JPH04329187A - Thermosensitive recording medium - Google Patents

Abstract

PURPOSE:To obtain a thermosensitive recording medium having high recorded image preservability, especially, superior index-proof properties by adding a chemical compound of a salicylic acid derivative, at least one type of its polyvalent metal salt and a water-insoluble epoxy group, expressed by a specific formula as a color developer, to a recording layer. CONSTITUTION:The thermosensitive recording medium consists of a recording layer containing a color developer which develops a color through the contact between colorless or pale basic dye and basic dye, provided on a support. A chemical compound of a salicylic acid derivative, at least, one type of its polyvalent metal salt and a water-insoluble epoxy group, expressed by formula I, II as a color developer, is added to a recording layer. Ar is a phenyl group, a naphthyl group and a heteroaromacyclic group which may have a substitution group; and Q is an ether bond or a sulfonyl bond. In addition, A is a branched or straight chain alkylene group which may have an ether bond, an ester bond, an amide bond or an unsaturated bond.

Description

[Detailed description of the invention]

0001

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a heat-sensitive recording material, and more particularly, to a heat-sensitive recording material that can provide a recorded image with high density and has excellent storage stability of the recorded image, especially fingerprint resistance.

0002

[Prior Art] A thermosensitive recording material that utilizes a color reaction between a colorless or light-colored basic dye and an organic or inorganic coloring agent, and obtains a recorded image by reacting both coloring substances with heat, is well known. Are known. Such thermosensitive recording materials are relatively inexpensive;
Furthermore, since the recording device is compact and easy to maintain, it is used not only as a recording medium for facsimiles and various computers, but also in a wide range of fields.

[0003] For example, one of the fields of application is heat-sensitive recording type ATMs (Automatic
With the installation of Teller Machines, the number of cases in which they are used for account payments or receipt slips is increasing.

[0004] These ATM slips are often brought into ordinary households, and there is a possibility that they may come into contact with various chemicals. Resistance to office supplies such as ink, oil-based ink, fluorescent pen, ink, adhesive, diazo developer, and cosmetics such as hand cream, hair tonic, and milky lotion, as well as resistance to vinyl chloride film, synthetic leather, etc. Plasticizer properties are required. However, heat-sensitive recording materials generally have drawbacks such as poor chemical resistance, fogging due to the influence of solvents, and recorded images being susceptible to discoloration.

[0005] In order to overcome these drawbacks, attempts have been made to use salicylic acid derivatives as coloring agents, and the present inventors have also expanded the field of coloring agents in particular with the aim of improving the above-mentioned drawbacks. As a result of investigation, chemical resistance and resistance can be improved by selectively using at least one selected from salicylic acid derivatives represented by the general formulas [Chemical Formula 1] and [Chemical Formula 2] and their polyvalent metal salts as a coloring agent. It has been confirmed that a thermosensitive recording material with excellent plasticizer properties can be obtained. However, it has been found that even in this heat-sensitive recording material, the storage stability of the recorded image is extremely poor when human sebum adheres to the recording surface, and there has been an urgent need to improve this new drawback.

[0006]

SUMMARY OF THE INVENTION An object of the present invention is to provide a heat-sensitive recording material which can provide a recorded image of high density and which has excellent storage stability, particularly fingerprint resistance.

[0007]

[Means for Solving the Problems] The present inventor provided a recording layer on a support, which contains a colorless or light-colored basic dye and a coloring agent capable of changing color when it comes into contact with the basic dye. In the heat-sensitive recording material, the following general formula [
By containing at least one selected from salicylic acid derivatives represented by Chemical Formulas 1 and 2 and polyvalent metal salts thereof and a compound having a water-insoluble epoxy group,
The present inventors have found that the object of the present invention can be effectively achieved and have completed the present invention.

[0008]

[Chemical formula 1]

[0009]

[Case 2]

0010

[Function] The present invention contains as a coloring agent in the recording layer at least one selected from specific salicylic acid derivatives and polyvalent metal salts thereof such as the above general formulas [Formula 1] and [Formula 2],
Furthermore, it has an important feature in that it contains a water-insoluble epoxy compound, and by configuring the coloring system with such a combination, it is possible to obtain a high density record, and it also has excellent chemical resistance and plasticizer resistance. In particular, a heat-sensitive recording material with significantly improved fingerprint resistance of recorded images can be obtained.

In the salicylic acid derivatives represented by the above general formulas [Formula 1] and [Formula 2], Ar is a phenyl group which may have a substituent, a naphthyl group which may have a substituent, or a substituent. represents a heteroaromatic ring group which may have a substituent, and among these, a phenyl group which may have a substituent is particularly preferred. Substituents for this phenyl group include hydrogen atom, alkyl group, cycloalkyl group, alkenyl group, aryl group, aralkyl group, alkoxyl group, alkylthio group, aryloxy group, aralkyloxy group, arylcarbonyl group, and aryloxycarbonyl group. , an alkoxycarbonyl group, an alkylcarbonyl group, an alkylcarbonyloxy group, a nitro group, a hydroxyl group, or a halogen atom, and among these, a hydrogen atom, a C1
-6 alkyl groups, C1-6 alkoxyl groups, C7-10 aralkyl groups, C7-10 aralkyloxy groups, chlorine atoms, bromine atoms, and fluorine atoms are more preferred.

Further, in the salicylic acid derivatives represented by the general formulas [Formula 1] and [Formula 2], Q represents an ether bond or a sulfonyl bond. Furthermore, A is a branched or linear alkylene group which may have an ether bond, an ester bond, an amide bond or an unsaturated bond, a cycloalkylene group which may have an ether bond, an ester bond or an amide bond,
It represents an aralkylene group or an arylene group that may have an ether bond, an ester bond, or an amide bond, and a C1-12 alkylene group that may have an ether bond is particularly preferred.

In the general formula [Formula 2], R represents an alkylene group which may be branched, and a C1-12 alkylene group is particularly preferred.

Furthermore, in the general formulas [Formula 1] and [Formula 2], X is a hydrogen atom, an alkyl group, a cycloalkyl group, an alkenyl group, an aralkyl group, an aryl group, an alkoxyl group, an aryloxy group, a nitro group, or It represents a halogen atom, and among these, a hydrogen atom, a C1-20 alkyl group, a C5-7 cycloalkyl group, a C2-6
alkenyl group, C7-10 aralkyl group, C1-
20 alkoxyl groups, phenyl groups, naphthyl groups, phenoxy groups, nitro groups, or halogen atoms are preferred, particularly hydrogen atoms, C1-6 alkyl groups, C7-10 aralkyl groups, C1-6 alkoxyl groups, and phenyl groups. , phenoxy group, chlorine atom, bromine atom, or fluorine atom are more preferred. In addition, Y represents a hydrogen atom, an alkyl group, an alkenyl group, an aralkyl group, or a halogen atom, and among these, in particular, a hydrogen atom, a C1-6 alkyl group, a C2-6 alkenyl group, a C7-10 Aralkyl groups and halogen atoms are more preferred. Also, m
represents an integer of 1 to 3, and n represents an integer of 1 to 4.

The polyvalent metals that form salts with the salicylic acid derivatives represented by the general formulas [Chemical Formula 1] and [Chemical Formula 2] include divalent metals,
Trivalent or tetravalent metals are preferred, and zinc, calcium, aluminum, magnesium, tin, and iron are particularly preferred.

Specific examples of the salicylic acid derivative represented by the above general formula [Formula 1] include the following. 4-
Phenylsulfonylmethoxysalicylic acid, 5-phenylsulfonylmethoxysalicylic acid, 4-(2-phenylsulfonylethoxy)salicylic acid, 5-(2-phenylsulfonylethoxy)salicylic acid, 4-(3-phenylsulfonylpropyloxy)salicylic acid, 5-(3 -phenylsulfonylpropyloxy)salicylic acid, 4-(4
-phenylsulfonylbutyloxy)salicylic acid, 5-
(4-phenylsulfonylbutyloxy) salicylic acid,
4-(5-phenylsulfonylpentyloxy) salicylic acid, 5-(5-phenylsulfonylpentyloxy)
Salicylic acid, 4-(6-phenylsulfonylhexyloxy) salicylic acid, 5-(6-phenylsulfonylhexyloxy) salicylic acid, 4-(8-phenylsulfonyloctyloxy) salicylic acid, 5-(8-phenylsulfonyloctyloxy) salicylic acid, 4-(10-phenylsulfonyldecyloxy)salicylic acid, 5-(1
0-phenylsulfonyldecyloxy) salicylic acid, 4
-(12-phenylsulfonyldodecyloxy)salicylic acid, 5-(12-phenylsulfonyldodecyloxy)salicylic acid, 4-(18-phenylsulfonyloctadecyloxy)salicylic acid, 5-(18-phenylsulfonyloctadecyloxy)salicylic acid, 4-( 1-methyl-1-phenylsulfonylmethoxy) salicylic acid,
5-(1-methyl-1-phenylsulfonylmethoxy)
Salicylic acid, 4-(1,1-dimethyl-1-phenylsulfonylmethoxy) salicylic acid, 5-(1,1-dimethyl-1-phenylsulfonylmethoxy) salicylic acid, 4-(5-phenylsulfonyl-3-oxa-pentyl) oxy)salicylic acid, 5-(5-phenylsulfonyl-3-oxapentyloxy)salicylic acid, 4-(8
-phenylsulfonyl-3,6-dioxa-octyloxy)salicylic acid,

5-(8-phenylsulfonyl-3,6-
Dioxa-octyloxy)salicylic acid, 4-(11-
Phenylsulfonyl-3,6,9-trioxa-undecyloxy)salicylic acid, 5-(11-phenylsulfonyl-3,6,9-trioxa-undecyloxy)salicylic acid, 4-(7-phenylsulfonyl-3,5) -Dioxaheptyloxy)salicylic acid, 5-(7-
Phenylsulfonyl-3,5-dioxa-heptyloxy)salicylic acid, 4-(9-phenylsulfonyl-5-
Oxa-nonyloxy) salicylic acid, 5-(9-phenylsulfonyl-5-oxa-nonyloxy) salicylic acid, 4-(3-phenylsulfonyl-1-propenyloxy) salicylic acid, 5-(3-phenylsulfonyl-1-
propenyloxy) salicylic acid, 4-(4-phenylsulfonyl-2-butenyloxy) salicylic acid, 5-(4
-phenylsulfonyl-2-butenyloxy) salicylic acid, 4-(2-phenyl-3-phenylsulfonylpropyloxy) salicylic acid, 5-(2-phenyl-3-phenylsulfonylpropyloxy) salicylic acid, 4-(
4-phenylsulfonylmethylbenzyloxy) salicylic acid, 5-(4-phenylsulfonylmethylbenzyloxy) salicylic acid, 4-(3-phenylsulfonylmethylbenzyloxy) salicylic acid, 5-(3-phenylsulfonylmethylbenzyloxy) salicylic acid, 4 -(4
-phenylsulfonylphenoxy)salicylic acid, 5-(
4-phenylsulfonylphenoxy) salicylic acid, 4-
(3-phenylsulfonylphenoxy)salicylic acid, 5
-(3-phenylsulfonylphenoxy)salicylic acid,
4-(2-cyclohexyl-3-phenylsulfonylpropyloxy) salicylic acid, 5-(2-cyclohexyl-3-phenylsulfonylpropyloxy) salicylic acid, 4-(2-phenylsulfonylacetoxyethoxy)
Salicylic acid, 5-(2-phenylsulfonylacetoxyethoxy) salicylic acid, 4-(3-phenylsulfonylacetoxypropyloxy) salicylic acid, 5-(3-phenylsulfonylacetoxypropyloxy) salicylic acid, 4-(3-phenylsulfonylacetoxypropyloxy) salicylic acid, 4-(3-phenylsulfonylacetoxypropyloxy) salicylic acid ) salicylic acid, 5-(3-phenylsulfonylpropionyloxymethoxy) salicylic acid, 4-(2-
methoxycarbonyl-2-phenylsulfonylethoxy) salicylic acid,

5-(2-methoxycarbonyl-2-phenylsulfonylethoxy)salicylic acid, 4-(2-phenylsulfonylacetylaminoethoxy)salicylic acid,
5-(2-phenylsulfonylacetylaminoethoxy) salicylic acid, 4-(3-phenylsulfonylpropionylaminomethoxy) salicylic acid, 5-(3-phenylsulfonylpropionylaminomethoxy) salicylic acid,
4-(5-phenylsulfonyl-3-thio-pentyloxy)salicylic acid, 5-(5-phenylsulfonyl-3
-thio-pentyloxy)salicylic acid, 4-[2-(3
-phenylsulfonylpropionyl)ethoxy]salicylic acid, 5-[2-(3-phenylsulfonylpropionyl)ethoxy]salicylic acid, 4-(p-tolylsulfonylmethoxy)salicylic acid, 5-(p-tolylsulfonylmethoxy)salicylic acid, 4-( 2-p-Tolylsulfonyl ethoxy) salicylic acid, 5-(2-p-tolylsulfonyl ethoxy) salicylic acid, 4-(3-p-tolylsulfonylpropyloxy) salicylic acid, 5-(3-p-tolylsulfonylpropyloxy) salicylic acid , 4-(4
-p-tolylsulfonylbutyloxy)salicylic acid, 5
-(4-p-Tolylsulfonylbutyloxy)salicylic acid, 4-(5-p-Tolylsulfonylpentyloxy)
Salicylic acid, 5-(5-p-tolylsulfonylpentyloxy) salicylic acid, 4-(6-p-tolylsulfonylhexyloxy) salicylic acid, 5-(6-p-tolylsulfonylhexyloxy) salicylic acid, 4-(8-p −
tolylsulfonyloctyloxy) salicylic acid, 5-(
8-p-Tolylsulfonyloctyloxy) salicylic acid, 4-(10-p-tolylsulfonyldecyloxy) salicylic acid, 5-(10-p-tolylsulfonyldecyloxy) salicylic acid, 4-(12-p-tolylsulfonyldodecyloxy) ) salicylic acid, 5-(12-p-tolylsulfonyldodecyloxy) salicylic acid, 4-(18-
p-Tolylsulfonyloctadecyloxy) salicylic acid, 5-(18-p-tolylsulfonyloctadecyloxy) salicylic acid, 4-(1-methyl-1-p-tolylsulfonylmethoxy) salicylic acid, 5-(1-methyl-1
-p-tolylsulfonylmethoxy) salicylic acid, 4-(
1,1-dimethyl-1-p-tolylsulfonylmethoxy) salicylic acid,

5-(1,1-dimethyl-1-p-tolylsulfonylmethoxy)salicylic acid, 4-(5-p-tolylsulfonyl-3-oxa-pentyloxy)salicylic acid, 5-(5-p-tolylsulfonyl) -3-oxapentyloxy)salicylic acid, 4-(8-p-tolylsulfonyl-3,6-dioxa-octyloxy)salicylic acid, 5-(8-p-tolylsulfonyl-3,6-dioxa-octyloxy) Salicylic acid, 4-(11-p-tolylsulfonyl-3,6,9-trioxa-undecyloxy)salicylic acid, 5-(11-p-tolylsulfonyl-3,6,9-trioxa-undecyloxy)salicylic acid, 4-(7-p-Tolylsulfonyl-3,5-dioxa-heptyloxy)salicylic acid, 5-(7-p-
Tolylsulfonyl-3,5-dioxa-heptyloxy)salicylic acid, 4-(9-p-tolylsulfonyl-5-
Oxa-nonyloxy) salicylic acid, 5-(9-p-tolylsulfonyl-5-oxa-nonyloxy) salicylic acid, 4-(3-p-tolylsulfonyl-1-propenyloxy) salicylic acid, 5-(3-p-tolylsulfonyl) -1-propenyloxy)salicylic acid, 4-(4-p-
tolylsulfonyl-2-butenyloxy) salicylic acid,
5-(4-p-tolylsulfonyl-2-butenyloxy)salicylic acid, 4-(2-phenyl-3-p-tolylsulfonylpropyloxy)salicylic acid, 5-(2-phenyl-3-p-tolylsulfonylpropyloxy) Salicylic acid, 4-(4-p-tolylsulfonylmethylbenzyloxy) salicylic acid, 5-(4-p-tolylsulfonylmethylbenzyloxy) salicylic acid, 4-(3-p-
tolylsulfonylmethylbenzyloxy) salicylic acid,
5-(3-p-Tolylsulfonylmethylbenzyloxy) salicylic acid, 4-(4-p-tolylsulfonylphenoxy) salicylic acid, 5-(4-p-tolylsulfonylphenoxy) salicylic acid, 4-(3-p-tolylsulfonyl) phenoxy)salicylic acid, 5-(3-p-tolylsulfonylphenoxy)salicylic acid, 4-(2-cyclohexyl-3-p-tolylsulfonylpropyloxy)salicylic acid, 5-(2-cyclohexyl-3-p-tolylsulfonylpropyloxy) ) salicylic acid, 4-(4-p-
tolylsulfonylcyclohexyloxy) salicylic acid,
5-(4-p-tolylsulfonylcyclohexyloxy)salicylic acid,

4-(2-o-Tolylsulfonylethoxy)salicylic acid, 5-(2-o-Tolylsulfonylethoxy)salicylic acid, 4-(2-m-Tolylsulfonylethoxy)salicylic acid, 5-(2-m-Tolyl Sulfonylethoxy) salicylic acid, 4-(2-p-ethylphenylsulfonylethoxy) salicylic acid, 5-(2-p-ethylphenylsulfonylethoxy) salicylic acid, 4-(2-
p-propylphenylsulfonylethoxy) salicylic acid, 5-(2-p-propylphenylsulfonylethoxy) salicylic acid, 4-(2-p-isopropylphenylsulfonylethoxy) salicylic acid, 5-(2-p-isopropylphenylsulfonylethoxy) salicylic acid , 4-
(2-p-hexylphenylsulfonylethoxy) salicylic acid, 5-(2-p-hexylphenylsulfonylethoxy) salicylic acid, 4-(2-p-methoxyphenylsulfonylethoxy) salicylic acid, 5-(2-p-methoxyphenylsulfonyl) ethoxy) salicylic acid, 4-(
2-o-Methoxyphenylsulfonylethoxy) salicylic acid, 5-(2-o-methoxyphenylsulfonylethoxy) salicylic acid, 4-(2-m-methoxyphenylsulfonylethoxy) salicylic acid, 5-(2-m-methoxyphenylsulfonylethoxy) ) salicylic acid, 4-(2
-p-Ethoxyphenylsulfonylethoxy) salicylic acid, 5-(2-p-ethoxyphenylsulfonylethoxy) salicylic acid, 4-(2-p-isopropyloxyphenylsulfonylethoxy) salicylic acid, 5-(2-p-ethoxyphenylsulfonylethoxy) salicylic acid,
-isopropyloxyphenylsulfonyl ethoxy) salicylic acid, 4-(2-p-butyloxyphenylsulfonyl ethoxy) salicylic acid, 5-(2-p-butyloxyphenylsulfonyl ethoxy) salicylic acid, 4-(2-p-butyloxyphenylsulfonyl ethoxy) salicylic acid,
-p-hexyloxyphenylsulfonylethoxy) salicylic acid, 5-(2-p-hexyloxyphenylsulfonylethoxy) salicylic acid, 4-(3-p-methoxyphenoxypropyloxy) salicylic acid, 5-(3-p-
-methoxyphenoxypropyloxy)salicylic acid, 4
-(3-p-isopropyloxyphenoxypropyloxy) salicylic acid, 5-(3-p-isopropyloxyphenoxypropyloxy) salicylic acid, 4-(3-t
ert-butyloxyphenoxypropyloxy) salicylic acid, 5-(3-tert-butyloxyphenoxypropyloxy) salicylic acid,

4-(4-p-methoxyphenoxybutyloxy) salicylic acid, 5-(4-p-methoxyphenoxybutyloxy) salicylic acid, 4-(4-p-isopropyloxyphenoxybutyloxy) salicylic acid, 5-
(4-p-isopropyloxyphenoxybutyloxy) salicylic acid, 4-(2-p-biphenylsulfonyl ethoxy) salicylic acid, 5-(2-p-biphenylsulfonyl ethoxy) salicylic acid, 4-(2-o-biphenylsulfonyl ethoxy) Salicylic acid, 5-(2-o-biphenylsulfonylethoxy) salicylic acid, 4-(2-m
-biphenylsulfonylethoxy)salicylic acid, 5-(
2-m-biphenylsulfonylethoxy) salicylic acid,
4-(2-p-phenoxyphenylsulfonylethoxy) salicylic acid, 5-(2-p-phenoxyphenylsulfonylethoxy) salicylic acid, 4-(2-p-chlorophenylsulfonylethoxy) salicylic acid, 5-(2-p-phenoxyphenylsulfonylethoxy) salicylic acid,
-chlorophenylsulfonylethoxy)salicylic acid, 4
-(3-p-Chlorphenylsulfonylpropyloxy) salicylic acid, 5-(3-p-chlorophenylsulfonylpropyloxy) salicylic acid, 4-(4-p-chlorophenylsulfonylbutoxy) salicylic acid, 5-(4-
p-chlorophenylsulfonylbutoxy) salicylic acid,
4-(2-o-chlorophenylsulfonylethoxy) salicylic acid, 5-(2-o-chlorophenylsulfonylethoxy) salicylic acid, 4-(2-p-bromophenylsulfonylethoxy) salicylic acid, 5-(2-p-bromo phenylsulfonylethoxy) salicylic acid, 4-(2-
p-fluorophenylsulfonylethoxy) salicylic acid, 5-(2-p-fluorophenylsulfonylethoxy) salicylic acid, 4-(2-p-cyclohexylphenylsulfonylethoxy) salicylic acid, 5-(2-p-cyclohexylphenylsulfonylethoxy) salicylic acid ,
4-(2-p-allylphenylsulfonylethoxy) salicylic acid, 5-(2-p-allylphenylsulfonylethoxy) salicylic acid, 4-(2-p-benzylphenylsulfonylethoxy) salicylic acid, 5-(2-p-benzyl phenylsulfonylethoxy) salicylic acid, 4-(
2-p-methylthiophenylsulfonylethoxy) salicylic acid, 5-(2-p-methylthiophenylsulfonylethoxy) salicylic acid,

4-(2-p-benzyloxyphenylsulfonylethoxy)salicylic acid, 5-(2-p-benzyloxyphenylsulfonylethoxy)salicylic acid, 4
-(2-p-phenethyloxyphenylsulfonylethoxy) salicylic acid, 5-(2-p-phenethyloxyphenylsulfonylethoxy) salicylic acid, 4-(2-p-phenethyloxyphenylsulfonylethoxy) salicylic acid,
-Methyloxycarbonylphenylsulfonylethoxy)salicylic acid, 5-(2-p-methyloxycarbonylphenylsulfonylethoxy)salicylic acid, 4-(2-
p-acetylphenylsulfonylethoxy) salicylic acid, 5-(2-p-acetylphenylsulfonylethoxy) salicylic acid, 4-(2-p-benzoylphenylsulfonylethoxy) salicylic acid, 5-(2-p-benzoylphenylsulfonylethoxy) salicylic acid , 4-(2
-p-acetyloxyphenylsulfonylethoxy) salicylic acid, 5-(2-p-acetyloxyphenylsulfonylethoxy) salicylic acid, 4-(2-p-nitrophenylsulfonylethoxy) salicylic acid, 5-(2-p-acetyloxyphenylsulfonylethoxy) salicylic acid,
-nitrophenylsulfonylethoxy)salicylic acid, 4
-(2-p-hydroxyphenylsulfonylethoxy)
Salicylic acid, 5-(2-p-hydroxyphenylsulfonyl ethoxy) salicylic acid, 4-(2-m-hydroxyphenylsulfonyl ethoxy) salicylic acid, 5-(2-
m-hydroxyphenylsulfonyl ethoxy) salicylic acid, 4-[2-(3,5-dimethylphenylsulfonyl) ethoxy] salicylic acid, 5-[2-(3,5-dimethylphenylsulfonyl) ethoxy] salicylic acid, 4-[
2-(3,4,5-trimethylphenylsulfonyl)ethoxy]salicylic acid, 5-[2-(3,4,5-trimethylphenylsulfonyl)ethoxy]salicylic acid, 4-
[2-(3,5-dichlorophenylsulfonyl)ethoxy]salicylic acid, 5-[2-(3,5-dichlorophenylsulfonyl)ethoxy]salicylic acid, 4-[2-(3
,4,5-trichlorophenylsulfonyl)ethoxy]
Salicylic acid, 5-[2-(3,4,5-trichlorophenylsulfonyl)ethoxy]salicylic acid, 4-[2-(
3-chloro-4-methylphenylsulfonyl)ethoxy]salicylic acid, 5-[2-(3-chloro-4-methylphenylsulfonyl)ethoxy]salicylic acid, 4-[2-
(1-naphthylsulfonyl)ethoxy]salicylic acid,

5-[2-(1-naphthylsulfonyl)ethoxy]salicylic acid, 4-[2-(4-methyl-1-naphthylsulfonyl)ethoxy]salicylic acid, 5-[2-
(4-Methyl-1-naphthylsulfonyl)ethoxy]salicylic acid, 4-[2-(4-methoxy-1-naphthylsulfonyl)ethoxy]salicylic acid, 5-[2-(4-methoxy-1-naphthylsulfonyl)ethoxy] Salicylic acid, 4-[2-(4-benzyloxy-1-naphthylsulfonyl)ethoxy]salicylic acid, 5-[2-(4-benzyloxy-1-naphthylsulfonyl)ethoxy]salicylic acid, 4-[2-(1- naphthylsulfonyl)ethoxy]salicylic acid, 5-[2-(1-naphthylsulfonyl)ethoxy]salicylic acid, 4-[2-(6-methyl-
2-naphthylsulfonyl)ethoxy]salicylic acid, 5-
[2-(6-Methyl-2-naphthylsulfonyl)ethoxy]salicylic acid, 4-[2-(6-methoxy-2-naphthylsulfonyl)ethoxy]salicylic acid, 5-[2-(
6-methoxy-2-naphthylsulfonyl)ethoxy]salicylic acid, 4-[2-(6-benzyloxy-2-naphthylsulfonyl)ethoxy]salicylic acid, 5-[2-(
6-benzyloxy-2-naphthylsulfonyl)ethoxy]salicylic acid, 4-[2-(2-pyridylsulfonyl)ethoxy]salicylic acid, 5-[2-(2-pyridylsulfonyl)ethoxy]salicylic acid, 3-methyl-4- (
2-p-Tolylsulfonylethoxy) salicylic acid, 3-
Methyl-5-(2-p-tolylsulfonylethoxy)salicylic acid, 3,5-dimethyl-4-(2-p-tolylsulfonylethoxy)salicylic acid, 3-cyclohexyl-
4-(2-p-Tolylsulfonylethoxy)salicylic acid, 3-allyl-4-(2-p-tolylsulfonylethoxy)salicylic acid, 3-α,α-dimethylbenzyl-4-
(2-p-tolylsulfonylethoxy)salicylic acid, 3
-Phenyl-4-(2-p-tolylsulfonylethoxy)salicylic acid, 3-acetyloxy-4-(2-p-tolylsulfonylethoxy)salicylic acid, 3-phenoxy-4-(2-p-tolylsulfonylethoxy)salicylic acid , 4-chloro-5-(2-p-tolylsulfonylethoxy)salicylic acid, 5-chloro-4-(2-p-tolylsulfonylethoxy)salicylic acid, 4-bromo-5-(
2-p-tolylsulfonylethoxy) salicylic acid,

0
5-Bromo-4-(2-p-tolylsulfonylethoxy)salicylic acid, 3,5-dichloro-4-(2-
p-Tolylsulfonylethoxy) salicylic acid, 3-methoxy-5-(2-p-tolylsulfonylethoxy) salicylic acid, 5-nitro-4-(2-p-tolylsulfonylethoxy) salicylic acid, 4-(2-phenoxyethoxy) Salicylic acid, 4-(4-phenoxybutoxy) salicylic acid, 4-(6-phenoxyhexyloxy) salicylic acid, 4-(5-phenoxyamyloxy) salicylic acid,
4-(8-phenoxyoctyloxy)salicylic acid, 4
-(10-phenoxydecyloxy)salicylic acid, 4-
(2-p-tolyloxyethoxy)salicylic acid, 4-(
2-m-Tolyloxyethoxy)salicylic acid, 4-(2
-p-ethylphenoxyethoxy) salicylic acid, 4-(
2-p-isopropylphenoxyethoxy) salicylic acid, 4-(2-p-tert-butylphenoxyethoxy) salicylic acid, 4-(2-p-cyclohexylphenoxyethoxy) salicylic acid, 4-(2-p-tert-octylphenoxyethoxy) ) salicylic acid, 4-(2-p
-nonylphenoxyethoxy)salicylic acid, 4-(2-
p-dodecylphenoxyethoxy) salicylic acid, 4-(
2-p-benzylphenoxyethoxy) salicylic acid, 4
-(2-p-α-phenethylphenoxyethoxy)salicylic acid, 4-(2-p-methoxyphenoxyethoxy)
Salicylic acid, 4-(2-p-cumyloxyethoxy) salicylic acid, 4-[2-(2,4-dimethylphenoxy)
ethoxy]salicylic acid, 4-[2-(3,4-dimethylphenoxy)ethoxy]salicylic acid, 4-[2-(3,
5-dimethylphenoxy)ethoxy]salicylic acid, 4-
[2-(2,4-bis-α-phenethylphenoxy)ethoxy] salicylic acid, 4-(2-p-methoxyphenoxyethoxy) salicylic acid, 4-(2-p-ethoxyphenoxyethoxy) salicylic acid, 4-(2- p-benzyloxyphenoxyethoxy) salicylic acid, 4-(2-p
-dodecyloxyphenoxyethoxy) salicylic acid, 4
-(2-p-chlorophenoxyethoxy)salicylic acid,
4-(2-p-phenylphenoxyethoxy) salicylic acid, 4-(2-p-cyclopentylphenoxyethoxy) salicylic acid, 4-(2-p-benzyloxycarbonylphenoxyethoxy) salicylic acid, 4-(2-p-dodecyloxy) carbonylphenoxyethoxy) salicylic acid, 4-(2-β-naphthyloxyethoxy) salicylic acid, 4-(2-p-pentylphenoxyethoxy) salicylic acid, 4-(2-phenoxyethoxy)-6-methylsalicylic acid, 4-(2-p-pentylphenoxyethoxy) salicylic acid, -phenoxyethoxy)-6-chlorosalicylic acid, 4-(3-phenoxyisopropyloxy)salicylic acid, 4-(5-p-methoxyphenoxy-3-oxa-pentyloxy)salicylic acid, and the like.

Further, specific examples of the salicylic acid derivative represented by the general formula [Formula 2] include the following. 5-[p-(2-phenoxyethoxy)cumyl]salicylic acid, 5-[o-(2-phenoxyethoxy)cumyl]
Salicylic acid, 5-[m-(2-phenoxyethoxy)cumyl] salicylic acid, 3-[p-(2-phenoxyethoxy)cumyl] salicylic acid, 4-[p-(2-phenoxyethoxy)cumyl] salicylic acid, 5-[ p-(3-phenoxypropoxy)cumyl]salicylic acid, 3-[p-(
3-phenoxypropoxy)cumyl]salicylic acid, 5-
[p-(4-phenoxybutoxy)cumyl] salicylic acid, 4-[p-(4-phenoxybutoxy)cumyl] salicylic acid, 5-[p-(5-phenoxy-3-oxapentyloxy)cumyl] salicylic acid, 5 -[p-(9-
Phenoxy-3,6-dioxa-undecyloxy)cumyl]salicylic acid, 5-[p-(7-phenoxy-3,
5-dioxa-heptyloxy)cumyl]salicylic acid,
5-[p-(2-p-methoxyphenoxyethoxy)cumyl]salicylic acid, 3-[p-(2-p-methoxyphenoxyethoxy)cumyl]salicylic acid, 4-[p-(2
-p-methoxyphenoxyethoxy)cumyl]salicylic acid, 5-[o-(2-p-methoxyphenoxyethoxy)cumyl]salicylic acid, 5-[p-(2-p-ethoxyphenoxyethoxy)cumyl]salicylic acid, 5-[ p-
(2-p-isopropoxyphenoxyethoxy)cumyl]salicylic acid, 5-[p-(2-p-tert-butoxyphenoxyethoxy)cumyl]salicylic acid, 5-{p
-[2-p-(2-methoxyethoxy)phenoxyethoxy]cumyl}salicylic acid, 5-[p-(3-p-methoxyphenoxypropoxy)cumyl]salicylic acid,

0
5-[p-(4-p-methoxyphenoxybutoxy)cumyl]salicylic acid, 5-[p-(5-p-methoxyphenoxy-3-oxapentyloxy)cumyl]salicylic acid, 5-[p-( 2-p-tolyloxyethoxy)cumyl]salicylic acid, 3-[p-(2-p-ethylphenoxyethoxy)cumyl]salicylic acid, 4-[p
-(2-p-chlorophenoxyethoxy)cumyl]salicylic acid, 5-[p-(2-p-bromophenoxyethoxy)cumyl]salicylic acid, 5-[p-(3-p-tolyloxypropoxy)cumyl]salicylic acid, 5-[p-(
4-p-chlorophenoxybutoxy)cumyl]salicylic acid, 5-(p-benzyloxycumyl)salicylic acid, 5
-(p-phenethyloxycumyl)salicylic acid, 5-[
p-(2-β-naphthyloxyethoxy)cumyl]salicylic acid, 5-[p-(2-α-naphthyloxyethoxy)cumyl]salicylic acid, 5-[p-(3-p-tolylsulfonylpropoxy)cumyl]salicylic acid , 5-[p-
(4-p-Tolylsulfonylbutoxy)cumyl] salicylic acid, 5-[p-(3-phenylsulfonylpropoxy)cumyl] salicylic acid, 5-[p-(6-phenylsulfonylhexyloxy)cumyl] salicylic acid, 5-[p
-(3-p-methoxyphenylsulfonylpropoxy)
cumyl] salicylic acid, 5-[p-(4-p-methoxyphenylsulfonylbutoxy)cumyl] salicylic acid, 5-
[p-(4-benzenesulfonylbutoxy)cumyl]salicylic acid, 5-[p-(6-p-chlorophenylsulfonylhexyloxy)cumyl]salicylic acid, 5-[p-
(2-phenoxyethoxy)benzyl]salicylic acid, 3
-[p-(2-phenoxyethoxy)benzyl]salicylic acid, 5-[p-(2-phenoxyethoxy)phenethyl]salicylic acid, 5-[3-(p-2-phenoxyethoxyphenyl)propyl]salicylic acid, 3-[ 4-(p
-2-phenoxyethoxyphenyl)butyl]salicylic acid, 5-[6-(p-2-phenoxyethoxyphenyl)hexyl]salicylic acid, 5-[8-(p-2-phenoxyethoxyphenyl)octyl]salicylic acid, 5-[
12-(p-2-phenoxyethoxyphenyl)dodecyl]salicylic acid, 5-[α-methyl-p-(2-phenoxyethoxy)benzyl]salicylic acid, 5-[α-methyl-α-ethyl-p-(2- phenoxyethoxy)benzyl]salicylic acid,

5-[α-methyl-α
-isopropyl-p-(2-phenoxyethoxy)benzyl]salicylic acid, 3-[α-methyl-α-isopropyl-p-(2-phenoxyethoxy)benzyl]salicylic acid, 5-[α-methyl-α-isobutyl-p -(2-
phenoxyethoxy)benzyl]salicylic acid, 5-[p
-(2-p-methoxyphenoxyethoxy)benzyl]
Salicylic acid, 5-[p-(2-p-methoxyphenoxyethoxy)phenethyl]salicylic acid, 5-[α-methyl-p-(2-p-methoxyphenoxyethoxy)benzyl]salicylic acid, 5-[α-methyl-α -ethyl-p-
(2-p-methoxyphenoxyethoxy)benzyl]salicylic acid, 5-[α-methyl-α-isopropyl-p-
(2-p-methoxyphenoxyethoxy)benzyl]salicylic acid, 5-[α-methyl-α-isobutyl-p-(
2-p-methoxyphenoxyethoxy)benzyl]salicylic acid, 5-[p-(3-p-methoxyphenylsulfonylpropoxy)benzyl]salicylic acid, 5-[p-(
3-phenylsulfonylpropoxy) phenethyl]salicylic acid, 5-[α-methyl-p-(3-p-tolylsulfonylpropoxy)benzyl]salicylic acid, 5-[α-
Methyl-α-ethyl-p-(3-p-chlorophenylsulfonylpropoxy)benzyl]salicylic acid, 5-[α
-Methyl-α-isopropyl-p-(3-p-tolylsulfonylpropoxy)benzyl]salicylic acid, 5-(p
-n-dodecyloxybenzyl)salicylic acid, 3-(p
-n-octadecyloxybenzyl)salicylic acid, 5-
(p-n-octadecyloxyphenethyl) salicylic acid, 5-(α-methyl-p-n-octadecyloxybenzyl) salicylic acid, 5-(α-methyl-α-isopropyl-p-n-dodecyloxybenzyl) salicylic acid, 5
-(α-Methyl-α-isobutyl-p-isopropoxybenzyl)salicylic acid, 5-(1-p-methoxyphenylcyclohexyl)salicylic acid, 5-[p-(3-p-
tolylsulfonylpropoxy)benzyl]salicylic acid,
5-[α-methyl-α-isopropyl-p-(3-p-
tolylsulfonylpropoxy)benzyl]salicylic acid,
5-[m-methyl-p-(2-phenoxyethoxy)cumyl]salicylic acid, 5-[m-ethyl-p-(2-phenoxyethoxy)cumyl]salicylic acid,

5-[m-tert-butyl-p-(2-
phenoxyethoxy)cumyl]salicylic acid, 5-[m-
Vinyl-p-(2-phenoxyethoxy)cumyl]salicylic acid, 5-[m-allyl-p-(2-phenoxyethoxy)cumyl]salicylic acid, 5-[m-benzyl-p-
(2-phenoxyethoxy)cumyl]salicylic acid, 5-
[m-chloro-p-(2-phenoxyethoxy)cumyl]salicylic acid, 5-[m,m'-dimethyl-p-(2-
phenoxyethoxy)cumyl]salicylic acid, 5-[m,
m'-dichloro-p-(2-phenoxyethoxy)cumyl]salicylic acid, 5-[m-methyl-o-(2-phenoxyethoxy)cumyl]salicylic acid, 5-[m-ter
t-butyl-o-(2-phenoxyethoxy)cumyl]
Salicylic acid, 5-[o-methoxy-p-(2-phenoxyethoxy)cumyl] salicylic acid, 3-methyl-5-[
p-(2-phenoxyethoxy)cumyl]salicylic acid,
3-cyclohexyl-5-[p-(2-phenoxyethoxy)cumyl]salicylic acid, 3-allyl-5-[p-(
2-phenoxyethoxy)cumyl]salicylic acid, 3-α
, α-dimethylbenzyl-5-[p-(2-phenoxyethoxy)cumyl]salicylic acid, 3-phenyl-5-[
p-(2-phenoxyethoxy)cumyl]salicylic acid,
3-chloro-5-[p-(2-phenoxyethoxy)cumyl]salicylic acid, 3-bromo-5-[p-(2-phenoxyethoxy)cumyl]salicylic acid, 3-methoxy-
5-[p-(2-phenoxyethoxy)cumyl]salicylic acid, 5-methyl-3-[p-(2-phenoxyethoxy)cumyl]salicylic acid, 5-α-methylbenzyl-3
-[p-(2-phenoxyethoxy)cumyl]salicylic acid, etc. The above salicylic acid derivatives and/or their polyvalent metal salts are not limited to these, and two or more types can be used in combination.

In the present invention, a specific compound [chemical formula 1],
There is no particular limitation on the amount of the coloring agent, which is [Chemical formula 2] and its polyvalent metal salt, but in general, basic dye 1
50 to 700 parts by weight, preferably 1
The amount is adjusted within a range of about 00 to 500 parts by weight.

Further, in the present invention, by using the above salicylic acid derivative and/or its polyvalent metal salt together with a metal compound, color development and storage stability of recorded images can be further improved. Such metal compounds include divalent, trivalent, or tetravalent metals such as zinc, magnesium, barium,
Calcium, aluminum, tin, titanium, nickel,
Metal oxides selected from cobalt, manganese, iron, etc.
hydroxides, sulfides, halides, carbonates, phosphates,
Examples include silicates, sulfates, nitrates, and halogen complex salts, among which zinc compounds are particularly preferred.

Furthermore, these coloring agents may be used in combination with other known coloring agents, for example, as shown below. Inorganic acidic substances such as activated clay, attapulgite, colloidal silica, aluminum silicate, 4-tert-
Butylphenol, 4-hydroxydiphenoxide, α
-naphthol, β-naphthol, 4-hydroxyacetophenol, 4-tert-octylcatechol, 2,
2'-dihydroxydiphenol, 4,4'-isopropylidene bis(2-tert-butylphenol), 4
, 4'-sec -butylidene diphenol, 4-phenylphenol, 4-acetylphenol, 4-ter
t-octylphenol, 4-phenylphenol, 4
, 4'-dihydroxydiphenylmethane, 4,4'-isopropylidene diphenol (bisphenol A), hydroquinone, 4,4'-cyclohexylidene diphenol, 4,4'-[1,4-phenylenebis(1-methylethylidene) )] Bisphenol, 4,4'-[1,3
-phenylenebis(1-methylethylidene)]bisphenol, 4,4'-(1,3-dimethylbutylidene)bisphenol, 2,2-bis(4-hydroxyphenyl)-4-methyl-pentane, 4,4' -dihydroxydiphenyl sulfide, 4,4'-thiobis(6-te
rt-butyl-3-methylphenol), 1,3-di[
2-(4-hydroxyphenyl)-2-propyl]benzene, hydroquinone monobenzyl ether, bis(4-
hydroxyphenyl) acetic acid butyl ester, 4-hydroxybenzophenone, 2,4-dihydroxybenzophenone, 2,4,4'-trihydroxybenzophenone,
2,2',4,4'-tetrahydroxybenzophenone, dimethyl 4-hydroxyphthalate, methyl 4-hydroxybenzoate, ethyl 4-hydroxybenzoate, propyl 4-hydroxybenzoate, 4-hydroxybenzoic acid-
sec -butyl, pentyl 4-hydroxybenzoate,
Phenyl 4-hydroxybenzoate, benzyl 4-hydroxybenzoate, tolyl 4-hydroxybenzoate, chlorophenyl 4-hydroxybenzoate, phenylpropyl 4-hydroxybenzoate, phenethyl 4-hydroxybenzoate, p-4-hydroxybenzoate -chlorobenzyl,
p-methoxybenzyl 4-hydroxybenzoate, bis(4-hydroxyphenyl)acetic acid-2-phenoxyethyl ester, P-hydroxy-N-(2-phenoxyethyl)benzenesulfonamide, dimethyl 4-hydroxyphthalate, 1 , 5-bis(4-hydroxyphenylthio)-3-oxa-pentane, 1,7-bis(4-hydroxyphenylthio)-3,5-dioxaheptane,
1,8-bis(4-hydroxyphenylthio)-3,6
-Dioxa-octane, (4-hydroxyphenylthio)acetic acid-2-(4-hydroxyphenylthio)ethyl ester, novolak type phenolic resin, phenolic compounds such as phenol polymers, benzoic acid, p-tert-
Butylbenzoic acid, trichlorobenzoic acid, terephthalic acid,
3-sec -butyl-4-hydroxybenzoic acid, 3-
Cyclohexyl-4-hydroxybenzoic acid, 3,5-dimethyl-4-hydroxybenzoic acid, salicylic acid, 3-isopropylsalicylic acid, 3-tert-butylsalicylic acid, 3,5-di-tert-butylsalicylic acid, 3-benzylsalicylic acid, 3-(α-methylbenzyl)salicylic acid, 3-chloro-5-(α-methylbenzyl)salicylic acid, 3-phenyl-5-(α,α-dimethylbenzyl)salicylic acid, 3,5-di-α-methylbenzyl Organic acidic substances such as aromatic carboxylic acids such as salicylic acid, their phenolic compounds, and salts of aromatic carboxylic acids and polyvalent metals such as zinc, magnesium, aluminum, calcium, titanium, manganese, tin, and nickel. etc.

Furthermore, when the diphenylsulfone derivative coloring agent represented by the following [Chemical formula 3] is used in combination with the above-mentioned specific salicylic acid derivative and a compound having a water-insoluble epoxy group, the fingerprint resistance can be improved. It is particularly preferred because it is even better.

[0033]

[Chemical formula 3]

[In the formula, R1, R2, and R3 may be the same or different and represent a hydrogen atom, an alkyl group, or an allyl group. ]

Among the diphenylsulfone compounds represented by the above general formula [Chemical formula 3], particularly preferred examples include bis-(4-hydroxyphenyl)sulfone and bis-(3-allyl-4-hydroxyphenyl). Sulfone, 2,4'-dihydroxydiphenylsulfone, 2-
Hydroxy-5-t-butylphenyl-4'-hydroxyphenylsulfone, 2-hydroxy-5-t-amylphenyl-4'-hydroxyphenylsulfone, 2
-Hydroxy-5-isopropylphenyl-4'-hydroxyphenylsulfone, 2-hydroxy-5-t-
Butylphenyl-3'-methyl-4'-hydroxyphenylsulfone, 2-hydroxy-5-t-butylphenyl-3'-isopropyl-4'-hydroxyphenylsulfone, 2-hydroxy-5-t-butylphenyl-2 '-Methyl-4-hydroxyphenylsulfone,
Examples include 4-hydroxy-4'-isopropoxydiphenylsulfone and 4-hydroxy-4'-methoxydiphenylsulfone. Of course, two or more of these coloring agents may be used in combination.

The amount of the coloring agent used in combination with the salicylic acid derivative of the present invention is not necessarily limited, but is 0.5 parts by weight per 100 parts by weight of the salicylic acid derivative.
It is used in an amount of about 800 parts by weight, more preferably about 5 to 500 parts by weight.

The water-insoluble epoxy group-containing compound used in the present invention is not particularly limited;
For example, a novolac type epoxy resin, a glycidyl ether or glycidyl ester compound having a benzene ring as its core, a bisphenol A type epoxy resin, or a diphenyl sulfone derivative having an epoxy group are preferable.

Specific examples of the above-mentioned compounds having an epoxy group include 1,4-di(1,2-epoxyethyl)benzene, 1,4-diglycidylbenzene, and 1,4-di(1,2-epoxyethyl)benzene.
-di(glycidyloxy)benzene, 1,4-di(glycidyloxy)-3,6-dibromobenzene, 1,4-
di(glycidyloxy)-3,6-dichlorobenzene,
1,4-di(glycidyloxy)-3-methylbenzene, 1,4-di(glycidyloxy)-3-methoxybenzene, 1,4-di(2-glycidyloxyethoxy)benzene, 1,4-di( 4-glycidyloxybutoxy)
Benzene, 1,4-di(2-glycidyloxyethoxy)-3,6-dibromobenzene, 1,4-di(2-glycidyloxyethoxy)-3,6-dichlorobenzene,
1,4-di(2-glycidyloxyethoxy)-3-methylbenzene, 1,4-diglycidyl phthalate, 1,
4-Diglycidyl-3-methylphthalate, 1,4-diglycidyl-3-methoxyphthalate, 1,4-diglycidyl-3-ethoxyphthalate, 1,4-di(2-glycidyloxyethyl)phthalate, glycidyloxybenzene, mono Glycidyl phthalate, monoglycidyl terephthalate, 1-phenoxy-1,4-glycidyloxy-3,6,9,12-tetraoxatetradecane, phenol novolac type epoxy resin, orthocresol novolac type epoxy resin, bisphenol A and epichlorohydrin or tetrabromo Bisphenol A type epoxy resin obtained by condensing bisphenol A and epichlorohydrin, 4-(1,2-epoxyethyl)diphenylsulfone, 4-glycidyldiphenylsulfone, 4-(3,4-epoxybutyl)diphenylsulfone, 4 -(2,3-epoxybutyl)diphenylsulfone, 4-(1,2-epoxyethyloxy)diphenylsulfone, 4-glycidyloxydiphenylsulfone, 4-(3,4-epoxybutyloxy)diphenylsulfone, 4-( 2,3-epoxybutyloxy)diphenylsulfone, 4-glycidyloxy-4'-chlorodiphenylsulfone, 4-glycidyloxy-4'-bromodiphenylsulfone, 4-glycidyloxy-4'-
Methyldiphenylsulfone, 4-glycidyloxy-4
'-Ethyldiphenylsulfone, 4-glycidyloxy-2',4'-dimethyldiphenylsulfone, 4-glycidyloxy-2',4'-dichlorodiphenylsulfone, 4-glycidyloxy-4'-(n-propyl)diphenyl Sulfone, 4-glycidyloxy-4'-isopropyldiphenylsulfone, 4-glycidyloxy-
4'-(tert-butyl)diphenylsulfone, 4-
Glycidyloxy-4'-isoamyldiphenylsulfone, 4-glycidyloxy-4'-methoxydiphenylsulfone, 4-glycidyloxy-4'-ethoxydiphenylsulfone, 4-glycidyloxy-4'-isopropyloxydiphenylsulfone, 4-glycidyl Oxy-4'-n-pentyloxydiphenylsulfone, 4
-Glycidyloxy-2',4'-dimethoxydiphenylsulfone, 4,4'-diglycidyloxydiphenylsulfone, 4,4'-diglycidyloxy-3,3'-
Dichlorodiphenylsulfone, 4,4'-diglycidyloxy-2,2'-dibromodiphenylsulfone, 4,
4'-diglycidyloxy-3,3',5,5'-tetrabromodiphenylsulfone, 4,4'-bis(2-glycidyloxyethoxy)diphenylsulfone, 4,4
'-Bis(2-glycidyloxyethoxy)-3,3'
, 5,5'-tetrabromodiphenyl sulfone, 4,4
'-Bis(2-glycidyloxyethoxy)-3,3'
, 5,5'-tetrachlorodiphenylsulfone, 4,4
'-Bis(2-glycidyloxyethoxy)-3,3'
, 5,5'-tetramethyldiphenylsulfone, 4,4
'-bis(3,4-epoxybutyloxy)diphenylsulfone, 4-[(2,3-epoxy-2methyl)propyloxy]phenyl-4'-(benzyloxy)phenylsulfone, 4-[(2,3 epoxy)propyloxy]phenyl-4'-(4-methylbenzyloxy)
Phenylsulfone, 4-[(2,3-epoxy-2ethyl)propyloxy]phenyl-4'-(benzyloxy)phenylsulfone, 4-[(2,3epoxy)
Propyloxy]phenyl-4'-(4-ethylbenzyloxy)phenylsulfone, 4-[(2,3epoxy)propyloxy]phenyl-4'-benzyloxyphenylsulfone, 4-[(2,3epoxy)propyl oxy]phenyl-4'-methoxyphenylsulfone, 4-[(2,3epoxy-2-methyl)propyloxy]phenyl-4'-ethoxyphenylsulfone,
4-[(2,3epoxy-2-methyl)propyloxy]phenyl-3'-methoxyphenylsulfone, 4-
[(2,3epoxy)propyloxy]phenyl-4'
-Hydroxyphenylsulfone, 4-[(2,3epoxy-2-methyl)propyloxy]phenyl-3'-
Hydroxyphenylsulfone, 4-[(2,3epoxy-2-methyl)propyloxy]phenyl-3'-phenethyloxyphenylsulfone, 4-[(2,3epoxy-2-propyl)propyloxy]phenyl-4
'-(benzyloxy)phenylsulfone, 4-[(
2,3epoxy-2-methyl)propyloxy]phenyl-3'-(benzyloxy)phenylsulfone, 4
-[(2,3epoxy)propyloxy]phenyl-4
Examples include '-(m-methylbenzyloxy)phenylsulfone, 3-[(2,3epoxy)propyloxy]phenyl-3'-(p-methylbenzyloxy)phenylsulfone, and the like. Among these, 1,4-di(glycidyloxy)benzene and 1,4-diglycidyl phthalate are particularly preferred in terms of plasticizer resistance and whiteness.

The amount of these epoxy group-containing compounds to be used is not particularly limited, but is 0.1 to 700 parts by weight, preferably 1 to 500 parts by weight, per 100 parts by weight of the coloring agent.
Approximately parts by weight are used.

[0040] In the heat-sensitive recording medium of the present invention, various colorless to light-colored basic dyes constituting the recording layer are known, for example, the following are exemplified. 3,3
-bis(p-dimethylaminophenyl)-6-dimethylaminophthalide, 3,3-bis(p-dimethylaminophenyl)phthalide, 3-(4-dimethylaminophenyl)-3-(4-diethylamino-2- methylphenyl)
-6-dimethylaminophthalide, 3-(p-dimethylaminophenyl)-3-(1,2-dimethylindole-
3-yl)phthalide, 3-(p-dimethylaminophenyl)-3-(2-methylindol-3-yl)phthalide, 3,3-bis(1,2-dimethylindole-3-
yl)-5-dimethylaminophthalide, 3,3-bis(
1,2-dimethylindol-3-yl)-6-dimethylaminophthalide, 3,3-bis(9-ethylcarbazol-3-yl)-6-dimethylaminophthalide,
3,3-bis(2-phenylindol-3-yl)-
6-dimethylaminophthalide, 3-(p-dimethylaminophenyl)-3-(1-methylpyrrol-3-yl)
-6-dimethylaminophthalide, 3-(p-dibenzylaminophenyl)-3-(1,2-dimethylindol-3-yl)-7-azaphthalide, 3-(4-diethylamino-2-ethoxyphenyl) -3-(1-ethyl-
2-methylindol-3-yl)-7-azaphthalide, 3,3-bis(1-ethyl-2-methylindole-
3-yl)phthalide, N-butyl-3-{bis[4-(
Triarylmethane dyes such as N-methylanilino)phenyl]methyl}carbazole, 4,4'-bis(dimethylamino)benzhydrylbenzyl ether, N-halophenyl-leucoauramine, N-2,4,5-tri Chlorophenyl leuko auramine, diphenylmethane dyes such as 4,4'-bis(dimethylamino)benzhydryl-p-toluenesulfinic acid ester, 3,3-bis[1,1-bis(4-pyrrolidinophenyl)ethylene-2 -yl]-4,5,6,7-tetrabromophthalide, 3,3-bis[1-(4-methoxyphenyl)-1-
(4-dimethylaminophenyl)ethylene-2-yl]
-4,5,6,7-tetrachlorophthalide, 3,3-bis[1-(4-methoxyphenyl)-1-(4-pyrrolidinophenyl)ethylene-2-yl]-4,5,6 ,7
- Divinylphthalide dyes such as tetrachlorophthalide,
3,7-bis(diethylamino)-10-benzoylphenoxazine, benzoylleucomethylene blue, p
- Thiazine dyes such as nitrobenzoylleucomethylene blue, 3-methylspirodinaphthopyran, 3-ethylspirodinaphthopyran, 3-phenylspirodinaphthopyran, 3-benzylspirodinaphthopyran, 3-methylnaphtho(6'- Spiro dyes such as methoxybenzo)spiropyran, 3-propylspirodibenzopyran, di-β-naphthospiropyran, 3-methyl-di-β-naphthospiropyran, rhodamine-B-anilinolactam, rhodamine(p-nitroanilino)lactam , rhodamine (
Lactam dyes such as o-chloroanilino)lactam, 3
-diethylamino-6-methylfluorane, 3-dimethylamino-7-methoxyfluorane, 3-diethylamino-6-methoxyfluorane, 3-diethylamino-7
-methoxyfluorane, 3-diethylamino-7-chlorofluorane, 3-diethylamino-6-methyl-7-
Chlorofluorane, 3-diethylamino-6,7-dimethylfluorane, 3-(N-ethyl-p-toluidino)
-7-methylfluorane, 3-diethylamino-7-(
N-acetyl-N-methylamino)fluoran, 3-diethylamino-7-N-methylamino)fluoran, 3
-diethylamino-7-dibenzylaminofluorane,
3-diethylamino-7-(N-methyl-N-benzylamino)fluoran, 3-diethylamino-7-(N-
β-chloroethyl-N-methylamino)fluorane, 3
-diethylamino-7-diethylaminofluorane, 4
-benzylamino-8-diethylaminobenzo[a]fluorane, 3-[4-(4-dimethylaminoanilino)
Anilino]-7-chloro-6-methylfluorane, 8-
[4-(4-dimethylaminoanilino)anilino]benzo[a]fluorane, 3-(N-ethyl-p-toluidino)-6-methyl-7-phenylaminofluorane, 3
-(N-ethyl-p-toluidino)-6-methyl-7-
(p-toluidino)fluoran, 3-diethylamino-
6-Methyl-7-phenylaminofluorane, 3-dimethylamino-6-methyl-7-phenylaminofluorane 3-dibutylamino-6-methyl-7-phenylaminofluorane, 3-dipentylamino-6-methyl -7
-phenylaminofluorane, 3-diethylamino-7
-(2-Carbomethoxy-phenylamino)fluorane, 3-(N-ethyl-N-isoamylamino)-6-methyl-7-phenylaminofluorane, 3-(N-cyclohexyl-N-methylamino)-6 -Methyl-7-phenylaminofluorane, 3-pyrrolidino-6-methyl-7-phenylaminofluorane, 3-piperidino-6
-Methyl-7-phenylaminofluorane, 3-diethylamino-6-methyl-7-xylidinofluorane, 3
-diethylamino-7-(o-chlorophenylamino)
Fluoran, 3-dibutylamino-7-(o-chlorophenylamino)fluoran, 3-(N-ethyl-N-tetrahydrofurfurylamino)-6-methyl-7-phenylaminofluoran, 3-(N-methyl- N-propylamino)-6-methyl-7-phenylaminofluorane, 3-pyrrolidino-6-methyl-7-p-butylphenylaminofluorane, 3-(N-ethyl-N-isobutylamino)-6- Methyl-7-phenylaminofluorane, 3-(N-methyl-N-n-hexylamino)-
6-Methyl-7-phenylaminofluorane, 3-(N
-ethyl-N-n-hexylamino)-6-methyl-7
-phenylaminofluorane, 3-(N-ethyl-N-
cyclopentylamino)-6-methyl-7-phenylaminofluorane, 3-[N-(3-ethoxypropyl)
-N-methylamino]-6-methyl-7-phenylaminofluorane, 3-[N-ethyl-N-(3-ethoxypropyl)amino]-6-methyl-7-phenylaminofluorane, 3-diethylamino -7-[m-(trifluoromethyl)phenylamino]fluorane, 3-diethylamino-7-(o-fluorophenylamino)fluorane, 3-dibutylamino-7-(o-fluorophenylamino)fluorane, 3-diethylamino -6-chloro-7-phenylaminofluorane, 3-(N-ethyl-N-p-tolylamino)-7-methylfluorane,
3-(N-ethyl-N-tetrahydrofurfurylamino)-6-methyl-7-anilinofluorane, 3-(N-
cyclopentyl-N-ethylamino)-6-methyl-7
-anilinofluorane, 3-(N-ethyl-N-p-tolylamino)-6-methyl-7-anilinofluorane,
2,2-bis{4-[6'-(N-cyclohexyl-N
-methylamino)-3'-methylspiro[phthalide-3
,9'-xanthene]-2'-ylamino]fail}
Fluorane dyes such as propane, 3,6-bis(dimethylamino)fluorene-9-spiro-3'-(6'-dimethylamino)phthalide, 3-diethylamino-6-(
N-allyl-N-methylaminofluorene-9-spiro-3'-(6'-dimethylamino)phthalide, 3,6-
Bis(dimethylamino)-spiro[fluorene-9,6
'-6'H-chromeno(4,3-b)indole], 3
,6-bis(dimethylamino)-3'-methyl-spiro[fluorene-9,6'-6'H-chromeno(4,3-
b) Indole], 3,6-bis(diethylamino)-
3'-Methyl-spiro[fluorene-9,6'-6'H
-chromeno(4,3-b)indole] and other fluorene dyes. Of course, the dyes are not limited to these dyes, and it is also possible to use two or more dyes in combination.

In addition, various known sensitizers can be used in combination, if necessary, such as the following compounds. Caproic acid amide, capric acid amide, palmitic acid amide, stearic acid amide, oleic acid amide, erucic acid amide, linoleic acid amide, linolenic acid amide, N
-Methylstearamide, stearanilide,
N-methyl oleic acid amide, benzanilide, linoleic acid anilide, N-ethyl capric acid amide, N-butyl lauric acid amide, N-octadecyl acetamide,
Fatty acid amides such as N-oleacetamide, N-oleylbenzamide, N-stearylcyclohexylamide, polyethylene glycol, 1-benzyloxynaphthalene, 2-benzyloxynaphthalene, stearic acid methylene bisamide, coconut fatty acid amide, 2,2'-
Methylenebis(4-methyl-6-tert-butylphenol), 4,4'-butylidenebis(6-tert-
butyl-3-methylphenol), 2,2'-methylenebis(4-ethyl-6-tert-butylphenol)
, 2,4-di-tert-butyl-3-methylphenol, 1,1,3-tris(2-methyl-4-hydroxy-5-tert-butylphenyl)butane, 1,1,3
-Tris(5-cyclohexyl-4-hydroxy-2-
methylphenyl)butane, 1,3,5-tris(4-t
Hindered phenols such as ert-butyl-3-hydroxy-2,6-dimethylbenzyl)isocyanuric acid, sodium-2,2'-methylenebis(4,6-di-tert-butylphenyl)phosphate, 2-( 2'-
UV absorbers such as hydroxy-5'-methylphenyl)benzotriazole, 2-hydroxy-4-benzyloxybenzophenone, 1,2-di(3-methylphenoxy)ethane, 1,2-diphenoxyethane, 1-phenoxy -2-(4-methylphenoxy)ethane, 1-(2
-methylphenoxy)-2-(4-methoxyphenoxy)ethane, parabenzylbiphenyl, naphthylbenzyl ether, benzyl-4-methylthiophenyl ether, 1-hydroxy-2-naphthoic acid phenyl ester,
1 -Hydroxynaphthoic acid phenyl ester and various known thermofusible substances.

Among them, 1,2-di(3-methylphenoxy)ethane, 1,2-diphenoxyethane, 1-phenoxy-2-(4-methylphenoxy)ethane, oxalic acid dibenzyl ester, oxalic acid di- p-methylbenzyl ester is particularly preferred in terms of sensitizing effect. Further, the amount of the sensitizer used is not particularly limited, but it is generally desirable to adjust the amount to about 400 parts by weight or less per 100 parts by weight of the coloring agent.

[0043] A method for preparing a coating liquid for a heat-sensitive recording layer containing these substances is generally a method in which water is used as a dispersion medium, various compounds are dissolved with heat and a solvent, and then dispersed in water to form an emulsion. , a wet grinding method using an attritor, a ball mill, a sand grinder, etc. However, as a method for adjusting the particle size of the compound having a specific epoxy group of the present invention to a specific particle size, the above-mentioned wet pulverization method is preferable.

Various dispersants can be used in the dispersion liquid for wet grinding, such as polyvinyl alcohol, methyl cellulose, carboxymethyl cellulose, hydroxyethyl cellulose, vinyl acetate resin containing sulfonic acid groups, starches, and polyacrylic acid. Examples include dispersants such as sodium, sodium polysulfonate, sodium dioctyl sulfosuccinate, sodium dodecylbenzenesulfonate, sodium lauryl alcohol sulfate, and fatty acid metal salts.

The thermosensitive recording layer usually contains binders, such as starches, hydroxyethyl cellulose, methyl cellulose,
Carboxymethyl cellulose, gelatin, casein, gum arabic, polyvinyl alcohol, acetoacetyl group-modified polyvinyl alcohol, carboxyl group-modified polyvinyl alcohol, silicon-modified polyvinyl alcohol, diisobutylene/maleic anhydride copolymer salt, styrene/
Maleic anhydride copolymer salt, ethylene/acrylic acid copolymer salt, styrene/acrylic acid copolymer salt, styrene/
Examples include butadiene copolymer emulsion, urea resin, melamine resin, amide resin, and the like. The binder is preferably blended in an amount of about 5 to 40% by weight, more preferably about 10 to 30% by weight, based on the total solid content of the recording layer.

Furthermore, various known pigments can be used in the heat-sensitive recording layer as long as they do not impede the desired effects of the present invention, such as magnesium carbonate, calcite-based light calcium carbonate, aragonite-based light calcium carbonate, and heavy pigments. Calcium carbonate, basic calcium carbonate, calcium sulfoaluminate, aluminum hydroxide, alkali-modified silica,
Inorganic pigments such as kaolin, clay, talc, calcined kaolin, titanium oxide, diatomaceous earth, particulate anhydrous silica, activated clay, etc., and organic pigments such as styrene microballs, nylon powder, polyethylene powder, urea/formalin resin filler, raw starch particles, etc. etc.

It is also possible to add waxes such as zinc stearate, calcium stearate, polyethylene wax, carnauba wax, paraffin wax, and ester wax, if necessary.

[0048] Furthermore, various auxiliary agents can be added to the coating liquid constituting the recording layer as necessary. For example, dioctyl sulfosuccinate sodium salt, dodecylbenzenesulfonic acid sodium salt, lauryl alcohol sulfate ester - Dispersants such as sodium salts and fatty acid metal salts, ultraviolet absorbers such as benzophenone, other antifoaming agents, fluorescent dyes, coloring dyes, etc. are added as appropriate.

The method for forming the recording layer is not particularly limited, and may be any suitable coating method such as air knife coating, variver blade coating, rod blade coating, pure blade coating, short dwell coating, curtain coating, die coating, etc. It is formed by applying a heat-sensitive recording layer coating liquid onto a support and drying it. The amount of the coating liquid to be applied is also not particularly limited, and is usually adjusted within the range of about 2 to 12 g/m2, preferably about 3 to 10 g/m2 in terms of dry weight.

[0050] In the heat-sensitive recording material of the present invention, by providing an intermediate layer between the heat-sensitive recording layer and the support, the whiteness and the recorded image can be further improved, and the heat-sensitive recording material may be provided with a polymer compound as a main component on the heat-sensitive recording layer. By providing a protective layer, it is possible to further improve the storage stability of recorded prints. Furthermore, various known techniques in the field of heat-sensitive recording material manufacturing can be added as necessary, such as applying an adhesive treatment to the back surface of the recording material and processing it into an adhesive label.

[0051]

[Examples] The present invention will be explained in more detail with reference to Examples below, but the present invention is of course not limited to these. Further, unless otherwise specified, parts and percentages in the examples indicate parts by weight and percentages by weight, respectively.

Example 1 Preparation of heat-sensitive recording layer coating solution ■Preparation of liquid A 3-di-n-butylamino-6-methyl-7-phenylaminofluorane

1
0 parts 1,2-bis(3-methylphenoxy)ethane 20 parts
5% aqueous solution of polyvinyl alcohol containing sulfonic acid groups
30 parts water


20 parts of this composition was ground in a sand mill until the average particle size was 0.9 μm.

■Preparation of Solution B Zinc salt of 4-[3-(p-tolylsulfonyl)propyloxy]salicylic acid

2
0 parts 5% polyvinyl alcohol containing sulfonic acid groups
Aqueous solution 30 parts water


10 parts of this composition was ground in a sand mill until the average particle size was 1.5 μm.

■Preparation of liquid C 1,4-diglycidyloxybenzene (manufactured by Nagase Kasei Co., Ltd., trade name: EX-20 3)

1
0 parts 5% polyvinyl alcohol containing sulfonic acid groups
Aqueous solution 20 parts water


10 parts of this composition was ground in a sand mill until the average particle size was 1.2 μm.

■Preparation of liquid D 5 parts of 4-hydroxy-4'-isopropoxydiphenyl sulfone 5% aqueous solution of polyvinyl alcohol containing sulfonic acid groups
Part 10 Water

5
This composition was ground in a sand mill until the average particle size was 1.5 μm.

■ Formation of recording layer 80 parts of liquid A, 60 parts of liquid B, 40 parts of liquid C, 20 parts of liquid D, 30 parts of silicon oxide pigment (oil absorption 180 ml/100 g), 3
15 parts of a 0% zinc stearate aqueous dispersion, 75 parts of a 20% oxidized starch aqueous solution, 75 parts of a 20% polyvinyl alcohol aqueous solution, and 120 parts of water were mixed and stirred to prepare a recording layer coating liquid. The obtained coating liquid was applied onto a 50 g/m2 high-quality paper so that the coated amount after drying was 10 g/m2, and dried to obtain a heat-sensitive recording material.

Example 2 Same as Example 1 except that cresol novolac type epoxy resin (manufactured by Nagase Kasei Co., Ltd., trade name: ECN-299) was used instead of 1,4-diglycidyloxybenzene in the preparation of liquid C. A thermosensitive recording material was obtained.

Example 3 A thermosensitive recording material was obtained in the same manner as in Example 1 except that 4,4'-diglycidyloxydiphenylsulfone was used instead of 1,4-diglycidyloxybenzene in the preparation of liquid C. .

Example 4 Except for using 1,4-di(glycidyloxy)terephthalate (manufactured by Nagase Kasei Co., Ltd., trade name: EX-711) instead of 1,4-diglycidyloxybenzene in the preparation of Solution C. A thermosensitive recording material was obtained in the same manner as in Example 1.

Example 5 A thermosensitive recording material was obtained in the same manner as in Example 1 except that a bisphenol A type epoxy resin was used instead of 1,4-diglycidyloxybenzene in the preparation of liquid C.

Example 6 In the preparation of solution B, 4-[3-(p-tolylsulfonyl)
5-[p instead of the zinc salt of propyloxy]salicylic acid
A thermosensitive recording material was obtained in the same manner as in Example 1 except that zinc salt of -(2-p-methoxyphenoxyethoxy)cumyl]salicylic acid was used.

Example 7 In preparing liquid B, 4-[3-(p-tolylsulfonyl)
4-[2 instead of zinc salt of propyloxy]salicylic acid
A thermosensitive recording material was obtained in the same manner as in Example 1 except that zinc salt of -(p-methoxyphenoxyethoxy)]salicylic acid was used.

Example 8 In the preparation of solution B, 4-[3-(p-tolylsulfonyl)
4-[3 instead of zinc salt of propyloxy]salicylic acid
A thermosensitive recording material was obtained in the same manner as in Example 1, except that 20 parts of -(p-tolylsulfonyl)propyloxy]salicylic acid and 5 parts of zinc oxide were used, and that Liquid D was not used.

Example 9 A heat-sensitive recording material was obtained in the same manner as in Example 1 except that liquid D was not used in forming the recording layer.

Comparative Example 1 A thermosensitive recording material was obtained in the same manner as in Example 1 except that liquid C was not used in forming the recording layer.

Comparative Example 2 In preparing liquid B, 4-hydroxy-4'-isopropoxydiphenylsulfone was used instead of the zinc salt of 4-[3-(p-tolylsulfonyl)propyloxy]salicylic acid to form a recording layer. A thermosensitive recording material was obtained in the same manner as in Example 1 except that Liquid D was not used.

Comparative Example 3 In the preparation of Solution B, 4,4
A thermosensitive recording material was obtained in the same manner as in Example 1 except that '-isopropylidenediphenol was used and Liquid D was not used in forming the recording layer.

The following evaluation tests were conducted on the 12 types of heat-sensitive recording materials thus obtained, and the results are summarized in Table 1.

■ Color density thermal simulator (manufactured by Okura Electric, applied voltage: 24 V,
Pulse cycle 2.0msec, pulse width: 1.8ms
The color density of the recorded image obtained by printing with ec) was measured using a Macbeth densitometer (manufactured by Macbeth Co., Ltd., model RD-914).

[0070] Fingerprint resistance A print sample in which sebum was attached to the surface of the recorded image by pressing the recording surface with a finger was left in an environment of 40°C and 15% RH for one month, and then the condition of the recorded image was visually evaluated. did. (Evaluation Criteria) ◎ No fading of the recorded image is observed. ○ There is some fading of the recorded image, but it is not a problem for practical use. × The recorded image is significantly faded.

[0071]

[Table 1]

[0072]

[Effects of the Invention] As shown by the results in Table 1, the heat-sensitive recording materials of the present invention are heat-sensitive recording materials that can obtain recorded images of high density and have excellent storage stability of the recorded images, especially fingerprint resistance. there were.

Claims (4)

[Claims] Claims: 1. A heat-sensitive recording material comprising, on a support, a recording layer containing a colorless or light-colored basic dye and a coloring agent capable of forming a color when it comes into contact with the basic dye; To,
It is characterized by containing as a coloring agent at least one selected from salicylic acid derivatives represented by the following general formulas [Chemical Formula 1] and [Chemical Formula 2] and polyvalent metal salts thereof and a compound having a water-insoluble epoxy group. A thermosensitive recording material. [Chemical 1] [Chemical 2] [In the formula, Ar represents a phenyl group which may have a substituent, a naphthyl group which may have a substituent, or a heteroaromatic ring group which may have a substituent. and Q represents an ether bond or a sulfonyl bond. In addition, A is a branched or linear alkylene group that may have an ether bond, an ester bond, an amide bond, or an unsaturated bond, a cycloalkylene group that may have an ether bond, an ester bond, or an amide bond, or an ether bond. , an aralkylene group that may have an ester bond or an amide bond, or an arylene group, and R represents an alkylene group that may be branched. Furthermore, X is a hydrogen atom,
It represents an alkyl group, a cycloalkyl group, an alkenyl group, an aralkyl group, an aryl group, an alkoxyl group, an aryloxy group, a nitro group, or a halogen atom, and Y represents a hydrogen atom, an alkyl group, an alkenyl group, an aralkyl group, or a halogen atom. show. Also, m is an integer of 1 to 3, and n is 1 to 4.
indicates an integer. ] 2. The heat-sensitive recording material according to claim 1, further comprising a diphenylsulfone derivative represented by the following general formula [Chemical formula 3] as a coloring agent. embedded image [In the formula, R1, R2, and R3 may be the same or different and represent a hydrogen atom, an alkyl group, or an allyl group. ] 3. The water-insoluble epoxy group-containing compound is selected from novolak-type epoxy resins, glycidyl ethers having a benzene ring as their core, glycidyl ester compounds, bisphenol A-type epoxy resins, and bisphenol sulfone derivatives having epoxy groups. The heat-sensitive recording material according to claim 1 or claim 2, which is at least one type. 4. The heat-sensitive recording material according to claim 3, wherein the compound having an epoxy group is 1,4-diglycidyloxybenzene.