GB715663A - Improvements relating to photomechanical processes and light-sensitive diazotype materials therefor - Google Patents
Improvements relating to photomechanical processes and light-sensitive diazotype materials thereforInfo
- Publication number
- GB715663A GB715663A GB14397/52A GB1439752A GB715663A GB 715663 A GB715663 A GB 715663A GB 14397/52 A GB14397/52 A GB 14397/52A GB 1439752 A GB1439752 A GB 1439752A GB 715663 A GB715663 A GB 715663A
- Authority
- GB
- United Kingdom
- Prior art keywords
- diazide
- acid
- benzoquinone
- phenyl
- naphthoquinone
- 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
Links
- 238000000034 method Methods 0.000 title abstract 3
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 abstract 16
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 abstract 12
- 229930192627 Naphthoquinone Natural products 0.000 abstract 10
- 150000002791 naphthoquinones Chemical class 0.000 abstract 10
- 238000010438 heat treatment Methods 0.000 abstract 5
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 abstract 4
- -1 amino compound Chemical class 0.000 abstract 4
- 229940124530 sulfonamide Drugs 0.000 abstract 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 abstract 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- 239000007795 chemical reaction product Substances 0.000 abstract 3
- 238000006193 diazotization reaction Methods 0.000 abstract 3
- 239000000047 product Substances 0.000 abstract 3
- XTHPWXDJESJLNJ-UHFFFAOYSA-N sulfurochloridic acid Chemical compound OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 abstract 3
- CBCKQZAAMUWICA-UHFFFAOYSA-N 1,4-phenylenediamine Chemical compound NC1=CC=C(N)C=C1 CBCKQZAAMUWICA-UHFFFAOYSA-N 0.000 abstract 2
- CZGCEKJOLUNIFY-UHFFFAOYSA-N 4-Chloronitrobenzene Chemical compound [O-][N+](=O)C1=CC=C(Cl)C=C1 CZGCEKJOLUNIFY-UHFFFAOYSA-N 0.000 abstract 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- KZTYYGOKRVBIMI-UHFFFAOYSA-N S-phenyl benzenesulfonothioate Natural products C=1C=CC=CC=1S(=O)(=O)C1=CC=CC=C1 KZTYYGOKRVBIMI-UHFFFAOYSA-N 0.000 abstract 2
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 abstract 2
- 238000006396 nitration reaction Methods 0.000 abstract 2
- IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 abstract 2
- 238000006722 reduction reaction Methods 0.000 abstract 2
- 239000001632 sodium acetate Substances 0.000 abstract 2
- 235000017281 sodium acetate Nutrition 0.000 abstract 2
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 abstract 1
- SJJCQDRGABAVBB-UHFFFAOYSA-N 1-hydroxy-2-naphthoic acid Chemical compound C1=CC=CC2=C(O)C(C(=O)O)=CC=C21 SJJCQDRGABAVBB-UHFFFAOYSA-N 0.000 abstract 1
- QFBQBTAPPAULPH-UHFFFAOYSA-N 1-hydroxy-N-naphthalen-1-yl-4-nitrocyclohexa-2,4-diene-1-carboxamide Chemical compound C1(=CC=CC2=CC=CC=C12)NC(C1(CC=C(C=C1)[N+](=O)[O-])O)=O QFBQBTAPPAULPH-UHFFFAOYSA-N 0.000 abstract 1
- PWJNDVAKQLOWRZ-UHFFFAOYSA-N 1-hydroxynaphthalene-2-sulfonic acid Chemical compound C1=CC=C2C(O)=C(S(O)(=O)=O)C=CC2=C1 PWJNDVAKQLOWRZ-UHFFFAOYSA-N 0.000 abstract 1
- PYEQXZOIQJWYAH-UHFFFAOYSA-N 2-bromocyclohexa-2,5-diene-1,4-dione Chemical compound BrC1=CC(=O)C=CC1=O PYEQXZOIQJWYAH-UHFFFAOYSA-N 0.000 abstract 1
- OZPFHNBNDPHUOO-UHFFFAOYSA-N 2-chloro-5-nitro-n-phenylbenzenesulfonamide Chemical compound [O-][N+](=O)C1=CC=C(Cl)C(S(=O)(=O)NC=2C=CC=CC=2)=C1 OZPFHNBNDPHUOO-UHFFFAOYSA-N 0.000 abstract 1
- WOGWYSWDBYCVDY-UHFFFAOYSA-N 2-chlorocyclohexa-2,5-diene-1,4-dione Chemical compound ClC1=CC(=O)C=CC1=O WOGWYSWDBYCVDY-UHFFFAOYSA-N 0.000 abstract 1
- AFVRQIFADPLNHG-UHFFFAOYSA-N 2-hydroxy-5-nitro-n-phenylbenzenesulfonamide Chemical compound OC1=CC=C([N+]([O-])=O)C=C1S(=O)(=O)NC1=CC=CC=C1 AFVRQIFADPLNHG-UHFFFAOYSA-N 0.000 abstract 1
- VTWDKFNVVLAELH-UHFFFAOYSA-N 2-methylcyclohexa-2,5-diene-1,4-dione Chemical compound CC1=CC(=O)C=CC1=O VTWDKFNVVLAELH-UHFFFAOYSA-N 0.000 abstract 1
- RLQZIECDMISZHS-UHFFFAOYSA-N 2-phenylcyclohexa-2,5-diene-1,4-dione Chemical compound O=C1C=CC(=O)C(C=2C=CC=CC=2)=C1 RLQZIECDMISZHS-UHFFFAOYSA-N 0.000 abstract 1
- QUEKGYQTRJVEQC-UHFFFAOYSA-N 2516-96-3 Chemical compound OC(=O)C1=CC([N+]([O-])=O)=CC=C1Cl QUEKGYQTRJVEQC-UHFFFAOYSA-N 0.000 abstract 1
- OUIITAOCYATDMY-UHFFFAOYSA-N 4-amino-2-phenylphenol Chemical compound NC1=CC=C(O)C(C=2C=CC=CC=2)=C1 OUIITAOCYATDMY-UHFFFAOYSA-N 0.000 abstract 1
- ABJQKDJOYSQVFX-UHFFFAOYSA-N 4-aminonaphthalen-1-ol Chemical compound C1=CC=C2C(N)=CC=C(O)C2=C1 ABJQKDJOYSQVFX-UHFFFAOYSA-N 0.000 abstract 1
- PLIKAWJENQZMHA-UHFFFAOYSA-N 4-aminophenol Chemical class NC1=CC=C(O)C=C1 PLIKAWJENQZMHA-UHFFFAOYSA-N 0.000 abstract 1
- CFRFHWQYWJMEJN-UHFFFAOYSA-N 9h-fluoren-2-amine Chemical compound C1=CC=C2C3=CC=C(N)C=C3CC2=C1 CFRFHWQYWJMEJN-UHFFFAOYSA-N 0.000 abstract 1
- 238000005727 Friedel-Crafts reaction Methods 0.000 abstract 1
- IOVCWXUNBOPUCH-UHFFFAOYSA-N Nitrous acid Chemical compound ON=O IOVCWXUNBOPUCH-UHFFFAOYSA-N 0.000 abstract 1
- 150000003931 anilides Chemical class 0.000 abstract 1
- 239000000987 azo dye Substances 0.000 abstract 1
- 230000031709 bromination Effects 0.000 abstract 1
- 238000005893 bromination reaction Methods 0.000 abstract 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000012954 diazonium Substances 0.000 abstract 1
- 150000001989 diazonium salts Chemical class 0.000 abstract 1
- 229910052500 inorganic mineral Inorganic materials 0.000 abstract 1
- 239000011707 mineral Substances 0.000 abstract 1
- 235000010755 mineral Nutrition 0.000 abstract 1
- GCGZLKMWFUFKCI-UHFFFAOYSA-N n-ethyl-2-hydroxy-n-phenylbenzamide Chemical compound C=1C=CC=CC=1N(CC)C(=O)C1=CC=CC=C1O GCGZLKMWFUFKCI-UHFFFAOYSA-N 0.000 abstract 1
- 150000002832 nitroso derivatives Chemical class 0.000 abstract 1
- BHAAPTBBJKJZER-UHFFFAOYSA-N p-anisidine Chemical compound COC1=CC=C(N)C=C1 BHAAPTBBJKJZER-UHFFFAOYSA-N 0.000 abstract 1
- QLFNWEUYWWISFY-UHFFFAOYSA-N phenyl 2-chloro-5-nitrobenzenesulfonate Chemical compound [O-][N+](=O)C1=CC=C(Cl)C(S(=O)(=O)OC=2C=CC=CC=2)=C1 QLFNWEUYWWISFY-UHFFFAOYSA-N 0.000 abstract 1
- VRFZRHOUUNUZKI-UHFFFAOYSA-N phenyl 2-hydroxy-5-nitrobenzoate Chemical compound OC1=CC=C([N+]([O-])=O)C=C1C(=O)OC1=CC=CC=C1 VRFZRHOUUNUZKI-UHFFFAOYSA-N 0.000 abstract 1
- 235000011118 potassium hydroxide Nutrition 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 abstract 1
- 235000011121 sodium hydroxide Nutrition 0.000 abstract 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/022—Quinonediazides
- G03F7/0223—Iminoquinonediazides; Para-quinonediazides
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Heat Sensitive Colour Forming Recording (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE307353X | 1951-06-07 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB715663A true GB715663A (en) | 1954-09-15 |
Family
ID=6121382
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB14397/52A Expired GB715663A (en) | 1951-06-07 | 1952-06-06 | Improvements relating to photomechanical processes and light-sensitive diazotype materials therefor |
Country Status (4)
| Country | Link |
|---|---|
| CH (1) | CH307353A (OSRAM) |
| FR (1) | FR1058067A (OSRAM) |
| GB (1) | GB715663A (OSRAM) |
| NL (2) | NL170133B (OSRAM) |
-
0
- NL NL81221D patent/NL81221C/xx active
- NL NLAANVRAGE7701930,A patent/NL170133B/xx unknown
-
1952
- 1952-06-06 FR FR1058067D patent/FR1058067A/fr not_active Expired
- 1952-06-06 CH CH307353D patent/CH307353A/de unknown
- 1952-06-06 GB GB14397/52A patent/GB715663A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| NL81221C (OSRAM) | |
| NL170133B (nl) | |
| FR1058067A (fr) | 1954-03-12 |
| CH307353A (de) | 1955-05-31 |
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