TWI567095B - 光敏共聚物、包含該共聚物之光阻劑及自其形成之物件 - Google Patents

光敏共聚物、包含該共聚物之光阻劑及自其形成之物件 Download PDF

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TWI567095B
TWI567095B TW102104163A TW102104163A TWI567095B TW I567095 B TWI567095 B TW I567095B TW 102104163 A TW102104163 A TW 102104163A TW 102104163 A TW102104163 A TW 102104163A TW I567095 B TWI567095 B TW I567095B
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Taiwan
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group
copolymer
alkyl
monomer
cycloalkyl
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TW102104163A
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English (en)
Chinese (zh)
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TW201339184A (zh
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歐文帝 安格宜
詹姆士W 賽可瑞
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羅門哈斯電子材料有限公司
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    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00Copolymers 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
    • C08F220/02Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10Esters
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials
    • G03F7/0046Photosensitive materials with perfluoro compounds, e.g. for dry lithography
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08FMACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00Copolymers 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
    • C08F220/02Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10Esters
    • C08F220/22Esters containing halogen
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L33/00Compositions of homopolymers or 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 of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • C08L33/04Homopolymers or copolymers of esters
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials
    • G03F7/027Non-macromolecular photopolymerisable compounds having carbon-to-carbon double bonds, e.g. ethylenic compounds
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials
    • G03F7/039Macromolecular compounds which are photodegradable, e.g. positive electron resists
    • G03F7/0392Macromolecular compounds which are photodegradable, e.g. positive electron resists the macromolecular compound being present in a chemically amplified positive photoresist composition
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/004Photosensitive materials
    • G03F7/039Macromolecular compounds which are photodegradable, e.g. positive electron resists
    • G03F7/0392Macromolecular compounds which are photodegradable, e.g. positive electron resists the macromolecular compound being present in a chemically amplified positive photoresist composition
    • G03F7/0397Macromolecular compounds which are photodegradable, e.g. positive electron resists the macromolecular compound being present in a chemically amplified positive photoresist composition the macromolecular compound having an alicyclic moiety in a side chain
    • GPHYSICS
    • G03PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03FPHOTOMECHANICAL PRODUCTION OF TEXTURED OR PATTERNED SURFACES, e.g. FOR PRINTING, FOR PROCESSING OF SEMICONDUCTOR DEVICES; MATERIALS THEREFOR; ORIGINALS THEREFOR; APPARATUS SPECIALLY ADAPTED THEREFOR
    • G03F7/00Photomechanical, e.g. photolithographic, production of textured or patterned surfaces, e.g. printing surfaces; Materials therefor, e.g. comprising photoresists; Apparatus specially adapted therefor
    • G03F7/20Exposure; Apparatus therefor

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  • Physics & Mathematics (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • General Physics & Mathematics (AREA)
  • Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Materials For Photolithography (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Exposure And Positioning Against Photoresist Photosensitive Materials (AREA)
  • Polymerisation Methods In General (AREA)
TW102104163A 2012-02-15 2013-02-04 光敏共聚物、包含該共聚物之光阻劑及自其形成之物件 TWI567095B (zh)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US201261599421P 2012-02-15 2012-02-15

Publications (2)

Publication Number Publication Date
TW201339184A TW201339184A (zh) 2013-10-01
TWI567095B true TWI567095B (zh) 2017-01-21

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TW102104163A TWI567095B (zh) 2012-02-15 2013-02-04 光敏共聚物、包含該共聚物之光阻劑及自其形成之物件

Country Status (5)

Country Link
US (1) US9182662B2 (enExample)
JP (3) JP2013166931A (enExample)
KR (1) KR101515453B1 (enExample)
CN (1) CN103254346B (enExample)
TW (1) TWI567095B (enExample)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9182662B2 (en) * 2012-02-15 2015-11-10 Rohm And Haas Electronic Materials Llc Photosensitive copolymer, photoresist comprising the copolymer, and articles formed therefrom
JP6297269B2 (ja) * 2012-06-28 2018-03-20 ローム アンド ハース エレクトロニック マテリアルズ エルエルシーRohm and Haas Electronic Materials LLC ポリマー組成物、このポリマー組成物を含むフォトレジスト、およびこのフォトレジストを含むコーティングされた物品
US9182669B2 (en) * 2013-12-19 2015-11-10 Rohm And Haas Electronic Materials Llc Copolymer with acid-labile group, photoresist composition, coated substrate, and method of forming an electronic device
US9229319B2 (en) * 2013-12-19 2016-01-05 Rohm And Haas Electronic Materials Llc Photoacid-generating copolymer and associated photoresist composition, coated substrate, and method of forming an electronic device
US9703200B2 (en) * 2013-12-31 2017-07-11 Rohm And Haas Electronic Materials Llc Photolithographic methods
JP2015197509A (ja) * 2014-03-31 2015-11-09 富士フイルム株式会社 感活性光線性又は感放射線性樹脂組成物の製造方法及び感活性光線性又は感放射線性樹脂組成物
KR102325949B1 (ko) * 2014-11-27 2021-11-12 삼성전자주식회사 포토레지스트용 고분자, 포토레지스트 조성물, 패턴 형성 방법 및 반도체 장치의 제조 방법
JP6782569B2 (ja) * 2016-06-28 2020-11-11 東京応化工業株式会社 レジスト組成物及びレジストパターン形成方法
JP6735171B2 (ja) * 2016-07-22 2020-08-05 東京応化工業株式会社 高分子化合物の製造方法
JP6789024B2 (ja) * 2016-07-22 2020-11-25 東京応化工業株式会社 レジスト組成物及びレジストパターン形成方法、並びに、高分子化合物
US11720022B2 (en) 2019-02-12 2023-08-08 Samsung Electronics Co., Ltd. Resist compound, method of forming pattern using the same, and method of manufacturing semiconductor device using the same
JP2024031844A (ja) * 2022-08-23 2024-03-07 信越化学工業株式会社 レジスト材料及びパターン形成方法
KR20240043584A (ko) * 2022-09-27 2024-04-03 에스케이하이닉스 주식회사 반도체 소자 제조 방법

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2002249520A (ja) * 2001-02-23 2002-09-06 Shin Etsu Chem Co Ltd 高分子化合物、レジスト材料及びパターン形成方法
US20030134224A1 (en) * 2001-07-03 2003-07-17 Fuji Photo Film Co., Ltd. Positive resist composition
US20100304302A1 (en) * 2009-05-29 2010-12-02 Keiichi Masunaga Chemically amplified resist composition and pattern forming process

Family Cites Families (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6005137A (en) * 1997-06-10 1999-12-21 3M Innovative Properties Company Halogenated acrylates and polymers derived therefrom
KR100707767B1 (ko) * 1999-09-28 2007-04-17 후지필름 가부시키가이샤 포지티브 포토레지스트 조성물
JP3897088B2 (ja) * 2000-12-18 2007-03-22 信越化学工業株式会社 化学増幅レジスト材料及びパターン形成方法
US6683202B2 (en) 2001-02-22 2004-01-27 Tokyo Ohka, Kogyo Co., Ltd. Fluorine-containing monomeric ester compound for base resin in photoresist composition
US7022455B2 (en) 2001-12-28 2006-04-04 Shipley Company, L.L.C. Photoacid-labile polymers and photoresists comprising same
JP4281326B2 (ja) 2002-07-25 2009-06-17 住友化学株式会社 化学増幅型ポジ型レジスト組成物
JP4218476B2 (ja) * 2003-09-12 2009-02-04 沖電気工業株式会社 レジストパターン形成方法とデバイス製造方法
US7569326B2 (en) * 2006-10-27 2009-08-04 Shin-Etsu Chemical Co., Ltd. Sulfonium salt having polymerizable anion, polymer, resist composition, and patterning process
KR100985929B1 (ko) * 2007-06-12 2010-10-06 샌트랄 글래스 컴퍼니 리미티드 불소 함유 화합물, 불소 함유 고분자 화합물, 포지티브형레지스트 조성물 및 이것을 사용한 패턴 형성방법
WO2009011364A1 (ja) 2007-07-18 2009-01-22 Asahi Glass Company, Limited 電子線、x線またはeuv光を用いたリソグラフィー法に用いられるレジスト組成物
KR100944227B1 (ko) * 2007-12-17 2010-02-24 제일모직주식회사 방향족 산 분해성 기를 갖는 (메타)아크릴레이트 화합물 및감광성 고분자 및 레지스트 조성물
JP5136792B2 (ja) 2008-11-21 2013-02-06 信越化学工業株式会社 ポジ型レジスト材料及びパターン形成方法
TWI503334B (zh) * 2009-02-19 2015-10-11 Jsr Corp 聚合物及敏輻射線性組成物、及單體
JP5287552B2 (ja) 2009-07-02 2013-09-11 信越化学工業株式会社 光酸発生剤並びにレジスト材料及びパターン形成方法
JP5851688B2 (ja) 2009-12-31 2016-02-03 ローム アンド ハース エレクトロニック マテリアルズ エルエルシーRohm and Haas Electronic Materials LLC 感光性組成物
JP5216032B2 (ja) 2010-02-02 2013-06-19 信越化学工業株式会社 新規スルホニウム塩、高分子化合物、高分子化合物の製造方法、レジスト材料及びパターン形成方法
JP5598351B2 (ja) 2010-02-16 2014-10-01 信越化学工業株式会社 電子線用又はeuv用化学増幅ポジ型レジスト組成物及びパターン形成方法
JP5505371B2 (ja) 2010-06-01 2014-05-28 信越化学工業株式会社 高分子化合物、化学増幅ポジ型レジスト材料、及びパターン形成方法
JP5560115B2 (ja) * 2010-06-28 2014-07-23 富士フイルム株式会社 パターン形成方法、化学増幅型レジスト組成物、及び、レジスト膜
JP5655754B2 (ja) * 2011-10-03 2015-01-21 信越化学工業株式会社 ポジ型レジスト材料並びにこれを用いたパターン形成方法
US9182662B2 (en) * 2012-02-15 2015-11-10 Rohm And Haas Electronic Materials Llc Photosensitive copolymer, photoresist comprising the copolymer, and articles formed therefrom

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2002249520A (ja) * 2001-02-23 2002-09-06 Shin Etsu Chem Co Ltd 高分子化合物、レジスト材料及びパターン形成方法
US20030134224A1 (en) * 2001-07-03 2003-07-17 Fuji Photo Film Co., Ltd. Positive resist composition
US20100304302A1 (en) * 2009-05-29 2010-12-02 Keiichi Masunaga Chemically amplified resist composition and pattern forming process

Also Published As

Publication number Publication date
US20130209934A1 (en) 2013-08-15
JP6373921B2 (ja) 2018-08-15
KR20130094247A (ko) 2013-08-23
CN103254346B (zh) 2016-08-03
CN103254346A (zh) 2013-08-21
TW201339184A (zh) 2013-10-01
JP2018135529A (ja) 2018-08-30
JP2013166931A (ja) 2013-08-29
JP2017039937A (ja) 2017-02-23
US9182662B2 (en) 2015-11-10
KR101515453B1 (ko) 2015-04-29

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