GB871930A - Process for preparing symmetrical and unsymmetrical carbocyanine dyes and merocarbocyanine dyes - Google Patents
Process for preparing symmetrical and unsymmetrical carbocyanine dyes and merocarbocyanine dyesInfo
- Publication number
- GB871930A GB871930A GB10537/58A GB1053758A GB871930A GB 871930 A GB871930 A GB 871930A GB 10537/58 A GB10537/58 A GB 10537/58A GB 1053758 A GB1053758 A GB 1053758A GB 871930 A GB871930 A GB 871930A
- Authority
- GB
- United Kingdom
- Prior art keywords
- mol
- dyes
- condensing agent
- ethyl
- basic condensing
- 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
- 239000000298 carbocyanine Substances 0.000 title abstract 6
- 239000000975 dye Substances 0.000 title abstract 5
- 238000004519 manufacturing process Methods 0.000 title 1
- 239000003795 chemical substances by application Substances 0.000 abstract 5
- 239000012429 reaction media Substances 0.000 abstract 4
- NDQXKKFRNOPRDW-UHFFFAOYSA-N 1,1,1-triethoxyethane Chemical compound CCOC(C)(OCC)OCC NDQXKKFRNOPRDW-UHFFFAOYSA-N 0.000 abstract 3
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract 3
- 125000000217 alkyl group Chemical group 0.000 abstract 3
- 239000002585 base Substances 0.000 abstract 3
- QWYZFXLSWMXLDM-UHFFFAOYSA-M pinacyanol iodide Chemical compound [I-].C1=CC2=CC=CC=C2N(CC)C1=CC=CC1=CC=C(C=CC=C2)C2=[N+]1CC QWYZFXLSWMXLDM-UHFFFAOYSA-M 0.000 abstract 3
- PAMIQIKDUOTOBW-UHFFFAOYSA-N 1-methylpiperidine Chemical compound CN1CCCCC1 PAMIQIKDUOTOBW-UHFFFAOYSA-N 0.000 abstract 2
- 125000002373 5 membered heterocyclic group Chemical group 0.000 abstract 2
- 125000004070 6 membered heterocyclic group Chemical group 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
- 238000010438 heat treatment Methods 0.000 abstract 2
- RLSSMJSEOOYNOY-UHFFFAOYSA-N m-cresol Chemical compound CC1=CC=CC(O)=C1 RLSSMJSEOOYNOY-UHFFFAOYSA-N 0.000 abstract 2
- QWVGKYWNOKOFNN-UHFFFAOYSA-N o-cresol Chemical compound CC1=CC=CC=C1O QWVGKYWNOKOFNN-UHFFFAOYSA-N 0.000 abstract 2
- IWDCLRJOBJJRNH-UHFFFAOYSA-N p-cresol Chemical compound CC1=CC=C(O)C=C1 IWDCLRJOBJJRNH-UHFFFAOYSA-N 0.000 abstract 2
- 150000003839 salts Chemical group 0.000 abstract 2
- FGWYWKIOMUZSQF-UHFFFAOYSA-N 1,1,1-triethoxypropane Chemical compound CCOC(CC)(OCC)OCC FGWYWKIOMUZSQF-UHFFFAOYSA-N 0.000 abstract 1
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 abstract 1
- HTLZVHNRZJPSMI-UHFFFAOYSA-N N-ethylpiperidine Chemical compound CCN1CCCCC1 HTLZVHNRZJPSMI-UHFFFAOYSA-N 0.000 abstract 1
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 abstract 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 abstract 1
- 150000001450 anions Chemical group 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 238000010494 dissociation reaction Methods 0.000 abstract 1
- 230000005593 dissociations Effects 0.000 abstract 1
- WBJINCZRORDGAQ-UHFFFAOYSA-N formic acid ethyl ester Natural products CCOC=O WBJINCZRORDGAQ-UHFFFAOYSA-N 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 150000002905 orthoesters Chemical class 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- FKRCODPIKNYEAC-UHFFFAOYSA-N propionic acid ethyl ester Natural products CCOC(=O)CC FKRCODPIKNYEAC-UHFFFAOYSA-N 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 125000000547 substituted alkyl group Chemical group 0.000 abstract 1
- 150000003512 tertiary amines Chemical class 0.000 abstract 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 abstract 1
- GKASDNZWUGIAMG-UHFFFAOYSA-N triethyl orthoformate Chemical compound CCOC(OCC)OCC GKASDNZWUGIAMG-UHFFFAOYSA-N 0.000 abstract 1
- YFTHZRPMJXBUME-UHFFFAOYSA-N tripropylamine Chemical compound CCCN(CCC)CCC YFTHZRPMJXBUME-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
- C09B23/02—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups
- C09B23/06—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups three >CH- groups, e.g. carbocyanines
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
- C09B23/10—The polymethine chain containing an even number of >CH- groups
- C09B23/105—The polymethine chain containing an even number of >CH- groups two >CH- groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Plural Heterocyclic Compounds (AREA)
- Thermal Transfer Or Thermal Recording In General (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR1170594T | 1957-04-03 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB871930A true GB871930A (en) | 1961-07-05 |
Family
ID=9657154
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB10537/58A Expired GB871930A (en) | 1957-04-03 | 1958-04-02 | Process for preparing symmetrical and unsymmetrical carbocyanine dyes and merocarbocyanine dyes |
Country Status (4)
Country | Link |
---|---|
US (1) | US2921067A (en:Method) |
BE (1) | BE565762A (en:Method) |
FR (1) | FR1170594A (en:Method) |
GB (1) | GB871930A (en:Method) |
Families Citing this family (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NL274918A (en:Method) * | 1961-02-16 | |||
DE1163671B (de) * | 1961-03-22 | 1964-02-20 | Agfa Ag | Verfahren zum Sensibilisieren von photographischen Halogensilberemulsionen |
US3149105A (en) * | 1961-09-14 | 1964-09-15 | Eastman Kodak Co | Novel synthesis of cyanines and merocyanines |
BE627309A (en:Method) * | 1962-01-22 | |||
US3177210A (en) * | 1962-11-29 | 1965-04-06 | Polaroid Corp | Process for preparing cyanine spectral sensitizing dyes |
US3369902A (en) * | 1965-05-28 | 1968-02-20 | Eastman Kodak Co | Lithographic plates sensitized with oxacarbocyanine and benzimidazole carbocyanine dyes |
US3943142A (en) * | 1969-01-24 | 1976-03-09 | Eastman Kodak Company | Dye intermediates and their preparation and use in the synthesis of methine dyes |
US3854956A (en) * | 1970-10-30 | 1974-12-17 | Eastman Kodak Co | Dyestuffs and spectral sensitizers for silver halide |
JPS5037538B2 (en:Method) * | 1972-01-24 | 1975-12-03 |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
BE515593A (en:Method) * | 1951-11-17 | |||
BE542012A (en:Method) * | 1954-10-14 | |||
BE520668A (en:Method) * | 1956-06-28 |
-
0
- BE BE565762D patent/BE565762A/xx unknown
-
1957
- 1957-04-03 FR FR1170594D patent/FR1170594A/fr not_active Expired
- 1957-07-10 US US670870A patent/US2921067A/en not_active Expired - Lifetime
-
1958
- 1958-04-02 GB GB10537/58A patent/GB871930A/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
FR1170594A (fr) | 1959-01-15 |
US2921067A (en) | 1960-01-12 |
BE565762A (en:Method) |
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