JPS61262191A - Sublimable transfer body - Google Patents

Abstract

PURPOSE:To obtain the color phase of a three-primary-color yellow color having moderate sublimability and high tinting strength and excellent in light fastness, by using a specific dye in a sublimation transfer recording type sublimable transfer body wherein the dye is sublimed from an ink layer by heat and an image is formed on a print paper. CONSTITUTION:A dye represented by formula I (wherein A is a phenol group which may have a substituent and R is a hydrogen atom or an alkyl group which may have a substituent) is used in a sublimation transfer recording type sublimable transfer body wherein the dye is sublimed from the ink layer pro vided on a substrate by heat and an image is formed on a print paper. The dye represented by the formula I is obtained by diazotizing amine represented by formula II and coupling the diazotized compound with a coupling component represented by formula III. The sublimable transfer body is formed by applying dye ink to the transfer substrate. The dye ink is generally constituted of the sublimable dye and a binder or both components and a compound having absorp tion in the oscillation wavelength of laser when laser is used as a heat source and applied to the transfer substrate by using a bar coater or gravure printing to form the sublimable transfer body.

Description

DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a sublimation transfer material characterized by using a yellow dye having appropriate sublimability.

The sublimation transfer image recording method is a method in which an image is formed by sublimating dye using heat, and is currently used in televisions, CRTs, etc.
It is attracting attention as a method of obtaining color hard copies from color displays, color facsimiles, magnetic cameras, etc. As the heat source, a heating element such as a thermal head or a laser, particularly a semiconductor laser, is used, and the amount of dye sublimed can be controlled by the heat energy provided, so that gradation recording can be obtained.

Currently, yellow dyes for sublimation transfer are selected from dyes mainly used as disperse dyes (for example, C,1, Disperse Yellow 42, C,1
, Disperse Yellow 54, C,1, Disperse Yellow 64).

However, all of them have the disadvantage that they have insufficient sublimation properties and that sufficient density cannot be obtained under normal sublimation transfer recording conditions. Low sublimability means that it is necessary to increase the output of the heating element or laser used as a heat source to sublimate these dyes, which shortens the life of the heat source and makes the recording device impractical. This caused the problem that the Furthermore, if the sublimation property is too good, there will be a problem in the storage stability of the ink sheet before transfer or the storage stability of the recorded image. For this reason, there is a strong desire to develop a dye that has appropriate sublimation properties and has hues of the three primary colors, cyan, magenta, and yellow, through subtractive mixing.

As a result of intensive studies, the present inventors found that it has moderate sublimability,
We have completed the present invention, which is a sublimation transfer material using a three-primary yellow pigment that has high tinting power and excellent light resistance.

That is, the present invention provides a sublimation transfer material using the sublimation transfer recording method in which a dye is sublimated by heat from an ink layer provided on a substrate to form an image on printing paper, and is provided by the following general formula (1) (wherein, A is a phenyl group which may have a substituent, R
represents a hydrogen atom or an alkyl group which may have a substituent. This is a sublimation transfer material characterized by using one or more kinds of dyes.

In the general formula (I), the substituent of the phenyl group A includes an alkyl group such as a methyl group and an ethyl group, a fluorine atom,
Examples include halogen atoms such as chloro atom and bromine atom, alkoxy groups such as methoxy group and ethoxy group, carboxylic acid ester group, sulfonylalkyl group, hydroxy group, acyl group, trifluoromethyl group, nitro group, and cyano group.

In addition, when R is an alkyl group having a substituent, examples of the substituent include an alkoxy group such as a methoxy group, an ethoxy group, and a methoxyethoxy group, a hydroxy group, a cyano group, an aryl group, an allyloxy group, an aryloxy group, and an acetoxy group. Examples include halogen atoms such as groups, fluorine atoms, chlorine atoms, and bromine atoms.

The dye represented by the general formula (I) can be prepared by the general formula (I) using a known method.
n) Diazotizing the amine represented by (wherein A represents the same meaning as above) and coupling represented by the general formula (I[[) (wherein R represents the same meaning as above) Obtained by coupling reaction with other components.

Specific examples of the amine represented by general formula (II) include the following.

Aniline, 0-toluidine, m-) luidine, p-) luidine, 0-anisidine, m-anisidine, p-anisidine, 0-nitroaniline, m-nitroaniline, p-
Nitroaniline, 0-cyanoaniline, m-cyanoaniline, p-cyanoaniline, 0-chloroaniline, m-
Chloraniline, p-chloroaniline, p-bromoaniline, 0-fluoroaniline, m-fluoroaniline,
p-fluoroaniline, o-1-lifluoromethylaniline, m-)lifluoromethylaniline, p-trifluoromethylaniline, 0-aminobenzoic acid, m-aminobenzoic acid, p-aminobenzoic acid, O-amino Benzoic acid methyl ester, p-aminobenzoic acid methyl ester, 0
-aminophenol, m-aminophenol, p-aminophenol, 0-aminoacetophenone, p-aminoacetophenone, p-sulfonylmethylaniline, 4-
acetylaminoaniline, 3,5-dichloroaniline,
3.4-dichloroaniline, 2-nitro-4-methylaniline, 2-chloro-4-nitroaniline, 2-cyano-4-nitroaniline, 2.4-dinitroaniline, 2
-Trifluoromethyl-4-nitroaniline.

Specific examples of the coupling component represented by general formula (III) include the following.

4-Methyl-6-hydroxypyridone, 1.4dimethyl-6-hydroxypyridone, 1-ethyl-4-methyl-
6-hydroxypyridone, 1-n-propyl-4-methyl-6-hydroxypyridone, 1-isopropyl-4-
Methyl-6-hydroxypyridone, 1-n-butyl-4
-Methyl-6-hydroxypyridone, 1-isobutyl-
4-Methyl-6-hydroxypyridone, 1-n-pentyl-4-methyl-6-hydroxypyridone, 1-n-hexyl-4-methyl-6-hydroxypyridone, 1-methoxyethyl-4-methyl-6 -hydroxypyridone,
1-hydroxyethyl-4-methyl-6-hydroxypyridone, l-cyanoethyl-4-methyl-6-hydroxypyridone, 1-chloroethyl-4-methyl-6-hydroxypyridone, 1-trifluoroethyl-4-methyl- 6-Hydroxypyridone.

Sublimation transfer bodies are manufactured by applying pigment ink onto a transfer substrate. The transfer substrate generally used is capacitor paper, cellophane, polyimide resin, polyester resin, polyether sulfone resin, or ribbon- or film-shaped materials that have been treated to improve heat resistance and/or smoothness of these resins. be done.

Dye ink generally consists of a sublimable dye, a binder, and a compound that absorbs at the oscillation wavelength of the laser when using a laser as a heat source, and is dissolved in a solvent using a ball mill or paint conditioner. Manufactured by atomization.

Binders include natural resins or modified resins such as dammar, gum arabic, gum tragacanth, dextrin or casein, cellulosic resins such as methylcellulose, ethylcellulose, hydroxyethylcellulose, ethylhydroxycellulose or nitrocellulose, polyvinyl alcohol or polyvinyl acetate, etc. One kind or a mixture of two or more kinds of vinyl resins are used.

Solvents for dissolving or dispersing dyes and binders include water, alcohols such as ethanol, propatool, and butanol, ketones such as acetone, methyl ethyl ketone, and methyl isobutyl ketone, and aromatic carbons such as toluene, xylene, and monochlorobenzene. One or a mixture of two or more of hydrogens, chlorinated solvents such as dichloroethane, trichlorethylene, and chlorine, and acetate esters such as ethyl acetate, butyl acetate, and ethoxyethyl acetate are used.

Carbon blanks, phthalocyanine dyes, dithiol complexes, naphthoquinones, and the like are used as compounds that absorb at the laser oscillation wavelength.

The dye ink obtained in this way can be used with a bar coater,
A sublimation transfer material is manufactured by applying the dye onto a transfer substrate using a roll coater, knife coater, screen printing, gravure printing, or the like.

Printing paper can be paper coated with polyester resin or polyamide resin, synthetic paper such as polypropylene, polyvinyl chloride, or polyester, or synthetic paper that has been treated to improve heat resistance, and if necessary, dyed. Coated with polyester resin, polyamide resin, etc., which have a strong affinity with

Hereinafter, the present invention will be described in detail with reference to Examples. In the examples, parts represent parts by weight.

Example 1 After thoroughly kneading an ink composition containing 6 parts of ethyl cellulose, 2 parts of the dye of formula (1), 70 parts of xylene, and 18 parts of n-butanol using a paint conditioner, a 10 μm thick condenser paper was coated using a bar coater. and dried to obtain a sublimation transfer material. When this transfer body was placed opposite paper coated with polyethylene terephthalate resin and heated with a heating element, a clear yellow image with high density was obtained on the paper.

Further, when the obtained image was subjected to a light resistance test (carbon arc lamp), there was almost no discoloration after 40 hours of irradiation.

Melting point: 225-226°C Sublimation start temperature: 147°C Example 2 After thoroughly kneading an ink composition containing 6 parts of ethyl cellulose, 2 parts of the dye of formula (2), and 88 parts of Improper Tool using a paint conditioner, using a bar coater, It was applied onto a 10 μm thick capacitor paper and dried to obtain a sublimation transfer material. When this transfer body was placed opposite paper coated with polyethylene terephthalate resin and heated with a heating element, a clear yellow image with high density was obtained on the paper.

When the obtained image was subjected to a light resistance test (carbon arc lamp), there was almost no discoloration after 40 hours of irradiation.

Example 3 Sublimation transfer bodies of dyes (3) to (37) in Table 1 were produced in the same manner as in Example 1, and transfer tests were conducted. Each,
A clear yellow image with high density was obtained. The resulting image showed almost no discoloration as a result of a light fastness test.

Table 1

Claims (1)

[Scope of Claims] In a sublimation transfer body of a sublimation transfer recording system in which a dye is sublimated by heat from an ink layer provided on a substrate to form an image on printing paper, the following general formula (I) ▲Mathematical formula, chemical formula, There are tables, etc.▼(I) (In the formula, A is a phenyl group that may have a substituent, R
represents a hydrogen atom or an alkyl group which may have a substituent. ) A sublimation transfer material characterized by using one or more kinds of dyes shown in the following.