US3801323A - Method of developing silver halide photosensitive material - Google Patents

Method of developing silver halide photosensitive material Download PDF

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Publication number
US3801323A
US3801323A US00192952A US3801323DA US3801323A US 3801323 A US3801323 A US 3801323A US 00192952 A US00192952 A US 00192952A US 3801323D A US3801323D A US 3801323DA US 3801323 A US3801323 A US 3801323A
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US
United States
Prior art keywords
hydroquinone
emulsion layer
layer
derivative
process according
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
Application number
US00192952A
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English (en)
Inventor
A Arai
M Tanaka
Y Tsuchiya
K Ohkubo
T Tajima
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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 US3801323A publication Critical patent/US3801323A/en
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    • 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
    • G03C5/00—Photographic processes or agents therefor; Regeneration of such processing agents
    • G03C5/26—Processes using silver-salt-containing photosensitive materials or agents therefor
    • G03C5/29—Development processes or agents therefor
    • G03C5/30—Developers
    • G03C5/3021—Developers with oxydisable hydroxyl or amine groups linked to an aromatic 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
    • G03C1/42—Developers or their precursors
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S430/00—Radiation imagery chemistry: process, composition, or product thereof
    • Y10S430/162—Protective or antiabrasion layer

Definitions

  • One of the currently employed methods for shortening the time of development comprises adding a developing agent into a silver halide emulsion layer and then treating the layer with a highly alkaline aqueous solution containing such photographic additives as alkali agents, antioxidants, retarders, and the like.
  • the characteristic feature of this method resides in making quick development possible with a shortened developing reaction time which is due to the use of highly increased pH of the processing liquid that can be only attained in the absence of a developing agent in the processing liquid so as not to degrade its storability properties.
  • the silver halide photosensitive material to be suitably employed in this method include silver chloride emulsions and silver chlorobromide emulsions having low silver bromide content and which have a high rate of developing reaction.
  • R is typically an alkyl group having one to six carbon atoms, R is typically a methyl or ethyl group and X is typically a methyl, ethyl, or alkoxy group having one to six carbon atoms;
  • each of X and X is typically a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group, an alkyl amino group, etc.;
  • R is a hydrogen atom or an alkyl group containing one to five carbon atoms and X, Y and Z are methyl groups;
  • a primary object of this invention is to improve the photographic characteristics in a conventional rapid developing process of photographic paper, by adding compounds of the general Formula (V) shown below,
  • a second object of this invention is to employ a com pound of the general Formula (V) as an essential developing agent having super additivity when combined with hydroquinone for developing monochromic and color photography.
  • a further object of this invention is to accelerate the developing speed of the usual developing treatment by adding a compound of the general Formula (V) into the emulsion layer, protective layers or undercoating layers of silver halide photosensitive materials containing no developing agent.
  • the hydroquinone can be incorporated in the emulsion layer and/or a layer adjacent thereto, and the derivative can be incorporated in the alkaline solution.
  • the hydroquinone can also be incorporated in the alkaline solution and the derivative incorporated in the emulsion layer and/or a layer adjacent thereto.
  • the hydroquinone and the derivative can be incorporated in the emulsion layer or a layer adjacent thereto or the hydroquinone and the derivative incorporated in the alkaline solution.
  • the compound represented by the general Formula (V) is effective for the combination with either pure silver chloride, silver chlorobromide, pure silver bromide or silver iodobromide emulsions, but an outstanding effect is obtained when it is combined with silver chlorobromide, pure silver bromide or silver iodobromide emulsions, each of which is known to have a slow developing speed.
  • the developing agents to be used in combination with the compounds of the general Formula (V) in accordance with the present invention are not limited to any specific type and it is possible to use any compounds which are conventionally employed as photographic developing agents having reducing activity.
  • Examples of such developing agents include hydroquinone or its derivatives, catechol or its derivatives, ascorbic acid, and the like.
  • the substrate to be used for supporting the silver halide photographic material may be any base material so far as it can support a silver halide emulsion layer, and typically includes paper, plastic films, etc., which may be further provided with a baryta layer or an undercoating layer.
  • the silver halide emulsion to be used is to be understood to include silver halide photosensitive materials, and may contain gelatin or other synthetic resins such as poly(vinyl alcohol), poly(viny1 acetal), etc., as a binder.
  • EXAMPLE 2 A coating solution was prepared by adding necessary hardening agent and coating additives to 400 cc of silver halide gelatin emulsion containing 50g gelatin and g silver iodobromide containing 1.5 mol percent of silver iodide.
  • Photographic baryta paper of 150 g/m was coated with the above coating solution and further coated, under the set state before drying of the coated emulsion layer, with a coating solution comprising 20g gelatin, 30g of hydroquinone and 1.4g of 4-dimethylamino-Z,3,5-trimethyl phenol hydrochloride as a developing agent, 2g of sodium benzene sulfinate as an antioxidant, 3 cc of 30 percent aqueous formalin solution, 60c of a 6 percent methanol solution of saponin and one liter of water and thereafter dried.
  • a coating solution comprising 20g gelatin, 30g of hydroquinone and 1.4g of 4-dimethylamino-Z,3,5-trimethyl phenol hydrochloride as a developing agent, 2g of sodium benzene sulfinate as an antioxidant, 3 cc of 30 percent aqueous formalin solution, 60c of a 6 percent methanol solution of saponin and one liter of water and thereafter
  • a control sample was similarly prepared without adding 4-dimethylamino-2,3,S-trimethylphenol hydrochloride.
  • Example 2 The thus prepared samples were treated according to the manner of Example 1
  • the samples of this invention exhibited superior values in sensitivity, maximum concentration and gamma to control samples.
  • Photographic baryta paper of 150 g/m was coated with a solution comprising 50g of gelatin, 35g of hydroquinone, 1.4g of 4-dimethylamino-3,S-dimethylphenol hydrochloride, 2g of sodium benzene sulfinate as the antioxidant for hydroquinone, 200 of a 30 percent aqueous formalin solution, 1.0g of fluorescent whitening agent (Blankophor BUP manufactured by Bayer Co., West Germany) and one liter of water.
  • a coating solution comprising 400 cc of silver halide gelatin emulsion containing 20g of silver chlorobromide containing 60 mol percent silver bromide and other necessary additives such as hardening agents and coating additives.
  • the thus coated paper was further provided with a protective layer by coating thereon a solution comprising 20g gelatin, 6 cc of 6 percent methanol solution of saponin and one liter of water.
  • a comparison sample was prepared similarly but without 4-dimethylamino-3,S-dimethylphenol hydrochloride.
  • Photographic paper was prepared by coating on photographic baryta paper a coating solution comprising 400 cc of silver halide gelatin emulsion containing 50g gelatin and 20g silver chlorobromide in which the content of the silver bromide was 50 mol percent and necessary hardening agents and coating additives.
  • the thus prepared paper was developed with the use of a developer liquid having the following composition, and the change in density in relation to the developing period at a constant exposure dosage was plotted in curves shown in FIG. 1.
  • Curve B Combined use of hydroquinone with l-phenyl-3-pyrazolidone;
  • Curve D Combined use of hydroquinone with d-diethylamino-2-methylphenol hydrochloride
  • Curve E Combined use of hydroquinone with 4-dimethylaminn-2,3,S-trimethylphenol hydrochloride;
  • Curve F Combined use of hydroquinone with 4- dimethylamino-3,S-dimethylphenol hydrochloride.
  • Photographic baryta paper of 150 g/m was coated with a coating solution prepared by adding 30g hydroquinone and other requisite additives per one Kg of a silver halide emulsion containing 40g of silver chlorobromide (60 mol percent silver bromide) per g gelatin and then dried.
  • the thus prepared photographic paper was exposed to light through a step wedge, then developed for 4 seconds with the activated solution used in Example 1 and thereafter stabilized with a sta- Y X bilizer solution containing ammonium thiocyanate.
  • the same treatment was carried out using an activator solution containing 0.9g per liter of the R, compound of Synthesis Example 1.
  • each of R and R is an alkyl group having one to four carbon atoms.
  • a photographic developing process wherein said hydroquinone is incorporated in said alkaline solution, and said derivative is incorporatedin said emulsion layer, in an adjacent layer to said Photographic baryta paper of 1.50 g/m was coated with a solution containing 1.8g of the compound of Synthesis Example 2 and other requisite additives per kg of the silver halide emulsion used in Example 5 and then dried to give a photographic paper.
  • Another photographic paper was similarly prepared but using an emulsion containing no compound of Synthesis Example 2.
  • Each photographic paper sample was exposed to light through a step wedge, then developed for 4 seconds with an activated solution of Example 1 containing 20g of hydroquinone per liter of the solution, thereafter stabilized with a stabilizing solution containing. ammonium rhodanate. Results of the test for specific sensitivity, maximum density andv gamma are given in cent layer to Sam emulslon layer 4.
  • a photographic developing process 3.
  • a photographic developing process according to the compound of Synthesis Example 2 greatly proclaim 4, wherein the amount of said hydroquinone is motes the development of hydroquinone. from 5 to 500 grams per mole of light-sensitive silver As having been set forth in detail, the present invenhalide. tion is not only adaptable for silver halide photosensi- 8.
  • halide photosensitive materials for photographic or 9.
  • a photographic developing process according to copying use containing no developing agent in the claim 4, wherein the amount of said derivative is from emulsion layer thereof. 0.05 to 50 grams per mole of light-sensitive silver hal- What we claim is: ide.
  • a photographic developing process which com- 10.
  • a photographic developing process according to claim 2, wherein the amount of said derivative is from 0.01 to grams per liter of said alkaline solution.
  • a photographic developing process according to claim 5, wherein the amount of said derivative is from 0.01 to 20 grams per liter of said alkaline solution.
  • a photographic developing process according to claim 1, wherein said derivative is selected from the group consisting of 4-diethylamino-3-ethylphenol hydrochloride; 4-(N-ethyl-N-n-propylamino)-3-nbuthoxy phenol hydrochloride; 4-di-n-propylamino- 2,5-dimethylphenol sulfate; and 4-di-n-butylamino-2,5- dimethylphenol sulfate.
  • a photographic material having at least one lightsensitive silver halide emulsion layer, said material containing hydroquinone and from 0.05 to 50 grams per mole of said silver halide of a derivative of paminophenol having the general formula wherein each of X and Y is selected from the group consisting of a hydrogen atom, an alkyl group having one to four carbon atoms and an alkoxyl group, Z is selected from the group consisting of an alkyl group having one to four carbon atoms or an alkoxy group, and each of R, and R is an alkyl group having one to four carbon atoms.
  • An alkaline solution for photographic development which contains hydroquinone and from 0.01 to 20 grams per liter of said solution of a derivative of paminophenol having the general formula wherein each of X and Y is selected from the group consisting of a hydrogen atom, an alkyl group having one to four carbon atoms and an alkoxy group, Z is selected from the group consisting of an alkyl group having one to four carbon atoms or an alkoxy group, and each of R, and R is an alkyl group having one to four carbon atoms.
  • a photographic developing process wherein said hydroquinone and said derivative are incorporated in any one of said emulsion layer, a protective layer adjacent to said emulsion layer, or an undercoat layer adjacent to said emulsion layer.

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  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Chemical & Material Sciences (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Silver Salt Photography Or Processing Solution Therefor (AREA)
US00192952A 1970-10-27 1971-10-27 Method of developing silver halide photosensitive material Expired - Lifetime US3801323A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP45094882A JPS497006B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) 1970-10-27 1970-10-27

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US (1) US3801323A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
JP (1) JPS497006B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
DE (1) DE2153571A1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
FR (1) FR2113246A5 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)
GB (1) GB1348515A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4592991A (en) * 1983-12-22 1986-06-03 Fuji Photo Film Co., Ltd. Silver halide photographic printing paper

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS4981139A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) * 1972-12-08 1974-08-05

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4592991A (en) * 1983-12-22 1986-06-03 Fuji Photo Film Co., Ltd. Silver halide photographic printing paper

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Publication number Publication date
FR2113246A5 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) 1972-06-23
JPS497006B1 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) 1974-02-18
GB1348515A (en) 1974-03-20
DE2153571A1 (de) 1972-05-04

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