Initiated conversion of ethanol to divinyl by the Lebedev reaction

Tret’yakov, V. F.; Талышинский, Р. М.; Илолов, А. М.; Максимов, А. Л.; Хаджиев, С. Н.

doi:10.1134/s0965544114020133

Cited by 23 publications

(17 citation statements)

References 5 publications

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“…Currently, a return to the old ethanol-to-BD production route is gaining renewed interest because of its remarkable capacity for producing bio-ethanol and potential environmental benefits [22]. BD formation from ethanol has been studied intensively, and several possible BD formation proposals have been debated [19,[23][24][25][26][27][28][29][30][31][32][33][34][35]. A reaction network proposed by Quattlebaum et al is presented in Figure 1 [30].…”

Section: Synthesis Of 13-butadienementioning

confidence: 99%

“…Although extensive studies have been performed over the past 3 years [36][37][38][39][40][41][42][43][44][45][46][47] (Table 1), as well as several published reviews [17,[48][49][50][51][52][53], the development of efficient processes and robust catalysts still remains a challenge and issues related to carbon efficiency, catalyst cost, toxicity, feedstock tolerance and backend optimization need further investigation [49]. The general reaction mechanism and major by-products of 1,3-butadiene (BD) production from ethanol [19,[23][24][25][26][27][28][29][30][31][32][33][34][35]. .…”

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

confidence: 99%

“…The general reaction mechanism and major by-products of 1,3-butadiene (BD) production from ethanol[19,[23][24][25][26][27][28][29][30][31][32][33][34][35].…”

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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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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: Synthesis Of 13-butadienementioning

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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“…37 Furthermore, in order to elucidate the BD formation mechanism from ethanol, several possible BD formation proposals have been debated among some research groups. 9,10,14,17,19,20,23,24,32,36,42,50 Some of them have believed that the reaction starts from the dehydrogenation of ethanol to the primary product acetaldehyde, which needs a good balance of basic and acidic properties 32,33,42,45,46 and the actively defective MgO surfaces (Scheme 2). 47 The second step consists of aldol condensation from acetaldehyde to acetaldol, which is dehydrated to 2-butenal.…”

Section: ¹1mentioning

confidence: 99%

Future Prospect of the Production of 1,3-Butadiene from Butanediols

Duan¹,

Yamada²,

Sato³

2016

Chem. Lett.

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Global supply of 1,3-butadiene (abbreviated as BD) is faced with problems such as unstable price of petrochemicals and variation of chemical feedstock in recent years. Many research works have been conducted to produce BD from some renewable resources instead of petroleum. Among them, biomass-derived C 4 alcohols such as 1,3-butanediol (1,3-BDO), 2,3-butanediol (2,3-BDO), and 1,4-butanediol (1,4-BDO) have been considered as alternative resources to produce BD. Direct dehydration of butanediols (BDOs) into BD, however, needs high reaction temperatures while the dehydration into their corresponding unsaturated alcohols (UOLs) such as 3-buten-2-ol (3B2OL), 2-buten-1-ol (2B1OL), and 3-buten-1-ol (3B1OL) proceeds at rather low temperatures over specific catalysts. The latter step of BDO dehydration, dehydration of UOLs to BD, is readily catalyzed by solid acids even at lower temperatures than those at which BDOs are dehydrated completely. Thus, efficient formation of UOLs from BDOs would be a key process to produce BD with high selectivity. We summarize the BD production from C 4 alcohols as well as the dehydration of BDOs to UOLs, in addition to the BD production via ethanol dimerization.

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“…During World War II, a natural rubber shortage necessitated an investigation into synthetic routes of 1,3butadiene monomer creation for use in rubber production for military vehicles. Around this time, two different processes were developed, both using ethanol as a feed source for butadiene synthesis: the one-step Lebedev process and the two-step Ostromislensky process [12,16].…”

Section: Introductionmentioning

confidence: 99%

Review of Established and Emergent Methods for the Production of C4 Olefins

Koval¹

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Review of Established and Emergent Methods for the Production of C4 Olefins James Koval Current production of C4 olefins is dominated by naphtha cracking and butane dehydrogenation, but significant research interest is developing in alternate feedstocks due to an abundance of inexpensive natural gas and bioethanol. The current C4 olefin production methods are costly, make use of already-depleted petroleum resources, and are often hazardous to workers, which forms the impetus for investigation into alternative methods and assessment of their viability as a future means of olefin production. Methods of natural gas conversion to higher order hydrocarbons are discussed, including Fischer-Tropsch synthesis and oxidative methane coupling, each of which could form the first step in a hypothetical natural gas-to-olefins process. The historically common Lebedev, Ostromislensky, and Fripiat methods for 1,3-butadiene production from ethanol feedstocks are described and analyzed, although these processes largely fell out of favor in the decades following World War II in favor of sources derived from naphtha cracking. Another well-known process involving C4 olefins, olefin metathesis, is considered, although the reaction is more commonly used to produce propylene. Biological processes are discussed as well, including the well-known production of bioethanol from sugars and starches, and also more novel processes such as an effort to use genetically engineered microorganisms to produce specific intermediates for olefin production, and in some cases, direct olefin production from these organisms. Finally, several promising schemes are identified and analyzed, in an attempt to compare their potential viability in key areas. Two of the most promising emergent methods today identified in this review are the bio-catalyzed production of 1,4-butanediol and/or butadiene using E. coli, and a microwave radiation-assisted scheme in which methane is selectively dimerized twice to form 1-butene.

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Initiated conversion of ethanol to divinyl by the Lebedev reaction

Cited by 23 publications

References 5 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

Future Prospect of the Production of 1,3-Butadiene from Butanediols

Review of Established and Emergent Methods for the Production of C4 Olefins

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