GB687253A - Improvements relating to chromium containing monoazo dyestuffs - Google Patents
Improvements relating to chromium containing monoazo dyestuffsInfo
- Publication number
- GB687253A GB687253A GB15969/51A GB1596951A GB687253A GB 687253 A GB687253 A GB 687253A GB 15969/51 A GB15969/51 A GB 15969/51A GB 1596951 A GB1596951 A GB 1596951A GB 687253 A GB687253 A GB 687253A
- Authority
- GB
- United Kingdom
- Prior art keywords
- sulphonamide
- naphthol
- aminophenol
- sulphanilide
- methyl
- 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 abstract 2
- 229910052804 chromium Inorganic materials 0.000 title abstract 2
- 239000011651 chromium Substances 0.000 title abstract 2
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical group [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 title 1
- 229940124530 sulfonamide Drugs 0.000 abstract 4
- 239000000975 dye Substances 0.000 abstract 3
- YAZSBRQTAHVVGE-UHFFFAOYSA-N 2-aminobenzenesulfonamide Chemical compound NC1=CC=CC=C1S(N)(=O)=O YAZSBRQTAHVVGE-UHFFFAOYSA-N 0.000 abstract 2
- CDAWCLOXVUBKRW-UHFFFAOYSA-N 2-aminophenol Chemical compound NC1=CC=CC=C1O CDAWCLOXVUBKRW-UHFFFAOYSA-N 0.000 abstract 2
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 abstract 2
- 239000003513 alkali Substances 0.000 abstract 2
- 150000001844 chromium Chemical class 0.000 abstract 2
- 125000001424 substituent group Chemical group 0.000 abstract 2
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical group C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 abstract 1
- GKTVIFGJASUBGA-UHFFFAOYSA-N 2-amino-5-methylbenzenesulfonamide Chemical compound CC1=CC=C(N)C(S(N)(=O)=O)=C1 GKTVIFGJASUBGA-UHFFFAOYSA-N 0.000 abstract 1
- ULUIMLJNTCECJU-UHFFFAOYSA-N 3-amino-4-hydroxybenzenesulfonate;hydron Chemical compound NC1=CC(S(O)(=O)=O)=CC=C1O ULUIMLJNTCECJU-UHFFFAOYSA-N 0.000 abstract 1
- IGQGXIVCGKMRAM-UHFFFAOYSA-N 4-amino-3-methylbenzenesulfonamide Chemical compound CC1=CC(S(N)(=O)=O)=CC=C1N IGQGXIVCGKMRAM-UHFFFAOYSA-N 0.000 abstract 1
- SEWNAJIUKSTYOP-UHFFFAOYSA-N 4-chloro-3-nitrobenzenesulfonyl chloride Chemical compound [O-][N+](=O)C1=CC(S(Cl)(=O)=O)=CC=C1Cl SEWNAJIUKSTYOP-UHFFFAOYSA-N 0.000 abstract 1
- ZSUDUDXOEGHEJR-UHFFFAOYSA-N 4-methylnaphthalen-1-ol Chemical compound C1=CC=C2C(C)=CC=C(O)C2=C1 ZSUDUDXOEGHEJR-UHFFFAOYSA-N 0.000 abstract 1
- YLDFTMJPQJXGSS-UHFFFAOYSA-N 6-bromo-2-naphthol Chemical compound C1=C(Br)C=CC2=CC(O)=CC=C21 YLDFTMJPQJXGSS-UHFFFAOYSA-N 0.000 abstract 1
- AQSOTOUQTVJNMY-UHFFFAOYSA-N 7-(dimethylamino)-4-hydroxy-3-oxophenoxazin-10-ium-1-carboxylic acid;chloride Chemical compound [Cl-].OC(=O)C1=CC(=O)C(O)=C2OC3=CC(N(C)C)=CC=C3[NH+]=C21 AQSOTOUQTVJNMY-UHFFFAOYSA-N 0.000 abstract 1
- UNFNRIIETORURP-UHFFFAOYSA-N 7-methoxynaphthalen-2-ol Chemical compound C1=CC(O)=CC2=CC(OC)=CC=C21 UNFNRIIETORURP-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- 229950011260 betanaphthol Drugs 0.000 abstract 1
- 239000003518 caustics Substances 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 125000001309 chloro group Chemical group Cl* 0.000 abstract 1
- 238000010168 coupling process Methods 0.000 abstract 1
- 238000005859 coupling reaction Methods 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 239000010985 leather Substances 0.000 abstract 1
- 230000007935 neutral effect Effects 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 239000003960 organic solvent Substances 0.000 abstract 1
- 238000002360 preparation method Methods 0.000 abstract 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 abstract 1
- 102000004169 proteins and genes Human genes 0.000 abstract 1
- 108090000623 proteins and genes Proteins 0.000 abstract 1
- 239000000376 reactant Substances 0.000 abstract 1
- 238000000926 separation method Methods 0.000 abstract 1
- 210000002268 wool Anatomy 0.000 abstract 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P3/00—Special processes of dyeing or printing textiles, or dyeing leather, furs, or solid macromolecular substances in any form, classified according to the material treated
- D06P3/58—Material containing hydroxyl groups
- D06P3/60—Natural or regenerated cellulose
- D06P3/66—Natural or regenerated cellulose using reactive dyes
-
- 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
- C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
- C09B62/44—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring
- C09B62/4401—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring with two or more reactive groups at least one of them being directly attached to a heterocyclic system and at least one of them being directly attached to a non-heterocyclic system
- C09B62/4403—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring with two or more reactive groups at least one of them being directly attached to a heterocyclic system and at least one of them being directly attached to a non-heterocyclic system the heterocyclic system being a triazine ring
- C09B62/4411—Azo dyes
-
- 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
- C09B62/00—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves
- C09B62/44—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring
- C09B62/503—Reactive dyes, i.e. dyes which form covalent bonds with the substrates or which polymerise with themselves with the reactive group not directly attached to a heterocyclic ring the reactive group being an esterified or non-esterified hydroxyalkyl sulfonyl or mercaptoalkyl sulfonyl group, a quaternised or non-quaternised aminoalkyl sulfonyl group, a heterylmercapto alkyl sulfonyl group, a vinyl sulfonyl or a substituted vinyl sulfonyl group, or a thiophene-dioxide group
- C09B62/507—Azo dyes
- C09B62/513—Disazo or polyazo dyes
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06P—DYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
- D06P1/00—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
- D06P1/38—General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using reactive dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
4 - Chloro - 3 - nitrobenzenesulphonyl chloride is condensed with an aminobenzene sulphonamide, the nuclear chlorine atom then exchanged for hydroxyl by heating with caustic alkali and finally the nitro group reduced to amino. The aminobenzene sulphonamide may carry nuclear non-ionogenic substituents. Specified such reactants are aniline-2-, -3- and -4-sulphonamides, o-toluidine-4-sulphonamide and p-toluidine-2-sulphonamide. The final products are 2-aminophenol-4-sulphonic acid (sulphonamidophenyl)-amides.ALSO:The invention comprises complex chromium derivatives of monoazo dyestuffs of the formula <FORM:0687253/IV (c)/1> where A is an o-coupling naphthol residue, and the nuclei A and B may carry non-ionogenic substituents. Chroming of the parent dyestuffs is carried out at a raised temperature with simple or complex chromium salts in acid, neutral or alkaline medium with or without organic solvents, with separation of the precipitated dyestuff. Alkali chromisalicylates and oxalatochromates are suitable, using 1 atom of chromium per 2 dyestuff molecules. The products dye wool and other protein fibres, natural or artificial, and leather in fast violet shades. Examples describe the preparation and chroming of the following dyestuffs:-2 - aminophenol - 4 - sulphanilide - 21 - and -31-sulphonamides --> 2-naphthol, 2-aminophenol - 4 - sulphanilide - 31 - sulphonamide --> 6-bromo-2-naphthol, 4-methyl-1-naphthol and 5 : 8-dichloro-1-naphthol. Other suitable components are 2-aminophenol-4-sulphanilide-41-sulphonamide, -21-methyl-51-sulphonamide and -41-methyl-51-sulphonamide, and 7-methoxy-2-naphthol.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH687253X | 1950-07-06 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB687253A true GB687253A (en) | 1953-02-11 |
Family
ID=4528963
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB15969/51A Expired GB687253A (en) | 1950-07-06 | 1951-07-05 | Improvements relating to chromium containing monoazo dyestuffs |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB687253A (en) |
-
1951
- 1951-07-05 GB GB15969/51A patent/GB687253A/en not_active Expired
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| GB882890A (en) | New chromiferous monoazo-triazine-dyestuffs, their manufacture and use | |
| GB687253A (en) | Improvements relating to chromium containing monoazo dyestuffs | |
| GB883550A (en) | New triazine disazo dyestuffs and their manufacture and use | |
| GB992558A (en) | New monoazo dyestuffs and processes for their manufacture and use | |
| GB984904A (en) | New reactive monoazo dyestuffs | |
| GB791443A (en) | New disazo dyestuffs derived from bis-aminopyrazoles | |
| GB459949A (en) | Process for the manufacture of o-hydroxyazo dyestuffs | |
| GB982479A (en) | New azo dyestuffs | |
| GB671243A (en) | Improvements relating to dyeing processes and preparations therefor | |
| GB692372A (en) | New chromiferous monoazo-dyestuffs and process for their manufacture | |
| GB737189A (en) | Manufacture of new chromiferous monoazo-dyestuffs | |
| GB660196A (en) | Manufacture of new monoazo-dyestuffs | |
| GB665372A (en) | Manufacture of new chromiferous monoazodyestuffs | |
| GB887870A (en) | New monoazo dyestuffs | |
| GB838344A (en) | New monoazo dyestuffs derived from cyanuric bromide | |
| GB308830A (en) | Process for the manufacture of monoazo dyestuffs | |
| GB392011A (en) | Process for the manufacture of new water-insoluble dyestuffs | |
| GB837035A (en) | New monoazo dyestuffs containing dihalogenotriazinyl groups | |
| GB778718A (en) | Cobaltiferous monoazo-dyestuffs and process for making them | |
| GB430287A (en) | Improvements in dyeing wool | |
| GB693757A (en) | Manufacture of an intermediate product and of azo dyestuffs derived therefrom | |
| GB509898A (en) | Manufacture of dioxazine dyestuffs | |
| GB629473A (en) | Metallized azomethine dyes and nylon dyed therewith | |
| GB642425A (en) | Manufacture of a chromiferous azo-dyestuff | |
| GB584692A (en) | New monoazo dyestuffs |