CN102712665B - 含硅氧烷并含氟碳的可湿固化化合物及自其形成的聚合物 - Google Patents

含硅氧烷并含氟碳的可湿固化化合物及自其形成的聚合物 Download PDF

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Publication number
CN102712665B
CN102712665B CN201080059609.6A CN201080059609A CN102712665B CN 102712665 B CN102712665 B CN 102712665B CN 201080059609 A CN201080059609 A CN 201080059609A CN 102712665 B CN102712665 B CN 102712665B
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alkyl
integer
independently
moisture
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CN102712665A (zh
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理查德·G·汉森
戴维·S·海斯
苏雷什·S·耶尔
约翰·W·弗兰克
拉梅什·C·库玛
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3M Innovative Properties Co
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/0834—Compounds having one or more O-Si linkage
    • C07F7/0838—Compounds with one or more Si-O-Si sequences
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04—Polysiloxanes
    • C08G77/38—Polysiloxanes modified by chemical after-treatment
    • C08G77/382—Polysiloxanes modified by chemical after-treatment containing atoms other than carbon, hydrogen, oxygen or silicon
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/002—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from unsaturated compounds
    • C08G65/005—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from unsaturated compounds containing halogens
    • C08G65/007—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from unsaturated compounds containing halogens containing fluorine
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G65/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G65/02—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule from cyclic ethers by opening of the heterocyclic ring
    • C08G65/32—Polymers modified by chemical after-treatment
    • C08G65/329—Polymers modified by chemical after-treatment with organic compounds
    • C08G65/336—Polymers modified by chemical after-treatment with organic compounds containing silicon
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/42—Block-or graft-polymers containing polysiloxane sequences
    • C08G77/452—Block-or graft-polymers containing polysiloxane sequences containing nitrogen-containing sequences
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/42—Block-or graft-polymers containing polysiloxane sequences
    • C08G77/46—Block-or graft-polymers containing polysiloxane sequences containing polyether sequences
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
    • C08L83/04—Polysiloxanes
    • 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
    • C09J183/00—Adhesives based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Adhesives based on derivatives of such polymers
    • C09J183/04—Polysiloxanes
    • 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
    • C09J183/00—Adhesives based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Adhesives based on derivatives of such polymers
    • C09J183/10—Block or graft copolymers containing polysiloxane sequences
    • 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
    • C09J183/00—Adhesives based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon, with or without sulfur, nitrogen, oxygen, or carbon only; Adhesives based on derivatives of such polymers
    • C09J183/10—Block or graft copolymers containing polysiloxane sequences
    • C09J183/12—Block or graft copolymers containing polysiloxane sequences containing polyether sequences
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G2650/00—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule
    • C08G2650/28—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule characterised by the polymer type
    • C08G2650/46—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule characterised by the polymer type containing halogen
    • C08G2650/48—Macromolecular compounds obtained by reactions forming an ether link in the main chain of the macromolecule characterised by the polymer type containing halogen containing fluorine, e.g. perfluropolyethers
    • 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
    • Y10T83/00—Cutting
    • Y10T83/929—Tool or tool with support

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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)
  • General Chemical & Material Sciences (AREA)
  • Silicon Polymers (AREA)
  • Polyamides (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Adhesive Tapes (AREA)
  • Adhesives Or Adhesive Processes (AREA)
CN201080059609.6A 2009-12-30 2010-12-20 含硅氧烷并含氟碳的可湿固化化合物及自其形成的聚合物 Expired - Fee Related CN102712665B (zh)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US29092509P 2009-12-30 2009-12-30
US61/290,925 2009-12-30
PCT/US2010/061260 WO2011090643A2 (en) 2009-12-30 2010-12-20 Moisture-curable siloxane-containing and fluorocarbon-containing compounds and polymers formed therefrom

Publications (2)

Publication Number Publication Date
CN102712665A CN102712665A (zh) 2012-10-03
CN102712665B true CN102712665B (zh) 2015-12-09

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US (1) US8609787B2 (enExample)
EP (1) EP2519529B1 (enExample)
JP (1) JP5635622B2 (enExample)
KR (1) KR101788345B1 (enExample)
CN (1) CN102712665B (enExample)
WO (1) WO2011090643A2 (enExample)

Families Citing this family (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR101788345B1 (ko) * 2009-12-30 2017-10-19 쓰리엠 이노베이티브 프로퍼티즈 캄파니 습기-경화형 실록산-함유 및 플루오로탄소-함유 화합물 및 그로부터 형성되는 중합체
CN102695712B (zh) * 2009-12-30 2015-11-25 3M创新有限公司 湿固化硅氧烷和硅氧烷聚合物
EP2519564B1 (en) * 2009-12-30 2014-10-22 3M Innovative Properties Company Copolymers with perfluorpolyether segment and polydiorganosiloxane segment
EP2562768B1 (en) * 2011-08-26 2014-04-23 Borealis AG Cable comprising a silane crosslinkable polymer composition
DE102013113577B4 (de) * 2013-12-05 2022-10-06 Saf-Holland Gmbh Abrollkolben
CN104734106B (zh) * 2013-12-19 2018-03-23 泰科电子(上海)有限公司 将冷缩式终端安装在电力电缆上的方法和冷缩式终端组件
WO2015100194A1 (en) * 2013-12-27 2015-07-02 3M Innovative Properties Company Moisture-curable, semi-crystalline (meth)acrylic oligomers and methods of making and using same in adhesive articles
EP3237496B1 (en) * 2014-12-22 2019-01-30 3M Innovative Properties Company Free radically polymerizable siloxanes and siloxane polymers
WO2018005040A1 (en) * 2016-06-27 2018-01-04 3M Innovative Properties Company Fluorochemical piperazine carboxamides
CN109196022B (zh) * 2017-04-07 2021-03-19 瓦克化学股份公司 制备草酰胺官能的硅氧烷的方法
JP7379331B2 (ja) 2017-10-26 2023-11-14 スリーエム イノベイティブ プロパティズ カンパニー 画像層を有する可撓性研磨物品
CN111492022B (zh) * 2017-12-13 2022-11-08 瓦克化学股份公司 有机硅共聚物、其生产及其在处理纤维基材中的用途
CN112041375B (zh) * 2018-07-30 2022-03-29 瓦克化学股份公司 用于制备草酰胺官能的硅氧烷的方法
US11254838B2 (en) 2019-03-29 2022-02-22 Ppg Industries Ohio, Inc. Single component hydrophobic coating
KR102813953B1 (ko) 2019-05-29 2025-05-27 와커 헤미 아게 예비가교된 오르가노폴리실록산의 수성 분산액
CN115427522B (zh) * 2020-04-22 2024-05-28 爱克发有限公司 水性树脂粒子分散体
JP7556052B2 (ja) * 2020-05-11 2024-09-25 ワッカー ケミー アクチエンゲゼルシャフト 着色剤を含む組成物、該組成物を調製するための方法及びそれらの使用
KR102298513B1 (ko) * 2020-05-29 2021-09-07 주식회사 케이씨씨실리콘 습기경화형 실록산 조성물
CN118201982A (zh) * 2022-08-18 2024-06-14 10X基因组学有限公司 具有含氟二醇添加剂的液滴形成装置和方法

Family Cites Families (44)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2676182A (en) 1950-09-13 1954-04-20 Dow Corning Copolymeric siloxanes and methods of preparing them
US3250807A (en) 1963-08-23 1966-05-10 Du Pont Dicarboxylic acids of fluorocarbon ethers and fluorides, esters, amides and salts thereof
US4085137A (en) * 1969-03-10 1978-04-18 Minnesota Mining And Manufacturing Company Poly(perfluoroalkylene oxide) derivatives
US3810874A (en) 1969-03-10 1974-05-14 Minnesota Mining & Mfg Polymers prepared from poly(perfluoro-alkylene oxide) compounds
US3627851A (en) 1970-10-23 1971-12-14 Dow Corning Flexible coating composition
BE786656A (fr) 1971-07-30 1973-01-24 Ici Ltd Siloxanes
US3890269A (en) 1972-08-11 1975-06-17 Stauffer Chemical Co Process for preparing aminofunctional polysiloxane polymers
US4119615A (en) * 1976-09-24 1978-10-10 Texaco Development Corporation Thermoplastic adhesive polyoxamide from polyoxypropylene polyamine
JPS61195129A (ja) 1985-02-22 1986-08-29 Toray Silicone Co Ltd 有機けい素重合体の製造方法
US4661577A (en) 1985-10-01 1987-04-28 General Electric Company Aminofunctional polysiloxanes
US4842902A (en) * 1986-06-04 1989-06-27 Dow Corning Corporation Pressure sensitive adhesive release liner
US5512650A (en) 1986-06-20 1996-04-30 Minnesota Mining And Manufacturing Company Block copolymer, method of making the same, diamine precursors of the same, method of making such diamines and end products comprising the block copolymer
US5214119A (en) 1986-06-20 1993-05-25 Minnesota Mining And Manufacturing Company Block copolymer, method of making the same, dimaine precursors of the same, method of making such diamines and end products comprising the block copolymer
GB8615862D0 (en) 1986-06-28 1986-08-06 Dow Corning Ltd Making siloxane resins
DE3717073A1 (de) 1987-05-21 1988-12-08 Wacker Chemie Gmbh Siliconharzpulver und verfahren zu deren herstellung
US5026890A (en) 1988-05-20 1991-06-25 General Electric Company Method and intermediates for preparation of bis(aminoalkyl)polydiorganosiloxanes
JP2635107B2 (ja) * 1988-07-01 1997-07-30 東芝シリコーン株式会社 室温硬化性組成物
JPH0813888B2 (ja) 1988-07-27 1996-02-14 信越化学工業株式会社 シリコーン樹脂およびその製造方法
GB8906626D0 (en) 1989-03-22 1989-05-04 Dow Corning Method of making organosiloxane resins
JP2684130B2 (ja) 1991-08-15 1997-12-03 信越化学工業株式会社 アミノ基含有ポリシロキサンの製造方法
JPH0551459A (ja) 1991-08-22 1993-03-02 Toray Dow Corning Silicone Co Ltd 有機ケイ素重合体の製造方法
US5248739A (en) 1991-10-18 1993-09-28 Dow Corning Corporation Silicone pressure sensitive adhesives having enhanced adhesion to low energy substrates
JP2666661B2 (ja) 1992-06-18 1997-10-22 信越化学工業株式会社 オルガノポリシロキサンパウダーの製造方法
US5319040A (en) 1993-03-12 1994-06-07 General Electric Company Method for making substantially silanol-free silicone resin powder, product and use
US6355759B1 (en) * 1996-04-25 2002-03-12 3M Innovative Properties Company Polydiorganosiloxane polyurea segmented copolymers and a process for making same
US6441118B2 (en) * 1996-04-25 2002-08-27 3M Innovative Properties Company Polydiorganosiloxane oligourea segmented copolymers and a process for making same
US6407195B2 (en) 1996-04-25 2002-06-18 3M Innovative Properties Company Tackified polydiorganosiloxane oligourea segmented copolymers and a process for making same
WO1998040439A1 (en) * 1997-03-14 1998-09-17 Minnesota Mining And Manufacturing Company Cure-on-demand, moisture-curable compositions having reactive silane functionality
DE10049183C1 (de) 2000-10-05 2002-01-17 Consortium Elektrochem Ind Cyclische Silazane
DE10113980A1 (de) * 2001-03-22 2002-10-02 Consortium Elektrochem Ind Silanterminiertes Polydiorganosiloxan-Urethan-Copolymer
ITMI20021734A1 (it) * 2002-08-01 2004-02-02 Ausimont S P A Ora Solvay Solexis Spa Processo per la preparazione di perfluoropolieteri con terminali aldeidici, alcolici, amminici mediante riduzione catalitica.
US6923921B2 (en) 2002-12-30 2005-08-02 3M Innovative Properties Company Fluorinated polyether compositions
JP4916877B2 (ja) 2003-04-03 2012-04-18 ダウ・コーニング・コーポレイション 湿気硬化型オルガノシロキサン組成物
US7288619B2 (en) * 2004-05-07 2007-10-30 3M Innovative Properties Company Fluorinated polyether polyamine and method of making the same
GB0515052D0 (en) 2005-07-22 2005-08-31 Dow Corning Organosiloxane compositions
US7371464B2 (en) * 2005-12-23 2008-05-13 3M Innovative Properties Company Adhesive compositions
US20070149745A1 (en) 2005-12-23 2007-06-28 3M Innovative Properties Company Polydiorganosiloxane-containing materials with oxalylamino groups
US7501184B2 (en) * 2005-12-23 2009-03-10 3M Innovative Properties Company Polydiorganosiloxane polyoxamide copolymers
US20080318065A1 (en) 2007-06-22 2008-12-25 Sherman Audrey A Mixtures of polydiorganosiloxane polyamide-containing components and organic polymers
US8063166B2 (en) * 2007-06-22 2011-11-22 3M Innovative Properties Company Polydiorganosiloxane polyamide copolymers having organic soft segments
US8907046B2 (en) * 2009-12-30 2014-12-09 3M Innovative Properties Company Copolymers with perfluoropolyether segment and multiple aminooxalylamino groups
US8907120B2 (en) * 2009-12-30 2014-12-09 3M Innovative Properties Company Perfluoropolyether-containing compounds with oxalylamino groups
EP2519563B1 (en) * 2009-12-30 2013-11-06 3M Innovative Properties Company Methods of making polydiorganosiloxane polyoxamide copolymers
KR101788345B1 (ko) * 2009-12-30 2017-10-19 쓰리엠 이노베이티브 프로퍼티즈 캄파니 습기-경화형 실록산-함유 및 플루오로탄소-함유 화합물 및 그로부터 형성되는 중합체

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Publication number Publication date
WO2011090643A2 (en) 2011-07-28
CN102712665A (zh) 2012-10-03
EP2519529A2 (en) 2012-11-07
EP2519529B1 (en) 2015-10-21
US20130012667A1 (en) 2013-01-10
JP5635622B2 (ja) 2014-12-03
JP2013516514A (ja) 2013-05-13
KR20120120258A (ko) 2012-11-01
KR101788345B1 (ko) 2017-10-19
US8609787B2 (en) 2013-12-17
WO2011090643A3 (en) 2011-11-24
EP2519529A4 (en) 2014-06-11

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