A rapid one-pot synthesis of novel high-purity methacrylic phosphonic acid (PA)-based Polyhedral Oligomeric Silsesquioxane (POSS) frameworks via thiol-ene click reaction

K. Karuppasamy; K. Prasanna; Dhanasekaran Vikraman; Hyun Seok Kim; A. Kathalingam; Liviu Mitu; Hee Woo Rhee

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

K. Karuppasamy, K. Prasanna, Dhanasekaran Vikraman, Hyun Seok Kim, A. Kathalingam, Liviu Mitu, Hee Woo Rhee

Research output: Contribution to journal › Article › peer-review

11 Scopus citations

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.

Original language	English
Article number	192
Journal	Polymers
Volume	9
Issue number	6
DOIs	https://doi.org/10.3390/polym9060192
State	Published - 1 Jun 2017

Keywords

MALDI-TOF
Nanomaterials
Phosphonic acid
POSS
Thiol-ene

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title = "A rapid one-pot synthesis of novel high-purity methacrylic phosphonic acid (PA)-based Polyhedral Oligomeric Silsesquioxane (POSS) frameworks via thiol-ene click reaction",

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.",

keywords = "MALDI-TOF, Nanomaterials, Phosphonic acid, POSS, Thiol-ene",

author = "K. Karuppasamy and K. Prasanna and Dhanasekaran Vikraman and Kim, {Hyun Seok} and A. Kathalingam and Liviu Mitu and Rhee, {Hee Woo}",

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doi = "10.3390/polym9060192",

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T1 - A rapid one-pot synthesis of novel high-purity methacrylic phosphonic acid (PA)-based Polyhedral Oligomeric Silsesquioxane (POSS) frameworks via thiol-ene click reaction

AU - Karuppasamy, K.

AU - Prasanna, K.

AU - Vikraman, Dhanasekaran

AU - Kim, Hyun Seok

AU - Kathalingam, A.

AU - Mitu, Liviu

AU - Rhee, Hee Woo

PY - 2017/6/1

Y1 - 2017/6/1

N2 - 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.

AB - 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.

KW - MALDI-TOF

KW - Nanomaterials

KW - Phosphonic acid

KW - POSS

KW - Thiol-ene

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U2 - 10.3390/polym9060192

DO - 10.3390/polym9060192

M3 - Article

AN - SCOPUS:85020263256

SN - 2073-4360

VL - 9

JO - Polymers

JF - Polymers

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M1 - 192

ER -

A rapid one-pot synthesis of novel high-purity methacrylic phosphonic acid (PA)-based Polyhedral Oligomeric Silsesquioxane (POSS) frameworks via thiol-ene click reaction

Abstract

Keywords

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