WO2008023750A1 - Procédé d'implantation d'ions et composition de résine sensible au rayonnement pour une utilisation dans celui-ci - Google Patents
Procédé d'implantation d'ions et composition de résine sensible au rayonnement pour une utilisation dans celui-ci Download PDFInfo
- Publication number
- WO2008023750A1 WO2008023750A1 PCT/JP2007/066318 JP2007066318W WO2008023750A1 WO 2008023750 A1 WO2008023750 A1 WO 2008023750A1 JP 2007066318 W JP2007066318 W JP 2007066318W WO 2008023750 A1 WO2008023750 A1 WO 2008023750A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- group
- radiation
- acid
- ion implantation
- resin composition
- Prior art date
Links
- 230000005855 radiation Effects 0.000 title claims abstract description 66
- 238000000034 method Methods 0.000 title claims abstract description 54
- 238000005468 ion implantation Methods 0.000 title claims abstract description 50
- 239000011342 resin composition Substances 0.000 title claims abstract description 50
- -1 acrylic ester Chemical class 0.000 claims abstract description 128
- 239000002253 acid Substances 0.000 claims abstract description 63
- 150000001875 compounds Chemical class 0.000 claims abstract description 55
- 239000011347 resin Substances 0.000 claims abstract description 28
- 229920005989 resin Polymers 0.000 claims abstract description 28
- 239000000758 substrate Substances 0.000 claims abstract description 20
- 238000010494 dissociation reaction Methods 0.000 claims abstract description 9
- 230000005593 dissociations Effects 0.000 claims abstract description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 41
- 125000000217 alkyl group Chemical group 0.000 claims description 24
- 125000002723 alicyclic group Chemical group 0.000 claims description 23
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 18
- 150000002500 ions Chemical class 0.000 claims description 18
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 13
- CERQOIWHTDAKMF-UHFFFAOYSA-N Methacrylic acid Chemical compound CC(=C)C(O)=O CERQOIWHTDAKMF-UHFFFAOYSA-N 0.000 claims description 11
- 125000001624 naphthyl group Chemical group 0.000 claims description 9
- 229910052799 carbon Inorganic materials 0.000 claims description 7
- 125000005577 anthracene group Chemical group 0.000 claims description 6
- 239000004925 Acrylic resin Substances 0.000 claims 1
- 239000000463 material Substances 0.000 claims 1
- 239000010409 thin film Substances 0.000 abstract description 6
- 230000000903 blocking effect Effects 0.000 abstract description 5
- 239000003513 alkali Substances 0.000 abstract description 4
- 229910052757 nitrogen Inorganic materials 0.000 description 48
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 42
- 239000010408 film Substances 0.000 description 38
- 239000000243 solution Substances 0.000 description 33
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 28
- 229920000642 polymer Polymers 0.000 description 28
- 238000006116 polymerization reaction Methods 0.000 description 27
- 239000000843 powder Substances 0.000 description 21
- 239000000178 monomer Substances 0.000 description 18
- UFWIBTONFRDIAS-UHFFFAOYSA-N Naphthalene Chemical compound C1=CC=CC2=CC=CC=C21 UFWIBTONFRDIAS-UHFFFAOYSA-N 0.000 description 17
- 239000000203 mixture Substances 0.000 description 15
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 14
- 238000010926 purge Methods 0.000 description 14
- 239000000654 additive Substances 0.000 description 13
- 230000015572 biosynthetic process Effects 0.000 description 11
- 229920000058 polyacrylate Polymers 0.000 description 11
- MWPLVEDNUUSJAV-UHFFFAOYSA-N anthracene Chemical compound C1=CC=CC2=CC3=CC=CC=C3C=C21 MWPLVEDNUUSJAV-UHFFFAOYSA-N 0.000 description 10
- 238000009792 diffusion process Methods 0.000 description 10
- 239000002904 solvent Substances 0.000 description 10
- 238000003786 synthesis reaction Methods 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- 230000000996 additive effect Effects 0.000 description 9
- 230000035945 sensitivity Effects 0.000 description 9
- CEIPQQODRKXDSB-UHFFFAOYSA-N ethyl 3-(6-hydroxynaphthalen-2-yl)-1H-indazole-5-carboximidate dihydrochloride Chemical compound Cl.Cl.C1=C(O)C=CC2=CC(C3=NNC4=CC=C(C=C43)C(=N)OCC)=CC=C21 CEIPQQODRKXDSB-UHFFFAOYSA-N 0.000 description 8
- 238000011156 evaluation Methods 0.000 description 8
- 230000008569 process Effects 0.000 description 8
- 239000002002 slurry Substances 0.000 description 8
- SMEROWZSTRWXGI-UHFFFAOYSA-N Lithocholsaeure Natural products C1CC2CC(O)CCC2(C)C2C1C1CCC(C(CCC(O)=O)C)C1(C)CC2 SMEROWZSTRWXGI-UHFFFAOYSA-N 0.000 description 7
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 7
- 229910052710 silicon Inorganic materials 0.000 description 7
- 239000010703 silicon Substances 0.000 description 7
- 150000003384 small molecules Chemical class 0.000 description 7
- 238000003756 stirring Methods 0.000 description 7
- KZNICNPSHKQLFF-UHFFFAOYSA-N succinimide Chemical compound O=C1CCC(=O)N1 KZNICNPSHKQLFF-UHFFFAOYSA-N 0.000 description 7
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 6
- 239000007864 aqueous solution Substances 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 6
- 230000000052 comparative effect Effects 0.000 description 6
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 6
- 238000010894 electron beam technology Methods 0.000 description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 6
- 239000004094 surface-active agent Substances 0.000 description 6
- WGTYBPLFGIVFAS-UHFFFAOYSA-M tetramethylammonium hydroxide Chemical compound [OH-].C[N+](C)(C)C WGTYBPLFGIVFAS-UHFFFAOYSA-M 0.000 description 6
- RBITXBWPKRSPEO-UHFFFAOYSA-N 1-butoxynaphthalene Chemical compound C1=CC=C2C(OCCCC)=CC=CC2=C1 RBITXBWPKRSPEO-UHFFFAOYSA-N 0.000 description 5
- 230000009471 action Effects 0.000 description 5
- 125000003710 aryl alkyl group Chemical group 0.000 description 5
- 125000003118 aryl group Chemical group 0.000 description 5
- 150000001721 carbon Chemical group 0.000 description 5
- 239000011248 coating agent Substances 0.000 description 5
- 238000000576 coating method Methods 0.000 description 5
- 230000018109 developmental process Effects 0.000 description 5
- SMEROWZSTRWXGI-HVATVPOCSA-N lithocholic acid Chemical compound C([C@H]1CC2)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC(O)=O)C)[C@@]2(C)CC1 SMEROWZSTRWXGI-HVATVPOCSA-N 0.000 description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 5
- 125000000962 organic group Chemical group 0.000 description 5
- JWHOQZUREKYPBY-UHFFFAOYSA-N rubonic acid Natural products CC1(C)CCC2(CCC3(C)C(=CCC4C5(C)CCC(=O)C(C)(C)C5CC(=O)C34C)C2C1)C(=O)O JWHOQZUREKYPBY-UHFFFAOYSA-N 0.000 description 5
- MFGWMAAZYZSWMY-UHFFFAOYSA-N (2-naphthyl)methanol Chemical compound C1=CC=CC2=CC(CO)=CC=C21 MFGWMAAZYZSWMY-UHFFFAOYSA-N 0.000 description 4
- XNUYPROIFFCXAE-UHFFFAOYSA-N (4-cyclohexylphenyl)-diphenylsulfanium Chemical compound C1CCCCC1C1=CC=C([S+](C=2C=CC=CC=2)C=2C=CC=CC=2)C=C1 XNUYPROIFFCXAE-UHFFFAOYSA-N 0.000 description 4
- IFPMZBBHBZQTOV-UHFFFAOYSA-N 1,3,5-trinitro-2-(2,4,6-trinitrophenyl)-4-[2,4,6-trinitro-3-(2,4,6-trinitrophenyl)phenyl]benzene Chemical compound [O-][N+](=O)C1=CC([N+](=O)[O-])=CC([N+]([O-])=O)=C1C1=C([N+]([O-])=O)C=C([N+]([O-])=O)C(C=2C(=C(C=3C(=CC(=CC=3[N+]([O-])=O)[N+]([O-])=O)[N+]([O-])=O)C(=CC=2[N+]([O-])=O)[N+]([O-])=O)[N+]([O-])=O)=C1[N+]([O-])=O IFPMZBBHBZQTOV-UHFFFAOYSA-N 0.000 description 4
- PRPINYUDVPFIRX-UHFFFAOYSA-M 1-naphthaleneacetate Chemical compound C1=CC=C2C(CC(=O)[O-])=CC=CC2=C1 PRPINYUDVPFIRX-UHFFFAOYSA-M 0.000 description 4
- KJCVRFUGPWSIIH-UHFFFAOYSA-N 1-naphthol Chemical compound C1=CC=C2C(O)=CC=CC2=C1 KJCVRFUGPWSIIH-UHFFFAOYSA-N 0.000 description 4
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 4
- 125000003368 amide group Chemical group 0.000 description 4
- 150000001454 anthracenes Chemical class 0.000 description 4
- QDHFHIQKOVNCNC-UHFFFAOYSA-N butane-1-sulfonic acid Chemical compound CCCCS(O)(=O)=O QDHFHIQKOVNCNC-UHFFFAOYSA-N 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 4
- 238000001816 cooling Methods 0.000 description 4
- KXGVEGMKQFWNSR-LLQZFEROSA-N deoxycholic acid Chemical compound C([C@H]1CC2)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC(O)=O)C)[C@@]2(C)[C@@H](O)C1 KXGVEGMKQFWNSR-LLQZFEROSA-N 0.000 description 4
- 229960003964 deoxycholic acid Drugs 0.000 description 4
- KXGVEGMKQFWNSR-UHFFFAOYSA-N deoxycholic acid Natural products C1CC2CC(O)CCC2(C)C2C1C1CCC(C(CCC(O)=O)C)C1(C)C(O)C2 KXGVEGMKQFWNSR-UHFFFAOYSA-N 0.000 description 4
- 230000000694 effects Effects 0.000 description 4
- 238000005227 gel permeation chromatography Methods 0.000 description 4
- CATSNJVOTSVZJV-UHFFFAOYSA-N heptan-2-one Chemical compound CCCCCC(C)=O CATSNJVOTSVZJV-UHFFFAOYSA-N 0.000 description 4
- 238000001459 lithography Methods 0.000 description 4
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- YFSUTJLHUFNCNZ-UHFFFAOYSA-N perfluorooctane-1-sulfonic acid Chemical compound OS(=O)(=O)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F YFSUTJLHUFNCNZ-UHFFFAOYSA-N 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 4
- RMSGQZDGSZOJMU-UHFFFAOYSA-N 1-butyl-2-phenylbenzene Chemical group CCCCC1=CC=CC=C1C1=CC=CC=C1 RMSGQZDGSZOJMU-UHFFFAOYSA-N 0.000 description 3
- 125000001637 1-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C(*)=C([H])C([H])=C([H])C2=C1[H] 0.000 description 3
- QQZOPKMRPOGIEB-UHFFFAOYSA-N 2-Oxohexane Chemical compound CCCCC(C)=O QQZOPKMRPOGIEB-UHFFFAOYSA-N 0.000 description 3
- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 3
- 238000010521 absorption reaction Methods 0.000 description 3
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 3
- 230000004888 barrier function Effects 0.000 description 3
- 230000008033 biological extinction Effects 0.000 description 3
- 235000010290 biphenyl Nutrition 0.000 description 3
- 239000004305 biphenyl Substances 0.000 description 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 3
- 230000007423 decrease Effects 0.000 description 3
- 229940009976 deoxycholate Drugs 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 125000000524 functional group Chemical group 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
- 239000012535 impurity Substances 0.000 description 3
- ZQMHJBXHRFJKOT-UHFFFAOYSA-N methyl 2-[(1-methoxy-2-methyl-1-oxopropan-2-yl)diazenyl]-2-methylpropanoate Chemical compound COC(=O)C(C)(C)N=NC(C)(C)C(=O)OC ZQMHJBXHRFJKOT-UHFFFAOYSA-N 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 3
- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 description 3
- 238000000746 purification Methods 0.000 description 3
- 230000007261 regionalization Effects 0.000 description 3
- 238000004528 spin coating Methods 0.000 description 3
- 229960002317 succinimide Drugs 0.000 description 3
- 238000005406 washing Methods 0.000 description 3
- PBLNHHSDYFYZNC-UHFFFAOYSA-N (1-naphthyl)methanol Chemical compound C1=CC=C2C(CO)=CC=CC2=C1 PBLNHHSDYFYZNC-UHFFFAOYSA-N 0.000 description 2
- XOGODJOZAUTXDH-UHFFFAOYSA-M (N-methylanilino)methanesulfonate Chemical compound CN(CS([O-])(=O)=O)c1ccccc1 XOGODJOZAUTXDH-UHFFFAOYSA-M 0.000 description 2
- KZWJWYFPLXRYIL-UHFFFAOYSA-M 1,1,2,2-tetrafluoroethanesulfonate Chemical compound [O-]S(=O)(=O)C(F)(F)C(F)F KZWJWYFPLXRYIL-UHFFFAOYSA-M 0.000 description 2
- KCBOLCDFVMDQIU-UHFFFAOYSA-N 1,1-difluoroethanesulfonic acid Chemical compound CC(F)(F)S(O)(=O)=O KCBOLCDFVMDQIU-UHFFFAOYSA-N 0.000 description 2
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 2
- LNETULKMXZVUST-UHFFFAOYSA-N 1-naphthoic acid Chemical compound C1=CC=C2C(C(=O)O)=CC=CC2=C1 LNETULKMXZVUST-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
- UFFBMTHBGFGIHF-UHFFFAOYSA-N 2,6-dimethylaniline Chemical compound CC1=CC=CC(C)=C1N UFFBMTHBGFGIHF-UHFFFAOYSA-N 0.000 description 2
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 2
- ZPVFWPFBNIEHGJ-UHFFFAOYSA-N 2-octanone Chemical compound CCCCCCC(C)=O ZPVFWPFBNIEHGJ-UHFFFAOYSA-N 0.000 description 2
- VQGHOUODWALEFC-UHFFFAOYSA-N 2-phenylpyridine Chemical compound C1=CC=CC=C1C1=CC=CC=N1 VQGHOUODWALEFC-UHFFFAOYSA-N 0.000 description 2
- JJYPMNFTHPTTDI-UHFFFAOYSA-N 3-methylaniline Chemical compound CC1=CC=CC(N)=C1 JJYPMNFTHPTTDI-UHFFFAOYSA-N 0.000 description 2
- 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- FKNQCJSGGFJEIZ-UHFFFAOYSA-N 4-methylpyridine Chemical compound CC1=CC=NC=C1 FKNQCJSGGFJEIZ-UHFFFAOYSA-N 0.000 description 2
- KDCGOANMDULRCW-UHFFFAOYSA-N 7H-purine Chemical compound N1=CNC2=NC=NC2=C1 KDCGOANMDULRCW-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- 241000723346 Cinnamomum camphora Species 0.000 description 2
- XTJFFFGAUHQWII-UHFFFAOYSA-N Dibutyl adipate Chemical compound CCCCOC(=O)CCCCC(=O)OCCCC XTJFFFGAUHQWII-UHFFFAOYSA-N 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- ZHNUHDYFZUAESO-UHFFFAOYSA-N Formamide Chemical compound NC=O ZHNUHDYFZUAESO-UHFFFAOYSA-N 0.000 description 2
- 101100033673 Mus musculus Ren1 gene Proteins 0.000 description 2
- JLTDJTHDQAWBAV-UHFFFAOYSA-N N,N-dimethylaniline Chemical compound CN(C)C1=CC=CC=C1 JLTDJTHDQAWBAV-UHFFFAOYSA-N 0.000 description 2
- SJRJJKPEHAURKC-UHFFFAOYSA-N N-Methylmorpholine Chemical compound CN1CCOCC1 SJRJJKPEHAURKC-UHFFFAOYSA-N 0.000 description 2
- AFBPFSWMIHJQDM-UHFFFAOYSA-N N-methylaniline Chemical compound CNC1=CC=CC=C1 AFBPFSWMIHJQDM-UHFFFAOYSA-N 0.000 description 2
- ATHHXGZTWNVVOU-UHFFFAOYSA-N N-methylformamide Chemical compound CNC=O ATHHXGZTWNVVOU-UHFFFAOYSA-N 0.000 description 2
- PVNIIMVLHYAWGP-UHFFFAOYSA-N Niacin Chemical compound OC(=O)C1=CC=CN=C1 PVNIIMVLHYAWGP-UHFFFAOYSA-N 0.000 description 2
- DFPAKSUCGFBDDF-UHFFFAOYSA-N Nicotinamide Chemical compound NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 description 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- KYQCOXFCLRTKLS-UHFFFAOYSA-N Pyrazine Chemical compound C1=CN=CC=N1 KYQCOXFCLRTKLS-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
- 239000012670 alkaline solution Substances 0.000 description 2
- 125000003545 alkoxy group Chemical group 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
- 239000000908 ammonium hydroxide Substances 0.000 description 2
- 229950011260 betanaphthol Drugs 0.000 description 2
- 229910052796 boron Inorganic materials 0.000 description 2
- DKPFZGUDAPQIHT-UHFFFAOYSA-N butyl acetate Chemical compound CCCCOC(C)=O DKPFZGUDAPQIHT-UHFFFAOYSA-N 0.000 description 2
- 125000004744 butyloxycarbonyl group Chemical group 0.000 description 2
- 229930008380 camphor Natural products 0.000 description 2
- MIOPJNTWMNEORI-UHFFFAOYSA-N camphorsulfonic acid Chemical compound C1CC2(CS(O)(=O)=O)C(=O)CC1C2(C)C MIOPJNTWMNEORI-UHFFFAOYSA-N 0.000 description 2
- 125000002057 carboxymethyl group Chemical group [H]OC(=O)C([H])([H])[*] 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 238000013329 compounding Methods 0.000 description 2
- 238000005336 cracking Methods 0.000 description 2
- UKJLNMAFNRKWGR-UHFFFAOYSA-N cyclohexatrienamine Chemical group NC1=CC=C=C[CH]1 UKJLNMAFNRKWGR-UHFFFAOYSA-N 0.000 description 2
- BGTOWKSIORTVQH-UHFFFAOYSA-N cyclopentanone Chemical compound O=C1CCCC1 BGTOWKSIORTVQH-UHFFFAOYSA-N 0.000 description 2
- 230000006378 damage Effects 0.000 description 2
- 230000007547 defect Effects 0.000 description 2
- 230000001066 destructive effect Effects 0.000 description 2
- KZTYYGOKRVBIMI-UHFFFAOYSA-N diphenyl sulfone Chemical compound C=1C=CC=CC=1S(=O)(=O)C1=CC=CC=C1 KZTYYGOKRVBIMI-UHFFFAOYSA-N 0.000 description 2
- DMBHHRLKUKUOEG-UHFFFAOYSA-N diphenylamine Chemical compound C=1C=CC=CC=1NC1=CC=CC=C1 DMBHHRLKUKUOEG-UHFFFAOYSA-N 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- XLLIQLLCWZCATF-UHFFFAOYSA-N ethylene glycol monomethyl ether acetate Natural products COCCOC(C)=O XLLIQLLCWZCATF-UHFFFAOYSA-N 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- OTTZHAVKAVGASB-UHFFFAOYSA-N hept-2-ene Chemical compound CCCCC=CC OTTZHAVKAVGASB-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 description 2
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 description 2
- 125000004184 methoxymethyl group Chemical group [H]C([H])([H])OC([H])([H])* 0.000 description 2
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 2
- RJNPPEUAJCEUPV-UHFFFAOYSA-N naphthalen-2-yl acetate Chemical compound C1=CC=CC2=CC(OC(=O)C)=CC=C21 RJNPPEUAJCEUPV-UHFFFAOYSA-N 0.000 description 2
- JFNLZVQOOSMTJK-KNVOCYPGSA-N norbornene Chemical compound C1[C@@H]2CC[C@H]1C=C2 JFNLZVQOOSMTJK-KNVOCYPGSA-N 0.000 description 2
- RZXMPPFPUUCRFN-UHFFFAOYSA-N p-toluidine Chemical compound CC1=CC=C(N)C=C1 RZXMPPFPUUCRFN-UHFFFAOYSA-N 0.000 description 2
- DPBLXKKOBLCELK-UHFFFAOYSA-N pentan-1-amine Chemical compound CCCCCN DPBLXKKOBLCELK-UHFFFAOYSA-N 0.000 description 2
- XNLICIUVMPYHGG-UHFFFAOYSA-N pentan-2-one Chemical compound CCCC(C)=O XNLICIUVMPYHGG-UHFFFAOYSA-N 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- 229920002120 photoresistant polymer Polymers 0.000 description 2
- 229920001223 polyethylene glycol Polymers 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- 230000001681 protective effect Effects 0.000 description 2
- 125000001453 quaternary ammonium group Chemical group 0.000 description 2
- 238000001226 reprecipitation Methods 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 2
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 2
- ITMCEJHCFYSIIV-UHFFFAOYSA-M triflate Chemical compound [O-]S(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-M 0.000 description 2
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
- WLOQLWBIJZDHET-UHFFFAOYSA-N triphenylsulfonium Chemical compound C1=CC=CC=C1[S+](C=1C=CC=CC=1)C1=CC=CC=C1 WLOQLWBIJZDHET-UHFFFAOYSA-N 0.000 description 2
- 239000012953 triphenylsulfonium Substances 0.000 description 2
- ZMOJTPABCOWEOS-UHFFFAOYSA-N tris(4-tert-butylphenyl)sulfanium Chemical compound C1=CC(C(C)(C)C)=CC=C1[S+](C=1C=CC(=CC=1)C(C)(C)C)C1=CC=C(C(C)(C)C)C=C1 ZMOJTPABCOWEOS-UHFFFAOYSA-N 0.000 description 2
- SNICXCGAKADSCV-JTQLQIEISA-N (-)-Nicotine Chemical compound CN1CCC[C@H]1C1=CC=CN=C1 SNICXCGAKADSCV-JTQLQIEISA-N 0.000 description 1
- OKRLWHAZMUFONP-UHFFFAOYSA-N (2,5-dioxopyrrolidin-1-yl) trifluoromethanesulfonate Chemical compound FC(F)(F)S(=O)(=O)ON1C(=O)CCC1=O OKRLWHAZMUFONP-UHFFFAOYSA-N 0.000 description 1
- FLNCDFMBRXRYKT-UHFFFAOYSA-N (2,5-dioxopyrrolidin-3-yl) 1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonate Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)S(=O)(=O)OC1CC(=O)NC1=O FLNCDFMBRXRYKT-UHFFFAOYSA-N 0.000 description 1
- WMSJBSMRQLQGSG-UHFFFAOYSA-N (2,5-dioxopyrrolidin-3-yl) 1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-heptadecafluorooctane-1-sulfonate Chemical compound FC(C(C(C(C(C(C(C(F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(S(=O)(=O)OC1C(=O)NC(C1)=O)F WMSJBSMRQLQGSG-UHFFFAOYSA-N 0.000 description 1
- VMHPBVYLIQRFMK-UHFFFAOYSA-N (2-tert-butylphenyl)-diphenylsulfanium Chemical compound CC(C)(C)C1=CC=CC=C1[S+](C=1C=CC=CC=1)C1=CC=CC=C1 VMHPBVYLIQRFMK-UHFFFAOYSA-N 0.000 description 1
- QEYKXSMQZGHJSX-UHFFFAOYSA-M (4-cyclohexylphenyl)-diphenylsulfanium;trifluoromethanesulfonate Chemical compound [O-]S(=O)(=O)C(F)(F)F.C1CCCCC1C1=CC=C([S+](C=2C=CC=CC=2)C=2C=CC=CC=2)C=C1 QEYKXSMQZGHJSX-UHFFFAOYSA-M 0.000 description 1
- ANQXYRAAAFAVKZ-UHFFFAOYSA-M (4-tert-butylphenyl)-diphenylsulfanium;(7,7-dimethyl-3-oxo-4-bicyclo[2.2.1]heptanyl)methanesulfonate Chemical compound C1CC2(CS([O-])(=O)=O)C(=O)CC1C2(C)C.C1=CC(C(C)(C)C)=CC=C1[S+](C=1C=CC=CC=1)C1=CC=CC=C1 ANQXYRAAAFAVKZ-UHFFFAOYSA-M 0.000 description 1
- KCBOLCDFVMDQIU-UHFFFAOYSA-M 1,1-difluoroethanesulfonate Chemical compound CC(F)(F)S([O-])(=O)=O KCBOLCDFVMDQIU-UHFFFAOYSA-M 0.000 description 1
- DFXIGNRYXLVEDF-UHFFFAOYSA-N 1,2,2,2-tetrafluoroethanesulfonic acid Chemical compound OS(=O)(=O)C(F)C(F)(F)F DFXIGNRYXLVEDF-UHFFFAOYSA-N 0.000 description 1
- PWGJDPKCLMLPJW-UHFFFAOYSA-N 1,8-diaminooctane Chemical compound NCCCCCCCCN PWGJDPKCLMLPJW-UHFFFAOYSA-N 0.000 description 1
- YIWGJFPJRAEKMK-UHFFFAOYSA-N 1-(2H-benzotriazol-5-yl)-3-methyl-8-[2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carbonyl]-1,3,8-triazaspiro[4.5]decane-2,4-dione Chemical compound CN1C(=O)N(c2ccc3n[nH]nc3c2)C2(CCN(CC2)C(=O)c2cnc(NCc3cccc(OC(F)(F)F)c3)nc2)C1=O YIWGJFPJRAEKMK-UHFFFAOYSA-N 0.000 description 1
- JOLQKTGDSGKSKJ-UHFFFAOYSA-N 1-ethoxypropan-2-ol Chemical compound CCOCC(C)O JOLQKTGDSGKSKJ-UHFFFAOYSA-N 0.000 description 1
- LIPRQQHINVWJCH-UHFFFAOYSA-N 1-ethoxypropan-2-yl acetate Chemical compound CCOCC(C)OC(C)=O LIPRQQHINVWJCH-UHFFFAOYSA-N 0.000 description 1
- MCTWTZJPVLRJOU-UHFFFAOYSA-N 1-methyl-1H-imidazole Chemical compound CN1C=CN=C1 MCTWTZJPVLRJOU-UHFFFAOYSA-N 0.000 description 1
- AXRKCRWZRKETCK-UHFFFAOYSA-N 1-naphthalen-2-ylethanol Chemical compound C1=CC=CC2=CC(C(O)C)=CC=C21 AXRKCRWZRKETCK-UHFFFAOYSA-N 0.000 description 1
- PRPINYUDVPFIRX-UHFFFAOYSA-N 1-naphthaleneacetic acid Chemical compound C1=CC=C2C(CC(=O)O)=CC=CC2=C1 PRPINYUDVPFIRX-UHFFFAOYSA-N 0.000 description 1
- 239000005971 1-naphthylacetic acid Substances 0.000 description 1
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-naphthylamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 description 1
- 125000005978 1-naphthyloxy group Chemical group 0.000 description 1
- GHRYSOFWKRRLMI-UHFFFAOYSA-N 1-naphthyloxyacetic acid Chemical compound C1=CC=C2C(OCC(=O)O)=CC=CC2=C1 GHRYSOFWKRRLMI-UHFFFAOYSA-N 0.000 description 1
- WKBALTUBRZPIPZ-UHFFFAOYSA-N 2,6-di(propan-2-yl)aniline Chemical compound CC(C)C1=CC=CC(C(C)C)=C1N WKBALTUBRZPIPZ-UHFFFAOYSA-N 0.000 description 1
- VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-UHFFFAOYSA-N 0.000 description 1
- XNWFRZJHXBZDAG-UHFFFAOYSA-N 2-METHOXYETHANOL Chemical compound COCCO XNWFRZJHXBZDAG-UHFFFAOYSA-N 0.000 description 1
- GTEXIOINCJRBIO-UHFFFAOYSA-N 2-[2-(dimethylamino)ethoxy]-n,n-dimethylethanamine Chemical compound CN(C)CCOCCN(C)C GTEXIOINCJRBIO-UHFFFAOYSA-N 0.000 description 1
- NTAAJJCJYRBUBY-UHFFFAOYSA-N 2-[8-(2-hydroxyethyl)naphthalen-1-yl]ethanol Chemical compound C1=CC(CCO)=C2C(CCO)=CC=CC2=C1 NTAAJJCJYRBUBY-UHFFFAOYSA-N 0.000 description 1
- OJPDDQSCZGTACX-UHFFFAOYSA-N 2-[n-(2-hydroxyethyl)anilino]ethanol Chemical compound OCCN(CCO)C1=CC=CC=C1 OJPDDQSCZGTACX-UHFFFAOYSA-N 0.000 description 1
- APWRLAZEMYLHKZ-UHFFFAOYSA-N 2-amino-5,6-dimethyl-1h-pyrimidin-4-one Chemical compound CC=1NC(N)=NC(=O)C=1C APWRLAZEMYLHKZ-UHFFFAOYSA-N 0.000 description 1
- CDMIQAIIIBPTRK-UHFFFAOYSA-N 2-butoxynaphthalene Chemical compound C1=CC=CC2=CC(OCCCC)=CC=C21 CDMIQAIIIBPTRK-UHFFFAOYSA-N 0.000 description 1
- ZVUNTIMPQCQCAQ-UHFFFAOYSA-N 2-dodecanoyloxyethyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OCCOC(=O)CCCCCCCCCCC ZVUNTIMPQCQCAQ-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- SVONRAPFKPVNKG-UHFFFAOYSA-N 2-ethoxyethyl acetate Chemical compound CCOCCOC(C)=O SVONRAPFKPVNKG-UHFFFAOYSA-N 0.000 description 1
- NRGGMCIBEHEAIL-UHFFFAOYSA-N 2-ethylpyridine Chemical compound CCC1=CC=CC=N1 NRGGMCIBEHEAIL-UHFFFAOYSA-N 0.000 description 1
- SFAMKDPMPDEXGH-UHFFFAOYSA-N 2-hydroxyethyl propanoate Chemical compound CCC(=O)OCCO SFAMKDPMPDEXGH-UHFFFAOYSA-N 0.000 description 1
- CRWNQZTZTZWPOF-UHFFFAOYSA-N 2-methyl-4-phenylpyridine Chemical compound C1=NC(C)=CC(C=2C=CC=CC=2)=C1 CRWNQZTZTZWPOF-UHFFFAOYSA-N 0.000 description 1
- BSKHPKMHTQYZBB-UHFFFAOYSA-N 2-methylpyridine Chemical compound CC1=CC=CC=N1 BSKHPKMHTQYZBB-UHFFFAOYSA-N 0.000 description 1
- RXWNCMHRJCOWDK-UHFFFAOYSA-N 2-naphthalen-1-ylethanol Chemical compound C1=CC=C2C(CCO)=CC=CC2=C1 RXWNCMHRJCOWDK-UHFFFAOYSA-N 0.000 description 1
- VCZANYLMPFRUHG-UHFFFAOYSA-N 2-naphthalen-2-ylethanol Chemical compound C1=CC=CC2=CC(CCO)=CC=C21 VCZANYLMPFRUHG-UHFFFAOYSA-N 0.000 description 1
- UOBYKYZJUGYBDK-UHFFFAOYSA-N 2-naphthoic acid Chemical compound C1=CC=CC2=CC(C(=O)O)=CC=C21 UOBYKYZJUGYBDK-UHFFFAOYSA-N 0.000 description 1
- 125000001622 2-naphthyl group Chemical group [H]C1=C([H])C([H])=C2C([H])=C(*)C([H])=C([H])C2=C1[H] 0.000 description 1
- VIBOGIYPPWLDTI-UHFFFAOYSA-N 2-naphthylacetic acid Chemical compound C1=CC=CC2=CC(CC(=O)O)=CC=C21 VIBOGIYPPWLDTI-UHFFFAOYSA-N 0.000 description 1
- RZCJYMOBWVJQGV-UHFFFAOYSA-N 2-naphthyloxyacetic acid Chemical compound C1=CC=CC2=CC(OCC(=O)O)=CC=C21 RZCJYMOBWVJQGV-UHFFFAOYSA-N 0.000 description 1
- DWYHDSLIWMUSOO-UHFFFAOYSA-N 2-phenyl-1h-benzimidazole Chemical compound C1=CC=CC=C1C1=NC2=CC=CC=C2N1 DWYHDSLIWMUSOO-UHFFFAOYSA-N 0.000 description 1
- 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 1
- 150000004941 2-phenylimidazoles Chemical class 0.000 description 1
- LJGHYPLBDBRCRZ-UHFFFAOYSA-N 3-(3-aminophenyl)sulfonylaniline Chemical group NC1=CC=CC(S(=O)(=O)C=2C=C(N)C=CC=2)=C1 LJGHYPLBDBRCRZ-UHFFFAOYSA-N 0.000 description 1
- WLTSXAIICPDFKI-UHFFFAOYSA-N 3-dodecene Chemical compound CCCCCCCCC=CCC WLTSXAIICPDFKI-UHFFFAOYSA-N 0.000 description 1
- JRXXEXVXTFEBIY-UHFFFAOYSA-N 3-ethoxypropanoic acid Chemical compound CCOCCC(O)=O JRXXEXVXTFEBIY-UHFFFAOYSA-N 0.000 description 1
- OFNISBHGPNMTMS-UHFFFAOYSA-N 3-methylideneoxolane-2,5-dione Chemical compound C=C1CC(=O)OC1=O OFNISBHGPNMTMS-UHFFFAOYSA-N 0.000 description 1
- VLJSLTNSFSOYQR-UHFFFAOYSA-N 3-propan-2-ylphenol Chemical compound CC(C)C1=CC=CC(O)=C1 VLJSLTNSFSOYQR-UHFFFAOYSA-N 0.000 description 1
- JVZRCNQLWOELDU-UHFFFAOYSA-N 4-Phenylpyridine Chemical compound C1=CC=CC=C1C1=CC=NC=C1 JVZRCNQLWOELDU-UHFFFAOYSA-N 0.000 description 1
- ZYEDGEXYGKWJPB-UHFFFAOYSA-N 4-[2-(4-aminophenyl)propan-2-yl]aniline Chemical compound C=1C=C(N)C=CC=1C(C)(C)C1=CC=C(N)C=C1 ZYEDGEXYGKWJPB-UHFFFAOYSA-N 0.000 description 1
- KWOIWTRRPFHBSI-UHFFFAOYSA-N 4-[2-[3-[2-(4-aminophenyl)propan-2-yl]phenyl]propan-2-yl]aniline Chemical compound C=1C=CC(C(C)(C)C=2C=CC(N)=CC=2)=CC=1C(C)(C)C1=CC=C(N)C=C1 KWOIWTRRPFHBSI-UHFFFAOYSA-N 0.000 description 1
- HESXPOICBNWMPI-UHFFFAOYSA-N 4-[2-[4-[2-(4-aminophenyl)propan-2-yl]phenyl]propan-2-yl]aniline Chemical compound C=1C=C(C(C)(C)C=2C=CC(N)=CC=2)C=CC=1C(C)(C)C1=CC=C(N)C=C1 HESXPOICBNWMPI-UHFFFAOYSA-N 0.000 description 1
- VJXRKZJMGVSXPX-UHFFFAOYSA-N 4-ethylpyridine Chemical compound CCC1=CC=NC=C1 VJXRKZJMGVSXPX-UHFFFAOYSA-N 0.000 description 1
- WBGOCDDFPACNRU-UHFFFAOYSA-N 4-methylanthracene-9-carboxylic acid Chemical compound Cc1cccc2c(C(O)=O)c3ccccc3cc12 WBGOCDDFPACNRU-UHFFFAOYSA-N 0.000 description 1
- TYOXIFXYEIILLY-UHFFFAOYSA-N 5-methyl-2-phenyl-1h-imidazole Chemical compound N1C(C)=CN=C1C1=CC=CC=C1 TYOXIFXYEIILLY-UHFFFAOYSA-N 0.000 description 1
- PCBPVYHMZBWMAZ-UHFFFAOYSA-N 5-methylbicyclo[2.2.1]hept-2-ene Chemical compound C1C2C(C)CC1C=C2 PCBPVYHMZBWMAZ-UHFFFAOYSA-N 0.000 description 1
- QGUPBYVADAJUNT-UHFFFAOYSA-N 6-morpholin-4-ium-4-yl-4,4-diphenylheptan-3-one;chloride Chemical compound Cl.C=1C=CC=CC=1C(C=1C=CC=CC=1)(C(=O)CC)CC(C)N1CCOCC1 QGUPBYVADAJUNT-UHFFFAOYSA-N 0.000 description 1
- XGWFJBFNAQHLEF-UHFFFAOYSA-N 9-anthroic acid Chemical compound C1=CC=C2C(C(=O)O)=C(C=CC=C3)C3=CC2=C1 XGWFJBFNAQHLEF-UHFFFAOYSA-N 0.000 description 1
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 1
- 229920002126 Acrylic acid copolymer Polymers 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
- NPOJQCVWMSKXDN-UHFFFAOYSA-N Dacthal Chemical compound COC(=O)C1=C(Cl)C(Cl)=C(C(=O)OC)C(Cl)=C1Cl NPOJQCVWMSKXDN-UHFFFAOYSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- UDSFAEKRVUSQDD-UHFFFAOYSA-N Dimethyl adipate Chemical compound COC(=O)CCCCC(=O)OC UDSFAEKRVUSQDD-UHFFFAOYSA-N 0.000 description 1
- ICMAFTSLXCXHRK-UHFFFAOYSA-N Ethyl pentanoate Chemical compound CCCCC(=O)OCC ICMAFTSLXCXHRK-UHFFFAOYSA-N 0.000 description 1
- FPVVYTCTZKCSOJ-UHFFFAOYSA-N Ethylene glycol distearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCOC(=O)CCCCCCCCCCCCCCCCC FPVVYTCTZKCSOJ-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- KWYHDKDOAIKMQN-UHFFFAOYSA-N N,N,N',N'-tetramethylethylenediamine Chemical compound CN(C)CCN(C)C KWYHDKDOAIKMQN-UHFFFAOYSA-N 0.000 description 1
- SVYKKECYCPFKGB-UHFFFAOYSA-N N,N-dimethylcyclohexylamine Chemical compound CN(C)C1CCCCC1 SVYKKECYCPFKGB-UHFFFAOYSA-N 0.000 description 1
- MKYBYDHXWVHEJW-UHFFFAOYSA-N N-[1-oxo-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propan-2-yl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(C(C)NC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 MKYBYDHXWVHEJW-UHFFFAOYSA-N 0.000 description 1
- NIPNSKYNPDTRPC-UHFFFAOYSA-N N-[2-oxo-2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 NIPNSKYNPDTRPC-UHFFFAOYSA-N 0.000 description 1
- AFCARXCZXQIEQB-UHFFFAOYSA-N N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CCNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 AFCARXCZXQIEQB-UHFFFAOYSA-N 0.000 description 1
- PCNDJXKNXGMECE-UHFFFAOYSA-N Phenazine Natural products C1=CC=CC2=NC3=CC=CC=C3N=C21 PCNDJXKNXGMECE-UHFFFAOYSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- WTKZEGDFNFYCGP-UHFFFAOYSA-N Pyrazole Chemical compound C=1C=NNC=1 WTKZEGDFNFYCGP-UHFFFAOYSA-N 0.000 description 1
- LCTONWCANYUPML-UHFFFAOYSA-M Pyruvate Chemical compound CC(=O)C([O-])=O LCTONWCANYUPML-UHFFFAOYSA-M 0.000 description 1
- 229910052581 Si3N4 Inorganic materials 0.000 description 1
- 229920002125 Sokalan® Polymers 0.000 description 1
- JAWMENYCRQKKJY-UHFFFAOYSA-N [3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-ylmethyl)-1-oxa-2,8-diazaspiro[4.5]dec-2-en-8-yl]-[2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidin-5-yl]methanone Chemical compound N1N=NC=2CN(CCC=21)CC1=NOC2(C1)CCN(CC2)C(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F JAWMENYCRQKKJY-UHFFFAOYSA-N 0.000 description 1
- GWZVCOSOULUNTE-UHFFFAOYSA-N [5-(adamantane-1-carbonyloxy)-2,5-dimethylhexan-2-yl] adamantane-1-carboxylate Chemical compound C1C(C2)CC(C3)CC2CC13C(=O)OC(C)(C)CCC(C)(C)OC(=O)C1(C2)CC(C3)CC2CC3C1 GWZVCOSOULUNTE-UHFFFAOYSA-N 0.000 description 1
- 230000001133 acceleration Effects 0.000 description 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
- 150000008065 acid anhydrides Chemical class 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- CQSIPXPFMVVBNH-UHFFFAOYSA-N acridine;piperazine Chemical compound C1CNCCN1.C1=CC=CC2=CC3=CC=CC=C3N=C21 CQSIPXPFMVVBNH-UHFFFAOYSA-N 0.000 description 1
- 229920000800 acrylic rubber Polymers 0.000 description 1
- PAVQGHWQOQZQEH-UHFFFAOYSA-N adamantane-1,3-dicarboxylic acid Chemical compound C1C(C2)CC3CC1(C(=O)O)CC2(C(O)=O)C3 PAVQGHWQOQZQEH-UHFFFAOYSA-N 0.000 description 1
- JIMXXGFJRDUSRO-UHFFFAOYSA-N adamantane-1-carboxylic acid Chemical compound C1C(C2)CC3CC2CC1(C(=O)O)C3 JIMXXGFJRDUSRO-UHFFFAOYSA-N 0.000 description 1
- 125000004453 alkoxycarbonyl group Chemical group 0.000 description 1
- 125000005079 alkoxycarbonylmethyl group Chemical group 0.000 description 1
- 125000004849 alkoxymethyl group Chemical group 0.000 description 1
- 150000003973 alkyl amines Chemical class 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- 230000003321 amplification Effects 0.000 description 1
- FDFGHPKPHFUHBP-UHFFFAOYSA-N anthracene-9,10-dicarboxylic acid Chemical compound C1=CC=C2C(C(=O)O)=C(C=CC=C3)C3=C(C(O)=O)C2=C1 FDFGHPKPHFUHBP-UHFFFAOYSA-N 0.000 description 1
- 239000002518 antifoaming agent Substances 0.000 description 1
- 229910052786 argon Inorganic materials 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 229910052785 arsenic Inorganic materials 0.000 description 1
- RQNWIZPPADIBDY-UHFFFAOYSA-N arsenic atom Chemical compound [As] RQNWIZPPADIBDY-UHFFFAOYSA-N 0.000 description 1
- 125000005098 aryl alkoxy carbonyl group Chemical group 0.000 description 1
- 125000002102 aryl alkyloxo group Chemical group 0.000 description 1
- 125000005161 aryl oxy carbonyl group Chemical group 0.000 description 1
- 125000004104 aryloxy group Chemical group 0.000 description 1
- 239000012298 atmosphere Substances 0.000 description 1
- 239000012965 benzophenone Substances 0.000 description 1
- 150000008366 benzophenones Chemical class 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 description 1
- 125000001584 benzyloxycarbonyl group Chemical group C(=O)(OCC1=CC=CC=C1)* 0.000 description 1
- 125000006267 biphenyl group Chemical group 0.000 description 1
- 235000008429 bread Nutrition 0.000 description 1
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 1
- QDHFHIQKOVNCNC-UHFFFAOYSA-M butane-1-sulfonate Chemical compound CCCCS([O-])(=O)=O QDHFHIQKOVNCNC-UHFFFAOYSA-M 0.000 description 1
- GBOTUKCJOWRZCY-UHFFFAOYSA-N butyl n,n-dicyclohexylcarbamate Chemical compound C1CCCCC1N(C(=O)OCCCC)C1CCCCC1 GBOTUKCJOWRZCY-UHFFFAOYSA-N 0.000 description 1
- 229960000846 camphor Drugs 0.000 description 1
- 239000013522 chelant Substances 0.000 description 1
- 150000001805 chlorine compounds Chemical class 0.000 description 1
- 230000001112 coagulating effect Effects 0.000 description 1
- ARUKYTASOALXFG-UHFFFAOYSA-N cycloheptylcycloheptane Chemical compound C1CCCCCC1C1CCCCCC1 ARUKYTASOALXFG-UHFFFAOYSA-N 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 125000002933 cyclohexyloxy group Chemical group C1(CCCCC1)O* 0.000 description 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000001887 cyclopentyloxy group Chemical group C1(CCCC1)O* 0.000 description 1
- YQLZOAVZWJBZSY-UHFFFAOYSA-N decane-1,10-diamine Chemical compound NCCCCCCCCCCN YQLZOAVZWJBZSY-UHFFFAOYSA-N 0.000 description 1
- 229940100539 dibutyl adipate Drugs 0.000 description 1
- QVQGTNFYPJQJNM-UHFFFAOYSA-N dicyclohexylmethanamine Chemical compound C1CCCCC1C(N)C1CCCCC1 QVQGTNFYPJQJNM-UHFFFAOYSA-N 0.000 description 1
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 1
- 125000000118 dimethyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 208000018459 dissociative disease Diseases 0.000 description 1
- OQGSHLFKXYVLRR-UHFFFAOYSA-N dodecane-1,2-diamine Chemical compound CCCCCCCCCCC(N)CN OQGSHLFKXYVLRR-UHFFFAOYSA-N 0.000 description 1
- 229940052761 dopaminergic adamantane derivative Drugs 0.000 description 1
- 238000001312 dry etching Methods 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 description 1
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 description 1
- 125000005745 ethoxymethyl group Chemical group [H]C([H])([H])C([H])([H])OC([H])([H])* 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- HMNRWZUZCSOXOB-UHFFFAOYSA-N fluoro octane-1-sulfonate Chemical compound CCCCCCCCS(=O)(=O)OF HMNRWZUZCSOXOB-UHFFFAOYSA-N 0.000 description 1
- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 1
- 229940100608 glycol distearate Drugs 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 150000002460 imidazoles Chemical class 0.000 description 1
- 238000002513 implantation Methods 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 230000010354 integration Effects 0.000 description 1
- 230000001678 irradiating effect Effects 0.000 description 1
- KQNPFQTWMSNSAP-UHFFFAOYSA-M isobutyrate Chemical compound CC(C)C([O-])=O KQNPFQTWMSNSAP-UHFFFAOYSA-M 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000000622 liquid--liquid extraction Methods 0.000 description 1
- 125000000040 m-tolyl group Chemical group [H]C1=C([H])C(*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 description 1
- FPYJFEHAWHCUMM-UHFFFAOYSA-N maleic anhydride Chemical compound O=C1OC(=O)C=C1 FPYJFEHAWHCUMM-UHFFFAOYSA-N 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- YVWPDYFVVMNWDT-UHFFFAOYSA-N methyl 2-ethoxypropanoate Chemical compound CCOC(C)C(=O)OC YVWPDYFVVMNWDT-UHFFFAOYSA-N 0.000 description 1
- FRQONEWDWWHIPM-UHFFFAOYSA-N n,n-dicyclohexylcyclohexanamine Chemical compound C1CCCCC1N(C1CCCCC1)C1CCCCC1 FRQONEWDWWHIPM-UHFFFAOYSA-N 0.000 description 1
- COFKFSSWMQHKMD-UHFFFAOYSA-N n,n-didecyldecan-1-amine Chemical compound CCCCCCCCCCN(CCCCCCCCCC)CCCCCCCCCC COFKFSSWMQHKMD-UHFFFAOYSA-N 0.000 description 1
- CLZGJKHEVKJLLS-UHFFFAOYSA-N n,n-diheptylheptan-1-amine Chemical compound CCCCCCCN(CCCCCCC)CCCCCCC CLZGJKHEVKJLLS-UHFFFAOYSA-N 0.000 description 1
- DIAIBWNEUYXDNL-UHFFFAOYSA-N n,n-dihexylhexan-1-amine Chemical compound CCCCCCN(CCCCCC)CCCCCC DIAIBWNEUYXDNL-UHFFFAOYSA-N 0.000 description 1
- 125000006606 n-butoxy group Chemical group 0.000 description 1
- NZOLSRPWNVZXTK-UHFFFAOYSA-N n-methyladamantan-1-amine Chemical compound C1C(C2)CC3CC2CC1(NC)C3 NZOLSRPWNVZXTK-UHFFFAOYSA-N 0.000 description 1
- 125000003935 n-pentoxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000003506 n-propoxy group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])O* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- RXOHFPCZGPKIRD-UHFFFAOYSA-N naphthalene-2,6-dicarboxylic acid Chemical compound C1=C(C(O)=O)C=CC2=CC(C(=O)O)=CC=C21 RXOHFPCZGPKIRD-UHFFFAOYSA-N 0.000 description 1
- 235000005152 nicotinamide Nutrition 0.000 description 1
- 239000011570 nicotinamide Substances 0.000 description 1
- 229960002715 nicotine Drugs 0.000 description 1
- SNICXCGAKADSCV-UHFFFAOYSA-N nicotine Natural products CN1CCCC1C1=CC=CN=C1 SNICXCGAKADSCV-UHFFFAOYSA-N 0.000 description 1
- 235000001968 nicotinic acid Nutrition 0.000 description 1
- 239000011664 nicotinic acid Substances 0.000 description 1
- 229960003512 nicotinic acid Drugs 0.000 description 1
- SXJVFQLYZSNZBT-UHFFFAOYSA-N nonane-1,9-diamine Chemical compound NCCCCCCCCCN SXJVFQLYZSNZBT-UHFFFAOYSA-N 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- GSGDTSDELPUTKU-UHFFFAOYSA-N nonoxybenzene Chemical compound CCCCCCCCCOC1=CC=CC=C1 GSGDTSDELPUTKU-UHFFFAOYSA-N 0.000 description 1
- UMRZSTCPUPJPOJ-KNVOCYPGSA-N norbornane Chemical group C1C[C@H]2CC[C@@H]1C2 UMRZSTCPUPJPOJ-KNVOCYPGSA-N 0.000 description 1
- 125000003518 norbornenyl group Chemical group C12(C=CC(CC1)C2)* 0.000 description 1
- 238000003199 nucleic acid amplification method Methods 0.000 description 1
- 125000003261 o-tolyl group Chemical group [H]C1=C([H])C(*)=C(C([H])=C1[H])C([H])([H])[H] 0.000 description 1
- WLGDAKIJYPIYLR-UHFFFAOYSA-N octane-1-sulfonic acid Chemical compound CCCCCCCCS(O)(=O)=O WLGDAKIJYPIYLR-UHFFFAOYSA-N 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 150000002896 organic halogen compounds Chemical class 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 125000001820 oxy group Chemical group [*:1]O[*:2] 0.000 description 1
- 125000005740 oxycarbonyl group Chemical group [*:1]OC([*:2])=O 0.000 description 1
- 125000001037 p-tolyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)C([H])([H])[H] 0.000 description 1
- LRTFPLFDLJYEKT-UHFFFAOYSA-N para-isopropylaniline Chemical compound CC(C)C1=CC=C(N)C=C1 LRTFPLFDLJYEKT-UHFFFAOYSA-N 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 230000035699 permeability Effects 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 125000006678 phenoxycarbonyl group Chemical group 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- MXXWOMGUGJBKIW-YPCIICBESA-N piperine Chemical compound C=1C=C2OCOC2=CC=1/C=C/C=C/C(=O)N1CCCCC1 MXXWOMGUGJBKIW-YPCIICBESA-N 0.000 description 1
- 229940075559 piperine Drugs 0.000 description 1
- WVWHRXVVAYXKDE-UHFFFAOYSA-N piperine Natural products O=C(C=CC=Cc1ccc2OCOc2c1)C3CCCCN3 WVWHRXVVAYXKDE-UHFFFAOYSA-N 0.000 description 1
- 235000019100 piperine Nutrition 0.000 description 1
- 229920000259 polyoxyethylene lauryl ether Polymers 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical compound CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 description 1
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 125000006239 protecting group Chemical group 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
- 150000003222 pyridines Chemical class 0.000 description 1
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 description 1
- PMZDQRJGMBOQBF-UHFFFAOYSA-N quinolin-4-ol Chemical compound C1=CC=C2C(O)=CC=NC2=C1 PMZDQRJGMBOQBF-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
- 229930187593 rose bengal Natural products 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 235000012239 silicon dioxide Nutrition 0.000 description 1
- HQVNEWCFYHHQES-UHFFFAOYSA-N silicon nitride Chemical compound N12[Si]34N5[Si]62N3[Si]51N64 HQVNEWCFYHHQES-UHFFFAOYSA-N 0.000 description 1
- 229910052814 silicon oxide Inorganic materials 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- LYPVBFXTKUJYDL-UHFFFAOYSA-N sulfanium;trifluoromethanesulfonate Chemical compound [SH3+].[O-]S(=O)(=O)C(F)(F)F LYPVBFXTKUJYDL-UHFFFAOYSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium Chemical compound [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 description 1
- 238000004381 surface treatment Methods 0.000 description 1
- 230000005469 synchrotron radiation Effects 0.000 description 1
- 239000013076 target substance Substances 0.000 description 1
- 125000004213 tert-butoxy group Chemical group [H]C([H])([H])C(O*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- YMBWPWAWAGVECD-UHFFFAOYSA-N tert-butyl 2,8-diaminooctanoate Chemical compound CC(C)(C)OC(=O)C(N)CCCCCCN YMBWPWAWAGVECD-UHFFFAOYSA-N 0.000 description 1
- CROWJIMGVQLMPG-UHFFFAOYSA-N tert-butyl benzimidazole-1-carboxylate Chemical compound C1=CC=C2N(C(=O)OC(C)(C)C)C=NC2=C1 CROWJIMGVQLMPG-UHFFFAOYSA-N 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- LSVGBVIPHLXQPG-UHFFFAOYSA-N tert-butyl n-(1-adamantyl)carbamate Chemical compound C1C(C2)CC3CC2CC1(NC(=O)OC(C)(C)C)C3 LSVGBVIPHLXQPG-UHFFFAOYSA-N 0.000 description 1
- QIFCZQZEDBWKAX-UHFFFAOYSA-N tert-butyl n-decylcarbamate Chemical compound CCCCCCCCCCNC(=O)OC(C)(C)C QIFCZQZEDBWKAX-UHFFFAOYSA-N 0.000 description 1
- PFJSBGRTGMHRHR-UHFFFAOYSA-N tert-butyl n-nonylcarbamate Chemical compound CCCCCCCCCNC(=O)OC(C)(C)C PFJSBGRTGMHRHR-UHFFFAOYSA-N 0.000 description 1
- 125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- LPSKDVINWQNWFE-UHFFFAOYSA-M tetrapropylazanium;hydroxide Chemical compound [OH-].CCC[N+](CCC)(CCC)CCC LPSKDVINWQNWFE-UHFFFAOYSA-M 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- IMNIMPAHZVJRPE-UHFFFAOYSA-N triethylenediamine Chemical compound C1CN2CCN1CC2 IMNIMPAHZVJRPE-UHFFFAOYSA-N 0.000 description 1
- BQDDAGUCZIAAQI-UHFFFAOYSA-N trifluoromethanesulfonic acid;hydrochloride Chemical compound Cl.OS(=O)(=O)C(F)(F)F BQDDAGUCZIAAQI-UHFFFAOYSA-N 0.000 description 1
- YXFFZXXBNIUFLK-UHFFFAOYSA-N trifluoromethylsulfonyl benzenesulfonate Chemical compound FC(F)(F)S(=O)(=O)OS(=O)(=O)C1=CC=CC=C1 YXFFZXXBNIUFLK-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
- 238000000108 ultra-filtration Methods 0.000 description 1
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-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
- G03F7/039—Macromolecular compounds which are photodegradable, e.g. positive electron resists
- G03F7/0392—Macromolecular compounds which are photodegradable, e.g. positive electron resists the macromolecular compound being present in a chemically amplified positive photoresist composition
- G03F7/0397—Macromolecular compounds which are photodegradable, e.g. positive electron resists the macromolecular compound being present in a chemically amplified positive photoresist composition the macromolecular compound having an alicyclic moiety in a side chain
-
- 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
- G03F7/26—Processing photosensitive materials; Apparatus therefor
- G03F7/40—Treatment after imagewise removal, e.g. baking
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01L—SEMICONDUCTOR DEVICES NOT COVERED BY CLASS H10
- H01L21/00—Processes or apparatus adapted for the manufacture or treatment of semiconductor or solid state devices or of parts thereof
- H01L21/02—Manufacture or treatment of semiconductor devices or of parts thereof
- H01L21/027—Making masks on semiconductor bodies for further photolithographic processing not provided for in group H01L21/18 or H01L21/34
- H01L21/0271—Making masks on semiconductor bodies for further photolithographic processing not provided for in group H01L21/18 or H01L21/34 comprising organic layers
- H01L21/0273—Making masks on semiconductor bodies for further photolithographic processing not provided for in group H01L21/18 or H01L21/34 comprising organic layers characterised by the treatment of photoresist layers
- H01L21/0274—Photolithographic processes
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01L—SEMICONDUCTOR DEVICES NOT COVERED BY CLASS H10
- H01L21/00—Processes or apparatus adapted for the manufacture or treatment of semiconductor or solid state devices or of parts thereof
- H01L21/02—Manufacture or treatment of semiconductor devices or of parts thereof
- H01L21/04—Manufacture or treatment of semiconductor devices or of parts thereof the devices having potential barriers, e.g. a PN junction, depletion layer or carrier concentration layer
- H01L21/18—Manufacture or treatment of semiconductor devices or of parts thereof the devices having potential barriers, e.g. a PN junction, depletion layer or carrier concentration layer the devices having semiconductor bodies comprising elements of Group IV of the Periodic Table or AIIIBV compounds with or without impurities, e.g. doping materials
- H01L21/26—Bombardment with radiation
- H01L21/263—Bombardment with radiation with high-energy radiation
- H01L21/265—Bombardment with radiation with high-energy radiation producing ion implantation
- H01L21/26506—Bombardment with radiation with high-energy radiation producing ion implantation in group IV semiconductors
- H01L21/26513—Bombardment with radiation with high-energy radiation producing ion implantation in group IV semiconductors of electrically active species
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01L—SEMICONDUCTOR DEVICES NOT COVERED BY CLASS H10
- H01L21/00—Processes or apparatus adapted for the manufacture or treatment of semiconductor or solid state devices or of parts thereof
- H01L21/02—Manufacture or treatment of semiconductor devices or of parts thereof
- H01L21/04—Manufacture or treatment of semiconductor devices or of parts thereof the devices having potential barriers, e.g. a PN junction, depletion layer or carrier concentration layer
- H01L21/18—Manufacture or treatment of semiconductor devices or of parts thereof the devices having potential barriers, e.g. a PN junction, depletion layer or carrier concentration layer the devices having semiconductor bodies comprising elements of Group IV of the Periodic Table or AIIIBV compounds with or without impurities, e.g. doping materials
- H01L21/26—Bombardment with radiation
- H01L21/263—Bombardment with radiation with high-energy radiation
- H01L21/265—Bombardment with radiation with high-energy radiation producing ion implantation
- H01L21/266—Bombardment with radiation with high-energy radiation producing ion implantation using masks
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01L—SEMICONDUCTOR DEVICES NOT COVERED BY CLASS H10
- H01L21/00—Processes or apparatus adapted for the manufacture or treatment of semiconductor or solid state devices or of parts thereof
- H01L21/02—Manufacture or treatment of semiconductor devices or of parts thereof
- H01L21/04—Manufacture or treatment of semiconductor devices or of parts thereof the devices having potential barriers, e.g. a PN junction, depletion layer or carrier concentration layer
- H01L21/18—Manufacture or treatment of semiconductor devices or of parts thereof the devices having potential barriers, e.g. a PN junction, depletion layer or carrier concentration layer the devices having semiconductor bodies comprising elements of Group IV of the Periodic Table or AIIIBV compounds with or without impurities, e.g. doping materials
- H01L21/30—Treatment of semiconductor bodies using processes or apparatus not provided for in groups H01L21/20 - H01L21/26
- H01L21/31—Treatment of semiconductor bodies using processes or apparatus not provided for in groups H01L21/20 - H01L21/26 to form insulating layers thereon, e.g. for masking or by using photolithographic techniques; After treatment of these layers; Selection of materials for these layers
- H01L21/3105—After-treatment
- H01L21/311—Etching the insulating layers by chemical or physical means
- H01L21/31127—Etching organic layers
- H01L21/31133—Etching organic layers by chemical means
- H01L21/31138—Etching organic layers by chemical means by dry-etching
Definitions
- the present invention relates to an ion implantation method and a radiation-sensitive resin composition used therefor, and in particular, far ultraviolet rays having a wavelength of 200 nm or less, such as Ar F excimer laser or F 2 excimer laser, and electron beam (EB ), Etc., and a radiation sensitive resin composition suitable as a chemically amplified resist used in the ion implantation method.
- a radiation-sensitive resin composition used therefor, and in particular, far ultraviolet rays having a wavelength of 200 nm or less, such as Ar F excimer laser or F 2 excimer laser, and electron beam (EB ), Etc.
- Patent Document 4 Furthermore, by adding a phenolic compound to a radiation-sensitive resin composition comprising a (meth) acrylic acid polymer having an acid-dissociable functional group and an acid generator, the solubility of the exposed portion and It is described that the efficiency of acid generation from an acid generator is increased (Patent Document 4).
- these photoresist resist compositions are usually reflected as a resist underlayer in order to suppress the effects of diffuse reflection of actinic rays from the substrate and standing waves generated by incident and reflected light. Used on a substrate coated with a protective film.
- a protective film used on a substrate coated with a protective film.
- a specific (one lower alkyl) acrylate copolymer is used as a resin component whose real force resolubility increases by the action of an acid.
- the resist layer used in the ion plantation process is usually used as a thick film with a thickness of 1.0 to 1.5 m, taking into account the ion barrier properties in the ion implantation process and the fracture resistance of the resist ⁇ pattern.
- Patent Document 5 since it is not necessary to form an antireflection film by forming a thick resist layer, it is effective for an ion implantation method that does not use an antireflection film.
- the above-mentioned Ar F excimer laser (wavelength 1 93 nm), F 2 excimer laser (wavelength 15 7 nm), etc.
- the resist layer is not formed.
- a chemically amplified radiation-sensitive resin composition that still has excellent ion blocking properties and resist ⁇ fracture resistance even when thinned. Since the resist is not sufficiently resistant to damage, the present situation is that a sufficient radiation-sensitive resin composition that satisfies this requirement has not yet been obtained.
- Patent Document 1 Japanese Patent Laid-Open No. 2 0 0 2-2 0 1 2 3 2
- Patent Document 2 Japanese Patent Laid-Open No. 2 0 0 2— 1 4 5 9 5 5
- Patent Document 3 Japanese Laid-Open Patent Publication No. 2 0 0 3— 8 4 4 3 6
- Patent Document 4 Japanese Patent Laid-Open No. 2 0 0 3-3 2 2 9 6 3
- Patent Document 5 Japanese Laid-Open Patent Publication No. 2 0 0 5-3 1 6 1 3 6 Disclosure of Invention
- the present invention has been made in view of the circumstances as described above, and in the ion implantation method, a radiation-sensitive resin composition having excellent ion blocking properties and resist destructive resistance even for a thin film. It is an object of the present invention to provide an ion implantation method capable of reducing the thickness of a resist layer and a radiation-sensitive resin composition used therefor. Means for solving the problem
- the present inventors use a radiation-sensitive resin composition to which a low molecular compound having a phenyl group that does not generate a new acid by irradiation with radiation is added. As a result, it was found that an ion implantation method using a resist layer having a film thickness of less than 1.0 m becomes possible.
- the present invention has been completed based on the findings, and is as follows.
- (1) (A) a (meth) acrylic acid ester resin containing an acid dissociable group that becomes soluble in real color upon dissociation of the acid dissociable group, (B) a compound that generates an acid upon irradiation with radiation, and (C) A resist having a film thickness of less than 1.0 jum on a substrate using a radiation sensitive resin composition containing a low molecular weight compound having a phenyl group that does not generate new acid upon irradiation.
- Forming a layer selectively exposing the resist layer, re-developing the resist to form a resist pattern, and then performing ion implantation using the resist pattern as a mask
- An ion implantation method characterized by
- R represents a hydrogen atom or a linear or branched alkyl group having 1 to 4 carbon atoms
- each R 2 is independently a linear or branched alkyl group having 1 to 4 carbon atoms.
- a monovalent alicyclic hydrocarbon group having 4 to 20 carbon atoms that may be substituted, or any two R 2 's bonded to each other and substituted together with the carbon atom to which each is bonded.
- Forming a divalent alicyclic hydrocarbon group having 4 to 20 carbon atoms, and the remaining R 2 is a linear or branched alkyl group having 1 to 4 carbon atoms or an optionally substituted carbon number 4 to 20 monovalent alicyclic hydrocarbon groups.
- a radiation-sensitive resin composition for ion implantation comprising a low-molecular compound.
- R represents a hydrogen atom or a linear or branched alkyl group having 1 to 4 carbon atoms
- each R 2 independently represents a linear or branched alkyl group having 1 to 4 carbon atoms.
- a monovalent alicyclic hydrocarbon group having 4 to 20 carbon atoms that may be substituted, or any two R2s bonded to each other and substituted together with the carbon atom to which each is bonded
- Forming a divalent alicyclic hydrocarbon group having 4 to 20 carbon atoms and the remaining R 2 may be a linear or branched alkyl group having 1 to 4 carbon atoms or substituted It is a monovalent alicyclic hydrocarbon group having 4 to 20 carbon atoms.
- the ion implantation method of the present invention and the radiation-sensitive resin composition used therefor have the above-described configuration, so that the formed resist layer has sensitivity, even when an antireflection film is not applied to the substrate.
- the formed resist layer has sensitivity, even when an antireflection film is not applied to the substrate.
- it has excellent ion barrier properties and resist despite its thin film thickness of less than 1.0 m. It has destructive resistance.
- the ion plantation method is a method in which the target substance is ionized, electrostatically accelerated, and injected into a solid (a thin film on a substrate). Specifically, a radiation-sensitive resin composition is used. A resist layer is formed on the substrate, the resist layer is selectively exposed, and a resist pattern is formed by alkali development. Then, the resist pattern is used as a mask. Ion implantation (ion implantation) is performed.
- the present invention includes (A) an acid-dissociable group that becomes soluble in alkali by the dissociation of an acid-dissociable group, as a radiation-sensitive resin composition for forming a resist layer in the ion implantation method.
- the (meth) acrylic acid ester resin containing an acid dissociable group which becomes soluble by the dissociation of an acid dissociable group, which is a component (A) in the present invention is a polar functional group having an affinity with an aqueous alkaline solution.
- Resin (A) At least a part of the hydrogen atom of the resin is substituted with a protecting group that is easily removed by the action of an acid, and as such is insoluble or hardly soluble in alkaline aqueous solution (hereinafter also referred to as “resin (A)”) It is.
- an alkali-insoluble or sparingly soluble resin means that the residual film of the film is 50% of the original after it has been developed under the standard Al re-development conditions used when developing a resist pattern. This means the above properties.
- Resin (A) in the present invention is not only Ar r excimer laser,
- the resin (A) is preferably an alkali-insoluble resin having at least one selected from repeating units represented by the following general formula (I).
- R 1 represents a hydrogen atom or a linear or branched alkyl group having 1 to 4 carbon atoms
- each R 2 is independently a linear or branched alkyl group having 1 to 4 carbon atoms.
- a monovalent alicyclic hydrocarbon group having 4 to 20 carbon atoms that may be substituted, or any two R 2 's bonded to each other and substituted together with the carbon atom to which each is bonded.
- Forming a divalent alicyclic hydrocarbon group having 4 to 20 carbon atoms, and the remaining R 2 is a linear or branched alkyl group having 1 to 4 carbon atoms or an optionally substituted carbon It is a monovalent alicyclic hydrocarbon group having a number of 4 to 20.
- R 1 is preferably a hydrogen atom or a methyl group.
- the proportion of the general formula (I) is a hydrogen atom is preferably in the range of 1 0-7 0 mol% relative to the total repetition units, more in the range of 1 0-5 0 mol 0 preferable. This is because when the proportion of R, which is a hydrogen atom is less than 10 mol%, the inhibitory effect on defects such as cracking and peeling is insufficient, and when it exceeds 70 mol%, sufficient resolution is achieved.
- repeating units in resin (A) include, for example, norbornene (bicyclo [2.2.1] hept-2-ene), 5-methylbicyclo [2.2.1] hept-2-ene, 5-Ethylbicyclo [2. 2. 1] hept-2-ene, 5-Hydroxybicyclo [2. 2. 1] Hep-2-ene, 5-Fluorobicyclo [2. 2. 1] heptoe 2—Yen, Te ⁇ Lacyclo
- the resin (A) of the present invention is naturally low in impurities such as halogen and metal, and the residual monomer and oligomer components are not more than the predetermined values, for example, HP is 0.1% by weight, etc. Therefore, it can be used as a resist ⁇ ⁇ that not only improves the sensitivity, resolution, process stability, pattern shape, etc. of the resist, but also does not change over time such as foreign matter in liquid or sensitivity.
- a radiation sensitive composition is obtained.
- Examples of the purification method of the resin (A) of the present invention include the following methods.
- the metal is made in a chelate state by adsorbing the metal in the resin solution using a zeta potential filter or by washing the resin solution with an acidic aqueous solution such as oxalic acid or sulfonic acid.
- an acidic aqueous solution such as oxalic acid or sulfonic acid.
- a liquid-liquid extraction method that removes residual monomer and oligomer components by combining water washing and an appropriate solvent, a specific molecular weight or less
- ultrafiltration and other purification methods that extract and remove only the polymer, and residual polymer can be removed by coagulating the polymer in the poor solvent by dropping the polymer solution into the poor solvent.
- Re-precipitation method to remove and poorly polymerized polymer slurry There is a purification method in a solid state such as washing with a medium. These methods can also be combined.
- the poor solvent used in the reprecipitation method cannot be generally exemplified, depending on the physical properties of the polymer to be purified.
- the polymer weight average molecular weight (hereinafter abbreviated as “Mw”) by gel permeation chromatography (GPC) of the polymer is usually 1,000 to 300,000, preferably 2,000 to 1 It is preferably 0,000, more preferably 3, 000 to 500,000.
- Mw polymer weight average molecular weight
- GPC gel permeation chromatography
- the ratio (MwZM n) of the polymer Mw to the polystyrene-equivalent number average molecular weight (hereinafter abbreviated as “M n”) by gel permeation chromatography (GPC) is usually 1 to 5, preferably 1 to 3.
- the resin (A) can be used alone or in admixture of two or more.
- Resin (A) is alkali-insoluble or alkali-insoluble, but it becomes easily alkali-soluble by the action of acid. Therefore, it is suitable as an acid-dissociable group-containing resin used for a radiation-sensitive resin composition.
- the resin (A) is used as an acid-dissociable group-containing resin, and (B) a radiation-sensitive resin composition by combining with a photoacid generator that is a component that generates phosphoric acid upon irradiation with actinic rays or radiation. Things are obtained.
- Examples of the photoacid generator as component (B) in the present invention include ion salts such as sulfonium salt and sodium salt, organic halogen compounds, and sulfone compounds such as disulfones and diazomethane sulfones.
- Preferable examples of the acid generator include ⁇ phenylsulfonyl trifluoromethanesulfonate, ⁇ phenylsulfonylnonafluor. Rho n-butanesulfone ⁇ , triphenylsulfone perfluorone n-octanesulfonate ⁇ ⁇ , triphenylsulfone 2-bicyclo
- Hep 1-5 Yen-2,3-dicarboxyimide, N— (2-bicyclo [2.2.1] hept-2-yl, 1,1,2,2,2-tetrafluoroethanesulfonyloxy) bicyclo [2.2 1] Heptone 5--en 2.
- 3-dicarboxyimide N— 2- (3-te Torashikuro [4.4.1 0.1 2 5.1 7 '10] dodeca Nyl) 1, 1 -Difluoroethanesulfonyloxy) Bicyclo [2.2.1] Hep ⁇ 1 5 _Yen 2, 3-Dicarboximide, ⁇ — (Camphor sulfonyloxy) Bicyclo [2.2 1] Bicyclo such as heptoh-5-ene-2,3-dicarboxyimide [2.2.1] heptoh-5-ene1-2,3-dicarboxyimide compounds.
- the acid generators can be used alone or in admixture of two or more.
- the amount of the acid generator used is usually 0.1 to 30 parts by weight, preferably 0.1 to 20 parts per 100 parts by weight of the polymer, from the viewpoint of ensuring the sensitivity and developability as Regis 10 Parts by weight. In this case, if the amount of the acid generator used is less than 0.1 part by weight, the sensitivity and developability tend to decrease. On the other hand, if the amount exceeds 30 parts by weight, the transparency to radiation decreases and a rectangular resist is produced. Tends to be difficult to obtain.
- the radiation-sensitive resin composition of the present invention can be used in combination with a low molecular weight compound having a phenyl group that does not generate a new acid by light irradiation, which is component (C). 9 Absorption to 3 nm ultraviolet light can be adjusted.
- Such a low molecular weight compound having a phenyl group does not particularly define the structure, but (C 1) a phenolic low molecular weight compound, (C 2) a low molecular weight compound having a naphthalene skeleton, (C 3) low molecular compounds having an anthracene skeleton, and the like.
- the above (C 1) phenolic low molecular weight compound has a structure in which a benzene ring has a hydroxyl group and a molecular weight of 1 000 or less. From the absorption intensity at 19 3 nm, the number of benzene rings is 2 to 2 Preferred are 6 compounds. Specific examples of these (C 1) include those listed below.
- a and b are independently integers of 0 to 3 (where ab is not 0 at the same time), X and y are independently integers of 0 to 3, and a + x ⁇ 5, b + y ⁇ 5.
- a, b and c are independently integers of 0 to 3 (provided that a, b and c are not 0 at the same time), x, y and z are independently integers of 0 to 3 And a + x ⁇ 5, b + y ⁇ 5, c + z ⁇ 5.
- a and b are each independently an integer of 1 to 3
- R is independently a hydrogen atom or an alkyl group
- X and y are independently an integer of 1 to 3.
- a and ⁇ a 5 are independently a hydrogen atom, a hydroxyl group, an alkyl group having 1 to 4 carbon atoms, and an alkoxy group having 1 to 4 carbon atoms.
- a, ⁇ a 5 In each group of a 6 to a 10 and ai 1 to ai 5 , at least one is a hydroxyl group.
- a and 6 to a 29 are each independently a hydrogen atom, a hydroxyl group, or an azoalkyl group having 1 to 4 carbon atoms. However, in each group of a 16 to a 19 , a 20 to a 24 .a 25 to 29
- At least one is a hydroxyl group.
- Preferred examples of the (C 1) phenol compound include the following compounds.
- the low molecular weight compound having a (C 2) naphthalene skeleton has a structure having a naphthalene ring and a molecular weight of 1 000 or less. From the absorption intensity at 19 3 ⁇ m , the number of benzene rings is 2
- the compounds of ⁇ 6 can be preferably mentioned. Specific examples of these (C 2) include those listed below.
- a, b, c and d are integers of 0 to 4, and a and b are not 0 at the same time. And a + c ⁇ 4, and b + d ⁇ 4.
- R and R 2 are each an alkyl group having 1 to 12 carbon atoms, an aryl group, an aralkyl group, or an acetyl group.
- R 3 and R 4 are each an alkyl group having 1 to 12 carbon atoms, an aryl group, or an aralkyl group.
- Each X is a single bond or an alkylene group having 1 to 12 carbon atoms.
- a and b are 0 or 1, and a and b are not 0 at the same time.
- c and d are integers from 0 to 4, a + c ⁇ 4 and b + d ⁇ 4.
- R 1 R 2 and R 3 > R 4 are a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, an aryl group, or an aralkyl group.
- R 5 and R 6 are a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, an aryl group or an aralkyl group.
- X and Y are each a single bond or an alkylene group having 1 to 12 carbon atoms.
- each ⁇ independently represents a hydrogen atom, a hydroxyl group, an alkyl group having 1 to 4 carbon atoms, or a naphthyl group.
- Preferred examples of the compound having the (C 2) naphthalene skeleton include the following compounds.
- the low molecular weight compound having the (C 3) anthracene skeleton is an anthracene derivative having a molecular weight of 1,000 or less represented by the following formula (m).
- e is preferably 0 or 1, particularly 0.
- the monovalent organic group having 1 to 12 carbon atoms of R is, for example, a group — (CH 2 ) g — C ( ⁇ O) OH (where g is 0 to 3 And other monovalent organic groups described below.
- g is preferably 0 or 1, particularly 0.
- R other monovalent organic groups for R include, for example, methyl, ethyl, n-propyl, ⁇ -propyl, ⁇ -butyl, t-butyl, alkyl groups such as n-pentyl group, n-hexyl group, n-octyl group, n-decyl group, cyclopentyl group, cyclohexyl group; phenyl group, o-tolyl group, m-tolyl group, p-tolyl Group, 1 aryl group such as 1-naphthyl group;
- Aralkyl groups such as benzyl group and phenethyl group
- An alkoxyl group such as an oxy group, a ⁇ -talyloxy group, a ⁇ -decyloxy group, a cyclopentyloxy group, a cyclohexoxy group;
- Aryloxy groups such as phenoxy group, ⁇ -triloxy group, m-triloxy group, p-triloxy group, 1-naphthyloxy group;
- Aralkyloxy groups such as benzyloxy group and phenethyloxy group; methoxymethyl group, ethoxymethyl group, n-propoxymethyl group, i-propoxymethyl group, n-butoxymethyl group, t-butoxymethyl group, n-pentyloxymethyl group, n_ Alkoxymethyl groups such as hexyloxymethyl group, n-octyloxymethyl group, n-decyloxymethyl group, cyclopentyloxymethyl group, cyclohexyloxymethyl group; phenoxymethyl group, o-trioxymethyl An aryloxymethyl group such as a group, m-trioxymethyl group, p- ⁇ ryloxymethyl group, 1_naphthyloxymethyl group;
- Aralkyloxymethyl groups such as benzyloxymethyl group and phenethyloxymethyl group
- Methoxycarbonyl group ethoxycarbonyl group, n—propoxycarbonyl group, i—propoxycarbonyl group, n-butoxycarbonyl group, t-butoxycarbonyl group, n-pentyloxycarbonyl group, n—hexylo
- An alkoxycarbonyl group such as a xycarbonyl group, an n-year-old oxycarbonyl group, an n-decyloxycarbonyl group, a cyclopentyloxycarbonyl group, a cyclohexyloxycarbonyl group;
- An aryloxycarbonyl group such as a phenoxycarbonyl group, an o-trioxycarbonyl group, an m-trioxycarbonyl group, a p-alkyloxycarbonyl group, or a 1-naphthyloxycarbonyl group;
- Aralkyloxycarbonyl groups such as benzyloxycarbonyl group and phenethyloxycarbonyl group
- Examples thereof include aralkyloxycarbonylmethyl groups such as benzyloxycarbonylmethyl group and phenethyloxycarbonylmethyl group.
- a hydrogen atom, a carboxyl group, a carboxymethyl group, a t-butoxycarbonylmethyl group, and the like are particularly preferable.
- Specific examples of preferred (C 3) anthracene derivatives include anthracene-9 monostrept rubonic acid, anthracene mono 9,10-dicarboxylic acid, 10—strong l-poxymethylanthracene 9-carboxylic acid.
- anthracene 9-power rubonic acid anthracene 9,10-dicarboxylic acid
- 10-carboxy Methyl anthracene 9 _carboxylic acid 10-tert-butoxycarbonyl Methyl anthracene 9 9 strong rubonic acid, etc.
- anthracene 9 9 strong ruponic acid anthracene 9, 10 0-dicarboxylic acid etc.
- the radiation-sensitive resin composition of the present invention includes, as necessary, an acid diffusion controller, an alicyclic additive having an acid dissociable group, an alicyclic additive having no acid dissociable group, and a surfactant.
- Various additives such as sensitizers can be blended.
- the above acid diffusion control agent (hereinafter also referred to as ⁇ (D) component) controls the diffusion phenomenon in the resist film of the acid generated from the phosphoric acid generator upon irradiation, and undesired chemical reaction in the non-irradiated region. It is a component having the action of suppressing
- the storage stability of the resulting radiation-sensitive resin composition is improved, the resolution as a resist ⁇ is further improved, and the processing from irradiation to development processing is also improved.
- the change in the line width of the resist ⁇ pattern due to fluctuations in the holding time (PED) can be suppressed, and a composition excellent in process stability can be obtained.
- the acid diffusion controller is preferably a nitrogen-containing organic compound whose basicity is not changed by irradiation or heat treatment during the formation process of the resist pattern.
- Such nitrogen-containing organic compounds include (D 1) tertiary amine compounds, (D 2) amide group-containing compounds, (D 3) quaternary ammonium hydroxide compounds, (D 4) nitrogen-containing heterocycles. Compounds and the like.
- Tertiary amine compounds include, for example, ⁇ ethylamine, n n-propylamine, tree n-butylamine, tree n-pentylamine, tri-n-hexylamine, tri-n-heptylamine.
- Tri (cyclo) alkylamines such as n-trimethylamine, tri-nylamine, tri-n-decylamine, cyclohexyldimethylamine, dicyclohexylmethylamine, tricyclohexylamine;
- Aniline N-methylaniline, N, N-dimethylaniline, 2-methyl
- Aromatic amines such as ruaniline, 3-methylaniline, 4-methylaniline, 4-dinitroaniline, 2,6-dimethylaniline, 2,6-diisopropylaniline, diphenylamine, triphenylamine, naphthylamine;
- Alkanolamines such as ethanolamine and diethanolaniline; N, N, N ', N'-tetramethylethylenediamine, N, N, N', ⁇ '-tetrakis (2-hydroxypropyl) )
- Ethylenediamine 1,3-bis [1 — (4-aminophenyl) 1-
- Examples of (D 2) amide group-containing compounds include: ⁇ -t-butoxycarbonyl n-octylamine, N-t-butoxycarbonyl n-nonylamine, N-t-butoxycarbonyl n- Decylamine, N—t monobutoxycarbonyldicyclohexylamine, N _ t —butoxycarbonyl-1- 1-adamantylamine, N—t mono-butoxycarbonyl 1-N-methyl-1- 1-adamantylamine, N 1, N —Gee t-butoxycarbonyl 1 —adamantylamine, N, N—di-t 1-butoxycarpone 2 N—Methyl- 1-adamantylamine, N _ t —butoxycarpyl 1,4'-diaminodiphe Dimethane, N, N'-di-tert-hydroxycarbonylhexamethylenediamine, N, N, N ', N'-tetra
- the quaternary ammonium hydroxide compounds include, for example, tetramethylammonium hydroxide, tetramethylammonium hydroxide, tetra-n-propylammonium hydroxide, tetral n One ptylammonium hydroxide and the like.
- Nitrogen-containing heterocyclic compounds include, for example, imidazole, 4 1-methyl imidazole, 1 1-benzyl 1-methylimidazole, 4-methyl-2-phenylimidazole, benzimidazole, 2-phenyl Imidazoles such as benzimidazole; pyridine, 2-methylpyridin, 4-methylpyridine, 2-ethyl pyridine, 4-monoethyl pyridine, 2_phenyl pyridine, 4-monophenyl pyridine, 2-methyl 4-phenyl pyridine, nicotine, Pyridines such as nicotinic acid, nicotinic acid amide, quinoline, 4-hydroxyquinoline, 8-oxyquinoline, and acridine; piperazine, 1 (2-hydroxykistil) piperine such as piperazine In addition to azines, pyrazine, pyrazole, pyridazine, quinosaline, purine, and pylori Emissions, piperidine,
- Nt tert-butoxycarbonyl group-containing amino compounds are preferred, and among the nitrogen-containing heterocyclic compounds, imidazoles are preferred.
- the above (D) acid diffusion controller can be used alone or in admixture of two or more.
- the compounding amount of the acid diffusion control agent is usually 15 parts by weight or less, preferably 10 parts by weight or less, and more preferably 5 parts by weight or less with respect to 100 parts by weight of the acrylic polymer. In this case, if the amount of the acid diffusion control agent exceeds 15 parts by weight, the sensitivity as a resist and the developability of the radiation irradiated part tend to be lowered. If the amount of the acid diffusion controller is less than 0.01 part by weight, the pattern shape and dimensional fidelity as a resist may be lowered depending on the process conditions.
- an alicyclic additive having an acid dissociable group or an alicyclic additive not having an acid dissociable group further improves dry etching resistance, pattern shape, adhesion to a substrate, and the like. It is a component which shows.
- Examples of such alicyclic additives include 1-adamantane carboxylic acid t-butyl, 1-adamantane carboxylic acid t-butoxycarbonyl methyl, 1-adamantane carboxylic acid Ptylolactone ester, 1,3-Adamantanedicarboxylate di-t-butyl, 1-adamantane acetate t-butyl, 1-adamantane acetate t-butoxycarbonylmethyl, 1,3-adamantane diacetate di-t-butyl, 2,5- Adamantane derivatives such as dimethyl-2,5-di (adamantylcarbonyloxy) hexane; deoxycholic acid t — butyl, deoxycholic acid t _butoxycarbonylmethyl, deoxycholic acid 2-ethoxytyl, deoxycholic acid 2-cyclohexyloxy Quichetil, Deoxycholate 3-Oxo Deoxycholate esters such
- alicyclic additives can be used alone or in admixture of two or more.
- the amount of the alicyclic additive is usually 50 parts by weight or less, preferably 30 parts by weight or less, based on 100 parts by weight of the acryl-based polymer. In this case, when the blending amount of the alicyclic additive exceeds 50 parts by weight, the heat resistance as the resist ridge tends to be lowered.
- the surfactant as an additive is a component having an action of improving coating properties, striations, image properties and the like.
- surfactants examples include polyoxyethylene lauryl ether, polyoxyethylene stearyl ether, polyoxyethylene vinyl ether, polyoxyethylene n-octyl phenyl ether, and polyoxyethylene n_nonyl phenyl ether.
- nonionic surfactants such as polyethylene glycol dilaurate and polyethylene glycol distearate ⁇
- KP 3 4 1 manufactured by Shin-Etsu Chemical Co., Ltd.
- surfactants can be used alone or in admixture of two or more.
- the compounding amount of the surfactant is usually 2 parts by weight or less with respect to 100 parts by weight of the acryl-based polymer.
- a sensitizer as an additive has the effect of absorbing the energy of radiation and transmitting the energy to the acid generator, thereby increasing the amount of acid produced. It has the effect of improving the apparent sensitivity of the functional resin composition.
- sensitizers examples include strong rubazoles, benzophenones, rose bengals, anthracenes, phenols and the like.
- sensitizers can be used alone or in admixture of two or more.
- the blending amount of the sensitizer is preferably 50 parts by weight or less with respect to 100 parts by weight of the acrylic polymer.
- additives other than those mentioned above include antihalation agents, adhesion assistants, storage stabilizers, antifoaming agents and the like.
- the radiation-sensitive resin composition of the present invention is usually dissolved in a solvent so that the total solid concentration is usually 3 to 50% by weight, preferably 5 to 25% by weight. For example, it is filtered through a filter having a pore size of about 0.2 / m to prepare a composition solution.
- component (E) examples include 2-pentanone, 2-hexanone, 2-heptanone, 2-octanone, and the like.
- Linear ketones such as cyclopentanone and cyclohexanone; propylene glycol monomethyl ether acetate, propylene such as propylene glycol monoethyl ether acetate, Glycol moso alkyl ether Ruacetates: 2-Hydroxypropionate alkyls such as 2-hydroxymethyl propionate, 2-hydroxyethyl propionate, etc .; 3-Methyl methoxypropionate, 3-Ethylpropionate, 3_ In addition to 3 mono-alkoxypropionic acid alkyls such as methyl ethoxypropionate and 3-ethyloxypropionate, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, diethylene glycol dimethyl
- (E) solvents can be used alone or in admixture of two or more.
- cyclohexanone is an effective solvent from the viewpoint of solubility, but it is preferable to avoid using it as much as possible because of its toxicity.
- a radiation-sensitive resin composition containing a compound that generates an acid and (C) a low-molecular compound having a phenyl group that does not generate a new acid when irradiated with light a substrate such as a silicon wafer is used. Set up a regis ⁇ layer on top.
- the film thickness is less than 1. O jum, but is preferably 0.05 to 0.7 im, and more preferably 0.1 to 0.5 m.
- the radiation-sensitive resin composition solution is applied onto the solid to be ion-implanted or ion-implanted, for example, by an appropriate application means such as spin coating, cast coating, or roll coating.
- a resist film is formed on a substrate such as a silicon wafer, a wafer coated with a silicon oxide thin film, or a wafer coated with aluminum to form a resist film.
- PB a substrate
- the resist film is irradiated so as to form a predetermined resist pattern.
- Examples of radiation used at this time include ultraviolet light, K r F excimer laser (wavelength 248 nm), Ar F excimer laser (wavelength 19 3 nm), F 2 excimer laser (wavelength 15 7 nm), EUV (extreme ultraviolet, wavelength 13 nm, etc.), etc., charged particle beams such as electron beams, X-rays such as synchrotron radiation, etc. can be appropriately selected and used.
- An Ar F excimer laser (wavelength 1 93 ⁇ m) or less than nm or an F 2 excimer laser (wavelength 1 5 7 nm) is preferred.
- the irradiation conditions such as the irradiation amount are appropriately selected according to the composition of the radiation-sensitive resin composition, the type of each additive, and the like.
- P E B is preferably performed in order to stably form a high-precision fine pattern.
- the heating conditions for PEB vary depending on the composition of the radiation-sensitive resin composition, but are usually 30 to 200 ° C, preferably 50 to 170 ° C, and more preferably 70 to 1 50 ° C.
- an organic system is used on the substrate to be used.
- an inorganic antireflection film can be formed, and in order to prevent the influence of basic impurities contained in the environmental atmosphere, it is disclosed in, for example, Japanese Patent Application Laid-Open No. 5-1885988.
- a protective film can be provided on the resist film or these techniques can be used in combination.
- the irradiated resist film is developed using an Al force developing solution to form a predetermined resist pattern.
- an aqueous alkaline solution in which tetramethylammonium hydroxide is dissolved is preferable.
- the concentration of the alkaline aqueous solution is usually 10% by weight or less. In this case, if the concentration of the alkaline aqueous solution exceeds 10% by weight, the non-irradiated part may be dissolved in the image solution, which is not preferable.
- An appropriate amount of a surfactant or the like can be added to the alkaline aqueous solution.
- it is generally washed with water and dried.
- Examples of ion sources used for ion implantation include ions of boron, phosphorus, arsenic, and argon.
- Examples of the thin film on the substrate into which ions are implanted include silicon, silicon dioxide, silicon nitride, and aluminum.
- an energy load of 10 to 200 keV is usually applied to the resist as the ion acceleration energy during ion implantation.
- the polymerization start was carried out for 6 hours with the start of dropping as the polymerization start time. After the polymerization is complete, the polymerization solution is cooled to 30 ° C or lower by water cooling, poured into 2000 g of methanol, and the precipitated white powder is filtered off.
- the filtered white powder was washed twice with 400 g of methanol on the slurry, filtered, and dried at 50 ° C. for 17 hours to obtain a white powder polymer (7 2 g, yield 72%).
- This polymer is referred to as an acrylic polymer (A-1).
- the polymerization start was carried out for 6 hours with the start of dropping as the polymerization start time. After completion of the polymerization, the polymerization solution is cooled with water to below 30 ° C, poured into 2,000 g of methanol, and the precipitated white powder is filtered off. The filtered white powder was washed twice with 400 g of methanol on the slurry, filtered, and dried at 50 ° C. for 17 hours to obtain a white powder polymer (78 g Yield 78%). This polymer is referred to as an acrylic polymer (A-2).
- the polymerization solution is cooled to 30 ° C or lower by water cooling, poured into 2000 g of methanol, and the precipitated white powder is filtered off.
- the filtered white powder was washed twice with 400 g of methanol on the slurry, filtered, and dried at 50 ° C. for 17 hours to obtain a white powder polymer (7 3 g, yield 73%).
- This polymer is referred to as an acrylic polymer (A-3).
- the polymerization start was carried out for 6 hours with the start of dropping as the polymerization start time. After completion of the polymerization, the polymerization solution is cooled to 30 ° C. or lower by water cooling, put into 200 g of methanol, and the precipitated white powder is filtered off.
- the filtered white powder was washed twice with 400 g of methanol on the slurry, filtered, and dried at 50 ° C. for 17 hours to obtain a white powder polymer (77 7 g, yield 77%).
- This polymer had Mw of 9,800.
- This polymer is referred to as an acrylic polymer (A_4).
- the polymerization solution is cooled to 30 ° C or lower by water cooling, put into 2 000 g of methanol, and the precipitated white powder is filtered off.
- the filtered white powder was washed twice with 400 g of methanol on the slurry, filtered, and dried at 50 ° C. for 17 hours to obtain a white powder polymer. g, yield 75%).
- This polymer is referred to as an acrylic polymer (A-5).
- the polymerization start was carried out for 6 hours with the start of dropping as the polymerization start time.
- the polymerization solution is cooled with water to 30 ° C. or lower, poured into 2000 g of methanol, and the precipitated white powder is filtered off.
- the filtered white powder was washed twice with 400 g of methanol on the slurry, filtered, and dried at 50 ° C. for 17 hours to obtain a white powder polymer (78 g Yield 78%).
- This polymer is referred to as an acrylic polymer (A-6).
- the polymerization start was carried out for 6 hours with the start of dropping as the polymerization start time.
- the polymerization solution is cooled with water to 30 ° C. or lower, poured into 2000 g of methanol, and the precipitated white powder is filtered off.
- the filtered white powder was washed twice with 400 g of methanol on the slurry, filtered, and dried at 50 ° C. for 17 hours to obtain a white powder polymer. g, yield 75%).
- This polymer is referred to as an acrylic polymer (A-7).
- a silicon wafer that has been subjected to surface treatment by exposing the wafer surface to hexanemethyldisilazane at 150 ° C. for 60 seconds, and spin-coating each composition solution onto the substrate.
- a Nikon A r F excimer laser exposure device (numerical aperture 0.60) on the resist film formed by applying PB on the hot plate at 100 ° C for 60 seconds. , Exposed through a mask pattern.
- PEB was carried out at 115 ° C for 60 seconds, followed by development with 2.38 weight 0 / o of tramethylammonium hydroxide aqueous solution at 25 ° C for 60 seconds. It was washed with water and dried to form a positive type resist pattern.
- the film thickness of the resist film is measured using the optical interference type film thickness measuring device; Lambda Ace VM-2100, measuring the film thickness at any 9 points on the wafer coated with the resist film and the average ⁇ The film thickness.
- the following evaluation was performed using a silicon substrate on which a resist pattern formed by the pattern forming method was formed.
- a resist film having a thickness of 0.22 m was formed on a silicon wafer, and a positive resist film pattern was formed using the pattern formation described above. At this time, when a line 'and' space pattern (1 L 1 S) with a line width of 0.18 mm is observed from the top of the pattern with Hitachi SEM: S 9 2 60, it is 1: 1.
- the optimum exposure dose was defined as the exposure dose to be formed in the line width.
- the line width at the top of the pattern is L 1.
- the lower line width is L2, and (L1-L2) ZL1 is in the range of -0.15 to +0.15, (L1_L2) ZL1 is- X is less than 0.1 or greater than +0.15.
- film thickness of 1800 nm 1 LZ 1 S when resolving by irradiating the optimal exposure dose at 0.22 Um the difference between the maximum value and the minimum value of the obtained pattern line width was 70 nm or less.
- composition solution was applied onto a substrate by spin coating, and a resist film with a film thickness of 0.2 / im was neglected by performing PB on a hot plate at 100 ° C for 60 seconds.
- a spectroscopic ellipsometer manufactured by WO OLLAM; VUV—VASE: VU—303, and the extinction coefficient k at a wavelength of 19 3 nm was determined.
- Example 2 Each evaluation was performed using the same conditions as in Example 1 except that the resist film used in Example 1 was made to have a thickness of 1.2 m. Table 2 shows the evaluation results. Extinction coefficient Sensitivity Resolution ⁇ Pattern shape Pattern width fluctuation
- Example 1 1 0.071 253 120 o 0 (55)
- Example 1 2 0.066 247 120 o 0 (55)
- Example 1 3 0.058 255 120 o 0 (55)
- Example 1 4 0.072 238 120 o 0 (55)
- Example 1 6 0.071 239 120 ⁇ ⁇ (55)
- Example 1 7 0.069 243 120 o 0 (50)
- Example 1 8 0.074 251 120 ⁇ 0 (55)
- Example 1 9 0.073 240 120 o 0 (55)
- the method and radiation-sensitive resin composition of the present invention can be finely processed using far-ultraviolet light having an wavelength of 200 nm or less, such as an Ar F excimer laser or F 2 excimer laser, or an electron beam (EB). It can be applied to various lithography techniques.
- far-ultraviolet light having an wavelength of 200 nm or less, such as an Ar F excimer laser or F 2 excimer laser, or an electron beam (EB). It can be applied to various lithography techniques.
Landscapes
- Physics & Mathematics (AREA)
- Engineering & Computer Science (AREA)
- General Physics & Mathematics (AREA)
- Power Engineering (AREA)
- High Energy & Nuclear Physics (AREA)
- Condensed Matter Physics & Semiconductors (AREA)
- Manufacturing & Machinery (AREA)
- Computer Hardware Design (AREA)
- Microelectronics & Electronic Packaging (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Toxicology (AREA)
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Materials For Photolithography (AREA)
Abstract
L'invention concerne un procédé d'implantation d'ions qui permet d'amincir une couche de résist au moyen d'une composition de résine sensible au rayonnement présentant une excellente propriété de blocage d'ions et une excellente résistance au choc de résist même sous la forme d'un film mince. L'invention concerne également une composition de résine sensible au rayonnement à utiliser dans ledit procédé. Le procédé comporte les étapes consistant à former une couche de résist d'épaisseur inférieure à 1,0 µm sur un substrat en utilisant une composition de résine sensible au rayonnement et contenant (A) une résine d'ester (méth)acrylique présentant un groupe dissociatif qui devient soluble par l'action d'un acide soluble en milieu alcalin par la dissociation du groupe dissociatif sous l'action d'un acide ; (B) un composé capable de générer un acide par l'exposition à des rayons radiaux et (C) un composé de faible masse moléculaire, phénylé, ne générant pas de nouvel acide par l'exposition aux rayons radiaux. La couche de résist est soumise à une exposition sélective et au développement alcalin pour former ainsi un motif de résist. Le motif de résist est masqué, et l'implantation des ions est réalisée.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2008530946A JP4905811B2 (ja) | 2006-08-24 | 2007-08-16 | イオンインプランテーション方法及びそれに用いる感放射線性樹脂組成物 |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP2006227788 | 2006-08-24 | ||
JP2006-227788 | 2006-08-24 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO2008023750A1 true WO2008023750A1 (fr) | 2008-02-28 |
Family
ID=39106835
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/JP2007/066318 WO2008023750A1 (fr) | 2006-08-24 | 2007-08-16 | Procédé d'implantation d'ions et composition de résine sensible au rayonnement pour une utilisation dans celui-ci |
Country Status (3)
Country | Link |
---|---|
JP (1) | JP4905811B2 (fr) |
TW (1) | TW200819914A (fr) |
WO (1) | WO2008023750A1 (fr) |
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2010190993A (ja) * | 2009-02-16 | 2010-09-02 | Jsr Corp | ポジ型レジスト組成物 |
WO2011002081A1 (fr) * | 2009-07-02 | 2011-01-06 | Jsr株式会社 | Composition de résine sensible aux rayonnements |
JP2011227448A (ja) * | 2009-12-15 | 2011-11-10 | Rohm & Haas Electronic Materials Llc | フォトレジストおよびその使用方法 |
EP2472327A1 (fr) * | 2010-12-30 | 2012-07-04 | Rohm and Haas Electronic Materials LLC | Photorésines et leurs procédés d'utilisation |
KR20120099338A (ko) | 2011-01-26 | 2012-09-10 | 도오꾜오까고오교 가부시끼가이샤 | 레지스트 조성물, 레지스트 패턴 형성 방법 |
JP2012190000A (ja) * | 2011-02-25 | 2012-10-04 | Shin Etsu Chem Co Ltd | ポジ型レジスト材料及びこれを用いたパターン形成方法 |
JP2013064978A (ja) * | 2011-09-02 | 2013-04-11 | Shin Etsu Chem Co Ltd | ポジ型レジスト材料及びパターン形成方法 |
JP2013068928A (ja) * | 2011-09-06 | 2013-04-18 | Shin Etsu Chem Co Ltd | ポジ型レジスト材料及びパターン形成方法 |
WO2018061512A1 (fr) * | 2016-09-30 | 2018-04-05 | 富士フイルム株式会社 | Procédé de formation de motif, procédé de fabrication de dispositif électronique, et composition sensible à la lumière active ou au rayonnement |
JP2022105327A (ja) * | 2020-12-31 | 2022-07-13 | ローム アンド ハース エレクトロニック マテリアルズ エルエルシー | フォトレジスト組成物及びパターン形成方法 |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2015162665A (ja) * | 2014-02-28 | 2015-09-07 | 東京エレクトロン株式会社 | 熱処理方法、熱処理装置、及び記憶媒体 |
Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH09274318A (ja) * | 1996-04-09 | 1997-10-21 | Japan Synthetic Rubber Co Ltd | 感放射線性樹脂組成物 |
JP2001215709A (ja) * | 2000-02-07 | 2001-08-10 | Fuji Photo Film Co Ltd | ポジ型レジスト組成物 |
JP2005266680A (ja) * | 2004-03-22 | 2005-09-29 | Fuji Photo Film Co Ltd | 感光性組成物及びそれを用いたパターン形成方法 |
JP2005316136A (ja) * | 2004-04-28 | 2005-11-10 | Tokyo Ohka Kogyo Co Ltd | ポジ型レジスト組成物、レジストパターン形成方法及びイオンインプランテーション方法 |
JP2006011250A (ja) * | 2004-06-29 | 2006-01-12 | Fuji Photo Film Co Ltd | レジスト組成物及びそれを用いたパターン形成方法 |
JP2006215163A (ja) * | 2005-02-02 | 2006-08-17 | Tokyo Ohka Kogyo Co Ltd | 薄膜インプランテーションプロセス用ポジ型レジスト組成物およびレジストパターン形成方法 |
-
2007
- 2007-08-16 JP JP2008530946A patent/JP4905811B2/ja active Active
- 2007-08-16 WO PCT/JP2007/066318 patent/WO2008023750A1/fr active Application Filing
- 2007-08-24 TW TW96131420A patent/TW200819914A/zh unknown
Patent Citations (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPH09274318A (ja) * | 1996-04-09 | 1997-10-21 | Japan Synthetic Rubber Co Ltd | 感放射線性樹脂組成物 |
JP2001215709A (ja) * | 2000-02-07 | 2001-08-10 | Fuji Photo Film Co Ltd | ポジ型レジスト組成物 |
JP2005266680A (ja) * | 2004-03-22 | 2005-09-29 | Fuji Photo Film Co Ltd | 感光性組成物及びそれを用いたパターン形成方法 |
JP2005316136A (ja) * | 2004-04-28 | 2005-11-10 | Tokyo Ohka Kogyo Co Ltd | ポジ型レジスト組成物、レジストパターン形成方法及びイオンインプランテーション方法 |
JP2006011250A (ja) * | 2004-06-29 | 2006-01-12 | Fuji Photo Film Co Ltd | レジスト組成物及びそれを用いたパターン形成方法 |
JP2006215163A (ja) * | 2005-02-02 | 2006-08-17 | Tokyo Ohka Kogyo Co Ltd | 薄膜インプランテーションプロセス用ポジ型レジスト組成物およびレジストパターン形成方法 |
Cited By (19)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2010190993A (ja) * | 2009-02-16 | 2010-09-02 | Jsr Corp | ポジ型レジスト組成物 |
JP5673533B2 (ja) * | 2009-07-02 | 2015-02-18 | Jsr株式会社 | 感放射線性樹脂組成物 |
WO2011002081A1 (fr) * | 2009-07-02 | 2011-01-06 | Jsr株式会社 | Composition de résine sensible aux rayonnements |
TWI488004B (zh) * | 2009-07-02 | 2015-06-11 | Jsr Corp | Sensitive radiation linear resin composition |
JP2015038621A (ja) * | 2009-07-02 | 2015-02-26 | Jsr株式会社 | レジストパターンの形成方法 |
JP2015135983A (ja) * | 2009-12-15 | 2015-07-27 | ローム アンド ハース エレクトロニック マテリアルズ エルエルシーRohm and Haas Electronic Materials LLC | フォトレジストおよびその使用方法 |
JP2011227448A (ja) * | 2009-12-15 | 2011-11-10 | Rohm & Haas Electronic Materials Llc | フォトレジストおよびその使用方法 |
EP2472327A1 (fr) * | 2010-12-30 | 2012-07-04 | Rohm and Haas Electronic Materials LLC | Photorésines et leurs procédés d'utilisation |
US9508553B2 (en) | 2010-12-30 | 2016-11-29 | Rohm And Haas Electronic Materials Llc | Photoresists and methods for use thereof |
KR20120099338A (ko) | 2011-01-26 | 2012-09-10 | 도오꾜오까고오교 가부시끼가이샤 | 레지스트 조성물, 레지스트 패턴 형성 방법 |
US9012125B2 (en) | 2011-01-26 | 2015-04-21 | Tokyo Ohka Kogyo Co., Ltd. | Resist composition and method of forming resist pattern |
JP2012190000A (ja) * | 2011-02-25 | 2012-10-04 | Shin Etsu Chem Co Ltd | ポジ型レジスト材料及びこれを用いたパターン形成方法 |
JP2013064978A (ja) * | 2011-09-02 | 2013-04-11 | Shin Etsu Chem Co Ltd | ポジ型レジスト材料及びパターン形成方法 |
JP2013068928A (ja) * | 2011-09-06 | 2013-04-18 | Shin Etsu Chem Co Ltd | ポジ型レジスト材料及びパターン形成方法 |
WO2018061512A1 (fr) * | 2016-09-30 | 2018-04-05 | 富士フイルム株式会社 | Procédé de formation de motif, procédé de fabrication de dispositif électronique, et composition sensible à la lumière active ou au rayonnement |
JPWO2018061512A1 (ja) * | 2016-09-30 | 2019-06-24 | 富士フイルム株式会社 | パターン形成方法、電子デバイスの製造方法、及び、感活性光線性又は感放射線性組成物 |
JP2022105327A (ja) * | 2020-12-31 | 2022-07-13 | ローム アンド ハース エレクトロニック マテリアルズ エルエルシー | フォトレジスト組成物及びパターン形成方法 |
JP7377848B2 (ja) | 2020-12-31 | 2023-11-10 | ローム アンド ハース エレクトロニック マテリアルズ エルエルシー | フォトレジスト組成物及びパターン形成方法 |
US11940730B2 (en) | 2020-12-31 | 2024-03-26 | Rohm And Haas Electronic Materials Llc | Photoresist compositions and pattern formation methods |
Also Published As
Publication number | Publication date |
---|---|
JPWO2008023750A1 (ja) | 2010-01-14 |
JP4905811B2 (ja) | 2012-03-28 |
TW200819914A (en) | 2008-05-01 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
WO2008023750A1 (fr) | Procédé d'implantation d'ions et composition de résine sensible au rayonnement pour une utilisation dans celui-ci | |
JP4710762B2 (ja) | 感放射線性樹脂組成物 | |
TWI314943B (en) | Radiation-sensitive resin composition | |
WO2007058345A1 (fr) | Composition de resine radiosensible | |
JP2005255742A (ja) | (メタ)アクリル酸系重合体および感放射線性樹脂組成物 | |
JP4277420B2 (ja) | 感放射線性樹脂組成物 | |
JP2007052182A (ja) | 感放射線性樹脂組成物 | |
JP4076360B2 (ja) | 感放射線性樹脂組成物 | |
TW200903152A (en) | Radiation-sensitive resin composition | |
JP2007231202A (ja) | 共重合体および感放射線性樹脂組成物 | |
JP5051232B2 (ja) | 感放射線性樹脂組成物及びパターン形成方法 | |
JP3843840B2 (ja) | 感放射線性樹脂組成物 | |
JP2005023234A (ja) | アクリル系重合体および感放射線性樹脂組成物 | |
KR101010410B1 (ko) | 아크릴계 공중합체 및 감방사선성 수지 조성물 | |
JP4254490B2 (ja) | 酸解離性基含有重合体および感放射線性樹脂組成物 | |
JP4765625B2 (ja) | アクリル系重合体および感放射線性樹脂組成物 | |
JP2005068418A (ja) | アクリル系重合体および感放射線性樹脂組成物 | |
JP4134685B2 (ja) | 感放射線性樹脂組成物 | |
JP4036320B2 (ja) | 感放射線性樹脂組成物 | |
JP2004203898A (ja) | アクリル系重合体および感放射線性樹脂組成物 | |
JP2004210910A (ja) | (メタ)アクリル系重合体および感放射線性樹脂組成物 | |
JP3968509B2 (ja) | 感放射線性樹脂組成物 | |
JP2007163834A (ja) | 感放射線性樹脂組成物 | |
JP2007262121A (ja) | 共重合体および感放射線性樹脂組成物 | |
JP4525668B2 (ja) | 感放射線性樹脂組成物 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
121 | Ep: the epo has been informed by wipo that ep was designated in this application |
Ref document number: 07792902 Country of ref document: EP Kind code of ref document: A1 |
|
WWE | Wipo information: entry into national phase |
Ref document number: 2008530946 Country of ref document: JP |
|
NENP | Non-entry into the national phase |
Ref country code: DE |
|
NENP | Non-entry into the national phase |
Ref country code: RU |
|
122 | Ep: pct application non-entry in european phase |
Ref document number: 07792902 Country of ref document: EP Kind code of ref document: A1 |