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Polymers 2018, 10(2), 219; https://doi.org/10.3390/polym10020219

Synthesis of Waterborne Polyurethane by the Telechelic α,ω-Di(hydroxy)poly(n-butyl acrylate)

School of Chemistry and Chemical Engineering, Anhui University, 111 Jiu long Road, Hefei 230601, China
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Received: 26 January 2018 / Revised: 16 February 2018 / Accepted: 21 February 2018 / Published: 23 February 2018
(This article belongs to the Special Issue Tailored Polymer Synthesis by Advanced Polymerization Techniques)
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Abstract

A key for the preparation of polyacrylate-based polyurethane is the synthesis of hydroxyl-terminated polyacrylate. To our knowledge, exactly one hydroxyl group of every polyacrylate chain has not been reported. The hydroxyl-terminated poly(butyl acrylate) (PBA) has been successfully synthesized by degenerative iodine transfer polymerization (DITP) of the n-butyl acrylate (n-BA) using 4,4′-azobis(4-cyano-1-pentanol) (ACPO) and diiodoxylene (DIX) as initiator and chain transfer agent, respectively, and subsequently substituted reaction of the iodine-terminated PBA with β-mercaptoethanol in alkaline condition. The latter reaction was highly efficient, and the terminal iodine at the end of polymer chains were almost quantitatively transformed to a hydroxyl group. 2,2′-Azobis(isobutyronitrile) (AIBN) and ACPO were used as initiators in the DITPs of n-BA. The results demonstrated that they had a significant influence on the terminal groups of the formed polymer chains. The structure, molecular weight, and molecular weight distribution of the hydroxyl-terminated PBA have been studied by 1H, 13C NMR, and GPC results. The components of hydroxyl-terminated PBA were determined by MALDI-TOF MS spectra, and their formation is discussed. The broad molecular weight distribution of the PBA and the difference in the polymerization behaviors from typical living radical polymerization are explained based on the results of 1H NMR and MALDI-TOF MS spectra. The hydroxyl-terminated PBA has been successfully used in the preparation of PBA-based polyurethane dispersions (PUDs). The aqueous PUDs were stable, and based on the DSC results it can be said that the miscibility of hard segments with PBA chains was improved. View Full-Text
Keywords: poly(n-butyl acrylate); degenerative iodine transfer; free-radical polymerization; waterborne polyurethane poly(n-butyl acrylate); degenerative iodine transfer; free-radical polymerization; waterborne polyurethane
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).
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Chen, X.; Zhang, C.; Li, W.; Chen, L.; Wang, W. Synthesis of Waterborne Polyurethane by the Telechelic α,ω-Di(hydroxy)poly(n-butyl acrylate). Polymers 2018, 10, 219.

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