KR19990088376A - 디아조디술폰화합물및감방사선성수지조성물 - Google Patents
디아조디술폰화합물및감방사선성수지조성물 Download PDFInfo
- Publication number
- KR19990088376A KR19990088376A KR1019990017942A KR19990017942A KR19990088376A KR 19990088376 A KR19990088376 A KR 19990088376A KR 1019990017942 A KR1019990017942 A KR 1019990017942A KR 19990017942 A KR19990017942 A KR 19990017942A KR 19990088376 A KR19990088376 A KR 19990088376A
- Authority
- KR
- South Korea
- Prior art keywords
- group
- compound
- styrene
- methylstyrene
- methyl
- Prior art date
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- 150000001875 compounds Chemical class 0.000 title claims abstract description 115
- 230000005855 radiation Effects 0.000 title claims abstract description 42
- 239000011342 resin composition Substances 0.000 title claims abstract description 24
- 229920005989 resin Polymers 0.000 claims abstract description 73
- 239000011347 resin Substances 0.000 claims abstract description 73
- 125000000664 diazo group Chemical group [N-]=[N+]=[*] 0.000 claims abstract description 19
- 125000004432 carbon atom Chemical group C* 0.000 claims description 43
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 33
- 125000000217 alkyl group Chemical group 0.000 claims description 22
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 17
- 125000003545 alkoxy group Chemical group 0.000 claims description 12
- 125000000962 organic group Chemical group 0.000 claims description 10
- 229910052799 carbon Inorganic materials 0.000 claims description 7
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 5
- 125000000623 heterocyclic group Chemical group 0.000 claims description 4
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 3
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims 1
- 125000002853 C1-C4 hydroxyalkyl group Chemical group 0.000 claims 1
- 239000002253 acid Substances 0.000 abstract description 82
- FUGYGGDSWSUORM-UHFFFAOYSA-N 4-hydroxystyrene Chemical compound OC1=CC=C(C=C)C=C1 FUGYGGDSWSUORM-UHFFFAOYSA-N 0.000 abstract description 34
- 230000035945 sensitivity Effects 0.000 abstract description 12
- 229920001577 copolymer Polymers 0.000 abstract description 6
- -1 t-butoxycarbonyl group Chemical group 0.000 description 207
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 34
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 33
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 30
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 29
- 239000000203 mixture Substances 0.000 description 20
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 18
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 16
- 238000006243 chemical reaction Methods 0.000 description 14
- 239000003795 chemical substances by application Substances 0.000 description 14
- 239000000243 solution Substances 0.000 description 14
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 14
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 13
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 12
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 12
- 125000004122 cyclic group Chemical group 0.000 description 11
- 238000009792 diffusion process Methods 0.000 description 11
- 230000015572 biosynthetic process Effects 0.000 description 10
- FWFSEYBSWVRWGL-UHFFFAOYSA-N cyclohex-2-enone Chemical compound O=C1CCCC=C1 FWFSEYBSWVRWGL-UHFFFAOYSA-N 0.000 description 10
- 239000002904 solvent Substances 0.000 description 10
- 239000000126 substance Substances 0.000 description 10
- 125000004036 acetal group Chemical group 0.000 description 9
- 239000003513 alkali Substances 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 9
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 9
- 238000003786 synthesis reaction Methods 0.000 description 9
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical group OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 8
- DNIAPMSPPWPWGF-UHFFFAOYSA-N monopropylene glycol Natural products CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 8
- 239000004094 surface-active agent Substances 0.000 description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 7
- 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 7
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 7
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 7
- 238000000034 method Methods 0.000 description 7
- 238000003756 stirring Methods 0.000 description 7
- 239000000758 substrate Substances 0.000 description 7
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 6
- 125000003118 aryl group Chemical group 0.000 description 6
- 238000011161 development Methods 0.000 description 6
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 6
- 238000002329 infrared spectrum Methods 0.000 description 6
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 6
- 125000003808 silyl group Chemical group [H][Si]([H])([H])[*] 0.000 description 6
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 5
- 230000002378 acidificating effect Effects 0.000 description 5
- 239000007864 aqueous solution Substances 0.000 description 5
- 125000003710 aryl alkyl group Chemical group 0.000 description 5
- 125000006165 cyclic alkyl group Chemical group 0.000 description 5
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 5
- 238000010894 electron beam technology Methods 0.000 description 5
- 125000005843 halogen group Chemical group 0.000 description 5
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 5
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Natural products C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 5
- 238000002156 mixing Methods 0.000 description 5
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 5
- 150000002830 nitrogen compounds Chemical class 0.000 description 5
- 229910052710 silicon Inorganic materials 0.000 description 5
- 239000010703 silicon Substances 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- 238000005160 1H NMR spectroscopy Methods 0.000 description 4
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 4
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 4
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Natural products NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 4
- 125000002252 acyl group Chemical group 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 4
- 150000001721 carbon Chemical group 0.000 description 4
- 239000007795 chemical reaction product Substances 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- 238000000576 coating method Methods 0.000 description 4
- 238000013329 compounding Methods 0.000 description 4
- 238000004132 cross linking Methods 0.000 description 4
- 238000010586 diagram Methods 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 description 4
- LZCLXQDLBQLTDK-UHFFFAOYSA-N ethyl 2-hydroxypropanoate Chemical compound CCOC(=O)C(C)O LZCLXQDLBQLTDK-UHFFFAOYSA-N 0.000 description 4
- CATSNJVOTSVZJV-UHFFFAOYSA-N heptan-2-one Chemical compound CCCCCC(C)=O CATSNJVOTSVZJV-UHFFFAOYSA-N 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 238000005259 measurement Methods 0.000 description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 4
- 239000002994 raw material Substances 0.000 description 4
- 238000003860 storage Methods 0.000 description 4
- 125000001424 substituent group Chemical group 0.000 description 4
- 150000003457 sulfones Chemical class 0.000 description 4
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 4
- WTVXIBRMWGUIMI-UHFFFAOYSA-N trifluoro($l^{1}-oxidanylsulfonyl)methane Chemical group [O]S(=O)(=O)C(F)(F)F WTVXIBRMWGUIMI-UHFFFAOYSA-N 0.000 description 4
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 3
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- JAGRUUPXPPLSRX-UHFFFAOYSA-N 4-prop-1-en-2-ylphenol Chemical compound CC(=C)C1=CC=C(O)C=C1 JAGRUUPXPPLSRX-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 3
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical class CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical class C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 3
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 description 3
- 229910052581 Si3N4 Inorganic materials 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 150000001241 acetals Chemical class 0.000 description 3
- 239000004202 carbamide Substances 0.000 description 3
- 238000007796 conventional method Methods 0.000 description 3
- 238000007334 copolymerization reaction Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000011156 evaluation Methods 0.000 description 3
- 238000010265 fast atom bombardment Methods 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 125000000524 functional group Chemical group 0.000 description 3
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- 238000001459 lithography Methods 0.000 description 3
- 239000000178 monomer Substances 0.000 description 3
- 229910017464 nitrogen compound Inorganic materials 0.000 description 3
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- 238000007254 oxidation reaction Methods 0.000 description 3
- 239000002245 particle Substances 0.000 description 3
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 3
- 238000012545 processing Methods 0.000 description 3
- 239000008213 purified water Substances 0.000 description 3
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 3
- HQVNEWCFYHHQES-UHFFFAOYSA-N silicon nitride Chemical compound N12[Si]34N5[Si]62N3[Si]51N64 HQVNEWCFYHHQES-UHFFFAOYSA-N 0.000 description 3
- JRMUNVKIHCOMHV-UHFFFAOYSA-M tetrabutylammonium bromide Chemical compound [Br-].CCCC[N+](CCCC)(CCCC)CCCC JRMUNVKIHCOMHV-UHFFFAOYSA-M 0.000 description 3
- 125000003718 tetrahydrofuranyl group Chemical group 0.000 description 3
- NDLIRBZKZSDGSO-UHFFFAOYSA-N tosyl azide Chemical compound CC1=CC=C(S(=O)(=O)[N-][N+]#N)C=C1 NDLIRBZKZSDGSO-UHFFFAOYSA-N 0.000 description 3
- 229960000834 vinyl ether Drugs 0.000 description 3
- DLDWUFCUUXXYTB-UHFFFAOYSA-N (2-oxo-1,2-diphenylethyl) 4-methylbenzenesulfonate Chemical compound C1=CC(C)=CC=C1S(=O)(=O)OC(C=1C=CC=CC=1)C(=O)C1=CC=CC=C1 DLDWUFCUUXXYTB-UHFFFAOYSA-N 0.000 description 2
- VLLPVDKADBYKLM-UHFFFAOYSA-M 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate;triphenylsulfanium Chemical compound [O-]S(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F.C1=CC=CC=C1[S+](C=1C=CC=CC=1)C1=CC=CC=C1 VLLPVDKADBYKLM-UHFFFAOYSA-M 0.000 description 2
- YJTKZCDBKVTVBY-UHFFFAOYSA-N 1,3-Diphenylbenzene Chemical group C1=CC=CC=C1C1=CC=CC(C=2C=CC=CC=2)=C1 YJTKZCDBKVTVBY-UHFFFAOYSA-N 0.000 description 2
- GWEHVDNNLFDJLR-UHFFFAOYSA-N 1,3-diphenylurea Chemical compound C=1C=CC=CC=1NC(=O)NC1=CC=CC=C1 GWEHVDNNLFDJLR-UHFFFAOYSA-N 0.000 description 2
- RXYPXQSKLGGKOL-UHFFFAOYSA-N 1,4-dimethylpiperazine Chemical compound CN1CCN(C)CC1 RXYPXQSKLGGKOL-UHFFFAOYSA-N 0.000 description 2
- VHJMAPSVGREZMK-UHFFFAOYSA-N 1-(1-ethoxyethoxy)-4-prop-1-en-2-ylbenzene Chemical compound CCOC(C)OC1=CC=C(C(C)=C)C=C1 VHJMAPSVGREZMK-UHFFFAOYSA-N 0.000 description 2
- HFBNKFQSLRACKY-UHFFFAOYSA-N 1-(1-methoxyethoxy)-4-prop-1-en-2-ylbenzene Chemical compound COC(C)OC1=CC=C(C(C)=C)C=C1 HFBNKFQSLRACKY-UHFFFAOYSA-N 0.000 description 2
- JBRQGUSFVNEPSG-UHFFFAOYSA-N 1-(1-methoxypropoxy)-4-prop-1-en-2-ylbenzene Chemical compound CCC(OC)OC1=CC=C(C(C)=C)C=C1 JBRQGUSFVNEPSG-UHFFFAOYSA-N 0.000 description 2
- UNMYKPSSIFZORM-UHFFFAOYSA-N 1-(2-ethenoxyethoxy)butane Chemical compound CCCCOCCOC=C UNMYKPSSIFZORM-UHFFFAOYSA-N 0.000 description 2
- DXXUPATXPHXHFX-UHFFFAOYSA-N 1-(2-methoxypropan-2-yloxy)-4-prop-1-en-2-ylbenzene Chemical compound COC(C)(C)OC1=CC=C(C(C)=C)C=C1 DXXUPATXPHXHFX-UHFFFAOYSA-N 0.000 description 2
- GTAHTAYIORGHQL-UHFFFAOYSA-N 1-(2-methyl-1-propoxypropoxy)-4-prop-1-en-2-ylbenzene Chemical compound CCCOC(C(C)C)OC1=CC=C(C(C)=C)C=C1 GTAHTAYIORGHQL-UHFFFAOYSA-N 0.000 description 2
- NZHYQFYSNZKTSV-UHFFFAOYSA-N 1-(3,3-dimethyl-2-propoxybutan-2-yl)oxy-4-ethenylbenzene Chemical compound CCCOC(C)(C(C)(C)C)OC1=CC=C(C=C)C=C1 NZHYQFYSNZKTSV-UHFFFAOYSA-N 0.000 description 2
- ITWUABPONUTEAZ-UHFFFAOYSA-N 1-(3,3-dimethyl-2-propoxybutan-2-yl)oxy-4-prop-1-en-2-ylbenzene Chemical compound CCCOC(C)(C(C)(C)C)OC1=CC=C(C(C)=C)C=C1 ITWUABPONUTEAZ-UHFFFAOYSA-N 0.000 description 2
- WEWYMIGNDMKNDR-UHFFFAOYSA-N 1-(3-methyl-2-propoxybutan-2-yl)oxy-4-prop-1-en-2-ylbenzene Chemical compound CCCOC(C)(C(C)C)OC1=CC=C(C(C)=C)C=C1 WEWYMIGNDMKNDR-UHFFFAOYSA-N 0.000 description 2
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- SAMJGBVVQUEMGC-UHFFFAOYSA-N 1-ethenoxy-2-(2-ethenoxyethoxy)ethane Chemical compound C=COCCOCCOC=C SAMJGBVVQUEMGC-UHFFFAOYSA-N 0.000 description 2
- DTNCNFLLRLHPNJ-UHFFFAOYSA-N 1-ethenyl-4-(1-ethoxyethoxy)benzene Chemical compound CCOC(C)OC1=CC=C(C=C)C=C1 DTNCNFLLRLHPNJ-UHFFFAOYSA-N 0.000 description 2
- OZXPMIXDTLFMGZ-UHFFFAOYSA-N 1-ethenyl-4-(1-ethoxypropoxy)benzene Chemical compound CCOC(CC)OC1=CC=C(C=C)C=C1 OZXPMIXDTLFMGZ-UHFFFAOYSA-N 0.000 description 2
- MGJHVJKUHCWETL-UHFFFAOYSA-N 1-ethenyl-4-(1-methoxyethoxy)benzene Chemical compound COC(C)OC1=CC=C(C=C)C=C1 MGJHVJKUHCWETL-UHFFFAOYSA-N 0.000 description 2
- OGYIDOZZUDEGHA-UHFFFAOYSA-N 1-ethenyl-4-(1-methoxypropoxy)benzene Chemical compound CCC(OC)OC1=CC=C(C=C)C=C1 OGYIDOZZUDEGHA-UHFFFAOYSA-N 0.000 description 2
- APQDMXTYZMONMU-UHFFFAOYSA-N 1-ethenyl-4-(2-methoxypropan-2-yloxy)benzene Chemical compound COC(C)(C)OC1=CC=C(C=C)C=C1 APQDMXTYZMONMU-UHFFFAOYSA-N 0.000 description 2
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- HXHRNQAXHHDCHT-UHFFFAOYSA-N 1-prop-1-en-2-yl-4-(1-propoxypentoxy)benzene Chemical compound CCCCC(OCCC)OC1=CC=C(C(C)=C)C=C1 HXHRNQAXHHDCHT-UHFFFAOYSA-N 0.000 description 2
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- WFEPBJVQBMJKJL-UHFFFAOYSA-N 1-prop-1-en-2-yl-4-(2-propoxypentan-2-yloxy)benzene Chemical compound CCCOC(C)(CCC)OC1=CC=C(C(C)=C)C=C1 WFEPBJVQBMJKJL-UHFFFAOYSA-N 0.000 description 2
- JSNVOLPJJFSOPM-UHFFFAOYSA-N 1-prop-1-en-2-yl-4-(2-propoxypropan-2-yloxy)benzene Chemical compound CCCOC(C)(C)OC1=CC=C(C(C)=C)C=C1 JSNVOLPJJFSOPM-UHFFFAOYSA-N 0.000 description 2
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 description 2
- OJVAMHKKJGICOG-UHFFFAOYSA-N 2,5-hexanedione Chemical compound CC(=O)CCC(C)=O OJVAMHKKJGICOG-UHFFFAOYSA-N 0.000 description 2
- PSJVIVHGHCXAJI-UHFFFAOYSA-N 2-ethenoxyethoxycyclohexane Chemical compound C=COCCOC1CCCCC1 PSJVIVHGHCXAJI-UHFFFAOYSA-N 0.000 description 2
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 2
- BSKHPKMHTQYZBB-UHFFFAOYSA-N 2-methylpyridine Chemical compound CC1=CC=CC=N1 BSKHPKMHTQYZBB-UHFFFAOYSA-N 0.000 description 2
- 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 2
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- TYJJADVDDVDEDZ-UHFFFAOYSA-M potassium hydrogencarbonate Chemical compound [K+].OC([O-])=O TYJJADVDDVDEDZ-UHFFFAOYSA-M 0.000 description 1
- 230000002250 progressing effect Effects 0.000 description 1
- NLDFTWSUPLJCQD-UHFFFAOYSA-N prop-1-en-2-yl propanoate Chemical compound CCC(=O)OC(C)=C NLDFTWSUPLJCQD-UHFFFAOYSA-N 0.000 description 1
- 150000003151 propanoic acid esters Chemical class 0.000 description 1
- QLNJFJADRCOGBJ-UHFFFAOYSA-N propionamide Chemical compound CCC(N)=O QLNJFJADRCOGBJ-UHFFFAOYSA-N 0.000 description 1
- 229940080818 propionamide Drugs 0.000 description 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 150000003220 pyrenes Chemical class 0.000 description 1
- PBMFSQRYOILNGV-UHFFFAOYSA-N pyridazine Chemical compound C1=CC=NN=C1 PBMFSQRYOILNGV-UHFFFAOYSA-N 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- ZDYVRSLAEXCVBX-UHFFFAOYSA-N pyridinium p-toluenesulfonate Chemical compound C1=CC=[NH+]C=C1.CC1=CC=C(S([O-])(=O)=O)C=C1 ZDYVRSLAEXCVBX-UHFFFAOYSA-N 0.000 description 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
- MCJGNVYPOGVAJF-UHFFFAOYSA-N quinolin-8-ol Chemical compound C1=CN=C2C(O)=CC=CC2=C1 MCJGNVYPOGVAJF-UHFFFAOYSA-N 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 229940081623 rose bengal Drugs 0.000 description 1
- 229930187593 rose bengal Natural products 0.000 description 1
- STRXNPAVPKGJQR-UHFFFAOYSA-N rose bengal A Natural products O1C(=O)C(C(=CC=C2Cl)Cl)=C2C21C1=CC(I)=C(O)C(I)=C1OC1=C(I)C(O)=C(I)C=C21 STRXNPAVPKGJQR-UHFFFAOYSA-N 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 125000003548 sec-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000004065 semiconductor Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 125000003696 stearoyl group Chemical group O=C([*])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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000003440 styrenes Chemical class 0.000 description 1
- 125000000547 substituted alkyl group Chemical group 0.000 description 1
- 125000003107 substituted aryl group Chemical group 0.000 description 1
- 229960002317 succinimide Drugs 0.000 description 1
- 125000002730 succinyl group Chemical group C(CCC(=O)*)(=O)* 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- XMRZNNGTCUALQE-UHFFFAOYSA-N tert-butyl 3-(4-ethenylphenoxy)propanoate Chemical compound CC(C)(C)OC(=O)CCOC1=CC=C(C=C)C=C1 XMRZNNGTCUALQE-UHFFFAOYSA-N 0.000 description 1
- ISXSCDLOGDJUNJ-UHFFFAOYSA-N tert-butyl prop-2-enoate Chemical compound CC(C)(C)OC(=O)C=C ISXSCDLOGDJUNJ-UHFFFAOYSA-N 0.000 description 1
- ILMRJRBKQSSXGY-UHFFFAOYSA-N tert-butyl(dimethyl)silicon Chemical group C[Si](C)C(C)(C)C ILMRJRBKQSSXGY-UHFFFAOYSA-N 0.000 description 1
- 125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 125000004632 tetrahydrothiopyranyl group Chemical group S1C(CCCC1)* 0.000 description 1
- 125000005425 toluyl group Chemical group 0.000 description 1
- LDHQCZJRKDOVOX-UHFFFAOYSA-N trans-crotonic acid Natural products CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 125000005270 trialkylamine group Chemical group 0.000 description 1
- IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
- SWZDQOUHBYYPJD-UHFFFAOYSA-N tridodecylamine Chemical compound CCCCCCCCCCCCN(CCCCCCCCCCCC)CCCCCCCCCCCC SWZDQOUHBYYPJD-UHFFFAOYSA-N 0.000 description 1
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 1
- ODHXBMXNKOYIBV-UHFFFAOYSA-N triphenylamine Chemical compound C1=CC=CC=C1N(C=1C=CC=CC=1)C1=CC=CC=C1 ODHXBMXNKOYIBV-UHFFFAOYSA-N 0.000 description 1
- FAYMLNNRGCYLSR-UHFFFAOYSA-M triphenylsulfonium triflate Chemical compound [O-]S(=O)(=O)C(F)(F)F.C1=CC=CC=C1[S+](C=1C=CC=CC=1)C1=CC=CC=C1 FAYMLNNRGCYLSR-UHFFFAOYSA-M 0.000 description 1
- YFTHZRPMJXBUME-UHFFFAOYSA-N tripropylamine Chemical compound CCCN(CCC)CCC YFTHZRPMJXBUME-UHFFFAOYSA-N 0.000 description 1
- 125000002221 trityl group Chemical group [H]C1=C([H])C([H])=C([H])C([H])=C1C([*])(C1=C(C(=C(C(=C1[H])[H])[H])[H])[H])C1=C([H])C([H])=C([H])C([H])=C1[H] 0.000 description 1
- 125000003774 valeryl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000003079 width control Methods 0.000 description 1
- 239000008096 xylene Substances 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
-
- 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
- G03F7/0045—Photosensitive materials with organic non-macromolecular light-sensitive compounds not otherwise provided for, e.g. dissolution inhibitors
-
- 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
- G03F7/039—Macromolecular compounds which are photodegradable, e.g. positive electron resists
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S430/00—Radiation imagery chemistry: process, composition, or product thereof
- Y10S430/1053—Imaging affecting physical property or radiation sensitive material, or producing nonplanar or printing surface - process, composition, or product: radiation sensitive composition or product or process of making binder containing
- Y10S430/1055—Radiation sensitive composition or product or process of making
- Y10S430/106—Binder containing
Landscapes
- Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- General Physics & Mathematics (AREA)
- Materials For Photolithography (AREA)
Abstract
Description
산발생제 (부) | 수지 (B)(부) | 수지 (C)(부) | 용해제어제(부) | 산확산 제어제 (부) | 용매 (부) | ||
A 성분 | B 성분 | ||||||
실시예 1실시예 2실시예 3실시예 4실시예 5실시예 6실시예 7실시예 8실시예 9실시예 10 | A-1 (8)A-1 (5)A-1 (7)A-2 (3)A-3 (7)A-2 (6)A-2 (4)A-1 (5)A-3 (4)A-2 (4) | --α-1 (3.0)-----α-2 (1.0)- | B-1 (60)B-1 (70)B-1 (50)B-2 (80)B-3 (100)B-4 (100)B-6 (75)B-7 (40)B-2 (40)B-1 (50) | C-3 (40)C-4 (40)C-1 (50)C-2 (20)--C-1 (25)C-1 (10)C-3 (50)C-1 (10)C-3 (50)C-3 (50) | ---------- | γ-1(0.30)γ-2(0.35)γ-1(0.30)γ-2(0.20)γ-2(0.10)γ-3(0.10)γ-2(0.20)γ-1(0.35)γ-1(0.20)γ-1(0.30)γ-1(0.20) | δ-1(30)δ-2(70)δ-2(100)δ-2(100)δ-2(100)δ-2(100)δ-2(100)δ-2(100)δ-2(100)δ-2(100)δ-1(30)δ-2(70) |
산발생제 (부) | 수지 (B)(부) | 수지 (C)(부) | 용해제어제(부) | 산확산 제어제 (부) | 용매 (부) | ||
A 성분 | B 성분 | ||||||
실시예 11실시예 12실시예 13실시예 14실시예 15실시예 16실시예 17비교예 1비교예 2 | A-1 (5)A-3 (8)A-1 (8)A-2 (2)A-1 (2)A-2 (5)A-1 (5)A-2 (4)-- | α-2 (0.5)--α-1 (5.0)α-3 (0.3)α-2 (0.5)α-2 (0.5)α-2 (0.3)α-2 (1.0)α-4 (5.0) | B-1 (60)B-4 (20)B-5 (50)B-6 (10)B-1 (60)B-7 (20)B-3 (50)B-4 (50)-B-1 (80) | C-3 (40)C-4 (80)C-4 (50)C-4 (90)C-1 (40)C-1 (70)-C-2 (100)C-1 (20) | -----β-1 (10)--- | γ-1(0.20)γ-1(0.20)γ-1(0.20)γ-2(0.15)γ-4(0.15)γ-1(0.20)γ-1(0.20)γ-1(0.15)γ-1(0.30)γ-1(0.30) | δ-1(30)δ-2(70)δ-1(30)δ-2(70)δ-1(30)δ-2(70)δ-1(30)δ-2(70)δ-2(50)δ-3(50)δ-1(100)δ-1(20)δ-2(80)δ-2(100)δ-2(100) |
PB | 노광광원 | PEB | |||
온도 (℃) | 시간 (초) | 온도 (℃) | 시간 (초) | ||
실시예 1실시예 2실시예 3실시예 4실시예 5실시예 6실시예 7실시예 8실시예 9실시예 10 | 9090901001109095909090 | 90606060906090606090 | KrF 엑시머레이저KrF 엑시머레이저KrF 엑시머레이저KrF 엑시머레이저KrF 엑시머레이저KrF 엑시머레이저KrF 엑시머레이저KrF 엑시머레이저KrF 엑시머레이저KrF 엑시머레이저 | 100909011011012011010090100 | 90609060906090606090 |
PB | 노광광원 | PEB | |||
온도 (℃) | 시간 (초) | 온도 (℃) | 시간 (초) | ||
실시예 11실시예 12실시예 13실시예 14실시예 15실시예 16실시예 17비교예 1비교예 2 | 1301008090901001109090 | 606060609060606060 | KrF 엑시머레이저KrF 엑시머레이저KrF 엑시머레이저KrF 엑시머레이저KrF 엑시머레이저전자선전자선KrF 엑시머레이저KrF 엑시머레이저 | 1301151009090110110100100 | 606090609060606060 |
감도 | 해상도 (㎛) | 패턴 형상 | 해밍 현상 | |
실시예 1실시예 2실시예 3실시예 4실시예 5실시예 6실시예 7실시예 8실시예 9실시예 10실시예 11실시예 12실시예 13실시예 14실시예 15실시예 16실시예 17비교예 1비교예 2 | 21 mJ/㎠24 mJ/㎠24 mJ/㎠25 mJ/㎠29 mJ/㎠23 mJ/㎠21 mJ/㎠18 mJ/㎠24 mJ/㎠23 mJ/㎠21 mJ/㎠21 mJ/㎠28 mJ/㎠23 mJ/㎠22 mJ/㎠5 μC/㎠5 μC/㎠34 mJ/㎠29 mJ/㎠ | 0.210.210.210.220.220.210.210.210.210.220.220.220.210.220.220.210.220.250.24 | 양호양호양호양호양호양호양호양호양호양호양호양호양호양호양호양호양호불가양호 | 양호양호양호양호양호양호양호양호양호양호양호양호양호양호양호양호양호-불가 |
Claims (3)
- 하기 화학식 1로 표시되는 디아조디술폰 화합물.<화학식 1>상기 식중, R1은 1가의 유기기를 나타내고, R2내지 R9는 서로 독립적으로 수소 원자, 탄소수 1 내지 4의 알킬기, 탄소수 1 내지 4의 알콕시기 또는 탄소수 1 내지 4의 히드록시알킬기를 나타낸다.
- 하기 화학식 2로 표시되는 디아조디술폰 화합물.<화학식 2>상기 식중, R10은 1가의 유기기를 나타내고, R11내지 R18은 서로 독립적으로 수소 원자, 탄소수 1 내지 4의 알킬기, 탄소수 1 내지 4의 알콕시기 또는 탄소수 1 내지 4의 히드록시알킬기를 나타내고, R19및 R20은 서로 독립적으로 탄소수 1 내지 4의 알킬기를 나타내거나, 또는 R19와 R20이 서로 결합하여 식 중의 탄소 원자 및 산소 원자와 함께 복소환 구조를 형성하고 있는 탄소수 2 내지 8의 2가의 유기기를 나타낸다.
- (A) 제1항에 기재한 디아조디술폰 화합물 및(또는) 제2항에 기재한 디아조디술폰 화합물 및(B) 하기 화학식 3으로 표시되는 반복 단위와 하기 화학식 4로 표시되는 반복 단위를 갖는 수지를 함유하는 것을 특징으로 하는 감방사선성 수지 조성물.<화학식 3>상기 식중, R21은 수소 원자 또는 메틸기를 나타낸다.<화학식 4>상기 식중, R22및 R23은 서로 독립적으로 수소 원자 또는 메틸기를 나타내고, R24는 탄소수 1 내지 4의 알킬기를 나타내고, R25는 탄소수 1 내지 6의 알킬기를 나타낸다.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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JP98-153947 | 1998-05-19 | ||
JP15394798 | 1998-05-19 |
Publications (2)
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KR19990088376A true KR19990088376A (ko) | 1999-12-27 |
KR100539648B1 KR100539648B1 (ko) | 2005-12-29 |
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Country Status (5)
Country | Link |
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US (1) | US6143460A (ko) |
EP (1) | EP0959389B1 (ko) |
KR (1) | KR100539648B1 (ko) |
DE (1) | DE69915928T2 (ko) |
TW (1) | TWI232855B (ko) |
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EP0928287B1 (fr) * | 1997-07-25 | 2003-10-01 | Acep Inc. | Composes ioniques ayant une charge anionique delocalisee, leur utilisation comme composants de conducteurs ioniques ou de catalyseur |
TW502133B (en) * | 1999-06-10 | 2002-09-11 | Wako Pure Chem Ind Ltd | Resist composition, agent and method for reducing substrate dependence thereof |
US6338931B1 (en) * | 1999-08-16 | 2002-01-15 | Shin-Etsu Chemical Co., Ltd. | Resist compositions and patterning process |
IL139513A (en) * | 1999-11-09 | 2004-12-15 | Jsr Corp | N -sulfonylaxamide and radiation-resistant resins that use these compounds |
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EP1122605A3 (en) * | 2000-02-04 | 2001-09-19 | JSR Corporation | Radiation-sensitive resin composition |
JP3437138B2 (ja) * | 2000-03-14 | 2003-08-18 | 松下電器産業株式会社 | パターン形成材料及びパターン形成方法 |
AU2001267839A1 (en) * | 2000-08-30 | 2002-03-13 | Wako Pure Chemical Industries, Ltd. | Sulfonium salt compound |
KR20020045566A (ko) * | 2000-12-07 | 2002-06-19 | 카나가와 치히로 | 고분자 화합물의 제조 방법 및 이 고분자 화합물을 사용한레지스트 재료 |
US6838225B2 (en) | 2001-01-18 | 2005-01-04 | Jsr Corporation | Radiation-sensitive resin composition |
KR100508699B1 (ko) * | 2001-08-09 | 2005-08-17 | 학교법인 한양학원 | Afm 리소그래피용 아조 화합물 레지스트 |
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KR20050094828A (ko) * | 2002-12-26 | 2005-09-28 | 도오꾜오까고오교 가부시끼가이샤 | 포지티브형 레지스트 조성물 및 레지스트 패턴 형성 방법 |
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TW394861B (en) * | 1994-04-25 | 2000-06-21 | Tokyo Ohka Kogyo Co Ltd | Positive resist composition |
US5558971A (en) * | 1994-09-02 | 1996-09-24 | Wako Pure Chemical Industries, Ltd. | Resist material |
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US5945248A (en) * | 1996-07-24 | 1999-08-31 | Tokyo Ohka Kogyo Co., Ltd. | Chemical-sensitization positive-working photoresist composition |
US5908730A (en) * | 1996-07-24 | 1999-06-01 | Tokyo Ohka Kogyo Co., Ltd. | Chemical-sensitization photoresist composition |
-
1999
- 1999-05-18 TW TW088108122A patent/TWI232855B/zh not_active IP Right Cessation
- 1999-05-18 EP EP99109769A patent/EP0959389B1/en not_active Expired - Lifetime
- 1999-05-18 DE DE69915928T patent/DE69915928T2/de not_active Expired - Lifetime
- 1999-05-19 KR KR10-1999-0017942A patent/KR100539648B1/ko not_active IP Right Cessation
- 1999-05-19 US US09/314,124 patent/US6143460A/en not_active Expired - Lifetime
Cited By (2)
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KR100777520B1 (ko) * | 2000-06-16 | 2007-11-16 | 제이에스알 가부시끼가이샤 | 감방사선성 수지 조성물 |
KR100885691B1 (ko) * | 2001-04-06 | 2009-02-26 | 후지필름 가부시키가이샤 | 포지티브 포토레지스트 조성물 및 패턴형성방법 |
Also Published As
Publication number | Publication date |
---|---|
DE69915928T2 (de) | 2005-04-14 |
TWI232855B (en) | 2005-05-21 |
DE69915928D1 (de) | 2004-05-06 |
EP0959389A1 (en) | 1999-11-24 |
KR100539648B1 (ko) | 2005-12-29 |
EP0959389B1 (en) | 2004-03-31 |
US6143460A (en) | 2000-11-07 |
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