (xylylene diisocyanate, etc.), aromatic polyisocyanates [tolylene diisocyanate (DI), 4,4゛-
diphenylmethane diisocyanate (101), crude MDI, modified MDI, etc.], multimers of the above polyisocyanates [multimers of TDI (e.g. trimer, trimer, etc.)], aliphatic and aromatic monoisocyanates (stearyl isocyanate, p-tolyl isocyanate, etc.).

Among these, preferred are aliphatic polyisocyanates, and particularly preferred are IPDI, hexamethylene diisocyanate and 4.4°-dicyclohexylmethane diisocyanate.

(2) NCO urethane prepolymer of organic polyisocyanate and polyfunctional active hydrogen-containing compound Urethane prepolymer of organic polyisocyanate and polyfunctional active hydrogen-containing compound listed in (1) above Containing polyfunctional active hydrogen Examples of the compound include high molecular polyols (polyether polyols, polyester polyols, etc.), low molecular polyols, amines, and the like.

As polyether polyols, low molecular polyols (
Ethylene glycol, propylene glycol, 1,4-
polyhydric alcohols such as butanediol, glycerin, trimethylolpropane, hexanetriol, sorbitol, sucrose, polyhydric phenols such as bisphenol A1 and bisphenol S), or amines (
Additives of alkylene oxides (alkylene oxides having 2 to 4 carbon atoms such as ethylene oxide, propylene oxide, butylene oxide) and alkylene oxides (such as polyamines and nitrogen atom quaternization products using quaternizing agents such as alkanolamine acids or benzyl chloride) and Examples include ring-opening polymers, specifically polyethylene glycol, polypropylene glycol, and polytetramethylene glycol.

Polyester polyols include polycarboxylic acids (aliphatic polycarboxylic acids such as adipic acid, maleic acid, dianabolic acid, aromatic polycarboxylic acids such as phthalic acid, rhidium sulfoisophthalic acid) and low-molecular polyols or polyether polyols. Polyester polyols containing terminal hydroxyl groups, polycaprolactone polyols, such as (substituted) caprolactones (ε-caprolactone, α-methyl-ε-caprolactone, ε-methyl- Examples include polyols obtained by addition-polymerizing ε-caprolactone, etc.) in the presence of a catalyst (organometallic compound, metal chelate compound, fatty acid metal acylated product, etc.).

The equivalent weight of the polymer polyol is usually 100 to 4,000.

Preferably it is 500-3000.

As the low-molecular-weight polyol, the same low-molecular-weight polyols as explained in the polyether polyol can be used.

Alkanolamines as amines and polyamines.

Examples of alkanolamines include N,N-dialkylmonoalkanolamines (N,N-dimethylethanolamine, N,N-diethylethanolamine, etc.), N-
Alkyl dialkanolamines (N-methylgetanolamine, N-butylgetanolamine, etc.), trialkanolamines (triethanolamine, triproptoolamine, etc.), and their quaternizing agents such as dimethyl sulfate or benzyl chloride Examples include quaternized nitrogen atoms.

Examples of the polyamines include the polyamines described in the section of the NCO urethane prepolymer of Y above.

Active hydrogen-containing groups of isocyanate groups (OH, NH2,
The molar loss against NH, etc.) is usually 1.05 to 3.01, preferably 1.3 to 2.2.

Among the NCO urethane prepolymers, preferred are urethane prepolymers made from polyether polyols and aliphatic polyisocyanates, and particularly preferred are polyethylene glycols (average molecular weight 1000-60).
00) and IPDI and/or hexamethylene diisocyanate and/or 4,4-dicyclohexylmethane diisocyanate.

At least one of X' and Y' has a hydrophilic group.

In general formula (1), when X is a salt-forming group or a residue of an active hydrogen-containing unsaturated monomer containing a salt-forming group, and the hydrophilic group in general formula (2) is a salt-forming group or a salt-forming group, Y ” is a salt-forming group or a salt-forming group.

Preferably n in general formula (2) is 2.

As the compound (B) represented by the general formula (2), the general formula % formula % (3) (wherein, X- is a residue of an active hydrogen-containing unsaturated monomer, Y
” is a residue of a hydrophilic group-containing NCO urethane prepolymer, and n is an integer of 1 or more. The residue of an active hydrogen-containing unsaturated monomer, Y- is a residue of an isocyanate compound, and n is an integer of 1 or more.

Examples of the compound represented by the general formula (3) include hydroxyethyl methacrylate, a 2:2:1 molar urethane of IPDI and polyethylene glycol (average molecular weight 4000), and compounds represented by the general formula (4) include polyethylene glycol ( 2= of monoacrylate and hexamethylene diisocyanate with average molecular ff11500)
Examples include 1 mole urethane compounds.

The compound of general formula (2) can be obtained by a conventional urethanization reaction method. For example, ■ a method of reacting an organic polyisocyanate with a hydrophilic group-containing active hydrogen-containing unsaturated monomer, and ■ a method of reacting polyols with an organic polyisocyanate with an excess of isocyanate groups to produce an NCO urethane prepolymer, which is combined with active hydrogen. A method of reacting an unsaturated monomer containing active hydrogen with an organic polyisocyanate in an excess of isocyanate groups to produce an NCO urethane prepolymer containing unsaturated double bonds, and reacting this with polyols. and (2) a method of reacting polyols and active hydrogen-containing unsaturated monomers with an organic polyisocyanate.

The reaction temperature is usually 40-140'C1, preferably 60-1
It is 00℃. In order to accelerate the reaction, known catalysts for urethanization reaction, such as organometallic compounds such as dibutyltin dilaurate, stannous octoate, stannous octoate, triethylenediamine, triethylamine, 1,8-diazabicyclo[5, 4, O]
It is also possible to use tertiary amine compounds such as Launsane-7.

The amount of compounds (A) and (B) to be used is usually 1 to 50%, preferably 5% based on the total weight of (A) and (B).
-20%, (B) is usually 50-99%, preferably 80%
~95%. If (A) is less than 1%, the effect of improving durability will be insufficient, and if it exceeds 50%, ff111 conductivity and water absorption will decrease.

Synthetic fibers to which the treatment agent of the present invention is applied include polyester, polyamide, polyacrylonitrile, polyolefin, polyurethane, modified polymers thereof, and blends of these synthetic fibers with other natural, recycled, and semi-synthetic fibers. The forms include cotton, thread, tow,
Examples include tops, skeins, knitted fabrics, and non-woven fabrics.

When using the treatment agent of the present invention, the amount applied to the fiber material is usually 0.1 to 30%, preferably 0.1 to 30%, based on the weight of the fiber.
Adjustment is made so that the adhesion is 5 to 5%. If the amount of adhesion is too low, the performance will be insufficient, and if it is too high, the texture and physical properties of the treated object will deteriorate.

It is preferable to use the treatment agent of the present invention by mixing (A) and (B) in advance, but (A) and (B) may be added separately or mixed in a bath, or It may be used by treating the fibers in a separate bath.

The processing agent of the present invention can be used by the following method. For example, ■ synthetic fibers are immersed in an aqueous solution or aqueous dispersion containing the treatment agent and polymerization initiator of the present invention,
Method of treatment at 40'C, (1) immersing synthetic fibers in an aqueous solution or aqueous dispersion containing the treatment agent and polymerization initiator of the present invention, or spraying these solutions onto synthetic fibers, and then squeezing. Then, a method of carrying out a wet heat treatment at 80 to 200'C, or a method of attaching the treatment agent of the present invention to synthetic fibers and then carrying out a natural treatment at 120 to 200'C in the same way as in ■■ is required. .

The above polymerization initiators include common radical polymerization catalysts, such as peroxides (organic peroxides such as benzoyl peroxide, cumene hydroperoxide, t-butyl hydroperoxide; inorganic peroxides such as ammono persulfate, sodium persulfate, potassium persulfate, etc.), azo compounds (azobisisobutyronitrile, azobisisovaleryl acid, etc.),
Examples include redox systems (systems in which peroxides such as hydrogen peroxide, persulfates, and diacyl peroxides are used in combination with reducing agents such as metal ions, sulfites, mercaptans, and amines). Inorganic peroxides are preferred, and persulfates are particularly preferred. The amount of polymerization initiator used is usually 0.1 to 50%, preferably 1 to 10%, based on the weight of the processing agent.

The above-mentioned dispersion in water is a liquid in which a processing agent is finely dispersed in water. In this case, use water-soluble solvents (methanol, isopropanol, acetone, dimethylformamide, etc.), water-insoluble solvents (toluene, xylene, benzyl alcohol, etc., and carrier effects such as chlorobenzene, methylnaphthalene, etc.) as necessary. , common surfactants used as emulsifiers and dispersants, and unsaturated monomers containing hydrophilic groups may be used. Examples of unsaturated monomers containing the above hydrophilic group include acidic unsaturated monomers [(meth)acrylic acid, maleic acid, styrenesulfonic acid, vinylsulfonic acid, 2-hydroxy-3-(meth)acryloxypropylsulfonic acid, etc.] , basic unsaturated monomer [(meth)acrylamide, N,N-dihydroxyethyl (meth)acrylamide, N,N-dimethylaminoethyl (meth)acrylate, morpholinoethyl (meth)acrylate, 4-vinylpyridine, 2-vinyl pyridine, etc.], other unsaturated monomers [(meth)allyl alcohol, hydroxypropyl (meth)acrylate, polyoxyethylene oxypropylene (random or block) glycol mono(meth)allyl ether, N,N,N-trimethyl-N -(meth)acryloxyethylammonium chloride, etc.].

[Examples] Hereinafter, the present invention will be briefly described using Examples and Test Examples, but the present invention is not limited thereto. The performance evaluation method in the test example is as follows.

(a) Adhesion rate: Determined from the change in weight of the test fabric before and after treatment.

(0) Electric training property 2 The temperature of the treated fabric was controlled in an atmosphere of 20'C, 140% RH for 6 hours, and under the conditions of 20'C, 40% RH.
Frictional charging voltage was measured using a rotary static tester at Kyoto University Kaken2.

(/9 Water absorption: Water droplets (10, c! > 1
A drop was dropped and the time taken for it to be completely absorbed was measured.

Example 1 400 parts of polyethylene glycol with an average molecular weight of 4000 and 44.4 parts of isophorone diisocyanate are reacted at 120 to 125°C for 4 hours in a nitrogen atmosphere, and then 26 parts of hydroxyethyl methacrylate, 0.02 part of dibutyltin dilaurate, and monomethyl Hydroquinone 0
．． Add 5 parts and react at 75-80°C for 200 hours,
Compound (A), which is the compound (B) of the present invention, was obtained as a white solid.

44.4 parts of isophorone diisocyanate, 26 parts of hydroxyethyl methacrylate, 0.02 part of dibutyltin dilaurate, and 0.5 part of monomethylhydroquinone were added and reacted at 75-80'C for 200 hours to form a colorless viscous liquid. In the present invention, the compound (A) is (
0) was obtained.

The treatment agent C9 of the present invention was obtained by mixing (a) and (b) in a ratio of 90:10.

Example 2 155 parts of polyethylene glycol monoacrylate with an average molecular diameter of 1500, 16.8 parts of hexamethylene diisocyanate, o and oi parts of dibutyltin dilaurate, and 0.17 parts of monomethylhydroquinone were heated at 75 to 80°C for 200 hours under a nitrogen atmosphere. As a result of the reaction, a white solid compound (B) of the present invention was obtained.

13.4 parts of trimethylolpropane and 44.4 parts of isophorone diisocyanate were mixed in a nitrogen atmosphere at 120 to 12 parts.
React at 5°C for 4 hours, add 26 parts of the 1-barley hydroxyl methacrylate, 0.02 part of dibutyltin dilaurate, and 0.5 part of monomethylhydroquinone, and react at 75 to 80°C for 200 hours. The compound (A) of the present invention is a colorless viscous liquid (e)
I got it.

Treatment agent N of the present invention was obtained by mixing ε (:) and (E) at a weight ε ratio of 9228.

Comparative Example 1 Diacrylate of 40 moles of ethylene oxide adduct of bisphenol A Comparative Example 2 Compound (B) obtained in Example 1 (A) Usage Example 1 Treatment agent 99 of the present invention obtained in Example 1, Comparative Example 0.4 g of each of the processing agents of Comparative Example 1 and Comparative Example 2 and 0.0 g of potassium peroxide.
5 g of polyester suede fabric was immersed in a treatment bath obtained by dissolving 1 g of polyester in 100 g of water, placed in a stainless steel sealed container, and heated for 120' while rotating in a sealed state.
CX heat treatment was performed for 30 minutes.

After the heat treatment, the polyester Amundsen was taken out, washed with water, dried, and used as a finished cloth for performance evaluation. A portion of the finished fabric was also washed in a 2SF/Jl neutral detergent (ZABU: Kao Soap) aqueous solution at 40'C for 10 minutes, and then rinsed for 10 minutes. This process was repeated 5 times and 20 times, and the finished fabric and the treated fabric after washing 5 times and 20 times were subjected to performance evaluation (measurement of adhesion rate, antistatic property, and water absorption).

Use Example 2 5 g of polyester spun tile fabric was immersed in a treatment bath obtained by dissolving 4 g of the treatment agent (No. 4 g) of the present invention obtained in Example 2 and 0.019 ammonium persulfate in water ioog. The finished fabric was heat treated in the same manner as above, and after 5 washes and 20
A treated cloth was prepared after treatment and subjected to performance evaluation.

Use Example 3 A polyester suede fabric was immersed in a treatment bath containing the treatment agent of the present invention (/92%) obtained in Example 1 and 0.2% sodium persulfate, and squeezed with a mangle to an impregnation rate of 30%.

The cloth was then treated in saturated steam at 110° C. for 5 minutes, washed with water and dried to obtain a finished cloth. Washing was carried out in the same manner as in Use Example 1, and finished fabrics, treated fabrics after 5 washes and 20 washes were prepared and subjected to performance evaluation.

The results are shown in the table below.

[Effects of invention The processing agent of the present invention has the following effects.

(1) To give synthetic fibers durable and excellent electrostatic properties and water absorption properties.

(2) Since it has better adhesion to fibers than conventional hydrophilic treatment agents, a sufficient effect can be obtained with the use of a small amount.

Claims (1)

[Claims] 1. General formula Y-(NHCOX)_m(1) (wherein, residue, and m is an integer of 2 or more. residue, Y
' is a residue of an isocyanate compound, and at least one of X' and Y' has a hydrophilic group. n is an integer of 1 or more. ) A hydrophilic treatment agent for synthetic fibers comprising a hydrophilic compound (B). 2, (B) has the general formula Y''-(NHCOX')_n(3) (wherein, X' is the residue of an active hydrogen-containing unsaturated monomer, Y
" is a residue of a hydrophilic group-containing NCO urethane prepolymer, and n is an integer of 1 or more. The treatment agent according to claim 1. 3. (B) is a general Formula Y'-(NHCOX'')_n(4) (wherein, X'' is a residue of a hydrophilic group-containing active hydrogen-containing unsaturated monomer, Y' is a residue of an isocyanate compound, and n
is an integer greater than or equal to 1. ) The processing agent according to claim 1 or 2, which is a compound represented by: 4. The processing agent according to any one of claims 1 to 3, wherein the hydrophilic group is a polyoxyalkylene chain. 5. The processing agent according to any one of claims 1 to 4, wherein the hydrophilic group is a salt-forming group or a salt-forming group. 6. Claim 1, wherein the amounts of (A) and (B) are 1 to 50% of (A) and 50 to 99% of (B), based on the total weight of (A) and (B). The processing agent according to any one of Items 1 to 5. 7. The processing agent according to any one of claims 1 to 6, wherein n is 2.