295-49-8Relevant academic research and scientific papers
Diamines for Polymer Materials via Direct Amination of Lipid- and Lignocellulose-based Alcohols with NH3
Pingen, Dennis,Schwaderer, Judith B.,Walter, Justus,Wen, Jiaqi,Murray, George,Vogt, Dieter,Mecking, Stefan
, p. 3027 - 3033 (2018)
Via an all-catalytic route, long-chain diamines were prepared by the catalytic direct amination of long-chain diols, derived from plant oils. High conversion was achieved with good selectivity, with the amount of nitrile impurities formed suppressed to a low level. From the lignocellulose-based 5-hydroxymethylfurfural (5-HMF), or from bis(hydroxymethyl)furan, 2,5-bis(aminomethyl)furan (BAMF) was generated. 5-HMF was converted in a one-pot, one-step direct amination and reductive amination using ammonia. In both cases, the reaction proceeded very efficiently. In the combined amination and reductive amination, the H2 concentration is a rate-limiting factor. Reducing the partial pressure of H2 also shortened the reaction time required significantly. Polycondensation of the long-chain diamines with long-chain diacids led to higher molecular weight polyamides, illustrating the quality of the diamines obtained by this synthetic approach as monomers.
