Transfer hydrogenation from glycerol over a Ni-Co/CeO2 catalyst: A highly efficient and sustainable route to produce lactic acid

Tang, Zhenchen; Cao, Huatang; Tao, Yehan; Heeres, Hero J.; Pescarmona, Paolo P.

doi:10.1016/j.apcatb.2019.118273

Cited by 54 publications

(30 citation statements)

References 80 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…[33] Remarkably, the Amb-900-OH and Amb-OH-910-OH proved to be much more active catalysts compared to the benchmark hydrotalcites ( Table 1, entries 5 and 6 compared with entries 7-16). Among the hydrotalcites, a general trend in catalytic behavior was observed: the calcined materials displayed higher catalytic activity compared to the uncalcined counterparts (Table 1, entries 7-11 vs. entries [12][13][14][15][16]. This result is in line with previous reports, which proved that the calcination of hydrotalcites generates mixed Mg and Al oxides, with higher surface area and stronger basic sites, leading to higher activity than with the parent, uncalcined materials.…”

Section: Screening Of Catalysts For the Transcarbonation Reactionsupporting

confidence: 90%

“…Glycerol is another interesting, renewable, abundant and cheap raw material since it is generated in large amounts as the main by‐product of biodiesel manufacturing [12,13] . In order to prevent glycerol over‐supply from hindering the development of the biodiesel industry, the conversion of glycerol into valuable products is highly desirable, and many approaches have been developed for this purpose [13–16] . Among these options, the transformation of glycerol into glycerol carbonate (GC) has drawn increasing attention in recent years [12] .…”

Section: Introductionmentioning

confidence: 99%

“…[12,13] In order to prevent glycerol over-supply from hindering the development of the biodiesel industry, the conversion of glycerol into valuable products is highly desirable, and many approaches have been developed for this purpose. [13][14][15][16] Among these options, the transformation of glycerol into glycerol carbonate (GC) has drawn increasing attention in recent years. [12] The obtained glycerol carbonate is non-toxic, non-flammable, water soluble and biodegradable.…”

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

One‐pot Fixation of CO₂ into Glycerol Carbonate using Ion‐Exchanged Amberlite Resin Beads as Efficient Metal‐free Heterogeneous Catalysts

2020

Self Cite

View full text Add to dashboard Cite

The one‐pot synthesis of glycerol carbonate from carbon dioxide and glycerol was achieved using ion‐exchanged Amberlite resin beads as metal‐free heterogeneous catalysts. Two commercially available Amberlite resin beads consisting of polystyrene cross‐linked with divinylbenzene and functionalized with either trimethyl ammonium chloride (IRA‐900) or dimethyl ethanol ammonium chloride (IRA‐910) groups were used as starting materials to prepare the catalysts. These polymeric beads were transformed into their iodide (Amb‐900‐I, Amb‐OH‐910‐I) or hydroxide (Amb‐900‐OH and Amb‐OH‐910‐OH) counterparts through straightforward ion‐exchange reactions. First, the two resin bead catalysts in hydroxide form were tested in the base‐catalyzed transcarbonation reaction of glycerol with propylene carbonate. Both resin bead catalysts were more active compared to benchmark basic catalysts as hydrotalcites and attained 80 % yield of glycerol carbonate over Amb‐OH‐910‐OH after 2 h at 115 °C, employing a 4 : 1 ratio between propylene carbonate and glycerol. Then, the one‐pot reaction of CO2, glycerol and propylene oxide to produce propylene carbonate, glycerol carbonate and propylene glycol was investigated as the main target of this study. The reaction involves two steps: the reaction of propylene oxide with CO2 yielding propylene carbonate, and the transcarbonation of the formed cyclic carbonate with glycerol. Amb‐900‐I, Amb‐OH‐910‐I, Amb‐OH‐910‐OH and combinations of the latter two were employed as catalysts. Although Amb‐OH‐910‐I alone is poorly active in the transcarbonation reaction, it showed the highest catalytic activity in the one‐pot cascade reaction, surprisingly surpassing the performance of the Amb‐OH‐910‐I/Amb‐OH‐910‐OH mixtures and reaching high yields of glycerol carbonate (81 %, 115 °C, 4 h). These findings led to proposing a mechanism for the one‐pot reaction using the Amb‐OH‐910‐I catalyst. The bead format led to easy recovery of the catalyst, which displayed good reusability in consecutive runs.

show abstract

Section: Screening Of Catalysts For the Transcarbonation Reactionsupporting

confidence: 90%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

One‐pot Fixation of CO₂ into Glycerol Carbonate using Ion‐Exchanged Amberlite Resin Beads as Efficient Metal‐free Heterogeneous Catalysts

2020

Self Cite

View full text Add to dashboard Cite

show abstract

“…It is therefore considered that the hydrogen generated on nano-Ni 2 P during dehydrogenation may spill over onto the CeO 2 surface, thereby allowing the hydrogenation of 2a to 1a on CeO 2 73 , 74 . Indeed, hydrogen spillover on metal nanoparticle-supported CeO 2 and hydrogen transfer catalysis by CeO 2 have both been reported 75 , 76 . Considering the above information, we proposed a reaction pathway for the C-3 alkylation of oxindole with alcohol catalyzed by nano-Ni 2 P/CeO 2 using the BH methodology (Scheme 4 ).…”

Section: Resultsmentioning

confidence: 99%

A nickel phosphide nanoalloy catalyst for the C-3 alkylation of oxindoles with alcohols

Fujita

Imagawa

Yamaguchi

et al. 2021

Sci Rep

View full text Add to dashboard Cite

Although transition metal phosphides are well studied as electrocatalysts and hydrotreating catalysts, the application of metal phosphides in organic synthesis is rare, and cooperative catalysis between metal phosphides and supports remains unexplored. Herein, we report that a cerium dioxide-supported nickel phosphide nanoalloy (nano-Ni2P/CeO2) efficiently promoted the C-3 alkylation of oxindoles with alcohols without any additives through the borrowing hydrogen methodology. Oxindoles were alkylated with various alcohols to provide the corresponding C-3 alkylated oxindoles in high yields. This is the first catalytic system for the C-3 alkylation of oxindoles with alcohols using a non-precious metal-based heterogeneous catalyst. The catalytic activity of nano-Ni2P/CeO2 was comparable to that reported for precious metal-based catalysts. Moreover, nano-Ni2P/CeO2 was easily recoverable and reusable without any significant loss of activity. Control experiments revealed that the Ni2P nanoalloy and the CeO2 support functioned cooperatively, leading to a high catalytic performance.

show abstract

“…In the production of biodiesel, glycerol is obtained as a main byproduct, and the rapid development of biodiesel will inevitably lead to the excess production of glycerol. [5][6][7][8] Therefore, the rational conversion of glycerol can not only promote the sustainable development of the economy but also reduce damage to the environment.…”

Section: Introductionmentioning

confidence: 99%

Direct Transformation of Glycerol to Propanal using Zirconium Phosphate‐Supported Bimetallic Catalysts

et al. 2020

View full text Add to dashboard Cite

Selective transformation of glycerol to propanal (PA) provides a feasible route towards the sustainable synthesis of high valueadded chemicals. In this work, zirconium phosphate (ZrP) was studied as support and Ru and Co as metal sites for glycerol hydrogenolysis in a continuous-flow reactor. It was found that ZrP-supported CoÀ O species had a moderate selectivity to PA (49.5 %) in glycerol hydrogenolysis. Notably, once Ru species were doped into CoO/ZrP, the resulting catalyst exhibited not only an outstanding catalytic performance for glycerol hydrogenolysis to PA (a selectivity of 80.2 % at full conversion), but also a high stability at least a 50 h long-term performance. The spent catalyst could be regenerated by calcining in air to remove carbonaceous deposits. Characterization indicated that the acid sites on ZrP played a very critical role in the dehydration of glycerol into acrolein (AE), that the distribution of Co was uniform, basically consistent with that of Zr, P and Ru, and that an especially close contact between CoÀ O and Ru species was formed on Ru/CoO/ZrP catalyst. The further activity tests and characterizations confirmed that there was a strong interaction between the dispersed CoÀ O species and Ru 0 nanoparticles, which endowed Ru sites with high electronic density. This effect could play a role in facilitating the dissociation of H 2 , and thus in promoting the hydrogenation reaction. Besides, DFT calculations suggested that the CoÀ O species can adsorb more strongly the C=C bond of the intermediate AE on a highly coordinatively unsaturated Co (Co cus) site and thus lead to preferential hydrogenation at the C=C bond of AE to PA.

show abstract

Transfer hydrogenation from glycerol over a Ni-Co/CeO2 catalyst: A highly efficient and sustainable route to produce lactic acid

Cited by 54 publications

References 80 publications

One‐pot Fixation of CO₂ into Glycerol Carbonate using Ion‐Exchanged Amberlite Resin Beads as Efficient Metal‐free Heterogeneous Catalysts

One‐pot Fixation of CO₂ into Glycerol Carbonate using Ion‐Exchanged Amberlite Resin Beads as Efficient Metal‐free Heterogeneous Catalysts

A nickel phosphide nanoalloy catalyst for the C-3 alkylation of oxindoles with alcohols

Direct Transformation of Glycerol to Propanal using Zirconium Phosphate‐Supported Bimetallic Catalysts

Contact Info

Product

Resources

About

Transfer hydrogenation from glycerol over a Ni-Co/CeO2 catalyst: A highly efficient and sustainable route to produce lactic acid

Cited by 54 publications

References 80 publications

One‐pot Fixation of CO2 into Glycerol Carbonate using Ion‐Exchanged Amberlite Resin Beads as Efficient Metal‐free Heterogeneous Catalysts

One‐pot Fixation of CO2 into Glycerol Carbonate using Ion‐Exchanged Amberlite Resin Beads as Efficient Metal‐free Heterogeneous Catalysts

A nickel phosphide nanoalloy catalyst for the C-3 alkylation of oxindoles with alcohols

Direct Transformation of Glycerol to Propanal using Zirconium Phosphate‐Supported Bimetallic Catalysts

Contact Info

Product

Resources

About

One‐pot Fixation of CO₂ into Glycerol Carbonate using Ion‐Exchanged Amberlite Resin Beads as Efficient Metal‐free Heterogeneous Catalysts

One‐pot Fixation of CO₂ into Glycerol Carbonate using Ion‐Exchanged Amberlite Resin Beads as Efficient Metal‐free Heterogeneous Catalysts