GB892811A - Improvements in diarylazido-compounds and photo-mechanical processes for lithographic printing - Google Patents
Improvements in diarylazido-compounds and photo-mechanical processes for lithographic printingInfo
- Publication number
- GB892811A GB892811A GB1267157A GB1267157A GB892811A GB 892811 A GB892811 A GB 892811A GB 1267157 A GB1267157 A GB 1267157A GB 1267157 A GB1267157 A GB 1267157A GB 892811 A GB892811 A GB 892811A
- Authority
- GB
- United Kingdom
- Prior art keywords
- treating
- acid
- diazotising
- reacting
- compounds
- 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
- 238000010297 mechanical methods and process Methods 0.000 title 1
- PXIPVTKHYLBLMZ-UHFFFAOYSA-N Sodium azide Chemical compound [Na+].[N-]=[N+]=[N-] PXIPVTKHYLBLMZ-UHFFFAOYSA-N 0.000 abstract 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract 3
- OMXLJDNGYIMGHS-UHFFFAOYSA-N 3-(4-azidophenyl)prop-2-enoyl chloride Chemical compound ClC(=O)C=CC1=CC=C(N=[N+]=[N-])C=C1 OMXLJDNGYIMGHS-UHFFFAOYSA-N 0.000 abstract 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- VATYWCRQDJIRAI-UHFFFAOYSA-N p-aminobenzaldehyde Chemical compound NC1=CC=C(C=O)C=C1 VATYWCRQDJIRAI-UHFFFAOYSA-N 0.000 abstract 2
- 235000011121 sodium hydroxide Nutrition 0.000 abstract 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 abstract 2
- JOLPMPPNHIACPD-ZZXKWVIFSA-N (e)-3-(4-aminophenyl)prop-2-enoic acid Chemical compound NC1=CC=C(\C=C\C(O)=O)C=C1 JOLPMPPNHIACPD-ZZXKWVIFSA-N 0.000 abstract 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 abstract 1
- GPRYKVSEZCQIHD-UHFFFAOYSA-N 1-(4-aminophenyl)ethanone Chemical compound CC(=O)C1=CC=C(N)C=C1 GPRYKVSEZCQIHD-UHFFFAOYSA-N 0.000 abstract 1
- HYRIDYFBEXCCIA-UHFFFAOYSA-N 1-(4-azidophenyl)ethanone Chemical compound CC(=O)C1=CC=C(N=[N+]=[N-])C=C1 HYRIDYFBEXCCIA-UHFFFAOYSA-N 0.000 abstract 1
- NHTBGGLIHGSCFA-UHFFFAOYSA-N 2-azidobenzaldehyde Chemical compound [N-]=[N+]=NC1=CC=CC=C1C=O NHTBGGLIHGSCFA-UHFFFAOYSA-N 0.000 abstract 1
- SCJHPUGWYHCYAZ-UHFFFAOYSA-N 3,5-diethyl-2-propylpyridine Chemical compound CCCC1=NC=C(CC)C=C1CC SCJHPUGWYHCYAZ-UHFFFAOYSA-N 0.000 abstract 1
- GDCFNVWDFSZQEE-UHFFFAOYSA-N 3-(4-azidophenyl)prop-2-enoic acid Chemical compound OC(=O)C=CC1=CC=C(N=[N+]=[N-])C=C1 GDCFNVWDFSZQEE-UHFFFAOYSA-N 0.000 abstract 1
- XMMRNCHTDONGRJ-UHFFFAOYSA-N 3-(4-nitrophenyl)prop-2-enoic acid Chemical class OC(=O)C=CC1=CC=C([N+]([O-])=O)C=C1 XMMRNCHTDONGRJ-UHFFFAOYSA-N 0.000 abstract 1
- SDJOUGYEUFYPLL-UHFFFAOYSA-N 4-azidobenzaldehyde Chemical compound [N-]=[N+]=NC1=CC=C(C=O)C=C1 SDJOUGYEUFYPLL-UHFFFAOYSA-N 0.000 abstract 1
- WBYWAXJHAXSJNI-SREVYHEPSA-N Cinnamic acid Chemical compound OC(=O)\C=C/C1=CC=CC=C1 WBYWAXJHAXSJNI-SREVYHEPSA-N 0.000 abstract 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 abstract 1
- 229930016911 cinnamic acid Natural products 0.000 abstract 1
- 235000013985 cinnamic acid Nutrition 0.000 abstract 1
- 239000000084 colloidal system Substances 0.000 abstract 1
- 125000004494 ethyl ester group Chemical group 0.000 abstract 1
- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 230000000802 nitrating effect Effects 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C247/00—Compounds containing azido groups
-
- 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
- G03F7/008—Azides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Abstract
The invention comprises compounds having the structures <FORM:0892811/IV (b)/1> <FORM:0892811/IV (b)/2> and <FORM:0892811/IV (b)/3> Such compounds are incorporated in compositions comprising water-insoluble organic-solvent-soluble polymeric colloids for use in the production of light sensitive layers (see Group XX). 4 : 41-Diazido-dibenzalacetone is prepared by diazotising p-aminobenzaldehyde, treating the product with sodium azide to obtain azidobenzaldehyde and reacting the latter with acetone in the presence of aqueous ethanol and caustic soda. 1 : 3-Di-(4-azidophenyl) 2 : 3-propen-1-one is prepared by diazotising p-aminoaceto-phenone, treating the product with sodium azide to obtain p-azidoacetophenone and reacting the latter with p-azidobenzaldehyde in the presence of ethanol, water and sodium hydroxide. 1:2-Di-(4-azidocinnamoyloxy)-ethane is obtained by reacting 4-azidocinnamoyl chloride with ethylene glycol in the presence of pyridine and dimethyl formamide. p-azidocinnamoyl chloride is obtained by nitrating cinnamic acid, separating the 2- and 4- nitrocinnamic acids in the forms of their ethyl esters, reducing the 4-nitrocinnamic acid with tin and hydrochloric acid to 4-amino cinnamic acid, diazotising the latter and treating the product with sodium azide to obtain 4-azidocinnamic acid and treating the latter with thionyl chloride. Specification 767,985 is referred to.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1267157A GB892811A (en) | 1957-04-18 | 1957-04-18 | Improvements in diarylazido-compounds and photo-mechanical processes for lithographic printing |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1267157A GB892811A (en) | 1957-04-18 | 1957-04-18 | Improvements in diarylazido-compounds and photo-mechanical processes for lithographic printing |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB892811A true GB892811A (en) | 1962-03-28 |
Family
ID=10008984
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1267157A Expired GB892811A (en) | 1957-04-18 | 1957-04-18 | Improvements in diarylazido-compounds and photo-mechanical processes for lithographic printing |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB892811A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4197133A (en) * | 1977-10-14 | 1980-04-08 | Ciba-Geigy Corporation | Photo-curable compositions of matter containing bis-azidophthalimidyl derivatives |
| EP1348690A1 (en) * | 2002-03-29 | 2003-10-01 | Toyo Gosei Kogyo Co., Ltd. | Cinnamaldehyde compound having an azido group |
| CN118241501A (en) * | 2024-05-24 | 2024-06-25 | 中国人民解放军海军军医大学第三附属医院 | Disposable item with self-contained validity period color-changing test paper and its manufacturing process |
-
1957
- 1957-04-18 GB GB1267157A patent/GB892811A/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4197133A (en) * | 1977-10-14 | 1980-04-08 | Ciba-Geigy Corporation | Photo-curable compositions of matter containing bis-azidophthalimidyl derivatives |
| EP1348690A1 (en) * | 2002-03-29 | 2003-10-01 | Toyo Gosei Kogyo Co., Ltd. | Cinnamaldehyde compound having an azido group |
| US6768027B2 (en) | 2002-03-29 | 2004-07-27 | Toyo Gosei Kogyo Co. Ltd. | Cinnamaldehyde compound having an azido group |
| CN118241501A (en) * | 2024-05-24 | 2024-06-25 | 中国人民解放军海军军医大学第三附属医院 | Disposable item with self-contained validity period color-changing test paper and its manufacturing process |
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