KR100355604B1 - 난반사 방지막용 중합체와 그 제조방법 - Google Patents
난반사 방지막용 중합체와 그 제조방법 Download PDFInfo
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- KR100355604B1 KR100355604B1 KR1019990061342A KR19990061342A KR100355604B1 KR 100355604 B1 KR100355604 B1 KR 100355604B1 KR 1019990061342 A KR1019990061342 A KR 1019990061342A KR 19990061342 A KR19990061342 A KR 19990061342A KR 100355604 B1 KR100355604 B1 KR 100355604B1
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- 239000004593 Epoxy Substances 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
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- 150000007513 acids Chemical class 0.000 description 1
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- VWMVAQHMFFZQGD-UHFFFAOYSA-N p-Hydroxybenzyl acetone Natural products CC(=O)CC1=CC=C(O)C=C1 VWMVAQHMFFZQGD-UHFFFAOYSA-N 0.000 description 1
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- BOQSSGDQNWEFSX-UHFFFAOYSA-N propan-2-yl 2-methylprop-2-enoate Chemical compound CC(C)OC(=O)C(C)=C BOQSSGDQNWEFSX-UHFFFAOYSA-N 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- NJGBTKGETPDVIK-UHFFFAOYSA-N raspberry ketone Chemical compound CC(=O)CCC1=CC=C(O)C=C1 NJGBTKGETPDVIK-UHFFFAOYSA-N 0.000 description 1
- 238000007142 ring opening reaction Methods 0.000 description 1
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F120/00—Homopolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride, ester, amide, imide or nitrile thereof
- C08F120/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F120/10—Esters
- C08F120/12—Esters of monohydric alcohols or phenols
- C08F120/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
- C08F120/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/26—Esters containing oxygen in addition to the carboxy oxygen
- C08F220/30—Esters containing oxygen in addition to the carboxy oxygen containing aromatic rings in the alcohol moiety
- C08F220/301—Esters containing oxygen in addition to the carboxy oxygen containing aromatic rings in the alcohol moiety and one oxygen in the alcohol moiety
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/26—Esters containing oxygen in addition to the carboxy oxygen
- C08F220/30—Esters containing oxygen in addition to the carboxy oxygen containing aromatic rings in the alcohol moiety
- C08F220/302—Esters containing oxygen in addition to the carboxy oxygen containing aromatic rings in the alcohol moiety and two or more oxygen atoms in the alcohol moiety
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
- C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
- C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
- C08F220/10—Esters
- C08F220/26—Esters containing oxygen in addition to the carboxy oxygen
- C08F220/30—Esters containing oxygen in addition to the carboxy oxygen containing aromatic rings in the alcohol moiety
- C08F220/303—Esters containing oxygen in addition to the carboxy oxygen containing aromatic rings in the alcohol moiety and one or more carboxylic moieties in the chain
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S430/00—Radiation imagery chemistry: process, composition, or product thereof
- Y10S430/1053—Imaging affecting physical property or radiation sensitive material, or producing nonplanar or printing surface - process, composition, or product: radiation sensitive composition or product or process of making binder containing
- Y10S430/1055—Radiation sensitive composition or product or process of making
- Y10S430/106—Binder containing
- Y10S430/111—Polymer of unsaturated acid or ester
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S430/00—Radiation imagery chemistry: process, composition, or product thereof
- Y10S430/151—Matting or other surface reflectivity altering material
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/31504—Composite [nonstructural laminate]
- Y10T428/31511—Of epoxy ether
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- Chemical & Material Sciences (AREA)
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- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Exposure Of Semiconductors, Excluding Electron Or Ion Beam Exposure (AREA)
- Materials For Photolithography (AREA)
- Paints Or Removers (AREA)
Abstract
Description
Claims (20)
- 하기 화학식 1 의 화합물.(화학식 1)상기식에서,Ra,Rb,Rc및 Rd는 각각 수소 또는 메틸기를,R1내지 R4은 각각 수소, 또는 탄소수 1 내지 5의 치환 또는 비치환된 직쇄 또는 측쇄알킬이거나 알콕시 알킬을. 또한 w,x,y,z는 각각 0.1 내지 0.9 의 몰분율을, l,m,n,p 는 각각 1 내지 3의 정수를 나타낸다.
- 제 1 항에 있어서, Ra, Rb, Rc및 Rd는 각각 메틸기이고, l,n,p 는 각각 1, m은 2 이며, R1, R2, R3및 R4는 각각 수소, w:x:y:z 는 0.3: 0.25: 0.1: 0.3 인 폴리[4-(4-하이드록시페녹시)아세톡시이소프로판올메타크릴레이트-하이드록시에틸메타크릴레이트-메틸메타크릴레이트-글리시딜메타크릴레이트].
- 하기 화학식 12의 구조를 갖는 단량체, 하이드록시알킬아크릴레이트계단량체, 알킬아크릴레이트계단량체 및 글리시딜아크릴레이트계단량체를 용매하에 개시제와 함께 중합 반응시켜 상기 화학식 1의 화합물을 제조하는 방법.(화학식 12)상기식에서,Ra는 수소 또는 메틸기를, R1내지 R4은 각각 수소, 또는 탄소수 1 내지 5의 치환 또는 비치환된 직쇄 또는 측쇄알킬이거나 알콕시 알킬을, p 는 1 내지 3의 정수를 각각 나타낸다.
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- 제 3 항에 있어서, 상기 개시제는 2,2-아조비스이소부틸로니트릴(AIBN), 아세틸퍼옥사이드, 라우릴퍼옥사이드 및 t-부틸퍼옥사이드로 이루어진 그룹에서 선택된 것을 사용하는 것을 특징으로 하는 방법.
- 제 3 항에 있어서, 상기 용매는 테트라하이드로퓨란, 톨루엔, 벤젠, 메틸에틸케톤 및 디옥산으로 이루어진 그룹에서 선택된 것을 사용하는 것을 특징으로 하는 방법.
- 제 3 항에 있어서, 상기 중합 반응은 50 내지 80℃의 온도에서 이루어지는 것을 특징으로 하는 방법.
- 제 3 항에 있어서, 각 단량체의 몰비는 각각 0.1 내지 0.9몰인 것을 특징으로 하는 방법.
- 상기 화학식 1의 화합물을 유기용매에 용해시킨 용액을 웨이퍼에 도포하고 하드베이크하는 단계를 포함하여 이루어짐을 특징으로 하는 반사방지막의 형성방법.
- 제 15 항에 있어서, 상기 유기용매는 에틸 3-에톡시프로피오네이트, 메틸 3-메톡시프로피오네이트, 사이클로헥사논, 프로필렌글리콜메틸에테르아세테이트로 이루어진 그룹에서 선택된 것을 사용하는 것을 특징으로 하는 방법.
- 제 15 항에 있어서, 상기 유기용매의 양은 상기 화학식 1의 화합물 양의 200 내지 5000 중량%로 하는 것을 특징으로 하는 방법.
- 제 15 항에 있어서, 상기 하드베이크는 100 내지 300℃의 온도에서 10 내지 1000 초간 행하는 것을 특징으로 하는 방법.
- 상기 화학식 1의 구조를 갖는 화합물을 포함하여 구성된 것을 특징으로 하는 반도체 소자의 제조공정에 사용되는 반사방지막용 조성물.
- 상기 제 19 항의 반사방지막용 조성물을 함유한 반사방지막을 포함하여 구성된 것을 특징으로 하는 반도체 소자.
Priority Applications (7)
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KR1019990061342A KR100355604B1 (ko) | 1999-12-23 | 1999-12-23 | 난반사 방지막용 중합체와 그 제조방법 |
TW089127530A TWI268938B (en) | 1999-12-23 | 2000-12-21 | Organic anti-reflective coating polymer and preparation thereof |
FR0016959A FR2802934B1 (fr) | 1999-12-23 | 2000-12-22 | Polymeres de revetement anti-reflichissant organiques et leur preparation |
GB0031421A GB2357512B (en) | 1999-12-23 | 2000-12-22 | Organic anti-reflective coating polymer and preparation thereof |
JP2000389763A JP3931036B2 (ja) | 1999-12-23 | 2000-12-22 | 乱反射防止膜用化合物とその製造方法 |
US09/746,749 US6395397B2 (en) | 1999-12-23 | 2000-12-22 | Organic anti-reflective coating polymer and preparation thereof |
CNB001374478A CN1194022C (zh) | 1999-12-23 | 2000-12-25 | 有机抗反射涂料聚合物和其制备方法 |
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KR1020020019295A Division KR100355612B1 (ko) | 2002-04-09 | 2002-04-09 | 난반사 방지막용 중합체와 그 제조방법 |
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KR100355604B1 true KR100355604B1 (ko) | 2002-10-12 |
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US (1) | US6395397B2 (ko) |
JP (1) | JP3931036B2 (ko) |
KR (1) | KR100355604B1 (ko) |
CN (1) | CN1194022C (ko) |
FR (1) | FR2802934B1 (ko) |
GB (1) | GB2357512B (ko) |
TW (1) | TWI268938B (ko) |
Cited By (1)
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KR100598176B1 (ko) | 2004-07-06 | 2006-07-10 | 주식회사 하이닉스반도체 | 상부 반사방지막 중합체, 이의 제조방법 및 이를 함유하는상부 반사방지막 조성물 |
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- 2000-12-22 GB GB0031421A patent/GB2357512B/en not_active Expired - Fee Related
- 2000-12-22 JP JP2000389763A patent/JP3931036B2/ja not_active Expired - Fee Related
- 2000-12-22 US US09/746,749 patent/US6395397B2/en not_active Expired - Fee Related
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Also Published As
Publication number | Publication date |
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FR2802934A1 (fr) | 2001-06-29 |
GB0031421D0 (en) | 2001-02-07 |
KR20010057923A (ko) | 2001-07-05 |
US6395397B2 (en) | 2002-05-28 |
TWI268938B (en) | 2006-12-21 |
CN1194022C (zh) | 2005-03-23 |
JP2001194799A (ja) | 2001-07-19 |
CN1300790A (zh) | 2001-06-27 |
JP3931036B2 (ja) | 2007-06-13 |
US20020009595A1 (en) | 2002-01-24 |
GB2357512B (en) | 2003-04-02 |
GB2357512A (en) | 2001-06-27 |
FR2802934B1 (fr) | 2003-02-14 |
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