Classifications

• • 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
  • G03C1/06—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein with non-macromolecular additives
  • G03C1/08—Sensitivity-increasing substances
  • G03C1/28—Sensitivity-increasing substances together with supersensitising substances
• • 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
  • C09B23/0008—Methine or polymethine dyes, e.g. cyanine dyes substituted on the polymethine chain
  • C09B23/0016—Methine or polymethine dyes, e.g. cyanine dyes substituted on the polymethine chain the substituent being a halogen atom
• • 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
  • C09B23/08—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups more than three >CH- groups, e.g. polycarbocyanines
  • C09B23/083—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups more than three >CH- groups, e.g. polycarbocyanines five >CH- groups

Definitions

• SIPIECWALLW SIENMTHZIEIW PHOTOORAPHHC siwmi HALWE IEMFULEHUNS [72] Inventors: Alitiro Soto; lllliroslhi Misti; lifieisulte Shilm;
• a photographic silver halide emulsion composition comprising a sensitizing dye shown by general formula (I) alkyl group; X represents an anion, n stands for 1 or 2; and m stands for l or 2, and a compound shown by general formula R3-Z( INHA-NH-I TZR3 V Y 14 R4 (ll) S 03M S 03M S 03M @CONH S aM wherein M represents a member selected from the group consisting of a hydrogen atom, an alkali metal, ammonium. and an amino group.
• the sensitivity of a definite emulsion sensitized by a definite sen sitizing dye can be varied by changing the properties of the emulsion. For instance, the sensitivity of a silver halide emulsion can be increased by increasing the silver ion concentration or by reducing the hydrogen ion concentration or by a combination thereof.
• the silver halide emulsion sensitized in such a way has the disadvantage that the preservability thereof is generally bad.
• supersensitizing action that is, a phenomenon of increasing the sensitivity of a silver halide emulsion by incorporating in the emulsion a compound along with a sensitizing dye without changing the properties of the emulsion as mentioned above, e.g., without changing the silver ion concentration and the hydrogen ion concentration of the emulsion.
• the compound which is used together with the sen sitizing dye is generally called a supersensitizer.
• a mesosubstituted dicarbocyanine As the spectral sensitizer for a photographic silver halide emulsion, there are usually used dicarbocyanines. Among them, a mesosubstituted dicarbocyanine has a merit in that the formation of fog in a silver halide emulsion sensitized by it is very low as compared with the case of using mesounsubstituted dicarbocyanines. In some cases, however, the addition of the mesosubstituted dicarbocyanine to a silver halide emulsion is accompanied by a reduction in sensitivity. Particularly in the case of using a dicarbocyanine, the mesoposition of which has been substituted with a halogen, the sensitivity of the silver halide emulsion containing the dicarbocyanine is reduced markedly.
• an object of the present invention is to provide a photographic silver halide emulsion in which a mesosub stituted carbocyanine and a specific supersensitizer, as mentioned below, have been incorporated to improve the sensitivity thereof and reduce the formation of fogs.
• Another object of the present invention is to provide a photographic light-sensitive element having high sensitivity and low fog.
• Y and Y each represents a nonmetallicatomic group necessary for forming a heterocyclic ring.
• R and R each represents an alkyl group, such as, an ethyl group, a propyl group, and the like; a substituted alkyl group, such as, a 2-hydroxyethyl group, a Z-methoxyethyl group, a carboxymethyl group, a Zcarboxyethyl group, a 3- carboxypropyl group, a 4-carboxybutyl group, a 2-sulfoethyl group
• R represents a halogen atom such as a fluorine atom, a chlorine atom, a bromine atom and the like; or an alkyl group such as a methyl group, an ethyl group, a'propyl group and the like;
• X represents an anion;
• n is l or 2; and
• m is l (in the case of forming an intramolecular salt) or2;
• R and R each represents a halogen atom, a hydroxyl group, an alkoxyl group, an aryloxyl group, an arylthio group, an aryl group, an amino group, an alkylamino group, an arylamino group, or an aralkylamino group; and
• A represents a group selected from the following:
• the compounds in which Z is 1I t l 1atis, the compounds hav' ing an S-triazine nucleus may be prepared by known methods.
• those compounds wherein R and R are halogen atoms or various amino groups, or the compounds wherein R or R is bonded to the pyrimidine nucleus by an ether bond or a thioether bond may be prepared by procedures of the type shown in the following examples. 7
• the addition amount of the mesosubstituted carbocyanine sensitizing dye used in the present invention is suitably from about 0.002 to 0.2 g. per one gram molecule of silver halide contained in the silver halide emulsion and the addition amount of the super-sensitizer having general formula (11) is suitably from about 0.05 to 10 g. per one gram of silver halide in the silver halide emulsion.
• the suitable ratio of sensitizing dye (l) to compound (11) is from about 1:2 to 1:200.
• Sensitizing dye (1) may be added to a silver halide emulsion by any method well known in this field.
• Compound (11) may be added to a silver halide emulsion as a solution of the compound in an organic solvent, such as methanol or ethanol.
• Sensitizing dye (l) and compound (11) are added to a silver halide emulsion prior to coating.
• Sensitizing dye (1) may be added to a silver halide emulsion before or after the addition of com pound (11) or may be added together with the latter.
• the silver halide emulsion of this invention various silver salts may be used such as silver chloride, silver bromide, silver iodide, silver iodobromide, silver chlorobromide, silver chloroiodobromide and the like.
• the usual additives such as a chemical sensitizer, a hardening agent, an antifoggant, a wetting agent, a stabilizer, a plasticizer, a development accelerator, and an antibronzing agent.
• the silver halide emulsion of this invention may contain a coupler capable of forming dye by color development such as a cyan coupler without affecting the merits of the addition of the compounds of this invention.
• the photographic silver halide emulsion may be applied to a suitable support, such as a glass plate, a film of a cellulose derivative, a synthetic resin film, a baryta-coated paper and the like.
• a suitable support such as a glass plate, a film of a cellulose derivative, a synthetic resin film, a baryta-coated paper and the like.
• sensitizing dye Compound (11) Red (mm/gram mol of (mg/gram mol of sensi- Ag halide) Ag halide) tivity Fog [-8 (12) 100 0. 04 l-H (12; .l l-ili $300) 135 0. 04 l-X (l2 ll-ll 301)) 229 0. 04 l-i (u) 100 0. 04 l-l g1! ll-lH (300) [74 0. 04 l-[ il) I H1 (300) 27!) (l. ()4 l 4 (10). 100 0.04 1 10) ll-IH E300) lili 0. 04 l-4 10) ll-(l 300) 809 (l. 04 l-3 11) 100 0.
• 04 I-7 (9) 11-11 (300) 347 0. 04 I-7 (9) 11-12 (300) 275 0. 04 I-7 9) 11-13 (300) 372 0. 04 I-7 (9) 11-14 (300) 288 0. 04 I-7 E9) 11-15 (300) 601 0. 04 I-7 9) II16 300) 316 0. 04 1-7 (9) 11-17 (300) 275 0. 04 I-7 59) 11-20 (300) 178 0. 04 I-7 9) 1I-21 (300) 191 0. 04 I-6 (9) 100 0. 05 Hi (9) I16 (300) 130 0. 04 [-2 E13) 100 0. 06 1-2 13) 11-6 (300) 316 0. 04 I-2 213) 11-22 (300) 204 0. 04 I-S 12) 100 0. 04 I-8 (12) 11-23 (300) 204 0. 04 I-7 (9) 100 0. 04 I-7 135 0. 04
• a photographic silver halide emulsion composition comprising a silver halide and a sensitizing dye shown by the following formula wherein Z represents a member selected from the group consisting of CH and N; R and R each represents a member selected from the group consisting of a halogen atom, a hydroxyl group, an alkoxyl group, an aryloxy group, an arylthio group, an aryl group, an amino group, an alkylamino group, an arylamino group and an aralkylamino group; and A represents a memberselected from the group consisting of:
• M represents a member selected from the group consisting of a hydrogen atom, an alkali metal, ammonium, and an amino group.
• Y and Y each represents a nonmetallic atomic group necessary for forming a heterocyclic ring
• R and R each represents a member selected-from the group consisting of an alkyl group, a substituted alkyl group, an aryl group, an allyl group and an aralkyl group
• R represents an alkyl group
• X represents an anion
• n stands for l or 2
• m stands for l or 2, and from about 0.05 to grams per 1 gram molecule of said silver halide of a compound shown by the formula wherein Z represents a member selected from the group consisting of CH and N; R and R each represents a member selected from the group consisting of a halogen atom, a hydroxyl group, an alkoxyl group, an arylorty group, an
• A represents a member selected from the group consisting of:
• M represents a member selected from the group consisting of a hydrogen atom, an alkali metal, ammonium, and an amino group, wherein the weight ratio of said sensitizing dye .to said compound varies from I :2 to 1:200.

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• Chemical & Material Sciences (AREA)
• Organic Chemistry (AREA)
• Physics & Mathematics (AREA)
• Spectroscopy & Molecular Physics (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Engineering & Computer Science (AREA)
• Materials Engineering (AREA)
• General Physics & Mathematics (AREA)
• Nitrogen Condensed Heterocyclic Rings (AREA)
• Plural Heterocyclic Compounds (AREA)
• Silver Salt Photography Or Processing Solution Therefor (AREA)
• Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
• Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)

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Cited By (16)

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• 1967
  • 1967-12-01 BE BE707403D patent/BE707403A/xx unknown
  • 1967-12-02 DE DE1597589A patent/DE1597589C2/de not_active Expired
  • 1967-12-04 FR FR1564517D patent/FR1564517A/fr not_active Expired
  • 1967-12-04 US US687469A patent/US3635721A/en not_active Expired - Lifetime
  • 1967-12-04 GB GB55150/67A patent/GB1211735A/en not_active Expired

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