JPH1158963A - Reversible thermal recording material - Google Patents

Abstract

PROBLEM TO BE SOLVED: To enable the formation and elimination of an image, to reduce damage by the repeated use of color development and color extinction, and to improve durability by incorporating a curing reaction product of a polyol resin having a specified OH value and an polyisocyanate compound into a reversible thermal recording layer. SOLUTION: A curing reaction product of a polyol resin of 80-500 mg KOH/g OH value and a polyisocyanate compound together with a leuco dye and a reversible developer is used as a binder resin in a reversible thermal recording layer. The chief role of the binder resin in a reversible thermosensible layer is to prevent the aggregation of a reversible thermal coloring composition by the repetition of color development and color extinction. The addition of the curing reaction product not only into the reversible thermosensible layer but also into an anchor layer and a protective layer is very effective. In this way, a material can be obtained which is scarcely broken by heat by repeated color development and color extinction without damaging the color development and color extinction of the reversible thermosensible layer and has good durability.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a reversible thermosensitive recording material capable of forming and erasing an image by heating. The reversible thermosensitive recording material is less damaged by repeated use of coloring and decoloring, and has high durability. It provides a recording material.

[0002]

2. Description of the Related Art A heat-sensitive recording material generally comprises a support provided with a heat-sensitive recording layer mainly comprising an electron-donating, usually colorless or pale-colored leuco dye and an electron-accepting developer. By heating with a thermal head, a hot pen, a laser beam, or the like, the leuco dye and the developer react instantaneously to obtain a recorded image. JP-B-43-4160, JP-B-43
It is disclosed in JP-A-5-14039.

In general, it is impossible for such a heat-sensitive recording material to form an image once and erase that portion and return to the state before image formation. There was no choice but to add to the formation. For this reason, when the area of the heat-sensitive recording portion is limited, there has been a problem that the recordable information is limited and all necessary information cannot be recorded.

In recent years, reversible thermosensitive recording materials which can be used repeatedly for image formation and image erasure have been devised in order to cope with such a problem.
7, JP-A-63-39377, JP-A-63-39377
JP-A-41186 describes a heat-sensitive recording material composed of a resin base material and low-molecular organic molecules dispersed in the resin base material. However, in this method, the transparency of the heat-sensitive recording material is reversibly changed by heat energy, so that the contrast between the image forming portion and the non-image forming portion is insufficient.

In the methods described in Japanese Patent Application Laid-Open Nos. 50-81157 and 50-105555, since the image to be formed changes according to the environmental temperature, the image forming state and the erasing state are changed. Are different from each other, and these two states cannot be maintained for an arbitrary period at room temperature.

Further, Japanese Patent Application Laid-Open No. Sho 59-120492 discloses that an image forming state is controlled by keeping a recording material in a hysteresis temperature range by utilizing a hysteresis characteristic of a coloring component.
Although a method for maintaining the erased state is described, this method requires a heating source and a cooling source for image formation and erasure, and the temperature range in which the image formation state and the erased state can be maintained is limited to the hysteresis temperature range. However, it is still insufficient for use in the temperature environment of daily life.

On the other hand, JP-A-2-188293, JP-A-2-188294, and International Publication No.
No. 11898 describes a reversible thermosensitive recording medium comprising a leuco dye and a color-reducing agent which causes the leuco dye to develop and decolor the color by heating. The color-developing agent is an amphoteric compound having an acidic group for coloring the leuco dye and a basic group for decolorizing the colored leuco dye, and has a coloring effect by an acidic group or a decolorizing effect by a basic group by controlling thermal energy. One is preferentially generated to perform color development and decoloration. However, in this method, it is impossible to completely switch between the coloring reaction and the decoloring reaction only by controlling the heat energy, and since both reactions occur at a certain ratio at the same time, a sufficient coloring density cannot be obtained. Can't do it perfectly. Therefore, sufficient image contrast cannot be obtained. Also,
Since the decolorizing action of the basic group also acts on the colored portion at room temperature,
The phenomenon that the density of the color-developed portion decreases over time is inevitable.

Further, Japanese Patent Application Laid-Open No. 5-124360 describes a reversible thermosensitive recording medium for coloring and decoloring a leuco dye by heating. Specific phenol compounds such as carboxylic acids, fatty acid dicarboxylic acids, and alkylthiophenols having alkyl groups having 12 or more carbon atoms, alkyloxyphenols, alkylcarbamoylphenols, and alkyl gallates are exemplified. However, even with this recording medium, the two problems of low color density and incomplete erasing cannot be solved at the same time, and there is no practically satisfactory image stability over time.

As described above, the conventional technique has good image contrast, can form and erase an image, and has a practical reversible colorless density which does not change even if color development and decoloration are repeated many times. No thermosensitive recording material was known.

The present applicant has found a novel reversible color developer capable of forming and erasing an image with good contrast and maintaining a stable image over time in an environment of daily life. It was previously proposed in JP-A-6-210954. However, in a reversible thermosensitive recording material having a reversible thermosensitive layer that develops color by such heat, its color developability,
It has been recognized that the properties such as the decolorability and their repeatability are also affected by binder resins and pigments other than the color-forming components, and depending on the type of the resin or the pigment, practical problems are recognized. In other words, the reversible thermosensitive recording material repeats coloring and decoloring in the same place, and the reversible developer particles tend to aggregate due to the heat and pressure at the time of applying heat. There are problems that the concentration is lowered and the reversible thermosensitive layer is deteriorated.

[0011]

SUMMARY OF THE INVENTION An object of the present invention is to provide a reversible thermosensitive recording material which is capable of forming and erasing an image, has little damage even by repeated use of coloring and decoloring, and has high durability. It is to be.

[0012]

Means for Solving the Problems The present inventor has conducted a study to solve this problem. As a result, at least one surface of the support is usually made of a colorless or pale-colored leuco dye, and the leuco dye is colored by heating. In a reversible thermosensitive recording material provided with a reversible thermosensitive recording layer containing a reversible color developer for reheating and decoloring, a resin OH value of 80 to 500 mgKOH / g is contained in the reversible thermosensitive recording layer. A reversible thermosensitive recording material containing a cured reaction product of a polyol resin and a polyisocyanate compound is used. Alternatively, at least one surface of the support is provided with a reversible thermosensitive recording layer containing a colorless or pale-colored leuco dye, and a reversible developer that causes the leuco dye to develop color by heating, and then reheat and decolorize the heated leuco dye. A reversible thermosensitive recording material, comprising a protective layer on the upper surface of the reversible thermosensitive recording layer, wherein the protective layer contains a cured product of a polyol resin having a resin OH value of 80 to 500 mgKOH / g and a polyisocyanate compound. A reversible thermosensitive recording material. Alternatively, at least one surface of the support is provided with a reversible thermosensitive recording layer containing a colorless or pale-colored leuco dye, and a reversible developer that causes the leuco dye to develop color by heating, and then reheat and decolorize the heated leuco dye. In the reversible thermosensitive recording material, an anchor layer is provided between the reversible thermosensitive recording layer and a support, and a cured product of a polyol resin having a resin OH value of 80 to 500 mgKOH / g and a polyisocyanate compound is provided in the anchor layer. And a reversible thermosensitive recording material.
Further, the polyol has a resin acid value of 10 mgKOH /
This problem has been solved by a reversible thermosensitive recording material characterized by being less than g.

[0013]

BEST MODE FOR CARRYING OUT THE INVENTION A reversible thermosensitive recording material utilizing a reaction between an electron-donating dye precursor such as a leuco compound and a reversible developer is characterized in that the reversible developer has a relatively long-chain aliphatic carbon. There is a problem that the durability of the reversible thermosensitive layer is low because of having a hydrogen group. For example, when color development and decoloration are repeated at the same location, the reversible coloring material aggregates or the reversible thermosensitive recording layer flows out due to repeated exposure to the pressure of the thermal head and the heat source. It is easy to cause troubles that destroy the heat-sensitive layer.

With respect to these reversible thermosensitive recording layers, in the present invention, a curing reaction between a polyol resin having a resin OH value of 80 to 500 mg KOH / g and a polyisocyanate compound together with a leuco dye and a reversible developer in the reversible thermosensitive recording layer. Is used as a binder resin. The main role of the binder resin in the reversible thermosensitive layer is to prevent the reversible thermochromic composition from aggregating due to repetition of coloring and decoloring, and a polyol resin having a resin OH value of 80 to 500 mgKOH / g. And a polyisocyanate compound containing a cured reaction product as a binder resin, without impairing the coloring and decoloring characteristics, repeatedly improving durability, greatly increasing the life of the recording material, and reversing the thermosensitive recording material. The commercial value of is also improved.

Although the reason for improving the durability of the reversible thermosensitive layer according to the present invention is not sufficiently clear, the resin OH value is 80 to 500.
The cured product of the mgKOH / g polyol resin and the polyisocyanate compound greatly contributes to the improvement of the heat resistance and durability of the reversible thermosensitive layer, and the adhesive effect inherent in the binder resin,
It is thought to provide very high elasticity and excellent heat resistance at high temperatures without impairing dispersibility, color development and decoloring properties. It is presumed that these features prevent difficulties such as aggregation of the reversible developer particles in the reversible thermosensitive layer and improve the quality.

The reversible developer particles tend to agglomerate due to the effect of the surrounding binder resin being deformed by the temperature and pressure at the time of application of heat, which leads to a reduction in color development. It is presumed that a cured product of a high-valent polyol resin and an isocyanate compound functions as a binder resin having a very high crosslink density, and contributes to an improvement in heat resistance. As a result, the reversible developer particles are not affected by the binder resin, and the reversible developer particles maintain their initial state even after long-term use.

These resins have an OH value of 80 to 500 mg KO
The cured product of the H / g polyol resin and the polyisocyanate compound is formed not only on the reversible thermosensitive layer, but also on the anchor layer between the reversible thermosensitive layer and the support, or directly on the upper surface of the reversible thermosensitive layer or via an intermediate layer. It is also very effective to add it to the provided protective layer.

The resin added to the anchor layer has an OH value of 80 to
A cured product of a polyol resin of 500 mgKOH / g and a polyisocyanate compound improves the heat resistance of the anchor layer itself and the adhesion to the reversible thermosensitive layer, and does not impair the coloring and decoloring of the reversible thermosensitive layer. And a reversible thermosensitive recording material having good durability which is not easily destroyed by heat due to repeated decoloring.

The protective layer has a resin OH value of 80 to 500 m.
The use of a cured product of a gKOH / g polyol resin and a polyisocyanate compound prevents the surface from being deformed or discolored due to the heat and pressure during the application of heat at the time of color development, and the head matching property. And has a role of improving friction resistance and the like. In addition, advantages such as improvement in surface gloss, adhesion of dirt during repeated printing, and excellent scratch resistance are also recognized.

These resins have an OH value of 80 to 500 mg KO
When a cured product of a H / g polyol resin and a polyisocyanate compound is used for each layer, the heat resistance and adhesion between the layers are improved.

The resin used in the present invention has an OH value of 80 to 50.
As the 0 mg / KOH polyol resin, various known resins can be used. here,
The OH value indicates a free hydroxyl group contained in 1 g of the resin in terms of mg of potassium hydroxide equivalent to this.
The acid value is the value of the free fatty acid contained in 1 g of the resin expressed in mg of potassium hydroxide equivalent to the free fatty acid.

The higher valence reacts with the isocyanate to increase the amount of hydroxyl groups forming a urethane bond. O
When the H value is less than 80, the strength of the reversible thermosensitive layer decreases, and the desired effect cannot be obtained. If it is larger than 500, the affinity for water increases, and the water resistance decreases. In addition, the stability of the mixture of the polyol and the polyisocyanate is deteriorated.

The mixing ratio between the polyol and the polyisocyanate may be arbitrarily selected. It is preferred to use between. When the hydroxyl group is excessive, the water resistance tends to be poor, and when the hydroxyl group is less than this, the intended effect of modification by the polyol decreases.

The polyol resin used here may be any resin as long as the resin OH value is 80 to 500.
Resins used in the production of ordinary urethane coatings, urethane foams or urethane elastomers can be used.

Specific general examples include polyester polyols, polyether polyols, acrylic polyols, alkyd polyols and the like. Polyester polyols are those having a hydroxyl group among the condensates of polybasic acids and polyhydric alcohols, and the polybasic acids used in these include phthalic acid, isophthalic acid, terephthalic acid, trimellitic acid, pyromellitic acid There are aliphatic polybasic acids such as aromatic polybasic acids, succinic acid, glutaric acid, adipic acid, pimelic acid, azelaic acid, dimeric acid, and the like, and the acid anhydrides obtained from these polybasic acids are also the same. Used for

Examples of polyhydric alcohols include ethylene glycol, diethylene glycol, triethylene glycol, propylene glycol, dipropylene glycol,
Propanediol, neopentyl glycol, glycerin, trimethylolethane, trimethylolpropane,
In addition to low molecular weight polyols such as diglycerol, pentaerythritol, dipentaerythritol, diacetone glycol and hexanetriol, high molecular weight polyols such as polyethylene glycol, polypropylene glycol and polybutylene glycol are used. In addition to the polyester polyols obtained therefrom, there are also hydroxycarboxylic acids or condensates or ring-opening polymerizations of cyclic lactones thereof, such as polybutyrolactone diol and polycaprolactone diol. The polyether polyol is a polymer having a main chain comprising an ether bond, and includes polyethylene glycol, polypropylene glycol, polybutylene glycol, and branched esters thereof. Acrylic polyol is a copolymer of acrylic acid, methacrylic acid and their esters, and refers to those containing hydroxyl groups, and the copolymerization components containing hydroxyl groups include hydroxyethyl acrylate and hydroxyethyl methacrylate. , Hydroxypropyl acrylate, hydroxypropyl methacrylate, 3-chloroacrylate
2-hydroxypropyl, 3-chloro-methacrylate
2-hydroxypropyl, allyl alcohol and the like are used.

Examples of the copolymer components other than acrylic acid, methacrylic acid and their esters include styrene, α-methylstyrene, vinyltoluene, acrylamide, methacrylamide and derivatives thereof, vinyl acetate, and maleic anhydride. .

In addition, fluorine-containing polyols such as hydroxyl-containing fluoroolefins, hydroxyl-terminated polybutadienes, polyisoprenes, hydrogenated polybutadienes, hydrogenated polyisoprenes, polyurethanes and the like can be used. Furthermore, low molecular weight polyols such as diethylene glycol, triethylene glycol, glycerol, trimethylolpropane, pentaerythritol, 1,4-cyclohexadiol, 1,4-dihydroxybenzene,
An aliphatic, alicyclic, aromatic polyhydric alcohol or polyhydric phenol such as bisphenol A or bisphenol F or a condensate thereof can be used as a reactive diluent.

These polyol resins have an acid value of 1 in particular.
When it is 0 or less, the resin stability when mixed with the polyol becomes good.

As the polyisocyanate to be mixed with the polyol resin, various known polyisocyanates can be used. For example, phenylene diisocyanate (PDI), toluene diisocyanate (TD)
I), naphthalenediisocyanate (NDI), 4,
Aromatic diisocyanate such as 4 'diisocyanate diphenylmethane (MDI), aromatic aliphatic diisocyanate such as xylylene diisocyanate (XDI), hydrogenated T
DI, hydrogenated XDI, hydrogenated MDI, aliphatic or alicyclic diisocyanates such as hexamethylene diisocyanate (HMDI), isophorone diisocyanate (IPDI), and derivatives thereof, such as polyol adducts and trifunctional buret trimers In addition to the above polyisocyanates, various oligomers and polymers containing isocyanates can be mentioned.

When the mixture of the polyol and the polyisocyanate is in a liquid state, the mixture may be used as it is, or may be further diluted with a solvent which is non-reactive with the isocyanate. As a solvent that can be used, a solvent that dissolves a binder resin and disperses and dissolves a dye and a reversible developer is preferable. Specifically, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, isophorone, and tetrahydrofuran; ester compounds such as methyl acetate, ethyl acetate, butyl acetate, isobutyl acetate, isopropyl acetate, ethyl lactate, and glycol monoethyl ether such as glycol acetate; , Diethyl ether, glycol dimethyl ether, glycol diethyl ether, ethers such as dioxane, benzene,
Aromatic hydrocarbons such as toluene, xylene, cresol, chlorobenzene, and styrene; chlorinated hydrocarbons such as methylene chloride, ethylene chloride, carbon tetrachloride, chloroform, ethylene chlorohydrin, and dichlorobenzene; N, N-dimethyl Formaldehyde, pentane, hexane, and the like can be used, and it is preferable to use an organic solvent having no active hydrogen that is reactive with isocyanate. The curing reaction between the polyol resin and the polyisocyanate is performed at a reaction temperature of 50 to 160 ° C. and a reaction time of 0.1.
It may be performed in about 100 hours. Needless to say, a long reaction time is required when the reaction temperature is low, and a short time is required when the reaction temperature is high.

The amount of the curing reaction product of the polyol resin and the polyisocyanate is preferably 5 to 500 parts, more preferably 10 to 100 parts, per 100 parts of the total of the reversible developer and the electron-donating dye precursor. Department.

The leuco dye used in the present invention includes:
Generally, it is represented by those used for pressure-sensitive recording paper, heat-sensitive recording paper, and the like, but is not particularly limited. Specific examples include the following, but the present invention is not limited thereto. (1) Triarylmethane compound 3,3-bis (p-dimethylaminophenyl) -6-dimethylaminophthalide (crystal violet lactone), 3,3-bis (p-dimethylaminophenyl) phthalide, 3- ( p-dimethylaminophenyl) -3-
(1,2-dimethylindol-3-yl) phthalide,
3- (p-dimethylaminophenyl) -3- (2-methylindol-3-yl) phthalide, 3- (p-dimethylaminophenyl) -3- (2-phenylindole-
3-yl) phthalide, 3,3-bis (1,2-dimethylindol-3-yl) -5-dimethylaminophthalide, 3,3-bis (1,2-dimethylindole-3-
Yl) -6-dimethylaminophthalide, 3,3-bis (9-ethylcarbazol-3-yl) -5-dimethylaminophthalide, 3,3-bis (2-phenylindol-3-yl) -5 -Dimethylaminophthalide, 3-p
-Dimethylaminophenyl-3- (1-methylpyrrol-2-yl) -6-dimethylaminophthalide and the like,

(2) Diphenylmethane compounds 4,4'-bis (dimethylaminophenyl) benzhydrylbenzyl ether, N-chlorophenylleucouramine, N-2,4,5-trichlorophenylleucouramine, etc.

(3) Xanthene compounds rhodamine B anilinolactam, rhodamine B-p-chloroanilinolactam, 3-diethylamino-7-dibenzylaminofluoran, 3-diethylamino-7-octylaminofluoran, 3- Diethylamino-7-phenylfluoran, 3-diethylamino-7-chlorofluorane, 3-diethylamino-6-chloro-7-methylfluoran, 3-diethylamino-7- (3,4-dichloroanilino) fluoran, 3 -Diethylamino-7
-(2-chloroanilino) fluoran, 3-diethylamino-6-methyl-7-anilinofluoran, 3- (N
-Ethyl) tolylamino-6-methyl-7-anilinofluoran, 3-piperidino-6-methyl-7-anilinofluoran, 3- (N-ethyl) tolylamino-6-methyl-7-phenethylfluoran, 3-diethylamino-7- (4-nitroanilino) fluoran, 3-dibutylamino-6-methyl-7-anilinofluoran, 3-
(N-methyl) propylamino-6-methyl-7-anilinofluoran, 3- (N-ethyl) isoamylamino-6-methyl-7-anilinofluoran, 3- (N-methyl) cyclohexylamino- 6-methyl-7-anilinofluoran, 3- (N-ethyl) tetrahydrofurylamino-6-methyl-7-anilinofluoran, etc.

(4) Thiazine compounds Benzoyl leucomethylene blue, p-nitrobenzoyl leucomethylene blue, etc.

(5) Spiro compounds 3-methylspirodinaphthopyran, 3-ethylspirodinaphthopyran, 3,3'-dichlorospirodinaphthopyran, 3-benzylspirodinaphthopyran, 3-methylnaphtho- (3 -Methoxybenzo) spiropyran, 3-propylspirobenzopyran and the like.

The above usually colorless to pale leuco dyes may be used alone or in combination of two or more.

Examples of the reversible developer used in the present invention include, but are not limited to, those represented by the following general formula 1, but the reversible color change of the leuco dye is caused by heating. The compound is not particularly limited as long as it is a compound to be used, but in consideration of the contrast of the image, the durability of repetition, etc. The electron accepting compound represented by 1 is preferably used.

[0040]

Embedded image

In the formula, n represents 1, 2 or 3. m is 0,
Represents 1 or 2. Q represents an aliphatic hydrocarbon group, an alkoxy group, or a halogen atom. The ring represented by A is an aromatic ring. X is a divalent group bonded to the aromatic ring represented by A via a nitrogen atom, a divalent group containing two or more heteroatoms, a nitrogen atom, and an aromatic ring represented by A and having 1 carbon atom. It represents a divalent group bonded by the above hydrocarbon group, or a divalent group containing an unsaturated bond or an aromatic ring. R represents an aliphatic hydrocarbon group. The total number of the atoms included in X and R excluding the hydrogen atoms and the atoms constituting the aromatic ring is 8 or more. Specific examples of the substituent represented by Q include a methyl group,
Ethyl group, propyl group, isopropyl group, n-butyl group, t-butyl group, t-pentyl group, 2-ethylhexyl group, cyclohexyl group, aliphatic hydrocarbon group such as allyl group, methoxy group, ethoxy group, n- Propyloxy group,
Examples include an alkoxy group such as i-propyloxy group, n-butyloxy group and n-octyloxy group, and a halogen atom such as fluorine, chlorine, bromine and iodine.

Examples of the divalent group in which X is bonded to the aromatic ring represented by A via a nitrogen atom include -NHCO-,-
NH-, -NHCONH-, -NHCONHNH-,-
N = CH -, - N = N -, - NHSO 2 -, - NHCO
_{(P-C 6 H 4)} NHCO -, - NHCO (p-C 6 H 4)
NHCONH -, - NHCO (p- C 6 H 4) NHCOC
ONH -, - NHCO (p- C 6 H 4) CONH -, - N
_{HCO (p-C 6 H 4} ) CONHNHCO -, - NHCO
_{(P-C 6 H 4)} OCONH -, - NHCO (p-C
_{6 H 4) NHCOO -, -} NHCOCH 2 (m-C 6 H 4)
_{NHCO -, - NHCOCH 2 (p} -C 6 H 4) NHCO
_{-, - NHCOCH 2 (p-} C 6 H 4) NHCONH-,
_{-NHCOCH 2 (p-C 6 H} 4) NHCOCONH-,
_{-NHCOCH 2 (p-C 6 H} 4) CONH -, - NHC
_{OCH 2 (p-C 6 H} 4) CONHNHCO -, - NHC
_{OCH 2 (p-C 6 H} 4) CONHNHCONH -, - N
HCOCH ₂ (p-C ₆ H ₄ ) CONNHNHCOO-,-
_{NHCOCH 2 (p-C 6 H} 4) OCONH -, - NHC
_{OCH 2 (p-C 6 H} 4) NHCOO -, - NHCOCH 2
_{CH 2 (p-C 6 H} 4) NHCO -, - NHCOCH 2 CH
_{2 (p-C 6 H 4} ) NHCONH -, - NHCOCH 2 CH
_{2 (m-C 6 H 4} ) NHCOO -, - NHCOCH 2 CH 2
_{(P-C 6 H 4)} NHCOCONH -, - NHCOCH 2
_{CH 2 (p-C 6 H} 4) CONH -, - NHCOCH 2 CH
_{2 (p-C 6 H 4} ) CONHNHCO -, - NHCOCH 2
_{CH 2 (p-C 6 H} 4) CONHNHCONH- the like. When a hydrogen atom is bonded to the nitrogen atom, the hydrogen atom may be substituted with an aliphatic hydrocarbon group such as a methyl group or a cyclohexyl group. Among these, a urea bond is more preferable in terms of decoloring property and image density. Interestingly, when X is -CONH-, -COO-, -S-
Either the decoloring property or the image density becomes unsatisfactory.

X is a divalent group containing two or more heteroatoms
Examples of -SO_TwoNH-, -SS-, -CON
HNH-, -CONHNHCO-, -CONHCH_TwoC
O-, -CONHNHCOO-, -CONHCH_TwoCO
O-, -CONHNHCONH-, -CONHCH_TwoC
ONH-, -CONHNHCONHNH-, -CONH
CH_TwoCONHNH-, -CH_TwoNHCONH-, -CH
_TwoCH_TwoNHCONH-, -CH_TwoCH_TwoCH_TwoNHCON
H-, -CH_TwoCH_TwoCH_TwoNHCONH-, -SCH_TwoC
ONH-, -SCH_TwoCH_TwoCONH-, -S (CH_Two)_Five
CONH-, -S (CH_Two)_TenCONH-, -S (p-
C₆H_Four) CONH-, -SCH_TwoNHCO-, -SCH_Two
CH_TwoNHCO-, -S (CH_Two)₆NHCO-, -S
(P-C₆H_Four) NHCO-, -SCH_TwoNHCONH
-, -SCH_TwoCH_TwoNHCONH-, -S (CH_Two)₆N
HCONH-, -S (p-C₆H_Four) NHCONH-,-
S (CH _Two)_{1 0}NHCONH-, -SCH_TwoCH_TwoNHC
OO-, -S (CH_Two)₆NHCOO-, -S (p-C₆
H_Four) NHCOO-, -S (CH_Two)₆OCONH-,-
S (p-C₆H_Four) OCONH-, -S (CH_Two)₁₁OC
ONH-, -SCH_TwoCH_TwoCONH-, -S (CH_Two)_Five
CONH-, -SCH_TwoCH_TwoNHCO (p-C₆H_Four)
-, -SCH_TwoCONHNHCO-, -SCH_TwoCH_TwoC
ONHNHCO-, -S (CH_Two)₆CONHNHCO
-, -S (CH_Two)₆CONNHNHCO (p-C₆H_Four)
-, -S (CH_Two)_TenCONHNHCO-, -S (p-
C₆H_Four) CONHNHCO-, -SCH_Two(P-C
₆H_Four) CONHNHCO-, -SCH_TwoCH_TwoNHCOC
ONH-, -SCH_TwoCH_TwoCH_TwoNHCOCONH-,
-S (CH_Two)₁₁NHCOCONH-, -S (p-C₆H
_Four) NHCOCONH-, -SCH_TwoCONHCONH
-, -SCH_TwoCH_TwoCONHCONH-, -S (p-C
₆H_Four) CONHCONH-, -SCH_TwoCH_TwoNHCON
HCO-, -S (p-C₆H_Four) NHCONHCO-,-
SCH_TwoCH_TwoCONHNHCONH-, -S (CH_Two)
_TenCONHNHCONH-, -SCH_TwoCH_TwoNHNHC
ONH-, -S (p-C₆H_Four) NHNHCONH-,-
SCH_TwoCH_TwoNHCONHNH-, -S (p-C₆H_Four)
NHCONHNH-, -SCH_TwoCONHCONHNH
-, -SCH_TwoCH_TwoCONHCONHNH-, -S (C
H_Two)_TenCONHCONHNH-, -S (p-C₆H_Four)
CONHNHCONH-, -S (p-C₆H_Four) CONH
CONHNH-, -SCH_TwoCONHCONHNHCO
-, -SCH_TwoCH_TwoCONHCONHNHCO-, -S
(CH_Two)_TenCONHCONHNHCO-, -S (p-
C₆H_Four) CONHNHCONHCO-, -S (p-C₆
H_Four) CONHCONHNHCO-, -SCH_TwoCONH
(CH_Two) NHCO-, -SCH_TwoCH_TwoCONH (C
H_Two) NHCO-, -S (p-C₆H_Four) CONH (C
H_Two) NHCO-, -S (CH_Two)_TenCONH (CH_Two)
NHCO-, -SCH_TwoCON (CH_Two) NHCONH
-, -SCH_TwoCH_TwoCON (CH_Two) NHCONH-,
-S (CH_Two)_TenCONHCONH (CH_Two) NHCO
-, -S (p-C₆H_Four) CONH (CH_Two) NHCO
-, -SCH_TwoCH_TwoNHCONH (CH_Two) NHCO
-, -SCH_TwoCH_TwoNHCOCH_TwoCONH-, -S
(P-C₆H_Four) NHCONH (CH_Two) NHCO-,-
S (p-C₆H_Four) NHCOCH_TwoCONH- and the like
It is. Specific examples of the hetero atom include an oxygen atom and a nitrogen atom.
Atom, sulfur atom, phosphorus atom, boron atom, silicon atom, selenium
Atom, fluorine atom, chlorine atom, bromine atom, iodine atom, tin
Atoms.

X represents an unsaturated bond or an aromatic ring
Examples of the valent group include -CH = CH-, -CH = N-,
—SO ₂ —, a phenylene group, a group containing a carbon-carbon triple bond and the like, a group obtained by combining them, and further, on one or both sides thereof, —NHCO which has been mentioned as another example of X above
-, -NH-, -NHCONH-, -NHCSNH-,
-N = CH -, - N = N -, - NHSO 2 -, - SO 2 N
A group in which one or two or more linking groups such as H and -S-S- are combined is exemplified. In this case, as a connecting group, other than -CONH-, -O-, -S-, -COO-, -O
Divalent groups such as CO—, —OCOO, —CO—, and —SO ₂ — are also included.

Examples of the divalent group in which X contains a nitrogen atom and is bonded to the aromatic ring represented by A by a hydrocarbon group having 1 or more carbon atoms include -CH ₂ CONH- and -CH ₂ CH ₂ CO
_{NH -, - CH 2 NHCO -} , - CH 2 CH 2 NHCO
_{-, - CH 2 CH 2 CH} 2 NHCO -, - CH 2 CH 2 NH
_{COO -, - (CH 2)} 6 NHCOO -, - (p-C
_{6 H 4) NHCOO -, -} CH 2 CH 2 OCONH -, -
_{(CH 2) 11 OCONH -,} - (p-C 6 H 4) OCON
_{H -, - CH 2 CH 2} CONHCO -, - (CH 2) 5 CO
_{NHCO -, - CH 2 CH 2} CONHCO (p-C 6 H 4)
_{-, - CH 2 CONHNHCO -,} - CH 2 CH 2 CON
_{HNHCO -, - (CH 2)} 5 CONHNHCO -, -
_{(CH 2) 5 CONHNHCO (p} -C 6 H 4) -, - (C
_{H 2) 10 CONHNHCO -, -} (p-C 6 H 4) CON
_{HNHCO -, - CH 2 (p} -C 6 H 4) CONHNHC
_{O -, - CH 2 CH 2} NHCOCONH -, - CH 2 CH 2
_{CH 2 NHCOCONH -, - (CH} 2) 10 NHCOCO
NH -, - (p-C 6 H 4) NHCOCONH -, - CH
_{2 CONHCONH -, - CH 2 CH} 2 CONHCONH
_{-, - (p-C 6} H 4) CONHCONH -, - CH 2 C
_{H 2 NHCONHCO -, - (p} -C 6 H 4) NHCON
_{HCO -, - CH 2 CH 2} NHCONHNH -, - (p-
_{C 6 H 4) NHCONHNH -,} - CH 2 CH 2 NHNHC
ONH -, - (p-C 6 H 4) NHNHCONH -, - C
_{H 2 CONHNHCONH -, - CH 2} CH 2 CONHNHCO
_{NH -, - (CH 2)} 10 CONHNHCONH -, - (p-C 6 H
_{4) NHNHCO -, - CH 2} CONHCH 2 NHCO
_{-, - CH 2 CH 2 CONHCH} 2 NHCO -, - (C
_{H 2) 10 CONHCH 2 NHCO -} , - (p-C 6 H 4) C
_{ONHCH 2 NHCO -, - CH 2} CONHCH 2 NHC
_{ONH -, - CH 2 CH 2} CONHCH 2 NHCONH
_{-, - (CH 2) 10} CONHCH 2 NHCONH -, -
_{(P-C 6 H 4)} CONHCH 2 NHCONH -, - CH 2
_{CH 2 NHCONHCH 2 NHCO -, -} (p-C 6 H 4)
_{NHCONHCH 2 NHCO -, - CH 2} CH 2 NHCO
_{CH 2 CONH -, - (p} -C 6 H 4) NHCOCH 2 CO
NH- and the like.

As the aliphatic hydrocarbon group represented by R,
Hexyl, octyl, nonyl, cyclohexyl, decyl, undecyl, dodecyl, cyclododecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, 16-methylheptadecyl, octadecyl, 9-octadecenyl group, nonadecyl group, eicosyl group, henicosyl group,
Examples include a docosyl group, a tricosyl group, a tetracosyl group, a 2-norbornyl group, a 7,7-dimethylnorbornyl group, a 1-adamantyl group, a cholesteryl group, and a 5-phenylpentyl group. These may be branched, may be polycyclic, and may contain an unsaturated bond. However, it is necessary for the decoloring property that the total number of atoms excluding the atoms constituting the aromatic ring and the hydrogen atom among the atoms included in X and R is 8 or more, particularly 14 or more.

Next, specific examples of the reversible developer preferably used in the present invention will be described, but the present invention is not limited thereto.

4'-hydroxyheptaneanilide, 4 '
-Hydroxy-3-methyloctaneanilide, 4'-hydroxynonadecaneanilide, 3'-hydroxynonadecaneanilide, 4'-hydroxy-10-octadeceneanilide, 15-cyclohexyl-4'-hydroxypentadecaneanilide, 4'- Hydroxy-5-tetradeceneanilide, 3'-cyclohexyl-4'-hydroxyheptadecaneanilide, 3'-allyl-4'-hydroxypentadecaneanilide, 3'-chloro-4'-hydroxyoctadecaneanilide, 3'-hydroxydodecane Anilide, 2 ', 4'-dihydroxyheptadecane anilide,

4'-hydroxy-4-hexylbenzanilide, 4'-hydroxy-4-octadecylbenzanilide, 4'-hydroxy-4-pentadecylaminocarbonylbenzanilide, 4'-hydroxy-4-hexylcarbonylaminobenz Anilide, 4'-hydroxy-4- (heptylthio) benzanilide, 4'-hydroxy-4-octadecyloxybenzanilide, 4 '
-Hydroxy-4-dodecylsulfonylbenzanilide, 4'-hydroxy-4-nonylsulfonyloxybenzanilide, 4'-hydroxy-4-dodecyloxysulfonylbenzanilide, 4'-hydroxy-4-pentadecylaminosulfonylbenzanilide, 4'-hydroxy-4- (N-heptadecylideneamino) benzanilide,

4'-hydroxy-3,4-dioctyloxybenzanilide, 4'-hydroxy-3-octyl-4- (octylthio) benzanilide, 4'-hydroxy-3- (heptadecylthio) -5-pentadecyloxybenz Anilide, 4'-hydroxy-3-heptadecylcarbonylamino-5-dodecylbenzanilide,
4'-hydroxy-3-octadecylaminocarbonyl-5-tetradecylaminocarbonylbenzanilide,
4'-hydroxy-3-octadecylsulfonylamino-5-octadecyloxybenzanilide, 4'-hydroxy-3-heptadecyloxysulfonyl-5-tetradecyloxysulfonylbenzanilide, 4'-hydroxy-3,5-bis ( N-docosylideneamino) benzanilide;

4'-hydroxy-4-octadecylcarbonylaminobenzanilide, 4'-hydroxy-3-
Octadecylcarbonylamino-5-octadecyloxybenzanilide, 3'-allyl-4'-hydroxy-
4-pentadecylbenzanilide, 4'-hydroxy-
3'-methyl-4-nonyloxybenzanilide, 4 '
-Hydroxy-3'-propyl-4-nonadecylcarbonyloxybenzanilide, 3'-butyl-4'-hydroxy-4-octadecyloxycarbonylbenzanilide, 3'-hydroxy-4-pentadecylcarbonyloxybenzanilide, '-Hydroxy-4-nonadecylsulfonylbenzanilide, 3', 4 ', 5'-trihydroxy-4-tetracosylaminosulfonylbenzanilide, 3', 5'-dihydroxy-4-pentacosylaminocarbonylbenz Anilide, 3'-hydroxy-4- (N-dodecylideneamino) benzanilide,
N- [4- (3-hydroxyphenylaminocarbonyl) benzylidene] pentadecylamine;

N-cyclohexyl-4-hydroxybenzhydrazide, N-cyclohexylmethyl-4-hydroxybenzhydrazide, N-cyclohexyl-4-hydroxybenzamide, N-cyclohexylmethyl-4-
Hydroxybenzamide, N-methyl-N-octadecyl-4-hydroxybenzamide, N- (3-methylhexyl) -4-hydroxybenzamide, N-octadecyl-4-hydroxybenzhydrazide, N- (8-octadecenyl) -4- Hydroxybenzamide,

4-hydroxy-4'-dodecylbenzanilide, N-methyl-4-hydroxy-4'-octadecylbenzanilide, 4-hydroxy-4'-octadecyloxybenzanilide, 4-hydroxy-4'-
(Octadecylthio) benzanilide, 4-hydroxy-4'-hexadecylcarbonylbenzanilide, 4-
Hydroxy-4'-heptadecyloxycarbonyloxybenzanilide, 4-hydroxy-4'-dodecyloxycarbonylbenzanilide, 4-hydroxy-4 '
-Heptadecylcarbonyloxybenzanilide, 4-
Hydroxy-4'-cyclohexylaminobenzanilide, 4-hydroxy-4'-octadecylaminobenzanilide,

4-hydroxy-4'-heptadecylcarbonylaminobenzanilide, 4-hydroxy-4'-
Octadecylaminocarbonylbenzanilide, 4-hydroxy-4'-dodecylsulfonylbenzanilide, 4-hydroxy-4'-octadecyloxysulfonylbenzanilide, 4-hydroxy-4'-dodecylsulfonyloxybenzanilide, N-4-hydroxybenzoyl -N'-octadecylidene-1,4-phenylenediamine, N-4- (4-hydroxyphenylcarbonylamino) benzylidenedecylamine, 4-
Hydroxy-4'-tetradecyloxycarbonylaminobenzanilide, 4-hydroxy-4'-octadecylureylenebenzanilide,

3-hydroxy-4'-dodecyloxybenzanilide, N-methyl-4-hydroxy-3'-octadecyloxybenzanilide, 3-hydroxy-
4'-tetradecylbenzanilide, N-methyl-3-
Hydroxy-4'-octadecylbenzanilide, N-
Dodecyl-4-hydroxy-3-methylbenzamide,
3-methoxy-4-hydroxy-4'-octadecyloxybenzanilide, 3-chloro-4-hydroxy-
4'-octadecylbenzanilide, N-octadecyl-4-hydroxy-2,5-dimethylbenzamide, 4
-Hydroxy-4'-octadecyloxy-3'-chlorobenzanilide, 4-hydroxy-3 ', 4'-didecyloxybenzanilide, 4-hydroxy-3'-octadecylamino-4'-octadecyloxybenzanilide, 4-hydroxy-2'-chloro-3 ', 5'-
Didecyloxybenzanilide, 4-hydroxy-
3 ', 4'-dioctadecyloxybenzanilide, 4
-Hydroxy-4'-octyl-3'-methylbenzanilide, 3-hydroxy-4-methyl-4'-tetradecylbenzanilide, N-methyl-4-hydroxy-
3'-octadecylbenzanilide,

4- (N-octadecylsulfonylamino) phenol, 4- (N-methyl-N-octadecylsulfonylamino) phenol, 4- (N-3-methylhexylsulfonylamino) phenol, 4'-hydroxy-4- Cyclohexylbenzenesulfonanilide,
4'-hydroxy-4-octadecyloxybenzenesulfonanilide, 4'-hydroxy-4- (dodecylthio) benzenesulfonanilide, 4'-hydroxy-4
-Hexylcarbonylbenzenesulfonanilide, 4 '
-Hydroxy-4- (8-heptadecenyl) carbonylbenzenesulfonanilide, 4'-hydroxy-4-octyloxycarbonyloxybenzenesulfonanilide, 4'-hydroxy-4-dodecylcarbonyloxybenzenesulfonanilide, 4'-hydroxy-4 -Octadecylaminobenzenesulfoneanilide,

4'-hydroxy-4-heptadecylcarbonylaminobenzenesulfonanilide, 4'-hydroxy-4-dodecylaminocarbonylbenzenesulfonanilide, 4'-hydroxy-4-dodecylsulfonylbenzenesulfonanilide, 4'-hydroxy- 4-octadecyloxysulfonylbenzenesulfonanilide, 4'-hydroxy-4-dodecylsulfonyloxybenzenesulfonanilide, N-dodecylidene-4-
(4-hydroxyphenyl) aminosulfonylaniline, N-4- (4-hydroxyphenylaminosulfonyl) benzylideneoctadecylamine, 4'-hydroxy-4-octyloxycarbonylaminobenzenesulfonanilide, 4'-hydroxy-4-octadecyloxy Carbonylaminobenzenesulfonanilide, 4 '
-Hydroxy-4-octadecylureylenebenzenesulfonanilide,

N-methyl-4'-hydroxy-3-octadecyloxybenzenesulfonanilide, 3'-hydroxy-4-dodecylbenzenesulfonanilide, 3-
Methyl-4- (N-dodecylsulfonamino) phenol, 3'-methoxy-4'-hydroxy-4-octadecyloxybenzenesulfonanilide, 3'-chloro-
4'-hydroxy-4-octadecylbenzenesulfonanilide, 4'-hydroxy-2,5-dimethyl-4-
Octadecylbenzenesulfonanilide, 3-methyl-
4- (N-octadecylsulfonamino) phenol,
4'-hydroxy-3,4-dioctadecyloxybenzenesulfoneanilide,

1- (4-hydroxyphenyldithio) octadecane, 1- (4-hydroxyphenyldithio)-
9-octadecene, 1- (2-fluoro-4-hydroxyphenyldithio) octadecane, 1- (2-ethoxy-4-hydroxyphenyldithio) octadecane, 1-
(3-chloro-4-hydroxyphenyldithio) octadecane,

4'-hydroxy-4-tetradecyldiphenyl sulfide, 4'-hydroxy-4-octadecyldiphenyl sulfide, 4'-hydroxy-4-octadecylcarbonylaminodiphenyl sulfide, 4 '
-Hydroxy-4-octadecyloxydiphenyl sulfide, 4'-hydroxy-4-octadecyloxysulfonyldiphenyl sulfide, 4'-hydroxy-4
-Octadecylsulfonylaminodiphenyl sulfide,

4'-hydroxy-3,4-didecyloxydiphenyl sulfide, 4'-hydroxy-3,4-
Dioctadecyloxydiphenyl sulfide, 4- (1
5-cyclohexylpentadecyl) -4'-hydroxydiphenyl sulfide, 4'-hydroxy-4- (5-
Tetradecenyl) diphenyl sulfide,

3'-chloro-4'-hydroxy-4-octadecyldiphenyl sulfide, 3'-hydroxy-
4-dodecyldiphenyl sulfide, 3'-hydroxy-4-octadecyldiphenyl sulfide, 3'-hydroxy-4-dodecyloxycarbonyldiphenyl sulfide,

N- (4-hydroxyphenyl) -N'-
Hexylurea, N- (4-hydroxyphenyl) -N '
-Dodecyl urea, N- (4-hydroxyphenyl)-
N'-hexadecyl urea, N- (4-hydroxyphenyl) -N'-octadecyl urea, N- (4-hydroxyphenyl) -N'-icosyl urea, N- (4-hydroxyphenyl) -N'-cyclododecyl Urea, N- (4
-Hydroxyphenyl) -N'-docosylurea, N-
(4-hydroxyphenyl) -N'-cholesteryl urea, N- (4-hydroxyphenyl) -N '-(2-heptyloctyl) urea, N- (4-hydroxyphenyl) -N'-(9-octadecenyl) urea,

N- (3-allyl-4-hydroxyphenyl) -N'-octadecylurea, N- (2-hydroxyphenyl) -N'-octylurea, N- (3-hydroxyphenyl) -N'-octadecyl Urea, N- (3,4
-Dihydroxyphenyl) -N'-octadecylurea,
N- (3,4,5-trihydroxyphenyl) -N'-
Trichosyl urea, N- (4-hydroxyphenyl)-
N '-(4-tetradecylphenyl) urea, N- (4-
(Hydroxyphenyl) -N′-hexadecylthiourea,
N- (4-hydroxyphenyl) -N'-octadecylthiourea;

4-undecanoylamino-1- (4-hydroxyphenylaminocarbonyl) benzene, 4-octadecanoylamino-1- (4-hydroxyphenylaminocarbonyl) benzene, 4- (octadecylaminocarbonyl) amino- 1- (4-hydroxyphenylaminocarbonyl) benzene, 4-octadecylamino-1- (4-hydroxyphenylamino) carbonylmethylbenzene, N-octadecyl-N′-p- (4-hydroxyphenylcarbamoyl) phenyl oxamide,
4- (octadecylaminocarbonyl) amino-1-
(4-hydroxyphenylcarbamoyl) methylbenzene, 4- (octadecylamino) carbonyl-1- (4
-Hydroxyphenylcarbamoyl) methylbenzene,
N-octadecanoyl-N'-p- (p-hydroxyphenylcarbamoylmethyl) benzoylhydrazine, N
-Dodecanoyl-N'-p- [2- (p-hydroxyphenylcarbamoyl) ethyl] benzoylhydrazine,

N- (4-hydroxyphenylmethyl)-
N'-n-tetradecyl urea, N- (4-hydroxyphenylmethyl) -N'-n-octadecyl urea, N-
[2- (4-hydroxyphenyl) ethyl] -N'-n
-Tetradecyl urea, N- [2- (4-hydroxyphenyl) ethyl] -N'-n-octadecyl urea, N-
[3- (4-hydroxyphenyl) propyl] -N'-
n-dodecyl urea, N- [3- (4-hydroxyphenyl) propyl] -N'-n-octadecyl urea, N-
[6- (4-hydroxyphenyl) hexyl] -N'-
n-dodecyl urea, N- [2- (3-hydroxyphenyl) ethyl] -N'-n-octadecyl urea, N- [2
-(3,4-dihydroxyphenyl) ethyl] -N'-
n-octadecyl urea,

Nn-octadecyl- (4-hydroxyphenyl) acetamide, Nn-dodecyl-3- (4
-Hydroxyphenyl) propanamide, Nn-octadecyl-3- (4-hydroxyphenyl) propanamide, N- (4-hydroxyphenylmethyl) octadecanamide, N- [2- (4-hydroxyphenyl) ethyl] octadecane Amide, N- [3- (4-hydroxyphenyl) propyl] octadecanamide, N- [3
-(3-hydroxyphenyl) propyl] octadecaneamide, N- [3- (3,4-dihydroxyphenyl)
Propyl] octadecaneamide,

N- (4-hydroxybenzoyl) -N '
-N-octanoylhydrazine, N- (4-hydroxybenzoyl) -N'-n-tetradecanoylhydrazine, N- (4-hydroxybenzoyl) -N'-n-octadecanoylhydrazine, N- (2, 4-dihydroxybenzoyl) -N'-n-octanoylhydrazine,
N- (2,4-dihydroxybenzoyl) -N'-n-
Octadecanoylhydrazine, N- (4-hydroxybenzoyl) -N'-n-tetradecylaminocarbonylhydrazine, N- (4-hydroxybenzoyl) -N '
-N-octadecylaminocarbonylhydrazine, N-
(2,4-dihydroxybenzoyl) -N'-n-tetradecylaminocarbonylhydrazine, N- (2,4-
Dihydroxybenzoyl) -N'-n-octadecylaminocarbonylhydrazine, N- (4-hydroxybenzoyl) -N'-n-octyloxycarbonylhydrazine, N- (4-hydroxybenzoyl) -N'-n-
Dodecyloxycarbonylhydrazine, N- (2,4-
Dihydroxybenzoyl) -N'-n-tetradecyloxycarbonylhydrazine, N- (2,4-dihydroxybenzoyl) -N'-n-octadecyloxycarbonylhydrazine, N- (4-hydroxybenzoyl)-
N'-n-tetradecylhydrazinocarbonylhydrazine, N- (4-hydroxybenzoyl) -N'-n-octadecylhydrazinocarbonylhydrazine, N-
(2,4-dihydroxybenzoyl) -N'-n-tetradecylhydrazinocarbonylhydrazine, N- (2
4-dihydroxybenzoyl) -N'-n-octadecylhydrazinocarbonylhydrazine;

N- (4-hydroxybenzoyl) -N '
-N-octanoylmethylenediamine, N- (4-hydroxybenzoyl) -N'-n-tetradecanoylmethylenediamine, N- (4-hydroxybenzoyl)-
N'-n-octadecanoyl methylenediamine, N-
(2,4-dihydroxybenzoyl) -N'-n-tetradecanoylmethylenediamine, N- (2,4-dihydroxybenzoyl) -N'-n-octadecanoylmethylenediamine, N- (4-hydroxybenzoyl) −
N'-n-octylaminocarbonylmethylenediamine, N- (4-hydroxybenzoyl) -N'-n-dodecylaminocarbonylmethylenediamine, N- (4-
(Hydroxybenzoyl) -N'-n-tetradecylaminocarbonylmethylenediamine, N- (4-hydroxybenzoyl) -N'-n-octadecylaminocarbonylmethylenediamine, N- (2,4-dihydroxybenzoyl) -N'- n-octadecylaminocarbonylmethylenediamine, N- (4-hydroxybenzoyl)-
N'-n-tetradecyloxycarbonylmethylenediamine, N- (4-hydroxybenzoyl) -N'-n-
Octadecyloxycarbonylmethylenediamine, N-
(2,4-dihydroxybenzoyl) -N'-n-tetradecyloxycarbonylmethylenediamine, N-
(2,4-dihydroxybenzoyl) -N'-n-octadecyloxycarbonylmethylenediamine, N- (4
-Hydroxybenzoyl) -N'-n-octylhydrazinocarbonylmethylenediamine, N- (4-hydroxybenzoyl) -N'-n-dodecylhydrazinocarbonylmethylenediamine, N- (2,4-dihydroxybenzoyl) -N '-N-tetradecylhydrazinocarbonylmethylenediamine, N- (2,4-dihydroxybenzoyl) -N'-n-octadecylhydrazinocarbonylmethylenediamine,

Nn-octadecyl-2- (p-hydroxyphenylthio) acetamide, Nn-octadecyl-3- (p-hydroxyphenylthio) propanamide, Nn-decyl-11- (p-hydroxy Phenylthio) undecaneamide, N- (pn-octylphenyl) -6- (p-hydroxyphenylthio) hexanamide, Nn-octadecyl-p- (p-hydroxyphenylthio) benzamide, N- [2 -(P-hydroxyphenylthio) ethyl] -n-octadecanamide, N- [p- (p-hydroxyphenylthio) phenyl] -n-octadecanamide, N- (p-hydroxyphenylthio) methyl-N'- n-octadecyl urea,
N- [2- (p-hydroxyphenylthio) ethyl]-
N'-n-tetradecyl urea, N- [2- (p-hydroxyphenylthio) ethyl] -N'-n-octadecyl urea, N- [2- (3,4-dihydroxyphenylthio) ethyl] -N ' -N-octadecyl urea, N- [p
-(P-hydroxyphenylthio) phenyl] -N'-
n-octadecyl urea, N- [10- (p-hydroxyphenylthio) decyl] -N'-n-decyl urea, N-
[2- (p-hydroxyphenylthio) ethyl] -n-octadecylcarbamate, N- [p- (p-hydroxyphenylthio) phenyl] -n-dodecylcarbamate, Nn-octadecylcarbamic acid- [2 − (P−
Hydroxyphenylthio) ethyl], N- [3- (p-
(Hydroxyphenylthio) propionyl] -NN-octadecanoylamine, N- [2- (p-hydroxyphenylthio) aceto] -N'-n-octadecanohydrazide, N- [3- (p-hydroxy Phenylthio) propiono] -N'-n-octadecanohydrazide, N-
[3- (3,4-dihydroxyphenylthio) propiono] -N'-n-octadecanohydrazide, N- [6-
(P-Hydroxyphenylthio) hexano] -N'-n
-Tetradecanohydrazide, N- [6- (p-hydroxyphenylthio) hexano] -N'-n-octadecanohydrazide, N- [6- (p-hydroxyphenylthio) hexano] -N '-( p-n-octylbenzo) hydrazide, N- [11- (p-hydroxyphenylthio) undecano-N'-n-decanohydrazide, N-
[11- (p-hydroxyphenylthio) undecano-
N'-n-tetradecanohydrazide, N- [11- (p
-Hydroxyphenylthio) undecano-N'-n-octadecanohydrazide, N- [11- (p-hydroxyphenylthio) undecano-N '-(6-phenyl) hexanohydrazide, N- [11- (3 , 4,5-Trihydroxyphenylthio) undecano] -N'-n-octadecanohydrazide, N- [p- (p-hydroxyphenylthio) benzo] -N'-n-octadecanohydrazide, N- [P- (p-hydroxyphenylthiomethyl)
Benzo] -N'-n-octadecanohydrazide, N-
[3- (p-hydroxyphenylthio) propyl] -N
'-N-octadecyloxamide, N- [3- (3,4
-Dihydroxyphenylthio) propyl] -N'-n-
Octadecyl oxamide, N- [11- (p-hydroxyphenylthio) undecyl] -N'-n-decyl oxamide, N- [p- (p-hydroxyphenylthio) phenyl] -N'-n-octadecyl oxamide, N-
[2- (p-hydroxyphenylthio) acetyl] -N
'-N-octadecyl urea, N- [3- (p-hydroxyphenylthio) propionyl] -N'-n-octadecyl urea, N- [2- (p-hydroxyphenylthio)
Ethyl] -N'-n-octadecanoyl urea, N- [p
-(P-hydroxyphenylthio) phenyl] -N'-
n-octadecanoyl urea, 3- [3- (p-hydroxyphenylthio) propionyl] -n-octadecylcarbazate, 4- [2- (p-hydroxyphenylthio) ethyl] -1-n-octadecyl semicarbazide,
1- [2- (p-hydroxyphenylthio) ethyl]-
4-n-octadecyl semicarbazide, 1- [p- (p
-Hydroxyphenylthio) phenyl] -4-n-tetradecylsemicarbazide, 1- [3- (p-hydroxyphenylthio) propionyl] -4-n-octadecylsemicarbazide, 1- [p- (p-hydroxyphenylthio) Benzoyl] -4-n-octadecyl semicarbazide, 4- [2- (p-hydroxyphenylthio) ethyl] -1-n-tetradecanoyl semicarbazide, 4-
[P- (p-hydroxyphenylthio) phenyl] -1
-N-octadecanoyl semicarbazide, 1- [2-
(P-Hydroxyphenylthio) acetamide] -1-
n-octadecanoylaminomethane, 1- [11- (p
-Hydroxyphenylthio) undecaneamide] -N '
-N-decanoylaminomethane, 1- [p- (p-hydroxyphenylthio) benzamide] -1-n-octadecanoylaminomethane, 1- [3- (p-hydroxyphenylthio) propanamide] -1 -(N'-n-octadecylureido) methane, 1- [11- (p-hydroxyphenylthio) undecaneamide] -N '-(N
'-N-decylureido) methane, 1- {N'-[2-
(P-Hydroxyphenylthio) ethyl] ureido｝-
1-n-octadecanoylaminomethane, N- [2-
(P-hydroxyphenylthio) ethyl] -N'-n-
Octadecylmalonamide,

N- [2- (p-hydroxyphenyl) ethyl] -n-octadecylcarbamate, Nn-octadecylcarbamate- [2- (p-hydroxyphenyl) ethyl], N- [3- (p -Hydroxyphenyl)
Propionyl] -Nn-octadecanoylamine, N
-[6- (p-hydroxyphenyl) hexanoyl]-
Nn-octadecanoylamine, N- [3- (p-hydroxyphenyl) propionyl] -N- (pn-octylbenzoyl) amine, N- [2- (p-hydroxyphenyl) aceto] -N '-N-dodecanohydrazide, N- [2- (p-hydroxyphenyl) aceto]-
N'-n-octadecanohydrazide, N- [3- (p-
Hydroxyphenyl) propiono] -N'-n-octadecanohydrazide, N- [3- (p-hydroxyphenyl) propiono] -N'-n-docosanohydrazide, N
-[6- (p-hydroxyphenyl) hexano] -N '
-N-tetradecanohydrazide, N- [6- (p-hydroxyphenyl) hexano] -N'-n-octadecanohydrazide, N- [6- (p-hydroxyphenyl) hexano] -N '-( pn-octylbenzo) hydrazide, N- [11- (p-hydroxyphenyl) undecano-N'-n-decanohydrazide, N- [11- (p-
(Hydroxyphenyl) undecano-N′-n-octadecanohydrazide, N- (p-hydroxybenzo) -N ′
-N-octadecanohydrazide, N- [p- (p-hydroxyphenyl) benzo] -N'-n-octadecanohydrazide, N- [p- (p-hydroxyphenylmethyl) benzo] -N'- n-octadecanohydrazide, N
-[3- (p-hydroxyphenyl) propyl] -N '
-N-octadecyloxamide, N- [3- (3,4-
Dihydroxyphenyl) propyl] -N'-n-octadecyl oxamide, N- [p- (p-hydroxyphenyl) phenyl] -N'-n-octadecyl oxamide,
N- [2- (p-hydroxyphenyl) acetyl] -N
'-N-octadecyl urea, N- [2- (p-hydroxyphenyl) ethyl] -N'-n-octadecyl urea,
N- [3- (p-hydroxyphenyl) propionyl]
-N'-n-octadecyl urea, N- [p- (p-hydroxyphenyl) benzoyl] -N'-n-octadecyl urea, N- [2- (p-hydroxyphenyl) ethyl] -N'-n- Octadecanoyl urea, 4- [2-
(P-hydroxyphenyl) ethyl] -1-n-octadecylsemicarbazide, 1- [2- (p-hydroxyphenyl) ethyl] -4-n-tetradecylsemicarbazide, 1- [2- (p-hydroxyphenyl) ethyl ]-
4-n-octadecyl semicarbazide, 1- [2- (p
-Hydroxyphenyl) acetyl] -4-n-tetradecylsemicarbazide, 1- [3- (p-hydroxyphenyl) propionyl] -4-n-octadecylsemicarbazide, 1- [11- (p-hydroxyphenyl) undecanoyl]- 4-n-decyl semicarbazide, 4-
[2- (p-hydroxyphenyl) ethyl] -1-n-
Octadedecanoyl semicarbazide, 4- [p- (p-
[Hydroxyphenyl) phenyl] -1-n-octadecanoyl semicarbazide, 1- [2- (p-hydroxyphenyl) acetamido] -1-n-octadecanoylaminomethane, 1- [3- (p-hydroxyphenyl) Propanamide] -1-n-octadecanoylaminomethane, 1- [2- (p-hydroxyphenyl) acetamido] -1- (3-n-octadecylureido) methane,
1- [3- (p-hydroxyphenyl) propanamide] -1- (3-n-octadecylureido) methane,
1- [11- (p-hydroxyphenyl) undecanamido] -1- (3-n-decylureido) methane, 1-
{3- [2- (p-hydroxyphenyl) ethyl] ureide} -1-n-octadecanoylaminomethane, N-
[2- (p-hydroxyphenyl) ethyl] -N'-n
-Octadecylmalonamide,

4-n-octadecylaminophenol,
4- (1-octadecynyl) phenol, 4- (1,3
-Octadecadinyl) phenol and the like.

These may be used alone or as a mixture of two or more kinds. Usually, 5 to 5000% by weight, preferably 10 to 3% by weight, based on the colorless or pale-colored leuco dye.
000% by weight.

A heat-fusible substance can be contained in the reversible thermosensitive recording layer as an additive for adjusting the color development sensitivity and the color erasing temperature of the reversible thermosensitive layer. 60 ° C-2
Those having a melting point of 00 ° C. are preferred, and
Those having a melting point of 80 ° C. are preferred. A sensitizer used in general thermosensitive recording paper can also be used. For example, waxes such as N-hydroxymethylstearic acid amide, stearic acid amide, palmitic acid amide, naphthol derivatives such as 2-benzyloxynaphthalene, biphenyl derivatives such as p-benzylbiphenyl and 4-allyloxybiphenyl, 1,2 Polyether compounds such as -bis (3-methylphenoxy) ethane, 2,2'-bis (4-methoxyphenoxy) diethyl ether, bis (4-methoxyphenyl) ether, diphenyl carbonate, dibenzyl oxalate, bis (oxalate) Carbonic acid or oxalic acid diester derivatives such as (p-methylbenzyl) ester can be added in combination, but are not limited thereto.

The reversible thermosensitive recording layer, anchor layer, protective layer or intermediate layer may be made of a higher fatty acid metal salt such as zinc stearate or calcium stearate, paraffin, paraffin oxide, polyethylene, polyethylene oxide, stearamide, castor Waxes such as wax, dispersant such as dioctyl sodium sulfosuccinate,
Further, a surfactant, a fluorescent dye and the like can be contained.

The support used in the reversible thermosensitive recording material of the present invention includes paper, coated paper, various nonwoven fabrics, woven fabric, synthetic resin film, synthetic resin laminated paper, synthetic paper, metal foil, glass, etc. A composite sheet combining these can be used arbitrarily according to the purpose, and may be transparent, translucent, or opaque, but is not limited thereto. The thickness of the support is
There is no particular limitation as long as it can withstand repeated use, but 20 to 1300 μm, preferably 40 to 1000 μm
m.

The structure of the reversible thermosensitive recording material of the present invention is such that the reversible thermosensitive recording layer, another layer, the surface on which the reversible thermosensitive recording layer is provided or the surface on the opposite side are electrically and magnetically. Alternatively, a material capable of optically recording information may be included. Further, a back coat layer may be provided on the surface opposite to the surface on which the reversible thermosensitive recording layer is provided for the purpose of preventing curling and electrification, and may be subjected to an adhesive process or the like.

The method of forming each layer constituting the reversible thermosensitive recording material of the present invention on a support is not particularly limited, and it can be formed by a conventional method. For example, a smearing device such as an air knife coater, blade coater, bar coater, car tenter, lithographic plate, letterpress plate,
Various printing machines and the like using intaglio, flexo, gravure, screen, hot melt, and the like can be used. Further, each layer can be held by UV irradiation or EB irradiation in addition to the usual drying step. By these methods, smearing and printing can be performed one layer at a time or simultaneously at multiple layers.

In the reversible thermosensitive recording material of the present invention, rapid cooling may be performed after heating in order to form a color-formed image. In order to erase a recorded image, a cooling rate after heating is required. Good if it is late. For example, after heating by an appropriate method, by rapidly cooling by pressing a low-temperature metal block or the like, a colored state can be developed. In addition, when heating is performed for a very short time using a thermal head, a laser beam, or the like, cooling is performed immediately after the heating is completed, so that a color-developed state can be maintained. On the other hand, when heated by an appropriate heat source (thermal head, laser light, heat roll, heat stamp, high frequency heating, electric heater, radiant heat from a light source such as a tungsten lamp or a halogen lamp, hot air, etc.) for a relatively long time, reversible Since not only the heat-sensitive layer but also the support and the like are heated, even if the heat source is removed, the cooling speed is low and the color is in a decolored state. Therefore, even if the same heating temperature and / or the same heat source is used, the color development state and the decoloration state can be arbitrarily developed by controlling the cooling rate.

[0080]

The present invention will be described in more detail with reference to the following examples. Example 1 (A) Preparation of reversible thermosensitive coating liquid 20 parts of 3-di-n-butylamino-6-methyl-7-anilinofluoran as a leuco dye and N- [3- ( p-hydroxyphenyl) propiono]
100 parts of -N'-n-octadecanohydrazide, 40 parts of a polyol resin having a resin OH value of 153 mgKOH / g and an acid value of 5 mgKOH / g or less as a binder resin (trade name: Solvain A5, manufactured by Nissin Chemical Industry); 47 parts of Coronate HL (manufactured by Nippon Polyurethane Co.) as a polyisocyanate and 600 parts of toluene as a solvent were mixed,
The mixture was pulverized with a ball mill for 24 hours to prepare a reversible heat-sensitive coating liquid.

(B) Coating of reversible thermosensitive recording material The reversible thermosensitive coating solution prepared in (A) was coated on a polyethylene terephthalate (PET) sheet so as to have a solid coating amount of 6 g / m ² . After drying, heat treatment was performed at 100 ° C. for 1 hour to obtain a coated sheet B.

(C) Coating of protective layer Aronix M was applied on the coating layer of the coating sheet B obtained in (B).
8030 (manufactured by Toa Gosei Chemical Industry) 90 parts, N-vinyl-
5 parts of 2-pyrrolidone, 5 parts of Irgacure 500 (manufactured by Nippon Ciba Geigy) and 5 parts of Mizukasil P-527 (manufactured by Mizusawa Chemical) were added, and the UV-curable resin sufficiently stirred was added to 3.5.
g / m ^2, and then cured with an ultraviolet irradiation device (Rapid Cure, manufactured by Ushio Inc.). Next, heat treatment was performed at 100 ° C. for 1 hour to obtain a reversible thermosensitive recording material having a protective layer.

Example 2 In the preparation of the reversible thermosensitive coating solution (A) of Example 1, the binder resin was changed to a resin OH value of 89 mg KOH / g and an acid value of 5 m.
Example 1 was repeated except that the polyol resin was changed to 40 parts of gKOH / g or less (trade name: Solvain A, manufactured by Nissin Chemical Industry).

Example 3 In the preparation of the reversible thermosensitive coating solution (A) of Example 1, the binder resin was changed to a resin OH value of 220 mgKOH / g and an acid value of 5
The same procedure as in Example 1 was carried out except that the amount was changed to 40 parts of a polyol resin having a mgKOH / g or less (trade name: Vernock D6-520, manufactured by Dainippon Ink and Chemicals, Inc.).

Example 4 In the preparation of the reversible thermosensitive coating liquid (A) of Example 1, the binder resin was changed to a resin OH value of 480 mgKOH / g and an acid value of 5
Example 1 was repeated except that the amount of the polyol resin was changed to 40 parts by mass or less of KOH / g.

Example 5 The procedure of Example 1 was repeated, except that the coating of the reversible thermosensitive recording material (B) was changed as follows. (B) Coating of reversible thermosensitive recording material A resin OH value of 140 mgKOH / g and an acid value of 6.2 mgKOH /
g, 10 parts of a polyol resin (trade name: Vernock J517, manufactured by Dainippon Ink and Chemicals, Inc.), 9 parts of coronate HK (manufactured by Nippon Polyurethane) as a polyisocyanate, 5 parts of Mizukasil P-527 (manufactured by Mizusawa Chemical), and methyl ethyl ketone 250 The parts were mixed and coated on a PET sheet so as to have a solid coating amount of 1 g / m2, thereby forming an anchor layer. Next, the reversible thermosensitive coating liquid prepared in (A) of Example 1 was applied onto the anchor layer so as to have a solid coating amount of 6 g / m2,
After drying, it was treated with a super calender to obtain a coated sheet B.

Example 6 The procedure of Example 1 was repeated except that the coating of the protective layer (C) was changed as follows. (C) Coating of protective layer On the coating layer of the coating sheet B obtained in (B), a resin OH value of 94 was applied.
mg KOH / g, 10 parts of a polyol resin (trade name: Johncryl 587, manufactured by Johnson Polymer Co.) having an acid value of 4 mgKOH / g, Coronate HX as a polyisocyanate
9 parts (manufactured by Nippon Polyurethane) and Mizukasil P-52
7 (manufactured by Mizusawa Chemical Co., Ltd.) and 250 parts of methyl ethyl ketone were mixed and coated so as to have a solid coating amount of 1.5 g / m 2 to obtain an intermediate layer. Next, Aronix M8030
90 parts (manufactured by Toa Gosei Chemical Industry Co., Ltd.), 5 parts of N-vinyl-2-pyrrolidone, 5 parts of Irgacure 500 (manufactured by Nippon Ciba Geigy), 5 parts of Mizukasil P-527 (manufactured by Mizusawa Chemical) Was applied at a rate of 2.5 g / m 2, followed by curing with an ultraviolet irradiation device (Rapid Cure, manufactured by Ushio Inc.) to obtain a reversible thermosensitive recording material having an intermediate layer and a protective layer. Further, the obtained reversible thermosensitive recording material was heated at 120 ° C. for 1 hour.

Comparative Example 1 In the preparation of (A) the reversible thermosensitive coating liquid of Example 1, the binder resin was changed to a resin OH value of 76 mgKOH / g and an acid value of 5 m.
40 parts of a polyol resin having a gKOH / g or less (trade name VA)
GH, manufactured by Union Carbide Co.).

Comparative Example 2 In the preparation of the reversible thermosensitive coating solution (A) in Example 1, the binder resin was changed to a resin OH value of 56 mg KOH / g and an acid value of 5 m.
Except for changing to 40 parts of a polyol resin having a gKOH / g or less (trade name: Solvain TA2, manufactured by Nissin Chemical Industry Co., Ltd.)
It was the same as in Example 1.

Comparative Example 3 In the preparation of the reversible thermosensitive coating solution (A) in Example 1, the binder resin was changed to a resin OH value of 600 mgKOH / g and an acid value of 5
Example 1 was repeated except that the amount of the polyol resin was changed to 40 parts by mass or less of KOH / g.

The following evaluation test was performed on the reversible thermosensitive recording material produced as described above. Test Method Using the reversible thermosensitive recording materials obtained in Examples and Comparative Examples, printing was performed with an applied pulse width of 2.0 milliseconds and an applied voltage of 21 volts using an 8 dot / mm thermal head manufactured by Kyocera. Densitometer Macbeth RD91 for color image
Using No. 8, the color density was measured. Further, a heat stamp was applied to the obtained color image portion, and the color was erased by heating at 120 ° C. for 1 second. Then, the density was measured in the same manner to obtain the erased density. Further, the color development density and the color erasure density after repeating the color development and the color erasure 50 times were measured. In addition, the portion where printing was repeated 50 times was observed with an optical microscope, and the degree of damage on the print recording surface was evaluated. The evaluation criteria are as follows. ：: No damage on the recording surface was observed, and good. 印字: Slight printing scratches were observed on the recording surface, but there was no practical problem. ×: Many breakage and scratches were observed on the recording printing surface.

[0092] The strength of the recording print surface was determined according to JIS K5400.
The measurement was performed based on a “scratch test with a pencil”.
In addition, strongly adhere the cellophane tape to the recording and printing surface.
A peeling test was performed. The evaluation criteria are as follows. ：: No delamination of the recording surface was observed at all, and very good. ：: Almost no delamination of the recording surface was observed, and there was no practical problem. Immediately after the reversible thermosensitive recording material was immersed in water for 100 hours, the strength of the recording surface was measured immediately based on JIS K5400 “Scratch test with a pencil”.

[0093]

[Table 1]

[0094]

[Table 2]

From Table 1, it can be seen that Examples 1-4, in which the binder resin of the reversible thermosensitive recording layer was changed, had excellent color development and decoloration even after many repetitions, and had good image contrast.
It turns out that it has sufficient durability. Further, Examples 5 and 6, in which a polyol resin having a resin OH value of 80 to 500 was used also for the anchor layer or the intermediate layer, are particularly resistant to repeated use, are excellent in adhesion, and a decrease in color density is not observed. You can see that it is very good. On the other hand, in Comparative Examples 1 and 2, sufficient color density and color erasure density were obtained. And the destruction of the reversible thermosensitive layer presumably due to the thermal head was observed. Comparative Example 3 using a polyol resin having a resin OH value of 600 exhibited relatively good durability, but the reversible heat-sensitive coating solution had a tendency to increase in viscosity and was insufficient in water resistance. Thereby, a clear difference is recognized between the example and the comparative example, and it is confirmed that the present invention has a great effect.

[0096]

The reversible thermosensitive recording material of the present invention can be colored by the thermal energy of a thermal head or the like, and can be changed to the decolored state by heating the composition in the colored state again. Such coloring and erasing can be performed repeatedly, and the coloring and erasing states can be maintained at room temperature. In the reversible thermosensitive recording material of the present invention, the resin OH value is 80 to 500 mgKOH / g in the reversible thermosensitive recording layer or in the protective layer on the reversible thermosensitive recording layer or the anchor layer between the reversible thermosensitive recording layer and the support.
By containing the cured product of the above-mentioned polyol resin and polyisocyanate compound, it can be used as a reversible thermosensitive recording material that is practically satisfactory with little damage even by repeated use of coloring and decoloring.

Claims (4)

[Claims] 1. A reversible thermosensitive recording comprising, on at least one side of a support, a colorless or pale-colored leuco dye, and a reversible color developer which causes the leuco dye to develop color by heating and to be decolorized by reheating. In a reversible thermosensitive recording material provided with a layer, a resin OH value of 80 to 50 is contained in the reversible thermosensitive recording layer.
A reversible thermosensitive recording material comprising a cured product of a polyol resin and a polyisocyanate compound at 0 mgKOH / g. 2. A reversible thermosensitive recording comprising, on at least one surface of a support, a colorless or pale-colored leuco dye, and a reversible color developer which develops the leuco dye by heating and decolorizes it by reheating. In a reversible thermosensitive recording material provided with a layer, a protective layer is provided on the upper surface of the reversible thermosensitive recording layer, and a resin OH value of 80 to 500 mgKOH /
1. A reversible thermosensitive recording material comprising a cured product of a polyol resin and a polyisocyanate compound. 3. A reversible thermosensitive recording comprising, on at least one surface of a support, a colorless or light-colored leuco dye, and a reversible developer which causes the leuco dye to develop color by heating and to be decolorized by reheating. In a reversible thermosensitive recording material provided with a layer, an anchor layer is provided between the reversible thermosensitive recording layer and a support, and a resin OH value of 80 to 500 mgK is provided in the anchor layer.
A reversible thermosensitive recording material comprising a cured product of an OH / g polyol resin and a polyisocyanate compound. 4. The method according to claim 1, wherein the polyol has a resin acid value of 10 mg KO.
4. The reversible thermosensitive recording material according to claim 1, wherein the H / g is not more than H / g.