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Oxidation of propylene glycol and lactic acid to pyruvic acid in aqueous phase catalyzed by lead-modified palladium-on-carbon and related systems
Affiliation:1. Key Laboratory of Advanced Textile Materials and Manufacturing Technology Ministry of Education, Zhejiang Sci-Tech University, Hangzhou, 310018, China;2. Engineering Research Center for Eco-Dying and Finishing of Textiles Ministry of Education, Zhejiang Sci-Tech University, Hangzhou, 310018, China;3. Dyeing and Finishing Institute of Zhejiang Sci-Tech University, Zhejiang Sci-Tech University, Hangzhou, 310018, China;4. Suzhou Shi Yuanfan Dianqi Co., LTD., Suzhou, 215000, China;5. Fiber and Polymer Science Program, Department of Textile Engineering, Chemistry and Science, North Carolina State University, Raleigh, NC, 27695-8301, USA;1. Department of Chemical Engineering, College of Engineering, Universiti Malaysia Pahang, Lebuhraya Tun Razak, 26300, Gambang, Pahang, Malaysia;2. Faculty of Industrial Sciences and Technology, Universiti Malaysia Pahang, Malaysia;3. College of Applied Medical Sciences, Almujmaah University, Saudi Arabia;4. Department of Chemical Engineering, Kasetsart University, Bangkok, Thailand;5. School of Chemical Sciences, Universiti Teknologi PETRONAS, Tronoh, Perak, Malaysia;6. Department of Chemical Engineering, College of Engineering, Khalifa University, P.O. Box 127788, Abu Dhabi, United Arab Emirates;1. Chemical Synthesis and Pollution Control Key Laboratory of Sichuan Province, China West Normal University, Nanchong, Sichuan 637002, PR China;2. Chengdu Institute of Organic Chemistry, Chinese Academy of Sciences, Chengdu, Sichuan 610041, PR China;1. State Key Laboratory for Oxo Synthesis and Selective Oxidation, Suzhou Research Institute of LICP, Lanzhou Institute of Chemical Physics (LICP), Chinese Academy of Sciences, Lanzhou 730000, China;2. University of Chinese Academy of Sciences, Beijing 100049, China;3. CAS Key Laboratory of Chemistry of Northwestern Plant Resources, Key Laboratory for Natural Medicine of Gansu Province, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences (CAS), Lanzhou 730000, China;1. Grupo de Pesquisas em Separações por Adsorçao, Departamento de Engenharia Química, Universidade Federal do Ceará, Fortaleza, CE 60455-760, Brazil;2. Departamento de Química Inorgánica, Facultad de Ciencias, Universidad de Málaga, Málaga, 29071, Spain
Abstract:Oxidation of propylene glycol and related compounds to pyruvic acid was carried out in aqueous phase at 90 °C with a controlled pH of 8 in the presence of Pd/C modified by Pb, Bi and/or Te as additives. Oxidation of propylene glycol was observed on Pd/C at both the primary and secondary hydroxyl groups to yield lactic acid, hydroxyacetone and pyruvic acid with low selectivities. Pd/C, which alone was inactive in the oxidation of lactic acid, bound Pb on the metallic Pd with a strong interaction. The resultant Pb/Pd/C revealed activity for the selective conversion of lactic acid into pyruvic acid. A trace amount of the additive Pb as low as the atomic ratio Pb/Pd = 0.05, was enough to afford pyruvic acid, and the initial rate of the oxidation showed a maximum at Pb/Pd=0.3. Similar catalysts gave results as follows: Pb/Pt/C, highly active, but less selective; Te/Pd/C, highly selective to pyruvic acid with mild activity; Bi/Pd/C, moderate in both activity and selectivity. Commercially available Pb/Pd/CaCO3 (Lindlar catalyst) and Pb/Pd/Al2O3 were also active, giving 60% yield of pyruvic acid.
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