WO2008051241A3 - Shape memory cyanate ester copolymers - Google Patents

Shape memory cyanate ester copolymers Download PDF

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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
Application number
PCT/US2006/045088
Other languages
French (fr)
Other versions
WO2008051241A2 (en
Inventor
Richard J Hreha
Benjamin John Vining
Robert M Schueler
David Nickerson
Original Assignee
Cornerstone Res Group Inc
Richard J Hreha
Benjamin John Vining
Robert M Schueler
David Nickerson
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
Priority to US12/090,460 priority Critical patent/US20100137554A1/en
Application filed by Cornerstone Res Group Inc, Richard J Hreha, Benjamin John Vining, Robert M Schueler, David Nickerson filed Critical Cornerstone Res Group Inc
Priority to EP06851766A priority patent/EP1979397B1/en
Priority to AT06851766T priority patent/ATE523563T1/en
Publication of WO2008051241A2 publication Critical patent/WO2008051241A2/en
Publication of WO2008051241A3 publication Critical patent/WO2008051241A3/en

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Classifications

    • 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
    • C08G73/00Macromolecular 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
    • C08G73/06Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
    • C08G73/0622Polycondensates containing six-membered rings, not condensed with other rings, with nitrogen atoms as the only ring hetero atoms
    • C08G73/0638Polycondensates 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
    • C08G73/065Preparatory processes
    • C08G73/0655Preparatory 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.
PCT/US2006/045088 2005-11-22 2006-11-22 Shape memory cyanate ester copolymers WO2008051241A2 (en)

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)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
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)

* Cited by examiner, † Cited by third party
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

Patent Citations (2)

* Cited by examiner, † Cited by third party
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

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