JPH10862A - Coloring recording material - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a coloring recording medium having high coloring sensitivity and excellent in the preservation of the texture and image by adding a kind of diphenylsulfone crosslinked compound and a kind of phenol compound. SOLUTION: The coloring recording material contains a kind of diphenylsulfone crosslinked compound shown by formula 1 (X, Y represents a saturated or unsaturated hydrocarbon group of 1C-12C which may be different from each other and may have a direct chain or a branch and an ether bond) or by formula II (R7 represents a methylene or an ethylene group, T represents a hydrogen atom or an alkyl group of C1-C4, R1 -R6 represents a halogen atom, an alkyl group of C1 -C6 or an alkenyl group independently, m, p, q, r, t represents an integer of 0-4, R1 -R6 may be different when it is larger than 2, and (a) represents an integer of 0, 1 or 2), and a kind of phenol compound represented by formula III (R represents a saturated or unsaturated hydrocarbon group of 1C-12C or an aralkyl group which may have a direct chain or a branch) or by formula IV (Z represents a saturated or unsaturated hydrocarbon group of 1C-12C which may have an ether bond and a direct chain or a branch).

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a recording material having excellent color development sensitivity and excellent image storability, especially excellent oil and plasticizer resistance.

[0002]

2. Description of the Related Art A recording material utilizing color development by a reaction between a color-forming dye and a developer can be recorded in a relatively simple apparatus in a short time without performing complicated processing such as development and fixing. It is widely used as a thermosensitive recording paper for output recording of a printer or the like, or a pressure-sensitive copying paper for a form for copying several sheets simultaneously. As these recording materials, color development and non-color development parts (hereinafter referred to as "background")
Are required to have a high degree of whiteness, and to provide a colored image and a highly solid background. Furthermore, in recent years, it has been used in a large amount in fields where the reliability of recorded images such as labels is emphasized, and is used for plasticizers and fats and oils contained in organic polymer materials used for packaging and the like. There is a need for recording materials that exhibit high storage stability. For this purpose, various auxiliaries such as a color-forming dye, a color developer, and a storage stabilizer have been developed. However, it has not been found that a color-sensitizing dye, a background, and a preservability of an image can be sufficiently satisfied in a well-balanced manner. It has not been.

[0003] Of these materials, WO 93 / 0WO is particularly effective as a material having a high effect on the background and preservation of images.
6074 and WO95 / 33714 disclose diphenylsulfone derivatives. However, recording materials using these compounds lack the sensitivity of color development, and by improving this sensitivity, a recording material excellent in both sensitivity and storage stability can be obtained. The technology to be provided is required.

[0004]

SUMMARY OF THE INVENTION An object of the present invention is to improve the above-mentioned drawbacks of the conventional recording material, to provide a high color-forming sensitivity, and to provide a background and preservability of an image, particularly oil and plasticizer resistance. Is to provide an excellent recording material.

[0005]

According to the present invention, there is provided a recording material containing a chromogenic dye represented by the general formula (I):

[0006]

Embedded image [In the formula, X and Y each represent a hydrocarbon group which may be different from each other and may have a linear or branched saturated or unsaturated carbon atom having 1 to 12 carbon atoms, or may have an ether bond; Or

[0007]

Embedded image (R ₇ represents a methylene group or an ethylene group, T represents a hydrogen atom or a C ₁ -C ₄ alkyl group). R ₁
To R ₆ each independently represent a halogen atom, a C _{1 to} C ₆ alkyl group or an alkenyl group. Also, m, n, p, q,
r and t represent integers from 0 to 4, and when 2 or more, R ₁ to
R ₆ may be different from each other. a represents an integer of 0, 1 or 2. And at least one diphenylsulfone bridged compound represented by the general formula (II) or (III):

[0008]

Embedded image (Wherein, R represents a straight-chain or branched carbon atom having 1 to 1 carbon atoms.
Represents 12 saturated or unsaturated hydrocarbon groups or aralkyl groups. )

[0009]

Embedded image (Wherein, Z is a linear or branched carbon atom having 1 to 1 carbon atoms.
Represents a hydrocarbon group which may have 12 saturated, unsaturated or ether bonds. The present invention provides a recording material having high coloring sensitivity and excellent storage stability of the background and images, particularly excellent oil and plasticizer resistance, by containing at least one phenol compound represented by the formula (1).

The following are specific examples of the groups represented by X and Y in the general formula (I).
Methylene group, ethylene group, trimethylene group, tetramethylene group, pentamethylene group, hexamethylene group, heptamethylene group, octamethylene group, nonamethylene group, decamethylene group, undecamethylene group, dodecamethylene group,
Methylmethylene group, dimethylmethylene group, methylethylene group, methyleneethylene group, ethylethylene group, 1,2
-Dimethylethylene group, 1-methyltrimethylene group, 1
-Methyltetramethylene group, 1,3-dimethyltrimethylene group, 1-ethyl-4-methyl-tetramethylene group,
Vinylene group, propenylene group, 2-butenylene group, ethynylene group, 2-butynylene group, 1-vinylethylene group,
Ethyleneoxyethylene group, tetramethyleneoxytetramethylene group, ethyleneoxyethyleneoxyethylene group, ethyleneoxymethyleneoxyethylene group, 1,3
-Dioxane-5,5-bismethylene group, 1,2-xylyl group, 1,3-xylyl group, 1,4-xylyl group, 2
-Hydroxytrimethylene group, 2-hydroxy-2-methyltrimethylene group, 2-hydroxy-2-ethyltrimethylene group, 2-hydroxy-2-propyltrimethylene group, 2-hydroxy-2-isopropyltrimethylene group, 2 -Hydroxy-2-butyltrimethylene group and the like.

The alkyl or alkenyl group of R _{1 to} R ₆ is a C _{1 to} C ₆ alkyl group or a C _{2 to} C ₄ alkenyl group, and specific examples include a methyl group, an ethyl group, -Propyl group, isopropyl group, n-butyl group,
sec-butyl group, tert-butyl group, n-pentyl group, isopentyl group, neopentyl group, tert-pentyl group, n-hexyl group, isohexyl group, 1-methylpentyl group, 2-methylpentyl group, vinyl group, allyl Group, isopropenyl group, 1-propenyl group, 2-butenyl group, 3-butenyl group, 1,3-butanedienyl group, 2
-Methyl-2-propenyl group and the like. Also,
Halogen atoms represent chlorine, bromine, fluorine and iodine.
Particularly as the substituent of the diphenyl sulfone of the general formula (I), unsubstituted ones or those in which all of R _{1 to} R ₆ are the same and at the same position are advantageous in producing the present compound.

[0012]

Embedded image (Wherein, X, R ₁ , m and a are the same as above)

The group represented by R in the general formula (II) is preferably an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a benzyl group, a chlorobenzyl group or a methylbenzyl group. And particularly preferably a benzyl group. Further, the group represented by Z in the general formula (III) is preferably a hydrocarbon group having an ether bond, and particularly preferably an ethyleneoxyethylene group and an ethyleneoxymethyleneoxyethylene group.

[0014]

BEST MODE FOR CARRYING OUT THE INVENTION In the recording material of the present invention, at least one of the diphenylsulfone cross-linkable compounds represented by the general formula (I) and the general formula (II) or the general formula (III)
At least one phenolic compound represented by the general formula (II) or 100 parts by weight of the diphenylsulfone cross-linked compound represented by the general formula (I). 10 to 500 parts by weight, preferably 25 to 3 parts by weight of the phenol compound represented by (III)
00 parts by weight, more preferably 50 to 200 parts by weight.

Further, in the recording material of the present invention, one or two or more diphenylsulfone crosslinked compounds in which a in formula (I) is 0 and diphenylsulfone in which a in formula (I) is 1 or 2 can be used. Sensitivity and storage stability are synergistically improved by containing one or more kinds of cross-linked compounds and one or more kinds of phenol compounds represented by formula (II) or (III). I do. At this time, the phenol compound represented by the general formula (II) or the general formula (III) is 10 to 500 parts by weight, preferably 25 parts by weight, based on 100 parts by weight of the diphenylsulfone cross-linked compound represented by the general formula (I). To 300 parts by weight, more preferably 50 to 200 parts by weight.

Further, in the recording material of the present invention, the diphenyl sulfone in which a of the general formula (I) is 1 or 2 is added to 100 parts by weight of the diphenyl sulfone cross-linkable compound in which a of the general formula (I) is 0. Crosslinkable compound is 0.05-
100 parts by weight, and 10 to 500 parts by weight, preferably 25 to 300 parts by weight of the phenol compound represented by the general formula (II) or the general formula (III) based on 100 parts by weight of the diphenylsulfone crosslinked compound. And more preferably 50 to 200 parts by weight.

The compound of the formula (I) in which a is 0 is described in JP-A-7-149713, International Publication W
O93 / 06074 and WO95 / 33714, typically 1,3-bis [4- (4-hydroxyphenylsulfonyl) phenoxy] -2-hydroxypropane 1,1-bis [4- (4-hydroxyphenylsulfonyl) phenoxy] methane 1,2-bis [4- (4-hydroxyphenylsulfonyl) phenoxy] ethane 1,3-bis [4- (4-hydroxyphenylsulfonyl) phenoxy] propane 1,4- Bis [4- (4-hydroxyphenylsulfonyl) phenoxy] butane 1,5-bis [4- (4-hydroxyphenylsulfonyl) phenoxy] pentane 1,6-bis [4- (4-hydroxyphenylsulfonyl) phenoxy] hexane α, α'-bis [4- (4-hydroxyphenylsulfonyl) phenyl Nonoxy] -p-xylene α, α'-bis [4- (4-hydroxyphenylsulfonyl) phenoxy] -m-xylene α, α'-bis [4- (4-hydroxyphenylsulfonyl) phenoxy] -o-xylene 2,2'-bis [4- (4-hydroxyphenylsulfonyl) phenoxy] diethyl ether 4,4'-bis [4- (4-hydroxyphenylsulfonyl) phenoxy] diethyl ether 1,2-bis [4- (4 -Hydroxyphenylsulfonyl) phenoxy] ethylene 1,4-bis [4- (4-hydroxyphenylsulfonyl) phenoxy] -2-butene.

Further, the compound of the present invention may have a different crystal form depending on the conditions for precipitating crystals, for example, the type of solvent and the precipitation temperature, or may form an adduct with the solvent. These can be clarified by the melting point of the crystal, infrared spectroscopic analysis, X-ray diffraction analysis, etc., and belong to the present invention. Next, a of the general formula (I) used in the present invention
The compound in which is 1 or 2 can be exemplified below.

(1-1) 4,4'-bis {4- (4-hydroxyphenylsulfonyl) phenoxy-2-trans-butenyloxy} diphenylsulfone Melting point (° C.) 176-180 (1-2) 4,4 ′ -Bis {4- (4-hydroxyphenylsulfonyl) phenoxybutyloxy} diphenylsulfone melting point (° C) 215 to 220 (1-3) 4,4'-bis {3- (4-hydroxyphenylsulfonyl) phenoxypropyloxy} Diphenyl sulfone Melting point (° C.) 237-242 (1-4) 4,4′-bis {2- (4-hydroxyphenylsulfonyl) phenoxyethyloxy} diphenyl sulfone (1-5) 4- {4- (4-hydroxy Phenylsulfonyl) phenoxybutyloxy {-4 '-{3- (4-
(Hydroxyphenylsulfonyl) phenoxypropyloxydiphenylsulfone

(1-6) 4- {4- (4-hydroxyphenylsulfonyl) phenoxybutyloxy} -4'-
{2- (4-hydroxyphenylsulfonyl) phenoxyethyloxy} diphenylsulfone (1-7) 4- {3- (4-hydroxyphenylsulfonyl) phenoxypropyloxy} -4 ′-{2- (4
-Hydroxyphenylsulfonyl) phenoxyethyloxydiphenylsulfone (1-8) 4,4'-bis {5- (4-hydroxyphenylsulfonyl) phenoxypentyloxy} diphenylsulfone (1-9) 4,4'-bis} 5- (4-hydroxyphenylsulfonyl) phenoxyhexyloxy {diphenylsulfone (1-10) 4- {4- (4-hydroxyphenylsulfonyl) phenoxy-2-trans-butenyloxy}-
4 '-{4- (4-hydroxyphenylsulfonyl) phenoxyethyloxy} diphenylsulfone

(1-11) 4- {4- (4-hydroxyphenylsulfonyl) phenoxy-2-trans-butenyloxy} -4 '-{3- (4-hydroxyphenylsulfonyl) phenoxypropyloxy} diphenylsulfone (1 -12) 4- {4- (4-Hydroxyphenylsulfonyl) phenoxy-2-trans-butenyloxy}-
4 '-{2- (4-hydroxyphenylsulfonyl) phenoxyethyloxy} diphenylsulfone (1-13) 1,4-bis-4- [4- {4- (4-hydroxyphenylsulfonyl) phenoxy-2 (t ) Butenyloxy {phenylsulfonyl] phenoxy-cis-
2-butene Melting point (° C) 185-190 (1-14) 1,4-bis-4- [4- {4- (4-hydroxyphenylsulfonyl) phenoxy-2 (t) butenyloxy} phenylsulfonyl] phenoxy-trans -2-butene Melting point (° C) 240-243 (1-15) 4,4'-bis- [4- {4- (2-hydroxyphenylsulfonyl) phenoxy} butyloxy]
Diphenyl sulfone

(1-16) 4,4'-bis [4- {2-
(4-hydroxyphenylsulfonyl) phenoxydibutyloxy] diphenylsulfone (1-17) 4,4'-bis {4- (4-hydroxyphenylsulfonyl) phenoxy-2-ethyleneoxyethoxy} diphenylsulfone Melting point (° C) 130- 134 (1-18) 4,4'-bis {4- (4-hydroxyphenylsulfonyl) phenyl-1,4-phenylenebismethyleneoxy} diphenylsulfone (1-19) 4,4'-bis {4- ( 4-hydroxyphenylsulfonyl) phenyl-1,3-phenylenebismethyleneoxydiphenylsulfone (1-20) 4,4'-bis {4- (4-hydroxyphenylsulfonyl) phenyl-1,2-phenylenebismethyleneoxy ｝ Diphenyl sulfone

(1-21) 2,2'-bis-4- [4-
{4- (4-hydroxyphenylsulfonyl) phenoxy-2-ethyleneoxyethoxy} phenylsulfonyl] phenoxy-diethyl ether (1-22) α, α'-bis-4- [4- {4- (4-hydroxyphenyl) Sulfonyl) phenyl-1,4-phenylenebismethyleneoxy {phenylsulfonyl] phenoxy-p-xylene (1-23) α, α'-bis-4- [4- {4- (4-hydroxyphenylsulfonyl) phenyl- 1,3-phenylenebismethyleneoxy {phenylsulfonyl] phenoxy-m-xylene (1-24) α, α'-bis-4- [4- {4- (4-hydroxyphenylsulfonyl) phenyl-1,2- [Phenylenebismethyleneoxy {phenylsulfonyl] phenoxy-o-xylene (1-25) 2,4'-bis} 2- 4-hydroxyphenyl sulfonyl) phenoxy-2 ethyleneoxy ethoxy} diphenylsulfone

(1-26) 2,4'-bis {4- (2-hydroxyphenylsulfonyl) phenoxy-2-ethyleneoxyethoxy} diphenylsulfone (1-27) 4,4'-bis {3,5- Dimethyl-4-
(3,5-dimethyl-4-hydroxyphenylsulfonyl) phenoxy-2-ethyleneoxyethoxydiphenylsulfone (1-28) 4,4'-bis {3-allyl-4- (3-allyl-4-hydroxyphenyl) Sulfonyl) phenoxy-2-ethyleneoxyethoxydiphenylsulfone (1-29) 4,4'-bis {3,5-dimethyl-4-
(3,5-dimethyl-4-hydroxyphenylsulfonyl) phenyl-1,4-phenylenebismethyleneoxy {diphenylsulfone (1-30) 4,4'-bis} 3,5-dimethyl-4-
(3,5-dimethyl-4-hydroxyphenylsulfonyl) phenyl-1,3-phenylenebismethyleneoxydiphenylsulfone

(1-31) 4,4'-bis {3,5-dimethyl-4- (3,5-dimethyl-4-hydroxyphenylsulfonyl) phenyl-1,2-phenylenebismethyleneoxy} diphenylsulfone ( 1-32) 4,4'-bis {3-allyl-4- (3-allyl-4-hydroxyphenylsulfonyl) 1,4-phenylenebismethyleneoxy} diphenylsulfone (1-33) 4,4'-bis {3-allyl-4- (3-allyl-4-hydroxyphenylsulfonyl) 1,3-phenylenebismethyleneoxy} diphenylsulfone (1-34) 4,4'-bis} 3-allyl-4- (3- Allyl-4-hydroxyphenylsulfonyl) 1,2-phenylenebismethyleneoxy {diphenylsulfone (1-35) 4,4'-bis} 4 (4-hydroxyphenyl (Rusulfonyl) phenoxy-2-hydroxypropyloxy} diphenylsulfone (1-36) 1,3-bis-4- [4- {4- (4-hydroxyphenylsulfonyl) phenoxy-2-hydroxypropyloxy} phenylsulfonyl] Phenoxy
2-hydroxypropane

In the present invention, when a compound of the formula (I) wherein a is 0 and a compound of the formula (I) wherein a is 1 or 2 are used in combination, particularly preferred combinations are as follows: It is on the street.

(2-1) 2,2'-bis {4- (4-hydroxyphenylsulfonyl) phenoxy} diethyl ether and 4,4'-bis {4- (4-hydroxyphenylsulfonyl) phenoxy-2-ethylene Combination of oxyethoxy diphenyl sulfone (2-2) α, α'-bis {4- (4-hydroxyphenylsulfonyl) phenoxy} -p-xylene and 4,
Combination of 4'-bis {4- (4-hydroxyphenylsulfonyl) phenyl-1,4-phenylenebismethyleneoxy} diphenylsulfone (2-3) α, α'-bis {4- (4-hydroxyphenylsulfonyl) Phenoxy-m-xylene and 4,
Combination of 4'-bis {4- (4-hydroxyphenylsulfonyl) phenyl-1,3-phenylenebismethyleneoxy} diphenylsulfone (2-4) α, α'-bis {4- (4-hydroxyphenylsulfonyl) Phenoxy di-o-xylene and 4,
Combination of 4'-bis {4- (4-hydroxyphenylsulfonyl) phenyl-1,2-phenylenebismethyleneoxy} diphenylsulfone (2-5) 2,2'-bis {4- (4-hydroxyphenylsulfonyl) Phenoxydiethyl ether and 4,
4'-bis {4- (4-hydroxyphenylsulfonyl) phenoxy-2-ethyleneoxyethoxy} diphenylsulfone and 2,2'-bis-4- [4- {4-
(4-hydroxyphenylsulfonyl) phenoxy-2
-Ethyleneoxyethoxy {phenylsulfonyl] phenoxy-diethyl ether

(2-6) α, α'-bis {4- (4-hydroxyphenylsulfonyl) phenoxy} -p-xylene and 4,4'-bis {4- (4-hydroxyphenylsulfonyl) phenyl-1 , 4-phenylenebismethyleneoxydiphenylsulfone and α, α'-bis-4
-[4- {4- (4-hydroxyphenylsulfonyl)
Combination of phenyl-1,4-phenylenebismethyleneoxy {phenylsulfonyl] phenoxy-p-xylene (2-7) α, α'-bis {4- (4-hydroxyphenylsulfonyl) phenoxy} -m-xylene and 4 ,
4'-bis {4- (4-hydroxyphenylsulfonyl) phenyl-1,3-phenylenebismethyleneoxy} diphenylsulfone and α, α'-bis-4- [4
Combination of-{4- (4-hydroxyphenylsulfonyl) phenyl-1,3-phenylenebismethyleneoxy} phenylsulfonyl] phenoxy-m-xylene (2-8) α, α'-bis {4- (4-hydroxy Phenylsulfonyl) phenoxy {-o-xylene and 4,
4'-bis {4- (4-hydroxyphenylsulfonyl) phenyl-1,2-phenylenebismethyleneoxy} diphenylsulfone and α, α'-bis-4- [4
Combination of-{4- (4-hydroxyphenylsulfonyl) phenyl-1,2-phenylenebismethyleneoxy} phenylsulfonyl] phenoxy-o-xylene (2-9) 1,4-bis} 4- (4-hydroxyphenyl Combination of sulfonyl) phenoxy {-trans-2-butene and 4,4'-bis {4- (4-hydroxyphenylsulfonyl) phenoxy-2-trans-butenyloxy} diphenylsulfone (2-10) 1,2-bis} Combination of 4- (4-hydroxyphenylsulfonyl) phenoxy} -ethane and 4,4'-bis {2- (4-hydroxyphenylsulfonyl) phenoxy-ethyloxy} diphenylsulfone

(2-11) 1,4-bis {4- (4-hydroxyphenylsulfonyl) phenoxy} -butane and 4,4'-bis {4- (4-hydroxyphenylsulfonyl) phenoxy-butyloxy} diphenylsulfone Combination of (2-12) 1,6-bis {4- (4-hydroxyphenylsulfonyl) phenoxy} hexane and 4,4'-bis {6- (4-hydroxyphenylsulfonyl) phenoxy-hexyloxy} diphenylsulfone Combination (2-13) 1,3-bis {4- (4-hydroxyphenylsulfonyl) phenoxy} -2-hydroxypropane and 4,4'-bis {4- (4-hydroxyphenylsulfonyl) phenoxy-2-hydroxy Propyloxy
Combination with diphenyl sulfone (2-14) 1,3-bis {4- (4-hydroxyphenylsulfonyl) phenoxy} -2-hydroxypropane and 4,4'-bis {4- (4-hydroxyphenylsulfonyl) phenoxy -2-hydroxypropyloxy}
Diphenyl sulfone and 1,3-bis-4- [4-
{4- (4-hydroxyphenylsulfonyl) phenoxy-2-hydroxypropyloxy} phenylsulfonyl] phenoxy-2-hydroxypropane.

In the present invention, particularly preferred among the phenol derivatives represented by the general formula (II) is benzyl 4-hydroxybenzoate. Particularly preferred among the phenol derivatives represented by the general formula (III) are 1,7-di (4-hydroxyphenylthio) -3,5-dioxaheptane and 2,2'-bis (4-hydroxyphenyl). Thio) diethyl ether.

The present invention can be used for any purpose as long as it is a recording material using a color-forming dye, and can be used, for example, as a heat-sensitive recording material or a pressure-sensitive copying material. When the present invention is used for heat-sensitive recording paper, a known image storage stabilizer and a developer may be used in the same manner as described above.For example, fine particles of the compound of the present invention and fine particles of a color-forming dye may be used. It can be produced by mixing a suspension dispersed in an aqueous solution of a water-soluble binder such as polyvinyl alcohol or cellulose, coating the mixture on a support such as paper, and drying.

Formulas (I) and (II) for the color-forming dye
The proportion of the compound represented by formula (I), (III) or (III) is 1 to 10 parts by weight based on 1 part by weight of the chromogenic dye. Parts, preferably 1.5 to 5 parts by weight. In the recording material of the present invention,
In addition to the color-forming dyes and the compounds represented by formulas (I), (II) and (III), known color developers, image stabilizers, sensitizers, fillers, dispersants, antioxidants, desensitizers Agent, anti-adhesive agent,
An antifoaming agent, a light stabilizer, a fluorescent whitening agent and the like can be contained as required.

These chemicals may be contained in the color-forming layer. However, when they have a multilayer structure, they may be contained in any layer such as a protective layer. In particular, when an overcoat layer or an undercoat layer is provided above and / or below the color-forming layer, these layers can contain an antioxidant, a light stabilizer, and the like. In addition, antioxidants,
The light stabilizer can be contained in these layers in the form of being encapsulated in microcapsules as required.

Examples of the color-forming dye used in the recording material of the present invention include fluoran-based, phthalide-based, lactam-based, triphenylmethane-based, phenothiazine-based, and spiropyran-based leuco dyes. It is not limited, and any color-forming dye that can be colored by contact with a color developer, which is an acidic substance, can be used.
These color-forming dyes are used alone, and a recording material of the color to be formed is of course manufactured, but two or more of them can be mixed and used. For example, red,
A recording material that develops a true black color can be produced by using a mixture of three primary color developing dyes of blue and green or a black coloring dye.

Among these dyes, fluoran dyes are exemplified by 3-diethylamino-6-methyl-7-.
Anilinofluoran, 3-dibutylamino-6-methyl-7-anilinofluoran, 3- (N-ethyl-N-isobutylamino) -6-methyl-7-anilinofluoran, 3- (N- Methyl-N-propylamino) -6-methyl-7-anilinofluoran, 3- (N-ethyl-N
-Isopentylamino) -6-methyl-7-anilinofluoran, 3-diethylamino-7- (o-chloroanilino) fluoran, 3-dibutylamino-7- (o-chloroanilino) fluoran, 3- (N-ethyl -P-toluidino) -6-methyl-7-anilinofluoran, 3
-(N-cyclohexyl-N-methylamino) -6-methyl-7-anilinofluoran,

3-pyrrolidino-6-methyl-7-aralinofluoran, 3-piperidino-6-methyl-7-aralinofluoran, 3-dimethylamino-7- (m-trifluoromethylanilino) fluoran , 3-dipentylamino-6-methyl-7-anilinofluoran, 3- (N
-Ethoxypropyl-N-ethylamino) -6-methyl-7-anilinofluoran, 3-dibutylamino-7-
(O-Fluoroanilino) fluoran, 3-diethylaminobenzo [a] fluoran, 3-dimethylamino-6-
Methyl-7-chlorofluoran, 3-diethylamino-
5-methyl-7-dibenzylaminofluoran, 3-diethylamino-7-dibenzylaminofluoran, 3-
Diethylamino-5-chlorofluoran, 3-diethylamino-6- (N, N'-dibenzylamino) fluoran, 3,6-domethoxyfluoran 2,4-dimethyl-6- (4-dimethylaminophenyl) amino Fluoran and the like.

As the near infrared absorbing dye, 3- (4
-(4- (4-anilino) -anilino) anilino-6
Methyl-7-chlorofluoran, 3,3-bis (2-
(4-dimethylaminophenyl) -2- (4-methoxyphenyl) vinyl) -4,5,6,7-tetrachlorophthalide, 3,6,6′-tris (dimethylamino) spiro [fluorene-9, 3'-phthalide] and the like. Other examples include 3,3-bis (4'-diethylaminophenyl) -6-diethylaminophthalide.

Examples of the developer include bisphenol A, 4,4'-sec-butylidene bisphenol,
4,4'-cyclohexylidenebisphenol, 2,2
-Dimethyl-3,3-bis (4-hydroxyphenyl)
Butane, 2,2'-dihydroxydiphenyl, pentamethylene-bis (4-hydroxybenzoate), 2,2
Bisphenol compounds such as -dimethyl-3,3-di (4-hydroxyphenyl) pentane and 2,2-di (4-hydroxyphenyl) hexane; metal benzoates such as zinc benzoate and zinc 4-nitrobenzoate; 4- (2- (4-
Salicylic acids such as methoxyphenyloxy) ethyloxy) salicylic acid, zinc salicylate, metal salts of salicylic acid such as bis {4- (octyloxycarbonylamino) -2-hydroxybenzoic acid} zinc, 4,4′-dihydroxydiphenylsulfone, 2, 4'-dihydroxydiphenylsulfone, 4-hydroxy-4'-methyldiphenylsulfone, 4-hydroxy-4'-isopropoxydiphenylsulfone, 4-hydroxy-4'-butoxydiphenylsulfone, 4,4'-dihydroxy-3, 3 '
Hydroxysulfones such as -diallyldiphenylsulfone, 3,4-dihydroxy-4'-methyldiphenylsulfone, 4,4'-dihydroxy-3,3 ', 5,5'-tetrabromodiphenylsulfone, 4-hydroxyphthalic acid Dimethyl, 4-hydroxyphthalic acid diesters such as 4-hydroxyphthalic acid dicyclohexyl, 4-hydroxyphthalic acid diesters and the like, hydroxynaphthoic acid esters such as 2-hydroxy-6-carboxynaphthalene and the like, hydroxyacetophenone, p-phenylphenol, Benzyl 4-hydroxyphenylacetate, p-benzylphenol, hydroquinone-monobenzyl ether, trihalomethylsulfones such as tribromomethylphenylsulfone, and 4,4'-bis (p-toluenesulfonylaminoca) Boniruamino) sulfonylureas such as diphenylmethane, tetracyanoquinodimethane compounds,
2,4-dihydroxy-2'-methoxybenzanilide and the like can be mentioned.

Examples of the image stabilizer include diphenyl sulfones containing an epoxy group such as 4-benzyloxy-4 '-(2-methylglycidyloxy) -diphenylsulfone and 4,4'-diglycidyloxydiphenylsulfone; 1,4-diglycidyloxybenzene, 4- (α
-(Hydroxymethyl) benzyloxy) -4'-hydroxydiphenylsulfone, 2-propanol derivative,
Examples thereof include salicylic acid derivatives, metal salts of oxynaphthoic acid derivatives (particularly zinc salts), and other water-insoluble zinc compounds.

Examples of the sensitizer include higher fatty acid amides such as stearic acid amide, benzamide, stearic acid anilide, acetoacetic anilide, thioacetanilide, dibenzyl oxalate, di (4-methylbenzyl) oxalate, and di (oxalate) 4-chlorobenzyl), dimethyl phthalate, dimethyl terephthalate, dibenzyl terephthalate, dibenzyl isophthalate, bis (tert-butylphenol) s, diethers of 4,4'-dihydroxydiphenylsulfone, 1,2-bis (phenoxy)
Ethane, 1,2-bis (4-methylphenoxy) ethane, 1,2-bis (3-methylphenoxy) ethane, 2
-Naphthol benzyl ether, diphenylamine, carbazole, 2,3-di-m-tolylbutane, 4-benzylbiphenyl, 4,4'-dimethylbiphenyl, m-
Terphenyl, di-β-naphthylphenylenediamine,
Phenyl 1-hydroxy-naphthoate, 2-naphthylbenzyl ether, 4-methylphenyl-biphenyl ether, 2,2-bis (3,4-dimethylphenyl) ethane, 2,3,5,6-tetramethyl-4 ' -Methyldiphenylmethane and the like. Preferably,
Examples thereof include ethers such as 1,2-bis (3-methylphenoxy) ethane and 2-naphthylbenzyl ether, and aromatic hydrocarbons such as m-terphenyl and 4-benzylbiphenyl.

As the filler, silica, clay, kaolin, calcined kaolin, talc, satin white, aluminum hydroxide, calcium carbonate, magnesium carbonate, zinc oxide, titanium oxide, barium sulfate, magnesium silicate,
Aluminum silicate, plastic pigment and the like can be used. Particularly in the recording material of the present invention, an alkaline earth metal salt is preferable. Further, carbonates are preferable, and calcium carbonate, magnesium carbonate and the like are preferable. The filler is used in an amount of 0.1 to 15 parts by weight per 1 part by weight of the coloring dye,
Preferably it is 1 to 10 parts by weight. It is also possible to use a mixture of the above-mentioned other fillers.

Examples of the dispersant include sulfosuccinates such as dioctyl sodium sulfosuccinate, sodium dodecylbenzenesulfonate, sodium lauryl alcohol sulfate and fatty acid salts.

As antioxidants, 2,2'-methylenebis (4-methyl-6-tert-butylphenol),
2,2'-methylenebis (4-ethyl-6-tert-
Butylphenol), 4,4'-propylmethylenebis (3-methyl-6-tert-butylphenol),
4,4'-butylidenebis (3-methyl-6-tert
-Butylphenol), 4,4'-thiobis (2-te
rt-butyl-5-methylphenol), 1,1,3-
Tris (2-methyl-4-hydroxy-5-tert-
Butylphenyl) butane, 1,1,3-tris (2-methyl-4-hydroxy-5-cyclohexylphenyl)
Butane and the like can be mentioned.

Examples of the desensitizer include higher aliphatic alcohols, polyethylene glycol, and guanidine derivatives.

Examples of the antiadhesive include stearic acid, zinc stearate, calcium stearate, carnauba wax, paraffin wax, ester wax and the like. As the light stabilizer, phenyl salicylate, p-tert-butylphenyl salicylate,
salicylic acid-based ultraviolet absorbers such as p-octylphenyl salicylate, 2,4-dihydroxybenzophenone,
2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-benzyloxybenzophenone, 2-hydroxy-4-octyloxybenzophenone, 2-hydroxy-4-dodecyloxybenzophenone, 2,
2'-dihydroxy-4-methoxybenzophenone,
Benzophenone-based ultraviolet absorbers such as 2,2'-dihydroxy-4,4'-dimethoxybenzophenone and 2-hydroxy-4-methoxy-5-sulfobenzophenone;
-(2'-hydroxy-5'-methylphenyl) benzotriazole, 2- (2'-hydroxy-5'-ter
t-butylphenyl) benzotriazole, 2- (2 '
-Hydroxy-3 ', 5'-di-tert-butylphenyl) benzotriazole, 2- (2'-hydroxy-
3'-tert-butyl-5'-methylphenyl) -5
-Chlorobenzotriazole, 2- (2'-hydroxy-3 ', 5'-di-tert-butylphenyl) -5
Chlorobenzotriazole, 2- (2'-hydroxy-
3 ', 5'-di-tert-amylphenyl) benzotriazole, 2- [2'-hydroxy-3'-(3 ",
4 ", 5", 6 "-tetrahydrophthalimidomethyl)
-5'-methylphenyl] benzotriazole, 2-
(2'-hydroxy-5'-tert-octylphenyl) benzotriazole, 2- [2'-hydroxy-
3 ', 5'-bis (α, α-dimethylbenzyl) phenyl] -2H-benzotriazole, 2- (2'-hydroxy-3'-dodecyl-5'-methylphenyl) benzotriazole, 2- (2'-Hydroxy-3'-undecyl-5'-methylphenyl) benzotriazole, 2
-(2'-hydroxy-3'-undecyl-5'-methylphenyl) benzotriazole, 2- (2'-hydroxy-3'-tridecyl-5'-methylphenyl) benzotriazole, 2- (2'-hydroxy -3'-tetradecyl-5'-methylphenyl) benzotriazole, 2- (2'-hydroxy-3'-pentadecyl-
5'-methylphenyl) benzotriazole, 2-
(2'-hydroxy-3'-hexadecyl-5'-methylphenyl) henzotriazole, 2- [2'-hydroxy-4 '-(2 "-ethylhexyl) oxyphenyl] benzotriazole, 2- [2'-hydroxy −
4 '-(2 "-ethylheptyl) oxyphenyl] benzotriazole, 2- [2'-hydroxy-4'-
(2 "-ethyloctyl) oxyphenyl] benzotriazole, 2- [2'-hydroxy-4 '-(2" -propyloctyl) oxyphenyl] benzotriazole, 2- [2. -Hydroxy-4 '-(2 "-propylheptyl) oxyphenyl] benzotriazole, 2-
[2'-hydroxy-4 '-(2 "-propylhexyl) oxyphenyl] benzotriazole, 2- [2'
-Hydroxy-4 '-(1 "-ethylhexyl) oxyphenyl] benzotriazole, 2- [2'-hydroxy-4'-(1" -ethylheptyl) oxyphenyl]
Benzotriazole, 2- [2'-hydroxy-4'-
(1'-ethyloctyl) oxyphenyl] benzotriazole, 2- [2'-hydroxy-4 '-(1 "-propyloctyl) oxyphenyl] benzotriazole, 2- [2'-hydroxy-4'-(1 "-Propylheptyl) oxyphenyl] benzotriazole, 2-
[2'-hydroxy-4 '-(1 "-propylhexyl) oxyphenyl] benzotriazole, polyethylene glycol and methyl-3- [3-tert-butyl-
Benzotriazole ultraviolet absorbers such as condensates with 5- (2H-benzotriazol-2-yl) -4-hydroxyphenyl] propionate, 2'-ethylhexyl-2-cyano-3,3-diphenylacrylate, ethyl- A cyanoacrylate-based ultraviolet absorber such as 2-cyano-3,3-diphenylacrylate;
2,6,6-tetramethyl-4-piperidyl) sebacate, bis (2,2,6,6-tetramethyl-succinate)
4-piperidyl) ester, 2- (3,5-di-ter)
Hindered amine-based ultraviolet absorbers such as t-butyl) malonic acid-bis (1,2,2,6,6-pentamethyl-4-piperidyl) ester and the like can be mentioned.

Examples of the fluorescent dye include the following. 4,4'-bis [2-anilino-4- (2-hydroxyethyl) amino-1,3,5-triazinyl-6-amino) stilbene-2,2'-disulfonic acid = disodium salt 4,4 ' -Bis [2-anilino-4-bis (hydroxyethyl) amino-1,3,5-triazinyl-6-amino) stilbene-2,2'-disulfonic acid = disodium salt 4,4'-bis [2- Methoxy-4- (2-hydroxyethyl) amino-1,3,5-triazinyl-6-amino) stilbene-2,2'-disulfonic acid = disodium salt 4,4'-bis [2-methoxy-4- (2-Hydroxypropyl) amino-1,3,5-triazinyl-6-amino) stilbene-2,2'-disulfonic acid = disodium salt 4,4'-bis [2-m-sulfoanilino-4-bi 2- (hydroxyethyl) amino-1,3,5-triazinyl-6-amino] stilbene-2,2'-disulfonic acid = disodium salt 4- [2-p-sulfoanilino-4-bis (hydroxyethyl) amino- 1,3,5-triazinyl-6-amino] -4 '-[2-m-sulfoanilino-4-bis (hydroxyethyl) amino-1,3,5-triazinyl-
6-Amino] stilbene-2,2'-disulfonic acid = tetrasodium salt

4,4'-bis [2-p-sulfoanilino-4-bis (hydroxyethyl) amino-1,3,5-
Triazinyl-6-amino] stilbene-2,2'-disulfonic acid = tetrasodium salt 4,4'-bis [2- (2,5-disulfoanilino)-
4-phenoxyamino-1,3,5-triazinyl-6
-Amino] stilbene-2,2'-disulfonic acid = hexasodium salt 4,4'-bis [2- (2,5-disulfoanilino)-
4- (p-methoxycarbonylphenoxy) amino-
1,3,5-triazinyl-6-amino] stilbene-
2,2'-disulfonic acid = hexasodium salt 4,4'-bis [2- (p-sulfophenoxy) -4-
Bis (hydroxyethyl) amino-1,3,5-triazinyl-6-amino] stilbene-2,2'-disulfonic acid = tetrasodium salt 4,4'-bis [2- (2,5-disulfoanilino)-
4-formalinylamino-1,3,5-triazinyl-
6-amino] stilbene-2,2'-disulfonic acid = hexasodium salt 4,4'-bis [2- (2,5-disulfoanilino)-
4-bis (hydroxyethyl) amino-1,3,5-triazinyl-6-amino] stilbene-2,2'-disulfonic acid hexasodium salt

The compound of the present invention can be used for pressure-sensitive copying paper in the same manner as in the case of using a known image storage stabilizer, developer or sensitizer. For example, a color-forming dye microencapsulated by a known method is dispersed with a suitable dispersant, and is applied to paper to prepare a color-forming sheet. Also, a developer dispersion sheet is applied to paper to produce a developer sheet. In that case, when the compound of the present invention is used as an image storage stabilizer, it may be used by dispersing it in any dispersion of a color former sheet or a developer sheet. The pressure-sensitive copying paper is manufactured by combining the two sheets thus manufactured. The pressure-sensitive copying paper is composed of an upper paper having a microcapsule containing an organic solvent solution of a chromogenic dye applied and carried on the lower surface, and a lower paper having a developer (acidic substance) applied and carried on the upper surface. It may be a unit or a so-called self-content paper in which microcapsules and a developer are applied on the same paper surface.

As the developer to be used at that time or as a developer to be used by mixing with the compound of the present invention, conventionally known ones can be used, for example, acid clay, activated clay, apatargite, bentonite, colloidal silica, silicic acid Inorganic acidic substances such as aluminum, magnesium silicate, zinc silicate, tin silicate, calcined kaolin, and talc; aliphatic carboxylic acids such as oxalic acid, maleic acid, tartaric acid, citric acid, succinic acid, and succinic acid; benzoic acid; p-tert- Butylbenzoic acid, phthalic acid, gallic acid, salicylic acid, 3-isopropylsalicylic acid, 3-phenylsalicylic acid, 3-cyclohexylsalicylic acid, 3,5-di-tert-butylsalicylic acid, 3-methyl-5-benzylsalicylic acid, 3-phenyl -5- (2,2-dimethylbenzyl) salicylic acid,
3,5-di- (2-methylbenzyl) salicylic acid, 2-
Aromatic carboxylic acids such as hydroxy-1-benzyl-3-naphthoic acid, metal salts of these aromatic carboxylic acids such as zinc, magnesium, aluminum, and titanium; p-phenylphenol-formalin resin; p-butylphenol-
Examples thereof include a phenol resin-based developer such as an acetylene resin, and a mixture of the phenol resin-based developer with the metal salt of the aromatic carboxylic acid.

[0050]

EXAMPLES Hereinafter, the recording material of the present invention will be described in detail with reference to examples, but is not necessarily limited thereto. Example 1 Dispersion A 2-anilino-3-methyl-6-dibutylaminofluorane 20.0 g PVA-105 10% aqueous solution 105.0 g Dispersion B 2,2'-bis [4- (4-hydroxyphenylsulfone) Phenoxy] diethyl ether 20.0 g PVA-105 10% aqueous solution 105.0 g dispersion C 1,7-di (4-hydroxyphenylthio) -3,5-dioxaheptane 20.0 g PVA-105 10% aqueous solution 105 1.0 g Dispersion D Bis (4-methylbenzyl) oxalate 20.0 g PVA-105 10% aqueous solution 105.0 g Dispersion E Filler (calcium carbonate) 27.8 g PVA-105 10% aqueous solution 26.2 g Pure water 71. 0g

Each mixture of the above composition was
And then sufficiently milled to obtain dispersions A, B, C, D, and E.
Each dispersion liquid was prepared, and the dispersion liquid Al part by weight, B2 part by weight, C
1 part by weight, D1 part by weight, E4 part by weight, and stearic acid
Zinc dispersion (Hydrin Z-7-30 manufactured by Chukyo Yushi)
A coating solution was prepared by mixing 0.5 parts by weight. This coating solution
Is coated on white paper using a wire rod (No. 12).
After drying the fabric, calender the paper and apply heat-sensitive recording paper.
(The amount of application was about 5.5 g / m2 in dry weight.) ^Two).

Example 2 The same procedures as in Example 1 were carried out except that the dispersion liquid had parts by weight of Al, B2 parts by weight, C
A coating solution was prepared by mixing 2 parts by weight, E4 parts by weight, and 0.5 parts by weight of a zinc stearate dispersion (Hydrin Z-7-30 manufactured by Chukyo Yushi), and the other procedures were the same as in Example 1. Thermal recording paper was made.

Example 3 In dispersion B of Example 1, 2,2'-bis [4- (4
75% by weight of 2,2'-bis [4- (4-hydroxyphenylsulfone) phenoxy] diethyl ether and 4,4'-bis [4- (4-hydroxy Phenylsulfonyl) phenoxy-2-ethyleneoxyethoxy] diphenylsulfone 20% by weight and 2,2'-
20.0 g of a mixture of 5% by weight of bis [4- (4- [4- (4-hydroxyphenylsulfonyl) phenoxy-2-ethyleneoxyethoxy] phenylsulfonyl) phenoxy] diethyl ether were used. A thermosensitive recording paper was prepared in the same manner.

Example 4 In the dispersion C of Example 1, 2,2'-bis (4-hydroxyphenyl) was used instead of 1,7-di (4-hydroxyphenylthio) -3,5-dioxaheptane. A thermal recording paper was prepared in the same manner as in Example 2 except that thio) diethyl ether was used.

Example 5 In the dispersion C of Example 1, benzyl 4-hydroxybenzoate was used in place of 1,7-di (4-hydroxyphenylthio) -3,5-dioxaheptane. A thermosensitive recording paper was prepared in the same manner as in Example 2.

Comparative Example 1 The same procedures as in Example 1 were carried out except that the dispersion liquid had parts by weight of Al, B
A coating solution was prepared by mixing 2 parts by weight, E4 parts by weight, and 0.5 parts by weight of a zinc stearate dispersion (Hydrin Z-7-30 manufactured by Chukyo Yushi), and the other procedures were the same as in Example 1. Thermal recording paper was made.

Comparative Example 2 In the dispersion C of Example 1, 4-isopropoxy-4'-hydroxydiphenylsulfone was used instead of 1,7-di (4-hydroxyphenylthio) -3,5-dioxaheptane. Was used in the same manner as in Example 2 to prepare a thermosensitive recording paper.

Comparative Example 3 In the dispersion C of Example 1, bisphenol A was used in place of 1,7-di (4-hydroxyphenylthio) -3,5-dioxaheptane. A thermosensitive recording paper was prepared in the same manner as described above.

Comparative Example 4 The same procedures as in Example 1 were carried out except that the dispersion had Al parts by weight, C2 parts by weight, D
A coating solution was prepared by mixing 2 parts by weight, E4 parts by weight, and 0.5 parts by weight of a zinc stearate dispersion (Hydrin Z-7-30 manufactured by Chukyo Yushi), and the other procedures were the same as in Example 1. Thermal recording paper was made.

Test Example 1 (Coloring Test of Thermal Paper) The thermal paper prepared in Examples 1 to 5 and Comparative Examples 1 to 3 was applied to a thermal paper coloring tester (TH-PMD, manufactured by Okura Electric Co., Ltd., resistance value of thermal head: 1204Ω). ) And print voltage 22
The color was developed under the conditions of V and a pulse width of 0.95 millisecond, and the optical density of the image was measured using a Macbeth reflection densitometer RD-514 (with a filter BW (Watten # 106) attached). The results are shown in Table 1.

[0061]

[Table 1]

The measured values in Table 1 indicate that the larger the value, the higher the optical density. That is, it shows that the recording material of the present invention has excellent color-forming sensitivity. The thermal papers of Examples 1 to 5 also had good whiteness.

Test Example 2 (Plasticizer resistance test of heat-sensitive paper) A vinyl chloride wrap film was adhered to the color-formed surface of the color-formed image of the heat-sensitive paper prepared in Examples 1 to 3 and Comparative Example 4. After standing for 16 hours, a plasticizer resistance test was performed. Each of the optical densities of the images before and after the test was measured using a Macbeth densitometer RD-514 [filter BW (Ratten # 10)
6) was used. The results are shown in Table 2. The image is a thermal paper coloring tester (TH-PMD manufactured by Okura Electric Co., Ltd., resistance value of thermal head 1204)
.OMEGA.) To form a color under the conditions of a printing voltage of 22 V and a pulse width of 1.8 msec.

Test Example 3 (Oil Resistance Test of Thermal Paper) The thermal papers prepared in Examples 1 to 3 and Comparative Example 4 were
The color was developed in the same manner as in Test Example 2, and the developed image was allowed to stand at 25 ° C. for 24 hours while immersed in salad oil to perform an oil resistance test. The optical densities of the images before and after the test were measured using a Macbeth reflection densitometer RD-514 (with a filter BW (Watten # 106)). The results are shown in Table 2.

[0065]

[Table 2]

The measured values in Table 2 indicate that the larger the value, the higher the optical density. In other words, it shows that the recording material of the present invention has excellent plasticizer resistance and oil resistance.

[0067]

The recording material of the present invention has a high color-forming sensitivity and excellent image storability, especially excellent oil resistance and plasticizer resistance.

Claims (4)

[Claims] 1. A recording material containing a color-forming dye, comprising a compound represented by the general formula (I): [In the formula, X and Y each represent a hydrocarbon group which may be different from each other and may have a linear or branched saturated or unsaturated carbon atom having 1 to 12 carbon atoms, or may have an ether bond; Or (R ₇ represents a methylene group or an ethylene group, T represents a hydrogen atom or a C ₁ -C ₄ alkyl group). R ₁
To R ₆ each independently represent a halogen atom, a C _{1 to} C ₆ alkyl group or an alkenyl group. Also, m, n, p, q,
r and t represent integers from 0 to 4, and when 2 or more, R ₁ to
R ₆ may be different from each other. a represents an integer of 0, 1 or 2. And at least one diphenylsulfone bridged compound represented by the general formula (II) or (III): (Wherein, R represents a straight-chain or branched carbon atom having 1 to 1 carbon atoms.
Represents 12 saturated or unsaturated hydrocarbon groups or aralkyl groups. ) (Wherein, Z is a linear or branched carbon atom having 1 to 1 carbon atoms.
Represents a hydrocarbon group which may have 12 saturated, unsaturated or ether bonds. A recording material comprising at least one phenol compound represented by the formula (1): 2. A recording material containing a chromogenic dye, wherein one or two or more diphenylsulfone cross-linked compounds in which a in formula (I) is 0, and a in formula (I)
Is one or two or more of diphenylsulfone bridged compounds having the general formula (II) or the general formula (II)
A recording material comprising one or more of the phenolic compounds represented by I). 3. A diphenylsulfone bridged compound in which a of the general formula (I) is 1 or 2 is present in an amount of 0.05 to 100 parts by weight of the diphenylsulfone bridged compound in which a of the general formula (I) is 0. 3. The recording material according to claim 2, wherein the amount is from 100 to 100 parts by weight. 4. A compound of the formula (II) based on 100 parts by weight of the diphenylsulfone bridged compound represented by the formula (I)
Alternatively, when the phenol compound represented by the general formula (III) is 10
4. The recording material according to claim 1, wherein the amount is from 500 to 500 parts by weight.