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
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)
Abstract
1276686 Alkylation of benzthiazole azo compounds TOMS RIVER CHEMICAL CORP 18 Sept 1969 [18 Sept 1968] 46066/69 Heading C4P Benzthiazole-azo compounds of the formula are alkylated by treatment with a dialkyl. sulphoester in aqueous medium in the presence of an alkali metal or alkaline earth metal oxide, carbonate, bicarbonate or acetate, by adding the dialkylsulphoester to an aqueous-alkaline dispersion of the dyestuff in an amount of not more than 5 moles of ester per mole of dyestuff. In the formula given above R 1 to R 8 are nonionogenic substituents, including hydrogen; R 9 and R 10 are H, aliphatic, araliphatic, aromatic or alicyclic substituents; and two neighbouring substituents among R 1 to R 10 can also form a ring. The reaction is carried out at a temperature of 5-70‹ C. and at a pH of from 4-8. Suitable dialkylsulphoesters include dimethyl-, diethyl- or dipropylsulphate, and the alkylating agent is added continuously to the aqueous-alkaline dispersion of the benzthiazole compound. The cationic dyes give blue shades on acrylic fibres and either do not stain on cotton and wool or give slight stains which are in tone with the blue colouring on acrylic fibres. Reference has been directed by the Comptroller to Specification 787,369.
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)
Country | Link |
---|---|
JP (1) | JPS5328456B1 (en) |
BE (1) | BE738994A (en) |
CH (1) | CH559763A5 (en) |
CS (1) | CS178059B2 (en) |
DE (1) | DE1943799B2 (en) |
FR (1) | FR2018311B1 (en) |
GB (1) | GB1276686A (en) |
NL (1) | NL6914104A (en) |
RO (1) | RO56336A (en) |
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 (en) * | 1978-09-15 | 1980-04-11 | Hoechst Ag | PROCESS FOR THE PREPARATION OF CHLOROZINCATES FROM THIAZOLIUM AZO DYES |
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 (en) * | 2001-09-26 | 2003-03-28 | Oreal | New cationic azo compounds useful for dyeing keratinic fibers, especially human hair |
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 (en) * | 1976-04-14 | 1980-01-31 | Bayer Ag, 5090 Leverkusen | Process for the preparation of concentrated solutions of basic dyes and agents for coloring polyacrylonitrile and acid-modified polyesters or polyamides |
JPS58459U (en) * | 1981-06-25 | 1983-01-05 | パイオニア株式会社 | Printed board |
JPH0762258A (en) * | 1993-08-26 | 1995-03-07 | Sumitomo Chem Co Ltd | Benzodifuranone-containing red coloring composition and method for coloring hydrophobic material using the same |
MXPA06006855A (en) * | 2003-12-19 | 2006-08-23 | Ciba Sc Holding Ag | Method of coloring with capped diazotized compound and coupling component. |
Family Cites Families (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR1530784A (en) * | 1966-06-24 | 1968-06-28 | Ciba Geigy | New basic dyes and their preparation process |
-
1969
- 1969-08-28 DE DE19691943799 patent/DE1943799B2/en 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 CS CS631569A patent/CS178059B2/cs unknown
- 1969-09-17 NL NL6914104A patent/NL6914104A/xx unknown
- 1969-09-18 RO RO6105669A patent/RO56336A/ro unknown
- 1969-09-18 GB GB4606669A patent/GB1276686A/en not_active Expired
- 1969-09-18 JP JP7366269A patent/JPS5328456B1/ja active Pending
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 (en) * | 1978-09-15 | 1980-04-11 | Hoechst Ag | PROCESS FOR THE PREPARATION OF CHLOROZINCATES FROM THIAZOLIUM AZO DYES |
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 |
US6824570B2 (en) | 2001-09-26 | 2004-11-30 | L'oreal S.A. | Composition for dyeing human keratin fibres, comprising a particular monocationic monoazo dye |
EP1297819A2 (en) * | 2001-09-26 | 2003-04-02 | L'oreal | Composition for dyeing keratinous fibres comprising a cationic azo dye |
EP1297819A3 (en) * | 2001-09-26 | 2004-03-03 | L'oreal | Composition for dyeing keratinous fibres comprising a cationic azo dye |
FR2829926A1 (en) * | 2001-09-26 | 2003-03-28 | Oreal | New cationic azo compounds useful for dyeing keratinic fibers, especially human hair |
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 |
US7977300B2 (en) | 2006-01-23 | 2011-07-12 | Milliken & Co. | Laundry care compositions with thiazolium dye |
RU2463339C2 (en) * | 2006-01-23 | 2012-10-10 | Милликен Энд Компани | Washing composition with thiazole dye |
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 (en) * | 2006-01-23 | 2014-03-26 | 美利肯公司 | Laundry care compositions with thiazolium dye |
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 (en) | 1977-08-31 |
DE1943799A1 (en) | 1970-04-09 |
DE1943799B2 (en) | 1976-07-01 |
CH559763A5 (en) | 1975-03-14 |
NL6914104A (en) | 1970-03-20 |
BE738994A (en) | 1970-03-17 |
RO56336A (en) | 1974-06-01 |
FR2018311B1 (en) | 1973-12-21 |
FR2018311A1 (en) | 1970-05-29 |
JPS5328456B1 (en) | 1978-08-15 |
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Legal Events
Date | Code | Title | Description |
---|---|---|---|
PS | Patent sealed | ||
PCNP | Patent ceased through non-payment of renewal fee |