US4284709A
Expired / Lapsed
US
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Process for incorporating photographic additives in hydrophilic colloid preparations
Assignee: Ilford Imaging Switzerland GmbH
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Filing: 1980-05-08
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Granted: 1981-08-18
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Expires: 2000-05-08
Abstract
Abstract A process for incorporating photographic additives which are sparingly soluble to insoluble in water into a free-flowing, aqueous preparation which contains a hydrophilic colloid and is used to prepare photographic layers, by mixing the photographic additives with a combination of at least one non-ionic alkylphenol/alkylene oxide or diphenolmethane/alkylene oxide adduct and at least one anionic esterification product of these adducts and, optionally, a water-immiscible solvent and then finely dispersing this mixture in an aqueous solution of the hydrophilic colloid, which solution contains further water-soluble or dispersed water-insoluble constituents optionally. Spontaneous emulsions of the photographic additives with good fine dispersion are obtained in this way without high expenditure of mechanical energy. The emulsions are suitable for the preparation of photographic layers, which are used in photographic materials with improved characteristics.
Inventors
- 👤 Ivan Tomka
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 19:30
CPC Classifications
G; G03; G03C; G03C7/00; G03C7/30; G03C7/388; G03C7/3882
Claims Analysis
Total Claims: 21
Claim 1
Independent Claim
421 words
A process for incorporating photographic additives which are sparingly soluble to insoluble in water into a free-flowing, aqueous preparation which contains a hydrophilic colloid and is used to prepare photographic layers, which comprises mixing the photographic additives with (a) at least one dispersing assistant of the formula ##STR65## (b) at least one dispersing assistant of the formula ##STR66## in which R 1 , R 2 and R 3 are each hydrogen, chlorine, bromine, alkyl having 1 to 8 carbon atoms, which can be substituted by phenyl, or cycloalkyl having 5 or 6 carbon atoms, R 4 is hydrogen or methyl, R 5 to R 8 are each hydrogen, chlorine, bromine or alkyl having 1 to 8 carbon atoms, R 9 to R 14 and R 22 to R 27 are each hydrogen, chlorine or bromine and R 15 to R 21 are hydrogen, chlorine, bromine or alkyl having 1 to 30 carbon atoms, at least one of the radicals R 1 , R 2 or R 3 being alkyl having at least 3 carbon atoms or cycloalkyl having 5 or 6 carbon atoms, at least one of the radicals R 15 to R 17 and at least two of the radicals R 5 to R 8 and at least two of the radicals R 18 to R 21 being alkyl having at least 3 carbon atoms, the sum of the carbon atoms in the radicals R 5 to R 8 and R 18 to R 21 being at least 8 in each case and at least 50% of all the R 4 radicals in the formulae (1) to (6) being hydrogen, Z is hydrogen or ##STR67## Y 1 , Y 2 and Y 3 are each a radical of the formula ##STR68## M is hydrogen, an alkali metal or ammonium, m is an integer from 1 to 5 and n 1 is an integer from 4 to 100, n 2 to n 5 are integers and the sum of (n 2 +n 3 ) and of (n 4 +n 5 ) is 8 to 200 in each case, n 6 is an integer from 1 to 60 and n 7 to n 10 are integers and the sum of (n 7 +n 8 ) and of (n 9 +n 10 ) is 2 to 40 in each case, and, optionally, (c) a solvent which is immiscible with water and then finely dispersing the mixture in an aqueous solution of the hydrophilic colloid, which, optionally, contains further water-soluble or dispersed water-insoluble constituents.
Claim 2
Dependent Claim
421 words
A process for incorporating photographic additives which are sparingly soluble to insoluble in water into a free-flowing, aqueous preparation which contains a hydrophilic colloid and is used to prepare photographic layers, which comprises mixing the photographic additives with (a) at least one dispersing assistant of the formula ##STR65## (b) at least one dispersing assistant of the formula ##STR66## in which R 1 , R 2 and R 3 are each hydrogen, chlorine, bromine, alkyl having 1 to 8 carbon atoms, which can be substituted by phenyl, or cycloalkyl having 5 or 6 carbon atoms, R 4 is hydrogen or methyl, R 5 to R 8 are each hydrogen, chlorine, bromine or alkyl having 1 to 8 carbon atoms, R 9 to R 14 and R 22 to R 27 are each hydrogen, chlorine or bromine and R 15 to R 21 are hydrogen, chlorine, bromine or alkyl having 1 to 30 carbon atoms, at least one of the radicals R 1 , R 2 or R 3 being alkyl having at least 3 carbon atoms or cycloalkyl having 5 or 6 carbon atoms, at least one of the radicals R 15 to R 17 and at least two of the radicals R 5 to R 8 and at least two of the radicals R 18 to R 21 being alkyl having at least 3 carbon atoms, the sum of the carbon atoms in the radicals R 5 to R 8 and R 18 to R 21 being at least 8 in each case and at least 50% of all the R 4 radicals in the formulae (1) to (6) being hydrogen, Z is hydrogen or ##STR67## Y 1 , Y 2 and Y 3 are each a radical of the formula ##STR68## M is hydrogen, an alkali metal or ammonium, m is an integer from 1 to 5 and n 1 is an integer from 4 to 100, n 2 to n 5 are integers and the sum of (n 2 +n 3 ) and of (n 4 +n 5 ) is 8 to 200 in each case, n 6 is an integer from 1 to 60 and n 7 to n 10 are integers and the sum of (n 7 +n 8 ) and of (n 9 +n 10 ) is 2 to 40 in each case, and, optionally, (c) a solvent which is immiscible with water and then finely dispersing the mixture in an aqueous solution of the hydrophilic colloid, which, optionally, contains further water-soluble or dispersed water-insoluble constituents.
Claim 3
Dependent Claim
64 words
A process according to claim 1, wherein the photographic additive is a dye, a dye-donating substance for the colour diffusion transfer process, a chromogenic colour coupler, a DIR compound, a stabiliser, an anti-oxidant, a spectral sensitiser, a desensitiser, a UV absorber, a light stabiliser, a fluorescent brightener, a solubilising agent, a bleaching catalyst for the silver dye-bleach process, a developer or a crosslinking agent.
Claim 4
Dependent Claim
109 words
A process according to claim 1, wherein, in the dispersing assistants of the formula (1), R 1 , R 2 and R 3 are each hydrogen or alkyl having 1 to 5 carbon atoms, at least one of these radicals being alkyl having at least 3 carbon atoms and the sum of the carbon atoms in these radicals being at least 4, R 4 is hydrogen or methyl and Z is hydrogen or --P(O)Y 1 Y 1 , in which Y 1 is a radical of the formula ##STR69## R 1 , R 2 , R 3 , R 4 and n 1 are as defined in claim 1.
Claim 5
Dependent Claim
86 words
A process according to claim 1, wherein, in the dispersing assistants of the formula (2), R 5 to R 8 are each hydrogen or alkyl having 1 to 5 carbon atoms, at least two of these radicals being alkyl having, in each case, at least 3 carbon atoms and the sum of the carbon atoms in these radicals being at least 8, and R 4 is hydrogen or methyl and m is 2 and the sum of (n 2 +n 3 ) is 8 to 200.
Claim 6
Dependent Claim
49 words
A process according to claim 1, wherein, in the dispersing assistants of the formula (3), R 9 to R 14 are each chlorine or bromine and R 4 is hydrogen or methyl and m is 2 and the sum of (n 4 +n 5 ) is 8 to 200.
Claim 7
Dependent Claim
90 words
A process according to claim 1, wherein, in the dispersing assistants of the formula (4), R 15 to R 17 are each hydrogen or alkyl having 1 to 12 carbon atoms, at least one of these radicals being alkyl having at least 3 carbon atoms and the sum of the carbon atoms in these radicals being at least 4, and R 4 is hydrogen or methyl, Z 1 is --SO 3 M and n 6 is an integer from 1 to 50 and M is as defined in claim 1.
Claim 8
Dependent Claim
100 words
A process according to claim 1, wherein, in the dispersants of the formula (5), R 18 to R 21 are each hydrogen or alkyl having 1 to 5 carbon atoms, at least two of these radicals being alkyl having, in each case, at least 3 carbon atoms and the sum of the carbon atoms in these radicals being at least 8, and R 4 is hydrogen or methyl and m is 2, the sum of (n 7 +n 8 ) is 2 to 40 and Z 1 is --SO 3 M, in which M is as defined in claim 1.
Claim 9
Dependent Claim
60 words
A process according to claim 1, wherein, in the dispersants of the formula (6), R 22 to R 27 are each chlorine or bromine, R 4 is hydrogen or methyl, m is 2 and Z 1 is --SO 3 M, the sum of (n 9 +n 10 ) is 2 to 40 and M is as defined in claim 1.
Claim 10
Dependent Claim
34 words
A process according to claim 1, wherein the dispersing assistants of the formulae (1) to (3) and those of the formulae (4) to (6) are employed in a weight ratio of (1:0.01) to (1:1).
Claim 11
Dependent Claim
34 words
A process according to claim 1, wherein the weight ratio of the photographic additive to the amount of dispersing assistants of the formulae (1) to (3) and (4) to (6) is (1:0.1) to (1:4).
Claim 12
Dependent Claim
24 words
A process according to claim 1, wherein the solvent (c) used is a water-immiscible solvent with a solubility parameter of not more than 13.
Claim 13
Dependent Claim
58 words
A process according to claim 11, wherein the solvent used is pentane, hexane, heptane, octane, nonane, decane, tetrahydronaphthalene, decahydronaphthalene, cyclohexane, benzene, toluene, xylene, chlorobenzene, bromobenzene, dichlorobenzene, nitrobenzene, methylene chloride, chloroform, carbon tetrachloride, trichloroethylene, butanol, pentanol, hexanol, cyclohexanol, ethyl acetate, propyl acetate, butyl acetate, amyl acetate, ethyl propionate, cyclohexanone, methyl isobutyl ketone, acetonitrile, ethoxyethanol, tricresyl phosphate or dibutyl phthalate.
Claim 14
Dependent Claim
53 words
A process according to claim 1, wherein the water-soluble hydrophilic colloid used is gelatin, casein, a water-soluble derivative of cellulose or another high-molecular weight carbohydrate, an alginate, polyvinyl alcohol, polyvinylpyrrolidone, polyvinyl methyl ether or a graft copolymer of gelatin with a water-soluble ester of acrylic acid, methacrylic acid, maleic acid or itaconic acid.
Claim 15
Dependent Claim
31 words
A process according to claim 1, wherein the weight ratio of the water-insoluble phase (photographic additive/dispersing assistant and, if desired, solvent) to the aqueous colloid solution is between (1:5) and (1:100).
Claim 16
Dependent Claim
38 words
A process according to claim 1, wherein the fine dispersion of the water-insoluble (oily) phase in the aqueous phase is effected by simple stirring, shaking, by means of a static mixer or by means of a low-frequency mixer.
Claim 17
Dependent Claim
30 words
A process according to claim 1, wherein volatile solvents are recovered, by evaporation, from the water-insoluble (oily) phase before or after this has been finely dispersed in the aqueous phase.
Claim 18
Dependent Claim
18 words
A free-flowing aqueous preparation prepared by the process of claim 1, for the preparation of a photographic layer.
Claim 19
Dependent Claim
22 words
An aqueous preparation according to claim 17, wherein the particle size distribution of the photographic additives contained therein follows a Poisson function.
Claim 20
Dependent Claim
11 words
A photographic layer prepared using a preparation according to claim 17.
Claim 21
Dependent Claim
12 words
Photographic material which contains one or more layers according to claim 19.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1984-08-17 | 1985-02-16 | 1985-08-18 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-08-17 | 1989-02-16 | 1989-08-18 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-08-17 | 1993-02-16 | 1993-08-18 | $7700.00 | Window Closed / Lapsed |