GB845587A - Improvements in or relating to indoline cyanine dyes - Google Patents
Improvements in or relating to indoline cyanine dyesInfo
- Publication number
- GB845587A GB845587A GB2163657A GB2163657A GB845587A GB 845587 A GB845587 A GB 845587A GB 2163657 A GB2163657 A GB 2163657A GB 2163657 A GB2163657 A GB 2163657A GB 845587 A GB845587 A GB 845587A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- dyes
- formula
- methyl
- aralkyl
- 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 6
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 title 1
- ANRHNWWPFJCPAZ-UHFFFAOYSA-M thionine Chemical compound [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N)=CC=C3N=C21 ANRHNWWPFJCPAZ-UHFFFAOYSA-M 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 7
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 3
- 150000003839 salts Chemical group 0.000 abstract 3
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical compound C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 125000002768 hydroxyalkyl group Chemical group 0.000 abstract 2
- BCMCBBGGLRIHSE-UHFFFAOYSA-N 1,3-benzoxazole Chemical compound C1=CC=C2OC=NC2=C1 BCMCBBGGLRIHSE-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
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 abstract 1
- 150000001450 anions Chemical group 0.000 abstract 1
- KXNQKOAQSGJCQU-UHFFFAOYSA-N benzo[e][1,3]benzothiazole Chemical compound C1=CC=C2C(N=CS3)=C3C=CC2=C1 KXNQKOAQSGJCQU-UHFFFAOYSA-N 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 abstract 1
- 238000000034 method Methods 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
- C09B23/10—The polymethine chain containing an even number of >CH- groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Abstract
Methine dyes are described having the general formula: <FORM:0845587/IV (c)/1> wherein R1 and R3 are alkyl groups, R4 is hydrogen or alkyl, R2 is an alkyl, hydroxyalkyl or aralkyl group, n is 0 or 1, X is an anion and D completes a 5- or 6-membered heterocyclic ring system. Dyes wherein R4 is H may be prepared by reacting a cyclammonium quaternary salt having a reactive a - or g - alkylthio group with a compound of the formula: <FORM:0845587/IV (c)/2> and quaternizing the product with a salt R3X. Another method preparation, suitable for dyes wherein R4 is alkyl as well as hydrogen, comprises reacting a compound of the formula: <FORM:0845587/IV (c)/3> with an orthoacetate and a 1- alkylindoline -2-thione, and quaternizing the product with a salt R3X. Examples are given of the preparation of dyes wherein R1 is methyl or ethyl, R2 and R3 are methyl groups, R4 is H or methyl, and D completes a thiazole, benzthiazole, naphthothiazole, benzoxazole, or 2-quinoline ring system. According to the Provisional Specification, the dyes may have the formula: <FORM:0845587/IV (c)/4> wherein R1, R2 and R3 are alkyl groups, R4 is alkyl, hydroxyalkyl or aralkyl, R5 is alkyl or aralkyl, m is 0 or 1, Z is CH or N, and D, X and n are as defined above. Specifications 845,586 and 845,588 are referred to.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2163657A GB845587A (en) | 1957-07-08 | 1957-07-08 | Improvements in or relating to indoline cyanine dyes |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2163657A GB845587A (en) | 1957-07-08 | 1957-07-08 | Improvements in or relating to indoline cyanine dyes |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB845587A true GB845587A (en) | 1960-08-24 |
Family
ID=10166272
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2163657A Expired GB845587A (en) | 1957-07-08 | 1957-07-08 | Improvements in or relating to indoline cyanine dyes |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB845587A (en) |
-
1957
- 1957-07-08 GB GB2163657A patent/GB845587A/en not_active Expired
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