A Non-Nitric Acid Method of Adipic Acid Synthesis

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A Non-Nitric Acid Method of Adipic Acid Synthesis

Electronic Supplementary Material (ESI) for Green Chemistry. This journal is © The Royal Society of Chemistry 2015 Supplementary data A non-nitric acid method of adipic acid synthesis: organic solvent- and promotor-free oxidation of cyclohexanone with oxygen over hollow- structured Mn/TS-1 catalysts Guoqiang zou Wenzhou Zhong*, Liqiu Mao, Qiong Xu, Jiafu Xiao, Dulin yin*, Zisheng Xiao, Tao Shu National & Local United Engineering Laboratory for New Petrochemical Materials & Fine Utilization of Resources, Hunan Normal University, Changsha 410081, P. R. China Table S1 Comparison between the novel catalyst and the others reported previously. Catalyst Conv. AA Sele. Oxidant Temp. Solvent Reference Mn-HTS 68.4 93.1 O2 90 No This work (%) (%) (oC) Pt/Carbon/monolith 100 22 O2 140 Water [1] Pt/Carbon 100 38.8 O2 140 Acetic acid/water [2] 99.8 75 O2 65 Acetic acid/CF3COOH [3] Mn(OAc)2 97.5 93.4 O2 40 Acetic acid/HNO3 [4] Mn(NO3)2/Co(NO3)2 Co/Mn cluster 97.6 86.6 O2 100 Acetic acid/water [5] 99 51 O2 70 Acetic acid/water [6] H5PMo10V2O40 98 55 O2 60 Acetonitrile/methanol [7] H7PMo8V4O40 [1] E. Crezee, F. Kapteijn and J. A. Moulijn, Catal. Today, 2001, 69, 283–290. [2] M. Besson, F. Gauthard, B. Horvath and P. Gallezot, J. Phys. Chem. B, 2005, 109, 2461-2467 [3] M. Constantini and L. Krumenacker, FR Patent 2541993, 1983 (patent held by Rhone Poulenc). [4] C. Fumagalli, F. Minisci and R. Pirola, WO Patent 01/87815, 2001 (patent held by Lonza SpA). [5] S. A. Chavan, D. Srinivas and P. Ratnasamy, J. Catal. 2002, 212, 39–45. [6] A. Atlamsani, J.-M. Brégeault and M. Ziyad, J. Org. Chem., 1993, 58, 5663–5665. [7] J.M. Brégeault, E.A. Bassam and J. Martin, US Patent 4983767, 1991 (patent held by Rhone Poulenc Chimie). 1 Fig. S1 XRD of samples parent HTS, the xMn-HTS, the reused Mn-HTS(5%) (A) and MnOx (B) Fig. S2 Effect of the reaction pressure on the conversion of cyclohexanone and AA selectivity over the synthesized 5% Mn-HTS. (reaction conditions: 40 g cyclohexanone; GA+SA: glutarate acid and succinate acid; Others include CO2 and CO). 2 Fig. S3 TEM images of the reused Mn-HTS(5%) Fig. S4 FT-IR spectra of the fresh Mn-HTS (5%) and the reused Mn-HTS(5%) 3 .

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