GB1276686A - New process for the alkylation of benzthiazole azo compounds - Google Patents
New process for the alkylation of benzthiazole azo compoundsInfo
- Publication number
- GB1276686A GB1276686A GB4606669A GB4606669A GB1276686A GB 1276686 A GB1276686 A GB 1276686A GB 4606669 A GB4606669 A GB 4606669A GB 4606669 A GB4606669 A GB 4606669A GB 1276686 A GB1276686 A GB 1276686A
- Authority
- GB
- United Kingdom
- Prior art keywords
- benzthiazole
- azo compounds
- substituents
- aqueous
- alkylation
- 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
- IOJUPLGTWVMSFF-UHFFFAOYSA-N cyclobenzothiazole Natural products C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 title abstract 3
- 230000029936 alkylation Effects 0.000 title abstract 2
- 238000005804 alkylation reaction Methods 0.000 title abstract 2
- 238000000034 method Methods 0.000 title 1
- 239000000975 dye Substances 0.000 abstract 3
- 229920002972 Acrylic fiber Polymers 0.000 abstract 2
- -1 araliphatic Chemical group 0.000 abstract 2
- 239000006185 dispersion Substances 0.000 abstract 2
- 125000001424 substituent group Chemical group 0.000 abstract 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 abstract 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 abstract 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 abstract 1
- 229920000742 Cotton Polymers 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 229910000272 alkali metal oxide Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 229910000287 alkaline earth metal oxide Inorganic materials 0.000 abstract 1
- 229940100198 alkylating agent Drugs 0.000 abstract 1
- 239000002168 alkylating agent Substances 0.000 abstract 1
- 239000012736 aqueous medium Substances 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000002091 cationic group Chemical group 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 238000004040 coloring Methods 0.000 abstract 1
- DENRZWYUOJLTMF-UHFFFAOYSA-N diethyl sulfate Chemical group CCOS(=O)(=O)OCC DENRZWYUOJLTMF-UHFFFAOYSA-N 0.000 abstract 1
- VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical group COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 abstract 1
- JYCKNDWZDXGNBW-UHFFFAOYSA-N dipropyl sulfate Chemical compound CCCOS(=O)(=O)OCCC JYCKNDWZDXGNBW-UHFFFAOYSA-N 0.000 abstract 1
- 150000002148 esters Chemical class 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 239000000126 substance Substances 0.000 abstract 1
- 210000002268 wool Anatomy 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
- C09B44/00—Azo dyes containing onium groups
- C09B44/005—Special process features in the quaternization reaction
-
- 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
- C09B44/00—Azo dyes containing onium groups
- C09B44/10—Azo dyes containing onium groups containing cyclammonium groups attached to an azo group by a carbon atom of the ring system
- C09B44/20—Thiazoles or hydrogenated thiazoles
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Coloring (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US76068168A | 1968-09-18 | 1968-09-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1276686A true GB1276686A (en) | 1972-06-07 |
Family
ID=25059851
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB4606669A Expired GB1276686A (en) | 1968-09-18 | 1969-09-18 | New process for the alkylation of benzthiazole azo compounds |
Country Status (9)
Cited By (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4048151A (en) * | 1972-07-31 | 1977-09-13 | Sandoz Ltd. | Cationic dyes containing an optionally substituted bicyclic or polycyclic aryloxyalkyl group |
| GB2001666A (en) * | 1977-07-22 | 1979-02-07 | Hoechst Ag | Process for the preparation of benzothiazolium azo compounds and chlorozincate salts thereof |
| FR2436162A1 (fr) * | 1978-09-15 | 1980-04-11 | Hoechst Ag | Procede de preparation de chlorozincates de colorants azoiques de thiazoliums |
| US4289693A (en) * | 1972-07-31 | 1981-09-15 | Sandoz Ltd. | Azo dyes having a quaternized heterocyclic diazo component radical and an optionally substituted aryloxyalkyl substituent on the amino group of the coupling component radical |
| US5163972A (en) * | 1989-12-06 | 1992-11-17 | Ciba-Geigy Corporation | Process for the dyeing of polyacrylonitrile materials with cationic benzo-thiazolium azo dye |
| FR2829926A1 (fr) * | 2001-09-26 | 2003-03-28 | Oreal | Composition pour la teinture des fibres keratiniques comprenant un colorant diazoique dicationique particulier |
| WO2007087252A1 (en) * | 2006-01-23 | 2007-08-02 | Milliken & Company | Laundry care compositions with thiazolium dye |
| US9796952B2 (en) | 2012-09-25 | 2017-10-24 | The Procter & Gamble Company | Laundry care compositions with thiazolium dye |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2616412B2 (de) * | 1976-04-14 | 1980-01-31 | Bayer Ag, 5090 Leverkusen | Verfahren zur Herstellung konzentrierter Lösungen basischer Farbstoffe und Mittel zum Färben von Polyacrylnitril und sauer modifizierten Polyestern oder Polyamiden |
| JPS58459U (ja) * | 1981-06-25 | 1983-01-05 | パイオニア株式会社 | プリント基板 |
| JPH0762258A (ja) * | 1993-08-26 | 1995-03-07 | Sumitomo Chem Co Ltd | ベンゾジフラノン含有赤色着色性組成物及びそれを用いる疎水性材料の着色方法 |
| BRPI0417719A (pt) * | 2003-12-19 | 2007-04-03 | Ciba Sc Holding Ag | método de colorir com composto diazotizado tamponado e componente de acoplamento |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR1530784A (fr) * | 1966-06-24 | 1968-06-28 | Ciba Geigy | Nouveaux colorants basiques et leur procédé de préparation |
-
1969
- 1969-08-28 DE DE19691943799 patent/DE1943799B2/de not_active Ceased
- 1969-09-03 CH CH1335069A patent/CH559763A5/xx not_active IP Right Cessation
- 1969-09-15 FR FR6931385A patent/FR2018311B1/fr not_active Expired
- 1969-09-17 BE BE738994D patent/BE738994A/xx unknown
- 1969-09-17 NL NL6914104A patent/NL6914104A/xx unknown
- 1969-09-17 CS CS631569A patent/CS178059B2/cs unknown
- 1969-09-18 RO RO6105669A patent/RO56336A/ro unknown
- 1969-09-18 JP JP7366269A patent/JPS5328456B1/ja active Pending
- 1969-09-18 GB GB4606669A patent/GB1276686A/en not_active Expired
Cited By (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4048151A (en) * | 1972-07-31 | 1977-09-13 | Sandoz Ltd. | Cationic dyes containing an optionally substituted bicyclic or polycyclic aryloxyalkyl group |
| US4289693A (en) * | 1972-07-31 | 1981-09-15 | Sandoz Ltd. | Azo dyes having a quaternized heterocyclic diazo component radical and an optionally substituted aryloxyalkyl substituent on the amino group of the coupling component radical |
| GB2001666A (en) * | 1977-07-22 | 1979-02-07 | Hoechst Ag | Process for the preparation of benzothiazolium azo compounds and chlorozincate salts thereof |
| US4638053A (en) * | 1977-07-22 | 1987-01-20 | Hoechstaktiengesellschaft | Process for the preparation of chlorozincate salts of benzo thiazolium azo dyestuffs by alkylating with dialkylsulfate in aqueous medium in the presence of Zn-containing acid acceptor at pH≦7 |
| FR2436162A1 (fr) * | 1978-09-15 | 1980-04-11 | Hoechst Ag | Procede de preparation de chlorozincates de colorants azoiques de thiazoliums |
| US5163972A (en) * | 1989-12-06 | 1992-11-17 | Ciba-Geigy Corporation | Process for the dyeing of polyacrylonitrile materials with cationic benzo-thiazolium azo dye |
| US5929216A (en) * | 1989-12-06 | 1999-07-27 | Ciba Specialty Chemicals Corporation | Benzothiazolium containing azo dyes useful for dyeing polyacrylonitrile |
| FR2829926A1 (fr) * | 2001-09-26 | 2003-03-28 | Oreal | Composition pour la teinture des fibres keratiniques comprenant un colorant diazoique dicationique particulier |
| EP1297819A3 (fr) * | 2001-09-26 | 2004-03-03 | L'oreal | Composition pour la teinture des fibres kératiniques comprenant un colorant azoique cationique particulier |
| US6824570B2 (en) | 2001-09-26 | 2004-11-30 | L'oreal S.A. | Composition for dyeing human keratin fibres, comprising a particular monocationic monoazo dye |
| WO2007087252A1 (en) * | 2006-01-23 | 2007-08-02 | Milliken & Company | Laundry care compositions with thiazolium dye |
| WO2007084729A3 (en) * | 2006-01-23 | 2007-09-20 | Procter & Gamble | Laundry care compositions with thiazolium dye |
| US7674757B2 (en) | 2006-01-23 | 2010-03-09 | Milliken & Company | Laundry care compositions with thiazolium dye |
| RU2398012C2 (ru) * | 2006-01-23 | 2010-08-27 | Дзе Проктер Энд Гэмбл Компани | Композиции для ухода за бельем при стирке, содержащие тиазолиевый краситель |
| US7977300B2 (en) | 2006-01-23 | 2011-07-12 | Milliken & Co. | Laundry care compositions with thiazolium dye |
| RU2463339C2 (ru) * | 2006-01-23 | 2012-10-10 | Милликен Энд Компани | Композиция для стирки с тиазолиевым красителем |
| US8299010B2 (en) | 2006-01-23 | 2012-10-30 | The Procter & Gamble Company | Laundry care compositions with thiazolium dye |
| US8461095B2 (en) | 2006-01-23 | 2013-06-11 | Milliken & Company | Laundry care compositions with thiazolium dye |
| CN101370925B (zh) * | 2006-01-23 | 2014-03-26 | 美利肯公司 | 含噻唑鎓染料的洗熨护理组合物 |
| US9796952B2 (en) | 2012-09-25 | 2017-10-24 | The Procter & Gamble Company | Laundry care compositions with thiazolium dye |
Also Published As
| Publication number | Publication date |
|---|---|
| CS178059B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1977-08-31 |
| RO56336A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1974-06-01 |
| BE738994A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1970-03-17 |
| DE1943799B2 (de) | 1976-07-01 |
| DE1943799A1 (de) | 1970-04-09 |
| FR2018311B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1973-12-21 |
| JPS5328456B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1978-08-15 |
| CH559763A5 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1975-03-14 |
| NL6914104A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1970-03-20 |
| FR2018311A1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1970-05-29 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |