GB811156A - Improvements in or relating to cyanine dyestuffs - Google Patents

Improvements in or relating to cyanine dyestuffs

Info

Publication number
GB811156A
GB811156A GB1232856A GB1232856A GB811156A GB 811156 A GB811156 A GB 811156A GB 1232856 A GB1232856 A GB 1232856A GB 1232856 A GB1232856 A GB 1232856A GB 811156 A GB811156 A GB 811156A
Authority
GB
United Kingdom
Prior art keywords
anhydride
methylmercapto
aryl
alkyl
phenyl
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
GB1232856A
Inventor
Jean-Marie Nys
Theofiel Hubert Ghys
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.)
Gevaert Photo Producten NV
Original Assignee
Gevaert Photo Producten NV
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
Priority to DEG19455A priority Critical patent/DE1062370B/en
Application filed by Gevaert Photo Producten NV filed Critical Gevaert Photo Producten NV
Priority to GB1232856A priority patent/GB811156A/en
Publication of GB811156A publication Critical patent/GB811156A/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
    • C09B23/00Methine or polymethine dyes, e.g. cyanine dyes
    • C09B23/02Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups
    • C09B23/04Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups one >CH- group, e.g. cyanines, isocyanines, pseudocyanines

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

Symmetrical monomethine cyanine or complex cyanine dyes in which the methine group may carry an alkyl, aryl or benzyl group, are prepared by condensing a quaternary salt of the formula: <FORM:0811156/IV (c)/1> (wherein Y is O, S or Se, R2 is alkyl, alkenyl or aryl, X is an anion and Z completes a 5-membered heterocyclic ring which may carry substituents including a doubly-bonded heterocyclic azole group), with an acid anhydride of the formula (R1-CH2-CO)2O, wherein R1 is hydrogen, alkyl, aryl or benzyl, in the presence of an alkaline condensing agent. Examples are given of the production of simple cyanine dyes wherein the methine group is unsubstituted or carries a methyl, ethyl, phenyl or benzyl substituent by the reaction of acetic anhydride, propionic anhydride, butyric anhydride, phenyl acetic anhydride or phenyl propionic anhydride respectively with quaternary salts such as 2-methylmercapto-benzthiazole dimethyl sulphate, 2-methylmercapto-benzoxazole dimethyl sulphate or 2-methylmercaptobenzselenazole dimethyl sulphate, in the presence of triethylamine. An example is also given of the preparation of a complex cyanine dye by refluxing [2-(3-methylbenzthiazole)] [5-(2 - methylmercapto - 3 - ethyl - thiazolidone - 4)] merocyanine - p - toluenesulphonate with acetic anhydride in the presence of triethylamine.
GB1232856A 1956-04-21 1956-04-23 Improvements in or relating to cyanine dyestuffs Expired GB811156A (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
DEG19455A DE1062370B (en) 1956-04-21 1956-04-21 Process for the preparation of symmetrical monomethine cyanine dyes
GB1232856A GB811156A (en) 1956-04-23 1956-04-23 Improvements in or relating to cyanine dyestuffs

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1232856A GB811156A (en) 1956-04-23 1956-04-23 Improvements in or relating to cyanine dyestuffs

Publications (1)

Publication Number Publication Date
GB811156A true GB811156A (en) 1959-04-02

Family

ID=10002472

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1232856A Expired GB811156A (en) 1956-04-21 1956-04-23 Improvements in or relating to cyanine dyestuffs

Country Status (1)

Country Link
GB (1) GB811156A (en)

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