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Synthesis of Biobased Block Copolymers Using A Novel Methacrylated Methyl Salicylate and Poly(3-Hydroxybutyrate)

Hazer, Baki ; Subramaniyan, Sathiyaraj LU and Zhang, Baozhong LU (2021) In ChemistrySelect 6(43). p.12255-12265
Abstract

A novel biobased vinyl monomer was synthesized by the reaction of methyl salicylate with methacrylic anhydride. The resulting salicylate based monomer was polymerized by reversible addition fragmentation transfer (RAFT) polymerizations using two or three trithiocarbonate functionalized poly(3-hydroxybutyrate) macro agents. The molecular structures of the obtained polymers were confirmed by NMR spectroscopy and GPC analysis. The resulting block copolymers showed glass transition temperature (Tg) at 5 °C and melting temperature (Tm) at 160 °C according to DSC results. Compared to PHB, the obtained block copolymers displayed enhanced thermal stability according to TGA results. The overall rate constants of the RAFT... (More)

A novel biobased vinyl monomer was synthesized by the reaction of methyl salicylate with methacrylic anhydride. The resulting salicylate based monomer was polymerized by reversible addition fragmentation transfer (RAFT) polymerizations using two or three trithiocarbonate functionalized poly(3-hydroxybutyrate) macro agents. The molecular structures of the obtained polymers were confirmed by NMR spectroscopy and GPC analysis. The resulting block copolymers showed glass transition temperature (Tg) at 5 °C and melting temperature (Tm) at 160 °C according to DSC results. Compared to PHB, the obtained block copolymers displayed enhanced thermal stability according to TGA results. The overall rate constants of the RAFT polymerization using tri-functionalized PHB macro agent were determined as 2.58 ×10−4, 1.17×10−4, and 0.50×10−4 L mol−1s−1 for 70, 80 and 90 °C, respectively. The activation energy was found to be 18.6 kcal K−1mol−1. The overall rate constant of the homopolymerization of the obtained monomer was determined as 1.14×10−4 Lmol−1s−1.

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organization
publishing date
type
Contribution to journal
publication status
published
subject
keywords
Block copolymers, Kinetics, Natural products, Polymerization, Total synthesis
in
ChemistrySelect
volume
6
issue
43
pages
11 pages
publisher
Wiley-Blackwell
external identifiers
  • scopus:85119620900
ISSN
2365-6549
DOI
10.1002/slct.202102977
language
English
LU publication?
yes
id
858d32ce-3b45-4ebf-8abe-b1da220eb734
date added to LUP
2021-12-09 15:58:00
date last changed
2022-04-27 06:33:15
@article{858d32ce-3b45-4ebf-8abe-b1da220eb734,
  abstract     = {{<p>A novel biobased vinyl monomer was synthesized by the reaction of methyl salicylate with methacrylic anhydride. The resulting salicylate based monomer was polymerized by reversible addition fragmentation transfer (RAFT) polymerizations using two or three trithiocarbonate functionalized poly(3-hydroxybutyrate) macro agents. The molecular structures of the obtained polymers were confirmed by NMR spectroscopy and GPC analysis. The resulting block copolymers showed glass transition temperature (T<sub>g</sub>) at 5 °C and melting temperature (T<sub>m</sub>) at 160 °C according to DSC results. Compared to PHB, the obtained block copolymers displayed enhanced thermal stability according to TGA results. The overall rate constants of the RAFT polymerization using tri-functionalized PHB macro agent were determined as 2.58 ×10<sup>−4</sup>, 1.17×10<sup>−4</sup>, and 0.50×10<sup>−4</sup> L mol<sup>−1</sup>s<sup>−1</sup> for 70, 80 and 90 °C, respectively. The activation energy was found to be 18.6 kcal K<sup>−1</sup>mol<sup>−1</sup>. The overall rate constant of the homopolymerization of the obtained monomer was determined as 1.14×10<sup>−4</sup> Lmol<sup>−1</sup>s<sup>−1</sup>.</p>}},
  author       = {{Hazer, Baki and Subramaniyan, Sathiyaraj and Zhang, Baozhong}},
  issn         = {{2365-6549}},
  keywords     = {{Block copolymers; Kinetics; Natural products; Polymerization; Total synthesis}},
  language     = {{eng}},
  month        = {{11}},
  number       = {{43}},
  pages        = {{12255--12265}},
  publisher    = {{Wiley-Blackwell}},
  series       = {{ChemistrySelect}},
  title        = {{Synthesis of Biobased Block Copolymers Using A Novel Methacrylated Methyl Salicylate and Poly(3-Hydroxybutyrate)}},
  url          = {{http://dx.doi.org/10.1002/slct.202102977}},
  doi          = {{10.1002/slct.202102977}},
  volume       = {{6}},
  year         = {{2021}},
}