HE Zhenhong1,2, HOU Zhenshan1,3, WANG Yonglei1,2, LIU Yuanfeng1,2, LIU Honglai1,2, Wumanjiang·Eli1*
(1. Key Laboratory of Applied Catalysis, Xinjiang Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Urumqi, Xinjiang 830011, China; 2. Graduate University of Chinese Academy of Sciences, Beijing 100049, China; 3. School of Chemistry and Molecular Engineering, East China University of Science and Technology, Shanghai 200237, China)
Abstract: Hydrocarboxylation of 1-octene with carbon monoxide has been carried out using a catalytic aqueous phase consisting of Pd(OAc)2, TPPTS[P(C6H4-m-SO3Na)3] , surfactant and acid. The organic products and the catalytic aqueous phase could be easily separated by extraction. The effects of concentrations of palladium, CTAB (cetyltrimethylammonium bromide), acid promoter, as well as the reaction temperature and the CO pressure on the conversion of olefin were investigated. Under the conditions of H2O16 mL, c(Pd)=2.0 mmol/L, c(TPPTS)/c(Pd(OAc)2)=25, c(p-TsOH) (p-toluenesulfonic acid)= 33.8 mmol/L, c(CTAB) = 79.4 mmol/L, reaction time 5.5 h, CO pressure 4 MPa and reaction temperature 150 ℃, the conversion of 1-octene reached 90.8% and the selectivity towards nonanoic acid was found to be 76.8% and n/i (molar ratio) 3.96. The catalyst system was reused 3 times without obvious loss of activity. 31P NMR was also used to investigate the active species arisen from the coordination of Pd(OAc)2 with TPPTS [P(C6H4-m-SO3Na)3] under reaction conditions.
Key words:1-octene; hydrocarboxylation; Pd-P complex; biphasic catalysis system; 31P NMR
E-mail: wumj@ms.xjb.ac.cn houzhenshan@ecust.edu.cn
Journal of Molecular Catalysis, Vol. 25, Issue 5, 2011, 406-414
