WO2012003152A1 - Curable-on-demand composition comprising dual reactive silane functionality - Google Patents

Curable-on-demand composition comprising dual reactive silane functionality Download PDF

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Publication number
WO2012003152A1
WO2012003152A1 PCT/US2011/041993 US2011041993W WO2012003152A1 WO 2012003152 A1 WO2012003152 A1 WO 2012003152A1 US 2011041993 W US2011041993 W US 2011041993W WO 2012003152 A1 WO2012003152 A1 WO 2012003152A1
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WIPO (PCT)
Prior art keywords
combinations
composition
diazabicyclo
fluorinated
alkyl
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.)
Ceased
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PCT/US2011/041993
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English (en)
French (fr)
Inventor
Yu Yang
Michael A. Semonick
George G I. Moore
Larry D. Boardman
John L. Battiste
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
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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
Priority to CN201180032966.8A priority Critical patent/CN102971380B/zh
Priority to EP11733942.4A priority patent/EP2588537A1/en
Priority to US13/807,336 priority patent/US8968868B2/en
Priority to JP2013518528A priority patent/JP5925201B2/ja
Publication of WO2012003152A1 publication Critical patent/WO2012003152A1/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/06Phosphorus compounds without P—C bonds
    • C07F9/062Organo-phosphoranes without P-C bonds
    • C07F9/065Phosphoranes containing the structure P=N-
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L83/00Compositions 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
    • C08L83/04Polysiloxanes
    • C08L83/06Polysiloxanes containing silicon bound to oxygen-containing groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/547Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/553Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
    • C07F9/572Five-membered rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/547Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6564Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms
    • C07F9/6581Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and nitrogen atoms with or without oxygen or sulfur atoms, as ring hetero atoms
    • C07F9/6584Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and nitrogen atoms with or without oxygen or sulfur atoms, as ring hetero atoms having one phosphorus atom as ring hetero atom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/547Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6564Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms
    • C07F9/6581Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and nitrogen atoms with or without oxygen or sulfur atoms, as ring hetero atoms
    • C07F9/6584Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus and nitrogen atoms with or without oxygen or sulfur atoms, as ring hetero atoms having one phosphorus atom as ring hetero atom
    • C07F9/65842Cyclic amide derivatives of acids of phosphorus, in which one nitrogen atom belongs to the ring
    • C07F9/65846Cyclic amide derivatives of acids of phosphorus, in which one nitrogen atom belongs to the ring the phosphorus atom being part of a six-membered ring which may be condensed with another ring system
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L83/00Compositions 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
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08LCOMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L83/00Compositions 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
    • C08L83/04Polysiloxanes
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D183/00Coating compositions 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; Coating compositions based on derivatives of such polymers
    • C09D183/04Polysiloxanes
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D183/00Coating compositions 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; Coating compositions based on derivatives of such polymers
    • C09D183/04Polysiloxanes
    • C09D183/06Polysiloxanes containing silicon bound to oxygen-containing groups
    • 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
    • C09J183/00Adhesives 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
    • C09J183/04Polysiloxanes
    • 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]
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04Polysiloxanes
    • C08G77/12Polysiloxanes containing silicon bound to hydrogen
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G77/00Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04Polysiloxanes
    • C08G77/14Polysiloxanes containing silicon bound to oxygen-containing groups
    • C08G77/16Polysiloxanes containing silicon bound to oxygen-containing groups to hydroxyl groups
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/49Phosphorus-containing compounds
    • C08K5/5399Phosphorus bound to nitrogen
    • 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
    • Y10T428/2809Web or sheet containing structurally defined element or component and having an adhesive outermost layer including irradiated or wave energy treated component

Definitions

  • At least one inorganic or organic compound comprising reactive silane functionality comprising at least one hydroxysilyl moiety that is, a monovalent moiety comprising a hydroxyl group bonded directly to a silicon atom, the hydroxysilyl moiety optionally being generated in situ by hydrolysis of at least one hydrosilyl moiety;
  • reactive silane functionality can be introduced to inorganic or organic compounds (for example, polymers) by reaction (for example, by free radical addition) of a compound having at least one unsaturated (for example, vinyl) group with a compound having both a mercapto group and reactive silane functionality.
  • An inorganic or organic compound having at least one isocyanato group can also be reacted with a compound having both an active hydrogen-containing group and reactive silane functionality.
  • Photoactivatable compositions that generate self-protonatable forms of the bases generally are less suitable and therefore excluded, as such forms of the bases are self-neutralized.
  • Preferred photoactivatable compositions include those that, upon exposure to radiation, generate at least one base selected from amidines, guanidines, and combinations thereof (more preferably, amidines and combinations thereof; most preferably, cyclic amidines and combinations thereof).
  • R 2 and R 3 are each independently selected from hydrogen, Ci -C 18 alkyl, phenyl, substituted phenyl (that is, substituted one or more times by at least one monovalent group selected from Ci -C 18 alkyl, -CN, -ORi 2 , -SRi 2 , halogen, Ci -C 18 haloalkyl, and combinations thereof), and combinations thereof;
  • R5 is selected from Ci - Ci8 alkyl, -NRg R , and combinations thereof;
  • R 4 , R 6 , R7 , Rs , R9 , Rio and Rn are each independently selected from hydrogen, Ci -C 18 alkyl, and combinations thereof; or R 4 and Re together form a C 2 -C 12 alkylene
  • NaBH 4 solution (1.58 g, 5.1 mmol, 4.4M NaBH 4 in 14M NaOH solution, obtained from Alfa Aesar, Ward Hill, MA) was diluted with 10 mL water. Then, 15 mL t-butyl methyl ether (t-BuOMe) was added to the diluted solution, and the resulting mixture was magnetically stirred and cooled to 3°C. To the cooled mixture was added 3.23 g of the 8- benzyl salt of DBU prepared as described above.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Paints Or Removers (AREA)
  • Coating Of Shaped Articles Made Of Macromolecular Substances (AREA)
  • Laminated Bodies (AREA)
PCT/US2011/041993 2010-06-30 2011-06-27 Curable-on-demand composition comprising dual reactive silane functionality Ceased WO2012003152A1 (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
CN201180032966.8A CN102971380B (zh) 2010-06-30 2011-06-27 包含双反应性硅烷官能团的可按需固化组合物
EP11733942.4A EP2588537A1 (en) 2010-06-30 2011-06-27 Curable-on-demand composition comprising dual reactive silane functionality
US13/807,336 US8968868B2 (en) 2010-06-30 2011-06-27 Curable-on-demand composition comprising dual reactive silane functionality
JP2013518528A JP5925201B2 (ja) 2010-06-30 2011-06-27 二重反応性シラン官能基を含むオンデマンド型硬化性組成物

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US36000710P 2010-06-30 2010-06-30
US36006810P 2010-06-30 2010-06-30
US61/360,007 2010-06-30
US61/360,068 2010-06-30

Publications (1)

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WO2012003152A1 true WO2012003152A1 (en) 2012-01-05

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PCT/US2011/041993 Ceased WO2012003152A1 (en) 2010-06-30 2011-06-27 Curable-on-demand composition comprising dual reactive silane functionality
PCT/US2011/042006 Ceased WO2012003153A1 (en) 2010-06-30 2011-06-27 Curable-on-demand polysiloxane coating composition

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PCT/US2011/042006 Ceased WO2012003153A1 (en) 2010-06-30 2011-06-27 Curable-on-demand polysiloxane coating composition

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US (2) US8968869B2 (OSRAM)
EP (2) EP2588536A1 (OSRAM)
JP (2) JP2013532223A (OSRAM)
CN (2) CN102971380B (OSRAM)
WO (2) WO2012003152A1 (OSRAM)

Cited By (8)

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US8841399B2 (en) 2010-06-30 2014-09-23 3M Innovative Properties Company Curable composition comprising dual reactive silane functionality
US8840993B2 (en) 2010-06-30 2014-09-23 3M Innovative Properties Company Curable polysiloxane coating composition
US8968868B2 (en) 2010-06-30 2015-03-03 3M Innovative Properties Company Curable-on-demand composition comprising dual reactive silane functionality
US9006336B2 (en) 2011-12-29 2015-04-14 3M Innovative Properties Company Curable polysiloxane coating composition
US9006357B2 (en) 2011-12-29 2015-04-14 3M Innovative Properties Company Curable polysiloxane composition
US9035008B2 (en) 2011-12-29 2015-05-19 3M Innovative Properties Company Curable-on-demand polysiloxane coating composition
US10364382B2 (en) 2011-12-29 2019-07-30 3M Innovative Properties Company Curable polysiloxane compositions and pressure sensitive adhesives made therefrom
US12473467B2 (en) 2020-01-07 2025-11-18 3M Innovative Properties Company Polyurethane-based UV-curable composition, adhesive film comprising the same, adhesive tape and bonded member

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US9250171B2 (en) 2012-05-09 2016-02-02 H.B. Fuller Company Kit for performing adhesive audits and a method for doing the same
JP6243922B2 (ja) * 2013-10-10 2017-12-06 信越化学工業株式会社 室温硬化性樹脂組成物
JP6323225B2 (ja) * 2013-11-01 2018-05-16 セントラル硝子株式会社 ポジ型感光性樹脂組成物、それを用いた膜の製造方法および電子部品
EP3090008A4 (en) * 2013-12-31 2017-10-18 3M Innovative Properties Company Curable organosiloxane oligomer compositions
EP3168275A4 (en) * 2014-07-10 2018-03-07 Dow Corning Toray Co., Ltd. Delamination control agent, silicone delamination agent composition containing same, delamination sheet, and laminate body
CN105623506B (zh) * 2015-12-31 2018-09-28 砺剑防务技术集团有限公司 陶瓷基复合涂层及其制备方法
US10266794B2 (en) 2016-02-18 2019-04-23 Ecolab Usa Inc. Solvent application in bottle wash using amidine based formulas
WO2018026648A1 (en) * 2016-08-05 2018-02-08 Seabourne Solutions Polymeric coatings for metal surfaces
JP6668288B2 (ja) * 2017-04-04 2020-03-18 メルク、パテント、ゲゼルシャフト、ミット、ベシュレンクテル、ハフツングMerck Patent GmbH 膜形成組成物
TW201905139A (zh) * 2017-06-23 2019-02-01 日商道康寧東麗股份有限公司 矽黏著劑用剝離劑組成物以及剝離薄膜
WO2019079366A1 (en) 2017-10-19 2019-04-25 Dow Silicones Corporation PRESSURE-SENSITIVE ADHESIVE COMPOSITION AND METHODS OF PREPARATION AND USE IN FLEXIBLE ORGANIC ELECTROLUMINESCENT DIODE APPLICATIONS
EP3524582A1 (en) * 2018-02-08 2019-08-14 Surfix B.V. Process for modification of a solid surface
EP3578612A1 (en) * 2018-06-08 2019-12-11 3M Innovative Properties Company Polysiloxane-based protective coating composition for hard surfaces
CN113490723A (zh) * 2019-02-27 2021-10-08 关西涂料株式会社 热固性涂料组合物以及涂装物品
CN113924344B (zh) 2019-06-04 2023-07-14 美国陶氏有机硅公司 作为用于Si-H和Si-O-Si之间的反应的热触发剂的桥联受阻路易斯对
KR20220016905A (ko) 2019-06-04 2022-02-10 다우 실리콘즈 코포레이션 Si-H와 알파-베타 불포화된 에스테르의 반응을 위한 열 트리거로서의 가교된 불완전 루이스 쌍
EP3980429B1 (en) 2019-06-04 2023-05-10 Dow Silicones Corporation Bridged frustrated lewis pairs as thermal trigger for reactions between si-h and si-or
EP3980428B1 (en) 2019-06-04 2023-04-26 Dow Silicones Corporation Thermally initiated acid catalyzed reaction between silyl hydride and alpha-beta unsaturated esters
JP7560490B2 (ja) 2019-06-04 2024-10-02 ダウ シリコーンズ コーポレーション Si-Hとエポキシドとの反応のための熱誘発としての架橋型フラストレイテッドルイスペア
CN113924330B (zh) 2019-06-04 2023-01-24 美国陶氏有机硅公司 甲硅烷基氢化物与甲硅烷基醚和/或硅烷醇之间的热引发的酸催化反应
KR20220016899A (ko) 2019-06-04 2022-02-10 다우 실리콘즈 코포레이션 실릴 수소화물과 실록산의 열적으로 개시된 산 촉매화된 반응
WO2021000280A1 (en) * 2019-07-03 2021-01-07 Dow Silicones Corporation Silicone pressure sensitive adhesive composition containing a fluorosilicone additive and methods for the preparation and use thereof
JP7678751B2 (ja) * 2019-08-13 2025-05-16 ダウ・東レ株式会社 感圧接着層形成性オルガノポリシロキサン組成物およびその使用
CN111193068B (zh) * 2020-02-16 2021-02-05 徐州宝盈新能源科技有限公司 一种锂电池电解液用聚磷腈复合阻燃添加剂及制备方法
CN111518395B (zh) * 2020-06-01 2022-02-22 福州力天纺织有限公司 一种改性硅橡胶、硅橡胶纺织品及其应用
WO2021247210A1 (en) 2020-06-04 2021-12-09 Dow Silicones Corporation Epoxy-curable silicone release coating composition and methods for its preparation and use
NO347925B1 (en) * 2021-07-07 2024-05-13 Nanize As Polysilazane compositions

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