JP6967967B2 - スピンオンハードマスク材料 - Google Patents
スピンオンハードマスク材料 Download PDFInfo
- Publication number
- JP6967967B2 JP6967967B2 JP2017519309A JP2017519309A JP6967967B2 JP 6967967 B2 JP6967967 B2 JP 6967967B2 JP 2017519309 A JP2017519309 A JP 2017519309A JP 2017519309 A JP2017519309 A JP 2017519309A JP 6967967 B2 JP6967967 B2 JP 6967967B2
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- JP
- Japan
- Prior art keywords
- sulfonic acid
- organic sulfonic
- salt
- spin
- ester
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 239000000463 material Substances 0.000 title description 20
- -1 alicyclic ester Chemical class 0.000 claims description 58
- 239000000203 mixture Substances 0.000 claims description 56
- XMWRBQBLMFGWIX-UHFFFAOYSA-N C60 fullerene Chemical compound C12=C3C(C4=C56)=C7C8=C5C5=C9C%10=C6C6=C4C1=C1C4=C6C6=C%10C%10=C9C9=C%11C5=C8C5=C8C7=C3C3=C7C2=C1C1=C2C4=C6C4=C%10C6=C9C9=C%11C5=C5C8=C3C3=C7C1=C1C2=C4C6=C2C9=C5C3=C12 XMWRBQBLMFGWIX-UHFFFAOYSA-N 0.000 claims description 31
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 claims description 30
- 229910003472 fullerene Inorganic materials 0.000 claims description 24
- 238000000034 method Methods 0.000 claims description 24
- 239000000758 substrate Substances 0.000 claims description 19
- 239000003431 cross linking reagent Substances 0.000 claims description 18
- 239000002904 solvent Substances 0.000 claims description 16
- 150000001412 amines Chemical class 0.000 claims description 15
- 239000011248 coating agent Substances 0.000 claims description 14
- 238000000576 coating method Methods 0.000 claims description 14
- 150000003839 salts Chemical class 0.000 claims description 13
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 claims description 12
- 125000001424 substituent group Chemical group 0.000 claims description 10
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 claims description 8
- CTQNGGLPUBDAKN-UHFFFAOYSA-N O-Xylene Chemical group CC1=CC=CC=C1C CTQNGGLPUBDAKN-UHFFFAOYSA-N 0.000 claims description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 6
- 239000002253 acid Substances 0.000 claims description 6
- 125000003118 aryl group Chemical group 0.000 claims description 6
- 150000001732 carboxylic acid derivatives Chemical class 0.000 claims description 6
- LZCLXQDLBQLTDK-UHFFFAOYSA-N ethyl 2-hydroxypropanoate Chemical compound CCOC(=O)C(C)O LZCLXQDLBQLTDK-UHFFFAOYSA-N 0.000 claims description 6
- 238000010438 heat treatment Methods 0.000 claims description 6
- 150000003949 imides Chemical class 0.000 claims description 6
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 claims description 5
- 150000002148 esters Chemical class 0.000 claims description 5
- RFFLAFLAYFXFSW-UHFFFAOYSA-N 1,2-dichlorobenzene Chemical compound ClC1=CC=CC=C1Cl RFFLAFLAYFXFSW-UHFFFAOYSA-N 0.000 claims description 4
- XLLIQLLCWZCATF-UHFFFAOYSA-N 2-methoxyethyl acetate Chemical compound COCCOC(C)=O XLLIQLLCWZCATF-UHFFFAOYSA-N 0.000 claims description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- URLKBWYHVLBVBO-UHFFFAOYSA-N Para-Xylene Chemical group CC1=CC=C(C)C=C1 URLKBWYHVLBVBO-UHFFFAOYSA-N 0.000 claims description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 4
- 239000007983 Tris buffer Substances 0.000 claims description 4
- 150000001408 amides Chemical class 0.000 claims description 4
- 125000005520 diaryliodonium group Chemical group 0.000 claims description 4
- IVSZLXZYQVIEFR-UHFFFAOYSA-N m-xylene Chemical group CC1=CC=CC(C)=C1 IVSZLXZYQVIEFR-UHFFFAOYSA-N 0.000 claims description 4
- LGRLWUINFJPLSH-UHFFFAOYSA-N methanide Chemical compound [CH3-] LGRLWUINFJPLSH-UHFFFAOYSA-N 0.000 claims description 4
- 125000005409 triarylsulfonium group Chemical group 0.000 claims description 4
- 229940116333 ethyl lactate Drugs 0.000 claims description 3
- ZPQOPVIELGIULI-UHFFFAOYSA-N 1,3-dichlorobenzene Chemical compound ClC1=CC=CC(Cl)=C1 ZPQOPVIELGIULI-UHFFFAOYSA-N 0.000 claims description 2
- KIFDSGGWDIVQGN-UHFFFAOYSA-N 4-[9-(4-aminophenyl)fluoren-9-yl]aniline Chemical group C1=CC(N)=CC=C1C1(C=2C=CC(N)=CC=2)C2=CC=CC=C2C2=CC=CC=C21 KIFDSGGWDIVQGN-UHFFFAOYSA-N 0.000 claims description 2
- 239000002202 Polyethylene glycol Substances 0.000 claims description 2
- 244000028419 Styrax benzoin Species 0.000 claims description 2
- 235000000126 Styrax benzoin Nutrition 0.000 claims description 2
- 235000008411 Sumatra benzointree Nutrition 0.000 claims description 2
- 125000005907 alkyl ester group Chemical group 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- 150000003863 ammonium salts Chemical class 0.000 claims description 2
- 229960002130 benzoin Drugs 0.000 claims description 2
- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
- QGJOPFRUJISHPQ-NJFSPNSNSA-N carbon disulfide-14c Chemical compound S=[14C]=S QGJOPFRUJISHPQ-NJFSPNSNSA-N 0.000 claims description 2
- ISAOCJYIOMOJEB-UHFFFAOYSA-N desyl alcohol Natural products C=1C=CC=CC=1C(O)C(=O)C1=CC=CC=C1 ISAOCJYIOMOJEB-UHFFFAOYSA-N 0.000 claims description 2
- 235000019382 gum benzoic Nutrition 0.000 claims description 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical class 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 2
- 229940078552 o-xylene Drugs 0.000 claims description 2
- 229920001223 polyethylene glycol Polymers 0.000 claims description 2
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims description 2
- GBXQPDCOMJJCMJ-UHFFFAOYSA-M trimethyl-[6-(trimethylazaniumyl)hexyl]azanium;bromide Chemical compound [Br-].C[N+](C)(C)CCCCCC[N+](C)(C)C GBXQPDCOMJJCMJ-UHFFFAOYSA-M 0.000 claims description 2
- OCJBOOLMMGQPQU-UHFFFAOYSA-N 1,4-dichlorobenzene Chemical compound ClC1=CC=C(Cl)C=C1 OCJBOOLMMGQPQU-UHFFFAOYSA-N 0.000 claims 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical class S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 claims 1
- 150000008056 dicarboxyimides Chemical class 0.000 claims 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 claims 1
- 239000010408 film Substances 0.000 description 31
- 239000000243 solution Substances 0.000 description 28
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 27
- 239000012528 membrane Substances 0.000 description 27
- 229910052710 silicon Inorganic materials 0.000 description 26
- 239000010703 silicon Substances 0.000 description 26
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 24
- 238000005530 etching Methods 0.000 description 23
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 16
- 229920005989 resin Polymers 0.000 description 16
- 239000011347 resin Substances 0.000 description 16
- 235000012431 wafers Nutrition 0.000 description 15
- 239000007787 solid Substances 0.000 description 14
- 238000009472 formulation Methods 0.000 description 13
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 12
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 11
- 239000004971 Cross linker Substances 0.000 description 11
- 229910052799 carbon Inorganic materials 0.000 description 10
- 238000002360 preparation method Methods 0.000 description 10
- 238000004132 cross linking Methods 0.000 description 9
- 238000013019 agitation Methods 0.000 description 8
- 238000004528 spin coating Methods 0.000 description 7
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 6
- 238000009616 inductively coupled plasma Methods 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- 229920002120 photoresistant polymer Polymers 0.000 description 6
- 230000000284 resting effect Effects 0.000 description 6
- 150000003460 sulfonic acids Chemical class 0.000 description 6
- VXHYVVAUHMGCEX-UHFFFAOYSA-N 2-(2-hydroxyphenoxy)phenol Chemical compound OC1=CC=CC=C1OC1=CC=CC=C1O VXHYVVAUHMGCEX-UHFFFAOYSA-N 0.000 description 5
- 150000001448 anilines Chemical class 0.000 description 5
- 238000007654 immersion Methods 0.000 description 5
- ARXJGSRGQADJSQ-UHFFFAOYSA-N 1-methoxypropan-2-ol Chemical compound COCC(C)O ARXJGSRGQADJSQ-UHFFFAOYSA-N 0.000 description 4
- QTUVQQKHBMGYEH-UHFFFAOYSA-N 2-(trichloromethyl)-1,3,5-triazine Chemical compound ClC(Cl)(Cl)C1=NC=NC=N1 QTUVQQKHBMGYEH-UHFFFAOYSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- VESBOBHLCIVURF-UHFFFAOYSA-N COC(=O)CCCC1(c2ccccc2)C23c4c5c6c7c8c9c(c%10c%11c2c2c4c4c%12c5c5c6c6c8c8c%13c%14c%15c%16c%17c%18c%19c%20c%21c%22c%23c(c%14c%14c8c9c8c%10c9c%11c%10c2c(c%20c%10c%22c9c%23c%148)c4c%19c%12c%17c5c%16c6%13)C%152C(CCCC(=O)OC)(c4ccccc4)C%18%212)C137 Chemical compound COC(=O)CCCC1(c2ccccc2)C23c4c5c6c7c8c9c(c%10c%11c2c2c4c4c%12c5c5c6c6c8c8c%13c%14c%15c%16c%17c%18c%19c%20c%21c%22c%23c(c%14c%14c8c9c8c%10c9c%11c%10c2c(c%20c%10c%22c9c%23c%148)c4c%19c%12c%17c5c%16c6%13)C%152C(CCCC(=O)OC)(c4ccccc4)C%18%212)C137 VESBOBHLCIVURF-UHFFFAOYSA-N 0.000 description 4
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 4
- 230000001133 acceleration Effects 0.000 description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 4
- 238000001035 drying Methods 0.000 description 4
- 238000005259 measurement Methods 0.000 description 4
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 4
- 229920003986 novolac Polymers 0.000 description 4
- 239000001301 oxygen Substances 0.000 description 4
- 229910052760 oxygen Inorganic materials 0.000 description 4
- CWQZLVPKEVXEOB-UHFFFAOYSA-N 2-(tribromomethyl)-1,3,5-triazine Chemical compound BrC(Br)(Br)C1=NC=NC=N1 CWQZLVPKEVXEOB-UHFFFAOYSA-N 0.000 description 3
- 229920003270 Cymel® Polymers 0.000 description 3
- MCEWYIDBDVPMES-UHFFFAOYSA-N [60]pcbm Chemical class C123C(C4=C5C6=C7C8=C9C%10=C%11C%12=C%13C%14=C%15C%16=C%17C%18=C(C=%19C=%20C%18=C%18C%16=C%13C%13=C%11C9=C9C7=C(C=%20C9=C%13%18)C(C7=%19)=C96)C6=C%11C%17=C%15C%13=C%15C%14=C%12C%12=C%10C%10=C85)=C9C7=C6C2=C%11C%13=C2C%15=C%12C%10=C4C23C1(CCCC(=O)OC)C1=CC=CC=C1 MCEWYIDBDVPMES-UHFFFAOYSA-N 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 239000002318 adhesion promoter Substances 0.000 description 3
- 125000002723 alicyclic group Chemical group 0.000 description 3
- 150000001450 anions Chemical class 0.000 description 3
- 230000009286 beneficial effect Effects 0.000 description 3
- 150000001735 carboxylic acids Chemical class 0.000 description 3
- 238000004140 cleaning Methods 0.000 description 3
- 230000018044 dehydration Effects 0.000 description 3
- 238000006297 dehydration reaction Methods 0.000 description 3
- 125000000219 ethylidene group Chemical group [H]C(=[*])C([H])([H])[H] 0.000 description 3
- FFUAGWLWBBFQJT-UHFFFAOYSA-N hexamethyldisilazane Chemical compound C[Si](C)(C)N[Si](C)(C)C FFUAGWLWBBFQJT-UHFFFAOYSA-N 0.000 description 3
- 230000002209 hydrophobic effect Effects 0.000 description 3
- JDSHMPZPIAZGSV-UHFFFAOYSA-N melamine Chemical compound NC1=NC(N)=NC(N)=N1 JDSHMPZPIAZGSV-UHFFFAOYSA-N 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 238000010943 off-gassing Methods 0.000 description 3
- 238000001020 plasma etching Methods 0.000 description 3
- 239000011148 porous material Substances 0.000 description 3
- 239000004065 semiconductor Substances 0.000 description 3
- 230000035945 sensitivity Effects 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- KFUSXMDYOPXKKT-VIFPVBQESA-N (2s)-2-[(2-methylphenoxy)methyl]oxirane Chemical compound CC1=CC=CC=C1OC[C@H]1OC1 KFUSXMDYOPXKKT-VIFPVBQESA-N 0.000 description 2
- RVCKCEDKBVEEHL-UHFFFAOYSA-N 2,3,4,5,6-pentachlorobenzyl alcohol Chemical compound OCC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl RVCKCEDKBVEEHL-UHFFFAOYSA-N 0.000 description 2
- JJPKWNXRUDKBQT-UHFFFAOYSA-N 2,4-bis(trichloromethyl)-6-[2-(3,4,5-trimethoxyphenyl)ethenyl]-1,3,5-triazine Chemical compound COC1=C(OC)C(OC)=CC(C=CC=2N=C(N=C(N=2)C(Cl)(Cl)Cl)C(Cl)(Cl)Cl)=C1 JJPKWNXRUDKBQT-UHFFFAOYSA-N 0.000 description 2
- FXPOEZVJURCDSU-UHFFFAOYSA-N 4-[2-(4,5-dimethoxyfuran-2-yl)ethylidene]-2,6-bis(tribromomethyl)-1h-1,3,5-triazine Chemical compound O1C(OC)=C(OC)C=C1CC=C1N=C(C(Br)(Br)Br)N=C(C(Br)(Br)Br)N1 FXPOEZVJURCDSU-UHFFFAOYSA-N 0.000 description 2
- QGMGHALXLXKCBD-UHFFFAOYSA-N 4-amino-n-(2-aminophenyl)benzamide Chemical compound C1=CC(N)=CC=C1C(=O)NC1=CC=CC=C1N QGMGHALXLXKCBD-UHFFFAOYSA-N 0.000 description 2
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
- 150000001299 aldehydes Chemical class 0.000 description 2
- 150000001334 alicyclic compounds Chemical class 0.000 description 2
- 125000001931 aliphatic group Chemical group 0.000 description 2
- 125000004390 alkyl sulfonyl group Chemical group 0.000 description 2
- 238000004380 ashing Methods 0.000 description 2
- 150000001768 cations Chemical class 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000005670 electromagnetic radiation Effects 0.000 description 2
- 238000010894 electron beam technology Methods 0.000 description 2
- 239000012776 electronic material Substances 0.000 description 2
- 238000000572 ellipsometry Methods 0.000 description 2
- WSFSSNUMVMOOMR-UHFFFAOYSA-N formaldehyde Substances O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
- UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 2
- 229920002189 poly(glycerol 1-O-monomethacrylate) polymer Polymers 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 238000003892 spreading Methods 0.000 description 2
- 238000012546 transfer Methods 0.000 description 2
- 150000003918 triazines Chemical class 0.000 description 2
- BZVJOYBTLHNRDW-UHFFFAOYSA-N triphenylmethanamine Chemical compound C=1C=CC=CC=1C(C=1C=CC=CC=1)(N)C1=CC=CC=C1 BZVJOYBTLHNRDW-UHFFFAOYSA-N 0.000 description 2
- 239000008096 xylene Substances 0.000 description 2
- VOORWYNJAPBCNC-UHFFFAOYSA-N (4-diphenylsulfoniophenyl)-diphenylsulfanium Chemical compound C1=CC=CC=C1[S+](C=1C=CC(=CC=1)[S+](C=1C=CC=CC=1)C=1C=CC=CC=1)C1=CC=CC=C1 VOORWYNJAPBCNC-UHFFFAOYSA-N 0.000 description 1
- ZXMGHDIOOHOAAE-UHFFFAOYSA-N 1,1,1-trifluoro-n-(trifluoromethylsulfonyl)methanesulfonamide Chemical compound FC(F)(F)S(=O)(=O)NS(=O)(=O)C(F)(F)F ZXMGHDIOOHOAAE-UHFFFAOYSA-N 0.000 description 1
- OWEYKIWAZBBXJK-UHFFFAOYSA-N 1,1-Dichloro-2,2-bis(4-hydroxyphenyl)ethylene Chemical group C1=CC(O)=CC=C1C(=C(Cl)Cl)C1=CC=C(O)C=C1 OWEYKIWAZBBXJK-UHFFFAOYSA-N 0.000 description 1
- JIHQDMXYYFUGFV-UHFFFAOYSA-N 1,3,5-triazine Chemical class C1=NC=NC=N1 JIHQDMXYYFUGFV-UHFFFAOYSA-N 0.000 description 1
- URJAUSYMVIZTHC-UHFFFAOYSA-N 2,4,6-tris(tribromomethyl)-1,3,5-triazine Chemical compound BrC(Br)(Br)C1=NC(C(Br)(Br)Br)=NC(C(Br)(Br)Br)=N1 URJAUSYMVIZTHC-UHFFFAOYSA-N 0.000 description 1
- DXUMYHZTYVPBEZ-UHFFFAOYSA-N 2,4,6-tris(trichloromethyl)-1,3,5-triazine Chemical compound ClC(Cl)(Cl)C1=NC(C(Cl)(Cl)Cl)=NC(C(Cl)(Cl)Cl)=N1 DXUMYHZTYVPBEZ-UHFFFAOYSA-N 0.000 description 1
- IGRXUGLQFCMARU-UHFFFAOYSA-N 2-(2-phenylethenyl)-4,6-bis(tribromomethyl)-1,3,5-triazine Chemical compound BrC(Br)(Br)C1=NC(C(Br)(Br)Br)=NC(C=CC=2C=CC=CC=2)=N1 IGRXUGLQFCMARU-UHFFFAOYSA-N 0.000 description 1
- DQMOHZLFVGYNAN-UHFFFAOYSA-N 2-(2-phenylethenyl)-4,6-bis(trichloromethyl)-1,3,5-triazine Chemical compound ClC(Cl)(Cl)C1=NC(C(Cl)(Cl)Cl)=NC(C=CC=2C=CC=CC=2)=N1 DQMOHZLFVGYNAN-UHFFFAOYSA-N 0.000 description 1
- XLBRKTCROWUVDK-UHFFFAOYSA-N 2-(3-chlorophenyl)-4,6-bis(tribromomethyl)-1,3,5-triazine Chemical compound ClC1=CC=CC(C=2N=C(N=C(N=2)C(Br)(Br)Br)C(Br)(Br)Br)=C1 XLBRKTCROWUVDK-UHFFFAOYSA-N 0.000 description 1
- HLHJJODNHGNWCY-UHFFFAOYSA-N 2-(4-chlorophenyl)-4,6-bis(tribromomethyl)-1,3,5-triazine Chemical compound C1=CC(Cl)=CC=C1C1=NC(C(Br)(Br)Br)=NC(C(Br)(Br)Br)=N1 HLHJJODNHGNWCY-UHFFFAOYSA-N 0.000 description 1
- FVNIIPIYHHEXQA-UHFFFAOYSA-N 2-(4-methoxynaphthalen-1-yl)-4,6-bis(trichloromethyl)-1,3,5-triazine Chemical compound C12=CC=CC=C2C(OC)=CC=C1C1=NC(C(Cl)(Cl)Cl)=NC(C(Cl)(Cl)Cl)=N1 FVNIIPIYHHEXQA-UHFFFAOYSA-N 0.000 description 1
- ZBVFUHJJOMZVPJ-UHFFFAOYSA-N 2-(4-methoxyphenyl)-4,6-bis(tribromomethyl)-1,3,5-triazine Chemical compound C1=CC(OC)=CC=C1C1=NC(C(Br)(Br)Br)=NC(C(Br)(Br)Br)=N1 ZBVFUHJJOMZVPJ-UHFFFAOYSA-N 0.000 description 1
- QRHHZFRCJDAUNA-UHFFFAOYSA-N 2-(4-methoxyphenyl)-4,6-bis(trichloromethyl)-1,3,5-triazine Chemical compound C1=CC(OC)=CC=C1C1=NC(C(Cl)(Cl)Cl)=NC(C(Cl)(Cl)Cl)=N1 QRHHZFRCJDAUNA-UHFFFAOYSA-N 0.000 description 1
- MCNPOZMLKGDJGP-QPJJXVBHSA-N 2-[(e)-2-(4-methoxyphenyl)ethenyl]-4,6-bis(trichloromethyl)-1,3,5-triazine Chemical compound C1=CC(OC)=CC=C1\C=C\C1=NC(C(Cl)(Cl)Cl)=NC(C(Cl)(Cl)Cl)=N1 MCNPOZMLKGDJGP-QPJJXVBHSA-N 0.000 description 1
- FSARVVADCCRCGJ-UHFFFAOYSA-N 2-[2-(4-methoxyphenyl)ethenyl]-4,6-bis(tribromomethyl)-1,3,5-triazine Chemical compound C1=CC(OC)=CC=C1C=CC1=NC(C(Br)(Br)Br)=NC(C(Br)(Br)Br)=N1 FSARVVADCCRCGJ-UHFFFAOYSA-N 0.000 description 1
- TYVDNICDDQEMQA-UHFFFAOYSA-N 2-[3-[2-[3-(2-hydroxyphenyl)phenyl]propan-2-yl]phenyl]phenol Chemical compound C=1C=CC(C=2C(=CC=CC=2)O)=CC=1C(C)(C)C(C=1)=CC=CC=1C1=CC=CC=C1O TYVDNICDDQEMQA-UHFFFAOYSA-N 0.000 description 1
- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
- CTRPRMNBTVRDFH-UHFFFAOYSA-N 2-n-methyl-1,3,5-triazine-2,4,6-triamine Chemical compound CNC1=NC(N)=NC(N)=N1 CTRPRMNBTVRDFH-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
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- 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
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Description
次の一般式(I):
によって表されるフラーレン誘導体;及び、
2つ以上の熱又は触媒反応性基(thermally or catalytically reactive group)を含む架橋剤
を含む、スピンオンハードマスクを形成するための組成物である。
(基板の準備)
シリコン(100)基板(Rockwood Electronic Materials社、n-型)が、全ての実験手順で使用された。2×2cmの大きさの正方形チップを、Disco社DAD 321ウェハダイサを用いて、ウェハから切断した。試料を、Riedel-de Haen社による半導体グレードの化学品を用いて、洗浄した。試料を、イソプロピルアルコール(IPA)中で15分間、超音波洗浄し、次いで、脱イオン(DI)水(Purite Neptune社、18.2MΩcm)中で1分間、リンスした。次いで、水素終端表面を、H2SO4(95〜98%):H2O2に10分間、DI水に1分間、及び希釈HFに1分間、基板を浸漬し、その後、更に、DI水で短時間リンスし、その後で窒素で乾燥することによって、準備した。準備の後、基板を真空下に保存し、2日以内に使用した。
(試料調製)
スピンオンハードマスクを形成するための組成物が、Table 1(表1)に従って調製された。全ての組成物で使用された溶媒は、クロロホルムであった。架橋剤は、Sigma Aldrich社から入手可能なポリ[(o-クレジルグリシジルエーテル)-co-ホルムアルデヒド]であった。熱酸発生剤は、TCI Europe社によって供給される、ビス(tert-ブチルフェニル)ヨードニウムヘキサフルオロホスフェートであった。固形分及び溶媒は、瓶に入れ、素早く溶かした。
(溶解試験)
さらなる処理を可能にするために、スピンオンハードマスクは、レジスト及びさらなるスピンオンハードマスク層のための通常の溶媒に不溶であるようにされるべきである。図2は、実施例2及び実施例3の配合物からスピンコーティングされ、モノクロロベンゼン(MCB):IPA 1:1溶液に浸漬する前後の、規格化膜厚を示す。190℃を超える温度で、熱酸発生剤を含む実施例3の配合物によりスピンコーティングされた膜は、不溶になったのに対して、熱酸発生剤を含んでいなかった実施例2の配合物によりスピンコーティングされた膜では、同じことを実現するのに、260℃の温度が必要であった。
(エッチングイメージの生成)
実施例2の配合物によりコーティングされたハードマスク材料の膜を、実施例1の基板上に、1000rpmのスピン速度でスピンコーティングし、300℃の温度で5分間ベークして、約300nmの厚さを生じることによって製作した。
○ スピン速度と厚さの関係が変わる。
− 所定の1組の条件でのスピンによる膜の厚さが増加する。及び
○ 材料を完全に架橋させるために要するベークの時間が減少する。
− すなわち、架橋ベーク温度の低下又は時間の減少。
材料が溶液中で架橋していることが示唆される。
我々の測定から、下の表に示されるように、エリプソメトリを用いる測定が、Dektakによる測定より相当に厚い膜厚を示唆することに注意すべきである。
- C60ビス-PCBM
- ポリ-OCGEF架橋剤
ビス-PCBMのシクロヘキサノン溶液を、必要に応じて工程を促進するために超音波攪拌を用い、50グラム/リットルの濃度で調製する。シクロヘキサノンに適合した、細孔径0.02μmのシリンジフィルター、又は相当物により濾過する(50グラム/リットルは、溶解度限界を僅かに超えている)。
基板は、清浄でなければならず、ハードマスク溶液を塗布する前に乾燥する。標準的なウェハ洗浄及び乾燥方法が、適宜、適用され得る。ある状況では、疎水性(すなわち、HF洗浄された)表面上にハードマスク膜層をスピン堆積させることが有益であることが見出された。
膜厚 vs.スピン速度の関係が下に示される。
a)静止状態での投液:通常、0.6mLが、100mmシリコンウェハをコーティングするために使用される。
b)広げるサイクル:約167rpm/秒の加速で500rpmに上げ、5秒間保つ。
c)スピンサイクル:<1秒で最終スピン速度に上げ、60秒間保つ。
コーティングの後、膜を不溶にするために、ハードマスク膜は、ホットプレート上、300℃の温度で5分間、ベークされるべきである。
除去は、酸素プラズマアッシング又は反応性イオンエッチングによる。
溶媒には、シクロヘキサノン、アニソール、クロロホルム、クロロベンゼンが含まれる。
ハードマスクのコーティング
50nmの膜厚に対して推奨されるコーティング条件は、次の通りである。
a)静止状態での投液:通常、0.6mLが、100mmシリコンウェハをコーティングするために使用される。
b)広げるサイクル:約167rpm/秒の加速で500rpmに上げ、5秒間保つ。
c)スピンサイクル:<1秒で1500rpmに上げ、60秒間保つ。
コーティングの後、膜を不溶にするために、ハードマスク膜は、ホットプレート上、300℃の温度で5分間、ベークされるべきである。
酸素プラズマアッシング又は反応性イオンエッチングによる除去が、推奨される。
- 混合マルチ付加体-PCBM(MiMu-PCBM)
- ポリ-OCGEF架橋剤
混合マルチ付加体-PCBM(MiMu-PCBM)のシクロヘキサノン溶液を、必要に応じて工程を促進するために超音波攪拌を用い、50グラム/リットルの濃度で調製する。シクロヘキサノンに適合した、細孔径0.02μmのシリンジフィルター、又は相当物により濾過する。
基板は、清浄でなければならず、ハードマスク溶液を塗布する前に乾燥する。標準的なウェハ洗浄及び乾燥方法が、適宜、適用され得る。ある状況では、疎水性(すなわち、HF洗浄された)表面上にハードマスク膜層をスピン堆積させることが有益であることが見出された。
膜厚 vs.スピン速度の関係が、下に示される。
a)静止状態での投液:通常、0.6mLが、100mmシリコンウェハをコーティングするために使用される。
b)広げるサイクル:約167rpm/秒の加速で500rpmに上げ、5秒間保つ。
c)スピンサイクル:<1秒で最終スピン速度に上げ、60秒間保つ。
a)混合マルチ付加体-PCBM(MiMu-PCBM)のシクロヘキサノン溶液を、25グラム/リットルの濃度で調製すること、
b)ポリ-OCGEF架橋剤のPGME溶液を、25グラム/リットルの濃度で調製すること、及び
c)等体積の各溶液を混合して、必要とされる体積のハードマスク溶液を得ること、
によって配合された。
a)静止状態での投液:通常、0.6mLが、100mmシリコンウェハをコーティングするために使用される。
b)延長された広げるサイクル:30秒で500rpmに上げ、5秒間保つ。
c)スピンサイクル:<1秒で900rpmの最終スピン速度に上げ、60秒間保つ。
7:2:1の比のシクロヘキサノン、キシレン及び乳酸エチル
8:2の比のシクロヘキサノン及びキシレン
一定の1500rpmの最終スピン速度での、膜厚 vs.フラーレン濃度(最終配合物における)の間の関係が下に示される。
a)静止状態での投液:通常、0.6mLが、100mmシリコンウェハをコーティングするために使用される。
b)広げるサイクル:約167rpm/秒の加速で500rpmに上げ、5秒間保つ。
c)スピンサイクル:<1秒で900rpmの最終スピン速度に上げ、60秒間保つ。
a)静止状態での投液:通常、0.6mLが、100mmシリコンウェハをコーティングするために使用される。
b)延長された広げるサイクル:30秒で500rpmに上げ、5秒間保つ。
c)スピンサイクル:<1秒で最終スピン速度に上げ、60秒間保つ。
- C60ビス-PCBA
- フルオレンジアニリン架橋剤
フルオレンジアニリン架橋剤を用いるC60-PCBA-PCBMでは、87.6%のカーボン
フルオレンジアニリン架橋剤を用いる混合マルチ付加体-PCBAでは、87.5%のカーボン
ビス-PCBMのシクロヘキサノン溶液を、必要に応じて工程を促進するために超音波攪拌を用い、50グラム/リットルの濃度で調製する。シクロヘキサノンに適合した、細孔径0.02μmのシリンジフィルター、又は相当物により濾過する(50グラム/リットルは、溶解度限界を僅かに超えている)。
基板は、清浄でなければならず、ハードマスク溶液を塗布する前に乾燥する。標準的なウェハ洗浄及び乾燥方法が、適宜、適用され得る。ある状況では、疎水性(すなわち、HF洗浄された)表面上にハードマスク膜層をスピン堆積させることが有益であることが見出された。
良好な品質の膜が、PCBM/ジアニリンハードマスク配合物から、スピンにより製作され、有望な熱安定性及びエッチングデータが、表2に記載されているが、(250℃で5分の架橋ベークが行われた約120nmの厚さの膜から)、その材料は、次のことから、溶液の性能が経時変化を示した(5℃で保存)ので、さらなる研究を必要とする。
● スピン速度と厚さの関係が変わる。
○ 所定の1組の条件でのスピンによる膜の厚さが増加する。及び
● 材料を完全に架橋させるために要するベークの時間が減少する。
○ すなわち、架橋ベーク温度の低下又は時間の減少。
材料が溶液中で架橋していることが示唆される。
EEP 3-エトキシプロピオン酸エチル
フルオレンジアニリン架橋剤 4,4'-(9-フルオレニリデン)ジアニリン
MiMu-PCBM 混合マルチ-付加体PCBM
ポリ-OCGEF ポリ[(o-クレジルグリシジルエーテル)-co-ホルムアルデヒド
Claims (9)
- a.次の一般式(I):
によって表されるフラーレン誘導体;
b. 2つ以上の熱又は触媒反応性基を含む架橋剤
を含み、
前記架橋剤が、4,4'-(9-フルオレニリデン)ジアニリンである、スピンオンハードマスクを形成するための組成物。 - 1種又は複数のさらなるフラーレン誘導体を更に含み、Qの少なくとも1つは60であり、少なくとも第2のQは70である、請求項1に記載の組成物。
- 1種又は複数の熱酸発生剤を更に含む、請求項1又は2に記載の組成物。
- R1がカルボン酸である、請求項1〜3のいずれか一項に記載の組成物。
- 1種又は複数の熱酸発生剤が、有機スルホン酸のアルキルエステル、有機スルホン酸の脂環式エステル、有機スルホン酸のアミン塩、有機スルホン酸の2-ニトロベンジルエステル、有機スルホン酸の4-ニトロベンジルエステル、有機スルホン酸のベンゾインエステル、有機スルホン酸のβ-ヒドロキシアルキルエステル、有機スルホン酸のβ-ヒドロキシシクロアルキルエステル、有機スルホン酸のトリアリールスルホニウム塩、有機スルホン酸のアルキルジアリールスルホニウム塩、有機スルホン酸のジアルキルアリールスルホニウム塩、有機スルホン酸のトリアルキルスルホニウム塩、有機スルホン酸のジアリールヨードニウム塩、有機スルホン酸のアルキルアリールスルホニウム塩、又は、トリス(有機スルホニル)メチドのアンモニウム塩から選択される、請求項3に記載の組成物。
- 1種又は複数の光酸発生剤を更に含む、請求項1〜5のいずれか一項に記載の組成物。
- 1種又は複数の光酸発生剤が、ハロゲン化トリアジン、有機スルホン酸の2-ニトロベンジルエステル、有機スルホン酸の4-ニトロベンジルエステル、有機スルホン酸のトリアリールスルホニウム塩、有機スルホン酸のアルキルジアリールスルホニウム塩、有機スルホン酸のジアルキルアリールスルホニウム塩、有機スルホン酸のジアリールヨードニウム塩、有機スルホン酸のアルキルアリールスルホニウム塩、n-有機スルホニルオキシビシクロ[2.2.1]-ヘプタ-5-エン-2,3-ジカルボキシイミド、又は、1,3-ジオキソイソインドリン-2-イル有機スルホネートから選択される、請求項6に記載の組成物。
- ポリエチレングリコールモノメチルエーテルアセテート、乳酸エチル、アニソール、トルエン、クロロホルム、クロロベンゼン、o-ジクロロベンゼン、m-ジクロロベンゼン、p-ジクロロベンゼン、o-キシレン、m-キシレン、p-キシレン、二硫化炭素、又はこれらの組合せから選択される1種又は複数の溶媒を更に含む、請求項1〜7のいずれか一項に記載の組成物。
- a.請求項1から8のいずれか一項に記載の組成物を準備する工程;
b.基板上にコーティング膜を形成する工程;及び
c.基板及びコーティング膜を、コーティング膜を架橋するのに十分な温度で加熱する工程;
を含む、スピンオンハードマスクを形成するための方法。
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CN109461817B (zh) * | 2018-09-20 | 2020-05-12 | 中国科学院半导体研究所 | 在卤化物钙钛矿薄膜表面制作金属微纳结构的方法 |
KR102646166B1 (ko) * | 2019-02-27 | 2024-03-11 | 동우 화인켐 주식회사 | 하드마스크용 조성물 |
KR102562337B1 (ko) * | 2020-08-13 | 2023-07-31 | 삼성에스디아이 주식회사 | 하드마스크 조성물 및 패턴 형성 방법 |
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US7264617B2 (en) * | 2000-02-29 | 2007-09-04 | Alex Freeman | Integrally manufactured micro-electrofluidic cables |
US20050142413A1 (en) * | 2002-03-20 | 2005-06-30 | Sansho Kakou Co., Ltd. | Separator for fuel cell, method for producing the same, and fuel cell using the same |
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US8361694B2 (en) * | 2007-04-06 | 2013-01-29 | Nissan Chemical Industries, Ltd. | Resist underlayer film forming composition |
US8592134B2 (en) * | 2007-12-07 | 2013-11-26 | Mitsubishi Gas Chemical Company, Inc. | Composition for forming base film for lithography and method for forming multilayer resist pattern |
GB0920231D0 (en) * | 2009-11-18 | 2010-01-06 | Univ Birmingham | Photoresist composition |
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US20150010703A1 (en) * | 2012-02-10 | 2015-01-08 | The University Of Birmingham | Spin on Hard-Mask Material |
US9383646B2 (en) * | 2014-02-24 | 2016-07-05 | Irresistible Materials Ltd | Two-step photoresist compositions and methods |
US9255172B1 (en) * | 2014-08-05 | 2016-02-09 | International Business Machines Corporation | High-performance, filler-reinforced, recyclable composite materials |
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