TW201224657A - Photosensitive composition and photoresist - Google Patents
Photosensitive composition and photoresist Download PDFInfo
- Publication number
- TW201224657A TW201224657A TW099141978A TW99141978A TW201224657A TW 201224657 A TW201224657 A TW 201224657A TW 099141978 A TW099141978 A TW 099141978A TW 99141978 A TW99141978 A TW 99141978A TW 201224657 A TW201224657 A TW 201224657A
- Authority
- TW
- Taiwan
- Prior art keywords
- photosensitive composition
- binder
- weight
- parts
- composition according
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 69
- 229920002120 photoresistant polymer Polymers 0.000 title claims abstract description 29
- 239000011230 binding agent Substances 0.000 claims abstract description 39
- 239000000178 monomer Substances 0.000 claims abstract description 28
- 239000007787 solid Substances 0.000 claims abstract description 12
- 239000000853 adhesive Substances 0.000 claims description 30
- 230000001070 adhesive effect Effects 0.000 claims description 29
- FDPIMTJIUBPUKL-UHFFFAOYSA-N pentan-3-one Chemical compound CCC(=O)CC FDPIMTJIUBPUKL-UHFFFAOYSA-N 0.000 claims description 28
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims description 26
- 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 claims description 14
- 239000004310 lactic acid Substances 0.000 claims description 13
- 235000014655 lactic acid Nutrition 0.000 claims description 13
- 239000002904 solvent Substances 0.000 claims description 13
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 11
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 10
- 238000004132 cross linking Methods 0.000 claims description 9
- 238000006116 polymerization reaction Methods 0.000 claims description 9
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 8
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 7
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 7
- 239000012965 benzophenone Substances 0.000 claims description 7
- 150000001875 compounds Chemical class 0.000 claims description 7
- 239000000463 material Substances 0.000 claims description 7
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 6
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 6
- 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 claims description 6
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 claims description 6
- JAHNSTQSQJOJLO-UHFFFAOYSA-N 2-(3-fluorophenyl)-1h-imidazole Chemical compound FC1=CC=CC(C=2NC=CN=2)=C1 JAHNSTQSQJOJLO-UHFFFAOYSA-N 0.000 claims description 5
- FDSUVTROAWLVJA-UHFFFAOYSA-N 2-[[3-hydroxy-2,2-bis(hydroxymethyl)propoxy]methyl]-2-(hydroxymethyl)propane-1,3-diol;prop-2-enoic acid Chemical compound OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OCC(CO)(CO)COCC(CO)(CO)CO FDSUVTROAWLVJA-UHFFFAOYSA-N 0.000 claims description 5
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 claims description 5
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 claims description 5
- SMZOUWXMTYCWNB-UHFFFAOYSA-N 2-(2-methoxy-5-methylphenyl)ethanamine Chemical compound COC1=CC=C(C)C=C1CCN SMZOUWXMTYCWNB-UHFFFAOYSA-N 0.000 claims description 4
- KJSGODDTWRXQRH-UHFFFAOYSA-N 2-(dimethylamino)ethyl benzoate Chemical compound CN(C)CCOC(=O)C1=CC=CC=C1 KJSGODDTWRXQRH-UHFFFAOYSA-N 0.000 claims description 4
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 claims description 4
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 claims description 4
- 125000003118 aryl group Chemical group 0.000 claims description 4
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 claims description 4
- 239000000126 substance Substances 0.000 claims description 4
- GTELLNMUWNJXMQ-UHFFFAOYSA-N 2-ethyl-2-(hydroxymethyl)propane-1,3-diol;prop-2-enoic acid Chemical class OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.CCC(CO)(CO)CO GTELLNMUWNJXMQ-UHFFFAOYSA-N 0.000 claims description 3
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 3
- MPIAGWXWVAHQBB-UHFFFAOYSA-N [3-prop-2-enoyloxy-2-[[3-prop-2-enoyloxy-2,2-bis(prop-2-enoyloxymethyl)propoxy]methyl]-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(COC(=O)C=C)(COC(=O)C=C)COCC(COC(=O)C=C)(COC(=O)C=C)COC(=O)C=C MPIAGWXWVAHQBB-UHFFFAOYSA-N 0.000 claims description 3
- CZRTVSQBVXBRHS-UHFFFAOYSA-N ethyl carbamate prop-2-enoic acid Chemical compound OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.OC(=O)C=C.CCOC(N)=O CZRTVSQBVXBRHS-UHFFFAOYSA-N 0.000 claims description 3
- 238000006384 oligomerization reaction Methods 0.000 claims description 3
- MYWOJODOMFBVCB-UHFFFAOYSA-N 1,2,6-trimethylphenanthrene Chemical compound CC1=CC=C2C3=CC(C)=CC=C3C=CC2=C1C MYWOJODOMFBVCB-UHFFFAOYSA-N 0.000 claims description 2
- BTJPUDCSZVCXFQ-UHFFFAOYSA-N 2,4-diethylthioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(CC)=CC(CC)=C3SC2=C1 BTJPUDCSZVCXFQ-UHFFFAOYSA-N 0.000 claims description 2
- JMWGZSWSTCGVLX-UHFFFAOYSA-N 2-ethyl-2-(hydroxymethyl)propane-1,3-diol;2-methylprop-2-enoic acid Chemical class CC(=C)C(O)=O.CC(=C)C(O)=O.CC(=C)C(O)=O.CCC(CO)(CO)CO JMWGZSWSTCGVLX-UHFFFAOYSA-N 0.000 claims description 2
- YEYKMVJDLWJFOA-UHFFFAOYSA-N 2-propoxyethanol Chemical compound CCCOCCO YEYKMVJDLWJFOA-UHFFFAOYSA-N 0.000 claims description 2
- HRPVXLWXLXDGHG-UHFFFAOYSA-N Acrylamide Chemical compound NC(=O)C=C HRPVXLWXLXDGHG-UHFFFAOYSA-N 0.000 claims description 2
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims description 2
- JUDXBRVLWDGRBC-UHFFFAOYSA-N [2-(hydroxymethyl)-3-(2-methylprop-2-enoyloxy)-2-(2-methylprop-2-enoyloxymethyl)propyl] 2-methylprop-2-enoate Chemical compound CC(=C)C(=O)OCC(CO)(COC(=O)C(C)=C)COC(=O)C(C)=C JUDXBRVLWDGRBC-UHFFFAOYSA-N 0.000 claims description 2
- HVVWZTWDBSEWIH-UHFFFAOYSA-N [2-(hydroxymethyl)-3-prop-2-enoyloxy-2-(prop-2-enoyloxymethyl)propyl] prop-2-enoate Chemical compound C=CC(=O)OCC(CO)(COC(=O)C=C)COC(=O)C=C HVVWZTWDBSEWIH-UHFFFAOYSA-N 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 2
- 229950005499 carbon tetrachloride Drugs 0.000 claims description 2
- 235000019441 ethanol Nutrition 0.000 claims description 2
- LNCPIMCVTKXXOY-UHFFFAOYSA-N hexyl 2-methylprop-2-enoate Chemical compound CCCCCCOC(=O)C(C)=C LNCPIMCVTKXXOY-UHFFFAOYSA-N 0.000 claims description 2
- LNMQRPPRQDGUDR-UHFFFAOYSA-N hexyl prop-2-enoate Chemical compound CCCCCCOC(=O)C=C LNMQRPPRQDGUDR-UHFFFAOYSA-N 0.000 claims description 2
- CDOSHBSSFJOMGT-UHFFFAOYSA-N linalool Chemical compound CC(C)=CCCC(C)(O)C=C CDOSHBSSFJOMGT-UHFFFAOYSA-N 0.000 claims description 2
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 claims description 2
- LYBIZMNPXTXVMV-UHFFFAOYSA-N propan-2-yl prop-2-enoate Chemical compound CC(C)OC(=O)C=C LYBIZMNPXTXVMV-UHFFFAOYSA-N 0.000 claims description 2
- NHARPDSAXCBDDR-UHFFFAOYSA-N propyl 2-methylprop-2-enoate Chemical compound CCCOC(=O)C(C)=C NHARPDSAXCBDDR-UHFFFAOYSA-N 0.000 claims description 2
- VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 claims description 2
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 claims description 2
- KEVMYFLMMDUPJE-UHFFFAOYSA-N 2,7-dimethyloctane Chemical group CC(C)CCCCC(C)C KEVMYFLMMDUPJE-UHFFFAOYSA-N 0.000 claims 2
- 239000002243 precursor Substances 0.000 claims 2
- YIKSHDNOAYSSPX-UHFFFAOYSA-N 1-propan-2-ylthioxanthen-9-one Chemical compound S1C2=CC=CC=C2C(=O)C2=C1C=CC=C2C(C)C YIKSHDNOAYSSPX-UHFFFAOYSA-N 0.000 claims 1
- HGUFODBRKLSHSI-UHFFFAOYSA-N 2,3,7,8-tetrachloro-dibenzo-p-dioxin Chemical compound O1C2=CC(Cl)=C(Cl)C=C2OC2=C1C=C(Cl)C(Cl)=C2 HGUFODBRKLSHSI-UHFFFAOYSA-N 0.000 claims 1
- BEQQRHFABVAUTH-UHFFFAOYSA-N 2-methylidenepentadecanoic acid Chemical compound CCCCCCCCCCCCCC(=C)C(O)=O BEQQRHFABVAUTH-UHFFFAOYSA-N 0.000 claims 1
- RUMACXVDVNRZJZ-UHFFFAOYSA-N 2-methylpropyl 2-methylprop-2-enoate Chemical compound CC(C)COC(=O)C(C)=C RUMACXVDVNRZJZ-UHFFFAOYSA-N 0.000 claims 1
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 claims 1
- 239000005977 Ethylene Substances 0.000 claims 1
- OKKRPWIIYQTPQF-UHFFFAOYSA-N Trimethylolpropane trimethacrylate Chemical compound CC(=C)C(=O)OCC(CC)(COC(=O)C(C)=C)COC(=O)C(C)=C OKKRPWIIYQTPQF-UHFFFAOYSA-N 0.000 claims 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 claims 1
- CBOIHMRHGLHBPB-UHFFFAOYSA-N hydroxymethyl Chemical compound O[CH2] CBOIHMRHGLHBPB-UHFFFAOYSA-N 0.000 claims 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 claims 1
- 239000011159 matrix material Substances 0.000 claims 1
- BOQSSGDQNWEFSX-UHFFFAOYSA-N propan-2-yl 2-methylprop-2-enoate Chemical compound CC(C)OC(=O)C(C)=C BOQSSGDQNWEFSX-UHFFFAOYSA-N 0.000 claims 1
- PNXMTCDJUBJHQJ-UHFFFAOYSA-N propyl prop-2-enoate Chemical compound CCCOC(=O)C=C PNXMTCDJUBJHQJ-UHFFFAOYSA-N 0.000 claims 1
- 239000003999 initiator Substances 0.000 abstract 2
- 230000000379 polymerizing effect Effects 0.000 abstract 1
- 238000000034 method Methods 0.000 description 13
- -1 cis-butanedioic acid Chemical compound 0.000 description 11
- QIGBRXMKCJKVMJ-UHFFFAOYSA-N Hydroquinone Chemical compound OC1=CC=C(O)C=C1 QIGBRXMKCJKVMJ-UHFFFAOYSA-N 0.000 description 10
- 125000000524 functional group Chemical group 0.000 description 10
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2,2'-azo-bis-isobutyronitrile Substances N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 7
- 239000002253 acid Substances 0.000 description 7
- 238000006243 chemical reaction Methods 0.000 description 7
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 6
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000013530 defoamer Substances 0.000 description 5
- 239000011259 mixed solution Substances 0.000 description 5
- 230000003287 optical effect Effects 0.000 description 5
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 4
- 239000004014 plasticizer Substances 0.000 description 4
- 239000000758 substrate Substances 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 238000005530 etching Methods 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 3
- NWVVVBRKAWDGAB-UHFFFAOYSA-N p-methoxyphenol Chemical compound COC1=CC=C(O)C=C1 NWVVVBRKAWDGAB-UHFFFAOYSA-N 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- KWVGIHKZDCUPEU-UHFFFAOYSA-N 2,2-dimethoxy-2-phenylacetophenone Chemical compound C=1C=CC=CC=1C(OC)(OC)C(=O)C1=CC=CC=C1 KWVGIHKZDCUPEU-UHFFFAOYSA-N 0.000 description 2
- INQDDHNZXOAFFD-UHFFFAOYSA-N 2-[2-(2-prop-2-enoyloxyethoxy)ethoxy]ethyl prop-2-enoate Chemical compound C=CC(=O)OCCOCCOCCOC(=O)C=C INQDDHNZXOAFFD-UHFFFAOYSA-N 0.000 description 2
- JTXMVXSTHSMVQF-UHFFFAOYSA-N 2-acetyloxyethyl acetate Chemical compound CC(=O)OCCOC(C)=O JTXMVXSTHSMVQF-UHFFFAOYSA-N 0.000 description 2
- UHFFVFAKEGKNAQ-UHFFFAOYSA-N 2-benzyl-2-(dimethylamino)-1-(4-morpholin-4-ylphenyl)butan-1-one Chemical compound C=1C=C(N2CCOCC2)C=CC=1C(=O)C(CC)(N(C)C)CC1=CC=CC=C1 UHFFVFAKEGKNAQ-UHFFFAOYSA-N 0.000 description 2
- CFVWNXQPGQOHRJ-UHFFFAOYSA-N 2-methylpropyl prop-2-enoate Chemical compound CC(C)COC(=O)C=C CFVWNXQPGQOHRJ-UHFFFAOYSA-N 0.000 description 2
- 239000002028 Biomass Substances 0.000 description 2
- IRIAEXORFWYRCZ-UHFFFAOYSA-N Butylbenzyl phthalate Chemical compound CCCCOC(=O)C1=CC=CC=C1C(=O)OCC1=CC=CC=C1 IRIAEXORFWYRCZ-UHFFFAOYSA-N 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical group [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- WOBHKFSMXKNTIM-UHFFFAOYSA-N Hydroxyethyl methacrylate Chemical compound CC(=C)C(=O)OCCO WOBHKFSMXKNTIM-UHFFFAOYSA-N 0.000 description 2
- 206010034972 Photosensitivity reaction Diseases 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 2
- 230000009477 glass transition Effects 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 229940002712 malachite green oxalate Drugs 0.000 description 2
- 230000036211 photosensitivity Effects 0.000 description 2
- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 230000001172 regenerating effect Effects 0.000 description 2
- 230000035945 sensitivity Effects 0.000 description 2
- 238000012719 thermal polymerization Methods 0.000 description 2
- 239000002699 waste material Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- FENFUOGYJVOCRY-UHFFFAOYSA-N 1-propoxypropan-2-ol Chemical compound CCCOCC(C)O FENFUOGYJVOCRY-UHFFFAOYSA-N 0.000 description 1
- DMFAHCVITRDZQB-UHFFFAOYSA-N 1-propoxypropan-2-yl acetate Chemical compound CCCOCC(C)OC(C)=O DMFAHCVITRDZQB-UHFFFAOYSA-N 0.000 description 1
- OVOUKWFJRHALDD-UHFFFAOYSA-N 2-[2-(2-acetyloxyethoxy)ethoxy]ethyl acetate Chemical compound CC(=O)OCCOCCOCCOC(C)=O OVOUKWFJRHALDD-UHFFFAOYSA-N 0.000 description 1
- AWKXKNCCQLNZDB-UHFFFAOYSA-N 2-[2-(2-propanoyloxyethoxy)ethoxy]ethyl propanoate Chemical compound CCC(=O)OCCOCCOCCOC(=O)CC AWKXKNCCQLNZDB-UHFFFAOYSA-N 0.000 description 1
- SSKNCQWPZQCABD-UHFFFAOYSA-N 2-[2-[2-(2-heptanoyloxyethoxy)ethoxy]ethoxy]ethyl heptanoate Chemical compound CCCCCCC(=O)OCCOCCOCCOCCOC(=O)CCCCCC SSKNCQWPZQCABD-UHFFFAOYSA-N 0.000 description 1
- DAWJJMYZJQJLPZ-UHFFFAOYSA-N 2-sulfanylprop-2-enoic acid Chemical compound OC(=O)C(S)=C DAWJJMYZJQJLPZ-UHFFFAOYSA-N 0.000 description 1
- JJTUDXZGHPGLLC-IMJSIDKUSA-N 4511-42-6 Chemical compound C[C@@H]1OC(=O)[C@H](C)OC1=O JJTUDXZGHPGLLC-IMJSIDKUSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- ZRURWEHYTIQKCU-UHFFFAOYSA-N C(C)(=O)O.NN.C(C(C)O)O Chemical compound C(C)(=O)O.NN.C(C(C)O)O ZRURWEHYTIQKCU-UHFFFAOYSA-N 0.000 description 1
- 102100026735 Coagulation factor VIII Human genes 0.000 description 1
- 229910021592 Copper(II) chloride Inorganic materials 0.000 description 1
- VOWAEIGWURALJQ-UHFFFAOYSA-N Dicyclohexyl phthalate Chemical compound C=1C=CC=C(C(=O)OC2CCCCC2)C=1C(=O)OC1CCCCC1 VOWAEIGWURALJQ-UHFFFAOYSA-N 0.000 description 1
- VIZORQUEIQEFRT-UHFFFAOYSA-N Diethyl adipate Chemical compound CCOC(=O)CCCCC(=O)OCC VIZORQUEIQEFRT-UHFFFAOYSA-N 0.000 description 1
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 1
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 1
- 101000911390 Homo sapiens Coagulation factor VIII Proteins 0.000 description 1
- RNWMETCUHIUROC-UHFFFAOYSA-N P(=O)(O)(O)O.C(CC(O)(C(=O)OCCCC)CC(=O)OCCCC)(=O)OCCCC Chemical compound P(=O)(O)(O)O.C(CC(O)(C(=O)OCCCC)CC(=O)OCCCC)(=O)OCCCC RNWMETCUHIUROC-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 229920000265 Polyparaphenylene Polymers 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- YSMRWXYRXBRSND-UHFFFAOYSA-N TOTP Chemical compound CC1=CC=CC=C1OP(=O)(OC=1C(=CC=CC=1)C)OC1=CC=CC=C1C YSMRWXYRXBRSND-UHFFFAOYSA-N 0.000 description 1
- UWHCKJMYHZGTIT-UHFFFAOYSA-N Tetraethylene glycol, Natural products OCCOCCOCCOCCO UWHCKJMYHZGTIT-UHFFFAOYSA-N 0.000 description 1
- 239000007983 Tris buffer Substances 0.000 description 1
- GTVWRXDRKAHEAD-UHFFFAOYSA-N Tris(2-ethylhexyl) phosphate Chemical compound CCCCC(CC)COP(=O)(OCC(CC)CCCC)OCC(CC)CCCC GTVWRXDRKAHEAD-UHFFFAOYSA-N 0.000 description 1
- TUVYSBJZBYRDHP-UHFFFAOYSA-N acetic acid;methoxymethane Chemical compound COC.CC(O)=O TUVYSBJZBYRDHP-UHFFFAOYSA-N 0.000 description 1
- WDJHALXBUFZDSR-UHFFFAOYSA-M acetoacetate Chemical compound CC(=O)CC([O-])=O WDJHALXBUFZDSR-UHFFFAOYSA-M 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 239000002318 adhesion promoter Substances 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 239000012620 biological material Substances 0.000 description 1
- 238000009933 burial Methods 0.000 description 1
- 125000006487 butyl benzyl group Chemical group 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 1
- 238000005260 corrosion Methods 0.000 description 1
- 230000007797 corrosion Effects 0.000 description 1
- 238000007766 curtain coating Methods 0.000 description 1
- VBBRYJMZLIYUJQ-UHFFFAOYSA-N cyclopropanone Chemical compound O=C1CC1 VBBRYJMZLIYUJQ-UHFFFAOYSA-N 0.000 description 1
- 230000001627 detrimental effect Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 238000009792 diffusion process Methods 0.000 description 1
- JTYIUMFGUCLZHC-UHFFFAOYSA-N dioctyl benzene-1,2-dicarboxylate;phthalic acid Chemical compound OC(=O)C1=CC=CC=C1C(O)=O.CCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCC JTYIUMFGUCLZHC-UHFFFAOYSA-N 0.000 description 1
- DWNAQMUDCDVSLT-UHFFFAOYSA-N diphenyl phthalate Chemical compound C=1C=CC=C(C(=O)OC=2C=CC=CC=2)C=1C(=O)OC1=CC=CC=C1 DWNAQMUDCDVSLT-UHFFFAOYSA-N 0.000 description 1
- QQVHEQUEHCEAKS-UHFFFAOYSA-N diundecyl benzene-1,2-dicarboxylate Chemical compound CCCCCCCCCCCOC(=O)C1=CC=CC=C1C(=O)OCCCCCCCCCCC QQVHEQUEHCEAKS-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 230000002349 favourable effect Effects 0.000 description 1
- 238000000855 fermentation Methods 0.000 description 1
- 230000004151 fermentation Effects 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 235000011087 fumaric acid Nutrition 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 238000001459 lithography Methods 0.000 description 1
- 125000005395 methacrylic acid group Chemical group 0.000 description 1
- VNKYTQGIUYNRMY-UHFFFAOYSA-N methoxypropane Chemical compound CCCOC VNKYTQGIUYNRMY-UHFFFAOYSA-N 0.000 description 1
- CZRKJHRIILZWRC-UHFFFAOYSA-N methyl acetate;propane-1,2-diol Chemical compound COC(C)=O.CC(O)CO CZRKJHRIILZWRC-UHFFFAOYSA-N 0.000 description 1
- 230000003020 moisturizing effect Effects 0.000 description 1
- SQDFHQJTAWCFIB-UHFFFAOYSA-N n-methylidenehydroxylamine Chemical compound ON=C SQDFHQJTAWCFIB-UHFFFAOYSA-N 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000003348 petrochemical agent Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 208000017983 photosensitivity disease Diseases 0.000 description 1
- 231100000434 photosensitization Toxicity 0.000 description 1
- XNGIFLGASWRNHJ-UHFFFAOYSA-L phthalate(2-) Chemical compound [O-]C(=O)C1=CC=CC=C1C([O-])=O XNGIFLGASWRNHJ-UHFFFAOYSA-L 0.000 description 1
- 238000007747 plating Methods 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000003505 polymerization initiator Substances 0.000 description 1
- 229920001451 polypropylene glycol Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- RIZGKEIRSQLIBK-UHFFFAOYSA-N prop-1-ene-1-thiol Chemical group CC=CS RIZGKEIRSQLIBK-UHFFFAOYSA-N 0.000 description 1
- AZIQALWHRUQPHV-UHFFFAOYSA-N prop-2-eneperoxoic acid Chemical compound OOC(=O)C=C AZIQALWHRUQPHV-UHFFFAOYSA-N 0.000 description 1
- 229960004063 propylene glycol Drugs 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- KIDHWZJUCRJVML-UHFFFAOYSA-N putrescine Chemical compound NCCCCN KIDHWZJUCRJVML-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 229940094938 stannous 2-ethylhexanoate Drugs 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 229960005137 succinic acid Drugs 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- 239000013008 thixotropic agent Substances 0.000 description 1
- KSBAEPSJVUENNK-UHFFFAOYSA-L tin(ii) 2-ethylhexanoate Chemical compound [Sn+2].CCCCC(CC)C([O-])=O.CCCCC(CC)C([O-])=O KSBAEPSJVUENNK-UHFFFAOYSA-L 0.000 description 1
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- 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 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
- G03F7/032—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with binders
- G03F7/033—Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds with binders the binders being polymers obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. vinyl polymers
Landscapes
- Physics & Mathematics (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Spectroscopy & Molecular Physics (AREA)
- General Physics & Mathematics (AREA)
- Adhesives Or Adhesive Processes (AREA)
- Materials For Photolithography (AREA)
- Polymerisation Methods In General (AREA)
Description
201224657 * ▼? V-TVJTl t X j 六、發明說明: 【發明所屬之技術領域】 本發明係有關於感光性組成物及光阻,特別係有關於 由生質材料形成的感光性組成物及光阻。 【先前技術】 電子產業的微影(lithography)製程例如印刷電路板製 程會使用大量的光阻。-般的光阻主要全係由石油化學品 • 例如丙烯酸酯(壓克力,acrylate)系列原料所形成。當光阻 在光阻程序例如顯影、剝膜步驟等後,會成為無法回收使 用的廢棄物。這種廢棄物每年有數千噸的量,且多係以掩 埋或焚化等的方式處理H餘係非f耗費石油材 料,且係對自然環境有不良的影響。 【發明内容】 本發明之目的係提供一感光性組成物與総。感光性 _、、且成物與光阻主要係採用具有可生物分解性的生質材料 心成’因此可再生使用,且不會對自然環境造成負荷。 根據本發_目的’提出—_光性組成物。感光性 組成物包括-黏合劑、—光交鍵單體及光起始劑。黏合劑 係由-黏合組成物經聚合反應而形成。黏合組成物包括一 礼酸寡聚合體。以該黏合劑之固含量為1〇〇重量份為基 j,該光交鏈單體係約25〜95重量份。以該黏合劑之固含 里為100 ί量份為基準,該光起始劑係約〇 重量份。 根據本發明的目的,也提出一種光阻。光阻係上述感 201224657 光性組成物經配製而形成。光阻可為負型光阻。 【實施方式】 本發明之實施例的感光性組成物包括一黏合劑 (binder)、一光交鏈單體及光起始劑。黏合劑(binder)係由 一黏合組成物經聚合反應而成。聚合反應例如包括熱聚合 或溶液聚合法。 於實施例中,感光性組成物經配製後可形成一負型光 阻。光阻的耐酸性高、玻璃轉移溫度(Tg)高且係可生物分 解的。 黏合組成物包括一乳酸寡聚合體。黏合組成物可更包 括一含羧基之不飽和化合物、一不含羧基的不飽和單體或 一溶劑。 乳酸寡聚合體主要係以乳酸作為材料而製得,材料係 屬於具有再生性質的生質材料且易取得。於實施例中,乳 酸寡聚合體可佔黏合劑之固含量約10〜90重量百分比。此 外,乳酸寡聚合體係容易量產且成本低的。再者,乳酸寡 聚合體係一可分解的材料,對自然環境不會有不良的影 響。 含叛基之不飽和化合物包括例如丙烯酸(acrylic acid)、曱基丙烯酸(methyl acrylic acid)、順-丁晞二酸、反 -丁烯二酸或衣康酸(itaconic acid)等等。於實施例中,含竣 基之不飽和化合物可佔黏合劑之固含量約5〜45重量份。 其中具有不飽和雙鍵之衣康酸可經由發酵製程得到,且為 具有再生性質的生質材料。衣康酸的成本非常的低。 201224657 1 wuHVi+r/\ ι 不含羧基的不飽和單體包括壓克力系列單體如 酸甲酯(methyl acrylate)、曱基丙烯酸曱酯(methyl methacrylate)、丙稀酸乙醋、曱基丙稀酸乙酯、丙歸酸丙 醋、曱基丙烯酸丙酯、丙烯酸異丙S旨、曱基丙烯酸異兩顆、 丙烯酸丁酯、曱基丙烯酸丁酯、丙烯酸異丁酯、甲基兩歸 酸異丁酯、丙烯酸己酯、曱基丙烯酸己酯等;也可包含其 他不飽和單體例如丙稀酿胺(acrylamide)、丙烯氰或笨乙歸 等等。於一些實施例中,不含羧基的不飽和單體可佔黏合 • 劑之固含量約0J〜85重量份。然而本發明並不限於此。於 其他實施例中,可不添加不含羧基的不飽和單體。 於一些實施例中,黏合組成物使用含有敌基的單體, 例如丙烯酸或曱基丙烯酸,可使感光性組成物符合鹼水顯 影的需求,且可增加親水性。不含缓基的不飽和單體可視 情況調整使用的種類與量,以調變黏合劑的親水性與玻璃 轉移溫度(Tg)。黏合劑的親水性愈高,可提升感光性組成 物整體組成對水的相容性與顯影性,但也會使附著力下 • 降;Tg則會影響感光性組成物預烤後的黏性,太低會使感 光層(或光阻)溼黏,不利影像轉移(image transfer)製程的操 作0 於一些實施例中,黏合劑係溶液聚合法(solution polymerization)進行合成。適用的溶劑包括例如二氣曱炫 (dichloromethane)、氣仿(chloroform)、四氯甲烧 (tetrachloromethane)、丙明(acetone)、丁 _ (methyl ethyl ketone)、乙醇(ethyl alcohol)、丙醇(propyl alcohol)、異丙 醇(isopropyl alcohol)、丁醇(butyl alcohol)、二乙基酮 201224657 (diethyl ketone)、丙二醇甲醚(propylglycol monomethylether)或丙二醇甲喊醋酸 g 旨(pr〇pyieneglycol monomethyl ether acetate)等等。於實施例中,以黏合劑之 固含量為100重量份為基準,溶劑可約為40〜200重量份。 溶劑使用量低於下限,則感光液黏度太高,不易塗佈。由 於反應溫度需配合熱聚合起始劑而設定,若反應溫度高於 所採用溶劑的沸點,則聚合反應要在加壓條件下進行,否 則溶劑在反應過程會有揮發的問題。常用的聚合溫度範圍 約為50°C〜130°C。有時考慮黏合劑的溶解性,可以搭配 使用二種以上的溶劑進行聚合。 於一些實施例中’黏合劑可具有以下重複單位(repeating
unit) : D |1 ? Λ —(-CH2-C-)- ·〇η/01γα
I ch3 〇 ’其中R!為H或CH3 ’ R2為C2〜C4之院基,n為2〜40 之整數,A為Η或 g R3,其中R3為C〗〜<:8之烷基。 舉例來說’於一實施例中,黏合劑具有以下重複單位: /CH3 /CH3 H-CH2 —C-)—(CH2-C)—(CH2-C)—— / \ \ \ 〇-s=C CH2 J2=0 C=0 * 0-CH3
OH C、 〇 / \ HO CH2
O I II CHr-O-f-C
CH / o ch3 光交鏈單體可包括不飽和官能基數目小於5的光交鏈 201224657
里 ννυΐν·*·ΤΓ 广V I 單體或不飽和官能基數目大於或等於5的光交鏈單體。於 實施例中,以黏合劑之固含量為100重量份為基準,光交 鏈單體可約為25〜95重量份。 不飽和官能基數目小於5的光交鏈單體有較佳的移動 性,在紫外線曝光時增加聚合反應速率,以提升感光度。 以黏合劑之固含量為100重量份為基準,不飽和官能基數 目小於5的光交鏈單體可約為10〜70重量份。適當的使用 量可使感光性組成物不致太過僵硬,而不利於聚合反應的 • 進行。若高於70重量份會造成感光性組成表面濕黏。不 飽和官能基數目小於5的光交鏈單體包括例如三丙烯酸三 曱醋丙院(trimethylolpropane triacrylate)、乙氧化三丙烯酸 三曱酉旨丙烧(ethoxylated trimethylolpropane triacrylate)、三 曱基丙稀酸三甲醋丙烧(trimethylolpropane trimethacrylate)、乙氧化三曱基丙稀酸三曱醋丙院 (ethoxylated trimethylolpropane trimethacrylate)、三丙稀酸 羧基異戊三酯(pentaerythritol triacrylate)、三甲基丙烯酸經 籲 基異戊三醋(pentaerythritol trimethacrylate)、四丙烯酸異戊 四酯(pentaerythritol tetraacrylate)或四甲基丙稀酸異戊四 酉旨(pentaerythritol tetramethacrylate)等等。 不飽和官能基數目大於或等於5的光交鏈單體可於感 光性組合物在紫外線曝光(UV exposure)時提供高含量雙 鍵以進行聚合反應。不飽和官能基數目大於或等於5的光 交鏈單體其每一分子中含有的不飽和雙鍵數目愈多,可使 交鏈度愈高,較易抵抗蝕刻液或電鍍液的侵蝕。不飽和官 能基數目大於或等於5的光交鏈單體包括例如五丙烯酸羥 201224657 ‘ 、 基雙異戊五酯(dipentaerythritol pentaacrylate)、六丙稀酸雙 異戊六酯(dipentaerythritol hexaacrylate)或六丙稀酸芳氨 基甲酸乙 g旨(aromatic urethane hexaacry late)等等。於一些 實施例中,以黏合劑之固含量為100重量份為基準,不飽 和官能基數目大於或等於5的光交鏈單體可約為0.1〜40 重量份。然而本發明並不限於此。於其他實施例中,可不 添加不飽和官能基數目大於或等於5的光交鏈單體。適當 選擇添加量可以避免交鏈度不足及降低附著力。高於40 重量份會造成感光層(或光阻)太過僵硬,不易以剝膜液進 行剝膜,妨害影像轉移製程的操作。 光起始劑包括例如2,2-二曱氧基-2-苯基苯乙酮(benzil dimethyl ketal) 、 2,4-二乙基硫代兩苯骄 (2,4-diethylthioxanthone)、異丙基硫代兩苯駢 (isopropylthioxanthone)、2-曱基-1-[4-(曱基-硫代) 苯]-2-(1,4-氧氮陸園)-丙烧-l-〇n (2-methyl-l-(4-(methylthio) phenyl)-2-morpholinopropanone-l)或二 苯曱酮 (benzophenone)、2-曱基丙烯酸二曱胺苯曱酸 (2-Dimethylaminoethyl benzoate)、Irgacure 369 (Ciba Specialty Chemicals,沐峰產業)、四甲二胺二苯曱酮 (Michler’s ketone)等等。以黏合劑之固含量為1〇〇重量份 為基準,光起始劑可約為0.5〜15重量份。光起始劑宜選擇 吸光分解能力強者,可避免因氧氣抑制而降低塗料表面交 鏈度之問題。於一些實施例中,感光性組成物可使用光起 始劑配合一增感劑以提升到感光度。增感劑包括例如笨曱 酸-2-二曱胺乙酯(2-dimethyl aminoethyl benzoate)、對二甲 201224657 1 woHUf+rrt. 胺苯曱酸乙 g旨(ethyl( p-dimethylamino) benzoate)或四曱二 胺二笨甲酮(Michler’ s ketone)等等。以黏合劑之固含量為 100重量份為基準,增感劑可約為0.1〜5重量份。然而本 發明並不限於此。於其他實施例中,可不添加增感劑。
於其他實施例中,感光性組成物可更包括一可塑劑。 可塑劑可為一低分子量高沸點的組成,藉由擴散進入並海 潤樹脂的微結構。可塑劑可軟化感光性組成物促進光硬化 反應的進行。可塑劑可包括填酸鹽(phosphate)例如磷酸三 曱笨酯(tricresyl phosphate)、鱗酸三苯酯(triphenyl phosphate)、填酸三 丁酉旨(tributyl phosphate) ' 三(2-乙基己 基)填酸酯(tris(2_ethylhexyl) phosphate);聚乙稀二醇 (polyethylene glycol)、聚丙烯乙二醇(polypropylene glycol)、三伸乙甘醇(triethylene glycol)、三伸乙甘醇雙醋 酸酯(triethylene glycol diacetate)、三伸乙甘醇二丙酸 g旨 (triethylene glycol dipropionate)、三伸乙甘醇雙丙稀酸醋 (triethylene glycol diacrylate)、四伸乙甘醇(tetraethylene glycol)、四伸乙甘醇雙醋酸醋(tetraethylene glycol diacetate)、四伸乙甘醇雙庚醋(tetraethylene glycol diheptanoate)、二乙基己二酸醋(diethyl adipate);苯二曱酸 鹽(phthalate)例如鄰苯二曱酸二辛醋(dioctyl phthalate)、雙 Η--基酞酸酯(diundecyl phthalate)、聯環己烧駄酸酯 (dicyclohexyl phthalate)、二苯基駄酸醋(diphenyl phthalate)、丁基苄基駄酸酯(butyl benzyl phthalate)等等。 為使感光組成物達到適當性質,也可以依需求適當地 添加消泡劑、平坦劑、色料、滑劑(slipping agent)、附著 201224657
TW6404PA • » 促進劑(adhesion promoter)、搖變劑(thixotropic agent)、增 感劑(sensitizer)、填充料(filler)等等的添加劑。 為讓本發明之上述目的、特徵、和優點能更明顯易 懂,下文特舉較佳實施例,並配合所附圖式,作詳細說明 如下: 乳酸寡聚合體 在三口反應瓶中加入反應物:14.41 g L-lactide和3.34 g HEMA (2-Hydroxyethyl methacrylate),觸媒:0.61 g 辛酸 錫(stannous 2-ethylhexanoate),以及安定劑:0.02 gMEHQ (4-Methoxyphenol)。將反應器放入溫度控制在l〇〇°C的油 浴中並通入空氣。以250 rpm速度攪拌反應混合物反應12 小時,即可得到乳酸寡聚合體(PLA-HEMA macromonomer) °
黏合劑I 在一四口反應瓶中加入24.4 g丙二醇曱醚醋酸酯 (propyleneglycol monomethyl ether acetate)溶劑,升高溫度 至90°C並使四口反應瓶内充滿氮氣。將一澄清的混合溶 液,包含109.4 g乳酸寡聚合體、18.2 g衣康酸、14.4 g丙 稀酸(acrylic acid)、22.7 g甲基丙烯酸曱酉旨(methyl methacrylate)、107.9 g 丙二醇甲輕醋酸酉旨(propyleneglycol monomethyl ether acetate) 和 0.67 g 201224657 1 vv r\ « N,N’-azobisisobutyronitrile,加入四口反應瓶中,持續反應 7小時,即可得到固含量55%,Tg= 51°C的黏合劑I,其 重量平均分子量為20,000,且結構如下:
H-CH2 —CH—< CH
I OH
HO CH2/、〇 ch3 ch3 2-C)~~(CHa-C)— c= o c= o c: I 0-CH3 o I II CH2~~〇 —{— c ch2
CH^ \h I CH3
黏合劑II 黏合劑II合成的方法與黏合劑I相似,其中係將丙二 醇曱醚醋酸酉旨(propyleneglycol monomethyl ether acetate) 溶劑改成27.6 g二乙基酮(diethyl ketone),且澄清的混合 溶液係包含101.7 g乳酸寡聚合體、32.0 g曱基丙烯酸 (methacrylic acid)、16.1 g 苯乙稀(styrene)、120.0 g 二乙基 酮(diethyl ketone)和 0.26 gN,N’-azobisisobutyronitrile。得 到的黏合劑II其固含量約50%,Tg約57°C,重量平均分 子量約為32,000。
黏合劑III 黏合劑III合成的方法與黏合劑I相似,其中係將丙二 醇曱醚醋酸酯的重量改成17· 1 g,且澄清的混合溶液係包 含83.1 g乳酸寡聚合體、14.8 g衣康酸、36.0 g曱基丙稀 201224657
_ . . _______ » I 酸(methacrylic acid)、15.8 g 苯乙烯(styrene)、79.9 g 丙二 醇曱喊醋酸醋(propyleneglycol monomethyl ether acetate) 和 0.011 g N,N’-azobisisobutyronitrile。得到的黏合劑 III 其固含量約60%,Tg約77°C,重量平均分子量約為 49,500。
黏合劑IV 黏合劑IV合成的方法與黏合劑I相似,其中係將丙二 醇曱醚醋酸醋(propyleneglycol monomethyl ether acetate) 溶劑改成13.3 g二乙基_ (diethyl ketone),且澄清的混合 溶液係包含80.3 g乳酸寡聚合體、37.9 g曱基丙烯酸 (methacrylic acid)、31.3 g 曱基丙稀酸丁醋(butyl methacrylate)、64.4 g 二乙基綱(diethyl ketone)和 0.016 g N,N’-azobisisobutyronitrile。得到的黏合劑IV其固含量約 65%,Tg約55°C,重量平均分子量約為41,000。
黏合劑V 黏合劑V合成的方法與黏合劑I相似,其中係將丙二 醇曱醋酸g旨改成11.4 g二乙基酮(diethyl ketone),且澄 清的混合溶液係包含39.4 g曱基丙烯酸(methacrylic acid)、110.6g 曱基丙稀酸丁醋(butyl methacrylate)、64.6 g 二 乙基酮(diethyl ketone)和 0.016 g N,N’-azobisisobutyronitrile。得到的黏合劑V其固含量約 201224657 I ννΟΗν,ΗΓΛ · 65%,Tg約56°C,重量平均分子量約為40,000。 實施例1 配製一感光性組成物,包含下列成分: 黏合劑1 181.8 Trimethylolpropane Triacrylate 15.0 Dipentaerythritol hexaacrylate 30.0 2-Dimethylaminoethyl benzoate 0.5 Irgacure 369 (Ciba Specialty Chemicals,沐蜂產業) 2.0 Hydroquinone 0.5 Blue 603 (公隆公司) 1.0 Modaflow2100 1.0 Defoamer DC-1000 (Deuchem Trading Co” 德謙公句) 2.0 Diethyl ketone 60.0 將上列感光性組成物混合並攪拌均勻。然後以簾幕式 塗佈法將感光性組成物印刷於聚對苯二曱酸乙二醇酯 (PET)基材上,並放入烘箱以l〇〇°c進行乾燥2分鐘。待 感光性薄膜冷卻後,使用壓合機將其壓黏在銅箱基板上。 其中壓合機的溫度係保持在1〇〇。(:至12〇。〇然後,於PET 基材上覆蓋底片並以紫外線曝光機對感光性薄膜進行曝 光。曝光能量為80 mJ/cm2。接著以1.0%碳酸鈉水溶液 (NhCOvaqO進行顯影’露出欲姓刻的鋼箱部分。然後,以 氣化銅水溶液(CuCl2(aq})蝕刻基板,並以丨。/。氫氧化鈉水溶 液(NaOH(aq))剝除光阻。 實施例2 配製一感光性組成物,包含下列成分: 201224657 黏合劑II 200.0 Ethoxylated trimethylolpropane triacrylate 20.0 Dipentaerythritol pentaacrylate 20.0 Benzophenone 3.0 Michler’s ketone 0.5 Hydroquinone 1.0 Malachite green oxalate 1.0 Modaflow 2100 1.0 Defoamer DC-1000 (Deuchem Trading Co.,德謙公司) 2.0 Diethyl ketone 50.0 以相似於實施例1的方法,利用感光性組成物形成感 光性薄膜,並對感光性薄膜進行光阻程序。 · 實施例3 配製一感光性組成物,包含下列成分: 黏合劑III 166.7 Aromatic urethane hexaacrylate 15.0 Trimethylolpropane triacrylate 35.0 Benzil dimethyl ketal 2.0 Michler’s ketone 1.0 Hydroquinone 1.0 Malachite green oxalate 1.0 Modaflow 2100 1.0 Defoamer DC-1000 (Deuchem Trading Co” 德謙公司) 2.0 Diethyl ketone 65.0 以相似於實施例1的方法,利用感光性組成物形成感 光性薄膜,並對感光性薄膜進行光阻程序。 實施例4 配製一感光性組成物,包含下列成分: 14 201224657
1 W04WKA 黏合劑IV 153.8 Dipentaerythritol pentaacrylate 35.0 Trimethylolpropane triacrylate 10.0 Benzophenone 2.0 Michler’s ketone 0.5 Hydroquinone 0.5 Blue 603 (公隆公司) 1.0 Modaflow 2100 1.0 Defoamer DC-1000 (Deuchem Trading Co.,德謙公司) 2.0 Diethyl ketone 80.0 以相似於實施例1的方法,利用感光性組成物形成感 • 光性薄膜,並對感光性薄膜進行光阻程序。 比較例 配製一感光性組成物,包含下列成分: 黏合劑V 153.8 Dipentaerythritol pentaacrylate 35.0 Trimethylolpropane triacrylate 10.0 Benzophenone 2.0 Michler’s ketone 0.5 Hydroquinone 0.5 Blue 603 (公隆公司) 1.0 Modaflow 2100 1.0 Defoamer DC-1000 (Deuchem Trading Co” 德謙公司) 2.0 Diethyl ketone 80.0
以相似於實施例1的方法,利用感光性組成物形成感 光性薄膜,並對感光性薄膜進行光阻程序。 測試結果 表1為實施例1至實施例4與比較例之光阻層的測試 15 201224657 • » 結果。從表1的結果可發現,由本發明實施例之光阻層的 感光性、高耐顯影性、高解析度、高附著性、高耐蝕性與 快速剝膜特性都與不含生質材料之比較例的光阻層相當。 表1 光阻測試結果
實施例 實施例1 實施例2 實施例3 實施例4 比較例 感光性(格數) 5 6 5 5 6 解析度(μηι) 100 100 100 100 100 附著性(μηι) 80 80 80 80 80 殘渣 None None None None None 剝膜時間(秒) 27 32 25 34 26 蝕刻抗性 OK OK OK OK OK 雖然本發明已以較佳實施例揭露如上,然其並非用以 限定本發明,任何熟悉此項技藝者,在不脫離本發明之精 神和範圍内,當可做些許更動與潤飾,因此本發明之保護 範圍當視後附之申請專利範圍所界定者為準。 【圖式簡單說明】 無 【主要元件符號說明】
Claims (1)
- 201224657 I WOHUftKA . 七、申請專利範圍: 1. 一種感光性組成物,包括: 一黏合劑(binder),係由一黏合組成物經聚合反應而形 成,該黏合組成物包括一乳酸寡聚合體; 一光交鏈單體,以該黏合劑之固含量為100重量份為 基準,該光交鏈單體係約25〜95重量份;及 一光起始劑,以該黏合劑之固含量為100重量份為基 準,該光起始劑係約0.5〜15重量份。 • 2.如申請專利範圍第1項所述之感光性組成物,其中 該光交鏈單體包括五丙稀酸經基雙異戊五g旨 (dipentaerythritol pentaacrylate)、六丙烯酸雙異戊六酯 (dipentaerythritol hexaacrylate)、六丙稀酸芳氨基甲酸乙酯 (aromatic urethane hexaacrylate)、三丙浠酸三曱酯丙烧 (trimethylolpropane triacrylate)、乙氧化三丙稀酸三曱酯丙 烧(ethoxylated trimethylolpropane triacrylate)、三甲基丙稀 酸三曱醋丙烧(trimethylolpropane trimethacrylate)、乙氧化 鲁 三曱基丙稀酸三曱醋丙烧(ethoxylated trimethylolpropane trimethacrylate)、三丙烯酸經基異戊三酯(pentaerythritol triacrylate)、三曱基丙稀酸經基異戊三g旨(pentaerythritol trimethacrylate)、四丙烯酸異戊四酯(pentaerythritol tetraacrylate)或四曱基丙烯酸異戊四酯(pentaerythritol tetramethacrylate)。 3 ·如申請專利範圍第1項所述之感光性組成物,其中 該光起始劑包括2,2-二曱氧基-2-笨基笨乙酮(benzil dimethyl ketal) 、2,4-二乙基硫代兩苯駢 17 201224657 (2,4-diethylthioxanthone)、異丙基硫代兩苯駢 (isopropylthioxanthone)、2-曱基-l-[4-(曱基-硫代) 苯]-2-(1,4-氧氮陸圜)-丙烷-1-on (2-methyl-l-(4-(methylthio) phenyl)-2-morpholinopropanone-l)或二 苯曱酮 (benzophenone) 〇 4. 如申請專利範圍第3項所述之感光性組成物,更包 括一增感劑,該增感劑包括苯甲酸-2-二曱胺乙酯 (2-dimethyl aminoethyl benzoate)、對二甲胺苯曱酸乙醋 (ethyl( p-dimethylamino) benzoate)或四曱二胺二苯曱鲷 (Michler’s ketone),且以該黏合劑之固含量為重量份 為基準,該增感劑係約0.1〜5重量份。 5. 如申請專利範圍第1項所述之感光性組成物’其中 該乳酸寡聚合體係佔該黏合劑之固含量約10〜90重量百分 比0 6. 如申請專利範圍第1項所述之感光性組成物,其中 該黏合組成物更包括一含羧基之不飽和化合物。 7. 如申請專利範圍第6項所述之感光性組成物’其中 該含羧基之不飽和化合物包括丙烯酸(acrylic acid)、甲基 丙烯酸(methyl acrylic acid)、順-丁烯二酸、反·丁烯二酸或 衣康酸。 8. 如申請專利範圍第6項所述之感光性組成物,其中 該含羧基之不飽和化合物係佔該黏合劑之固含量約5〜45 重量份。 9. 如申請專利範圍第1項所述之感光性組成物,其 該黏合組成物更包括一不含羧基的不飽和單體。 ^ 201224657 1 woHWfrA * 10. 如申請專利範圍第9項所述之不含羧基的不飽和 早體,包含壓克力系列單體、丙稀酿胺(acrylamide)、丙稀 氰或笨乙烯。 11. 如申請專利範圍第10項所述之不含羧基的不飽和 早體’其中該壓克力糸列單體包括丙稀酸曱醋(methyl acrylate)、曱基丙烯酸曱酯(methyl methacrylate)、丙稀酸 乙酯、曱基丙烯酸乙酯、丙烯酸丙酯、曱基丙烯酸丙酯、 丙烯酸異丙酯、甲基丙烯酸異丙酯、丙烯酸丁酯、曱基丙 # 烯酸丁酯、丙烯酸異丁酯、曱基丙烯酸異丁酯、丙烯酸己 酯或曱基丙烯酸己酯。 12. 如申請專利範圍第9項所述之感光性組成物,其 中該不含羧基的不飽和單體係佔該黏合劑之固含量約 0.1〜85重量份。 13. 如申請專利範圍第1項所述之感光性組成物,其 中該黏合組成物更包括一溶劑。 14. 如申請專利範圍第13項所述之感光性組成物,其 Φ 中該溶劑包括二氣曱烧(dichloromethane)、氣仿 (chloroform)、四氯曱燒(tetrachloromethane)、丙酮 (acetone)、丁嗣(methyl ethyl ketone)、乙醇(ethyl alcohol)、 丙醇(propyl alcohol)、異丙醇(isopropyl alcohol)、丁醇 (butyl alcohol)、二乙基酮(diethyl ketone)、丙二醇曱醚 (propylglycol monomethylether)或丙二醇曱謎醋酸酉旨 (propyleneglycol monomethyl ether acetate) ° 15. 如申請專利範圍第16項所述之感光性組成物,其 中以該黏合劑之固含量為100重量份為基準,該溶劑係約 201224657 40〜200重量份。 16. 如申請專利範圍第1項所述之感光性組成物,其 中該黏合組成物更包括一溶劑與一壓克力系列單體。 17. 如申請專利範圍第μ項所述之感光性組成物,其 中該黏合組成物更包括一含羧基之不飽和化合物。 18.如申請專利範圍第1項所述之感光性組成物,其 中δ玄黏合劑具有以下重複單位(repeating unit): H-ch2-c- c=o ο οU4’其中R!為Η或CH3,R2為c2〜C4之烷基,η為2〜40之 整數’Α為η或gR3,其中仏為Ci〜c8:^院基。 19.如申請專利範圍第18項所述之感光性組成物,其 中該黏合劑具有以下重複單位(repeating unit): CH2 OH /CH3 /CH3 :^-{CH2-C)—(CHr-C)— c=o I 0-CH3ch2 o I II CH2-0-(-C CH, I ch3 V 2〇· —種光阻,其中該光阻係由如申請專利範圍第i 項所述之感光性組成物經配製而形成。 21·如申請專利範圍第20項所述之光阻,其中嗲朵 係負型光阻。 Λ 20 201224657 四、指定代表圖: (一) 本案指定代表圖為:無 (二) 本代表圖之元件符號簡單說明: 無 五、本案若有化學式時,請揭示最能顯示發明特徵的化學式: —(-CH2-C' C=0? J R2-〇(亡
Priority Applications (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| TW099141978A TWI442181B (zh) | 2010-12-02 | 2010-12-02 | 感光性組成物與光阻 |
| CN2010105975936A CN102486614A (zh) | 2010-12-02 | 2010-12-21 | 感光性组合物与光致抗蚀剂 |
| US13/157,008 US20120141937A1 (en) | 2010-12-02 | 2011-06-09 | Photosensitive Composition and Photoresist |
| US13/741,450 US9081275B2 (en) | 2010-12-02 | 2013-01-15 | Photosensitive composition and photoresist |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| TW099141978A TWI442181B (zh) | 2010-12-02 | 2010-12-02 | 感光性組成物與光阻 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| TW201224657A true TW201224657A (en) | 2012-06-16 |
| TWI442181B TWI442181B (zh) | 2014-06-21 |
Family
ID=46152122
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW099141978A TWI442181B (zh) | 2010-12-02 | 2010-12-02 | 感光性組成物與光阻 |
Country Status (3)
| Country | Link |
|---|---|
| US (1) | US20120141937A1 (zh) |
| CN (1) | CN102486614A (zh) |
| TW (1) | TWI442181B (zh) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI503625B (zh) * | 2013-08-23 | 2015-10-11 | Ind Tech Res Inst | 感光性組成物與光阻 |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103145555B (zh) * | 2013-03-07 | 2015-08-12 | 京东方科技集团股份有限公司 | 可聚合寡聚物和光刻胶组合物 |
| KR102247811B1 (ko) * | 2014-01-24 | 2021-05-06 | 삼성디스플레이 주식회사 | 포토레지스트 조성물 및 이를 이용한 박막 트랜지스터 기판의 제조 방법 |
| CN104714365A (zh) * | 2014-07-01 | 2015-06-17 | 广东丹邦科技有限公司 | 一种感光组合物和光致抗蚀剂 |
| TWI559082B (zh) | 2014-07-07 | 2016-11-21 | 財團法人工業技術研究院 | 生質材料與其形成方法與印刷電路板 |
| TWI561920B (en) * | 2014-12-22 | 2016-12-11 | Chi Mei Corp | Photosensitive polysiloxane composition, protecting film, and element having the protecting film |
| US11086219B2 (en) | 2016-03-30 | 2021-08-10 | Toray Industries, Inc. | Negative-type photosensitive resin composition, cured film, display device that includes the cured film, and production method therefor |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1359172B1 (en) * | 2000-12-14 | 2009-05-27 | Goo Chemical Co., Ltd. | Ultraviolet-curable resin composition and photosolder resist ink containing the composition |
| CN100410808C (zh) * | 2002-03-04 | 2008-08-13 | 希普雷公司 | 用于短波长成像的负性光致抗蚀剂 |
| US8113116B2 (en) * | 2006-03-14 | 2012-02-14 | Fujifilm Corporation | Lithographic printing plate precursor |
| EP2095970A1 (en) * | 2008-02-29 | 2009-09-02 | Fujifilm Corporation | Resin composition for laser engraving, resin printing plate precursor for laser engraving, relief printing plate and method for production of relief printing plate |
-
2010
- 2010-12-02 TW TW099141978A patent/TWI442181B/zh active
- 2010-12-21 CN CN2010105975936A patent/CN102486614A/zh active Pending
-
2011
- 2011-06-09 US US13/157,008 patent/US20120141937A1/en not_active Abandoned
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI503625B (zh) * | 2013-08-23 | 2015-10-11 | Ind Tech Res Inst | 感光性組成物與光阻 |
| US9170490B2 (en) | 2013-08-23 | 2015-10-27 | Industrial Technology Research Institute | Photosensitive composition and photoresist |
Also Published As
| Publication number | Publication date |
|---|---|
| CN102486614A (zh) | 2012-06-06 |
| TWI442181B (zh) | 2014-06-21 |
| US20120141937A1 (en) | 2012-06-07 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| TW201224657A (en) | Photosensitive composition and photoresist | |
| TWI538925B (zh) | 液狀抗焊劑組成物及被覆印刷線路板(一) | |
| JP2021011486A (ja) | オキシムエステル誘導体化合物、それを含む光重合開始剤及び感光性組成物 | |
| CN1228688C (zh) | 感光性树脂组合物、感光性元件、保护层图形的制造方法和印刷电路布线板的制造方法 | |
| TWI665518B (zh) | 負型感光性樹脂組合物、使用該組合物的光固化圖案及圖像顯示裝置 | |
| JP5793924B2 (ja) | 感光性樹脂組成物、感光性エレメント、レジストパターンの製造方法、及びプリント配線板の製造方法 | |
| CN116184763B (zh) | 光固化树脂组合物及其应用 | |
| TWI698712B (zh) | 蝕刻阻劑組成物及乾薄膜 | |
| TWI503625B (zh) | 感光性組成物與光阻 | |
| CN120065628B (zh) | 含可光漂白二烯基蒽光敏剂的感光树脂组合物及其应用 | |
| JP4198101B2 (ja) | アルカリ現像性樹脂組成物 | |
| JP2018045239A (ja) | 感光性樹脂組成物及びそれから製造される光硬化パターン | |
| CN1879060A (zh) | 感光性树脂组合物、感光性组件、抗蚀图的形成方法及印刷电路板的制造方法 | |
| CN104714365A (zh) | 一种感光组合物和光致抗蚀剂 | |
| JP2003221420A (ja) | 活性エネルギー線硬化性組成物および硬化被膜 | |
| JP6031938B2 (ja) | 活性エネルギー線硬化型液状パターン形成用組成物 | |
| JP2010163392A (ja) | 多官能モノマー、これを用いた樹脂組成物 | |
| CN117586161A (zh) | 硫酯类化合物及其制备方法、碱可溶性树脂、感光性树脂组合物及其应用 | |
| JP4488601B2 (ja) | 感光性樹脂積層体 | |
| US9081275B2 (en) | Photosensitive composition and photoresist | |
| CN121471169B (zh) | 一种用于感光树脂组合物的苯并噻二唑甲酸蒽甲酯及其应用 | |
| KR102799810B1 (ko) | 신규한 옥심에스테르 비페닐 화합물, 이를 포함하는 광중합 개시제 및 감광성 조성물 | |
| JP2000047389A (ja) | 感光性フィルム | |
| CN119916644B (zh) | 包含炔基蒽光敏剂的感光树脂组合物及其应用 | |
| JP2006251495A (ja) | アルカリ現像性感光性樹脂組成物 |