GB980234A - Dibromobenzimidazole cyanine dyes - Google Patents

Dibromobenzimidazole cyanine dyes

Info

Publication number
GB980234A
GB980234A GB2446561A GB2446561A GB980234A GB 980234 A GB980234 A GB 980234A GB 2446561 A GB2446561 A GB 2446561A GB 2446561 A GB2446561 A GB 2446561A GB 980234 A GB980234 A GB 980234A
Authority
GB
United Kingdom
Prior art keywords
ethyl
methyl
give
iodide
diethyl
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
GB2446561A
Inventor
Marcel Jan Libeer
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
Application filed by Gevaert Photo Producten NV filed Critical Gevaert Photo Producten NV
Priority to GB2446561A priority Critical patent/GB980234A/en
Priority to BE619851A priority patent/BE619851A/en
Publication of GB980234A publication Critical patent/GB980234A/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
    • C09B23/02—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

1 - Ethyl - 2 - methyl - 5: 6 - dibromobenzimidazole is prepared by nitrating 1:3:4-tribromobenzene with nitric acid to give 2,4,5-tribromonitrobenzene, reacting this with ethylamine to give 2 - nitro - 4:5 - dibromo - N - ethylaniline, reducing the nitro group with catalytic hydrogen to give 2-ethylamino-4:5-dibromoaniline, and effecting ring closure by refluxing with acetic acid and hydrochloric acid. The product may be quaternized by heating with ethyl iodide or N-(bromoacetyl)-methane sulphonamide. Specification 904,332 is referred to.ALSO:The Specification relates to cyanine dyes comprising two heterocyclic nuclei linked by a methine radical or chain wherein one heterocyclic nucleus is a 5,6-dibromobenzimidazole nucleus and the other is a thiazoline, selenazoline or benzimidazole nucleus. In the examples, symmetrical dyes are prepared by reacting 1,3-diethyl-2-methyl-5,6-dibromobenzimidazolium iodide with ethyl orthoformate or with triethoxy-propene, and unsymmetrical dyes are prepared by condensing 1,3 - diethyl - 2 - methyl - 5,6 - dibromobenzimidazolium iodide with 1,3-diethyl-2-methylmercapto - 5,6 - dichlorobenzimidazolium methylsulphate or with 2-acetanilido-vinyl - 3 - ethyl - selenazolium iodide, or by condensing 1 - ethyl - 2 - methyl - 3 - (N-methylsulphonylcarbamylmethyl) - 5,6 - dibrobenzimidazolium bromide with 2-(b -acetanilidovinyl)-thiazolinium bromide to give a carbocyanine dye in the form of its internal salt. Specification 904,332 is referred to.
GB2446561A 1961-07-06 1961-07-06 Dibromobenzimidazole cyanine dyes Expired GB980234A (en)

Priority Applications (2)

Application Number Priority Date Filing Date Title
GB2446561A GB980234A (en) 1961-07-06 1961-07-06 Dibromobenzimidazole cyanine dyes
BE619851A BE619851A (en) 1961-07-06 1962-07-06 Benzimidazole methine dye salts

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2446561A GB980234A (en) 1961-07-06 1961-07-06 Dibromobenzimidazole cyanine dyes

Publications (1)

Publication Number Publication Date
GB980234A true GB980234A (en) 1965-01-13

Family

ID=10212126

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2446561A Expired GB980234A (en) 1961-07-06 1961-07-06 Dibromobenzimidazole cyanine dyes

Country Status (2)

Country Link
BE (1) BE619851A (en)
GB (1) GB980234A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5364755A (en) * 1992-04-17 1994-11-15 Fuji Photo Film Co., Ltd. Silver halide photographic light-sensitive material
US5422238A (en) * 1991-08-02 1995-06-06 Fuji Photo Film Co., Ltd. Silver halide photographic material

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5422238A (en) * 1991-08-02 1995-06-06 Fuji Photo Film Co., Ltd. Silver halide photographic material
US5364755A (en) * 1992-04-17 1994-11-15 Fuji Photo Film Co., Ltd. Silver halide photographic light-sensitive material

Also Published As

Publication number Publication date
BE619851A (en) 1962-11-05

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