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Frontiers of Chemical Science and Engineering >> 2016, Volume 10, Issue 3 doi: 10.1007/s11705-016-1581-3

Synthesis of a cardanol-amine derivative using an ionic liquid catalyst

. USDA Agricultural Research Service, National Center for Agricultural Utilization Research, Peoria, IL 61604, USA. .. Chemistry Department, State University of Ceará, Itaperi Campus, 60740-020, Fortaleza-CE, Brazil. .. Chemistry Department, Federal University of Ceará, Pici Campus, 60455-760, Fortaleza-CE, Brazil. .. Embrapa Tropical Agroindustry, Rua Dra. Sara Mesquita, Planalto Pici, 60511-110, Fortaleza-CE, Brazil. .. USDA Agricultural Research Service, Southern Regional Research Center, New Orleans, LA 70124, USA

Accepted: 2016-08-02 Available online: 2016-08-23

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Abstract

Cardanol is a biobased raw material derived from cashew nut shell liquid. In order to extend its utility, new derivatives and additional applications are useful. In this work cardanol was first epoxidized, and a novel aniline derivative prepared from it under mild reaction conditions with the help of an ionic liquid catalyst. The reaction chemistry was studied by using nuclear magnetic resonance. The resulting aminohydrin adduct showed antioxidant property and should also be a useful synthon for further reactions. As an example, the aminohydrin was shown to undergo a condensation reaction with formaldehyde to form a prepolymer, which could be further reacted to form thermosetting resins.

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