GB1254596A - Cyanine dyes and photographic silver halide emulsions containing them - Google Patents

Cyanine dyes and photographic silver halide emulsions containing them

Info

Publication number
GB1254596A
GB1254596A GB8205/69A GB820569A GB1254596A GB 1254596 A GB1254596 A GB 1254596A GB 8205/69 A GB8205/69 A GB 8205/69A GB 820569 A GB820569 A GB 820569A GB 1254596 A GB1254596 A GB 1254596A
Authority
GB
United Kingdom
Prior art keywords
nucleus
linkage
pyrrolo
aryl
heterocyclic
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
GB8205/69A
Inventor
John David Mee
Donald Warren Heseltine
Wilbur Seth Gaugh
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.)
Eastman Kodak Co
Original Assignee
Eastman Kodak Co
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 Eastman Kodak Co filed Critical Eastman Kodak Co
Publication of GB1254596A publication Critical patent/GB1254596A/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
    • 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
    • C09B23/06—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups three >CH- groups, e.g. carbocyanines
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C1/00—Photosensitive materials
    • G03C1/005—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein
    • G03C1/485—Direct positive emulsions
    • G03C1/48515—Direct positive emulsions prefogged
    • G03C1/48523—Direct positive emulsions prefogged characterised by the desensitiser
    • G03C1/4853—Direct positive emulsions prefogged characterised by the desensitiser polymethine dyes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

1,254,596. Cyanine dyes. EASTMAN KODAK CO. 14 Feb., 1969 [15 Feb., 1968], No. 8205/69. Heading C4P. [Also in Divisions C2 and G2] A cyanine dye comprises two N-containing heterocyclic nuclei joined by a dimethine or trimethine linkage in which the first nucleus is a pyrrolo[2,3-b]pyrazine or a pyrrolo[2,3-b]quinoxaline nucleus joined at the 3-position to the linkage and the second nucleus is (a) a heterocyclic N-containing nucleus having 5 or 6 atoms in the heterocyclic ring joined in the 2- or 4- position relative to the N atom when the linkage is a dimethine linkage or (b) a 2-arylindole, pyrrolo[2,3-6]pyrazine or pyrrolo[2,3-b]quinoxaline nucleus joined at the 3-position when the linkage is a trimethine linkage. The cyanine dye may have a dimethine linkage and the second nucleus may be a desensitizing nucleus. The dye preferably has the formula wherein L is a methine linkage, R 1 is alkyl, substituted alkyl; cycloalkyl, aralkyl, alkenyl or aryl, R 2 is alkyl or aryl, R 3 and R 4 are each H, alkyl, cycloalkyl or aryl, or, taken together, the atoms necessary to form a fused benzene ring which may bear substituents, R 5 is H or aryl, R 6 is alkyl, cycloalkyl, or aryl or a heterocyclic radical containing 5 or 6 atoms in the heterocyclic ring, the hetero atom being N, O or S, Z represents the atoms necessary to complete a heterocyclic nucleus having 5 or 6 atoms in the heterocyclic ring, D represents the atoms necessary to complete an indole, pyrrolo[2,3-b]- pyrazine or pyrrolo[2,3-b]quinoxaline nucleus, R 7 is aryl when D completes an indole nucleus or, otherwise, H or aryl, n is 0 or 1 and X is an acid anion. Z preferably represents the atoms necessary to complete a desensitizing nucleus which may be a nitrobenzothiazole, nitrobenzoxazole, nitrobenzoselenazole, nitroindole, imidazo[4,5-b]quinoxaline or 1,3,3-trialkyl-3H-pyrrolo[2,3-b]pyridine nucleus. Many examples of these dyes are given and they may be prepared in the normal manner by refluxing the reactants in acetic anhydride.
GB8205/69A 1968-02-15 1969-02-14 Cyanine dyes and photographic silver halide emulsions containing them Expired GB1254596A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US70559568A 1968-02-15 1968-02-15

Publications (1)

Publication Number Publication Date
GB1254596A true GB1254596A (en) 1971-11-24

Family

ID=24834160

Family Applications (1)

Application Number Title Priority Date Filing Date
GB8205/69A Expired GB1254596A (en) 1968-02-15 1969-02-14 Cyanine dyes and photographic silver halide emulsions containing them

Country Status (5)

Country Link
US (1) US3598595A (en)
BE (1) BE728462A (en)
DE (1) DE1907618A1 (en)
FR (1) FR2001951A1 (en)
GB (1) GB1254596A (en)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE789549A (en) * 1971-09-30 1973-03-29 Eastman Kodak Co COLORANT FROM THE CARBOCYANIN FAMILY, EMULSION CONTAINING THIS COLORANT AND PROCESS FOR THE PREPARATION OF THIS COLORANT
JPS5547373B2 (en) * 1972-12-19 1980-11-29
US4007170A (en) * 1973-08-16 1977-02-08 Eastman Kodak Company Photographic emulsions containing methine dyes having a 1H-imidazo[4,5-b]pyrazine nucleus
JPH04336536A (en) * 1991-05-14 1992-11-24 Konica Corp Silver halide emulsifying agent for photograph
US7626021B2 (en) * 2004-07-27 2009-12-01 Sgx Pharmaceuticals, Inc. Fused ring heterocycle kinase modulators
JP2008524231A (en) * 2004-12-17 2008-07-10 マイコソル，インコーポレイテッド Thiazolium compounds and uses thereof

Also Published As

Publication number Publication date
BE728462A (en) 1969-07-16
US3598595A (en) 1971-08-10
FR2001951A1 (en) 1969-10-03
DE1907618A1 (en) 1969-10-09

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