Controlled radical polymerization and copolymerization of 5-methylene-2-phenyl-1,3-dioxolan-4-one by ATRP

Quinn Smith; Jinyu Huang; Krzysztof Matyjaszewski; Yueh Lin Loo

doi:10.1021/ma050393s

Controlled radical polymerization and copolymerization of 5-methylene-2-phenyl-1,3-dioxolan-4-one by ATRP

Quinn Smith, Jinyu Huang, Krzysztof Matyjaszewski, Yueh Lin Loo

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

38 Scopus citations

Abstract

The polymerization and copolymerization of a cyclic acrylate, 5-methylene-2-phenyl-1,3-dioxolan-4-one (MPDO), by conventional radical polymerization and atom transfer radical polymerization (ATRP), were determined to occur by 1,2-vinyl addition according to ¹³C NMR spectroscopy. Copolymerization of MPDO with methyl methacrylate (MMA) or styrene (S) led to copolymers with a much higher MPDO content than originally in the feed, suggesting high reactivity due to its captodative structure. PMPDO-PS copolymers were stable to UV irradiation and basic environments, confirming that copolymerization of MPDO also proceeded by 1,2-vinyl addition rather than ring opening. DSC heating scans of PMPDO-PMMA copolymers show a single T _g that increases with increasing MPDO content.

Original language	English (US)
Pages (from-to)	5581-5586
Number of pages	6
Journal	Macromolecules
Volume	38
Issue number	13
DOIs	https://doi.org/10.1021/ma050393s
State	Published - Jun 28 2005
Externally published	Yes

All Science Journal Classification (ASJC) codes

Organic Chemistry
Polymers and Plastics
Inorganic Chemistry
Materials Chemistry

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title = "Controlled radical polymerization and copolymerization of 5-methylene-2-phenyl-1,3-dioxolan-4-one by ATRP",

abstract = "The polymerization and copolymerization of a cyclic acrylate, 5-methylene-2-phenyl-1,3-dioxolan-4-one (MPDO), by conventional radical polymerization and atom transfer radical polymerization (ATRP), were determined to occur by 1,2-vinyl addition according to 13C NMR spectroscopy. Copolymerization of MPDO with methyl methacrylate (MMA) or styrene (S) led to copolymers with a much higher MPDO content than originally in the feed, suggesting high reactivity due to its captodative structure. PMPDO-PS copolymers were stable to UV irradiation and basic environments, confirming that copolymerization of MPDO also proceeded by 1,2-vinyl addition rather than ring opening. DSC heating scans of PMPDO-PMMA copolymers show a single T g that increases with increasing MPDO content.",

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T1 - Controlled radical polymerization and copolymerization of 5-methylene-2-phenyl-1,3-dioxolan-4-one by ATRP

AU - Smith, Quinn

AU - Huang, Jinyu

AU - Matyjaszewski, Krzysztof

AU - Loo, Yueh Lin

PY - 2005/6/28

Y1 - 2005/6/28

N2 - The polymerization and copolymerization of a cyclic acrylate, 5-methylene-2-phenyl-1,3-dioxolan-4-one (MPDO), by conventional radical polymerization and atom transfer radical polymerization (ATRP), were determined to occur by 1,2-vinyl addition according to 13C NMR spectroscopy. Copolymerization of MPDO with methyl methacrylate (MMA) or styrene (S) led to copolymers with a much higher MPDO content than originally in the feed, suggesting high reactivity due to its captodative structure. PMPDO-PS copolymers were stable to UV irradiation and basic environments, confirming that copolymerization of MPDO also proceeded by 1,2-vinyl addition rather than ring opening. DSC heating scans of PMPDO-PMMA copolymers show a single T g that increases with increasing MPDO content.

AB - The polymerization and copolymerization of a cyclic acrylate, 5-methylene-2-phenyl-1,3-dioxolan-4-one (MPDO), by conventional radical polymerization and atom transfer radical polymerization (ATRP), were determined to occur by 1,2-vinyl addition according to 13C NMR spectroscopy. Copolymerization of MPDO with methyl methacrylate (MMA) or styrene (S) led to copolymers with a much higher MPDO content than originally in the feed, suggesting high reactivity due to its captodative structure. PMPDO-PS copolymers were stable to UV irradiation and basic environments, confirming that copolymerization of MPDO also proceeded by 1,2-vinyl addition rather than ring opening. DSC heating scans of PMPDO-PMMA copolymers show a single T g that increases with increasing MPDO content.

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Controlled radical polymerization and copolymerization of 5-methylene-2-phenyl-1,3-dioxolan-4-one by ATRP

Abstract

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