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
  • 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

Definitions

• the present invention relates to the use of derivatives of ketogluconic acid as photographic agents.
• Silver halide emulsions are coated on various papers and films for use in photographic applications. When these emulsions have been exposed to radiation, the sensitized emulsion produces a latent image in the silver halide grains. The image is latent because the grains are sensitized to reduction by the formation of minute quantities of free silver in the grains from the exposure. These grains are developed by placing the exposed photosensitive material in an aqueous solution containing one or more specific reducing chemicals. There are very few reducing agents which will only develop the latent image and not reduce the unexposed silver halide.
• the reducing agents conventionally employed include such organic materials as hydroquinone and other materials meeting the criteria of the Kendall-Pelz rule.
• B is carbon or nitrogen
• a and a' are OH, NH 2 , NHR,, NR.R 2 .
• chemicals meeting this rule are hydroquinone, catechol, pyrogallol, ascorbic acid and its stereoisomers, and derivatives of phenylenediamine.
• An example of a developing agent which is an exception to the rule is 1-phenyl-3-pyrazolidone (Phenidone).
• Two of these developing agents may be used in the same formulation to produce a result known in the photographic industry as superadditivity, also known as synergy. It is defined as the mixture of two developing agents showing a greater degree of developer activity than the sum of the actions of each agent separately.
• SUBSTITUTE SHEET Figs. 1-6 are graphs showing the effect of various ketogluconates on photographic media.
• the present invention is directed to a process for the development of a photographic image on a photographic medium comprising reducing the photosensitized silver on said medium with an effective amount of (a) a compound selected from the group consisting of alkali metal salts, alkaline earth metal salts, amine salts of ketogluconic acid, alkali metal salts, alkaline earth metal salts and amine salts of stereoisomers of ketogluconic acid; and C--C 4 alkyl esters of ketogluconic acid and C,-C 4 alkyl esters of stereoisomers of ketogluconic acid; and (b) a co-developer.
• the salt of ketogluconic acid is sodium-2-ketogluconate.
• the ester is the methyl ester.
• the methyl ester is methyl-2-ketogluconate.
• the alkaline earth metal salt is calcium- 2,5-diketogluconate.
• the co-developer is selected from the group consisting of 4-methylaminophenol, 1-phenyl-3-pyrazolidone, and para-phenylenediamines.
• the present invention is directed to a photographic composition
• a photographic composition comprising (a) an effective amount of a developing agent selected from the group consisting of alkali metal salts, alkaline earth metal salts, amine salts of ketogluconic acid; alkali metal salts, alkaline earth metal salts and amine salts of stereoisomers thereof; C,-C 4 alkyl esters of said salts of ketogluconic acid and stereoisomers thereof; and (b) a co-developer.
• a developing agent selected from the group consisting of alkali metal salts, alkaline earth metal salts, amine salts of ketogluconic acid; alkali metal salts, alkaline earth metal salts and amine salts of stereoisomers thereof; C,-C 4 alkyl esters of said salts of ketogluconic acid and stereoisomers thereof; and (b) a co-developer.
• the co-developer is selected from the group consisting of 4-methylaminophenol, 1-phenyl-3-pyrazolidone, and para- phenylenediamines.
• the present invention is directed to a process for the development of a photographic image on a photographic medium comprising reducing the photosensitized silver on said medium with an effective amount of methyI-2- ketogluconate.
• the present invention is directed to a photographic composition containing an effective amount of methyl-2-ketogluconate as a developing agent.
• ketogluconic acid derivatives of ketogluconic acid. These derivatives are used in the form of salts which are hereinafter referred to as either ketogluconates or in the case of the stereoisomers, as ketogulonates.
• keto- gluconates One class of the present developing agents are the alkali metal salts of keto- gluconates, and stereoisomers thereof.
• the D, L and DL forms of the keto-gluconates may be used.
• Stereoi s omers of the ketogluconates include the ketogulonates which may also be used in x, , « D, L or DL forms.
• Preferred alkali metal salts are the sodium and potassium salts.
• the sodium and potassium salts of the keto-D-gluconates, keto-L-gluconates, and the k gluconates may be used in the composition and process of the present inver,.. ⁇ n.
• the sodium and potassium salts of the keto-D-gulonates, keto-L-gulonates and keto-DL-gulonates may be used in the process and compositions of the present invention.
• Preferred amine salts are the ammonium salts, the triethanolamine salt ⁇ , the diethylaminoethyl, cyclohexylamine, and the morpholine salts of the ketogluconates and ketogulonates.
• Preferred alkaline earth metal salts are the calcium salts of ketogluconates and ketogulonates.
• ketogluconic acid also exist in the diketo form.
• salts of ketogluconic acid include the diketo salts and esters include the diketo esters.
• esters of the ketogluconates and ketogulonates are the C.-C 4 alkyl esters. Preferred is the methyl ester.
• ketogluconic acid The derivatives of ketogluconic acid are used with a co-developer.
• Preferred co- developers are metol (1-phenyl-3 pyrazolidone), a pyrazolidone derivative, phenidone (4-aminomethylphenol), and para-phenylenediamines.
• 3-pyrazolidone silver halide developing agents may be used.
• Examples of such derivatives include: 1 -p-tolyl-3-pyrazolidone, 5-phenyl-3-pyrazolidone.5-methyl- 3-pyrazoIidone, 1-p-chlorophenol-3-pyrazolidone, 1-phenyl-5-phenyl-3-pyrazolidone, 1- m-tolyl-3-pyrazolidone, 1-phenyl-5-methyl-3-pyrazolidone, 1 -p-tolyl-5-phenyl-3- p f -*olidone, 1 -m-tolyl-3-pyrazolidone, 1-p-methoxyphenyl-3-pyrazolidone s acetamidophenyl-3-pyrazolidone, 1-phenyl-2-acetyl-4, 4-dimethyl-3-pyrazolidone i- phenyl-4, 4-dimethyl-3-pyrazolidone, 1-m-aminophenyl-4-4-propyl-3-pyr
• phenylenediamine compounds are N,N-diethyl-p-phenylene- diamine, N,N-diethyl-o-methyl-p-phenylenediamine, N,N-diethyl-methoxy-p- phenylenediamine, P-phenylenediamine, N-ethyl-n-hydroxyethyl-p-phenylenediamine, and N-ethyl-N-hydroxyethyl-o-methyl-p-phenylenediamine.
• photographic media on which images may be developed include black and white print film, color transparencies, black and white transparencies, and color print film.
• the present invention is also directed to a process for developing a photographic image by using methyl-2-ketogluconate as a developer, and to a photographic composition containing methyl-2-ketogluconate as a developing agent.
• Macbeth TR 924 densitometer The results of the test were plotted on a D log E curve.
• the y axis had the values of densities from the relative step exposure on the x axis.
• Example 2 The following formulations were prepared and used to develop Kodak Tri-X Pan 4164 film. gram to 500 ml water
• DEPDA N,N-Diethyl-1 , 4-phenylenediamine
• Example 5 The following formulation was prepared and used to develop Kodak Polycontrast

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• Physics & Mathematics (AREA)
• General Physics & Mathematics (AREA)
• Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
• Silver Salt Photography Or Processing Solution Therefor (AREA)
• Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
• Cosmetics (AREA)

Priority Applications (3)

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Publications (1)

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Citations (4)

• 1993
  • 1993-06-22 JP JP6505287A patent/JP2801084B2/ja not_active Expired - Fee Related
  • 1993-06-22 EP EP93916592A patent/EP0654148B1/de not_active Expired - Lifetime
  • 1993-06-22 AU AU46390/93A patent/AU672418B2/en not_active Ceased
  • 1993-06-22 ES ES93916592T patent/ES2111760T3/es not_active Expired - Lifetime
  • 1993-06-22 AT AT93916592T patent/ATE159350T1/de not_active IP Right Cessation
  • 1993-06-22 CA CA002140541A patent/CA2140541A1/en not_active Abandoned
  • 1993-06-22 WO PCT/US1993/005802 patent/WO1994003834A1/en active IP Right Grant
  • 1993-06-22 DK DK93916592.4T patent/DK0654148T3/da active
  • 1993-06-22 DE DE69314652T patent/DE69314652T2/de not_active Expired - Fee Related

Patent Citations (4)

Non-Patent Citations (1)

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