EP0674221B1 - Tenside und hydrophile, kolloidale Zusammensetzungen und diese enthaltenden Materialien - Google Patents

Tenside und hydrophile, kolloidale Zusammensetzungen und diese enthaltenden Materialien Download PDF

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Publication number
EP0674221B1
EP0674221B1 EP19950200377 EP95200377A EP0674221B1 EP 0674221 B1 EP0674221 B1 EP 0674221B1 EP 19950200377 EP19950200377 EP 19950200377 EP 95200377 A EP95200377 A EP 95200377A EP 0674221 B1 EP0674221 B1 EP 0674221B1
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Prior art keywords
surfactant
hydrophilic colloid
photographic
coupler
methyl
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EP19950200377
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French (fr)
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EP0674221A1 (de
Inventor
Alan Robert Pitt
Julian Claudius Caesar
Danuta Gibson
Trevor John Wear
David John Young
Scott c/o EASTMAN KODAK CO. King
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Kodak Ltd
Eastman Kodak Co
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Kodak Ltd
Eastman Kodak Co
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Priority claimed from US08/198,729 external-priority patent/US5484695A/en
Priority claimed from GB9403209A external-priority patent/GB9403209D0/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
    • 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
    • G03C7/388—Processes for the incorporation in the emulsion of substances liberating photographically active agents or colour-coupling substances; Solvents therefor

Definitions

  • the invention relates to surfactants and their use as dispersing aids in the preparation of hydrophilic colloid compositions having hydrophobic particles dispersed therein. Such compositions may be used in the preparation of multilayer photographic materials.
  • JP56-19042 describes various diester sulfoitaconates as dispersing aids for photographic additives.
  • the two ester linked hydrophobic groups include a number of substituted or unsubstituted alkyl or aryl groups.
  • US-A-3 948 663 describes photographic materials containing certain sulfosuccinate surface active agents and refers to their possible use as dispersing aids and coating aids.
  • a specific example of such a surface active agent is sodium dioctyl sulfosuccinate which is commercially available as AerosolTMOT.
  • WO93/03420 describes a method of making fine particle photographic coupler dispersions which comprises forming a dispersion of photographic coupler, coupler solvent and auxiliary coupler solvent in an aqueous gelatin medium containing at least about 1% by weight of an anionic surfactant having a hydrophobicity of 2-10 log P(OH) and washing the dispersion with water for a time sufficient to remove at least one fourth of the surfactant.
  • Anionic surfactants of diverse structures may be employed and included among several named surfactants is diphenylbutyl sodium sulfosuccinate.
  • a shortcoming of the use of surfactants described in JP56-19042 and US-A-3 948 663 is the very low surface tension values exhibited by the compounds at concentrations above their critical micelle concentration (CMC).
  • CMC critical micelle concentration
  • the surface tension of underlying layers in the multilayer coating of photographic materials is often dominated by the surfactant dispersing aid that is used to stabilize the emulsified hydrophobic particles therein e.g. colour couplers and their associated solvents.
  • a further shortcoming of the use of the surfactants described in JP56-19042 and US-A-3 948 663 as dispersing aids in photographic materials is that they can contribute to foaming during photographic processing, especially in seasoned developers where surfactants have leached out from the material and have built up in concentration.
  • the invention overcomes the coating latitude problem associated with the prior art dipersing aids.
  • the invention can reduce the foaming which can occur during the processing of photographic materials containing the prior art dispersing aids.
  • the invention provides a method of preparing a multilayer photographic material which comprises
  • surfactant having the structure I in the method described above as an agent which improves coating latitude.
  • the invention in another aspect, relates to use of a surfactant having the structure I in a multilayer photographic material comprising a support bearing a plurality of hydrophilic colloid layers including at least one light-sensitive silver halide emulsion layer wherein at least one of the underlying hydrophilic colloid layers contains hydrophobic particles dispersed therein with the aid of the surfactant; in order to reduce the foaming which can occur during photographic processing of the material.
  • the invention also provides a method of preparing a composition comprising a hydrophilic colloid having hydrophobic particles dispersed therein comprising dispersing a hydrophobic material comprising a photographic coupler into an aqueous solution of a hydrophilic colloid in the presence of the surface active agent characterised in that the surfactant has the structure I and the surfactant is used in an amount less than 1 weight percent without a washing step to remove at least one fourth of the surfactant.
  • the invention enables increased coating latitude.
  • Improved photographic performance can be achieved with dispersions of a photographic coupler in a hydrophilic colloid.
  • the nature of the improvement depends on the type of coupler dispersion.
  • the benefits include decreased droplet size, increased liquid dispersion reactivity, and increased Dmax in coated product.
  • the benefits include increased liquid dispersion reactivity, and increased shoulder density and contrast in coated product.
  • Another advantage is reduced foam formation during photographic processing, especially in seasoned developer.
  • the cation M is a positively charged atom or group of atoms preferably chosen from alkali metal cations e.g. Na + , or ammonium.
  • Preferred compounds include those wherein each n is from 2 to 4, and each R is H. In a particularly preferred compound, each n is 3, and each R is H.
  • the compounds may be water soluble or water dispersible.
  • the compounds may be prepared by the esterification of maleic acid with a phenylalkanol wherein the alkanol has from 3 to 8 carbon atoms.
  • a specific method which can be used in respect of all the compounds is given below in Example 1.
  • compositions comprising a hydrophilic colloid having hydrophobic particles dispersed therein may be formed by a process comprising dispersing a hydrophobic material into an aqueous solution of a hydrophilic colloid in the presence of the surface active agent.
  • the surface active agent is used preferably in an amount from 0.4 to 1.2 , more preferably from 0.6 to 0.9 weight percent based on the weight of the aqueous dispersion.
  • the surface active agent is used preferably in an amount that provides a molar ratio of surface active agent: hydrophobic material e.g. photographic coupler which is from 1:4 to 2:1.
  • dispersions can be made in accordance with the invention which avoid the coating latitude problems associated with the prior art by using less than about 1 weight percent of the surfactant and without requiring a washing step to remove at least one fourth of the surfactant e.g. no washing step is used.
  • the invention is particularly useful in the preparation of photographic compositions and materials.
  • hydrophobic photographic additives used in light sensitive photographic materials are oil-soluble and are used by dissolving them in a substantially water-insoluble, high boiling point solvent which is then dispersed in an aqueous hydrophilic colloid solution with the assistance of a dispersing aid.
  • oil-soluble additives include image forming dye couplers, dye stabilizers, antioxidants and ultra-violet radiation absorbing agents.
  • a typical solvent used to dissolve the additive is aromatic e.g. di-n-butyl phthalate.
  • Gelatin is the preferred hydrophilic colloid, but other hydrophilic colloids can be used alone or in combination with gelatin.
  • Suitable methods of preparing photographic dispersions are described in Research Disclosure, Sections XIV A and XIV B.
  • homogenised oil in aqueous gelatin dispersions of photographic couplers can be prepared by dissolving the coupler in a coupler solvent and mechanically dispersing the resulting solution in an aqueous gelatin solution (see U.S. Patent No. 2,322,027).
  • microprecipitated dispersions of photographic couplers prepared by solvent and/or pH shift techniques are becoming more widely used (see references: U.K. Patent No. 1,193,349; Research Disclosure 16468, Dec 1977 pp 75-80; U.S. Serial No. 288,922 (1988) by K.Chari; U.S. Patent Nos. 4,970,139 & 5,089,380 by P.Bagchi; U.S. Patent No.5,008,179 by K.Chari, W.A.Bowman & B.Thomas; U.S. Patent No. 5,104,776 by P.Bagchi & S.J.Sargeant) and offer benefits in decreased droplet size and often increased reactivity relative to conventional oil-in-water homogenised dispersions.
  • Multilayer photographic materials according to the invention comprise one or more underlying layers formed from such compositions.
  • Preferred multilayer photographic materials include color materials of the type described in Research Disclosure, Sections VII A to VII K.
  • the hydrophobic material dispersed in the hydrophilic colloid may be a photographic coupler.
  • Couplers which form cyan dyes upon reaction with oxidized color-developing agents are described in such representative patents and publications as U.S. Patent Nos. 2,772,162; 2,895,826; 3,002,836; 3,034,892; 2,747,293; 2,423,730; 2,367,531; 3,041,236; and 4,333,999; and Research Disclosure, Section VII D.
  • Couplers which form magenta dyes upon reaction with oxidized color developing agents are described in such representative patents and publications as: U.S. Patent Nos. 2,600,788; 2,369,489; 2,343,703; 2,311,082; 3,152,896; 3,519,429; 3,062,653; and 2,908,573; and Research Disclosure , Section VII D.
  • Couplers which form yellow dyes upon reaction with oxidized and color developing agents are described in such representative patents and publications as: U.S. Patent Nos. 2,875,057; 2,407,210; 3,265,506; 2,298,443; 3,048,194; and 3,447,928; and Research Disclosures , Section VII D.
  • Couplers which form colorless products upon reaction with oxidized color developing agents are described in such representative patents as: UK Patent No. 861,138; U.S. Patent Nos. 3,632,345; 3,928,041; 3,958,993; and 3,961,959.
  • the couplers can be dissolved in a solvent and then dispersed in a hydrophilic colloid.
  • solvents usable for this process include organic solvents having a high boiling point, such as alkyl esters of phthalic acid (for example, dibutyl phthalate, dioctyl phthalate), phosphoric acid esters (for example, diphenyl phosphate, triphenyl phosphate, tricresyl phosphate, dioctyl butyl phosphate) citric acid esters (for example, tributyl acetyl citrate) benzoic acid esters (for example, octyl benzoate), alkylamides (for example, diethyl laurylamides), esters of fatty acids (for example dibutoxyethyl succinate, dioctyl azelate), trimesic acid esters (for example, tributyl trimesate); and organic solvents having a boiling point of from about 30
  • gelatin is advantageously used, but other hydrophilic colloids can be used alone or together with gelatin.
  • gelatin in the present invention not only lime-processed gelatin, but also acid-processed gelatin may be employed.
  • the methods for preparation of gelatin are described in greater detail in Ather Veis, The Macromolecular Chemistry of Gelatin, Academic Press (1964).
  • hydrophilic colloids other than gelatin it is possible to use proteins such as gelatin derivatives, graft polymers of gelatin and other polymers, albumin, casein; saccharides such as cellulose derivatives such as hydroxyethyl cellulose, cellulose sulfate, sodium alginate, starch derivatives; and various synthetic hydrophilic high molecular weight substances such as homopolymers or copolymers, for example, polyvinyl alcohol, polyvinyl alcohol semiacetal, poly-N-vinylpyrrolidone, polyacrylic acid, polymethacrylic acid, polyacrylamide, polyvinyl imidazole, polyvinylpyrazole.
  • proteins such as gelatin derivatives, graft polymers of gelatin and other polymers, albumin, casein
  • saccharides such as cellulose derivatives such as hydroxyethyl cellulose, cellulose sulfate, sodium alginate, starch derivatives
  • various synthetic hydrophilic high molecular weight substances such as homopolymers or
  • photographic emulsion layers or other hydrophilic colloid layers of the photographic light-sensitive material of the present invention can be incorporated various surface active agents as coating aids or for other various purposes, for example, prevention of charging, improvement of slipping properties, acceleration of emulsification and dispersion, prevention of adhesion and improvement of photographic characteristics (for example, development acceleration, high contrast, and sensitization).
  • Nonionic surface active agents which can be used are nonionic surface active agents, for example, saponin (steroid-based), alkyene oxide derivatives (for example, polyethylene glycol, a polyethylene glycol/polypropylene glycol condensate, polyethylene glycol alkyl ethers or polyethylene glycol alkylaryl ethers, polyethylene glycol esters, polyethylene glycol sorbitan esters, polyalkylene glycol alkylamines or polyalkylene glycol alkylamides, and silicone/polyethylene oxide adducts, and the like), glycidol derivatives (for example, alkenylsuccinic acid polyglyceride and alkylphenol polyglyceride), fatty acid esters of polyhydric alcohols and alkyl esters of sugar; anionic surface active agents containing an acidic group, such as a carboxy group, a sulfo group, a phospho group, a sulfuric acid esters group, and a phosphoric
  • any of silver bromide, silver iodobromide, silver iodochlorobromide, silver chlorobromide and silver chloride may be used as the silver halide.
  • the light-sensitive silver halide contained in the photographic material can be processed following exposure to form a visible image by associating the silver halide with an aqueous alkaline medium in the presence of a developing agent contained in the medium or the material.
  • a developing agent contained in the medium or the material.
  • Suitable types of photographic processing are described in Research Disclosures , Section XIX A to XIX J.
  • Suitable developing agents are described in Research Disclosures , Section XX A to XX B.
  • All sodium sulfosuccinate surfactants were prepared following the general method outlined below: A solution of maleic anhydride (32.6g,0.33mol), 4-phenyl-1-butanol (100.0g,0.66mol) and concentrated sulfuric acid (1.5cm 3 ) was suspended in toluene (750cm 3 ) and refluxed for 16 hours in a flask equipped with a Dean and Stark trap. On cooling, the toluene solution was reduced to 1/4 volume at reduced pressure on a rotary evaporator and washed with saturated sodium hydrogen carbonate(2x200cm 3 ) and then with water (2x200cm 3 ). The organic layer was dried over magnesium sulfate and the solvent removed at reduced pressure (15 mmHg, 50°C) to give an intermediate diester as a clear oil (119.5g, 95%).
  • Tables IA and IB compare the surface tension data of the compounds of the invention with commercial examples of dialkyl sulfosuccinate, AerosolTMMA (sodium dihexyl sulfosuccinate), AerosolTMOT (sodium diisooctyl sulfosuccinate) and AerosolTMAY (sodium dipentyl sulfosuccinate).
  • the method used for surface tension measurements is as follows.
  • Tables IA and IB show clearly that once the concentrations of the surfactants approach or go beyond their CMC where surface tension values tend to plateau, the compounds of this invention exhibit much higher values of surface tension than the corresponding dialkyl equivalents. Equivalents denote compounds of similar CMC. On comparing equivalent compounds at such concentrations, the materials of this invention show surface tension values that are 10-14 mN/m higher.
  • Tables IIA and IIB show similar data to Tables IA and IB, but the measurements were conducted in solutions containing 7% deionised Type IV bone gelatin in water at 40°C to simulate a coating melt.
  • Tables IIA and IIB also show clearly that once the concentrations of the surfactants approach or go beyond their CMC in aqueous gelatin solution, the compounds of this invention still exhibit much higher values of surface tension than the corresponding dialkyl equivalents. On comparing equivalent compounds at such concentrations, the materials of this invention again show surface tension values that are 10-14 mN/m higher.
  • the materials of this invention offer the advantage of relatively high surface tension minima coupled with reasonably low CMCs (up to 0.3 weight % in 7% gelatin in water) in situations where low values are undesirable, e.g. in underlying layers during simultaneous multilayer coating.
  • the compounds of this invention permit a wider coating latitude when used as dispersing aids in the underlying layer of a simultaneous two layer coating
  • the following format was coated at 15 m/min at 40°C with a range of different surfactants: TOP LAYER coated at 10.8ml/m 2 (1ml/ft 2 ) 10% type IV regular bone gelatin containing 0.3 wt% surfactant and a blue dye marker.
  • 12.7cm (5ins) wide polyethylene terephthalate film base (suitably subbed to give good adhesion to gelatin)
  • a dispersion of a colour coupler was made according to the following recipes:
  • Coupler I 258g of coupler I was dissolved in a mixture of 65g di-n-butyl phthalate and 65g of solvent III at 145°C to make Solution A.
  • 176g of gelatin was dissolved in 1354g of water containing 17.6g of dispersing aid (surfactant under test) and 31g of propionic acid/sodium proprionate preservative to make Solution B.
  • solution A was added to Solution B and the whole mixture was immediately homogenised for 5 minutes at 10,000 rpm with a Kinematica Polytron homogeniser fitted a 35mm diameter head.
  • 149g of coupler II was dissolved in a mixture of 58.5g di-n-butyl phthalate, 22.3g of solvent III, 79.1g of stabiliser IV and 14.9g of scavenger V at 145°C to make Solution C.
  • 149g of gelatin was dissolved in 1180g of water containing 16.4g of dispersing aid (surfactant under test) and 32.7g of propionic acid/sodium propionate preservative to make Solution D. After heating Solution D to 80°C, solution C was added to Solution D and the whole mixture was immediately homogenised for 5 minutes at 10,000 rpm with a Kinematica Polytron homogeniser fitted with a 35mm diameter head.
  • the coupler dispersion which contained approximately 9% gelatin by weight, was then diluted at 40°C to a gelatin content of 4 wt% with water which contained a red dye marker.
  • the resulting mixture was used for the bottom layer of a two layer hopper coating as illustrated above.
  • TritonTMX100 is t-octylphenyl polyethyleneoxide (9.5 moles).
  • TexoforTMFN15 is nonylphenyl polyethyleneoxide (15 moles).
  • SDS is sodium dodecyl sulphate.
  • a complete 4 X 7 matrix of two layer coatings were made, coating the four types of top layer over the seven types of bottom layer.
  • the dried coatings were then examined to determine whether the top layer had coated successfully over the underlying layer.
  • the coating was deemed successful (OK) if the blue top layer had remained satisfactorily spread over the full width of the coating, and deemed unsuccessful if the bottom layer had caused the top layer to retract from either the edges or if there was multi-cratering in the middle of the coating due to the bottom layer pushing through to the surface.
  • the red dye in the lower layer and the blue dye in the upper layer it was extremely clear when the coating was unsuccessful.
  • Microprecipitated dispersions of photographic couplers prepared by solvent and/or pH shift techniques are becoming more widely used and offer benefits in decreased droplet size and often increased reactivity relative to conventional oil-in-water homogenised dispersions. When microprecipitated dispersions are prepared using the compounds of this invention, these benefits are increased.
  • microprecipitated dispersions were made according to the following method:
  • the coupler (20g) was dissolved in a mixture of propan-1-ol (40g) and 20% sodium hydroxide solution (5g) at 60°C and poured into a solution of surfactant (weight equimolar with coupler) and polyvinylpyrrolidone (10g) in water (600g).
  • the resulting micellar solution was reduced to pH 6.0 by the dropwise addition of 15% propanoic acid, to form the crude microprecipitated dispersion which was then dialysed through Amicon hollow fibre ultrafiltration cartridges and concentrated to a fifth of its volume.
  • liquid dispersion reactivity measurements were made according to the following method. Particle size was measured by photon correlation spectroscopy.
  • the kinetics of the coupling reaction can be calculated.
  • the coupling reaction and the competing reaction of sulphite with oxidised developer are both assumed to be second order.
  • Monochrome coatings of the microprecipitated dispersions were made according to the procedures outlined.
  • a monochrome bilayer format was used for the photographic evaluation of the coupler dispersions: Layer 2 Gelatin 1.614 g/m 2 Alkanol XC 21.5 mg/m 2 BVSME 64.0 mg/m 2 Layer 1 Gelatin 1.614 g/m 2 Coupler VI 0.836 mmoles/m 2 Silver (as chloride emulsion) 239.0 mg/m 2 Support Resin-coated paper
  • the two layers were coated simultaneously.
  • the coatings were exposed to white light for 0.1s through a 21 step 0.15 logE increment tablet and processed in standard RA-4 chemistry. Reflection Dmax of each coating was measured using an X-Rite model 414 reflection densitometer. The results were as follows: Coatings of Coupler VI microprecipitated dispersions.
  • colour couplers are dissolved in a high-boiling, water-insoluble solvent and mechanically dispersed in an aqueous gelatin solution containing surfactant to facilitate dispersion.
  • Mean droplet sizes are usually significantly larger (typically, 0.2 ⁇ m) than those produced by microprecipitation techniques (typically, 0.02 ⁇ m).
  • the homogenised dispersions were made according to the following technique:
  • Coupler VI 11.7% di-n-butylphthalate 3.9% gel 9.5% water & surfactant 74.8% Coupler VI was dissolved in di-n-butyl phthalate and heated at 140°C until the coupler had completely dissolved. Gelatin was dissolved in water and heated to 70°C. Surfactant was added to the gelatin solution at a rate of 0.1 mole equivalent to coupler. The coupler solution was then added to the gelatin solution and homogenised for 3 minutes using a Kinematica Polytron set at 10,000 rpm and then passed (twice) through a Microfluidics Microfluidiser (model no. 110E) which was run at 68.95 MPa (10,000 psi) pressure and a water bath temperature of 75°C.
  • the coatings were made as described above and were exposed to white light for 0.1s through a 21 step 0.15 logE increment tablet and processed in standard RA-4 chemistry.
  • the contrast, Dmax, Dmin and shoulder densities were measured using an X-Rite model 414 reflection densitometer and are shown in Table VIII
  • Foaming can cause serious problems during photographic processing especially in seasoned developers where surfactants have leached out from the photographic product and built up in concentration. These foams can cause solution overflow, solution loss, uneven development and solution carry over into successive processing tanks.
  • the test was first devised by Ross and Miles (Ross, J. and G D Miles, Am. Soc. for Testing Materials, Method D1173-53, Philadelphia, PA 1953; Oil and Soap 18 , 99,1941). This test involves placing some solution in both a lower and upper reservoir; the solution passes out of the upper reservoir through a specific orifice (2.9mm i.d.), drops freely through a specified distance (initially 90 cm), then splashes into the lower reservoir. The foam so formed is measured immediately after the upper reservoir is empty, then again 5 minutes later. Foam stability is then assessed as the percentage of the height remaining after 5 minutes relative to the initial height of the foam. Obviously the lower the percentage the lower the foam stability.
  • solutions of ECP-2b were made up at 37-38°C such that each solution contained 0.006 wt% gelatin and 0.002wt% surfactant. Each surfactant was tested independently in this format.
  • Foam Stability is defined as Foam (5min)/Foam (0min) x 100%.
  • Ross-Miles Foam Tests Surfactant Foam (0 min)

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Claims (9)

  1. Verfahren zur Herstellung eines mehrschichtigen photographischen Materials, bei dem man
    (a) gleichzeitig auf einen Träger eine Mehrzahl von wäßrigen hydrophilen Kolloidschichten aufträgt, einschließlich mindestens einer licht-empfindlichen Silberhalogenidemulsionsschicht, wobei mindestens eine der darunter liegenden hydrophilen Kolloidschichten hierin mit Hilfe eines oberflächenaktiven Mittels dispergierte Teilchen enthält, und bei dem man
    (b) die aufgetragenen Schichten trocknet,
    dadurch gekennzeichnet, daß das oberflächenaktive Mittel die Struktur hat
    Figure 00360001
    worin
    R für H oder Methyl steht, wobei gilt, daß wenn jedes n=1 ist, jeder Rest R Methyl darstellt;
    M ein Kation ist; und
    n eine Zahl von 1 bis 6 darstellt.
  2. Verwendung eines oberflächenaktiven Mittels mit der Struktur
    Figure 00370001
    worin
    R für H oder Methyl steht, wobei gilt, daß wenn jedes n=1 ist, jeder Rest R Methyl darstellt;
    M ein Kation ist; und
    n eine Zahl von 1 bis 6 darstellt; in dem Verfahren gemäß Anspruch 1 als Mittel, das den Beschichtungsspielraum verbessert.
  3. Verwendung eines oberflächenaktiven Mittels mit der Struktur
    Figure 00370002
    worin
    R für H oder Methyl steht, wobei gilt, daß wenn jedes n=1 ist, jeder Rest R Methyl darstellt;
    M ein Kation ist; und
    n eine Zahl von 1 bis 6 darstellt; in einem mehrschichtigen photographischen Material mit einem Träger, auf dem sich eine Mehrzahl von hydrophilen Kolloidschichten befindet, einschließlich mindestens einer lichtempfindlichen Silberhalogenidemulsionsschicht, wobei mindestens eine der darunter liegenden hydrophilen Kolloidschichten hierin mit Hilfe des oberflächenaktiven Mittels dispergierte hydrophobe Teilchen enthält;
    um das Schäumen zu vermindern, das während der photographischen Entwicklung des Materials auftreten kann.
  4. Verfahren oder Verwendung nach einem der Ansprüche 1 bis 3, bei dem bzw. bei der die hydrophoben Teilchen einen photographischen Kuppler umfassen.
  5. Verfahren zur Herstellung einer Zusammensetzung mit einem hydrophilen Kolloid mit hierin dispergierten hydrophoben Teilchen, bei dem man ein hydrophobes Material mit einem photographischen Kuppler in einer wäßrigen Lösung eines hydrophilen Kolloides in Gegenwart des oberflächenaktiven Mittels dispergiert, dadurch gekennzeichnet, daß das oberflächenaktive Mittel die Struktur hat
    Figure 00380001
    worin
    R für H oder Methyl steht, wobei gilt, daß wenn jedes n=1 ist, jeder Rest R Methyl darstellt;
    M ein Kation ist; und
    n eine Zahl von 1 bis 6 darstellt; und bei dem das oberflächenaktive Mittel in einer Menge von weniger als 1 Gew.-% verwendet wird, ohne eine Waschstufe, um mindestens ein Viertel des oberflächenaktiven Mittels zu entfernen.
  6. Verfahren oder Verwendung nach einem der vorstehenden Ansprüche, wobei n jeweils für eine Zahl von 2 bis 4 steht und R jeweils H ist.
  7. Verfahren oder Verwendung nach einem der vorstehenden Ansprüche, wobei n jeweils für 3 steht und R jeweils H darstellt.
  8. Verfahren oder Verwendung nach einem der vorstehenden Ansprüche, wobei M ein Alkalimetallion ist.
  9. Verfahren oder Verwendung nach einem der vorstehenden Ansprüche, wobei das hydrophile Kolloid Gelatine ist.
EP19950200377 1994-02-18 1995-02-16 Tenside und hydrophile, kolloidale Zusammensetzungen und diese enthaltenden Materialien Expired - Lifetime EP0674221B1 (de)

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US08/198,729 US5484695A (en) 1994-02-18 1994-02-18 Surfactants and hydrophilic colloid compositions and materials containing them
US198729 1994-02-18
GB9403209 1994-02-19
GB9403209A GB9403209D0 (en) 1994-02-19 1994-02-19 Surfactants and hydrophilic colloid compositions and materials containing them

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FR2778758B1 (fr) * 1998-05-18 2001-03-09 Eastman Kodak Co Nouvelle solution de rincage final pour produits photographiques en couleurs

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