US3679423A - Silver halide emulsion containing acetylene dicarboxylic acid anions antifoggant - Google Patents
Silver halide emulsion containing acetylene dicarboxylic acid anions antifoggant Download PDFInfo
- Publication number
- US3679423A US3679423A US48541A US3679423DA US3679423A US 3679423 A US3679423 A US 3679423A US 48541 A US48541 A US 48541A US 3679423D A US3679423D A US 3679423DA US 3679423 A US3679423 A US 3679423A
- Authority
- US
- United States
- Prior art keywords
- dicarboxylic acid
- silver halide
- acetylene dicarboxylic
- salt
- emulsion
- 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
- 239000000839 emulsion Substances 0.000 title abstract description 46
- -1 Silver halide Chemical class 0.000 title abstract description 38
- 229910052709 silver Inorganic materials 0.000 title abstract description 26
- 239000004332 silver Substances 0.000 title abstract description 26
- 239000000463 material Substances 0.000 abstract description 42
- 150000001875 compounds Chemical class 0.000 abstract description 16
- 230000003247 decreasing effect Effects 0.000 abstract description 2
- 230000035945 sensitivity Effects 0.000 abstract description 2
- YTIVTFGABIZHHX-UHFFFAOYSA-N butynedioic acid Chemical compound OC(=O)C#CC(O)=O YTIVTFGABIZHHX-UHFFFAOYSA-N 0.000 description 17
- 150000003839 salts Chemical class 0.000 description 10
- 150000002148 esters Chemical class 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- 125000002947 alkylene group Chemical group 0.000 description 4
- 150000003863 ammonium salts Chemical class 0.000 description 4
- 230000015572 biosynthetic process Effects 0.000 description 4
- 230000002349 favourable effect Effects 0.000 description 4
- 239000003381 stabilizer Substances 0.000 description 4
- 108010010803 Gelatin Proteins 0.000 description 3
- 238000000586 desensitisation Methods 0.000 description 3
- 239000008273 gelatin Substances 0.000 description 3
- 229920000159 gelatin Polymers 0.000 description 3
- 235000019322 gelatine Nutrition 0.000 description 3
- 235000011852 gelatine desserts Nutrition 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 230000001133 acceleration Effects 0.000 description 2
- 229910052783 alkali metal Inorganic materials 0.000 description 2
- IFVYHJRLWCUVBB-UHFFFAOYSA-N allyl thiocyanate Chemical compound C=CCSC#N IFVYHJRLWCUVBB-UHFFFAOYSA-N 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 150000005690 diesters Chemical class 0.000 description 2
- 238000011534 incubation Methods 0.000 description 2
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- ZUNKMNLKJXRCDM-UHFFFAOYSA-N silver bromoiodide Chemical compound [Ag].IBr ZUNKMNLKJXRCDM-UHFFFAOYSA-N 0.000 description 2
- SQGYOTSLMSWVJD-UHFFFAOYSA-N silver(1+) nitrate Chemical compound [Ag+].[O-]N(=O)=O SQGYOTSLMSWVJD-UHFFFAOYSA-N 0.000 description 2
- GEHJYWRUCIMESM-UHFFFAOYSA-L sodium sulfite Chemical compound [Na+].[Na+].[O-]S([O-])=O GEHJYWRUCIMESM-UHFFFAOYSA-L 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- ODPJQZNJZWLTJH-UHFFFAOYSA-N 2,3-dihydrotriazolo[4,5-d]pyrimidin-5-one Chemical compound O=C1N=CC2=NNNC2=N1 ODPJQZNJZWLTJH-UHFFFAOYSA-N 0.000 description 1
- JKFYKCYQEWQPTM-UHFFFAOYSA-N 2-azaniumyl-2-(4-fluorophenyl)acetate Chemical compound OC(=O)C(N)C1=CC=C(F)C=C1 JKFYKCYQEWQPTM-UHFFFAOYSA-N 0.000 description 1
- HVBSAKJJOYLTQU-UHFFFAOYSA-N 4-aminobenzenesulfonic acid Chemical class NC1=CC=C(S(O)(=O)=O)C=C1 HVBSAKJJOYLTQU-UHFFFAOYSA-N 0.000 description 1
- ZFIQGRISGKSVAG-UHFFFAOYSA-N 4-methylaminophenol Chemical compound CNC1=CC=C(O)C=C1 ZFIQGRISGKSVAG-UHFFFAOYSA-N 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- ZDQWESQEGGJUCH-UHFFFAOYSA-N Diisopropyl adipate Chemical compound CC(C)OC(=O)CCCCC(=O)OC(C)C ZDQWESQEGGJUCH-UHFFFAOYSA-N 0.000 description 1
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 description 1
- KJTLSVCANCCWHF-UHFFFAOYSA-N Ruthenium Chemical compound [Ru] KJTLSVCANCCWHF-UHFFFAOYSA-N 0.000 description 1
- 229910021607 Silver chloride Inorganic materials 0.000 description 1
- 229910021612 Silver iodide Inorganic materials 0.000 description 1
- 239000004133 Sodium thiosulphate Substances 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- 239000005864 Sulphur Substances 0.000 description 1
- 229920002494 Zein Polymers 0.000 description 1
- SJOOOZPMQAWAOP-UHFFFAOYSA-N [Ag].BrCl Chemical compound [Ag].BrCl SJOOOZPMQAWAOP-UHFFFAOYSA-N 0.000 description 1
- 239000000783 alginic acid Substances 0.000 description 1
- 235000010443 alginic acid Nutrition 0.000 description 1
- 229920000615 alginic acid Polymers 0.000 description 1
- 229960001126 alginic acid Drugs 0.000 description 1
- 150000004781 alginic acids Chemical class 0.000 description 1
- HTKFORQRBXIQHD-UHFFFAOYSA-N allylthiourea Chemical compound NC(=S)NCC=C HTKFORQRBXIQHD-UHFFFAOYSA-N 0.000 description 1
- 229960001748 allylthiourea Drugs 0.000 description 1
- 230000002180 anti-stress Effects 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 229940105329 carboxymethylcellulose Drugs 0.000 description 1
- 239000005018 casein Substances 0.000 description 1
- BECPQYXYKAMYBN-UHFFFAOYSA-N casein, tech. Chemical compound NCCCCC(C(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(CC(C)C)N=C(O)C(CCC(O)=O)N=C(O)C(CC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(C(C)O)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=N)N=C(O)C(CCC(O)=O)N=C(O)C(CCC(O)=O)N=C(O)C(COP(O)(O)=O)N=C(O)C(CCC(O)=N)N=C(O)C(N)CC1=CC=CC=C1 BECPQYXYKAMYBN-UHFFFAOYSA-N 0.000 description 1
- 235000021240 caseins Nutrition 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 239000007859 condensation product Substances 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical class CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- VHILMKFSCRWWIJ-UHFFFAOYSA-N dimethyl acetylenedicarboxylate Chemical compound COC(=O)C#CC(=O)OC VHILMKFSCRWWIJ-UHFFFAOYSA-N 0.000 description 1
- WGYNZBIFSWZNMA-UHFFFAOYSA-N dipropan-2-yl but-2-ynedioate Chemical compound CC(C)OC(=O)C#CC(=O)OC(C)C WGYNZBIFSWZNMA-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 238000001879 gelation Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
- WTNULKDCIHSVKN-UHFFFAOYSA-N imidazo[1,2-a]pyridin-2-ol Chemical class C1=CC=CC2=NC(O)=CN21 WTNULKDCIHSVKN-UHFFFAOYSA-N 0.000 description 1
- 229910052741 iridium Inorganic materials 0.000 description 1
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 150000002731 mercury compounds Chemical class 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- OJURWUUOVGOHJZ-UHFFFAOYSA-N methyl 2-[(2-acetyloxyphenyl)methyl-[2-[(2-acetyloxyphenyl)methyl-(2-methoxy-2-oxoethyl)amino]ethyl]amino]acetate Chemical compound C=1C=CC=C(OC(C)=O)C=1CN(CC(=O)OC)CCN(CC(=O)OC)CC1=CC=CC=C1OC(C)=O OJURWUUOVGOHJZ-UHFFFAOYSA-N 0.000 description 1
- 229910000510 noble metal Inorganic materials 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- KJIFKLIQANRMOU-UHFFFAOYSA-N oxidanium;4-methylbenzenesulfonate Chemical compound O.CC1=CC=C(S(O)(=O)=O)C=C1 KJIFKLIQANRMOU-UHFFFAOYSA-N 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 229940068984 polyvinyl alcohol Drugs 0.000 description 1
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- KLLYWRUTRAFSJT-UHFFFAOYSA-M potassium;4-hydroxy-4-oxobut-2-ynoate Chemical compound [K+].OC(=O)C#CC([O-])=O KLLYWRUTRAFSJT-UHFFFAOYSA-M 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 229910052703 rhodium Inorganic materials 0.000 description 1
- 239000010948 rhodium Substances 0.000 description 1
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 description 1
- 230000005070 ripening Effects 0.000 description 1
- 229910052707 ruthenium Inorganic materials 0.000 description 1
- 150000003378 silver Chemical class 0.000 description 1
- ADZWSOLPGZMUMY-UHFFFAOYSA-M silver bromide Chemical compound [Ag]Br ADZWSOLPGZMUMY-UHFFFAOYSA-M 0.000 description 1
- 229940045105 silver iodide Drugs 0.000 description 1
- HKZLPVFGJNLROG-UHFFFAOYSA-M silver monochloride Chemical compound [Cl-].[Ag+] HKZLPVFGJNLROG-UHFFFAOYSA-M 0.000 description 1
- 229910001961 silver nitrate Inorganic materials 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000010265 sodium sulphite Nutrition 0.000 description 1
- AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 1
- 235000019345 sodium thiosulphate Nutrition 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003606 tin compounds Chemical class 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- ZMANZCXQSJIPKH-UHFFFAOYSA-O triethylammonium ion Chemical compound CC[NH+](CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-O 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 239000005019 zein Substances 0.000 description 1
- 229940093612 zein Drugs 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
- G03C1/005—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein
- G03C1/06—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein with non-macromolecular additives
- G03C1/34—Fog-inhibitors; Stabilisers; Agents inhibiting latent image regression
Definitions
- Photographic materials comprising a light-sensitive silver halide emulsion layer having in the emulsion layer or in an adjacent water-permeable layer a compound providing acetylene dicarboxylic acid anions are described. These photographic materials have decreased fogging tendency, even under conditions of high temperature and humidity, and their sensitivity is practically not lowered by the presence of this compound.
- This invention relates to the stabilization of photographic materials comprising light-sensitive silver halide emulsions, especially to the reduction of fog formation in photographic materials without giving rise to a noteworthy desensitization.
- Fogging in general and chemical fogging in particular may be defined as the formation of a uniform deposit of silver on development which is dependent on a whole series of circumstances and factors namely on the nature of the emulsions, on their age, on the conditions under which they have been stored, on the development conditions, etc.
- Fogging tends to be greater if the time of storage and the temperaure and relative humidity of the atmos phere in which the emulsions are stored are increased.
- Addenda to the photographic material known as stabilizers or antifoggants protect the light-sensitive silver halide emulsions against formation and growth of fog particularly in high sensitive emulsions and in emulsions which are to be stored under conditions of high temperature and humidity as is for instance the case in tropical countries.
- a monoor dialkali metal salt, a monoor di-ammonium salt, a monoor di-organic ammonium salt for example mono-anilinium salt, dianilinium salt, di-m-chloroanilinium salt, di-p-methoxyanilinium salt, di-p-toluidinium salt, di-mand p-sulphoanilinium salt, di(diethylammonium) salt, di(triethylammonium)salt, dipyridinium salt, etc., and monoor diesters of acetylene dicarboxylic acid provided they are easily dissociating and thus can provide acetylene dicarboxylic acid anions such as the dibenzohydryl ester.
- the antifoggants or stabilizers of use according to the present invention are generally incorporated into the silver halide emulsion layer of the light-sensitive material.
- the way in which the compounds of use according to the invention are added to emulsions is not critical and the addition can be made during any step of emulsion preparation; they can be added before or after the emulsion has been optically sensitized, preferably just before coating of the emulsion on a suitable support such as for example paper, glass or film.
- the compounds of the invention can also be incorporated into another layer of the photographic material, e.g. a gelatin antistress layer or intermediate layer, which is in water-permeable relationship with the said emulsion layer or into one of the processing baths for said photographic material.
- a gelatin antistress layer or intermediate layer which is in water-permeable relationship with the said emulsion layer or into one of the processing baths for said photographic material.
- the antifoggants according to the present invention can be used for any type of light-sensitive silver halide material a spectrally sensitized or non-sensitized silver halide material, a silver halide material of use in diffusion transfer processes for the production of silver images and an X-ray silver halide material. They may be used for high speed negative materials as well as for rather low speed positive materials.
- Various silver salts may be used as light-sensitive salt e.g. silver bromide, silver iodide, silver chloride, or mixed silver halides, e.g. silver chlorobromide or silver bromoiodide.
- the silver halides are dispersed in the common hydrophilic colloids such as gelatin, casein, zein, polyvinyl alcohol, carboxymethylcellulose, alginic acid, etc., gelatin being however, favoured.
- the common hydrophilic colloids such as gelatin, casein, zein, polyvinyl alcohol, carboxymethylcellulose, alginic acid, etc., gelatin being however, favoured.
- the amount of antifoggant employed in the light-sensitive silver halide material depends on the particular type of emulsion and the desired effect and can vary within very wide limits.
- the optimum amount of antifoggant to be added is best determined for each particular type of emulsion by trial. Generally, the most suitable concentration is between 0.2 millimole and 30 millimoles of antifoggant per mole of silver halide.
- the light-sensitive emulsions may be chemically as well as optically sensitized. They may be chemically sensitized by effecting the ripening in the presence of small amounts of sulphur containing compounds such as allyl thiocyanate, allyl thiourea, sodium thiosulphate, etc.
- the emulsions may also be sensitized by means of reductors for instance tin compounds as described in our United Kingdom patent specification 789,823 and small amounts of noble metal compounds such as gold, platinum, palladium, iridium, ruthenium and rhodium.
- addenda such as hardening agents, Wetting agents, plasticizers, colour couples, developing agents and optical sensitizers can be incorporated into the emulsion in the usual way.
- the antifoggants according to the present invention are particularly suitable for use in conjunction with compounds Which sensitize the emulsion by development acceleration for example alkylene oxide polymers.
- alkylene oxide polymers may be of various type.
- Various derivatives of alkylene oxides may be used to sensitize the silver halide emulsions e.g. alkylene oxide condensation products as described among others in US. patent specifications 2,531,832 and 2,533,990, in United Kingdom patent specifications 920,637, 940,051, 945,340 and 991,- 608 and in Belgian patent specification 648,710.
- Other compounds that sensitize the emulsion by development acceleration and that are suitable for use in combination with the antifoggants of use according to the invention are the onium derivatives of amino-N-oxides as described in Belgian patent specification 686,520.
- the stabilizers according to the invention can also be used in conjunction with other known stabilizers for instance with heterocyclic nitrogen containing thioxo compounds such as benzothiazoline-Z-thione and l-phenyl- A -tetrazoline-5-thione, with mercury compounds such as those described in Belgian patent specifications 524,121, 677,337, 707,386 and 709,195 and with compounds of the 3 hydroxytriazolo-pyrimidine type (hydroxyazaindolizines) such as 5-methyl-7 hydroxy-s-triazole[l,5-a] pyrimidine.
- heterocyclic nitrogen containing thioxo compounds such as benzothiazoline-Z-thione and l-phenyl- A -tetrazoline-5-thione
- mercury compounds such as those described in Belgian patent specifications 524,121, 677,337, 707,386 and 709,195
- compounds of the 3 hydroxytriazolo-pyrimidine type such as 5-methyl-7
- EXAMPLE 1 A conventional photographic gelatino silver bromoiodide emulsion (4.5 mole percent iodide) comprising per kg. an amount of. silver halide equivalent to 50 g. of silver nitrate was divided into two portions A and B. To emulsion portion B was added acetylene dicarboxylic acid diammonium salt in a concentration of 1 mmole per kg. of emulsion whereas to emulsion portion A no antifoggnt was added. Then the emulsions were coated on a conventional support and dried.
- the values of speed, gradation and fog of the materials A and B formed were determined shortly after preparation and after incubation for 5 days at 57 C. and 34% relative humidity.
- the values given for the speed are relative values corresponding with density 0.1 above fog; the value of 100 has been given to fresh material A.
- Example 1 was repeated with the difference however that emulsion B now comprised per kg. of emulsion 2 mmole of acetylene dicarboxylic acid dianilinium salt.
- the results attained are listed in the following table.
- the values given for the speed are relative values corresponding with density 0.1 above fog; the value of 100 has been given to the fresh material comprising no antifoggant according to the invention.
- An emulsion as described in Example 1 was divided into four portions A, B, C and D.
- To emulsion portions B, C and D were added per kg: 2 mmole of acetylene dicarboxylic acid dimethyl ester, 2 mmole of acetylene dicarboxylic acid diisopropyl ester, and 2 mmole of acetylene dicarboxylic acid dibenzohydryl ester respectively whereas to emulsion portion A no :antifoggant was added.
- the emulsions were then coated on a film support and dried.
- the dibenzohydryl ester of acetylene dicarboxylic acid was prepared as follows.
- Photographic material comprising a support and at least one silver halide emulsion layer containing in said emulsion layer or in a water-permeable layer coated at the same side of the support as the said emulsion layer in an amount sufficient to inhibit fogging a compound selected from the group consisting of acetylene dicarboxylic acid, a mono-or di-alkali metal salt of acetylene dicarboxylic acid, a monoor diammonium salt of dicarboxylic acid, a monoor di-organic ammonium salt of acetylene dicarboxylic acid, and a monoor diester of acetylene dicarboxylic acid which is easily dissociating and provides acetylene dicarboxylic acid anions during the processing of said photographic material.
- Photographic material according to claim 1 wherein said compound is acetylene dicarboxylic acid.
- Photographic material according to claim 2 wherein said compound is a rnonoor di-alkali metal salt, a
- Photographic material according to claim 1, wherein said ester is a monoor dibenzohydryl ester of acetylene dicarboxylic acid.
- Photographic material according to claim 3, wherein said di-organic ammonium salt is the dianilinium salt of acetylene dicarboxylic acid.
- Photographic material according to claim 2 wherein said compound is added to the light-sensitive silver halide emulsion layer in an amount between 0.2 and 30 millimoles per mole of silver halide.
Landscapes
- Physics & Mathematics (AREA)
- Chemical & Material Sciences (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- General Physics & Mathematics (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB3443269 | 1969-07-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| US3679423A true US3679423A (en) | 1972-07-25 |
Family
ID=10365582
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| US48541A Expired - Lifetime US3679423A (en) | 1969-07-08 | 1970-06-22 | Silver halide emulsion containing acetylene dicarboxylic acid anions antifoggant |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US3679423A (it) |
| BE (1) | BE752850A (it) |
| DE (1) | DE2032078A1 (it) |
| FR (1) | FR2056283A5 (it) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3910790A (en) * | 1973-01-30 | 1975-10-07 | Agfa Gevaert Ag | Color photographic materials processed in the presence of anti-color fogging agents |
| US3955983A (en) * | 1971-04-02 | 1976-05-11 | Fuji Photo Film Co., Ltd. | Process for forming a color image on an exposed photosensitive material |
| US4126463A (en) * | 1976-09-14 | 1978-11-21 | Agfa-Gevaert Aktiengesellschaft | Method of stabilizing photographic silver halide emulsion layers |
| US4256830A (en) * | 1977-11-22 | 1981-03-17 | Agfa-Gevaert, A.G. | Photographic material containing a stabilizer |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59180537A (ja) * | 1983-03-31 | 1984-10-13 | Fuji Photo Film Co Ltd | 熱現像感光材料用塩基プレカ−サ− |
| JPS59180549A (ja) * | 1983-03-31 | 1984-10-13 | Fuji Photo Film Co Ltd | 熱現像カラ−感光材料 |
-
1970
- 1970-06-18 FR FR7022620A patent/FR2056283A5/fr not_active Expired
- 1970-06-22 US US48541A patent/US3679423A/en not_active Expired - Lifetime
- 1970-06-29 DE DE19702032078 patent/DE2032078A1/de active Pending
- 1970-07-02 BE BE752850D patent/BE752850A/nl unknown
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3955983A (en) * | 1971-04-02 | 1976-05-11 | Fuji Photo Film Co., Ltd. | Process for forming a color image on an exposed photosensitive material |
| US3910790A (en) * | 1973-01-30 | 1975-10-07 | Agfa Gevaert Ag | Color photographic materials processed in the presence of anti-color fogging agents |
| US4126463A (en) * | 1976-09-14 | 1978-11-21 | Agfa-Gevaert Aktiengesellschaft | Method of stabilizing photographic silver halide emulsion layers |
| US4256830A (en) * | 1977-11-22 | 1981-03-17 | Agfa-Gevaert, A.G. | Photographic material containing a stabilizer |
| USRE31514E (en) * | 1977-11-22 | 1984-01-31 | Agfa-Gevaert Aktiengesellschaft | Photographic material containing a stabilizer |
Also Published As
| Publication number | Publication date |
|---|---|
| DE2032078A1 (de) | 1971-01-28 |
| FR2056283A5 (it) | 1971-05-14 |
| BE752850A (nl) | 1971-01-04 |
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