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
  • G03C7/00—Multicolour photographic processes or agents therefor; Regeneration of such processing agents; Photosensitive materials for multicolour processes
  • G03C7/30—Colour processes using colour-coupling substances; Materials therefor; Preparing or processing such materials
  • G03C7/32—Colour coupling substances
  • G03C7/34—Couplers containing phenols
  • G03C7/346—Phenolic couplers

Definitions

• ABSTRACT Color photographic material having a color coupler of the general formula B1 Cl NH-COaH-(CHEh-O wherein R is H, or a short chain alkyl; R is H, Cl, or a straightor branched chain alkyl; R is a straight or branched chain alkyl and wherein the chain carbon atoms of R and R alfi w a rsisb a l n a m is 0 1 or 1 Claims, No Drawings COLOR PHOTOGRAPHIC SILVER I'IALIDE MULTI- LAYER MATERIAL CONTAINING CYAN-FORMING COUPLERS BACKGROUND OF THE INVENTION
• the invention relates to new diffusion-proof blue-green components for the preparation of color photographic materials in accordance with the principle of the chromogeneous developing.
• the dyestuffs developed by color developing must have certain optical properties.
• a blue-green dyestuff should ideally absorb entirely red'light and allow the green as well as the blue light to penetrate as much as possible.
• a color coupler should give the highest possible color density.
• Next to the optical properties there are special requirements placed on the hydrolysis stability and the fastness of the dyestuffs. In addition, for the applicability of a color component, important is a good dispersability; also a high developing speed and with respect to the resulting dyestuff the most homogeneously dispersed color granules possible.
• the object of the invention is to find novel blue-green developers which have good properties of the named aminophenols but are less inclined to recrystallization, so that they may be employed without oil forming agents.
• R H or a short alkyl chain up to three carbon atoms; R H, chlorine or a straight or branched alkyl chain; R a straight or branched alkyl chain; the total chain length of R and R amounting up to at least eight carbon atoms; n 0, l or 2.
• the melting points of the novel couplers are relatively low
• the coupler of Formula II! has a melting point which is by ca. 15 C. lower than that of the corresponding unchlorinated couplers according to the U.S. Pat. No. 2,908,573.
• the new couplers are easily dispersed in water or gelatin solutions.
• the coupler is dissolved, for example, in a known manner in a low boiling solvent, immiscible with water, e.g., acetic ester or methylene chloride, and is then dispersed with the aid of a wetting agent in water or in gelatin solution.
• a low boiling solvent immiscible with water, e.g., acetic ester or methylene chloride
• This method is particularly suitable for the novel couplers since their solubility is preferable in the low boiling solvents.
• the use of anoil forming agent is unnecessary in most instances.
• the dispersions are stable for several days and even in storage of the finished materials there is generally no recrystallization observed. Due to this property, the novel .coupler is clearly superior to the known comparable compounds.
• the novel coupler excellent: good reactivity with all customary color developing substances and good optical properties of the formed dyestuffs.
• the obtainable color densities are particularly high which is equally traced back to the high degree of dispersion of the components.
• novel components may be employed both in the negative as well as in the reverse process. They are equally suitable for film as well as for paper materials.
• the synthesis takes place in a known manner by condensation of the aminophenol with the chlorophenoxy carbonic acids.
• Second Step Z-a-Methyltridecyl-4-chlorophenoxy acetic acid.
• 650 g. 2-a-methyltridecyl-4-chlorophenol and 490 g. chloroacetic acid ethyl ester are heated over a steam bath, then are added by drops within one hour 440 ml. of 30 percent sodium methylate solution and subsequently boiled 1 hour under reflux. Thereupon, at boiling temperature, a mixture of 550 ml. 30 percent soda lye and 550 ml. methanol is added by drops for 10-15 minutes and again restirred for 20 minutes. The reaction mixture is poured out on 4 l. water and 0.6 1.
• Couplers Of this color component 3 g. are dissolved cold in l ml. acetic ester and dispersed with 50ml. of a percent gelatin solution, which contains 4 ml. sodium dodecyl benzene sulfonate percent). The dispersion is added to a photoll] Cl' 01- NH-CO-CH-(CHzh-OQ R H3 C 1 a wherein R H or a short alkyl chain up to three carbon atoms;
• R H chlorine or a straight or branched alkyl chain

Landscapes

• Physics & Mathematics (AREA)
• General Physics & Mathematics (AREA)
• Silver Salt Photography Or Processing Solution Therefor (AREA)
• Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

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Publications (1)

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ID=5729619

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Citations (2)

• 1969
  • 1969-03-28 DE DE1915948A patent/DE1915948B2/de active Granted
• 1970
  • 1970-03-17 GB GB02730/70A patent/GB1240804A/en not_active Expired
  • 1970-03-23 BE BE747782D patent/BE747782A/xx unknown
  • 1970-03-26 US US22998A patent/US3652286A/en not_active Expired - Lifetime
  • 1970-03-27 FR FR7011316A patent/FR2040126A5/fr not_active Expired

Patent Citations (2)

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