GB411877A - Manufacture and application of new dyestuffs - Google Patents

Manufacture and application of new dyestuffs

Info

Publication number
GB411877A
GB411877A GB469432A GB469432A GB411877A GB 411877 A GB411877 A GB 411877A GB 469432 A GB469432 A GB 469432A GB 469432 A GB469432 A GB 469432A GB 411877 A GB411877 A GB 411877A
Authority
GB
United Kingdom
Prior art keywords
compounds
class
iii
anthraquinone
oxy
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
GB469432A
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.)
Acordis UK Ltd
Original Assignee
British Celanese Ltd
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 British Celanese Ltd filed Critical British Celanese Ltd
Priority to GB469432A priority Critical patent/GB411877A/en
Publication of GB411877A publication Critical patent/GB411877A/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
    • C09B1/00Dyes with anthracene nucleus not condensed with any other ring
    • C09B1/50Amino-hydroxy-anthraquinones; Ethers and esters thereof
    • C09B1/51N-substituted amino-hydroxy anthraquinone
    • C09B1/514N-aryl derivatives

Landscapes

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

Abstract

Amini-anthraquinone derivatives; dyeing cellulose esters and ethers. Unsulphonated anthraquinone compounds having as substituents an acidylaminoarylamino group and a hydroxyl group, are prepared by the action of a primary arylamine substituted in the nucleus by an acidylamino group upon a hydroxy anthraquinone containing a further negative atom or group or an amino group, which substituent is replaceable by arylamino by the action of an aromatic amine. Reference is made to the replacement of nitro, hydroxy, methoxy, amino, halogeno and sulpho groups by acidylaminoarylamino groups of which p-aminoacetanilide monacetyl - p - phenylenediamine and monacetyl - p - toluylenediamine are specified; suitable starting materials are 1 - amino - 4 - oxyanthraquinone, 1 - oxy - 4 - chlor - or bromanthraquinone, 1 - oxy - 4 - nitroanthraquinone, 4 - nitrochrysazin 4-chlorchrysazin, 4.8 - dinitro - or 4.8 - diaminoanthrarufin, quinizarin. Replacement of hydroxy groups by substituted amino groups is frequently effected advantageously by using the anthraquinone in the form of a leuco derivative (c.f. Specification 310,784, [Class 2 (iii)]). Alternatively the desired anthraquinone compounds are prepared by acidylating a primary or secondary amino group present as a substituent in an arylamino group of a hydroxyarylaminoanthraquinone. In examples (1) 1 - oxy - 4 - chloranthraquinone is condensed with p-phenylenediamine and the product acetylated: (2) p-chlorchrysazin is treated as in (1) : (3) 1 - oxy - 4 - nitroanthraquinone is condensed with monacetyl-p-phenylenediamine: (4) leuco-quinizarin is condensed with monoacetyl-p-phenylenediamine. Reference is made to compounds wherein the acidyl residue is formyl, propionyl, benzoyl, etc., and wherein the aryl residues contain further halogen, nitro, alkoxy, alkyl substituents in addition to acidylamino. The products are used for dyeing cellulose ester and ether materials, reference being made to cellulose formate, propionate and butyrate, ethyl and benzyl cellulose, alone or admixed with other textile fibres. The products are applied to textile materials in solution, aqueous suspension or after colloidal dispersion. For convenience they may be converted into liquid, paste, or powdered compositions comprising the dye in finely divided form and prepared, for example, by grinding, by dissolving in a solvent and mixing with water containing or not protective colloids and/or dispersators, or by treatment with dispersing agents alone or in presence of protective colloids and/or liquids. Specified dispersing agents are sulphoaromatic fatty acid compounds (Specification 242,393, [Class 2 (iii)], sulphoaromatic ricinoleic acid compounds (Specification 273,819, [Class 2 (iii)]), naphthenic acids or other carbocyclic compounds containing salt-forming groups or salts of such acids or compounds (Specification 224,925, [Class 2 (iii)]), sulphonated oil compounds, sulphuric esters of higher aliphatic alcohols, furfural naphthalene sulphonic acid compounds (Specification 322,737, [Class 2 (iii)]), resino-naphthalene sulphonic acid compounds (Specification 323,788, [Class 2 (iii)]), formaldehyde-naphthalene sulphonic acid compounds, alkyl-,cycloalkyl-, and aralkylnaphthalene sulphonic acids, sulphite cellulose waste liquors, sulphonic acid compounds of mineral oils, tar oils, brown coal tar oils, and condensation products of these with alcohols, sulpho compounds of distillation residues of benzaldehyde, carbohydrates including gums, glue and gelatine. They may be applied to the materials by dyeing, printing, stencilling, &c., or they may be used for colouring stannous chloride discharges (Specification 351,457). An example illustrates the dyeing of a cellulose acetate fabric in blue-violet shades by 1-oxy-4 - (p-acetylaminophenylamino) - anthraquinone boiled in pyridine and diluted with soap solution prior to filtering into the dyebath. Specifications 219,349, 273,820, [both in Class 2 (iii)], 365,170, 402,391, and 402,393, are referred to.
GB469432A 1932-02-17 1932-02-17 Manufacture and application of new dyestuffs Expired GB411877A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB469432A GB411877A (en) 1932-02-17 1932-02-17 Manufacture and application of new dyestuffs

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB469432A GB411877A (en) 1932-02-17 1932-02-17 Manufacture and application of new dyestuffs

Publications (1)

Publication Number Publication Date
GB411877A true GB411877A (en) 1934-06-20

Family

ID=9782032

Family Applications (1)

Application Number Title Priority Date Filing Date
GB469432A Expired GB411877A (en) 1932-02-17 1932-02-17 Manufacture and application of new dyestuffs

Country Status (1)

Country Link
GB (1) GB411877A (en)

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