GB647103A - Manufacture of copperable disazo dyestuffs - Google Patents
Manufacture of copperable disazo dyestuffsInfo
- Publication number
- GB647103A GB647103A GB11967/48A GB1196748A GB647103A GB 647103 A GB647103 A GB 647103A GB 11967/48 A GB11967/48 A GB 11967/48A GB 1196748 A GB1196748 A GB 1196748A GB 647103 A GB647103 A GB 647103A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dyestuffs
- unsulphonated
- aminophenol
- acids
- group
- 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
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 title abstract 3
- 238000004519 manufacturing process Methods 0.000 title abstract 2
- 239000002253 acid Substances 0.000 abstract 4
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical class NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 abstract 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 3
- 150000007513 acids Chemical class 0.000 abstract 3
- -1 hydroxy, carboxyl Chemical group 0.000 abstract 3
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 abstract 2
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 abstract 2
- 125000003545 alkoxy group Chemical group 0.000 abstract 2
- 150000001555 benzenes Chemical class 0.000 abstract 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 2
- 239000000975 dye Substances 0.000 abstract 2
- 238000004043 dyeing Methods 0.000 abstract 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical group OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 abstract 2
- FFRBMBIXVSCUFS-UHFFFAOYSA-N 2,4-dinitro-1-naphthol Chemical compound C1=CC=C2C(O)=C([N+]([O-])=O)C=C([N+]([O-])=O)C2=C1 FFRBMBIXVSCUFS-UHFFFAOYSA-N 0.000 abstract 1
- FROLMIGPHKATQS-UHFFFAOYSA-N 2-amino-5-benzamidobenzoic acid Chemical compound C1=C(C(O)=O)C(N)=CC=C1NC(=O)C1=CC=CC=C1 FROLMIGPHKATQS-UHFFFAOYSA-N 0.000 abstract 1
- WKAWXANDLPROPQ-UHFFFAOYSA-N 6,6-diaminocyclohexa-2,4-diene-1-carboxylic acid Chemical class NC1(N)C=CC=CC1C(O)=O WKAWXANDLPROPQ-UHFFFAOYSA-N 0.000 abstract 1
- 229920003043 Cellulose fiber Polymers 0.000 abstract 1
- 229920000742 Cotton Polymers 0.000 abstract 1
- UWIMIKCSKLMQHZ-UHFFFAOYSA-N N-(3-amino-2-hydroxyphenyl)benzamide Chemical compound C(C1=CC=CC=C1)(=O)NC1=CC=CC(=C1O)N UWIMIKCSKLMQHZ-UHFFFAOYSA-N 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 150000005840 aryl radicals Chemical class 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- ARUVKPQLZAKDPS-UHFFFAOYSA-L copper(II) sulfate Chemical compound [Cu+2].[O-][S+2]([O-])([O-])[O-] ARUVKPQLZAKDPS-UHFFFAOYSA-L 0.000 abstract 1
- 230000008878 coupling Effects 0.000 abstract 1
- 238000010168 coupling process Methods 0.000 abstract 1
- 238000005859 coupling reaction Methods 0.000 abstract 1
- 150000008049 diazo compounds Chemical class 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 229910052751 metal Inorganic materials 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 239000004627 regenerated cellulose Substances 0.000 abstract 1
- 229910000029 sodium carbonate Inorganic materials 0.000 abstract 1
- 229910052938 sodium sulfate Inorganic materials 0.000 abstract 1
- 235000011152 sodium sulphate Nutrition 0.000 abstract 1
- 125000001424 substituent group Chemical group 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
- C09B33/00—Disazo and polyazo dyes of the types A->K<-B, A->B->K<-C, or the like, prepared by diazotising and coupling
- C09B33/02—Disazo dyes
- C09B33/153—Disazo dyes in which the coupling component is a bis-(aceto-acetyl amide) or a bis-(benzoyl-acetylamide)
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
Copperable diazo dyestuffs are manufactured by coupling 1 mol of a di-acetoacetyl derivative of an unsulphonated 4 : 41-diaminodiphenyl compound suitable for use in building up substantive azo dyestuffs and optionally further substituted, in the 3 : 31-positions, by the usual simple substituents found in azo dyestuffs (e.g. alkyl or alkoxy groups or halogen atoms) with, in either order, 1 mol. each of an o-hydroxy-diazo compound of the benzene series and of the diazo compound of an amine of the general formula <FORM:0647103/IV (c)/1> wherein A represents an aryl radical of the benzene series and X a group capable of forming metal complexes (e.g. a hydroxy, carboxyl, alkoxy or carboxymethoxy group), the components being so chosen that the products contain at least one sulphonic acid group or two carboxyl groups in the molecule. The products yield yellow dyeings on natural or regenerated cellulose fibres by after-coppering in the dye-bath or in a separate bath. Preferred dyestuffs are those containing a single sulphonic acid group, such as those from o-aminophenolmonosulphonic acids (especially 6-acylamino-2-aminophenol-4-sulphonic acids) and unsulphonated o-aminoanthranilic acids (especially 5-acetylamino- or 5-benzoylamino-2-aminobenzoic acid) or from unsulphonated o-aminophenols and anthranilic monosulphonic acids, and also the symmetrical disulphonated dyestuff from 2 mols. of 6-benzoylamino-2-aminophenol-4-sulphonic acid. Examples and a table illustrate the production of dyestuffs of these preferred types and also unsulphonated dyestuffs containing a carboxyl group in each diazo component, and the dyeing of cotton golden yellow with the dyestuff 6-benzoylamino - 2 - aminophenol - 4 - sulphonic acid --> 4 : 41 - di - (acetoacetylamino) - 3 : 31 - dimethoxydiphenyl \sM 2 - aminophenol - 4 - methylsulphone from a bath containing sodium carbonate and sodium sulphate, with after-treatment in a fresh bath containing copper sulphate and acetic acid. Specification 394,981 is referred to.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH647103X | 1947-05-02 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB647103A true GB647103A (en) | 1950-12-06 |
Family
ID=4525845
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB11967/48A Expired GB647103A (en) | 1947-05-02 | 1948-05-01 | Manufacture of copperable disazo dyestuffs |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB647103A (en) |
-
1948
- 1948-05-01 GB GB11967/48A patent/GB647103A/en not_active Expired
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