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Open AccessArticle

Proposed Mechanism for the High-Yield Polymerization of Oxyethyl Propiolates with Rh Complex Catalyst Using the Density Functional Theory Method

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Graduate School of Engineering, Muroran Institute of Technology, 27-1 Mizumoto-cho, Muroran, Hokkaido 050-8585, Japan
2
Research Center for Environmentally Friendly Materials Muroran Institute of Technology, 27-1 Mizumoto-cho, Muroran, Hokkaido 050-8585, Japan
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Center of Environmental Science and Disaster Mitigation for Advanced Research, Muroran Institute of Technology, 27-1 Mizumoto-cho, Muroran, Hokkaido 050-8585, Japan
4
Faculty of Science and Technology, Department of Applied Chemistry and Bioscience, Chitose Institute of Science and Technology, Bibi 65-758, Hokkaido Chitose 066-8655, Japan
*
Authors to whom correspondence should be addressed.
Current address: Molecular Engineering Institute, Kindai University, 11-6, Kayanomori, Iizuka, Fukuoka 820-8555, Japan.
Polymers 2019, 11(1), 93; https://doi.org/10.3390/polym11010093
Received: 2 December 2018 / Revised: 29 December 2018 / Accepted: 3 January 2019 / Published: 8 January 2019
(This article belongs to the Special Issue Synthesis and Application of Conjugated Polymers)
In this study, poly(oxyethyl propiolate)s (POP)s featuring various oxyethylene derivatives are synthesized using a [Rh(norbornadiene)Cl]2 catalyst. In particular, POPs featuring the normal oxyethylene chain in the side-chain exhibit excellent yields and high molecular weights in methanol and N,N-dimethylformamide at 40 °C, compared with poly(n-alkyl propiolate)s (PnAP)s. The high reactivity of the oxyethyl propiolate (OP) monomers is clarified by considering the time dependences of the polymerization yields of OPs and alkyl propiolates (Aps). Furthermore, the monomer structure and intermediate conformation of the Rh complex are optimized using Density Function theory (DFT) methods (B3LYP/6-31G** and B3LYP/LANL2DZ) and a polymerization mechanism is proposed. View Full-Text
Keywords: mono-substituted acetylene; Rh complex catalyst; propiolic ester; oxyethylene group mono-substituted acetylene; Rh complex catalyst; propiolic ester; oxyethylene group
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MDPI and ACS Style

Yoshida, Y.; Mawatari, Y.; Tabata, M. Proposed Mechanism for the High-Yield Polymerization of Oxyethyl Propiolates with Rh Complex Catalyst Using the Density Functional Theory Method. Polymers 2019, 11, 93.

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