GB1362837A - Trifluoromethylbenzene diazonium compounds and their use in light sensitive materials - Google Patents
Trifluoromethylbenzene diazonium compounds and their use in light sensitive materialsInfo
- Publication number
- GB1362837A GB1362837A GB4570671A GB4570671A GB1362837A GB 1362837 A GB1362837 A GB 1362837A GB 4570671 A GB4570671 A GB 4570671A GB 4570671 A GB4570671 A GB 4570671A GB 1362837 A GB1362837 A GB 1362837A
- Authority
- GB
- United Kingdom
- Prior art keywords
- give
- nitro
- group
- treated
- methoxy
- 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
- MJABAEJQHKYEKL-UHFFFAOYSA-N 2-(trifluoromethyl)benzenediazonium Chemical class FC(F)(F)C1=CC=CC=C1[N+]#N MJABAEJQHKYEKL-UHFFFAOYSA-N 0.000 title abstract 2
- 239000000463 material Substances 0.000 title 1
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 abstract 6
- -1 amino compound Chemical class 0.000 abstract 4
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 abstract 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 abstract 3
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 abstract 3
- 125000003277 amino group Chemical group 0.000 abstract 3
- 150000001875 compounds Chemical class 0.000 abstract 3
- 229910017604 nitric acid Inorganic materials 0.000 abstract 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 3
- 235000005074 zinc chloride Nutrition 0.000 abstract 3
- 239000011592 zinc chloride Substances 0.000 abstract 3
- 125000006527 (C1-C5) alkyl group Chemical group 0.000 abstract 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 abstract 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 abstract 2
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 abstract 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 abstract 2
- AGEZXYOZHKGVCM-UHFFFAOYSA-N benzyl bromide Chemical compound BrCC1=CC=CC=C1 AGEZXYOZHKGVCM-UHFFFAOYSA-N 0.000 abstract 2
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 2
- BDAGIHXWWSANSR-UHFFFAOYSA-N methanoic acid Natural products OC=O BDAGIHXWWSANSR-UHFFFAOYSA-N 0.000 abstract 2
- 229910052757 nitrogen Inorganic materials 0.000 abstract 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 2
- ZHXJXGILCFSXMZ-UHFFFAOYSA-N 1-butoxy-2-nitro-4-(trifluoromethyl)benzene Chemical compound CCCCOC1=CC=C(C(F)(F)F)C=C1[N+]([O-])=O ZHXJXGILCFSXMZ-UHFFFAOYSA-N 0.000 abstract 1
- JUIGBFXJWMPQCN-UHFFFAOYSA-N 1-chloro-2-methoxy-4-nitro-5-(trifluoromethyl)benzene Chemical compound COC1=C(Cl)C=C(C(=C1)[N+]([O-])=O)C(F)(F)F JUIGBFXJWMPQCN-UHFFFAOYSA-N 0.000 abstract 1
- TZGFQIXRVUHDLE-UHFFFAOYSA-N 1-chloro-2-nitro-4-(trifluoromethyl)benzene Chemical compound [O-][N+](=O)C1=CC(C(F)(F)F)=CC=C1Cl TZGFQIXRVUHDLE-UHFFFAOYSA-N 0.000 abstract 1
- MAAFHLOZHBKYTG-UHFFFAOYSA-N 1-methoxy-2-nitro-4-(trifluoromethyl)benzene Chemical compound COC1=CC=C(C(F)(F)F)C=C1[N+]([O-])=O MAAFHLOZHBKYTG-UHFFFAOYSA-N 0.000 abstract 1
- KFGCSRPHOCSTMO-UHFFFAOYSA-N 2-butoxy-N-methyl-5-(trifluoromethyl)aniline Chemical compound CCCCOC1=CC=C(C=C1NC)C(F)(F)F KFGCSRPHOCSTMO-UHFFFAOYSA-N 0.000 abstract 1
- RKUSRLUGUVDNKP-UHFFFAOYSA-N 2-methoxy-5-(trifluoromethyl)aniline Chemical compound COC1=CC=C(C(F)(F)F)C=C1N RKUSRLUGUVDNKP-UHFFFAOYSA-N 0.000 abstract 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 abstract 1
- FFESHTBOHGGHPG-UHFFFAOYSA-M 4-(dibenzylamino)-5-methoxy-2-(trifluoromethyl)benzenediazonium chloride Chemical compound [Cl-].COC=1C(=CC(=C(C1)[N+]#N)C(F)(F)F)N(CC1=CC=CC=C1)CC1=CC=CC=C1 FFESHTBOHGGHPG-UHFFFAOYSA-M 0.000 abstract 1
- RJRSWPFMTASLPM-UHFFFAOYSA-N 4-[2-methoxy-4-nitro-5-(trifluoromethyl)phenyl]morpholine Chemical compound COC1=C(C=C(C(=C1)[N+]([O-])=O)C(F)(F)F)N1CCOCC1 RJRSWPFMTASLPM-UHFFFAOYSA-N 0.000 abstract 1
- 101100188555 Arabidopsis thaliana OCT6 gene Proteins 0.000 abstract 1
- OMZBAMYXGXLQBY-UHFFFAOYSA-N COC1=CC=C(C=C1N(CC1=CC=CC=C1)CC1=CC=CC=C1)C(F)(F)F Chemical class COC1=CC=C(C=C1N(CC1=CC=CC=C1)CC1=CC=CC=C1)C(F)(F)F OMZBAMYXGXLQBY-UHFFFAOYSA-N 0.000 abstract 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- 229910021591 Copper(I) chloride Inorganic materials 0.000 abstract 1
- 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 abstract 1
- ZMLGYMBLXNRMGV-UHFFFAOYSA-N N,N-dibenzyl-2-methoxy-4-nitro-5-(trifluoromethyl)aniline Chemical compound COC1=C(C=C(C(=C1)[N+]([O-])=O)C(F)(F)F)N(CC1=CC=CC=C1)CC1=CC=CC=C1 ZMLGYMBLXNRMGV-UHFFFAOYSA-N 0.000 abstract 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 abstract 1
- 239000007868 Raney catalyst Substances 0.000 abstract 1
- NPXOKRUENSOPAO-UHFFFAOYSA-N Raney nickel Chemical compound [Al].[Ni] NPXOKRUENSOPAO-UHFFFAOYSA-N 0.000 abstract 1
- 229910000564 Raney nickel Inorganic materials 0.000 abstract 1
- OGNDZGIZWMVRRH-UHFFFAOYSA-M [Cl-].COC=1C(=CC(=C(C1)[N+]#N)C(F)(F)F)N1CCOCC1 Chemical compound [Cl-].COC=1C(=CC(=C(C1)[N+]#N)C(F)(F)F)N1CCOCC1 OGNDZGIZWMVRRH-UHFFFAOYSA-M 0.000 abstract 1
- 150000001450 anions Chemical group 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical compound [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 abstract 1
- 229940045803 cuprous chloride Drugs 0.000 abstract 1
- 150000001989 diazonium salts Chemical class 0.000 abstract 1
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 abstract 1
- 235000019253 formic acid Nutrition 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 150000002828 nitro derivatives Chemical class 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 229910052760 oxygen Inorganic materials 0.000 abstract 1
- 239000001301 oxygen Substances 0.000 abstract 1
- 229940072033 potash Drugs 0.000 abstract 1
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 abstract 1
- 235000015320 potassium carbonate Nutrition 0.000 abstract 1
- 125000002112 pyrrolidino group Chemical group [*]N1C([H])([H])C([H])([H])C([H])([H])C1([H])[H] 0.000 abstract 1
- XMVJITFPVVRMHC-UHFFFAOYSA-N roxarsone Chemical group OC1=CC=C([As](O)(O)=O)C=C1[N+]([O-])=O XMVJITFPVVRMHC-UHFFFAOYSA-N 0.000 abstract 1
- 229910052708 sodium Inorganic materials 0.000 abstract 1
- 239000011734 sodium Substances 0.000 abstract 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
- G03C1/54—Diazonium salts or diazo anhydrides
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (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 |
|---|---|---|---|
| JP8768270 | 1970-10-06 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1362837A true GB1362837A (en) | 1974-08-07 |
Family
ID=13921688
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4570671A Expired GB1362837A (en) | 1970-10-06 | 1971-10-01 | Trifluoromethylbenzene diazonium compounds and their use in light sensitive materials |
Country Status (3)
| Country | Link |
|---|---|
| DE (1) | DE2149746C3 (enrdf_load_stackoverflow) |
| GB (1) | GB1362837A (enrdf_load_stackoverflow) |
| NL (1) | NL7113655A (enrdf_load_stackoverflow) |
-
1971
- 1971-10-01 GB GB4570671A patent/GB1362837A/en not_active Expired
- 1971-10-05 NL NL7113655A patent/NL7113655A/xx unknown
- 1971-10-05 DE DE19712149746 patent/DE2149746C3/de not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE2149746C3 (de) | 1975-01-23 |
| DE2149746A1 (de) | 1972-04-13 |
| DE2149746B2 (enrdf_load_stackoverflow) | 1974-06-12 |
| NL7113655A (enrdf_load_stackoverflow) | 1972-04-10 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |