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Effect of structure on the properties of polyurethanes based on aromatic cardanol-based polyols prepared by thiol-ene coupling
Affiliation:1. Department of Polymer and Coating, Jiangxi Science & Technology Normal University, Nanchang 330013, PR China;2. Jiangxi Engineering Laboratory of Waterborne Coating, Nanchang 330013, PR China;1. Laboratorio de Investigación en Polímeros, Instituto de Química, Universidad de Antioquia, 050010 Medellín, Colombia;2. Adhesion and Adhesives Laboratory, University of Alicante, 03080 Alicante, Spain;1. Institute of Chemical Industry of Forestry Products, CAF, National Engineering Lab for Biomass Chemical Utilization, Key Lab of Forest Chemical Engineering, SFA, Key Lab of Biomass Energy and Material, Nanjing 210042, People''s Republic of China;2. Research Institute for Forestry New Technology, CAF, Beijing 100091, People''s Republic of China;3. School of Mechanical and Materials Engineering, Materials Science and Engineering Program, Composite Materials and Engineering Center, Washington State University, Pullman, WA 99164, USA;1. Institute of Chemical Industry of Forest Products, Chinese Academy of Forestry, Nanjing 210042, PR China;2. Jiangsu Key Laboratory for Biomass Energy and Material, Jiangsu Province, Nanjing 210042, PR China;3. National Engineering Lab for Biomass Chemical Utilization, Nanjing 210042, PR China;4. Key Lab on Forest Chemical Engineering, State Forestry Administration, Nanjing 210042, PR China;5. Department of Corrosion Prevention and Polymer Materials, College of Materials Science and Engineering, Jiangsu University of Science and Technology, Zhenjiang 212003, PR China;6. College of Science, Nanjing Forestry University, Nanjing 210037, PR China;7. Jiangsu Police Institute, Nanjing 210031, PR China
Abstract:Industrial-grade cardanol and 2-mercaptoethanol were reacted to generate hydroxyl-functionalized cardanol by UV, free-radical-initiated thiol-ene coupling between the double bond moieties of the cardanol long carbon side chain and thiol functional groups. The average hydroxyl number of the hydroxyl-functionalized cardanol was controlled by reaction time, with the hydroxyl values of this ranging within 168–201 mg KOH g?1. This cardanol was then used as a polyol to prepare cardanol-based polyurethane with hexamethylene diisocyanate and a NCO/OH ratio of 1. To compare the effect of cardanol-based polyols with the properties of cardanol-based polyurethane, cardanol modified with 10-undecylenate was used as a raw material to prepare cardanol-based polyols, including the long carbon chain of 10-undecylenate. All properties were examined, and data revealed that cardanol-based polyols including this long carbon chain can improve the hydrophobic and mechanic properties of the cardanol-based polyurethane.
Keywords:Polyurethane  Cardanol  Thiol-ene  Polyol
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