GB316172A - Process for the manufacture and production of condensation products of the benzanthrone series - Google Patents

Process for the manufacture and production of condensation products of the benzanthrone series

Info

Publication number
GB316172A
GB316172A GB3846828A GB3846828A GB316172A GB 316172 A GB316172 A GB 316172A GB 3846828 A GB3846828 A GB 3846828A GB 3846828 A GB3846828 A GB 3846828A GB 316172 A GB316172 A GB 316172A
Authority
GB
United Kingdom
Prior art keywords
benzanthronyl
sulphide
pyridine
sodium
dyestuff
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
GB3846828A
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.)
IG Farbenindustrie AG
Original Assignee
IG Farbenindustrie 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 IG Farbenindustrie AG filed Critical IG Farbenindustrie AG
Priority to GB3846828A priority Critical patent/GB316172A/en
Publication of GB316172A publication Critical patent/GB316172A/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
    • C09B5/00Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings
    • C09B5/24Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic rings being only condensed with an anthraquinone nucleus in 1-2 or 2-3 position
    • C09B5/2409Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic rings being only condensed with an anthraquinone nucleus in 1-2 or 2-3 position not provided for in one of the sub groups C09B5/26 - C09B5/62
    • C09B5/2427Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic rings being only condensed with an anthraquinone nucleus in 1-2 or 2-3 position not provided for in one of the sub groups C09B5/26 - C09B5/62 only sulfur-containing hetero rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Electrolytic Production Of Non-Metals, Compounds, Apparatuses Therefor (AREA)

Abstract

316,172. Johnson, J. Y., (I. G. Farbenindustrie Akt.-Ges.). March 24, 1928. Divided on 319,593. Samples furnished. Benzanthrone derivatives.-Condensation products of the benzanthrone series, which are converted into vat dyes by hydrolysis and simultaneous or consecutive oxidation, are obtained by treating with alkaline condensing agents derivatives of benzanthrone with free 2-position having in the Bz1-position the group SCH2-COR, where R is an alkyl or aryl group, which may be substituted. The condensation products probably correspond to the general formula They are insoluble in dilute acids and are converted by the action of alkalis into salt-like compounds which furnish intensely-coloured solutions with water, alcohol, acetone and the like. In examples (1) acetonyl-Bz1-benzanthronyl sulphide, obtained by the action of monochloracetone on sodium Bz1-benzanthronyl mercaptide, is treated with (a) caustic potash in pyridine, (b) alcoholic caustic potash, or (c) sodium sulphide alone or with pyridine, (2) phenacyl-Bz1-benzanthronyl sulphide, obtained from #-bromacetophenone and sodium Bz1-benzanthronyl mercaptide, is treated with caustic potash in pyridine, (3) p-chlorphenacyl-Bz1-benzanthronyl sulphide, obtained from p-chlorphenacyl chloride and sodium Bz1-benzanthronyl mercaptide, is heated with caustic potash and pyridine, (4) the condensation product from acetonyl-Bz1-benzanthronyl sulphide is heated with aqueous sodium carbonate or with concentrated hydrochloric acid or phosphoric acid in an autoclave and the product is treated with sulphuric acid monohydrate; on dilution a vat dyestuff is obtained which is identical with the vat dyestuff from Bz1-benzanthronylthioglycollic acid described in Specification 311,047, (5) the condensation product from acetonyl-Bz1-benzanthronyl sulphide is heated with sodium peroxide solution, or with sodium carbonate and ammonium persulphate, in an autoclave, whereby the dyestuff of the preceding example is obtained in a single operation, and (6) the condensation product from phenacyl-Bz1- benzanthronyl sulphide is heated with 78 per cent sulphuric acid, sulphurous acid is eliminated and the dyestuff which separates out is purified by extraction with pyridine; the dyestuff is partly present as a sulphonic acid, which may be removed by washing with an aqueous solution of pyridine.
GB3846828A 1928-03-24 1928-03-24 Process for the manufacture and production of condensation products of the benzanthrone series Expired GB316172A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB3846828A GB316172A (en) 1928-03-24 1928-03-24 Process for the manufacture and production of condensation products of the benzanthrone series

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3846828A GB316172A (en) 1928-03-24 1928-03-24 Process for the manufacture and production of condensation products of the benzanthrone series

Publications (1)

Publication Number Publication Date
GB316172A true GB316172A (en) 1929-07-24

Family

ID=10403643

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3846828A Expired GB316172A (en) 1928-03-24 1928-03-24 Process for the manufacture and production of condensation products of the benzanthrone series

Country Status (1)

Country Link
GB (1) GB316172A (en)

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