Vapor-phase catalytic dehydration of 1,4-butanediol to 3-buten-1-ol over modified ZrO 2 catalysts

Duan, Hailing; Hirota, Tomoya; Ohtsuka, Shota; Yamada, Yoshio; Sato, Satoshi

doi:10.1016/j.apcata.2017.01.024

Cited by 26 publications

(26 citation statements)

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“…The optimized data were observed over BaO-0.0452-800 with a 2,3-BDO conversion of 72.4% and a 3B2OL selectivity of 74.4% during the early stage of 5 h at 350 • C. Unfortunately, a decrease in catalytic activity occurred over a long-term operation of 25 h. This is due to the formation of Perovskite compounds, such as BaZrO 3 , which are inactive for the reaction. The modified monoclinic ZrO 2 also presents high catalytic activity for the dehydration of 1,4-BDO to 3-buten-1-ol (3B1OL), especially 7-CaO+2-ZrO 2 /m-ZrO 2 -800, which produces an excellent 1,4-BDO conversion of 95.2% and a high 3B1OL selectivity of 89.3% at 350 • C [63]. Then, the dehydration of UOLs to BD was conducted by Sun et al [64] Also, 5Ag-SiO 2 /Al 2 O 3 efficiently inhibits catalytic deactivation, with a slight decrease in the 2B1OL conversion (from 99.4% to 96.2%) and BD selectivity (from 95.0% to 87.1%) after 10 h. In contrast, the rare earth metal oxides, such as CeO 2 , show poor activity for the dehydration of 2B1OL and 3B2OL to BD, but they have a remarkable activity in the dehydration of 3B1OL to BD, which is attributed to the weak basicity and the redox nature of CeO 2 via Ce 4+ -Ce 3+ .…”

Section: Catalysts 2018 8 X For Peer Review 3 Of 25mentioning

confidence: 99%

“…decrease in catalytic activity occurred over a long-term operation of 25 h. This is due to the formation of Perovskite compounds, such as BaZrO3, which are inactive for the reaction. The modified monoclinic ZrO2 also presents high catalytic activity for the dehydration of 1,4-BDO to 3-buten-1-ol (3B1OL), especially 7-CaO+2-ZrO2/m-ZrO2-800, which produces an excellent 1,4-BDO conversion of 95.2% and a high 3B1OL selectivity of 89.3% at 350 °C [63]. Then, the dehydration of UOLs to BD was conducted by Sun et al [64] over solid acid catalysts, like SiO2-Al2O3, Al2O3, TiO2, and ZrO2, and basic rare earth metal oxides, including Yb2O3 and CeO2.…”

Section: Catalysts 2018 8 X For Peer Review 3 Of 25mentioning

confidence: 99%

“…Synthesis of BD from butanediols (BDOs) or C4 unsaturated alcohols (UOLs)[17,[62][63][64][65]. Evolution from reagents and intermediates to the target BD is labeled by arrows, and the by-products are produced during Dehydration 1.…”

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Synthesis of 1,3-Butadiene and Its 2-Substituted Monomers for Synthetic Rubbers

Liu

et al. 2019

Catalysts

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Synthetic rubbers fabricated from 1,3-butadiene (BD) and its substituted monomers have been extensively used in tires, toughened plastics, and many other products owing to the easy polymerization/copolymerization of these monomers and the high stability of the resulting material in manufacturing operations and large-scale productions. The need for synthetic rubbers with increased environmental friendliness or endurance in harsh environments has motivated remarkable progress in the synthesis of BD and its substituted monomers in recent years. We review these developments with an emphasis on the reactive routes, the products, and the synthetic strategies with a scaling potential. We present reagents that are primarily from bio-derivatives, including ethanol, C4 alcohols, unsaturated alcohols, and tetrahydrofuran; the major products of BD and isoprene; and the by-products, activities, and selectivity of the reaction. Different catalyst systems are also compared. Further, substituted monomers with rigid, polar, or sterically repulsive groups, the purpose of which is to enhance thermal, mechanical, and interface properties, are also exhaustively reviewed. The synthetic strategies using BD and its substituted monomers have great potential to satisfy the increasing demand for better-performing synthetic rubbers at the laboratory scale; the laboratory-scale results are promising, but a big gap still exists between current progress and large scalability.

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Section: Catalysts 2018 8 X For Peer Review 3 Of 25mentioning

confidence: 99%

Section: Catalysts 2018 8 X For Peer Review 3 Of 25mentioning

confidence: 99%

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Synthesis of 1,3-Butadiene and Its 2-Substituted Monomers for Synthetic Rubbers

Liu

et al. 2019

Catalysts

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“…The ongoing environmental deterioration and fossil resource exhaustion have prompted scientists to explore renewable and green alternative energy sources . Recently, several processes for the conversion of biomass into valuable oil‐based products have increasingly attracted attention, such as hydrogenation of succinic acid and levulinic acid, esterification of glycerol, oxidation or hydrogenation of 2‐furaldehyde, and dehydration of polyols . In particular, 1,4‐butanediol (BDO), which can be manufactured from not only fossil‐ and coal‐based feedstock, but also biomass resources, is reportedly the most extensive source among all diols.…”

Section: Introductionmentioning

confidence: 99%

Catalytic Dehydration of 1,4‐Butanediol over Mg−Yb Binary Oxides and the Mechanism Study

et al. 2020

ChemCatChem

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In this study, MgÀ Yb binary oxides were synthesized using different MgO concentrations and investigated for the catalytic dehydration of 1,4-butanediol (BDO) into 3-buten-1-ol (BTO). The physicochemical properties of the catalysts were characterized by N 2 physisorption, X-ray diffraction, Raman spectroscopy, temperature-programmed techniques, and diffuse reflectance infrared Fourier transform spectroscopy. The MgÀ Yb binary oxides exhibited superior catalytic activity and better BTO selectivity compared with the pristine Yb 2 O 3 or MgO. Structures of MgÀ OÀ Yb were generated in the binary oxides via the interchange of Yb or Mg in the MgO or Yb 2 O 3 crystalline phases. Extra basic and acidic sites were formed over the MgÀ Yb binary oxides because of the formation of surface defects and the presence of MgÀ OÀ Yb structures, respectively. The acidic as well as basic sites were observed to influence the catalytic performance: BDO reactivity was enhanced by the more acidic sites, while BTO selectivity was favored by the basic sites. The highest BTO yield of 71.1 % was achieved over the Mg7Yb3 catalyst with 90.4 % BDO conversion and 78.6 % BTO selectivity at 350°C. The in situ DRIFTS results indicated that BDO was first adsorbed on the catalyst and then reacted with the acidic sites to generate butoxides. The β-H of the surface butoxides was abstracted by the basic oxygen anions to produce aldehyde species, which dissociated to form BTO.[a] R.

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“…Silica based catalysts have good thermal stability and hydrophobic in nature, and the Zirconia based catalysts were reported in dehydration of lactic acid, 2, 3 butanediol and transfer hydrogenation reactions . Combining the catalytic properties of above two oxides, ZrO 2 incorporated silica catalysts would be expected to have optimum acidic properties depending upon the composition and have been reported for various applications including transfer hydrogenation, dehydration and transesterification .…”

Section: Introductionmentioning

confidence: 99%

Vapor Phase Selective Production of Ethyl Lactate over ZrO₂‐SiO₂ Catalysts Using Lactic Acid and Ethanol

et al. 2018

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A series of zirconia‐silica catalysts with different weight % of ZrO2 were prepared by sol‐gel method and tested for the vapor phase production of ethyl lactate via esterification of lactic acid using ethanol. Under the optimized conditions, 99% selectivity to ethyl lactate and complete conversion of lactic acid is observed over 7% ZrO2/SiO2 catalyst at 453 K with 1:15 molar ratio of lactic acid and ethanol. The catalysts were studied for various properties using XRD, FTIR, NH3‐TPD, N2 sorption, Pyridine FT‐IR and UV‐Vis. The results revealed that 7% ZrO2/SiO2 possesses amorphous phase and sufficient number of acidic sites which are helpful in achieving higher activity.

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Vapor-phase catalytic dehydration of 1,4-butanediol to 3-buten-1-ol over modified ZrO 2 catalysts

Cited by 26 publications

References 51 publications

Synthesis of 1,3-Butadiene and Its 2-Substituted Monomers for Synthetic Rubbers

Synthesis of 1,3-Butadiene and Its 2-Substituted Monomers for Synthetic Rubbers

Catalytic Dehydration of 1,4‐Butanediol over Mg−Yb Binary Oxides and the Mechanism Study

Vapor Phase Selective Production of Ethyl Lactate over ZrO₂‐SiO₂ Catalysts Using Lactic Acid and Ethanol

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Vapor-phase catalytic dehydration of 1,4-butanediol to 3-buten-1-ol over modified ZrO 2 catalysts

Cited by 26 publications

References 51 publications

Synthesis of 1,3-Butadiene and Its 2-Substituted Monomers for Synthetic Rubbers

Synthesis of 1,3-Butadiene and Its 2-Substituted Monomers for Synthetic Rubbers

Catalytic Dehydration of 1,4‐Butanediol over Mg−Yb Binary Oxides and the Mechanism Study

Vapor Phase Selective Production of Ethyl Lactate over ZrO2‐SiO2 Catalysts Using Lactic Acid and Ethanol

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Vapor Phase Selective Production of Ethyl Lactate over ZrO₂‐SiO₂ Catalysts Using Lactic Acid and Ethanol