GB404997A - Improvements in or relating to the manufacture of dyes - Google Patents
Improvements in or relating to the manufacture of dyesInfo
- Publication number
- GB404997A GB404997A GB1746532A GB1746532A GB404997A GB 404997 A GB404997 A GB 404997A GB 1746532 A GB1746532 A GB 1746532A GB 1746532 A GB1746532 A GB 1746532A GB 404997 A GB404997 A GB 404997A
- Authority
- GB
- United Kingdom
- Prior art keywords
- diethyl
- triethyl
- methyl
- prepared
- sect
- 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
- 239000000975 dye Substances 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title 1
- WFDIJRYMOXRFFG-UHFFFAOYSA-N Acetic anhydride Chemical compound CC(=O)OC(C)=O WFDIJRYMOXRFFG-UHFFFAOYSA-N 0.000 abstract 3
- 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
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 abstract 2
- 150000003839 salts Chemical group 0.000 abstract 2
- -1 silver halide Chemical class 0.000 abstract 2
- DGUDEQARXVYDBS-UHFFFAOYSA-N 1-bromo-4,5-dimethoxy-2-nitrobenzene Chemical compound COC1=CC(Br)=C([N+]([O-])=O)C=C1OC DGUDEQARXVYDBS-UHFFFAOYSA-N 0.000 abstract 1
- SNHUPGJQDQJZKL-UHFFFAOYSA-N 1-methyl-1lambda4,3-benzoselenazole Chemical compound C[SeH]1C=NC2=C1C=CC=C2 SNHUPGJQDQJZKL-UHFFFAOYSA-N 0.000 abstract 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract 1
- 125000003158 alcohol group Chemical group 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 125000000217 alkyl group 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
- 239000000298 carbocyanine Substances 0.000 abstract 1
- 230000005494 condensation Effects 0.000 abstract 1
- 238000009833 condensation Methods 0.000 abstract 1
- 239000000839 emulsion Substances 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 abstract 1
- 150000002463 imidates Chemical class 0.000 abstract 1
- 238000007689 inspection Methods 0.000 abstract 1
- 230000007935 neutral effect Effects 0.000 abstract 1
- ODUCDPQEXGNKDN-UHFFFAOYSA-N nitroxyl Chemical compound O=N ODUCDPQEXGNKDN-UHFFFAOYSA-N 0.000 abstract 1
- 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 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- 230000001235 sensitizing effect Effects 0.000 abstract 1
- 229910052709 silver Inorganic materials 0.000 abstract 1
- 239000004332 silver Substances 0.000 abstract 1
- GRVFOGOEDUUMBP-UHFFFAOYSA-N sodium sulfide (anhydrous) Chemical compound [Na+].[Na+].[S-2] GRVFOGOEDUUMBP-UHFFFAOYSA-N 0.000 abstract 1
- 239000002904 solvent Substances 0.000 abstract 1
- 125000001424 substituent group Chemical group 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Investigating Or Analyzing Non-Biological Materials By The Use Of Chemical Means (AREA)
Abstract
Carbocyanine dyestuffs having a substituent in the 8-position, which are stated to be suitable for sensitizing photographic silver halide emulsions, are prepared by condensing a quaternary salt of a heterocyclic base of the kind customarily employed, with an iminoether of the formula <FORM:0404997/IV/1> in which R and R<1> signify alkyl, aralkyl or aryl residues. These iminoethers may be prepared from the corresponding aliphatic or aromatic nitriles by treatment with an alcohol or phenol and hydrochloric acid. The condensation may be effected in the presence of pyridine, nitrobenzene or a neutral solvent of the alcohol group. In examples, acetiminoethylether is condensed with 1-methylbenzthiazolethiodide, 1-methyl-a -naphthothiazolethiodide and 2-methyl-b -naphthothiazolethyl - p - toluene sulphonate. Samples of the following dyestuffs have been furnished under Sect. 2, Sub.-Sect. 5 : 2 : 2<1> : 8-triethylthiocarbocyanineiodide, 2 : 2<1> - 8-triethyl-3 : 4 : 3<1> : 4<1>-benzbenzthiocarbocyaninebromide, 2 : 2<1>-8-triethyl-4 : 5 : 4<1> : 5<1>-tetra oxydimethylenethiocarbocyaninebromide, 2 : 2<1> : 8-triethyl-4 : 5 : 4<1> : 5<1>-tetramethoxy thiocarbocyanine iodide, 2 : 2<1>-8-triethyl-5 : 5<1>-dimethoxythiocarbocyanineiodide, 2 : 2<1>-diethyl-8-phenylthiocarbocyanineiodide, 2 : 2<1>-diethyl-8-phenyl-3 : 4 : 3<1> : 4<1>-benzbenzthiocarbocyanineiodide, 2 : 2<1>-diethyl-8-benzylthiocarbocyanineiodide, 2 : 2<1>-diethyl-8-methylthiocarbocyanineiodide and 2 : 2<1>-diethyl-8-methyl-5 : 6 : 5<1>-6<1>-benzbenzthiocarbocyanine-p-toluenesulphonate. 2 : 3 : 3-Trimethylindolenine and 1-methylbenzselenazole are mentioned as suitable bases whose quaternary salts may be used. 1-Methyl-4 : 5-dimethoxybenz-thiazole may be prepared from 2 : 2<1>-dinitro-4 : 5 : 4<1> - 5<1>-tetramethoxydiphenyldisulphide (obtained by treating 4-brom-5-nitroveratrol with sodium sulphide) by reducing it to 2-amino-4 : 5-dimethoxythiophenol and heating the latter with acetic anhydride. Reference has been directed by the Comptroller to Specification 334,706, [Class 2 (iii), Dyes &c.], (as open to inspection under Sect. 91 of the Acts).
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1746532A GB404997A (en) | 1932-06-20 | 1932-06-20 | Improvements in or relating to the manufacture of dyes |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1746532A GB404997A (en) | 1932-06-20 | 1932-06-20 | Improvements in or relating to the manufacture of dyes |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB404997A true GB404997A (en) | 1934-01-22 |
Family
ID=10095641
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1746532A Expired GB404997A (en) | 1932-06-20 | 1932-06-20 | Improvements in or relating to the manufacture of dyes |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB404997A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2515878A (en) * | 1946-01-19 | 1950-07-18 | Eastman Kodak Co | Arylaminomethine compounds |
-
1932
- 1932-06-20 GB GB1746532A patent/GB404997A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2515878A (en) * | 1946-01-19 | 1950-07-18 | Eastman Kodak Co | Arylaminomethine compounds |
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