ES255367A1 - Water-soluble quaternary ammonium heterocyclic monoazo-dyestuffs and a process for their manufacture - Google Patents
Water-soluble quaternary ammonium heterocyclic monoazo-dyestuffs and a process for their manufactureInfo
- Publication number
- ES255367A1 ES255367A1 ES0255367A ES255367A ES255367A1 ES 255367 A1 ES255367 A1 ES 255367A1 ES 0255367 A ES0255367 A ES 0255367A ES 255367 A ES255367 A ES 255367A ES 255367 A1 ES255367 A1 ES 255367A1
- Authority
- ES
- Spain
- Prior art keywords
- alkyl
- dyes
- aliphatic
- methyl
- carbon atoms
- 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
- 238000000034 method Methods 0.000 title abstract 2
- 238000004519 manufacturing process Methods 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 7
- 239000000975 dye Substances 0.000 abstract 6
- 125000001931 aliphatic group Chemical group 0.000 abstract 4
- 125000004432 carbon atom Chemical group C* 0.000 abstract 4
- 125000003545 alkoxy group Chemical group 0.000 abstract 3
- 239000002253 acid Substances 0.000 abstract 2
- 125000003277 amino group Chemical group 0.000 abstract 2
- 150000001450 anions Chemical group 0.000 abstract 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- 229920003043 Cellulose fiber Polymers 0.000 abstract 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 abstract 1
- 229940100198 alkylating agent Drugs 0.000 abstract 1
- 239000002168 alkylating agent Substances 0.000 abstract 1
- 230000002152 alkylating effect Effects 0.000 abstract 1
- YKYOUMDCQGMQQO-UHFFFAOYSA-L cadmium dichloride Chemical class Cl[Cd]Cl YKYOUMDCQGMQQO-UHFFFAOYSA-L 0.000 abstract 1
- 238000004043 dyeing Methods 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 abstract 1
- 239000010985 leather Substances 0.000 abstract 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 abstract 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 229920002239 polyacrylonitrile Polymers 0.000 abstract 1
- 229920000728 polyester Polymers 0.000 abstract 1
- 229920000642 polymer Polymers 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical group OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 abstract 1
- 229920002994 synthetic fiber Polymers 0.000 abstract 1
- 150000003557 thiazoles Chemical class 0.000 abstract 1
- 229910052725 zinc Inorganic materials 0.000 abstract 1
- 239000011701 zinc Substances 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
- C09B44/10—Azo dyes containing onium groups containing cyclammonium groups attached to an azo group by a carbon atom of the ring system
-
- 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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/0025—Monoazo dyes prepared by diazotising and coupling from diazotized amino heterocyclic compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
The invention comprises dyes, which are free from sulphonic acid groups, and are of formula <FORM:0896673/IV (c)/1> where B is a benzene residue, R1 is an aliphatic or araliphatic residue, R2 is a benzene residue with an amino group para to the azo link and which amino group contains as an N-substituent a carboxyl group which is attached to the N-atom via an aliphatic residue and as the other N-substituent a hydrogen atom or an alkyl group, and X is an anion. The dyes are made by alkylating appropriate dyes. Preferred are dyes of formula <FORM:0896673/IV (c)/2> where A is aliphatic or araliphatic, R3 is H, Hlg or alkyl or alkoxy of at most 4 carbon atoms or aliphatic acylamino, R4 is H or alkyl or alkoxy of at most 4 carbon atoms, R5 is an aliphatic residue containing a carboxyl group, Y is H, Hlg or alkyl, alkoxy or aliphatic acylamino of at most 4 carbon atoms and "alkyl" has up to 4 carbon atoms. Indicated groups for R5 are -CH2CH2COOH, -CH2CH2OCOCH=CHCOOH, -CH2CH2-O-CH2CH2COOH -CH2CH2OCOCH2CH2COOH and -CH2CH2OCOCOOH. Illustrative of starting thiazoles specified are 2-amino- and 2-amino-6-methoxy-, -methyl-, -chloro- and -acetylamino- and -7-chloro-5-methyl-benzthiazoles. Indicated groups for "alkyl" are methyl and ethyl, for R3 methyl and for R4 methoxy. Conventional alkylating agents are used. Advantageously the anion is one of a strong acid. Double salts are mentioned, especially those with zinc and cadmium chlorides. The dyes may be used on tanned cellulose fibres, silk, hair, leather or synthetic fibres such as those formed from polyacrylonitrile, polymers of dicyanethylene and modified acid polyesters. Examples are provided of the preparation of the dyes and their use in dyeing processes, blue shades being obtained. In the examples "alkyl" is also illustrated as n- and iso-butyl.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH6887459A CH377954A (en) | 1959-01-29 | 1959-01-29 | Process for the preparation of water-soluble monoazo dyes |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES255367A1 true ES255367A1 (en) | 1960-07-01 |
Family
ID=4529071
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES0255367A Expired ES255367A1 (en) | 1959-01-29 | 1960-01-28 | Water-soluble quaternary ammonium heterocyclic monoazo-dyestuffs and a process for their manufacture |
Country Status (5)
| Country | Link |
|---|---|
| BE (1) | BE587049A (en) |
| CH (1) | CH377954A (en) |
| ES (1) | ES255367A1 (en) |
| FR (1) | FR1245479A (en) |
| GB (1) | GB896673A (en) |
-
1959
- 1959-01-29 CH CH6887459A patent/CH377954A/en unknown
-
1960
- 1960-01-22 FR FR816438A patent/FR1245479A/en not_active Expired
- 1960-01-28 ES ES0255367A patent/ES255367A1/en not_active Expired
- 1960-01-28 BE BE587049A patent/BE587049A/en unknown
- 1960-01-29 GB GB3341/60A patent/GB896673A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| BE587049A (en) | 1960-07-27 |
| CH377954A (en) | 1964-05-31 |
| FR1245479A (en) | 1960-11-04 |
| GB896673A (en) | 1962-05-16 |
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