GB853998A - Improvements relating to chromium-containing benzene-monoazo-naphthalene dyestuffs and their use - Google Patents
Improvements relating to chromium-containing benzene-monoazo-naphthalene dyestuffs and their useInfo
- Publication number
- GB853998A GB853998A GB9986/58A GB998658A GB853998A GB 853998 A GB853998 A GB 853998A GB 9986/58 A GB9986/58 A GB 9986/58A GB 998658 A GB998658 A GB 998658A GB 853998 A GB853998 A GB 853998A
- Authority
- GB
- United Kingdom
- Prior art keywords
- dyes
- group
- groups
- azo
- bound
- 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
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 title 1
- 229910052804 chromium Inorganic materials 0.000 title 1
- 239000011651 chromium Substances 0.000 title 1
- 239000000975 dye Substances 0.000 abstract 8
- -1 methyl- Chemical group 0.000 abstract 6
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 abstract 4
- 125000002252 acyl group Chemical group 0.000 abstract 2
- 230000008878 coupling Effects 0.000 abstract 2
- 238000010168 coupling process Methods 0.000 abstract 2
- 238000005859 coupling reaction Methods 0.000 abstract 2
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 abstract 2
- 238000004043 dyeing Methods 0.000 abstract 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 2
- 239000000203 mixture Substances 0.000 abstract 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- 125000001424 substituent group Chemical group 0.000 abstract 2
- 210000002268 wool Anatomy 0.000 abstract 2
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical class NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 abstract 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract 1
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- 150000001340 alkali metals Chemical class 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 150000003863 ammonium salts Chemical class 0.000 abstract 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 abstract 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 abstract 1
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 239000004922 lacquer Substances 0.000 abstract 1
- 239000010985 leather Substances 0.000 abstract 1
- 238000001465 metallisation Methods 0.000 abstract 1
- 239000007858 starting material Substances 0.000 abstract 1
- 125000000565 sulfonamide group Chemical group 0.000 abstract 1
- 125000001174 sulfone group Chemical group 0.000 abstract 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 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
- C09B45/00—Complex metal compounds of azo dyes
- C09B45/02—Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
- C09B45/14—Monoazo compounds
- C09B45/16—Monoazo compounds containing chromium
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
The invention comprises dyes of formula D-Cr-D1 where D and D1 are co-ordinated dyes of formula HO-A-N=N-B where A is a benzene residue bound to the azo group #s to the OH group, which has at least one non-ionogenic, sulphur-free substituent, and B is a 1- acylamino-7- naphthol with no ionogenic groups and bound in the 8- position to the azo group, in which the acyl group is a residue of a benzene carboxylic or sulphonic acid whilst there must be a sulphone or sulphonamide group bound by means of p the sulphur atom to the benzene ring in the acyl residue of the azo component in at least one of D and D1. D and D1 may be the same or different -1- acylamino -7- naphthols. The dyes are made in conventional fashion by chroming mixtures of D and D1 or derivatives thereof from which an appropriate OH group may be liberated during metallisation. Preferred are dyes containing methyl-, ethyl-, isopropyl- and chloromethyl-sulphonyl and sulphonamido, N- methyl-, -ethyl-, -b - hydroxyethyl- and -dimethyl-sulphonamido groups in the m- or ppositions to the carbonyl or sulphonyl groups in the benzoyl or benzenesulphonyl residues which may also contain simple substituents such as halogen atoms, nitro groups and low molecular alkyl and alkoxy groups. Preferred as diazo components are 2- aminophenols containing a 4- halo- or nitro group. The metal-free dyes are made in usual fashion coupling being effected in alkaline media. In making complexes of dye mixtures the metal-free starting material is preferably obtained by coupling 1 mol of the diazo component with 1/2 mol each of two azo components. For dyeing animal fibres from an aqueous bath the dyes are used as their alkali metal or ammonium salts; wool, silk and leather being dyed in green or grey shades. Superpolyamide and -urethane fibres may be dyed or printed and natural and synthetic lacquers coloured. Examples are provided of the preparation of the dyes and their use in dyeing wool. Reference has been directed by the Comptroller to Specifications 637,404 and 758,016.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH853998X | 1957-03-29 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB853998A true GB853998A (en) | 1960-11-16 |
Family
ID=4542530
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB9986/58A Expired GB853998A (en) | 1957-03-29 | 1958-03-28 | Improvements relating to chromium-containing benzene-monoazo-naphthalene dyestuffs and their use |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB853998A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2202232A (en) * | 1987-03-19 | 1988-09-21 | Ciba Geigy Ag | Process for preparing metallizable monoazo dyes |
-
1958
- 1958-03-28 GB GB9986/58A patent/GB853998A/en not_active Expired
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2202232A (en) * | 1987-03-19 | 1988-09-21 | Ciba Geigy Ag | Process for preparing metallizable monoazo dyes |
| GB2202232B (en) * | 1987-03-19 | 1991-03-06 | Ciba Geigy Ag | Process for preparing metallizable monoazo dyes |
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