CN1169884C - 抗反射涂层组合物 - Google Patents
抗反射涂层组合物 Download PDFInfo
- Publication number
- CN1169884C CN1169884C CNB998008818A CN99800881A CN1169884C CN 1169884 C CN1169884 C CN 1169884C CN B998008818 A CNB998008818 A CN B998008818A CN 99800881 A CN99800881 A CN 99800881A CN 1169884 C CN1169884 C CN 1169884C
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- coating
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- water
- coating composition
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- 239000000203 mixture Substances 0.000 title claims abstract description 46
- 238000000576 coating method Methods 0.000 title abstract description 87
- 239000011248 coating agent Substances 0.000 title abstract description 86
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 19
- 229920003169 water-soluble polymer Polymers 0.000 claims abstract description 17
- 150000001412 amines Chemical class 0.000 claims abstract description 15
- 229920002120 photoresistant polymer Polymers 0.000 claims abstract description 14
- 239000008199 coating composition Substances 0.000 claims description 53
- 238000000034 method Methods 0.000 claims description 36
- -1 perfluoro alkyl sulfonic acid Chemical compound 0.000 claims description 27
- 229940124530 sulfonamide Drugs 0.000 claims description 13
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims description 10
- 238000000059 patterning Methods 0.000 claims description 7
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 4
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 claims description 2
- 229960002887 deanol Drugs 0.000 claims description 2
- 239000012972 dimethylethanolamine Substances 0.000 claims description 2
- 239000000758 substrate Substances 0.000 abstract description 29
- 230000000694 effects Effects 0.000 abstract description 10
- 239000002253 acid Substances 0.000 abstract description 7
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- 230000003068 static effect Effects 0.000 description 11
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 9
- 239000000654 additive Substances 0.000 description 8
- 230000000996 additive effect Effects 0.000 description 8
- 230000000052 comparative effect Effects 0.000 description 8
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- 239000003795 chemical substances by application Substances 0.000 description 7
- 229910052731 fluorine Inorganic materials 0.000 description 7
- 238000001459 lithography Methods 0.000 description 7
- YCKRFDGAMUMZLT-UHFFFAOYSA-N Fluorine atom Chemical compound [F] YCKRFDGAMUMZLT-UHFFFAOYSA-N 0.000 description 6
- 239000003513 alkali Substances 0.000 description 6
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- WGTYBPLFGIVFAS-UHFFFAOYSA-M tetramethylammonium hydroxide Chemical compound [OH-].C[N+](C)(C)C WGTYBPLFGIVFAS-UHFFFAOYSA-M 0.000 description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
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- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
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- 230000015572 biosynthetic process Effects 0.000 description 3
- JEIPFZHSYJVQDO-UHFFFAOYSA-N ferric oxide Chemical compound O=[Fe]O[Fe]=O JEIPFZHSYJVQDO-UHFFFAOYSA-N 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
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- HYJSEQRQFKDEAT-UHFFFAOYSA-N 2-(dimethylamino)ethanol 2-(2-hydroxyethylamino)ethanol Chemical compound CN(C)CCO.OCCNCCO HYJSEQRQFKDEAT-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- ROSDSFDQCJNGOL-UHFFFAOYSA-N Dimethylamine Chemical compound CNC ROSDSFDQCJNGOL-UHFFFAOYSA-N 0.000 description 2
- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 2
- BAVYZALUXZFZLV-UHFFFAOYSA-N Methylamine Chemical compound NC BAVYZALUXZFZLV-UHFFFAOYSA-N 0.000 description 2
- 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 2
- 229930192627 Naphthoquinone Natural products 0.000 description 2
- GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 2
- WUGQZFFCHPXWKQ-UHFFFAOYSA-N Propanolamine Chemical compound NCCCO WUGQZFFCHPXWKQ-UHFFFAOYSA-N 0.000 description 2
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 2
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 2
- 239000013543 active substance Substances 0.000 description 2
- 239000000853 adhesive Substances 0.000 description 2
- 230000001070 adhesive effect Effects 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 239000006117 anti-reflective coating Substances 0.000 description 2
- 239000012298 atmosphere Substances 0.000 description 2
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- 229920001577 copolymer Polymers 0.000 description 2
- 230000007797 corrosion Effects 0.000 description 2
- 238000005260 corrosion Methods 0.000 description 2
- 239000013078 crystal Substances 0.000 description 2
- 125000001153 fluoro group Chemical group F* 0.000 description 2
- NBVXSUQYWXRMNV-UHFFFAOYSA-N fluoromethane Chemical compound FC NBVXSUQYWXRMNV-UHFFFAOYSA-N 0.000 description 2
- FFUAGWLWBBFQJT-UHFFFAOYSA-N hexamethyldisilazane Chemical compound C[Si](C)(C)N[Si](C)(C)C FFUAGWLWBBFQJT-UHFFFAOYSA-N 0.000 description 2
- 229920001519 homopolymer Polymers 0.000 description 2
- UAEPNZWRGJTJPN-UHFFFAOYSA-N methylcyclohexane Chemical compound CC1CCCCC1 UAEPNZWRGJTJPN-UHFFFAOYSA-N 0.000 description 2
- 150000002791 naphthoquinones Chemical class 0.000 description 2
- 125000005010 perfluoroalkyl group Chemical group 0.000 description 2
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
- 239000003380 propellant Substances 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- GETQZCLCWQTVFV-UHFFFAOYSA-N trimethylamine Chemical compound CN(C)C GETQZCLCWQTVFV-UHFFFAOYSA-N 0.000 description 2
- 229960004418 trolamine Drugs 0.000 description 2
- LDHQCZJRKDOVOX-UHFFFAOYSA-N 2-butenoic acid Chemical compound CC=CC(O)=O LDHQCZJRKDOVOX-UHFFFAOYSA-N 0.000 description 1
- POAOYUHQDCAZBD-UHFFFAOYSA-N 2-butoxyethanol Chemical compound CCCCOCCO POAOYUHQDCAZBD-UHFFFAOYSA-N 0.000 description 1
- UENGBOCGGKLVJJ-UHFFFAOYSA-N 2-chloro-1-(2,4-difluorophenyl)ethanone Chemical compound FC1=CC=C(C(=O)CCl)C(F)=C1 UENGBOCGGKLVJJ-UHFFFAOYSA-N 0.000 description 1
- SVONRAPFKPVNKG-UHFFFAOYSA-N 2-ethoxyethyl acetate Chemical compound CCOCCOC(C)=O SVONRAPFKPVNKG-UHFFFAOYSA-N 0.000 description 1
- FVTWJXMFYOXOKK-UHFFFAOYSA-N 2-fluoroacetamide Chemical class NC(=O)CF FVTWJXMFYOXOKK-UHFFFAOYSA-N 0.000 description 1
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 1
- IMROMDMJAWUWLK-UHFFFAOYSA-N Ethenol Chemical compound OC=C IMROMDMJAWUWLK-UHFFFAOYSA-N 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 206010020751 Hypersensitivity Diseases 0.000 description 1
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- VOCRSEXZGGLOJQ-FOIRCHMTSA-N N[C@@H](C(C)C)C(=O)O.N[C@@H](C(C)C)C(=O)O.N[C@@H](C(C)C)C(=O)O.C(C)(=O)O Chemical compound N[C@@H](C(C)C)C(=O)O.N[C@@H](C(C)C)C(=O)O.N[C@@H](C(C)C)C(=O)O.C(C)(=O)O VOCRSEXZGGLOJQ-FOIRCHMTSA-N 0.000 description 1
- XBDQKXXYIPTUBI-UHFFFAOYSA-M Propionate Chemical compound CCC([O-])=O XBDQKXXYIPTUBI-UHFFFAOYSA-M 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- NSOXQYCFHDMMGV-UHFFFAOYSA-N Tetrakis(2-hydroxypropyl)ethylenediamine Chemical compound CC(O)CN(CC(C)O)CCN(CC(C)O)CC(C)O NSOXQYCFHDMMGV-UHFFFAOYSA-N 0.000 description 1
- KXKVLQRXCPHEJC-UHFFFAOYSA-N acetic acid trimethyl ester Natural products COC(C)=O KXKVLQRXCPHEJC-UHFFFAOYSA-N 0.000 description 1
- 125000005376 alkyl siloxane group Chemical group 0.000 description 1
- 208000026935 allergic disease Diseases 0.000 description 1
- 150000003863 ammonium salts Chemical class 0.000 description 1
- 230000003321 amplification Effects 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- WQZGKKKJIJFFOK-VFUOTHLCSA-N beta-D-glucose Chemical compound OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-VFUOTHLCSA-N 0.000 description 1
- 238000012662 bulk polymerization Methods 0.000 description 1
- HQABUPZFAYXKJW-UHFFFAOYSA-N butan-1-amine Chemical compound CCCCN HQABUPZFAYXKJW-UHFFFAOYSA-N 0.000 description 1
- 238000004140 cleaning Methods 0.000 description 1
- 238000002425 crystallisation Methods 0.000 description 1
- 230000008025 crystallization Effects 0.000 description 1
- PAFZNILMFXTMIY-UHFFFAOYSA-N cyclohexylamine Chemical compound NC1CCCCC1 PAFZNILMFXTMIY-UHFFFAOYSA-N 0.000 description 1
- 230000007812 deficiency Effects 0.000 description 1
- 230000002950 deficient Effects 0.000 description 1
- HPNMFZURTQLUMO-UHFFFAOYSA-N diethylamine Chemical compound CCNCC HPNMFZURTQLUMO-UHFFFAOYSA-N 0.000 description 1
- 229940028356 diethylene glycol monobutyl ether Drugs 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000001548 drop coating Methods 0.000 description 1
- 238000010894 electron beam technology Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000000219 ethylidene group Chemical group [H]C(=[*])C([H])([H])[H] 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 150000002222 fluorine compounds Chemical class 0.000 description 1
- 229920002313 fluoropolymer Polymers 0.000 description 1
- 239000004811 fluoropolymer Substances 0.000 description 1
- 238000010528 free radical solution polymerization reaction Methods 0.000 description 1
- 238000007429 general method Methods 0.000 description 1
- 239000008103 glucose Substances 0.000 description 1
- 125000003147 glycosyl group Chemical group 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000009610 hypersensitivity Effects 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 238000005342 ion exchange Methods 0.000 description 1
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 238000012423 maintenance Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 150000007974 melamines Chemical class 0.000 description 1
- 229910021645 metal ion Inorganic materials 0.000 description 1
- XJRBAMWJDBPFIM-UHFFFAOYSA-N methyl vinyl ether Chemical compound COC=C XJRBAMWJDBPFIM-UHFFFAOYSA-N 0.000 description 1
- GYNNXHKOJHMOHS-UHFFFAOYSA-N methyl-cycloheptane Natural products CC1CCCCCC1 GYNNXHKOJHMOHS-UHFFFAOYSA-N 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 238000003199 nucleic acid amplification method Methods 0.000 description 1
- 150000003867 organic ammonium compounds Chemical class 0.000 description 1
- JCGNDDUYTRNOFT-UHFFFAOYSA-N oxolane-2,4-dione Chemical compound O=C1COC(=O)C1 JCGNDDUYTRNOFT-UHFFFAOYSA-N 0.000 description 1
- 238000000206 photolithography Methods 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 239000002798 polar solvent Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 238000010526 radical polymerization reaction Methods 0.000 description 1
- 230000007261 regionalization Effects 0.000 description 1
- 230000000284 resting effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910052814 silicon oxide Inorganic materials 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 230000003595 spectral effect Effects 0.000 description 1
- 230000006641 stabilisation Effects 0.000 description 1
- 238000011105 stabilization Methods 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- FDDDEECHVMSUSB-UHFFFAOYSA-N sulfanilamide Chemical compound NC1=CC=C(S(N)(=O)=O)C=C1 FDDDEECHVMSUSB-UHFFFAOYSA-N 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 238000010557 suspension polymerization reaction Methods 0.000 description 1
- YBRBMKDOPFTVDT-UHFFFAOYSA-N tert-butylamine Chemical compound CC(C)(C)N YBRBMKDOPFTVDT-UHFFFAOYSA-N 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
- 230000036962 time dependent Effects 0.000 description 1
- YFTHZRPMJXBUME-UHFFFAOYSA-N tripropylamine Chemical compound CCCN(CCC)CCC YFTHZRPMJXBUME-UHFFFAOYSA-N 0.000 description 1
- MEYZYGMYMLNUHJ-UHFFFAOYSA-N tunicamycin Natural products CC(C)CCCCCCCCCC=CC(=O)NC1C(O)C(O)C(CC(O)C2OC(C(O)C2O)N3C=CC(=O)NC3=O)OC1OC4OC(CO)C(O)C(O)C4NC(=O)C MEYZYGMYMLNUHJ-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- 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
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
- C09D5/006—Anti-reflective coatings
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- 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
- C09D5/00—Coating compositions, e.g. paints, varnishes or lacquers, characterised by their physical nature or the effects produced; Filling pastes
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- 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
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/60—Additives non-macromolecular
- C09D7/63—Additives non-macromolecular organic
-
- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- 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
- C09D7/00—Features of coating compositions, not provided for in group C09D5/00; Processes for incorporating ingredients in coating compositions
- C09D7/40—Additives
- C09D7/65—Additives macromolecular
-
- 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
- G03F7/09—Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers
- G03F7/091—Photosensitive materials characterised by structural details, e.g. supports, auxiliary layers characterised by antireflection means or light filtering or absorbing means, e.g. anti-halation, contrast enhancement
Landscapes
- Chemical & Material Sciences (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Materials Engineering (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Architecture (AREA)
- Structural Engineering (AREA)
- Physics & Mathematics (AREA)
- General Physics & Mathematics (AREA)
- Exposure Of Semiconductors, Excluding Electron Or Ion Beam Exposure (AREA)
- Materials For Photolithography (AREA)
- Paints Or Removers (AREA)
Abstract
Description
实施例1 | 实施例2 | 实施例3 | 实施例4 | 实施例5 | 实施例6 | 实施例7 | 实施例8 | |
聚(乙烯基吡咯烷酮)(Mw=3,000) | 1.0 | 1.0 | 0.2 | 1.0 | 1.0 | 1.0 | 1.0 | 1.0 |
聚(丙烯酸)(Mw=2,500) | 0.8 | |||||||
C8F17SO3H | 4.0 | 4.0 | 4.0 | 1.6 | 1.8 | 1.8 | 1.6 | 1.6 |
C7F15SO3H | 0.1 | 0.1 | 0.1 | |||||
C6F13SO3H | 1.2 | 1.4 | 1.8 | 1.2 | 1.2 | |||
C5F11SO3H | 0.5 | 0.5 | 0.5 | |||||
C4F9SO3H | 0.2 | 0.5 | 0.2 | 0.2 | ||||
一乙醇胺 | 0.35 | 0.35 | 0.35 | 0.38 | 0.38 | 0.38 | 0.45 | 0.25 |
二乙醇胺 | ||||||||
二甲基乙醇胺 | ||||||||
C8F17SO2NH2 | 0.1 | |||||||
C6F13SO2NH2 | 0.1 | 0.1 | 0.7 | 1.2 | 0.4 | 0.7 | 0.7 | |
C8F17SO2N(C3H6)CH2CH2OH | ||||||||
纯水 | 94.55 | 94.55 | 94.55 | 94.32 | 93.72 | 94.62 | 94.25 | 94.45 |
pH | 1.63 | 1.69 | 1.61 | 1.94 | 1.95 | 1.92 | 3.22 | 1.38 |
静态表面张力(mN/m) | 23.5 | 24.8 | 21.7 | 17.4 | 15.9 | 19.6 | 17.1 | 1.77 |
表面损失能(10-5mJ) | 66 | 205 | 55 | 51 | 57 | 63 | 40 | 66 |
接触角(度) | 42 | 40 | 39 | 27 | 25 | 32 | 25 | 32 |
实施例9 | 实施例10 | 实施例11 | 实施例12 | 实施例13 | 实施例14 | 实施例15 | |
聚(乙烯基吡咯烷酮)(Mw=3,000) | 1.0 | 1.0 | 1.0 | 1.0 | 1.0 | 1.0 | 1.0 |
聚(丙烯酸)(Mw=2,500) | |||||||
C8F17SO3H | 0.93 | 3.0 | 3.0 | 0.8 | 1.6 | 1.6 | 1.6 |
C7F15SO3H | 0.06 | 0.2 | 0.2 | 0.05 | 0.1 | 0.1 | 0.1 |
C6F13SO3H | 0.7 | 2.3 | 2.3 | 0.6 | 1.2 | 1.2 | 1.2 |
C5F11SO3H | 0.29 | 0.9 | 0.9 | 0.25 | 0.5 | 0.5 | 0.5 |
C4F9SO3H | 0.12 | 0.4 | 0.4 | 0.1 | 0.2 | 0.2 | 0.2 |
一乙醇胺 | 0.23 | 0.74 | 0.87 | 0.2 | 0.39 | ||
二乙醇胺 | 0.67 | ||||||
二甲基乙醇胺 | 0.57 | ||||||
C8F17SO2NH2 | |||||||
C6F13SO2NH2 | 0.7 | 0.7 | 0.7 | 0.7 | 0.3 | 0.7 | 0.7 |
C4F9SO2NH2 | 0.4 | ||||||
C8F17SO2N(C3H6)CH2CH2OH | |||||||
纯水 | 95.97 | 90.76 | 90.63 | 96.30 | 94.31 | 94.03 | 94.13 |
pH | 1.91 | 1.97 | 3.25 | 1.93 | 1.89 | 1.91 | 1.92 |
静态表面张力(mN/m) | 17.5 | 17.5 | 16.8 | 17.4 | 18.0 | 17.6 | 17.5 |
表面损失能(10-5mJ) | 56 | 59 | 45 | 55 | 64 | 59 | 58 |
接触角(度) | 38 | 46 | 23 | 30 | 34 | 28 | 30 |
比较例 | 1 | 2 | 3 | 4 | 5 | 6 | 7 |
聚(乙烯基吡咯烷酮)(Mw=3,000) | 1.0 | 1.0 | 1.0 | 1.0 | 1.0 | 1.0 | |
聚(丙烯酸)(Mw=2,500) | 1.0 | ||||||
C8F17SO3H | 3.2 | 1.6 | 1.6 | 1.6 | 1.6 | 4.0 | 4.0 |
C7F15SO3H | 0.2 | 0.1 | 0.1 | 0.1 | 0.1 | ||
C6F13SO3H | 2.4 | 1.2 | 1.2 | 1.2 | 1.2 | ||
C5F11SO3H | 1.0 | 0.5 | 0.5 | 0.5 | 0.5 | ||
C4F9SO3H | 0.4 | 0.2 | 0.2 | 0.2 | 0.2 | ||
一乙醇胺 | 0.78 | 0.28 | 0.28 | 0.5 | 0.2 | 0.35 | 0.35 |
二乙醇胺 | |||||||
二甲基乙醇胺 | |||||||
C8F17SO2NH2 | |||||||
C6F13SO2NH2 | 0.7 | 0.7 | 0.7 | ||||
C8F17SO2N(C3H6)CH2CH2OH | 0.7 | ||||||
纯水 | 90.32 | 94.42 | 95.12 | 94.20 | 94.50 | 94.65 | 94.65 |
pH | 1.97 | 1.76 | 1.77 | 3.45 | 1.21 | 1.73 | 1.76 |
静态表面张力(mN/m) | 17.4 | 17.8 | 26.0 | 16.8 | 17.7 | 27.2 | 27.4 |
表面损失能(10-5mJ) | 57 | 2000 | 57 | 54 | 70 | 55 | 120 |
接触角(度) | 29 | 41 | 59 | 20 | 38 | 50 | 53 |
实施例1 | 实施例2 | 实施例3 | 实施例4 | 实施例5 | 实施例6 | 实施例7 | 实施例8 | |
涂层性能 | ||||||||
滴加至8英寸硅片上组合物的最小量 | 3.5ml | 4.0ml | 3.5ml | 2.5ml | 2.5ml | 3ml | 2.5ml | 2.5ml |
分级式基片的涂层性能 | OK | OK | OK | OK | OK | OK | OK | OK |
涂层稳定性 | B | B | B | A | A | B | A | A |
折射率(248nm) | 1.42 | 1.42 | 1.42 | 1.42 | 1.43 | 1.43 | 1.44 | 1.43 |
平版印刷特性 | ||||||||
抗蚀剂图案轮廓 | B | B | B | A | A | A | C | B |
PED的形状变劣 | B | B | B | A | A | A | C | B |
实施例9 | 实施例10 | 实施例11 | 实施例12 | 实施例13 | 实施例14 | 实施例15 | |
涂层性能 | |||||||
滴加至8英寸硅片上组合物的最小量 | 2.5ml | 3.5ml | 3.5ml | 2.5ml | 3.0ml | 2.5ml | 2.5ml |
分级式基片的涂层性能 | OK | OK | OK | OK | OK | 轻微streation | 轻微streation |
涂层稳定性 | A | C | C | A | A | A | A |
折射率(248nm) | 1.46 | 1.41 | 1.44 | 1.47 | 1.42 | 1.43 | 1.42 |
平版印刷特性 | |||||||
抗蚀剂图案轮廓 | A | A | C | A | A | A | A |
PED的形状变劣 | A | A | C | A | A | A | A |
比较例 | 1 | 2 | 3 | 4 | 5 | 6 | 7 |
涂层性能 | |||||||
滴加至8英寸硅片上组合物的最小量 | 3.5ml | 8ml | 8ml | 3.0ml | 3.0ml | 7ml | 8ml |
分级式基片的涂层性能 | OK | streation | streation | OK | OK | streation | streation |
涂层稳定性 | D | A | A | D | A | D | B |
折射率(248nm) | 1.42 | 1.44 | 1.43 | 1.44 | 1.41 | 1.45 | 1.45 |
平版印刷特性 | |||||||
抗蚀剂图案轮廓 | A | D | D | E | D | D | D |
PED的形状变劣 | A | D | D | E | D | D | D |
Claims (2)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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JP15434498A JP3673399B2 (ja) | 1998-06-03 | 1998-06-03 | 反射防止コーティング用組成物 |
JP154344/1998 | 1998-06-03 |
Publications (2)
Publication Number | Publication Date |
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CN1272864A CN1272864A (zh) | 2000-11-08 |
CN1169884C true CN1169884C (zh) | 2004-10-06 |
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CNB998008818A Expired - Fee Related CN1169884C (zh) | 1998-06-03 | 1999-05-27 | 抗反射涂层组合物 |
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US (1) | US6309789B1 (zh) |
EP (1) | EP1026208B1 (zh) |
JP (1) | JP3673399B2 (zh) |
KR (1) | KR100594708B1 (zh) |
CN (1) | CN1169884C (zh) |
DE (1) | DE69921603T2 (zh) |
MY (1) | MY117818A (zh) |
TW (1) | TW556048B (zh) |
WO (1) | WO1999063010A1 (zh) |
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JP4556251B2 (ja) * | 1998-04-17 | 2010-10-06 | Dic株式会社 | 被覆用組成物 |
US6984482B2 (en) * | 1999-06-03 | 2006-01-10 | Hynix Semiconductor Inc. | Top-coating composition for photoresist and process for forming fine pattern using the same |
JP2001142221A (ja) * | 1999-11-10 | 2001-05-25 | Clariant (Japan) Kk | 反射防止コーティング用組成物 |
KR100400331B1 (ko) * | 1999-12-02 | 2003-10-01 | 주식회사 하이닉스반도체 | 포토레지스트 오버코팅용 조성물 및 이를 이용한포토레지스트 패턴 형성방법 |
JP3320402B2 (ja) * | 2000-06-26 | 2002-09-03 | クラリアント ジャパン 株式会社 | 現像欠陥防止プロセス及び材料 |
JP2002148820A (ja) * | 2000-11-15 | 2002-05-22 | Clariant (Japan) Kk | パターン形成方法及びこの方法に使用される処理剤 |
JP3509760B2 (ja) * | 2001-02-08 | 2004-03-22 | 株式会社半導体先端テクノロジーズ | 半導体装置の製造方法 |
US7265431B2 (en) * | 2002-05-17 | 2007-09-04 | Intel Corporation | Imageable bottom anti-reflective coating for high resolution lithography |
JP2003345026A (ja) * | 2002-05-24 | 2003-12-03 | Tokyo Ohka Kogyo Co Ltd | 反射防止膜形成用塗布液組成物およびこれを用いたホトレジスト積層体、並びにホトレジストパターンの形成方法 |
US6740469B2 (en) * | 2002-06-25 | 2004-05-25 | Brewer Science Inc. | Developer-soluble metal alkoxide coatings for microelectronic applications |
US6872506B2 (en) * | 2002-06-25 | 2005-03-29 | Brewer Science Inc. | Wet-developable anti-reflective compositions |
JP3851594B2 (ja) * | 2002-07-04 | 2006-11-29 | Azエレクトロニックマテリアルズ株式会社 | 反射防止コーティング用組成物およびパターン形成方法 |
TWI347741B (en) | 2003-05-30 | 2011-08-21 | Asml Netherlands Bv | Lithographic apparatus and device manufacturing method |
DE10343351B4 (de) * | 2003-09-12 | 2017-01-05 | Samsung Display Co., Ltd. | Substrat zum Tintenstrahldrucken und Verfahren zu dessen Herstellung |
US7833612B2 (en) * | 2003-09-12 | 2010-11-16 | Samsung Mobile Display Co., Ltd. | Substrate for inkjet printing and method of manufacturing the same |
US7364835B2 (en) * | 2003-10-15 | 2008-04-29 | Brewer Science Inc. | Developer-soluble materials and methods of using the same in via-first dual damascene applications |
US20050255410A1 (en) | 2004-04-29 | 2005-11-17 | Guerrero Douglas J | Anti-reflective coatings using vinyl ether crosslinkers |
TWI362566B (en) * | 2004-06-30 | 2012-04-21 | Dainippon Ink & Chemicals | Composition for antireflection coating and pattern forming method |
KR100966197B1 (ko) * | 2004-12-03 | 2010-06-25 | 제이에스알 가부시끼가이샤 | 반사 방지막 형성용 조성물, 적층체 및 레지스트 패턴의형성 방법 |
US7205093B2 (en) * | 2005-06-03 | 2007-04-17 | International Business Machines Corporation | Topcoats for use in immersion lithography |
US7544750B2 (en) * | 2005-10-13 | 2009-06-09 | International Business Machines Corporation | Top antireflective coating composition with low refractive index at 193nm radiation wavelength |
US7759047B2 (en) * | 2006-05-26 | 2010-07-20 | Shin-Etsu Chemical Co., Ltd. | Resist protective film composition and patterning process |
US7635552B2 (en) * | 2006-07-25 | 2009-12-22 | Endicott Interconnect Technologies, Inc. | Photoresist composition with antibacterial agent |
US7914974B2 (en) | 2006-08-18 | 2011-03-29 | Brewer Science Inc. | Anti-reflective imaging layer for multiple patterning process |
CN101971102B (zh) | 2008-01-29 | 2012-12-12 | 布鲁尔科技公司 | 用来通过多次暗视场曝光对硬掩模进行图案化的在线法 |
US9640396B2 (en) | 2009-01-07 | 2017-05-02 | Brewer Science Inc. | Spin-on spacer materials for double- and triple-patterning lithography |
US8273997B2 (en) | 2009-01-16 | 2012-09-25 | The Boeing Company | Antireflective apparatus with anisotropic capacitive circuit analog sheets |
JP5697523B2 (ja) | 2011-04-12 | 2015-04-08 | メルクパフォーマンスマテリアルズIp合同会社 | 上面反射防止膜形成用組成物およびそれを用いたパターン形成方法 |
CN114806394A (zh) * | 2022-04-28 | 2022-07-29 | 武汉工程大学 | 一种抗反射层涂料、抗反射层及其制备方法和应用 |
CN116875159B (zh) * | 2023-09-05 | 2023-11-21 | 甘肃华隆芯材料科技有限公司 | 顶部抗反射涂层材料及其制备方法和应用 |
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DE69214035T2 (de) | 1991-06-28 | 1997-04-10 | Ibm | Reflexionsverminderde Überzüge |
WO1993024860A1 (en) * | 1992-06-02 | 1993-12-09 | Mitsubishi Kasei Corporation | Composition for forming anti-reflection film on resist and pattern formation method |
JP3767714B2 (ja) * | 1996-04-19 | 2006-04-19 | 大日本インキ化学工業株式会社 | 反射防止膜用組成物 |
JP3694703B2 (ja) * | 1996-04-25 | 2005-09-14 | Azエレクトロニックマテリアルズ株式会社 | 反射防止コーティング用組成物 |
-
1998
- 1998-06-03 JP JP15434498A patent/JP3673399B2/ja not_active Expired - Fee Related
-
1999
- 1999-05-25 TW TW088108546A patent/TW556048B/zh not_active IP Right Cessation
- 1999-05-27 CN CNB998008818A patent/CN1169884C/zh not_active Expired - Fee Related
- 1999-05-27 EP EP99922524A patent/EP1026208B1/en not_active Expired - Lifetime
- 1999-05-27 DE DE69921603T patent/DE69921603T2/de not_active Expired - Lifetime
- 1999-05-27 WO PCT/JP1999/002803 patent/WO1999063010A1/ja active IP Right Grant
- 1999-05-27 US US09/485,087 patent/US6309789B1/en not_active Expired - Lifetime
- 1999-05-27 KR KR1020007001148A patent/KR100594708B1/ko not_active IP Right Cessation
- 1999-05-28 MY MYPI99002142A patent/MY117818A/en unknown
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Publication number | Publication date |
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JP3673399B2 (ja) | 2005-07-20 |
EP1026208A4 (en) | 2003-04-16 |
CN1272864A (zh) | 2000-11-08 |
MY117818A (en) | 2004-08-30 |
TW556048B (en) | 2003-10-01 |
DE69921603T2 (de) | 2005-11-03 |
DE69921603D1 (de) | 2004-12-09 |
EP1026208B1 (en) | 2004-11-03 |
EP1026208A1 (en) | 2000-08-09 |
KR20010022557A (ko) | 2001-03-26 |
KR100594708B1 (ko) | 2006-07-03 |
WO1999063010A1 (fr) | 1999-12-09 |
JPH11349857A (ja) | 1999-12-21 |
US6309789B1 (en) | 2001-10-30 |
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