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hydroformylation of methyl-3-pentenoate over a phosphite ligand modified Rh/SiO_2 catalyst

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Journal of Natural Gas Chemistry 2008年第4期17卷 351-354页

作者： Xianming Li Yunjie Ding Guiping Jiao Jingwei Li Li Yan Hejun Zhu Laboratory of Applied Catalysis Dalian Institute of Chemical Physics Chinese Academy of Sciences Dalian 116023 Liaoning China The State Key Laboratory of Catalysis Dalian Institute of Chemical Physics Chinese Academy of Sciences Dalian 116023 Liaoning China Graduate School of the Chinese Academy of Sciences Beijing 100049 China

A phosphite ligand modified Rh/SiO2 catalyst has been developed for hydroformylation of internal olefins to linear aldehydes, which showed high activity and regioselectivity and could be separated easily by filtration after reaction in an autoclave. Effects of reaction temperature and syngas pressure on the performances of the catalyst in the reaction were also investigated.

关键词： Rh/SiO2 phosphite hydroformylation internal olefins linear aldehydes

hydroformylation of formaldehyde to glycolaldehyde:An alternative synthetic route for ethylene glycol

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Chinese Journal of Chemical Engineering 2021年第7期34卷 3-16页

作者： Jie Wei Maoshuai Li Meiyan Wang Shixiang Feng Weikang Dai Qi Yang Yi Feng Wanxin Yang Cheng Yang Xinbin Ma Key Laboratory for Green Chemical Technology of Ministry of Education Collaborative Innovation Center of Chemical Science and EngineeringSchool of Chemical Engineering and TechnologyTianjin UniversityTianjin 300350China

hydroformylation of formaldehyde to glycolaldehyde(GA),as a vital reaction in both direct and indirect process of syngas to ethylene glycol(EG),shows great advantages in the aspects of the process complexity and clean *** hydroformylation of formaldehyde to GA is thermodynamically unfavourable,requiring the development of highly efficient hydroformylation catalytic systems,appropriate reaction conditions and in-depth understanding of the reaction *** this review,we have made a detailed summary on the reaction in terms of the reaction network,thermodynamics,metal complex catalysts(including central metals and ligands),reaction conditions(e.g.,temperature,pressure,formaldehyde source and solvent)and ***,the reaction mechanisms,involving neutral and anionic complex in the catalytic cycle,have been summarized and followed by a discussion on the impact of the crucial intermediates on the reaction pathways and product distribution.A brief overview of product separation and catalyst recovery has been presented in the final *** review gives new insights into the factors that impact on the formaldehyde hydroformylation and reaction mechanisms,which helps to design more efficient catalytic systems and reaction processes for EG production via the hydroformylation route.

关键词： Formaldehyde Syngas hydroformylation Glycolaldehyde Ethylene glycol Mechanism

hydroformylation of alkenes over rhodium supported on the metal-organic framework ZlF-8

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Nano Research 2014年第9期7卷 1364-1369页

作者： Chao Hou Guofeng Zhao Yongjun Ji Zhiqiang Niu Dingsheng Wang Yadong Li Department of Chemistry Tsinghua University Beijing 100084 China

A highly porous and crystalline metal-organic framework （MOF） ZIF-8 has been synthesized and used for the preparation of a supported rhodium nanoparticle catalyst （Rh@ZIF-8）. The material has been characterized by PXRD, TEM, EDX, ICP-AES and nitrogen adsorption. The catalytic properties of Rh@ZIF-8 have been investigated in the hydroformylation of alkenes, with different chain length and structure, to give the corresponding aldehydes, and showed high activity. Furthermore, after the reaction was complete, the catalyst could be easily separated from the products by simple decantation and reused five times without a significant decrease in the activity under the investigated conditions.

关键词： heterogeneous catalysis supported rhodiumcatalyst metal-organic framework ZIF-8 hydroformylation

hydroformylation CATALYSIS USING POLYMER-SUPPORTED MULTINUCLEAR RHODIUM CARBONYL CLUSTER CATALYSTS

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Chinese Journal of Polymer Science 1990年第2期8卷 158-164页

作者：何炳林孙君坦李弘桑俊杰 Institute of Polymer Chemistry Nankai University Tianjin

A series of polymer-supported tetranuclear rhodium carbonyl cluster catalysts were prepared b the reaction of Rh4（CO）12with several kinds of polymer supports such as crosslinked poly （N-vinylpyrrolidone）（PNVP） and crosslinked poly （ styrene-co-maleic anhydride）（PMAn）, and subsequently were used to catalyze the hydroformylation of olefins. The catalysts were characterized by IR, SEM and XPS. The influence of the supports structure and crosslinking, metal’s content and particle size of the supports on the catalysts hydroformylation properties was studied. The factors which affect the catalytic conversion were also examined. The experimental results show that the polymer-supported Rh cluster catalysts possess very high catalytic activity and aldehyde selectivity as well as good reproducibility.

关键词： Rhodium cluster Polymer catalysts hydroformylation

hydroformylation of 1-Octene over Nanotubular TiO2-supported Amorphous Co-B Catalysts

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Chemical Research in Chinese Universities 2015年第5期31卷 851-857页

作者： SHI Yukun HU Xiaojing ZHU Baolin ZHANG Shoumin HUANG Weiping Department of Chemistry Collaborative Innovation Center of Chemical Science and Engineering The Key Laboratory of Advanced Energy Materials Chemistry Ministry of Education Tianjin Key Lab of Metal and Molecule-based Material Chemistry Nankai University Tianjin 300071 P. R. China

TiO2 nanotubes supported amorphous Co-B（Co-B/TNTs） catalyst was prepared via impregnation- chemical reduction procedure. The catalyst was characterized with transmission electron microscopy（TEM）, ammonia temperature-programmed desorption（NH3-TPD）, thermogravimetry-differential thermal analysis（TG-DTA）, Fourier transform infrared spectroscopy（FTIR） and Raman spectroscopy. The effects of temperature and ratio of CO to HE on the hydroformylation of 1-octene were studied. At an optimized reaction temperature（150 ℃） and volume ratio of CO to H2（2：1）, the conversion of 1-octene can reach 97.4% with a selectivity of 23.1% for total aldehydes and n/i-aldehyde molar ratio of 40：60. To obtain higher selectivity for linear aldehydes, Co-B/TNTs modified with triphenylphosphine for the hydroformylation of 1-octene were investigated. When molar ratio of P/Co was 4, the yield of total aldehydes was the highest（31.6%） with a good selectivity for linear product（n/i-aldehyde molar ratio was 70：30）. In recycle use, the Co-B/TNTs catalyst modified with triphenylphosphine could be reused five times without reducing the activity and selectivity obviously. For a comparative study, all the Co-B/TNTs to catalyze the hydroformylation of other olefins exhibited high conversion under the optimized conditions.

关键词： hydroformylation TiO2 nanotubes Amorphous Co-B 1-Octene

hydroformylation of Oleyl Alcohol Catalyzed by Rh-OPGPP Complex

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Chinese Chemical Letters 2002年第6期13卷 497-498页

作者： Fan Zhi KONG Yan Hua WANG Zi Lin JIN State Key Laboratory of Fine Chemicals Dalian University of TechnologyDalian 116012

Polyether-tailored phosphite modified rhodium complex formed in situ was highly active in the hydroformylation of oleyl alcohol in nonaqueous phosphite/heptane system where the phosphite acted both as the ligand and the second phase. This catalyst was easily separated by simple decantation and can be used for five times with only a slight decrease in activity.

关键词： Phosphite hydroformylation oleyl alcohol nonaqueous biphasic catalysis.

Direct Immobilization of Phosphine-Rhodium Complex on MCM-41 for Propene hydroformylation

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Chemical Research in Chinese Universities 2002年第3期18卷 311-315页

作者： CAI Yang LI Zhi hua YANG Yi quan YUAN You zhu State Key Laboratory for Physical Chemistry of Solid Surfaces Department of ChemistryXiamen UniversityXiamen 361005P.R.China

MCM 41 molecular sieve supported Rh PPh 3 catalysts were prepared by the in situ assembling of the metal complex from smaller moieties of Rh(acac)(CO) 2 and ligand of PPh 3. The resulted guest/host materials(Rh PPh 3/MCM 41) were characterized by X ray powder diffraction, FTIR and 31 P( 1H) NMR, and served as catalysts for propene hydroformylation. The results showed negligible change in MCM 41 framework after propene hydroformylation at 393 K. Higher hydroformylation activities were obtained on Rh PPh 3/MCM 41 catalysts compared to that on Rh PPh 3/SiO 2.

关键词： MCM 41 mesoporous molecular sieve hydroformylation Propene Rh phopshine complex

Activity promotion of Rh_(1)Ca_(x)/Al_(2)O_(3) single-atom catalyst in 1-octene hydroformylation:a volcano curve exists between Ca adding ratio and catalytic activity

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Science China Chemistry 2024年第4期67卷 1187-1192页

作者： Hao Zhang Xingcong Zhang Xilun Wang Qingdi Sun Hao Liu Hongbing Ji Xiaohui He Key Laboratory of Bioinorganic and Synthetic Chemistry of Ministry of Education Fine Chemical Industry Research InstituteSchool of ChemistryIGCMESun Yat-sen UniversityGuangzhou 510275China Huizhou Research Institute Sun Yat-sen UniversityHuizhou 516081China State Key Laboratory Breeding Base of Green-Chemical Synthesis Technology Institute of Green Petroleum Processing and Light Hydrocarbon ConversionCollege of Chemical EngineeringZhejiang University of TechnologyHangzhou 310014China

Single-atom catalysts(SACs)are considered the best candidates for olefin hydroformylation due to their combined advantages of homogeneous and heterogeneous *** conventional organo-phosphine modification,Rh SAC is modified by introducing Ca,resulting in a significant increase in activity(maximum~5.7-fold)and ***,a volcano curve between Ca addition ratio and catalytic activity is *** Ca significantly increases activity by decreasing the energy barrier,but excessive Ca decreases activity due to hindering substrate adsorption and reaction.

关键词： hydroformylation bimetallic single-atom catalysts rhodium heterogeneous catalyst

A mini review on strategies for heterogenization of rhodium-based hydroformylation catalysts

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Frontiers of Chemical Science and Engineering 2018年第1期12卷 113-123页

作者： Cunyao Li Wenlong Wang Li Yan Yunjie Ding Dalian National Laboratory for Clean Energy Dalian Institute of Chemical Physics Chinese Academy of Sciences Dalian 116023 China State Key Laboratory of Catalysis Dalian Institute of Chemical Physics Chinese Academy of Sciences Dalian 116023 China

hydroformylation has been widely used in industry to manufacture high value-added aldehydes and alcohols, and is considered as the largest homogenously catalyzed process in industry. However, this process often suffers from complicated operation and the difficulty in catalyst recycling. It is highly desirable to develop a heterogeneous catalyst that enables the catalyst recovery without sacrificing the activity and selectivity. There are two strategies to afford such a catalyst for the hydrofromylation： immobilized catalysts on solid support and porous organic ligand （POL）-supported catalysts. In the latter, high concentration of phosphine ligands in the catalyst framework is favorable for the high dispersion of rhodium species and the formation of Rh-P multiple bonds, which endow the catalysts with high activity and stability respectively. Besides, the high linear regioselectivity could be achieved through the copolymerization of vinyl functionalized bidentate ligand （vinyl biphephos） and monodentate ligand （3vPPh3） into the catalyst framework. The newly-emerging POL-supported catalysts have great perspectives in the industrial hydroformylation.

关键词： hydroformylation porous organic ligand (POL)-supported catalysts heterogeneous catalysis high stability immobilization catalysts