GB298494A - Manufacture and application of dyestuffs containing metal - Google Patents

Manufacture and application of dyestuffs containing metal

Info

Publication number
GB298494A
GB298494A GB28932/28A GB2893228A GB298494A GB 298494 A GB298494 A GB 298494A GB 28932/28 A GB28932/28 A GB 28932/28A GB 2893228 A GB2893228 A GB 2893228A GB 298494 A GB298494 A GB 298494A
Authority
GB
United Kingdom
Prior art keywords
mol
dyestuff
acid
product
aniline
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
GB28932/28A
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 GB298494A publication Critical patent/GB298494A/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
    • C09B43/00Preparation of azo dyes from other azo compounds
    • C09B43/12Preparation of azo dyes from other azo compounds by acylation of amino groups
    • C09B43/136Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents
    • C09B43/16Preparation of azo dyes from other azo compounds by acylation of amino groups with polyfunctional acylating agents linking amino-azo or cyanuric acid residues

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)

Abstract

298,494. Soc. of Chemical Industry in Basle. Oct. 8, 1927, [Convention date]. Azo dyes, soluble metal compounds of.-Azo dyestuffs containing metal, with or without other compounds containing a suitable group or groups, are condensed with cyanuric halides. The products may be subjected to further treatment, such as coupling with a diazo compound or diazotization ,and further coupling in substance or on the fibre, reduction, condensation, acidylation (including treatment with phosgene), alkylation, aralkylation, or ablation. The following examples are specified. (1) 1 Mol. of the copper compound of the dyestuff 2-aminophenol-4-sulphonic acid # (alkaline) 2 : 5 : 7-acid is condensed with 1 mol. of cyanuric chloride; the product dyes cotton, wool, and silk bluish red. (2) 1 Mol. of the chromium compound of the dyestuff 1 : 2 - aminonaphthol-4-sulphonic acid # anaphthol is subjected to nitrosation and reduction and condensed with 1 mol. of cyanuric chloride and 1 mol. of aniline; the product dyes cotton, wool, and silk blue-grey. (3) 2 Mols. of the chromium compound of the dyestuff 1 : 2-aminonaphthol-4-sulphonic acid # 3-aminophenol are condensed with 1 mol. of cyanuric chloride; the product, which dyes cotton, wool, and silk greyviolet, may be further condensed with 1 mol. of a compound containing an -OH, -SH or -NH2 group; the product so obtained with 1 mol. of aniline dyes cotton, wool, and silk blue-violet; the corresponding product from 2 mols. of the chromium compound of the dyestuff obtained by reduction of the product from the nitrated diazo compound of 1 : 2-aminonaphthol-4-sulphonic acid and 1-phenyl-3-methyl-5-pyrazolone (cf Specification 295,594), 1 mol. of cyanuric chloride, and 1. mol of aniline gives red dyeings; if the pyrazolone is replaced by 1-oxynaphthalene-8-sulphamide the dyeings are blue-green; if, in addition, the aniline is replaced by 1-chloro-2 : 4- phenylenediamine, the dyeings ma.y be diazotized on the fibre and developed with #-naphthol; the corresponding product from 2 mols. of the copper compound of the dyestuff 2-aminophenol-4-sulphonic acid # (alkaline) 2 : 8 : 6-acid, 1 mol. of cyanuric chloride, and 1 mol. of aniline gives 'blue-red dyeings. (4) 3 Mols. of the chromium compound of the dyestuff obtained by reduction of the product from the nitrated diazo compound of 1: 2-aminonaphthol-4-sulphonic acid and anaphthol are condensed with 1 mol. of cyanuric chloride; the product dyes cotton, wool, and silk grey. (5) The condensation product from 1 mol. of 2 : 5 : 7-acid and 1 mol. of cyanuric chloride is condensed with the product obtained by simultaneous chroming and reduction of the dyestuff 6-nitro-2-aminophenol-4-sulphonic acid # #- naphthol; the product, which dyes cotton, wool, and silk violet, may be further condensed with 1-chlor-2 : 4 - phenylenediamine, whereupon the product may be diazotized and coupled with #- naphthol in substance or on the fibre, the final dyeings being brown-red, or the product may be coupled in substance or on the fibre with diazo compounds, the final dyeings using the diazo compounds of p-nitraniline and of aniline being red-violet and brown-red respectively. (6) 2 Mols. of the copper compound of the dyestuff 2- aminophenol-4-sulphonic acid # (alkaline) 2 : 8 : 6-acid are condensed with 1 mol. of cyanuric chloride and 1 mol. of 1-chloro-2 :4-phenylenediamine; the product, which dyes cotton, wool, and silk bluish red, may be diazotized on the fibre and developed with #-naphthol. (7) 1 Mol. of the dyestuff 2-aminonaphthalene-4 : 8-disulphonic acid # cresidine and 1 mol. of the copper compound of the dyestuff 2-aminophenol- 4-sulphonic acid # (alkaline) 2: 5 :7-acid are condensed with 1 mol. of cyanuric chloride; the product, which dyes cotton, wool, and silk brown, may be further condensed with 1 mol. of aniline. (8) 1 Mol. of the chromium compound of the dyestuff 1 : 2-aminonaphthol-4-sulphonic acid # 1 : 5-aminonaphthol, 1 mol. of the copper compound of the dyestuff 1 : 2-aminonaphthol-4-sulphonic acid # 3-aminophenol, and 1 mol. of aniline are condensed with 1 mol. of cyanuric chloride : the product dyes cotton, wool, and silk violet; if the aniline is replaced by 1-chlor-2 : 4- phenylenediamine., the dyeings, may be diazotized and developed with #-naphthol, resorcinol, or 1- phenyl-3-methyl-5-pyrazolone. (9) 1 Mol. of the chromium compound of the dyestuff 1 : 2-aminonaphthol-4-sulphonic acid # a-naphthol is subjected to nitrosation and reduction and condensed with 1 mol. of cyanuric chloride, 1 mol. of paminoacetanilide, and 1 mol. of aniline, and the condensation product is saponified and treated with phosgene; the disazo product dyes cotton, wool, and silk blue. (10) 1 Mol. of the product obtained by simultaneous chroming and reduction of the dyestuff 6-nitro-2-aminophenol- 4-sulphonic acid # #-naphthol is condensed with 1-mol. of cyanuric chloride, 1 mol. of pphenylenediamine, and 1 mol. of aniline; the product dyes cotton, wool, and silk violet. A table is also given showing the colours of the dyeings obtained on cotton, wool, and silk with the products of condensation of 1 mol. of cyanuric chloride with the following components :-2 mols. of the copper compound of the dyestuff 3- amino-5-sulphosalicylic acid # alpha-naphthylamine; 2-mols. of the same copper compound and 1 mol. of aniline; 2 mols. of the copper compound of the dyestuff 3-amino-5-sulphosalicylic acid # 3-amninophenol; 2 mols. of the same copper compound and 1 mol. of aniline; 2 mols. of the copper compound of the dyestuff 2-aminobenzoic acid # (alkaline) 2 : 5 : 7-acid; 2 mols. of the same copper compound and 1 mol. of p-toluidine; 2 mols. of the chromium compound of the dyestuff 5-aminosalicylic acid # (alkaline) 2:5:7- acid and 1 mol. of ammonia; 2 mols. of the chromium compound of the dyestuff 2-aminobenzoic acid # (alkaline) 2:5: 7-acid and 1 mol. of monomethylamine; 2 mols. of the chromium compound of the dvestuff p-aminobenzeneazosalicylic acid and 1 mol. of aniline; 2 mols. of the cobalt compound of the product of reduction of the dyestuff from the nitrated diazo compound of 1 : 2-aminonaphthol-4-sulphonic acid and #-naphthol, and 1 mol. of 1-chlor-2: 4- phenylenediamine; 2 mols. of the nickel compound of the product of reduction of the dyestuff from the nitrated diazo compound of 1 : 2-aminonaphthol-4-sulphonic acid and alpha-naphthol, and 1 mol. of aniline; 1 mol. of the chromium compound of the dyestuff 4-nitro-2-aminophenol # (alkaline) 1:2- aminonaphthol - 3 : 6-disulphonic acid, 1 mol. of p-aminobenzeneazosalicylic acid, and 1 mol. of aniline ; 1 mol. of the dyestuff 2- aminonaphthalene - 4 : 8 - disulphonic acid # cresidine, 1 mol. of the chromium compound of the product of reduction of the dyestuff from the nitrated diazo compound of 1 : 2-aminonaphthol- 4-sulphonic acid and 5 : 8-dichlor-1-naphthol, and 1 mol. of aniline; 1 mol. of the chromium compound of the product of saponification of the dyestuff 4-acetylamino - 2 - aminophenol-6-sulphonic acid # pyrogallol, and 2 mols. of aniline. Specification 209,723 also is referred to. The Specification as open to inspection under Sect. 91 (3) (a) comprises also a reference to a dyestuff obtained by condensation of 1 mol. of cyanuric chloride with 1 mol. of the chromium salt of p-aminosalicylic acid and 1 mol. of the dyestuff p-aminobenzeneazosalicylic acid. This subject matter does not appear in the Specification as accepted.
GB28932/28A 1927-10-08 1928-10-08 Manufacture and application of dyestuffs containing metal Expired GB298494A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH298494X 1927-10-08

Publications (1)

Publication Number Publication Date
GB298494A true GB298494A (en) 1929-11-28

Family

ID=4489967

Family Applications (1)

Application Number Title Priority Date Filing Date
GB28932/28A Expired GB298494A (en) 1927-10-08 1928-10-08 Manufacture and application of dyestuffs containing metal

Country Status (1)

Country Link
GB (1) GB298494A (en)

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