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

Info

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
Authority
JP
Japan
Prior art keywords
meth
acrylate
mixture
monomer
acid
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Active
Application number
JP2013546330A
Other languages
English (en)
Japanese (ja)
Other versions
JP2014505139A (ja
JP2014505139A5 (enExample
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,
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
3M Innovative Properties Co
Original Assignee
3M Innovative Properties Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by 3M Innovative Properties Co filed Critical 3M Innovative Properties Co
Publication of JP2014505139A publication Critical patent/JP2014505139A/ja
Publication of JP2014505139A5 publication Critical patent/JP2014505139A5/ja
Application granted granted Critical
Publication of JP5932834B2 publication Critical patent/JP5932834B2/ja
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • 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

Landscapes

  • 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

ID=45476660

Family Applications (1)

Application Number Title Priority Date Filing Date
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)

Families Citing this family (64)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2014143690A1 (en) * 2013-03-15 2014-09-18 3M Innovative Properties Company Method for preparing (meth)acrylates of biobased alcohols and polymers thereof
KR102231180B1 (ko) 2013-03-15 2021-03-24 쓰리엠 이노베이티브 프로퍼티즈 캄파니 2-옥탄올과 아크릴산의 산 촉매 에스테르화에 의한 2-옥틸 아크릴레이트의 선택적 합성
EP2970093B1 (en) * 2013-03-15 2018-12-12 3M Innovative Properties Company Method for preparing (meth)acrylates of biobased alcohols and polymers thereof
KR102255976B1 (ko) * 2013-05-17 2021-05-25 쓰리엠 이노베이티브 프로퍼티즈 캄파니 바이오-기반 오일에 대한 (메트)아크릴산의 직접 부가의 방법
DE102013219495A1 (de) * 2013-09-27 2015-04-02 Tesa Se Haftklebemasse für niederenergetische oder raue Oberflächen
CA2944666A1 (en) 2014-04-04 2015-10-08 3M Innovative Properties Company Wet and dry surface adhesives
BR112017022695A2 (pt) 2015-04-24 2018-07-17 3M Innovative Properties Co composições adesivas acrílicas e fitas adesivas acrílicas que permitem a remoção limpa de superfícies delicadas
WO2016196541A1 (en) 2015-06-03 2016-12-08 3M Innovative Properties Company Acrylic-based flexible assembly layer
CN107683313B (zh) 2015-06-03 2021-02-05 3M创新有限公司 用于柔性显示器的组件层
JP6909782B2 (ja) 2015-09-30 2021-07-28 スリーエム イノベイティブ プロパティズ カンパニー 硬化性及び硬化した接着剤組成物
EP3394190B1 (en) 2015-12-22 2020-06-24 3M Innovative Properties Company Oxalate ester - polyamine thermosetting compositions
WO2017112456A1 (en) 2015-12-22 2017-06-29 3M Innovative Properties Company Curable polymeric materials and methods of using same
TWI722105B (zh) 2016-02-01 2021-03-21 美商3M新設資產公司 可適形、拉伸可離型黏著物品
CN109563392B (zh) 2016-08-12 2021-09-03 3M创新有限公司 干湿表面粘合剂
US11649378B2 (en) 2016-12-02 2023-05-16 3M Innovative Properties Company Internal incorporation of hydrocarbon tackifiers in water-based (meth)acrylate adhesive compositions, reaction mixtures, methods, and articles
KR102528806B1 (ko) 2017-05-12 2023-05-03 쓰리엠 이노베이티브 프로퍼티즈 컴파니 접착 테이프
WO2019005932A1 (en) 2017-06-30 2019-01-03 3M Innovative Properties Company ADHESIVES FOR WET AND DRY SURFACES
CN111511859B (zh) 2017-12-21 2022-05-31 3M创新有限公司 包括衬垫层和连续壳层的粘合剂制品
CN111527165A (zh) 2017-12-21 2020-08-11 3M创新有限公司 包括缓冲层和不连续壳层的粘合剂制品
CN111770976A (zh) * 2018-02-28 2020-10-13 3M创新有限公司 包含(甲基)丙烯酸仲己酯的聚合单元的粘合剂
WO2020003193A1 (en) 2018-06-29 2020-01-02 3M Innovative Properties Company Tapes and methods of use for masking aluminum surfaces in acid anodization
US11168193B2 (en) 2018-07-30 2021-11-09 3M Innovative Properties Company Foams and methods of making
CN112585171B (zh) 2018-08-22 2023-04-28 3M创新有限公司 用于压敏粘合剂的可固化组合物
EP3715432A1 (en) * 2019-03-27 2020-09-30 3M Innovative Properties Company Pressure-sensitive adhesive composition with transparency characteristics
JP7618584B2 (ja) 2019-05-10 2025-01-21 スリーエム イノベイティブ プロパティズ カンパニー 光学的に透明な耐油性接着剤
EP4010184A1 (en) 2019-08-07 2022-06-15 3M Innovative Properties Company Tape, article including tape and composite layer, and related methods
WO2021024204A1 (en) 2019-08-07 2021-02-11 3M Innovative Properties Company Core-sheath filaments and methods of printing an adhesive
WO2021033111A1 (en) * 2019-08-19 2021-02-25 3M Innovative Properties Company Adhesive tapes and methods of use in construction
WO2021074783A1 (en) 2019-10-18 2021-04-22 3M Innovative Properties Company Pre-adhesive reaction mixtures and acrylic microsphere adhesives including the same
CN114729250A (zh) 2019-11-21 2022-07-08 3M创新有限公司 可交联和经交联组合物
WO2021137123A1 (en) 2019-12-31 2021-07-08 3M Innovative Properties Company Multilayer articles via wet-on-wet processing
EP4114894A1 (en) 2020-03-06 2023-01-11 3M Innovative Properties Company Adjustable hybrid psa/structural adhesive bonds by patterned surface-initiated cure
WO2021198754A1 (en) 2020-03-31 2021-10-07 3M Innovative Properties Company Acrylic microsphere adhesives and mounting articles including the same
US20230272244A1 (en) 2020-08-24 2023-08-31 3M Innovative Properties Company Release Coating Compositions for Pressure Sensitive Adhesive Articles and Methods
US20230265318A1 (en) 2020-09-04 2023-08-24 3M Innovative Properties Company Double-sided tissue tape and related article
WO2022096967A1 (en) 2020-11-03 2022-05-12 3M Innovative Properties Company Crosslinkable and crosslinked compositions
WO2022118246A1 (en) 2020-12-04 2022-06-09 3M Innovative Properties Company Encapsulated fire retardant and related compositions and processes
US20240263046A1 (en) 2021-05-18 2024-08-08 3M Innovative Properties Company Crosslinkable Compositions
JP2024522538A (ja) 2021-06-04 2024-06-21 スリーエム イノベイティブ プロパティズ カンパニー オンデマンド剥離挙動を示す接着剤組成物を含有する物品
EP4388054A1 (en) 2021-08-19 2024-06-26 3M Innovative Properties Company Single-layer adhesive film and related article
WO2023031695A1 (en) 2021-09-02 2023-03-09 3M Innovative Properties Company Preparation of high molecular weight polymers with minimal gel content
EP4430096A1 (en) * 2021-11-11 2024-09-18 Solventum Intellectual Properties Company Adhesives for wet or dry adhesion
CN118369354A (zh) 2021-12-08 2024-07-19 3M创新有限公司 喷雾粘合剂组合物和相关方法
JP2025500216A (ja) 2021-12-16 2025-01-09 スリーエム イノベイティブ プロパティズ カンパニー 接着フィルム、接着剤系、及び関連するプロセス
CN119173548A (zh) 2022-05-26 2024-12-20 3M创新有限公司 包含疏水性油的基于丙烯酸酯的压敏粘合剂
JP2025520119A (ja) 2022-06-02 2025-07-01 スリーエム イノベイティブ プロパティズ カンパニー 表面改質ナノ粒子を含む発泡体組成物並びに関連物品及びプロセス
KR20250020526A (ko) 2022-06-02 2025-02-11 쓰리엠 이노베이티브 프로퍼티즈 컴파니 실리콘 mq 수지를 포함하는 폼 조성물 및 관련 물품 및 방법
US20250215284A1 (en) 2022-06-03 2025-07-03 3M Innovative Properties Company Release liners and adhesive articles having variable light transmittance
EP4602085A1 (en) 2022-10-13 2025-08-20 3M Innovative Properties Company Stabilizing copolymer, adhesive composition, method of making the same, and article including the same
CN120265721A (zh) 2022-11-23 2025-07-04 3M创新有限公司 包括可固化粘合剂膜和衬垫的制品以及用于制造和使用该制品的方法
CN120359251A (zh) 2022-12-06 2025-07-22 3M创新有限公司 包含颗粒和两个液相的组合物及相关方法
WO2024176023A1 (en) 2023-02-24 2024-08-29 3M Innovative Properties Company Medical dressings with thermochromic indicators
WO2024257046A1 (en) 2023-06-15 2024-12-19 3M Innovative Properties Company Primer composition, adhesive system, and related processes
WO2024257056A1 (en) 2023-06-15 2024-12-19 3M Innovative Properties Company Primer composition, adhesive system, and related processes
WO2024259433A1 (en) 2023-06-15 2024-12-19 3M Innovative Properties Company Composition including acrylic polymer and tackifier and related methods
WO2024261730A1 (en) 2023-06-22 2024-12-26 3M Innovative Properties Company Adhesive system including a curable adhesive film and a solid activator composition and related kit and method
WO2025032460A1 (en) 2023-08-07 2025-02-13 3M Innovative Properties Company Adhesive composition
WO2025037281A1 (en) 2023-08-17 2025-02-20 3M Innovative Properties Company Conductive composition, electrically debonding adhesive system, and related methods
JP7586265B1 (ja) * 2023-09-06 2024-11-19 artience株式会社 粘着剤および粘着剤組成物、粘着シート、積層体および該積層体を備えるディスプレイ
WO2025062229A1 (en) 2023-09-20 2025-03-27 3M Innovative Properties Company Patterned adhesive
WO2025083620A1 (en) 2023-10-20 2025-04-24 3M Innovative Properties Company Tape including a curable adhesive film and related adhesive system and method
WO2025191374A1 (en) 2024-03-14 2025-09-18 Solventum Intellectual Properties Company Adhesive articles including a metal layer
WO2025219975A1 (en) 2024-04-18 2025-10-23 3M Innovative Properties Company Polymeric multilayer film and article and related process
WO2025229502A1 (en) 2024-04-29 2025-11-06 3M Innovative Properties Company Curable compositions, cured compositions, and related method

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
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
CA1234837A (en) * 1983-06-28 1988-04-05 Robert J. Knopf Continuous process for producing linear, secondary, aliphatic alcohols
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
US5616670A (en) 1993-11-10 1997-04-01 Minnesota Mining And Manufacturing Company Pressure sensitive adhesives with good oily surface adhesion
US5602221A (en) 1993-11-10 1997-02-11 Minnesota Mining And Manufacturing Company Pressure sensitive adhesives with good low energy 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
US6140533A (en) * 1995-12-22 2000-10-31 Idemitsu Petrochemical Co., Ltd. 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
JP2005521748A (ja) 2002-04-01 2005-07-21 イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー バイオマスおよびオレフィンからのレブリン酸エステルおよびギ酸エステルの製造
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
WO2007094211A1 (ja) 2006-02-14 2007-08-23 National Institute Of Advanced Industrial Science And Technology 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

Also Published As

Publication number Publication date
CN103237824B (zh) 2015-07-22
JP2014505139A (ja) 2014-02-27
WO2012088126A1 (en) 2012-06-28
EP2655451A1 (en) 2013-10-30
EP2655451B1 (en) 2015-03-11
KR20130141647A (ko) 2013-12-26
KR101845120B1 (ko) 2018-04-03
US20130260149A1 (en) 2013-10-03
US9102774B2 (en) 2015-08-11
CN103237824A (zh) 2013-08-07

Similar Documents

Publication Publication Date Title
JP5932834B2 (ja) 二級アルキル(メタ)アクリレート由来のポリマー
US9908837B2 (en) Method for preparing (meth)acrylates of biobased alcohols and polymers thereof
JP5975979B2 (ja) 2−アルキルアルカノールから誘導される感圧接着剤
US6663978B1 (en) High refractive index pressure-sensitive adhesives
EP1244756B1 (en) High refractive index pressure-sensitive adhesives
US20140377553A1 (en) Pressure-sensitive adhesives with a (meth)acrylic-based elastomeric material
KR20140074957A (ko) (2-아이소프로필-5-메틸)헥실 (메트)아크릴레이트를 사용하여 제조한 (메트)아크릴계 엘라스토머 재료를 가진 감압 접착제
US20050272949A1 (en) High refractive index pressure-sensitive adhesives
US11661536B2 (en) Adhesives comprising polymerized units of secondary hexyl (meth)acrylates
WO2014143690A1 (en) Method for preparing (meth)acrylates of biobased alcohols and polymers thereof

Legal Events

Date Code Title Description
A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20141205

A621 Written request for application examination

Free format text: JAPANESE INTERMEDIATE CODE: A621

Effective date: 20141205

A977 Report on retrieval

Free format text: JAPANESE INTERMEDIATE CODE: A971007

Effective date: 20150916

A131 Notification of reasons for refusal

Free format text: JAPANESE INTERMEDIATE CODE: A131

Effective date: 20150929

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20160104

TRDD Decision of grant or rejection written
A01 Written decision to grant a patent or to grant a registration (utility model)

Free format text: JAPANESE INTERMEDIATE CODE: A01

Effective date: 20160405

A61 First payment of annual fees (during grant procedure)

Free format text: JAPANESE INTERMEDIATE CODE: A61

Effective date: 20160428

R150 Certificate of patent or registration of utility model

Ref document number: 5932834

Country of ref document: JP

Free format text: JAPANESE INTERMEDIATE CODE: R150

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250