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Polymers 2017, 9(6), 192; doi:10.3390/polym9060192

A Rapid One-Pot Synthesis of Novel High-Purity Methacrylic Phosphonic Acid (PA)-Based Polyhedral Oligomeric Silsesquioxane (POSS) Frameworks via Thiol-Ene Click Reaction

1
Division of Electronics and Electrical Engineering, Dongguk University-Seoul, Seoul 04620, Korea
2
Electrochemical Energy Storage and Conversion Lab (EESC), Kyung Hee University, 1732, Deogyeong-daero, Giheung-gu, Yongin, Gyeonggi 17104, Korea
3
Millimeter-wave Innovation Technology (MINT) Research Center, Dongguk University-Seoul, Seoul 04620, Korea
4
Department of Natural Sciences, University of Pitesti, Pitesti 110040, Romania
5
Polymer Materials Lab, Department of Chemical and Biomolecular Engineering, Sogang University, Seoul 04107, Korea
*
Authors to whom correspondence should be addressed.
Academic Editor: Ying-Ling Liu
Received: 9 May 2017 / Revised: 24 May 2017 / Accepted: 24 May 2017 / Published: 27 May 2017
View Full-Text   |   Download PDF [1836 KB, uploaded 27 May 2017]   |  

Abstract

Herein, we demonstrate a facile methodology to synthesis a novel methacrylic phosphonic acid (PA)-functionalized polyhedral oligomeric silsesquioxanes (POSSs) via thiol-ene click reaction using octamercapto thiol-POSS and ethylene glycol methacrylate phosphate (EGMP) monomer. The presence of phosphonic acid moieties and POSS-cage structure in POSS-S-PA was confirmed by Fourier transform infrared (FT-IR) and nuclear magnetic resonance (1H, 29Si and 31P-NMR) analyses. Matrix-assisted laser desorption ionization time-of-flight (MALDI-TOF) mass spectrum of POSS-S-PA acquired in a dithranol matrix, which has specifically designed for intractable polymeric materials. The observed characterization results signposted that novel organo-inorganic hybrid POSS-S-PA would be an efficacious material for fuel cells as a proton exchange membrane and high-temperature applications due to its thermal stability of 380 °C. View Full-Text
Keywords: thiol-ene; POSS; MALDI-TOF; nanomaterials; phosphonic acid thiol-ene; POSS; MALDI-TOF; nanomaterials; phosphonic acid
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Karuppasamy, K.; Prasanna, K.; Vikraman, D.; Kim, H.-S.; Kathalingam, A.; Mitu, L.; Rhee, H.W. A Rapid One-Pot Synthesis of Novel High-Purity Methacrylic Phosphonic Acid (PA)-Based Polyhedral Oligomeric Silsesquioxane (POSS) Frameworks via Thiol-Ene Click Reaction. Polymers 2017, 9, 192.

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