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Low volume shrinkage of polymers by photopolymerization of 1,1-bis(ethoxycarbonyl)-2-vinylcyclopropanes

Title data

Pineda Contreras, Paul ; Tyagi, Payal ; Agarwal, Seema:
Low volume shrinkage of polymers by photopolymerization of 1,1-bis(ethoxycarbonyl)-2-vinylcyclopropanes.
In: Polymer Chemistry. Vol. 6 (2015) Issue 12 . - pp. 2297-2304.
ISSN 1759-9954
DOI: https://doi.org/10.1039/C4PY01705F

Official URL: Volltext

Project information

Project financing: Bundesministerium für Wirtschaft und Energie

Abstract in another language

Low volume shrinkage of polymers by photoring-opening polymerization of 1,1-bis(ethoxycarbonyl)-2-vinylcyclopropane (VCP) and its methyl substituted derivate 1,1-bis(ethoxycarbonyl)-2-(prop-1-en-2-yl)cyclopropane (Me-VCP) is presented. The aim of this study was to evaluate the photopolymerization behavior and structure of the corresponding polymers from VCP and its methyl substituted derivates 1,1-bis(ethoxycarbonyl)-2-(prop-1-en-2-yl)-cyclopropane (Me-VCP) and 1,1-bis(ethoxycarbonyl)-2-methyl-2-(prop-1-en-2-yl)-cyclopropane (DiMeVCP). VCP monomers were polymerized using camphorquinone (CQ) as a photo-initiator either in a binary or ternary photo-initiator system. The binary systems were formulated with ethyl 4-dimethylaminobenzoate (EDMAB) in relation to the monomer and 1 mol% of CQ. The ternary system was a mixture of 1 mol% of CQ, 2 mol% of EDMAB and 2 mol% of DPIHFP. Ternary photo-initiator systems showed high polymerization rates leading to high conversion in a short photoactivation time. One of the important findings is the formation of higher amounts of 1,5-type ring-opened units and lower amounts of cyclobutane-containing units in photopolymerization, which can make VCP an attractive component of dental composites, as the volume shrinkage is proportional to the 1,5-ring opening. Earlier it was observed that thermal free radical polymerization of VCPs gives higher amounts of cyclobutane structures compared to 1,5-type ring-opened units in the corresponding polymers, causing VCP to be excluded from the list of promising dental composites, as the volume shrinkage was higher than expected.

Further data

Item Type: Article in a journal
Refereed: Yes
Additional notes: ISI:000351291900017
Keywords: RING-OPENING POLYMERIZATION; CATIONIC POLYMERIZATION; RADICAL POLYMERIZATION; MONOMERS; BEHAVIOR; KINETICS; VINYLCYCLOPROPANES; COMPOSITES; NETWORKS; SYSTEMS
Institutions of the University: Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Chair Macromolecular Chemistry II
Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Chair Macromolecular Chemistry II > Chair Macromolecular Chemistry II - Univ.-Prof. Dr. Andreas Greiner
Profile Fields > Advanced Fields > Polymer and Colloid Science
Research Institutions > Research Centres > Bayreuth Center for Colloids and Interfaces - BZKG
Faculties
Faculties > Faculty of Biology, Chemistry and Earth Sciences
Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry
Profile Fields
Profile Fields > Advanced Fields
Research Institutions
Research Institutions > Research Centres
Result of work at the UBT: Yes
DDC Subjects: 500 Science > 540 Chemistry
Date Deposited: 29 May 2015 08:38
Last Modified: 28 Feb 2022 09:24
URI: https://eref.uni-bayreuth.de/id/eprint/14463