BE738229A - - Google Patents
Info
- Publication number
- BE738229A BE738229A BE738229A BE738229A BE738229A BE 738229 A BE738229 A BE 738229A BE 738229 A BE738229 A BE 738229A BE 738229 A BE738229 A BE 738229A BE 738229 A BE738229 A BE 738229A
- Authority
- BE
- Belgium
- Prior art keywords
- radical
- layer
- alkyl
- photographic
- light absorbing
- Prior art date
Links
- -1 anilinovinyl Chemical group 0.000 claims description 62
- 239000000975 dye Substances 0.000 claims description 39
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims description 14
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 claims description 13
- 150000001875 compounds Chemical class 0.000 claims description 13
- 125000003118 aryl group Chemical group 0.000 claims description 10
- 125000004429 atom Chemical group 0.000 claims description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims description 9
- 239000000839 emulsion Substances 0.000 claims description 9
- 125000000217 alkyl group Chemical group 0.000 claims description 8
- 125000000623 heterocyclic group Chemical group 0.000 claims description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
- 150000005840 aryl radicals Chemical class 0.000 claims description 5
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims description 5
- 230000005855 radiation Effects 0.000 claims description 5
- 229910052757 nitrogen Inorganic materials 0.000 claims description 4
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 125000003545 alkoxy group Chemical group 0.000 claims description 2
- 150000001450 anions Chemical class 0.000 claims description 2
- JEVCWSUVFOYBFI-UHFFFAOYSA-N cyanyl Chemical compound N#[C] JEVCWSUVFOYBFI-UHFFFAOYSA-N 0.000 claims description 2
- DZVCFNFOPIZQKX-LTHRDKTGSA-M merocyanine Chemical compound [Na+].O=C1N(CCCC)C(=O)N(CCCC)C(=O)C1=C\C=C\C=C/1N(CCCS([O-])(=O)=O)C2=CC=CC=C2O\1 DZVCFNFOPIZQKX-LTHRDKTGSA-M 0.000 claims description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
- 125000002252 acyl group Chemical group 0.000 claims 2
- 125000002373 5 membered heterocyclic group Chemical group 0.000 claims 1
- 125000004070 6 membered heterocyclic group Chemical group 0.000 claims 1
- 125000005741 alkyl alkenyl group Chemical group 0.000 claims 1
- 150000002475 indoles Chemical class 0.000 claims 1
- 125000005504 styryl group Chemical group 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
- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Inorganic materials [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 description 19
- 239000000047 product Substances 0.000 description 14
- 229910052709 silver Inorganic materials 0.000 description 13
- 239000004332 silver Substances 0.000 description 13
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 12
- 150000003254 radicals Chemical class 0.000 description 11
- 239000000463 material Substances 0.000 description 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 8
- 239000002253 acid Substances 0.000 description 7
- 238000002845 discoloration Methods 0.000 description 7
- KIWUVOGUEXMXSV-UHFFFAOYSA-N rhodanine Chemical group O=C1CSC(=S)N1 KIWUVOGUEXMXSV-UHFFFAOYSA-N 0.000 description 7
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 6
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 6
- 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 5
- 108010010803 Gelatin Proteins 0.000 description 5
- 239000011230 binding agent Substances 0.000 description 5
- 239000008273 gelatin Substances 0.000 description 5
- 229920000159 gelatin Polymers 0.000 description 5
- 235000019322 gelatine Nutrition 0.000 description 5
- 235000011852 gelatine desserts Nutrition 0.000 description 5
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 5
- 239000000203 mixture Substances 0.000 description 5
- 229920002554 vinyl polymer Polymers 0.000 description 5
- UUJOCRCAIOAPFK-UHFFFAOYSA-N 1,3-benzoselenazol-5-ol Chemical compound OC1=CC=C2[se]C=NC2=C1 UUJOCRCAIOAPFK-UHFFFAOYSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 4
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- 238000001914 filtration Methods 0.000 description 4
- 150000002500 ions Chemical class 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- 125000001624 naphthyl group Chemical group 0.000 description 4
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- ZCQWOFVYLHDMMC-UHFFFAOYSA-N Oxazole Chemical compound C1=COC=N1 ZCQWOFVYLHDMMC-UHFFFAOYSA-N 0.000 description 3
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 3
- FZWLAAWBMGSTSO-UHFFFAOYSA-N Thiazole Chemical compound C1=CSC=N1 FZWLAAWBMGSTSO-UHFFFAOYSA-N 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 229920001577 copolymer Polymers 0.000 description 3
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 3
- 150000002148 esters Chemical class 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 description 3
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 description 3
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 3
- 229910052760 oxygen Inorganic materials 0.000 description 3
- 239000001301 oxygen Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 150000003839 salts Chemical class 0.000 description 3
- 239000011669 selenium Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- 229910052717 sulfur Inorganic materials 0.000 description 3
- 239000011593 sulfur Substances 0.000 description 3
- CBDKQYKMCICBOF-UHFFFAOYSA-N thiazoline Chemical compound C1CN=CS1 CBDKQYKMCICBOF-UHFFFAOYSA-N 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- ODIRBFFBCSTPTO-UHFFFAOYSA-N 1,3-selenazole Chemical compound C1=C[se]C=N1 ODIRBFFBCSTPTO-UHFFFAOYSA-N 0.000 description 2
- 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 2
- SLRMQYXOBQWXCR-UHFFFAOYSA-N 2154-56-5 Chemical compound [CH2]C1=CC=CC=C1 SLRMQYXOBQWXCR-UHFFFAOYSA-N 0.000 description 2
- ZLLOWHFKKIOINR-UHFFFAOYSA-N 5-phenyl-1,3-thiazole Chemical compound S1C=NC=C1C1=CC=CC=C1 ZLLOWHFKKIOINR-UHFFFAOYSA-N 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- BUGBHKTXTAQXES-UHFFFAOYSA-N Selenium Chemical compound [Se] BUGBHKTXTAQXES-UHFFFAOYSA-N 0.000 description 2
- 229910021612 Silver iodide Inorganic materials 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- HNYOPLTXPVRDBG-UHFFFAOYSA-N barbituric acid Chemical compound O=C1CC(=O)NC(=O)N1 HNYOPLTXPVRDBG-UHFFFAOYSA-N 0.000 description 2
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical compound C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 description 2
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 2
- 150000001721 carbon Chemical group 0.000 description 2
- 229920002678 cellulose Polymers 0.000 description 2
- 239000001913 cellulose Substances 0.000 description 2
- 229920002301 cellulose acetate Polymers 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 238000004040 coloring Methods 0.000 description 2
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 239000012634 fragment Substances 0.000 description 2
- 150000004820 halides Chemical class 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- AWJUIBRHMBBTKR-UHFFFAOYSA-N isoquinoline Chemical compound C1=NC=CC2=CC=CC=C21 AWJUIBRHMBBTKR-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- XSCHRSMBECNVNS-UHFFFAOYSA-N quinoxaline Chemical compound N1=CC=NC2=CC=CC=C21 XSCHRSMBECNVNS-UHFFFAOYSA-N 0.000 description 2
- 230000033458 reproduction Effects 0.000 description 2
- 229910052711 selenium Inorganic materials 0.000 description 2
- 229940045105 silver iodide Drugs 0.000 description 2
- 230000003595 spectral effect Effects 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- CHGIHNHFMQGPDX-UHFFFAOYSA-N 1,1-dioxothiophen-3-one Chemical group O=C1CS(=O)(=O)C=C1 CHGIHNHFMQGPDX-UHFFFAOYSA-N 0.000 description 1
- FUOSTELFLYZQCW-UHFFFAOYSA-N 1,2-oxazol-3-one Chemical compound OC=1C=CON=1 FUOSTELFLYZQCW-UHFFFAOYSA-N 0.000 description 1
- AIGNCQCMONAWOL-UHFFFAOYSA-N 1,3-benzoselenazole Chemical compound C1=CC=C2[se]C=NC2=C1 AIGNCQCMONAWOL-UHFFFAOYSA-N 0.000 description 1
- BREUOIWLJRZAFF-UHFFFAOYSA-N 1,3-benzothiazol-5-ol Chemical compound OC1=CC=C2SC=NC2=C1 BREUOIWLJRZAFF-UHFFFAOYSA-N 0.000 description 1
- ORIIXCOYEOIFSN-UHFFFAOYSA-N 1,3-benzothiazol-6-ol Chemical compound OC1=CC=C2N=CSC2=C1 ORIIXCOYEOIFSN-UHFFFAOYSA-N 0.000 description 1
- UPPYOQWUJKAFSG-UHFFFAOYSA-N 1,3-benzoxazol-5-ol Chemical compound OC1=CC=C2OC=NC2=C1 UPPYOQWUJKAFSG-UHFFFAOYSA-N 0.000 description 1
- BCMCBBGGLRIHSE-UHFFFAOYSA-N 1,3-benzoxazole Chemical compound C1=CC=C2OC=NC2=C1 BCMCBBGGLRIHSE-UHFFFAOYSA-N 0.000 description 1
- GJGROPRLXDXIAN-UHFFFAOYSA-N 1,3-thiazol-4-one Chemical group O=C1CSC=N1 GJGROPRLXDXIAN-UHFFFAOYSA-N 0.000 description 1
- ZOBPZXTWZATXDG-UHFFFAOYSA-N 1,3-thiazolidine-2,4-dione Chemical compound O=C1CSC(=O)N1 ZOBPZXTWZATXDG-UHFFFAOYSA-N 0.000 description 1
- YLVACWCCJCZITJ-UHFFFAOYSA-N 1,4-dioxane-2,3-diol Chemical compound OC1OCCOC1O YLVACWCCJCZITJ-UHFFFAOYSA-N 0.000 description 1
- 125000006017 1-propenyl group Chemical group 0.000 description 1
- QRINVLDPXAXANH-UHFFFAOYSA-N 2,3,3a,4-tetrahydro-1,3-benzoselenazole Chemical compound C1C=CC=C2[Se]CNC21 QRINVLDPXAXANH-UHFFFAOYSA-N 0.000 description 1
- ALUQMCBDQKDRAK-UHFFFAOYSA-N 2,3,3a,4-tetrahydro-1,3-benzothiazole Chemical compound C1C=CC=C2SCNC21 ALUQMCBDQKDRAK-UHFFFAOYSA-N 0.000 description 1
- YTQQIHUQLOZOJI-UHFFFAOYSA-N 2,3-dihydro-1,2-thiazole Chemical compound C1NSC=C1 YTQQIHUQLOZOJI-UHFFFAOYSA-N 0.000 description 1
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 1
- BSKHPKMHTQYZBB-UHFFFAOYSA-O 2-methylpyridin-1-ium Chemical compound CC1=CC=CC=[NH+]1 BSKHPKMHTQYZBB-UHFFFAOYSA-O 0.000 description 1
- ALHMVQIYVPEBRX-UHFFFAOYSA-N 2-nitrobenzo[e][1,3]benzothiazole Chemical class C1=CC=C2C(N=C(S3)[N+](=O)[O-])=C3C=CC2=C1 ALHMVQIYVPEBRX-UHFFFAOYSA-N 0.000 description 1
- NNKAQRBUNOPEKI-UHFFFAOYSA-N 2-nitrobenzo[e][1,3]benzoxazole Chemical class C1=CC=C2C(N=C(O3)[N+](=O)[O-])=C3C=CC2=C1 NNKAQRBUNOPEKI-UHFFFAOYSA-N 0.000 description 1
- HLTDBMHJSBSAOM-UHFFFAOYSA-N 2-nitropyridine Chemical class [O-][N+](=O)C1=CC=CC=N1 HLTDBMHJSBSAOM-UHFFFAOYSA-N 0.000 description 1
- FTCOWMWIZNVSPP-UHFFFAOYSA-N 2-phenyl-4h-pyrazol-3-one Chemical compound O=C1CC=NN1C1=CC=CC=C1 FTCOWMWIZNVSPP-UHFFFAOYSA-N 0.000 description 1
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 description 1
- GCSVNNODDIEGEX-UHFFFAOYSA-N 2-sulfanylidene-1,3-oxazolidin-4-one Chemical compound O=C1COC(=S)N1 GCSVNNODDIEGEX-UHFFFAOYSA-N 0.000 description 1
- UGWULZWUXSCWPX-UHFFFAOYSA-N 2-sulfanylideneimidazolidin-4-one Chemical compound O=C1CNC(=S)N1 UGWULZWUXSCWPX-UHFFFAOYSA-N 0.000 description 1
- GMYSJXCHTSBPCK-UHFFFAOYSA-N 3-ethyl-2h-1,3-thiazole Chemical compound CCN1CSC=C1 GMYSJXCHTSBPCK-UHFFFAOYSA-N 0.000 description 1
- DVRWEKGUWZINTQ-UHFFFAOYSA-N 3-phenyl-2-sulfanylidene-1,3-thiazolidin-4-one Chemical compound O=C1CSC(=S)N1C1=CC=CC=C1 DVRWEKGUWZINTQ-UHFFFAOYSA-N 0.000 description 1
- ODKHOKLXMBWVOQ-UHFFFAOYSA-N 4,5-diphenyl-1,3-oxazole Chemical compound O1C=NC(C=2C=CC=CC=2)=C1C1=CC=CC=C1 ODKHOKLXMBWVOQ-UHFFFAOYSA-N 0.000 description 1
- BGTVICKPWACXLR-UHFFFAOYSA-N 4,5-diphenyl-1,3-thiazole Chemical compound S1C=NC(C=2C=CC=CC=2)=C1C1=CC=CC=C1 BGTVICKPWACXLR-UHFFFAOYSA-N 0.000 description 1
- IFEPGHPDQJOYGG-UHFFFAOYSA-N 4-chloro-1,3-benzothiazole Chemical compound ClC1=CC=CC2=C1N=CS2 IFEPGHPDQJOYGG-UHFFFAOYSA-N 0.000 description 1
- WQJKBLBBLUDZEW-UHFFFAOYSA-N 4-ethoxy-1,3-benzothiazole Chemical compound CCOC1=CC=CC2=C1N=CS2 WQJKBLBBLUDZEW-UHFFFAOYSA-N 0.000 description 1
- GQPBBURQQRLAKF-UHFFFAOYSA-N 4-ethyl-1,3-oxazole Chemical compound CCC1=COC=N1 GQPBBURQQRLAKF-UHFFFAOYSA-N 0.000 description 1
- PIUXNZAIHQAHBY-UHFFFAOYSA-N 4-methyl-1,3-benzothiazole Chemical compound CC1=CC=CC2=C1N=CS2 PIUXNZAIHQAHBY-UHFFFAOYSA-N 0.000 description 1
- PUMREIFKTMLCAF-UHFFFAOYSA-N 4-methyl-1,3-oxazole Chemical compound CC1=COC=N1 PUMREIFKTMLCAF-UHFFFAOYSA-N 0.000 description 1
- HTEFJELLZLFAQE-UHFFFAOYSA-N 4-nitro-1,3-benzothiazole Chemical compound [O-][N+](=O)C1=CC=CC2=C1N=CS2 HTEFJELLZLFAQE-UHFFFAOYSA-N 0.000 description 1
- GHAFJOZKMUPGRQ-UHFFFAOYSA-N 4-nitro-1,3-oxazole Chemical compound [O-][N+](=O)C1=COC=N1 GHAFJOZKMUPGRQ-UHFFFAOYSA-N 0.000 description 1
- HLCQHHLQESOBFS-UHFFFAOYSA-N 4-nitro-1,3-selenazole Chemical compound [O-][N+](=O)C1=C[se]C=N1 HLCQHHLQESOBFS-UHFFFAOYSA-N 0.000 description 1
- MLBGDGWUZBTFHT-UHFFFAOYSA-N 4-phenyl-1,3-selenazole Chemical compound [se]1C=NC(C=2C=CC=CC=2)=C1 MLBGDGWUZBTFHT-UHFFFAOYSA-N 0.000 description 1
- KXCQDIWJQBSUJF-UHFFFAOYSA-N 4-phenyl-1,3-thiazole Chemical compound S1C=NC(C=2C=CC=CC=2)=C1 KXCQDIWJQBSUJF-UHFFFAOYSA-N 0.000 description 1
- YXGBCQGWEUFUID-UHFFFAOYSA-N 4-thiophen-2-yl-1,3-thiazole Chemical compound C1=CSC(C=2N=CSC=2)=C1 YXGBCQGWEUFUID-UHFFFAOYSA-N 0.000 description 1
- DUMYZVKQCMCQHJ-UHFFFAOYSA-N 5-chloro-1,3-benzoselenazole Chemical compound ClC1=CC=C2[se]C=NC2=C1 DUMYZVKQCMCQHJ-UHFFFAOYSA-N 0.000 description 1
- YTSFYTDPSSFCLU-UHFFFAOYSA-N 5-chloro-1,3-benzothiazole Chemical compound ClC1=CC=C2SC=NC2=C1 YTSFYTDPSSFCLU-UHFFFAOYSA-N 0.000 description 1
- OCARCLRLOLFHPY-UHFFFAOYSA-N 5-chloro-6-nitro-1,3-benzothiazole Chemical compound C1=C(Cl)C([N+](=O)[O-])=CC2=C1N=CS2 OCARCLRLOLFHPY-UHFFFAOYSA-N 0.000 description 1
- MHWNEQOZIDVGJS-UHFFFAOYSA-N 5-ethoxy-1,3-benzoxazole Chemical compound CCOC1=CC=C2OC=NC2=C1 MHWNEQOZIDVGJS-UHFFFAOYSA-N 0.000 description 1
- GLKZKYSZPVHLDK-UHFFFAOYSA-N 5-iodo-1,3-benzothiazole Chemical compound IC1=CC=C2SC=NC2=C1 GLKZKYSZPVHLDK-UHFFFAOYSA-N 0.000 description 1
- PNJKZDLZKILFNF-UHFFFAOYSA-N 5-methoxy-1,3-benzothiazole Chemical compound COC1=CC=C2SC=NC2=C1 PNJKZDLZKILFNF-UHFFFAOYSA-N 0.000 description 1
- ZYMHCFYHVYGFMS-UHFFFAOYSA-N 5-methyl-1,3-oxazole Chemical compound CC1=CN=CO1 ZYMHCFYHVYGFMS-UHFFFAOYSA-N 0.000 description 1
- RLYUNPNLXMSXAX-UHFFFAOYSA-N 5-methylthiazole Chemical compound CC1=CN=CS1 RLYUNPNLXMSXAX-UHFFFAOYSA-N 0.000 description 1
- AEUQLELVLDMMKB-UHFFFAOYSA-N 5-nitro-1,3-benzothiazole Chemical compound [O-][N+](=O)C1=CC=C2SC=NC2=C1 AEUQLELVLDMMKB-UHFFFAOYSA-N 0.000 description 1
- MNEOLRFGVQZMLA-UHFFFAOYSA-N 5-nitro-1,3-benzoxazole Chemical compound [O-][N+](=O)C1=CC=C2OC=NC2=C1 MNEOLRFGVQZMLA-UHFFFAOYSA-N 0.000 description 1
- YPYPBEGIASEWKA-UHFFFAOYSA-N 5-phenyl-1,3-oxazole Chemical compound O1C=NC=C1C1=CC=CC=C1 YPYPBEGIASEWKA-UHFFFAOYSA-N 0.000 description 1
- HQULYFAKUZDRPB-UHFFFAOYSA-N 6-bromo-2-[4-(trifluoromethoxy)phenoxy]-1,3-benzothiazole Chemical compound BrC1=CC2=C(N=C(S2)OC2=CC=C(C=C2)OC(F)(F)F)C=C1 HQULYFAKUZDRPB-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
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- C07D209/08—Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring
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- C—CHEMISTRY; METALLURGY
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- C09B23/00—Methine or polymethine dyes, e.g. cyanine dyes
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-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
- G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
- G03G5/02—Charge-receiving layers
- G03G5/04—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
- G03G5/06—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
- G03G5/0664—Dyes
- G03G5/0666—Dyes containing a methine or polymethine group
- G03G5/0668—Dyes containing a methine or polymethine group containing only one methine or polymethine group
- G03G5/067—Dyes containing a methine or polymethine group containing only one methine or polymethine group containing hetero rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
- Indole Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Silver Salt Photography Or Processing Solution Therefor (AREA)
- Heat Sensitive Colour Forming Recording (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US76630768A | 1968-10-09 | 1968-10-09 |
Publications (1)
Publication Number | Publication Date |
---|---|
BE738229A true BE738229A (en)) | 1970-03-02 |
Family
ID=25076052
Family Applications (10)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
BE738228A BE738228A (en)) | 1968-10-09 | 1969-08-29 | |
BE738225A BE738225A (fr) | 1968-10-09 | 1969-08-29 | Nouveaux composés organiques hétérocycliques azotés |
BE738229A BE738229A (en)) | 1968-10-09 | 1969-08-29 | |
BE738227A BE738227A (fr) | 1968-10-09 | 1969-08-29 | Emulsion photographique sensibilisée spectralement |
BE738226A BE738226A (en)) | 1968-10-09 | 1969-08-29 | |
BE738230A BE738230A (en)) | 1968-10-09 | 1969-08-29 | |
BE740042A BE740042A (en)) | 1968-10-09 | 1969-10-09 | |
BE740044A BE740044A (en)) | 1968-10-09 | 1969-10-09 | |
BE740041A BE740041A (fr) | 1968-10-09 | 1969-10-09 | Emulsion photographique sensibilisée spectralement |
BE740043A BE740043A (en)) | 1968-10-09 | 1969-10-09 |
Family Applications Before (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
BE738228A BE738228A (en)) | 1968-10-09 | 1969-08-29 | |
BE738225A BE738225A (fr) | 1968-10-09 | 1969-08-29 | Nouveaux composés organiques hétérocycliques azotés |
Family Applications After (7)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
BE738227A BE738227A (fr) | 1968-10-09 | 1969-08-29 | Emulsion photographique sensibilisée spectralement |
BE738226A BE738226A (en)) | 1968-10-09 | 1969-08-29 | |
BE738230A BE738230A (en)) | 1968-10-09 | 1969-08-29 | |
BE740042A BE740042A (en)) | 1968-10-09 | 1969-10-09 | |
BE740044A BE740044A (en)) | 1968-10-09 | 1969-10-09 | |
BE740041A BE740041A (fr) | 1968-10-09 | 1969-10-09 | Emulsion photographique sensibilisée spectralement |
BE740043A BE740043A (en)) | 1968-10-09 | 1969-10-09 |
Country Status (8)
Country | Link |
---|---|
US (1) | US3615432A (en)) |
JP (4) | JPS505584B1 (en)) |
BE (10) | BE738228A (en)) |
BR (6) | BR6913047D0 (en)) |
CH (3) | CH517317A (en)) |
DE (5) | DE1950726C3 (en)) |
FR (6) | FR2020244A1 (en)) |
GB (4) | GB1276129A (en)) |
Families Citing this family (30)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3770451A (en) * | 1968-10-09 | 1973-11-06 | Eastman Kodak Co | Silver halide emulsions sensitized with dyes containing heterocyclic nitrogen atoms substituted with an -or group |
JPS5138994U (en)) * | 1974-09-14 | 1976-03-23 | ||
JPS525012A (en) * | 1975-06-28 | 1977-01-14 | Kubota Ltd | Pipe joint |
JPS5253093U (en)) * | 1975-10-13 | 1977-04-15 | ||
US4197080A (en) * | 1979-02-14 | 1980-04-08 | Eastman Kodak Company | Radiation-cleavable nondiffusible compounds and photographic elements and processes employing them |
US4410618A (en) * | 1982-06-11 | 1983-10-18 | Eastman Kodak Company | Blocked photographic reagents |
JPH083621B2 (ja) | 1985-07-31 | 1996-01-17 | 富士写真フイルム株式会社 | 画像形成方法 |
JPH0184698U (en)) * | 1987-11-27 | 1989-06-06 | ||
DE3833987A1 (de) * | 1988-10-06 | 1990-04-12 | Hans A Urban | Verfahren zum herstellen einer dauerwellenfluessigkeit sowie zum wellen von haaren unter verwendung dieser dauerwellenfluessigkeit |
DE8812988U1 (de) * | 1988-10-15 | 1988-12-22 | Ahsmann, Dieter, 4520 Melle | Schrank |
DE69027717T2 (de) * | 1989-08-11 | 1996-11-28 | Fuji Photo Film Co Ltd | Licht- und wärmeempfindliches Aufzeichnungsmaterial |
JP2520763B2 (ja) * | 1990-04-20 | 1996-07-31 | 富士写真フイルム株式会社 | 水溶性メチン化合物および該化合物を含むハロゲン化銀写真乳剤 |
GB9508031D0 (en) * | 1995-04-20 | 1995-06-07 | Minnesota Mining & Mfg | UV-absorbing media bleachable by IR-radiation |
US6207359B1 (en) | 2000-02-22 | 2001-03-27 | Eastman Kodak Company | Method for reducing the dye stain in photographic elements |
US6376163B1 (en) | 2000-02-22 | 2002-04-23 | Eastman Kodak Company | Photobleachable composition, photographic element containing the composition and photobleachable method |
US6974662B2 (en) * | 2003-08-04 | 2005-12-13 | Eastman Kodak Company | Thermal base precursors |
US8367304B2 (en) | 2008-06-08 | 2013-02-05 | Apple Inc. | Techniques for marking product housings |
US9173336B2 (en) | 2009-05-19 | 2015-10-27 | Apple Inc. | Techniques for marking product housings |
US8663806B2 (en) | 2009-08-25 | 2014-03-04 | Apple Inc. | Techniques for marking a substrate using a physical vapor deposition material |
US10071583B2 (en) | 2009-10-16 | 2018-09-11 | Apple Inc. | Marking of product housings |
US8809733B2 (en) | 2009-10-16 | 2014-08-19 | Apple Inc. | Sub-surface marking of product housings |
US9845546B2 (en) * | 2009-10-16 | 2017-12-19 | Apple Inc. | Sub-surface marking of product housings |
US20120248001A1 (en) | 2011-03-29 | 2012-10-04 | Nashner Michael S | Marking of Fabric Carrying Case for Portable Electronic Device |
US9280183B2 (en) | 2011-04-01 | 2016-03-08 | Apple Inc. | Advanced techniques for bonding metal to plastic |
US20130075126A1 (en) * | 2011-09-27 | 2013-03-28 | Michael S. Nashner | Laser Bleached Marking of Dyed Anodization |
US10071584B2 (en) | 2012-07-09 | 2018-09-11 | Apple Inc. | Process for creating sub-surface marking on plastic parts |
DE202012104055U1 (de) | 2012-10-22 | 2012-11-13 | Fluoron Gmbh | Spritze zur Injektion eines chirurgischen Gases |
US9434197B2 (en) | 2013-06-18 | 2016-09-06 | Apple Inc. | Laser engraved reflective surface structures |
US9314871B2 (en) | 2013-06-18 | 2016-04-19 | Apple Inc. | Method for laser engraved reflective surface structures |
US12324114B2 (en) | 2021-09-24 | 2025-06-03 | Apple Inc. | Laser-marked electronic device housings |
-
1968
- 1968-10-09 US US766307A patent/US3615432A/en not_active Expired - Lifetime
-
1969
- 1969-08-29 BE BE738228A patent/BE738228A/fr unknown
- 1969-08-29 BE BE738225A patent/BE738225A/fr unknown
- 1969-08-29 BE BE738229A patent/BE738229A/fr unknown
- 1969-08-29 BE BE738227A patent/BE738227A/fr unknown
- 1969-08-29 BE BE738226A patent/BE738226A/fr unknown
- 1969-08-29 BE BE738230A patent/BE738230A/fr unknown
- 1969-10-06 BR BR213047/69A patent/BR6913047D0/pt unknown
- 1969-10-06 BR BR213051/69A patent/BR6913051D0/pt unknown
- 1969-10-06 BR BR213046/69A patent/BR6913046D0/pt unknown
- 1969-10-06 BR BR213050/69A patent/BR6913050D0/pt unknown
- 1969-10-06 BR BR213048/69A patent/BR6913048D0/pt unknown
- 1969-10-06 BR BR213049/69A patent/BR6913049D0/pt unknown
- 1969-10-08 DE DE1950726A patent/DE1950726C3/de not_active Expired
- 1969-10-08 DE DE19691950746 patent/DE1950746A1/de active Pending
- 1969-10-08 DE DE19691950757 patent/DE1950757A1/de active Pending
- 1969-10-08 DE DE19691950779 patent/DE1950779A1/de not_active Withdrawn
- 1969-10-08 DE DE19691950766 patent/DE1950766B2/de not_active Withdrawn
- 1969-10-09 GB GB49612/69A patent/GB1276129A/en not_active Expired
- 1969-10-09 BE BE740042A patent/BE740042A/fr unknown
- 1969-10-09 BE BE740044A patent/BE740044A/xx unknown
- 1969-10-09 FR FR6934493A patent/FR2020244A1/fr not_active Withdrawn
- 1969-10-09 BE BE740041A patent/BE740041A/fr unknown
- 1969-10-09 CH CH1520569A patent/CH517317A/fr not_active IP Right Cessation
- 1969-10-09 JP JP44080452A patent/JPS505584B1/ja active Pending
- 1969-10-09 GB GB49611/69A patent/GB1281567A/en not_active Expired
- 1969-10-09 BE BE740043A patent/BE740043A/fr unknown
- 1969-10-09 FR FR6934495A patent/FR2022244A1/fr not_active Withdrawn
- 1969-10-09 GB GB49606/69A patent/GB1281565A/en not_active Expired
- 1969-10-09 JP JP44080450A patent/JPS4930131B1/ja active Pending
- 1969-10-09 GB GB49610/69A patent/GB1281566A/en not_active Expired
- 1969-10-09 CH CH1520369A patent/CH530027A/fr not_active IP Right Cessation
- 1969-10-09 FR FR6934496A patent/FR2020246A1/fr not_active Withdrawn
- 1969-10-09 JP JP44080453A patent/JPS4931127B1/ja active Pending
- 1969-10-09 FR FR6934497A patent/FR2020247A1/fr not_active Withdrawn
- 1969-10-09 CH CH1520469A patent/CH506096A/fr not_active IP Right Cessation
- 1969-10-09 FR FR6934494A patent/FR2020245A1/fr not_active Withdrawn
- 1969-10-09 JP JP44080454A patent/JPS4910691B1/ja active Pending
- 1969-10-09 FR FR6934492A patent/FR2020243A1/fr not_active Withdrawn
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