US3725066A - Diazo-type multicolor reproduction process - Google Patents

Diazo-type multicolor reproduction process Download PDF

Info

Publication number
US3725066A
US3725066A US00068518A US3725066DA US3725066A US 3725066 A US3725066 A US 3725066A US 00068518 A US00068518 A US 00068518A US 3725066D A US3725066D A US 3725066DA US 3725066 A US3725066 A US 3725066A
Authority
US
United States
Prior art keywords
acid
diazo
original
coupler
photosensitive
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
US00068518A
Other languages
English (en)
Inventor
K Nihyakumen
T Aizawa
Y Ueda
Y Kamezawa
T Kouchi
T Yokoyama
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Kyocera Mita Industrial Co Ltd
Original Assignee
Mita Industrial Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Mita Industrial Co Ltd filed Critical Mita Industrial Co Ltd
Application granted granted Critical
Publication of US3725066A publication Critical patent/US3725066A/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C7/00—Multicolour photographic processes or agents therefor; Regeneration of such processing agents; Photosensitive materials for multicolour processes
    • G03C7/46—Subtractive processes not covered by the group G03C7/26; Materials therefor; Preparing or processing such materials
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C1/00—Photosensitive materials
    • G03C1/52—Compositions containing diazo compounds as photosensitive substances
    • G03C1/58—Coupling substances therefor

Definitions

  • a coloring material in use for the diazo-type multicolor reproduction which comprises a thermovolatile or thermosublimative acid addition salt of a thermovolatile or themosublimative azo coupling component having an amino group, and a diazo-type multicolor reproduction process using such coloring material.
  • This invention relates to a coloring material useful in diazo-type multicolor reproduction. More detailedly, the invention relates to a coloring material useful in diazotype multicolor reproduction comprising a thermovolatile substance which can color portions of a photosensitive paper corresponding to predetermined portions of an original selectively to different hues without substantial mingling of colors.
  • thermovolatile or thermosublimative coupler is applied to the back surface of one or more predetermined portions of a transparent or semi-transparent original.
  • thermovolatile or thermosublimative couplers are chemically instable and tend to be easily discolored.
  • coloration is caused to occur in portions other than the portions corresponding to the predetermined portions of the original by the development treatment, with the result that a copied image excellent in distinctness cannot be obtained.
  • thermovolatile or thermosublimative coupler is heat-transferred from the coupler layer applied to the back surface to a diazo-type photosensitive material. It has been experientially found that under some reproducing conditions only several multicolored copies can be obtained from one treated original.
  • a primary object of this invention is to provide a coloring material in use for the diazo-type multicolor reproduction process which is chemically stable by itself and accordingly is excellent in storage stability.
  • Another object of this invention is to provide a coloring material in use for the diazo-type multicolor reproduction process, which does not substantailly damage the transparency or semi-transparency of the original when it is applied to the back surface of the original by coating, writing, transferring or bonding, and which can color only portions corresponding to the predetermined portions of the original and give multicolored copies having an image accurately corresponding to the image of the original.
  • Still another object of this invention is to provide a coloring material for use in diazo-type multicolor reproduction process which makes it possible to produce stably a great many multicolored copies from one original treated with a heat-transferable coupler.
  • thermovolatile or thermosublimative acid addition salt of a thermovolatile or thermosublimative azo coupling component containing an amino group a thermovolatile or thermosublimative acid addition salt of a thermovolatile or thermosublimative azo coupling component containing an amino group.
  • thermovolatile or thermosublimative azo coupling components containing an amino group may be selected from aminopheuols, aromatic amines and amines containing active methylene groups. Typical examples of such azo couplers are as follows:
  • Meta-aminophenol Para-aminophenol Ortho-aminophenol Meta-phenylenediamine Para-phenylenediamine 2-amino-paracresol S-amino-orthocresol 3-amino-paracresol S-amino-orthocresol Para-chloroaniline
  • Couplers Any of the above-mentioned couplers may be used in this invention but it is preferable to use those having a melting point of -150 C. Among them particularly preferred are those whose thermovolatility or thermosublimativity is highly increased when converted to an acid addition salt. As typical instances of such coupling component there may be cited meta-aminophenol and phenylmethylpyrazolone.
  • the above-mentioned couplers are used in the form of acid addition salts.
  • Any acid is used for forming the acid addition salts of the coupling components, as long as the resulting salts are thermovolatile or thermosublimative.
  • Inorganic acids such as hydrochloride, hydrobromic acid, and other hydrohalogenic acids
  • Organic sulfonic acids such as p-toluene sulfonic acid, and o-toluene sulfonic acid;
  • Carboxylic acids such as chloroacetic acid (CICH -COOH), chloropropionic acid (ClCH CH -COOH), acetic acid (CH COOH),
  • the preparation of acid addition salts of azo coupling components may be accomplished according to a customary method by mixing an azo coupling component with an acid such as cited above in a suitable medium.
  • the acid addition salt of the azo coupling component is formed into a coating composition by dispersing the salt into a liquid, semi-solid or solid dispersion medium.
  • the preparation of such coating composition will be described below by referring to some examples.
  • the acid addition salt may be prepared in advance of the preparation of the coating composition, or it may be formed at the time of preparing the coating composition. In the latter case, it is possible to make an excess of the acid present in the composition.
  • Thermovolatile acid addition salt of Percent Heat-transferable coupler 5.0-25.0 Binder 0-5.0 Coloring material 0-3.0 Dispersing assistant 0-5.0 Dispersion medium Balance
  • aliphatic alcohols such as dimethyl formamide, ethanol, n-propanol, isopropanol and isobutyl alcohol, aromatic solvents such as benzene, toluene andxylene, esters, OH-group-containing, neutral liquids having a boiling point of 100-240 C., such as water, high boiling point alcohols, e.g., n-hexyl alcohol, n-heptyl alcohol, 3-heptanol, 4-heptanol and octanol, and glycols, e.g., glycerin, ethylene glycol, propylene glycol, poly ethylene glycol, 1,3-butadiol may be used, 1,4-butadiol and 2,3-butadi
  • thermovolatile acid addition salt those which a e mentioned ab e y be dt is possible to incorporate a coloring material so as to confirm the formation of a film of the composition, or to use a binder for the purpose of obtaining a good fixation of the coupler.
  • composition of the above recipe is applied to the back surface of a portion of the original predetermined to have a different hue by means of a brush, an installed felt pen, a ball pen, a coating roller, a sprayer or a printing machine.
  • Thermovolatile acid addition salt of Percent Heat-transferable coupler 5-25 Wax -15 Oil 10-40 Coloring material 0-200 The composition of the above recipe is shaped to have a crayon stick-like form or a chalk-like form, and the back surface of a portion of an original predetermined to have a different hue is painted therewith. It is also possible to form a pressure-sensitive transfer sheet by melting the above composition or dissolving it in a suitable solvent and coating the melt or solution on a substrate such as paper and plastic film.
  • the so formed pressure-sensitive transfer sheet is overlapped on the back surface of an original sheet, and then pressing is effected thereon by means of a typewriter or other writing means to form a heat-transferable layer on the back surface of an image predetermined to have a different hue.
  • Coupler-transferring sheet The ink-like composition which is described in (l) or a composition obtained by incorporating a binder or an extender into such inklike composition is coated on a transparent or semitransparent sheet such as paper, plastic film or non-woven fabric.
  • the so formed sheet for heat-transferring the coupler is cut into a desired size, if necessary, and then applied to the back surface of a portion of an original determined to have a different hue. It is possible to form a pressure-sensitive adhesive layer on the back surface of the coupler-transferring layer for preventing it from exfoliating from the original.
  • the original treated with the coloring material of this invention for the diaZo-type multicolor reproduction is piled on a diazo-type photosensitive material containing at least one diazonium salt (c) and the assembly is subjected to the light exposure and the treatment for heat transferring the coloring material.
  • the light-exposured and heat-transferred photosensitive material is then developed in the presence of a coupler (b) having a lower coupling rate than the coloring material under development conditions.
  • the multicolor reproduction with the use of the coloring material of this invention is performed by the following procedures.
  • At least one layer of the coloring material of this invention is applied to the back surface of one or more predetermined portions of a transparent or semi-transparent original to form an original for the multicolor reproduction.
  • the so formed original for the multicolor reproduction is overlapped on a diazo-type photosensitive material containing at least one diazonium salt (c) in a manner such that the photosensitive surface of the photosensitive material will confront the heat-transferable coupler layer, and the light-exposure and heating are effected coincidentally or successively in this order or the reverse order.
  • the heat-transferable coupler (a) is heat-transferred to the surface of the predetermined portion of the photosensitive material, and the light resolution of the diazonium salt (c) in the photosensitive material is caused to occur depending on the light transmission of the original.
  • the diazonium salt (0) at the non-exposed area reacts Selectively and preferentially with the coupler to form a dyestuff (c)- (a) and at other portion the diazonium salt at the non-exposed area reacts with the coupler (b) having a lower coupling rate than the heat-transferable coupler (a) to form a dyestulf (c)-(b). Thu-s, there is obtained a multicolored reproductive copy in which the predetermined portion is colored in a hue different from that of the other portion.
  • thermovolatile or thermosublimative acid addition salt coupler (a) of the coloring material, coupler (b) and diazonium salt (c) to be used in this invention there should be established the follow ing relations:
  • thermosublimative coupler (a) has a higher coupling rate under developing conditions than coupler (b).
  • Dyestulf (b)-(c), dyestuff (a)(c), dyestuff (a)-(c) formed at the development have hues different from one another.
  • the coupling component (b) having a lower coupling rate than the coupler component (a) of the coloring material of this invention phenol derivatives, naphthols, active methylene group-containing compounds, heterocyclic compounds and other couplers usually used in the diazo-type photosensitive materials may be used. Specific examples of these couplers are as follows.
  • Suitable photosensitive materials are chosen depending on the developing method. These photosensitive materials are usually composed of a substrate such as paper, plastic film, fibrous textile, non-woven fabric, and metal foil, and coated thereon, a sensitizing composition. The preparation of such photosensitive material will now be described by referring to some examples.
  • Percent Azo coupling component (b) (having a lower coupling rate than heat-transferable coupler component (a) of the coloring material) 0.5-4 Diazo compound (c) 0.2-4 Organic acid (non-volatile) 0.1-5.0 Extender 0-2.5 Coloring matter 0-0.025 Solvent Balance
  • the sensitizing composition of the above recipe is coated on a substrate such as paper and plastic film, and
  • any of conventional photo-resoluble diazonium salts may be used in the above-mentioned composition, as long as it is capable of coupling with the heat-transferable coupling oomponent (a) of the coloring material and the coupler (b) having a lower coupling rate than the coupling component (a), under development conditions.
  • X stands for an anion
  • R and R" each are aliphatic groups
  • Z and Y denote groups which can be introduced into the benzene nucleus.
  • 4-diazo-N,N-dimethyl aniline referred to simply as MA salt
  • 4-diazo-N,N-diethyl aniline referred to simply as EA salt
  • 4-diazoN-ethyl-N-fl-hydroxyethyl aniline referred to simply as EH salt
  • 4-diazo-N,N-bis-fi-hydroxyethyl aniline 4-diazo-N-methyl-N-B-hydroxyethyl aniline
  • Other diazonium salts of p-phenylene diamines N,N- substituted with alkyl or hydroxy-alkyl groups 4-diazo-N-ethyl-N-(,8-diethylamino)-ethyl aniline 4-diazo-2-chloro-N,N-dicthyl aniline 4-diazo-2-methyl-N,N-diethyl aniline 4
  • R, R and R" are alkyl or aryl groups and X stands for an anion.
  • R is a divalent aryl group
  • R- is a monovalent or divalent aryl or alkyl group
  • A is a divalent group or a direct bond
  • X stands for an anion
  • Y and Z are groups which can be introduced into the benzene nucleus
  • A is a direct bond (phenylpyrrolidine) or a divalent group such as O- (morpholine), S- (thiomorpholine) and methylene (phenyl piperidine).
  • diazonium compounds may be used in the form of a relatively stable salt with sulfuric acid or hydrochloric acid. They may be also used in the form of a double salt with zinc chloride, tin chloride, aluminum sulfate or the like. Further, they may be used in the state stabilized by an aryl sulfonate (in the form of a diazonium salt of an aromatic sulfonic acid), a diazosulfonate or the like. These diazonium salts may be used either singly or in the form of a mixture of two or more of them.
  • citric acid tartaric acid, oxalic acid, sulfamic acid, boric acid, phosphoric acid, etc.
  • extender there dextrin, gum arabic, colloidal silica, etc.
  • stabilizers 1,3,6-naphthalene, sodium trisulfonate and'other aryl sulfonic acids may be used.
  • Polyhydric alcohols such as glycerin and ethylene glycol are used as a development accelerator. Coloring matters are used for indicating the photosensitive face and increasing the whiteness of the background, and blue dyestuffs such as Methylene Blue and Patent Blue are used for this purpose.
  • solvents water and organic solvent such as alcohols, acetone, toluene, xylene and esters may be used.
  • the so formed photosensitive sheet is piled on an original, on the back surface of one or more predetermined portions of which the above-mentioned coloring material has been applied in advance, in a manner such that the coloring material-treated back surface of the original will confront the photosensitive layer of the photosensitive sheet.
  • the coupling component (a) of the coloring material is heat-transferred on the portions of the photosensitive sheet corresponding to the predetermined portions of the original and the light resolution of the diazonium salt (0) is caused to occur depending on the light transmission of the original.
  • the so treated photosensitive sheet is developed in the presence of a coupler (b) having a lower coupling rate than the coupling component (a) contained in the coloring material by a method known per se.
  • the coupler (b) having a relatively low coupling rate may be incorporated in the photosensitive material in advance or may be contained in a developing liquid.
  • the developing may be conducted by either the dry method or the wet method.
  • the dry method the development can be accomplished by exposing the heated and exposed photosensitive sheet to a mixed gas of ammonia and steam.
  • a liquid developer having, for instance, the following recipe;
  • Percent Coupler (b) (having a lower coupling rate than the heat-transferable coupling component (a) of the coloring material) 0.2-4.5
  • Water Balance is applied to the heated and exposed photosensitive sheet by a customary method such as dipping, roller coating, and spray coating methods.
  • a customary method such as dipping, roller coating, and spray coating methods.
  • the development is accomplished by contacting the heated and exposed photosensitive sheet with an aqueous liquid developer containing an alkaline agent.
  • thermosulblimative coupler (a) in the form acid addition salt, it is possible to prevent effectively the coloring material used multicolor reproduction from being discolored during storage or after its application to an original and to overcome the defect of the conventional product that the light transmission of the portion of the'original treated with the coloring material is lowered because of the contamination of the treated original.
  • this invention can provide distinct multicolored reproducti-ve copies in which portions corresponding to predetermined portions of the original are colored selectively in different hues.
  • EXAMPLE 1 An ink-like composition of the following recipe is prepared as a yellow color-forming agent for treating the back surface of an original:
  • An ink-like composition of the following recipe is prepared as a red color-forming agent for treating the back surface of an original:
  • EXAMPLE 5 A yellow color-forming agent is prepared by using 3- amino-o-cresol hydrochloride instead of meta-aminophenol hydrochloride in the composition of Example 3.
  • EXAMPLE 6 A waxy composition to be used as a yellow color-forming agent for treating the back surface of an original is prepared by heat melting G. Metaphenylene diamine hydrochloride 30 Stearic acid 100 Paraffin '50 Terra abla 50 Diatomaceous earth 20 and solidifying the melt.
  • the above composition is molded into a crayon sticklike form and is used as a material to be coated on the back surface of a portion of the original desired to be reproduced into a ditferent hue.
  • EXAMPLE 7 A waxy composition to be used as a brown colorforming agent for treating the back surface of an original is prepared by heat melting G. Meta-aminophenol hydrochloride 4O Parafl'in 50 Terra abla Haze wax 20 Stearic acid 100 Magnesium carbonate 20 and solidifying the melt.
  • the so formed composition is molded into a crayon stick-like or chalk-like form and is used as a material for coating the back surface of a portion of an original desired to be reproduced in a different hue.
  • EXAMPLE 8 A waxy composition of the following recipe is prepared as a red color-forming agent for treating the back surface of an original:
  • Example 9 To the composition of Example 8 100 g. of mineral oil, 50 g. oleic acid and g. of Permanent Red are added, and the mixture is kneaded in a bowl mill to disperse additional components uniformly. Then, the kneaded mixture is coated on a substrate such as paper to obtain a pressure-sensitive copy sheet. The so formed copy sheet is overlapped on the back surface of an original and the pressing is effected thereon by means of a typewriter or other writing means. Thus, the sheet is used as a material for forming a layer of the waxy agent on the back surface of an image of the original to be reproduced in a different hue.
  • EXAMPLE 10 A composition of the following recipe is prepared as a brown color-forming agent for treating the back surface of an original:
  • Meta-aminophenol hydrochloride g Triacetate resin g 10 Methanol ml Acetone ml 50 EXAMPLE 1 l
  • a composition to be used as a red color-forming agent for treating the back surface of an original is prepared by using 1-phenyl-3-methylpyrazolone(5) hydrochloride instead of meta-aminophenol hydrochloride in Example 10. From this composition a sheet for heat-transferring the coupler cap-able of forming a red color is formed.
  • the solution is coated on a base paper by a customary coating procedure such as using an air knife coater and dried to form a photosensitive sheet.
  • the sheet is overlapped on an original in which the back surface of a portion is treated with the ink-like composition prepared in Example 1 and the back surface of another portion is treated with the ink-like composition prepared in Example 2. Then, the assembly is heated at -100 C. and exposed to light by means of a mercury lamp to form a latent image of the diazonium salt.
  • the so treated sheet is subjected to development with gasified ammonia and steam.
  • a clear multicolor copy is obtained in which at a portion corresponding to the portion treated with the ink of Example 1 the diazonium salt is colored in a yellow color, at a portion corresponding to the portion treated with the ink of Example 2 the diazonium salt is colored in red and at an other portion corresponding to the untreated portion the diazonium salt is colored in bluish violet.
  • the resulting copy is very clear and excellent in color distinction.
  • a photosensitive paper is prepared from the above solution.
  • the photo-sensitive paper is overlapped on an original in which a portion of the back surface is treated with the ink-like composition prepared in Example 2 and another portion of the back surface is treated with the composition prepared in Example 3.
  • the assembly is exposed to light and heated by means of a mercury lamp. Then, the so treated sheet is subjected to development with gasified ammonia and steam.
  • a clear three-color reproductive copy is obtained in which a portion corresponding to the portion of the original treated with the composition of Example 2 is colored in red, a portion corresponding to the portion treated with the composition of Example 3 is colored in brown, and another portion corresponding to the untreated portion of the original is colored in blue.
  • the copy is very clear and excellent in color distinction.
  • the above solution is applied to a substrate of a photosensitive paper and dried.
  • the so formed photosensitive paper is piled on an original, a portion of the back surface of which is treated with the waxy composition prepared in Example 7 and another portion of the back surface of which is treated with the waxy composition obtained in Example 8.
  • the assembly is heated and printed by means of a mercury lamp, [followed by development with gaseous ammonia and steam.
  • a clear three-color reproductive copy in which a portion corresponding to the portion treated with the treating agent of Example 7 is colored in brown, another portion corresponding to the portion corresponding to the portion treated with the treating agent of Example 8 is colored in red and the remaining portion corresponding to the untreated portion is colored in dark blue.
  • the copy is very clear and excellent in color distinction.
  • a photosensitive paper is prapered from the above solution by coating and drying.
  • the photosensitive paper is piled on an original, a portion of the back surface of which is treated with the coupler-heat-transferring sheet prepared in Example 10 and another portion of the back surface of which is treated with the treating agent obtained in Example 11.
  • the assembly is heated and light-exposed by means of a mercury lamp, followed by development with gaseous ammonia and steam.
  • a clear threecolor reproductive copy is obtained in which a portion corresponding to the portion treated with the treating agent of Example 10 is colored in yellowish brown, another portion corresponding to the portion corresponding to the portion treated with the treating agent of Example 11 is colored in red and the remaining portion corresponding to the untreated portion is colored in black.
  • the copy is clear and distinct without mingling of colors.
  • a photosensitive paper is prepared by conducting the coating and drying in the same manner as in Application Example 1.
  • the so formed photosensitive paper is piled on an original, a portion of the back surface of which is treated with the ink-like composition prepared in Example 1 and another portion of the back surface of which is treated with the treating material prepared in Example 2, in a manner such that the treated surface of the original confronts the photosensitive layer of the photosensitive paper.
  • the assembly is heated and light-exposed by means of a mercury lamp, followed by development with gaseous ammonia and steam or with an alkaline liquid developer of the following recipe:
  • the above solution is coated on a base paper of a photosensitive paper by a customary method using an air knife coater or the like and dried.
  • the so formed photosensitive paper is piled on an original, the back surface of a portion of which is treated with the waxy composition prepared in Example 8, in a manner such that the photosensitive layer of the photosensitive paper confronts the treated surface of the original.
  • the assembly is heated and light exposed by means of a mercrury lamp and a liquid developer having the following recipe NW acid 15' Potassium carbonate 80 Sodium bicarbonate 30 Sodium thiosulfate O Borax Water Balance Tota11 liter.
  • the assembly is heated and exposed to light by a mercury lamp.
  • the photosensitive film containing a latent image of the diazonium salt is developed with gasified ammonium and steam.
  • a clear three-color reproductive copy without any substantial mingling of colors is obtained, in which a portion corresponding to the part treated with the treating composition of Example 1 is colored in yellow, a portion corresponding to the part treated with the treating composition of Example 2 is colored in red, and another portion corresponding to the untreated part of the original is colored in blue.
  • thermovolatile or sublimable azo coupler (a) being a thermovolatile or sublimable acid addition salt of a thermovolatile or sublimable azo coupling component containing an amino group, selected from the group consisting of aminophenols, aromatic amines and active methylene group-containing amines, and (ii) a diazo-type photosensitive material having a photosensitive layer containing at least one photosensitive diazonium salt (c), an acidic stabilizer and an azo coupler (b) having a substantially lower rate of coupling with the diazonium salt (c) under the developing conditions that that of the azo coupler (a), said original sheet (i) being superposed on said diazo-type
  • thermovolatile or sublimable azo coupler has a melting point of C.
  • thermovolatile 0r sublimable acid addition salt is a salt of a thermovolatile or sublimable azo coupling component containing an amino group with an acid selected from the group consisting of hydrohalogenic acids, organic sulfonic acids, chloroacetic acid, chloropropionic acid, acetic acid, salicylic acid, 2,6dichlorobenzoic acid, 3,4-dimethylbenzoic acid, oxalic acid, oxalic acid hydrate, o-sulfobenzoic acid, trichloroacetic acid, formic acid, methacrylic acid and butyric acid.
  • an acid selected from the group consisting of hydrohalogenic acids, organic sulfonic acids, chloroacetic acid, chloropropionic acid, acetic acid, salicylic acid, 2,6dichlorobenzoic acid, 3,4-dimethylbenzoic acid, oxalic acid, oxalic acid hydrate, o-sulfobenzoic acid
  • thermovolatile or sublimable acid addition salt of a thermovolatile or sublimable azo coupling component is selected from the group consisting of metaaminophenol hydrochloride and 1-phenyl-3-methyl-pyrazolone(5) hydrochloride.
  • thermovolatile or sublimable azo coupler (a) being a thermovolatile or sublimable acid addition salt of a thermovolatile or sublimable azo coupling component containing an amino group, selected from the group consisting of aminophenols, aromatic amines and active methylene group-containing amines, and (ii) a diazo-type photosensitive material having a photosensitive layer containing at least one photosensitive diazonium salt (c), said original sheet (i) being superposed on said diazo-type photosensitive material (ii) so that the layer of the azo coupler (a) comes into face-to-face contact with the photosensitive layer; (B) heating said assembly thereby to heat-transfer said
  • a dye (c)-(a) having a certain hue or color is formed by the selective reaction between the heat-transferred coupler (a) and the diazonium salt (c) and at the same time, in the unexposed latent image areas to which the coupler (a) has not been heat-transferred, a dye (c)-(b) having a different hue or color from said dye (c)-(a) is formed by the reaction of the coupler (b) with the diazonium salt (c), thus producing a multicolored copied image.
  • thermovolatile or subsimable azo coupler has a melting point of 100- 150 C.
  • thermovolatile or sublimable acid addition salt is a salt of a thermovolatile or sublimable azo coupling component containing an amino group with an acid selected from the group consisting of hydrohalogenic acids, organic sulfonic acids, chloroacetic acid, chloropropionic acid, actic acid, salicylic acid, 2,6-dichlorobenzoic acid, 3,4- dimethylbenzoic acid, oxalic acid, oxalic acid hydrate, osulfobenzoic' acid, trichloroacetic acid, formic acid, methacrylic acid and butyric acid.
  • an acid selected from the group consisting of hydrohalogenic acids, organic sulfonic acids, chloroacetic acid, chloropropionic acid, actic acid, salicylic acid, 2,6-dichlorobenzoic acid, 3,4- dimethylbenzoic acid, oxalic acid, oxalic acid hydrate, osulfobenzoic' acid, trich
  • thermovolatile or sublimable acid addition salt of a thermovolatile or sublimable azo coupling component is selected from the group consisting of metaaminophenol hydrochloride and 1-phenyl-3-methyl-pyrazolone(5) hydrochloride.

Landscapes

  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
  • Heat Sensitive Colour Forming Recording (AREA)
US00068518A 1969-09-01 1970-08-31 Diazo-type multicolor reproduction process Expired - Lifetime US3725066A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP44068938A JPS4832729B1 (enrdf_load_stackoverflow) 1969-09-01 1969-09-01

Publications (1)

Publication Number Publication Date
US3725066A true US3725066A (en) 1973-04-03

Family

ID=13388092

Family Applications (1)

Application Number Title Priority Date Filing Date
US00068518A Expired - Lifetime US3725066A (en) 1969-09-01 1970-08-31 Diazo-type multicolor reproduction process

Country Status (5)

Country Link
US (1) US3725066A (enrdf_load_stackoverflow)
JP (1) JPS4832729B1 (enrdf_load_stackoverflow)
FR (1) FR2060780A5 (enrdf_load_stackoverflow)
GB (1) GB1321620A (enrdf_load_stackoverflow)
NL (1) NL156829B (enrdf_load_stackoverflow)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3907567A (en) * 1970-05-01 1975-09-23 Mita Industrial Co Ltd Waxy crayon or ink-like diazotype developer composition comprising heat transferrable azo coupler and transfer promotor
US3918974A (en) * 1970-05-01 1975-11-11 Mita Industrial Co Ltd Process for the diazo-type multicolor reproduction
US3950171A (en) * 1970-07-27 1976-04-13 Mita Industrial Co. Ltd. Diazotype multicolor reproduction process
US5407777A (en) * 1991-11-20 1995-04-18 Fuji Photo Film Co., Ltd. Diazo-type recording material comprising a 1-phenyl-3-pyrazolidone(phenidone) as an anti-oxidant

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3907567A (en) * 1970-05-01 1975-09-23 Mita Industrial Co Ltd Waxy crayon or ink-like diazotype developer composition comprising heat transferrable azo coupler and transfer promotor
US3918974A (en) * 1970-05-01 1975-11-11 Mita Industrial Co Ltd Process for the diazo-type multicolor reproduction
US3950171A (en) * 1970-07-27 1976-04-13 Mita Industrial Co. Ltd. Diazotype multicolor reproduction process
US5407777A (en) * 1991-11-20 1995-04-18 Fuji Photo Film Co., Ltd. Diazo-type recording material comprising a 1-phenyl-3-pyrazolidone(phenidone) as an anti-oxidant

Also Published As

Publication number Publication date
DE2043335B2 (de) 1975-06-05
NL156829B (nl) 1978-05-16
NL7012919A (enrdf_load_stackoverflow) 1971-03-03
GB1321620A (en) 1973-06-27
DE2043335A1 (de) 1971-03-25
JPS4832729B1 (enrdf_load_stackoverflow) 1973-10-08
FR2060780A5 (enrdf_load_stackoverflow) 1971-06-18

Similar Documents

Publication Publication Date Title
US3531286A (en) Light-sensitive,heat developable copy-sheets for producing color images
US3298834A (en) Diazotype photoprinting material susceptible to thermal development
US3353984A (en) Method for the preparation of lightsensitive diazotype materials and improved materials prepared by such method
US2680062A (en) Process for the production of azo dyestuff images
US3715213A (en) Diazo-type multicolor reproduction
US3725066A (en) Diazo-type multicolor reproduction process
US3944422A (en) Photosensitive material in use for diazo-type multicolor reproduction
US3653903A (en) Diazo-type multicolor reproduction process
US3615575A (en) Two-component black-line diazo-type material
US3907567A (en) Waxy crayon or ink-like diazotype developer composition comprising heat transferrable azo coupler and transfer promotor
US3950171A (en) Diazotype multicolor reproduction process
US3824101A (en) Diazo-type multicolor reproduction process
US2537106A (en) Poly-acetoacetyl derivatives of polyamines as azo components in diazotype photoprinting material
US3976488A (en) Treating agent for diazo-type multicolor reproduction
US3918974A (en) Process for the diazo-type multicolor reproduction
US3052542A (en) Intermediate master for use in the diazotype process and a process for producing same
US3820996A (en) Process for development of two component diazotype photosensitive materials
US3463638A (en) Heat-fixable light-sensitive compositions and elements
US3331690A (en) Development of diazotype papers without a coupler
US2523889A (en) Diazotypes containing dialkoxy phenols
US2541886A (en) Aliphatic nitro compounds as azo coupling components
DE2043335C3 (de) Verfahren zur Herstellung mehrfarbiger Diazotypiekopien
JPS5855288A (ja) 二色発色型感光感熱記録材料及び記録方法
US3406072A (en) One-component diazotypes
US3615574A (en) Thermographic diazo-type copying paper