JPH1086533A - Coloring matter for heat-sensitive transfer and heat transfer material using the same - Google Patents

Abstract

PROBLEM TO BE SOLVED: To improve the storage stability of a coloring matter in an image receiving paper, the storage stability of the coloring matter in an ink, the transfer sensitivity and light stability by a method wherein the coloring matter having a specified structure is employed. SOLUTION: A blue-based coloring matter represented by a formula is employed. In the formula, R<1> and R<2> represent a hydrogen atom or alkyl group, R<3> and R<4> represent a hydrogen atom, alkyl group, in which a substituent is allowed to be present, alkoxy group, in which a substituent is allowed to be present, or -NHCO(CR<1> R<2> )p CHm Xn group, R<5> and R<6> represent a hydrogen atom, alkyl group, in which a substituent is allowed to be present, alkoxy group, in which a substituent is allowed to be present, halogen atom or -NHCOR<9> , in which R<9> represents a hydrogen atom, alkyl group, in which a substituent is allowed to be present, aryl group. R<7> and R<8> represent an alkyl group, in which a substituent is allowed to be present, allyl group, in which a substituent is allowed to be present, aryl group, in which a substituent is allowed to be present. R<5> , R<6> , R<7> and R<8> are not simultaneously hydrogen atoms. X represents a chlorine atom or bromine atom. (p) represents an integer from 0 through 4. (m) is an integer of 0-2 (n) is an integer of 1-3.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

The present invention relates to a dye for thermal transfer, a thermal transfer sheet having a dye layer, a thermal transfer material comprising the sheet and an image receiving sheet having an image receiving layer, and a thermal transfer method using the same. The thermal transfer dye of the present invention is a dye used in a method of transferring a dye to a material to be transferred by thermal energy, and is described in, for example, JP-A-7-108711, in addition to a so-called sublimation thermal transfer method. In particular, a method in which a support is not used as a dye-providing material, and a method in which a dye is transferred to a material to be transferred in a vapor or mist state as described in JP-A-5-22155 are also included.

[0002]

2. Description of the Related Art Conventionally, an electrophotographic system, an ink jet system,
A color recording technology using a thermal transfer method or the like is being studied. The thermal transfer recording method has many advantages over other methods because the maintenance and operation of the apparatus are easy and the apparatus and consumables are inexpensive. The thermal transfer method includes a heat transfer method in which a transfer sheet having a heat-meltable ink layer formed on a base film is heated by a thermal head to melt the ink and transfer-recorded on the image receiving layer. There is a method in which a thermal transfer sheet on which a dye layer containing a heat transferable dye is formed is heated by a thermal head to transfer the dye onto the image receiving sheet. Since the transfer amount of the dye can be controlled by changing it, gradation recording becomes easy, and it is particularly easy for full-color recording with high definition and high image quality.

The dye used in the heat transfer transfer method is preferably a dye which easily transfers heat as much as possible in order to reduce the applied thermal energy and to increase the transfer recording speed. Moving in, the sharpness of the image is reduced, or the image is transferred to a contact object and becomes contaminated, so that there is a problem in recording stability after thermal transfer, and a method satisfying these has been desired. . Various methods have been studied to solve these problems. For example, JP-A-61-35994 and JP-A-5-221151
For example, a method using a dye having a specific structure in combination with an active hydrogen compound has been proposed.However, the storage stability of the dye in receiving paper, the storage stability of the dye in ink, transfer sensitivity, light resistance Further improvements are desired in such areas.

[0004]

SUMMARY OF THE INVENTION An object of the present invention is to provide a thermal transfer material which overcomes the above-mentioned problems and a thermal transfer method using the same.

[0005]

Means for Solving the Problems The present inventors have found that the above object can be satisfied by using a dye having a specific structure, and achieved the present invention. That is, the gist of the present invention resides in a blue-based thermal transfer dye represented by the following general formula (I), a thermal transfer material using the dye, and a thermal transfer method. General formula (I)

[0006]

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In the formula, R ¹ and R ² each independently represent a hydrogen atom or an alkyl group. R ³ and R ⁴ are each independently a hydrogen atom, an alkyl group which may have a substituent, an alkoxy group which may have a substituent or —NHCO (CR ¹ R ² ) _P represents a CH _m X _n group. R
⁵ and R ⁶ are each independently a hydrogen atom, an alkyl group which may have a substituent, an alkoxy group which may have a substituent, a halogen atom or —NHCOR ⁹ (R ⁹ is a hydrogen atom, Represents an alkyl group or an aryl group which may have a group). R ⁷ and R ⁸ each independently represent an alkyl group which may have a substituent, an allyl group which may have a substituent, or an aryl group which may have a substituent. However, R ⁵ , R ⁶ , R ⁷ and R ⁸ are not hydrogen atoms at the same time. X represents a chlorine atom or a bromine atom; p is an integer of 0 to 4; m is an integer of 0 to 2;
Represents an integer of 1 to 3.

The indoaniline dye of the present invention represented by the above general formula (I) is, for example, a compound represented by the following general formula (II)

[0009]

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(Wherein, R ^{1 to} R ⁴ , X, p, m, and n have the same meanings as in the general formula (I)), and a phenolic compound represented by the following general formula (III)

[0011]

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(Wherein, R ^{5 to} R ⁸ have the same meanings as in the general formula (I)). The reaction is preferably carried out in an inert solvent in the presence of an oxidizing agent in a neutral to alkaline condition at a temperature of about 0 to 25 ° C. Examples of the solvent used in the reaction include water, water-miscible acetone, tetrahydrofuran, dioxane, dimethylformamide, dimethylsulfoxide, pyridine, and alcohols. These solvents are used alone or as a mixture. Examples of the oxidizing agent used in the reaction include hydrogen peroxide, ammonium persulfate, potassium persulfate, persulfates such as sodium persulfate, ferricyanates, nitrates and the like.

In the substituents of the indoaniline-based thermal transfer dye of the general formula (I), the alkyl groups for R ¹ and R ² include carbon such as methyl, ethyl, propyl, i-propyl, butyl and t-butyl. A linear or branched alkyl group of the formulas 1 to 4 is preferable. As the alkyl group for R ^{3 to} R ⁶ and R ⁹ , the same linear or branched alkyl group having 1 to 4 carbon atoms as described above is preferable, and examples of the substituent include a halogen atom such as a fluorine atom. . Examples of the halogen atom for R ^{5 to} R ⁶ include a fluorine atom, a chlorine atom, and a bromine atom.

The alkoxy group represented by R ^{3 to} R ⁶ is preferably an alkoxy group having 1 to 4 carbon atoms, and the substituent thereof is preferably a halogen atom such as a fluorine atom, or a carbon atom such as a methoxy group, an ethoxy group or a butoxy group. 1 to 8 alkoxy groups. The alkyl group of R ⁷ and R ⁸ has 1 carbon atom.
Preferred are substituents such as methanesulfonylamide, ethanesulfonylamide, C1-C8 alkylsulfonylamide, hydroxy, methoxy, ethoxy and the like. ,
An alkoxy group having 1 to 8 carbon atoms such as a butoxy group, a halogen atom such as a fluorine atom and a chlorine atom, an aryl group such as a phenyl group, an aryloxy group such as a phenoxy group, a cyano group,
A tetrahydrofuryl group, an acetyloxy group, a propionyloxy group, an acyloxy group such as a benzoyloxy group,
Examples include an alkoxycarbonyl group such as a methoxycarbonyl group and an ethoxycarbonyl group, and an aryloxycarbonyl group such as a phenoxycarbonyl group. As the aryl group for R ⁷ and R ⁸ , a phenyl group, a p-tolyl group, a p-
Examples include an alkyl group such as a fluorophenyl group and a p-ethoxyphenyl group, an alkoxy group, and a phenyl group which may be substituted with a halogen atom or the like. Examples of the substituent of the allyl group of R ⁷ and R ⁸ include an alkyl group such as a methyl group and an ethyl group, a halogen atom such as a fluorine atom, a chlorine atom and a bromine atom, and an aryl group such as a phenyl group. The aryl of R ⁹ includes a phenyl group.

Among the dyes of the general formula (I), R ¹ and R ² are preferably a hydrogen atom or a methyl group.
R ³ and R ^{4 each} represent a hydrogen atom, an alkyl or alkoxy group having 1 to 4 carbon atoms, a halogen atom, or a CF ₃ group;
⁵ , R ⁶ represents a hydrogen atom, a methyl group, a methoxy group,
A chlorine atom, a fluorine atom, -CF _3, an acylamino group,
R ⁷ and R ⁸ are, as substituents, a hydroxy group, a methanesulfonylamide group, a halogen atom, a cyano group, an alkoxy group having 1 to 4 carbon atoms, a phenyl group, a phenoxy group, a tetrahydrofuryl group, a benzoyl group, a benzoyloxy group, 1 carbon atom which may be substituted by a phenoxycarbonyl group, an alkoxycarbonyl group, or an acetyloxy group
And X is a chlorine atom or a bromine atom, p is 0 or 1, m is 0-2, and n is 1 or 2.

Particularly preferably, R ¹ and R ² are hydrogen atoms or methyl groups, R ^{3 to} R ⁶ are hydrogen atoms or methyl groups, and R ⁷ and R ⁸ are alkoxy groups having 1 to 4 carbon atoms, phenoxy groups or An alkyl group having 1 to 4 carbon atoms which may be substituted with a phenyl group, X is a chlorine atom or a bromine atom, p and m are 0 or 1, and n is 1 or 2 dye. Table 1 shows specific examples of the dye represented by the general formula (I), but the present invention is not limited only to such a dye.

[0017]

[Table 1]

[0018]

[Table 2]

[0019]

[Table 3]

[0020]

[Table 4]

[0021]

[Table 5]

[0022]

[Table 6]

[0023]

[Table 7]

The heat transferable dye of the present invention is usually prepared by dissolving the dye together with a binder resin in a medium or dispersing it in fine particles to prepare an ink, coating the ink on a support and drying the ink. To obtain a heat-sensitive transfer sheet having a dye-donor layer formed on a support, which is used for image formation by a heat-sensitive transfer system. To form a full-color image by the image forming method using the thermal transfer method of the present invention, three colorants of yellow, magenta, and cyan are used. Each dye may be used as a mixture of two or more dyes of the present invention or a mixture of the dye of the present invention and a known dye. The three dyes are arranged so as to form independent regions on a sheet-shaped or roll-shaped support. For example, a yellow area, a magenta area, and a cyan area are arranged in a plane sequence.

As the support, suitable are heat-resistant plastic films such as thin paper such as condenser paper and glassine paper, polyester, polycarbonate, polyamide, polyimide and polyaramid. Their thickness may be in the range of 3 to 50 μm. Among the above base films, a polyethylene terephthalate film is particularly advantageous in consideration of mechanical strength, solvent resistance, economy, and the like. However, in some cases, the polyethylene terephthalate film does not always have sufficient heat resistance and the runnability of the thermal head is insufficient, so that a surfactant,
By providing a layer of a heat-resistant resin containing a highly active heat-resistant polymer or the like, the running property of the thermal head can be improved and used.

As the binder resin for preparing the above-mentioned ink, in order to prevent thermal fusion with an image receiving layer during thermal transfer recording,
Although those having good heat resistance are used, those having a softening point and / or heat deformation temperature of 10 ° C. or more are particularly preferable. Specifically, cellulose-based, acrylic acid-based, starch-based water-soluble resins, acrylic resin, methacrylic resin, polystyrene, polycarbonate, polysulfone, AS resin, polyethersulfone, polyvinyl butyral, polyester, ethyl cellulose, acetyl cellulose, polyamide And an organic solvent such as a urea resin or a resin soluble in water. These resins are preferably used at a ratio of 20 to 500 parts with respect to 100 parts by weight of the dye.

Examples of the solvent for preparing the ink include water, alcohols such as methyl alcohol, isopropyl alcohol and isobutyl alcohol, cellosolves such as methyl cellosolve and ethyl cellosolve, and aromatic hydrocarbons such as toluene, xylene and chlorobenzene. , Ethyl acetate, esters such as butyl acetate, acetone, methyl ethyl ketone, ketones such as methyl isobutyl ketone, methylene chloride, chloroform, chlorinated solvents such as trichloroethylene, ethers such as tetrahydrofuran, dioxane,
Organic solvents such as amides such as N, N-dimethylformamide and N-methylpyrrolidone can be mentioned. These may be used alone or as a mixture.

In the above ink, in addition to the above components,
A release agent can be contained to improve the releasability between the heat-sensitive transfer sheet and the image receiving sheet. In order to improve the releasability, there is also a method of forming a release layer on the dye layer by applying, for example, but in order to more effectively achieve the effects of the present invention, such as color transfer characteristics, it is necessary to form the ink in the ink. More preferably, it is contained. As the release agent, any release agent such as a polyethylene wax, a fluorine-based compound, and a silicone-based compound can be used, and among them, a silicone-based compound is preferable. Examples of the silicone compound include a carboxy-modified, amino-modified or epoxy-modified silicone oil or resin. For example, X-22-3710, KF-393, KF-105, etc. manufactured by Shin-Etsu Chemical Co., Ltd. are effective.

Phenolic, hydroquinone,
Antioxidants such as hindered amines and ultraviolet absorbers such as benzotriazoles, benzophenones and thiazolidones may be added and used. Further, a known surfactant, particularly preferably a fluorine-based surfactant, can be added for the purpose of improving coating properties, improving releasability, and improving antistatic properties.

The image receiving sheet used in combination with the thermal transfer sheet of the present invention has a dye image receiving layer on a support.
The dye receiving layer is obtained by adding a binder resin and a compound capable of accepting a dye to the resin. Examples of the binder resin used in the image receiving layer include the binder resins used in the above-mentioned ink preparation, and examples of the substance capable of accepting a dye to be added to the resin include high binders described in JP-A-62-174754 and the like. Boiling point organic solvents can be mentioned. The thickness of the receiving layer is preferably 0.2 to 40 μm,
15 μm is preferred.

The ink can be coated on the support by using a reverse roll coater, gravure coater, rod coater, air doctor coater, or the like. The thickness is preferably in the range of 0.1 to 5 μm. As the support, synthetic paper (polyolefin, polystyrene, etc.), high-quality paper, art paper, coated paper, polyethylene, polypropylene, polyester (polyethylene terephthalate, etc.), polycarbonate, polyamide film, etc., or a laminate thereof can be used. Can be used.

The heat-sensitive transfer material of the present invention comprises the heat-sensitive transfer sheet as described above and an image-receiving sheet having an image-receiving layer on a support, and preferably contains an active hydrogen compound in the image-receiving layer. Examples of the active hydrogen compound include water and active hydrogen compounds having a functional group such as a hydroxyl group, a mercapto group, a carboxyl group, a sulfonic acid group, a sulfinic acid group, an amino group, an amide group, a hydrazino group, and a hydrazide group. By adding these, it is possible to obtain a thermal transfer image having better properties such as color transfer property to a contact object and image clarity.

That is, for example, the active hydrogen compound R
-QH (R represents, for example, an alkyl group, an aryl group,
A ring group; Q is -O-, -S-, -SO_Two-, -C
OO-, -CONH- or -NH- or the like. ) But the book
Inventive dye -NHCO (CR ¹R^Two)_pCH_mX_nGroup and
React with -NHCO (CR¹R^Two)_pCH_m(Q-
R)_nBond, and is assumed to be immobilized in the image receiving layer.
Is determined. Having the above functional group contained in the image receiving layer
As the active hydrogen compound, known low molecular weight compounds such as
Is a high molecular compound. The amount is preferably
Is 0.01 to 30 g / m^TwoAnd more preferably
0.1-5g / m^TwoIs the amount

4-hydroxyacetanilide, 4-hydroxyacetophenone, 4-hydroxybenzamide,
4-hydroxybenzoic acid benzyl ester, 4-hydroxybenzophenone, 4-octyloxyphenol,
2-hydroxy-3-methoxybenzaldehyde, 2-
Hydroxy-1-naphthaldehyde, 2-hydroxy-
2'-phenylbenzophenone, 4-hydroxypropiophenone, 2,4-dihydroxyacetophenone,
2,4-dihydroxybenzaldehyde, 3,4-dihydroxybenzoic acid ethyl ester, 2,2-bis (4-
Hydroxyphenyl) propane, 2,3,4-trihydroxybenzophenone, 2,2 ', 4,4'-tetrahydroxybenzophenone, N-hydroxyphthalimide, N-hydroxysuccinimide, 3-hydroxypyridine, etc. Compound having a group, 4-amino-1-benzylpiperidine, aminocaprolactam, 1-aminododecane, 4,4′-methylenebis (cyclohexylamine), piperazine, stearylamine, 3-lauryloxypropylamine,
3-di- (4-piperidyl) -propane, diethylenetriamine, 1,10-diaminodecane, 3,3'-diaminodipropylamine, 2,4,6-triamino-1,
A compound having one or more amino groups such as 3,5-triazine, 2-mercaptobenzimidazole,
2-mercaptobenzothiazole, 2-mercaptobenzoxazole, 2-mercaptopyridine, a compound having a mercapto group such as 2-mercaptothiazoline, benzenesulfonic acid, a compound having a sulfonic acid group such as p-toluenesulfonic acid or sodium thereof, Metal salts such as potassium, benzenesulfinic acid, compounds having a sulfinic acid group such as toluenesulfinic acid or their sodium, metal salts such as potassium, n-capronamide, n-decanamide, stearamide, erucamide, p-toluenesulfonamide, Compounds having an amide group such as cis-1,3-docosenamide, benzamide, adipamide and succinamide; compounds having a hydrazino group such as 2,4,6-trichlorophenylhydrazine and phenylhydrazine; stearic hydrazide -A compound having a hydrazide group such as toluenesulfonyl hydrazide or benzoic hydrazide, or a high molecular compound such as poly (p-hydroxystyrene), poly (p-aminostyrene), or polyethylenimine having an active hydrogen group described above. Examples of the commercial products include Epomin manufactured by Nippon Shokubai Chemical Industry Co., Ltd., and AEA manufactured by Sankyo Co., Ltd.

In the image receiving sheet, an intermediate layer having the functions of a cushion layer, an adhesive layer and a dye diffusion preventing layer may be formed between the support and the image receiving layer. For the intermediate layer, a water-soluble binder such as gelatin or an organic-soluble binder is used,
Fine particles such as silica, clay, calcium carbonate, titanium oxide, and alumina may be contained. Further, a fluorescent whitening agent may be added to the image receiving layer in order to impart a function of improving whiteness or the like. Examples of the fluorescent whitening agent include a stilbene type, a coumarin type and a benzoxazolyl type.

In order to improve the releasability between the heat-sensitive transfer sheet and the image receiving sheet, a release agent may be contained on the surface of the image receiving layer or in the layer. Also, isocyanate type, aldehyde type, epoxy type, vinyl sulfone type, N
-A hardener such as a methylol-based agent, the above-described antioxidant, an ultraviolet absorber, and a surfactant can be added and used. in this case,
For the purpose of improving the slipperiness and peelability and preventing static charge, it is preferable to use a fluorine-containing surfactant added.

In the present invention, the heat-sensitive transfer sheet is superimposed on the image-receiving sheet, and the heat of the heat-sensitive transfer sheet is applied from the back side of the heat-sensitive transfer sheet by applying heat energy according to the image material. It can be transferred to an image receiving layer of a sheet as an image having excellent image stability, sharpness, and resolution. As the heating means, not only a thermal head but also a known one such as a laser beam, an infrared ray, and a hot pen can be used. In addition, the dye for thermal transfer of the present invention is, in addition to the above-described transfer method using the thermal transfer sheet and the image receiving sheet, a heated liquefied dye or a heated vaporized transfer method in which the dye itself is heated and liquefied and transferred to image receiving paper. Can also be used.

[0038]

EXAMPLES The present invention will be described more specifically with reference to the following examples, but the present invention is not limited to the following examples. Synthesis of Dye a) No. Synthesis of Dye 1 3.0 g of 6-amino-m-cresol and 7.3 ml of triethylamine were added to 60 ml of tetrahydrofuran,
Cooled to 5 ° C. 2.8 g of chloroacetyl chloride was added thereto, and the mixture was stirred at 5 ° C for 2 hours.
For 3 hours. After completion of the reaction, the reaction mixture was extracted with chloroform and the solvent was distilled off to obtain 4.2 g of 6-chloroacetylamino-m-cresol.

3.2 g of chloroacetylamino-m-cresol obtained above were added to 150 ml of water and 300 ml of acetone.
And dissolved in a mixed solution of triethylamine 1
Add 1.0 ml. After cooling this solution to 5 ° C,
3.4 g of 2-amino-5- (diethylamino) toluene hydrochloride and then 7.3 g of ammonium persulfate were added and reacted at 0 to 5 ° C. for 3 hours. After completion of the reaction, the reaction mixture was extracted with chloroform, and after distilling off the solvent, the residue was subjected to column purification with chloroform. 5.4 g of the dye 1 was obtained. The maximum absorption of this dye was 636 nm (acetone).

B) No. Synthesis of Dye No. 2 In place of 2-amino-5- (diethylamino) toluene hydrochloride in the synthesis example of Dye 1, the same molar number of N, N-diethyl-1,4-phenylenediamine dihydrochloride was used. The same processing is performed to obtain the target No. Two dyes were synthesized. The maximum absorption of this dye was 618 nm (acetone).

C) No. Synthesis of Dye No. 3 The same molar number of 2-chloroacetylaminophenol was used in place of 6-chloroacetylamino-m-cresol in the synthesis example of the dye No. 1 and the others were treated in the same manner. Three dyes were synthesized. The maximum absorption of this dye was 642 nm (acetone).

Example 1 a) Preparation of Ink 8 g of the dye of Example 1, 10 g of a phenoxy resin (product name: PKHJ, manufactured by UCC), and toluene-methylethylketone (toluene: methylethylketone =
1: 1) 90 g was treated with a paint conditioner for 10 minutes to prepare an ink.

B) Preparation of heat-sensitive transfer sheet The above ink was coated on a 6 μm-thick polyethylene terephthalate film whose back surface was heat-resistant and lubricated using a wire bar so that the film thickness after drying was 1.0 μm. And
After drying, a thermal transfer sheet was obtained. The heat-resistant lubrication treatment was carried out on a polyethylene terephthalate film using 8 g of a polycarbonate resin and 1 g of a phosphate-based surfactant (trade name:
(Plysurf A-208B: manufactured by Daiichi Kogyo Seiyaku Co., Ltd.), and a liquid consisting of 91 g of toluene having a film thickness of 0.1 g after drying.
The coating was performed so as to have a thickness of 5 μm and dried.

C) Preparation of Image Receiving Sheet 10 g of polyvinyl chloride resin (a resin of vinyl chloride, vinyl acetate and vinyl alcohol and having a vinyl alcohol content of 5% by weight), a silicone resin (product name: L-700)
2. Nippon Unicar Co., Ltd.) 0.6 g, toluene 40 m
l, a liquid consisting of 40 ml of methyl ethyl ketone, was applied to a synthetic paper (product name: YUPO FPG150, manufactured by Oji Yuka Co., Ltd.) with a wire bar so that the film thickness after drying was 5 μm, and the oven was heated at 100 ° C. for 30 minutes. The sheet was heated and dried to form an image receiving sheet (Method A for producing image receiving paper).

D) Thermal transfer The heat-sensitive transfer sheet and the image-receiving sheet obtained as described above are overlapped so that the dye layer and the image-receiving layer are in contact with each other, and the thermal head output from the support of the thermal transfer sheet is 0.12 W / Heat was applied under the conditions of a dot recording power, a dot density of 12 dots / mm, and a pulse width of head heating of 10 msec to thermally transfer the dye to the image receiving layer. When the recording density on the image receiving layer after thermal transfer was measured with a densitometer TR-927 manufactured by Macbeth Co., USA, it was 2.6.
High density transfer recording was achieved.

E) Color transfer test An image having a density of about 1.00 (the density before the color transfer test) was brought into close contact with the support having no image receiving layer on the image receiving sheet.
After storing in a constant temperature and humidity chamber of 80% humidity for 5 days, color transfer of the dye to the support surface of the image receiving sheet was determined. [Density of color transfer (OD ₂ )] / [Image density before color transfer test (OD ₁ )] of the present embodiment is 0.04.
A slight migration of the blue dye was observed on the surface of the support having no image receiving layer. The results are shown in Table 2 below.

Example 2 An image-receiving sheet was processed in the same manner as in Example 1 except that erucamide was added as described below. The transfer density was 2.6, and high-density transfer recording was possible. As a result of the color transfer test, [density at which color transfer was performed (OD ₂ )] / [image density before color transfer test (OD ₁ )] was 0.02, which was good with almost no color transfer. The results are shown in Table 2 below.

A) Preparation of Image Receiving Sheet 10 g of polyvinyl chloride resin (resin having a vinyl alcohol content of 5% by weight as a copolymer of vinyl chloride, vinyl acetate and vinyl alcohol), 2 g of ercamide, silicone resin (product name: L-7002, manufactured by Nippon Unicar Co., Ltd.) 0.6 g,
A liquid composed of 40 ml of toluene and 40 ml of methyl ethyl ketone was applied to a synthetic paper (product name: YUPO FPG150, manufactured by Oji Yuka Co., Ltd.) with a wire bar so that the film thickness after drying was 5 μm, and the oven was heated at 100 ° C. for 30 minutes. Then, the sheet was heat-treated and dried to form an image receiving sheet (Method B of receiving paper).

Example 3 An image-receiving sheet was treated in the same manner as in Example 1 except that diethylenetriamine was added as follows. The transfer density was 2.4, and high-density transfer recording was possible. In addition, as a result of the color transfer test, [density of color transfer (O
D ₂ )] / [image density before color transfer test (OD ₁ )]
0.03, which was good with almost no color transfer.
The results are shown in Table 2 below.

A) Preparation of Image Receiving Sheet 10 g of vinyl chloride / vinyl acetate resin (a copolymer of vinyl chloride, vinyl acetate and vinyl alcohol and having a vinyl alcohol content of 5% by weight), 2 g of diethylenetriamine, and a silicone resin (product name: L-7002, manufactured by Nippon Unicar Co., Ltd.)
0.6 g, toluene 40 ml, methyl ethyl ketone 40
ml of synthetic paper (product name: YUPO FPG150,
(Oji Yuka Co., Ltd.) was applied with a wire bar so that the film thickness after drying was 5 μm, and was heated in an oven at 100 ° C. for 30 minutes and dried to prepare an image receiving sheet (a method of manufacturing an image receiving paper). C).

Example 4 In place of the dye No. 1, Using the two dyes, processing was performed in the same manner as in Example 1, and transfer recording,
When a color transfer test was performed, good results were shown in the same manner as in Example 1. The results are shown in Table 2 below.

Embodiment 5 In the same manner as in Embodiment 3, Using the dye No. 2 and treating under the conditions of Example 2, transfer recording and a color transfer test were carried out. As in Example 2, there was almost no color transfer and good. The results are shown in Table 2 below.

Examples 6 to 22 Using the dyes shown in Table 2 below under the conditions of Example 1 or Example 2, treatment was carried out in the same manner as in Example 1 or Example 2.
When a transfer recording and a color transfer test were conducted, good results were shown. The results are shown in Table 2 below.

Comparative Examples 1-2 Using a dye having the structure shown below, treatment was carried out in the same manner as in the Examples.
A transfer recording and a color transfer test were performed. Comparative Examples 1 and 2
The dye No. had poor color transfer test results. The results are shown in Table 2 below. Dye used in Comparative Example 1
No. 35994. 2-1 dye)

[0055]

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The dye used in Comparative Example 2 (JP-A-61-3)
No. 5994. 2-66 dye)

[0057]

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[0058]

[Table 8]

[0059]

When the heat-sensitive transfer material of the present invention is used,
Thermal transfer recording can be performed at a high density, and a thermal transfer image having good performance such as good image clarity without color transfer to a contact object can be obtained. Particularly, when used in combination with a transfer material containing an active hydrogen compound in the image receiving layer, better transfer recording can be obtained.

Claims (4)

[Claims] 1. A compound represented by the following general formula (I) In the formula, R ¹ and R ² each independently represent a hydrogen atom or an alkyl group. R ³ and R ⁴ each independently represent a hydrogen atom, an alkyl group which may have a substituent, an alkoxy group which may have a substituent, or —NHCO
(CR ¹ R ² ) _P represents a CH _m X _n group. R ^5, R ⁶ are each independently a hydrogen atom, an optionally substituted alkyl group, an optionally substituted alkoxy group, a halogen atom or -NHCOR ⁹ (R ⁹ is a hydrogen atom, Represents an alkyl group or an aryl group which may have a substituent). R ⁷ and R ⁸ each independently represent an alkyl group which may have a substituent, an allyl group which may have a substituent, or an aryl group which may have a substituent. However, R ⁵ , R ⁶ , R ⁷ and R ⁸ are not hydrogen atoms at the same time. X represents a chlorine atom or a bromine atom, p is an integer of 0 to 4, m is an integer of 0 to 2, n is 1 to 3
A thermal transfer dye represented by｝, which represents an integer of 2. A heat-sensitive transfer sheet having a dye layer on a support, wherein the dye layer contains the dye of claim 1. 3. A thermal transfer material comprising a heat-sensitive transfer sheet having a dye layer on a support and an image receiving sheet having an image receiving layer on the support, wherein the dye layer contains the dye of claim 1 and an image receiving sheet. A thermal transfer material comprising an active hydrogen compound in the image receiving layer of the invention. 4. A thermal transfer method comprising thermally transferring the dye for thermal transfer according to claim 1 to an image receiving sheet containing an active hydrogen compound in an image receiving layer of the image receiving sheet.