GB815840A - New sulphur dyestuffs of the dioxazine series - Google Patents

New sulphur dyestuffs of the dioxazine series

Info

Publication number
GB815840A
GB815840A GB34552/56A GB3455256A GB815840A GB 815840 A GB815840 A GB 815840A GB 34552/56 A GB34552/56 A GB 34552/56A GB 3455256 A GB3455256 A GB 3455256A GB 815840 A GB815840 A GB 815840A
Authority
GB
United Kingdom
Prior art keywords
acid
dioxazine
amino
treating
followed
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
GB34552/56A
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.)
Cassella Farbwerke Mainkur AG
Original Assignee
Cassella Farbwerke Mainkur 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 Cassella Farbwerke Mainkur AG filed Critical Cassella Farbwerke Mainkur AG
Publication of GB815840A publication Critical patent/GB815840A/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
    • C09B49/00Sulfur dyes
    • C09B49/06Sulfur dyes from azines, oxazines, thiazines or thiazoles
    • 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)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)

Abstract

The invention comprises sulphur dyestuffs of the dioxazine series and a process for making them by transforming a dioxazine compound of the general formula <FORM:0815840/IV (c)/1> (wherein R is an iso- or heterocyclic residue which may be substituted and X is is halogen) or a sulphonic acid thereof into a corresponding sulphochloride and treating it with an acidic reducing agent. The sulphochlorides are made by treating a dioxazine of the above formula with chlorosulphonic acid at up to 150 DEG C. or by treating a sulphonic acid thereof with phosphorus pentachloride or chlorosulphonic acid. Acid reducing agents specified are mixtures of water and hydrochloric acid with iron powder, zinc dust or stannous chloride. In examples, the dioxazines derived from chloranil and (1) aniline; (2) 1-amino-2-methoxy-5-methyl-benzene; (3) dehydrothiotoluidine followed by ring closure with organic acid halides, phosphorus halides or ferric chloride in nitrobenzene, and the corresponding dioxazine containing no methyl substituents, (4) a - and b -naphthylamine; (5) 2-aminodiphenylene oxide or 2-amino-3-methoxydiphenylene oxide; (6) p-aminodiphenyl; (7) o-aminodiphenyl ether; (8) 3-aminocarbazole and 3-amino-N-ethyl-carbazole; (9) 3-aminopyrene; (10) 2-amino-chrysene; and (11) 2-aminoflourene followed by ring closure by boiling in nitrobenzene, are treated with chlorosulphonic acid and reduced. The dyestuffs dye vegetable fibres such as cotton red, purple, violet and blue shades from a sodium sulphide vat followed by air or potassium dichromate oxidation. The shades may be brightened and fastness improved by an aftertreatment with perborates, percarbonates or potassium dichromate-acetic acid-copper sulphate. Specifications 886/1912 [Class 2 (Iii)], and 416,887 are referred to.
GB34552/56A 1955-11-23 1956-11-12 New sulphur dyestuffs of the dioxazine series Expired GB815840A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE815840X 1955-11-23

Publications (1)

Publication Number Publication Date
GB815840A true GB815840A (en) 1959-07-01

Family

ID=6734850

Family Applications (1)

Application Number Title Priority Date Filing Date
GB34552/56A Expired GB815840A (en) 1955-11-23 1956-11-12 New sulphur dyestuffs of the dioxazine series

Country Status (1)

Country Link
GB (1) GB815840A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3495928A (en) * 1964-11-20 1970-02-17 Ciba Ltd Dyeing process
US3503880A (en) * 1966-10-14 1970-03-31 Du Pont Yarn
CN104387796A (en) * 2014-09-26 2015-03-04 天津德凯化工股份有限公司 Reactive dye and preparation method thereof
CN104387794A (en) * 2014-09-26 2015-03-04 天津德凯化工股份有限公司 Blue reactive dye and preparation method thereof
CN104387795A (en) * 2014-09-26 2015-03-04 天津德凯化工股份有限公司 Reactive blue dye and preparation method thereof

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3495928A (en) * 1964-11-20 1970-02-17 Ciba Ltd Dyeing process
US3503880A (en) * 1966-10-14 1970-03-31 Du Pont Yarn
CN104387796A (en) * 2014-09-26 2015-03-04 天津德凯化工股份有限公司 Reactive dye and preparation method thereof
CN104387794A (en) * 2014-09-26 2015-03-04 天津德凯化工股份有限公司 Blue reactive dye and preparation method thereof
CN104387795A (en) * 2014-09-26 2015-03-04 天津德凯化工股份有限公司 Reactive blue dye and preparation method thereof
CN104387796B (en) * 2014-09-26 2019-01-22 天津德凯化工股份有限公司 A kind of reactive dye and preparation method thereof
CN104387795B (en) * 2014-09-26 2019-08-13 天津德凯化工股份有限公司 A kind of reactive blue dye and preparation method thereof
CN104387794B (en) * 2014-09-26 2019-08-13 天津德凯化工股份有限公司 A kind of blue active dye and preparation method thereof

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