JPH0465290A - Photosensitive thermal recording material - Google Patents

Abstract

PURPOSE:To form the title recording material enhanced in the uniformity of a color forming layer by using a specific derivative as a coupling component. CONSTITUTION:In a photosensitive thermal recording material wherein a recording layer containing a diazo compound, a coupling component and an org. base is provided on a support, the coupling component is a 15C or more 5- aminocyclohexane-1,3-dione derivative and the diazo compound forms the photosensitive thermal material contained in a microcapsule. As the 15C or more 5-aminocyclohexane-1, 3-dione derivative, a compound represented by formula I wherein at least one of R<1>, R<2>, R<3> and R<4> is a hydrogen atom or an alkoxycarbonyl group, the others may be same or different and are a hydrogen atom or an alkyl group and R<5> and R<6> may be same or different and are a hydrogen atom or an alkyl group.

Description

DETAILED DESCRIPTION OF THE INVENTION <Industrial Application Field> The present invention relates to a recording material that utilizes the photosensitivity of a diazo compound (diazonium salt), and particularly to a red-coloring type light and heat sensitive recording material.

<Prior Art> Three types are known as recording materials that utilize the photosensitivity of diazo compounds.

The first type is known as a wet development type, in which a photosensitive layer containing a diazo compound and a coupling component as main components is provided on a support, this material is superimposed on the original, and after exposure, it is developed in an alkaline solution. It is something to do. The second method is known as a dry development type. The third type is known as a heat developable type, and includes a type that contains an ammonia gas generating agent such as urea that can generate ammonia gas by heating in the photosensitive layer, and a type that contains ammonia gas generating agent such as urea that can generate ammonia gas when heated. There are types that contain alkali salts of acids that lose their acid properties when heated, such as acetic acid, and types that use higher fatty acid amides as coloring aids to activate diazo compounds and coupling components by heating and melting. be.

In addition to maintenance problems such as the need for replenishing and discarding the developer as it requires the use of a developing solution and the large size of the device, the wet type also has problems with maintenance, such as the fact that the area immediately after the film is damp, making it difficult to add additional information quickly. Copied images have some problems, such as not being able to withstand long-term storage. In addition, like the wet type, the dry type requires replenishment of developer, requires gas absorption equipment to prevent the generated ammonia gas from leaking outside, and therefore requires larger equipment. There are problems such as the smell of ammonia immediately after copying. On the other hand, unlike the wet and dry types, the heat-developable type has the advantage of maintenance because it does not require a developer, but all conventional types require a high developing temperature of 1506°C to 200°C. Moreover, if the temperature is not controlled to about ±10° C., insufficient development may occur or the color tone may change, resulting in a problem of increased equipment cost. Furthermore, the diazo compound used for such high-temperature development is required to have high heat resistance, but such compounds are often disadvantageous in forming high concentrations. Low temperature development (906C~130°
Many attempts have been made to achieve C), but these have the drawback of decreasing the shelf life of the material itself.

As described above, although the thermal development type is expected to have sufficient advantages in terms of maintenance compared to the wet and dry types, the current situation is that it has not yet become the mainstream of diazo recording systems.

Now, in order to obtain the desired color density by heating a material in which a layer containing a diazo compound and a coupling component is provided on a support, each component instantly melts, diffuses, and reacts with the coloring dye. It is necessary to generate , but it is preferable to make the system basic during this reaction because it has the effect of accelerating the reaction. Therefore, in order to produce a light- and heat-sensitive recording material having a recording speed that does not pose a practical problem when heated at low temperatures, it is essential to include a basic substance in the coating layer.

On the other hand, it is also essential for light and heat sensitive recording materials to suppress as much as possible the background coloring and the decrease in color density during storage before copying.

Although several attempts have been made to create light and heat sensitive recording materials with good shelf life and high recording speeds, the current situation is that they have not yet reached the point where they can be put to practical use. be.

If we design a material that can sufficiently develop color and obtain a high concentration even at low heating temperatures, it is natural that a color reaction may occur even while it is stored at room temperature before copying. This appears as a phenomenon in which the bare skin becomes colored. In particular, in the case of red-coloring type recording materials, there is a problem in that even slight coloring (fogging) of the background becomes noticeable due to high visibility. In order to solve this incompatible problem, the inventors of the present invention made extensive studies and found a recording material in which a heat-developable photosensitive layer containing a diazo compound, a coupling component, and a basic substance is provided on a support. In addition to incorporating the diazo compound into microcapsules, we also continued to investigate ways to find basic substances and how to make microcapsules, and succeeded in suppressing background discoloration during storage before copying. (Unexamined Japanese Patent Publication No. 2-5425
No. 1) However, the cyclohexane-1,3-dione derivative, which is the coupling component described in the above patent, actually has low oil solubility, and the storage stability of the recording material after emulsification and dispersion is not so good. This necessitated the development of cyclohexane-1,3-dione derivatives with improved dispersion stability.

Therefore, a first object of the present invention is to provide a light and heat sensitive recording material in which the uniformity of the coloring layer is improved by using a coupling component with improved oil solubility.

A second object of the present invention is to provide a light and heat sensitive recording material with less background fog.

Means for Solving the Problems> The above aspects of the present invention are characterized in that in a light and heat sensitive recording material in which a recording layer containing a diazo compound, a coupling component and an organic base is provided on a support, the coupling component is This was achieved using a light and heat sensitive recording material characterized by being a 5-aminocyclohexane-1,3-dione derivative having a total carbon number of 15 or more.

Among the 5-7 minohexane-1,3-dione derivatives having a total carbon number of 15 or more according to the present invention, ease of synthesis,
From the viewpoint of easy availability of raw materials, those in which the 4-position is substituted with an electron-withdrawing group such as an alkoxycarbonyl group or a cyano group, or a hydrogen atom are preferred.

Furthermore, the amino group at the 5-position is preferably substituted.
Yes.

Among the 5-aminocyclohexane-1,3-dione derivatives having a total carbon number of 15 or more according to the present invention, the following general formula [1]
Compounds represented by are preferred.

(In the above formula, at least one of R1, R2, R3 and R4 is a hydrogen atom, an alkylcarbonyl group, a cyano group, an alkylcarbonyl group, an arylcarbonyl group, and the others may be the same or different, and the hydrogen atom , represents an alkyl group, an aryl group, an aralkyl group, an alkoxycarbonyl group, a cyano group, a furkylcarbonyl group, an arylcarbonyl group, Rs and R1 may be the same or different, and represent a hydrogen atom, an alkyl group, an aryl group, an aralkyl group. In the general formula [1] 1'-, at least one of the groups represented by R1, R2R3 and R4 is a hydrogen atom, an alkoxycarbonyl group having 2 to 25 carbon atoms, or a cyano group. Preferably, an alkoxycarbonyl group having 2 to 20 carbon atoms and a cyano group are particularly preferable. Others are preferably a hydrogen atom or an alkyl group having 1 to 8 carbon atoms, particularly a hydrogen atom,
An alkyl group having 1 to 4 carbon atoms is preferred.

The groups represented by R5 and R6 in general formula [1] may further have a substituent, and examples of the substituent include an alkyl group, an aryl group, an alkoxy group, an aryloxy group, a substituted amino group, and a substituted carbonyl group. group, halogen atom, etc.

Further, R5 and R6 may be linked to each other to form a ring having a hetero atom or an unsaturated bond.

The number of carbon atoms in R5 and R" varies depending on the number of carbon atoms in cyclohexane-1,3-dione, which is 6, and the number of carbon atoms in RI R2, R3, and R4, but the number is generally 15 or more. That's fine.

While satisfying such conditions, R5 and R6 are hydrogen atoms, alkyl groups having 1 to 20 carbon atoms, and 7 to 20 carbon atoms.
A 7-ralkyl group having 20 carbon atoms, a 7-aryl group having 6 to 20 carbon atoms, and an acyl group having 2 to 20 carbon atoms are preferred. (however,
Here, acyl includes aromatic-containing groups such as benzoyl) Next, specific examples of the coupling component according to the present invention are shown below, but the present invention is not limited thereto.

Examples include.

The diazo compound and the coupling component contained in the photosensitive layer of the present invention come into contact with each other and react with each other to develop color when heated. Photodegradable compounds are used that decompose when exposed to heat.

The photodegradable diazo compound as used in the present invention mainly refers to aromatic diazo compounds, and more specifically refers to aromatic diazonium salts, diazosulfonate compounds, and diazoamino compounds. It is generally said that the photodecomposition wavelength of a diazo compound is its maximum absorption wavelength. Also, the maximum absorption wavelength of diazo compounds ranges from around 200 nm to 70 nm, depending on their chemical structure.
It is known that it changes to about 0 nm. (“Photodecomposition and chemical structure of photosensitive diazonium salts” by Takahiro Tsunoda and Ao Yamaoka, Journal of the Photographic Society of Japan 29 (4) pp. 197-205 (
1965)) That is, when a diazo compound is used as a photodegradable compound, it is decomposed by light of a specific wavelength depending on its chemical structure. Furthermore, by changing the chemical structure of the diazo compound, the hue of the dye after the reaction can be changed even when the same coupling component is used for the coupling reaction.

A diazo compound is a compound represented by the general formula ArN,X. (In the formula, A" represents a substituted or unsubstituted aromatic ring, and N
2 represents a diazonium group, and X represents an acid anion. ) In the present invention, a multicolor recording material can be obtained by using diazo compounds having different photodecomposition wavelengths or different photodecomposition rates. Specific examples of the diazo compound used in the present invention include the following examples.

4-diazo-1-dimethylaminobenzene, 4-diazo-2-butoxy-5-chloro-1-dimethylaminobenzene, 4-diazo-1-methylbenzylaminobenzene 4-diazo-1-ethylhydroxyethyl 7minobenzene, 4-diazo-1-diethylamino-3-methoxybenzene, 4-diazo-1-morpholinobenzene, 4-diazo-1-morpholino-2,5-dibutoxybenzene,
4-Diazo-1-tolylmercapto-2,5-jethoxybenzene, 4-diazo-1-piperazine-2-methoxy-5-chlorobenzene, 4-diazo-1-(・N
, N-dioctyl7minocarponyl)benzene, 4-diazo-1-(4-tert-octylphenoxy)benzene, 4-diazo-1-(2-ethylhexanoylpiperidino)-2゜5-di Butoxybenzene, 4-diazo-
1-(2゜・5-tert-amylphenoxy-d
-butanoylpiperidino)benzene, °4-diazo1
-(4-methoxy)phenylthio-2,5-jethoxybenzene, 4-diazo-1-(4-methoxy)benzamide-2,5-jethoxybenzene.

4-Diazo-1-pyrrolidino-2-methoxybenzene Specific examples of the acid that forms a diazonium salt with the above diazo compound include the following examples.

C,,F2. +1 COOH (n is an integer from 1 to 9),
C.

F2−+lSO3H (m is an integer of 1 to 9), boron tetrafluoride, tetraphenylboron, hexafluorophosphoric acid,
Aromatic carboxylic acids, aromatic sulfonic acids.

Furthermore, the diazonium salt can be stabilized by forming a complex compound using zinc chloride, cadmium chloride, tin chloride, or the like.

The microcapsules used in the present invention have a
After emulsifying and dispersing a solution of a diazonium salt and the same or different compounds that react with each other to produce a polymeric substance in a non-aqueous solvent with a boiling point of 95°C in a hydrophilic protective colloid solution, the reaction vessel is depressurized. While increasing the temperature of the system and distilling off the solvent, a wall-forming substance is transferred to the oil droplet surface, and a polymer production reaction by polyaddition and polycondensation proceeds on the oil droplet surface to form a wall film. Preferred are microcapsules produced by substantially no solvent from the viewpoint of obtaining a good shelf life.

Further, in the present invention, the polymeric substance forming the wall of the microcapsule is preferably formed of at least one selected from polyurethane and polyurea.

The non-aqueous solvent in which the diazonium salt used in the present invention is dissolved is at least one selected from halogenated hydrocarbons, fatty acid esters, ketones, and ethers.
Preferably, it is a species compound.

Specific examples of the nonaqueous solvent used in the present invention are listed below, but the present invention is not limited thereto. (
) indicates the boiling point at normal pressure.

Acetone (56), Isoamyl methyl ether (91)
, isopropyl methyl ketone (94).

Methyl isobutyrate (92), ethyl isobutyl ether (
79), ethyl isopropyl ether (54), ethylpropyl ether (64).

t-7mil chloride (86), ethylene chloride (84).

Isobutyl chloride (69), butyl chloride (78).

Ethylidene chloride (57), propyl chloride (46).

Methylene chloride (42), methyl formate (54).

Propyl formate (81), chloromethyl methyl ether (
59), methyl chloroformate (71), ethyl acetate (7
7), Methyl acetate (57), Quaternary carbon (77),
1.1-DiqOlubroban (86).

Trichlorethylene (87), methyl propionate (
80), propyl ether (91), methyl chloroform (Ryo 4), chloroform (61) The microcapsules of the present invention are characterized in that they do not substantially contain non-aqueous solvents; They developed a method for quantifying the nonaqueous solvent contained in the microcapsules using the following method, and defined "substantially free" in the present invention.

The microcapsules of the present invention are rarely used as a capsule liquid alone, but are generally used in a manner in which a coating liquid is prepared together with a coupler and a base, coated and dried, and then present in a film of a copying material. Therefore, the amount of non-aqueous solvent contained in the coating film, which was present at several percent in the capsule liquid stage, was below the detection limit.゛Microcapsule liquid produced by the production method of the present invention 0,
19 was weighed into a 20 cc volumetric flask, methanol was added, the volume was adjusted to exactly 20 cc, and the mixture was left for 30 minutes.

2 cc of the above methanol solution was measured using a microsyringe and injected into a gas chromatograph mass spectrometer (Hitachi M-80B). Column is TENAX 3mmφ
X1m was used. Quantification was performed using the m/z peak corresponding to the solvent to be measured. (For example, in the case of ethyl acetate, m/
'z=43. For methylene chloride, peak 84 was used. ) According to this measurement method, the microcapsule liquid of the present invention contained 0.01 to 3.00% of nonaqueous solvent.

The same or different compounds that react with each other to produce a polymer substance forming the walls of the microcapsules used in the present invention are preferably polyurea and urethane, and the corresponding monomers are selected from aromatic or aliphatic isocyanate compounds. . The microcapsules containing the diazo compound of the present invention can be polymerized with the corresponding monomer, and the amount of monomer used is such that the average particle size of the microcapsules is 0.3μ to 12μ and the wall thickness is 0.01 to 0. ．．
3. Moreover, the diazo compound has 0.
It is preferable to apply the coating at a rate of 0.05 to 5.0 g/m'.

In the present invention, coupling components that can be used for the purpose of hue adjustment, etc. together with the coupling component represented by general formula [1] include those that form a dye by coupling with a diazo compound in a basic atmosphere. Any compound is possible.

For example, there are so-called active methylene compounds having a methylene group next to a carbonyl group, phenol derivatives, naphthol derivatives, etc. Specific examples include the following, which are used within the range that meets the purpose of the present invention.

Resorcin, phloroglucin, sodium 2,3-dihydroxynaphthalene-6-sulfonate, 1-hydroxy-2-naphthoic acid morpholinopropylamide, 1.5-
Dihydroxynaphthalene, 2.3-dihydroxynaphthalene, 2.3-dihydroxy-6-sulfanylnaphthalene, 2-7-droxy-3-naphthoic acid morpholinopropylamide, 2-hydroxy-3-naphthoic acid octylamide, 2-hydroxy-3- Naphthoic acid 7nilide, pencylacetonilide, 1-phenyl-3-methyl-5
-pyrazolone, 1-(2,4,6-trichlorophenyl)-3-7nilino-5-pyrazolone, 2-[3-α-
(2,5-di-tert-amylphenoxy)-butanamidobenzamide]phenol, 2,4-bis-(benzoylacetamino)toluene, 1,3-bis-(pivaloylaceto7-minomethyl)benzene In the present invention, heat An organic base is added during development to make the system basic and promote the coupling reaction. These organic bases can be used alone or in combination of two or more. Basic substances include tertiary amines, piperidines, piperazines, amidines, formamidines,
Examples include nitrogen-containing compounds such as pyridines, guanidines, and morpholines.

In particular, N,N'-bis(3-phenoxy-°2-hydroxypropyl)piperazine, N,Nbis[3-
(p-methylphenoxy)-2-hydroxypropyl]
Piperazine, N,N'-bis[3-(p-methoxyphenoxy)-2-hydroxypropyl] Piperazine, N,N'-bis(3-phenylthio-2-hydroxypropyl)piperazine, 'N,N'-bis [3-
(β-naphthoxy)-2-hydroxypropyl] piperazine, N-3(β-naphthoxy)-2-human Ooxypropyl-N'-methylpiperazine, 1,4-bis([3
Piperazines such as (N-methylpiperazino)-2-humanOxypropyloxy)benzene, N-[3-(β
-naphthoxy)-2-hydroxy]propylmorpholine, 1,4-bis[(3-morpholino-2-hydroxy)
Morpholines such as propyloxy]benzene, 1,3-bis[(3-morpholino-2-hydroxy)propyloxy]benzene, piperidines such as N-(3-phenoxy-2-hydroxypropyl)piperidine, and N-dodecylpiperidine Specifically, guanidines such as triphenylguar□herring, tricyclohexylguanidine, and dicyclohexylphenylguanidine are preferable.

In the present invention, the coupling component is 0.1 to 30 parts by weight and the basic substance is 0.1 to 30 parts by weight per 1 part by weight of the diazo compound.
．． It is preferable to use it in a proportion of 1 to 30 parts by weight.

In the present invention, in addition to the organic base, a coloring aid may be added for the purpose of promoting the coloring reaction.

The coloring aids of the present invention include, for example, phenol derivatives, naphthol derivatives, alkoxy-substituted benzenes, alkoxy-substituted naphthalenes, and hydroxy compounds in the photosensitive layer so that thermal development can be carried out quickly and completely with low energy. , amide compounds, and sulfonamide compounds can be added. These compounds are thought to lower the melting point of the coupling component or the basic substance, or to improve the thermal permeability of the microcapsule wall, resulting in a high color density.

The coloring aids of the present invention also include thermofusible substances.

The heat-melting substance is a substance having a melting point of 506°C to 150°C that is solid at room temperature and melts by heating, and is a substance that dissolves a diazo compound, a coupling component, or a basic substance. Specific examples of these compounds include fatty acid amides, N-substituted fatty acid amides, ketone compounds, urea compounds, esters, and the like.

The coupling component used in the present invention includes a basic substance,
It can also be used as a solid dispersion with a water-soluble polymer using a sand mill etc. together with other color development aids, etc.
It is particularly suitable for use in emulsions with appropriate emulsification aids.

Preferred water-soluble polymers include water-soluble polymers used when preparing microcapsules (see, for example, JP-A-59-190886). In this case, the coupling component, the basic substance and the coloring aid are each added in an amount of 5 to 40% by weight based on the water-soluble polymer solution. The dispersed or emulsified particle size is preferably 10 microns or less.

A free radical generator (a compound that generates free radicals when irradiated with light) used in photopolymerizable compositions can be added to the recording material of the present invention for the purpose of reducing yellowing of the background after copying. . As free radical generators, aromatic ketones,
Examples include quinones, benzoin, benzoin ethers, azo compounds, organic disulfides, and acyloxime esters. The amount of the free radical generator to be added is preferably 0.01 to 5 parts by weight per 1 part by weight of the diazo compound.

Similarly, for the purpose of reducing yellowing, a polymerizable compound having an ethylenically unsaturated bond (hereinafter referred to as a vinyl monomer) can be used.

Vinyl monomers have at least one ethylenically unsaturated bond (vinyl group, vinylidene group, etc.) in their chemical structure.
It is a compound that has the chemical form of a monomer or a prepolymer. Examples thereof include unsaturated carboxylic acids and salts thereof, esters of unsaturated carboxylic acids and aliphatic polyhydric alcohols, and 7-amides of unsaturated carboxylic acids and aliphatic polyhydric amine compounds. The vinyl monomer is used in an amount of 0.2 to 20 parts by weight per 1 part by weight of the diazo compound.

The free radical generator and vinyl monomer are diazo compounds'
It can also be used by being contained in microcapsules.

In the present invention, in addition to the above materials, citric acid is used as an acid stabilizer.
Tartaric acid, oxalic acid, boric acid, phosphoric acid, pyrophosphoric acid, etc. can be added.

The recording material of the present invention is produced by preparing a coating solution containing microcapsules containing a diazo compound, a coupling component, an organic base, and other additives, and coating it on a support such as paper or a synthetic resin film with a bar. A photosensitive layer having a surface area of 2.5 to 30 g/m' is formed by coating and drying by a coating method such as , blade coating, air knife coating, gravure coating, roll coating, spray coating, dip coating, or curtain coating. In the recording material of the present invention, the microforce, the coupling component, the base, etc. may be contained in the same layer as described in the above method, or may have a laminated structure in which they are contained in separate layers. You can also take it. It is also possible to provide an intermediate layer on the support as described in Japanese Patent Application No. 177,669/1980, and then coat the photosensitive layer.

As the support of the present invention, any filter paper support used for ordinary pressure-sensitive paper, thermal paper, dry or wet diazo copying paper, etc. can be used, as well as neutral sizing agents such as flukyl ketene dimer. Neutral paper with a pH of 5 to 9 (described in Japanese Patent Application No. 55-14281) sized by paper with an optical surface roughness of 8μ or less and a thickness of 30 to 150μ as described in JP-A No. 58-136492, a density of 0.9 g/min as described in JP-A-58-69091 cm
Paper with an optical contact ratio of 15% or more, JP-A No. 5
Canadian Standard Freeness (JIS) as described in No. 8-69097
P8121)' paper made from pulp beaten to 400 cc or more to prevent coating liquid from seeping in, JP-A-5
8-65695, the glossy side of a base paper made by a Yankee machine is used as the coating surface to improve the color density and resolution, and the base paper described in JP-A-59-35985 is subjected to corona discharge treatment to improve coating suitability. Paper improved on can also be used.

Further, the synthetic resin film used as a support in the present invention can be arbitrarily selected from known materials that do not deform even when heated during the development process and have dimensional stability. Examples of such films include polyester films such as polyethylene terephthalate and polybutylene terephthalate, cellulose derivative films such as cellulose triacetate films, polystyrene films, boli-O-pyrene films, and polyolefin films such as polyethylene. It can be used by pasting them together. The thickness of the support is 20 to 200
μ is used.

When forming an image on the recording material of the present invention, the following method can be used. One is to expose the original to light to form a latent image, and then irradiate light onto areas other than the image forming area to fix the image.The other is to develop color using heat from a thermal pen, thermal head, etc. In this method, after an image is obtained, areas other than the image area are irradiated with light to fix the image. Either method can be preferably used. Various types of fluorescent lamps, xenon lamps, mercury lamps, etc. are used as the light source for exposure, and the fact that this emission spectrum almost matches the absorption spectrum of the diazo compound used in the recording material is that
This is preferable because it allows efficient optical fixation of areas other than the image forming area. Further, in the step of heating and developing the material, a thermal pen, a thermal head, an infrared ray, a high frequency, a heat block, a heat roller, etc. can be used as the heating means.

EXAMPLES Hereinafter, the present invention will be explained in more detail with reference to Examples, but the present invention is not limited to these Examples.

Example 1 [Preparation of capsule liquid A of the present invention] ~1-morpholino-
3,45 parts of 2,5-dibutoxybenzene-4-diazonium hexafluorophosphate and xylylene diisocyanate and trimethylolpropane (3:1) adduct 1
8 parts were added to 10 parts of ethyl acetate and dissolved by heating. This solution of the diazo compound was mixed with an aqueous solution in which 5.2 parts of polyvinyl alcohol was dissolved in 58 parts of water, and the mixture was heated to 20°C.
The mixture was emulsified and dispersed to obtain an emulsion with an average particle size of 2.5 μm. 100 parts of water was added to the obtained emulsion and heated to 50° C. while stirring, and after 3 hours, a capsule liquid containing a diazo compound in the core substance was obtained. This reactor was heated with a water pump for 40 minutes.
A vacuum of 0 mmHg to 500 mmHg was maintained. The amount of ethyl acetate in the capsule liquid was determined using the measurement method described above.
．． A value of 62% was obtained.

[Preparation of coupler/base emulsion B]: Dissolve 10 parts of the specific compound (1) of the present invention, 5 parts of triphenylguanidine, and 3 parts of tricresyl phosphate in 50 parts of ethyl acetate,
The mixture was added to 200 parts of a 15% polyvinyl alcohol aqueous solution and emulsified and dispersed using a homogenizer. Ethyl acetate was removed while keeping this at 30°C to obtain emulsion 8. The average particle size of the emulsion was 0.5μ.

[Preparation of recording material of the present invention]: The above capsule liquid A50
850 parts of the emulsion was added to prepare a coating solution.

This flying liquid is smoothed with transparent polyethylene terephthalate,
Coat the film (thickness 75 μm) with a coating bar to a dry weight of 10 g/m' and heat at 50°C.
The recording material was prepared by drying for a minute.

[Color development and fixation test]

A test manuscript (a circle with a diameter of 3 cm painted uniformly black on tracing paper with a 2B pencil) was placed on top of the recording material and exposed to light using a fluorescent lamp. At this time, a fluorescent lamp whose emission spectrum has a maximum value at 420 parts m was used. Next, an image was formed by heating for 3 seconds using a heat block heated to 120°C. The formed image was colored red. Further, even when the entire surface was exposed using a lamp having an absorption maximum at 420 parts m after heating with a heat block previously heated to 120° C., the formed image developed a reddish color. When the densities of the colored parts were measured using a Macbeth densitometer, they were 1.25 and 1.24, respectively.

Example 2.3 Compound (2) was used instead of compound (1) used in Example 1.
) (Example 2) and Compound (6) (Example 3) to obtain a coupler/base emulsion, and the same operations as in Example 1 were performed to prepare a recording material and form an image. The formed image developed a reddish color, and when the density of the colored area was measured using a Macbeth densitometer, it was 1.22 (Example 2) and 1.22, respectively.
21 (Example 3).

Comparative Example 1.2 Instead of compound (1) used in Example 1, 5゜5-dimethyl-1,3-cyclohexanedione (Comparative Example 1),
5-dimethyl 7minor 4-methoxycarbonyl-1,3
- The same operation as in Example 1 was carried out except that a coupler/base emulsion was obtained using cyclohexanedione (Comparative Example 2),
An image was formed. The formed image developed a reddish color, and when the r-degree of the colored part was measured using a Macbeth densitometer, it was 1.20 (Comparative Example 1) and 1.19 (Comparative Example 2), respectively.
) [Table 1] Comparison of storage stability of recording materials and fogging on the background area Next, the storage stability of the obtained recording materials and fogging on the background area were compared. The storage stability test was conducted by observing the transparency of the material after it was left at 40°C and 90% RH for one day. If the storage stability is poor, the material will appear cloudy and will not be suitable as a recording material.

Further, a test for fogging on the background part was conducted by measuring the density of the background part using a Macbeth densitometer.

The results are shown in Table 1.

From these results, by using the coupling component of the present invention, it was possible to obtain a light and heat sensitive recording material with excellent emulsion storage stability and stability, and with low fog in the background area.

Claims (1)

[Scope of Claims] 1) A light- and heat-sensitive recording material in which a recording layer containing a diazo compound, a coupling component, and an organic base is provided on a support, wherein the coupling component has a total carbon number of 15 or more.
- A light and heat sensitive recording material characterized in that it is an aminocyclohexane-1,3-dione derivative. 2) The light and heat sensitive recording material according to claim 1, wherein the diazo compound is contained in microcapsules.