JP5932834B2 - 二級アルキル(メタ)アクリレート由来のポリマー - Google Patents

二級アルキル(メタ)アクリレート由来のポリマー Download PDF

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Publication number
JP5932834B2
JP5932834B2 JP2013546330A JP2013546330A JP5932834B2 JP 5932834 B2 JP5932834 B2 JP 5932834B2 JP 2013546330 A JP2013546330 A JP 2013546330A JP 2013546330 A JP2013546330 A JP 2013546330A JP 5932834 B2 JP5932834 B2 JP 5932834B2
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Prior art keywords
meth
acrylate
mixture
monomer
acid
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Japanese (ja)
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JP2014505139A5 (enExample
JP2014505139A (ja
Inventor
ジェイソン ディー. クラッパー,
ジェイソン ディー. クラッパー,
ケヴィン エム. レヴァンドフスキ,
ケヴィン エム. レヴァンドフスキ,
デニス イー. ヴォーゲル,
デニス イー. ヴォーゲル,
キム エム. ヴォーゲル,
キム エム. ヴォーゲル,
ジョシュア エル. コルビー,
ジョシュア エル. コルビー,
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3M Innovative Properties Co
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3M Innovative Properties Co
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    • 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
    • C08F220/12Esters of monohydric alcohols or phenols
    • C08F220/16Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F220/18Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • C08F220/1808C8-(meth)acrylate, e.g. isooctyl (meth)acrylate or 2-ethylhexyl (meth)acrylate
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J133/00Adhesives 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 only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
    • C09J133/04Homopolymers or copolymers of esters
    • C09J133/06Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00Preparation of carboxylic acid esters
    • C07C67/04Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/52Esters of acyclic unsaturated carboxylic acids having the esterified carboxyl group bound to an acyclic carbon atom
    • C07C69/533Monocarboxylic acid esters having only one carbon-to-carbon double bond
    • C07C69/54Acrylic acid esters; Methacrylic acid esters
    • 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
    • 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
    • C08F220/12Esters of monohydric alcohols or phenols
    • C08F220/16Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F220/18Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J133/00Adhesives 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 only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
    • C09J133/04Homopolymers or copolymers of esters
    • C09J133/06Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C09J133/08Homopolymers or copolymers of acrylic acid esters
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J133/00Adhesives 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 only one carboxyl radical, or of salts, anhydrides, esters, amides, imides, or nitriles thereof; Adhesives based on derivatives of such polymers
    • C09J133/04Homopolymers or copolymers of esters
    • C09J133/06Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C09J133/10Homopolymers or copolymers of methacrylic acid esters
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09JADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00Adhesives in the form of films or foils
    • C09J7/30Adhesives in the form of films or foils characterised by the adhesive composition
    • C09J7/38Pressure-sensitive adhesives [PSA]
    • C09J7/381Pressure-sensitive adhesives [PSA] based on macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • C09J7/385Acrylic polymers
    • YGENERAL 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
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/582Recycling of unreacted starting or intermediate materials
    • YGENERAL 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
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00Stock material or miscellaneous articles
    • Y10T428/28Web or sheet containing structurally defined element or component and having an adhesive outermost layer
    • Y10T428/2852Adhesive compositions
    • Y10T428/2878Adhesive compositions including addition polymer from unsaturated monomer
    • Y10T428/2891Adhesive compositions including addition polymer from unsaturated monomer including addition polymer from alpha-beta unsaturated carboxylic acid [e.g., acrylic acid, methacrylic acid, etc.] Or derivative thereof

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Adhesive Tapes (AREA)
JP2013546330A 2010-12-21 2011-12-20 二級アルキル(メタ)アクリレート由来のポリマー Active JP5932834B2 (ja)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201061425317P 2010-12-21 2010-12-21
US61/425,317 2010-12-21
PCT/US2011/066183 WO2012088126A1 (en) 2010-12-21 2011-12-20 Polymers derived from secondary alkyl (meth)acrylates

Publications (3)

Publication Number Publication Date
JP2014505139A JP2014505139A (ja) 2014-02-27
JP2014505139A5 JP2014505139A5 (enExample) 2015-01-29
JP5932834B2 true JP5932834B2 (ja) 2016-06-08

Family

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JP2013546330A Active JP5932834B2 (ja) 2010-12-21 2011-12-20 二級アルキル(メタ)アクリレート由来のポリマー

Country Status (6)

Country Link
US (1) US9102774B2 (enExample)
EP (1) EP2655451B1 (enExample)
JP (1) JP5932834B2 (enExample)
KR (1) KR101845120B1 (enExample)
CN (1) CN103237824B (enExample)
WO (1) WO2012088126A1 (enExample)

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KR102255976B1 (ko) * 2013-05-17 2021-05-25 쓰리엠 이노베이티브 프로퍼티즈 캄파니 바이오-기반 오일에 대한 (메트)아크릴산의 직접 부가의 방법
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Family Cites Families (40)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3087962A (en) 1960-01-21 1963-04-30 Rohm & Haas Process of making esters of acrylic and methacrylic acids
US3691140A (en) 1970-03-09 1972-09-12 Spencer Ferguson Silver Acrylate copolymer microspheres
DE2044159A1 (en) * 1970-09-05 1972-03-23 Henkel & Cie GmbH, 4000 Düsseldorf Doubly unsatd esters prepn - from dienes and acrylates
US4166152B1 (en) 1977-08-17 1999-05-18 Minnesota Mining & Mfg Tacky polymeric microspheres
US4330590A (en) 1980-02-14 1982-05-18 Minnesota Mining And Manufacturing Company Photoactive mixture of acrylic monomers and chromophore-substituted halomethyl-2-triazine
CA1234837A (en) * 1983-06-28 1988-04-05 Robert J. Knopf Continuous process for producing linear, secondary, aliphatic alcohols
US4927954A (en) 1983-06-28 1990-05-22 Union Carbide Chemicals And Plastics Company, Inc. Continuous process for producing secondary alcohols and carboxylic acid esters
US4619979A (en) 1984-03-28 1986-10-28 Minnesota Mining And Manufacturing Company Continuous free radial polymerization in a wiped-surface reactor
US4843134A (en) 1984-03-28 1989-06-27 Minnesota Mining And Manufacturing Company Acrylate pressure-sensitive adhesives containing insolubles
GB2170427B (en) 1985-02-01 1989-06-07 Sanyo Kokusaku Pulp Co Pressure-sensitive adhesive tapes or sheets
US4656218A (en) 1985-02-08 1987-04-07 Sanyo Kokusaku Pulp Co., Ltd. Adhesive copolymer microspheres-containing aqueous suspension and method for producing the same
US4713412A (en) * 1985-08-02 1987-12-15 The Dow Chemical Company Emulsion polymerized sec-butyl acrylate latexes suitable for use as pressure sensitive adhesives
US5045569A (en) 1988-11-30 1991-09-03 Minnesota Mining And Manufacturing Company Hollow acrylate polymer microspheres
JPH0613460B2 (ja) * 1989-10-30 1994-02-23 出光石油化学株式会社 不飽和カルボン酸エステルの製造方法
ES2020649A6 (es) * 1990-03-05 1991-08-16 Espanola Petrol Procedimiento para la obtencion de acrilato de sec-butilo.
US5264278A (en) 1991-03-20 1993-11-23 Minnesota Mining And Manufacturing Company Radiation-curable acrylate/silicone pressure-sensitive adhesive coated tapes adherable to paint coated substrates
TW221061B (enExample) 1991-12-31 1994-02-11 Minnesota Mining & Mfg
DE4316004A1 (de) 1993-05-13 1994-11-17 Roehm Gmbh Verfahren zur Herstellung von Isobornyl(meth)acrylat
US5602221A (en) 1993-11-10 1997-02-11 Minnesota Mining And Manufacturing Company Pressure sensitive adhesives with good low energy surface adhesion
US5616670A (en) 1993-11-10 1997-04-01 Minnesota Mining And Manufacturing Company Pressure sensitive adhesives with good oily surface adhesion
US5683798A (en) 1993-11-10 1997-11-04 Minnesota Mining And Manufacturing Company Tackified pressure sensitive adhesives
US5574163A (en) 1994-08-31 1996-11-12 Ciba-Geigy Corporation Process for the preparation of N-oxyl hindered amine esters
US5804610A (en) 1994-09-09 1998-09-08 Minnesota Mining And Manufacturing Company Methods of making packaged viscoelastic compositions
US5905099A (en) 1995-11-06 1999-05-18 Minnesota Mining And Manufacturing Company Heat-activatable adhesive composition
US5637646A (en) 1995-12-14 1997-06-10 Minnesota Mining And Manufacturing Company Bulk radical polymerization using a batch reactor
EP0873985A4 (en) * 1995-12-22 1999-03-17 Idemitsu Petrochemical Co PROCESS FOR PRODUCING sec-BUTYL ACRYLATE
US5874143A (en) 1996-02-26 1999-02-23 Minnesota Mining And Manufacturing Company Pressure sensitive adhesives for use on low energy surfaces
JPH10231325A (ja) * 1997-02-17 1998-09-02 Daicel Chem Ind Ltd アクリル系重合体およびそれを含む樹脂組成物
US6103316A (en) * 1998-07-17 2000-08-15 3M Innovative Properties Company Method of making electron beam polymerized emulsion-based acrylate pressure sensitive adhesives
CN1643116A (zh) 2002-04-01 2005-07-20 纳幕尔杜邦公司 由生物质和烯烃制备乙酰丙酸酯和甲酸酯
US20050081993A1 (en) 2003-10-16 2005-04-21 Ilkka Steven J. Method of bonding glass
US20050171374A1 (en) 2004-01-30 2005-08-04 Manzer Leo E. Preparation of levulinic acid esters from alpha-angelica lactone and olefins; use of ester compositions as fuel additives
US20060025741A1 (en) * 2004-07-28 2006-02-02 The Procter & Gamble Company Highly deformable tampon
KR20060068252A (ko) 2004-12-16 2006-06-21 애경화학 주식회사 디시클로펜타디엔 아크릴레이트 및 이의 제조방법, 및이를 함유하는 난연성 조성물
WO2007007084A2 (en) 2005-07-12 2007-01-18 Ic Innovations Limited Copper (ii) catalysed additions to alkenes
US20070100193A1 (en) * 2005-10-27 2007-05-03 Harmer Mark A Olefin polymerization
JP5083909B2 (ja) 2006-02-14 2012-11-28 独立行政法人産業技術総合研究所 カルボン酸エステルおよびエーテル化合物の製造方法
US7385020B2 (en) 2006-10-13 2008-06-10 3M Innovative Properties Company 2-octyl (meth)acrylate adhesive composition
US20100151241A1 (en) 2008-04-14 2010-06-17 3M Innovative Properties Company 2-Octyl (Meth)acrylate Adhesive Composition
US8137807B2 (en) 2010-03-26 2012-03-20 3M Innovative Properties Company Pressure-sensitive adhesives derived from 2-alkyl alkanols

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JP2014505139A (ja) 2014-02-27
WO2012088126A1 (en) 2012-06-28
CN103237824A (zh) 2013-08-07
US20130260149A1 (en) 2013-10-03
KR101845120B1 (ko) 2018-04-03
US9102774B2 (en) 2015-08-11
CN103237824B (zh) 2015-07-22
EP2655451A1 (en) 2013-10-30
EP2655451B1 (en) 2015-03-11

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