US3004850A - Production of positive photographic records - Google Patents
Production of positive photographic records Download PDFInfo
- Publication number
- US3004850A US3004850A US854614A US85461459A US3004850A US 3004850 A US3004850 A US 3004850A US 854614 A US854614 A US 854614A US 85461459 A US85461459 A US 85461459A US 3004850 A US3004850 A US 3004850A
- Authority
- US
- United States
- Prior art keywords
- silver halide
- photographic
- production
- layer
- compound
- 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
- 238000004519 manufacturing process Methods 0.000 title claims description 12
- 229910052709 silver Inorganic materials 0.000 claims description 37
- 239000004332 silver Substances 0.000 claims description 37
- 239000000839 emulsion Substances 0.000 claims description 36
- -1 SILVER HALIDE Chemical class 0.000 claims description 33
- 238000000034 method Methods 0.000 claims description 28
- 150000001875 compounds Chemical class 0.000 claims description 19
- 239000002904 solvent Substances 0.000 claims description 11
- 238000009792 diffusion process Methods 0.000 claims description 9
- 239000010410 layer Substances 0.000 description 33
- 125000000217 alkyl group Chemical group 0.000 description 17
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 12
- 125000004414 alkyl thio group Chemical group 0.000 description 8
- 125000003710 aryl alkyl group Chemical group 0.000 description 8
- 229920006395 saturated elastomer Polymers 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- 125000003545 alkoxy group Chemical group 0.000 description 7
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 6
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 6
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 5
- 239000011248 coating agent Substances 0.000 description 5
- 238000000576 coating method Methods 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 239000008096 xylene Substances 0.000 description 5
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 4
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 4
- 239000000463 material Substances 0.000 description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- URAJEEIDMHNVKE-UHFFFAOYSA-N (2-amino-4-methylphenyl) hydrogen sulfate Chemical compound CC1=CC=C(OS(O)(=O)=O)C(N)=C1 URAJEEIDMHNVKE-UHFFFAOYSA-N 0.000 description 2
- NWZSZGALRFJKBT-KNIFDHDWSA-N (2s)-2,6-diaminohexanoic acid;(2s)-2-hydroxybutanedioic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O.NCCCC[C@H](N)C(O)=O NWZSZGALRFJKBT-KNIFDHDWSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 238000001704 evaporation Methods 0.000 description 2
- 230000008020 evaporation Effects 0.000 description 2
- 150000004820 halides Chemical class 0.000 description 2
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine monohydrate Substances O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 description 2
- BHEPBYXIRTUNPN-UHFFFAOYSA-N hydridophosphorus(.) (triplet) Chemical compound [PH] BHEPBYXIRTUNPN-UHFFFAOYSA-N 0.000 description 2
- 239000003208 petroleum Substances 0.000 description 2
- 238000001953 recrystallisation Methods 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 235000010265 sodium sulphite Nutrition 0.000 description 2
- 239000000126 substance Substances 0.000 description 2
- JAAIPIWKKXCNOC-UHFFFAOYSA-N 1h-tetrazol-1-ium-5-thiolate Chemical compound SC1=NN=NN1 JAAIPIWKKXCNOC-UHFFFAOYSA-N 0.000 description 1
- MBULRRSICCGRJV-UHFFFAOYSA-N 4,5-dimethylpyrazol-3-one Chemical compound CC1=C(C)C(=O)N=N1 MBULRRSICCGRJV-UHFFFAOYSA-N 0.000 description 1
- ZFIQGRISGKSVAG-UHFFFAOYSA-N 4-methylaminophenol Chemical compound CNC1=CC=C(O)C=C1 ZFIQGRISGKSVAG-UHFFFAOYSA-N 0.000 description 1
- 108010010803 Gelatin Proteins 0.000 description 1
- 229910021607 Silver chloride Inorganic materials 0.000 description 1
- SJOOOZPMQAWAOP-UHFFFAOYSA-N [Ag].BrCl Chemical compound [Ag].BrCl SJOOOZPMQAWAOP-UHFFFAOYSA-N 0.000 description 1
- 239000007900 aqueous suspension Substances 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 239000003610 charcoal Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- CYQAYERJWZKYML-UHFFFAOYSA-N phosphorus pentasulfide Chemical compound S1P(S2)(=S)SP3(=S)SP1(=S)SP2(=S)S3 CYQAYERJWZKYML-UHFFFAOYSA-N 0.000 description 1
- 238000002203 pretreatment Methods 0.000 description 1
- HKZLPVFGJNLROG-UHFFFAOYSA-M silver monochloride Chemical compound [Cl-].[Ag+] HKZLPVFGJNLROG-UHFFFAOYSA-M 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000002344 surface layer Substances 0.000 description 1
- 125000003396 thiol group Chemical class [H]S* 0.000 description 1
- DHCDFWKWKRSZHF-UHFFFAOYSA-L thiosulfate(2-) Chemical compound [O-]S([S-])(=O)=O DHCDFWKWKRSZHF-UHFFFAOYSA-L 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
- G03C8/00—Diffusion transfer processes or agents therefor; Photosensitive materials for such processes
- G03C8/24—Photosensitive materials characterised by the image-receiving section
- G03C8/243—Toners for the silver image
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D231/18—One oxygen or sulfur atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D231/18—One oxygen or sulfur atom
- C07D231/20—One oxygen atom attached in position 3 or 5
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/54—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings condensed with carbocyclic rings or ring systems
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S430/00—Radiation imagery chemistry: process, composition, or product thereof
- Y10S430/166—Toner containing
Definitions
- This invention relates to the production of positive photographic records by the method generally known as the diffusion transfer process.
- a latent image is formed in a photographic material having a gelatino silver halide lightsensitive layer, usually a silver chloride layer.
- the latent image is developed in the presence of a solvent for the silver halide and while the material is in face contact with a so-called reception sheet.
- the reception sheet is normally not itself light-sensitive, but it includes a surface layer containing a substance which will constitute nuclei for the photographic development process. When the layers are peeled apart the reception sheet is found to carry a positive record in developed silver of the original image.
- the result is obtained because some of the silver halide in the areas not carrying the latent image dissolves in the silver halide solvent or forms a complex therewith and diffuses into the reception sheet where, in association with the development nuclei present in that sheet and in the presence of the developing substance, it develops to form an image in that sheet.
- R and R are alkyl groups, preferahlylower alkyl groups such as methyl or ethyl, or together form a 5- membered or 6-membered saturated ring
- Xf is an alkyl, e.g. methyl or ethyl, aralkyl, e.g. benzyl, alkylthio,
- the aforesaid compound is the preferred compound for use in the diffusion-transfer process in accordance with' the present invention.
- 5-BENZYL-4:4-DIMEIHYL-3- MERCAPTOPYRAZOLENINE 5-benzyl-4:4 dimethylpyrazol-3-one was prepared from hydrazine and ethyl a:a-dimethyl-v-phenylacetoacetate (Blaise, Qompt. Rendus, 1901, 132, 480) and obtained from aqueous solution as colorless needles, M.Pt. 116- 118.
- 5-benzyl-4:4-dimethylpyrazol-3-one (8 g.) and fresh, powdered phosphorus pentasulphide (20 g.) and xylene (200 ml.) were heated under reflux for one hour.
- the xylene solution was poured on to ice (200 g.) and left for 16 hours.
- the aqueous suspension was extracted with benzene and the benzene solution was evaporated to dry- ,Water to 1 litre.
- any of the compounds of'the general formula given above can usefully be added to the developer employed in the diffusion transfer process in quantities of, for example, 0.02 g. to 0.5 g./litre. It can alternatively be included in the photographic emulsion itself, e.g. in a 'proportion of 0.0 1 g. to 0.5 g./litre of emulsion coated, or
- reception sheet it may be included in the reception sheet, e.g. in a proportion of Ol02 to 2 g./litre of the coating solution applied to the reception sheet.
- quantities of thecompound of the order indicated may be distributed as between the developer, emulsion and reception sheet, or any two of these.
- the photographic material or the reception sheet may be wetted with. a solution of the compound as a pre-treatment before being subjected to the developing process.
- Example 1 A reception sheet was coated with a 5% (w./ v.) solution of gelatin containing 0.025 g. of colloidal silver sulphide, 20 g. of sodium'thiosulphate and 0.2 g. of .3-mercapto-4z4:S-trimethylpyrazolenine per litre.
- a sil- G. Sodium sulphite (cryst.) 100 Hydroquinone l0 p-Methyl amino phenol hydrochlorideuu 2 NaOH 10 KBr The twolayers were pressed together and separated-after one minute. The reception layer carried a neutral-toned positive image.
- Example 2 A' silver chlorobromide emulsion coated onpaper was exposed and, together with a reception sheet of the type describedin Example 1 but not containing thepyrazolenine compound, was impregnated with a developer of the following composition:
- R R HSC/ ⁇ C-1X i1 .N wherein R and R taken separatelyrepresent alkyl groups and taken together represent a saturated ring containing at least 5 and at most 6 members in the ring, and X represents a group selected from theclass consisting of alkyl, aralkyl, alkylthio and alkoxy groups.
- a method for the production of photographic records from silver halide photographic emulsions by the diffusion transfer process which comprises developing a photographic silver halide emulsion layer while theemulsion layer is in face contact with a layer containing development nuclei, the development being effected in the presence of a solvent for silver halide and 3-mercapto- 4:4:5-trimethylpyrazolenine.
- a method for the production of-photographic records from silver halide photographic emulsions by the diffusion transfer process which comprises developing a photographic silver halide emulsion -layer while the emul- 4 4-diethyhS-methylpyrazolenine.
- a method for the production of photographic records from silver halidephotographic emulsions by the diffusion'transfer-process which comprises developing a photographic silver halide emulsion layer while the 'emulsion layer is in face contact with a layer containing development nuclei, the development being effected in the presence of a solvent-for silver halide and 4:5-dimethyl- 4aethyl-3gmercaptopyrazolenine.
- a method for the production of photographic records from silver halide photographic emulsions by the diffusion transfer process which comprises developing a photographic silver halide emulsion layer while the emulsion layer is in face contact with a layer containing development nuclei, the development being effected in th presence of a solvent for silver halide and 5-benzyl-4z4- dimethyl-3-mercaptopyrazolenine.
- a method for the production of photographic records from silver halide photograpliicemulsions by the diffusion transfer process which comprises developing a photographic silver halide emulsion layer while the emulsion layer is in face contact with a layer containing development nuclei, the development being efiected m the presence of a solvent for silver halide and 3-mercapto-5- methyl-4:4-cyclopentamethylenepyrazolenine.
- a method for the production of photographic records from silver halide photographic emulsions by the difiusion transfer process which comprises develop ing a photographic silver halide emulsion layer while the emulsion layer is in face contact with a layer containing development nuclei, the development being efiected in the presence of a solvent for silver halide and the emulsion containing 0.01 to 0.5 g./litre of emulsion coating of a compound of the general formula:
- a method for the production of photographic records from silver halide photographic emulsions by the diffusion transfer process which comprises developing a photographic silver halide emulsion layer while the emulsion layer is in face contact with a layer containing development nuclei, the development being effected in the presence of a solvent for silver halide and the developer containing 0.02 to 0.5 g./litre of a compound of the general formula:
- a method for the production of photographic records from silver halide photographic emulsions by the difiusion transfer process which comprises developing a photographic silver halide emulsion layer while the emulsion layer is in face contact with a layer containing development nuclei, the development being effected in the presence of a solvent for silver halide and the layer containing the development nuclei further containing 0.02 to 2 g./litre of the coating applied of a compound of the general formula:
- X represents a group selected from the class consisting of alkyl, aralkyl, alkylthio and alkoxy groups the said compound being present in a proportion of 0.01 to 0.5 g. per litre of emulsion coated.
- a photographic developer composition containing a silver halide solvent and 0.02 to 0.5 g. per litre of a compound of the general formula:
- An element for use in photography comprising a support carrying a layer which includes photographic development nuclei and a compound of the general formula:
- X represents a group selected from the class consisting of alkyl, aralkyl, alkylthio and alkoxy groups the said compound being present in a proportion of 0.02 .to 0.2 g. per litre of the coating solution applied to form said layer.
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Plural Heterocyclic Compounds (AREA)
- Photosensitive Polymer And Photoresist Processing (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB38548/58A GB875644A (en) | 1958-11-28 | 1958-11-28 | Improvements in or relating to the production of positive photographic records |
GB1111937X | 1958-11-28 |
Publications (1)
Publication Number | Publication Date |
---|---|
US3004850A true US3004850A (en) | 1961-10-17 |
Family
ID=78668845
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US854614A Expired - Lifetime US3004850A (en) | 1958-11-28 | 1959-11-23 | Production of positive photographic records |
Country Status (5)
Country | Link |
---|---|
US (1) | US3004850A (de) |
DE (1) | DE1111937B (de) |
FR (1) | FR1241614A (de) |
GB (1) | GB875644A (de) |
NL (2) | NL123870C (de) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3128182A (en) * | 1961-10-23 | 1964-04-07 | Eastman Kodak Co | Silver halide solvent containing developers and process |
US3515555A (en) * | 1967-03-08 | 1970-06-02 | Eastman Kodak Co | Toning composition for direct positive paper |
US3607269A (en) * | 1968-04-01 | 1971-09-21 | Polaroid Corp | Image-receiving elements and photographic processes employing same |
Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2699393A (en) * | 1950-04-15 | 1955-01-11 | Agfa Ag Fur Photofabrikation | Photographic process for the direct production of positive images |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BE542151A (de) * | 1955-10-19 |
-
0
- NL NL245863D patent/NL245863A/xx unknown
- NL NL123870D patent/NL123870C/xx active
-
1958
- 1958-11-28 GB GB38548/58A patent/GB875644A/en not_active Expired
-
1959
- 1959-11-23 US US854614A patent/US3004850A/en not_active Expired - Lifetime
- 1959-11-27 DE DEI17304A patent/DE1111937B/de active Pending
- 1959-11-27 FR FR811528A patent/FR1241614A/fr not_active Expired
Patent Citations (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2699393A (en) * | 1950-04-15 | 1955-01-11 | Agfa Ag Fur Photofabrikation | Photographic process for the direct production of positive images |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3128182A (en) * | 1961-10-23 | 1964-04-07 | Eastman Kodak Co | Silver halide solvent containing developers and process |
US3515555A (en) * | 1967-03-08 | 1970-06-02 | Eastman Kodak Co | Toning composition for direct positive paper |
US3607269A (en) * | 1968-04-01 | 1971-09-21 | Polaroid Corp | Image-receiving elements and photographic processes employing same |
Also Published As
Publication number | Publication date |
---|---|
DE1111937B (de) | 1961-07-27 |
NL123870C (de) | |
GB875644A (en) | 1961-08-23 |
FR1241614A (fr) | 1960-09-16 |
NL245863A (de) |
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