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Diamines for Polymer Materials via Direct Amination of Lipid- and Lignocellulose-based Alcohols with NH<sub>3</sub>

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Diamines for Polymer Materials via Direct Amination of Lipid- and Lignocellulose-based Alcohols with NH3

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PINGEN, Dennis, Judith B. SCHWADERER, Justus WALTER, Jiaqi WEN, George MURRAY, Dieter VOGT, Stefan MECKING, 2018. Diamines for Polymer Materials via Direct Amination of Lipid- and Lignocellulose-based Alcohols with NH3. In: ChemCatChem. 10(14), pp. 3027-3033. ISSN 1867-3880. eISSN 1867-3899. Available under: doi: 10.1002/cctc.201800365

@article{Pingen2018Diami-42968, title={Diamines for Polymer Materials via Direct Amination of Lipid- and Lignocellulose-based Alcohols with NH3}, year={2018}, doi={10.1002/cctc.201800365}, number={14}, volume={10}, issn={1867-3880}, journal={ChemCatChem}, pages={3027--3033}, author={Pingen, Dennis and Schwaderer, Judith B. and Walter, Justus and Wen, Jiaqi and Murray, George and Vogt, Dieter and Mecking, Stefan} }

2018-08-06T10:09:33Z eng Wen, Jiaqi Schwaderer, Judith B. Vogt, Dieter 2018 2018-08-06T10:09:33Z 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 H<sub>2</sub> concentration is a rate‐limiting factor. Reducing the partial pressure of H<sub>2</sub> 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. Wen, Jiaqi terms-of-use Mecking, Stefan Walter, Justus Diamines for Polymer Materials via Direct Amination of Lipid- and Lignocellulose-based Alcohols with NH<sub>3</sub> Pingen, Dennis Walter, Justus Murray, George Murray, George Schwaderer, Judith B. Vogt, Dieter Mecking, Stefan Pingen, Dennis

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