GB969921A - Process for the manufacture of photographic colour images - Google Patents
Process for the manufacture of photographic colour imagesInfo
- Publication number
- GB969921A GB969921A GB37671/61A GB3767161A GB969921A GB 969921 A GB969921 A GB 969921A GB 37671/61 A GB37671/61 A GB 37671/61A GB 3767161 A GB3767161 A GB 3767161A GB 969921 A GB969921 A GB 969921A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acetophenone
- octylphenoxy
- iso
- hexadecyl
- bromide
- 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
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- HNTGIJLWHDPAFN-UHFFFAOYSA-N 1-bromohexadecane Chemical compound CCCCCCCCCCCCCCCCBr HNTGIJLWHDPAFN-UHFFFAOYSA-N 0.000 abstract 2
- TXFPEBPIARQUIG-UHFFFAOYSA-N 4'-hydroxyacetophenone Chemical compound CC(=O)C1=CC=C(O)C=C1 TXFPEBPIARQUIG-UHFFFAOYSA-N 0.000 abstract 2
- RGHHSNMVTDWUBI-UHFFFAOYSA-N 4-hydroxybenzaldehyde Chemical compound OC1=CC=C(C=O)C=C1 RGHHSNMVTDWUBI-UHFFFAOYSA-N 0.000 abstract 2
- KWOLFJPFCHCOCG-UHFFFAOYSA-N Acetophenone Natural products CC(=O)C1=CC=CC=C1 KWOLFJPFCHCOCG-UHFFFAOYSA-N 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- WTDHULULXKLSOZ-UHFFFAOYSA-N Hydroxylamine hydrochloride Chemical compound Cl.ON WTDHULULXKLSOZ-UHFFFAOYSA-N 0.000 abstract 2
- 150000001412 amines Chemical class 0.000 abstract 2
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical class O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- FZENGILVLUJGJX-NSCUHMNNSA-N (E)-acetaldehyde oxime Chemical compound C\C=N\O FZENGILVLUJGJX-NSCUHMNNSA-N 0.000 abstract 1
- KOWOOZSAKAPHCW-UHFFFAOYSA-N 1-(4-dodecoxyphenyl)ethanone Chemical compound CCCCCCCCCCCCOC1=CC=C(C(C)=O)C=C1 KOWOOZSAKAPHCW-UHFFFAOYSA-N 0.000 abstract 1
- WSXOFNJPZMEVNJ-UHFFFAOYSA-N 1-(4-hexadecoxyphenyl)ethanone Chemical compound CCCCCCCCCCCCCCCCOC1=CC=C(C(C)=O)C=C1 WSXOFNJPZMEVNJ-UHFFFAOYSA-N 0.000 abstract 1
- PBLNBZIONSLZBU-UHFFFAOYSA-N 1-bromododecane Chemical compound CCCCCCCCCCCCBr PBLNBZIONSLZBU-UHFFFAOYSA-N 0.000 abstract 1
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 abstract 1
- VOJUFZIYRURGFZ-UHFFFAOYSA-N 4-hexadecoxybenzaldehyde Chemical compound CCCCCCCCCCCCCCCCOC1=CC=C(C=O)C=C1 VOJUFZIYRURGFZ-UHFFFAOYSA-N 0.000 abstract 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 abstract 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 abstract 1
- 150000008062 acetophenones Chemical class 0.000 abstract 1
- 125000002947 alkylene group Chemical group 0.000 abstract 1
- 239000000460 chlorine Chemical group 0.000 abstract 1
- 229910052801 chlorine Chemical group 0.000 abstract 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 150000002923 oximes Chemical class 0.000 abstract 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Chemical class CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 abstract 1
- QHDYIMWKSCJTIM-UHFFFAOYSA-N phenyl 1-hydroxynaphthalene-2-carboxylate Chemical compound C1=CC2=CC=CC=C2C(O)=C1C(=O)OC1=CC=CC=C1 QHDYIMWKSCJTIM-UHFFFAOYSA-N 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 238000010992 reflux Methods 0.000 abstract 1
- SMQUZDBALVYZAC-UHFFFAOYSA-N salicylaldehyde Chemical compound OC1=CC=CC=C1C=O SMQUZDBALVYZAC-UHFFFAOYSA-N 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
- G03C7/00—Multicolour photographic processes or agents therefor; Regeneration of such processing agents; Photosensitive materials for multicolour processes
- G03C7/30—Colour processes using colour-coupling substances; Materials therefor; Preparing or processing such materials
- G03C7/32—Colour coupling substances
- G03C7/34—Couplers containing phenols
- G03C7/344—Naphtholic couplers
Landscapes
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The Specification describes compounds of the general formula <FORM:0969921/C1/1> wherein X is hydrogen or chlorine, Z is a linear or branched chain alkylene group and Y is dodecyl, hexadecyl, o -carbethoxydecyl or b -(p-iso-octylphenoxy)-ethyl. Examples are given of the preparation of such compounds by reacting the appropriately substituted acetophenone or benzaldehyde with hydroxylamine hydrochloride to give an oxime or aldoxime, reducing this to the corresponding amine and condensing the amine with 1-hydroxy-2-naphthoic acid phenyl ester, which may have a 4-chloro substituent. p-(Lauryloxy)-acetophenone, p-(n-hexadecyloxy)-acetophenone and p-[b -(p-iso-octylphenoxy)-ethoxy acetophenone are prepared by refluxing lauryl bromide, n-hexadecyl bromide or the tolusulphonate of b -[p-(iso-octylphenoxy)]ethanol with p-hydroxyacetophenone and sodium hydroxide dissolved in ethylene glycol monomethyl ether. p-(o -Carbethoxydecyloxy)-acetophenone is similarly prepared. Similarly, n-hexadecyl bromide is reacted with o- or p-hydroxybenzaldehyde to give o- or p-(n-hexadecyloxy)-benzaldehyde. Specifications 774,421, 831,731 and 906,808 are referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| BE2040164 | 1960-10-28 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB969921A true GB969921A (en) | 1964-09-16 |
Family
ID=3864738
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB37671/61A Expired GB969921A (en) | 1960-10-28 | 1961-10-20 | Process for the manufacture of photographic colour images |
Country Status (2)
| Country | Link |
|---|---|
| FR (1) | FR1304538A (en) |
| GB (1) | GB969921A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0079630A1 (en) * | 1981-11-12 | 1983-05-25 | Agfa-Gevaert N.V. | Photographic elements containing ballasted compounds |
| WO2011078295A1 (en) * | 2009-12-25 | 2011-06-30 | 味の素株式会社 | Benzyl compound |
-
1961
- 1961-10-20 GB GB37671/61A patent/GB969921A/en not_active Expired
- 1961-10-26 FR FR877136A patent/FR1304538A/en not_active Expired
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0079630A1 (en) * | 1981-11-12 | 1983-05-25 | Agfa-Gevaert N.V. | Photographic elements containing ballasted compounds |
| WO2011078295A1 (en) * | 2009-12-25 | 2011-06-30 | 味の素株式会社 | Benzyl compound |
| US8859732B2 (en) | 2009-12-25 | 2014-10-14 | Ajinomoto Co., Inc. | Benzylic compound |
| JP5803674B2 (en) * | 2009-12-25 | 2015-11-04 | 味の素株式会社 | Benzyl compounds |
| US9206230B2 (en) | 2009-12-25 | 2015-12-08 | Ajinomoto Co., Inc. | Benzylic compound |
Also Published As
| Publication number | Publication date |
|---|---|
| FR1304538A (en) | 1962-09-21 |
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