KR100533379B1 - 유기 난반사 방지막용 조성물과 이의 제조방법 - Google Patents
유기 난반사 방지막용 조성물과 이의 제조방법 Download PDFInfo
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- KR100533379B1 KR100533379B1 KR10-1999-0037876A KR19990037876A KR100533379B1 KR 100533379 B1 KR100533379 B1 KR 100533379B1 KR 19990037876 A KR19990037876 A KR 19990037876A KR 100533379 B1 KR100533379 B1 KR 100533379B1
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- 239000006117 anti-reflective coating Substances 0.000 title claims abstract description 46
- 239000010410 layer Substances 0.000 title description 9
- 238000002360 preparation method Methods 0.000 title description 6
- 229920000620 organic polymer Polymers 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract description 51
- 238000000034 method Methods 0.000 claims abstract description 46
- 239000000203 mixture Substances 0.000 claims abstract description 32
- 229920002120 photoresistant polymer Polymers 0.000 claims abstract description 22
- 238000004519 manufacturing process Methods 0.000 claims abstract description 8
- 239000004065 semiconductor Substances 0.000 claims abstract description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 7
- 125000000547 substituted alkyl group Chemical group 0.000 claims abstract description 7
- 239000001257 hydrogen Substances 0.000 claims abstract description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 4
- 239000002253 acid Substances 0.000 claims description 13
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 claims description 12
- 239000003960 organic solvent Substances 0.000 claims description 12
- 238000005530 etching Methods 0.000 claims description 11
- 239000000126 substance Substances 0.000 claims description 11
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2,2'-azo-bis-isobutyronitrile Substances N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 claims description 8
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 8
- 239000000178 monomer Substances 0.000 claims description 7
- 230000007261 regionalization Effects 0.000 claims description 7
- 239000003505 polymerization initiator Substances 0.000 claims description 6
- LLHKCFNBLRBOGN-UHFFFAOYSA-N propylene glycol methyl ether acetate Chemical compound COCC(C)OC(C)=O LLHKCFNBLRBOGN-UHFFFAOYSA-N 0.000 claims description 6
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 claims description 6
- OZAIFHULBGXAKX-VAWYXSNFSA-N AIBN Substances N#CC(C)(C)\N=N\C(C)(C)C#N OZAIFHULBGXAKX-VAWYXSNFSA-N 0.000 claims description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 4
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N Methyl ethyl ketone Natural products CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 claims description 4
- 239000012300 argon atmosphere Substances 0.000 claims description 4
- ZQMIGQNCOMNODD-UHFFFAOYSA-N diacetyl peroxide Chemical compound CC(=O)OOC(C)=O ZQMIGQNCOMNODD-UHFFFAOYSA-N 0.000 claims description 4
- CATSNJVOTSVZJV-UHFFFAOYSA-N heptan-2-one Chemical compound CCCCCC(C)=O CATSNJVOTSVZJV-UHFFFAOYSA-N 0.000 claims description 4
- 229910052757 nitrogen Inorganic materials 0.000 claims description 4
- 239000012299 nitrogen atmosphere Substances 0.000 claims description 4
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 claims description 2
- LGJCFVYMIJLQJO-UHFFFAOYSA-N 1-dodecylperoxydodecane Chemical compound CCCCCCCCCCCCOOCCCCCCCCCCCC LGJCFVYMIJLQJO-UHFFFAOYSA-N 0.000 claims description 2
- 239000004342 Benzoyl peroxide Substances 0.000 claims description 2
- OMPJBNCRMGITSC-UHFFFAOYSA-N Benzoylperoxide Chemical compound C=1C=CC=CC=1C(=O)OOC(=O)C1=CC=CC=C1 OMPJBNCRMGITSC-UHFFFAOYSA-N 0.000 claims description 2
- 235000019400 benzoyl peroxide Nutrition 0.000 claims description 2
- AQEFLFZSWDEAIP-UHFFFAOYSA-N di-tert-butyl ether Chemical compound CC(C)(C)OC(C)(C)C AQEFLFZSWDEAIP-UHFFFAOYSA-N 0.000 claims description 2
- 238000010894 electron beam technology Methods 0.000 claims description 2
- BHXIWUJLHYHGSJ-UHFFFAOYSA-N ethyl 3-ethoxypropanoate Chemical compound CCOCCC(=O)OCC BHXIWUJLHYHGSJ-UHFFFAOYSA-N 0.000 claims description 2
- 238000010884 ion-beam technique Methods 0.000 claims description 2
- BDJSOPWXYLFTNW-UHFFFAOYSA-N methyl 3-methoxypropanoate Chemical compound COCCC(=O)OC BDJSOPWXYLFTNW-UHFFFAOYSA-N 0.000 claims description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
- 150000002431 hydrogen Chemical class 0.000 claims 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 239000003431 cross linking reagent Substances 0.000 abstract description 3
- 230000000694 effects Effects 0.000 abstract description 3
- 239000006096 absorbing agent Substances 0.000 abstract description 2
- 230000010354 integration Effects 0.000 abstract description 2
- 238000010521 absorption reaction Methods 0.000 abstract 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 4
- 238000010992 reflux Methods 0.000 description 4
- 229910052710 silicon Inorganic materials 0.000 description 4
- 239000010703 silicon Substances 0.000 description 4
- WGTYBPLFGIVFAS-UHFFFAOYSA-M tetramethylammonium hydroxide Chemical compound [OH-].C[N+](C)(C)C WGTYBPLFGIVFAS-UHFFFAOYSA-M 0.000 description 4
- 239000000463 material Substances 0.000 description 3
- 150000001412 amines Chemical class 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 229910052814 silicon oxide Inorganic materials 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- ATJFFYVFTNAWJD-UHFFFAOYSA-N Tin Chemical compound [Sn] ATJFFYVFTNAWJD-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 125000003158 alcohol group Chemical group 0.000 description 1
- 229910003481 amorphous carbon Inorganic materials 0.000 description 1
- 230000003667 anti-reflective effect Effects 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 239000008199 coating composition Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000010030 laminating Methods 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
Classifications
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- 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
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
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- C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
- C08F212/02—Monomers containing only one unsaturated aliphatic radical
- C08F212/04—Monomers containing only one unsaturated aliphatic radical containing one ring
- C08F212/06—Hydrocarbons
- C08F212/08—Styrene
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- C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
- C08F212/02—Monomers containing only one unsaturated aliphatic radical
- C08F212/04—Monomers containing only one unsaturated aliphatic radical containing one ring
- C08F212/14—Monomers containing only one unsaturated aliphatic radical containing one ring substituted by heteroatoms or groups containing heteroatoms
- C08F212/16—Halogens
- C08F212/20—Fluorine
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- C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
- C08F212/02—Monomers containing only one unsaturated aliphatic radical
- C08F212/04—Monomers containing only one unsaturated aliphatic radical containing one ring
- C08F212/14—Monomers containing only one unsaturated aliphatic radical containing one ring substituted by heteroatoms or groups containing heteroatoms
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- C08F212/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
- C08F212/02—Monomers containing only one unsaturated aliphatic radical
- C08F212/04—Monomers containing only one unsaturated aliphatic radical containing one ring
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- C08F212/30—Sulfur
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- C08F216/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical
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- C08L29/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal or ketal radical; Compositions of hydrolysed polymers of esters of unsaturated alcohols with saturated carboxylic acids; Compositions of derivatives of such polymers
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- C09D125/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring; Coating compositions based on derivatives of such polymers
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- C09D129/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an alcohol, ether, aldehydo, ketonic, acetal, or ketal radical; Coating compositions based on hydrolysed polymers of esters of unsaturated alcohols with saturated carboxylic acids; Coating compositions based on derivatives of such polymers
- C09D129/14—Homopolymers or copolymers of acetals or ketals obtained by polymerisation of unsaturated acetals or ketals or by after-treatment of polymers of unsaturated alcohols
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- G03F7/00—Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
- G03F7/004—Photosensitive materials
- G03F7/0045—Photosensitive materials with organic non-macromolecular light-sensitive compounds not otherwise provided for, e.g. dissolution inhibitors
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- C08L33/04—Homopolymers or copolymers of esters
- C08L33/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, which oxygen atoms are present only as part of the carboxyl radical
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Abstract
Description
Claims (21)
- 하기 화학식 11의 구조를 갖는 화합물.(화학식 11)상기 식에서 a : b 는 0.1 ~ 1.0 : 0.1 ~ 1.0 이고,R'는 수소 또는 메틸기, R1, R2 는 1 내지 5의 탄소수를 갖는 측쇄 또는 주쇄 치환된 알킬기, R3는 0 내지 5의 탄소수를 갖는 측쇄 또는 주쇄 치환된 알킬기 이다.
- 제 1 항에 있어서, R', R3 는 각각 수소, R1, R2 는 메틸기 또는 에틸기로 하는 하기 화학식 3 또는 하기 화학식 4 의 구조를 갖는 화합물.(화학식 3)(화학식 4)
- 제 1 항에 있어서, 상기 화합물의 분자량이 4,000 내지 12,000인 것을 특징으로 하는 상기 화학식 11의 구조를 갖는 화합물.
- 상기 화학식 11의 구조를 갖는 화합물을 이루는 단량체들을 유기용매에 용해시킨 후 그 결과물에 중합개시제를 첨가하여 질소 또는 아르곤 분위기 하에서 반응시키는 것을 포함하여 이루어진 것을 특징으로 하는 상기 화학식 11의 구조를 갖는 화합물의 제조방법.
- 제 4 항에 있어서, 상기 단량체들로서 하기 화학식 1의 구조를 갖는 화합물과 화학식 2의 구조를 갖는 화합물를 사용하는 것을 특징으로 하는 상기 화학식 11의 구조를 갖는 화합물의 제조방법.(화학식 1)(화학식 2)
- 제 4 항에 있어서, 상기 유기용매는 테트라하이드로퓨란, 톨루엔, 벤젠, 메틸에틸케톤 및 디옥산으로 이루어진 그룹에서 선택된 하나 또는 그 이상인 것을 특징으로 하는 상기 화학식 11의 구조를 갖는 화합물의 제조방법.
- 제 4 항에 있어서, 상기 중합개시제는 2,2-아조비스이소부티로니트릴(AIBN), 벤조일퍼옥사이드, 아세틸퍼옥사이드, 라우릴퍼옥사이드 및 t-부틸옥사이드로 이루어진 그룹에서 선택된 하나 또는 그 이상인 것을 특징으로 하는 상기 화학식 11의 구조를 갖는 화합물의 제조방법.
- 상기 화학식 11의 구조를 갖는 화합물과 하기 화학식 12의 구조를 갖는 화합물을 포함하는 것을 특징으로 하는 유기 난반사방지막용 조성물.(화학식 12)상기 식에서 c는 1 이고,R"는 수소 또는 메틸기, R4는 1 내지 5의 탄소수를 갖는 측쇄 또는 주쇄 치환된 알킬기이다.
- 제 8 항에 있어서, R4 가 에틸기 또는 프로필기인 것을 특징으로 하는 하기 화학식 5 또는 하기 화학식 6 의 화합물.(화학식 5)(화학식 6)
- 상기 화학식 11의 구조를 갖는 화합물과 상기 화학식 12의 구조를 갖는 화합물, 유기용매 및 열산 발생제를 포함하는 것을 특징으로 하는 유기 난반사방지막용 조성물.
- 제 10 항에 있어서, 상기 유기용매는 메틸 3-메톡시프로피오네이트, 에틸 3-에톡시프로피오네이트, 프로필렌글리콜 메틸에테르아세테이트 및 2-헵타논, 테트라하이드로퓨란으로 이루어진 그룹에서 선택된 하나 또는 그 이상인 것을 특징으로 하는 유기 난반사방지막용 조성물.
- 제 10 항 또는 제 11 항에 있어서, 상기 유기 용매는 상기 화학식 11 또는 화학식 12의 화합물에 대하여 2000 내지 4000 중량%의 비율인 것을 특징으로 하는 유기 난반사방지막용 조성물.
- 제 10 항에 있어서, 상기 열산 발생제는 하기 화학식 7 내지 화학식 10의 구조를 갖는 화합물로 이루어진 그룹에서 선택된 하나 또는 그 이상인 것을 특징으로 하은 유기 난반사방지막용 조성물.(화학식 7)(화학식 8)(화학식 9)(화학식 10)
- 제 10 항 또는 제 13 항에 있어서, 상기 열산 발생제는 상기 화학식 11의 구조를 갖는 화합물 및 상기 화학식 12의 구조를 갖는 화합물에 대해 0.1 내지 10 중량%의 비율인 것을 특징으로 하는 유기 난반사방지막용 조성물.
- 제 10 항에 기재한 바와 같은 방법으로 제조된 유기 난반사방지막용 조성물을 피식각층의 상부에 도포하는 단계;상기 과정 완료 후, 베이크 공정을 진행하는 단계;상기 과정 완료 후, 상기 유기 난반사방지막의 상부에 포토레지스트를 도포하고 노광한 후 현상하여 포토레지스트 패턴을 형성하는 단계; 및상기 포토레지스트 패턴을 식각 마스크로 하여 유기 난반사방지막을 식각한 후 피식각층을 식각하여 피식각층의 패턴을 형성하는 단계를 포함하여 이루어지는 것을 특징으로 하는 유기 난반사방지막 패턴 형성방법.
- 제 15 항에 있어서, 상기 베이크 공정은 100 내지 250℃의 온도에서 1 내지 5분간 진행하는 것을 특징으로 하는 유기 난반사방지막 패턴 형성방법.
- 제 15 항에 있어서, 상기 노광 전 및/또는 노광 후에 각각 베이크 공정을 실시하는 단계를 부가적으로 포함하는 것을 특징으로 하는 유기 난반사방지막 패턴 형성방법.
- 제 16 항에 있어서, 상기 베이크 공정은 70 내지 200℃에서 수행되는 것을 특징으로 하는 유기 난반사방지막 패턴 형성방법.
- 제 15 항 또는 제 17 항에 있어서, 상기 노광 공정은 광원으로서 ArF, KrF, EUV를 포함하는 원자외선 (DUV; Deep Ultra Violet), 전자빔(Electron beam), X-선 및 이온빔으로 이루어진 그룹에서 선택된 하나 또는 그 이상을 사용하는 것을 특징으로 하는 유기 난반사방지막 패턴 형성방법.
- 제 13 항 또는 제 15 항에 있어서, 상기 노광공정은 0.1 내지 20 mJ/cm2 노광에너지로 진행되는 것을 특징으로 하는 유기 난반사방지막 패턴 형성방법.
- 제 16 항에 기재된 바와 같은 패턴 형성방법을 포함하여 제조된 것을 특징으로 하는 반도체 소자.
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KR10-1999-0037876A KR100533379B1 (ko) | 1999-09-07 | 1999-09-07 | 유기 난반사 방지막용 조성물과 이의 제조방법 |
GB0021863A GB2354247B (en) | 1999-09-07 | 2000-09-06 | Organic polymer for organic anti reflective coating layer and preparation thereof |
JP2000271670A JP4002057B2 (ja) | 1999-09-07 | 2000-09-07 | 有機反射防止膜用組成物、及び有機反射防止膜パターン形成方法 |
CNB001317466A CN1181109C (zh) | 1999-09-07 | 2000-09-07 | 抗反射涂层用组合物、聚合物和其制法、以及形成薄膜图形的方法 |
US09/657,069 US6593446B1 (en) | 1999-09-07 | 2000-09-07 | Organic polymer for organic anti-reflective coating layer and preparation thereof |
FR0011421A FR2798129B1 (fr) | 1999-09-07 | 2000-09-07 | Compose, composition organique pour film anti-reflechissant et procede de formation d'un motif de film anti-reflechissant |
TW089118504A TWI268937B (en) | 1999-09-07 | 2000-09-08 | Organic polymer for organic anti-reflective coating layer and preparation thereof |
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KR10-1999-0037876A KR100533379B1 (ko) | 1999-09-07 | 1999-09-07 | 유기 난반사 방지막용 조성물과 이의 제조방법 |
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KR100533379B1 true KR100533379B1 (ko) | 2005-12-06 |
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JP (1) | JP4002057B2 (ko) |
KR (1) | KR100533379B1 (ko) |
CN (1) | CN1181109C (ko) |
FR (1) | FR2798129B1 (ko) |
GB (1) | GB2354247B (ko) |
TW (1) | TWI268937B (ko) |
Families Citing this family (14)
Publication number | Priority date | Publication date | Assignee | Title |
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KR100533379B1 (ko) * | 1999-09-07 | 2005-12-06 | 주식회사 하이닉스반도체 | 유기 난반사 방지막용 조성물과 이의 제조방법 |
KR100520181B1 (ko) * | 1999-10-11 | 2005-10-10 | 주식회사 하이닉스반도체 | 신규한 포토레지스트 단량체, 그의 중합체 및 이를 함유하는 포토레지스트 조성물 |
KR100419962B1 (ko) * | 2001-03-07 | 2004-03-03 | 주식회사 하이닉스반도체 | 유기반사방지막 조성물 및 그의 제조방법 |
US7070914B2 (en) * | 2002-01-09 | 2006-07-04 | Az Electronic Materials Usa Corp. | Process for producing an image using a first minimum bottom antireflective coating composition |
KR100519516B1 (ko) * | 2002-11-25 | 2005-10-07 | 주식회사 하이닉스반도체 | 유기 반사방지막 중합체, 이의 제조 방법과 상기 중합체를포함하는 유기 반사 방지막 조성물 |
KR100832247B1 (ko) * | 2002-11-27 | 2008-05-28 | 주식회사 동진쎄미켐 | 유기 난반사 방지막 조성물 및 이를 이용한 패턴 형성방법 |
US6933227B2 (en) * | 2003-10-23 | 2005-08-23 | Freescale Semiconductor, Inc. | Semiconductor device and method of forming the same |
US20050255410A1 (en) * | 2004-04-29 | 2005-11-17 | Guerrero Douglas J | Anti-reflective coatings using vinyl ether crosslinkers |
KR101156973B1 (ko) * | 2005-03-02 | 2012-06-20 | 주식회사 동진쎄미켐 | 유기 반사방지막 형성용 유기 중합체 및 이를 포함하는 유기 조성물 |
KR101156969B1 (ko) * | 2005-03-02 | 2012-06-20 | 주식회사 동진쎄미켐 | 유기 반사방지막 형성용 유기 중합체 및 이를 포함하는 유기 조성물 |
CN101595138B (zh) * | 2007-01-17 | 2012-08-22 | 可乐丽则武齿科株式会社 | 含有聚合性单体的组合物 |
KR100960464B1 (ko) * | 2007-08-09 | 2010-05-28 | 주식회사 하이닉스반도체 | 반사방지막용 중합체, 이를 포함하는 반사방지막 조성물 및이를 이용한 패턴 형성방법 |
US8455176B2 (en) * | 2008-11-12 | 2013-06-04 | Az Electronic Materials Usa Corp. | Coating composition |
CN101982477A (zh) * | 2010-09-25 | 2011-03-02 | 西北工业大学 | 一种同时改性两种硅烷偶联剂的苯丙乳液及其制备方法 |
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- 2000-09-07 JP JP2000271670A patent/JP4002057B2/ja not_active Expired - Fee Related
- 2000-09-07 CN CNB001317466A patent/CN1181109C/zh not_active Expired - Fee Related
- 2000-09-07 US US09/657,069 patent/US6593446B1/en not_active Expired - Fee Related
- 2000-09-07 FR FR0011421A patent/FR2798129B1/fr not_active Expired - Fee Related
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Also Published As
Publication number | Publication date |
---|---|
US6593446B1 (en) | 2003-07-15 |
FR2798129A1 (fr) | 2001-03-09 |
JP2001092137A (ja) | 2001-04-06 |
FR2798129B1 (fr) | 2003-01-31 |
GB2354247A (en) | 2001-03-21 |
GB0021863D0 (en) | 2000-10-18 |
KR20010026523A (ko) | 2001-04-06 |
TWI268937B (en) | 2006-12-21 |
CN1181109C (zh) | 2004-12-22 |
CN1288902A (zh) | 2001-03-28 |
GB2354247B (en) | 2002-12-31 |
JP4002057B2 (ja) | 2007-10-31 |
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