GB716007A - Acid monoazo dyestuffs and a process for their manufacture - Google Patents
Acid monoazo dyestuffs and a process for their manufactureInfo
- Publication number
- GB716007A GB716007A GB21033/52A GB2103352A GB716007A GB 716007 A GB716007 A GB 716007A GB 21033/52 A GB21033/52 A GB 21033/52A GB 2103352 A GB2103352 A GB 2103352A GB 716007 A GB716007 A GB 716007A
- Authority
- GB
- United Kingdom
- Prior art keywords
- sulphonic acid
- amino
- hydroxy
- diazotized
- acid
- 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
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
- C09B29/00—Monoazo dyes prepared by diazotising and coupling
- C09B29/24—Monoazo dyes prepared by diazotising and coupling from coupling components containing both hydroxyl and amino directing groups
- C09B29/28—Amino naphthols
- C09B29/30—Amino naphtholsulfonic acid
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Coloring (AREA)
Abstract
The invention comprises acid monoazo dyestuffs of formula: <FORM:0716007/IV(c)/1> where acyl is a saturated fatty acid radicle containing 8-12 carton atoms, X is H or any substituent except NO2, SO3H or COOH, one Y is H or alkyl and the other Y H or alkyl and if one Y is H the other may be joined to the unsubstituted position X by the chain CH2-CH2-CH2-CH2. They may be made by coupling a diazo compound of an amino benzene sulphonic acid of formula: <FORM:0716007/IV(c)/2> with a 1-hydroxynaphthalene-3-sulphonic acid of formula: <FORM:0716007/IV(c)/3> Representative of many groups mentioned for X are halogen, alkyl, alkoxy, -NH-acyl, -SO2-alkyl, -SO2- <FORM:0716007/IV(c)/4> or O-SO2-alkyl. Representative of aminobenzene-sulphonic acids used are 1-aminobenzene-2-sulphonic acid, 1-amino-5-chloro- or ethyl- or methoxy- or N-formyl or N-chlorobenzoyl-2-sulphonic acid, 1-amino-5-propyl-sulphonbenzene-2-sulphonic acid, 1-amino-2-sulpho-benzene-5-sulphonic acid-N-propyl amide, 1-amino-2-sulpho-benzene-5-sulphonic acid-N : N-methyl-benzylamide, 1-amino- 2-sulpho-benzene-5-sulphonic acid - N : N-benzyl-cyclohexylamide, 1-amino-2-sulpho-benzene-5-sulphonic acid-chlorophenyl ester, 1-amino-5-methyl-sulphonyl-hydroxybenzene-2-sulphonic acid, 1-amino-4, 6-dimethylbenzene-2-sulphonic acid, 1-amino-5, 6, 7, 8-tetrahydro-naphthalene-2-sulphonic acid. 1-hydroxy-6-N-octanoyl-, -decanoyl or -do-decanoyl-aminonaphthalene-3-sulphonic acids are specified 1-hydroxynaphthalene-3-sulphonic acids. Coupling is effected in a medium of pH varying from weakly alkaline to that of acetic acid preferably in the presence of sodium carbonate or acetate. The dyestuffs dye fibres e.g. wool, nylon and silk, from neutral or weakly acid baths in orange tints. In examples (1) 1-aminobenzene-2-sulphonic acid is diazotized and coupled with 1-hydroxy-6-N-octanoylamino-naphthalene-3-sulphonic acid, (2) 1-amino - 5 - methylsulphonbenzene-2-sulphonic acid is diazotized and coupled with 1-hydroxy-6-N-decanoylaminonaphthalene - 3 - sulphonic acid, (3) 1 - amino-2-sulphobenzene-5-sulphonic acid phenyl ester is diazotized and coupled with 1-hydroxy-6-N-dodecanoylamino-naphthalene-3-sulphonic acid (4) 1-aminobenzene-2-sulphonic acid is diazotized and coupled with 1-hydroxy-6-N-decanoylamino-naphthalene-3-sulphonic acid, (5) 1-amino-5-methyl-sulphonbenzene-2-sulphonic acid is diazotized and coupled with 1-hydroxy-6-N-dodecanoylamino-naphthalene - 3-sulphonic acid. (6) 1 - amino-5-N-acetylamino-benzene-2-sulphonic acid is diazotized and coupled with 1-hydroxy-6-N-decanoylamino-naphthalene-3-sulphonic acid, (7) 1-amino-4-methyl-5-chlorobenzene-2-sulphonic acid is diazotized and coupled with 1-hydroxy-6-N-octanoylamino-naphthalene-3-sulphonic acid, (8) 2-amino-5, 6, 7, 8-tetrahydronaphthalene-3-sulphonic acid is diazotized and coupled with 1-hydroxy-6-N-decanoylamino-naphthalene-3-sulphonic acid (9) 1-amino-4, 5-dimethylbenzene-2-sulphonic acid is diazotized and coupled with 1-hydroxy-6-N-dodecanoylamino-naphthalene-3-sulphonic acid and in (10) a dyestuff obtained in Examples (1)-(9) is used to dye wool from a bath containing acetic and formic acids and sodium sulphate. A variety of alternative reagents is also specified for Examples (1)-(9). Specification 432,020 is referred to.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH716007X | 1951-08-28 |
Publications (1)
Publication Number | Publication Date |
---|---|
GB716007A true GB716007A (en) | 1954-09-22 |
Family
ID=4531118
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
GB21033/52A Expired GB716007A (en) | 1951-08-28 | 1952-08-21 | Acid monoazo dyestuffs and a process for their manufacture |
Country Status (1)
Country | Link |
---|---|
GB (1) | GB716007A (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5614613A (en) * | 1993-03-29 | 1997-03-25 | Zeneca Limited | Monoazo reactive dyes |
-
1952
- 1952-08-21 GB GB21033/52A patent/GB716007A/en not_active Expired
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5614613A (en) * | 1993-03-29 | 1997-03-25 | Zeneca Limited | Monoazo reactive dyes |
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