# US 5,328,796 A · Diazo type recording material utilizing microencapsulated diazo compound, a coupler and a hydroxyphenylsulfone derivative > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 5,328,796 A - Document ID: US5328796A - Status: Granted - Kind: A - Application number: 08/053,381 - Filed: 1993-04-28 - Granted: 1994-07-12 - Earliest claimed: 1992-04-28 - Assignees: Fuji Photo Film Co., Ltd. - Inventors: Akihiro Shimomura; Taketatsu Sugiyama; Makoto Ohno; Toshiharu Tanaka - Web page: https://patentgrep.com/patent/US5328796A ## CPC - G03C 1/52: Compositions containing diazo compounds as photosensitive substances (G03C1/64 takes precedence) - G03C 1/002: {containing microcapsules (with photopolymerisable compositions G03F7/002)} - G03C: PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES (for photomechanical purposes G03F); PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY (photographic processes characterised by the use or manipulation of apparatus classifiable per se in subclass G03B, see G03B; photomechanical production of textured or patterned surfaces G03F; electrophotography, magnetography G03G) ## Abstract A diazo type recording material, which has a substantially unstained background, a superior preservability, and is capable of producing images of high density, wherein the diazo recording material comprises a support having thereon a recording layer comprising a photosensitive diazo compound, a hydroxyphenylsulfone derivative and a coupling component which forms a color by reacting with the diazo compound, with the diazo compound being enclosed in microcapsules. ## Claims ### Claim 1 A recording material, comprising a support and a recording layer located on said support, said recording layer comprising a photosensitive diazo compound, a hydroxyphenylsulfone deriative and a coupling compound, wherein said photosensitive diazo compound, said hydroxyphenylsulfone derivative and said coupling compound are each present in an amount whereby said coupling compound forms a color upon reaction with said diazo compound and occurrence of background stains in said recording material is substantially prevented, and wherein said diazo compound is encapsulated in microcapsules. ### Claim 2 (depends on 1) The recording material of claim 1, wherein said hydroxyphenylsuflone derivative is represented by formula (1): ##STR7## wherein R.sub.1 represents a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted amino group or a hologen atom; R.sub.2 represents a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group, t represents 1 or 2; and m represents an integer of 0 to 3. ### Claim 3 (depends on 1) The recording material of claim 1, wherein said hydroxphenylsulfone derivative is represented by formula (2): ##STR8## wherein R.sub.1 represents a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted amino group or a halogen atom; t represents 1 or 2; and m represents an integer of 0 to 3; and R.sub.3 represents a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkoxy group, a substituted or unsubstituted amino group or a halogen atom. ### Claim 4 (depends on 1) The recording material of claim 1, wherein said hydroxyphenylsuflone derivative is present in said recording layer in a dry coated amount of 0.05 to 2 g/m.sup.2. ### Claim 5 (depends on 1) The recording material of claim 1, wherein said photosensitive diazo compound is selected from the group consisting of a photolytical diazonium salt, a diazolsulfonate and a diazoamino compound. ### Claim 6 (depends on 1) The recording material of claim 1, wherein said photosensitive diazo compound is a diazonium salt represented by AN.sup.+ X.sup.-, wherein A represents a substituted or unsubstituted diazonium aromatic group, N.sub.2 .sup.+ represents a diazonium group and X.sup.- represents an acid anion. ### Claim 7 (depends on 1) The recording material of claim 1, wherein said coupling compound is selected from the group consisting of resorcin, fluoroglycine, sodium 2,3-di- hydroxynaphthalene-6-sulfonate, 1-hydroxy-2-naphtoic morpholinopropylamide, 1,5-dihydroxynaphthalene, 2,3-di-hydroxynaphthalene, 2,3-dihydroxy-6-sulfanilnaphthalene, 2-hydroxy=3-naphthoic morpholinopropylamide, 2-hydroxy-3naphthoic anilide, 2-hydroxy-3-naphthoic-2'-methyl-anilide, 2-hydroxy-3-naphthoic ethanolamide, 2-hydroxy-3-naphthoic octylamide, 2-hydroxy-3-naphthoic tetradecylamide, acetanilide, acetoacetanilide, benzoylacetanilide, 1-phenyl-3-methyl-5-pyrazolane, 1-(2', 4', 6'-trichloro-phenyl)-3benzamido-5pyrazolone, 1-(2', 4', 6', -trichloro-phenyl)-3-anilino-5-pyrazolone and 1-phenyl-3-phenyl-acetamide-5-pyrazolone. ### Claim 8 (depends on 1) The recording material of claim 1, further comprising a color-forming aid comprising a nitrogen-containing compound selected from the group consisting of an inorganic ammonium salt, an organic ammonium salt, an organic amine, an organic amide, a urea, a thiourea, a thiazole, a pyrrole, a pyrimidine, a piperazine, a guanidine, an indole, an imidazoline, a triazole, a morpholine, a piperidine, an amidine, a formamidine and a pyridine. ### Claim 9 (depends on 8) The recording material of claim 8, further comprising a thermo-fusing substance having a melting point in a range of 50.degree. to 150.degree. C. and present in an amount effective to fuse said diazo compound, said coupling compound and said color-forming aid upon heating. ### Claim 10 (depends on 8) The recording material of claim 8, wherein said coupling compound is present in a ratio of 0.1 to 10 parts per one part said diazo compound, and said color-forming aid is present in a ratio of 0.1 to 20 parts per one part said diazo compound. ### Claim 11 (depends on 1) The recording material of claim 1, wherein said diazo compound is present in said recording layer in a dry coated amount of 0.05 to 5.0 g/m.sup.2. ### Claim 12 (depends on 1) The recording material of claim 1, wherein said recording layer comprises a first sublayer containing said diazo compound, a second sublayer containing said hydroxyphenylsulfone derivative and a third sublayer containing said coupling compound. ### Claim 13 (depends on 1) The recording material of claim 1, wherein said recording layer comprises a first sublayer containing said diazo compound and said hydroxyphenylsulfone derivative and a second sublayer containing said coupling compound.