WO1988005813A1 - Composition servant a enlever des photoreserves de protection - Google Patents
Composition servant a enlever des photoreserves de protection Download PDFInfo
- Publication number
- WO1988005813A1 WO1988005813A1 PCT/US1987/002291 US8702291W WO8805813A1 WO 1988005813 A1 WO1988005813 A1 WO 1988005813A1 US 8702291 W US8702291 W US 8702291W WO 8805813 A1 WO8805813 A1 WO 8805813A1
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- WO
- WIPO (PCT)
- Prior art keywords
- composition according
- stripping composition
- photoresist stripping
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- weight
- Prior art date
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- 239000000203 mixture Substances 0.000 title claims abstract description 116
- 229920002120 photoresistant polymer Polymers 0.000 title claims abstract description 43
- 239000003085 diluting agent Substances 0.000 claims abstract description 16
- YEJRWHAVMIAJKC-UHFFFAOYSA-N 4-Butyrolactone Chemical compound O=C1CCCO1 YEJRWHAVMIAJKC-UHFFFAOYSA-N 0.000 claims abstract description 10
- 238000012545 processing Methods 0.000 claims abstract description 8
- 230000007797 corrosion Effects 0.000 claims abstract description 7
- 238000005260 corrosion Methods 0.000 claims abstract description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical compound [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims abstract description 6
- 229930188620 butyrolactone Natural products 0.000 claims abstract description 5
- 229910052751 metal Inorganic materials 0.000 claims abstract description 5
- 239000002184 metal Substances 0.000 claims abstract description 5
- PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 claims abstract description 5
- 239000003112 inhibitor Substances 0.000 claims abstract description 4
- 150000005622 tetraalkylammonium hydroxides Chemical class 0.000 claims abstract 2
- 239000000758 substrate Substances 0.000 claims description 49
- SECXISVLQFMRJM-UHFFFAOYSA-N N-Methylpyrrolidone Chemical compound CN1CCCC1=O SECXISVLQFMRJM-UHFFFAOYSA-N 0.000 claims description 21
- 238000000034 method Methods 0.000 claims description 19
- VDZOOKBUILJEDG-UHFFFAOYSA-M tetrabutylammonium hydroxide Chemical compound [OH-].CCCC[N+](CCCC)(CCCC)CCCC VDZOOKBUILJEDG-UHFFFAOYSA-M 0.000 claims description 14
- 230000008569 process Effects 0.000 claims description 13
- WGTYBPLFGIVFAS-UHFFFAOYSA-M tetramethylammonium hydroxide Chemical compound [OH-].C[N+](C)(C)C WGTYBPLFGIVFAS-UHFFFAOYSA-M 0.000 claims description 12
- 125000000217 alkyl group Chemical group 0.000 claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 7
- 239000000908 ammonium hydroxide Substances 0.000 claims description 6
- 125000001453 quaternary ammonium group Chemical group 0.000 claims description 5
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 4
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 4
- 239000003495 polar organic solvent Substances 0.000 claims description 4
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 3
- 239000002736 nonionic surfactant Substances 0.000 claims description 3
- 229920000620 organic polymer Polymers 0.000 claims description 3
- 230000009471 action Effects 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 125000005346 substituted cycloalkyl group Chemical group 0.000 claims description 2
- WAEVWDZKMBQDEJ-UHFFFAOYSA-N 2-[2-(2-methoxypropoxy)propoxy]propan-1-ol Chemical group COC(C)COC(C)COC(C)CO WAEVWDZKMBQDEJ-UHFFFAOYSA-N 0.000 claims 2
- QCAHUFWKIQLBNB-UHFFFAOYSA-N 3-(3-methoxypropoxy)propan-1-ol Chemical group COCCCOCCCO QCAHUFWKIQLBNB-UHFFFAOYSA-N 0.000 claims 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims 1
- 239000004094 surface-active agent Substances 0.000 abstract description 10
- -1 N-substituted pyrrolidones Chemical class 0.000 abstract description 7
- 239000002904 solvent Substances 0.000 abstract description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 6
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 abstract description 5
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 abstract description 3
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- 239000000463 material Substances 0.000 description 11
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- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 8
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 6
- MTHSVFCYNBDYFN-UHFFFAOYSA-N anhydrous diethylene glycol Natural products OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 6
- 239000010703 silicon Substances 0.000 description 6
- 229910052710 silicon Inorganic materials 0.000 description 6
- 229920005989 resin Polymers 0.000 description 5
- 239000011347 resin Substances 0.000 description 5
- 229920004896 Triton X-405 Polymers 0.000 description 4
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- IJKVHSBPTUYDLN-UHFFFAOYSA-N dihydroxy(oxo)silane Chemical compound O[Si](O)=O IJKVHSBPTUYDLN-UHFFFAOYSA-N 0.000 description 3
- 238000005468 ion implantation Methods 0.000 description 3
- 238000004377 microelectronic Methods 0.000 description 3
- 230000001988 toxicity Effects 0.000 description 3
- 231100000419 toxicity Toxicity 0.000 description 3
- 238000011282 treatment Methods 0.000 description 3
- NQBXSWAWVZHKBZ-UHFFFAOYSA-N 2-butoxyethyl acetate Chemical compound CCCCOCCOC(C)=O NQBXSWAWVZHKBZ-UHFFFAOYSA-N 0.000 description 2
- SVONRAPFKPVNKG-UHFFFAOYSA-N 2-ethoxyethyl acetate Chemical compound CCOCCOC(C)=O SVONRAPFKPVNKG-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 229910052796 boron Inorganic materials 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 229910052802 copper Inorganic materials 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- 230000007613 environmental effect Effects 0.000 description 2
- 238000005530 etching Methods 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 229940093476 ethylene glycol Drugs 0.000 description 2
- 150000002334 glycols Chemical class 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 150000002989 phenols Chemical class 0.000 description 2
- 239000003504 photosensitizing agent Substances 0.000 description 2
- 238000009834 vaporization Methods 0.000 description 2
- 230000008016 vaporization Effects 0.000 description 2
- OQZAQBGJENJMHT-UHFFFAOYSA-N 1,3-dibromo-5-methoxybenzene Chemical compound COC1=CC(Br)=CC(Br)=C1 OQZAQBGJENJMHT-UHFFFAOYSA-N 0.000 description 1
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
- BPIUIOXAFBGMNB-UHFFFAOYSA-N 1-hexoxyhexane Chemical class CCCCCCOCCCCCC BPIUIOXAFBGMNB-UHFFFAOYSA-N 0.000 description 1
- VXRDAMSNTXUHFX-UHFFFAOYSA-N 2,3-dihydroxybutanedioic acid;n,n-dimethyl-2-[6-methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridin-3-yl]acetamide Chemical compound OC(=O)C(O)C(O)C(O)=O.N1=C2C=CC(C)=CN2C(CC(=O)N(C)C)=C1C1=CC=C(C)C=C1.N1=C2C=CC(C)=CN2C(CC(=O)N(C)C)=C1C1=CC=C(C)C=C1 VXRDAMSNTXUHFX-UHFFFAOYSA-N 0.000 description 1
- LCZVSXRMYJUNFX-UHFFFAOYSA-N 2-[2-(2-hydroxypropoxy)propoxy]propan-1-ol Chemical compound CC(O)COC(C)COC(C)CO LCZVSXRMYJUNFX-UHFFFAOYSA-N 0.000 description 1
- WWSJZGAPAVMETJ-UHFFFAOYSA-N 2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]-3-ethoxypyrazol-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C=1C(=NN(C=1)CC(=O)N1CC2=C(CC1)NN=N2)OCC WWSJZGAPAVMETJ-UHFFFAOYSA-N 0.000 description 1
- JVKRKMWZYMKVTQ-UHFFFAOYSA-N 2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]pyrazol-1-yl]-N-(2-oxo-3H-1,3-benzoxazol-6-yl)acetamide Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C=1C=NN(C=1)CC(=O)NC1=CC2=C(NC(O2)=O)C=C1 JVKRKMWZYMKVTQ-UHFFFAOYSA-N 0.000 description 1
- JTXMVXSTHSMVQF-UHFFFAOYSA-N 2-acetyloxyethyl acetate Chemical compound CC(=O)OCCOC(C)=O JTXMVXSTHSMVQF-UHFFFAOYSA-N 0.000 description 1
- ZNQVEEAIQZEUHB-UHFFFAOYSA-N 2-ethoxyethanol Chemical compound CCOCCO ZNQVEEAIQZEUHB-UHFFFAOYSA-N 0.000 description 1
- HXDLWJWIAHWIKI-UHFFFAOYSA-N 2-hydroxyethyl acetate Chemical compound CC(=O)OCCO HXDLWJWIAHWIKI-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
- ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 241000861718 Chloris <Aves> Species 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- 229910000599 Cr alloy Inorganic materials 0.000 description 1
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- 229910019142 PO4 Inorganic materials 0.000 description 1
- QVHMSMOUDQXMRS-UHFFFAOYSA-N PPG n4 Chemical compound CC(O)COC(C)COC(C)COC(C)CO QVHMSMOUDQXMRS-UHFFFAOYSA-N 0.000 description 1
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 1
- 229910052581 Si3N4 Inorganic materials 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 241000545760 Unio Species 0.000 description 1
- 229920006243 acrylic copolymer Polymers 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 150000001299 aldehydes Chemical class 0.000 description 1
- 239000000956 alloy Substances 0.000 description 1
- 229910045601 alloy Inorganic materials 0.000 description 1
- 229940094070 ambien Drugs 0.000 description 1
- 150000008064 anhydrides Chemical class 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 125000004429 atom Chemical group 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
- NDKBVBUGCNGSJJ-UHFFFAOYSA-M benzyltrimethylammonium hydroxide Chemical compound [OH-].C[N+](C)(C)CC1=CC=CC=C1 NDKBVBUGCNGSJJ-UHFFFAOYSA-M 0.000 description 1
- BUOSLGZEBFSUDD-BGPZCGNYSA-N bis[(1s,3s,4r,5r)-4-methoxycarbonyl-8-methyl-8-azabicyclo[3.2.1]octan-3-yl] 2,4-diphenylcyclobutane-1,3-dicarboxylate Chemical compound O([C@H]1C[C@@H]2CC[C@@H](N2C)[C@H]1C(=O)OC)C(=O)C1C(C=2C=CC=CC=2)C(C(=O)O[C@@H]2[C@@H]([C@H]3CC[C@H](N3C)C2)C(=O)OC)C1C1=CC=CC=C1 BUOSLGZEBFSUDD-BGPZCGNYSA-N 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 150000008280 chlorinated hydrocarbons Chemical class 0.000 description 1
- OEYIOHPDSNJKLS-UHFFFAOYSA-N choline Chemical compound C[N+](C)(C)CCO OEYIOHPDSNJKLS-UHFFFAOYSA-N 0.000 description 1
- 229960001231 choline Drugs 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 239000000788 chromium alloy Substances 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 229940117583 cocamine Drugs 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 description 1
- 125000000582 cycloheptyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 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
- 125000000640 cyclooctyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])C1([H])[H] 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
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- HQDFXHKYURDVIO-UHFFFAOYSA-M decyl(trimethyl)azanium;hydroxide Chemical compound [OH-].CCCCCCCCCC[N+](C)(C)C HQDFXHKYURDVIO-UHFFFAOYSA-M 0.000 description 1
- 238000000151 deposition Methods 0.000 description 1
- 230000008021 deposition Effects 0.000 description 1
- ZZVUWRFHKOJYTH-UHFFFAOYSA-N diphenhydramine Chemical group C=1C=CC=CC=1C(OCCN(C)C)C1=CC=CC=C1 ZZVUWRFHKOJYTH-UHFFFAOYSA-N 0.000 description 1
- 229940113120 dipropylene glycol Drugs 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- KVFVBPYVNUCWJX-UHFFFAOYSA-M ethyl(trimethyl)azanium;hydroxide Chemical compound [OH-].CC[N+](C)(C)C KVFVBPYVNUCWJX-UHFFFAOYSA-M 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 230000004907 flux Effects 0.000 description 1
- 230000006870 function Effects 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
- 150000008282 halocarbons Chemical class 0.000 description 1
- 239000000383 hazardous chemical Substances 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
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 150000002431 hydrogen Chemical class 0.000 description 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 238000002513 implantation Methods 0.000 description 1
- 150000007529 inorganic bases Chemical class 0.000 description 1
- 150000003951 lactams Chemical class 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- 238000001465 metallisation Methods 0.000 description 1
- 150000002739 metals Chemical class 0.000 description 1
- 125000004923 naphthylmethyl group Chemical group C1(=CC=CC2=CC=CC=C12)C* 0.000 description 1
- 229920003986 novolac Polymers 0.000 description 1
- 229920002113 octoxynol Polymers 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- TWNQGVIAIRXVLR-UHFFFAOYSA-N oxo(oxoalumanyloxy)alumane Chemical compound O=[Al]O[Al]=O TWNQGVIAIRXVLR-UHFFFAOYSA-N 0.000 description 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 description 1
- 125000004344 phenylpropyl group Chemical group 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- 150000003014 phosphoric acid esters Chemical class 0.000 description 1
- 238000001020 plasma etching Methods 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 229920000233 poly(alkylene oxides) Polymers 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 231100000683 possible toxicity Toxicity 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229960004063 propylene glycol Drugs 0.000 description 1
- 235000013772 propylene glycol Nutrition 0.000 description 1
- 230000009993 protective function Effects 0.000 description 1
- 150000004040 pyrrolidinones Chemical class 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 238000005201 scrubbing Methods 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
- 241000894007 species Species 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 229950011008 tetrachloroethylene Drugs 0.000 description 1
- 229940073455 tetraethylammonium hydroxide Drugs 0.000 description 1
- LRGJRHZIDJQFCL-UHFFFAOYSA-M tetraethylazanium;hydroxide Chemical compound [OH-].CC[N+](CC)(CC)CC LRGJRHZIDJQFCL-UHFFFAOYSA-M 0.000 description 1
- QEMXHQIAXOOASZ-UHFFFAOYSA-N tetramethylammonium Chemical compound C[N+](C)(C)C QEMXHQIAXOOASZ-UHFFFAOYSA-N 0.000 description 1
- JVOPCCBEQRRLOJ-UHFFFAOYSA-M tetrapentylazanium;hydroxide Chemical compound [OH-].CCCCC[N+](CCCCC)(CCCCC)CCCCC JVOPCCBEQRRLOJ-UHFFFAOYSA-M 0.000 description 1
- 238000011179 visual inspection Methods 0.000 description 1
- 239000002699 waste material Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
- C11D7/02—Inorganic compounds
- C11D7/04—Water-soluble compounds
- C11D7/06—Hydroxides
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
- C11D7/50—Solvents
- C11D7/5004—Organic solvents
- C11D7/5013—Organic solvents containing nitrogen
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
- C11D7/22—Organic compounds
- C11D7/26—Organic compounds containing oxygen
- C11D7/263—Ethers
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
- C11D7/22—Organic compounds
- C11D7/26—Organic compounds containing oxygen
- C11D7/267—Heterocyclic compounds
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
- C11D7/22—Organic compounds
- C11D7/32—Organic compounds containing nitrogen
- C11D7/3209—Amines or imines with one to four nitrogen atoms; Quaternized amines
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D7/00—Compositions of detergents based essentially on non-surface-active compounds
- C11D7/22—Organic compounds
- C11D7/32—Organic compounds containing nitrogen
- C11D7/3281—Heterocyclic compounds
Definitions
- This invention relates to improved resist stripping compositions and to processes for stripping resists from substrates using said stripping compositions and is more particularly concerned with stripping compositions com ⁇ prising a lactone or lactam as principal component and a quaternary ammonium hydroxide as minor component and with processes for stripping resists from substrates using said compositions.
- Various types of resist materials are employed to protect selected areas of a substrate, such as a wafer for microelectronics fabrication, whilst the substrate is subjected to processing such as pattern generation by techniques including etching, ion implantation, metal deposition and the like.
- processing such as pattern generation by techniques including etching, ion implantation, metal deposition and the like.
- This step is generally accomplished by the use of stripper solvent compositions. It is essen ⁇ tial that the stripper remove the resist completely i.e., without leaving any residue, and that this be done with ⁇ out the necessity for scrubbing or like abrasive techni ⁇ ques which could cause damage to the substrate. It is also necessary that the stripping composition be free of any material which could cause corrosion of the substrate or affect the latter deleteriously in any manner.
- stripper compositions have been disclosed in the prior art.
- stripper compositions have been described containing one or more components such as halogenated hydrocarbons (methylene chloride, tetrachloroethylene) , phenols and phenolic compounds. glycol ethers, ketones, (acetone, methylethyl ketone), dioxane, sulfonic acids and the like.
- halogenated hydrocarbons methylene chloride, tetrachloroethylene
- phenols and phenolic compounds glycol ethers, ketones, (acetone, methylethyl ketone), dioxane, sulfonic acids and the like.
- resists which have been subjected to pro- cessing such as high temperature post-bake or pattern generation using techniques such as ion implantation using boron ions and the like and deep ultraviolet radia ⁇ tion, are highly cross-linked and extremely resistant to dissolution " in most of the organic solvent strippers con- ventionally employed in the art.
- Extreme measures such as the use of phenolic or chlorinated hydrocarbon sol ⁇ vents at elevated temperatures have been employed hither ⁇ to in order to strip such resists. Such heroic measures are clearly undesirable since they involve considerable hazard to technicians carrying out the stripping as well as presenting potential pollution and environmental pro ⁇ blems in the disposal of the resulting waste products.
- compositions containing pyrrolidones such as N-methylpyrrolidone as active ingredient have been described.
- U.S. Patent 3,673,099 describes a stripper composition for removing cure resins such as silicones and polyvinylcinnamate from sub strates.
- the composition comprises a mixture of N-methyl 2-pyrrolidone, a strong base and optionally ethylene gly col mono-ethyl ether.
- U.S. Patent 4,276,186 discloses composition comprising N-methyl-2-pyrrolidone and a alkanolamine for cleaning substrates such as integrate circuit carriers to remove contaminants such as solde flux.
- U.S. Patent 4,428,871 describes a stripper composi ⁇ tion which is a mixture of about 55 to 80 percent b weight of pyrrolidone or certain N-substituted pyrroli ⁇ dones and about 20 to 45 percent by weight of diethylene glycol monoalkyl ether. It is specifically stated that N-methylpyrrolidone alone has proved not effective as a .stripper for certain positive resists and that the mix ⁇ tures disclosed in the patent are more effective than either of the components when used alone. The disclosure and experimental data in the patent are confined to the stripping of positive photoresists.
- the speci ⁇ fication states that the stripper compositions are effec ⁇ tive at about 75°C or less the bulk of the data was derived using stripping temperatures of 75°C with only 3 exceptions each carried out at 25°C. Of the latter 3 experiments only one resulted in 100 percent removal of photoresist. Further, all the data was derived using photoresists which had been baked at 150°C for 45 minutes to 1 hour. No data is given for photoresists baked at higher temperatures. In actual practice, the photo ⁇ resists are frequently exposed to temperatures signifi ⁇ cantly in excess of 150°C and even as high as 220°C, during the processing of a substrate to achieve pattern generation using the techniques discussed previously.
- Bendz et al U.S. Patent 4,078,102 is directed to a process for stripping resists from a substrate using an alcoholic solution of an inorganic base in admixture with an aldehyde or ketone.
- Zuber U.S. Patent 4,202,703 teaches the use of an alcoholic solution of tetramethylammonium hydroxide to strip certain types of resist.
- the resist is subjected to a pretreatment with hot (110 - 125°C) solvent and a post rinse with 1,1,1-tri- chloroethane thus indicating that treatment with the quaternary ammonium hydroxide solution alone does not suffice to achieve satisfactory stripping.
- Sizensky U.S. Patent 4,617,251 describes a process for stripping positive resists using a mixture of certain amines and an organic polar solvent which latter can be N-methylpyrrolidone. The process is said to be effective in stripping resists which have been post-baked at temper- atures above about 150 ⁇ C.
- Example 21 shows the use of aqueous tetramethylammonium hydroxide as a developer of the resist image.
- R is selected from the group consist ⁇ ing of hydrogen, lower-alkyl, cycloalkyl, and sub ⁇ stituted cycloalkyl;
- R ⁇ R 2 and R3 represent alkyl and R 4 is selected from the group consisting of alkyl, hydroxyalkyl and aralkyl;
- component (a) is the major component of the mixture and component (b) is present in an amount of about 2 to about 25 percent by weight and said composition is free from extraneously added water.
- the invention also comprises a process for stripp- ing an organic polymer photoresist from a substrate by subjecting said photoresist to the action of a photo ⁇ resist stripping composition of the invention.
- alkyl as used herein means an alkyl group of from 1 to 12 carbon atoms, inclusive, such as methyl, ethyl, propyl, butyl, pentyl, hexyl, octyl, decyl, dodecyl and isomeric forms thereof.
- lower-alkyl means those alkyl groups having from 1 to 6 carbon atoms, inclusive.
- hydroxyalkyl means alkyl as defined above substituted by a hydroxyl group.
- aralkyl as used herein means a lower- alkyl group as herein defined having at least one hydro ⁇ gen atom substituted by aryl.
- aryl e.g., benzyl, phenethyl, phenylpropyl, naphthyl-methyl, benzhydryl and the like.
- cycloalkyl as used herein means cyclo- butyl, cyclopentyl, cyclohexyl, cycloheptyl and cyclo- octyl.
- substituted cycloalkyl means cyclo ⁇ alkyl substituted by one or more polar groups such as hydroxy. While the compositions and process of the inventio can be employed to strip a wide variety of resist mater ⁇ ials from a wide variety of substrates known in the art they are particularly adapted for use in stripping posi ⁇ tive photoresists from wafers employed in fabrication of microelectronic circuitry.
- Illustrative of the latter substrates are silicon wafers whose surface has been treated to form a layer of silicon oxide, aluminum, alloys of aluminum with copper and like metals, chromium, chromium alloys, silicon nitride and the like.
- compositions of the inven ⁇ tion comprise as the principal active ingredients a quaternary ammonium hydroxide of formula (II) above and a member (a) selected from a pyrrolidone of formula (I), butyrolactone and caprolactone.
- a quaternary ammonium hydroxide of formula (II) above and a member (a) selected from a pyrrolidone of formula (I), butyrolactone and caprolactone.
- the latter compound is always the major component of the mixture while the compound of formula (II) is present in minor amount such that the ratio by weight of component (a) to component (b) generally lies within the range of about 50:1 to about 4:1.
- the member (a) is generally present in the admixture in an amount corresponding to about 70 to 98 percent by weight.
- the compound of formula (I) is present in an amount corresponding to about 2 to about 25 percent by weight.
- the remainder of the admixture, if any, is made up of minor amounts of optional components which will be discussed hereinafter.
- Illustrative of compounds having the formula (II) are tetramethylammonium hydroxide, tetraethylammonium hydroxide, tetrabutylammonium hydroxide, tetrapentyl- ammonium hydroxide, ethyl trimethylammonium hydroxide, tetrahexylammonium hydroxide, benzyltrimethylammonium hydroxide, decyl trimethylammonium hydroxide and the like. Two or more such compounds can be employed in admixture if desired.
- a preferred composition of the invention is one in which component (a) is N-methylpyrrolidone.
- a parti ⁇ cularly preferred composition of the invention is one in which component (a) is N-methylpyrrolidone and the com ⁇ pound of formula (II) is tetramethylammonium hydroxide or tetrabutylammonium hydroxide.
- the ratio by weight of N-methylpyrrolidone to compound of formula (II) is advantageously of the order of about 49:1 to about 9:1 and preferably about 25:1 to about 15:1.
- compositions of the invention there can be present various optional components including surfactants, diluents and other additives.
- the surfactants employed in the compositions of the invention are generally of the non-ionic type and can include any • of those conventionally employed in the art to increase the water rinsability of the compositions after the stripping step has been completed.
- Illustra ⁇ tive of such surfactants are poly(alkylene oxides) , poly- alkoxylated alcohols and the like of which those avail- able from Rohm and Haas under the tradename Triton X-405 and from Union Carbide Corporation under the tradename Tergitol NP 10 are typical.
- Such surfactants are generally employed in amounts in the range of about 0.1 to about 5.0 percent by weight in the compositions of the invention.
- non-ionic surfactants when employed in the compositions of the invention, also serve to increase significantly the stripping rate of the com ⁇ positions of the invention i.e. they serve to reduce markedly the total time taken to strip a resist in an given instance.
- Illustrative of surfactants which hav been found to possess this stripping rate enhancemen property are the polyalkoxylated alcohols such as th polyethoxylated alkanol which is available from Unio Carbide Corporation under the tradename Tergitol Minifoa IX.
- rate-enhancing surfactants are generall employed in amounts in the range of about 1 to about 1 percent by weight and preferably about 3 to about percent by weight, based on total weight of th composition.
- an additive which serves to minimize or inhibit any tendency of the compositions of the invention to attack metallic substrates such as copper, aluminum and the like from which resists are to be stripped.
- metal corrosion inhibitors which can be employed for this purpose are phosphate esters such as the cocoamine oxide phosphate ester which is available commercially under the tradename KCAO Jordaphas from Jordan Chemical Company, metasilicic acid (H 2 SiC"3), and the like.
- phosphate esters such as the cocoamine oxide phosphate ester which is available commercially under the tradename KCAO Jordaphas from Jordan Chemical Company, metasilicic acid (H 2 SiC"3), and the like.
- These additives are advantageously present in the compositions of the invention in an amount of about 0.1 to about 5.0 percent by weight, and preferably from about 1 to about 1.5 percent by weight, based on total weight of the compositions.
- compositions of the invention may also contain one or more diluents provided that said diluents are free from corrosive properties, do not attack the substrate, do not present any significant toxicity or environmental hazards, or interfere in any way with the efficacy of the compositions of the invention as resist strippers.
- diluents can be present in the compositions of the inven- tion in amounts up to about 85 percent by weight based on -10- total weight of the compositions of the invention. Th actual amount of such diluents employed in any give instance will vary depending on the relative ease wit which the particular resist can be stripped.
- diluents are polar organic solvents such as glycols of which ethylene glycol, pro- pylene glycol, dipropylene glycol, tripropylene glycol, tetrapropylene glycol and the like are typical; glycol mono-alkyl ethers such as the monomethyl, monoethyl, mono- propyl and mono-hexyl ethers of diethylene glycol and dipropylene glycol; glycol esters such as ethyleneglycol mono-acetate, ethyleneglycol diacetate, and the like; and glycol ether esters such as 2-ethoxyethyl acetate (cello- solve acetate), 2-butoxyethyl acetate (butylcellosolve acetate) and the like.
- These diluents can be employed alone or in mixtures of two or more provided that the total amount of diluent employed is within the above stated range.
- compositions of the invention are the mono-lower-alkyl ethers of dipropylene glycol.
- the mono-methyl ether of dipropylene glycol is a particularly preferred diluent.
- the compositions of the invention can be employed to strip any of a wide variety of resists, including both positive and negative photoresists and especially includ ⁇ ing highly cross-linked resists which are difficult to strip using conventional solvents, from a substrate after the resist has performed its protective function in respect of the substrate.
- the stripping of the resist is the final step in a process which includes the following steps.
- the substrate is first coated with a layer of the resist and an image is developed in the photoresist layer by exposure of the latter to actinic radiation via an appropriate mask followed by removal of the unexposed material (in he case of a negative resist) or the exposed material (in the case of a positi resist) using the appropriate developer.
- the substra with photoresist image formed thereon is generally su jected to a post-bake treatment at temperatures up about 220°C and or other thermal hardening techniqu known in the art as discussed above, before being expos to pattern generation by any of the procedures known the art such as etching, ion implantation doping, met deposition and the like.
- the step of pattern generati may also give rise to exposure of the resist material t elevated temperatures which can reach as high as abou 180 ⁇ C or even higher.
- the resist material i stripped from the substrate using a stripping compositio of the invention.
- this stripping can be accomplishe in many cases at temperatures approximating ambien temperature (circa 20 - 25°C) in a relatively short tim measured in minutes.
- elevate temperatures up to about 145 ⁇ C can be employed in orde that the stripping of the resist can be accomplishe completely in a short period of time i.e., of the orde of about 10 minutes.
- the exact temperature and time a which to employ the stripper composition in any give instance is principally a function of the temperature t which the resist has been exposed during post-bake and o other resist hardening techniques and or pattern genera ⁇ tion. In any event the temperature of stripping shoul be less than the flash point of the stripper composition.
- the mode of contacting the stripper composition with the resist to be stripped is not critical. Advan ⁇ tageously the resist and substrate are sprayed with or immersed in a bath of the stripper composition which is maintained at the appropriate temperature. Completion of stripping can be readily determined by visual inspection of the substrate if necessary using a microscope or like means. When the stripping operation has been completed t substrate is washed with water or dilute aqueous sol tions of surfactant in order to remove any residu stripper composition, the latter being soluble in, o miscible with, water.
- posi tive resists which generally comprise a novolak resin polyacrylamide or acrylic copolymer resin in associatio with photosensitizer such as an ester of l-oxo-2-diazo naphthoquinone-5-sulfonic acid;
- negative resists whic generally comprise polyvinylcinnamates, styrene-malei anhydride and like resins in association with a fre radical generating photoinitiator and a photosensitizer and other types of resist such as polyolefinsulfone base resins of which those described in U.S. Patent 4,513,07 are typical.
- stripper compositions of the invention ar particularly well adapted to the stripping of positiv photoresists which latter are the type of photoresis most commonly employed in fabricating high resolutio geometries in microelectronic applications.
- the stripping compositions possess a number o advantages over those hitherto employed in the art. Thu they are capable of stripping a wide variety of resist from metallic and other substrates without attacking th substrate or any circuitry or the like which may hav been generated on the substrate while the resist was i place thereon.
- the compositions .pose no significan toxicity hazard to qualified personnel handling th same.
- the compositions are miscible with water an therefore readily washed from the substrate after th stripping operation has been completed.
- Resists included ⁇ ing those which are normally resistant to stripping usin conventional solvents at ambient temperature, can b stripped in a very short t.ime, of the order of severa minutes, using bath operating temperatures of the orde of 20 - 25°C, i.e., without the need to employ elevate temperatures.
- the stripping bath is stable and can b re-used many times over a prolonged period without losin its efficacy.
- the stripper compositions of the invention are effective in most cases at temperatures at, or close to, room temperature, it is possible to use a wide range of engineering materials such as low thermal flow plastics and the like in fabricating the stripping bath and accessories such as duct work and like installa ⁇ tions.
- Stripping compositions hitherto employed in the art required higher operating temperatures which involved vaporization of solvents and led in many instances to corrosion of duct work and other equipment with conse ⁇ quent and possibly undesirable contamination of the stripping bath. Operation at temperatures which led to vaporization of stripper also caused change in composi ⁇ tion of the stripping bath where the latter contains two or more components of different volatility.
- Example 1 illustrate specific embodi ⁇ ments of the compositions and process of the invention and the best mode currently known to the inventors for carrying out the same but are not to be construed as limiting.
- Example 1 illustrate specific embodi ⁇ ments of the compositions and process of the invention and the best mode currently known to the inventors for carrying out the same but are not to be construed as limiting.
- a stripper composition of the invention was prepared by admixture of the following components.
- the photoresist image had been baked at 160°C for 1 hour following development.
- a second resist image was produced in exactly the same manner but using a silicon wafer coated with aluminum as the substrate.
- a stripper composition of the invention was pre- pared by admixture of the following components.
- Example 3 A stripper composition of the invention was pre pared using the components and proportions described i Example 2. To the mixture so obtained was added meta silicic acid in an amount corresponding to 1 g. pe gallon of the composition.
- a stripper composition of the invention was pre pared by admixture of the following components:
- Example 5 A stripper composition of the invention was pre ⁇ pared using the components and proportions set forth for the composition of Example 4. To the resulting solution was added metasilicic acid at a rate corresponding to 1 g. per gallon. Aliguots of the above composition were then employed to strip resists from duplicates of the resists (a) - (d) described in Example 1. In each in ⁇ stance the resist and substrate were immersed in a bath of the stripper composition at 75°C and the time required to completely strip the resist was determined. The times so recorded were as follows.
- composition of the invention was prepared by admixture of the following components.
- Tetrabutylammoniura hydroxide 10 . 0 N-methylpyrrolidone 82. . 5 Tergitol Minifoam IX 5. .0 Triton X405 1. .0 Jordaphos KCAO 1. . 5 100.0
- Example 7 A composition of the invention was prepared by admixture of the following components:
- Example 8 A composition of the invention was prepared admixing 5 parts by weight of tetramethylammonium hyd oxide and 95 parts by weight of N-methylpyrrolidone.
- a composition of the invention was prepared admixing 5 parts by weight of choline (trimethyl hyd oxyethyl-a monium hydroxide) and 95 parts by weight N-methylpyrrolidone.
- a composition of the invention was prepared admixing 5 parts by weight of benzyltrimethylammoni hydroxide and 95 parts by weight of N-methylpyrrolidone.
- Example 8 2 minutes 15 minutes
- Example 9 1.5 minutes 12 minutes
- Example 10 1 minute 16 minutes
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- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Photosensitive Polymer And Photoresist Processing (AREA)
- Exposure Of Semiconductors, Excluding Electron Or Ion Beam Exposure (AREA)
Abstract
Une composition servant à enlever des photoréserves de protection comprend un mélange de (a) pyrrolidone, de pyrrolidones substitués par N, de butyrolactone ou de caprolactone comme composant majeur et de (b) environ 2 à environ 10 pourcent en poids d'un hydroxyde d'alkylammonium ou d'un hydroxyde de trialkylaralkylammonium. Des composants éventuels entrant dans ce mélange sont constitués par des agents tensio-actifs, par des diluants et par des inhibiteurs de corrosion du métal. L'adjonction d'eau en surplus est évitée. Ces compositions sont efficaces pour enlever des photoréserves de protection qui, en raison de certaines conditions de traitement, sont devenues extrèmement réticulées et résistantes à l'effet décapant de solvants autres que des décapants chauds à base de phénol ou d'halohydrocarbure.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US1091387A | 1987-02-05 | 1987-02-05 | |
US010,913 | 1987-02-05 |
Publications (1)
Publication Number | Publication Date |
---|---|
WO1988005813A1 true WO1988005813A1 (fr) | 1988-08-11 |
Family
ID=21748000
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US1987/002291 WO1988005813A1 (fr) | 1987-02-05 | 1987-09-10 | Composition servant a enlever des photoreserves de protection |
Country Status (5)
Country | Link |
---|---|
EP (1) | EP0301044A4 (fr) |
JP (1) | JPH01502059A (fr) |
AU (1) | AU1158288A (fr) |
WO (1) | WO1988005813A1 (fr) |
ZA (1) | ZA877008B (fr) |
Cited By (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1991017484A1 (fr) * | 1990-05-01 | 1991-11-14 | International Business Machines Corporation | Agent decolleur de photoreserves |
WO1994006265A1 (fr) * | 1992-09-03 | 1994-03-17 | Circuit Chemical Products Gmbh | Melange de nettoyants pour nettoyer des circuits imprimes et procede a cet effet |
EP0666592A3 (fr) * | 1994-02-02 | 1997-07-09 | Motorola Inc | Procédé de fabrication d'une couche diélectrique sur une couche de métal à genid de fusion élevé. |
US5759973A (en) * | 1996-09-06 | 1998-06-02 | Olin Microelectronic Chemicals, Inc. | Photoresist stripping and cleaning compositions |
US5780406A (en) * | 1996-09-06 | 1998-07-14 | Honda; Kenji | Non-corrosive cleaning composition for removing plasma etching residues |
US5817610A (en) * | 1996-09-06 | 1998-10-06 | Olin Microelectronic Chemicals, Inc. | Non-corrosive cleaning composition for removing plasma etching residues |
EP0875926A3 (fr) * | 1997-04-11 | 1999-03-10 | Mitsubishi Gas Chemical Company, Inc. | Détergent pour circuits semiconducteurs et procédé de fabrication de circuits semiconducteurs utilisant ledit détergent |
US6030932A (en) * | 1996-09-06 | 2000-02-29 | Olin Microelectronic Chemicals | Cleaning composition and method for removing residues |
US6103680A (en) * | 1998-12-31 | 2000-08-15 | Arch Specialty Chemicals, Inc. | Non-corrosive cleaning composition and method for removing photoresist and/or plasma etching residues |
US6274296B1 (en) | 2000-06-08 | 2001-08-14 | Shipley Company, L.L.C. | Stripper pretreatment |
US6350560B1 (en) | 2000-08-07 | 2002-02-26 | Shipley Company, L.L.C. | Rinse composition |
WO2002029496A1 (fr) * | 2000-10-03 | 2002-04-11 | Enthone, Inc. | Procede de decapage du resist |
US6413923B2 (en) | 1999-11-15 | 2002-07-02 | Arch Specialty Chemicals, Inc. | Non-corrosive cleaning composition for removing plasma etching residues |
WO2003006597A1 (fr) * | 2001-07-09 | 2003-01-23 | Mallinckrodt Baker Inc. | Compositions de nettoyage de micro-elements electroniques alcalines sans ammoniac a compatibilite avec les substrats amelioree |
US7247208B2 (en) | 2001-07-09 | 2007-07-24 | Mallinckrodt Baker, Inc. | Microelectronic cleaning compositions containing ammonia-free fluoride salts |
US7393819B2 (en) | 2002-07-08 | 2008-07-01 | Mallinckrodt Baker, Inc. | Ammonia-free alkaline microelectronic cleaning compositions with improved substrate compatibility |
CN118745574A (zh) * | 2024-07-05 | 2024-10-08 | 深圳市天熙科技开发有限公司 | 一种可提高剥膜效率的剥膜液及其制备方法 |
Families Citing this family (5)
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US5268260A (en) * | 1991-10-22 | 1993-12-07 | International Business Machines Corporation | Photoresist develop and strip solvent compositions and method for their use |
US6060439A (en) * | 1997-09-29 | 2000-05-09 | Kyzen Corporation | Cleaning compositions and methods for cleaning resin and polymeric materials used in manufacture |
US20030138737A1 (en) | 2001-12-27 | 2003-07-24 | Kazumasa Wakiya | Photoresist stripping solution and a method of stripping photoresists using the same |
JP3799026B2 (ja) * | 2002-03-29 | 2006-07-19 | 三洋化成工業株式会社 | アルカリ洗浄剤 |
JP2006169442A (ja) * | 2004-12-17 | 2006-06-29 | Tokuyama Corp | 洗浄剤 |
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- 1987-09-10 EP EP19880900899 patent/EP0301044A4/fr not_active Withdrawn
- 1987-09-10 WO PCT/US1987/002291 patent/WO1988005813A1/fr not_active Application Discontinuation
- 1987-09-10 JP JP63501060A patent/JPH01502059A/ja active Pending
- 1987-09-10 AU AU11582/88A patent/AU1158288A/en not_active Abandoned
- 1987-09-17 ZA ZA877008A patent/ZA877008B/xx unknown
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Cited By (23)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1991017484A1 (fr) * | 1990-05-01 | 1991-11-14 | International Business Machines Corporation | Agent decolleur de photoreserves |
WO1994006265A1 (fr) * | 1992-09-03 | 1994-03-17 | Circuit Chemical Products Gmbh | Melange de nettoyants pour nettoyer des circuits imprimes et procede a cet effet |
EP0666592A3 (fr) * | 1994-02-02 | 1997-07-09 | Motorola Inc | Procédé de fabrication d'une couche diélectrique sur une couche de métal à genid de fusion élevé. |
US6191086B1 (en) | 1996-09-06 | 2001-02-20 | Arch Specialty Chemicals, Inc. | Cleaning composition and method for removing residues |
US5759973A (en) * | 1996-09-06 | 1998-06-02 | Olin Microelectronic Chemicals, Inc. | Photoresist stripping and cleaning compositions |
US5817610A (en) * | 1996-09-06 | 1998-10-06 | Olin Microelectronic Chemicals, Inc. | Non-corrosive cleaning composition for removing plasma etching residues |
US6020292A (en) * | 1996-09-06 | 2000-02-01 | Olin Microelectronic Chemicals, Inc. | Non-corrosive cleaning composition for removing plasma etching residues |
US6030932A (en) * | 1996-09-06 | 2000-02-29 | Olin Microelectronic Chemicals | Cleaning composition and method for removing residues |
US5780406A (en) * | 1996-09-06 | 1998-07-14 | Honda; Kenji | Non-corrosive cleaning composition for removing plasma etching residues |
EP0875926A3 (fr) * | 1997-04-11 | 1999-03-10 | Mitsubishi Gas Chemical Company, Inc. | Détergent pour circuits semiconducteurs et procédé de fabrication de circuits semiconducteurs utilisant ledit détergent |
US6440647B1 (en) * | 1998-02-26 | 2002-08-27 | Alpha Metals, Inc. | Resist stripping process |
US6103680A (en) * | 1998-12-31 | 2000-08-15 | Arch Specialty Chemicals, Inc. | Non-corrosive cleaning composition and method for removing photoresist and/or plasma etching residues |
US6413923B2 (en) | 1999-11-15 | 2002-07-02 | Arch Specialty Chemicals, Inc. | Non-corrosive cleaning composition for removing plasma etching residues |
US7402552B2 (en) | 1999-11-15 | 2008-07-22 | Fujifilm Electronic Materials U.S.A., Inc. | Non-corrosive cleaning composition for removing plasma etching residues |
US6274296B1 (en) | 2000-06-08 | 2001-08-14 | Shipley Company, L.L.C. | Stripper pretreatment |
US6379875B2 (en) | 2000-06-08 | 2002-04-30 | Shipley Company, Llc | Stripper pretreatment |
US6350560B1 (en) | 2000-08-07 | 2002-02-26 | Shipley Company, L.L.C. | Rinse composition |
WO2002029496A1 (fr) * | 2000-10-03 | 2002-04-11 | Enthone, Inc. | Procede de decapage du resist |
WO2003006597A1 (fr) * | 2001-07-09 | 2003-01-23 | Mallinckrodt Baker Inc. | Compositions de nettoyage de micro-elements electroniques alcalines sans ammoniac a compatibilite avec les substrats amelioree |
US7247208B2 (en) | 2001-07-09 | 2007-07-24 | Mallinckrodt Baker, Inc. | Microelectronic cleaning compositions containing ammonia-free fluoride salts |
US7718591B2 (en) | 2001-07-09 | 2010-05-18 | Mallinckrodt Baker, Inc. | Microelectronic cleaning compositions containing ammonia-free fluoride salts for selective photoresist stripping and plasma ash residue cleaning |
US7393819B2 (en) | 2002-07-08 | 2008-07-01 | Mallinckrodt Baker, Inc. | Ammonia-free alkaline microelectronic cleaning compositions with improved substrate compatibility |
CN118745574A (zh) * | 2024-07-05 | 2024-10-08 | 深圳市天熙科技开发有限公司 | 一种可提高剥膜效率的剥膜液及其制备方法 |
Also Published As
Publication number | Publication date |
---|---|
ZA877008B (en) | 1988-03-23 |
EP0301044A1 (fr) | 1989-02-01 |
AU1158288A (en) | 1988-08-24 |
JPH01502059A (ja) | 1989-07-13 |
EP0301044A4 (fr) | 1989-03-29 |
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