JPH08314062A - Heat developable diazo copying material - Google Patents

Abstract

PURPOSE: To obtain a copying material having high image density, excellent in thermal responsiveness for high-speed recording and having high reliability even from the viewpoint of preservability over a long period of time by incorporating specified 2-hydroxy-3-naphthoic acid alkylamide as a component coupling with a diazo compd. CONSTITUTION: This heat developable diazo copying material contains 2- Hydroxy-3-naphthoic acid alkylamide represented by the formula as a component to be coupled with a diazo compd. In the formula, R is 8-22C alkyl, e.g. octyl, decyl, dodecyl, hexadecyl or octadecyl. In the material obtd. by forming a developer layer contg. an alkali-soluble resin and a heat fusible material and a photosensitive layer contg. a diazo compd. on a substrate, the coupling component is contained on the developer layer.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a heat-developable diazo copying material in which a latent image is formed on a transparent or semi-transparent original by superposing the latent image thereon and then developing the latent image with heat. The present invention also relates to a heat-sensitive recording material, particularly a heat-sensitive recording material capable of being optically fixed.

[0002]

2. Description of the Related Art Heat-developable diazo copying materials are generally used for paper,
A photosensitive layer containing a diazo compound, a coupling component and a color-forming aid as the main components is provided on a support such as a film, and urea, sodium trichloroacetate or the like is used as the color-forming aid. This kind of diazo copying material is 180
It is developed by heating at up to 200 ° C. The developing mechanism uses an alkali that is decomposed and generated by heating. Further, as an attempt to develop at low temperature, a heat fusible substance such as higher fatty acid amide is used as a color developing aid, and the developing mechanism uses activation of a diazo compound and a coupling component by heating and melting. .

[0003]

However, in the conventional case, pre-coupling gradually progressed during storage, and undesired coloring sometimes occurred. For this reason, JP-A-57-42042, JP-A-57-45094 and JP-A-5-
As disclosed in JP-A 7-125091, etc., by allowing any one of a diazo compound, a coupling component and an alkali generator to exist in the form of discontinuous particles, contact between the components can be prevented and pre-cup Although ringing has been prevented, the raw material has insufficient storage stability. Further, JP-A-57-44141 and JP-A-59-
As disclosed in JP-A-190886, it is known that by encapsulating any one of a diazo compound, a coupling component and an alkali generator, it is isolated from other components, but these methods are also preserved live. Properties and thermochromic properties are not sufficiently satisfied. In addition, Japanese Patent Publication 4-33
In JP-A-15, it is disclosed to use a resin which is alkali-soluble and acid-insolubilizes in a developer layer containing a base. However, since the resin is mixed with the base, the insolubilization becomes insufficient, and the resin is stored in a raw state. Pre-coupling cannot be prevented. The present invention has been made in view of such a situation, and has a high image density and is excellent in thermal responsiveness for high-speed recording, and also has high reliability in terms of long-term storage stability. The purpose is to obtain copy materials.

[0004]

According to the present invention, firstly, a 2-hydroxy-3-naphthoic acid alkylamide represented by the following general formula (A) is contained as a component for coupling with a diazo compound. A heat-developable diazo copying material is provided.

Embedded image (In the formula, R represents an alkyl group having 8 to 22 carbon atoms.) Second, on the support, a developer layer containing at least an alkali-soluble resin and a heat-fusible substance and at least a diazo compound are contained. A heat-developable diazo copying material having a photosensitive layer, wherein the developer layer contains the coupling component described above. Thirdly, in the heat-developable diazo copying material in which a developer layer containing at least an alkali-soluble resin and a heat-fusible substance and a photosensitive layer containing at least a diazo compound are provided on a support, There is provided a heat-developable diazo copying material characterized in that a layer containing the above-mentioned coupling component is independently provided. Fourth, the heat-developable diazo copying material described in the second or third is characterized in that an intermediate layer made of an alkali-soluble resin and a heat-fusible substance is provided between the developer layer and the photosensitive layer. A heat developable diazo copying material is provided.
Fifth, in the heat developable diazo copying material described in the above second, third or fourth, there is provided a heat developable diazo copying material characterized by containing a styrene-acrylic acid copolymer as an alkali-soluble resin. Provided. Sixth, in the heat developable diazo copying material described in the second, third or fourth, containing a mixture of styrene-acrylic acid copolymer and isobutylene-maleic anhydride copolymer as an alkali-soluble resin. A heat-developable diazo copying material is provided. Seventh, in the heat developable diazo copying material described in the above second, third, fourth, fifth or sixth, the melting point of the heat fusible substance is from 60 ° C to 150 ° C.
A heat developable diazo copying material is provided which contains a heat fusible substance in the range of ° C.

The present invention will be described in detail below. As described above, the present invention uses the 2-hydroxy-3-naphthoic acid alkylamide represented by the general formula (A) as the coupling component used in the heat-developable diazo copying material, so that the high-speed recording can be performed. This was made based on the finding that a heat-developable diazo copying material having excellent image density and long-term storability can be obtained.

The heat-developable diazo copying material according to the present invention has an increased image density during high-speed recording because the coupling component used in the present invention is a heat-fusible substance when it is thermally dissolved. It is because the solubility of the coupling component is very excellent, and the long-term storage stability is improved because the coupling component used in the present invention does not dissolve in water and thus exists as discontinuous particles, and the alkali-soluble resin. It is thought that this is because it consists of a structure isolated in.

The layer structure of the heat-developable diazo copying material containing the coupling component of the present invention contains a developer layer containing at least an alkali-soluble resin and a heat-fusible substance on a support, and at least a diazo compound. In the constitution in which the photosensitive layer is provided, it is preferable that the developer layer contains a coupling component. Further, a layer containing a coupling component may be provided independently, for example, between the support and the developer layer. Further, it is preferable to provide a layer composed of an alkali-soluble resin and a heat-fusible substance as an intermediate layer between the developer layer and the photosensitive layer.

Further, in the present invention, an alkali-soluble resin (a resin that dissolves in alkalinity and insolubilizes in acidity) is used. Among them, a styrene-acrylic acid copolymer or a styrene-acrylic acid copolymer and isobutylene is used. −
A mixture of maleic anhydride copolymers is preferably used. Further, in the present invention, the melting point is 60 ° C to 150 ° C.
A heat-fusible substance (a substance having a function of dissolving the coupling component or the alkali-soluble resin at the time of melting) within the range is preferably used.

The materials used in the present invention will be described in detail below. The 2-hydroxy-3-naphthoic acid alkylamide represented by the general formula (A) used as the coupling component in the present invention has 8 carbon atoms.
Specific examples of the alkyl group (R) of to 22 include an octyl group, a decyl group, a dodecyl group, a hexadecyl group and an octadecyl group.

Further, in the present invention, a coupler of a conventionally known general diazo copying material can be used together with the above coupler. Examples of couplers of these general diazo copying materials include resorcin, phloroglucin, 2,5-dimethyl-4-morpholinomethylphenol, 3-hydroxycyanoacetanilide, rosesulfoacetoanilide, 1-benzoylamino-8-.
Hydroxynaphthalene-3,6-disulfonamide,
2,2-Dihydroxynaphthalene, 2,7-Dihydroxynaphthalene-3,6-disulfone Isosoda, 2,3-
Dihydroxynaphthalene-6-sulfonic acid, 2,5-dihydroxynaphthalene-sodium sulfonate, 1-hydroxynaphthalene-4-sodium sulfonate, 1-amino-
3-hydroxynaphthalene-3,6-disulfonamide, naphthol AS, naphthol AS-D, 2-hydroxynaphthalene-3-biguanide, 2-hydroxy-
3-naphthoic acid morpholinopropylamide, 2-hydroxy-3-naphthoic acid ethanolamide, 2-hydroxy-3-naphthoic acid-N, N-dimethylaminomorpholinopropylamide, 2,4,2 ', 4'-tetrahydroxy Examples thereof include diphenyl and 2,4,2 ′, 4′-tetrahydroxydiphenyl sulfoxide.

When the coupling component used in the present invention is mixed with an organic amide derivative which is a heat-fusible substance and DSC is measured, eutecticization is observed, and it is speculated that the coupling components are compatible with each other. The amount of the coupling component used in the present invention is 0.1 to 10.0 parts by weight based on 1 part by weight of the diazo compound,
It is preferably 0.8 to 4.0 parts by weight. If the amount is less than 0.1 parts by weight, insufficient color development occurs, and conversely, if the amount is more than 10 parts by weight, undesired caprying occurs during storage.

Next, examples of the alkali-soluble resin used in the present invention include styrene-acrylic acid copolymer, isobutylene-maleic anhydride copolymer, styrene-maleic anhydride copolymer and the like. In particular, styrene-acrylic acid copolymer, or this and isobutylene-
By mixing and using the maleic anhydride copolymer, the background fog can be further reduced. The mixing ratio at this time is 0.01 to 2.0 parts by weight, preferably 0.1 to 1.0 parts by weight, relative to 1 part by weight of the former.

Further, in the present invention, it is preferable to use a heat-fusible substance having a melting point of 60 ° C. to 150 ° C. in combination in order to promote the thermochromic property. The heat-fusible substance is a substance having a function of dissolving the coupling component or the above resin when dissolved. For example, 2-tribromoethanol, 2,2-dimethyltrimethylene glycol, an alcohol derivative such as 1,2-cyclohexanediol, paraffin wax,
Microcrystalline wax, montanic acid wax,
Examples thereof include waxes such as carnauba wax, higher fatty acid esters such as monostearin and tristearin, higher alcohols such as polyethylene glycol, polyethylene oxide and behenyl alcohol, higher polyhydric alcohols and higher ketones. In particular, when the organic acid amide derivative represented by the following general formula has a large dissolving action when melted, the coupling reaction efficiently proceeds and color development is promoted. R ₁ -CONH-R _{2 In the} formula, R ₁ represents an alkyl group or aryl group having 8 to 22 carbon atoms, and R ₂ represents hydrogen, an alkyl group or aryl group having 1 to 18 carbon atoms. Specific examples thereof include higher fatty acid amide derivatives such as lauric acid amide, stearic acid amide, behenic acid amide, stearic acid methylolamide, and ethylenebisstearic acid amide, benzoic acid stearyl amide, and 2-naphthoic acid lauryl amide. , Myristic acid anilide, stearic acid anilide and the like.

The amount of the heat-fusible substance used is 0.1 to 10.0 parts by weight, preferably 0.5 to 5.0 parts by weight, relative to 1 part by weight of the coupling component. If the amount is less than 0.1 parts by weight, insufficient color development occurs, and conversely, if the amount is more than 10 parts by weight, the feel is poor. The diazo compound used in the present invention is a diazonium salt represented by the general formula ArN ²⁺ X ⁻ (wherein
Ar represents a substituted or unsubstituted aromatic moiety, ArN
²⁺ represents a diazonium cation and X ⁻ represents an acid anion. )

Specific examples of the diazo compound include, for example,
4-diazo-N, N-dimethylaniline, 4-diazophenylmorpholine, 4-diazo-N, N-dibutylaniline, 4-diazo-2,5-dimethoxyphenylmorpholine, 4-diazo-2,5-diethoxy Phenylmorpholine, 4-diazo-2,5-dipropoxyphenylmorpholine, 4-diazo-2,5-dibutoxyphenylmorpholine, 4-diazo-2,5-dibutoxy-N-benzyl-N-ethylaniline, 4 -Diazo-2,5-dibutoxy-N, N-dibutylaniline, 4-diazo-2,5
-Dibutoxy-N-benzyl-N-oxyethylaniline, 4-diazo-2,5-dibutoxyphenylpiverazine, 4-diazo-2,5-diethoxyphenylpyrrolidine, 4-diazo-2,5-di Propoxyphenylpiperidine, 4-diazo-2,5-diethoxy-N, N-dimethylaniline, 4-diazo-1-benzoylamino-
2,5-dibutoxybenzene, 4-diazo-1- (4 '
-Methoxybenzoylamino) -2,5-dimethoxybenzene, 4-diazo-1- (4'-methoxybenzoylamino) -2,5-diethoxybenzene, 4-diazo-
1- (4'-methyldibenzoylamino) -2,5-dipropoxybenzene, 4-diazo-1- (3'-chlorobenzoylamino) -2,5-diethoxybenzene, 4
-Diazo-1- (3'-methoxybenzoylamino)-
2,5-dibutoxybenzene, 4-diazo-1- (3 '
-Methylcibenzoylamino) -2,5-dimethoxybenzene, 4-diazo-1-phenylmercapto-2,5
-Dipropoxybenzene, 4-diazo-1- (4'-toluylmercapto) -2,5-diethoxybenzene, 4
-Diazo-1- (4'-methoxyphenylmercapto-
2,5-dibutoxybenzene, 4-diazo-1- (4 '
-Chlorophenylmercapto) -2,5-dimethoxybenzene, 4-diazo-1- (3'-toluylmercapto) -2,5-diethoxybenzene, 4-diazo-1-
(3'-Methoxyphenylmercapto) -2,5-dipropoxybenzene, 4-diazo-1- (2'-toluylmercapto) -2,5-dibutoxybenzene, 4-diazo-1-phenoxy-2, 5-dibutoxybenzene, 4
-Diazo-1- (4'-methoxyphenoxy) -2,5
A double salt of chloride such as diethoxybenzene, zinc chloride, cadmium chloride, tin chloride, etc., and sulfuric acid of the diazo,
Examples thereof include salts of inorganic acids such as hexafluorophosphoric acid and tetrafluoroboric acid.

In the copying material of the present invention, a light and heat sensitive layer is formed on a support such as paper or a plastic film. When a dispersion of these layers is applied to the support, a binder is used. Then apply. As a binder, polyvinyl alcohol, polyacrylamide, casein, gelatin,
Water-soluble resins such as starch and its derivatives, polyvinylpyrrolidone, carboxymethylcellulose, methylcellulose, ethylcellulose, hydroxyethylcellulose, polyvinyl acetate, polyacrylic acid esters, vinyl chloride-acrylic acid ester copolymers, ethylene-vinyl acetate copolymers, etc. Various emulsion resins of can be used.

Further, the image density and light sensitivity are increased,
Alternatively, a precoat layer composed of fine particle powder and a binder may be provided between the support and the light and heat sensitive layer of the present invention for the purpose of improving the writability. The fine particle powder used in the precoat layer may be an inorganic fine particle powder or an organic fine particle powder, and specific examples of the inorganic fine particle powder include silica, alumina, kaolin, talc, titanium, calcium carbonate,
There are aluminum hydroxide, magnesium hydroxide and the like, and as the organic fine particle powder, there are styrene resin particles, urea-formalin condensate resin particles, benzoguanamine resin particles and the like. As the binder, polyvinyl alcohol, polyacrylamide, casein, gelatin, starch and its derivatives, water-soluble resins such as polyvinylpyrrolidone, carboxymethyl cellulose, methyl cellulose, ethyl cellulose, hydroxyethyl cellulose, polyacetic acid pinyl, polyacrylic acid ester, vinyl chloride. Various emulsion resins such as an acrylic ester copolymer and an ethylene-vinyl acetate copolymer can be used.

In the heat-developable diazo copying material of the present invention, in addition to the above-mentioned color-developing component, various additives which are applied to ordinary diazo heat-sensitive recording materials can be contained.
As the storage stability improver, sodium naphthalene-monosulfonate, sodium naphthalene-disulfonate, sodium naphthalene-trisulfonate, sulfosalicylic acid, cadmium sulfate, magnesium sulfate, cadmium chloride, zinc chloride and the like can be used. Further, it is possible to use thiourea, urea or the like as an antioxidant, caffeine, theophylline or the like as a solubilizer, and citric acid, tartaric acid, sulfuric acid, oxalic acid, boric acid, phosphoric acid, pyrophosphoric acid or the like as an acid stabilizer, In addition, a small amount of saponin can be added.
Further, when used as a light-fixing type heat-sensitive recording material, a filler can be added for the purpose of preventing sticking to the thermal head and improving runnability. For example, styrene resin fine particles, urea-formalin condensate resin fine particles, aluminum hydroxide, magnesium hydroxide, calcium carbonate, titanium, talc, kaolin, silica, alumina, and other organic or inorganic solid fine particles. Metal soaps can also be used for the same purpose.

The heat-developable diazo copying material of the present invention can be advantageously applied to various other fields of heat-sensitive recording, in particular, as output recording paper for facsimiles and electronic computers which require high-speed recording. In the case of the present invention, the characters and images recorded on the surface of the recording paper can be fixed by decomposing unreacted diazo compound by exposing after image formation by heating. Further, the heat-sensitive recording material of the present invention can be applied to the recording of necessary items for securities, gift certificates, entrance tickets, certificates, slips, and the like, by utilizing its fixing property.

[0020]

EXAMPLES The present invention will be specifically described below with reference to examples.

[Example 1] A coupler liquid having the following composition was prepared and applied on the surface of a high-quality paper using a wire bar and dried to form a developer layer (coupler layer) having an adhesion amount of 4.5 g / m ² . . 2-Hydroxy-3-naphthoic acid dodecylamide (20% dispersion) 2 g Styrene-ammonium acrylate copolymer aqueous solution (20%) (John Cryl 679, manufactured by Johnson Polymer KK) 30 g Stearic acid amide dispersion (20%) 30 g Silica powder 1 g Polyvinyl alcohol aqueous solution (10%) 10 g Water 19 g A photosensitive layer solution having the following composition was coated on the above coupler layer using a wire bar and dried to form a photosensitive layer having an adhesion amount of 0.25 g / m ² . 4-diazo-1-morpholino-2,5-dibutoxy benzene chloride / 1/2 zinc chloride 1.5 g tartaric acid 1 g isopropanol 5 g saponin 0.1 g water 92.4 g Heat developable diazo copy of the present invention as described above Created the material.

[Example 2] A coupler solution having the following composition was prepared and applied and dried on the surface of a fine paper using a wire bar to form a developer layer (coupler layer) having an adhesion amount of 4.5 g / m ² . . 2-Hydroxy-3-naphthoic acid octadecyl amide (20% dispersion liquid) 2 g Styrene-ammonium maleic anhydride copolymer aqueous solution (20%) (Kuraray SMA3000) 30 g Behenamide amide dispersion liquid (20%) 30 g Silica powder 1 g Polyvinyl alcohol aqueous solution (10%) 10 g Water 19 g A photosensitive layer solution having the following composition was coated on the above coupler layer using a wire bar and dried to form a photosensitive layer having an adhesion amount of 0.25 g / m ² . 4-diazo-1-morpholino-2,5-dibutoxy benzene chloride / 1/2 zinc chloride 1.5 g tartaric acid 1 g isopropanol 5 g saponin 0.1 g water 92.4 g Heat developable diazo copy of the present invention as described above Created the material.

Example 3 A photosensitive layer solution having the following composition was prepared and applied on the surface of a high-quality paper using a wire bar and dried to form a photosensitive layer having an adhesion amount of 0.30 g / m ² . 4-diazo-1-morpholino-2,5-dibutoxy benzene chloride / 1/2 zinc chloride 1.5 g tartaric acid 1 g isopropanol 5 g saponin 0.1 g water 92.4 g A coupler solution having the following composition on the photosensitive layer. The coated layer was dried using a wire bar to form a developer layer (coupler layer) having an adhesion amount of 4.5 g / m ² . 2-Hydroxy-3-naphthoic acid dodecylamide (20% dispersion liquid) 10 g Styrene-ammonium acrylate copolymer aqueous solution (20%) (Johnson Polymer KK, Junkryl 679) 30 g Stearic acid amide dispersion liquid (20%) 30 g Syringe powder 1 g Polyvinyl alcohol aqueous solution (10%) 10 g Water 19 g The heat-developable diazo copying material of the present invention was prepared as described above.

[Example 4] A coupler solution having the following composition was prepared, and coated on a surface of a high-quality paper using a wire bar and dried to form a developer layer (coupler layer) having an adhesion amount of 3.5 g / m ^2. did. 2-Hydroxy-3-naphthoic acid dodecylamide (20% dispersion liquid) 10 g Styrene-ammonium acrylate copolymer aqueous solution (20%) (John Cryl 679 manufactured by Johnson Polymer Co., Ltd.) 20 g Stearic acid amide dispersion liquid (20%) 20 g Silica powder 1 g Polyvinyl alcohol aqueous solution (10%) 10 g Water, 39 g An intermediate layer dispersion having the following composition was applied on the above developer layer using a wire bar and dried to form an intermediate layer having an adhesion amount of 1.5 g / m ^2. Formed. Styrene-ammonium acrylate copolymer aqueous solution (20%) (John Cryl 679 manufactured by Johnson Polymer Co., Ltd.) 30 g Stearic acid amide dispersion (20%) 30 g Water 40 g A photosensitive layer solution having the following composition was provided on the above intermediate layer with a wire bar. Was coated and dried to form a photosensitive layer having an adhesion amount of 0.25 g / m ² . 4-diazo-1-morpholino-2,5-dibutoxy benzene chloride / 1/2 zinc chloride 1.5 g tartaric acid 1 g isopropanol 5 g saponin 0.1 g water 92.4 g Heat developable diazo copy of the present invention as described above Created the material.

[Example 5] A coupler liquid having the following composition was prepared and applied on the surface of a high-quality paper using a wire bar and dried to form a developer layer (coupler layer) having an adhesion amount of 4.5 g / m ² . . 2-Hydroxy-3-naphthoic acid dodecylamide (20% dispersion liquid) 10 g Styrene-ammonium acrylate copolymer aqueous solution (20%) (John Cryl 679 manufactured by Johnson Polymer Co., Ltd.) 30 g Isobutylene-ammonium maleic anhydride copolymer aqueous solution (20%) (Isoban 104 manufactured by Kuraray Co., Ltd.) 10 g Stearic acid amide dispersion (20%) 30 g Silica powder 1 g Polyvinyl alcohol aqueous solution (10%) 10 g Water 9 g A photosensitive layer solution having the following composition was provided on the above coupler layer with a wire bar. Was coated and dried to form a photosensitive layer having an adhesion amount of 0.25 g / m ² . 4-diazo-1-morpholino-2,5-dibutoxy benzene chloride / 1/2 zinc chloride 1.5 g tartaric acid 1 g isopropanol 5 g saponin 0.1 g water 92.4 g Heat developable diazo copy of the present invention as described above Created the material.

Comparative Example 1 The same procedure as in Example 1 was repeated except that naphthol AS (20% dispersion liquid) was used instead of 2-hydroxy-3-naphthoic acid-dodecylamide in the coupler liquid of the developer layer. A heat developable diazo copying material was prepared.

Comparative Example 2 A heat developable diazo copying material was prepared in the same manner as in Example 1 except that the aqueous solution of the styrene-ammonium acrylate copolymer was removed from the coupler solution.

Comparative Example 3 A heat-developable diazo copying material was prepared in the same manner except that the stearamide dispersion in the coupler solution of Example 1 was omitted.

When the originals of the heat-developable diazo copying material obtained as described above were overlapped and exposed and developed with Copiart 100 manufactured by Fuji Photo Film Co., Ltd., a blue image was obtained. The density of the image area was measured with a Macbeth densitometer 914. Further, in order to test the color density during high speed development, development was carried out at a maximum speed of 10 memories of Copiart 100 and the density was measured. Furthermore, in order to test the raw storability, each sample was placed at 50 ° C-5
After leaving it in the environment of 0% RH for 24 hours to force it to deteriorate,
After taking out, the whole surface was exposed by the above copying machine, and the density of the background portion was measured by a Macbeth densitometer 914. This was compared with the density of the background portion measured by the same treatment without forced deterioration. Table 1 shows the results.

[0030]

[Table 1]

[0031]

As described above, according to the present invention, by containing 2-hydroxy-3-naphthoic acid alkylamide represented by the general formula (A) as a coupling component, the image density is high, Moreover, even at high speed recording, image density comparable to that at normal recording can be obtained.
A heat-developable diazo copying material excellent in raw storage stability can be obtained.

─────────────────────────────────────────────────── ─── Continuation of the front page (51) Int.Cl. ⁶ Identification code Office reference number FI technical display location B41M 5/18 101F 102T

Claims (7)

[Claims] 1. A 2-hydroxy-3-type compound represented by the following general formula (A) as a component for coupling with a diazo compound.
A heat-developable diazo copying material containing an alkyl naphthoic acid amide. Embedded image (In the formula, R represents an alkyl group having 8 to 22 carbon atoms.) 2. A heat-developable diazo copying material comprising a support, on which a developer layer containing at least an alkali-soluble resin and a heat-fusible substance and a photosensitive layer containing at least a diazo compound are provided. A heat-developable diazo copying material comprising the coupling component according to claim 1. 3. A heat-developable diazo copying material comprising a support, on which a developer layer containing at least an alkali-soluble resin and a heat-fusible substance and a photosensitive layer containing at least a diazo compound are provided. A heat-developable diazo copying material, characterized in that a layer containing the coupling component is independently provided. 4. The heat-developable diazo copying material according to claim 2, wherein an intermediate layer made of an alkali-soluble resin and a heat-fusible substance is provided between the developer layer and the photosensitive layer. Developable diazo copying material. 5. The heat-developable diazo copying material according to claim 2, 3 or 4, which contains a styrene-acrylic acid copolymer as an alkali-soluble resin. 6. The heat-developable diazo copying material according to claim 2, 3 or 4, which contains a mixture of a styrene-acrylic acid copolymer and an isobutylene-maleic anhydride copolymer as an alkali-soluble resin. Heat developable diazo copying material. 7. The heat developable diazo copying material according to claim 2, 3, 4, 5 or 6, which contains a heat fusible substance having a melting point in the range of 60 ° C. to 150 ° C. A heat-developable diazo copying material characterized in that