JPH05169854A - Thermal transfer sheet and ink composition for thermal transfer sheet - Google Patents

Abstract

PURPOSE:To enable transfer recording having sufficient density by low energy, and to conduct yellow system recording having excellent can stability by containing quinophthalon dyestuffs and pyridone azo dyestuffs shown in specific chemical formulae in the coloring material layer of a thermal transfer sheet. CONSTITUTION:In the thermal transfer sheet used for sublimation type thermal transfer recording, a binding agent and a coloring material layer containing dyestuffs shown in general formulae I, II mentioned on the right are formed onto a base film. In formulae, X represents a hydrogen atom or a halogen atom, and Y the hydrogen atom and COOR<1> or CONR<2>R<3>. R<1>-R<3> represent the hydrogen atom, a substituted or non-substituted alkyl group, an aryl group, etc., R<4> the hydrogen atom, the substituted or non-substituted alkyl group, the aryl group, a cycloalkyl group, etc., Z the hydrogen atom or a methyl group, and A a benzing ring, which may have a nonionic substituting group. Each dyestuff is kneaded with a resin as the binding agent and an organic solvent, etc., thus acquiring an ink composition for the thermal transfer sheet.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a heat-sensitive transfer sheet used for heat-sensitive transfer recording, particularly sublimation-type heat-sensitive transfer recording, and an ink composition for the heat-sensitive transfer sheet.

[0002]

2. Description of the Related Art In sublimation type thermal transfer recording, there is a demand for a recording material which can be transferred and recorded at a sufficient density with low energy and which has good storage stability. A heat-sensitive transfer sheet using a quinophthalone dye represented by the general formula (I) described below is disclosed in JP-A-63-182193.
It is described in JP-A-63-189289. The storage stability of the recorded matter obtained by using them is very good, but a large energy is required at the time of recording in order to obtain a sufficient density with a low transfer sensitivity. on the other hand,
A heat-sensitive transfer sheet using a pyridone azo dye represented by the general formula (II) described later is described in JP-A-60-27594. They have high sensitivity and can obtain a sufficient recording density even at low energy, but the obtained recorded matter has low storage stability, particularly light resistance.

[0003]

DISCLOSURE OF THE INVENTION The present invention provides a heat-sensitive transfer sheet and an ink composition for a heat-sensitive transfer sheet which can be transferred and recorded at a sufficient density with a low energy and can give a yellow-colored recorded material having good storage stability. The purpose is to provide.

[0004]

The present invention comprises a base film, a binder resin and the following general formula (I):

[Chemical 3] (In the formula, X represents a hydrogen atom or a halogen atom, and Y
Represents a hydrogen atom, COOR ¹ or CONR ² R ³ . Here, R ¹ , R ² and R ³ represent a hydrogen atom, a substituted or unsubstituted alkyl group, an allyl group, a cycloalkyl group or a substituted or unsubstituted phenyl group. )
And a dye represented by the following general formula (II)

[Chemical 4] (In the formula, R ⁴ represents a hydrogen atom, a substituted or unsubstituted alkyl group, an allyl group, a cycloalkyl group or a substituted or unsubstituted phenyl group, Z represents a hydrogen atom or a methyl group, and A represents a nonionic group. Which represents a benzene ring which may have a substituent) and a coloring material layer containing a dye represented by the formula (1), and the above-mentioned general formulas (I) and (II). The present invention is directed to an ink composition for a heat-sensitive transfer sheet containing a dye, a resin as a binder, an organic solvent and / or water.

The contents of the present invention will be described in detail below. First, the dye represented by formula (I) will be described. Examples of the halogen atom represented by X in the general formula (I) include chlorine atom and bromine atom. Examples of the unsubstituted alkyl group represented by R ^{1 to} R ³ in the definition of Y in the general formula (I) include a C _{1 to} C ₁₂ linear or branched alkyl group, which is substituted. As the alkyl group, an alkoxy group, an alkoxyalkoxy group,
C ₁ -C substituted with aryloxy group, allyloxy group, aralkyloxy group, aryl group, cyano group, hydroxy group, halogen atom, furyl group, tetrahydrofuryl group, alkoxycarbonyl group, allyloxycarbonyl group, acyloxy group, etc. _{There are 12} linear or branched alkyl groups.

Examples of the alkyl group substituted with an alkoxy group include 2-methoxyethyl group, 2-ethoxyethyl group,
2-n-propoxyethyl group, 2-iso-propoxyethyl group, 2-n-butoxyethyl group, 2-iso-butoxyethyl group, 2-sec-butoxyethyl group, 2-
n-pentyloxyethyl group, 2-n-hexyloxyethyl group, 2-n-octyloxyethyl group, 2-
(2'-Ethylhexyloxy) ethyl group, 1-methyl-2-methoxyethyl group, 1-methyl-2-iso-propoxyethyl group, 1-methyl-2-n-butoxyethyl group, 1-methyl-2- iso-butoxyethyl group, 1
-Methyl-2-n-hexyloxyethyl group, 1-methyl-2- (2'-ethylhexyloxy) ethyl group, 3
- methoxybutyl group, 3-ethoxy butyl group, 1-ethyl-2-methoxyethyl group, and a 1-ethyl-2-ethoxyethyl group, in particular β- alkoxyethyl group C ₃ -C ₈ preferred ..

Examples of the alkyl group substituted with an aralkyloxy group include a 2-benzyloxyethyl group, a 1-methyl-benzyloxyethyl group, a 1-ethyl-2-benzyloxyethyl group and a 2- (β-phenylethyloxy group. ) Examples include an ethyl group. Examples of the alkyl group substituted with an allyloxy group include a 2-allyloxyethyl group, 1-
Methyl-2-allyloxyethyl group, 1-ethyl-2-
Examples include an allyloxyethyl group. Examples of the alkyl group substituted with an aryloxy group include 2-phenoxyethyl group, 1-methyl-2-phenoxyethyl group, 1-
Examples thereof include an ethyl-2-phenoxyethyl group.

Examples of the alkyl group substituted with an alkoxyalkoxy group include a 2- (2'-methoxyethoxy) ethyl group, a 2- (2'-ethoxyethoxy) ethyl group and a 2- (2'-ethoxyethoxy) ethyl group.
(2'-n-butoxyethoxy) ethyl group, 2- (2 '
-N-hexyloxyethoxy) ethyl group, 2- (2 '
-N-octyloxyethoxy) ethyl group, 2- (2 '
-Iso-butoxyethoxy) ethyl group, 1-methyl-
2- (2'-methoxyethoxy) ethyl group, 1-methyl-2- (2'-n-butoxyethoxy) ethyl group, 3-
Examples thereof include a (2′-methoxyethoxy) butyl group, and a C ₅ -C ₁₀ β- (β′-alkoxyethoxy) ethyl group is particularly preferable. Examples of the alkyl group substituted with a cyano group include 2-cyanoethyl group and cyanomethyl group, and examples of the alkyl group substituted with a hydroxy group include:
2-hydroxyethyl group, 3-hydroxy-n-propyl group, 4-hydroxy-n-butyl group, 1-methyl-2
-Hydroxyethyl group, 1-ethyl-2-hydroxyethyl group and the like, as the alkyl group substituted with a halogen atom, 2-chloroethyl group, 2-bromoethyl group,
A 2,2,2-trifluoroethyl group or the like is a furfuryl group as an alkyl group substituted with a furyl group, and a tetrahydrofurfuryl group is an aryl group as an alkyl group substituted with a tetrahydrofuryl group. Examples of the alkyl group include a benzyl group, a p-chlorobenzyl group, a 2-phenylethyl group and the like.

Examples of the alkyl group substituted with an alkoxycarbonyl group or an allyloxycarbonyl group include a 2-methoxycarbonylethyl group, a 2-ethoxycarbonylethyl group, a 2-iso-butoxycarbonylethyl group and a 2-
n-hexyloxycarbonylethyl group, 1-methyl-
2-methoxycarbonylethyl group, 1-methyl-2-n
-Butoxycarbonylethyl group, 2-allyloxycarbonylethyl group, 1-methyl-2-allyloxycarbonylethyl group, methoxycarbonylmethyl group, ethoxycarbonylmethyl group, iso-butoxycarbonylmethyl group, n-hexyloxycarbonylmethyl group , 2-ethylhexyloxycarbonylmethyl group and the like. As the alkyl group substituted with an acyloxy group,
2-acetoxyethyl group, 2-propionyloxyethyl group, 2-benzoyloxyethyl group, 3-acetoxy-n-propyl group, 4-acetoxy-n-butyl group, 1
-Methyl-2-acetoxyethyl group, 1-ethyl-2-
An acetoxyethyl group etc. are mentioned. Examples of the cycloalkyl group represented by R ^{1 to} R ^{3 in} formula (I) include a cyclopentyl group and a cyclohexyl group. When R ^{1 to} R ^{3 in the} general formula (I) is a substituted phenyl group, the substituent may be a C _{1 to} C ₄ lower alkyl group, a C _{1 to} C ₄ lower alkoxy group, or a fluorine atom. ,
Examples thereof include halogen atoms such as chlorine atom and bromine atom, and trifluoromethyl group.

Further, among the dyes represented by the general formula (I), the compounds represented by the following structural formulas (III) and (IV) are preferable.

[Chemical 5] (In the formula, X has the same meaning as described above, R ⁵ is an alkyl group,
Alkoxyalkyl group, aralkyloxyalkyl group,
Allyloxyalkyl group, aryloxyalkyl group,
It represents a tetrahydrofurfuryl group, a furfuryl group, a cycloalkyl group, an allyl group or an aralkyl group. )

[Chemical 6] (In the formula, X has the same meaning as described above, and R ⁶ and R ⁷ are a hydrogen atom, an alkyl group, an alkoxyalkyl group, a tetrahydrofurfuryl group, a furfuryl group, a cycloalkyl group,
It represents an allyl group, an aralkyl group or a hydroxyalkyl group. )

In the dye represented by the general formula (III), more preferable substituents include a hydrogen atom or a bromine atom as X and a C _{4 to} C ₁₂ alkyl group as R ⁵ . Further, in the dye represented by the general formula (IV), as a more preferable substituent, a hydrogen atom or a bromine atom is represented by X, and C _{1 to} C are particularly represented by R ⁶ and R ^7.
₄ alkyl groups can be mentioned.

Next, the dye represented by the general formula (II) will be described. Examples of the unsubstituted alkyl group represented by R ⁴ in the general formula (II) include C _{1 to} C ₁₂ linear or branched alkyl groups, and the substituted alkyl group includes an alkoxy group, Amino group, alkylamino group,
Alkoxyalkoxy group, aryloxy group, allyloxy group, aralkyloxy group, aryl group, cyano group,
C ₁ -C ₁₂ substituted with a hydroxy group, a halogen atom, a furyl group, a tetrahydrofuryl group, an alkoxycarbonyl group, an allyloxycarbonyl group, an acyloxy group and the like.
And a linear or branched alkyl group of. Examples of the alkyl group substituted with an alkoxy group include 2-methoxyethyl group, 2-ethoxyethyl group, 2-n-propoxyethyl group, 2-iso-propoxyethyl group, 2-
n-butoxyethyl group, 2-iso-butoxyethyl group, 2-sec-butoxyethyl group, 2-n-pentyloxyethyl group, 2-n-hexyloxyethyl group, 2
-N-octyloxyethyl group, 2- (2'-ethylhexyloxy) ethyl group, 1-methyl-2-methoxyethyl group, 1-methyl-2-ethoxyethyl group, 1-methyl-2-n-propoxyethyl group Group, 1-methyl-2-i
so-propoxyethyl group, 1-methyl-2-n-butoxyethyl group, 1-methyl-2-iso-butoxyethyl group, 1-methyl-2-n-hexyloxyethyl group,
1-methyl-2- (2'-ethylhexyloxy) ethyl group, 3-methoxybutyl group, 3-ethoxybutyl group,
1-ethyl-2-methoxyethyl group, 1-ethyl-2-
Examples thereof include an ethoxyethyl group, but especially C _{3 to} C ₈
Β-alkoxyethyl groups are preferred.

Examples of the alkyl group substituted with an amino group or an alkylamino group include 2-aminoethyl group and 2- (N,
N-diethylamino) ethyl group, 2- (N, N-di-n)
-Butylamino) ethyl group, 3- (N, N-diethylamino) propyl group, 3- (N, N-dimethylamino) propyl group and the like. Examples of the alkyl group substituted with an aralkyloxy group include a 2-benzyloxyethyl group, a 1-methyl-benzyloxyethyl group, a 1-ethyl-2-benzyloxyethyl group, and a 2- (β-phenylethyloxy) ethyl group. And so on. Examples of the alkyl group substituted with an allyloxy group include a 2-allyloxyethyl group, a 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 2-phenoxyethyl group, a 1-methyl-2-phenoxyethyl group and a 1-ethyl-2-phenoxyethyl group.

Examples of the alkyl group substituted with an alkoxyalkoxy group include a 2- (2'-methoxyethoxy) ethyl group, a 2- (2'-ethoxyethoxy) ethyl group and a 2- (2'-ethoxyethoxy) ethyl group.
(2'-n-butoxyethoxy) ethyl group, 2- (2 '
-N-hexyloxyethoxy) ethyl group, 2- (2 '
-N-octyloxyethoxy) ethyl group, 2- (2 '
-Iso-butoxyethoxy) ethyl group, 1-methyl-
2- (2'-methoxyethoxy) ethyl group, 1-methyl-2- (2'-n-butoxyethoxy) ethyl group, 3-
Examples thereof include a (2′-methoxyethoxy) butyl group, and a C ₅ -C ₁₀ β- (β′-alkoxyethoxy) ethyl group is particularly preferable. Examples of the alkyl group substituted with a cyano group include 2-cyanoethyl group and cyanomethyl group, and examples of the alkyl group substituted with a hydroxy group include:
2-hydroxyethyl group, 3-hydroxy-n-propyl group, 4-hydroxy-n-butyl group, 1-methyl-2
-Hydroxyethyl group, 1-ethyl-2-hydroxyethyl group and the like, as the alkyl group substituted with a halogen atom, 2-chloroethyl group, 2-bromoethyl group,
A 2,2,2-trifluoroethyl group or the like is a furfuryl group as an alkyl group substituted with a furyl group, and a tetrahydrofurfuryl group is an aryl group as an alkyl group substituted with a tetrahydrofuryl group. Examples of the alkyl group include a benzyl group, a p-chlorobenzyl group, a 2-phenylethyl group and the like.

Examples of the alkyl group substituted with an alkoxycarbonyl group or an allyloxycarbonyl group include a 2-methoxycarbonylethyl group, a 2-ethoxycarbonylethyl group, a 2-iso-butoxycarbonylethyl group and a 2-
n-hexyloxycarbonylethyl group, 1-methyl-
2-methoxycarbonylethyl group, 1-methyl-2-n
-Butoxycarbonylethyl group, 2-allyloxycarbonylethyl group, 1-methyl-2-allyloxycarbonylethyl group, methoxycarbonylmethyl group, ethoxycarbonylmethyl group, iso-butoxycarbonylmethyl group, n-hexyloxycarbonylmethyl group , 2-ethylhexyloxycarbonylmethyl group and the like. As the alkyl group substituted with an acyloxy group,
2-acetoxyethyl group, 2-propionyloxyethyl group, 2-benzoyloxyethyl group, 3-acetoxy-n-propyl group, 4-acetoxy-n-butyl group, 1
-Methyl-2-acetoxyethyl group, 1-ethyl-2-
An acetoxyethyl group etc. are mentioned.

R in the general formula (II)^FourIs a cycloalkyl group
Examples of cases are cyclopentyl group, cyclohexyl
Groups and the like. R in the general formula (II)^FourWas replaced
In the case of a phenyl group, the substituent is C₁~ C_Fourof
Lower alkyl group, C₁~ C_FourLower alkoxy group of
Halogen atoms such as elementary atoms, chlorine atoms, bromine atoms and
Examples thereof include a refluoromethyl group. R^FourRepresented by
Of these groups, particularly advantageous are C₁~ C₈Directly
A chain or branched alkyl group, C₃~ C₈Arco
Xyalkyl group, benzyl group, 2-phenylethyl group,
Examples thereof include an allyl group. In addition, substitution on benzene ring A
When a group is present, its substituent is C₁~ C _Fourof
A linear or branched lower alkyl group, C₁~ C_Fourof
Linear or branched lower alkoxy group, fluorogen
Child, halogen atom such as chlorine atom, bromine atom, nitro group,
Substitution with fluorine atom such as cyano group and trifluoromethyl group
Alkyl group, -NR⁸R⁹Amino represented by
Group, -NHCOR^TenAn acylamino group represented by
HCOOR¹¹A carbamate group represented by
₂R¹²A sulfonamide group represented by¹³so
Carboxylic acid ester group represented, -CONR¹⁴R¹⁵so
Carbamoyl group represented by -SO₂NR¹⁶R¹⁷Represented by
Sulfamoyl group or -SO₃R¹⁸Represented by
And a sulfonic acid ester group. Where R
⁸~ R¹⁸Are hydrogen atom, substituted or unsubstituted
Alkyl group, cycloalkyl group, allyl group, substitution or
Is an unsubstituted vinyl group or a substituted or unsubstituted phenyl group.
Represents a radical.

Examples of the alkyl group represented by R ^{8 to} R ¹⁸ include a C _{1 to} C ₈ linear or branched lower alkyl group, and the substituted alkyl group includes an alkoxy group and an alkoxyalkoxy group. Group, aryloxy group,
C substituted with allyloxy group, aralkyloxy group, aryl group, cyano group, hydroxy group, halogen atom, furyl group, tetrahydrofuryl group, alkoxycarbonyl group, allyloxycarbonyl group, acyloxy group, etc.
Linear or branched alkyl group having ₁ -C ₈ and the like. As the alkyl group substituted with an alkoxy group,
2-methoxyethyl group, 2-ethoxyethyl group, 2-n
-Propoxyethyl group, 2-iso-propoxyethyl group, 2-n-butoxyethyl group, 2-iso-butoxyethyl group, 2-sec-butoxyethyl group, 2-n-pentyloxyciethyl group, 2-n -Hexyloxyethyl group, 2-n-octyloxyethyl group, 2- (2'-
Ethylhexyloxy) ethyl group, 1-methyl-2-methoxyethyl group, 1-methyl-2-n-propoxyethyl group, 1-methyl-2-iso-propoxyethyl group,
1-methyl-2-n-butoxyethyl group, 1-methyl-
2-iso-butoxyethyl group, 1-methyl-2-n-
Hexyloxyethyl group, 1-methyl-2- (2'ethylhexyloxy) ethyl group, 3-methoxybutyl group,
Examples thereof include a 3-ethoxybutyl group, a 1-ethyl-2-methoxyethyl group, a 1-ethyl-2-ethoxyethyl group, and a C ₃ -C ₈ β-alkoxyethyl group is particularly preferable. Examples of the alkyl group substituted with an aralkyloxy group include 2-benzyloxyethyl group and 1-methyl-2
-Benzyloxyethyl group, 1-ethyl-2-benzyloxyethyl group, 2- (β-phenylethyloxy) ethyl group and the like. Examples of the alkyl group substituted with an allyloxy group include a 2-allyloxyethyl group, 1-
Methyl-2-allyloxyethyl group, 1-ethyl-2-
Examples include an allyloxyethyl group. Examples of the alkyl group substituted with an aryloxy group include 2-phenoxyethyl group, 1-methyl-2-phenoxyethyl group, 1-
Examples thereof include an ethyl-2-phenoxyethyl group.

Examples of the alkyl group substituted with an alkoxyalkoxy group include a 2- (2'-methoxyethoxy) ethyl group, a 2- (2'-ethoxyethoxy) ethyl group and a 2- (2'-ethoxyethoxy) ethyl group.
(2'-n-butoxyethoxy) ethyl group, 2- (2 '
-N-hexyloxyethoxy) ethyl group, 2- (2 '
-N-octyloxyethoxy) ethyl group, 2- (2 '
-Iso-butoxyethoxy) ethyl group, 1-methyl-
2- (2'-methoxyethoxy) ethyl group, 1-methyl-2- (2'-n-butoxyethoxy) ethyl group, 3-
Examples thereof include a (2′-methoxyethoxy) butyl group, and a C ₅ -C ₁₀ β- (β′-alkoxyethoxy) ethyl group is particularly preferable. Examples of the alkyl group substituted with a cyano group include 2-cyanoethyl group and cyanomethyl group, and examples of the alkyl group substituted with a hydroxy group include:
2-hydroxyethyl group, 3-hydroxy-n-propyl group, 4-hydroxy-n-butyl group, 1-methyl-2
-Hydroxyethyl group, 1-ethyl-2-hydroxyethyl group and the like, as the alkyl group substituted with a halogen atom, 2-chloroethyl group, 2-bromoethyl group,
A 2,2,2-trifluoroethyl group or the like is a furfuryl group as an alkyl group substituted with a furyl group, and a tetrahydrofurfuryl group is an aryl group as an alkyl group substituted with a tetrahydrofuryl group. Examples of the alkyl group include a benzyl group, a p-chlorobenzyl group, a 2-phenylethyl group and the like.

Examples of the alkyl group substituted with an alkoxycarbonyl group or an allyloxycarbonyl group include a 2-methoxycarbonylethyl group, a 2-ethoxycarbonylethyl group, a 2-iso-butoxycarbonylethyl group and a 2-
n-hexyloxycarbonylethyl group, 1-methyl-
2-methoxycarbonylethyl group, 1-methyl-2-n
-Butoxycarbonylethyl group, 2-allyloxycarbonylethyl group, 1-methyl-2-allyloxycarbonylethyl group, methoxycarbonylmethyl group, ethoxycarbonylmethyl group, iso-butoxycarbonylmethyl group, n-hexyloxycarbonylmethyl group , 2-ethylhexyloxycarbonylmethyl group and the like. As the alkyl group substituted with an acyloxy group,
2-acetoxyethyl group, 2-propionyloxyethyl group, 2-benzoyloxyethyl group, 3-acetoxy-n-propyl group, 4-acetoxy-n-butyl group, 1
-Methyl-2-acetoxyethyl group, 1-ethyl-2-
An acetoxyethyl group etc. are mentioned. The cycloalkyl group of R ⁸ to R ^18, a cyclopentyl group, and cyclohexyl group.

When R ^{8 to} R ¹⁸ are substituted phenyl groups, the substituent may be a C _{1 to} C ₄ linear or branched lower alkyl group or a C _{1 to} C ₄ linear group. Alternatively, a branched lower alkoxy group, a halogen atom such as a fluorine atom, a chlorine atom and a bromine atom, and a trifluoromethyl group are exemplified. Examples of the substituted vinyl group represented by R ^{8 to} R ¹⁸ include a 1-methylvinyl group and a 2-methylvinyl group, and when a substituent is present on the benzene ring A,
The position of the substituent is not particularly limited, and the number of substituents is 1 to
Although it is possible to have 5 groups, particularly preferable substituents are C ₁ -C ₄ linear or branched lower alkyl groups, and C ₁ -C ₄ linear or branched lower alkyl groups. Alkoxy group, trifluoromethyl group, fluorine atom, chlorine atom,
Examples thereof include a bromine atom, a cyano group, a nitro group, and -COOR ¹⁹ (wherein R ¹⁹ represents a C _{1 to} C ₁₄ linear or branched alkyl group or a benzyl group).

More specific examples of the dyes represented by the general formulas (I) and (II) include the compounds shown in Tables 1 to 9.

[Table 1]

[0022]

[Table 2]

[0023]

[Table 3]

[0024]

[Table 4]

[0025]

[Table 5]

[0026]

[Table 6]

[0027]

[Table 7]

[0028]

[Table 8]

[0029]

[Table 9]

In the present invention, since the dyes represented by the general formulas (I) and (II) are used in combination, a preferable heat-sensitive transfer sheet can be obtained. The blending ratio thereof is 1: 5 to 5 by weight. The range of: 1 is suitable, and 1: 3 ~
A range of 3: 1 is more suitable. In that case, two or more kinds of the dyes of the general formulas (I) and (II) may be blended. When the coloring material layer is formed on the heat-sensitive transfer sheet of the present invention by using the above dye, the method is not particularly limited, and the dye is usually dissolved or finely dispersed in a medium together with a binder to form an ink. Is prepared, and the ink is applied onto a base film and dried.

As the binder for ink preparation, water-soluble resins such as cellulose-based, acrylic acid-based, starch-based and epoxy-based resins and acrylic resins, methacrylic resins, polystyrene, polycarbonate, polysulfone, polyether sulfone, polyvinyl butyral. Examples thereof include resins soluble in organic solvents such as ethyl cellulose, acetyl cellulose, polyester, AS resin, and phenoxy resin. As a medium for ink preparation, 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. , Esters such as ethyl acetate and butyl acetate, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone and cyclohexanone, chlorinated solvents such as methylene chloride, chloroform and trichloroethylene, ethers such as tetrahydrofuran and dioxane, N, N-dimethyl Examples thereof include organic solvents such as formamide and amides such as N-methylpyrrolidone. In the above ink, in addition to the above components, if necessary, organic or inorganic non-sublimable fine particles, a dispersant, an antistatic agent, an antifoaming agent, an antioxidant,
A viscosity modifier or the like can be added.

As the base film to which the ink is applied for preparing the transfer sheet, thin paper such as condenser paper and glassine paper, and plastic film having good heat resistance such as polyester, polycarbonate, polyamide, polyimide and polyaramid are suitable. However, their thickness is suitably in the range of 3 to 50 μm. Among the above base films, the 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,
Since the runnability of the thermal head is insufficient, the runnability of the thermal head is improved by providing a layer of heat-resistant resin containing a lubricant, heat-resistant particles with high lubricity, etc. on the opposite surface of the color material layer. be able to. As a method of applying the ink to the base film, it can be carried out by using a gravure coater, a reverse roll coater, a rod coater, an air doctor coater, etc. It may be applied in a range of 5 μm. Further, the heat-sensitive transfer sheet of the present invention can use not only a thermal head but also infrared rays, laser light, etc. as a heating means. Further, it can be used as an electrically conductive dye transfer sheet by using an electrically conductive heat-generating film that generates heat by applying electricity to the base film itself.

[0033]

EXAMPLES The present invention will be specifically described below with reference to examples, but the examples do not limit the present invention. Example 1 a) Preparation of ink

[Chemical 7] Dye (A) 3 g Dye (B) 3 g Cellulose acetate (trade name: L-30; product of Daicel Chemical Co., Ltd.) 10 g Methyl ethyl ketone 80 g Total 96 g A mixture of the above composition is treated with a paint conditioner for 10 minutes to prepare an ink. went.

B) Preparation of transfer sheet A polyethylene terephthalate film (6 μm) whose back surface was heat-resistant and lubricated with the above ink using a wire bar
m thickness) and dried to obtain a transfer sheet having a dry film thickness of about 1 μm. The polyethylene terephthalate film is heat-resistant and lubricated by the following formula

[Chemical 8] A liquid consisting of 8 parts by weight of a polycarbonate resin having a repeating structural unit represented by: 1 part by weight of a phosphate ester-based surfactant (trade name: PRYSURF A-208B; manufactured by Dai-ichi Kogyo Seiyaku Co., Ltd.) and 91 parts by weight of toluene. Was applied and dried (dry film thickness: about 1 μm).

C) Preparation of image receptor Vinyl chloride-vinyl acetate copolymer resin (Product name: VYH
D: Union Carbide product) 10 parts, amino-modified silicone (product name: KF-393; Shin-Etsu Chemical Co., Ltd. product) 0.5 parts, methyl ethyl ketone 15 parts, xylene 15 parts synthetic paper (product name: YUPO) FPG15
0: 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.

D) Transfer recording The ink-coated surface of the transfer sheet was superposed on the image receptor, and recording was performed using a thermal head under the following conditions to obtain a yellow recorded product having a color density shown in Table 10. Recording conditions Recording density in main scanning and sub-scanning: 6 dots / mm Recording power: 0.21 W / dot Energizing time: 10 milliseconds Color density was measured using a Macbeth Densitometer TR-927 type.

E) Light resistance test The obtained recorded matter (having a color density of about 1.0) was subjected to a light resistance test using a xenon lamp fade meter (manufactured by Suga Test Instruments Co., Ltd.). The light resistance test was carried out at a black panel temperature of 63 ± 2 ° C., the degree of discoloration and fading of the recorded matter after irradiation for 80 hours: ΔE (L ^* a ^* b ^* )
Was measured. The results are shown in Table 10.

Example 2 In the preparation of ink, instead of the dye of Example 1, the following dyes (C) 3 g, (D) 1.5 g and (E) 1.5 were used.
Ink preparation, transfer sheet preparation, image receptor preparation and transfer recording, and light resistance test were conducted in the same manner as in Example 1 except that g was used, and the results shown in Table 10 were obtained.

[Chemical 9]

Example 3 In the preparation of ink, 1 g of the above dyes (A), 1 g of (C) and the following dye (F) 4 were used in place of the dye of Example 1.
Ink preparation, transfer sheet preparation, image receptor preparation and transfer recording, and light resistance test were conducted in the same manner as in Example 1 except that g was used, and the results shown in Table 10 were obtained.

[Chemical 10]

Comparative Examples 1 to 6 In the preparation of inks, instead of the dye of Example 1, the following dyes were used: Comparative Example 1: Dye (A) 6 g Comparative Example 2: Dye (B) 6 g Comparative Example 3: Dye (C 6 g Comparative example 4: Dye (D) 6 g Comparative example 5: Dye (E) 6 g Comparative example 6: Dye (F) 6 g was used in the same manner as in Example 1 except that the dye was prepared and the transfer sheet was prepared. Production, image receptor production and transfer recording,
A light resistance test was conducted and the results shown in Table 10 were obtained.

[0041]

[Table 10]

[0042]

When the heat-sensitive transfer sheet of the present invention is used,
A yellow recording material having a high density can be obtained with low energy, and the light resistance of the obtained recording material is very good.

 ─────────────────────────────────────────────────── ─── Continuation of the front page (72) Inventor Mamika Shimizu Sanyo Kasei Co., Ltd. Research Institute, 1000, Kamoshida-cho, Midori-ku, Yokohama-shi, Kanagawa

Claims (3)

[Claims] 1. A binder and a general formula (I) below on the base film. (In the formula, X represents a hydrogen atom or a halogen atom, and Y
Represents a hydrogen atom, COOR ¹ or CONR ² R ³ . Here, R ¹ , R ² and R ³ represent a hydrogen atom, a substituted or unsubstituted alkyl group, an allyl group, a cycloalkyl group or a substituted or unsubstituted phenyl group. )
And a dye represented by the following general formula (II): (In the formula, R ⁴ represents a hydrogen atom, a substituted or unsubstituted alkyl group, an allyl group, a cycloalkyl group or a substituted or unsubstituted phenyl group, Z represents a hydrogen atom or a methyl group, and A represents a nonionic group. And a coloring material layer containing a dye represented by the formula (1), which represents an optionally substituted benzene ring. 2. The heat-sensitive transfer sheet according to claim 1, wherein the weight ratio of the dyes represented by the general formulas (I) and (II) is in the range of 1: 5 to 5: 1. 3. A heat-sensitive transfer comprising a dye represented by the general formula (I) or (II) according to claim 1, a resin as a binder, an organic solvent and / or water. Ink composition for sheets.