Ester-Activated Vinyl Ethers as Chain Transfer Agents in Radical Photopolymerization of Methacrylates

Gernot Peer; Anna Eibel; Christian Gorsche; Yohann Catel; Georg Gescheidt; Norbert Moszner; Robert Liska

doi:10.1021/acs.macromol.9b00085

Ester-Activated Vinyl Ethers as Chain Transfer Agents in Radical Photopolymerization of Methacrylates

Gernot Peer, Anna Eibel, Christian Gorsche, Yohann Catel, Georg Gescheidt, Norbert Moszner, Robert Liska^*

^*Corresponding author for this work

Institute of Physical and Theoretical Chemistry (6350)

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

Abstract

The regulation of multifunctional methacrylates to yield tough photopolymers is a widely researched topic, whereby addition-fragmentation chain transfer (AFCT) agents represent one viable class of additives. Vinyl ethers have been described as potent AFCT agents in radical polymerization but are unexamined in network formation via photopolymerization. In this article, we present a sterically hindered vinyl ether as AFCT agent for methacrylate networks, which shows enhanced acid stability opposed to vinyl ethers described in the literature. After synthesis and confirmation of the efficient regulation in a monofunctional system, the reactivity and mechanical properties in a difunctional methacrylate were evaluated. An increase in double bond conversion, significantly lower shrinkage stress, and high toughness were assessed and substantiated the great potential of this compound in photopolymerizable resins.

Original language	English
Pages (from-to)	2691-2700
Number of pages	10
Journal	Macromolecules
Volume	52
Issue number	7
DOIs	https://doi.org/10.1021/acs.macromol.9b00085
Publication status	Published - 9 Apr 2019

ASJC Scopus subject areas

Organic Chemistry
Polymers and Plastics
Inorganic Chemistry
Materials Chemistry

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abstract = "The regulation of multifunctional methacrylates to yield tough photopolymers is a widely researched topic, whereby addition-fragmentation chain transfer (AFCT) agents represent one viable class of additives. Vinyl ethers have been described as potent AFCT agents in radical polymerization but are unexamined in network formation via photopolymerization. In this article, we present a sterically hindered vinyl ether as AFCT agent for methacrylate networks, which shows enhanced acid stability opposed to vinyl ethers described in the literature. After synthesis and confirmation of the efficient regulation in a monofunctional system, the reactivity and mechanical properties in a difunctional methacrylate were evaluated. An increase in double bond conversion, significantly lower shrinkage stress, and high toughness were assessed and substantiated the great potential of this compound in photopolymerizable resins.",

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AU - Gescheidt, Georg

AU - Moszner, Norbert

AU - Liska, Robert

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AB - The regulation of multifunctional methacrylates to yield tough photopolymers is a widely researched topic, whereby addition-fragmentation chain transfer (AFCT) agents represent one viable class of additives. Vinyl ethers have been described as potent AFCT agents in radical polymerization but are unexamined in network formation via photopolymerization. In this article, we present a sterically hindered vinyl ether as AFCT agent for methacrylate networks, which shows enhanced acid stability opposed to vinyl ethers described in the literature. After synthesis and confirmation of the efficient regulation in a monofunctional system, the reactivity and mechanical properties in a difunctional methacrylate were evaluated. An increase in double bond conversion, significantly lower shrinkage stress, and high toughness were assessed and substantiated the great potential of this compound in photopolymerizable resins.

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Ester-Activated Vinyl Ethers as Chain Transfer Agents in Radical Photopolymerization of Methacrylates

Abstract

ASJC Scopus subject areas

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