GB876815A - Copper complexes of monoazo-dyestuffs and process for their manufacture - Google Patents
Copper complexes of monoazo-dyestuffs and process for their manufactureInfo
- Publication number
- GB876815A GB876815A GB1300/59A GB130059A GB876815A GB 876815 A GB876815 A GB 876815A GB 1300/59 A GB1300/59 A GB 1300/59A GB 130059 A GB130059 A GB 130059A GB 876815 A GB876815 A GB 876815A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl
- hydroxy
- prepared
- copper
- dimethyl
- 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
- 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
- C09B45/18—Monoazo compounds containing copper
-
- 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
-
- 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
- C09B45/22—Monoazo compounds containing other metals
-
- 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
- C09B45/24—Disazo or polyazo compounds
-
- 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
- C09B67/00—Influencing the physical, e.g. the dyeing or printing properties of dyestuffs without chemical reactions, e.g. by treating with solvents grinding or grinding assistants, coating of pigments or dyes; Process features in the making of dyestuff preparations; Dyestuff preparations of a special physical nature, e.g. tablets, films
- C09B67/0033—Blends of pigments; Mixtured crystals; Solid solutions
- C09B67/0046—Mixtures of two or more azo dyes
- C09B67/0051—Mixtures of two or more azo dyes mixture of two or more monoazo dyes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1:2:3- Trimethyl-4- aminopyrazolinone-(5) is obtained by nitrosation and subsequent reduction with zinc dust of 1:2:3-trimethyl-pyrazolinone-(5) in an aqueous solution, and is reacted with salicylaldehyde to form the corresponding azomethine. 1-n-butyl- or-(21-methyl-61- chlorophenyl) -2:3-dimethyl-4-amino-pyrazolinone-(5) is prepared by treating 1-n-butyl- or-(21-methyl-61-chlorophenyl) -3-methylpyrazolone-(5) with dimethyl sulphate to give 1-n-butyl- or-(21-methyl-61-chlorophenyl) - 2:3- dimethyl-pyrazolinone-(5) and then proceeding as above. 1-methyl-4-hydroxy-6-chloroquinolone-(2) is prepared by treating 2:5-dichlorobenzoic acid with methylamine in the presence of copper oxychloride to give N-methyl-5-chloro-anthranilic acid which is boiled in a mixture of glacial acetic acid and acetic anhydride. Specification 697,056 is referred to.ALSO:The invention comprises copper complexes containing in complex union 1 atom of copper and 1 mol of a monoazo dyestuff of formula:- <FORM:0876815/IV(c)/1> wherein A1 and A2 are alkyl or phenyl residues free from acid water-solubilizing groups, R is a 4-hydroxyquinolone-(2) residue free from acid water-solubilizing groups and coupled in the 3-position, and "alk" is an alkyl group. They are prepared by treating 1 mol of an azo dyestuff of the above formula with 1 mol of a copper-yielding agent such as copper sulphate or acetate in water, acetic acid or dimethyl formamide. The monoazodyestuffs are prepared by diazotizing a suitable aminopyrazolinone and coupling with a 4-hydroxy-quinolone-(2). They give yellow shades on polyacrylonitrile fibres. In examples the following dyestuffs are prepared and converted into their 1 : 1-copper complexes : aminoantipyrine --> 2 : 4-dihydroxyquinoline or N-methyl-4-hydroxy-quinolone-(2) or N-methyl-4-hydroxy-6-chloroquinoline-(2); 1 : 2 : 3-trimethyl-4-aminopyrazolinone-(5) --> N-n-butyl-4-hydroxy-quinolone-(2); isoantipyrine --> N-methyl-4-hydroxyquinolone-(2) and 1(21-methyl- 61-chlorophenyl)-2 : 3-dimethyl- 4-aminopyrazolinone-(5) --> N-methyl- 4-hydroxyquinolone-(2).
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH876815X | 1958-02-06 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB876815A true GB876815A (en) | 1961-09-06 |
Family
ID=4544480
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1300/59A Expired GB876815A (en) | 1958-02-06 | 1959-01-13 | Copper complexes of monoazo-dyestuffs and process for their manufacture |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB876815A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007007748A1 (en) * | 2005-07-14 | 2007-01-18 | Mitsubishi Kagaku Media Co., Ltd. | Optical recording medium, optical recording material and metal complex compound |
-
1959
- 1959-01-13 GB GB1300/59A patent/GB876815A/en not_active Expired
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007007748A1 (en) * | 2005-07-14 | 2007-01-18 | Mitsubishi Kagaku Media Co., Ltd. | Optical recording medium, optical recording material and metal complex compound |
| US8075976B2 (en) | 2005-07-14 | 2011-12-13 | Mitsubishi Kagaku Media Co., Ltd. | Optical recording medium, optical recording material and metal complex compound |
| US8309196B2 (en) | 2005-07-14 | 2012-11-13 | Mitsubishi Kagaku Media Co., Ltd. | Optical recording medium, optical recording material and metal complex compound |
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