JP7406590B2 - 重合体 - Google Patents
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- JP7406590B2 JP7406590B2 JP2022090364A JP2022090364A JP7406590B2 JP 7406590 B2 JP7406590 B2 JP 7406590B2 JP 2022090364 A JP2022090364 A JP 2022090364A JP 2022090364 A JP2022090364 A JP 2022090364A JP 7406590 B2 JP7406590 B2 JP 7406590B2
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- Prior art keywords
- film
- forming
- organic
- organic film
- pattern
- Prior art date
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- 229920000642 polymer Polymers 0.000 title claims description 92
- 125000004432 carbon atom Chemical group C* 0.000 claims description 54
- 125000001424 substituent group Chemical group 0.000 claims description 51
- 125000003118 aryl group Chemical group 0.000 claims description 29
- 125000001624 naphthyl group Chemical group 0.000 claims description 24
- 125000000962 organic group Chemical group 0.000 claims description 24
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 23
- 230000036961 partial effect Effects 0.000 claims description 19
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 9
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 9
- 239000001257 hydrogen Substances 0.000 claims description 8
- 229910052739 hydrogen Inorganic materials 0.000 claims description 8
- 239000010408 film Substances 0.000 description 508
- 239000000203 mixture Substances 0.000 description 120
- 238000000034 method Methods 0.000 description 119
- 239000000758 substrate Substances 0.000 description 108
- 239000010410 layer Substances 0.000 description 90
- 229910052710 silicon Inorganic materials 0.000 description 88
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 86
- 239000010703 silicon Substances 0.000 description 85
- 238000005530 etching Methods 0.000 description 61
- 239000000463 material Substances 0.000 description 54
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Natural products OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 54
- 150000001875 compounds Chemical class 0.000 description 45
- 230000015572 biosynthetic process Effects 0.000 description 43
- 239000004065 semiconductor Substances 0.000 description 41
- 239000002904 solvent Substances 0.000 description 39
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 36
- 239000011229 interlayer Substances 0.000 description 36
- 239000003431 cross linking reagent Substances 0.000 description 33
- 230000000052 comparative effect Effects 0.000 description 32
- 238000003786 synthesis reaction Methods 0.000 description 31
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 30
- 238000006243 chemical reaction Methods 0.000 description 30
- 238000004519 manufacturing process Methods 0.000 description 30
- -1 aromatic alcohols Chemical class 0.000 description 26
- 239000011572 manganese Substances 0.000 description 24
- 238000009835 boiling Methods 0.000 description 23
- 239000011248 coating agent Substances 0.000 description 21
- 238000000576 coating method Methods 0.000 description 21
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 20
- 239000007789 gas Substances 0.000 description 20
- 239000011261 inert gas Substances 0.000 description 20
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 20
- 239000012044 organic layer Substances 0.000 description 19
- 239000003960 organic solvent Substances 0.000 description 19
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical compound CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 description 17
- 238000001312 dry etching Methods 0.000 description 17
- 229910052814 silicon oxide Inorganic materials 0.000 description 17
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 16
- 229910052751 metal Inorganic materials 0.000 description 16
- 239000002184 metal Substances 0.000 description 16
- 239000001301 oxygen Substances 0.000 description 16
- 229910052760 oxygen Inorganic materials 0.000 description 16
- 229920002120 photoresistant polymer Polymers 0.000 description 16
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 15
- 239000002253 acid Substances 0.000 description 15
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 15
- 239000003054 catalyst Substances 0.000 description 13
- 239000012299 nitrogen atmosphere Substances 0.000 description 13
- 238000005406 washing Methods 0.000 description 13
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 12
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 12
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- 238000001914 filtration Methods 0.000 description 12
- 238000005755 formation reaction Methods 0.000 description 12
- 238000005227 gel permeation chromatography Methods 0.000 description 12
- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 description 12
- 230000002829 reductive effect Effects 0.000 description 12
- 238000004528 spin coating Methods 0.000 description 12
- 239000007864 aqueous solution Substances 0.000 description 11
- 239000002585 base Substances 0.000 description 11
- 238000001816 cooling Methods 0.000 description 11
- 229910052757 nitrogen Inorganic materials 0.000 description 11
- 229920005989 resin Polymers 0.000 description 11
- 239000011347 resin Substances 0.000 description 11
- 229910004298 SiO 2 Inorganic materials 0.000 description 10
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 10
- 238000011156 evaluation Methods 0.000 description 10
- 230000008569 process Effects 0.000 description 10
- 238000012545 processing Methods 0.000 description 10
- 238000001291 vacuum drying Methods 0.000 description 10
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 9
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 9
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 9
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 9
- 239000012298 atmosphere Substances 0.000 description 9
- 238000004132 cross linking Methods 0.000 description 9
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 9
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 8
- 238000011161 development Methods 0.000 description 8
- 230000018109 developmental process Effects 0.000 description 8
- 238000010438 heat treatment Methods 0.000 description 8
- 239000012456 homogeneous solution Substances 0.000 description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 8
- 239000007788 liquid Substances 0.000 description 8
- 229920003986 novolac Polymers 0.000 description 8
- 239000000047 product Substances 0.000 description 8
- 238000000926 separation method Methods 0.000 description 8
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 8
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 7
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 7
- 229940098779 methanesulfonic acid Drugs 0.000 description 7
- 230000007261 regionalization Effects 0.000 description 7
- 238000005979 thermal decomposition reaction Methods 0.000 description 7
- UJOBWOGCFQCDNV-UHFFFAOYSA-N 9H-carbazole Chemical compound C1=CC=C2C3=CC=CC=C3NC2=C1 UJOBWOGCFQCDNV-UHFFFAOYSA-N 0.000 description 6
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 6
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 6
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 description 6
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 6
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- 229910052581 Si3N4 Inorganic materials 0.000 description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- 230000002378 acidificating effect Effects 0.000 description 6
- 125000003545 alkoxy group Chemical group 0.000 description 6
- 125000000217 alkyl group Chemical group 0.000 description 6
- 238000004140 cleaning Methods 0.000 description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 6
- HQVNEWCFYHHQES-UHFFFAOYSA-N silicon nitride Chemical compound N12[Si]34N5[Si]62N3[Si]51N64 HQVNEWCFYHHQES-UHFFFAOYSA-N 0.000 description 6
- WSLDOOZREJYCGB-UHFFFAOYSA-N 1,2-Dichloroethane Chemical compound ClCCCl WSLDOOZREJYCGB-UHFFFAOYSA-N 0.000 description 5
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 5
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 5
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 5
- NTIZESTWPVYFNL-UHFFFAOYSA-N Methyl isobutyl ketone Chemical compound CC(C)CC(C)=O NTIZESTWPVYFNL-UHFFFAOYSA-N 0.000 description 5
- UIHCLUNTQKBZGK-UHFFFAOYSA-N Methyl isobutyl ketone Natural products CCC(C)C(C)=O UIHCLUNTQKBZGK-UHFFFAOYSA-N 0.000 description 5
- GRYLNZFGIOXLOG-UHFFFAOYSA-N Nitric acid Chemical compound O[N+]([O-])=O GRYLNZFGIOXLOG-UHFFFAOYSA-N 0.000 description 5
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 5
- 125000005577 anthracene group Chemical group 0.000 description 5
- DKPFZGUDAPQIHT-UHFFFAOYSA-N butyl acetate Chemical compound CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 5
- 229910052799 carbon Inorganic materials 0.000 description 5
- 230000007797 corrosion Effects 0.000 description 5
- 238000005260 corrosion Methods 0.000 description 5
- 239000006185 dispersion Substances 0.000 description 5
- 238000011049 filling Methods 0.000 description 5
- 238000010304 firing Methods 0.000 description 5
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 5
- 150000002576 ketones Chemical class 0.000 description 5
- 229910017604 nitric acid Inorganic materials 0.000 description 5
- YNPNZTXNASCQKK-UHFFFAOYSA-N phenanthrene Chemical group C1=CC=C2C3=CC=CC=C3C=CC2=C1 YNPNZTXNASCQKK-UHFFFAOYSA-N 0.000 description 5
- 238000006068 polycondensation reaction Methods 0.000 description 5
- 125000005581 pyrene group Chemical group 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 238000012360 testing method Methods 0.000 description 5
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 4
- GZVHEAJQGPRDLQ-UHFFFAOYSA-N 6-phenyl-1,3,5-triazine-2,4-diamine Chemical compound NC1=NC(N)=NC(C=2C=CC=CC=2)=N1 GZVHEAJQGPRDLQ-UHFFFAOYSA-N 0.000 description 4
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 4
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 4
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 4
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 4
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical compound CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-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
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 4
- DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 4
- XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 4
- 230000009471 action Effects 0.000 description 4
- 125000004423 acyloxy group Chemical group 0.000 description 4
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 4
- 125000000304 alkynyl group Chemical group 0.000 description 4
- 229910052782 aluminium Inorganic materials 0.000 description 4
- 229910052802 copper Inorganic materials 0.000 description 4
- 239000010949 copper Substances 0.000 description 4
- 239000013078 crystal Substances 0.000 description 4
- 238000010586 diagram Methods 0.000 description 4
- 238000010894 electron beam technology Methods 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 150000002170 ethers Chemical class 0.000 description 4
- 125000005843 halogen group Chemical group 0.000 description 4
- 230000020169 heat generation Effects 0.000 description 4
- 150000002430 hydrocarbons Chemical class 0.000 description 4
- 238000007654 immersion Methods 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- 150000004767 nitrides Chemical class 0.000 description 4
- 125000002560 nitrile group Chemical group 0.000 description 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 4
- 229910052763 palladium Inorganic materials 0.000 description 4
- 238000000059 patterning Methods 0.000 description 4
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- 150000003509 tertiary alcohols Chemical class 0.000 description 4
- WGTYBPLFGIVFAS-UHFFFAOYSA-M tetramethylammonium hydroxide Chemical compound [OH-].C[N+](C)(C)C WGTYBPLFGIVFAS-UHFFFAOYSA-M 0.000 description 4
- 125000003396 thiol group Chemical group [H]S* 0.000 description 4
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 4
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- 229910052721 tungsten Inorganic materials 0.000 description 4
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- QPRQEDXDYOZYLA-UHFFFAOYSA-N 2-methylbutan-1-ol Chemical compound CCC(C)CO QPRQEDXDYOZYLA-UHFFFAOYSA-N 0.000 description 3
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- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 3
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- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 3
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 3
- 229910004541 SiN Inorganic materials 0.000 description 3
- 239000003377 acid catalyst Substances 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- WNLRTRBMVRJNCN-UHFFFAOYSA-N adipic acid Chemical compound OC(=O)CCCCC(O)=O WNLRTRBMVRJNCN-UHFFFAOYSA-N 0.000 description 3
- 125000003342 alkenyl group Chemical group 0.000 description 3
- 125000003302 alkenyloxy group Chemical group 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
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- 230000006866 deterioration Effects 0.000 description 3
- 238000007865 diluting Methods 0.000 description 3
- 229910052731 fluorine Inorganic materials 0.000 description 3
- 239000011737 fluorine Substances 0.000 description 3
- 150000004820 halides Chemical class 0.000 description 3
- CATSNJVOTSVZJV-UHFFFAOYSA-N heptan-2-one Chemical compound CCCCCC(C)=O CATSNJVOTSVZJV-UHFFFAOYSA-N 0.000 description 3
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- 239000002075 main ingredient Substances 0.000 description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 description 3
- 229910000027 potassium carbonate Inorganic materials 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
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- 239000004094 surface-active agent Substances 0.000 description 3
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- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- SCYULBFZEHDVBN-UHFFFAOYSA-N 1,1-Dichloroethane Chemical compound CC(Cl)Cl SCYULBFZEHDVBN-UHFFFAOYSA-N 0.000 description 2
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- MPPPKRYCTPRNTB-UHFFFAOYSA-N 1-bromobutane Chemical compound CCCCBr MPPPKRYCTPRNTB-UHFFFAOYSA-N 0.000 description 2
- DURPTKYDGMDSBL-UHFFFAOYSA-N 1-butoxybutane Chemical compound CCCCOCCCC DURPTKYDGMDSBL-UHFFFAOYSA-N 0.000 description 2
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- JOLQKTGDSGKSKJ-UHFFFAOYSA-N 1-ethoxypropan-2-ol Chemical compound CCOCC(C)O JOLQKTGDSGKSKJ-UHFFFAOYSA-N 0.000 description 2
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 2
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- OVOUKWFJRHALDD-UHFFFAOYSA-N 2-[2-(2-acetyloxyethoxy)ethoxy]ethyl acetate Chemical compound CC(=O)OCCOCCOCCOC(C)=O OVOUKWFJRHALDD-UHFFFAOYSA-N 0.000 description 2
- YIWUKEYIRIRTPP-UHFFFAOYSA-N 2-ethylhexan-1-ol Chemical compound CCCCC(CC)CO YIWUKEYIRIRTPP-UHFFFAOYSA-N 0.000 description 2
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 2
- 125000001494 2-propynyl group Chemical group [H]C#CC([H])([H])* 0.000 description 2
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 2
- JSGVZVOGOQILFM-UHFFFAOYSA-N 3-methoxy-1-butanol Chemical compound COC(C)CCO JSGVZVOGOQILFM-UHFFFAOYSA-N 0.000 description 2
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 description 2
- JTNVCJCSECAMLD-UHFFFAOYSA-N 4-phenyl-2-[2-(4-phenyl-4,5-dihydro-1,3-oxazol-2-yl)propan-2-yl]-4,5-dihydro-1,3-oxazole Chemical compound N=1C(C=2C=CC=CC=2)COC=1C(C)(C)C(OC1)=NC1C1=CC=CC=C1 JTNVCJCSECAMLD-UHFFFAOYSA-N 0.000 description 2
- YCPBCVTUBBBNJJ-UHFFFAOYSA-N 5,11-dihydroindolo[3,2-b]carbazole Chemical compound N1C2=CC=CC=C2C2=C1C=C1C3=CC=CC=C3NC1=C2 YCPBCVTUBBBNJJ-UHFFFAOYSA-N 0.000 description 2
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Natural products CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 2
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Images
Classifications
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- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L65/00—Compositions of macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain; Compositions of derivatives of such polymers
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- 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
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- 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
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- G03F7/11—Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers having cover layers or intermediate layers, e.g. subbing layers
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Description
本発明の有機膜形成用組成物は下記一般式(1)で示される部分構造を繰り返し単位とする重合体を含有するものである。
さらに本発明の重合体は下記一般式で示されるいずれかの部分構造を繰り返し単位として有していてもよい。本発明の重合体がこれらの部分構造を有することにより炭素密度が高められ優れたよれ耐性、エッチング耐性を付与することができる。
本発明の重合体は、下記に示す3級アルコールまたはアルキルエーテル化合物を用いた重縮合により合成することができ、重縮合にはW1またはW2を連結基としてもつ3級アルコールまたはアルキルエーテルを単独または2種以上用いることもできる。これらは要求される特性に応じて適宜選択し組み合わせることができる。下記式中のAR1、AR2、W1、W2は前記と同じであり、Rは水素原子または炭素数1~10のアルキル基を表す。
更に、(2)、(4)で表される部分構造を有す重合体は、下記に示す窒素上に水素を置換基として有する化合物と3級アルコールまたはアルキルエーテル化合物を用いて前記重合体の製造方法1と同様に重縮合により中間体を得た後(Step1)、窒素上の水素原子をYに変換する(Step2)方法で得ることも可能である。AR1、AR2、AR3、AR4、AR5、AR6、AR7、W2、R、Yは前記と同じである。
また、本発明では、有機膜形成用組成物であって、(A)上述の本発明の重合体及び(B)有機溶剤を含有する有機膜形成用組成物を提供する。なお、本発明の有機膜形成用組成物において、上述の本発明の重合体は1種を単独で又は2種以上を組み合わせて用いることができる。
また本発明では、基板上に、前記有機膜形成用組成物が硬化した有機膜が形成されたものである半導体装置製造用基板を提供する。
有機膜を形成するための加熱成膜工程は1段ベーク、2段ベークまたは3段以上の多段ベークを適用することが出来るが、1段ベークまたは2段ベークが経済的に好ましい。1段ベークによる成膜は、例えば、50℃以上600℃以下の温度で5~7200秒間の範囲で行うが、150℃以上500℃以下の温度で10~3600秒間の範囲で行うのが好ましい。このような条件で熱処理することで、熱流動による平坦化と架橋反応を促進させることが出来る。多層レジスト法ではこの得られた膜の上に塗布型ケイ素中間膜やCVDハードマスクを形成する場合がある。塗布型ケイ素中間膜を適用する場合は、ケイ素中間膜を成膜する温度より高い温度での成膜が好ましい。通常、ケイ素中間膜は100℃以上400℃以下、好ましくは150℃以上350℃以下で成膜される。この温度より高い温度で有機膜を成膜すると、ケイ素中間膜形成用組成物による有機膜の溶解を防ぎ、当該組成物とミキシングしない有機膜を形成することができる。
<ケイ素含有レジスト中間膜を用いた3層レジスト法>
本発明では、被加工体上に本発明の有機膜形成用組成物を用いて有機膜を形成する工程、前記有機膜の上にケイ素含有レジスト中間膜材料を用いてケイ素含有レジスト中間膜を形成する工程、前記ケイ素含有レジスト中間膜の上にフォトレジスト組成物を用いてレジスト上層膜を形成する工程、前記レジスト上層膜に回路パターンを形成する工程、前記回路パターンが形成されたレジスト上層膜をマスクにして前記ケイ素含有レジスト中間膜にエッチングでパターン転写する工程、前記パターンが転写されたケイ素含有レジスト中間膜をマスクにして前記有機膜にエッチングでパターン転写する工程、前記パターンが転写された有機膜をマスクにして前記被加工体にエッチングでパターンを形成する工程を含むパターン形成方法を提供する。
また本発明では、被加工体上に本発明の有機膜形成用組成物を用いて有機膜を形成する工程、前記有機膜の上にケイ素含有レジスト中間膜材料を用いてケイ素含有レジスト中間膜を形成する工程、前記ケイ素含有レジスト中間膜の上に有機反射防止膜(BARC)を形成する工程、前記BARC上にフォトレジスト組成物を用いてレジスト上層膜を形成する工程、前記レジスト上層膜に回路パターンを形成する工程、前記回路パターンが形成されたレジスト上層膜をマスクにして前記BARCと前記ケイ素含有レジスト中間膜に順次エッチングでパターン転写する工程、前記パターンが転写されたケイ素含有レジスト中間膜をマスクにして前記有機膜にエッチングでパターン転写する工程、前記パターンが転写された有機膜をマスクにして前記被加工体をエッチングして前記被加工体にパターンを形成する工程を含むパターン形成方法を提供する。
また本発明では、被加工体上に本発明の有機膜形成用組成物を用いて有機膜を形成する工程、前記有機膜の上にケイ素酸化膜、ケイ素窒化膜、ケイ素酸化窒化膜、チタン酸化膜、チタン窒化膜から選ばれる無機ハードマスクを形成する工程、前記無機ハードマスクの上にフォトレジスト組成物を用いてレジスト上層膜を形成する工程、前記レジスト上層膜に回路パターンを形成する工程、前記回路パターンが形成されたレジスト上層膜をマスクにして前記無機ハードマスクをエッチングでパターン転写する工程、前記パターンが形成された無機ハードマスクをマスクにして前記有機膜をエッチングでパターン転写する工程、前記パターンが形成された有機膜をマスクにして前記被加工体をエッチングして前記被加工体にパターンを形成する工程を含むパターン形成方法を提供する。
また本発明では、被加工体上に本発明の有機膜形成用組成物を用いて有機膜を形成する工程、前記有機膜の上にケイ素酸化膜、ケイ素窒化膜、ケイ素酸化窒化膜、チタン酸化膜、チタン窒化膜から選ばれる無機ハードマスクを形成する工程、前記無機ハードマスクの上にBARCを形成する工程、前記BARC上にフォトレジスト組成物を用いてレジスト上層膜を形成する工程、前記レジスト上層膜に回路パターンを形成する工程、前記回路パターンが形成されたレジスト上層膜をマスクにして前記BARCと前記無機ハードマスクに順次エッチングでパターン転写する工程、前記パターンが形成された無機ハードマスクをマスクにして前記有機膜にエッチングでパターン転写する工程、前記パターンが形成された有機膜をマスクにして前記被加工体をエッチングして前記被加工体にパターンを形成する工程を含むパターン形成方法を提供する。
重合体(A1)~(A18)の合成には、下記に示す化合物群B:(B1)~(B16)、化合物群C:(C1)~(C4)を用いた。
化合物(B1)を50.5g、化合物(C1)50.0g及び1,2-ジクロロエタン400gを窒素雰囲気下内温50℃で懸濁液とした。メタンスルホン酸20.0gをゆっくりと加え、発熱が止むのを確認した後、内温70℃に昇温し8時間反応を行った。室温まで冷却後、トルエン1000gを加え、有機層を純水300gで6回洗浄後、有機層を減圧乾固した。残渣にTHF300gを加え均一溶液とした後、メタノール1000gでポリマーを再沈させた。沈降したポリマーをろ過で分別、メタノール600gで2回洗浄を行い回収した。回収したポリマーを70℃で真空乾燥することで(A1)を得た。
GPCにより重量平均分子量(Mw)、分散度(Mw/Mn)を求めたところ、Mw=2320、Mw/Mn=1.85であった。
表1に示される化合物群B、化合物群Cを用いた以外は、合成例1と同じ反応条件で、表2に示されるような重合体(A2)~(A18)を生成物として得た。
5,11-ジヒドロインドロ[3,2-b]カルバゾール32.4g、化合物(C2)50.0g及び1,2-ジクロロエタン400gを窒素雰囲気下内温50℃で懸濁液とした。メタンスルホン酸20.0gをゆっくりと加え、発熱が止むのを確認した後、内温70℃に昇温し8時間反応を行った。室温まで冷却後、トルエン1000gを加え、有機層を純水300gで6回洗浄後、有機層を減圧乾固した。残渣にTHF300gを加え均一溶液とした後、メタノール1000gでポリマーを再沈させた。沈降したポリマーをろ過で分別、メタノール600gで2回洗浄を行い回収した。回収したポリマーを70℃で真空乾燥することで(A19)を得た。GPCにより重量平均分子量(Mw)、分散度(Mw/Mn)を求めたところ、Mw=2430、Mw/Mn=1.65であった。
カルバゾール22.3g、化合物(C3)50.0g及び1,2-ジクロロエタン400gを窒素雰囲気下内温50℃で懸濁液とした。メタンスルホン酸20.0gをゆっくりと加え、発熱が止むのを確認した後、内温70℃に昇温し8時間反応を行った。室温まで冷却後、トルエン1000gを加え、有機層を純水300gで6回洗浄後、有機層を減圧乾固した。残渣にTHF300gを加え均一溶液とした後、メタノール1000gでポリマーを再沈させた。沈降したポリマーをろ過で分別、メタノール600gで2回洗浄を行い回収した。回収したポリマーを70℃で真空乾燥することで(A20)を得た。GPCにより重量平均分子量(Mw)、分散度(Mw/Mn)を求めたところ、Mw=2270、Mw/Mn=1.68であった。
合成例20で合成した重合体(A20)を20.0g、テトラブチルアンモニウムヨージド0.5g、25%水酸化ナトリウム水溶液8.4g、及びトルエン100gを窒素雰囲気下、内温50℃で均一分散液とした。分散液にブチルブロマイド1.3gとプロパルギルブロマイド2.6gの混合液をゆっくりと滴下し、内温50℃で24時間反応を行った。室温まで冷却後、トルエン200gを加え、水層を除去した。さらに有機層を3.0%硝酸水溶液60gで2回、純水60gで5回洗浄を行い、有機層を減圧乾固した。残渣にTHF100gを加え、メタノール400gでポリマーを再沈させた。沈降したポリマーをろ過で分別、メタノール300gで2回洗浄を行い回収した。回収したポリマーを70℃で真空乾燥することで(A21)を得た。GPCにより重量平均分子量(Mw)、分散度(Mw/Mn)を求めたところ、Mw=2670、Mw/Mn=1.74であった。
合成例20で合成した重合体(A20)を20.0g、テトラブチルアンモニウムヨージド0.5g、25%水酸化ナトリウム水溶液8.4g、及びトルエン100gを窒素雰囲気下、内温50℃で均一分散液とした。分散液にブチルブロマイド4.3gをゆっくりと滴下し、内温50℃で24時間反応を行った。室温まで冷却後、トルエン200gを加え、水層を除去した。さらに有機層を3.0%硝酸水溶液60gで2回、純水60gで5回洗浄を行い、有機層を減圧乾固した。残渣にTHF100gを加え、メタノール400gでポリマーを再沈させた。沈降したポリマーをろ過で分別、メタノール300gで2回洗浄を行い回収した。回収したポリマーを70℃で真空乾燥することで(A22)を得た。GPCにより重量平均分子量(Mw)、分散度(Mw/Mn)を求めたところ、Mw=2650、Mw/Mn=1.77であった。
2,7-ジヒドロキシナフタレン21.0g、化合物(C2)50.0g及び1,2-ジクロロエタン400gを窒素雰囲気下内温50℃で懸濁液とした。メタンスルホン酸20.0gをゆっくりと加え、発熱が止むのを確認した後、内温70℃に昇温し8時間反応を行った。室温まで冷却後、トルエン1000gを加え、有機層を純水300gで6回洗浄後、有機層を減圧乾固した。残渣にTHF300gを加え均一溶液とした後、ジイソプロピルエーテル800gでポリマーを再沈させた。沈降したポリマーをろ過で分別、ジイソプロピルエーテル500gで2回洗浄を行い回収した。回収したポリマーを70℃で真空乾燥することで(A23)を得た。
GPCにより重量平均分子量(Mw)、分散度(Mw/Mn)を求めたところ、Mw=2370、Mw/Mn=1.82であった。
化合物(A23)を20.00g、炭酸カリウム8.7g、及びジメチルホルムアミド80gを窒素雰囲気下、内温50℃で均一分散液とした。プロパルギルブロミド5.2gをゆっくり滴下し、内温50℃で16時間反応を行った。室温まで冷却後、メチルイソブチルケトン200g、純水100gを加え均一化した後、水層を除去した。更に有機層を3.0%硝酸水溶液60gで2回、純水60gで5回洗浄を行い、有機層を減圧乾固した。残渣にTHF100gを加え、メタノール400gでポリマーを再沈させた。沈降したポリマーをろ過で分別、メタノール300gで2回洗浄を行い回収した。回収したポリマーを70℃で真空乾燥することで(A24)を得た。GPCにより重量平均分子量(Mw)、分散度(Mw/Mn)を求めたところ、Mw=2580、Mw/Mn=1.89であった。
カルバゾールを60.0g、9-フルオレノン40.0g、3-メルカプトプロピオン酸5ml、及び1,2-ジクロロエタン300mlを窒素雰囲気下内温70℃で均一溶液とした後、メタンスルホン酸10mlをゆっくりと加え、内温70℃で24時間反応を行った。室温まで冷却後、メチルイソブチルケトン500gを加え、有機層を純水100gで5回洗浄後、有機層を減圧乾固した。残渣にTHF200gを加え均一溶液とした後、メタノール1000gでポリマーを再沈させた。沈降したポリマーをろ過で分別、メタノール600gで2回洗浄を行い回収した。回収したポリマーを70℃で真空乾燥することで(A25)を得た。GPCにより重量平均分子量(Mw)、分散度(Mw/Mn)を求めたところ、Mw=2880、Mw/Mn=2.29であった。
窒素雰囲気下、2-アセチル-9-エチルカルバゾール15.0g、塩化チオニル14.9gおよびエタノール2.8gを加え、80℃で8時間反応を行った。室温まで冷却後、反応溶液に純水50gおよびジクロロメタン50gを加え、分液水洗を行った後、有機層を減圧乾固した。残渣にTHF50gを加え均一溶液とした後、メタノール200gで晶出した。沈降した結晶をろ過で分別し、メタノール100gで2回洗浄を行い回収した。回収した結晶を70℃で真空乾燥することで(A26)を得た。GPCにより重量平均分子量(Mw)、分散度(Mw/Mn)を求めたところ、Mw=690、Mw/Mn=1.03であった。
窒素雰囲気下、N-エチルカルバゾール-3-カルボキシアルデヒド17.8g、2,6-ジヒドロキシナフタレン25.6g、p-トルエンスルホン酸3.9gおよび1,4-ジオキサン100gを加え、90℃で6時間反応を行った。室温まで冷却後、メチルイソブチルケトン200gを加え、有機層を純水50gで5回洗浄後、有機層を減圧乾固した。残渣にTHF100gを加え均一溶液とした後、ヘプタン400gで晶出した。沈降した結晶をろ過で分別し、ヘプタン200gで2回洗浄を行い回収した。回収した結晶を70℃で真空乾燥することで(A27)を得た。GPCにより重量平均分子量(Mw)、分散度(Mw/Mn)を求めたところ、Mw=540、Mw/Mn=1.02であった。
前記重合体または化合物(A1)~(A27)、添加剤として架橋剤(CR1、CR2)、酸発生剤(AG1)、高沸点溶剤として(S1)1,6-ジアセトキシヘキサン:沸点260℃、(S2)γ-ブチロラクトン:沸点204℃および(S3)トリプロピレングリコールモノメチルエーテル:沸点242℃を用い、FC-4430(住友スリーエム(株)製)0.1質量%を含むプロピレングリコールモノメチルエーテルアセテート(PGMEA)及び/又はシクロヘキサノン(CyHO)溶媒中に表3に示す割合で溶解させ、0.1μmのフッ素樹脂製のフィルターで濾過することによって有機膜形成用組成物(UDL-1~23、比較UDL-1~14)をそれぞれ調製した。
上記で調製した有機膜形成用組成物(UDL-1~23、比較UDL-1~14)をシリコン基板上に塗布し、酸素濃度が0.2%以下に管理された窒素気流下400℃で60秒間焼成した後、膜厚を測定し、その上にPGMEA溶媒をディスペンスし、30秒間放置しスピンドライ、100℃で60秒間ベークしてPGMEAを蒸発させ、膜厚を測定しPGMEA処理前後の膜厚差を求めた。
前記有機膜形成用組成物(UDL-1~23、比較UDL-1~14)をそれぞれシリコン基板上に塗布し、大気中、180℃で60秒間、焼成して200nmの塗布膜を形成し、膜厚を測定した。この基板を更に酸素濃度が0.2%以下に管理された窒素気流下450℃でさらに10分間焼成して膜厚を測定した。これらの結果を表5に示す。
図3のように、前記有機膜形成用組成物(UDL-1~23、比較UDL-1~14)をそれぞれ、密集ホールパターン(ホール直径0.16μm、ホール深さ0.50μm、隣り合う二つのホールの中心間の距離0.32μm)を有するSiO2ウエハー基板上に塗布し、ホットプレートを用いて酸素濃度が0.2%以下に管理された窒素気流下450℃で60秒間焼成し、有機膜8を形成した。使用した基板は図3(G)(俯瞰図)及び(H)(断面図)に示すような密集ホールパターンを有する下地基板7(SiO2ウエハー基板)である。得られた各ウエハー基板の断面形状を、走査型電子顕微鏡(SEM)を用いて観察し、ホール内部にボイド(空隙)なく、有機膜で充填されているかどうかを確認した。結果を表6に示す。埋め込み特性に劣る有機膜材料を用いた場合は、本評価において、ホール内部にボイドが発生する。埋め込み特性が良好な有機膜形成用組成物を用いた場合は、本評価において、図3(I)に示されるようにホール内部にボイドなく有機膜8が充填される。
有機膜形成用組成物(UDL-1~23、比較UDL-1~5、8~14)をそれぞれ、巨大孤立トレンチパターン(図4(J)、トレンチ幅10μm、トレンチ深さ0.10μm)を有する下地基板9(SiO2ウエハー基板)上に塗布し、酸素濃度が0.2%以下に管理された窒素気流下450℃で60秒間焼成した後、トレンチ部分と非トレンチ部分の有機膜10の段差(図4(K)中のdelta10)を、パークシステムズ社製NX10原子間力顕微鏡(AFM)を用いて観察した。結果を表7に示す。本評価において、段差が小さいほど、平坦化特性が良好であるといえる。なお、本評価では、深さ0.10μmのトレンチパターンを、通常膜厚約0.2μmの有機膜形成用組成物を用いて平坦化しており、平坦化特性の優劣を評価するために厳しい評価条件となっている。なお、比較UDL―6および7についてはベーク後の膜厚減少が大きすぎるため平坦化特性の評価を行うことができなかった。
前記有機膜形成用組成物(UDL-1~23、比較UDL-8~14)を、それぞれ、300nmのSiO2膜が形成されているシリコンウエハー基板上に塗布し、酸素濃度が0.2%以下に管理された窒素気流下450℃で60秒焼成し、有機膜(レジスト中間膜)を形成した。その上にCVD-SiONハードマスクを形成し、更に有機反射防止膜材料(ARC-29A:日産化学社製)を塗布して210℃で60秒間ベークして膜厚80nmの有機反射防止膜を形成し、その上にレジスト上層膜材料のArF用単層レジストを塗布し、105℃で60秒間ベークして膜厚100nmのフォトレジスト膜を形成した。フォトレジスト膜上に液浸保護膜材料(TC-1)を塗布し90℃で60秒間ベークし膜厚50nmの保護膜を形成した。なお、比較UDL―1~UDL-7については溶剤耐性を確保できなかったため以後のパターン形成試験に進むことはできなかった。
その後、東京エレクトロン製エッチング装置Teliusを用いてドライエッチングによりレジストパターンをマスクにして有機反射防止膜とCVD-SiONハードマスクをエッチング加工してハードマスクパターンを形成し、得られたハードマスクパターンをマスクにして有機膜をエッチングして有機膜パターンを形成し、得られた有機膜パターンをマスクにしてSiO2膜のエッチング加工を行った。エッチング条件は下記に示すとおりである。
チャンバー圧力 10.0Pa
RFパワー 1,500W
CF4ガス流量 75sccm
O2ガス流量 15sccm
時間 15sec
チャンバー圧力 2.0Pa
RFパワー 500W
Arガス流量 75sccm
O2ガス流量 45sccm
時間 120sec
チャンバー圧力 2.0Pa
RFパワー 2,200W
C5F12ガス流量 20sccm
C2F6ガス流量 10sccm
Arガス流量 300sccm
O2ガス流量 60sccm
時間 90sec
前記有機膜形成用組成物(UDL-1~23、比較UDL-8~14)を、それぞれ、トレンチパターン(トレンチ幅10μm、トレンチ深さ0.10μm)を有するSiO2ウエハー基板上に塗布し、酸素濃度が0.2%以下に管理された窒素気流下450℃で60秒焼成した以外は、実施例5と同じ方法で塗布膜を形成し、パターニング、ドライエッチングを行ない、出来上がったパターンの形状を観察した。結果を表9に示す。
前記有機膜形成用組成物(UDL-1~23、比較UDL-6、7、13、14)を表10に示すBare-Si基板、ヘキサメチルジシラザン(HMDS)処理をした基板、SiON処理をした基板上にそれぞれ塗布し、酸素濃度が0.2%以下に管理された窒素気流下400℃で60秒焼成し膜厚200nmの有機膜を形成した。形成後の有機膜を光学顕微鏡(Nikon社製ECLIPSE L200)を用いて塗布異常がないか観察を行った。確認結果を表10に示す。
3…有機膜、 3’…有機膜形成用組成物、 3a…有機膜パターン、
4…ケイ素含有レジスト中間膜、 4a…ケイ素含有レジスト中間膜パターン、
5…レジスト上層膜、 5a…レジスト上層膜パターン、 6…露光部分、
7…密集ホールパターンを有する下地基板、 8…有機膜、
9…巨大孤立トレンチパターンを有する下地基板、 10…有機膜、
delta10…トレンチ部分と非トレンチ部分の有機膜10の段差。
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- 下記一般式(1)で示される部分構造を繰り返し単位として有し、前記一般式(1)中のW2で表される2価の有機基が下記のいずれかのものであることを特徴とする重合体。
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JP2016081041A (ja) | 2014-10-16 | 2016-05-16 | 信越化学工業株式会社 | 多層膜形成方法及びパターン形成方法 |
JP2017125890A (ja) | 2016-01-12 | 2017-07-20 | 信越化学工業株式会社 | 多層膜形成方法及びパターン形成方法 |
JP2019041059A (ja) | 2017-08-28 | 2019-03-14 | 信越化学工業株式会社 | 有機膜形成用組成物、半導体装置製造用基板、有機膜の形成方法、パターン形成方法、及び重合体 |
JP2019044022A (ja) | 2017-08-30 | 2019-03-22 | 信越化学工業株式会社 | 有機膜形成用組成物、半導体装置製造用基板、有機膜の形成方法、パターン形成方法、及び重合体 |
JP2021506996A (ja) | 2017-12-20 | 2021-02-22 | メルク、パテント、ゲゼルシャフト、ミット、ベシュレンクテル、ハフツングMerck Patent GmbH | エチニル誘導体コンポジット、それを含んでなる組成物、それによる塗膜の製造方法、およびその塗膜を含んでなる素子の製造方法 |
JP2019218336A (ja) | 2018-06-20 | 2019-12-26 | 信越化学工業株式会社 | 化合物、化合物の製造方法及び有機膜形成用組成物 |
JP2019218337A (ja) | 2018-06-20 | 2019-12-26 | 信越化学工業株式会社 | 化合物及び有機膜形成用組成物 |
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TWI728852B (zh) | 2021-05-21 |
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US11635691B2 (en) | 2023-04-25 |
CN112180686A (zh) | 2021-01-05 |
US20210003920A1 (en) | 2021-01-07 |
KR20210004875A (ko) | 2021-01-13 |
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