GB927277A - Photographic compositions and processes and novel triptycene derivatives for use therein - Google Patents
Photographic compositions and processes and novel triptycene derivatives for use thereinInfo
- Publication number
- GB927277A GB927277A GB23598/61A GB2359861A GB927277A GB 927277 A GB927277 A GB 927277A GB 23598/61 A GB23598/61 A GB 23598/61A GB 2359861 A GB2359861 A GB 2359861A GB 927277 A GB927277 A GB 927277A
- Authority
- GB
- United Kingdom
- Prior art keywords
- triptycene
- diol
- compounds
- quinone
- hydrogen
- 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
- NGDCLPXRKSWRPY-UHFFFAOYSA-N Triptycene Chemical class C12=CC=CC=C2C2C3=CC=CC=C3C1C1=CC=CC=C12 NGDCLPXRKSWRPY-UHFFFAOYSA-N 0.000 title abstract 3
- 239000000203 mixture Substances 0.000 title abstract 2
- AZQWKYJCGOJGHM-UHFFFAOYSA-N 1,4-benzoquinone Chemical compound O=C1C=CC(=O)C=C1 AZQWKYJCGOJGHM-UHFFFAOYSA-N 0.000 abstract 8
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 5
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 4
- 239000001257 hydrogen Substances 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- 229960000583 acetic acid Drugs 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 229910021478 group 5 element Inorganic materials 0.000 abstract 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 2
- RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 abstract 2
- XWNSFEAWWGGSKJ-UHFFFAOYSA-N 4-acetyl-4-methylheptanedinitrile Chemical compound N#CCCC(C)(C(=O)C)CCC#N XWNSFEAWWGGSKJ-UHFFFAOYSA-N 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 abstract 1
- 239000004153 Potassium bromate Substances 0.000 abstract 1
- -1 Triptycene diol Chemical class 0.000 abstract 1
- 239000013543 active substance Substances 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- 239000012362 glacial acetic acid Substances 0.000 abstract 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 229940094037 potassium bromate Drugs 0.000 abstract 1
- 235000019396 potassium bromate Nutrition 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
- 239000008096 xylene Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/28—Phosphorus compounds with one or more P—C bonds
- C07F9/54—Quaternary phosphonium compounds
- C07F9/5442—Aromatic phosphonium compounds (P-C aromatic linkage)
-
- 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
- G03C5/00—Photographic processes or agents therefor; Regeneration of such processing agents
- G03C5/26—Processes using silver-salt-containing photosensitive materials or agents therefor
- G03C5/29—Development processes or agents therefor
- G03C5/30—Developers
- G03C5/3021—Developers with oxydisable hydroxyl or amine groups linked to an aromatic ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Color Printing (AREA)
Abstract
Compounds of the general formula:-<FORM:0927277/IV(a)/1> in which R3, R4, R8, R9, R12, and R13 may each be hydrogen or alkyl groups, R3 or R4 may be a quaternised Group V element, and R12 and R13, or R8 and R9 taken together may represent the atoms necessary to complete a benzene ring, are used as active agents in photographic developing compositions. Compounds of the above formula in which R3 is a quaternised Group V element, or an alkyl group, or, in the case where at least one of R4, R8, R9, R13 is other than hydrogen, in which R3 is hydrogen, are claimed as new compounds. Specified compounds of the above formula include 2.5-triptycene diol, 3-methyl-2.5-triptycene diol, benztriptycene- 2.5-diol, 2.5-dihydroxytriptycyl-3-triphenyl phosphonium chloride, and 2.5-dihydroxy-triptycyl-3-pyridinium chloride. In an example, p-benzoquinone is heated under reflux with anthracene and xylene to form an adduct of anthracene and quinone. The adduct is dissolved in boiling glacial acetic acid and HBr is added dropwise to obtain 2.5-triptycene diol. The 3-methyl derivative and benztriptycene-2.5-diol are obtained in a similar manner. Triptycene diol is boiled with potassium bromate and acetic acid to obtain triptycene quinone which is then treated with triphenyl phosphine to obtain 2.5-dihydroxytriptycyl- 3-triphenyl phosphonium chloride. Treatment of triptycene quinone with pyridine to give 2.5-dihydroxy-triptycyl-3-pyridinium chloride is described. Specifications 684,592 and 804,971 are referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US42487A US3065075A (en) | 1960-07-13 | 1960-07-13 | Photographic products and processes utilizing triptycene diol silver halide developers |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB927277A true GB927277A (en) | 1963-05-29 |
Family
ID=21922188
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB23598/61A Expired GB927277A (en) | 1960-07-13 | 1961-06-29 | Photographic compositions and processes and novel triptycene derivatives for use therein |
Country Status (3)
| Country | Link |
|---|---|
| US (1) | US3065075A (en) |
| DE (1) | DE1422912A1 (en) |
| GB (1) | GB927277A (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL122760C (en) * | 1960-08-22 | |||
| CN117865866B (en) * | 2024-01-18 | 2024-05-24 | 中国科学院理化技术研究所 | Polythienium salt single-molecule resin photoresist based on triptycene and preparation method thereof |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2983605A (en) * | 1955-01-31 | 1961-05-09 | Polaroid Corp | Photographic products, processes, and compositions |
| US2794807A (en) * | 1956-04-09 | 1957-06-04 | Olin Mathieson | Pyridyl derivatives |
| US2939788A (en) * | 1956-04-27 | 1960-06-07 | Polaroid Corp | Novel photographic developers |
| US2892710A (en) * | 1957-07-10 | 1959-06-30 | Polaroid Corp | Photographic products and processes |
| US2915524A (en) * | 1958-04-28 | 1959-12-01 | Parke Davis & Co | Naphthyl pyridinium inner salts |
-
1960
- 1960-07-13 US US42487A patent/US3065075A/en not_active Expired - Lifetime
-
1961
- 1961-06-29 GB GB23598/61A patent/GB927277A/en not_active Expired
- 1961-07-13 DE DE19611422912 patent/DE1422912A1/en active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| DE1422912A1 (en) | 1968-10-24 |
| US3065075A (en) | 1962-11-20 |
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