US3674491A - Developing process - Google Patents

Developing process Download PDF

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Publication number
US3674491A
US3674491A US93672A US3674491DA US3674491A US 3674491 A US3674491 A US 3674491A US 93672 A US93672 A US 93672A US 3674491D A US3674491D A US 3674491DA US 3674491 A US3674491 A US 3674491A
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United States
Prior art keywords
compound
developing
developing solution
carbon atoms
gamma
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Expired - Lifetime
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US93672A
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English (en)
Inventor
Yoo Iijima
Isao Shimamura
Tokiharu Kondo
Haruhike Iwano
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Fujifilm Holdings Corp
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Fuji Photo Film Co Ltd
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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
    • G03C5/00Photographic processes or agents therefor; Regeneration of such processing agents
    • G03C5/26Processes using silver-salt-containing photosensitive materials or agents therefor
    • G03C5/29Development processes or agents therefor
    • G03C5/305Additives other than developers
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D277/00Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D277/38Nitrogen atoms
    • C07D277/44Acylated amino or imino radicals
    • C07D277/46Acylated amino or imino radicals by carboxylic acids, or sulfur or nitrogen analogues thereof
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D277/00Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/60Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
    • C07D277/62Benzothiazoles
    • C07D277/68Benzothiazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
    • C07D277/82Nitrogen atoms

Definitions

  • condensed ring of 5-6 carbon atoms which may be further substituted by an alkyl group of 1-5 carbon atoms.
  • the present invention relates to a process for developing silver halide photographic light-sensitive materials and more particularly to a development process for reducing the gamma of a photographic image.
  • a lightsensitive material for micro-filming is commercially available as a material having a high resolving power and good granularity. Although this material has excellent resolving power and granularity, the gamma of the processed image is too high for recording of tonal scenery.
  • a developing solution containing 1- phenyl-3-pyrazolidone as the sole developing agent can be used in order to reduce the gamma of the image but it is accompanied by low sensitivity. In addition, it is very easily exhausted by processing small quantities of films.
  • a developing solution containing N- methyl-p-aminophenol may have a high sensitivity but it is not effective for obtaining a soft tone image.
  • a developing solution combining suitable amounts of lphenyl-3-pyrazolidone and N-methyl-p-aminophenol may exhibit high sensitivity and provide a considerably soft tone image but is easily exhausted.
  • a developing solution containing a proper amount of l-phenyl- 3-pyrazolidone, N methyl p arninophenol and hydroquinone may have a high sensitivity and is not easily exhausted but it is imposible to obtain good soft tone images by using such a developing solution.
  • the primary object of the present invention to provide a process for producing soft tone images without any loss of granularity and resolving power by using silver halide photographic recording materials of fine grain, high contrast and relatively low sensitive type.
  • the object of this invention can be achieved by developing high contrast silver halide photographic light-sensitive material in the presence of a compound represented by the following formula:
  • R represents an unsubstituted or substituted alkyl group of 1-5 carbon atoms, aralkyl group of l-5 carbon atoms or aryl group and R and R each represents a hydrogen atom or an alkyl group of l-5 carbon atoms, said R and R also capable of forming an unsaturated condensed ring of 5-6 carbon atoms, which may be further substituted by an alkyl group of 1-5 carbon atoms.
  • the compounds of this invention can be applied to generally high contrast silver halide photographic recording materials of fine grain and relatively low sensitivity.
  • the developing solution containing the above compound of the present invention contains at leastone developing agent, such as hydroquinone, 1-phenyl-3-pyrazolidone, N methyl-p-amino-phenol, etc. Furthermore, it contain one or more antioxidants, such as sodium sulfite, ascorbic acid, etc.; a salt such as sodium sulfate, a pH ad.- justing agent and a bulfering agent, such as boric acid, borax, sodium hydroxide, sodium carbonate and sodium phosphate, and the like.
  • at leastone developing agent such as hydroquinone, 1-phenyl-3-pyrazolidone, N methyl-p-amino-phenol, etc.
  • antioxidants such as sodium sulfite, ascorbic acid, etc.
  • a salt such as sodium sulfate, a pH ad.- justing agent
  • a bulfering agent such as boric acid, borax, sodium hydroxide, sodium carbonate and sodium phosphate, and
  • other organic anti-foggants may be used together with the compounds of the present invention.
  • an aldehyde such as formalin or glutaraldehyde or an organic solvent such as triethylene glycol and hexylene glycol may be added.
  • a developing accelerator such as an amine or a polyethylene glycol may also be used together with the compounds of this invention.
  • the amount of the compound. added is usually 1 mg. to 10 g. per liter of developing solution, although the amount depends on the composition of the developing solution, the developing temperature, and the nature of the light-sensitive material. A preferred range is 30-100 mg./liter of solution.
  • the concentration of the compound of the present invention may range from 1 mg.-10 g. and preferably 50-200 mg./kg. of emulsion.
  • the compound of this invention shows the effective reduction of contrast, not only when the compound is added to a developing solution but also when it is incorporated in a photographic light-sensitive material. Therefore, the use of the compound is not limited to a developing composition.
  • EXAMPLE 1 A micro-film prepared by coating a film support with a fine grain silver chlorobromide gelatin emulsion was exposed by means of a sensitometer and developed by one of the following three kinds of developing solutions, labelled A, B and C.
  • Developing Solution A G. N-methyl-p-aminophenol sulfate 1.0 Sodium sulfite 75 Hydroquinone 9.0 Sodium carbonate mono-hydrate 30 Potassium bromide 5.0 Water added to make 1 liter.
  • Developing Solution B G. N-methyl-p-aminophenol sulfate 0.5 Sodium sulfite 10 Nabox 1 2.0 Water added to make 1 liter.
  • Developing Solution C G. 1-phenyl-3-pyrazolidone 4.0 N-methyl-p-amonophenol sulfate 1.0 Sodium sulfite 100 Sodium carbonate mono-hydrate 30 Potassium bromide 5.0 Compound Water added to make 1 liter.
  • the developing solution A is a known high contrast developing solution.
  • the developing solution B is a known low contrast developing solution.
  • the developing solution C is a low contrast developing solution of the present invention.
  • FIGS. 1-3 of the accompanying drawings The characteristic curves of the images obtained by developing the microfilms with the above three kinds of developing solutions are shown in FIGS. 1-3 of the accompanying drawings, in which:
  • FIG. 1 shows the characteristic curves of the image obtained by processing the microfilm with the high contrast developing solution A
  • FIG. 2 shows the characteristic curves of the image obtained by developing the microfilm with the known low contrast developing solution B
  • FIG. 3 shows the characteristic curves of the image obtained by the developing solution of the present invention.
  • EXAMPLE 2 A microfilm prepared by coating a support with a fine grain silver chlorobromide gelatin emulsion was exposed by a sensitometer and then developed at 27 C., by the developing solution C in Example 1.
  • a developing solution D having the same composition as the developing solution C of this invention (without the presence of the compound of this invention) and also the developing solutions E, F, G and H having the same condition as developing solution C were prepared.
  • the following Compounds 8, 9, l0 and 11 outside the scope of this invention were used, respectively, instead of the compounds of this invention. Similar developing procedures were conducted.
  • Photographic property Developing solution Compound (amount) Fog Gamma C Compound 5 (50 mg.l1.) 0. 10 0. 64 D 0. l1 1. 08 0. l2 0. 96 0. 12 1.05 0. 11 0. 97 0. 12 1. 04 0. 10 0. 70
  • EXAMPLE 3 A microfilm prepared by coating a support with a fine grain silver chlorobromide gelatin emulsion was exposed by means of a sensitometer and developed at 27 C., with developing solutions I and K having the same composition as developing solution C except that the Compounds 6 and 7 were used instead of the Compound 5.
  • EXAMPLE 4 A microfilm prepared by coating a support with a fine grain silver chlorobromide gelatin emulsion was exposed by means of a sensitometer and developed by developing solution L of this invention at 27 C.
  • a 1 phenyl-S-pyrazolidone/N-methyl-p-aminophenol/ hydroquinone type developing solution has a higher processing function than a 1-phenyl-3-pyrazo1idone/N-methylp-aminophenol type developing solution but shows undesirably high gamma characteristics.
  • the Compound 5 of this invention by adding the Compound 5 of this invention to the'former type developing solution, soft tone developments can be attained. Furthermore, the developing power becomes higher, as shown in the above table.
  • a process for developing a silver halide photographic light-sensitive material which comprises developing the light-sensitive material in the presence of a compound represented by the following general formula:
  • R represents an unsubstituted or substituted alkyl group of 1-5 carbon atoms, aralkyl group of l-S carbon atoms, or aryl group
  • R and R each represents a hydrogen atom or an alkyl group of 1-5 carbon atoms, said R and R also capable of forming an unsaturated condensed ring of 5-6 carbon atoms, which may be further substituted by an alkyl group of 1-5 carbon atoms.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Silver Salt Photography Or Processing Solution Therefor (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
US93672A 1969-11-29 1970-11-30 Developing process Expired - Lifetime US3674491A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP44095485A JPS491573B1 (enrdf_load_stackoverflow) 1969-11-29 1969-11-29

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US3674491A true US3674491A (en) 1972-07-04

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US (1) US3674491A (enrdf_load_stackoverflow)
JP (1) JPS491573B1 (enrdf_load_stackoverflow)
DE (1) DE2058895A1 (enrdf_load_stackoverflow)
FR (1) FR2072520A1 (enrdf_load_stackoverflow)
GB (1) GB1298249A (enrdf_load_stackoverflow)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4029510A (en) * 1972-07-19 1977-06-14 General Film Development Corporation Multi-solution photographic processing method using multi-component developer compositions

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5811937A (ja) * 1981-07-15 1983-01-22 Fuji Photo Film Co Ltd 銀染料漂白処理方法

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4029510A (en) * 1972-07-19 1977-06-14 General Film Development Corporation Multi-solution photographic processing method using multi-component developer compositions

Also Published As

Publication number Publication date
JPS491573B1 (enrdf_load_stackoverflow) 1974-01-14
DE2058895A1 (de) 1971-06-16
GB1298249A (en) 1972-11-29
FR2072520A1 (enrdf_load_stackoverflow) 1971-09-24

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