Citation: ZHANG Xiao-Ya, ZHENG Cong-Ye, ZHENG Xue-Li, FU Hai-Yan, YUAN Mao-Lin, LI Rui-Xiang, CHEN Hua. Preparation of Silica-Bonded Phosphine and Its Influence on 1-Octene Hydroformylation Catalyzed by Rhodium Complex[J]. Acta Physico-Chimica Sinica, ;2015, 31(4): 738-742. doi: 10.3866/PKU.WHXB201502063 shu

Preparation of Silica-Bonded Phosphine and Its Influence on 1-Octene Hydroformylation Catalyzed by Rhodium Complex

1.
Key Laboratory of Green Chemistry and Technology of the Ministry of Education, Institute of Homogeneous Catalysis, College of Chemistry, Sichuan University, Chengdu 610064, P. R. China

Received Date: 15 December 2014
Available Online: 6 February 2015
Fund Project: 中国石油天然气股份有限公司石油化工研究所(2011B-2606) (2011B-2606)四川大学青年教师科研启动基金(2011SCU11084)资助 (2011SCU11084)

Using silica as a support, 2-(diphenylphosphino)ethyltriethoxysilane (DPPES) was anchored on silica surface by a grafting method to produce a bonded phosphine (denoted as SiO₂(PPh₂)), which displays excellent performance. The supported SiO₂(PPh₂)/Rh catalyst was formed in situ in 1-octene hydroformylation with SiO₂(PPh₂) as ligand and Rh(acac)(CO)₂ as precursor (acac: acetylacetone). SiO₂(PPh₂) and SiO₂(PPh₂)/ Rh were characterized by Fourier transform infrared (FTIR) spectroscopy. The effects of the ratio of phosphine to rhodium ([P]/[Rh]) and reaction temperature on 1-octene hydroformylation were investigated. Results show that an increase of the ratio of phosphine to rhodium can greatly improve the selectivity for aldehydes and decrease the rhodium leaching in organic phase. Under the moderate conditions: [P]/[Rh]=12, 363 K, 2 MPa, and 1.5 h, the conversion of 1-octene and the selectivity for aldehydes were 98.4% and 95.3%, respectively. The catalytic activity could compare with homogeneous catalysis with DPPES or triphenylphosphine (TPP) as ligand. The reaction activity was clearly unchanged after the SiO₂(PPh₂)/Rh catalyst was reused four times, with the conversion of 1-octene remaining at 97.0%, the rhodium content leaching in organic phase detected by inductively coupled plasma-atomic emission spectroscopy (ICP-AES) was less than 0.1%.
- Silica,
- 2-(diphenylphosphino)ethyltriethoxysilane,
- 1-Octene,
- Hydroformylation,
- Selectivity for aldehyde,
- Rhodium complex,
- Catalyst recycle
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