JPS6314340B2 - - Google Patents
Info
- Publication number
- JPS6314340B2 JPS6314340B2 JP12877780A JP12877780A JPS6314340B2 JP S6314340 B2 JPS6314340 B2 JP S6314340B2 JP 12877780 A JP12877780 A JP 12877780A JP 12877780 A JP12877780 A JP 12877780A JP S6314340 B2 JPS6314340 B2 JP S6314340B2
- Authority
- JP
- Japan
- Prior art keywords
- group
- examples
- acid
- general formula
- alkyl group
- 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
- 239000000203 mixture Substances 0.000 claims description 35
- 150000001875 compounds Chemical class 0.000 claims description 28
- 239000003999 initiator Substances 0.000 claims description 21
- 125000000217 alkyl group Chemical group 0.000 claims description 16
- 125000003118 aryl group Chemical group 0.000 claims description 9
- 239000011230 binding agent Substances 0.000 claims description 9
- 125000003545 alkoxy group Chemical group 0.000 claims description 8
- 125000005843 halogen group Chemical group 0.000 claims description 8
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 8
- 125000003107 substituted aryl group Chemical group 0.000 claims description 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
- -1 prepolymer Substances 0.000 description 31
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 20
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 18
- 229920001577 copolymer Polymers 0.000 description 18
- 239000000243 solution Substances 0.000 description 16
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 15
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 15
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 15
- VVBLNCFGVYUYGU-UHFFFAOYSA-N 4,4'-Bis(dimethylamino)benzophenone Chemical compound C1=CC(N(C)C)=CC=C1C(=O)C1=CC=C(N(C)C)C=C1 VVBLNCFGVYUYGU-UHFFFAOYSA-N 0.000 description 14
- 230000035945 sensitivity Effects 0.000 description 14
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 12
- 238000006243 chemical reaction Methods 0.000 description 11
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 10
- 239000000600 sorbitol Substances 0.000 description 10
- WTDHULULXKLSOZ-UHFFFAOYSA-N Hydroxylamine hydrochloride Chemical compound Cl.ON WTDHULULXKLSOZ-UHFFFAOYSA-N 0.000 description 9
- 238000004519 manufacturing process Methods 0.000 description 9
- 239000002244 precipitate Substances 0.000 description 9
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 8
- 230000015572 biosynthetic process Effects 0.000 description 8
- 125000004432 carbon atom Chemical group C* 0.000 description 8
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 8
- 239000002904 solvent Substances 0.000 description 8
- 238000003756 stirring Methods 0.000 description 8
- 238000009472 formulation Methods 0.000 description 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 7
- 239000012046 mixed solvent Substances 0.000 description 7
- 238000003786 synthesis reaction Methods 0.000 description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 description 6
- KAKZBPTYRLMSJV-UHFFFAOYSA-N Butadiene Chemical compound C=CC=C KAKZBPTYRLMSJV-UHFFFAOYSA-N 0.000 description 6
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 125000001309 chloro group Chemical group Cl* 0.000 description 6
- 239000011248 coating agent Substances 0.000 description 6
- 238000000576 coating method Methods 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- AVRPFRMDMNDIDH-UHFFFAOYSA-N 1h-quinazolin-2-one Chemical compound C1=CC=CC2=NC(O)=NC=C21 AVRPFRMDMNDIDH-UHFFFAOYSA-N 0.000 description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 5
- 125000001931 aliphatic group Chemical group 0.000 description 5
- 229910052782 aluminium Inorganic materials 0.000 description 5
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 5
- 150000001735 carboxylic acids Chemical class 0.000 description 5
- 239000003795 chemical substances by application Substances 0.000 description 5
- 150000002148 esters Chemical class 0.000 description 5
- 238000002844 melting Methods 0.000 description 5
- 230000008018 melting Effects 0.000 description 5
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 5
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 4
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 4
- ISAOCJYIOMOJEB-UHFFFAOYSA-N benzoin Chemical compound C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 description 4
- 238000007033 dehydrochlorination reaction Methods 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 238000012719 thermal polymerization Methods 0.000 description 4
- OEPOKWHJYJXUGD-UHFFFAOYSA-N 2-(3-phenylmethoxyphenyl)-1,3-thiazole-4-carbaldehyde Chemical compound O=CC1=CSC(C=2C=C(OCC=3C=CC=CC=3)C=CC=2)=N1 OEPOKWHJYJXUGD-UHFFFAOYSA-N 0.000 description 3
- TXBCBTDQIULDIA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol Chemical compound OCC(CO)(CO)COCC(CO)(CO)CO TXBCBTDQIULDIA-UHFFFAOYSA-N 0.000 description 3
- 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 3
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 3
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 3
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 3
- 239000004677 Nylon Substances 0.000 description 3
- BPQQTUXANYXVAA-UHFFFAOYSA-N Orthosilicate Chemical compound [O-][Si]([O-])([O-])[O-] BPQQTUXANYXVAA-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 3
- 235000010724 Wisteria floribunda Nutrition 0.000 description 3
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical class C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 description 3
- 238000001816 cooling Methods 0.000 description 3
- 229910052802 copper Inorganic materials 0.000 description 3
- 239000010949 copper Substances 0.000 description 3
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 3
- 229920006158 high molecular weight polymer Polymers 0.000 description 3
- 239000003112 inhibitor Substances 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 229920001778 nylon Polymers 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 3
- 229920002120 photoresistant polymer Polymers 0.000 description 3
- 239000000049 pigment Substances 0.000 description 3
- 229920000642 polymer Polymers 0.000 description 3
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 3
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 3
- AIGNCQCMONAWOL-UHFFFAOYSA-N 1,3-benzoselenazole Chemical compound C1=CC=C2[se]C=NC2=C1 AIGNCQCMONAWOL-UHFFFAOYSA-N 0.000 description 2
- BCMCBBGGLRIHSE-UHFFFAOYSA-N 1,3-benzoxazole Chemical compound C1=CC=C2OC=NC2=C1 BCMCBBGGLRIHSE-UHFFFAOYSA-N 0.000 description 2
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 description 2
- DVZCOQQFPCMIPO-UHFFFAOYSA-N 2-Methoxyxanthone Chemical compound C1=CC=C2C(=O)C3=CC(OC)=CC=C3OC2=C1 DVZCOQQFPCMIPO-UHFFFAOYSA-N 0.000 description 2
- HCLJOFJIQIJXHS-UHFFFAOYSA-N 2-[2-[2-(2-prop-2-enoyloxyethoxy)ethoxy]ethoxy]ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOCCOCCOC(=O)C=C HCLJOFJIQIJXHS-UHFFFAOYSA-N 0.000 description 2
- 125000001340 2-chloroethyl group Chemical group [H]C([H])(Cl)C([H])([H])* 0.000 description 2
- KMNCBSZOIQAUFX-UHFFFAOYSA-N 2-ethoxy-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(OCC)C(=O)C1=CC=CC=C1 KMNCBSZOIQAUFX-UHFFFAOYSA-N 0.000 description 2
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 2
- SJEBAWHUJDUKQK-UHFFFAOYSA-N 2-ethylanthraquinone Chemical compound C1=CC=C2C(=O)C3=CC(CC)=CC=C3C(=O)C2=C1 SJEBAWHUJDUKQK-UHFFFAOYSA-N 0.000 description 2
- XLLIQLLCWZCATF-UHFFFAOYSA-N 2-methoxyethyl acetate Chemical compound COCCOC(C)=O XLLIQLLCWZCATF-UHFFFAOYSA-N 0.000 description 2
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 description 2
- KUDUQBURMYMBIJ-UHFFFAOYSA-N 2-prop-2-enoyloxyethyl prop-2-enoate Chemical compound C=CC(=O)OCCOC(=O)C=C KUDUQBURMYMBIJ-UHFFFAOYSA-N 0.000 description 2
- GJQLJFUURRPPJN-UHFFFAOYSA-N 3-hydroxy-2-(4-methoxyphenyl)quinazolin-4-one Chemical compound C1=CC(OC)=CC=C1C1=NC2=CC=CC=C2C(=O)N1O GJQLJFUURRPPJN-UHFFFAOYSA-N 0.000 description 2
- YYROPELSRYBVMQ-UHFFFAOYSA-N 4-toluenesulfonyl chloride Chemical compound CC1=CC=C(S(Cl)(=O)=O)C=C1 YYROPELSRYBVMQ-UHFFFAOYSA-N 0.000 description 2
- YTSFYTDPSSFCLU-UHFFFAOYSA-N 5-chloro-1,3-benzothiazole Chemical compound ClC1=CC=C2SC=NC2=C1 YTSFYTDPSSFCLU-UHFFFAOYSA-N 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- KCXZNSGUUQJJTR-UHFFFAOYSA-N Di-n-hexyl phthalate Chemical compound CCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCC KCXZNSGUUQJJTR-UHFFFAOYSA-N 0.000 description 2
- NIQCNGHVCWTJSM-UHFFFAOYSA-N Dimethyl phthalate Chemical compound COC(=O)C1=CC=CC=C1C(=O)OC NIQCNGHVCWTJSM-UHFFFAOYSA-N 0.000 description 2
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- UYQKZKVNYKOXHG-UHFFFAOYSA-N Methyl n-acetylanthranilate Chemical compound COC(=O)C1=CC=CC=C1NC(C)=O UYQKZKVNYKOXHG-UHFFFAOYSA-N 0.000 description 2
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 2
- 206010034972 Photosensitivity reaction Diseases 0.000 description 2
- OFOBLEOULBTSOW-UHFFFAOYSA-N Propanedioic acid Natural products OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 235000000126 Styrax benzoin Nutrition 0.000 description 2
- 244000028419 Styrax benzoin Species 0.000 description 2
- 235000008411 Sumatra benzointree Nutrition 0.000 description 2
- DAKWPKUUDNSNPN-UHFFFAOYSA-N Trimethylolpropane triacrylate Chemical compound C=CC(=O)OCC(CC)(COC(=O)C=C)COC(=O)C=C DAKWPKUUDNSNPN-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- DZBUGLKDJFMEHC-UHFFFAOYSA-N acridine Chemical compound C1=CC=CC2=CC3=CC=CC=C3N=C21 DZBUGLKDJFMEHC-UHFFFAOYSA-N 0.000 description 2
- 125000005907 alkyl ester group Chemical group 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000003125 aqueous solvent Substances 0.000 description 2
- CSKNSYBAZOQPLR-UHFFFAOYSA-N benzenesulfonyl chloride Chemical compound ClS(=O)(=O)C1=CC=CC=C1 CSKNSYBAZOQPLR-UHFFFAOYSA-N 0.000 description 2
- 229960002130 benzoin Drugs 0.000 description 2
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 2
- 239000012965 benzophenone Substances 0.000 description 2
- GKRVGTLVYRYCFR-UHFFFAOYSA-N butane-1,4-diol;2-methylidenebutanedioic acid Chemical compound OCCCCO.OC(=O)CC(=C)C(O)=O.OC(=O)CC(=C)C(O)=O GKRVGTLVYRYCFR-UHFFFAOYSA-N 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- 229910052801 chlorine Inorganic materials 0.000 description 2
- 125000000068 chlorophenyl group Chemical group 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- LDHQCZJRKDOVOX-NSCUHMNNSA-N crotonic acid Chemical compound C\C=C\C(O)=O LDHQCZJRKDOVOX-NSCUHMNNSA-N 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- DOIRQSBPFJWKBE-UHFFFAOYSA-N dibutyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCCCC DOIRQSBPFJWKBE-UHFFFAOYSA-N 0.000 description 2
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 description 2
- GGSUCNLOZRCGPQ-UHFFFAOYSA-N diethylaniline Chemical compound CCN(CC)C1=CC=CC=C1 GGSUCNLOZRCGPQ-UHFFFAOYSA-N 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000000975 dye Substances 0.000 description 2
- FRYHCSODNHYDPU-UHFFFAOYSA-N ethanesulfonyl chloride Chemical compound CCS(Cl)(=O)=O FRYHCSODNHYDPU-UHFFFAOYSA-N 0.000 description 2
- 235000019382 gum benzoic Nutrition 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 239000002198 insoluble material Substances 0.000 description 2
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 2
- LDHQCZJRKDOVOX-IHWYPQMZSA-N isocrotonic acid Chemical compound C\C=C/C(O)=O LDHQCZJRKDOVOX-IHWYPQMZSA-N 0.000 description 2
- 239000011976 maleic acid Substances 0.000 description 2
- 229910001507 metal halide Inorganic materials 0.000 description 2
- 150000005309 metal halides Chemical class 0.000 description 2
- 229920003145 methacrylic acid copolymer Polymers 0.000 description 2
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 2
- 125000000325 methylidene group Chemical group [H]C([H])=* 0.000 description 2
- 125000002950 monocyclic group Chemical group 0.000 description 2
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 2
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 2
- 229920000620 organic polymer Polymers 0.000 description 2
- 230000036211 photosensitivity Effects 0.000 description 2
- 239000004014 plasticizer Substances 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- WQGWDDDVZFFDIG-UHFFFAOYSA-N pyrogallol Chemical compound OC1=CC=CC(O)=C1O WQGWDDDVZFFDIG-UHFFFAOYSA-N 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 description 2
- 239000001488 sodium phosphate Substances 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- 150000005846 sugar alcohols Polymers 0.000 description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
- 125000003944 tolyl group Chemical group 0.000 description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 2
- XZZNDPSIHUTMOC-UHFFFAOYSA-N triphenyl phosphate Chemical compound C=1C=CC=CC=1OP(OC=1C=CC=CC=1)(=O)OC1=CC=CC=C1 XZZNDPSIHUTMOC-UHFFFAOYSA-N 0.000 description 2
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- JNELGWHKGNBSMD-UHFFFAOYSA-N xanthone Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3OC2=C1 JNELGWHKGNBSMD-UHFFFAOYSA-N 0.000 description 2
- IKHIDABOCOJWHV-UHFFFAOYSA-N (2-methyl-4-oxoquinazolin-3-yl) benzenesulfonate Chemical compound CC1=NC2=CC=CC=C2C(=O)N1OS(=O)(=O)C1=CC=CC=C1 IKHIDABOCOJWHV-UHFFFAOYSA-N 0.000 description 1
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- HSZUHSXXAOWGQY-UHFFFAOYSA-N [2-methyl-3-prop-2-enoyloxy-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(C)(COC(=O)C=C)COC(=O)C=C HSZUHSXXAOWGQY-UHFFFAOYSA-N 0.000 description 1
- IDLJKTNBZKSHIY-UHFFFAOYSA-N [4-(diethylamino)phenyl]-phenylmethanone Chemical compound C1=CC(N(CC)CC)=CC=C1C(=O)C1=CC=CC=C1 IDLJKTNBZKSHIY-UHFFFAOYSA-N 0.000 description 1
- BEUGBYXJXMVRFO-UHFFFAOYSA-N [4-(dimethylamino)phenyl]-phenylmethanone Chemical compound C1=CC(N(C)C)=CC=C1C(=O)C1=CC=CC=C1 BEUGBYXJXMVRFO-UHFFFAOYSA-N 0.000 description 1
- 229940081735 acetylcellulose Drugs 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 239000012190 activator Substances 0.000 description 1
- XYLMUPLGERFSHI-UHFFFAOYSA-N alpha-Methylstyrene Chemical compound CC(=C)C1=CC=CC=C1 XYLMUPLGERFSHI-UHFFFAOYSA-N 0.000 description 1
- 239000001000 anthraquinone dye Substances 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- JPIYZTWMUGTEHX-UHFFFAOYSA-N auramine O free base Chemical compound C1=CC(N(C)C)=CC=C1C(=N)C1=CC=C(N(C)C)C=C1 JPIYZTWMUGTEHX-UHFFFAOYSA-N 0.000 description 1
- 239000000987 azo dye Substances 0.000 description 1
- AMTXUWGBSGZXCJ-UHFFFAOYSA-N benzo[e][1,3]benzoselenazole Chemical compound C1=CC=C2C(N=C[se]3)=C3C=CC2=C1 AMTXUWGBSGZXCJ-UHFFFAOYSA-N 0.000 description 1
- KXNQKOAQSGJCQU-UHFFFAOYSA-N benzo[e][1,3]benzothiazole Chemical class C1=CC=C2C(N=CS3)=C3C=CC2=C1 KXNQKOAQSGJCQU-UHFFFAOYSA-N 0.000 description 1
- WMUIZUWOEIQJEH-UHFFFAOYSA-N benzo[e][1,3]benzoxazole Chemical compound C1=CC=C2C(N=CO3)=C3C=CC2=C1 WMUIZUWOEIQJEH-UHFFFAOYSA-N 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 125000002619 bicyclic group Chemical group 0.000 description 1
- HSUIVCLOAAJSRE-UHFFFAOYSA-N bis(2-methoxyethyl) benzene-1,2-dicarboxylate Chemical compound COCCOC(=O)C1=CC=CC=C1C(=O)OCCOC HSUIVCLOAAJSRE-UHFFFAOYSA-N 0.000 description 1
- ZFMQKOWCDKKBIF-UHFFFAOYSA-N bis(3,5-difluorophenyl)phosphane Chemical compound FC1=CC(F)=CC(PC=2C=C(F)C=C(F)C=2)=C1 ZFMQKOWCDKKBIF-UHFFFAOYSA-N 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- OZQCLFIWZYVKKK-UHFFFAOYSA-N butane-1,3-diol 2-methylidenebutanedioic acid Chemical compound CC(O)CCO.OC(=O)CC(=C)C(O)=O.OC(=O)CC(=C)C(O)=O OZQCLFIWZYVKKK-UHFFFAOYSA-N 0.000 description 1
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000001721 carbon Chemical group 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000006229 carbon black Substances 0.000 description 1
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 229920002301 cellulose acetate Polymers 0.000 description 1
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical compound [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 description 1
- 229940045803 cuprous chloride Drugs 0.000 description 1
- 125000004122 cyclic group Chemical group 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
- 230000006866 deterioration Effects 0.000 description 1
- WMKGGPCROCCUDY-PHEQNACWSA-N dibenzylideneacetone Chemical compound C=1C=CC=CC=1\C=C\C(=O)\C=C\C1=CC=CC=C1 WMKGGPCROCCUDY-PHEQNACWSA-N 0.000 description 1
- JBSLOWBPDRZSMB-FPLPWBNLSA-N dibutyl (z)-but-2-enedioate Chemical compound CCCCOC(=O)\C=C/C(=O)OCCCC JBSLOWBPDRZSMB-FPLPWBNLSA-N 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
- 229940031769 diisobutyl adipate Drugs 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- FBSAITBEAPNWJG-UHFFFAOYSA-N dimethyl phthalate Natural products CC(=O)OC1=CC=CC=C1OC(C)=O FBSAITBEAPNWJG-UHFFFAOYSA-N 0.000 description 1
- 229960001826 dimethylphthalate Drugs 0.000 description 1
- YCZJVRCZIPDYHH-UHFFFAOYSA-N ditridecyl benzene-1,2-dicarboxylate Chemical compound CCCCCCCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCCCCCCC YCZJVRCZIPDYHH-UHFFFAOYSA-N 0.000 description 1
- DAOJMFXILKTYRL-UHFFFAOYSA-N ethane-1,2-diol;2-methylidenebutanedioic acid Chemical compound OCCO.OC(=O)CC(=C)C(O)=O.OC(=O)CC(=C)C(O)=O DAOJMFXILKTYRL-UHFFFAOYSA-N 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- 229920001249 ethyl cellulose Polymers 0.000 description 1
- 235000019325 ethyl cellulose Nutrition 0.000 description 1
- HNPDNOZNULJJDL-UHFFFAOYSA-N ethyl n-ethenylcarbamate Chemical class CCOC(=O)NC=C HNPDNOZNULJJDL-UHFFFAOYSA-N 0.000 description 1
- STVZJERGLQHEKB-UHFFFAOYSA-N ethylene glycol dimethacrylate Substances CC(=C)C(=O)OCCOC(=O)C(C)=C STVZJERGLQHEKB-UHFFFAOYSA-N 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- YLQWCDOCJODRMT-UHFFFAOYSA-N fluoren-9-one Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3C2=C1 YLQWCDOCJODRMT-UHFFFAOYSA-N 0.000 description 1
- 125000001153 fluoro group Chemical group F* 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 230000017525 heat dissipation Effects 0.000 description 1
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 1
- 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 1
- IQPQWNKOIGAROB-UHFFFAOYSA-N isocyanate group Chemical group [N-]=C=O IQPQWNKOIGAROB-UHFFFAOYSA-N 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- UPTBUUXILDYDDU-UHFFFAOYSA-N methyl 2-(naphthalene-1-carbonylamino)benzoate Chemical compound COC(=O)C1=CC=CC=C1NC(=O)C1=CC=CC2=CC=CC=C12 UPTBUUXILDYDDU-UHFFFAOYSA-N 0.000 description 1
- IHMUJQKXSXXRSK-UHFFFAOYSA-N methyl 2-[(4-methoxybenzoyl)amino]benzoate Chemical compound COC(=O)C1=CC=CC=C1NC(=O)C1=CC=C(OC)C=C1 IHMUJQKXSXXRSK-UHFFFAOYSA-N 0.000 description 1
- NOMUELNZAGGIDL-UHFFFAOYSA-N methyl 2-benzamidobenzoate Chemical compound COC(=O)C1=CC=CC=C1NC(=O)C1=CC=CC=C1 NOMUELNZAGGIDL-UHFFFAOYSA-N 0.000 description 1
- IWVKTOUOPHGZRX-UHFFFAOYSA-N methyl 2-methylprop-2-enoate;2-methylprop-2-enoic acid Chemical compound CC(=C)C(O)=O.COC(=O)C(C)=C IWVKTOUOPHGZRX-UHFFFAOYSA-N 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- CXKWCBBOMKCUKX-UHFFFAOYSA-M methylene blue Chemical compound [Cl-].C1=CC(N(C)C)=CC2=[S+]C3=CC(N(C)C)=CC=C3N=C21 CXKWCBBOMKCUKX-UHFFFAOYSA-M 0.000 description 1
- 229960000907 methylthioninium chloride Drugs 0.000 description 1
- ZIUHHBKFKCYYJD-UHFFFAOYSA-N n,n'-methylenebisacrylamide Chemical compound C=CC(=O)NCNC(=O)C=C ZIUHHBKFKCYYJD-UHFFFAOYSA-N 0.000 description 1
- YQCFXPARMSSRRK-UHFFFAOYSA-N n-[6-(prop-2-enoylamino)hexyl]prop-2-enamide Chemical compound C=CC(=O)NCCCCCCNC(=O)C=C YQCFXPARMSSRRK-UHFFFAOYSA-N 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001624 naphthyl group Chemical group 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 1
- 229950000688 phenothiazine Drugs 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-N phthalic acid Chemical class OC(=O)C1=CC=CC=C1C(O)=O XNGIFLGASWRNHJ-UHFFFAOYSA-N 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical compound N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 239000002985 plastic film Substances 0.000 description 1
- 229920006255 plastic film Polymers 0.000 description 1
- 229920002037 poly(vinyl butyral) polymer Polymers 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920002239 polyacrylonitrile Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001228 polyisocyanate Polymers 0.000 description 1
- 239000005056 polyisocyanate Substances 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 229920001155 polypropylene Polymers 0.000 description 1
- 229920002223 polystyrene Polymers 0.000 description 1
- 229920002689 polyvinyl acetate Polymers 0.000 description 1
- 239000011118 polyvinyl acetate Substances 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 239000005033 polyvinylidene chloride Substances 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 159000000001 potassium salts Chemical class 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 229940079877 pyrogallol Drugs 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 description 1
- 229940043267 rhodamine b Drugs 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910000162 sodium phosphate Inorganic materials 0.000 description 1
- 235000011008 sodium phosphates Nutrition 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000004528 spin coating Methods 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- UGNWTBMOAKPKBL-UHFFFAOYSA-N tetrachloro-1,4-benzoquinone Chemical compound ClC1=C(Cl)C(=O)C(Cl)=C(Cl)C1=O UGNWTBMOAKPKBL-UHFFFAOYSA-N 0.000 description 1
- CBDKQYKMCICBOF-UHFFFAOYSA-N thiazoline Chemical compound C1CN=CS1 CBDKQYKMCICBOF-UHFFFAOYSA-N 0.000 description 1
- 125000001544 thienyl group Chemical group 0.000 description 1
- YRHRIQCWCFGUEQ-UHFFFAOYSA-N thioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC=CC=C3SC2=C1 YRHRIQCWCFGUEQ-UHFFFAOYSA-N 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 239000013638 trimer Substances 0.000 description 1
- 229910000406 trisodium phosphate Inorganic materials 0.000 description 1
- 235000019801 trisodium phosphate Nutrition 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000008096 xylene Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Classifications
-
- G—PHYSICS
- G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
- G03F—PHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/027—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
- G03F7/028—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with photosensitivity-increasing substances, e.g. photoinitiators
- G03F7/031—Organic compounds not covered by group G03F7/029
Landscapes
- Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- General Physics & Mathematics (AREA)
- Photosensitive Polymer And Photoresist Processing (AREA)
- Polymerisation Methods In General (AREA)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12877780A JPS5753747A (ja) | 1980-09-17 | 1980-09-17 | Hikarijugoseisoseibutsu |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP12877780A JPS5753747A (ja) | 1980-09-17 | 1980-09-17 | Hikarijugoseisoseibutsu |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5753747A JPS5753747A (ja) | 1982-03-30 |
| JPS6314340B2 true JPS6314340B2 (fr) | 1988-03-30 |
Family
ID=14993203
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP12877780A Granted JPS5753747A (ja) | 1980-09-17 | 1980-09-17 | Hikarijugoseisoseibutsu |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5753747A (fr) |
Cited By (55)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0726498A1 (fr) | 1995-02-10 | 1996-08-14 | Fuji Photo Film Co., Ltd. | Composition photopolymérisable |
| EP1615073A1 (fr) | 2004-07-06 | 2006-01-11 | Fuji Photo Film Co., Ltd. | Composition photosensible et procédé d'enregistrement d'images employant ladite composition |
| EP1662318A1 (fr) | 1999-03-09 | 2006-05-31 | Fuji Photo Film Co., Ltd. | Derivé de 1,3-dihydro-1-oxo-2H-indene |
| EP1701213A2 (fr) | 2005-03-08 | 2006-09-13 | Fuji Photo Film Co., Ltd. | Composition photosensible |
| EP1707352A1 (fr) | 2005-03-31 | 2006-10-04 | Fuji Photo Film Co., Ltd. | Procédé pour la fabrication d'une plaque lithographique |
| EP1728838A1 (fr) | 2005-05-31 | 2006-12-06 | Fuji Photo Film Co., Ltd. | Composition d'encre pour l'enregistrement par jet d'encre et procédé de fabrication d'une plaque d'impression lithographique l'utilisant |
| EP1939244A2 (fr) | 2006-12-27 | 2008-07-02 | FUJIFILM Corporation | Composition de résine décomposable au laser et matériau de formation de motif et précurseur de plaque d'impression flexographique de type gravure au laser l'utilisant |
| EP1952998A2 (fr) | 2007-02-01 | 2008-08-06 | FUJIFILM Corporation | Appareil d'enregistrement à jet d'encre |
| EP1955850A2 (fr) | 2007-02-07 | 2008-08-13 | FUJIFILM Corporation | Dispositif de maintenance de tête d'impression par jet d'encre, dispositif d'impression par jet d'encre et procédé de maintenance de tête d'impression par jet d'encre |
| EP1955858A1 (fr) | 2007-02-06 | 2008-08-13 | FUJIFILM Corporation | Solution de sous-couche, procédé d'impression par jet d'encre et dispositif d'impression par jet d'encre |
| EP1964893A1 (fr) | 2007-02-26 | 2008-09-03 | FUJIFILM Corporation | Composition d'encre, procédé d'enregistrement à jet d'encre, matériau imprimé et ensemble d'encres |
| EP1975213A1 (fr) | 2006-07-03 | 2008-10-01 | FUJIFILM Corporation | Composition d'encre, procédé d'enregistrement de jet d'encre, matériau d'impression, et procédé de production de plaque d'impression lithographique |
| EP1975160A1 (fr) | 2007-03-30 | 2008-10-01 | Fujifilm Corporation | Composé polymérisable, polymère, composition d'encre, articles imprimés et procédé d'enregistrement à jet d'encre |
| EP1975211A1 (fr) | 2007-03-30 | 2008-10-01 | FUJIFILM Corporation | Composition d'encre et procédé d'enregistrement d'image et cache d'enregistrement d'images l'utilisant |
| EP1988136A1 (fr) | 2007-03-01 | 2008-11-05 | FUJIFILM Corporation | Composition d'encre, procédé d'enregistrement de jet d'encre, matériau d'impression, procédé de production de plaque d'impression planographique et plaque d'impression planographique |
| EP2042243A2 (fr) | 2007-09-28 | 2009-04-01 | FUJIFILM Corporation | Dispositif de revêtement et dispositif d'enregistrement à jet d'encre l'utilisant |
| EP2042335A2 (fr) | 2007-09-28 | 2009-04-01 | FUJIFILM Corporation | Procédé d'impression par jet d'encre |
| EP2042572A1 (fr) | 2007-09-28 | 2009-04-01 | FUJIFILM Corporation | Composition d'encre, procédé d'enregistrement de jet d'encre, matériau d'impression, et procédé de production d'un matériau imprimé moulé |
| EP2058123A2 (fr) | 2007-11-08 | 2009-05-13 | FUJIFILM Corporation | Composition de résine pour gravure au laser, précurseur de plaque d'impression en résine pour gravure au laser, plaque d'impression en relief et procédé de production d'une plaque d'impression en relief |
| EP2082874A1 (fr) | 2008-01-25 | 2009-07-29 | Fujifilm Corporation | Procédé de fabrication d'un rouleau support de toner, appareil de développement et appareil de formation d'images |
| EP2085220A2 (fr) | 2008-01-29 | 2009-08-05 | FUJIFILM Corporation | Composition de résine pour gravure au laser, précurseur de plaque d'impression en relief pour gravure au laser, plaque d'impression en relief et procédé de production associé |
| EP2088176A1 (fr) | 2008-02-07 | 2009-08-12 | FUJIFILM Corporation | Composition d'encre, procédé d'enregistrement à jet d'encre, et matériau imprimé, et matériau imprimé moulé |
| EP2093265A1 (fr) | 2008-02-25 | 2009-08-26 | FUJIFILM Corporation | Composition d'encre pour jet d'encre, et procédé d'enregistrement à jet d'encre, et matériau imprimé l'utilisant |
| EP2095947A1 (fr) | 2008-02-28 | 2009-09-02 | FUJIFILM Corporation | Composition de résine pour gravure au laser, précurseur de plaque d'impression en relief pour gravure au laser, plaque d'impression en relief et procédé de production d'une plaque d'impression en relief |
| EP2100925A2 (fr) | 2008-03-11 | 2009-09-16 | FUJIFILM Corporation | Composition de pigment, composition d'encre, procédé d'enregistrement à jet d'encre et dérivé de polyallylamine |
| EP2105478A1 (fr) | 2008-03-26 | 2009-09-30 | FUJIFILM Corporation | Procédé d'enregistrement par jet d'encre et système d'enregistrement par jet d'encre |
| EP2105795A1 (fr) | 2008-03-28 | 2009-09-30 | FUJIFILM Corporation | Composition de résine pour gravure au laser, matériau pour formation d'image, précurseur de plaque d'impression en relief pour gravure au laser, plaque d'impression en relief et procédé de production d'une plaque d'impression en relief |
| EP2106906A1 (fr) | 2008-03-31 | 2009-10-07 | FUJIFILM Corporation | Précurseur de plaque d'impression en relief pour gravure laser, plaque d'impression en relief, et procédé de fabrication de plaque d'impression en relief |
| EP2109000A1 (fr) | 2004-09-10 | 2009-10-14 | FUJIFILM Corporation | Polymère ayant un groupement polymérisable, composition polymérisable, précurseur de plaque d'impression planographique et méthode d'impression planographique |
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| EP2230285A1 (fr) | 2009-03-19 | 2010-09-22 | Fujifilm Corporation | Composition d'encre, procédé d'enregistrement de jet d'encre, matériau d'impression et procédé de production d'un matériau imprimé moulé |
| EP2230284A1 (fr) | 2009-03-17 | 2010-09-22 | Fujifilm Corporation | Tintenzusammensetzung und Tintenaufzeichnungsverfahren |
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| EP2644664A1 (fr) | 2012-03-29 | 2013-10-02 | Fujifilm Corporation | Composition d'encre de type durcissant au rayonnement actinique, procédé d'enregistrement à jet d'encre, feuille décorative, produit moulé en feuille décorative, procédé de production d'article moulé dans un moule, et article moulé dans un moule |
| WO2014136923A1 (fr) | 2013-03-07 | 2014-09-12 | 富士フイルム株式会社 | Composition d'encre pour impression par jet d'encre, procédé d'impression par jet d'encre, matière imprimée et procédé de production de matière imprimée mise en forme |
| EP2842763A2 (fr) | 2013-08-30 | 2015-03-04 | Fujifilm Corporation | Procédé de formation d'image, feuille décorative, moulage en feuille décorative, procédé de production de produit moulé, produit moulé dans le moule et ensemble d'encres |
| EP3051349A1 (fr) | 2003-07-29 | 2016-08-03 | FUJIFILM Corporation | Polymère soluble dans des alcalis et composition polymérisable de celui-ci |
| WO2018141644A1 (fr) | 2017-01-31 | 2018-08-09 | Flint Group Germany Gmbh | Mélange durcissable par rayonnement contenant un poly(acétate de vinyle) partiellement saponifié faiblement fonctionnalisé |
| WO2019072701A1 (fr) | 2017-10-10 | 2019-04-18 | Flint Group Germany Gmbh | Précurseur en relief avec faible courbure transversale et plissage |
| WO2019110809A1 (fr) | 2017-12-08 | 2019-06-13 | Flint Group Germany Gmbh | Procédé servant à caractériser un précurseur en relief pour fabriquer une structure en relief |
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Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS59174831A (ja) * | 1983-03-24 | 1984-10-03 | Fuji Photo Film Co Ltd | 光重合性組成物 |
-
1980
- 1980-09-17 JP JP12877780A patent/JPS5753747A/ja active Granted
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| EP0726498A1 (fr) | 1995-02-10 | 1996-08-14 | Fuji Photo Film Co., Ltd. | Composition photopolymérisable |
| EP1662318A1 (fr) | 1999-03-09 | 2006-05-31 | Fuji Photo Film Co., Ltd. | Derivé de 1,3-dihydro-1-oxo-2H-indene |
| EP3051349A1 (fr) | 2003-07-29 | 2016-08-03 | FUJIFILM Corporation | Polymère soluble dans des alcalis et composition polymérisable de celui-ci |
| EP1615073A1 (fr) | 2004-07-06 | 2006-01-11 | Fuji Photo Film Co., Ltd. | Composition photosensible et procédé d'enregistrement d'images employant ladite composition |
| EP3182204A1 (fr) | 2004-09-10 | 2017-06-21 | FUJIFILM Corporation | Polymère doté d'un groupe polymérisable, composition polymérisable, précurseur de plaque d'impression planographique et procédé d'impression planographique l'utilisant |
| EP2109000A1 (fr) | 2004-09-10 | 2009-10-14 | FUJIFILM Corporation | Polymère ayant un groupement polymérisable, composition polymérisable, précurseur de plaque d'impression planographique et méthode d'impression planographique |
| EP1701213A2 (fr) | 2005-03-08 | 2006-09-13 | Fuji Photo Film Co., Ltd. | Composition photosensible |
| EP1707352A1 (fr) | 2005-03-31 | 2006-10-04 | Fuji Photo Film Co., Ltd. | Procédé pour la fabrication d'une plaque lithographique |
| EP1728838A1 (fr) | 2005-05-31 | 2006-12-06 | Fuji Photo Film Co., Ltd. | Composition d'encre pour l'enregistrement par jet d'encre et procédé de fabrication d'une plaque d'impression lithographique l'utilisant |
| EP1975213A1 (fr) | 2006-07-03 | 2008-10-01 | FUJIFILM Corporation | Composition d'encre, procédé d'enregistrement de jet d'encre, matériau d'impression, et procédé de production de plaque d'impression lithographique |
| EP1939244A2 (fr) | 2006-12-27 | 2008-07-02 | FUJIFILM Corporation | Composition de résine décomposable au laser et matériau de formation de motif et précurseur de plaque d'impression flexographique de type gravure au laser l'utilisant |
| EP1952998A2 (fr) | 2007-02-01 | 2008-08-06 | FUJIFILM Corporation | Appareil d'enregistrement à jet d'encre |
| EP1955858A1 (fr) | 2007-02-06 | 2008-08-13 | FUJIFILM Corporation | Solution de sous-couche, procédé d'impression par jet d'encre et dispositif d'impression par jet d'encre |
| EP1955850A2 (fr) | 2007-02-07 | 2008-08-13 | FUJIFILM Corporation | Dispositif de maintenance de tête d'impression par jet d'encre, dispositif d'impression par jet d'encre et procédé de maintenance de tête d'impression par jet d'encre |
| EP1964893A1 (fr) | 2007-02-26 | 2008-09-03 | FUJIFILM Corporation | Composition d'encre, procédé d'enregistrement à jet d'encre, matériau imprimé et ensemble d'encres |
| EP1988136A1 (fr) | 2007-03-01 | 2008-11-05 | FUJIFILM Corporation | Composition d'encre, procédé d'enregistrement de jet d'encre, matériau d'impression, procédé de production de plaque d'impression planographique et plaque d'impression planographique |
| EP1975211A1 (fr) | 2007-03-30 | 2008-10-01 | FUJIFILM Corporation | Composition d'encre et procédé d'enregistrement d'image et cache d'enregistrement d'images l'utilisant |
| EP1975160A1 (fr) | 2007-03-30 | 2008-10-01 | Fujifilm Corporation | Composé polymérisable, polymère, composition d'encre, articles imprimés et procédé d'enregistrement à jet d'encre |
| EP2042335A2 (fr) | 2007-09-28 | 2009-04-01 | FUJIFILM Corporation | Procédé d'impression par jet d'encre |
| EP2042243A2 (fr) | 2007-09-28 | 2009-04-01 | FUJIFILM Corporation | Dispositif de revêtement et dispositif d'enregistrement à jet d'encre l'utilisant |
| EP2042572A1 (fr) | 2007-09-28 | 2009-04-01 | FUJIFILM Corporation | Composition d'encre, procédé d'enregistrement de jet d'encre, matériau d'impression, et procédé de production d'un matériau imprimé moulé |
| EP2058123A2 (fr) | 2007-11-08 | 2009-05-13 | FUJIFILM Corporation | Composition de résine pour gravure au laser, précurseur de plaque d'impression en résine pour gravure au laser, plaque d'impression en relief et procédé de production d'une plaque d'impression en relief |
| EP2082874A1 (fr) | 2008-01-25 | 2009-07-29 | Fujifilm Corporation | Procédé de fabrication d'un rouleau support de toner, appareil de développement et appareil de formation d'images |
| EP2085220A2 (fr) | 2008-01-29 | 2009-08-05 | FUJIFILM Corporation | Composition de résine pour gravure au laser, précurseur de plaque d'impression en relief pour gravure au laser, plaque d'impression en relief et procédé de production associé |
| EP2088176A1 (fr) | 2008-02-07 | 2009-08-12 | FUJIFILM Corporation | Composition d'encre, procédé d'enregistrement à jet d'encre, et matériau imprimé, et matériau imprimé moulé |
| EP2093265A1 (fr) | 2008-02-25 | 2009-08-26 | FUJIFILM Corporation | Composition d'encre pour jet d'encre, et procédé d'enregistrement à jet d'encre, et matériau imprimé l'utilisant |
| EP2095947A1 (fr) | 2008-02-28 | 2009-09-02 | FUJIFILM Corporation | Composition de résine pour gravure au laser, précurseur de plaque d'impression en relief pour gravure au laser, plaque d'impression en relief et procédé de production d'une plaque d'impression en relief |
| EP2100925A2 (fr) | 2008-03-11 | 2009-09-16 | FUJIFILM Corporation | Composition de pigment, composition d'encre, procédé d'enregistrement à jet d'encre et dérivé de polyallylamine |
| EP2105478A1 (fr) | 2008-03-26 | 2009-09-30 | FUJIFILM Corporation | Procédé d'enregistrement par jet d'encre et système d'enregistrement par jet d'encre |
| EP2105795A1 (fr) | 2008-03-28 | 2009-09-30 | FUJIFILM Corporation | Composition de résine pour gravure au laser, matériau pour formation d'image, précurseur de plaque d'impression en relief pour gravure au laser, plaque d'impression en relief et procédé de production d'une plaque d'impression en relief |
| EP2106906A1 (fr) | 2008-03-31 | 2009-10-07 | FUJIFILM Corporation | Précurseur de plaque d'impression en relief pour gravure laser, plaque d'impression en relief, et procédé de fabrication de plaque d'impression en relief |
| EP2130881A1 (fr) | 2008-06-02 | 2009-12-09 | FUJIFILM Corporation | Dispersion de pigments et composition d'encre l'utilisant |
| EP2166049A1 (fr) | 2008-09-19 | 2010-03-24 | Fujifilm Corporation | Composition d'encre, procédé d'enregistrement à jet d'encre et procédé de production d'un article formé imprimé |
| EP2169021A1 (fr) | 2008-09-25 | 2010-03-31 | Fujifilm Corporation | Composition d'encre, procédé d'enregistrement à jet d'encre, et matériau imprimé |
| EP2216378A1 (fr) | 2009-02-05 | 2010-08-11 | Fujifilm Corporation | Encre non aqueuse, procédé d'enregistrement d'images, appareil d'enregistrement d'images et article enregistré |
| EP2216377A1 (fr) | 2009-02-09 | 2010-08-11 | FUJIFILM Corporation | Composition d'encre et procédé d'enregistrement à jet d'encre |
| EP2230284A1 (fr) | 2009-03-17 | 2010-09-22 | Fujifilm Corporation | Tintenzusammensetzung und Tintenaufzeichnungsverfahren |
| EP2230285A1 (fr) | 2009-03-19 | 2010-09-22 | Fujifilm Corporation | Composition d'encre, procédé d'enregistrement de jet d'encre, matériau d'impression et procédé de production d'un matériau imprimé moulé |
| EP2236570A2 (fr) | 2009-03-31 | 2010-10-06 | Fujifilm Corporation | Tintenzusammensetzung, Tintenzusammensetzung zur Tintenstrahlaufzeichnung, Tintenstrahlaufzeichnungsverfahren und durch das Tintenstrahlaufzeichnungsverfahren erhaltene gedruckte Material |
| EP2298841A1 (fr) | 2009-09-18 | 2011-03-23 | FUJIFILM Corporation | Composition d'encre et procédé d'enregistrement à jet d'encre |
| EP2311918A1 (fr) | 2009-09-29 | 2011-04-20 | FUJIFILM Corporation | Composition d'encre et procédé d'enregistrement à jet d'encre |
| EP2388146A2 (fr) | 2010-05-19 | 2011-11-23 | Fujifilm Corporation | Procédé d'impression, procédé de préparation de surimpression, procédé de traitement de stratifié, composition de revêtement durcissable à diode électroluminescente et composition d'encre durcissable à diode électroluminescente |
| EP2644664A1 (fr) | 2012-03-29 | 2013-10-02 | Fujifilm Corporation | Composition d'encre de type durcissant au rayonnement actinique, procédé d'enregistrement à jet d'encre, feuille décorative, produit moulé en feuille décorative, procédé de production d'article moulé dans un moule, et article moulé dans un moule |
| WO2014136923A1 (fr) | 2013-03-07 | 2014-09-12 | 富士フイルム株式会社 | Composition d'encre pour impression par jet d'encre, procédé d'impression par jet d'encre, matière imprimée et procédé de production de matière imprimée mise en forme |
| EP2842763A2 (fr) | 2013-08-30 | 2015-03-04 | Fujifilm Corporation | Procédé de formation d'image, feuille décorative, moulage en feuille décorative, procédé de production de produit moulé, produit moulé dans le moule et ensemble d'encres |
| WO2018141644A1 (fr) | 2017-01-31 | 2018-08-09 | Flint Group Germany Gmbh | Mélange durcissable par rayonnement contenant un poly(acétate de vinyle) partiellement saponifié faiblement fonctionnalisé |
| US11914293B2 (en) | 2017-01-31 | 2024-02-27 | Flint Group Germany Gmbh | Radiatioin-curable mixture containing low-functionalised, partially saponified polyvinyl acetate |
| US11325368B2 (en) | 2017-03-27 | 2022-05-10 | Flint Group Germany Gmbh | Method for producing pictorial relief structures |
| WO2019072701A1 (fr) | 2017-10-10 | 2019-04-18 | Flint Group Germany Gmbh | Précurseur en relief avec faible courbure transversale et plissage |
| US11822246B2 (en) | 2017-10-10 | 2023-11-21 | Flint Group Germany Gmbh | Relief precursor having low cupping and fluting |
| WO2019110809A1 (fr) | 2017-12-08 | 2019-06-13 | Flint Group Germany Gmbh | Procédé servant à caractériser un précurseur en relief pour fabriquer une structure en relief |
| WO2019121605A1 (fr) | 2017-12-18 | 2019-06-27 | Xeikon Prepress N.V. | Procédé de fixation et de traitement d'une plaque souple sur un tambour, et plaque souple |
| WO2019206906A1 (fr) | 2018-04-26 | 2019-10-31 | Xeikon Prepress N.V. | Appareil et procédé de traitement et de transport d'un précurseur de plaque d'impression en relief |
| WO2019206911A1 (fr) | 2018-04-26 | 2019-10-31 | Xeikon Prepress N.V. | Appareil et procédé de traitement d'un précurseur de plaque en relief ayant un système de transport |
| US11718085B2 (en) | 2018-09-26 | 2023-08-08 | Flint Group Germany Gmbh | Method for thermally developing relief precursors |
| EP3629089A1 (fr) | 2018-09-26 | 2020-04-01 | Flint Group Germany GmbH | Procédé de développement thermique de précurseurs en relief |
| EP4006639A1 (fr) | 2020-11-27 | 2022-06-01 | Flint Group Germany GmbH | Composition photosensible |
| EP4009106A1 (fr) | 2020-11-27 | 2022-06-08 | Flint Group Germany GmbH | Composition photosensible |
| NL2027002B1 (en) | 2020-11-27 | 2022-07-04 | Flint Group Germany Gmbh | Photosensitive composition |
| NL2027003B1 (en) | 2020-11-27 | 2022-07-04 | Flint Group Germany Gmbh | Photosensitive composition |
| WO2022238298A1 (fr) | 2021-05-12 | 2022-11-17 | Flint Group Germany Gmbh | Précurseur d'élément d'impression flexographique à indice de fluidité à chaud élevé |
| WO2022238296A1 (fr) | 2021-05-12 | 2022-11-17 | Flint Group Germany Gmbh | Précurseur de relief à base d'huiles végétales en tant que plastifiants convenant aux plaques d'impression |
| NL2028208B1 (en) | 2021-05-12 | 2022-11-30 | Flint Group Germany Gmbh | Flexographic printing element precursor with high melt flow index |
| NL2028207B1 (en) | 2021-05-12 | 2022-11-30 | Flint Group Germany Gmbh | A relief precursor with vegetable oils as plasticizers suitable for printing plates |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5753747A (ja) | 1982-03-30 |
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