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

    • 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
    • C08F220/12—Esters of monohydric alcohols or phenols
    • C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • C08F220/1808—C8-(meth)acrylate, e.g. isooctyl (meth)acrylate or 2-ethylhexyl (meth)acrylate
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J133/00—Adhesives 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
    • C09J133/04—Homopolymers or copolymers of esters
    • C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C67/00—Preparation of carboxylic acid esters
    • C07C67/04—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides onto unsaturated carbon-to-carbon bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/52—Esters of acyclic unsaturated carboxylic acids having the esterified carboxyl group bound to an acyclic carbon atom
    • C07C69/533—Monocarboxylic acid esters having only one carbon-to-carbon double bond
    • C07C69/54—Acrylic acid esters; Methacrylic acid esters
    • 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
    • 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
    • C08F220/12—Esters of monohydric alcohols or phenols
    • C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J133/00—Adhesives 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
    • C09J133/04—Homopolymers or copolymers of esters
    • C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C09J133/08—Homopolymers or copolymers of acrylic acid esters
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J133/00—Adhesives 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
    • C09J133/04—Homopolymers or copolymers of esters
    • C09J133/06—Homopolymers or copolymers of esters of esters containing only carbon, hydrogen and oxygen, the oxygen atom being present only as part of the carboxyl radical
    • C09J133/10—Homopolymers or copolymers of methacrylic acid esters
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J7/00—Adhesives in the form of films or foils
    • C09J7/30—Adhesives in the form of films or foils characterised by the adhesive composition
    • C09J7/38—Pressure-sensitive adhesives [PSA]
    • C09J7/381—Pressure-sensitive adhesives [PSA] based on macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • C09J7/385—Acrylic polymers
    • 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
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00—Technologies relating to chemical industry
    • Y02P20/50—Improvements relating to the production of bulk chemicals
    • Y02P20/582—Recycling of unreacted starting or intermediate materials
    • 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
    • Y10T428/28—Web or sheet containing structurally defined element or component and having an adhesive outermost layer
    • Y10T428/2852—Adhesive compositions
    • Y10T428/2878—Adhesive compositions including addition polymer from unsaturated monomer
    • Y10T428/2891—Adhesive 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 (67)

* 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
US9908837B2 (en) 2013-03-15 2018-03-06 3M Innovative Properties Company Method for preparing (meth)acrylates of biobased alcohols and polymers thereof
BR112015023718B1 (pt) 2013-03-15 2020-10-13 3M Innovative Properties Company método para produzir acrilato de 2-octila e método de fabricação de um adesivo
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
WO2015153987A1 (en) 2014-04-04 2015-10-08 3M Innovative Properties Company Wet and dry surface adhesives
WO2016172277A1 (en) 2015-04-24 2016-10-27 3M Innovative Properties Company Acrylic adhesive compositions and acrylic adhesive tapes which enable clean removal from delicate surfaces
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
CN108064202B (zh) 2015-06-03 2020-09-25 3M创新有限公司 基于丙烯酸的柔性组件层
US10941321B2 (en) 2015-09-30 2021-03-09 3M Innovative Properties Company Curable and cured adhesive compositions
JP6847956B2 (ja) 2015-12-22 2021-03-24 スリーエム イノベイティブ プロパティズ カンパニー オキサレートエステル−ポリアミン熱硬化性組成物
US10232078B2 (en) 2015-12-22 2019-03-19 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
EP3497175B1 (en) 2016-08-12 2022-05-04 3M Innovative Properties Company Wet and dry surface adhesives
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
CN110799613A (zh) 2017-06-30 2020-02-14 3M创新有限公司 干湿表面粘合剂
EP3728504B1 (en) 2017-12-21 2022-01-26 3M Innovative Properties Company Adhesive articles including a cushion layer and a continuous shell layer
WO2019123181A1 (en) 2017-12-21 2019-06-27 3M Innovative Properties Company Adhesive articles including a cushion layer and a discontinuous shell layer
US11661536B2 (en) 2018-02-28 2023-05-30 3M Innovative Properties Company Adhesives comprising polymerized units of secondary hexyl (meth)acrylates
EP3814442A1 (en) 2018-06-29 2021-05-05 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
JP2021534308A (ja) 2018-08-22 2021-12-09 スリーエム イノベイティブ プロパティズ カンパニー 感圧接着剤用硬化性組成物
EP3715432A1 (en) * 2019-03-27 2020-09-30 3M Innovative Properties Company Pressure-sensitive adhesive composition with transparency characteristics
KR102891353B1 (ko) 2019-05-10 2025-11-25 쓰리엠 이노베이티브 프로퍼티즈 컴파니 내유성의 광학 투명 접착제
US12522753B2 (en) 2019-06-03 2026-01-13 3M Innovative Properties Company Release coating compositions for pressure sensitive adhesive articles and methods
US12227936B2 (en) 2019-08-07 2025-02-18 3M Innovative Properties Company Tape, article including tape and composite layer, and related methods
CN114207070B (zh) 2019-08-07 2024-07-30 3M创新有限公司 皮芯长丝和打印粘合剂的方法
EP4017929A4 (en) * 2019-08-19 2023-08-30 3M Innovative Properties Company ADHESIVE TAPES AND METHODS OF USE IN CONSTRUCTION
EP4045547A1 (en) 2019-10-18 2022-08-24 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
CN114901480B (zh) 2019-12-31 2025-02-07 3M创新有限公司 经由湿碰湿处理的多层制品
CN115244150B (zh) 2020-03-06 2024-12-17 3M创新有限公司 通过图案化表面引发的固化而可调节的复合psa/结构粘合剂粘结
WO2021198754A1 (en) 2020-03-31 2021-10-07 3M Innovative Properties Company Acrylic microsphere adhesives and mounting articles including the same
US12692416B2 (en) 2020-08-24 2026-07-28 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
KR20240008840A (ko) 2021-05-18 2024-01-19 쓰리엠 이노베이티브 프로퍼티즈 캄파니 가교결합성 조성물
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
US20250002758A1 (en) 2021-08-19 2025-01-02 3M Innovative Properties Company Single-layer adhesive film and related article
CN118103410A (zh) 2021-09-02 2024-05-28 3M创新有限公司 具有最小凝胶含量的高分子量聚合物的制备
US20260152674A1 (en) * 2021-11-11 2026-06-04 Solventum Intellectual Properties Company Adhesives for Wet or Dry Adhesion
US20250034387A1 (en) 2021-12-08 2025-01-30 3M Innovative Properties Company Spray adhesive composition and related methods
EP4448669A1 (en) 2021-12-16 2024-10-23 3M Innovative Properties Company Adhesive film, adhesive system, and related processes
KR20250017707A (ko) 2022-05-26 2025-02-04 쓰리엠 이노베이티브 프로퍼티즈 캄파니 소수성 오일을 포함하는 아크릴레이트-기반 감압 접착제
CN119421918A (zh) 2022-06-02 2025-02-11 3M创新有限公司 包含表面改性的纳米粒子的泡沫组合物以及相关制品和方法
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
EP4630467A1 (en) 2022-12-06 2025-10-15 3M Innovative Properties Company Composition including particles and two liquid phases and related process
US20260224406A1 (en) 2023-02-24 2026-08-06 Solventum Intellectual Properties Company Medical dressings with thermochromic indicators
EP4727983A1 (en) 2023-06-15 2026-04-22 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
JP2026521182A (ja) 2023-06-15 2026-06-26 スリーエム イノベイティブ プロパティズ カンパニー プライマー組成物、接着剤システム、及び関連プロセス
EP4731723A1 (en) 2023-06-22 2026-04-29 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
EP4780905A1 (en) 2023-09-20 2026-07-29 3M Innovative Properties Company Patterned adhesive
KR20260066174A (ko) 2023-10-20 2026-05-12 쓰리엠 이노베이티브 프로퍼티즈 컴파니 경화성 접착 필름을 포함하는 테이프 및 관련 접착 시스템 및 방법
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
WO2026132925A1 (en) 2024-12-17 2026-06-25 3M Innovative Properties Company Multilayer compositions, multilayer adhesive compositions, and methods of making same
WO2026146436A1 (en) 2024-12-30 2026-07-09 3M Innovative Properties Company Double coated electrically debonding adhesive sheet and related methods

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
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
US5616670A (en) 1993-11-10 1997-04-01 Minnesota Mining And Manufacturing Company Pressure sensitive adhesives with good oily surface adhesion
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
DE60314382T2 (de) 2002-04-01 2008-02-14 E.I. Du Pont De Nemours And Co., Wilmington Herstellung von lävulinsäureestern und ameisensäureestern aus biomasse und olefinen
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
KR101845120B1 (ko) 2018-04-03
EP2655451A1 (en) 2013-10-30
JP2014505139A (ja) 2014-02-27
WO2012088126A1 (en) 2012-06-28
US9102774B2 (en) 2015-08-11
EP2655451B1 (en) 2015-03-11
KR20130141647A (ko) 2013-12-26
US20130260149A1 (en) 2013-10-03
CN103237824A (zh) 2013-08-07
CN103237824B (zh) 2015-07-22

Similar Documents

Publication Publication Date Title
EP2655451B1 (en) Polymers derived from secondary alkyl (meth)acrylates
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
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
CN105713539A (zh) 高折射率压敏粘合剂
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