GB615697A - New colouring matters of the azamethine series - Google Patents

New colouring matters of the azamethine series

Info

Publication number
GB615697A
GB615697A GB2339946A GB2339946A GB615697A GB 615697 A GB615697 A GB 615697A GB 2339946 A GB2339946 A GB 2339946A GB 2339946 A GB2339946 A GB 2339946A GB 615697 A GB615697 A GB 615697A
Authority
GB
United Kingdom
Prior art keywords
iminophthalimidine
reacted
nitro
methoxy
heating
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
GB2339946A
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.)
Imperial Chemical Industries Ltd
Original Assignee
Imperial Chemical Industries Ltd
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 Imperial Chemical Industries Ltd filed Critical Imperial Chemical Industries Ltd
Priority to GB2339946A priority Critical patent/GB615697A/en
Publication of GB615697A publication Critical patent/GB615697A/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
    • C09B57/00Other synthetic dyes of known constitution
    • C09B57/04Isoindoline dyes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Coloring (AREA)
  • Indole Compounds (AREA)

Abstract

Dichloro-3-iminophthalimidine is obtained by heating 3.4-dichlorophthalimide with urea in presence of ammonium vanadate. Nitro-iminophthalimidines are obtained by heating 4- or 3-nitro-phthalimide with urea in presence of ammonium vanadate. Methoxy-3-iminophthalimidine is obtained by reacting 4-methoxyphthalimide with ammonia to give 4-methoxyphthalimide, which is dehydrated with acetic anhydride to give 4-(or 5-) methoxy-2-cyano-benzamide which is isomerised to the iminophthalimidine by heating. Imino-thiophthalimidine is obtained by passing hydrogen sulphide into a cold suspension of phthalonitrile in aqueous alcoholic sodium hydrogen sulphide.ALSO:Dyes are made by heating iminophthalimidine, thiophthalimide, or iminothiophthalimidine or a nuclear substitution product thereof (e.g. a methoxy-, chloro- or nitro-substitution product-see Group IV (b)) with an aromatic hydrazine or with an aromatic primary amine which contains in its molecular structure in addition to the amino group, a second amino group, or a substituted amino or hydrazino group, or a condensed ring attached to the aromatic nucleus, or a pendant ring attached through a linking group to the aromatic nucleus. Amines or hydrazines specified are m-phenylene diamine, 4,41-diaminoazobenzene, 4,41-diaminostilbene, o-tolidine, 3,31-dichlorbenzidine, 5-chloro - a - naphthylamine, 2-aminoanthracene, 2 - aminoanthraquinone, 1,4 - diaminoanthra - quinone, 3-aminocarbazole, copper-tetra-aminophthalocyanine, 2,4 - dinitrophenylhydrazine. Solvents may be used, e.g. alcohol or acetic acid. The products colour paper and polyvinyl chloride and dye cellulose acetate and nylon. They may be sulphonated to give wool dyes. In examples, iminophthalimidine is reacted with (1) dehydrothio-p-toluidine; (2) p-aminoazobenzene; (3) o-dianisidine hydrochloride; (4) p-phenylenediamine; (5) 2-aminobenzthiazole; (6) phenylhydrazine hydrochloride. Also in examples: (7) dichloro-3-iminophthalimidine is reacted with benzidine; (8) nitro-iminophthalimidine is reacted with p-sulphophenylhydrazine or dehydrothio - p - toluidine; (9) methoxy-3-iminophthalimidine is reacted with o-dianisidine hydrochloride; (10) iminothiophalimidine is reacted with o-dianisidine hydrochloride; (11) thiophthalimide is reacted with phenylhydrazine.
GB2339946A 1946-09-07 1946-09-07 New colouring matters of the azamethine series Expired GB615697A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB2339946A GB615697A (en) 1946-09-07 1946-09-07 New colouring matters of the azamethine series

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2339946A GB615697A (en) 1946-09-07 1946-09-07 New colouring matters of the azamethine series

Publications (1)

Publication Number Publication Date
GB615697A true GB615697A (en) 1949-01-10

Family

ID=10194979

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2339946A Expired GB615697A (en) 1946-09-07 1946-09-07 New colouring matters of the azamethine series

Country Status (1)

Country Link
GB (1) GB615697A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2973358A (en) * 1956-07-13 1961-02-28 Geigy Ag J R 4, 5, 6, 7-tetrachloro-3-imino-isoindoline-1-one derivatives

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2973358A (en) * 1956-07-13 1961-02-28 Geigy Ag J R 4, 5, 6, 7-tetrachloro-3-imino-isoindoline-1-one derivatives

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