GB764690A - New sensitizing dyestuffs of the merocyanine series and their manufacture and use - Google Patents

New sensitizing dyestuffs of the merocyanine series and their manufacture and use

Info

Publication number
GB764690A
GB764690A GB32491/53A GB3249153A GB764690A GB 764690 A GB764690 A GB 764690A GB 32491/53 A GB32491/53 A GB 32491/53A GB 3249153 A GB3249153 A GB 3249153A GB 764690 A GB764690 A GB 764690A
Authority
GB
United Kingdom
Prior art keywords
formula
succinic acid
pyrrolidine
ethyl ester
ethyl
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
GB32491/53A
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.)
Hoechst AG
Original Assignee
Hoechst AG
Farbwerke Hoechst 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 Hoechst AG, Farbwerke Hoechst AG filed Critical Hoechst AG
Publication of GB764690A publication Critical patent/GB764690A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
    • C09B23/10—The polymethine chain containing an even number of >CH- groups
    • C09B23/105—The polymethine chain containing an even number of >CH- groups two >CH- groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

Pyrrolidine derivatives of the general formula <FORM:0764690/IV(b)/1> wherein R3 is a methyl, ethyl, allyl cyclohexyl, or benzyl group are obtained by treating succinic acid mono-ethyl ester amides of the formula C2H5OCO.CH2-CH2CO.NHR3 in boiling benzene or toluene with phosphorus pentasulphide. The corresponding compound where R3 is phenyl is stated to be known. Succinic acid mon-ethyl ester amides of the formula above are prepared by reacting amines of the formula R3NH2 with succinic acid mon-ethyl ester chloride.ALSO:Dyes of the following general formula are described:-<FORM:0764690/IV(b)/1> wherein R1 represents an alkyl group, R3 is a methyl, ethyl, allyl, cyclohexyl, phenyl or benzyl group and Z completes a heterocyclic nucleus such as dihydroquinoline, pyrrolidine, indoline, thiazolidine, 2.3 dihydrobenzthiazole, 2.3 dihydrobenzoxazole or 2.3 dihydrobenzselenazole. The carbocyclic rings of such nuclei may be substituted with alkyl, alkoxy or aryl groups. The dyes may be prepared by condensing a compound of the formula <FORM:0764690/IV(b)/2> wherein R2 is =O or =N-C6H5 with a 2-thioketo-5-keto-pyrrolidine having an R3 substituent on the N atom. The condensation may be carried out in pyridine as solvent, using a condensing agent such as piperidine.
GB32491/53A 1952-11-21 1953-11-23 New sensitizing dyestuffs of the merocyanine series and their manufacture and use Expired GB764690A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE764690X 1952-11-21

Publications (1)

Publication Number Publication Date
GB764690A true GB764690A (en) 1957-01-02

Family

ID=6672915

Family Applications (1)

Application Number Title Priority Date Filing Date
GB32491/53A Expired GB764690A (en) 1952-11-21 1953-11-23 New sensitizing dyestuffs of the merocyanine series and their manufacture and use

Country Status (3)

Country Link
BE (1) BE524483A (en)
FR (1) FR1092644A (en)
GB (1) GB764690A (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2979501A (en) * 1959-05-18 1961-04-11 Ilford Ltd Methin dyes containing pyrroline nuclei

Also Published As

Publication number Publication date
FR1092644A (en) 1955-04-25
BE524483A (en)

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