Chinese Journal of Catalysis

Chinese Journal of Catalysis ›› 2011, Vol. 32 ›› Issue (4): 566-571.DOI: 10.1016/S1872-2067(10)60182-9

• Research papers • Previous Articles     Next Articles

Dicyclopentadiene Hydroformylation in an Aqueous/Organic Two Phase System in the Presence of a Cationic Surfactant

PI Xiaodong1, ZHOU Yafen1,2, ZHOU Limei1,2, YUAN Maolin1, LI Ruixiang1, FU Haiyan1,#, CHEN Hua1,*   

  1. 1Key Laboratory of Green Chemistry and Technology of Ministry of Education, Department of Chemistry, Sichuan University, Chengdu 610064, Sichuan, China; 2College of Chemistry and Chemical Engineering, China West Normal University, Nanchong 637002, Sichuan, China
  • Received:2010-10-08 Revised:2011-01-05 Online:2011-04-18 Published:2014-08-30

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Abstract: Dicyclopentadiene (DCPD) hydroformylation catalyzed by the water soluble rhodium complex RhCl(CO)(TPPTS)2 (TPPTS: P(m-C6H4SO3Na)3) was studied in an aqueous/organic two phase system containing a cationic surfactant. The effects of various reaction parameters such as reaction temperature, catalyst concentration, water soluble phosphine TPPTS or TPPDS (C6H5P(m-C6H4SO3Na)2), and surfactant structure were examined. The catalytic activity was better with the ligand TPPTS than with TPPDS. The reaction was accelerated by the addition of the cationic surfactant C16H33N(CH3)2CnH2n+1Br (n = 1, 8, 12, 16) but the accelerating effect was attenuated with an increase of the n value. In the presence of the surfactant, the DCPD conversion increased initially and then decreased as the rhodium concentration increased in the range of 0.05–5.00 mmol/L. The catalyst containing aqueous phase was reused four times without significant decrease in activity and regioselectivity.

Key words: aqueous/organic two phase system, dicyclopentadiene, hydroformylation, rhodium, surfactant