JPS60157893A - Coating agent for cationic dye dry-type color forming and manufacture of article using the same - Google Patents

Abstract

PURPOSE:To provide the titled coating agent having favorable dyeable property, color forming property, clearness or the like and capable of providing a color forming material for color copying or the like, wherein an active ray hardenable resin, a specified phosphoric acid ester monomer and an amine compound are mixed with each other. CONSTITUTION:The desired coating material is obtained by mixing (A) an active ray hardenable resin, preferably, a mixture of a polymer with a monomer and/or oligomer which has at least 1.5 polymerizable groups or epoxy groups per molecule, (B) a phosphoric acid ester monomer of formula I , wherein at least one of groups X is CH2C(R1)CO(OR2)nO-, wherein R1 is H or CH3, R2 is 1-10C alkylene, and n is 0-10, each of the rest of the groups X being OH, and (C) an amine compound of formula II, wherein at least one of groups Y is H(OR3)m-, wherein R3 is 1-10C alkylene, and m is 1-10, each of the rest of the groups Y being H or 1-20C alkyl. The coating agent is preferably applied to a polyester film, and is hardened by irradiating with UV rays having a wavelength of 100- 800nm to obtain a color forming material.

Description

Detailed Description of the Invention [Technical Field of the Invention] The present invention relates to a coating agent for cationic dye dry transfer coloring and a method for producing articles using the same, which can be easily dyed with A flower cationic dye and have coloring property. The present invention also relates to a cationic dye dry coloring coating agent with excellent clarity and a method for manufacturing articles using the same.

[Technical background of the invention and its problems] With the recent rapid spread of office automation, the number of color displays rapidly increases in personal computers, word processors, office computers, etc., which are the core of office automation, and the practical use of recording methods from color signals has increased. There is a rapid increase in the demand for colorization, and there is also a strong demand for colorization in the field of dry copying machines.

Conventional color recording methods include a thermal transfer method, an inkjet method, a wire dot method, and the like.

Among these color recording methods, the thermal transfer method is particularly promising since it does not generate sound and the copying machine is easy to handle, maintain, and manage.

However, the current thermal transfer method is a dry transfer coloring technology using sublimable disperse dyes on synthetic fiber paper or synthetic resin film, so it has drawbacks such as lack of dry transfer coloring properties due to disperse dyes and sharpness of color tone. There was a strong demand for improvement.

[Object of the Invention] The object of the present invention is to provide a coating agent for cationic dye dry transfer coloring that is easily dyed with a sublimable cationic dye and has excellent color development and clarity, and a method for producing articles using the same. It's about doing.

[Summary of the Invention] As a result of intensive #F research in order to achieve the above-mentioned object, the present inventors have developed a paper, film, etc. made of a specific phosphate ester monomer, an amine compound, and a specific resin. The present invention was completed based on the discovery that when a coating agent is applied and cured, the paper Φ film is easily dyed with a sublimable cationic dye, and the dye has excellent color development and clarity.

That is, the cationic dye dry transfer coloring coating agent of the present invention has the active energy ray curable resin and the general formula; 'k O- (wherein, R3 represents a hydrogen atom or a methyl group, R2 represents an alkylene group having 1 to 10 carbon atoms, and n is 0 to
It is an integer of 10. ), and the remainder represents a hydroxyl group. 1 and the general formula Y-N-Y CH) Y.

[In the formula, at least one Y is a general formula; H (OR: +
% (wherein R3 represents a C1-C1o alkylene group, m is an integer of 1-10), and the remainder is a hydrogen atom or an alkyl group having 1-2C atoms. represents a group. ] It is characterized by consisting of an amine compound shown in

The active energy ray-curable resin used in the present invention may be any resin as long as it is curable with active energy rays (e.g., ultraviolet light), such as photodimerizable resins such as polyvinyl cinnamic acid. Resin; unsaturated polyester type, polyether acrylate or polyether methacrylate type (hereinafter, ``acrylate or methacrylate'' is simply abbreviated as ``(meth)acrylate''), polyester (meth)acrylate type, polyol (meth)acrylate type photo-initiated radical polymerization type resins such as epoxy (meth)acrylates, amide urethane (meth)acrylates, urethane (meth)acrylates, spiroacetal (meth)acrylates, and polybutadiene (meth)acrylates; epoxy resins Examples include photocationic polymerizable resins such as.

The active energy ray curable resin is preferably.

It consists of polymers and/or oligomers, or it consists of a mixture of polymers and monomers and/or oligomers.

Specific examples of such active energy ray-curable resin monomers or oligomers include 1.2-propylene glycol/phthalic anhydride/maleic anhydride, ethylene glycol/terephthalic acid/maleic anhydride, and 1.4-propylene glycol/phthalic anhydride/maleic anhydride.
Unsaturated polyester synthesized from butanediol/tetrahydrophthalic anhydride/fumaric acid, etc., 1,2.6-
Polyether (meth)acrylate synthesized from hexanetriol/propylene oxide/acrylic acid, trimethylolpropane/ethylene oxide/methacrylic acid, trimethylolpropane/propylene oxide/acrylic acid, pentaerythritol/ethylene oxide/acrylic acid; adipic acid/1 ,6-hexanediol/
Polyester (meth)acrylate synthesized from acrylic acid, succinic acid/l, 4-butanediol/acrylic acid, succinic acid/trimethylolethane/acrylic acid, cepatic acid/1,8-hexanediol/methacrylic acid, etc.; ethylene Glycol diacrylate, triethylene glycol diacrylate, ethylene glycol dimethacrylate, hexapropylene glycol diacrylate, neopentyl glycol diacrylate, neopentyl glycol dimethacrylate, 1.6-hexanediol diacrylate, 1.4-butanediol dimethacrylate , butyl acrylate, 2-ethylhexyl acrylate, lauryl methacrylate, cyclohexyl acrylate, tetrahydrofurfuryl acrylate,
2-hydroxyethyl methacrylate, 1,4-butanediol monoacrylate, benzyl methacrylate,
Ethylcarpitol acrytropane triacrylate, trimethylolethane trimethacrylate, pentaerythritol pentaacrylate, pentaerythritol, trimethacrylate, dipentaerythritol tetraacrylate, dipentaerythritol pentaacrylate, dipentaerythritol hexamethacrylate, 2,2-bis( 4-acryloxyethoxyphenyl)propane, 2,2-bis(4-
Acryloxyjethoxyphenyl)propane, 2.2-
Bis(4-methacryloxyjethoxyphenyl)propane, 2.

(meth)acrylate or polyol (meth) such as 2-bis(4-acryloxypropoxyphenyl)propane
Acrylate; diglycidyl etherified bisphenol A/acrylic acid, diglycidyl etherified polybisphenol A/acrylic acid, triglycidyl etherified glycerin/acrylic acid, triglycidyl etherified trimethylolethane/methacrylic acid, diglycidyl etherified aniline/acrylic Epoxy (meth)acrylate-I, such as acids; γ-butyrolactone/N-methylethanolamine/bis(4-incyanatocyclohexyl)methane/2-hydroxyethyl acrylate, γ-butyrolactone/N-methylethanolamine/2. Amidourethane (meth)acrylate such as 8-tolylene diisocyanate/tetraethylene glycol/2-hydroxyethyl acrylate, 2.8-tolylene diisocyanate diacrylate, inphorone diisocyanate diacrylate, isophorone diisocyanate dimethacrylate, hexanediol/isophorone diisocyanate /2
- Urethane acrylates such as urethanacrylate and hexamethylene diisocyanate diacrylate synthesized from hydroxyethyl acrylate; spiroacetal acrylate synthesized from diarylidene pentaerythritol/2-hydroxyethyl acrylate; epoxidized butadiene/2-hydroxyethyl Acrylated polybutadiene synthesized from acrylate; polyethylene glycol diglycidyl ether, polypropylene glycol diglycidyl ether, neopentyl glycol glycidyl ether, glycerol triglycidyl ether, trimethylolpropane triglycidyl ether,
Epoxy resins such as pentaerythritol tetraglycidyl ether, sorbitol tetraglycidyl ether, diglycidyl etherified bisphenol A, diglycidyl etherified polybisphenol A, diglycidyl etherified aniline; trisacryloyloxyethyl isocyanurate, etc.; The polymers and oligomers may be used alone or in combination of two or more.

The monomers, oligomers, and polymers preferably have an average number of polymerizable groups or epoxy groups of more than 1 per molecule, and more preferably have an average number of polymerizable groups or epoxy groups of 1. 5 (Fff) is preferred. If this number is less than 1, the curing properties of the coating agent may be poor or the blocking properties between coated articles may be poor.

In particular, the polymer is 0 to 3 of the active energy ray-curable resin.
It is preferable that the monomer and/or oligomer contains 0% of polymerizable unsaturated groups or epoxy groups on average per molecule. In this case, it is more desirable because the coated article has good scratch resistance, is less likely to be scratched during handling, and the color-copied article can maintain its beauty for a long time.

Furthermore, as an oligomer, the general formula: [wherein at least three X's represent an atom or a methyl group, R5 is a single bond, an alkylene group having 1 to 8 carbon atoms, (
CH2CH2-0 arrow, (CHCH, 0 arrow or (C5H,
, O is shown in Table H3, and M is an independent positive integer in each equation. ), the remainder being an alkyl group having 1 to 8 carbon atoms, a hydroxyl group, an amino group, ('CI(7CH7
0 light H, (CHCH20晃IIH3 or (represents Cs HB O% H, N is an integer from 1 to 4, and M is an independent positive integer in each formula).] It is also preferable to contain such a compound in an amount of 10% by weight or more, since the curing property of active energy rays in the air becomes good and the workability of coating is improved.This compound Specific examples include dipentaerythritol tetraacrylate, dipentaerythritol pentaacrylate, dipentaerythritol hexaacrylate, tripentaerythritol pentaacrylate, tripentaerythritol hexaacrylate, tripentaerythritol heptaacrylate, etc. The polymer used in combination with the compound may be any polymer as long as it has film-forming ability, and examples thereof include polyamide, polyester, polyvinyl acetate, acrylic resin, cellulose resin, etc. When used, it is desirable to use a resin in which at least 10% by weight of the active energy ray-curable resin is comprised of monomers and/or oligomers in order to prevent blocking between coated articles.

The phosphoric acid ester monomer used in the present invention is a compound represented by the general formula (I) described above.

Specific examples of this compound include acryloxyethyl phosphate, methacryloxyethyl phosphate, acryloxypropyl phosphate, methacryloxybutyl phosphate, acryloxyjethoxyphosphate, methacryloxytriethoxyphosphate,
Examples thereof include diacryloyloxyethyl phosphate, dimethacrylocyclodiethyl phosphate, diacrylocyclodiethyl phosphate, and the like. Other examples of this compound include halogenated vinyl phosphates and alkyl-substituted vinyl phosphates, but these are not preferred because they do not have sufficient curing properties with active energy rays.

The amine compound used is a compound represented by the general formula (II) described above. Specific examples of this compound include ethanolamine, jetanolamine, dimethylethanolamine, diethylethanolamine, ethyljetanolamine, di-n-hexylethanolamine, n-
-hexylgetanolamine, β-ethylhexylethanolamine, n-butylgetanolamine, n-
Examples include lauryl jetanolamine, n-cetyl jetanolamine, triethanolamine, n=lauryl jetanol ethoxyamine, and n-lauryl jetanol propoxyamine.

The total blending ratio of the phosphoric acid ester monomer and amine compound used in the coating agent of the present invention is in the range of 0.1 to 30%, preferably 1% to the active energy ray-curable resin. It is in the range of ~25@% by weight. If this blending ratio is less than 0.1% by weight, the dyeing density with the cationic dye will not be sufficient, and if it exceeds 30% by weight, the compatibility or dispersibility with the active energy ray-curable resin will be poor6. Further, the molar ratio of the phosphoric acid ester monomer and the amine compound is usually in the range of 4/1. If it deviates from this range, the dyeing properties of the cationic dye will deteriorate.

These phosphate ester monomers and amine compounds may be independently blended into the active energy ray-curable resin, or they may be obtained by reacting both the phosphate monomer and the amine compound in advance. An additional compound may be incorporated into the active energy ray-curable resin, and this additional compound acts as a cationic dye, guisite. Note that it is not possible to improve the dyeing properties of sublimable dyes for cationic dye dry transfer coloring using only either the phosphoric acid ester monomer or the amine compound.

The coating agent of the present invention may contain other components such as a photoinitiator, a photosensitizer, and a mixture of these and a co-catalyst, if necessary. Specific examples of these photoinitiators, photosensitizers, and mixtures thereof with cocatalysts include benzoin, benzoin isobutyl ether, benzyl dimethyl ketal, ethylphenyl glyoxylate, jetoxyacetophenone, and 1,1-dichloroacetophenone. , C-isopropyl-2-hydroxy-2-methylpropiophenone, l-hydroxycyclohexylphenylketone, benzophenone, benzophenone/jetanolamine, 4,4゛-bisdimethylaminobenzophenone, 2-methylthioxanthone, tert- Carbonyl compounds such as butylanthraquinone and benzyl; numerical compounds such as tetramethylthiuram monosulfide and tetramethylthiuram disulfide; azo compounds such as azobisisobutyronitrile and azobis-2,4-dimethylvaleronitrile; benzoyl peroxide, gtert
- Peroxide compounds such as butyl peroxide; Aryldiazonium compounds such as phenyldiazonium tetrafluoroporate and 4-methylphenylhexafluorophosphate; 4,4'-dimethyldiphenyliodonium hexafluorophosphate and diphenyliodonium hexafluoroarsenate diaryliodonium compounds such as; triarylsulfonium compounds such as triphenylsulfonium hexafluorophosphate-1-,1-liphenylsulfonium hexafluoroarsenate;
It is used either as a species or as a mixture of two or more species.

The blending ratio of these compounds is usually 0.01 to 10 parts (by weight) to the cationic dye dry transfer coloring coating agent.
2)%, preferably less than 0.01% by weight. If this blending ratio is out of the above-mentioned range, the corrugated film may be colored or the light resistance may be deteriorated, which is not preferable.

The present invention also provides a method for producing a novel cationic dye dry transfer coloring article.

That is, the method for producing the cationic dye dry transfer coloring article of the present invention comprises the above-mentioned active energy ray-curable resin and the general formula: % formula % () [wherein X is at least ig4 of the general formula; C-C(OR2 arrow -
It is an integer of 10. ), and the remainder represents a hydroxyl group, and a phosphoric acid ester monomer represented by the general formula; Y-N-Y (II) [wherein at least one Y is a general formula; H (OR, 蒐(
In the formula, R3 represents an alkylene group having 1 to 10 carbon atoms, and m is an integer of 1 to 1O. ) and the remainder is a hydrogen atom or an alkyl group having 1 to 20 carbon atoms.A coating agent consisting of an amine compound represented by ] is applied to the surface of a film or paper, and then active energy is applied. It is characterized by being hardened with a wire.

The film or paper used in the production method of the present invention may be any film or paper that is normally used as a base material for dry transfer.

Specific examples of film-free paper include film-like materials such as polyester film, propylene film, nylon film, and vinyl chloride film; art paper mainly made of wood TA#, acrylic paper mainly made of acrylic AM, polyester paper, etc. In particular, polyester film, acrylic paper, or art paper is preferable in consideration of heat resistance, and polyester film is most preferable in consideration of transparency of the article.

These papers or films can be used as they are, or if necessary, they can be pretreated by washing, etching, corona discharge, active energy ray irradiation, dyeing, printing, etc. good.

In the method of the present invention, first, the coating agent of the present invention is usually mixed uniformly in advance and applied to the surface of paper/film. At the time of mixing or coating, a solvent may be used in combination depending on the paper/film, and this combination of solvents may be desirable in consideration of the workability of coating.

Examples of the coating method include a spray method, a roll coater method, a gravure coating method, a dipping method, and a flow coating method.

Next, the coating film on the paper/film is cured with active energy rays.

Examples of active energy rays include ultraviolet rays emitted from sources such as xenon lamps, low-pressure mercury lamps, high-pressure mercury lamps, or ultra-high-pressure mercury lamps, electron beams extracted from electron beam accelerators that usually have a temperature of 20 to 2,000 ℃, alpha rays, beta rays, and γ rays. Radiation such as radiation, etc. can be mentioned, and considering ease of handling and workability,
Ultraviolet light having a wavelength in the range of 100 to 800 nm is preferred.

When using ultraviolet rays as active energy rays, it is better to add a photoinitiator, a photosensitizer, and a mixture of these and a cocatalyst that can initiate a polymerization reaction upon irradiation with ultraviolet rays to the coating agent in terms of curing properties. preferable.

[Effects of the Invention] The cationic dye dry transfer coloring coating agent of the present invention is easily dyed with a sublimable cationic dye, and has significantly superior coloring properties and vividness compared to conventional ones. In addition, the article obtained by the manufacturing method of the present invention using this coating agent has the above-mentioned excellent properties, has high heat resistance, and can perform dry transfer of cationic dye at low temperature and in a short time. . Therefore, the coating agent of the present invention and the article according to the present invention are extremely useful as, for example, dry transfer coloring materials for color copying, electrophotography, or information recording, and have great industrial value.

[Embodiments of the Invention] Examples of the present invention will be listed below and will be described in more detail. In addition, in Examples and Comparative Examples, all "parts" represent parts by weight.

2.2-bis(4-acryloxyjethoxyphenyl)
20 parts of propane, 10 parts of dipentaerythritol pentaacrylate, 10 parts of dipentaerythritol hexaacrylate, diglycidyl etherified bisphenol/
The present invention consists of 16 parts of epoxy acrylate consisting of acrylic acid, 30 parts of tetrahydrofurfuryl acrylate, 4 parts of methacryloxyethyl phosphate, 3 parts of n-hexylgetanolamine, 3 parts of penzoinisopropyl ether, and 4 parts of benzophenone. Coating agent for cationic dye dry transfer color development with 200 parts of toluene,>
50 parts of 7' norformamide, 10 parts of isobronokol
Dilute with a mixed solvent of 0 parts and 50 parts of isomethanol, stir, and apply the coating agent to Wq! In.

Next, a polyester film (thickness: 10 OpL) was continuously immersed in this coating solution.
The material was pulled up at a speed of SeC, left for a certain period of time, and then irradiated with external radiation under an air atmosphere to obtain an article according to the manufacturing method of the present invention.

Evaluation tests for this article were conducted in the following manner.

(1) Measurement of cationic dye dry transfer color development Using a Fusing Print L/S and a contact pressure of 2 kg/ri,
Dry transfer printing was performed at a temperature of 180° C. for 1 hour and 5 seconds. Next, the Y value was measured using Color Analyzer Model 307 (manufactured by Hitachi, Ltd.), and the Y value was substituted into Kubelkamunk's formula below to calculate the /S value, and the values were summarized in a table as an evaluation of color development. Shown.

K/S=(1-R)2/2R (In the formula, n=y value/100.) (2) Scratch resistance The surface of the article was lightly scratched with #0000 steel wool,
The degree of adhesion of the scratches was observed. The results are shown in the table.

In the table, those with little adhesion of scratches were designated as "good", and those with significant adhesion of scratches were designated as "poor".

(3) Blocking resistance After stacking the articles and applying appropriate pressure, the articles were peeled off and judged. The results are shown in the table. In the table, items that could be easily peeled off are marked as "good".
Items that were sticky and required some force were classified as ``defective.''

Methyl methacrylate/ethyl acrylate (70/
30/), 8 parts of dipentaerythritol hexaacrylate, 5 parts of dipentaerythritol pentaacrylate, 5 parts of dipentaerythritol tetraacrylate, and diglycidyl etherified polybisphetool A/acrylic acid. The coating agent for cationic dye dry transfer color development of the present invention, which consists of 9 parts of epoxy acrylate, 4 parts of bisacryloxy ester phosphate, 4 parts of n-laurylgetanolamine, and 5 parts of 2-hydroxy-2-methylpropiophenone, is used. The mixture was diluted with a mixed solvent of 400 parts of toluene, 100 parts of dimethylformamide, 200 parts of isopropanol and 200 parts of isobutanol and stirred to prepare a coating agent coating liquid U4.

Next, a corona discharge-treated polyester film (thickness: xOopm) was continuously immersed in this coating solution, pulled up at a speed of 1 am/sec, and left for a certain period of time. The coating film was cured by irradiation with ultraviolet rays to obtain an article according to the manufacturing method of the present invention. The obtained article was subjected to the same evaluation test as in Example 1. The results are shown in the table.

30 parts of bovine tanacrylate consisting of polycaprolactone diol/isophorone diisocyanate/2-hydroxyethyl acrylate, 8 parts of dipentaerythritol pentaacrylate, 7 parts of dipentaerythritol hexaacrylate, 20 parts of tetrahydrofurfuryl acrylate , 10 parts of ethylhexyl acrylate) and 9 parts of polyester acrylate consisting of adipine R/1.6-he+sanediol/acrylic acid, 5 parts of methacryloxyethyl phosphate, 4 parts of n-butyljetanolamine, 2-hydroxy The coating agent for cationic dye dry transfer color development of the present invention consisting of 7 parts of -2-methylpropiophenone is diluted with a mixed solvent consisting of 200 parts of xylene, 120 parts of isopropanol and 80 parts of dimethylformamide, and the coating agent is applied. A liquid was prepared.

Next, a polyester film (thickness: 1001 L) was continuously immersed in this coating agent coating solution at a rate of 1.5 cm/sec, pulled out, left to stand, and then irradiated with ultraviolet rays in room air to produce the present invention. The article according to the method was obtained. The obtained article was subjected to the same evaluation test as in Example 1. The results are shown in the table.

A polyester film made by copolymerizing 3001% of sodium 5-sulfonate isophthalate with L-den polyethylene terephthalate was produced using a melt extrusion film molding machine to obtain a cationic dyeable polyester film with a thickness of 100 wells. . The obtained film was subjected to the same evaluation test as in Example 1.

The results are shown in the table.

Claims (1)

[Claims] 1. Active energy ray curable resin and general formula; % formula % () [Formula [11, at least one of X is a general formula; In the formula, R represents a hydrogen atom or a methyl group, R2 represents a fullkylene group having carbon atoms a1 to IO, and n represents θ to
It is an integer of IO. ), and the remainder represents a hydroxyl group. A phosphoric acid ester monomer represented by the general formula; Y-N-Y (II) [wherein at least one Y is the general formula;
In the formula, R3 represents an alkylene group having 1 to 10 carbon atoms, and m is an integer of 1 to 10. ), and the remainder represents a hydrogen atom or an alkyl group having 1 to 20 carbon atoms. ] A coating agent for cationic dye dry transfer color development, characterized by comprising an amine compound represented by the following. 2. Claim 1, wherein the phosphoric acid ester monomer is a monomer selected from the group consisting of acryloxyethyl phosphate, methacryloxyethyl phosphate, bis-acryloxyethyl phosphate, and bis-methacryloxyethyl phosphate. coating agent. 3. The coating agent according to claim 2, wherein the amine compound is an alkyl jetanolamine having an alkyl group having 1 to 20 carbon atoms. 4. Claim 1, wherein the active energy ray-curable resin is composed of monomers and/or oligomers, and the number of polymerizable groups or epoxy groups per molecule exceeds one on average. coating agent. 5. A patent claim in which the active energy ray-curable resin is made of a mixture of a polymer and a monomer and/or an oligomer, and the number of polymerizable groups or epoxy groups exceeds one per molecule on average. The coating agent according to item 1 of category vrJ. 6. The active energy ray curable resin consists of a mixture of 0 to 30% by weight of polymer and the remainder monomer and/or oligomer, and 10% by weight or more of the oligomer has the general formula: [wherein X is at least 3 General formula: No. CM, =C-C00-R5- (wherein, R4 represents a hydrogen atom or a methyl group, R5 is a single bond, carbon g?1
~8 (7) 7 Le* L/ 7 g, 4 CH2C
H2−〇天, (CHCH20菟 or (Cs H+.0菟 is shown in Table H3. However, M is an independent positive integer in each formula), and the remainder has 1 carbon atom. ~8 alkyl groups, hydroxyl groups, amine groups, (CR2CR
20 蒐H, (CHCH20bH3H or (represents C5HI@OarrowH, N is an integer from 1 to 4, and M is an independent positive integer in each formula.) A compound represented by The coating agent according to claim 1, wherein the mixture thereof has an average number of polymerizable groups of 1.5 or more per molecule. 7. An active energy ray-curable resin and a general formula; %() [In the formula, at least one X is a general formula; No. CH2=C-C-(OR2*O- 1-10 alkylene group, n is 0-
It is an integer of 10. ), and the remainder represents a hydroxyl group, and a phosphoric acid ester monomer represented by the general formula: Y -N -Y (11) [wherein at least one Y represents the general formula: H (OJ h
(In the formula, R3 represents an alkylene group having t −10 (7) carbon atoms, and m is an integer of t-io.), and the remainder is a hydrogen atom or a group having 1 to 2 carbon atoms. Represents an alkyl group. ] A method for producing a cationic dye dry transfer coloring article, which comprises applying a coating agent comprising an amine compound represented by the following formula onto the surface of a film or paper, and then curing it with active energy rays. 8. Claim 7, wherein the phosphoric acid ester monomer is a monomer selected from the group consisting of acryloxyethyl phosphate, methacryloxyethyl phosphate, bis-acryloxyethyl phosphate, and bis-methacryloxyethyl phosphate. Manufacturing method described. 9. The manufacturing method according to claim i9, wherein the amine compound is an alkyl jetanolamine having an alkyl group having 1 to 20 carbon atoms. 10. Claim 7, wherein the active energy ray-curable resin is composed of a hexamer and/or an oligomer, and the number of the polymerizable group or epoxy group is more than one per molecule on average. Manufacturing method described in section. 11. A patent in which the active energy ray-curable resin is composed of a mixture of a polymer and a hexamer and/or an oligomer, and the number of the polymerizable group or epoxy group is more than one per molecule on average. The manufacturing method according to claim 1. 12. The active energy ray-curable resin is composed of a mixture of 0 to 30% by weight of polymer and the remainder of hexamer and/or oligomer, and 10% or more of the oligomer has the general formula: xx [wherein, At least 3 or more of (CH2H20)
; or (Cs Hto O 蒒 represents H3. However, M is an independent positive integer in each formula.), and the remainder is an alkyl group having 1 to 8 carbon atoms, a hydroxyl group, an amine di (,4CH2
CH20:); H, (CHCH2R3 0 light H or (C, H□10 蒐I), N is 1 to 4
M is an integer, and M is an independent positive integer in each expression. ], and the number of polymerizable groups in the mixture thereof is 1.5 or more per molecule on average, according to claim 7. 13. The manufacturing method according to claim 7, wherein the film is a polyester film. 14. Claim 7, wherein the paper is acrylic paper mainly composed of acrylic fibers or art paper mainly composed of wood fibers.
Manufacturing method described in section. 15. The manufacturing method according to claim 7, wherein the active energy rays are ultraviolet rays with a wavelength of 100 to 800 nm.