NO129424B - - Google Patents
Download PDFInfo
- Publication number
- NO129424B NO129424B NO00167226A NO16722667A NO129424B NO 129424 B NO129424 B NO 129424B NO 00167226 A NO00167226 A NO 00167226A NO 16722667 A NO16722667 A NO 16722667A NO 129424 B NO129424 B NO 129424B
- Authority
- NO
- Norway
- Prior art keywords
- nucleus
- electron acceptor
- emulsion
- substituted
- different
- Prior art date
Links
- 239000000839 emulsion Substances 0.000 claims description 39
- -1 silver halide Chemical class 0.000 claims description 31
- 229910052709 silver Inorganic materials 0.000 claims description 26
- 239000004332 silver Substances 0.000 claims description 26
- 125000004432 carbon atom Chemical group C* 0.000 claims description 16
- 125000003118 aryl group Chemical group 0.000 claims description 11
- 125000001434 methanylylidene group Chemical group [H]C#[*] 0.000 claims description 11
- 150000001875 compounds Chemical class 0.000 claims description 10
- 229910052799 carbon Inorganic materials 0.000 claims description 8
- 125000004429 atom Chemical group 0.000 claims description 7
- 239000003638 chemical reducing agent Substances 0.000 claims description 7
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 6
- 125000003545 alkoxy group Chemical group 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 6
- 229910052751 metal Inorganic materials 0.000 claims description 6
- 239000002184 metal Substances 0.000 claims description 6
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 6
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 4
- 150000001450 anions Chemical group 0.000 claims description 4
- 150000005840 aryl radicals Chemical class 0.000 claims description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 4
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 claims description 3
- 125000003342 alkenyl group Chemical group 0.000 claims description 3
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 claims description 3
- 229910052737 gold Inorganic materials 0.000 claims description 3
- 239000010931 gold Substances 0.000 claims description 3
- 229910052741 iridium Inorganic materials 0.000 claims description 3
- GKOZUEZYRPOHIO-UHFFFAOYSA-N iridium atom Chemical compound [Ir] GKOZUEZYRPOHIO-UHFFFAOYSA-N 0.000 claims description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 3
- 229910052763 palladium Inorganic materials 0.000 claims description 3
- 229910052697 platinum Inorganic materials 0.000 claims description 3
- 229910052703 rhodium Inorganic materials 0.000 claims description 3
- 239000010948 rhodium Substances 0.000 claims description 3
- MHOVAHRLVXNVSD-UHFFFAOYSA-N rhodium atom Chemical compound [Rh] MHOVAHRLVXNVSD-UHFFFAOYSA-N 0.000 claims description 3
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims description 3
- QLUFBCVWKTWKBF-UHFFFAOYSA-N 6-nitro-1,3-benzothiazole Chemical class [O-][N+](=O)C1=CC=C2N=CSC2=C1 QLUFBCVWKTWKBF-UHFFFAOYSA-N 0.000 claims description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- 125000005842 heteroatom Chemical group 0.000 claims description 2
- 125000000623 heterocyclic group Chemical group 0.000 claims description 2
- 229910052757 nitrogen Inorganic materials 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 229910052717 sulfur Inorganic materials 0.000 claims description 2
- 239000011593 sulfur Substances 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 4
- 239000001257 hydrogen Substances 0.000 claims 4
- 229910052736 halogen Inorganic materials 0.000 claims 3
- 150000002367 halogens Chemical class 0.000 claims 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical class [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 125000000304 alkynyl group Chemical group 0.000 claims 1
- 150000003217 pyrazoles Chemical class 0.000 claims 1
- ANRHNWWPFJCPAZ-UHFFFAOYSA-M thionine Chemical compound [Cl-].C1=CC(N)=CC2=[S+]C3=CC(N)=CC=C3N=C21 ANRHNWWPFJCPAZ-UHFFFAOYSA-M 0.000 claims 1
- 239000000975 dye Substances 0.000 description 24
- 239000000370 acceptor Substances 0.000 description 18
- 230000001235 sensitizing effect Effects 0.000 description 11
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 6
- 230000003595 spectral effect Effects 0.000 description 6
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 4
- 206010070834 Sensitisation Diseases 0.000 description 4
- 230000008313 sensitization Effects 0.000 description 4
- QGKMIGUHVLGJBR-UHFFFAOYSA-M (4z)-1-(3-methylbutyl)-4-[[1-(3-methylbutyl)quinolin-1-ium-4-yl]methylidene]quinoline;iodide Chemical compound [I-].C12=CC=CC=C2N(CCC(C)C)C=CC1=CC1=CC=[N+](CCC(C)C)C2=CC=CC=C12 QGKMIGUHVLGJBR-UHFFFAOYSA-M 0.000 description 3
- RYYXDZDBXNUPOG-UHFFFAOYSA-N 4,5,6,7-tetrahydro-1,3-benzothiazole-2,6-diamine;dihydrochloride Chemical compound Cl.Cl.C1C(N)CCC2=C1SC(N)=N2 RYYXDZDBXNUPOG-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 239000000298 carbocyanine Substances 0.000 description 3
- 229920000159 gelatin Polymers 0.000 description 3
- 239000008273 gelatin Substances 0.000 description 3
- 125000005843 halogen group Chemical group 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 238000005259 measurement Methods 0.000 description 3
- 239000000123 paper Substances 0.000 description 3
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 3
- 150000003839 salts Chemical group 0.000 description 3
- 230000035945 sensitivity Effects 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 239000000758 substrate Substances 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- 108010010803 Gelatin Proteins 0.000 description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 2
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 2
- 125000006615 aromatic heterocyclic group Chemical group 0.000 description 2
- 229920002301 cellulose acetate Polymers 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 230000005264 electron capture Effects 0.000 description 2
- 235000019322 gelatine Nutrition 0.000 description 2
- 235000011852 gelatine desserts Nutrition 0.000 description 2
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 2
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 description 2
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 description 2
- 150000002475 indoles Chemical class 0.000 description 2
- 125000001041 indolyl group Chemical group 0.000 description 2
- KWGKDLIKAYFUFQ-UHFFFAOYSA-M lithium chloride Chemical compound [Li+].[Cl-] KWGKDLIKAYFUFQ-UHFFFAOYSA-M 0.000 description 2
- 238000003969 polarography Methods 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 239000011591 potassium Substances 0.000 description 2
- IOLCXVTUBQKXJR-UHFFFAOYSA-M potassium bromide Chemical compound [K+].[Br-] IOLCXVTUBQKXJR-UHFFFAOYSA-M 0.000 description 2
- SQGYOTSLMSWVJD-UHFFFAOYSA-N silver(1+) nitrate Chemical compound [Ag+].[O-]N(=O)=O SQGYOTSLMSWVJD-UHFFFAOYSA-N 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 2
- 229910052721 tungsten Inorganic materials 0.000 description 2
- 239000010937 tungsten Substances 0.000 description 2
- TXUICONDJPYNPY-UHFFFAOYSA-N (1,10,13-trimethyl-3-oxo-4,5,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl) heptanoate Chemical compound C1CC2CC(=O)C=C(C)C2(C)C2C1C1CCC(OC(=O)CCCCCC)C1(C)CC2 TXUICONDJPYNPY-UHFFFAOYSA-N 0.000 description 1
- FCTIZUUFUMDWEH-UHFFFAOYSA-N 1h-imidazo[4,5-b]quinoxaline Chemical class C1=CC=C2N=C(NC=N3)C3=NC2=C1 FCTIZUUFUMDWEH-UHFFFAOYSA-N 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 description 1
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 125000004189 3,4-dichlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(Cl)C([H])=C1* 0.000 description 1
- GXGJIOMUZAGVEH-UHFFFAOYSA-N Chamazulene Chemical group CCC1=CC=C(C)C2=CC=C(C)C2=C1 GXGJIOMUZAGVEH-UHFFFAOYSA-N 0.000 description 1
- 229910003803 Gold(III) chloride Inorganic materials 0.000 description 1
- 206010034960 Photophobia Diseases 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000004743 Polypropylene Substances 0.000 description 1
- WCUXLLCKKVVCTQ-UHFFFAOYSA-M Potassium chloride Chemical class [Cl-].[K+] WCUXLLCKKVVCTQ-UHFFFAOYSA-M 0.000 description 1
- 229910021607 Silver chloride Inorganic materials 0.000 description 1
- VMHLLURERBWHNL-UHFFFAOYSA-M Sodium acetate Chemical compound [Na+].CC([O-])=O VMHLLURERBWHNL-UHFFFAOYSA-M 0.000 description 1
- ZMZDMBWJUHKJPS-UHFFFAOYSA-M Thiocyanate anion Chemical compound [S-]C#N ZMZDMBWJUHKJPS-UHFFFAOYSA-M 0.000 description 1
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical class [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- 229910021626 Tin(II) chloride Inorganic materials 0.000 description 1
- SJOOOZPMQAWAOP-UHFFFAOYSA-N [Ag].BrCl Chemical compound [Ag].BrCl SJOOOZPMQAWAOP-UHFFFAOYSA-N 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- JXLHNMVSKXFWAO-UHFFFAOYSA-N azane;7-fluoro-2,1,3-benzoxadiazole-4-sulfonic acid Chemical compound N.OS(=O)(=O)C1=CC=C(F)C2=NON=C12 JXLHNMVSKXFWAO-UHFFFAOYSA-N 0.000 description 1
- TZCXTZWJZNENPQ-UHFFFAOYSA-L barium sulfate Chemical compound [Ba+2].[O-]S([O-])(=O)=O TZCXTZWJZNENPQ-UHFFFAOYSA-L 0.000 description 1
- 239000010428 baryte Substances 0.000 description 1
- 229910052601 baryte Inorganic materials 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000004369 butenyl group Chemical group C(=CCC)* 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 229920006217 cellulose acetate butyrate Polymers 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- GTKRFUAGOKINCA-UHFFFAOYSA-M chlorosilver;silver Chemical compound [Ag].[Ag]Cl GTKRFUAGOKINCA-UHFFFAOYSA-M 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 239000000084 colloidal system Substances 0.000 description 1
- 230000008878 coupling Effects 0.000 description 1
- 238000010168 coupling process Methods 0.000 description 1
- 238000005859 coupling reaction Methods 0.000 description 1
- 125000000753 cycloalkyl group Chemical group 0.000 description 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 238000000586 desensitisation Methods 0.000 description 1
- 125000004985 dialkyl amino alkyl group Chemical group 0.000 description 1
- 238000002848 electrochemical method Methods 0.000 description 1
- 230000005518 electrochemistry Effects 0.000 description 1
- KIWBPDUYBMNFTB-UHFFFAOYSA-M ethyl sulfate Chemical compound CCOS([O-])(=O)=O KIWBPDUYBMNFTB-UHFFFAOYSA-M 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- RJHLTVSLYWWTEF-UHFFFAOYSA-K gold trichloride Chemical compound Cl[Au](Cl)Cl RJHLTVSLYWWTEF-UHFFFAOYSA-K 0.000 description 1
- 239000010439 graphite Substances 0.000 description 1
- 229910002804 graphite Inorganic materials 0.000 description 1
- 150000004820 halides Chemical class 0.000 description 1
- ZMZDMBWJUHKJPS-UHFFFAOYSA-N hydrogen thiocyanate Natural products SC#N ZMZDMBWJUHKJPS-UHFFFAOYSA-N 0.000 description 1
- 238000002386 leaching Methods 0.000 description 1
- 208000013469 light sensitivity Diseases 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 150000002736 metal compounds Chemical class 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- JZMJDSHXVKJFKW-UHFFFAOYSA-M methyl sulfate(1-) Chemical compound COS([O-])(=O)=O JZMJDSHXVKJFKW-UHFFFAOYSA-M 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000003261 o-tolyl group Chemical group [H]C1=C([H])C(*)=C(C([H])=C1[H])C([H])([H])[H] 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Inorganic materials [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 description 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 1
- 150000004714 phosphonium salts Chemical class 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 239000004848 polyfunctional curative Substances 0.000 description 1
- 229920000098 polyolefin Polymers 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 description 1
- 125000003226 pyrazolyl group Chemical group 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- ADZWSOLPGZMUMY-UHFFFAOYSA-M silver bromide Chemical compound [Ag]Br ADZWSOLPGZMUMY-UHFFFAOYSA-M 0.000 description 1
- ZUNKMNLKJXRCDM-UHFFFAOYSA-N silver bromoiodide Chemical compound [Ag].IBr ZUNKMNLKJXRCDM-UHFFFAOYSA-N 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
- ONVGIJBNBDUBCM-UHFFFAOYSA-N silver;silver Chemical compound [Ag].[Ag+] ONVGIJBNBDUBCM-UHFFFAOYSA-N 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- SDKPSXWGRWWLKR-UHFFFAOYSA-M sodium;9,10-dioxoanthracene-1-sulfonate Chemical compound [Na+].O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2S(=O)(=O)[O-] SDKPSXWGRWWLKR-UHFFFAOYSA-M 0.000 description 1
- 239000001119 stannous chloride Substances 0.000 description 1
- 235000011150 stannous chloride Nutrition 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 150000003464 sulfur compounds Chemical class 0.000 description 1
- AKXUUJCMWZFYMV-UHFFFAOYSA-M tetrakis(hydroxymethyl)phosphanium;chloride Chemical compound [Cl-].OC[P+](CO)(CO)CO AKXUUJCMWZFYMV-UHFFFAOYSA-M 0.000 description 1
- 229930192474 thiophene Natural products 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-M toluene-4-sulfonate Chemical compound CC1=CC=C(S([O-])(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-M 0.000 description 1
- 125000003258 trimethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- G03C1/83—Organic dyestuffs therefor
- G03C1/832—Methine or polymethine dyes
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/56—Ring systems containing three or more rings
- C07D209/58—[b]- or [c]-condensed
- C07D209/60—Naphtho [b] pyrroles; Hydrogenated naphtho [b] pyrroles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/36—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems
- C07D241/38—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems with only hydrogen or carbon atoms directly attached to the ring nitrogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/36—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems
- C07D241/38—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems with only hydrogen or carbon atoms directly attached to the ring nitrogen atoms
- C07D241/40—Benzopyrazines
- C07D241/44—Benzopyrazines with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the hetero ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/06—Peri-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
- C09B23/02—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
- C09B23/02—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups
- C09B23/04—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups one >CH- group, e.g. cyanines, isocyanines, pseudocyanines
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
- C09B23/02—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups
- C09B23/06—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups three >CH- groups, e.g. carbocyanines
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
- C09B23/02—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups
- C09B23/08—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups more than three >CH- groups, e.g. polycarbocyanines
- C09B23/083—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups more than three >CH- groups, e.g. polycarbocyanines five >CH- groups
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
- C09B23/02—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups
- C09B23/08—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups more than three >CH- groups, e.g. polycarbocyanines
- C09B23/086—Methine or polymethine dyes, e.g. cyanine dyes the polymethine chain containing an odd number of >CH- or >C[alkyl]- groups more than three >CH- groups, e.g. polycarbocyanines more than five >CH- groups
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
- C09B23/10—The polymethine chain containing an even number of >CH- groups
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
- C09B23/10—The polymethine chain containing an even number of >CH- groups
- C09B23/105—The polymethine chain containing an even number of >CH- groups two >CH- groups
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
- C09B23/10—The polymethine chain containing an even number of >CH- groups
- C09B23/107—The polymethine chain containing an even number of >CH- groups four >CH- groups
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
- C09B23/14—Styryl dyes
- C09B23/145—Styryl dyes the ethylene chain carrying an heterocyclic residue, e.g. heterocycle-CH=CH-C6H5
-
- 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
- G03C1/08—Sensitivity-increasing substances
- G03C1/10—Organic substances
- G03C1/12—Methine and polymethine dyes
-
- 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
- G03C1/08—Sensitivity-increasing substances
- G03C1/10—Organic substances
- G03C1/12—Methine and polymethine dyes
- G03C1/14—Methine and polymethine dyes with an odd number of CH groups
- G03C1/18—Methine and polymethine dyes with an odd number of CH groups with three CH groups
-
- 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
- G03C1/485—Direct positive emulsions
- G03C1/48515—Direct positive emulsions prefogged
- G03C1/48523—Direct positive emulsions prefogged characterised by the desensitiser
- G03C1/4853—Direct positive emulsions prefogged characterised by the desensitiser polymethine dyes
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S430/00—Radiation imagery chemistry: process, composition, or product thereof
- Y10S430/001—Electric or magnetic imagery, e.g., xerography, electrography, magnetography, etc. Process, composition, or product
- Y10S430/102—Electrically charging radiation-conductive surface
Description
Direkte-positiv fotografisk sølvhalogenidemulsjon. Direct-positive photographic silver halide emulsion.
Foreliggende oppfinnelse vedrører en direkte-positiv The present invention relates to a direct-positive
fotografisk sølvhalogenidemulsjon.photographic silver halide emulsion.
Direkte-positive materialer har vært fremstilt ved å tilsette en forbindelse av et metall som er mer elektropositivt enn sølv, samt en elektroakseptor, til et reduksjonsmiddel for sølvhalogenidemulsjoner. En av de største fordeler med slike direkte-positive emulsjoner er at høylys-områder i bilder som fremstilles med disse materialer er i det alt vesentlige fri for sløring. Imidlertid har kjente film-materialer av denne type, som f.eks. beskrevet i britisk patent nr. 723.019, krevet eksponering med lys i bølgelengdeområdet ^000 - 4800 Å. Med andre ord, har de vært vesentlig ufølsomme for bestråling med lengre bølgelengde, som f.eks. grønt og rødt. Man har nå funnet en ny klasse fargestoffer som er effektive elektronakseptorer eller elektronoppfangere og i tillegg er effektive spektralsensitivatorer for disse emulsjoner. Denne farge-stoffklasse skiller seg fra de fargestoffer som benyttes i britisk patent nr. 723.019 ved at de gir bedre spektralsensitivering. Dette muliggjør bruk av bare en forbindelse som gir både den ønskede spektralsensitivering og elektronoppfanging. Direct-positive materials have been prepared by adding a compound of a metal more electropositive than silver, as well as an electroacceptor, to a reducing agent for silver halide emulsions. One of the biggest advantages of such direct-positive emulsions is that high-light areas in images produced with these materials are essentially free of blurring. However, known film materials of this type, such as e.g. described in British Patent No. 723,019, required exposure to light in the wavelength range ^000 - 4800 Å. In other words, they have been substantially insensitive to longer wavelength irradiation, such as e.g. green and red. A new class of dyes has now been found which are effective electron acceptors or electron scavengers and are also effective spectral sensitizers for these emulsions. This dye class differs from the dyes used in British patent no. 723,019 in that they provide better spectral sensitization. This enables the use of only one compound which provides both the desired spectral sensitization and electron capture.
Ifølge foreliggende oppfinnelse er det tilveiebragtAccording to the present invention, it is provided
en direkte-positiv fotografisk sølvhalogenidemulsjon sløret med et reduksjonsmiddel og en forbindelse av et metall valgt fra gull, rhodium, platina, palladium og iridium, hvor det på sølvhalogenidkornenes overflate er adsorbert en elektronakseptor, kjennetegnet ved at elektronakseptoren har et anodisk polarografisk halvbølgepotensial og et katodisk polarografisk halvbølgepotensial, hvilke potensialer tilsammen gir en positiv sum, og at akseptoren sensitiverer emulsjonen overfor bestråling med en bølgelengde over 480 m^u slik at forholdet mellom relativ minus blått-hastighet og relativ blått-hastighet er større enn 7. a direct-positive silver halide photographic emulsion obscured with a reducing agent and a compound of a metal selected from gold, rhodium, platinum, palladium and iridium, wherein on the surface of the silver halide grains is adsorbed an electron acceptor, characterized in that the electron acceptor has an anodic polarographic half-wave potential and a cathodic polarographic half-wave potential, which potentials together give a positive sum, and that the acceptor sensitizes the emulsion to irradiation with a wavelength above 480 m^u so that the ratio between relative minus blue velocity and relative blue velocity is greater than 7.
Den relative blått-hastighet og den relative minus blått-hastighet for emulsjonen måles ved å påføre emulsjonen på en bærer eksponere belegget på et Eastman Ib sensitometer for en wolframkilde gjennom "Wratten 35 + 38A" filtere (blå eksponering) og et "Wratten 16" filter (minus blå eksponering), fremkalle de eksponerte belegg i 6 minutter ved 20°C i en "Kodak D-19" fremkaller, foreta fiksering, vasking og tørking og deretter avlese resultatene. The relative blue speed and the relative minus blue speed of the emulsion are measured by applying the emulsion to a support exposing the coating on an Eastman Ib sensitometer to a tungsten source through "Wratten 35 + 38A" filters (blue exposure) and a "Wratten 16" filter (minus blue exposure), develop the exposed coatings for 6 minutes at 20°C in a "Kodak D-19" developer, fix, wash and dry and then read the results.
De spektralsensitiverende elektronakseptorer som anvendes kan være dimetin- og trimetin-cyaninfargestoffer inneholdende en aromatisk indolkjerne substituert i 2-stilling og bundet til metinkjeden gjennom kjernens 3-karbonatom. Videre inneholder disse fargestoffer også med fordel en desensitiverende kjerne i tillegg til indolkjernen. Med den benyttede betegnelse "desensitiverende kjerne" menes slike kjerner som, når de omdannes til et symmetrisk karbocyaninfargestoff og settes til en gelatin-sølvklorbromid-emulsjon inneholdende 40 mol-% klorid og 60 mol-% bromid i en konsentrasjon på mellom 0,01 og 0,2 g fargestoff pr. mol sølv, ved elektronoppfangning forårsaker minst 80% tap i blått-hastighet, når emulsjonen eksponeres sensitometrisk og fremkalles 3 minutter i "Kodak-fremkaller D-19" ved 20°C. Denne fremkaller har følgende sammensetning: The spectrally sensitizing electron acceptors used can be dimethine and trimethine cyanine dyes containing an aromatic indole core substituted in the 2-position and bound to the methine chain through the core's 3-carbon atom. Furthermore, these dyes also advantageously contain a desensitizing core in addition to the indole core. By the term "desensitizing core" used is meant such cores which, when converted to a symmetrical carbocyanine dye and added to a gelatin-silver chlorobromide emulsion containing 40 mol-% chloride and 60 mol-% bromide in a concentration of between 0.01 and 0.2 g dye per moles of silver, by electron capture causes at least 80% loss in blue speed, when the emulsion is sensitometrically exposed and developed for 3 minutes in "Kodak Developer D-19" at 20°C. This developer has the following composition:
De desensitiverende kjerner er fortrinnsvis slike, som når de omdannes til symmetriske karbocyaninfargestoffer og underkastes prøver som beskrevet, i det vesentlige fullstendig desensitiverer prøveemulsjonen for blått lys. Når det brukes uttrykket vesentlig fullstendig desensitivering, betegner dette er kjerne, som når den prøves som ovenfor nevnt, resulterer i et tap på minst 90%, og fortrinnsvis mer enn 95%»tap av blåttlys-følsomhet. The desensitizing cores are preferably such that, when converted to symmetrical carbocyanine dyes and subjected to samples as described, substantially completely desensitize the sample emulsion to blue light. When the term substantially complete desensitization is used, this means core which, when tested as above, results in a loss of at least 90%, and preferably more than 95%, "loss of blue light sensitivity".
De spektralsensitiverende elektronakseptorer som benyttes ifølge oppfinnelsen kan ha følgende generelle formel: The spectrally sensitizing electron acceptors used according to the invention can have the following general formula:
hvor L betegner en metinkjede inneholdende 2-3 karbonatomer, where L denotes a methine chain containing 2-3 carbon atoms,
D betegner en aromatisk indolkjerne substituert i 2-stilling, og bundet til metinkjeden gjennom indolkjernens 3-karbonatom, og B betegner en heterocyklisk kjerne som, når L betegner en metinkjede på 2 karbonatomer, står for en desensitiverende kjerne under dannelse av et usymmetrisk dimetin-cyaninfargestoff, og når L betegner en metinkjede på 3 karbonatomer, betegner B en aromatisk indolkjerne substituert i 2-stilling og bundet til metinkjeden gjennom indolkjernens 3-karbonatom. En spesielt nyttig, desensitiverende kjerne, når L betegner en metinkjede inneholdende 2 karbonatomer, er en imidazo-(4,5~b)-konoksalin-kjerne bundet til metinkjeden gjennom kjernens 2-karbonatom. D denotes an aromatic indole nucleus substituted in the 2-position, and bound to the methine chain through the 3-carbon atom of the indole nucleus, and B denotes a heterocyclic nucleus which, when L denotes a methine chain of 2 carbon atoms, stands for a desensitizing nucleus forming an unsymmetrical dimethine- cyanine dye, and when L denotes a methine chain of 3 carbon atoms, B denotes an aromatic indole nucleus substituted in the 2-position and bound to the methine chain through the 3-carbon atom of the indole nucleus. A particularly useful desensitizing core, when L denotes a methine chain containing 2 carbon atoms, is an imidazo-(4,5-b)-conoxaline core bonded to the methine chain through the 2 carbon atom of the core.
De spektralsensitiverende elektronakseptorer kan spesielt ha følgende generelle formel: The spectrally sensitizing electron acceptors may in particular have the following general formula:
hvor Å betegner et arylradikal, f.eks. fenyl eller naftyl, eventuelt substituert med alkylgrupper med 1-8 karbonatomer, alkoksygrupper med 1-8 karbonatomer, halogenatomer, eller arylgrupper, som fenyl, eller betegner en heterocyklisk aromatisk gruppe med 5 eller 6 karbonatomer, hvor heteroatomet kan være nitrogen, svovel eller oksygen, R ? og R^ where Å denotes an aryl radical, e.g. phenyl or naphthyl, optionally substituted with alkyl groups with 1-8 carbon atoms, alkoxy groups with 1-8 carbon atoms, halogen atoms, or aryl groups, such as phenyl, or denotes a heterocyclic aromatic group with 5 or 6 carbon atoms, where the heteroatom may be nitrogen, sulfur or oxygen , R ? and R^
begge betegner et hydrogenatom, et halogenatom, et alkylradikal med 1-8 karbonatomer, som kan være substituert med f.eks. hydroksyl, alkoksy med 1-8 karbonatomer, eller hvor R_ og R-j sammen betegner de nødvendige atomer for fullendelse av en aromatisk ring med 6 karbonatomer, R^betegner et alkylradikal med 1-8 karbonatomer, som kan være substituert med f.eks. en sulfo-, sulfat- eller karboksygruppe, R^og R^ both denote a hydrogen atom, a halogen atom, an alkyl radical with 1-8 carbon atoms, which can be substituted with e.g. hydroxyl, alkoxy with 1-8 carbon atoms, or where R_ and R-j together denote the necessary atoms for the completion of an aromatic ring with 6 carbon atoms, R^ denotes an alkyl radical with 1-8 carbon atoms, which can be substituted with e.g. a sulfo, sulfate or carboxy group, R^ and R^
begge betegner en alkylgruppe med 1-18 karbonatomer, som f.eks. kan være substituert med en sulfo-, sulfat, karboksy- eller hydroksygruppe, eller alkenylgruppe, f.eks. propenyl, allyl, butenyl; med alkenyl, f.eks. propargyl, cykloalkyl som f.eks. cyklobutyl og cykloheksyl, dialkylaminoalkyl, som. f.eks. dimetylaminoetyl, eller betegner arylgrupper, som f.eks. fenyl, p-tolyl, o-tolyl eller 3,4-diklorfenyl, Rg betegner det samme som R~eller sammen med R^ betegner en alkylengruppe, som f.eks. trimetylen eller dimetylen, R 7 betegner et hydrogenatom, et halogenatom eller en nitrogruppe, k betegner et tall fra 1-3 og X betegner et anion, fortrinnsvis klorid, bromid, jodid, p-toluensulfonat, tiocyanat, sulfonat, metylsulfat, etylsulfat eller perklorat. both denote an alkyl group with 1-18 carbon atoms, such as e.g. may be substituted with a sulfo, sulfate, carboxy or hydroxy group, or alkenyl group, e.g. propenyl, allyl, butenyl; with alkenyl, e.g. propargyl, cycloalkyl such as e.g. cyclobutyl and cyclohexyl, dialkylaminoalkyl, which. e.g. dimethylaminoethyl, or denotes aryl groups, such as e.g. phenyl, p-tolyl, o-tolyl or 3,4-dichlorophenyl, Rg denotes the same as R~ or together with R^ denotes an alkylene group, such as e.g. trimethylene or dimethylene, R 7 denotes a hydrogen atom, a halogen atom or a nitro group, k denotes a number from 1-3 and X denotes an anion, preferably chloride, bromide, iodide, p-toluene sulphonate, thiocyanate, sulphonate, methyl sulphate, ethyl sulphate or perchlorate .
Alternativt kan de spektralsensitiverende fargestoffer ha følgende formel: Alternatively, the spectrally sensitizing dyes can have the following formula:
hvor R-]_25R,,°S R]_ij betegner en alkylgruppe med 1-b karbonatomer eller en arylgruppe, som f.eks. fenyl, X har ovenstående betydning og Q betegner (1) -CH=Q1hvor Q1står for de nød-vendige atomer for fullendelse av en desensitiverende kjerne under dannelse av et trimetincyaninfargestoff, som f.eks. en 6-nitrobenztiazolkjerne, en 5-nitroindoleninkjerne, en imidazo (4,5-b)-chinoksalinkjerne eller en pyrrolo (2,3_b)-pyrido-kjerne, eller (2) de nødvendige atomer for fullendelse av en desensitiverende kjerne under dannelse av et dimetincyaninfargestoff, f.eks. en pyrazolkjerne eller en indolkjerne substituert i 2-stilling me;d en aromatisk gruppe og bunet til metinkjeden gjennom kjernens 3-karbonatom. where R-]_25R,,°S R]_ij denotes an alkyl group with 1-b carbon atoms or an aryl group, such as e.g. phenyl, X has the above meaning and Q denotes (1) -CH=Q1 where Q1 stands for the necessary atoms for the completion of a desensitizing nucleus during the formation of a trimethine cyanine dye, such as e.g. a 6-nitrobenzthiazole nucleus, a 5-nitroindolenine nucleus, an imidazo(4,5-b)-quinoxaline nucleus or a pyrrolo(2,3_b)-pyrido nucleus, or (2) the necessary atoms for the completion of a desensitizing nucleus to form a dimethine cyanine dye, e.g. a pyrazole core or an indole core substituted in the 2-position with an aromatic group and bonded to the methine chain through the core's 3-carbon atom.
Blant fargestoffer med formel Ia kan egnede spektralsensitiverende elektronakseptorer ha formelen: Among dyes of formula Ia, suitable spectrally sensitizing electron acceptors can have the formula:
hvori X, A, R^, R2J R^ og Rg har ovenstående betydninger, A^, Kg, Kg, ti-^ Q og R-^betegner samme grupper respektivt som A, wherein X, A, R^, R2J R^ and Rg have the above meanings, A^, Kg, Kg, ti-^ Q and R-^ designate the same groups respectively as A,
R^, R2, R^ og Rg, og hvor Y betegner et hydrogenatom, en arylgruppe, som f.eks. fenyl, alkyl, fortrinnsvis på 1-8 karbonatomer, alkoksy, inneholdende 1-8 karbonatomer, substituert fenyl eller heterocyklisk-aromatisk gruppe, som f.eks. tiofen. R 1 , R 2 , R 1 and R 8 , and where Y denotes a hydrogen atom, an aryl group, such as e.g. phenyl, alkyl, preferably of 1-8 carbon atoms, alkoxy, containing 1-8 carbon atoms, substituted phenyl or heterocyclic-aromatic group, such as e.g. thiophene.
Symmetriske imidazo-(4,5~b)-chinoksalin-trimetincyanin-fargestoffer, hvor hver kjerne er bundet gjennom dens 2-karbonatom til metinkjeden, kan benyttes til utførelse av oppfinnelsen. Typiske slike fargestoffer har følgende generelle formel: Symmetrical imidazo-(4,5~b)-quinoxaline-trimethinecyanine dyes, where each nucleus is bound through its 2-carbon atom to the methine chain, can be used to carry out the invention. Typical such dyes have the following general formula:
hvori kj X, R^, R^ og R^har ovenstående betydninger, R.^og R-L2 er de samme grupper som R^og R^, K-^g er den samme som R^ wherein kj X, R^, R^ and R^ have the above meanings, R^ and R-L2 are the same groups as R^ and R^, K-^g is the same as R^
og 1 betegner et tall fra 1-3-and 1 denotes a number from 1-3-
Endelig kan den spektralsensitiverende elektronakseptor være et karbocyaninfargestoff hvor minst en kjerne, og fortrinnsvis 2, inneholder desensitiverende substituenter, f.eks. nitrogrupper. Finally, the spectrally sensitizing electron acceptor can be a carbocyanine dye in which at least one nucleus, and preferably 2, contains desensitizing substituents, e.g. nitro groups.
Egnede fargestoffer kan fremstilles på hvilken somSuitable dyes can be produced on any
helst praktisk måte, som f.eks. omsetning under tilbakeløp i et egnet oppløsningsmiddel mellom et karboksyaldehyd-derivat av en forbindelse som tilveiebringer en kjerne, og et alkyl-substituert kvarternært salt som tilveiebringer den andre kjernen. Fargestoffer med formel II kan fremstilles som beskrevet i US-patent 2.903-694 og fargestoffer med formel III som beskrevet preferably a practical way, such as reaction under reflux in a suitable solvent between a carboxyaldehyde derivative of a compound which provides a nucleus, and an alkyl-substituted quaternary salt which provides the other nucleus. Dyes of formula II can be prepared as described in US patent 2,903-694 and dyes of formula III as described
i belgisk patent 660.253- De aromatiske indol dimetincyanin-fargestoffer substituert i 2-stilling, inneholdende en desensitiverende kjerne i henhold til oppfinnelsen, er beskrevet i US-patent 3•505.070,(US-krav nr. 533-459). Fargestoffene XVI, XVII og XVIII kan fremstilles som beskrevet i US-patent 2.903-694. in Belgian patent 660,253- The aromatic indole dimethinecyanine dyes substituted in the 2-position, containing a desensitizing core according to the invention, are described in US patent 3•505,070, (US claim no. 533-459). The dyes XVI, XVII and XVIII can be prepared as described in US patent 2,903-694.
En ytterligere fordel med fargestoffene beskrevet i formel Ia, hvor D betegner enten en aromatisk benz(g^indolkjerne substituert i 2-stilling eller en 2-pyridylkjerne, er at fargestoffene kan brukes i fargekopler-dispersjoner, mens de kjente usymmetriske indolfargestoffer substituert i 2-stilling ikke kan brukes som sensitivatorer i nærvær av kopler-dispersj oner. A further advantage of the dyes described in formula Ia, where D denotes either an aromatic benz(g^indole nucleus substituted in the 2-position or a 2-pyridyl nucleus, is that the dyes can be used in color coupler dispersions, while the known unsymmetrical indole dyes substituted in the 2 position cannot be used as sensitizers in the presence of coupling dispersions.
Den beste konsentrasjon for spektralsensitiverende elektronakseptorer i de slørede emulsjoner i henhold til oppfinnelsen er mellom 50 og 2000, fortrinnsvis mellom 400 og 800, mg pr. mol sølvhalogenid. Imidlertid er disse konsentrasjoner bare oppgitt som rettledning, og finnes i hvert enkelt tilfelle, avhengig av den anvendte forbindelse. The best concentration for spectrally sensitizing electron acceptors in the blurred emulsions according to the invention is between 50 and 2000, preferably between 400 and 800, mg per moles of silver halide. However, these concentrations are given as a guide only, and are found in each individual case, depending on the compound used.
Man kan i henhold til oppfinnelsen benytte en hvilken som helst type sølvhalogenidemulsjon. F.eks. kan emulsjoner med sølvhalogenid, f.eks. sølvklorid eller sølvbromid og blandede sølvhalogenider som sølvbromjodid, sølvklorbromid eller sølv-klorbromjodid anvendes. Spesielt egnet er sølv-brom-halogenid- emulsjoner inneholdende over 50 mol-% bromid. Disse emulsjoner sløres med en kombinasjon av et reduksjonsmiddel og en forbindelse av et metall som er mer elektropositivt enn sølv. Typiske egnede reduksjonsmidler omfatter toverdige tinnsalter, som tinn(II)-klorid, hydrazin, svovelforbindelser, som tiourinstoffdioksyd, fosfoniumsalter som tetra(hydroksymetyl)-fosfonium-klorid og lignende. Forbindelser av metaller som gull, rhodium, platina, palladium og iridium benyttes fortrinnsvis i form av oppløselige salter, som f.eks. auriklorid og salter av typen (NH4)2PdCl6. According to the invention, any type of silver halide emulsion can be used. E.g. can emulsions with silver halide, e.g. silver chloride or silver bromide and mixed silver halides such as silver bromoiodide, silver chlorobromide or silver-chlorobromoiodide are used. Particularly suitable are silver-bromine-halide emulsions containing over 50 mol-% bromide. These emulsions are blurred with a combination of a reducing agent and a compound of a metal that is more electropositive than silver. Typical suitable reducing agents include divalent tin salts, such as stannous chloride, hydrazine, sulfur compounds, such as thiourea dioxide, phosphonium salts such as tetra(hydroxymethyl)phosphonium chloride and the like. Compounds of metals such as gold, rhodium, platinum, palladium and iridium are preferably used in the form of soluble salts, such as e.g. auric chloride and salts of the type (NH4)2PdCl6.
De spektralsensitiverende elektronakseptorer som gir spesielt gode resultater ved utførelse av oppfinnelsen kan karakteriseres ved deres polarografiske halvbølgepotensialer, dvs. deres redoks-potensialer bestemt ved polarografi. Katodiske målinger kan gjøres med en 1 x 10 ^-molar oppløsning av elektronakseptoren i et oppløsningsmiddel, f.eks. metanol, The spectrally sensitizing electron acceptors which give particularly good results when carrying out the invention can be characterized by their polarographic half-wave potentials, i.e. their redox potentials determined by polarography. Cathodic measurements can be made with a 1 x 10 ^-molar solution of the electron acceptor in a solvent, e.g. methanol,
som inneholder 0,05 mol litiumklorid under anvendelse av en dryppende kvikksølvelektrode idet det polarografiske halvbølge-potensial for den mest positive katodiske bølge betegnes E . Anodiske målinger kan gjøres med en 1 x 10 -molar vandig opp-løsning, f.eks. metanoloppløsninger av elektronakseptoren inneholdende 0,05 mol natriumacetat og 0,005 mol eddiksyre, og med en karbonpasta eller pyrolittisk grafittelektrode, hvor det voltometriske halvbølgepotensial for den mest negative anodiske bølge betegnes Ea. Ved hver måling er referanseelektroden en vandig sølv-sølvkloridelektrode ved 20°C (mettet kaliumklorid). Elektrokjemiske målinger av denne type er kjent på området og beskrives i "New Instrumental Methods in Electrochemistry" av Delahay, Interscience Publischers, New York, New York, 1954; "Polarography", av Kolthoff og Lingane, 2. utgave, Interscience Publishers, New York, New York, 1952; Analytical Chemistry, 36 2426 (1964) av Elving, og Analytical Chemistry 30, 1576 (1958) av Adams. Forbindelser som kan benyttes som spektralsensitiverende elektronakseptorer ved utførelse av oppfinnelsen omfatter organiske forbindelser med et anodisk polarografisk halvbølge-potensial (EQ) og et katodisk polarografisk potensial (E ) som sammenlagt gir en positiv sum. containing 0.05 mol of lithium chloride using a dripping mercury electrode, the polarographic half-wave potential of the most positive cathodic wave being denoted E . Anodic measurements can be made with a 1 x 10 -molar aqueous solution, e.g. methanol solutions of the electron acceptor containing 0.05 mol sodium acetate and 0.005 mol acetic acid, and with a carbon paste or pyrolytic graphite electrode, where the voltammetric half-wave potential for the most negative anodic wave is denoted Ea. In each measurement, the reference electrode is an aqueous silver-silver chloride electrode at 20°C (saturated potassium chloride). Electrochemical measurements of this type are known in the art and are described in "New Instrumental Methods in Electrochemistry" by Delahay, Interscience Publischers, New York, New York, 1954; "Polarography", by Kolthoff and Lingane, 2nd ed., Interscience Publishers, New York, New York, 1952; Analytical Chemistry, 36 2426 (1964) by Elving, and Analytical Chemistry 30, 1576 (1958) by Adams. Compounds that can be used as spectrally sensitizing electron acceptors when carrying out the invention include organic compounds with an anodic polarographic half-wave potential (EQ) and a cathodic polarographic potential (E ) which together give a positive sum.
De beste resultater oppnås ved å bruke 0,05 til 40 mg, fortrinnsvis 0,05 til 5 mg, reduksjonsmiddel pr. mol sølv-halogenid, og 0,5 til 15,0 mg, fortrinnsvis0,5 til 4,0 mg, The best results are obtained by using 0.05 to 40 mg, preferably 0.05 to 5 mg, of reducing agent per moles of silver halide, and 0.5 to 15.0 mg, preferably 0.5 to 4.0 mg,
av metallforbindelse (f.eks. gullsalt) pr. mol sølvhalogenid. Imidlertid kan disse konsentrasjoner varieres over et be-traktelig område under oppnåelse av'de ønskede resultater. of metal compound (e.g. gold salt) per moles of silver halide. However, these concentrations can be varied over a considerable range while achieving the desired results.
De nye emulsjoner i henhold til oppfinnelsen kan på-føres et hvilket som helst egnet fotografisk underlag, som f.eks. glass, filmunderlag som celluloseacetat, cellulose-acetatbutyrat, polyester som polyetylentereftalat, papir, baryttbelagt papir, polyolefinbelagt papir, f.eks. med poly-etylen eller polypropylen, som kan være elektronbombardert for å befordre emulsjons-adhesjon. The new emulsions according to the invention can be applied to any suitable photographic substrate, such as e.g. glass, film substrate such as cellulose acetate, cellulose acetate butyrate, polyester such as polyethylene terephthalate, paper, baryte-coated paper, polyolefin-coated paper, e.g. with polyethylene or polypropylene, which may be electron bombarded to promote emulsion adhesion.
Oppfinnelsens emulsjoner kan dispergeres i ethvert egnet fotografisk hydrofilt kolloid, som f.eks. omtalt i US-patent 3.039.873, spalte 13, og kan inneholde alle typer herdere eller plastiseringsmidler som er omtalt i spaltene 12 og 13 i nevnte patent. The emulsions of the invention can be dispersed in any suitable photographic hydrophilic colloid, such as e.g. mentioned in US patent 3,039,873, column 13, and may contain all types of hardeners or plasticizers which are mentioned in columns 12 and 13 of said patent.
Som anvendt i dette skrift betegner "sløret" emulsjoner som inneholder sølvhalogenidkorn som gir en tetthet på minst 0,5 når de fremkalles uten eksponering i 5 minutter ved 20°C i fremkaller DK-50, når emulsjonen er påført i en sølvmengde på 0,054-0,54 mg sølv pr. cm . As used herein, "blurry" denotes emulsions containing silver halide grains which give a density of at least 0.5 when developed without exposure for 5 minutes at 20°C in developer DK-50, when the emulsion is applied in a silver amount of 0.054- 0.54 mg silver per cm.
Oppfinnelsen skal illustreres ved de nedenstående eksempler. Eksemplene 1-4 angår emulsjoner sløret med reduksjonsmiddel samt en forbindelse av et metall som er sterkere elektropositivt enn sølv, sammen med en elektronakseptor som er kjent på området. Eksemplene 5-17 viser de forbedrede resultater som oppnås med de benyttede spektralsensitiverende elektronakseptorer. The invention shall be illustrated by the following examples. Examples 1-4 relate to emulsions clouded with reducing agent and a compound of a metal that is more electropositive than silver, together with an electron acceptor known in the art. Examples 5-17 show the improved results obtained with the used spectrally sensitizing electron acceptors.
Eksemplene 1- 17.Examples 1-17.
Man fremstiller en sølvbromjodid-gelatinemulsjonA silver bromoiodide-gelatin emulsion is produced
(2,5 mol-% av halogenidet som jodid), med midlere kornstørrelse på ca. 0,2 mikron, ved å sette en vandig oppløsning av kalium-bromid og kaliumjodid, og en vandig oppløsning av sølvnitrat, samtidig til en hurtig omrørt vandig gelatinoppløsning ved 70°C i løpet av ca. 35 minutter. Emulsjonen avkjøles, rives opp og vaskes ved utlutning med kaldt vann på kjent måte. Emulsjonen reduksjons- og gull-sløres ved først å tilsette en (2.5 mol-% of the halide as iodide), with an average grain size of approx. 0.2 micron, by adding an aqueous solution of potassium bromide and potassium iodide, and an aqueous solution of silver nitrate, simultaneously to a rapidly stirred aqueous gelatin solution at 70°C during approx. 35 minutes. The emulsion is cooled, torn up and washed by leaching with cold water in a known manner. The emulsion is reduction- and gold-blurred by first adding a
0,75 mg tiourinstoffdioksyd pr. mol sølv og oppvarme i 60 minutter ved 65°C, og derpå tilsette 7>5mg kaliumkloraurat pr. mol sølv og oppvarme 60 minutter ved 65°C. Den slørede emulsjon oppdeles i flere porsjoner, og 0,87 millimol pr. 0.75 mg thiourea dioxide per moles of silver and heat for 60 minutes at 65°C, and then add 7>5 mg of potassium chloraurate per moles of silver and heat for 60 minutes at 65°C. The blurred emulsion is divided into several portions, and 0.87 millimol per
mol sølvhalogenid av hvert av fargestoffene som er oppført i den nedenstående tabell, tilsettes til en porsjon av emulsjonen.- Hver porsjon påføres et celluloseacetatunderlag i en mengde på 0,12 mg sølv og 0,43 mg gelatin pr. cm . Hvert sjikt eksponeres med en wolframlyskilde i et Eastman Ib sensitometer. Emulsjonene gis blåtteksponering gjennom filter Wratten 35 + 38A, og en minusblått-eksponering gjennom et filter Wratten 16. De eksponerte sjikt fremkalles i 6 minutter ved romtemperatur i Kodak D-19~fremkaller, fikseres, vaskes og tørkes med nedenstående resultater. moles of silver halide of each of the dyes listed in the table below are added to a portion of the emulsion.- Each portion is applied to a cellulose acetate substrate in an amount of 0.12 mg of silver and 0.43 mg of gelatin per cm. Each layer is exposed with a tungsten light source in an Eastman Ib sensitometer. The emulsions are given blue exposure through filters Wratten 35 + 38A, and a negative blue exposure through a filter Wratten 16. The exposed layers are developed for 6 minutes at room temperature in Kodak D-19~developer, fixed, washed and dried with the results below.
I den ovenstående tabell vil man se at oppfinnelsens spektralsensitiverende elektronakseptorer som (1) har et anodisk polarografisk pot ensial (E Sl) og et katodisk polarografisk potensial (E ) målt som beskrevet, som sammenlagt gir en positiv sum (bestemt som beskrevet nedenfor) og (2) som gir en spektralsensitivering som er så stor at forholdet mellom den relative følsomhet for min.us-blått lys og den relative følsomhet for blått lys, målt som beskrevet, er større enn 7,0, gir vesentlig forbedret spektralsensitivering i forhold til tidligere kjente fargestoffer. Videre er denne forbedring oppnådd ved hjelp av tilsetning av bare ett stoff, som virker både som spektralsensitivator og elektronakseptor. Følgende fargestoffer ble anvendt i ovenstående eksempler: In the above table it will be seen that the invention's spectrally sensitizing electron acceptors which (1) have an anodic polarographic potential (E Sl) and a cathodic polarographic potential (E ) measured as described, which together give a positive sum (determined as described below) and (2) which provides a spectral sensitization that is so great that the ratio between the relative sensitivity to min.us blue light and the relative sensitivity to blue light, measured as described, is greater than 7.0, provides significantly improved spectral sensitization compared to previously known dyes. Furthermore, this improvement has been achieved by the addition of just one substance, which acts both as a spectral sensitizer and an electron acceptor. The following dyes were used in the above examples:
Hvis sløringen av emulsjonen i ovenstående eksempler gjøres med 0,2 mg tiourinstoffdioksyd og 4,0 mg kaliumkloraurat, får man lignende resultater, idet emulsjonene viser en økning i den totale følsomhet. If the blurring of the emulsion in the above examples is done with 0.2 mg of thiourea dioxide and 4.0 mg of potassium chloroaurate, similar results are obtained, the emulsions showing an increase in overall sensitivity.
Claims (6)
Applications Claiming Priority (7)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US53345566A | 1966-03-11 | 1966-03-11 | |
US57169566A | 1966-08-11 | 1966-08-11 | |
US57318366A | 1966-08-18 | 1966-08-18 | |
US60974067A | 1967-01-17 | 1967-01-17 | |
US60979167A | 1967-01-17 | 1967-01-17 | |
US60979267A | 1967-01-17 | 1967-01-17 | |
US60976167A | 1967-01-17 | 1967-01-17 |
Publications (1)
Publication Number | Publication Date |
---|---|
NO129424B true NO129424B (en) | 1974-04-08 |
Family
ID=27569830
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
NO00167226A NO129424B (en) | 1966-03-11 | 1967-03-10 |
Country Status (11)
Country | Link |
---|---|
US (2) | US3492123A (en) |
JP (1) | JPS521300B1 (en) |
BE (3) | BE695364A (en) |
BR (1) | BR6787702D0 (en) |
CH (1) | CH474086A (en) |
DE (2) | DE1547793A1 (en) |
ES (1) | ES337856A1 (en) |
FR (1) | FR1513840A (en) |
GB (3) | GB1186714A (en) |
NO (1) | NO129424B (en) |
SE (1) | SE345170B (en) |
Families Citing this family (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3650758A (en) * | 1970-07-20 | 1972-03-21 | Eastman Kodak Co | Direct-positive print-out silver halide emulsion fogged to visible density |
DE2132937A1 (en) * | 1971-07-02 | 1973-01-18 | Agfa Gevaert Ag | SPECTRALLY SENSITIVIZED DIRECT POSITIVE EMULSION LAYERS |
JPS5547378B2 (en) * | 1971-09-04 | 1980-11-29 | ||
GB1453833A (en) * | 1973-01-25 | 1976-10-27 | Agfa Gevaert | Direct-positive silver halide emulsions |
GB1460438A (en) * | 1973-05-18 | 1977-01-06 | Agfa Gevaert | Spectral sensitization of direct-positive silver a |
US4009041A (en) * | 1974-10-03 | 1977-02-22 | Polaroid Corporation | Fogged, direct-positive silver halide emulsion containing a gallium sulfide semiconductor |
US4355098A (en) * | 1981-02-11 | 1982-10-19 | E. I. Du Pont De Nemours And Company | Supersensitizing direct positive dye combinations |
US5049483A (en) * | 1989-06-08 | 1991-09-17 | Konica Corporation | Direct positive silver halide photographic light-sensitive material and a processing method therefor |
US5240828A (en) * | 1989-12-22 | 1993-08-31 | Eastman Kodak Company | Direct reversal emulsions |
JP3679207B2 (en) * | 1996-09-12 | 2005-08-03 | 富士写真フイルム株式会社 | Silver halide photographic material |
EP1139164A1 (en) * | 2000-03-27 | 2001-10-04 | Fuji Photo Film Co., Ltd. | Silver halide photographic material |
AR072297A1 (en) * | 2008-06-27 | 2010-08-18 | Novartis Ag | DERIVATIVES OF INDOL-2-IL-PIRIDIN-3-ILO, PHARMACEUTICAL COMPOSITION THAT INCLUDES THEM AND ITS USE IN MEDICINES FOR THE TREATMENT OF DISEASES MEDIATED BY THE SYNTHESIS ALDOSTERONE. |
Family Cites Families (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB723019A (en) * | 1952-02-05 | 1955-02-02 | Gevaert Photo Prod Nv | Improvements in or relating to the manufacture of photographic material |
BE527594A (en) * | 1953-03-28 | |||
BE555921A (en) * | 1956-03-19 | |||
GB1053082A (en) * | 1963-06-10 |
-
1967
- 1967-01-17 US US609740A patent/US3492123A/en not_active Expired - Lifetime
- 1967-01-17 US US609761A patent/US3501310A/en not_active Expired - Lifetime
- 1967-03-09 FR FR98017A patent/FR1513840A/en not_active Expired
- 1967-03-09 SE SE3251/67A patent/SE345170B/xx unknown
- 1967-03-10 DE DE19671547793 patent/DE1547793A1/en active Pending
- 1967-03-10 BR BR187702/67A patent/BR6787702D0/en unknown
- 1967-03-10 BE BE695364D patent/BE695364A/xx not_active IP Right Cessation
- 1967-03-10 CH CH351667A patent/CH474086A/en not_active IP Right Cessation
- 1967-03-10 ES ES337856A patent/ES337856A1/en not_active Expired
- 1967-03-10 NO NO00167226A patent/NO129424B/no unknown
- 1967-03-10 GB GB01294/67A patent/GB1186714A/en not_active Expired
- 1967-03-10 BE BE695367D patent/BE695367A/xx not_active IP Right Cessation
- 1967-03-10 BE BE695360D patent/BE695360A/xx not_active IP Right Cessation
- 1967-05-05 GB GB20914/67A patent/GB1186720A/en not_active Expired
- 1967-05-05 GB GB20919/67A patent/GB1190031A/en not_active Expired
- 1967-07-06 DE DE1967E0034323 patent/DE1597528B2/en active Granted
- 1967-08-09 JP JP42050902A patent/JPS521300B1/ja active Pending
Also Published As
Publication number | Publication date |
---|---|
DE1597528B2 (en) | 1976-11-25 |
BR6787702D0 (en) | 1973-01-18 |
GB1190031A (en) | 1970-04-29 |
DE1597528A1 (en) | 1971-11-25 |
US3501310A (en) | 1970-03-17 |
BE695360A (en) | 1967-09-11 |
JPS521300B1 (en) | 1977-01-13 |
SE345170B (en) | 1972-05-15 |
DE1547793A1 (en) | 1969-11-20 |
BE695364A (en) | 1967-09-11 |
ES337856A1 (en) | 1968-08-16 |
GB1186720A (en) | 1970-04-02 |
GB1186714A (en) | 1970-04-02 |
BE695367A (en) | 1967-09-11 |
DE1547779A1 (en) | 1970-07-23 |
US3492123A (en) | 1970-01-27 |
DE1547792A1 (en) | 1969-12-04 |
CH474086A (en) | 1969-06-15 |
FR1513840A (en) | 1968-02-16 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
NO167226B (en) | PROCEDURE AND APPARATUS FOR THE EXAMINATION OF TREATMENT AND TORQUE LOSS IN A DRILL OPERATION. | |
US3531290A (en) | Direct positive silver halide emulsions containing excess halide | |
US3501307A (en) | Photographic reversal materials containing organic desensitizing compounds | |
NO129424B (en) | ||
US3531288A (en) | Direct positive silver halide emulsions containing excess iodide | |
US3505070A (en) | Direct positive emulsion containing dimethine dyes containing a 2-aromatically substituted indole nucleus | |
US3615573A (en) | Direct-positive composition containing individually and differently fogged silver halide emulsions | |
CH620775A5 (en) | Photosensitive silver halide emulsions and use of these emulsions | |
US2313922A (en) | Photographic emulsion | |
US3816121A (en) | Direct positive photographic material containing a color coupler under one micron in size and fogged silver halide grains with substantially no internal sensitivity having absorbed on the surface a desensitizing dye containing a solubilizing group | |
US3592653A (en) | Silver halide emulsions containing pyrrole cyanine dyes | |
US3541089A (en) | Method of preparing chain-substituted trimethine indole dyestuffs | |
US3647463A (en) | Direct-positive photographic elements containing multiple layers | |
US3846137A (en) | Spectrally sensitized direct positive emulsion | |
US3687676A (en) | Desensitizers in unfogged silver halide systems | |
US3598596A (en) | Direct positive silver halide emulsions containing sensitizing dye with a 1,2-diaryl substituted indole nucleus | |
JPS581414B2 (en) | Chiyokusetsupojihalogen Kaginniyuzaino Seizouhou | |
US3730723A (en) | Direct positive processes utilizing silver halide surface image emulsions containing desensitizers | |
US3653899A (en) | Photographic materials and processes | |
US3898216A (en) | Styryl and cyanine desensitizing dyes containing a substituted imidazo {8 4,5-b{9 -pyrido{8 2,3-b{9 pyrazine nucleus | |
US2751298A (en) | Supersensitization of photographic emulsions with benzimidazolocyanine dyes | |
US3679424A (en) | Fogged,direct-positive silver halide emulsion containing nitron | |
US3649286A (en) | Process for spectrally sensitizing photographic silver halide emulsions | |
US6503697B2 (en) | Light-sensitive silver halide photographic material for forming direct-positive images and method for making same | |
US3558320A (en) | Direct positive silver halide emulsions containing 3 - nitrosoindole cyanine dyes |