JPS6335964B2 - - Google Patents
Info
- Publication number
- JPS6335964B2 JPS6335964B2 JP55145344A JP14534480A JPS6335964B2 JP S6335964 B2 JPS6335964 B2 JP S6335964B2 JP 55145344 A JP55145344 A JP 55145344A JP 14534480 A JP14534480 A JP 14534480A JP S6335964 B2 JPS6335964 B2 JP S6335964B2
- Authority
- JP
- Japan
- Prior art keywords
- group
- general formula
- layer
- developable
- heat
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
- 239000000463 material Substances 0.000 claims description 26
- 125000000217 alkyl group Chemical group 0.000 claims description 21
- 125000003118 aryl group Chemical group 0.000 claims description 15
- 125000005843 halogen group Chemical group 0.000 claims description 14
- -1 phenylazo Chemical group 0.000 claims description 14
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 9
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
- 125000003545 alkoxy group Chemical group 0.000 claims description 6
- GGCZERPQGJTIQP-UHFFFAOYSA-N sodium;9,10-dioxoanthracene-2-sulfonic acid Chemical compound [Na+].C1=CC=C2C(=O)C3=CC(S(=O)(=O)O)=CC=C3C(=O)C2=C1 GGCZERPQGJTIQP-UHFFFAOYSA-N 0.000 claims description 6
- 229920006317 cationic polymer Polymers 0.000 claims description 5
- 239000003638 chemical reducing agent Substances 0.000 claims description 5
- 239000011941 photocatalyst Substances 0.000 claims description 5
- 125000003368 amide group Chemical group 0.000 claims description 4
- 125000002252 acyl group Chemical group 0.000 claims description 3
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 3
- 125000004397 aminosulfonyl group Chemical group NS(=O)(=O)* 0.000 claims description 2
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 2
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 2
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims description 2
- 125000000565 sulfonamide group Chemical group 0.000 claims description 2
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 2
- 150000002366 halogen compounds Chemical class 0.000 claims 1
- 239000000049 pigment Substances 0.000 claims 1
- 125000004432 carbon atom Chemical group C* 0.000 description 29
- 150000001875 compounds Chemical class 0.000 description 24
- 239000000975 dye Substances 0.000 description 14
- 239000000243 solution Substances 0.000 description 11
- 229910052736 halogen Inorganic materials 0.000 description 9
- 238000000034 method Methods 0.000 description 9
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 8
- 238000010521 absorption reaction Methods 0.000 description 8
- 150000002367 halogens Chemical class 0.000 description 7
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- RPACBEVZENYWOL-XFULWGLBSA-M sodium;(2r)-2-[6-(4-chlorophenoxy)hexyl]oxirane-2-carboxylate Chemical compound [Na+].C=1C=C(Cl)C=CC=1OCCCCCC[C@]1(C(=O)[O-])CO1 RPACBEVZENYWOL-XFULWGLBSA-M 0.000 description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 5
- DKPFZGUDAPQIHT-UHFFFAOYSA-N butyl acetate Chemical compound CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- 229920000642 polymer Polymers 0.000 description 4
- 125000001424 substituent group Chemical group 0.000 description 4
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 3
- RXHVIJPJCGOLBU-UHFFFAOYSA-N 3-[(3-chloro-4-hydroxyphenyl)diazenyl]benzenesulfonamide Chemical compound ClC1=C(C=CC(=C1)N=NC1=CC(=CC=C1)S(N)(=O)=O)O RXHVIJPJCGOLBU-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 125000004429 atom Chemical group 0.000 description 3
- 239000003086 colorant Substances 0.000 description 3
- 238000004042 decolorization Methods 0.000 description 3
- 239000004815 dispersion polymer Substances 0.000 description 3
- 239000000203 mixture Substances 0.000 description 3
- 230000003287 optical effect Effects 0.000 description 3
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 3
- SUNMBRGCANLOEG-UHFFFAOYSA-N 1,3-dichloroacetone Chemical compound ClCC(=O)CCl SUNMBRGCANLOEG-UHFFFAOYSA-N 0.000 description 2
- INAQJGCXHSJLSK-UHFFFAOYSA-N 1-hydroxy-4-phenyldiazenylnaphthalene-2-sulfonamide Chemical compound C1(=CC=CC=C1)N=NC1=CC(=C(C2=CC=CC=C12)O)S(N)(=O)=O INAQJGCXHSJLSK-UHFFFAOYSA-N 0.000 description 2
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 2
- UWEZBKLLMKVIPI-UHFFFAOYSA-N 2,5-dinitrophenol Chemical compound OC1=CC([N+]([O-])=O)=CC=C1[N+]([O-])=O UWEZBKLLMKVIPI-UHFFFAOYSA-N 0.000 description 2
- FCGKUUOTWLWJHE-UHFFFAOYSA-N 2,6-ditert-butyl-4-nitrophenol Chemical compound CC(C)(C)C1=CC([N+]([O-])=O)=CC(C(C)(C)C)=C1O FCGKUUOTWLWJHE-UHFFFAOYSA-N 0.000 description 2
- QPZZJHINYIYSEW-UHFFFAOYSA-N 2-[(2-chlorophenyl)diazenyl]-4-methoxynaphthalen-1-ol Chemical compound ClC1=C(C=CC=C1)N=NC1=C(C2=CC=CC=C2C(=C1)OC)O QPZZJHINYIYSEW-UHFFFAOYSA-N 0.000 description 2
- GHPPAGKEYVKFIT-UHFFFAOYSA-N 2-[(2-hydroxyphenyl)diazenyl]-3-methoxy-4-phenylphenol Chemical compound COC=1C(=C(C=CC=1C1=CC=CC=C1)O)N=NC1=C(C=CC=C1)O GHPPAGKEYVKFIT-UHFFFAOYSA-N 0.000 description 2
- UBSJBNHPCWWBLT-UHFFFAOYSA-N 2-hydroxy-5-[(4-methoxyphenyl)diazenyl]benzamide Chemical compound OC1=C(C(=O)N)C=C(C=C1)N=NC1=CC=C(C=C1)OC UBSJBNHPCWWBLT-UHFFFAOYSA-N 0.000 description 2
- MUDDTGPZGKVXSX-UHFFFAOYSA-N 4,6-dichloro-6-[(2-hydroxyphenyl)diazenyl]-2-phenylcyclohexa-2,4-dien-1-ol Chemical compound ClC1(C(C(=CC(=C1)Cl)C1=CC=CC=C1)O)N=NC1=C(C=CC=C1)O MUDDTGPZGKVXSX-UHFFFAOYSA-N 0.000 description 2
- BEYOBVMPDRKTNR-BUHFOSPRSA-N 4-Hydroxyazobenzene Chemical compound C1=CC(O)=CC=C1\N=N\C1=CC=CC=C1 BEYOBVMPDRKTNR-BUHFOSPRSA-N 0.000 description 2
- HVMQXXCKOHAQHA-UHFFFAOYSA-N 4-[(1-hydroxy-4-nitronaphthalen-2-yl)diazenyl]-2,5-dimethylbenzenesulfonamide Chemical compound CC1=CC(N=NC2=C(O)C3=CC=CC=C3C(=C2)[N+]([O-])=O)=C(C)C=C1S(N)(=O)=O HVMQXXCKOHAQHA-UHFFFAOYSA-N 0.000 description 2
- AVBPMGGYPRSLDA-UHFFFAOYSA-N 4-[(2,4,6-trichlorophenyl)diazenyl]phenol Chemical compound ClC1=C(C(=CC(=C1)Cl)Cl)N=NC1=CC=C(C=C1)O AVBPMGGYPRSLDA-UHFFFAOYSA-N 0.000 description 2
- HHCNCNHPNJRGOS-UHFFFAOYSA-N 4-[(2,4-dichlorophenyl)diazenyl]phenol Chemical compound ClC1=C(C=CC(=C1)Cl)N=NC1=CC=C(C=C1)O HHCNCNHPNJRGOS-UHFFFAOYSA-N 0.000 description 2
- GXOHFIMGPUTGAI-UHFFFAOYSA-N 4-[(2,6-dimethylphenyl)diazenyl]phenol Chemical compound CC1=C(C(=CC=C1)C)N=NC1=CC=C(C=C1)O GXOHFIMGPUTGAI-UHFFFAOYSA-N 0.000 description 2
- JOVMVVKBCYZTKB-UHFFFAOYSA-N 4-[(2-chlorophenyl)diazenyl]-2-nitrophenol Chemical compound ClC1=C(C=CC=C1)N=NC1=CC(=C(C=C1)O)[N+](=O)[O-] JOVMVVKBCYZTKB-UHFFFAOYSA-N 0.000 description 2
- UROTXSKVENIXIY-UHFFFAOYSA-N 4-[(2-chlorophenyl)diazenyl]phenol Chemical compound ClC1=C(C=CC=C1)N=NC1=CC=C(C=C1)O UROTXSKVENIXIY-UHFFFAOYSA-N 0.000 description 2
- VUGBXRWVNRCWIQ-UHFFFAOYSA-N 4-[(2-methoxyphenyl)diazenyl]phenol Chemical compound COC1=C(C=CC=C1)N=NC1=CC=C(C=C1)O VUGBXRWVNRCWIQ-UHFFFAOYSA-N 0.000 description 2
- RJIIPUAVULDBMS-UHFFFAOYSA-N 4-[(3-chloro-4-hydroxyphenyl)diazenyl]benzonitrile Chemical compound ClC1=C(C=CC(=C1)N=NC1=CC=C(C=C1)C#N)O RJIIPUAVULDBMS-UHFFFAOYSA-N 0.000 description 2
- OCBCARWPRGBCGF-UHFFFAOYSA-N 4-[(3-chlorophenyl)diazenyl]phenol Chemical compound C1=CC(O)=CC=C1N=NC1=CC=CC(Cl)=C1 OCBCARWPRGBCGF-UHFFFAOYSA-N 0.000 description 2
- VDYUPDLFCCIVSI-UHFFFAOYSA-N 4-[(4-hydroxyphenyl)diazenyl]benzamide Chemical compound C(N)(=O)C1=CC=C(C=C1)N=NC1=CC=C(C=C1)O VDYUPDLFCCIVSI-UHFFFAOYSA-N 0.000 description 2
- WEFGJDSWBHPXOK-UHFFFAOYSA-N 4-[(4-methoxyphenyl)diazenyl]phenol Chemical compound C1=CC(OC)=CC=C1N=NC1=CC=C(O)C=C1 WEFGJDSWBHPXOK-UHFFFAOYSA-N 0.000 description 2
- BTJIUGUIPKRLHP-UHFFFAOYSA-N 4-nitrophenol Chemical compound OC1=CC=C([N+]([O-])=O)C=C1 BTJIUGUIPKRLHP-UHFFFAOYSA-N 0.000 description 2
- UUROBQRNDIUXFW-UHFFFAOYSA-N 5-[(2,4-dichlorophenyl)diazenyl]-2-hydroxybenzamide Chemical compound C(N)(=O)C1=C(C=CC(=C1)N=NC1=C(C=C(C=C1)Cl)Cl)O UUROBQRNDIUXFW-UHFFFAOYSA-N 0.000 description 2
- YNGPGSWUBBPKBD-UHFFFAOYSA-N 6-hydroxy-1-[(2-hydroxyphenyl)diazenyl]-3-phenylcyclohexa-2,4-diene-1-carbonitrile Chemical compound C(#N)C1(C(C=CC(=C1)C1=CC=CC=C1)O)N=NC1=C(C=CC=C1)O YNGPGSWUBBPKBD-UHFFFAOYSA-N 0.000 description 2
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 2
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical group NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 2
- 229920001747 Cellulose diacetate Polymers 0.000 description 2
- PCLIMKBDDGJMGD-UHFFFAOYSA-N N-bromosuccinimide Chemical compound BrN1C(=O)CCC1=O PCLIMKBDDGJMGD-UHFFFAOYSA-N 0.000 description 2
- 239000002585 base Substances 0.000 description 2
- 239000011230 binding agent Substances 0.000 description 2
- 125000005587 carbonate group Chemical group 0.000 description 2
- 150000007942 carboxylates Chemical group 0.000 description 2
- HKRIZVYPOGYCLC-UHFFFAOYSA-N chembl2204745 Chemical compound C1=CC(O)=CC=C1N=NC1=CC=C(C#N)C=C1 HKRIZVYPOGYCLC-UHFFFAOYSA-N 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 125000001309 chloro group Chemical group Cl* 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 238000004040 coloring Methods 0.000 description 2
- 229920001577 copolymer Polymers 0.000 description 2
- 125000000753 cycloalkyl group Chemical group 0.000 description 2
- 230000007423 decrease Effects 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 125000000623 heterocyclic group Chemical group 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- OKJPEAGHQZHRQV-UHFFFAOYSA-N iodoform Chemical compound IC(I)I OKJPEAGHQZHRQV-UHFFFAOYSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 125000001624 naphthyl group Chemical group 0.000 description 2
- RJIWZDNTCBHXAL-UHFFFAOYSA-N nitroxoline Chemical compound C1=CN=C2C(O)=CC=C([N+]([O-])=O)C2=C1 RJIWZDNTCBHXAL-UHFFFAOYSA-N 0.000 description 2
- 238000006303 photolysis reaction Methods 0.000 description 2
- 230000015843 photosynthesis, light reaction Effects 0.000 description 2
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 2
- 229920000139 polyethylene terephthalate Polymers 0.000 description 2
- 239000005020 polyethylene terephthalate Substances 0.000 description 2
- 239000000047 product Substances 0.000 description 2
- 229910052709 silver Inorganic materials 0.000 description 2
- 239000004332 silver Substances 0.000 description 2
- AQRYNYUOKMNDDV-UHFFFAOYSA-M silver behenate Chemical compound [Ag+].CCCCCCCCCCCCCCCCCCCCCC([O-])=O AQRYNYUOKMNDDV-UHFFFAOYSA-M 0.000 description 2
- HJUGFYREWKUQJT-UHFFFAOYSA-N tetrabromomethane Chemical compound BrC(Br)(Br)Br HJUGFYREWKUQJT-UHFFFAOYSA-N 0.000 description 2
- FYSXPBJUFIHRLX-UHFFFAOYSA-N (3-benzoyloxy-2-bromo-2-nitropropyl) benzoate Chemical compound C=1C=CC=CC=1C(=O)OCC(Br)([N+](=O)[O-])COC(=O)C1=CC=CC=C1 FYSXPBJUFIHRLX-UHFFFAOYSA-N 0.000 description 1
- XEMRAKSQROQPBR-UHFFFAOYSA-N (trichloromethyl)benzene Chemical compound ClC(Cl)(Cl)C1=CC=CC=C1 XEMRAKSQROQPBR-UHFFFAOYSA-N 0.000 description 1
- POJPQMDDRCILHJ-UHFFFAOYSA-N 1,1,1,2,2,2-hexabromoethane Chemical compound BrC(Br)(Br)C(Br)(Br)Br POJPQMDDRCILHJ-UHFFFAOYSA-N 0.000 description 1
- JUGRTVJQTFZHOM-UHFFFAOYSA-N 1,1,1-tribromo-2-methylpropan-2-ol Chemical compound CC(C)(O)C(Br)(Br)Br JUGRTVJQTFZHOM-UHFFFAOYSA-N 0.000 description 1
- QFQZKISCBJKVHI-UHFFFAOYSA-N 1,2,3,4,5,6-hexabromocyclohexane Chemical compound BrC1C(Br)C(Br)C(Br)C(Br)C1Br QFQZKISCBJKVHI-UHFFFAOYSA-N 0.000 description 1
- HGRZLIGHKHRTRE-UHFFFAOYSA-N 1,2,3,4-tetrabromobutane Chemical compound BrCC(Br)C(Br)CBr HGRZLIGHKHRTRE-UHFFFAOYSA-N 0.000 description 1
- FMGGHNGKHRCJLL-UHFFFAOYSA-N 1,2-bis(chloromethyl)benzene Chemical group ClCC1=CC=CC=C1CCl FMGGHNGKHRCJLL-UHFFFAOYSA-N 0.000 description 1
- RBZMSGOBSOCYHR-UHFFFAOYSA-N 1,4-bis(bromomethyl)benzene Chemical group BrCC1=CC=C(CBr)C=C1 RBZMSGOBSOCYHR-UHFFFAOYSA-N 0.000 description 1
- LNWXALCHPJANMJ-UHFFFAOYSA-N 1-(bromomethyl)-3-nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC(CBr)=C1 LNWXALCHPJANMJ-UHFFFAOYSA-N 0.000 description 1
- WDRZVZVXHZNSFG-UHFFFAOYSA-N 1-ethenylpyridin-1-ium Chemical compound C=C[N+]1=CC=CC=C1 WDRZVZVXHZNSFG-UHFFFAOYSA-N 0.000 description 1
- ZLLNQSJGGHZDAV-UHFFFAOYSA-N 2,2,2-tribromoethyl benzoate Chemical compound BrC(Br)(Br)COC(=O)C1=CC=CC=C1 ZLLNQSJGGHZDAV-UHFFFAOYSA-N 0.000 description 1
- CKCVDRMAADONAQ-UHFFFAOYSA-N 2,2,2-tribromoethyl furan-2-carboxylate Chemical compound BrC(Br)(Br)COC(=O)C1=CC=CO1 CKCVDRMAADONAQ-UHFFFAOYSA-N 0.000 description 1
- DMVAGACFTJEHJY-UHFFFAOYSA-N 2,2,2-tribromoethyl n-cyclohexylcarbamate Chemical compound BrC(Br)(Br)COC(=O)NC1CCCCC1 DMVAGACFTJEHJY-UHFFFAOYSA-N 0.000 description 1
- GCCPQCSKYDGNPB-UHFFFAOYSA-N 2,2,2-tribromoethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(Br)(Br)Br GCCPQCSKYDGNPB-UHFFFAOYSA-N 0.000 description 1
- KPWDGTGXUYRARH-UHFFFAOYSA-N 2,2,2-trichloroethanol Chemical compound OCC(Cl)(Cl)Cl KPWDGTGXUYRARH-UHFFFAOYSA-N 0.000 description 1
- PXQBOFONLPXPHS-UHFFFAOYSA-N 2,2-dibromo-2-chloro-1-phenylethanol Chemical compound ClC(Br)(Br)C(O)C1=CC=CC=C1 PXQBOFONLPXPHS-UHFFFAOYSA-N 0.000 description 1
- SIYMPSMJFQTVAK-UHFFFAOYSA-N 2,4,6-tris(dibromomethyl)-1h-triazine Chemical compound BrC(Br)N1NC(C(Br)Br)=CC(C(Br)Br)=N1 SIYMPSMJFQTVAK-UHFFFAOYSA-N 0.000 description 1
- ZUHYWSGYCPZDPD-UHFFFAOYSA-N 2,4,6-tris(tribromomethyl)-1h-triazine Chemical compound BrC(Br)(Br)N1NC(C(Br)(Br)Br)=CC(C(Br)(Br)Br)=N1 ZUHYWSGYCPZDPD-UHFFFAOYSA-N 0.000 description 1
- SDSMQJYIBMHORW-UHFFFAOYSA-N 2,4,6-tris(trichloromethyl)-1h-triazine Chemical compound ClC(Cl)(Cl)N1NC(C(Cl)(Cl)Cl)=CC(C(Cl)(Cl)Cl)=N1 SDSMQJYIBMHORW-UHFFFAOYSA-N 0.000 description 1
- NFXDQCQRZSNGHN-UHFFFAOYSA-N 2-(benzenesulfonyl)-2-bromoacetamide Chemical compound NC(=O)C(Br)S(=O)(=O)C1=CC=CC=C1 NFXDQCQRZSNGHN-UHFFFAOYSA-N 0.000 description 1
- NREKJIIPVVKRNO-UHFFFAOYSA-N 2-(tribromomethylsulfonyl)-1,3-benzothiazole Chemical compound C1=CC=C2SC(S(=O)(=O)C(Br)(Br)Br)=NC2=C1 NREKJIIPVVKRNO-UHFFFAOYSA-N 0.000 description 1
- MGVWIWSTKASRIX-UHFFFAOYSA-N 2-[(4-hydroxyphenyl)diazenyl]benzenesulfonic acid Chemical compound OC1=CC=C(C=C1)N=NC1=C(C=CC=C1)S(=O)(=O)O MGVWIWSTKASRIX-UHFFFAOYSA-N 0.000 description 1
- ZFFBIQMNKOJDJE-UHFFFAOYSA-N 2-bromo-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(Br)C(=O)C1=CC=CC=C1 ZFFBIQMNKOJDJE-UHFFFAOYSA-N 0.000 description 1
- BYAJHZYXPBREEK-UHFFFAOYSA-N 2-bromo-1,3-diphenylpropane-1,3-dione Chemical compound C=1C=CC=CC=1C(=O)C(Br)C(=O)C1=CC=CC=C1 BYAJHZYXPBREEK-UHFFFAOYSA-N 0.000 description 1
- FKJSFKCZZIXQIP-UHFFFAOYSA-N 2-bromo-1-(4-bromophenyl)ethanone Chemical compound BrCC(=O)C1=CC=C(Br)C=C1 FKJSFKCZZIXQIP-UHFFFAOYSA-N 0.000 description 1
- KGHGZRVXCKCJGX-UHFFFAOYSA-N 2-bromo-1-(4-phenylphenyl)ethanone Chemical compound C1=CC(C(=O)CBr)=CC=C1C1=CC=CC=C1 KGHGZRVXCKCJGX-UHFFFAOYSA-N 0.000 description 1
- WLSZSLYALIHGPS-UHFFFAOYSA-N 2-bromo-2-(4-methylphenyl)sulfonylacetamide Chemical compound CC1=CC=C(S(=O)(=O)C(Br)C(N)=O)C=C1 WLSZSLYALIHGPS-UHFFFAOYSA-N 0.000 description 1
- IQEIGQFNDLINOT-UHFFFAOYSA-N 2-chloro-1-(4-phenylphenyl)ethanone Chemical compound C1=CC(C(=O)CCl)=CC=C1C1=CC=CC=C1 IQEIGQFNDLINOT-UHFFFAOYSA-N 0.000 description 1
- HGKHVFKBOHFYSS-UHFFFAOYSA-N 2-hydroxy-3-methoxy-5-nitrobenzaldehyde Chemical compound COC1=CC([N+]([O-])=O)=CC(C=O)=C1O HGKHVFKBOHFYSS-UHFFFAOYSA-N 0.000 description 1
- VPHHJAOJUJHJKD-UHFFFAOYSA-N 3,4-dichlorobenzoic acid Chemical compound OC(=O)C1=CC=C(Cl)C(Cl)=C1 VPHHJAOJUJHJKD-UHFFFAOYSA-N 0.000 description 1
- PURJGKXXWJKIQR-UHFFFAOYSA-N 4-[(4-hydroxynaphthalen-1-yl)diazenyl]benzenesulfonic acid Chemical compound C12=CC=CC=C2C(O)=CC=C1N=NC1=CC=C(S(O)(=O)=O)C=C1 PURJGKXXWJKIQR-UHFFFAOYSA-N 0.000 description 1
- FXKQPQOOZSXQAG-UHFFFAOYSA-N 4-methyltriazine Chemical compound CC1=CC=NN=N1 FXKQPQOOZSXQAG-UHFFFAOYSA-N 0.000 description 1
- VOLRSQPSJGXRNJ-UHFFFAOYSA-N 4-nitrobenzyl bromide Chemical compound [O-][N+](=O)C1=CC=C(CBr)C=C1 VOLRSQPSJGXRNJ-UHFFFAOYSA-N 0.000 description 1
- CQYDCXNJLAOBIF-UHFFFAOYSA-N 4-phenyldiazenylnaphthalen-1-ol Chemical compound C12=CC=CC=C2C(O)=CC=C1N=NC1=CC=CC=C1 CQYDCXNJLAOBIF-UHFFFAOYSA-N 0.000 description 1
- MNVRYXFIMURNDD-UHFFFAOYSA-N 5H-phthalazin-6-one Chemical compound C1=NN=CC=2CC(C=CC12)=O MNVRYXFIMURNDD-UHFFFAOYSA-N 0.000 description 1
- VHHJGQZCYXJANB-UHFFFAOYSA-N 6-methyl-2,4-bis(tribromomethyl)-1h-triazine Chemical compound CC1=CC(C(Br)(Br)Br)=NN(C(Br)(Br)Br)N1 VHHJGQZCYXJANB-UHFFFAOYSA-N 0.000 description 1
- LVDKZNITIUWNER-UHFFFAOYSA-N Bronopol Chemical compound OCC(Br)(CO)[N+]([O-])=O LVDKZNITIUWNER-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- SHEYOAIUVJUGRR-UHFFFAOYSA-N ClC(N1NC(=CC(=N1)C(Cl)(Cl)Cl)C1=CC=CC=C1)(Cl)Cl Chemical compound ClC(N1NC(=CC(=N1)C(Cl)(Cl)Cl)C1=CC=CC=C1)(Cl)Cl SHEYOAIUVJUGRR-UHFFFAOYSA-N 0.000 description 1
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 206010034972 Photosensitivity reaction Diseases 0.000 description 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 description 1
- 235000021355 Stearic acid Nutrition 0.000 description 1
- 125000003172 aldehyde group Chemical group 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 125000004448 alkyl carbonyl group Chemical group 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 150000001450 anions Chemical class 0.000 description 1
- 125000005129 aryl carbonyl group Chemical group 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical group C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 description 1
- 230000005540 biological transmission Effects 0.000 description 1
- IEBWYEREWACYPS-UHFFFAOYSA-N bis(2,2,2-tribromoethyl) butanedioate Chemical compound BrC(Br)(Br)COC(=O)CCC(=O)OCC(Br)(Br)Br IEBWYEREWACYPS-UHFFFAOYSA-N 0.000 description 1
- HJZVHUQSQGITAM-UHFFFAOYSA-N butanamide Chemical compound CC[CH]C(N)=O HJZVHUQSQGITAM-UHFFFAOYSA-N 0.000 description 1
- NXTYGJVZPNRZDH-UHFFFAOYSA-N carbamic acid;2,2,2-tribromoethylbenzene Chemical compound NC(O)=O.BrC(Br)(Br)CC1=CC=CC=C1 NXTYGJVZPNRZDH-UHFFFAOYSA-N 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 150000001768 cations Chemical group 0.000 description 1
- HLVCZTOFOWHIJZ-UHFFFAOYSA-N chembl2204744 Chemical compound C1=CC(C(=O)O)=CC=C1N=NC1=CC=C(O)C=C1 HLVCZTOFOWHIJZ-UHFFFAOYSA-N 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 125000004965 chloroalkyl group Chemical group 0.000 description 1
- 229940114081 cinnamate Drugs 0.000 description 1
- 239000003431 cross linking reagent Substances 0.000 description 1
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 description 1
- RLOBRCXIAWJACX-UHFFFAOYSA-N dibromomethylsulfonylbenzene Chemical compound BrC(Br)S(=O)(=O)C1=CC=CC=C1 RLOBRCXIAWJACX-UHFFFAOYSA-N 0.000 description 1
- ROORDVPLFPIABK-UHFFFAOYSA-N diphenyl carbonate Chemical compound C=1C=CC=CC=1OC(=O)OC1=CC=CC=C1 ROORDVPLFPIABK-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- OIEUECROSTXCRF-UHFFFAOYSA-N ethyl 2,2,2-tribromoethyl carbonate Chemical compound CCOC(=O)OCC(Br)(Br)Br OIEUECROSTXCRF-UHFFFAOYSA-N 0.000 description 1
- WMUFKMWEQJYJKH-UHFFFAOYSA-N ethyl n-(4-methylphenyl)sulfonyl-n-(2,2,2-tribromoethyl)carbamate Chemical compound CCOC(=O)N(CC(Br)(Br)Br)S(=O)(=O)C1=CC=C(C)C=C1 WMUFKMWEQJYJKH-UHFFFAOYSA-N 0.000 description 1
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- 239000011159 matrix material Substances 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
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- KGCNHWXDPDPSBV-UHFFFAOYSA-N p-nitrobenzyl chloride Chemical compound [O-][N+](=O)C1=CC=C(CCl)C=C1 KGCNHWXDPDPSBV-UHFFFAOYSA-N 0.000 description 1
- LIGACIXOYTUXAW-UHFFFAOYSA-N phenacyl bromide Chemical compound BrCC(=O)C1=CC=CC=C1 LIGACIXOYTUXAW-UHFFFAOYSA-N 0.000 description 1
- 125000002467 phosphate group Chemical group [H]OP(=O)(O[H])O[*] 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 230000036211 photosensitivity Effects 0.000 description 1
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 description 1
- 239000004848 polyfunctional curative Substances 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 description 1
- 238000006479 redox reaction Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 230000001235 sensitizing effect Effects 0.000 description 1
- ADZWSOLPGZMUMY-UHFFFAOYSA-M silver bromide Chemical compound [Ag]Br ADZWSOLPGZMUMY-UHFFFAOYSA-M 0.000 description 1
- LKSDDVCOLMJDNV-UHFFFAOYSA-L silver;bromosilver;docosanoate Chemical compound [Ag+].[Ag]Br.CCCCCCCCCCCCCCCCCCCCCC([O-])=O LKSDDVCOLMJDNV-UHFFFAOYSA-L 0.000 description 1
- BZHOWMPPNDKQSQ-UHFFFAOYSA-M sodium;sulfidosulfonylbenzene Chemical compound [Na+].[O-]S(=O)(=S)C1=CC=CC=C1 BZHOWMPPNDKQSQ-UHFFFAOYSA-M 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 229940124530 sulfonamide Drugs 0.000 description 1
- 238000010189 synthetic method Methods 0.000 description 1
- 238000001931 thermography Methods 0.000 description 1
- YFDSDPIBEUFTMI-UHFFFAOYSA-N tribromoethanol Chemical compound OCC(Br)(Br)Br YFDSDPIBEUFTMI-UHFFFAOYSA-N 0.000 description 1
- DWWMSEANWMWMCB-UHFFFAOYSA-N tribromomethylsulfonylbenzene Chemical compound BrC(Br)(Br)S(=O)(=O)C1=CC=CC=C1 DWWMSEANWMWMCB-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
- G03C1/494—Silver salt compositions other than silver halide emulsions; Photothermographic systems ; Thermographic systems using noble metal compounds
- G03C1/498—Photothermographic systems, e.g. dry silver
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Non-Silver Salt Photosensitive Materials And Non-Silver Salt Photography (AREA)
Description
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Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP55145344A JPS5768831A (en) | 1980-10-17 | 1980-10-17 | Heat developable photosensitive material |
| GB8131328A GB2085609B (en) | 1980-10-17 | 1981-10-16 | Heat-developable photosensitive material |
| DE19813141221 DE3141221A1 (de) | 1980-10-17 | 1981-10-16 | In der waerme entwickelbares photoempfindliches material |
| US06/313,705 US4376162A (en) | 1980-10-17 | 1981-10-19 | Heat-developable photosensitive material with antihalation layer |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP55145344A JPS5768831A (en) | 1980-10-17 | 1980-10-17 | Heat developable photosensitive material |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5768831A JPS5768831A (en) | 1982-04-27 |
| JPS6335964B2 true JPS6335964B2 (ja) | 1988-07-18 |
Family
ID=15383004
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP55145344A Granted JPS5768831A (en) | 1980-10-17 | 1980-10-17 | Heat developable photosensitive material |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US4376162A (ja) |
| JP (1) | JPS5768831A (ja) |
| DE (1) | DE3141221A1 (ja) |
| GB (1) | GB2085609B (ja) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4459350A (en) * | 1982-09-29 | 1984-07-10 | Eastman Kodak Company | Photothermographic material and processing comprising a substituted triazine |
| EP0264650B1 (en) * | 1982-09-30 | 1992-08-26 | Brewer Science, Inc. | Anti-reflective coating |
| JPH0612452B2 (ja) * | 1982-09-30 | 1994-02-16 | ããªã¥âã¯âã»ãµã€ãšã³ã¹ã»ã€ã³ã³âãã¬ã€ããã | éç©åè·¯çŽ åã®è£œé æ¹æ³ |
| US4910122A (en) * | 1982-09-30 | 1990-03-20 | Brewer Science, Inc. | Anti-reflective coating |
| US4822718A (en) * | 1982-09-30 | 1989-04-18 | Brewer Science, Inc. | Light absorbing coating |
| GB8307022D0 (en) * | 1983-03-15 | 1983-04-20 | Minnesota Mining & Mfg | Photothermographic element |
| US4477562A (en) * | 1983-05-24 | 1984-10-16 | Minnesota Mining And Manufacturing Company | Dry strip antihalation layer for photothermographic film |
| US4510236A (en) * | 1983-12-20 | 1985-04-09 | Minnesota Mining And Manufacturing Company | Thermally generated toning agent system for photothermographic imaging compositions |
| US5334481A (en) * | 1985-05-02 | 1994-08-02 | Ciba-Geigy Corporation | Positive diazo quinone photoresist compositions containing antihalation compound |
| DE3515693A1 (de) * | 1985-05-02 | 1986-11-06 | Merck Patent Gmbh, 6100 Darmstadt | Positiv-fotoresist-zusammensetzungen |
| US4752559A (en) * | 1987-03-24 | 1988-06-21 | Helland Randall H | Primer/antihalation coating for photothermographic constructions |
| JPH0789209B2 (ja) * | 1987-12-07 | 1995-09-27 | å¯å£«åçãã€ã«ã æ ªåŒäŒç€Ÿ | ããã²ã³åéæå ææ |
| GB9121795D0 (en) * | 1991-10-14 | 1991-11-27 | Minnesota Mining & Mfg | Positive-acting photothermographic materials |
| DE4142956C2 (de) * | 1991-12-24 | 1996-08-14 | Du Pont Deutschland | Bleichbares Lichthofschutzsystem fÃŒr photographische Aufzeichnungsmaterialien |
| US20060057512A1 (en) * | 2004-09-14 | 2006-03-16 | Fuji Photo Film Co., Ltd. | Photothermographic material |
| US9758484B2 (en) * | 2013-03-15 | 2017-09-12 | Asieris Pharmaceutical Technologies Co., Ltd. | Base addition salts of nitroxoline and uses thereof |
| CN114324320B (zh) * | 2021-12-30 | 2024-08-13 | æµæ±æ£ä¿¡ç³æ²¹ç§ææéå ¬åž | äžç§é«æäžå¯åŸªç¯å©çšçpHè¯çºžåå ¶å¶å€æ¹æ³ |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS4931127A (ja) * | 1972-07-19 | 1974-03-20 | ||
| US3988154A (en) * | 1974-02-19 | 1976-10-26 | Eastman Kodak Company | Photographic supports and elements utilizing photobleachable omicron-nitroarylidene dyes |
| US4081278A (en) * | 1977-05-23 | 1978-03-28 | Eastman Kodak Company | Heat sensitive dye layers comprising a benzopinacol |
| US4201590A (en) * | 1977-09-19 | 1980-05-06 | Eastman Kodak Company | Heat sensitive reactive products of hexaarylbiimidazole and antihalation dyes |
| US4272106A (en) * | 1979-10-10 | 1981-06-09 | Minnesota Mining And Manufacturing Company | Copy sheet |
-
1980
- 1980-10-17 JP JP55145344A patent/JPS5768831A/ja active Granted
-
1981
- 1981-10-16 DE DE19813141221 patent/DE3141221A1/de not_active Withdrawn
- 1981-10-16 GB GB8131328A patent/GB2085609B/en not_active Expired
- 1981-10-19 US US06/313,705 patent/US4376162A/en not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| GB2085609A (en) | 1982-04-28 |
| US4376162A (en) | 1983-03-08 |
| GB2085609B (en) | 1984-04-18 |
| JPS5768831A (en) | 1982-04-27 |
| DE3141221A1 (de) | 1982-06-09 |
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