JP3324626B2 - Disazo dye for thermal transfer and thermal transfer sheet - Google Patents

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a disazo dye for thermal transfer used for thermal transfer recording, and particularly to a dye transfer type thermal transfer recording, and a dye transfer type thermal transfer recording sheet using the same.

[0002]

2. Description of the Related Art In a dye transfer type thermal transfer recording, a thermal transfer sheet having a color material layer containing a heat transferable dye on a base film and an image receiving sheet having a dye receiving layer on the surface are superposed on each other. Is a recording method in which recording is performed by transferring a dye in a heat-sensitive transfer sheet to an image receiving sheet by heating the sheet. This recording method controls the transfer amount of the dye depending on the magnitude of the heating energy and enables gradation expression. Therefore, the recording method is applied to full-color image recording such as a video printer.

In the dye transfer type thermal transfer recording, the dye used in the transfer sheet and the ink composition for the transfer sheet greatly affects the speed of the transfer recording, the image quality of the recorded matter, the storage stability, and the like. It is very important that such a dye must satisfy the following conditions. Sublimation and / or thermal diffusion easily under the operating conditions of the thermal recording head. Do not thermally decompose under the operating conditions of the thermal recording head. Having a favorable hue in color reproduction. Large molecular extinction coefficient. Stable against heat, light, humidity, chemicals, etc. Easy synthesis. Excellent ink suitability. There should be no safety issues.

[0004]

DISCLOSURE OF THE INVENTION The present invention relates to a disazo dye having excellent performance in all of the above-mentioned properties and a dye transfer using the same as a dye for thermal transfer recording.
The present invention provides a thermal transfer sheet of a type . The present invention is characterized in that the dye is particularly easy to produce and that the recorded matter has good light fastness. In addition, the dye of the present invention having a yellow to orange color tone gives a recorded matter excellent in both color density and light fastness.

[0005]

According to the present invention, there is provided a color material layer comprising the disazo dye represented by the general formula (I) described in claim 1 and a binder on a substrate. The gist of the present invention is a dye transfer type thermal transfer sheet having: Hereinafter, the present invention will be described in detail.

The disazo dye represented by the general formula (I) according to the present invention is represented by the following general formula (II)

[0007]

## STR2 ## The aminoazobenzenes represented by AN = NB-NH ₂ (II) (wherein A and B have the same meanings as in the general formula (I)) are diazotized according to a conventional method. With the following general formula (III)

[0008]

Embedded image (Wherein, X and Y have the same meanings as in the general formula (I)), and a dye having the general formula (I) wherein R is a hydrogen atom (the general formula (I)
V)) is obtained.

Further, by treating this with an alkylating agent, a dye having an alkyl group in which R is substituted or unsubstituted can be synthesized. As the alkylating agent, the following general formula (V)

[0010]

Embedded image RZ (V) (wherein R represents a substituted or unsubstituted alkyl group;
Z represents a halogen atom). Alkylation using an alkyl halide is carried out by heating the compounds of the general formulas (IV) and (V) in water or an organic solvent in the presence of a deoxidizing agent. As the organic solvent, N, N-dimethylformamide, N-methylpyrrolidone and the like are particularly advantageous.
As the deoxidizing agent, sodium hydroxide, potassium hydroxide,
Sodium carbonate, potassium carbonate, sodium bicarbonate,
Potassium hydrogen carbonate and the like can be mentioned. The reaction temperature is usually 5
0-10 ° C is suitable.

The dye represented by formula (I) according to the present invention will be specifically described. In the general formula (I), examples of the substituted or unsubstituted alkyl group which is a substituent of the phenyl group represented by A include a C _{1 to} C ₆ linear or branched unsubstituted alkyl group. Specific examples include a methyl group, an ethyl group, an n-propyl group, an i-propyl group, an n-butyl group, an i-butyl group, and an n-hexyl group. Further, as the substituted alkyl group, an alkoxy group, an alkoxyalkoxy group, an aryloxy group,
Allyloxy group, an aralkyloxy group, an aryl group, a cyano group, a hydroxy group, a halogen atom, an alkoxycarbonyl group, an allyloxycarbonyl group, a linear or branched alkyl of C ₁ -C ₆ substituted with and acyloxy groups Groups.

Examples of the substituted or unsubstituted alkoxy group which is a substituent of the phenyl group represented by A include C _{1 to} C ₆ linear or branched unsubstituted alkoxy groups. Represents a methoxy group, an ethoxy group, an n-propoxy group, an n-butoxy group, an i-butoxy group, an n-hexyloxy group, or the like. The substituted alkoxy group was substituted with an alkoxy group, an aryl group, a cyano group, a hydroxy group, a halogen atom, an alkoxycarbonyl group, an allyloxycarbonyl group, an acyloxy group, an aryloxy group, an allyloxy group, an aralkyloxy group, or the like. linear or branched alkoxy group having C ₁ -C ₆ and the like.

Examples of the halogen atom which is a substituent of the phenyl group represented by A include fluorine, chlorine, bromine and iodine. Examples of the substituted or unsubstituted alkoxycarbonyl group which is a substituent of the phenyl group represented by A include C
Examples thereof include a linear or branched alkoxycarbonyl group having ₁ to ₆ carbon atoms, specifically, a methoxycarbonyl group, an ethoxycarbonyl group, an n-propoxycarbonyl group, an i-propoxycarbonyl group, an n-butoxycarbonyl group, i
-Butoxycarbonyl group, n-hexyloxycarbonyl group and the like. Examples of the substituted alkoxycarbonyl group include a C ₁ -C ₆ linear group substituted with an alkoxy group, an aryl group, a cyano group, a hydroxy group, a halogen atom, an acyloxy group, an aryloxy group, an allyloxy group, an aralkyloxy group, or the like. Or a branched alkoxycarbonyl group.

The substituted or unsubstituted alkylsulfonyl group which is a substituent of the phenyl group represented by A includes C
Examples thereof include a linear or branched alkylsulfonyl group having ₁ to ₆ carbon atoms, specifically, a methylsulfonyl group, an ethylsulfonyl group, an n-propylsulfonyl group, an i-propylsulfonyl group, an n-butylsulfonyl group, Examples thereof include an i-butylsulfonyl group and an n-hexylsulfonyl group.
As the substituted alkylsulfonyl group, a C ₁ -C ₆ linear group substituted with an alkoxy group, an aryl group, a cyano group, a hydroxy group, a halogen atom, an acyloxy group, an aryloxy group, an allyloxy group, an aralkyloxy group, or the like. Or a branched alkylsulfonyl group.

Examples of the acylamino group which is a substituent of the phenyl group represented by A include a C ₁ -C ₄ alkylcarbonylamino group and a benzoylamino group. Examples of the substituted or unsubstituted alkyl group as a substituent of the phenylene group represented by B include the same groups as the substituted or unsubstituted alkyl groups exemplified as the substituent of the phenyl group represented by A.

As the alkoxy group which is a substituent of the phenylene group represented by B, the same groups as the substituted or unsubstituted alkoxy groups exemplified as the substituent of the phenyl group represented by A can be mentioned. Examples of the halogen atom as a substituent of the phenylene group represented by B include fluorine, chlorine, bromine, and iodine as in the substituent of the phenyl group of A.

As the acylamino group which is a substituent of the phenylene group represented by B, there may be mentioned, for example, a C ₁ -C ₄ alkylcarbonylamino group, a benzoylamino group and the like, similarly to the above-mentioned substituent of the phenyl group of A. The substituted or unsubstituted alkyl group represented by R, a linear or branched alkyl group of C ₁ -C _12, specifically, a methyl group, an ethyl group, n- propyl group, i -Propyl group, n-
Butyl, i-butyl, n-hexyl, n-octyl, 2-ethylhexyl, n-decyl, n-dodecyl and the like. Examples of the substituted alkyl group represented by R include an alkoxy group, an alkoxyalkoxy group, an aryloxy group, an allyloxy group, an aralkyloxy group, an aryl group, a cyano group, a hydroxy group, a halogen atom, an alkoxycarbonyl group, and an allyloxycarbonyl group. And C ₁ -C ₈ linear or branched alkyl groups substituted with a group or an acyloxy group.

In the above, specific examples of the alkyl group substituted by an alkoxy group include a methoxymethyl group,
Methoxyethyl group, 2-ethoxyethyl group, 2-n-propoxyethyl group, 2-n-butoxyethyl group, 2-i
-Butoxyethyl group, 1-methyl-2-methoxyethyl group, 1-methyl-2-ethoxyethyl group, 3-methoxybutyl group, 3-ethoxybutyl group, 1-ethyl-2-methoxyethyl group and the like. .

Specific examples of the alkyl group substituted with an aralkyloxy group include a benzyloxymethyl group,
Examples thereof include a 2-benzyloxyethyl group, a 1-methyl-2-benzyloxyethyl group, and a 1-ethyl-2-benzyloxyethyl group. Examples of the alkyl group substituted with an allyloxy group include an allyloxymethyl group,
-Allyloxyethyl group, 1-methyl-2-allyloxyethyl group, 1-ethyl-2-allyloxyethyl group and the like.

Examples of the alkyl group substituted with an aryloxy group include a phenoxymethyl group and a 2-phenoxyethyl group. Examples of the alkyl group substituted with an alkoxyalkoxy group include a methoxymethoxymethyl group, a (2′-methoxyethoxy) methyl group, a 2- (2′-methoxyethoxy) ethyl group, and a 2- (2′-ethoxyethoxy) group. Examples thereof include an ethyl group and a 4- (2'-methoxyethoxy) butyl group.

Examples of the alkyl group substituted with a cyano group include a cyanomethyl group and a 2-cyanoethyl group. Examples of the alkyl group substituted with a hydroxy group include a hydroxymethyl group, a 2-hydroxyethyl group, a 3-hydroxypropyl group, and a 1-methyl-2-hydroxyethyl group.

The alkyl group substituted by a halogen atom includes a chloromethyl group, a 2-chloroethyl group,
-Bromoethyl group and the like. Examples of the alkyl group substituted with an alkoxycarbonyl group or an allyloxycarbonyl group include a methoxycarbonylmethyl group, a 2-methoxycarbonylethyl group, a 2-ethoxycarbonylethyl group, an ethoxycarbonylmethyl group, an allyloxycarbonylmethyl group, Examples thereof include an oxycarbonylethyl group and an n-butoxycarbonylmethyl group.

Examples of the alkyl group substituted with an acyloxy group include an acetoxymethyl group, a 2-acetoxyethyl group, a benzoyloxymethyl group, a 2-benzoyloxyethyl group, and a 3-acetoxypropyl group. Examples of the alkyl group substituted with an aryl group include a benzyl group, a p-chlorobenzyl group, and a 2-phenylethyl group.

In the above, the alkoxy group substituted with an alkoxy group includes methoxymethoxy, 2-methoxyethoxy, 2-ethoxyethoxy, 2-n-propoxyethoxytyl, 2-n-butoxyethoxy, 2-I-butoxyethoxy group, 1-methyl-2-methoxyethoxy group, 1-methyl-2-ethoxyethoxy group, 3-methoxybutoxy group, 3-ethoxybutoxy group, and the like.

Examples of the alkoxy group substituted with an aralkyloxy group include a benzyloxymethoxy group, 2-benzyloxyethoxy group, 1-methyl-2-benzyloxyethoxy group, and 1-ethyl-2-benzyloxyethoxy group. . Examples of the alkoxy group substituted with an allyloxy group include an allyloxymethoxy group, 2-allyloxyethoxy group, and 1-methyl-2-allyloxyethoxy group.

Examples of the alkoxy group substituted with an aryloxy group include a phenoxymethoxy group and a 2-phenoxyethoxy group. Examples of the alkoxy group substituted with a cyano group include a cyanomethoxy group,
-Cyanoethoxy group and the like. Examples of the alkoxy group substituted with a hydroxy group include a hydroxymethoxy group, a 2-hydroxyethoxy group, a 3-hydroxypropoxy group, and a 1-methyl-2-hydroxyethoxy group.

Examples of the alkoxy group substituted with a halogen atom include a chloromethoxy group, 2-chloroethoxy group, and 2-bromoethoxy group. Also,
Examples of the alkoxy group substituted with an alkoxycarbonyl group or an allyloxycarbonyl group include a methoxycarbonylmethoxy group, a 2-methoxycarbonylethoxy group, a 2-ethoxycarbonylethoxy group, an ethoxycarbonylmethoxy group, an allyloxycarbonylmethoxy group, and a 2-allyl group. An oxycarbonylethoxy group, an n-butoxycarbonylmethoxy group and the like can be mentioned.

Examples of the alkoxy group substituted with an acyloxy group include an acetoxymethoxy group, 2-acetoxyethoxy group, benzoyloxymethoxy group, 2-benzoyloxyethoxy group, and 3-acetoxypropoxy group. Examples of the alkoxy group substituted with an aryl group include a benzyloxy group, a p-chlorobenzyloxy group, and a 2-phenylethoxy group.

In the above, the alkoxycarbonyl group substituted by an alkoxy group includes methoxymethoxycarbonyl, 2-methoxyethoxycarbonyl, 2-ethoxyethoxycarbonyl, 2-n-propoxyethoxycarbonyl, 2-n- Butoxyethoxycarbonyl group, 2-i-butoxyethoxycarbonyl group, 1-methyl-2-methoxyethoxycarbonyl group, 1-methyl-2-ethoxyethoxycarbonyl group, 3-methoxybutoxycarbonyl group, 3-ethoxybutoxycarbonyl group and the like.

The alkoxycarbonyl group substituted with an aralkyloxy group includes benzyloxymethoxycarbonyl, 2-benzyloxyethoxycarbonyl, 1-methyl-2-benzyloxyethoxycarbonyl, 1-ethyl-2-benzyloxyethoxycarbonyl. And the like. Examples of the alkoxycarbonyl group substituted with an allyloxy group include an allyloxymethoxycarbonyl group, 2-allyloxyethoxycarbonyl group, and 1-methyl-2-allyloxyethoxycarbonyl group.

Examples of the alkoxycarbonyl group substituted with an aryloxy group include a phenoxymethoxycarbonyl group and a 2-phenoxyethoxycarbonyl group. Examples of the alkoxycarbonyl group substituted by a cyano group include a cyanomethoxycarbonyl group,
Examples of the alkoxycarbonyl group in which a cyanoethoxycarbonyl group or the like is substituted with a hydroxy group include a hydroxymethoxycarbonyl group, a 2-hydroxyethoxycarbonyl group, a 3-hydroxypropoxycarbonyl group,
-Methyl-2-hydroxyethoxycarbonyl group. Examples of the alkoxycarbonyl group substituted with a halogen atom include a chloromethoxycarbonyl group, 2-chloroethoxycarbonyl group, and 2-bromoethoxycarbonyl group.

Examples of the alkoxycarbonyl group substituted with an acyloxy group include acetoxymethoxycarbonyl group, 2-acetoxyethoxycarbonyl group, benzoyloxymethoxycarbonyl group, 2-benzoyloxyethoxycarbonyl group, and 3-acetoxypropoxycarbonyl group. Is mentioned. Examples of the alkoxycarbonyl group substituted with an aryl group include a benzyloxycarbonyl group, a p-chlorobenzyloxycarbonyl group, and a 2-phenylethoxycarbonyl group.

In the above, the alkylsulfonyl group substituted with an alkoxy group includes methoxymethylsulfonyl, 2-methoxyethylsulfonyl, 2-ethoxyethylsulfonyl, 2-n-propoxyethylsulfonyl, 2-n- Butoxyethylsulfonyl group, 2-i-butoxyethylsulfonyl group, 1-methyl-2-methoxyethylsulfonyl group, 1-methyl-2-ethoxyethylsulfonyl group, 3-methoxybutylsulfonyl group, 3-ethoxybutylsulfonyl group and the like.

The alkylsulfonyl group substituted with an aralkyloxy group includes a benzyloxymethylsulfonyl group, a 2-benzyloxyethylsulfonyl group,
1-methyl-2-benzyloxyethylsulfonyl group,
And a 1-ethyl-2-benzyloxyethylsulfonyl group. Examples of the alkylsulfonyl group substituted with an allyloxy group include an allyloxymethylsulfonyl group, 2-allyloxyethylsulfonyl group, and 1-methyl-2-allyloxyethylsulfonyl group.

Examples of the alkylsulfonyl group substituted by an aryloxy group include a phenoxymethylsulfonyl group and 2-phenoxyethylsulfonyl group. Examples of the alkylsulfonyl group substituted by a cyano group include cyanomethylsulfonyl. Alkylsulfonyl groups in which a 2-cyanoethylsulfonyl group or the like is substituted with a hydroxy group, such as a hydroxymethylsulfonyl group, a 2-hydroxyethylsulfonyl group, a 3-hydroxypropylsulfonyl group, or a 1-methyl-2-hydroxyethylsulfonyl group; Is mentioned.

The alkylsulfonyl group substituted with a halogen atom includes a chloromethylsulfonyl group,
-Chloroethylsulfonyl group, 2-bromoethylsulfonyl group, and the like. Examples of the alkylsulfonyl group substituted with an acyloxy group include an acetoxymethylsulfonyl group, 2-acetoxyethylsulfonyl group, benzoyloxymethylsulfonyl group, 2-benzoyloxyethylsulfonyl group, and 3-acetoxypropylsulfonyl group. .

Examples of the alkylsulfonyl group substituted with an aryl group include a benzylsulfonyl group, a p-chlorobenzylsulfonyl group, and a 2-phenylethylsulfonyl group. In the dye represented by the general formula (I) of the present invention, the group represented by OR is such that when X is a carbon atom , R is a hydrogen atom.
No.

Specific examples of the dye represented by formula (I) are shown in Table 1. In the table, the number in the column of OR is OR
Represents the substitution position of

[0039]

[Table 1]

[0040]

[Table 2]

[0041]

[Table 3]

[0042]

[Table 4]

The dye transfer type thermal transfer sheet of the present invention contains one or more dyes represented by the above general formula (I) in the color material layer. Further, in addition to the dye represented by the general formula (I), a dye having another structure may be used in combination. When a coloring material layer is formed on the dye transfer type thermal transfer sheet of the present invention using the above-described dye, the method is not particularly limited, and the dye is usually dissolved or dispersed in a medium together with a binder in a medium. In this way, the ink can be prepared by applying the ink to a base film as a base material, followed by drying.

Examples of the binder for preparing the ink include water-soluble resins such as cellulose, acrylic acid, starch, and epoxy, acrylic resins, methacrylic resins, polystyrene, polycarbonate, polysulfone, polyethersulfone, and polyvinyl. Resins soluble in organic solvents such as butyral, ethyl cellulose, acetyl cellulose, polyester, AS resin, and phenoxy resin can be given.

As a medium for preparing the ink, in addition to water, alcohols such as methyl alcohol, ethyl alcohol, isopropyl alcohol and isobutyl alcohol, cellosolves such as methyl cellosolve and ethyl cellosolve, and aromatics such as toluene, xylene and chlorobenzene are used. Group, esters such as ethyl acetate, butyl acetate, acetone, methyl ethyl ketone, methyl isobutyl ketone, ketones such as cyclohexanone, methylene chloride,
Chlorine solvents such as chloroform and trichloroethylene,
Ethers such as tetrahydrofuran and dioxane,
Organic solvents such as N, N-dimethylformamide and N-methylpyrrolidone can be mentioned.

In addition to the above components, organic and inorganic non-sublimable fine particles, a dispersant, an antistatic agent, an antifoaming agent, an antioxidant, a viscosity modifier and the like are added to the above ink as required. Can do things. As the base film to which the ink for preparing the transfer sheet is applied, thin paper such as condenser paper and glassine paper, and a plastic film having good heat resistance such as polyester, polycarbonate, polyamide, polyimide and polyaramid are suitable. And their thicknesses can be in the range of 3 to 50 μm.

Of 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 running performance of the thermal head is insufficient. By providing a resin layer, a thermal head having improved running properties can be used.

As a method of applying the ink to the base film, a gravure coater, a reverse roll coater,
It can be carried out using a rod coater, an air doctor coater, or the like.
What is necessary is just to apply so that it may be in the range of 5 μm. Further, the dye transfer type thermal transfer sheet of the present invention can use not only a thermal head but also an infrared ray or a laser as a heating means. In addition, a current-carrying film that generates heat by passing electricity through the base film itself can be used as a current-carrying dye transfer sheet. [Examples] Hereinafter, the present invention will be described specifically with reference to Examples, but the Examples do not limit the present invention.

Example 1 a) Table 1 Synthesis of dye 1 p-aminoazobenzene hydrochloride 23.4 g (0.1 mol)
Was added to 300 ml of an aqueous hydrochloric acid solution, and an aqueous solution of 6.6 g (0.1 mol) of sodium nitrite was added dropwise at 0 to 5 ° C.
The mixture was stirred at the same temperature for 2 hours to perform diazotization. 14.4 g (0.1 mol) of β-naphthol was dissolved in a mixture of 85 ml of water, 4.3 g of sodium hydroxide, and 8.6 g of sodium acetate, and the diazo solution obtained above was added thereto with an aqueous solution of sodium hydroxide. 0-5 ° C while adjusting the pH to 8.5-9.5
And stirred at the same temperature for 2 hours. After completion of the reaction, add water 2
500 ml was added, and the precipitated crystals were filtered, washed with water, and dried,
20.8 g of yellow crystals were obtained.

17.6 g (0.05 g) of the yellow crystals obtained above.
Mol) in 150 ml of N-methylpyrrolidone,
8.0 g of sodium carbonate and 8.2 g of butyl bromide were added,
Stirred at 60-70 ° C for 6 hours. After the reaction is completed, add water 650
g, and the precipitated crystals were filtered, washed with water, and dried. The obtained crystals were purified by suspending and washing with 100 ml of methanol to obtain 9.4 g of yellow crystals.

The mass spectrum of this product was such that the parent ion peak was 408 and that It was consistent with the molecular weight of the structural formula of 1. The maximum absorption wavelength in acetone was 407 nm, and the melting point was 58.9 ° C. b) Preparation of ink

[0052]

[Table 5] Dye 6 parts by weight Cellulose acetate 10 parts by weight (Product name: L-30; product of Daicel Chemical Industries, Ltd.) Methyl ethyl ketone 80 parts by weight ─────────────────── ──────────────── Total 96 parts by weight The mixture having the above composition was treated with a paint conditioner for 10 minutes to prepare an ink.

C) Preparation of Dye Transfer Type Thermal Sensitive Sheet A polyethylene terephthalate film (6 μm
Thickness), dried (dry film thickness about 1μm), and dye transfer
A thermosensitive transfer sheet was obtained. The heat-resistant lubrication treatment of the polyethylene terephthalate film is performed by adding the following formula to the polyethylene terephthalate film.

[0054]

Embedded image

8 parts by weight of a polycarbonate resin having a repeating structural unit represented by the following formula, 1 part by weight of a phosphate ester surfactant (product name: Plysurf A-208B; a product of Daiichi Kogyo Seiyaku Co., Ltd.), and 91 parts by weight of toluene The coating was performed by applying and drying (dry film thickness: about 1 μm) the liquid consisting of the parts.

D) Preparation of Image Receiver Vinyl chloride-vinyl acetate copolymer resin (product name: VYH)
D; Union Carbide product) 10 parts by weight, amino-modified silicone (product name: KF-393; Shin-Etsu Chemical Co., Ltd. product) 0.5 part by weight, methyl ethyl ketone 15 parts by weight, xylene 15 parts by weight, a synthetic paper ( product name:
(Yopo FPG150; product of Oji Yuka Co., Ltd.) with a wire bar, dried (dry film thickness: about 5 μm), and further treated in an oven at 80 ° C. for 30 minutes.

E) Transfer recording The ink-coated surface of the above-mentioned dye transfer type thermal transfer sheet is superimposed on an image receiving body, and recorded using a thermal head under the following conditions.
The recorded matter having the color tone shown in Table 2 and having excellent color density was obtained.

[0058]

[Table 6] Recording conditions Recording density of main scanning and sub-scanning: 6 dots / mm Recording power: 0.21 W / dot Energizing time: 10 milliseconds The color density is measured using a densitometer TR-927 manufactured by Macbeth. did.

F) Light fastness test A light fastness test of the obtained recorded matter (having a recording density of about 1.0) was carried out using a xenon lamp fade meter (product of Suga Test Instruments Co., Ltd.) (black panel temperature: 63
± 2 ° C.), the degree of discoloration and fading of the recorded matter after irradiation for 80 hours (Δ
E (L * a * b *) is shown in Table 2 below. Examples 2 to 13 In place of the dyes used in Example 1, the dyes shown in Table 2 below were used, and dyes were synthesized, inks were prepared, transfer sheets were prepared, and image receiving members were manufactured in the same manner as in Example 1. Then, a transfer recording and a light fastness test were performed, and the results shown in Table 2 below were obtained. Reference Example 1 The following formula (VI) is used instead of the dye used in Example 1.
Using a dye, synthesis of the dye was performed in the same manner as in Example 1,
Preparation of ink, preparation of transfer sheet, preparation and transfer of image receptor
Photographic recording and light fastness tests were performed, and the results shown in Table 2 below were obtained.
Was.

Embedded image

[0060]

[Table 7]

Example 15 A transfer sheet was prepared in the same manner as in Example 1, except that the ink prepared in Example 1 was used instead of the ink used in Example 1. As a result, it was possible to obtain clear yellow and uniform color density records. In addition, both the light resistance of the obtained recording and the storage stability of the transfer sheet in a dark place were good.

[0062]

Table 8 Preparation of Ink Same pigment as in Example 1 6 g AS resin (Product name: Denka AS-S; manufactured by Denki Kagaku Kogyo KK) 10 g Toluene 70 g Cyclohexanone 10 g合計 96g in total

[0063]

When the dye-transfer type thermal transfer sheet of the present invention is used, a clear yellow recorded matter having a low energy and a high density can be obtained, and the recording obtained by this dye-transfer type thermal transfer sheet can be obtained. The article has particularly good light fastness.

──────────────────────────────────────────────────続 き Continuation of the front page (56) References JP-A-5-201147 (JP, A) JP-A-63-114690 (JP, A) JP-A-1-165486 (JP, A) International Publication 90/475 (WO, A1) (58) Fields investigated (Int. Cl. ⁷ , DB name) B41M 5/38-5/40 CAPLUS (STN) REGISTRY (STN)

Claims (2)

(57) [Claims] 1. A compound represented by the following general formula (I) (In the formula, A represents a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a halogen atom, a nitro group, a cyano group, a substituted or unsubstituted alkoxycarbonyl group, a substituted or unsubstituted alkylsulfonyl group, or an acylamino group. Represents a phenyl group which may be substituted with a group, B represents a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a halogen atom , a phenylene group which may be substituted with a hydroxy group or an acylamino group. , R represents a hydrogen atom or a substituted or unsubstituted alkyl group, X represents a carbon atom or a nitrogen atom, Y represents a hydrogen atom or a methyl group, provided that, when X is a carbon atom , it is possible but a hydrogen atom
No. The disazo dye for thermal transfer recording of the dye transfer type represented by the formula (1 ). 2. A dye transfer type thermal transfer sheet comprising a base material and a color material layer containing the disazo dye represented by the formula (I) according to claim 1 and a binder.