GB717357A - Improvements relating to polyazo dyestuffs - Google Patents
Improvements relating to polyazo dyestuffsInfo
- Publication number
- GB717357A GB717357A GB10104/52A GB1010452A GB717357A GB 717357 A GB717357 A GB 717357A GB 10104/52 A GB10104/52 A GB 10104/52A GB 1010452 A GB1010452 A GB 1010452A GB 717357 A GB717357 A GB 717357A
- Authority
- GB
- United Kingdom
- Prior art keywords
- aminophenol
- naphthol
- sulphonic acid
- mol
- general formula
- 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
- -1 polyazo Polymers 0.000 title 1
- 125000005337 azoxy group Chemical group [N+]([O-])(=N*)* 0.000 abstract 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 abstract 3
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 abstract 3
- 230000008878 coupling Effects 0.000 abstract 3
- 238000010168 coupling process Methods 0.000 abstract 3
- 238000005859 coupling reaction Methods 0.000 abstract 3
- 239000000975 dye Substances 0.000 abstract 3
- YGYAWVDWMABLBF-UHFFFAOYSA-N Phosgene Chemical compound ClC(Cl)=O YGYAWVDWMABLBF-UHFFFAOYSA-N 0.000 abstract 2
- 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
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 abstract 2
- 125000003277 amino group Chemical group 0.000 abstract 2
- 239000004202 carbamide Substances 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 2
- 229920003043 Cellulose fiber Polymers 0.000 abstract 1
- 229920000742 Cotton Polymers 0.000 abstract 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 abstract 1
- 239000012670 alkaline solution Substances 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
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 abstract 1
- 238000004043 dyeing Methods 0.000 abstract 1
- 239000008103 glucose Substances 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 229910000029 sodium carbonate Inorganic materials 0.000 abstract 1
- 235000011121 sodium hydroxide Nutrition 0.000 abstract 1
- 229910052938 sodium sulfate Inorganic materials 0.000 abstract 1
- 235000011152 sodium sulphate Nutrition 0.000 abstract 1
- 239000000243 solution 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
- 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
- C09B33/08—Disazo dyes in which the coupling component is a hydroxy-amino compound
- C09B33/10—Disazo dyes in which the coupling component is a hydroxy-amino compound in which the coupling component is an amino naphthol
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
Compounds of the general formula <FORM:0717357/IV (b)/1> (wherein X represents an azoxy or urea linkage) are prepared from 2-(41-nitrobenzoylamino)-5-naphthol-7-sulphonic acid by reduction of the nitro group to an amino group followed by treatment with phosgene, or to an azoxy group (in an alkaline medium).ALSO:The invention comprises: disazo and trisazo dyestuffs of the general formula: <FORM:0717357/IV(c)/1> wherein X represents an azo, azoxy or urea linkage; the preparation thereof by coupling 2 mols of diazotized 2-aminophenol-4-methyl sulphone with 1 mol of a coupling component of the general formula: <FORM:0717357/IV(c)/2> or by coupling 1 mol of diazotized 2-aminophenol-4-methyl sulphone with 1 mol of 2-(41-aminobenzoylamino)-5-naphthol-7-sulphonic acid followed by phosgenation, or with 1 mol of 2-(41-nitrobenzoylamino) - 5 - naphthol-7-sulphonic acid followed by reduction of the nitro group to an azo or azoxy group, or to an amino group followed by phosgenation; and the production of coppered dyeings on cellulose fibres with the products. In examples: (1) the dyestuff 2-aminophenol-4-methyl sulphone --> 2-(41-nitrobenzoylamino)-5-naphthol-7-sulphonic acid is p reduced with glucose in caustic soda solution; (2) 2 - (41 - nitrobenzoylamino) - 5 - naphthol-7-sulphonic acid is reduced as in (1) to the monazo dyestuff of the second general formula above (X=azo), which is coupled with 2 molecular proportions of diazotized 2-aminophenol-4-methyl sulphone; (3) 2 mols of 2-aminophenol-4-methyl sulphone are coupled with 1 mol of the compound of the second general formula above in which X is -NHCONH-; the same product is obtained by treating the dyestuff 2-aminophenol-4-methyl sulphone --> 2-(41-aminobenzoylamino)-5-naphthol-7-sulphonic acid with phosgene in a weakly alkaline solution; (4) cotton is dyed with the product of (1) from a bath containing sodium carbonate and sodium sulphate and after-treated in a separate bath containing copper sulphate and acetic acid, yielding bluish-red tints.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH717357X | 1951-04-23 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB717357A true GB717357A (en) | 1954-10-27 |
Family
ID=4531237
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB10104/52A Expired GB717357A (en) | 1951-04-23 | 1952-04-22 | Improvements relating to polyazo dyestuffs |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB717357A (en) |
-
1952
- 1952-04-22 GB GB10104/52A patent/GB717357A/en not_active Expired
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