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Synthesis of a fluoro-diol and preparation of fluorinated waterborne polyurethanes with high elongation at break
Authors:Yitao Yu  Jing Wang  Jianping Zong  Shuo Zhang  Qiang Deng  Shixin Liu
Affiliation:1. Shandong Key Laboratory for Special Silicon-containing Materials, Advanced Materials Institute Shandong Academy of Sciences, Jinan, Shandong, Chinayuyt@sdas.org;3. Department of art and design, Shandong Yingcai University, Jinan, Shandong, China;4. School of Chemical and Biological Engineering, QiLu Institute of Technology, Jinan, Shandong, China;5. Shandong Key Laboratory for Special Silicon-containing Materials, Advanced Materials Institute Shandong Academy of Sciences, Jinan, Shandong, China;6. Quality Evaluation Association of Shandong Province, Jinan, Shandong, China;7. Shandong Institute of Standardization, Jinan, Shandong, China
Abstract:In this study, a fluoro-diol, trifluoroethyl-2-methylpropanoate-β-dihydroxy ethylamine (TFMDA), was successfully synthesized by Michael Addition reaction between trifluoroethyl-2-methacrylate (TFEMA) and diethanolamine (DEA). The chemical structures were characterized by FT-IR and 1H NMR methods. And then by the reaction of dicyclohexylmethylmethane-4,4′- diisocyanate (HMDI), poly(propylene glycol) (PPG), 2,2-dimethylolbutanoic acid (DMBA), diethylene glycol (DEG) and trifluoroethyl-2-methylpropanoate-β-dihydroxyethylamine (TFMDA), fluorinated waterborne polyurethane emulsions with different content of COOH and TFMDA were successfully prepared. It was demonstrated that all the polyurethane emulsions exhibited enhanced storage stability and all the polyurethane films possessed high elongation at break and exceeded 1000%. Addition of organic fluorine obviously improved the water-resistance property of the waterborne polyurethane films.
Keywords:Waterborne polyurethanes  fluoro-diol  organic fluorine  Michael addition reaction  modification
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