GB1064037A - Photographic materials with new sensitisers - Google Patents

Photographic materials with new sensitisers

Info

Publication number
GB1064037A
GB1064037A GB2085164A GB2085164A GB1064037A GB 1064037 A GB1064037 A GB 1064037A GB 2085164 A GB2085164 A GB 2085164A GB 2085164 A GB2085164 A GB 2085164A GB 1064037 A GB1064037 A GB 1064037A
Authority
GB
United Kingdom
Prior art keywords
sulphonate
sodium
methylmercapto
phenyl
thione
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
GB2085164A
Inventor
Oskar Riester
Max Glass
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.)
Agfa Gevaert NV
Original Assignee
Agfa 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 Agfa AG filed Critical Agfa AG
Priority to GB2085164A priority Critical patent/GB1064037A/en
Publication of GB1064037A publication Critical patent/GB1064037A/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
    • 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
    • C09B23/107—The polymethine chain containing an even number of >CH- groups four >CH- groups

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)

Abstract

The invention comprises dyes of the general formula <FORM:1064037/C4-C5/1> wherein X is an aromatic grouping substituted by at least one sulpho group and which is either fused to the adjacent heterocyclic ring or is a substituent thereof, Z1 and Z2 are ring members which complete 5- or 6-membered heterocyclic rings, Y is -O-, -S-, -Se- or <FORM:1064037/C4-C5/2> , R and R1 to R5 are hydrogen, alkyl, aryl or aralkyl and m and n are each 0, 1, 2 or 3. The dyes are made from the N-alkyl quaternary ammonium derivatives of sulpho-substituted heterocyclic alkyl thioethers, for example by reacting 2 - methylmercapto - 3 - methylbenzthiazolium-5-sulphoni acid betaine with N-ethyl - isopropylidene - rhodanine, N - ethyl - 5 - oxazolidone-2-thione or 1-phenyl-3-methyl-5-pyrazolone, and when the product formed contains a thione group this may be alkylated to form a thioether and the latter further condensed with an appropriate cyclic compound containing an activated methylene group. Examples include the reaction products of the dimethyl sulphate quaternary salt of 2-methylmercaptothiodiazole -5-thione-4-phenyl-31-sulphonic acid with N-ethyl-rhodanine and N-ethyl - 5 - isopropylidene - rhodanine respectively.ALSO:In Examples, (5) sodium 2-methylmercapto-4 : 5 - benzo - benzoxazole - 6 - sulphonate, (6) sodium 2 - methylmercapto - 5 : 6 - benzobenzoxazole - 21 - sulphonate, (7) sodium 2-methylmercapto - naphth - 11 : 81 : 4 : 6 - oxazine - 31 - sulphonate, (8) sodium 2 - methylmercapto - benzoxazole - 5 - sulphonate, (9) sodium 2 - methylmercapto - benzthiazole - 5-sulphonate, (10) sodium 2 - methylmercaptothiodiazole - 5 - thione - 4 - phenyl - 31 - sulphonate and (11) sodium 1-benzyl-2-methylmercapto - benzimidazole - 5 - sulphonate are made by methylating the corresponding thiols by reaction with dimethyl sulphate at below 30 DEG C. and at an alkaline pH. The compounds may then be converted to quaternary ammonium compounds by heating with dimethyl sulphate or methyl toluene sulphonate. Sodium 2 - mercapto - thiodiazole - 5 - thione4 - phenyl - 31 - sulphonate is made by reacting phenylhydrazine-3-sulphonic acid with carbon disulphide in methanolic alkali and isolating the product via the barium salt.
GB2085164A 1964-05-20 1964-05-20 Photographic materials with new sensitisers Expired GB1064037A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB2085164A GB1064037A (en) 1964-05-20 1964-05-20 Photographic materials with new sensitisers

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2085164A GB1064037A (en) 1964-05-20 1964-05-20 Photographic materials with new sensitisers

Publications (1)

Publication Number Publication Date
GB1064037A true GB1064037A (en) 1967-04-05

Family

ID=10152802

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2085164A Expired GB1064037A (en) 1964-05-20 1964-05-20 Photographic materials with new sensitisers

Country Status (1)

Country Link
GB (1) GB1064037A (en)

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