GB249884A - Manufacture of azo-dyestuffs containing metal - Google Patents

Manufacture of azo-dyestuffs containing metal

Info

Publication number
GB249884A
GB249884A GB8312/26A GB831226A GB249884A GB 249884 A GB249884 A GB 249884A GB 8312/26 A GB8312/26 A GB 8312/26A GB 831226 A GB831226 A GB 831226A GB 249884 A GB249884 A GB 249884A
Authority
GB
United Kingdom
Prior art keywords
oxynaphthalene
acid
chromium
disulphonic
diazotized
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
Application number
GB8312/26A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BASF Schweiz AG
Original Assignee
Gesellschaft fuer Chemische Industrie in Basel CIBA
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Gesellschaft fuer Chemische Industrie in Basel CIBA filed Critical Gesellschaft fuer Chemische Industrie in Basel CIBA
Publication of GB249884A publication Critical patent/GB249884A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09BORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B45/00Complex metal compounds of azo dyes
    • C09B45/02Preparation from dyes containing in o-position a hydroxy group and in o'-position hydroxy, alkoxy, carboxyl, amino or keto groups
    • C09B45/14Monoazo compounds

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Printing Plates And Materials Therefor (AREA)

Abstract

249,884. Soc. of Chemical industry in Basle. March 28, 1925, [Convention date]. Azo dyes, copper and chromium compounds of. -Azo dyestuffs containing copper or chromium are obtained by treating with an agent yielding copper or chromium an o-oxyazo-dyestuff produced either bv coupling a diazotized polysulphonic acid derived from 2-amino-1-oxynaphthalene-8-sulphonic acid with a coupling component, or by coupling a further sulphonated 1 : 8-oxynaphthalene sulphonic acid with an o-oxydiazo compound; in the latter case, in respect of the treatment with an agent yielding copper, the invention is limited to the treatment of those dyestuffs in which the o-oxydiazo compound is of the naphthalene series. The products dye animal fibres in an acid bath in fast, pure tints; those containing one or more carboxyl groups are suitable for chrome printing on cotton. In an example, the dyestuff from diazotized 2-amino-1- oxynaphthalene-4 : 8-disulphonic acid and 1- phenyl-3-methyl-5-pyrazolone is treated with copper sulphate, the, product dyes wool in red tints. Analogous dyes are obtained from the 3 : 8-disulphonic acid, and by replacing the phenylmethylpyrazolone by other pyrazolones or by a compound having a reactive methylene group, e.g. barbituric acid. The corresponding chromium compounds dye wool in blue-red tints, fast to fulling. In another example, the dyestuff from diazotized 2- amino-1-oxynaphthalene-4 : 8-disulphonic acid and 1-oxynaphthalene-4 : 8-disulphonic acid is treated with copper sulphate to yield the copper compound, which dyes wool in fast violet shades. In further examples, the dyestuffs from diazotized 2-amino-1-oxynaphthalene-4 : 8-disulphonic acid and #-naphthol or 1-oxynaphthalene-3 : 8-disulphonic acid are converted into the chromium compounds by treating with alkaline chromite solution or chromium fluoride; the products dye wool in blue tints. Similar dyestuffs are obtained by using the 4 : 8-disulphonic acid for the diazo compound, and a-naphthol or another naphthol-sulphonic acid as the coupling component. If 2-oxynaphthalene-3-carboxylic acid or 3-oxynaphthalene-1 : 8-dicarboxylic acid is used as the coupling component, the resulting dyestuff gives a fast blue tint in chrome printing on cotton ; that from resorcyclic acid gives a violet tint. In another example, the dyestuff from diazotized 4-nitro-2-amino-1-phenol and 1-oxynaphthalene- 4 : 8-disulphonic acid is converted into the chromium compound by treating with chromium fluoride. The product, and the corresponding dyestuffs with 1-oxynaphthalene-3 : 8-disulphonic acid and 1-oxynaphthalene-3 : 6 : 8-trisulphonic acid as components, give bordeaux tints. The compounds from diazotized 4-chlor-2-amino-1- phenol and 1-oxynaphthalene-3 : 8 (or 4: 8)-disulphonic acid are also described. In a further example, the dyestuff from diazotized picramic acid and 1-oxynaphthalene-4 : 8-disulphonic acid is converted into the chromium compound by treating with chromium fluoride: the product dyes wool a fast black. Specifications 26460/12, 1611/15, 15456/15, 104,045, and 226,797 are referred to. 2-Amino-1-oxynaphthalene-3 : 8- and 4 : 8- disulphonic acids are made by coupling 1-oxynaphthalene-3 : 8- or 4 : 8-disulphonic acids with diazobenzene and reducing the products. In the Specification as open to inspection under Sect. 91 (3) (a) the treatment with agents yielding copper is extended to the dyestuffs obtained by coupling further sulphonated 1 : 8-oxynaphthalene sulphonic acids with o-oxydiazo compounds in general, and is not limited to those in which the o-oxydiazo compounds are of the naphthalene series. Chromium acetate, formate and hydroxyhydrate. are also specified as agents yielding chromium, and the chromium compound of the dyestuff from diazotized 1-oxybenzene-2-amino-4- sulpho-6-carboxylic acid and 1-oxynaphthalene- 4 : 8-disulphonic acid is described. This subjectmatter does not appear in the Specification as accepted.
GB8312/26A 1925-03-28 1926-03-26 Manufacture of azo-dyestuffs containing metal Expired GB249884A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH249884X 1925-03-28

Publications (1)

Publication Number Publication Date
GB249884A true GB249884A (en) 1927-06-09

Family

ID=4467823

Family Applications (1)

Application Number Title Priority Date Filing Date
GB8312/26A Expired GB249884A (en) 1925-03-28 1926-03-26 Manufacture of azo-dyestuffs containing metal

Country Status (1)

Country Link
GB (1) GB249884A (en)

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