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Photoisomerization of waterborne polyurethane with side-chained phenylazonaphthalene group

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Abstract

Novel waterborne polyurethane (WPU) with side-chained Phenylazonaphthalene group was prepared by step-growth addition polymerization between isophorone diisocyanate (IPDI), polytetramethylene ether glycol (PTMG), 2, 2-dimethylol propionic acid (DMPA) and a self-made azo diol, N,N-(2-hydroxyethyl)-4-phenylazo naphthylamine (HPN), as a chain extender to partially substitute for 1, 4-butanediol (BDO). 1H nuclear magnetic resonance spectra (1H NMR), Fourier transform infrared spectroscopy (FTIR) and Ultraviolet–Visible (UV–Vis) spectroscopy were used to research the properties of HPN and HPN-WPU. The WPU latex presented obvious trans–cis photoisomerization during UV radiation and the absorption wavelength of the HPN exhibited a blue shift after attached into polyurethane chains. It needed longer irradiated time to finish isomerization due to the emulsion aggregated states, comparing with phenylazonaphthalene monomer solution and WPU dilute solution.

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Acknowledgements

This work was supported by National High Technology Research and Development Program of China (No.2015AA033903).

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Correspondence to Xingyuan Zhang.

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Sun, W., Zheng, Y. & Zhang, X. Photoisomerization of waterborne polyurethane with side-chained phenylazonaphthalene group. Polym. Bull. 74, 3109–3121 (2017). https://doi.org/10.1007/s00289-016-1895-9

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  • DOI: https://doi.org/10.1007/s00289-016-1895-9

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