GB941866A - Process for the preparation of 1-methyl-1, 2-di(benzimidazolyl-[2]) ethylene derivatives - Google Patents

Process for the preparation of 1-methyl-1, 2-di(benzimidazolyl-[2]) ethylene derivatives

Info

Publication number
GB941866A
GB941866A GB21056/62A GB2105662A GB941866A GB 941866 A GB941866 A GB 941866A GB 21056/62 A GB21056/62 A GB 21056/62A GB 2105662 A GB2105662 A GB 2105662A GB 941866 A GB941866 A GB 941866A
Authority
GB
United Kingdom
Prior art keywords
formula
acid
compound
diaminobenzene
hydrogen
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
GB21056/62A
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
Ciba 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 Ciba AG filed Critical Ciba AG
Publication of GB941866A publication Critical patent/GB941866A/en
Expired legal-status Critical Current

Links

Classifications

    • D—TEXTILES; PAPER
    • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
    • D01F6/02—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolymers obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D01F6/18—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolymers obtained by reactions only involving carbon-to-carbon unsaturated bonds from polymers of unsaturated nitriles, e.g. polyacrylonitrile, polyvinylidene cyanide
    • D—TEXTILES; PAPER
    • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
    • D01F6/28—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolymers obtained by reactions only involving carbon-to-carbon unsaturated bonds
    • D01F6/38—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from copolymers obtained by reactions only involving carbon-to-carbon unsaturated bonds comprising unsaturated nitriles as the major constituent

Landscapes

  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Textile Engineering (AREA)
  • Health & Medical Sciences (AREA)
  • Toxicology (AREA)
  • Detergent Compositions (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

Compounds of the formula: <FORM:0941866/C2/1> in which A1 and A2 may be identical or different and each represents a benzene residue of the formula: <FORM:0941866/C2/2> in which X1 and X2 each represents a hydrogen or chlorine atom or an alkyl group containing up to 4 carbon atoms, are prepared by reacting a dicarboxylic acid of the formula: HOOC-(C3H4)-COOH (in which C3H4 represents a simply unsaturated hydrocarbon residue, the two carboxylic acid groups being linked to vicinal carbon atoms of the residue C3H4) or a functional derivative of such an acid, with at least one 1,2-diaminobenzene of the formula: <FORM:0941866/C2/3> in which X1 and X2 are as defined above, in a molar ratio of 1:2 at a temperature of from 150 DEG C. to 210 DEG C. in the presence of a phosphoric acid of the formula: Hn+2 Pn O3n+1 in which n is a whole number. Suitable acids are nitraconic acid, mesaconic acid and itaconic acid. Specified suitable functional derivatives are the esters, the acid halides and the inner anhydrides of these acids. The reaction may be performed in a single stage using 1 molecular proportion of the acid or its functional derivative to 2 molecular proportions of the diaminobenzene, the product being a symmetrical compound with regard to the benzimidarole radicals, or it may be performed in two stages, the carboxylic acid or its functional derivative being reacted with a diaminobenzene in a molecular ratio of 1:1 and the resulting acid of the formula: <FORM:0941866/C2/4> in which A1 is as defined above, one Z is hydrogen and the other a methyl group, being reacted with a different diaminobenzene in a molecular ratio of 1:1 at a higher temperature than that used in the first stage, the product being an asymmetrical compound with regard to the benzimidazole radicals. Examples are given. The compounds are optical brightening agents (see Divisions C5 and D1). ALSO:Detergents such as soaps may contain as additives brightening agents of the formula <FORM:0941866/C3/1> in which A1 and A2 may be identical or different and each represents a benzene residue of the formula <FORM:0941866/C3/2> in which X1 and X2 each represents a hydrogen or chlorine atom or an alkyl group containing up to 4 carbon atoms (see Division C2). Example 10 describes soap containing the compound of the formula <FORM:0941866/C3/3>ALSO:Textile fibres may be treated with brightening agents of the formula <FORM:0941866/D1-D2/1> p in which A1 and A2 may be identical or different and each represents a benzene residue of the formula <FORM:0941866/D1-D2/2> in which X1 and X2 each represents a hydrogen or chlorine atom or an alkyl group containing up to 4 carbon atoms (see Division C2). Many fibres are specified. Example 9 describes the treatment of polyacrylonitrile fabric with a bath containing formic acid and the compound of the formula <FORM:0941866/D1-D2/3> Example 10 describes the washing of cellulose fibres, polyamide fibres and acetate rayon with soap containing the compound of the formula <FORM:0941866/D1-D2/4>
GB21056/62A 1961-06-05 1962-05-31 Process for the preparation of 1-methyl-1, 2-di(benzimidazolyl-[2]) ethylene derivatives Expired GB941866A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CH653161A CH415648A (en) 1961-06-05 1961-06-05 Process for the preparation of 1-methyl-1,2-di- (benzimidazolyl- (2 ')) -ethylenes and their application

Publications (1)

Publication Number Publication Date
GB941866A true GB941866A (en) 1963-11-13

Family

ID=4311059

Family Applications (1)

Application Number Title Priority Date Filing Date
GB21056/62A Expired GB941866A (en) 1961-06-05 1962-05-31 Process for the preparation of 1-methyl-1, 2-di(benzimidazolyl-[2]) ethylene derivatives

Country Status (4)

Country Link
CH (1) CH415648A (en)
ES (1) ES277959A1 (en)
GB (1) GB941866A (en)
SE (1) SE309419B (en)

Also Published As

Publication number Publication date
ES277959A1 (en) 1963-01-01
SE309419B (en) 1969-03-24
CH415648A (en) 1966-06-30

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