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
  • G03C7/392—Additives
  • G03C7/39208—Organic compounds
  • G03C7/39236—Organic compounds with a function having at least two elements among nitrogen, sulfur or oxygen
• • 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
  • G03C7/407—Development processes or agents therefor
  • G03C7/413—Developers

Definitions

• R is selected from an alkyl, aralkyl, alkaryl, acyl and a substituted acyl group and R and R are each selected from a hydrogen atom and an alkyl, aralkyl, alkaryl, aryl and a substituted aryl group.
• This invention relates to new chemical compounds, to their production and to their use in colour photography.
• R is an alkyl, aralkyl or alkaryl group or an acyl group which is optionally substituted and R and R are each hydrogen atoms or an alkyl, aralkyl or alkaryl group, or an aryl group which is optionally substituted.
• R R or R is an alkyl, aralkyl or alkaryl group that the alkyl residue comprises not more than 18 carbon atoms.
• substituent groups which may be present in R when it is an acyl group or in R or R when either is an aryl group are hydroxy, alkoxy, halogen, nitrile, amino, substituted amino, sulphonic acid, esterified sulphonic acid, carboxy acid and esterified carboxy acid.
• the compounds of Formula I are closely related to certain cyan colour couplers of the a-naphthol type, the hydroxy group being substituted and there being a sulphonic acid group in the 4 or coupling position.
• Compounds of Formula :I are prepared from the known a-naphthol compounds which comprise a sulphonic acid group in the 4-position.
• R and R have the meanings previously assigned to them with a compound of the general formula R X where R, has the meaning previously assigned to it and X is an anion under continuously alkaline conditions and separating the compound of general Formula I so formed.
• a process for the colour development of exposed photographic silver halide material which comprises developing the material by means of a colour developer in the presence of a colour coupler or couplers and a compound of the general Formula I.
• the colour couplers may be of the substantive type, i.e. present initially in the colour photographic material or of the non-substantive type, i.e. present in the colour developing solution. In the former case usually more than one colour coupler is present during the development process while in the latter case usually only one colour coupler is present.
• the compounds of general Formula I may be present in the colour developing solution or may be present initially in the colour photographic material in a layer thereof, for example in a silver halide layer.
• colour photographic material which comprises in at least one layer thereof at least one compound of general Formula I.
• the colour photographic material comprises three light-sensitive silver halide emulsion layers each of which contain a substantive colour coupler there may be present in each of these three layers a compound of general Formula -I.
• the compound of Formula 'I may be present initially in the colour developing solution during the colour development process and according, therefore, to another aspect of the present invention there is provided a photographic colour developing solution which comprises a colour developing agent and at least one compound of Formula I.
• the compound of Formula -I may be caused to be present during the colour development process by being adsorbed on to color photographic material from a bath with which the colour photographic material is treated after exposure and before colour development, e.g. a prehardening bath.
• a colour photographic material treatment bath for use in treating colour photographic material after exposure thereof and before development thereof which comprises in an aqueous solution at least one compound of general Formula I.
• the colour developed mate rial exhibits an increase in colour contrast and maximum photographic density over control material which has been developed in the absence of compounds of Formula I.
• the increase in colour contrast and maximum photographic density are significant when normal development times are employed but they are particularly apparent when an extended colour development time is used.
• By use of the process of the present invention is is possible to lower the coating weight of the silver and/or colour couplers in the colour photographic material, thus achieving a saving in the use of expensive raw materials. Further it is possible to prepare thinner gelatino silver halide layers and to obtain the same colour density using such layers by use of the present invention. The use of thinner layers yields increased image sharpness.
• the compounds of Formula I may be added to any type of colour photographic material such as negative, reversal or print materials.
• any type of colour photographic material such as negative, reversal or print materials.
• the compounds of the invention when incorporated in the photographic material itself may be conveniently added to the silver halide gelatin emulsion as an aqueous solution of the free acid or of its sodium or potassium salt, preferably before the addition of colour coupler.
• a similar aqueous solution may be used.
• Coupler A CHBO-QGOCHIC QNHQ The following examples will serve to illustrate the invention.
• Coupler B N omQcoomo ONE O OH Coupler C O CH; omo-Qooomo ONH C 0 OH NHC OCH: Cfi Cia n C O C H (C H Coupler D CaH5-NN C O OH 0- NHC O CHaCE N C12H2s ('30 C H:
• Colour developer III-C Trisodium phosphate g 80 Hydroxylamine sulphate g 2.4 Sodium sulphite (anhydrous) g 4.0 Potassium bromide g 1.0 p-Amino-N-ethyl-N-fi-hydroxy eth-yl aniline sulphate g 6.7 0.1% potassium iodide solution m'l 5.0 Water to 1 l.
• EXAMPLE III An aqueous solution of compound I was added to a negative emulsion at least 10 minutes before the addition of a methanolic alkaline solution of coupler A. HCl was added to the negative emulsion prior to the addition of compound I and coupler A so that the final pH was 6.0. The concentration of compound I, coupler A and silver in the coatings is given in Table 1 below.
• EXAMPLE IV An alkaline solution of compound I was added to a negative emulsion at least 10 minutes before the addition of a methanolic alkaline solution of coupler B. 1101 was added to the negative emulsion prior to the addition of compound I and coupler B so that the final pH was 6.0.
• the concentration of compound I, coupler B and silver in the coatings is given in Tab-1e 2 below. Colour development of sensitometrically exposed coatings using the colour developer I-C followed by bleaching and fixing to remove the silver gave the results shown in Table 2. Contrast was taken as the slope of the straight line portion of the characteristic curve.
• Example IV was repeated using coupler C instead of coupler B.
• concentration of compound I, coupler C and silver in the coatings is given in Table 3 below. Colour development of sensitometrically exposed coatings using the colour developer I-C followed by bleach- 7 ing and fixingto remove the silver gave the results shown in Table 3.
• Example IV was repeated using coupler D instead of coupler B.
• concentration of compound I, coupler D and silver in the coatings is given in Table 4 below. Colour development of sensitometrically exposed coatings using the colour developer I-C followed by bleaching and fixing to remove the silver gave the results shown in Table 4.
• Example IV was repeated using compound 2 instead of compound I.
• concentration of compound 2, coupler A and silver in the coatings is given in Table 5 below. Colour development of sensitometrically exposed coatings using the colour developer I-C followed by bleaching and fixing to remove the silver gave the following results.
• EXAMPLE VIII An alkaline solution of compound I was added to a colour paper emulsion at least minutes before the addition of a 'methanolic alkaline solution of coupler A. HCl was added to the paper emulsion prior to the addition of compound I and coupler A so that the final pH was 6.0. The concentration of compound I, coupler A and silver in the coatings isv given in Table 6 below. Colour development of sensitometrically exposed coatings using the colour developer II-C followed by bleaching and fixing to remove the silver gave the following results.
• EXAMPLE 1X An alkaline solution of compound I was added to a negative emulsion at least 10 minutes before the addition of a methanolic alkaline solution of a colourless masking magenta coupler E. HCl was added to the negative emulsion prior to the addition of compound I and coupler B so that the final pH was 6.0. The concentration of compound I, coupler E and silver in the coatings is given in Table 7. Colour development of sensitometrically exposed coatings for the standard time (6 minutes) using the colour developer I-C gave the following results.
• EXAMPLE X An alkaline solution of compound I was added to a photographic emulsion at least 10 minutes before the addition of a methanolic alkaline solution of coupler A. HCl was then added to the emulsion so that the final pH was 6.0. The concentration of compound I, coupler A and silver in the coatings is given in Table 8 below. Reversal colour development of sensitometrically exposed coatings using the black and white developer LB and the colour developer III-C followed by bleaching and fixing to remove the silver gave the following results.
• R and R are each alkyl of up to 18 carbon atoms and R is hydrogen or alkyl of up to 18 carbon atoms.
• a multilayer colour photographic material which 35 comprises three light-sensitive silver halide layers each of which contain a substantive colour coupler and at least one compound of the formula:
• R and R are each alkyl of up to 18 carbon atoms and R is hydrogen or alkyl of up to 18 carbon atoms.
• a colour development process according to claim 1 wherein said compound is 1-meth0xy-4-sulpho-2-N- methyl-N-octadecylaminenaphthamide.
• a silver halide photographic material according to claim 2 wherein said compound is 1-methoxy-4-sulpho-2- N-methyl-N-octadecylaminenaphthamide.

Landscapes

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

Applications Claiming Priority (1)

Publications (1)

Family

ID=10480056

Family Applications (1)

Country Status (6)

• 0
  • BE BE759497D patent/BE759497A/xx unknown
• 1969
  • 1969-11-26 GB GB5779969A patent/GB1288281A/en not_active Expired
• 1970
  • 1970-11-25 US US92927A patent/US3701661A/en not_active Expired - Lifetime
  • 1970-11-26 FR FR7042520A patent/FR2072450A5/fr not_active Expired
  • 1970-11-26 DE DE19702058235 patent/DE2058235A1/de active Pending
  • 1970-11-26 JP JP45103740A patent/JPS497007B1/ja active Pending

Also Published As

Similar Documents