Catalytic amination of 1,6-hexanediol for synthesis of N, N, N’, N’-tetramethyl-1,6-hexanediamine over Cu/Ni/Zn catalysts

IF 3.9 2区化学 Q2 CHEMISTRY, PHYSICAL

Molecular Catalysis Pub Date : 2024-10-08 DOI:10.1016/j.mcat.2024.114601

Zhifei Wang , Jun Li , Yakui Wang , Hongbin Ju , Lu Zhang , Yajie Jiang

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Abstract

Synthesis of N, N, N’, N’-tetramethyl-1,6-hexanediamine(TMHDA) by the amination of 1,6-hexanediol(HDO) and dimethylamine(DMA) at normal pressure over an outstanding Cu/Ni/Zn catalyst supported on aluminum oxide(γ-Al₂O₃) was studied in this article. Cu/Ni/Zn/γ-Al₂O₃(Cu: Ni: Zn = 28: 7: 12) exhibited excellent catalytic performance, which HDO was almost completely transformed and TMHDA reached 85 % selectivity at 200 °C. The amination of HDO required two hydrogenations and two dehydrogenations, and the selectivity of the amination catalyst depended on the balance of dehydrogenation and hydrogenation. Various characterization (TEM, BET, XRD, H₂-TPR, XPS) demonstrated that the addition of Zn to the Cu/Ni catalyst could reduce the agglomeration of Cu/Ni particles and change the valence distribution of Cu. The Cu/Ni/Zn/γ-Al₂O₃ catalyst was a very promising and green method for the synthesis of tertiary diamines through amination of diols.

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在铜/镍/锌催化剂上催化 1,6-己二醇胺化以合成 N,N,N',N'-四甲基-1,6-己二胺

本文研究了在常压下，在以氧化铝（γ-Al2O3）为载体的 Cu/Ni/Zn 催化剂上，通过 1,6-hexanediol (HDO) 与二甲胺 (DMA) 的胺化反应合成 N, N, N', N'-tetramethyl-1,6-hexanediamine (TMHDA)。Cu/Ni/Zn/γ-Al2O3（Cu: Ni: Zn = 28: 7: 12）表现出优异的催化性能，在 200 °C 时，HDO 几乎完全转化，TMHDA 的选择性达到 85%。HDO 的胺化需要两次加氢和两次脱氢，胺化催化剂的选择性取决于脱氢和加氢的平衡。各种表征（TEM、BET、XRD、H2-TPR、XPS）表明，在 Cu/Ni 催化剂中添加 Zn 可减少 Cu/Ni 颗粒的团聚，并改变 Cu 的价态分布。Cu/Ni/Zn/γ-Al2O3 催化剂是通过二元醇胺化合成叔二胺的一种非常有前景的绿色方法。

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来源期刊

Molecular Catalysis Chemical Engineering-Process Chemistry and Technology

CiteScore

6.90

自引率

10.90%

发文量

700

审稿时长

40 days

期刊介绍： Molecular Catalysis publishes full papers that are original, rigorous, and scholarly contributions examining the molecular and atomic aspects of catalytic activation and reaction mechanisms. The fields covered are: Heterogeneous catalysis including immobilized molecular catalysts Homogeneous catalysis including organocatalysis, organometallic catalysis and biocatalysis Photo- and electrochemistry Theoretical aspects of catalysis analyzed by computational methods