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Journal articles on the topic 'Cyanate esters'

Author: Grafiati

Published: 4 June 2021

Last updated: 7 September 2023

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1

Barde, Mehul, Charles Warren Edmunds, Nicole Labbé, and Maria Lujan Auad. "Fast pyrolysis bio-oil from lignocellulosic biomass for the development of bio-based cyanate esters and cross-linked networks." High Performance Polymers 31, no. 9-10 (2019): 1140–52. http://dx.doi.org/10.1177/0954008319829517.

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Fast pyrolysis of pine wood was carried out to yield a liquid bio-oil mixture that was separated into organic and aqueous phases. The organic phase (ORG-bio-oil) was characterized by gas chromatography–mass spectroscopy, 31P-nuclear magnetic resonance spectroscopy, and Fourier transform infrared (FTIR) spectroscopy. It was further used as a raw material for producing a mixture of biphenolic compounds (ORG-biphenol). ORG-bio-oil, ORG-biphenol, and bisphenol-A were reacted with cyanogen bromide to yield cyanate ester monomers. Cyanate esters were characterized using FTIR spectroscopy and were th

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2

Wang, Danrong, Defa Hou, Zhiwei Chen, Hanbing Ma, Chundi Huang, and Lu Yang. "Effects of trace phenolic hydroxyl groups on the cure behaviours and properties of cyanate esters." High Performance Polymers 32, no. 7 (2020): 775–83. http://dx.doi.org/10.1177/0954008319900787.

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To improve the curing properties of cyanate esters and retain their heat resistance, dielectric properties and adhesion properties, modified cyanate copolymers were prepared by blending bisphenol A cyanate (BADCy) ester with phenol, hydroquinone (HO), resorcinol and phloroglucinol (LO). Differential scanning calorimetry analysis (DSC) and Fourier transform infrared spectroscopy were used to investigate the cure behaviours of the prepared compounds. The prepared materials were compared with the BADCy ester containing trace of cobalt acetylacetonate (CoAt). The CoAt/BADCy blend modified by HO ex

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3

Dolgova, E. V., and K. S. Lavrova. "APPLICATION OF CYANATE ESTER MATERIALS (review) Part 1. Aviation and space structures." Proceedings of VIAM, no. 4 (2021): 48–60. http://dx.doi.org/10.18577/2307-6046-2021-0-4-48-60.

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The review concerns the major application of materials based on cyanate ester resins in various branches of technology, indicating examples of implementation in modern devices. This article being the first part of the review highlights the cyanate esters implementation in the development of materials for aviation and space technology. The paper presents the most significant properties of polycyanurates in relation to their application. Information about the development of new cyanate ester resin-based composite materials for aircrafts and space shuttles is provided.

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4

Hamerton, Ian, and John N. Hay. "Recent Technological Developments in Cyanate Ester Resins." High Performance Polymers 10, no. 2 (1998): 163–74. http://dx.doi.org/10.1088/0954-0083/10/2/001.

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Although they are relative newcomers to the composites industry, cyanate ester (CE) resins are enjoying unprecedented success in certain applications. Several major space and radome manufacturers have qualified CE resins despite the extensive database on epoxies and the inherently conservative nature of the industry. Increasing demands on the materials used in these areas have stimulated the use of CE resins over other more conventional polymers. The aim of this review is to bring to the reader’s attention the more recent developments in the processing, toughening, properties and applications

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5

Galukhin, Andrey, and Roman Nosov. "Synthesis of Cyanate Esters Based on Mono-O-Methylated Bisphenols with Sulfur-Containing Bridges." Molecules 24, no. 1 (2019): 177. http://dx.doi.org/10.3390/molecules24010177.

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We described a synthetic approach to bisphenol-based monocyanate esters based on mono-O-methylation of parental bisphenols followed by cyanation of the residual phenolic hydroxyl. Structures of the synthesized compounds were determined by the application of IR, NMR 1H and 13C spectroscopies, EI and MALDI mass spectrometry, and purity of the final product was controlled by HPLC. We showed that stability of the cyanate esters depends on the nature of the bridging group. Temperature range of thermally initiated cyclotrimerization of synthesized monocyanate ester, as well as reaction enthalpy, was

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6

Mukhametov, R. R., A. A. Shimkin, E. V. Dolgova, and Yu I. Merkulova. "Polyfunctional cyanate esters for preparing composite materials." Russian Journal of Applied Chemistry 87, no. 12 (2014): 1908–12. http://dx.doi.org/10.1134/s1070427214120180.

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7

Mooring, Lyndsey, Scott Thompson, Stephen A. Hall, et al. "‘Phoenix polymers’: fire induced nanohardness in fibril-forming aromatic cyanate esters." RSC Advances 8, no. 63 (2018): 36264–71. http://dx.doi.org/10.1039/c8ra07449f.

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8

Hamerton, Ian, and John N. Hay. "Recent developments in the chemistry of cyanate esters." Polymer International 47, no. 4 (1998): 465–73. http://dx.doi.org/10.1002/(sici)1097-0126(199812)47:4<465::aid-pi88>3.0.co;2-s.

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9

Szeluga, Urszula, Bogumiła Kumanek, Sławomira Pusz, and Sylwia Czajkowska. "Preparation and characterization of carbon foams derived from cyanate esters and cyanate/epoxy copolymers." Journal of Thermal Analysis and Calorimetry 122, no. 1 (2015): 271–79. http://dx.doi.org/10.1007/s10973-015-4730-x.

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10

Fainleib, A. M. "Copolymers and interpenetrating polymer networks of thermoreactive nitrogen-containing resins. Mini review." Polymer journal 42, no. 4 (2020): 245–53. http://dx.doi.org/10.15407/polymerj.42.04.245.

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In a short review the effective methods of optimization of structure and properties of high-performance polymers obtained from thermoreactive nitrogen-containing resins such as benzoxazines, bismaleimides, cyanate esters have been analysed. High crosslinked density copolymer thermosets are synthesized through chemical interactions between reactive functional groups, which belong to the monomers/oligomers used. The different possible processes such as copolymerization or formation of interpenetrating polymer networks are discussed. The high-performance polymers and composites from thermoreactiv

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11

Sorin, E. S., D. A. Gurov, G. V. Malkov, and G. F. Novikov. "Ferrocene-Photocatalized Polymerization of Cyanate Esters for 3D Printing." Technical Physics 66, no. 12 (2021): 1324–29. http://dx.doi.org/10.1134/s1063784221060177.

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12

BORRAJO, J. "Rubber-modified cyanate esters: thermodynamic analysis of phase separation." Polymer 36, no. 18 (1995): 3541–47. http://dx.doi.org/10.1016/0032-3861(95)92026-b.

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13

Anuradha, G., and M. Sarojadevi. "Synthesis and Characterization of Novel Betti Type Cyanate Esters." Polymer Bulletin 61, no. 2 (2008): 197–206. http://dx.doi.org/10.1007/s00289-008-0947-1.

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14

Shieh, Jeng-Yueh, Shih-Peng Yang, Mei-Feng Wu, and Chun-Shan Wang. "Synthesis and characterization of novel low-dielectric cyanate esters." Journal of Polymer Science Part A: Polymer Chemistry 42, no. 11 (2004): 2589–600. http://dx.doi.org/10.1002/pola.20120.

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15

Kurz, Thomas, Detlef Geffken, and Claudia Wackendorff. "Hydroxyurea Analogues of Fosmidomycin." Zeitschrift für Naturforschung B 58, no. 1 (2003): 106–10. http://dx.doi.org/10.1515/znb-2003-0114.

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Abstract Benzyloxyureas (4) have been prepared by reactions of diethyl 3-benzyloxyamino-propyl-phosphonate (3) with isocyanates, potassium cyanate or 1,1’-carbonyldiimidazole / methylamine. Conversion of phosphonic esters 4 into phosphonic acids 6 by means of bromotrimethylsilane and catalytic hydrogenation of 4, 6 afforded the target compounds 5, 7.

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16

Anuradha, G., S. Rakesh, and M. Sarojadevi. "Synthesis and thermal properties of cyanate esters containing sulfoxide linkage." Polymer Engineering & Science 49, no. 5 (2009): 889–95. http://dx.doi.org/10.1002/pen.21365.

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17

Shieh, Jeng-Yueh, Shih-Peng Yang, and Chun-Shan Wang. "Synthesis and characterization of novel low-dielectric cyanate esters. II." Journal of Applied Polymer Science 95, no. 2 (2004): 369–79. http://dx.doi.org/10.1002/app.21294.

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18

Mukhametov, R. R., Yu I. Merkulova, E. V. Dolgova, and M. I. Dushin. "Synthesis of heat-resistant polymer matrices via polycyclotrimerization of cyanate esters." Polymer Science Series D 8, no. 1 (2015): 22–26. http://dx.doi.org/10.1134/s1995421215010104.

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19

Meier, Christoph, Patricia P. Parlevliet, and Manfred Döring. "Interpenetrating polymer networks formed by cyanate esters and phenylethynyl-terminated imides." High Performance Polymers 29, no. 5 (2016): 556–68. http://dx.doi.org/10.1177/0954008316653996.

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An oligomeric phenylethynyl-terminated imide (PETI) has been formulated with a cyanate ester (CE) with and without the addition of a compatibilizer 2,2′-diallylbisphenol A (DABPA) forming interpenetrating polymer networks (IPNs). Modulated differential scanning calorimetry (mDSC) was used to monitor the curing of the resin mixtures. The formation of various resulting IPNs was verified using mDSC, dynamical mechanical thermoanalysis (DMTA), thermal gravimetry analysis and scanning electron microscopy. Furthermore, it could be shown by mDSC and DMTA that a covalent bond of the separated CE and P

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20

Anuradha, G., and M. Sarojadevi. "Synthesis and Characterization of Schiff Base Functionalized Cyanate Esters/BMI Blends." High Performance Polymers 18, no. 6 (2006): 1003–18. http://dx.doi.org/10.1177/0954008306069758.

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21

Lin, Ching Hsuan, Kai Zhi Yang, Tsu Shang Leu, Chun Hung Lin, and Jhao Wei Sie. "Synthesis, characterization, and properties of novel epoxy resins and cyanate esters." Journal of Polymer Science Part A: Polymer Chemistry 44, no. 11 (2006): 3487–502. http://dx.doi.org/10.1002/pola.21453.

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22

Davis, Matthew C., Michael D. Garrison, Kamran B. Ghiassi, Thomas J. Groshens, and Neil D. Redeker. "Flame retardant polycyanurate thermosets from the cyanate esters of triphenylphosphine oxide." Journal of Polymer Science Part A: Polymer Chemistry 56, no. 10 (2018): 1100–1110. http://dx.doi.org/10.1002/pola.28991.

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23

Rakesh, Samikannu, Venu Thulasiraman, and Muthusamy Sarojadevi. "Synthesis, characterization, and thermal properties of cyanate esters with azo linkages." Polymer Engineering & Science 55, no. 1 (2014): 47–53. http://dx.doi.org/10.1002/pen.23863.

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24

Hall, Samuel Ernesto, Victoria Centeno, Sergio Favela, et al. "Mechanical Properties of High-Temperature Fiber-Reinforced Thermoset Composites with Plain Weave and Unidirectional Carbon Fiber Fillers." Journal of Composites Science 6, no. 7 (2022): 213. http://dx.doi.org/10.3390/jcs6070213.

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Fiber-reinforced thermoset composites are a class of materials that address the arising needs from the aerospace and hypersonic industries for high specific strength, temperature-resistant structural materials. Among the high-temperature resistant thermoset categories, phenolic triazine (PT) cyanate esters stand out thanks to their inherent high degradation temperature, glass transition temperature, and mechanical strength. Despite the outstanding properties of these thermosets, the performance of carbon fiber composites using PT cyanate esters as matrices has not been thoroughly characterized

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25

Inamdar, Ahmed, Jayalakshmi Cherukattu, Anoop Anand, and Balasubramanian Kandasubramanian. "Thermoplastic-Toughened High-Temperature Cyanate Esters and Their Application in Advanced Composites." Industrial & Engineering Chemistry Research 57, no. 13 (2018): 4479–504. http://dx.doi.org/10.1021/acs.iecr.7b05202.

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26

Mormann, Werner, and Jörg Zimmermann. "Anisotropic thermoset networks based on ring-forming monomers (cyanate esters and isocyanates)." Macromolecular Symposia 93, no. 1 (1995): 97–105. http://dx.doi.org/10.1002/masy.19950930114.

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27

Reams, Josiah T., and David A. Boyles. "Synthesis of biphenylated cyanate esters: Thermomechanical resin comparisons within two isomeric series." Journal of Applied Polymer Science 121, no. 2 (2011): 756–63. http://dx.doi.org/10.1002/app.33360.

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28

Ryu, Beom-Young, and Todd Emrick. "Bisphenol-1,2,3-triazole (BPT) Epoxies and Cyanate Esters: Synthesis and Self-Catalyzed Curing." Macromolecules 44, no. 14 (2011): 5693–700. http://dx.doi.org/10.1021/ma200767j.

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29

Nair, C. P. Reghunadhan, R. L. Bindu, and V. C. Joseph. "Cyanate esters based on cardanol modified-phenol-formaldehyde resins: Syntheses and thermal characteristics." Journal of Polymer Science Part A: Polymer Chemistry 33, no. 4 (1995): 621–27. http://dx.doi.org/10.1002/pola.1995.080330403.

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30

Koh, Henry C. Y., Jie Dai, Eileen Tan, and Weirong Liang. "Catalytic effect of 2,2′-diallyl bisphenol A on thermal curing of cyanate esters." Journal of Applied Polymer Science 101, no. 3 (2006): 1775–86. http://dx.doi.org/10.1002/app.23533.

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31

Guenthner, Andrew J., Vandana Vij, Timothy S. Haddad, et al. "Silicon-containing trifunctional and tetrafunctional cyanate esters: Synthesis, cure kinetics, and network properties." Journal of Polymer Science Part A: Polymer Chemistry 52, no. 6 (2013): 767–79. http://dx.doi.org/10.1002/pola.27052.

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32

Lin, Ching Hsuan. "Synthesis of novel phosphorus-containing cyanate esters and their curing reaction with epoxy resin." Polymer 45, no. 23 (2004): 7911–26. http://dx.doi.org/10.1016/j.polymer.2004.09.023.

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33

Hillermeier, Roman W., Brian S. Hayes, and James C. Seferis. "Processing of highly elastomeric toughened cyanate esters through a modified resin transfer molding technique." Polymer Composites 20, no. 1 (1999): 155–65. http://dx.doi.org/10.1002/pc.10343.

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34

Chen, Xi, Jun Wang, Siqi Huo, Shuang Yang, Bin Zhang, and Haopeng Cai. "Study on properties of flame-retardant cyanate esters modified with DOPO and triazine compounds." Polymers for Advanced Technologies 29, no. 10 (2018): 2574–82. http://dx.doi.org/10.1002/pat.4368.

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35

Lu, Yin, Xinye Yu, Lu Han, and Kan Zhang. "Recent Progress of High Performance Thermosets Based on Norbornene Functional Benzoxazine Resins." Polymers 13, no. 9 (2021): 1417. http://dx.doi.org/10.3390/polym13091417.

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With the growing demand for high performance polymeric materials in industry, several types of thermosets such as bismaleimides, advanced epoxy resins, cyanate esters, and phenolic resins have been widely investigated to improve the performance of thermosetting products. Among them, benzoxazine resins have received wide attention due to their extraordinarily rich molecular design flexibility, which can customize our needs and adapt increasing requirements. To further improve the properties of polybenzoxiazines, researchers have found that the introduction of a norbornene functional group into

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36

Meylemans, Heather A., Benjamin G. Harvey, Josiah T. Reams, et al. "Synthesis, Characterization, and Cure Chemistry of Renewable Bis(cyanate) Esters Derived from 2-Methoxy-4-Methylphenol." Biomacromolecules 14, no. 3 (2013): 771–80. http://dx.doi.org/10.1021/bm3018438.

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37

Jourdan, Fabrice, Jens T. Kaiser, and David J. Lowe. "Potassium Cyanate as an Amino-dehydroxylating Agent: Synthesis of Aminooxypyrrole Mono, Dicarboxylic Acid Esters, and Carbonitrile." Synthetic Communications 33, no. 13 (2003): 2235–41. http://dx.doi.org/10.1081/scc-120021502.

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38

Hamerton, I., J. M. Barton, A. Chaplin, B. J. Howlin, and S. J. Shaw. "The development of novel functionalised aryl cyanate esters. Part 2. Mechanical properties of the polymers and composites." Polymer 42, no. 6 (2001): 2307–19. http://dx.doi.org/10.1016/s0032-3861(00)00410-9.

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39

Hamerton, Ian, Brendan J. Howlin, Lyndsey Mooring, Corinne Stone, Martin Swan, and Scott Thompson. "Studying the effect of the chloral group on the thermal and physical properties of aromatic cyanate esters." Polymer Degradation and Stability 110 (December 2014): 435–46. http://dx.doi.org/10.1016/j.polymdegradstab.2014.07.022.

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40

Barton, John M., Ian Hamerton, and John R. Jones. "A study of the thermal and dynamic mechanical properties of functionalized aryl cyanate esters and their polymers." Polymer International 31, no. 1 (1993): 95–106. http://dx.doi.org/10.1002/pi.4990310114.

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41

Crawford, Alasdair O., Gabriel Cavalli, Brendan J. Howlin, and Ian Hamerton. "Improving the hydrolytic stability of aryl cyanate esters by examining the effects of extreme environments on polycyanurate copolymers." Reactive and Functional Polymers 109 (December 2016): 104–11. http://dx.doi.org/10.1016/j.reactfunctpolym.2016.10.007.

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42

Lin, Ching Hsuan, Hung Tse Lin, Yu Wei Tian, Shenghong A. Dai, and Wen Chiung Su. "Preparation of phosphinated bisphenol from acid-fragmentation of 1,1,1-tris(4-hydroxyphenyl)ethane and its application in high-performance cyanate esters." Journal of Polymer Science Part A: Polymer Chemistry 49, no. 22 (2011): 4851–60. http://dx.doi.org/10.1002/pola.24936.

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43

Hwang, J. W., S. D. Park, K. Cho, J. K. Kim, C. E. Park, and T. S. Oh. "Toughening of cyanate ester resins with cyanated polysulfones." Polymer 38, no. 8 (1997): 1835–43. http://dx.doi.org/10.1016/s0032-3861(96)00715-x.

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44

Baggott, Alex, Joanne R. Bass, Stephen A. Hall, et al. "At the Limits of Simulation: A New Method to Predict Thermal Degradation Behavior in Cyanate Esters and Nanocomposites Using Molecular Dynamics Simulation." Macromolecular Theory and Simulations 23, no. 6 (2014): 369–72. http://dx.doi.org/10.1002/mats.201300141.

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45

Srinivasan, S. A., and J. E. McGrath. "Amorphous Bisphenol A Based Poly(Arylene Ether) Modified Cyanate Ester Networks." High Performance Polymers 5, no. 4 (1993): 259–74. http://dx.doi.org/10.1088/0954-0083/5/4/001.

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Cyanate ester or triazine networks are receiving considerable attention as potential candidates for high-temperature adhesives and composite matrices. Low toughness is a major drawback with most cross linked thermosetting materials, including the cyanate ester networks. Considerable attention has been devoted to the aspect of toughening such brittle networks in our laboratories. Reactive functional thermoplastic toughness modifiers not only enhance toughness but also permit highly desirable stability to solvent stress cracking without seriously affecting the moderately high modulus. We have ea

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46

Liu, Zheng, Xiaoli Fan, Muyi Han, et al. "Significantly improved interfacial properties and wave-transparent performance of PBO fibers/cyanate esters laminated composites via introducing a polydopamine/ZIF-8 hybrid membrane." Composites Science and Technology 223 (May 2022): 109426. http://dx.doi.org/10.1016/j.compscitech.2022.109426.

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47

Cruz-Cruz, Isidro, Claudia A. Ramírez-Herrera, Oscar Martínez-Romero, et al. "Influence of Epoxy Resin Curing Kinetics on the Mechanical Properties of Carbon Fiber Composites." Polymers 14, no. 6 (2022): 1100. http://dx.doi.org/10.3390/polym14061100.

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In this study, the kinetic parameters belonging to the cross-linking process of a modified epoxy resin, Aerotuf 275-34™, were investigated. Resin curing kinetics are crucial to understanding the structure–property–processing relationship for manufacturing high-performance carbon-fiber-reinforced polymer composites (CFRPCs). The parameters were obtained using differential scanning calorimetry (DSC) measurements and the Flynn–Wall–Ozawa, Kissinger, Borchardt–Daniels, and Friedman approaches. The DSC thermograms show two exothermic peaks that were deconvoluted as two separate reactions that follo

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48

Rakesh, Samikannu, and Muthusamy Sarojadevi. "Synthesis and characterization of cyanate ester and its blends with bisphenol dicyanate ester." Chemistry & Chemical Technology 2, no. 4 (2008): 239–47. http://dx.doi.org/10.23939/chcht02.04.239.

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A new keto-ene functionalized 1, 5-bis (4-hydroxyphenyl)penta-1,4-dien-3-one (HPDO) was prepared from p-hydroxy benzaldehyde and acetone using boric acid as a catalyst. The prepared bisphenol was converted into 1,5-bis (4-cyanatophenyl) penta-1,4-diene-3-one (CPDO) by reacting with cyanogen bromide (CNBr) in the presence of triethylamine. The synthesized bisphenol and the dicyanate ester were characterized by Fourier transform infrared spectroscopy (FT-IR), nuclear magnetic resonance spectroscopy (1H-NMR and 13C-NMR) and elemental analysis (EA) techniques. CPDO was then blended with a commerci

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49

Zhao, Xiong Yan, Zhan Ying Sun, and Ming Zhu Wang. "Preparation, Characterization and Dielectric Property of Novel Poly(cyanate ester) Thin Films." Applied Mechanics and Materials 597 (July 2014): 161–64. http://dx.doi.org/10.4028/www.scientific.net/amm.597.161.

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The technique of plasma polymerization was used in the preparation of the poly (cyanate ester) thin films using 4-methoxyphenol cyanate ester (MPCE), 4-Cumylphenol cyanate ester (CPCE) and 4-phenylphenol cyanate ester (PPCE) as precursors. Different from the conventional thermal polymerization of cyanate ester monomers, the plasma polymerization of three monomers proceeds mainly via the opening of π-bonds of the cyanate ester functional groups which are further formed into a large π-conjugated system. The dielectric properties of the resulting plasma thin films were evaluated and results show

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50

Ning, Yi, Yichi Chen, Mingcun Wang, Kaiyun Zhou, Tao Su, and Zhiqiang Wang. "Calixarene–based cyanate ester resin for high-temperature material." High Performance Polymers 31, no. 3 (2018): 359–66. http://dx.doi.org/10.1177/0954008318772870.

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p-tert-Butylcalix[4]arene-derived cyanate ester resins, both single and binary systems, were synthesized and studied for their thermal properties. The results showed that pure calixarene cyanate ester can be thermally cured at comparatively high temperature, which remains in original powder state after thermally cured. So the pure calixarene cyanate ester resin fails to meet the processing demands of resin-matrixed composite. In this work, p-tert-butylcalix[4]arene cyanate ester was chemically functionalized to have highly decreased thermal cure temperature (by copolymerization with epoxy, bis

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