Abstract
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.
Highlights
Mono-substituted polyacetylenes (SPAs), which are attractive helical and π-conjugated polymers, have been applied in stimuli-responsive materials, molecular recognition, gas permeability, and optical resolution [1,2,3,4,5,6,7,8,9]
An active monodentate Rh complex catalyst can be generated in situ from a Rh bidentate catalyst when amine, alcohol, or even water is used as the cocatalyst or solvent [13,14,15,16,17,18,19,20,21,22]
The monomer structure and intermediate conformation of the Rh complex were optimized by using Density Function theory (DFT) methods (B3LYP/6-31G** and B3LYP/LANL2DZ), and the polymerization mechanism was proposed
Summary
Research Center for Environmentally Friendly Materials Muroran Institute of Technology, 27-1. 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. Current address: Molecular Engineering Institute, Kindai University, 11-6, Kayanomori, Iizuka, Fukuoka 820-8555, Japan
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