GB878661A - Improvements relating to dioxazine pigments and their use - Google Patents

Improvements relating to dioxazine pigments and their use

Info

Publication number
GB878661A
GB878661A GB14861/58A GB1486158A GB878661A GB 878661 A GB878661 A GB 878661A GB 14861/58 A GB14861/58 A GB 14861/58A GB 1486158 A GB1486158 A GB 1486158A GB 878661 A GB878661 A GB 878661A
Authority
GB
United Kingdom
Prior art keywords
pigments
chloride
dimethoxyaniline
nitration
dimethoxy
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
GB14861/58A
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.)
Novartis AG
Original Assignee
JR Geigy AG
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 JR Geigy AG filed Critical JR Geigy AG
Publication of GB878661A publication Critical patent/GB878661A/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
    • C09B19/00Oxazine dyes
    • C09B19/02Bisoxazines prepared from aminoquinones

Landscapes

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

Abstract

Viscose or cellulose ester materials are dyed in the mass and polyvinyl chloride compositions and urea-alkyd resin lacquers are coloured by pigments of the formula:- <FORM:0878661/IV (a)/1> which are free from carboxylic acid and sulphonic acid groups and wherein X represents an acylamino group derived from a carboxylic acid and R1 is an alkyl, aralkyl or aryl group which may be substituted. Examples describe (7) a lacquer containing a pigment of the above formula, titanium dioxide, a 60% solution of a modified urea-alkyd resin in xylene/butanol 1 : 1, turpentine and xylene, and (8) a composition containing polyvinyl chloride, a pigment of the above formula, titanium dioxide, dioctyl phthalate and dibutyl tin dilaurate.ALSO:4-Acylamino-2:5-dimethoxy or diethoxyanilines are made by nitration and reduction of the condensation products from 2:5-dimethoxyaniline and m-chloro- or 2:4-dichloro-benzoyl chlorides, lactic acid, isonicotinyl chloride, furoyl chloride and b -methoxyethyl chloroformate, or of the condensation products from 2:5-diethoxyaniline and o- or p-chlorobenzoyl chlorides. 4-(o- or p-chlorobenzoyl-N-methyl-amino)-2:5-dimethoxy-aniline is made by nitration and reduction of the condensation product from 2:5-dimethoxy-N-methylaniline and o-or p-chlorobenzoyl chloride respectively. 4-(acetyl- or o-chlorobenzoyl-N-benzyl-amino)-2:5-dimethoxyaniline is made by nitration and reduction of the condensation products from 2:5-dimethoxy-N-benzylaniline and acetyl chloride or o-chlorobenzoyl chloride respectively. 4-(benzoyl- or acetyl-amino)-2:5-diphenoxy- or benzyloxy-anilines are made by nitration and reduction of the condensation products obtained from 2:5-diphenoxy- or dibenzyloxy-aniline and benzoyl or acetyl chloride. 4-(31:41- dichlorophenylcarbamylamino) -2:5-dimethoxy-aniline is made by nitration and reduction of the condensation product from 2:5-dimethoxyaniline and 3:4-dichlorophenyl-isocyanate. 4-phthalimido- 2:5- dimethoxyaniline is made by condensing 4-nitro-2:5-dimethoxyaniline with phthalic acid anhydride and reducing the nitro group.ALSO:The invention comprises dioxazine pigments of the general formula:- <FORM:0878661/IV(c)/1> where X is an acylamino group derived from a carboxylic acid and R1 is an alkyl, aralkyl or aryl group which may be substituted, the pigments being free from carboxylic acid and sulphonic acid groups. The pigments are made by condensing by known methods amines of the formula:- <FORM:0878661/IV(c)/2> where X and R1 are as above and Y is hydrogen or -OR2 where R2 has the values indicated for R1, with chloranil and simultaneously or subsequently converting by known methods the condensation products into triphendioxazine dyestuffs of the above general formula. They may be finely dispersed by treatment with sulphuric acid or aliphatic or aromatic carboxylic or sulphonic acids, or by milling with inorganic or organic salts and solid or liquid organic solvents. The pigments may be blended with phthalocyanine pigments.
GB14861/58A 1957-05-10 1958-05-09 Improvements relating to dioxazine pigments and their use Expired GB878661A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH878661X 1957-05-10

Publications (1)

Publication Number Publication Date
GB878661A true GB878661A (en) 1961-10-04

Family

ID=4544649

Family Applications (1)

Application Number Title Priority Date Filing Date
GB14861/58A Expired GB878661A (en) 1957-05-10 1958-05-09 Improvements relating to dioxazine pigments and their use

Country Status (1)

Country Link
GB (1) GB878661A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0036966A2 (en) * 1980-03-21 1981-10-07 CASSELLA Aktiengesellschaft Process for the preparation of a violet pigment
US5565563A (en) * 1993-12-06 1996-10-15 Sandoz Ltd. Triphendioxazine compounds

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0036966A2 (en) * 1980-03-21 1981-10-07 CASSELLA Aktiengesellschaft Process for the preparation of a violet pigment
EP0036966A3 (en) * 1980-03-21 1982-01-20 Cassella Aktiengesellschaft Process for the preparation of a violet pigment
US5565563A (en) * 1993-12-06 1996-10-15 Sandoz Ltd. Triphendioxazine compounds

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