Initiation and termination pathways in the photopolymerization of acrylate using methyl phenylglyoxylate as an initiator

The polymerization mechanism of acrylate initiated by methyl phenylglyoxylate was investigated. Matrix-assisted laser desorption/ionization time-of-flight mass spectra of the resultant polymer indicated that most polymers had either an acryloyl group or a benzoyl group as the initiating site. These...

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Bibliographic Details
Published in:Polymer journal 2020-04, Vol.52 (4), p.375-385
Main Authors: Sanai, Yasuyuki, Kagami, Shinobu, Kubota, Kouzou
Format: Article
Language:English
Subjects:
140/131
639/301/923/1028
639/638/455
Biomaterials
Bioorganic Chemistry
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Crosslinking
Gelation
Initiation (polymerization)
Ions
Mass spectra
Original Article
Photopolymerization
Polymer Sciences
Polymerization
Polymers
Surfaces and Interfaces
Termination (polymerization)
Thin Films
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Summary:The polymerization mechanism of acrylate initiated by methyl phenylglyoxylate was investigated. Matrix-assisted laser desorption/ionization time-of-flight mass spectra of the resultant polymer indicated that most polymers had either an acryloyl group or a benzoyl group as the initiating site. These results suggest that methyl phenylglyoxylate initiates polymerization by hydrogen abstraction from both a monomer and another initiator. These hydrogen abstraction-based polymerization reactions occur simultaneously but follow separate pathways. Polymers with acryloyl groups at both chain ends acted as cross-linkers in the subsequent polymerization involving gelation. Photopolymerization of dodecyl acrylate was conducted using methyl phenylglyoxylate as an initiator. Most polymers had either an acryloyl group or a benzoyl group at one of the chain ends. We investigated the initiation pathways and found out that methyl phenylglyoxylate initiated photopolymerization only by Norrish type II processes.
ISSN:0032-3896
1349-0540
DOI:10.1038/s41428-019-0288-y