Poly(α-methyleneglutarimide)s from radical polymerization of α-methyleneglutarimides

Yuanxian Wang; Shu Xu; Thomas R. Hoye

doi:10.1002/pola.28977

Poly(α-methyleneglutarimide)s from radical polymerization of α-methyleneglutarimides

Yuanxian Wang, Shu Xu, Thomas R. Hoye

Chemistry (Twin Cities)

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

1 Scopus citations

Abstract

α-Methyleneglutaric acid, a metabolite of niacin (nicotinic acid), can be easily converted to its cyclic anhydride. We report here the first conversion of α-methyleneglutaric anhydride to (a series of) α-methyleneglutarimides. These monomers can be radically polymerized to the title polymers. These have relatively high glass transition properties compared to the lower homologs derived from itaconimides (α-methylenesuccinimides).

Original language	English (US)
Pages (from-to)	1020-1027
Number of pages	8
Journal	Journal of Polymer Science, Part A: Polymer Chemistry
Volume	56
Issue number	9
DOIs	https://doi.org/10.1002/pola.28977
State	Published - May 1 2018

Bibliographical note

Funding Information:
Support for this study was provided by grants to the Center for Sustainable Polymers at the University of Minnesota from the National Science Foundation [Center for Chemical Innovation (CHE-1413862)] and the Minnesota Corn Growers Association. Some of the NMR data were taken on an instrument purchased with through the NIH Shared Instrumentation Grant program (S10OD011952).

Publisher Copyright:
© 2018 Wiley Periodicals, Inc.

Keywords

AIBN-initiated radical polymerization
depolymerization
potential biosourced monomer evaluation
reversible addition-fragmentation chain-transfer (RAFT) polymerization
α-methyleneglutarate

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10.1002/pola.28977

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title = "Poly(α-methyleneglutarimide)s from radical polymerization of α-methyleneglutarimides",

abstract = "α-Methyleneglutaric acid, a metabolite of niacin (nicotinic acid), can be easily converted to its cyclic anhydride. We report here the first conversion of α-methyleneglutaric anhydride to (a series of) α-methyleneglutarimides. These monomers can be radically polymerized to the title polymers. These have relatively high glass transition properties compared to the lower homologs derived from itaconimides (α-methylenesuccinimides).",

keywords = "AIBN-initiated radical polymerization, depolymerization, potential biosourced monomer evaluation, reversible addition-fragmentation chain-transfer (RAFT) polymerization, α-methyleneglutarate",

author = "Yuanxian Wang and Shu Xu and Hoye, {Thomas R.}",

note = "Funding Information: Support for this study was provided by grants to the Center for Sustainable Polymers at the University of Minnesota from the National Science Foundation [Center for Chemical Innovation (CHE-1413862)] and the Minnesota Corn Growers Association. Some of the NMR data were taken on an instrument purchased with through the NIH Shared Instrumentation Grant program (S10OD011952). Publisher Copyright: {\textcopyright} 2018 Wiley Periodicals, Inc.",

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AU - Xu, Shu

AU - Hoye, Thomas R.

N1 - Funding Information: Support for this study was provided by grants to the Center for Sustainable Polymers at the University of Minnesota from the National Science Foundation [Center for Chemical Innovation (CHE-1413862)] and the Minnesota Corn Growers Association. Some of the NMR data were taken on an instrument purchased with through the NIH Shared Instrumentation Grant program (S10OD011952). Publisher Copyright: © 2018 Wiley Periodicals, Inc.

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N2 - α-Methyleneglutaric acid, a metabolite of niacin (nicotinic acid), can be easily converted to its cyclic anhydride. We report here the first conversion of α-methyleneglutaric anhydride to (a series of) α-methyleneglutarimides. These monomers can be radically polymerized to the title polymers. These have relatively high glass transition properties compared to the lower homologs derived from itaconimides (α-methylenesuccinimides).

AB - α-Methyleneglutaric acid, a metabolite of niacin (nicotinic acid), can be easily converted to its cyclic anhydride. We report here the first conversion of α-methyleneglutaric anhydride to (a series of) α-methyleneglutarimides. These monomers can be radically polymerized to the title polymers. These have relatively high glass transition properties compared to the lower homologs derived from itaconimides (α-methylenesuccinimides).

KW - AIBN-initiated radical polymerization

KW - depolymerization

KW - potential biosourced monomer evaluation

KW - reversible addition-fragmentation chain-transfer (RAFT) polymerization

KW - α-methyleneglutarate

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Poly(α-methyleneglutarimide)s from radical polymerization of α-methyleneglutarimides

Abstract

Bibliographical note

Keywords

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