US3380830A - Heat developable diazo photocopying sheet - Google Patents
Heat developable diazo photocopying sheet Download PDFInfo
- Publication number
- US3380830A US3380830A US398064A US39806464A US3380830A US 3380830 A US3380830 A US 3380830A US 398064 A US398064 A US 398064A US 39806464 A US39806464 A US 39806464A US 3380830 A US3380830 A US 3380830A
- Authority
- US
- United States
- Prior art keywords
- photocopying
- light
- sheet
- diazo
- developing
- 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
Links
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 title description 14
- 239000011248 coating agent Substances 0.000 description 16
- 238000000576 coating method Methods 0.000 description 16
- 239000003795 chemical substances by application Substances 0.000 description 15
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 8
- -1 DIAZO Chemical class 0.000 description 7
- 239000007822 coupling agent Substances 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 239000011230 binding agent Substances 0.000 description 5
- 229910021529 ammonia Inorganic materials 0.000 description 4
- 150000001989 diazonium salts Chemical class 0.000 description 4
- MSWZFWKMSRAUBD-IVMDWMLBSA-N 2-amino-2-deoxy-D-glucopyranose Chemical compound N[C@H]1C(O)O[C@H](CO)[C@@H](O)[C@@H]1O MSWZFWKMSRAUBD-IVMDWMLBSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 150000001720 carbohydrates Chemical class 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- 239000006185 dispersion Substances 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 3
- XQVRRYPSNMGRDA-UHFFFAOYSA-N O-ethylperoxyhydroxylamine Chemical compound NOOOCC XQVRRYPSNMGRDA-UHFFFAOYSA-N 0.000 description 2
- 230000009471 action Effects 0.000 description 2
- 230000004913 activation Effects 0.000 description 2
- 125000003277 amino group Chemical group 0.000 description 2
- 150000008049 diazo compounds Chemical class 0.000 description 2
- 238000009792 diffusion process Methods 0.000 description 2
- 235000019325 ethyl cellulose Nutrition 0.000 description 2
- 229920001249 ethyl cellulose Polymers 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000003960 organic solvent Substances 0.000 description 2
- 239000000049 pigment Substances 0.000 description 2
- 239000000725 suspension Substances 0.000 description 2
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical group ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 1
- 239000001856 Ethyl cellulose Substances 0.000 description 1
- ZZSNKZQZMQGXPY-UHFFFAOYSA-N Ethyl cellulose Chemical compound CCOCC1OC(OC)C(OCC)C(OCC)C1OC1C(O)C(O)C(OC)C(CO)O1 ZZSNKZQZMQGXPY-UHFFFAOYSA-N 0.000 description 1
- LUTSRLYCMSCGCS-BWOMAWGNSA-N [(3s,8r,9s,10r,13s)-10,13-dimethyl-17-oxo-1,2,3,4,7,8,9,11,12,16-decahydrocyclopenta[a]phenanthren-3-yl] acetate Chemical compound C([C@@H]12)C[C@]3(C)C(=O)CC=C3[C@@H]1CC=C1[C@]2(C)CC[C@H](OC(=O)C)C1 LUTSRLYCMSCGCS-BWOMAWGNSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 230000001070 adhesive effect Effects 0.000 description 1
- 150000001338 aliphatic hydrocarbons Chemical class 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 150000004945 aromatic hydrocarbons Chemical class 0.000 description 1
- VQLYBLABXAHUDN-UHFFFAOYSA-N bis(4-fluorophenyl)-methyl-(1,2,4-triazol-1-ylmethyl)silane;methyl n-(1h-benzimidazol-2-yl)carbamate Chemical compound C1=CC=C2NC(NC(=O)OC)=NC2=C1.C=1C=C(F)C=CC=1[Si](C=1C=CC(F)=CC=1)(C)CN1C=NC=N1 VQLYBLABXAHUDN-UHFFFAOYSA-N 0.000 description 1
- 239000007767 bonding agent Substances 0.000 description 1
- 229920002301 cellulose acetate Polymers 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000009931 harmful effect Effects 0.000 description 1
- 238000009413 insulation Methods 0.000 description 1
- WSFSSNUMVMOOMR-NJFSPNSNSA-N methanone Chemical compound O=[14CH2] WSFSSNUMVMOOMR-NJFSPNSNSA-N 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000007480 spreading Effects 0.000 description 1
- 230000003019 stabilising effect Effects 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
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
- G03C1/00—Photosensitive materials
- G03C1/52—Compositions containing diazo compounds as photosensitive substances
- G03C1/60—Compositions containing diazo compounds as photosensitive substances with macromolecular additives
Definitions
- ABSTRACT 0F THE DISCLOSURE A heat-developable photocopying sheet comprising a support with a light-sensitive layer on at least one side which includes a diazonium compound, an acid, and a coupling agent, said light sensitive layer having a thermodeveloping layer in chemically effective contact therewith, the developing layer including a nitrogenous carbohydrate derivative selected from a certain group or amides.
- This invention relates to diazo photocopying sheets, for example for use in making contact prints of documents.
- the diazo photocopying process is based on the ability of diazonium compounds contained in a diazo substance to produce dyes with coupling agents at the zones protected by the blacks of the original to be reproduced, on exposure of this substance to the light.
- the latent image thus obtained is then developed by contact either with gaseous ammonia or with alkaline baths which may contain the coupling agent if the latter is not incorporated originally in the diazo substance.
- gaseous ammonia or with alkaline baths which may contain the coupling agent if the latter is not incorporated originally in the diazo substance.
- thermo-developing agent in a coating which is poured on the light-sensitive layer and then dried; the exposure of the light-sensitive layer to a source of heat, after exposure to light, causing the activation of the developing agent, the action of the latter on the light-sensitive layer, and then the appearance of the required copy.
- thermo-developing agent in question should, for
- thermo-developing agent comprising a nitrogenous derivative of a carbohydrate.
- the diazo photocopying sheet comprises a support having on at least one face a light-sensitive layer containing a diazonium compound, an acid, and a coupling agent, and having a thermo-developing coating on the light-sensitive layer, said coating including a nitrogenous derivative of a carbohydrate(ose) in an organic binding agent.
- the present invention is also a method of manufacturing diazo photocopying sheets, for example for use in making contact prints of documents comprising applying to at least one side of a support a light-sensitive layer containing a diazo compound stabilised by an acid and a coupling agent, and applying a thermo-developing adhesive coating to said light-sensitive layer, said coating including a dispersion of a nitrogenous derivative of a carbohydrate(ose) in an organic binding solution.
- the present invention is also a diazo photocopying sheet made by the aforesaid method.
- thermo-developing agent present in the coating in the form of a pigment can advantageously be an amino carbohydrate(ose).
- amino carbohydrate is to be understood a compound obtained by introducing an amino group into a carbohydrate radical by an essentially known technique.
- thermo-developing agent The action of this thermo-developing agent is explained by its diffusion, at the instant of melting or softening, into the light-sensitive layer, the melting or softening being caused by the exposure of the photocopying sheet to a source of heat. Due to the effect produced by the presence of the binding agent, this softening may occur well before the real melting point of the thermo-developing agent is reached.
- the neutralising of the stabilising acids in the light-sensitive layer by the amino-group in the developing agent then produces the rise in the pH which is necessary to bring about the appearance of the colour.
- the light-sensitive layer with which the support is provided consists in an essentially known diazo compound stabilised by an acid and a coupling agent.
- the layers exposure to a light source behind the document to be copied causes a latent image to form there, which is subsequently developed by exposing the sheet to a source of heat.
- thermo-developing coating is advantageously in the form of a pigment dispersed in an organic binding solution which adheres to the light-sensitive layer on the support, imparts to the coating the required viscosity to enable the coating to flow over the support, securely fixes the coating on the support and provides excellent insulation for the layer against external agents.
- the organic binding solution in the coating preferably consists of a solution of a binder substance in an organic solvent which dissolves neither the constituents of the light-sensitive layer nor the developing agent.
- aromatic hydrocarbons of the group comprising benzene, toluene, and the aliphatic hydrocarbon derivatives of the methylene chloride group are cited in particular: aromatic hydrocarbons of the group comprising benzene, toluene, and the aliphatic hydrocarbon derivatives of the methylene chloride group.
- binder substances which may be included in the composition of the thermo-developing coating can be mentioned polyvinyl formaldehyde, polyvinyl butyral, cellulose acetates, and ethyl celluloses.
- thermo-developing agents of the amino-carbohydrate(ose) category more particularly meeting the requirements for their utilisation in the coating for the light-sensitive layer, can be mentioned particularly the following compounds:
- the developing agent is preferably pulverised in such a way as to obtain grains of a size less than microns, the pulverised product then being put in suspension in an organic binder solution, the dispersion being then adjusted to a viscosity suitable for the method of spreading used, and being caused to flow over the light-sensitive layer of a photocopying paper of the type normally used to produce for instance a blueprint on developing with ammonia.
- From 2 to 8 g. of developing agent are advantageously deposited per square metre of surface treated.
- Example 1 The developing agent consists of pulverised glucamine (M.P. 128 C.).
- 100 gr. of the pulverised compound are put in suspension in 1000 ccs. toluene in which are dissolved 50 gr. ethyl cellulose of average viscosity.
- the dispersion is then allowed to flow in the form of a coating on the light-sensitive layer of a printing paper normally producing a blueprint on developing with ammonia.
- Thermo-developing at about 140 C. of the diazo product thus obtained produces a blueprint.
- Example 2 Chitosamine (M.P. 110 C.) is used in the same way as in Example 1. At 125 C. a blueprint is obtained.
- Example 3 Furosyl-methylamine (decomposition point 125 C.) is used in the same way as in Example 1. A blueprint is obtained at 120 C.
- Example 4 1-amino-trioxymethyl-methane (M.P. 164 C.) is used in the same way as in Example 1. A blueprint is obtained at 145 C.
- a diazo photocopying sheet comprising a support having on at least one face a light-sensitive layer containing a diazonium compound, an acid, and a coupling agent, and having a thermo-developing coating in chemically effective contact with said light-sensitive layer,
- said coating including, in an organic bonding agent, a nitrogenous carbohydrate derivative selected from the group consisting of:
Landscapes
- Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- General Physics & Mathematics (AREA)
- Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
- Heat Sensitive Colour Forming Recording (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR948443A FR1377476A (fr) | 1963-09-24 | 1963-09-24 | Procédé de fabrication de feuilles héliographiques et articles analogues pour la reproduction de documents par diazotypie et feuilles photo-sensibles réalisées par la mise en oeuvre de ce procédé |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3380830A true US3380830A (en) | 1968-04-30 |
Family
ID=8812951
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US398064A Expired - Lifetime US3380830A (en) | 1963-09-24 | 1964-09-21 | Heat developable diazo photocopying sheet |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US3380830A (enrdf_load_stackoverflow) |
| BE (1) | BE653138A (enrdf_load_stackoverflow) |
| DE (1) | DE1282445B (enrdf_load_stackoverflow) |
| FR (1) | FR1377476A (enrdf_load_stackoverflow) |
| GB (1) | GB1086515A (enrdf_load_stackoverflow) |
| NL (1) | NL6411028A (enrdf_load_stackoverflow) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3493374A (en) * | 1965-07-01 | 1970-02-03 | Grinten Chem L V D | Heat-developable diazotype material |
Citations (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2318352A (en) * | 1939-04-11 | 1943-05-04 | Hartford Nat Bank & Trust Co | Light-sensitive diazotype layers and method of making same |
| GB815005A (en) * | 1957-07-03 | 1959-06-17 | Ilford Ltd | Improvements in or relating to radiation-sensitive diazotype materials |
| GB849739A (en) * | 1957-06-13 | 1960-09-28 | Ozalid Co Ltd | Improvements in or relating to light-sensitive diazotype materials |
| US3076707A (en) * | 1959-04-22 | 1963-02-05 | Nashua Corp | Heat developable copy sheet and compositions useful therefor |
| FR1325692A (fr) * | 1962-02-06 | 1963-05-03 | Bauchet & Cie Ets | Produit diazotype thermodéveloppable et son procédé de préparation |
| US3166422A (en) * | 1963-05-31 | 1965-01-19 | Gen Aniline & Film Corp | Diazotype heat development photographic paper comprising a sugar brightening agent |
| US3199982A (en) * | 1963-03-19 | 1965-08-10 | Keuffel & Esser Co | Diazotype reproduction material |
| US3284201A (en) * | 1961-12-21 | 1966-11-08 | Grinten Chem L V D | Three layered light-sensitive diazotype material |
| US3316092A (en) * | 1963-05-09 | 1967-04-25 | Dietzgen Co Eugene | Diazotype material comprising a metal sulfate nitrogenous compound and polymeric anhydride |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2732299A (en) * | 1952-07-22 | 1956-01-24 | Light sensitive |
-
1963
- 1963-09-24 FR FR948443A patent/FR1377476A/fr not_active Expired
-
1964
- 1964-09-16 BE BE653138D patent/BE653138A/xx unknown
- 1964-09-21 GB GB38413/64A patent/GB1086515A/en not_active Expired
- 1964-09-21 US US398064A patent/US3380830A/en not_active Expired - Lifetime
- 1964-09-22 NL NL6411028A patent/NL6411028A/xx unknown
- 1964-09-22 DE DEE27824A patent/DE1282445B/de active Pending
Patent Citations (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2318352A (en) * | 1939-04-11 | 1943-05-04 | Hartford Nat Bank & Trust Co | Light-sensitive diazotype layers and method of making same |
| GB849739A (en) * | 1957-06-13 | 1960-09-28 | Ozalid Co Ltd | Improvements in or relating to light-sensitive diazotype materials |
| GB815005A (en) * | 1957-07-03 | 1959-06-17 | Ilford Ltd | Improvements in or relating to radiation-sensitive diazotype materials |
| US3076707A (en) * | 1959-04-22 | 1963-02-05 | Nashua Corp | Heat developable copy sheet and compositions useful therefor |
| US3284201A (en) * | 1961-12-21 | 1966-11-08 | Grinten Chem L V D | Three layered light-sensitive diazotype material |
| FR1325692A (fr) * | 1962-02-06 | 1963-05-03 | Bauchet & Cie Ets | Produit diazotype thermodéveloppable et son procédé de préparation |
| US3199982A (en) * | 1963-03-19 | 1965-08-10 | Keuffel & Esser Co | Diazotype reproduction material |
| US3316092A (en) * | 1963-05-09 | 1967-04-25 | Dietzgen Co Eugene | Diazotype material comprising a metal sulfate nitrogenous compound and polymeric anhydride |
| US3166422A (en) * | 1963-05-31 | 1965-01-19 | Gen Aniline & Film Corp | Diazotype heat development photographic paper comprising a sugar brightening agent |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3493374A (en) * | 1965-07-01 | 1970-02-03 | Grinten Chem L V D | Heat-developable diazotype material |
Also Published As
| Publication number | Publication date |
|---|---|
| BE653138A (enrdf_load_stackoverflow) | 1965-01-18 |
| FR1377476A (fr) | 1964-11-06 |
| DE1282445B (de) | 1968-11-07 |
| NL6411028A (enrdf_load_stackoverflow) | 1965-03-25 |
| GB1086515A (en) | 1967-10-11 |
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