US3619198A - Silver halide emulsions containing hydroxy substituted alicyclic compounds - Google Patents

Silver halide emulsions containing hydroxy substituted alicyclic compounds Download PDF

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Publication number
US3619198A
US3619198A US834880A US3619198DA US3619198A US 3619198 A US3619198 A US 3619198A US 834880 A US834880 A US 834880A US 3619198D A US3619198D A US 3619198DA US 3619198 A US3619198 A US 3619198A
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US
United States
Prior art keywords
silver halide
emulsion
hydroxy
photographic
fog
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 - Lifetime
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US834880A
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English (en)
Inventor
Nobuo Yamamoto
Akikazu Mikawa
Minoru Sonoda
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.)
Fujifilm Holdings Corp
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Fuji Photo Film Co Ltd
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Publication date
Application filed by Fuji Photo Film Co Ltd filed Critical Fuji Photo Film Co Ltd
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Publication of US3619198A publication Critical patent/US3619198A/en
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    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03CPHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C1/00Photosensitive materials
    • G03C1/005Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein
    • G03C1/06Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein with non-macromolecular additives
    • G03C1/34Fog-inhibitors; Stabilisers; Agents inhibiting latent image regression
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03CPHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C1/00Photosensitive materials
    • G03C1/005Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein
    • G03C1/06Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein with non-macromolecular additives
    • G03C1/08Sensitivity-increasing substances
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03CPHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C1/00Photosensitive materials
    • G03C1/005Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein
    • G03C1/06Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein with non-macromolecular additives
    • G03C1/08Sensitivity-increasing substances
    • G03C1/10Organic substances

Definitions

  • the present invention relates to a silver halide photographic emulsions and a process for the preparation thereof. More particularly, the present invention relates to a silver halide photographic emulsion containing a compound which has simultaneous sensitizing and antifogging effects and a process for the preparation thereof.
  • An object of this invention is to provide sensitized silver halide photographic emulsions having .decreased fog and a process for the production thereof. This object is attained by adding an alicyclic compound having two or more hydroxy groups attached either directly to the ring or to a side chain to a silver halide photographic emulsion.
  • Preferred alicyclic compounds for use in the present invention are substituted alicyclic hydrocarbons having four to six carbon atoms in the ring, wherein the substituents are selected from the group consisting of hydrogen, alkyl having one to four carbon atoms, hydroxy and hydroxy-alkyl having one to four carbon atoms, at least two of said substituents being selected from the group consisting of hydroxy and hydroxy-alkyl.
  • Typical alicyclic compounds as described above to be used in the present invention are as follows:
  • the compounds of this invention may be added to the silver halide emulsion after chemical ripening together with other additives in accordance with conventional practice, or they may be added to the silver halide emulsion after conventional .physical ripening. Notably excellent results are obtained when the addition takes place at the beginning of chemical ripening.
  • the amount of the compound employed depends upon the result desired, the degree of ripening, kind of emulsion, etc.
  • Amounts of about 2-l00 g., and especially 5-50 g. per mol of silver halide present are preferred.
  • film result from the addition of these compounds in combina- 7 tion with other photographic additives usually employed, such as optical sensitizers, coating aids, hardening agents and plasticizers.
  • these compounds may be used in any kind of silver halide photographic emulsion, such as orthochromatic emulsions, panchromatic emulsions, emulsions for X-ray photographic films, emulsions for photographic papers and color photographic films, with any conventional binder such as gelatin and polyvinyl alcohol, and on any kind of support such as glass.
  • cellulose triacetate film, polyethylene terephthalate film and barita paper may be used in any kind of silver halide photographic emulsion, such as orthochromatic emulsions, panchromatic emulsions, emulsions for X-ray photographic films, emulsions for photographic papers and color photographic films, with any conventional binder such as gelatin and polyvinyl alcohol, and on any kind of support such as glass.
  • cellulose triacetate film, polyethylene terephthalate film and barita paper such as polyvinyl alcohol
  • EXAMPLE 1 into a gelatino silver iodobromide emulsion not yet chemically sensitized 1.5 percent mol percent Agl and 150 g. of gelatine per 1 mol AgX 1,2-cyc1opentanediol (Compound 1) 1-methyl-2,3-cyclopentanediol (Compound 3), l,4-cyclohexane dimethanol (Compound or l-methyl-1,2-cyclohexanediol (Compound 1 l was added.
  • 2 g. of a sensitizing gelatin which contains a natural sulfur sensitizer, 0.3 mg. ofi HAuCl,-4H O as the gold sensitizer and an aqueous solution of 50 mg.
  • EXAMPLE 2 Into a gelatino silver iodobromide emulsion for high sensitivity negative film (7 mol percent Agl and 200 g. ofgelatin per 1 mol of AgX), 1,2-cyclohexanediol (Compound 6), 1,3- cyclohexanediol (Compound 7), cis-l,4-cyclohexanediol (Compound 8) or trans-l,4-cyclohexanediol (Compound 9) was added. Then sulfur and gold sensitizing treatments were carried out at 52 C. Each of the resulting mixtures was applied to a cellulose acetate film so that the coating amount of silver was mg/100 cm?. The same photographic film as described above but not containing an additive of this invention was prepared as a control sample for comparison.
  • EXAMPLE 3 A gelatino silver iodobromideemulsion for a high sensitivity radiographic film (1.5 mol percent Agl and g. of gelatin per 1 mol of AgX) subjected to sulfur and gold sensitizations were prepared. Just before application of the emulsion to a support, 2-hydroxymethyl hexanol (Compound 12) or 1,3,5- cyclohexanetriol (Compound 13) was added to the emulsion, and then chrome alum and saponin were added thereto. The emulsion was then applied to a cellulose triacetate film and dried. The same photographic film as described above but not containing an additive of this invention was produced as a control for comparison. These films were exposed to light and developed as in example 1. The results were shown in the following table, in which the relative speed based on a speed of 100 for the control was calculated from the exposure required to provide an optical density of 0.3 above fog.
  • substituted alicyclic hydrocarbon is a member selected from the group consisting of 1,2-cyclopentanediol, 1,2-cyclobutanediol, l-methyl-2,3-cyclopentancdiol, 1,3- cyclopentanediol, Z-hydroxymethyl cyclopentanoL.
  • a process for preparing a silver halide photographic emulsion which comprises adding a sensitizing amount of a substituted alicyclic hydrocarbon having four to six carbon atoms in the ring, wherein the substituents are selected from the group consisting of hydrogen, alkyl having one to four carbon atoms, hydroxy and hydroxy-alkyl having one to four carbon atoms, at least two of said substituents being selected from the group consisting of hydroxy and hydroxy-alkyl, to a physically ripened silver halide emulsion prior to chemical ripening.
  • a photographic element comprising a support having coated thereon at least one silver halide emulsion layer containing a sensitizing amount of a substituted alicyclic hydrocarbon having four to six carbon atoms in the ring, wherein the substituents are selected from the group consisting of hydrogen, alkyl having one to four carbon atoms, hydroxy and hydroxy-alkyl having one to four carbon atoms, at least two of said substituents being selected from the group consisting of hydroxy and hydroxy-alkyl.
  • said substituted alicyclic hydrocarbon is a member selected from the group consisting of l,2-cyclopentanediol, l,2-cyclobutanediol, l-methyl-2,3- cyclopentanediol, 1,3-cyclopentanediol, 2-hydroxymethyl cyclopentanol, l,2-cyclohexanediol, 1,3-cyclohexanediol, cisl,4-cyclohexanediol, transl ,4-cyclohexanediol, 1,4- cyclohexanedimethanol, l-methyl-l,2-cyclohexanediol, 2-
  • substituted alicyclic hydrocarbon is a member selected from the group consisting of l,2-cyclopentanediol, l,2-cyclobutanediol, l-methyl-2,3-cyclopentanediol, l ,3-cyclopentanediol, 2-hydroxymethyl cyclopentanol, l,2-cyclohex-

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  • Physics & Mathematics (AREA)
  • Chemical & Material Sciences (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • General Physics & Mathematics (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Silver Salt Photography Or Processing Solution Therefor (AREA)
US834880A 1968-06-19 1969-06-19 Silver halide emulsions containing hydroxy substituted alicyclic compounds Expired - Lifetime US3619198A (en)

Applications Claiming Priority (1)

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JP4241868 1968-06-19

Publications (1)

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US3619198A true US3619198A (en) 1971-11-09

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US (1) US3619198A (US06589383-20030708-C00041.png)
BE (1) BE734697A (US06589383-20030708-C00041.png)
DE (1) DE1930816B2 (US06589383-20030708-C00041.png)
FR (1) FR2011212A1 (US06589383-20030708-C00041.png)
GB (1) GB1244566A (US06589383-20030708-C00041.png)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4030920A (en) * 1976-04-12 1977-06-21 Eastman Kodak Company Processing compositions containing glycols for color transfer processes comprising direct positive silver halide developement
US4264717A (en) * 1978-10-21 1981-04-28 Agfa-Gevaert, A.G. Color photographic material and color photographic processes
USH1091H (en) 1988-08-09 1992-08-04 Konica Corporation Light-sensitive silver halide photographic material

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0354503A3 (en) * 1988-08-09 1992-05-13 Konica Corporation Light-sensitive silver halide photographic material

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
Chemical Abstracts vol. 59, 1963, column 159a. *

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4030920A (en) * 1976-04-12 1977-06-21 Eastman Kodak Company Processing compositions containing glycols for color transfer processes comprising direct positive silver halide developement
US4264717A (en) * 1978-10-21 1981-04-28 Agfa-Gevaert, A.G. Color photographic material and color photographic processes
USH1091H (en) 1988-08-09 1992-08-04 Konica Corporation Light-sensitive silver halide photographic material

Also Published As

Publication number Publication date
DE1930816B2 (de) 1980-01-10
DE1930816A1 (de) 1970-01-15
BE734697A (fr) 1969-08-29
FR2011212A1 (US06589383-20030708-C00041.png) 1970-02-27
GB1244566A (en) 1971-09-02

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