Effect of Segmental Configuration on Properties of n-Propyl-Bridged Polycyanurate Networks

The effect of the chemical configuration of network segments on the physical properties, cure properties, mechanical performance, and chemical stability of polycyanurate networks was investigated via synthesis, network formation, and characterization of an isomeric series of n-propyl-bridged cyanate ester monomers. Configurations that provide cyanurate oxygen atoms with either nearby methyl groups or nearby bridge groups exhibited decreased moisture uptake by up to 50%, along with a roughly 20–40 °C reduction in the loss in glass transition temperatures due to hydrolysis, for networks immersed in 85 °C water for 96 h. In ortho,para-linked aryl cyanates, dry glass transition temperatures of cured networks were reduced compared to analogous para,para-linked networks by only about 10 °C, compared to a reduction of 30 °C in ortho-methylated cyanate ester networks, leading to higher “wet” glass transition temperatures in the ortho,para-linked networks. Neither methyl groups nor bridge groups in a position orth...

[1]  Matthew C. Davis,et al.  Processable cyanate ester resin from Cis resveratrol , 2017 .

[2]  Y. Makida,et al.  Development of high radiation-resistant glass fiber reinforced plastics with cyanate-based resin for superconducting magnet systems , 2016 .

[3]  M. Soucek,et al.  Moderate Temperature Curing of Plant Oils with Bismaleimides via the Ene Reaction , 2016 .

[4]  B. Harvey,et al.  Sustainable High‐Temperature Phthalonitrile Resins Derived from Resveratrol and Dihydroresveratrol , 2016 .

[5]  Josiah T. Reams,et al.  Effect of Nanoparticle Functionalization on the Performance of Polycyanurate/Silica Nanocomposites , 2016 .

[6]  F. Vidal,et al.  Breaking the symmetry of dibenzoxazines: a paradigm to tailor the design of bio-based thermosets , 2016 .

[7]  Josiah T. Reams,et al.  Sustainable hydrophobic thermosetting resins and polycarbonates from turpentine , 2016 .

[8]  Pratibha Sharma,et al.  Sustainable Bis-benzoxazines from Cardanol and PET-Derived Terephthalamides , 2016 .

[9]  M. Shibata,et al.  Bio-based thermosetting resins composed of aliphatic polyol-derived polymaleimides and allyleugenol , 2015 .

[10]  M. Shibata,et al.  Bio-based thermosetting bismaleimide resins using cardany linolenate and allyl cardanyl ether , 2015 .

[11]  S. Arepalli,et al.  Engineered nanomaterials in aerospace , 2015 .

[12]  A. Kimoto,et al.  Risk Mitigation for Cyanate Ester Insulation of Large Magnets Through Cure Optimization , 2015, IEEE Transactions on Applied Superconductivity.

[13]  Josiah T. Reams,et al.  Effects of o-Methoxy Groups on the Properties and Thermal Stability of Renewable High-Temperature Cyanate Ester Resins , 2015 .

[14]  Matthew C. Davis,et al.  Renewable thermosetting resins and thermoplastics from vanillin , 2015 .

[15]  Josiah T. Reams,et al.  Mechanisms of Decreased Moisture Uptake in ortho- Methylated Di(Cyanate Esters) , 2014 .

[16]  Josiah T. Reams,et al.  Synthesis and characterization of a renewable cyanate ester/polycarbonate network derived from eugenol , 2014 .

[17]  Josiah T. Reams,et al.  A high-performance renewable thermosetting resin derived from eugenol. , 2014, ChemSusChem.

[18]  Josiah T. Reams,et al.  Polycyanurate networks from dehydroanethole cyclotrimers: Synthesis and characterization , 2013 .

[19]  Josiah T. Reams,et al.  Synergistic physical properties of cocured networks formed from di- and tricyanate esters. , 2013, ACS applied materials & interfaces.

[20]  M. Shibata,et al.  Bio-based thermosetting bismaleimide resins using eugenol, bieugenol and eugenol novolac , 2013 .

[21]  Josiah T. Reams,et al.  High Tg thermosetting resins from resveratrol , 2013 .

[22]  R. Prokopec,et al.  Characterization and qualification of advanced insulators for fusion magnets , 2013 .

[23]  Ian Hamerton,et al.  Chemistry and Technology of Cyanate Ester Resins , 2013 .

[24]  Josiah T. Reams,et al.  Synthesis, characterization, and cure chemistry of renewable bis(cyanate) esters derived from 2-methoxy-4-methylphenol. , 2013, Biomacromolecules.

[25]  Josiah T. Reams,et al.  Polycyanurate Networks with Enhanced Segmental Flexibility and Outstanding Thermochemical Stability , 2012 .

[26]  Josiah T. Reams,et al.  Polycyanurate networks from anethole dimers: Synthesis and characterization , 2012 .

[27]  Josiah T. Reams,et al.  Effect of chemical structure and network formation on physical properties of di(cyanate ester) thermosets. , 2012, ACS applied materials & interfaces.

[28]  Josiah T. Reams,et al.  New Insights into Structure-Property Relationships in Thermosetting Polymers from Studies of Co-Cured Polycyanurate Networks (Preprint) , 2012 .

[29]  M. Shibata,et al.  High performance bio‐based thermosetting resins composed of tung oil and bismaleimide , 2011 .

[30]  M. Shibata,et al.  High-performance bio-based thermosetting resins composed of dehydrated castor oil and bismaleimide , 2009 .

[31]  I. Mondragon,et al.  Kinetic parameters of a cyanate ester resin catalyzed with different proportions of nonylphenol and cobalt acetylacetonate catalyst , 2005 .

[32]  N. Munshi,et al.  Radiation effects on the mechanical integrity of novel organic insulators for the ITER magnet coils , 2004 .

[33]  I. Mondragon,et al.  Cure kinetics of a cobalt catalysed dicyanate ester monomer in air and argon atmospheres from DSC data , 2004 .

[34]  I. Hamerton,et al.  Recent Technological Developments in Cyanate Ester Resins , 1998 .

[35]  J. Galy,et al.  Effects of crosslink density on the volumetric properties of high Tg polycyanurate networks. Consequences on moisture absorption , 1998 .

[36]  C. Macosko,et al.  Hydrolysis and blistering of cyanate ester networks , 1997 .

[37]  Treliant Fang,et al.  Polycyanate esters: Science and applications , 1995 .

[38]  I. Hamerton Properties of unreinforced cyanate ester matrix resins , 1994 .

[39]  J. Galy,et al.  Isothermal curing of an uncatalyzed dicyanate ester monomer : kinetics and modeling , 1993 .

[40]  J. K. Gillham,et al.  Cure kinetics of a thermosetting liquid dicyanate ester monomer/high-Tg polycyanurate material , 1993 .

[41]  C. Fyfe,et al.  High-resolution carbon-13 and nitrogen-15 NMR investigations of the mechanism of the curing reactions of cyanate-based polymer resins in solution and the solid state , 1992 .

[42]  Jean Pierre Pascault,et al.  Glass transition temperature versus conversion relationships for thermosetting polymers , 1990 .

[43]  E. E. Reid,et al.  THE CONDENSATION OF CERTAIN PHENOLS WITH SOME ALIPHATIC ALDEHYDES1 , 1932 .