PPh3 functionalized Rh/rGO catalyst for heterogeneous hydroformylation: Bifunctional reduction of graphene oxide by organic ligand

Tan, Min‐Yu; Ishikuro, Yuki; Hosoi, Yuta; Yamane, Noriyuki; Ai, Peipei; Zhang, Peipei; Yang, Guohui; Wu, Mingbo; Yang, Renqiang; Tsubaki, Noritatsu

doi:10.1016/j.cej.2017.08.023

Cited by 37 publications

(18 citation statements)

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“…1 Homogeneous rhodium complex catalysts are efficacious [2][3][4][5] but expensive and not easy to recover and reuse. For separation, immobilized or supported Rh, [6][7][8][9][10] usually assisted by phosphorus-containing ligands, and non-precious metal catalysts have been studied.…”

Section: Introductionmentioning

confidence: 99%

Co‐Ni‐P‐B catalyzed hydroformylation of long linear α olefins

Guo

Fan

et al. 2021

J of Chemical Tech & Biotech

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BACKGROUND: As indirect liquefaction of coal has been carried out in megaton scale, extension of the Fischer-Tropsch synthesis products has received renewed interest. Hydroformylation provides a way for the transformation of alkenes to aldehydes. Homogeneous rhodium complex catalysts are efficacious but expensive and not easy to recover and reuse. Heterogeneous catalysts are desired to enable their easy separation. Amorphous four-component non-precious metal catalysts were prepared using facile reduction and their activity toward hydroformylation of long linear ⊍ olefins was investigated.RESULTS: Obtained Co-Ni-P-B presented uniform nanoparticles that were well-dispersed Co with more electrons, attributing to isolation and electron transfer among the four components. The Co, Ni, P, and B were in both atomic states and oxidation states. The Co in Co-Ni-P-B was shown to be electron-enriched with enhanced catalytic activity. Co-Ni-P-B displayed good catalytic activity for hydroformylation of linear C 6 , C 8 , C 10 , or C 12 ⊍ olefins, and the highest activity for 1-octene. The conversion of 1-octene and the selectivity of C 9 aldehydes reached 99.62% and 96.30%, respectively. The ratio of nonanal to isononanal was 1.44. The selectivity for isomeric products was 3.70%. There existed an appropriate four-component ratio for hydroformylation of 1-octene owing to synergistic effects among the Co, Ni, P, and B. Co-Ni-P-B exhibited good reusability.CONCLUSION: Amorphous four-component Co-Ni-P-B prepared by facile reduction showed good catalytic performance toward hydroformylation of long linear C 6 , C 8 , C 10 , or C 12 ⊍ olefins due to synergistic effects among the Co, Ni, P, and B.

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Section: Introductionmentioning

confidence: 99%

Co‐Ni‐P‐B catalyzed hydroformylation of long linear α olefins

Guo

Fan

et al. 2021

J of Chemical Tech & Biotech

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“…Type of catalyst supports play important roles in both activity and mechanical strength of catalysts, since they influence not only the morphology and dispersion of catalyst particles but also the activity of catalysts . Many studies of graphene oxide (GO) as catalyst support, which is prepared by chemical oxidation of natural graphite followed by exfoliation, seems to be more fascinating due to its abundant functional groups, including COOH and OH, as well as its unique 2D structure . Zhang et al reported that GO can probably provide efficient nucleation sites and enhance the MOFs growth, while offered higher dispersive forces of MOFs .…”

Section: Introductionmentioning

confidence: 99%

Fabrication of Graphene Oxide Supported Acid–Base Bifunctional Metal–Organic Frameworks as Efficient Catalyst for Glucose to 5‐Hydroxymethylfurfural Conversion

Wei

Zhang

et al. 2020

Energy Tech

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Developing a supported‐type metal–organic frameworks (MOFs) catalyst with multifunctional active sites is essential to broaden its application as a heterogeneous catalyst. Herein, polydopamine (PDA)‐modified graphene oxide (PDA@GO) is used as a support to prepare an acid–base bifunctional UiO‐66‐type MOFs catalyst in green solution (aqueous solution) through a one‐pot method. By adjusting the amount between GO, PDA, UiO‐66‐NH2, and UiO‐66‐SO3H, the heterogeneous solid catalyst UiO‐66‐SO3H‐NH2/PDA@GO with uniform distribution of MOFs can be obtained. The morphology and various properties of the catalyst are characterized and the catalytic performance of the catalyst for the conversion of glucose to 5‐hydroxymethylfurfural (5‐HMF) is demonstrated and discussed. Herein, the supported‐type MOFs catalyst offers an alternative way to promote current acid–base catalytic systems for achieving efficient production of 5‐HMF from sustainable biomass.

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“…Heterogenization of metal complexes may provide a significant improvement in this aspect. Different approaches, broadly classified as “biphasic catalysis” and “solid‐supported catalyst” . The prime requirement for these catalysts is the stability of the complex in the heterogenized phase, which ensures that it does not leach into the noncatalyst liquid phase during the course of a reaction, while retaining the high activity, selectivity, and original configuration of the catalytic complex.…”

Section: Introductionmentioning

confidence: 99%

“…Various attempts were made to heterogenize some of the industrially relevant homogeneous catalysts for application to different catalytic reactions including hydroformylation. Although the techniques for heterogenization onto solid supports viz anchored catalyst, polymer‐bound catalyst, encapsulated catalyst, supported liquid phase catalyst, (SLPC) supported aqueous phase catalyst (SAPC), supported ionic liquid phase catalyst (SILP), biphasic catalysts using water‐soluble metal complexes of sulfonated, or fluorinated phosphines ligands, gave active catalysts; they were plagued with problems like leaching and deactivation of the catalysts. Although these concepts have drawn interest, with the exception of aqueous‐biphasic catalysis no other approach has been found to be commercially attractive, due to issues of catalyst leaching, catalyst product separation, and poor activity.…”

Section: Introductionmentioning

confidence: 99%

Kinetics of hydroformylation of 1‐decene using carbon‐supported ossified HRh(CO)(TPPTS)₃ catalyst

Pagar

Deshpande

2018

Int J of Chemical Kinetics

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The kinetics of hydroformylation of 1‐decene has been investigated using a carbon‐supported ossified HRh(CO)(TPPTS)3/Ba catalyst in a temperature range of 343–363 K. The effect of concentration of 1‐decene, catalyst loading, partial pressure of H2 and CO, and stirring speed on the reaction rate has been investigated. A first‐order dependence was observed for catalyst concentration and hydrogen partial pressure. The rate showed a typical case of substrate inhibition for high 1‐decene concentration. The rate varied with a linear dependence on PCO up to a CO partial pressure of 5–6 MPa in contrast to the general trends; for most of the rhodium‐phosphine catalyzed hydroformylation reactions, severe inhibition of rate is observed with an increase in CO pressure. A rate equation has been proposed, which was found to be in good agreement with the observed rate data within the limit of experimental errors. The kinetic parameters and activation energy values have been reported.

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PPh3 functionalized Rh/rGO catalyst for heterogeneous hydroformylation: Bifunctional reduction of graphene oxide by organic ligand

Cited by 37 publications

References 50 publications

Co‐Ni‐P‐B catalyzed hydroformylation of long linear α olefins

Co‐Ni‐P‐B catalyzed hydroformylation of long linear α olefins

Fabrication of Graphene Oxide Supported Acid–Base Bifunctional Metal–Organic Frameworks as Efficient Catalyst for Glucose to 5‐Hydroxymethylfurfural Conversion

Kinetics of hydroformylation of 1‐decene using carbon‐supported ossified HRh(CO)(TPPTS)₃ catalyst

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PPh3 functionalized Rh/rGO catalyst for heterogeneous hydroformylation: Bifunctional reduction of graphene oxide by organic ligand

Cited by 37 publications

References 50 publications

Co‐Ni‐P‐B catalyzed hydroformylation of long linear α olefins

Co‐Ni‐P‐B catalyzed hydroformylation of long linear α olefins

Fabrication of Graphene Oxide Supported Acid–Base Bifunctional Metal–Organic Frameworks as Efficient Catalyst for Glucose to 5‐Hydroxymethylfurfural Conversion

Kinetics of hydroformylation of 1‐decene using carbon‐supported ossified HRh(CO)(TPPTS)3 catalyst

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Kinetics of hydroformylation of 1‐decene using carbon‐supported ossified HRh(CO)(TPPTS)₃ catalyst