WO2008051241A3 - Shape memory cyanate ester copolymers - Google Patents
Shape memory cyanate ester copolymers Download PDFInfo
- Publication number
- WO2008051241A3 WO2008051241A3 PCT/US2006/045088 US2006045088W WO2008051241A3 WO 2008051241 A3 WO2008051241 A3 WO 2008051241A3 US 2006045088 W US2006045088 W US 2006045088W WO 2008051241 A3 WO2008051241 A3 WO 2008051241A3
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- cyanate ester
- shape memory
- terminated
- smp
- reacted
- Prior art date
Links
Classifications
-
- 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
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/0622—Polycondensates containing six-membered rings, not condensed with other rings, with nitrogen atoms as the only ring hetero atoms
- C08G73/0638—Polycondensates containing six-membered rings, not condensed with other rings, with nitrogen atoms as the only ring hetero atoms with at least three nitrogen atoms in the ring
- C08G73/065—Preparatory processes
- C08G73/0655—Preparatory processes from polycyanurates
Abstract
This disclosure covers a new methodology to produce high performance, high temperature, thermoset resins having shape memory characteristics based on cyanate ester resins. This methodology is based on pericyclic polycyclotrimerizations by utilizing a heretofore unknown polymerization mechanism based on equilibrium controlled condensation and cyclization. A monofunctional cyanate ester resin is reacted with at least one molecule terminated with a moiety containing an active hydrogen. One example of molecules with a moiety terminated with an active hydrogen are amine terminated dimethylsiloxane. The resulting compound is heated and reacted with a difunctional cyanate ester resin and cured. The Tg of the final Cyanate Ester SMP can be matched to specific requirements by adjusting the ratio of the previous said elements and/or the addition of other agents to adjust the physical properties of the final Cyanate Ester SMP.
Priority Applications (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US12/090,460 US20100137554A1 (en) | 2005-11-22 | 2006-11-21 | Shape memory cyanate ester copolymers |
EP06851766A EP1979397B1 (en) | 2005-11-22 | 2006-11-22 | Shape memory cyanate ester copolymers |
AT06851766T ATE523563T1 (en) | 2005-11-22 | 2006-11-22 | SHAPE MEMORY CYANATESTER COPOLYMERS |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US73893805P | 2005-11-22 | 2005-11-22 | |
US60/738,938 | 2005-11-22 |
Publications (2)
Publication Number | Publication Date |
---|---|
WO2008051241A2 WO2008051241A2 (en) | 2008-05-02 |
WO2008051241A3 true WO2008051241A3 (en) | 2008-09-18 |
Family
ID=39325060
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/US2006/045088 WO2008051241A2 (en) | 2005-11-22 | 2006-11-22 | Shape memory cyanate ester copolymers |
Country Status (4)
Country | Link |
---|---|
US (1) | US20100137554A1 (en) |
EP (1) | EP1979397B1 (en) |
AT (1) | ATE523563T1 (en) |
WO (1) | WO2008051241A2 (en) |
Families Citing this family (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US8974217B2 (en) | 2010-11-11 | 2015-03-10 | Spirit Aerosystems, Inc. | Reconfigurable shape memory polymer tooling supports |
US8877114B2 (en) | 2010-11-11 | 2014-11-04 | Spirit Aerosystems, Inc. | Method for removing a SMP apparatus from a cured composite part |
RU2738712C1 (en) * | 2019-06-25 | 2020-12-15 | Общество с ограниченной ответственностью "Научно-исследовательский институт космических и авиационных материалов" | Cyanate ester polymer resins for making high-strength composite articles with shape memory effect |
AT526075B1 (en) * | 2022-06-23 | 2023-11-15 | Univ Wien Tech | Cyanate esters as monomers in polymerizable compositions |
CN116589883B (en) * | 2023-06-20 | 2024-01-30 | 中国科学院兰州化学物理研究所 | Cyanate ester ink, preparation method thereof, cyanate ester shape memory material and application |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US585602A (en) * | 1897-06-29 | Victor thijlin | ||
US20020161114A1 (en) * | 1999-07-20 | 2002-10-31 | Gunatillake Pathiraja A. | Shape memory polyurethane or polyurethane-urea polymers |
Family Cites Families (9)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5506300A (en) * | 1985-01-04 | 1996-04-09 | Thoratec Laboratories Corporation | Compositions that soften at predetermined temperatures and the method of making same |
US4847154A (en) * | 1987-05-29 | 1989-07-11 | Basf Corporation | Thermosetting resin systems containing secondary amine-terminated siloxane modifiers |
JP2502132B2 (en) * | 1988-09-30 | 1996-05-29 | 三菱重工業株式会社 | Shape memory polyurethane elastomer molded body |
US5665822A (en) * | 1991-10-07 | 1997-09-09 | Landec Corporation | Thermoplastic Elastomers |
US5856022A (en) * | 1994-06-15 | 1999-01-05 | Minnesota Mining And Manufacturing Company | Energy-curable cyanate/ethylenically unsaturated compositions |
DK1062278T3 (en) * | 1998-02-23 | 2006-09-25 | Mnemoscience Gmbh | Polymers with shape memory |
US6986855B1 (en) * | 2001-01-24 | 2006-01-17 | Cornerstone Research Group | Structural and optical applications for shape memory polymers (SMP) |
BR0206691B1 (en) * | 2001-01-24 | 2011-06-28 | ophthalmic mold comprising shape memory polymer. | |
US8039572B2 (en) * | 2004-05-06 | 2011-10-18 | Cornerstone Research Group, Inc. | Shape memory cyanate ester copolymers |
-
2006
- 2006-11-21 US US12/090,460 patent/US20100137554A1/en not_active Abandoned
- 2006-11-22 WO PCT/US2006/045088 patent/WO2008051241A2/en active Application Filing
- 2006-11-22 AT AT06851766T patent/ATE523563T1/en not_active IP Right Cessation
- 2006-11-22 EP EP06851766A patent/EP1979397B1/en not_active Not-in-force
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US585602A (en) * | 1897-06-29 | Victor thijlin | ||
US20020161114A1 (en) * | 1999-07-20 | 2002-10-31 | Gunatillake Pathiraja A. | Shape memory polyurethane or polyurethane-urea polymers |
Also Published As
Publication number | Publication date |
---|---|
US20100137554A1 (en) | 2010-06-03 |
WO2008051241A2 (en) | 2008-05-02 |
ATE523563T1 (en) | 2011-09-15 |
EP1979397A4 (en) | 2009-04-08 |
EP1979397B1 (en) | 2011-09-07 |
EP1979397A2 (en) | 2008-10-15 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
Agag et al. | High‐molecular‐weight AB‐type benzoxazines as new precursors for high‐performance thermosets | |
WO2008051241A3 (en) | Shape memory cyanate ester copolymers | |
Arslan et al. | Benzoxazine-based thermosets with autonomous self-healing ability | |
Takeichi et al. | Preparation of high molecular weight polybenzoxazine prepolymers containing siloxane unites and properties of their thermosets | |
TW200715060A (en) | Curable resin composition, cured article using the same and various object derived thereof | |
Wan et al. | Learning about novel amine-adduct curing agents for epoxy resins: butyl-glycidylether-modified poly (propyleneimine) dendrimers | |
Nagai et al. | Synthesis and crosslinking behavior of a novel linear polymer bearing 1, 2, 3‐triazol and benzoxazine groups in the main chain by a step‐growth click‐coupling reaction | |
US10865325B2 (en) | Thermally curable composition, varnish thereof, and thermally cured object | |
Liu et al. | Synthesis and curing kinetics of cardanol‐based curing agents for epoxy resin by in situ depolymerization of paraformaldehyde | |
TW200732367A (en) | Epoxy resin curing agent composition for epoxy resin and epoxy resin composition | |
IL182838A0 (en) | Positive photosensitive insulating resin composition and cured product thereof | |
Chang et al. | Facile, one‐pot synthesis of aromatic diamine‐based benzoxazines and their advantages over diamines as epoxy hardeners | |
Xu et al. | Curing kinetics and thermal stability of novel siloxane-containing benzoxazines | |
He et al. | Synthesis, thermal properties and curing kinetics of fluorene diamine-based benzoxazine containing ester groups | |
He et al. | Investigation of synthesis, thermal properties and curing kinetics of fluorene diamine-based benzoxazine by using two curing kinetic methods | |
Huang et al. | Curing behavior and dielectric properties of hyperbranched poly (phenylene oxide)/cyanate ester resins | |
Lin et al. | Synthesis of a bisbenzylideneacetone-containing benzoxazine and its photo-and thermally cured thermoset | |
Sun et al. | Effect of different catalysts on urea–formaldehyde resin synthesis | |
Xu et al. | Characterization of poly (vinyl pyrrolidone‐co‐isobutylstyryl polyhedral oligomeric silsesquioxane) nanocomposites | |
Yadav et al. | Synthesis and properties of cardanol‐based epoxidized novolac resins modified with carboxyl‐terminated butadiene–acrylonitrile copolymer | |
Shih et al. | Polydimethylsiloxane containing isocyanate group‐modified epoxy resin: Curing, characterization, and properties | |
Liu et al. | Preparation and curing kinetics of bisphenol A type novolac epoxy resins | |
Pramanik et al. | Disecondary amine synthesis and its reaction kinetics with epoxy prepolymers | |
Gaina et al. | Poly (urethane-benzoxazine) s | |
Jain et al. | Studies on curing and thermal behavior of diglycidyl ether of bisphenol‐A and benzoxazine mixtures |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
WWE | Wipo information: entry into national phase |
Ref document number: 2006851766 Country of ref document: EP |
|
WWE | Wipo information: entry into national phase |
Ref document number: 12090460 Country of ref document: US |
|
NENP | Non-entry into the national phase |
Ref country code: DE |
|
121 | Ep: the epo has been informed by wipo that ep was designated in this application |
Ref document number: 06851766 Country of ref document: EP Kind code of ref document: A2 |