US3746547A - Process for producing a photographic light sensitive element - Google Patents
Process for producing a photographic light sensitive element Download PDFInfo
- Publication number
- US3746547A US3746547A US00197140A US3746547DA US3746547A US 3746547 A US3746547 A US 3746547A US 00197140 A US00197140 A US 00197140A US 3746547D A US3746547D A US 3746547DA US 3746547 A US3746547 A US 3746547A
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- United States
- Prior art keywords
- viscosity
- coating
- gelatin
- copolymer
- dye
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 238000000034 method Methods 0.000 title abstract description 17
- 230000008569 process Effects 0.000 title abstract description 12
- 238000000576 coating method Methods 0.000 abstract description 65
- 230000001965 increasing effect Effects 0.000 abstract description 47
- 229920001577 copolymer Polymers 0.000 abstract description 38
- 108010010803 Gelatin Proteins 0.000 abstract description 36
- 239000008273 gelatin Substances 0.000 abstract description 36
- 229920000159 gelatin Polymers 0.000 abstract description 36
- 235000019322 gelatine Nutrition 0.000 abstract description 36
- 235000011852 gelatine desserts Nutrition 0.000 abstract description 36
- 239000000980 acid dye Substances 0.000 abstract description 17
- 238000006116 polymerization reaction Methods 0.000 abstract description 10
- 239000000243 solution Substances 0.000 description 64
- 239000011248 coating agent Substances 0.000 description 63
- 239000010410 layer Substances 0.000 description 36
- 239000003795 chemical substances by application Substances 0.000 description 34
- 239000000975 dye Substances 0.000 description 31
- -1 NH Li Inorganic materials 0.000 description 16
- 239000000839 emulsion Substances 0.000 description 12
- 229910052709 silver Inorganic materials 0.000 description 12
- 239000004332 silver Substances 0.000 description 12
- 229920000642 polymer Polymers 0.000 description 8
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 7
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 description 7
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 6
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 6
- 239000007864 aqueous solution Substances 0.000 description 6
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
- 238000009792 diffusion process Methods 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 230000035945 sensitivity Effects 0.000 description 6
- 239000011734 sodium Substances 0.000 description 6
- 229910052708 sodium Inorganic materials 0.000 description 6
- 238000003756 stirring Methods 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Chemical compound O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- SJEYSFABYSGQBG-UHFFFAOYSA-M Patent blue Chemical compound [Na+].C1=CC(N(CC)CC)=CC=C1C(C=1C(=CC(=CC=1)S([O-])(=O)=O)S([O-])(=O)=O)=C1C=CC(=[N+](CC)CC)C=C1 SJEYSFABYSGQBG-UHFFFAOYSA-M 0.000 description 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 5
- 238000005345 coagulation Methods 0.000 description 5
- 230000015271 coagulation Effects 0.000 description 5
- FQPSGWSUVKBHSU-UHFFFAOYSA-N methacrylamide Chemical compound CC(=C)C(N)=O FQPSGWSUVKBHSU-UHFFFAOYSA-N 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 229910052700 potassium Inorganic materials 0.000 description 4
- 238000003786 synthesis reaction Methods 0.000 description 4
- 238000005406 washing Methods 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- 229910052757 nitrogen Inorganic materials 0.000 description 3
- 229920002401 polyacrylamide Polymers 0.000 description 3
- 229920002284 Cellulose triacetate Polymers 0.000 description 2
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- NNLVGZFZQQXQNW-ADJNRHBOSA-N [(2r,3r,4s,5r,6s)-4,5-diacetyloxy-3-[(2s,3r,4s,5r,6r)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6s)-4,5,6-triacetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxyoxan-2-yl]methyl acetate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](OC(C)=O)[C@H]1OC(C)=O)O[C@H]1[C@@H]([C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1)OC(C)=O)COC(=O)C)[C@@H]1[C@@H](COC(C)=O)O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O NNLVGZFZQQXQNW-ADJNRHBOSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 239000000499 gel Substances 0.000 description 2
- 230000006872 improvement Effects 0.000 description 2
- 229910052744 lithium Inorganic materials 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 2
- 239000003505 polymerization initiator Substances 0.000 description 2
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 2
- USHAGKDGDHPEEY-UHFFFAOYSA-L potassium persulfate Chemical compound [K+].[K+].[O-]S(=O)(=O)OOS([O-])(=O)=O USHAGKDGDHPEEY-UHFFFAOYSA-L 0.000 description 2
- 239000002244 precipitate Substances 0.000 description 2
- OPOJRMTZHYUKLY-UHFFFAOYSA-N 1h-1,3,5-triazin-2-one Chemical compound O=C1N=CN=CN1 OPOJRMTZHYUKLY-UHFFFAOYSA-N 0.000 description 1
- YKUDHBLDJYZZQS-UHFFFAOYSA-N 2,6-dichloro-1h-1,3,5-triazin-4-one Chemical compound OC1=NC(Cl)=NC(Cl)=N1 YKUDHBLDJYZZQS-UHFFFAOYSA-N 0.000 description 1
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 description 1
- 101150065749 Churc1 gene Proteins 0.000 description 1
- 239000004793 Polystyrene Substances 0.000 description 1
- 102100038239 Protein Churchill Human genes 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 241000933336 Ziziphus rignonii Species 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 230000009471 action Effects 0.000 description 1
- 238000007754 air knife coating Methods 0.000 description 1
- 239000000987 azo dye Substances 0.000 description 1
- QVQLCTNNEUAWMS-UHFFFAOYSA-N barium oxide Chemical compound [Ba]=O QVQLCTNNEUAWMS-UHFFFAOYSA-N 0.000 description 1
- 229910001864 baryta Inorganic materials 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 238000004061 bleaching Methods 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- OIPQUBBCOVJSNS-UHFFFAOYSA-L bromo(iodo)silver Chemical compound Br[Ag]I OIPQUBBCOVJSNS-UHFFFAOYSA-L 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000000586 desensitisation Methods 0.000 description 1
- 238000000502 dialysis Methods 0.000 description 1
- 238000007598 dipping method Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 230000009881 electrostatic interaction Effects 0.000 description 1
- 238000004108 freeze drying Methods 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 150000002605 large molecules Chemical class 0.000 description 1
- 239000002075 main ingredient Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- DZVCFNFOPIZQKX-LTHRDKTGSA-M merocyanine Chemical compound [Na+].O=C1N(CCCC)C(=O)N(CCCC)C(=O)C1=C\C=C\C=C/1N(CCCS([O-])(=O)=O)C2=CC=CC=C2O\1 DZVCFNFOPIZQKX-LTHRDKTGSA-M 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- AJDUTMFFZHIJEM-UHFFFAOYSA-N n-(9,10-dioxoanthracen-1-yl)-4-[4-[[4-[4-[(9,10-dioxoanthracen-1-yl)carbamoyl]phenyl]phenyl]diazenyl]phenyl]benzamide Chemical compound O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2NC(=O)C(C=C1)=CC=C1C(C=C1)=CC=C1N=NC(C=C1)=CC=C1C(C=C1)=CC=C1C(=O)NC1=CC=CC2=C1C(=O)C1=CC=CC=C1C2=O AJDUTMFFZHIJEM-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 125000005496 phosphonium group Chemical group 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 239000011241 protective layer Substances 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 230000001235 sensitizing effect Effects 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- TXBCHPGETQLSGV-UHFFFAOYSA-M sodium;2-(dodecylamino)propanoate Chemical compound [Na+].CCCCCCCCCCCCNC(C)C([O-])=O TXBCHPGETQLSGV-UHFFFAOYSA-M 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 238000009987 spinning Methods 0.000 description 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- ANRHNWWPFJCPAZ-UHFFFAOYSA-M thionine Chemical compound [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N)=CC=C3N=C21 ANRHNWWPFJCPAZ-UHFFFAOYSA-M 0.000 description 1
- ILJSQTXMGCGYMG-UHFFFAOYSA-N triacetic acid Chemical compound CC(=O)CC(=O)CC(O)=O ILJSQTXMGCGYMG-UHFFFAOYSA-N 0.000 description 1
- AAAQKTZKLRYKHR-UHFFFAOYSA-N triphenylmethane Chemical compound C1=CC=CC=C1C(C=1C=CC=CC=1)C1=CC=CC=C1 AAAQKTZKLRYKHR-UHFFFAOYSA-N 0.000 description 1
- 239000001043 yellow dye Substances 0.000 description 1
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
- G03C1/00—Photosensitive materials
- G03C1/76—Photosensitive materials characterised by the base or auxiliary layers
- G03C1/825—Photosensitive materials characterised by the base or auxiliary layers characterised by antireflection means or visible-light filtering means, e.g. antihalation
- G03C1/835—Macromolecular substances therefor, e.g. mordants
Definitions
- the copolymer has a degree of polymerization of 1,500 to 50,000.
- a process for increasing the viscosity of gelatin/acid dye/mordant layer comprising adding such a copolymer thereto.
- An improved coating process using such a copolymer comprising adding such a copolymer thereto.
- the present invention relates to a process for producing photographic light-sensitive silver halide elements and, in more detail, to a process for producing a photographic light-sensitive silver halide element using a gelatin coating solution comprising an acid dye, a mordant and a substance which increases the viscosity of the coating solution without lowering the mordanting effect of the mordant.
- photographic light-sensitive silver halide elements are composed of a light-sensitive silver halide emulsion layer on a support such as a cellulose triacetate film, a polyethylene terephthalate film, a resin coated paper or a baryta paper.
- a support such as a cellulose triacetate film, a polyethylene terephthalate film, a resin coated paper or a baryta paper.
- non-light-sensitive auxiliary layers can be present such as antihalation layers, intermediate layers, yellow filter layers, protective layers, etc. as are known to the art.
- non-light-sensitive auxiliary layers contain a binder such as gelatin as the main ingredient and, if desired, various dyes.
- Viscosity increase can thus be seen to be important in the above processes. If the viscosity of the coating solutions is low, the following disadvantages are encountered: (1) It becomes impossible to apply the components to be coated, since substances having a large specific gravity in the coating solution precipitate upon standing. If stirred vigorously to prevent such precipitation, bubbles form and uniformity of the coated film is injured. (2) Gelation caused by a cool air stream just after application is very slow, and the resulting gel becomes weak, whereby uniformity of the coating film is injured.
- One object of the present invention is to provide a method of increasing the viscosity of a gelatin coating solution containing an acid dye and a mordant which does not have the above-mentioned faults.
- Another object is to provide a process for producing a photographic light-sensitive silver halide element using a coating solution which has increased viscosity without any harmful influence upon the properties of the gelatin coating solution.
- the copolymer has poor compatibility with gelatin and causes phase separation between the copolymer and the gelatin. Consequently, not only is transparency of the coating film injured and insoluble matters formed in the coating film, but also the desired viscosity increasing effect can not be sufficiently obtained.
- the acrylic acid (or methacrylic acid) component exceeds 70 mol percent, the influence of the carboxyl group of the acrylic or methacrylic acid grows large enough to cause a reciprocal action between the mordant (the basic polymer), i.e., the copolymer easily coaguulates due to an electrostatic interaction between the viscosity increasing, agent and mordant, and consequently the polymers precipitate. Furthermore, an acid excess effects adsorption between the mordant and the acid dye to result in a lowering of the essential mordanting eifect.
- the molecular weight of the copolymer be higher.
- the molecular weight must be at least about 100,000.
- compatibility with gelatin cannot be obtained even though controlling the ratio of monomer components. This phenomenon is especially observed in the film state (after drying) as compared to the solution state. Accordingly, unless this molecular weight range is observed it is difficult to obtain a transparent flat coating film having excellent physical-mechanical properties suitable for practical use.
- a particularly preferred range of molecular weights is from 500,000 to 2,500,000,
- copolymers can be synthesized by hydrolyzing polyacrylamide or by copolymerizing acrylamide (or methacrylamide) and acrylic acid (or methacrylic acid). Synthesis examples are shown below.
- proximately 20 ml. of the resulting polyacrylamide was sampled and the viscosity determined after purification. The result was which corresponds to ca. 2,000,000 molecular weight.
- the copolymer of the present invention is very useful as a viscosity increasing agent for coating solutions which are used for forming colored gelatin layers such as yellow-filter layers, antihalation layers, etc. Further, by the addition of the viscosity increasing agent the ease of spinning the coating solution is improved and consequently cut of running or interruption of the solution to form an uncoated area at application is prevented.
- the spectral sensitizing dyes are desorbed from silver halide particles as with the known sodium polystyrene sulfate material or that the viscosity of the coating solution gradually increases during the lapse of time.
- the amount be tion include any basic mordant which is a high molecular weight compound, including for example, polymers containing amino or ammonium groups, polymers containing heterocyclic nitrogen containing rings and polymers containing phosphonium groups.
- the present invention finds broad application and the film is soft and sticky.
- the viscosity of the coat with acid dyes and basic mordants as are commonly ing solution depends upon the composition of the coating known in the photographic art. Suitable dyes, and morsolution and the pr p i pc y, l P p dants are described e.g., in US patent specifications No. f and amount of the Y lflcl'e aslng agent- 10 3,316,091 and No. 3,423,207, British patent specifications PP afnount can be detefmlned 3! y a No. 1,034,044 and No.
- the acid dyes that can be used in the present invention include any filter dye that has one or more acidic groups f detall by examplfsi examples are such as sulfo or carboxyl groups, including for example, i Intended to P llmltatlve 0f the lflventlonstyryl dyes, oxonol dyes, cyanine dyes, merocyanine dyes, 20
- the acid dyes, mordants and azo dyes and triphenylmethane dyes viscosity increasing agents used for comparison had the The mordants that can be used in the present invenfollowing formulae:
- T NH The change of viscosity with time in the present inven- C O 0 CH C N tion is usually equal or less than 20% in 8 hours.
- EXAMPLE 2 Solutions were prepared by adding 5 ml. of a 5 wt. cmpaflsn percent aqueous solution of Viscosity increasing agent-3 -CH CH gigging in l of the present invention and 8 ml. 04'? a 2 wt. percent aqueagent ous solution of Comparison viscosity increasing agent (i), respectively, to 100 g. of a 5 wt. percent aqueous gelatin solution containing 0.5 g. of Dye-1 and 0.5 g. of Mordant-l to prevent diffusion of the dye.
- a silver iodidobromide emulsion layer containing 1- phenyl-3-dodecylamino-S-pyrazolone as the magenta %253353 l L (“45mm coupler, which was green-sensitized by 3,3',9-triethyl-5,5'- increasin n diphenyl-oxacarbocyanine iodide, was provided on a celluagent lose triacetate support.
- the above-mentioned two kinds of colored gelatin solutions were applied to this layer and dried.
- Viscosity increasing agent Relative sensitivity Viscosity increasing agent for comparison (i) 65 Viscosity increasing agent-3 100 From Table 2, it can be seen that the relative sensitivity of the blue-sensitive emulsion layer of the element containing Viscosity increasing agent-3 of the present invention is higher than that of the element containing Comparison viscosity increasing agent (i). Namely, it is clear that lowering of the sensitivity by diffusion of the dye from the yellow filter layer into the upper blue-sensitive emulsion layer is large using Comparison viscosity increasing agent (i). On the other hand, Viscosity increasing agent-3 of the present invention is not subject to such fault.
- EXAMPLE 3 Solutions were prepared by adding 6 g. of wt. percent aqueous solutions of Viscosity increasing agent-2 and -4 of the present invention and Comparison viscosity increasing agent (ii) and (iii), respectively, to 100 g. of a 5 wt. percent aqueous gelatin solution containing 0.5 g. of Dye-1 and 0.5 g. of Mordant-l to prevent diffusion of the dye. 2,4-dichloro-6-hydroxy-1,3,5-triazine as the hardening agent, sodium dodecylaminopropionate as the coating aid and citric acid as the pH controlling agent were then added to the resulting solutions to produce 4 coating solutions.
- the coated film containing Comparison viscosity increasing agent (ii) had a mat sunface because the dye and the mordant coagulated in the coating solution.
- the viscosity increasing agent had bad compatibility with gelatin and did not dissolve uniformly.
- the coating solutions containing Viscosity increasing agent-2 and -4 of the present invention uniform dissolution occurred and coagulation of the dye and the mordant did not come about. Consequently the state of the surface of the coating film was excellent.
- EXAMPLE 4 This example illustrates that a mat surface on the coating film which is brought about by coagulation of the dye and the mordant does not form when using the viscosity increasing agent of the present invention with varying (1 es.
- 5 g. kinds of coating solution were prepared by adding 6 g. of a 5 wt. percent aqueous solution of Viscosity increasing agent-3 of the present invention to solutions composed of g. of a 5 wt. percent aqueous gelatin solution, 0.5 g. of Dye-2,-3,-4,-5 and -7, respectively, and 0.5 g. of Mordant-Z, and then adding a hardening agent, a coating aid and a pH controlling agent thereto.
- Coating solutions were prepared by adding 6 g. Olf a 5 wt. percent aqueous solution of Viscosity increasing agent-3 of the present invention to solutions composed of 100 g. of a 5 wt. percent aqueous gelatin solution, 0.2 g. of Dye-1, -5 and -6, respectively, and 0.6 g. of Mordant-2 to prevent diffusion of the dyes, a hardening agent, a coating aid and a pH controlling agent were added thereto.
- EXAMPLE 6 This example illustrates that a mat surface of the coating film which is brought about by coagulation of dyes and mordants does not form when using the viscosity increasing agents of the present invention with varying mordants.
- 8 kinds of coating solutions were prepared by adding 0.5 g. of Dye-1 and 0.5 g. of Mordant-l, -2, -3 and -4, respectively, to 100 g. of 5 wt. percent aqueous gelatin solutions, and then adding 6 g. of 5 wt. percent aqueous solution of Viscosity increasing agent-2 of the present invention and 8 g. of a 2 wt. percent aqueous solution of Comparison viscosity increasing agent (i), respectively.
- Example 2 After adding a hardening agent, a coating aid and a pH controlling agent, the solutions were applied to a cellulose triacetate support so as to form a film having a 2 t dry thickness. To the resulting layer, a silver halide emulsion containing a yellow coupler as described in Example 2 was applied so as to form a film having a 5 1. thickness. The elements were dried to produce 8 kinds of sensitive ele. ments. These sensitive elements were exposed and developed as in Example 2.
- a copolymer comprising 30 to 70 mole percent of recurring units represented by the formula (wherein R is H or CH the remainder of the copolymer molecule comprising recurring units represented by the formula (wherein R is H or CH; and M is N, NH Li Na or K), said copolymer having a degree of polymerization of 1,500 to 50,000 to a gelatin coating solution containing an acid dye and a polymeric basic mordant for the dye, whereby the viscosity of the coating solution increases Without reducing the mordanting eiTect of the mordant.
- a copolymer comprising 30 to 70 mole percent of acrylamide or methacrylamide, the remainder of the copolymer molecule comprising acrylic acid, methacrylic acid or an ammonium, lithium, sodium or potassium salt thereof, said copolymer having a degree of polymerization of 1,500 to 50,000 to a gelatin coating solution containing an acid dye and a polymeric basic mordant for the dye, whereby the viscosity of the coating solution increases without reducing the mordanting elfect of the mordant.
- a photographic light-sensitive element comprising a support, a silver halide emulsion layer and a gelatin layer containing an acid dye and a polymeric basic mordant for the dye, the improvement wherein said gelatin layer contains a copolymer comprising 30 to mole percent recurring units represented by the formula (wherein R is H or CH the remainder of the copolymer molecule comprising units represented by the formula (wherein R is H or CH, and M is H, NH Li Na or K), said copolymer having a degree of polymerization of 1,500 to 50,000.
- a photographic light-sensitive element comprising a support, a silver halide emulsion layer and a gelatin layer containing an acid dye and a polymeric basic mordant for the dye, the improvement wherein said gelatin layer contains a copolymer comprising 30 to 70 mole percent of acrylamide or methacrylamide, the remainder of the copolymer molecule comprising acrylic acid, methacrylic acid or an ammonium, lithium, sodium or potassium salt thereof said copolymer having a degree of polymerization of 1,500 to 50.000.
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- Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- General Physics & Mathematics (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP45098535A JPS4921655B1 (enrdf_load_stackoverflow) | 1970-11-09 | 1970-11-09 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3746547A true US3746547A (en) | 1973-07-17 |
Family
ID=14222360
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US00197140A Expired - Lifetime US3746547A (en) | 1970-11-09 | 1971-11-09 | Process for producing a photographic light sensitive element |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US3746547A (enrdf_load_stackoverflow) |
| JP (1) | JPS4921655B1 (enrdf_load_stackoverflow) |
| BE (1) | BE775095A (enrdf_load_stackoverflow) |
| DE (1) | DE2155699A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2113707A1 (enrdf_load_stackoverflow) |
| GB (1) | GB1323637A (enrdf_load_stackoverflow) |
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3926869A (en) * | 1973-06-07 | 1975-12-16 | Fuji Photo Film Co Ltd | Process for hardening gelatin in photographic layers which contain a thickener and hardener by utilizing acrylic acid-acrylamide copolymers |
| US4040840A (en) * | 1975-11-26 | 1977-08-09 | Fuji Photo Film Co., Ltd. | Photographic sensitive elements having dyed layers |
| US4059448A (en) * | 1974-09-12 | 1977-11-22 | Fuji Photo Film Co., Ltd. | Dye containing photographic sensitive elements |
| US4105453A (en) * | 1976-03-29 | 1978-08-08 | Konishiroku Photo Industry Co., Ltd. | Colored light-sensitive silver halide photographic material with coating additive |
| US4130430A (en) * | 1976-04-20 | 1978-12-19 | Fuji Photo Film Co., Ltd. | Silver halide light-sensitive material containing dye |
| US4877721A (en) * | 1986-05-15 | 1989-10-31 | Eastman Kodak Company | Photographic silver halide elements containing filter dyes |
| DE19723767A1 (de) * | 1997-06-06 | 1997-11-20 | Goes Ges Fuer Sanierungsmasnah | Fotografische Formulierungen mit viskositätserhöhenden, wasserlöslichen, synthetischen Polymeren |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20240150414A (ko) | 2021-09-29 | 2024-10-15 | 로레알 | 속눈썹 연장 방법 |
-
1970
- 1970-11-09 JP JP45098535A patent/JPS4921655B1/ja active Pending
-
1971
- 1971-11-09 DE DE19712155699 patent/DE2155699A1/de active Pending
- 1971-11-09 BE BE775095A patent/BE775095A/xx unknown
- 1971-11-09 FR FR7140117A patent/FR2113707A1/fr not_active Withdrawn
- 1971-11-09 US US00197140A patent/US3746547A/en not_active Expired - Lifetime
- 1971-11-09 GB GB5204971A patent/GB1323637A/en not_active Expired
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3926869A (en) * | 1973-06-07 | 1975-12-16 | Fuji Photo Film Co Ltd | Process for hardening gelatin in photographic layers which contain a thickener and hardener by utilizing acrylic acid-acrylamide copolymers |
| US4059448A (en) * | 1974-09-12 | 1977-11-22 | Fuji Photo Film Co., Ltd. | Dye containing photographic sensitive elements |
| US4040840A (en) * | 1975-11-26 | 1977-08-09 | Fuji Photo Film Co., Ltd. | Photographic sensitive elements having dyed layers |
| US4105453A (en) * | 1976-03-29 | 1978-08-08 | Konishiroku Photo Industry Co., Ltd. | Colored light-sensitive silver halide photographic material with coating additive |
| US4130430A (en) * | 1976-04-20 | 1978-12-19 | Fuji Photo Film Co., Ltd. | Silver halide light-sensitive material containing dye |
| US4877721A (en) * | 1986-05-15 | 1989-10-31 | Eastman Kodak Company | Photographic silver halide elements containing filter dyes |
| DE19723767A1 (de) * | 1997-06-06 | 1997-11-20 | Goes Ges Fuer Sanierungsmasnah | Fotografische Formulierungen mit viskositätserhöhenden, wasserlöslichen, synthetischen Polymeren |
Also Published As
| Publication number | Publication date |
|---|---|
| FR2113707A1 (enrdf_load_stackoverflow) | 1972-06-23 |
| JPS4921655B1 (enrdf_load_stackoverflow) | 1974-06-03 |
| DE2155699A1 (de) | 1972-05-10 |
| GB1323637A (en) | 1973-07-18 |
| BE775095A (fr) | 1972-03-01 |
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