CA2976436A1 - Cold-tolerant sealants and components thereof - Google Patents
Cold-tolerant sealants and components thereof Download PDFInfo
- Publication number
- CA2976436A1 CA2976436A1 CA2976436A CA2976436A CA2976436A1 CA 2976436 A1 CA2976436 A1 CA 2976436A1 CA 2976436 A CA2976436 A CA 2976436A CA 2976436 A CA2976436 A CA 2976436A CA 2976436 A1 CA2976436 A1 CA 2976436A1
- Authority
- CA
- Canada
- Prior art keywords
- polythioether
- polymer
- polythioether polymer
- formula
- divalent groups
- 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.)
- Abandoned
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/10—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and singly-bound oxygen atoms bound to the same carbon skeleton
- C07C323/11—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and singly-bound oxygen atoms bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
- C07C323/12—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and singly-bound oxygen atoms bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and saturated
-
- 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
- C09J181/00—Adhesives based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing sulfur, with or without nitrogen, oxygen, or carbon only; Adhesives based on polysulfones; Adhesives based on derivatives of such polymers
- C09J181/02—Polythioethers; Polythioether-ethers
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C321/00—Thiols, sulfides, hydropolysulfides or polysulfides
- C07C321/12—Sulfides, hydropolysulfides, or polysulfides having thio groups bound to acyclic carbon atoms
- C07C321/14—Sulfides, hydropolysulfides, or polysulfides having thio groups bound to acyclic carbon atoms of an acyclic saturated carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C321/00—Thiols, sulfides, hydropolysulfides or polysulfides
- C07C321/12—Sulfides, hydropolysulfides, or polysulfides having thio groups bound to acyclic carbon atoms
- C07C321/18—Sulfides, hydropolysulfides, or polysulfides having thio groups bound to acyclic carbon atoms of an acyclic unsaturated carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/10—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and singly-bound oxygen atoms bound to the same carbon skeleton
- C07C323/11—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and singly-bound oxygen atoms bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
- C07C323/14—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and singly-bound oxygen atoms bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton being acyclic and unsaturated
-
- 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
- C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
-
- 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
- C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
- C08G75/02—Polythioethers
-
- 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
- C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
- C08G75/02—Polythioethers
- C08G75/04—Polythioethers from mercapto compounds or metallic derivatives thereof
-
- 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
- C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
- C08G75/02—Polythioethers
- C08G75/04—Polythioethers from mercapto compounds or metallic derivatives thereof
- C08G75/045—Polythioethers from mercapto compounds or metallic derivatives thereof from mercapto compounds and unsaturated compounds
-
- 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
- C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
- C08G75/12—Polythioether-ethers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L81/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing sulfur with or without nitrogen, oxygen or carbon only; Compositions of polysulfones; Compositions of derivatives of such polymers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L81/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing sulfur with or without nitrogen, oxygen or carbon only; Compositions of polysulfones; Compositions of derivatives of such polymers
- C08L81/02—Polythioethers; Polythioether-ethers
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Sealing Material Composition (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
- Epoxy Resins (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201562116019P | 2015-02-13 | 2015-02-13 | |
| US62/116,019 | 2015-02-13 | ||
| PCT/US2016/017347 WO2016130673A1 (en) | 2015-02-13 | 2016-02-10 | Cold-tolerant sealants and components thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2976436A1 true CA2976436A1 (en) | 2016-08-18 |
Family
ID=55587328
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2976436A Abandoned CA2976436A1 (en) | 2015-02-13 | 2016-02-10 | Cold-tolerant sealants and components thereof |
Country Status (8)
| Country | Link |
|---|---|
| US (2) | US10287466B2 (https=) |
| EP (1) | EP3256512B1 (https=) |
| JP (2) | JP6715853B2 (https=) |
| KR (1) | KR20170116114A (https=) |
| CN (1) | CN107207426B (https=) |
| BR (1) | BR112017017414A2 (https=) |
| CA (1) | CA2976436A1 (https=) |
| WO (1) | WO2016130673A1 (https=) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP3347406B1 (en) | 2015-09-10 | 2019-07-03 | 3M Innovative Properties Company | Polymerizable compositions, polymerized compositions, and methods of making and using the same |
| RU2728557C1 (ru) | 2016-11-04 | 2020-07-30 | Прк-Десото Интернэшнл, Инк. | Серосодержащие простые поли(алкенил)эфиры, преполимеры, содержащие серосодержащие простые поли(алкенил)эфиры, и их применение |
| US11584823B2 (en) | 2016-12-13 | 2023-02-21 | 3M Innovative Properties Company | Epoxy stabilization using substituted barbituric acids |
| EP3555169A1 (en) | 2016-12-13 | 2019-10-23 | 3M Innovative Properties Company | Epoxy stabilization using acid-coated nitrogen-containing catalysts, particles, and methods |
| EP3555178A1 (en) | 2016-12-14 | 2019-10-23 | 3M Innovative Properties Company | Sealant tape |
| CN111094398B (zh) | 2017-09-26 | 2023-02-14 | 3M创新有限公司 | 可固化的密封剂组合物、密封帽以及它们的制备和使用方法 |
| EP3720898B1 (en) | 2017-12-07 | 2022-05-11 | Nouryon Chemicals International B.V. | Process for the preparation of a polythioethersulfide |
| WO2019123260A2 (en) | 2017-12-19 | 2019-06-27 | 3M Innovative Properties Company | Multi-part composition having staged viscosity prior to hardening |
| CN111788246B (zh) | 2018-03-16 | 2022-06-10 | 3M创新有限公司 | 组合物、粘结方法和粘结组件 |
| WO2019175714A1 (en) | 2018-03-16 | 2019-09-19 | 3M Innovative Properties Company | Compositions, method of bonding, and assembly |
| US20210252830A1 (en) | 2018-06-15 | 2021-08-19 | 3M Innovative Properties Company | Assemblies and methods of making a shim |
| CN112714776A (zh) | 2018-09-25 | 2021-04-27 | 3M创新有限公司 | 包含含脲二酮的材料、多硫醇和酸性稳定剂的聚合物材料、两部分组合物以及方法 |
| US20210324250A1 (en) | 2018-09-25 | 2021-10-21 | 3M Innovative Properties Company | One-part thermally curable composition |
| EP3877449A1 (en) | 2018-11-09 | 2021-09-15 | 3M Innovative Properties Company | Curable sealant compositions, seal cap, and methods of making and using the same |
| US20220258848A1 (en) | 2019-07-25 | 2022-08-18 | 3M Innovative Properties Company | Methods of shimming an assembly |
| US12428559B2 (en) | 2019-11-15 | 2025-09-30 | 3M Innovative Properties Company | Curable compositions and methods of making and using the same |
| EP4077459B1 (en) | 2019-12-19 | 2026-04-08 | 3M Innovative Properties Company | Two-part compositions including a uretdione-containing material and inorganic filler, products, and methods |
| JP7613861B2 (ja) | 2020-09-23 | 2025-01-15 | サトーホールディングス株式会社 | Rfidラベル及びrfidラベルの使用方法 |
| CN113913150B (zh) * | 2021-11-18 | 2023-03-14 | 中国航发北京航空材料研究院 | 用于飞机钣金件的贴合面密封剂 |
| WO2023180877A1 (en) | 2022-03-21 | 2023-09-28 | 3M Innovative Properties Company | Curable composition, treated backing, coated abrasive articles including the same, and methods of making and using the same |
| EP4496679A1 (en) | 2022-03-21 | 2025-01-29 | 3M Innovative Properties Company | Curable composition, coated abrasive article containing the same, and methods of making and using the same |
| WO2025200154A1 (en) | 2024-03-29 | 2025-10-02 | 3M Innovative Properties Company | Two-part epoxy composition comprising thiol curative, and catalyst |
Family Cites Families (37)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2664414A (en) | 1952-03-08 | 1953-12-29 | Shell Dev | Monomers and polymers of unsaturated thioethers |
| GB1276362A (en) | 1968-05-21 | 1972-06-01 | Aquitaine Petrole | Synthesis of halogenated thioethers |
| CH628074A5 (de) | 1977-03-10 | 1982-02-15 | Ciba Geigy Ag | Haertbare mischungen auf basis von epoxidverbindungen. |
| US4366307A (en) | 1980-12-04 | 1982-12-28 | Products Research & Chemical Corp. | Liquid polythioethers |
| US4609762A (en) | 1984-01-30 | 1986-09-02 | Products Research & Chemical Corp. | Thioethers having a high sulfur content and method therefor |
| JPH0477576A (ja) * | 1990-07-13 | 1992-03-11 | Tatsuta Electric Wire & Cable Co Ltd | 圧電ブザー及びその電極形成用塗料 |
| US5415794A (en) * | 1990-12-28 | 1995-05-16 | Institut Francais Du Petrole | New sulfured compounds, their preparation and their use as additives for lubricating oils |
| FR2671080B1 (fr) | 1990-12-28 | 1994-05-27 | Inst Francais Du Petrole | Nouveaux composes sulfures, leur preparation et leur utilisation comme additifs pour huile lubrifiantes. |
| US5225472A (en) | 1992-05-19 | 1993-07-06 | Courtaulds Aerospace, Inc. | Low viscosity polythiol and method therefor |
| DE69318369T2 (de) | 1992-10-22 | 1999-01-28 | Ajinomoto Co., Inc., Tokio/Tokyo | Polythiol-Epoxidharz-Mischung mit längerer Verarbeitungszeit |
| US5464910A (en) | 1993-12-22 | 1995-11-07 | Shikoku Chemicals Corporation | Epoxy resin adduct combined with a borate ester and phenolic compound |
| US5593795A (en) | 1995-05-01 | 1997-01-14 | Minnesota Mining And Manufacturing Company | Polymer electrolyte composition based upon thiol-ene chemistry |
| US5912319A (en) | 1997-02-19 | 1999-06-15 | Courtaulds Aerospace, Inc. | Compositions and method for producing fuel resistant liquid polythioether polymers with good low temperature flexibility |
| US6372849B2 (en) | 1997-02-19 | 2002-04-16 | Prc-Desoto International, Inc. | Sealants and potting formulations including polymers produced by the reaction of a polythiol and polyvinyl ether monomer |
| US6509418B1 (en) | 1997-02-19 | 2003-01-21 | Prc-Desoto International, Inc. | Sealants and potting formulations including mercapto-terminated polymers produced by the reaction of a polythiol and polyvinyl ether monomer |
| DK0961804T3 (da) * | 1997-02-19 | 2003-10-06 | Prc Desoto Int Inc | Sammensætning og fremgangsmåde til fremstilling af brændstofbestandige flydende polythioetherpolymerer med god fleksibilitet ved lav temperatur |
| US5959071A (en) | 1998-03-31 | 1999-09-28 | Courtaulds Aerospace, Inc. | Composition and method for producing polythioethers having pendent methyl chains |
| AU4710400A (en) | 1999-05-10 | 2000-11-21 | 3M Innovative Properties Company | Compositions for making ene-thiol elastomers |
| BR0109263A (pt) | 2000-03-09 | 2002-12-03 | Pbt Brands Inc | Polìmeros de resistência elevada e vedantes aeroespaciais desses |
| AU2001276841A1 (en) * | 2000-06-30 | 2002-01-14 | Prc-Desoto International, Inc. | Sealants and potting formulations including mercapto-terminated polymers produced by the reaction of polythiol and polyvinyl ether monomer |
| US7097883B2 (en) * | 2003-06-05 | 2006-08-29 | Ppg Industries Ohio, Inc. | Low temperature liquid polythioether polymers |
| US7622548B2 (en) | 2003-07-11 | 2009-11-24 | Prc Desoto International, Inc. | Epoxy- or amine/hydroxy-capped polythioethers |
| US20050010003A1 (en) * | 2003-07-11 | 2005-01-13 | Prc-Desoto International, Inc. | Epoxy-capped polythioethers |
| JP4569129B2 (ja) | 2004-03-04 | 2010-10-27 | 三菱化学株式会社 | リチウム二次電池用非水系電解液及びそれを用いたリチウム二次電池 |
| US7390859B2 (en) | 2005-02-08 | 2008-06-24 | Ppg Industries Ohio, Inc. | Compositions and methods of making compositions exhibiting fuel resistance |
| US8349951B2 (en) | 2005-05-31 | 2013-01-08 | Prc Desoto International, Inc. | Polythioether polymers and curable compositions containing them |
| US20070096396A1 (en) | 2005-10-27 | 2007-05-03 | Sawant Suresh G | Dimercaptan terminated polythioether polymers and methods for making and using the same |
| KR101029908B1 (ko) | 2006-05-05 | 2011-04-18 | 피피지 인더스트리즈 오하이오 인코포레이티드 | 싸이오에터 작용성 올리고머성 폴리싸이올로부터 제조된 조성물 및 제품 |
| BRPI0809416A2 (pt) | 2007-03-28 | 2014-09-16 | Contech Entpr Inc | Composto com atividade detentoea e repelente de artrópode estoparasita que se alimenta de sangue, composição, e, método para sintetizar um composto |
| US7879955B2 (en) | 2007-05-01 | 2011-02-01 | Rao Chandra B | Compositions including a polythioether |
| US7875666B2 (en) | 2008-04-24 | 2011-01-25 | Prc-De Soto International, Inc. | Thioethers, methods for their preparation, and compositions including such thioethers |
| JP4561937B2 (ja) | 2008-11-07 | 2010-10-13 | 横浜ゴム株式会社 | 1液型熱硬化性エポキシ樹脂組成物 |
| TWI586749B (zh) | 2010-11-19 | 2017-06-11 | 漢高日本股份有限公司 | 單組分環氧樹脂組成物 |
| CN103282401A (zh) | 2011-01-05 | 2013-09-04 | 纳美仕有限公司 | 树脂组合物 |
| US9056949B2 (en) * | 2013-06-21 | 2015-06-16 | Prc-Desoto International, Inc. | Michael addition curing chemistries for sulfur-containing polymer compositions employing bis(sulfonyl)alkanols |
| US9062139B2 (en) * | 2013-03-15 | 2015-06-23 | Prc-Desoto International, Inc. | Sulfone-containing polythioethers, compositions thereof, and methods of synthesis |
| BR112017013742A2 (pt) * | 2014-12-23 | 2018-03-13 | 3M Innovative Properties Co | politioéter de cura dupla |
-
2016
- 2016-02-10 CA CA2976436A patent/CA2976436A1/en not_active Abandoned
- 2016-02-10 JP JP2017542145A patent/JP6715853B2/ja active Active
- 2016-02-10 BR BR112017017414-6A patent/BR112017017414A2/pt not_active Application Discontinuation
- 2016-02-10 WO PCT/US2016/017347 patent/WO2016130673A1/en not_active Ceased
- 2016-02-10 KR KR1020177025323A patent/KR20170116114A/ko not_active Withdrawn
- 2016-02-10 EP EP16711038.6A patent/EP3256512B1/en active Active
- 2016-02-10 US US15/545,849 patent/US10287466B2/en not_active Expired - Fee Related
- 2016-02-10 CN CN201680009517.4A patent/CN107207426B/zh not_active Expired - Fee Related
-
2019
- 2019-05-01 US US16/400,092 patent/US10544339B2/en active Active
-
2020
- 2020-06-10 JP JP2020100997A patent/JP6972238B2/ja active Active
Also Published As
| Publication number | Publication date |
|---|---|
| CN107207426A (zh) | 2017-09-26 |
| KR20170116114A (ko) | 2017-10-18 |
| EP3256512A1 (en) | 2017-12-20 |
| JP2020158778A (ja) | 2020-10-01 |
| BR112017017414A2 (pt) | 2018-04-03 |
| US10544339B2 (en) | 2020-01-28 |
| US20190256752A1 (en) | 2019-08-22 |
| JP6715853B2 (ja) | 2020-07-01 |
| CN107207426B (zh) | 2020-02-14 |
| US10287466B2 (en) | 2019-05-14 |
| JP2018506543A (ja) | 2018-03-08 |
| US20180016480A1 (en) | 2018-01-18 |
| WO2016130673A1 (en) | 2016-08-18 |
| JP6972238B2 (ja) | 2021-11-24 |
| EP3256512B1 (en) | 2022-07-20 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Discontinued |
Effective date: 20210831 |