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
  • C09B23/0075—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain being part of an heterocyclic ring
• • 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
  • G03C1/34—Fog-inhibitors; Stabilisers; Agents inhibiting latent image regression

Definitions

• R represents a member selected from the group consisting of the following class A and the following class B.
• the rhodacyanine sensitizing dyes having the general Formula I sensitize remarkably a silver halide emulsion
• Class B an alkyl group having less than 6 carbon atoms and allyl group (wherein, if R is selected from class A, SO H of the group may be in the state of its salt); and Y represents a non-metal atom necessary of forming a heterocyclic ring consisting of thiazoles and benzoxazoles.
• the sensitizing dye having above-mentioned general Formula I has such merits that in case where the sensitizing dye is present together with a water-soluble or oil-soluble coupler in an emulsion before coating, the reduction of the coupler in sensitivity is extremely less and hence a highly sensitive emulsion is obtained as compared with the case of using a sensitizing dye wherein R and R are alkyl groups, aralkyl groups, or alkenyl groups.
• R and R each represents a member selected from the group consisting of a halogen atom, a hydroxyl group, and NHR
• R represents a member selected from the group consisting of an aryl group and aralkyl group
• R represents a member selected from the group consisting of a hydrogen atom, an alkali metal, ammonium, and an amine salt.
• the light sensitive element prepared by employing such a sensitizing dye has an excellent range and position of spectral sensitive wave length suitable for the red-sensitive layer material of a multi-layer color photographic light-sensitive element.
• a silver halide light-sensitive element containing the sensitizing dye (I) tends to reduce its sensitivity during preservation. Accordingly, in spite of the excellent properties of the sensitizing dye (I), such a dye alone has not been practically used.
• the above-mentioned sensitizing dye (I) may be used in some condition, that is, there is an example where such a dye is employed together with some kind of water-soluble coupler since such a coupler is considered to have a function of correcting the above-mentioned faults of the sensitizing dye.
• an object of this invention is to enable the B in formula (HI) are a triazinyl group is illustrated by practical use of the rhodacyanine dye shown by general the general Formula IV.
• the inventors have found that by incorporating the I compound (II) the reduction in sensitivity of the photographic silver halide light-sensitive element containing the sensitizing dye (1) during preservation can be markas R and R corresponds to compound (II) of our inedly prevented.
• vention and the combination of only the compound That it has been found that the sensitizing y (II) and sensitizing dye (I) has the effect of preventing the Pl'aetleel use of Which alone is considered to be dllllsensitivity reduction during preservation, which is a feacult in spite of the above-mentioned many merits can be t of our invention.
• the present invention Will now be cXpl While 2,947,630 wherein a supersensitizing elfect is obtained by comparing With conventional known fl P 40 using a rhodacyanine sensitizing dye and a compound
• a supersensitizing elfect is obtained by comparing with conventional known fl P 40 using a rhodacyanine sensitizing dye and a compound
• the us g t compound having the following general purpose and the effect of the U.S. patent are different mula HI similar to the above- Compound from those of our invention, which can be attained by used in our invention to a sensitizing dye. using only the specific compound and the specific sensi-
• the known compound has the general formula tizing dye.
• Example 3 there are com- B pounds having an effect of preventing the sensitivity re- Q duction of light sensitive elements during preservation X (H1) and compounds showing no suchaction although they have a slmilar structure and a similar super color sensi- Wherein B and B each represents tizing power, and among the compounds (I11) and the compounds similar to them, only compounds (II) have f- SR a power of preventing the reduction in sensitivity of the light-sensitive element during preservation.
• a compound similar to the compound (II) has a antifoggant and/or antistain action in a photographic emulsion con- (where R and R each represents a hydrogen atom, an alkyl group, an aryl group, an aralkyl group, an acyl p, all y y p, a Substituted unsubstituted taining a coupler.
• an aminostilbene compound has the addition of compound (II) is ineffective in the case been known as a fluorescent whitening agent and when of using other sensitizing dyes. it is used in photographic light-sensitive elements, in par- For example, among the compounds shown by genticular, it is used in a large proportion, the reflection deneral Formula III, ones most similar to the compound (II) sity (maximum density) of an image of the photographic of our invention, that is, the compound wherein B and light sensitive element after processing is reduced by the weak-soluble compound (II) of the present invention since the fluorescence thereof in the image layer is very weak.
• an organic solvent such as methanol and ethanol.
• sensitizing dye (I) may be added in a silver halide emulper mol of silver halide and that of the compound (II) 70 sion before or after or together with the compound (II). is 0.05 to 1 g. per mol of silver halide, and the ratio of For the silver halide emulsion in this invention may the sensitizing dye (I) to compound (II) is suitably from be used various silver salts, such as, silver chloride, 1:2 to 1:200, in particular from 1:10 to 1:60.
• the sensitizing dye (I) may be added in a silver halide chloro-bromide or silver chloro-iodo-bromide and also emulsion in a manner well known 1n the field
• the com- 75 the silver halide emulsion may contain such usual additives as, a chemical sensitizer, a hardening agent, an antifoggant, a wetting agent, a stabilizer, a plasticizer, a developing accelerator, and a anti-bronzing agent as well as a coupler capable of forming a cyan image by color development.
• the silver halide emulsion may be applied by a suitable manner to a suitable support such as a glass plate,
• a film of a cellulose derivative a film of a synthetic resin or a baryta paper.
• the sensitivity was shown by the red sensitivity obtained by exposing through Fuji-7 Filter (transmitting the light having longer wave lengths than 590 millimicrons.
• the sample was preserved for 180 days at a temperature of 23 C. and at a relative humidity of 60%.
• the development was conducted for 6 minutes using the developer showing in Table 1.
• the sensitivity value was Shown by log E (where E is the exposure amount necessary for providing fog+optical density being 0.1).
• the sensitivity change by preservation (A log E) was shown by a value of log E directly after coating subtracted by the value of log E after preservation.
• the filter for exposure and the preservative conditions were same as in Example 1.
• the development was conducted for 9 minutes at 20 C. in the developer shown in Table 3.
• Thus developed photographic paper was, rinsed with water, fixed, bleached, and then rinsed with water.
• the sensitivity value was indicated by log E (E is an exposure amount necessary for giving fog+optical density being 0.1).
• the change in sensitivity by preservation was shown by A log E.
• control compound (V) as mentioned above is one of the compound (III) having a super sensitizing effect and the structure thereof is very similar to that of the compound (II) used in the present invention but the compound showed no elfect for preventing the reduction in sensitivity by preservation.
• a photographic silver halide element comprising a support and a silver halide light-sensitive emulsion containing a sensitizing dye having the general formula:
• R represents a member selected from the group Class B: an alkyl group having less than six carbon atoms and an allyl group; R represents a member selected from the above-mentioned class B; R represents a member selected from the above-mentioned class A; and Y represents a non-metal atom necessary for completing a heterocyclic ring selected from the group consisting of thiazoles and benzothiazoles and a compound having the general formula:
• R and R each represents a member selected from the group consisting 'of a halogen atom, a hydroxyl group, and NHR
• R represents a member selected from the group consisting of an aryl group and an aralkyl group
• D represents a member selected from the group consisting of a hydrogen atom, an alkali metal, ammonium, and an amine salt.
• the photographic silver halide element according to claim 1 wherein said sensitizing dye is 3,511,664 13 14 8.
• the photographic silver halide element according to claim 1 wherein said sensitizing dye is 11.
• the photographic silver halide element according to claim 1 wherein said sensitizing dye is HO N/ CH CH C S I S N H1: omonzsoan 12.
• the photographic silver halide element according to claim 1 wherein said sensitizing dye is H2 C H25 0 11 13.
• the photographic silver halide element according to claim 1 wherein said sensitizing dye is onlonomso n COCH;

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• Chemical & Material Sciences (AREA)
• Physics & Mathematics (AREA)
• Spectroscopy & Molecular Physics (AREA)
• Chemical Kinetics & Catalysis (AREA)
• Engineering & Computer Science (AREA)
• Materials Engineering (AREA)
• General Physics & Mathematics (AREA)
• Organic Chemistry (AREA)
• Silver Salt Photography Or Processing Solution Therefor (AREA)

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Cited By (3)

Citations (2)

• 1966
  • 1966-08-29 US US575510A patent/US3511664A/en not_active Expired - Lifetime
  • 1966-08-30 BE BE686166D patent/BE686166A/xx unknown
  • 1966-08-30 FR FR74691A patent/FR1500218A/fr not_active Expired
  • 1966-08-30 DE DE1547851A patent/DE1547851C3/de not_active Expired
  • 1966-08-30 GB GB38634/66A patent/GB1149397A/en not_active Expired

Patent Citations (2)

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