GB620801A - Improvements in or relating to cyanine dyestuffs - Google Patents
Improvements in or relating to cyanine dyestuffsInfo
- Publication number
- GB620801A GB620801A GB223847A GB223847A GB620801A GB 620801 A GB620801 A GB 620801A GB 223847 A GB223847 A GB 223847A GB 223847 A GB223847 A GB 223847A GB 620801 A GB620801 A GB 620801A
- Authority
- GB
- United Kingdom
- Prior art keywords
- bis
- group
- cyanopentamethinecyanine
- iodide
- toluenesulphonate
- 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
- ANRHNWWPFJCPAZ-UHFFFAOYSA-M thionine Chemical compound [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N)=CC=C3N=C21 ANRHNWWPFJCPAZ-UHFFFAOYSA-M 0.000 title abstract 3
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 abstract 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 2
- MLIREBYILWEBDM-UHFFFAOYSA-N cyanoacetic acid Chemical compound OC(=O)CC#N MLIREBYILWEBDM-UHFFFAOYSA-N 0.000 abstract 2
- PXDAXYDMZCYZNH-UHFFFAOYSA-N 3-methyl-2h-1,3-benzothiazole Chemical compound C1=CC=C2N(C)CSC2=C1 PXDAXYDMZCYZNH-UHFFFAOYSA-N 0.000 abstract 1
- 125000002373 5 membered heterocyclic group Chemical group 0.000 abstract 1
- 125000004070 6 membered heterocyclic group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 239000000975 dye Substances 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- 150000003839 salts Chemical group 0.000 abstract 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-M toluene-4-sulfonate Chemical compound CC1=CC=C(S([O-])(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-M 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
- C09B23/08—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups more than three >CH- groups, e.g. polycarbocyanines
- C09B23/083—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups more than three >CH- groups, e.g. polycarbocyanines five >CH- groups
Abstract
Symmetrical pentamethine, heptamethine or nonamethine cyanine dyes substituted in the central methine group of the cyanine chain by a cyano group are produced by condensing one molecular equivalent of cyanacetic acid with at least two molecular equivalents of an alkyl or aralkyl quaternary salt of a 5- or 6-membered heterocyclic N compound having in the a - or g -position to the quaternary N atom an alkyl, aralkyl or aryl thioethervinyl, thioetherbutadienyl, selenoethervinyl or selenoetherbutadienyl group or a group of formula -(CH=CH)mNH2 (wherein m is 1, 2 or 3) or the N-acyl, N-aryl or N-acylaryl derivatives thereof. Bis - 2 - (3 - Methylbenzthiazole) - g - cyano - pentamethinecyanine p-toluenesulphonate is prepared by heating together 2-(b -ethylthiovinyl)-benzthiazole metho-p-toluenesulphonate, cyanacetic acid and pyridine. Bis-2-(1 : 3 : 3-trimethylindolenine) - g - cyanopentamethinecyanine iodide and bis-2-(1-ethylquinoline)-g -cyanopentamethinecyanine iodide are similarly prepared and bis-2-(3-ethylbenzthiazole)-g -cyanopentamethinecyanine iodide is similarly prepared from 2-(b -acetanilidovinyl)-benzthiazole ethiodide.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB223847A GB620801A (en) | 1947-01-24 | 1947-01-24 | Improvements in or relating to cyanine dyestuffs |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB223847A GB620801A (en) | 1947-01-24 | 1947-01-24 | Improvements in or relating to cyanine dyestuffs |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB620801A true GB620801A (en) | 1949-03-30 |
Family
ID=9736032
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB223847A Expired GB620801A (en) | 1947-01-24 | 1947-01-24 | Improvements in or relating to cyanine dyestuffs |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB620801A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2011085532A1 (en) * | 2010-01-15 | 2011-07-21 | 大连理工大学 | Conjugated chain beta-n-substituted pentamethine cyanine fluorescent dye |
-
1947
- 1947-01-24 GB GB223847A patent/GB620801A/en not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2011085532A1 (en) * | 2010-01-15 | 2011-07-21 | 大连理工大学 | Conjugated chain beta-n-substituted pentamethine cyanine fluorescent dye |
| CN101787218B (en) * | 2010-01-15 | 2014-04-02 | 大连理工大学 | Conjugated chain beta-N-substituted cyanine fluorescent dye |
| US8735601B2 (en) | 2010-01-15 | 2014-05-27 | Dalian University Of Technology | Pentamethine cyanine fluorescent dye with N-substituting at β-position of conjugated chain |
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