The Addition of Olefinic Esters to Maleic Anhydride

Ross, John D.; Gebhart, Arthur I.; Gerecht, J. Fred

doi:10.1021/ja01211a084

Cited by 22 publications

(5 citation statements)

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“…Industrially, the production of maleic anhydride can be divided into benzene oxidation, n -butane oxidation, and C 4 olefin oxidation according to the raw materials. ,− The gas-phase oxidation of furfural to maleic anhydride was popularly achieved with vanadium-based catalyst. In the 1970s, Murthy investigated the kinetics of furfural oxidation with the V 2 O 5 catalyst in the temperature range of 493–563 K , The authors found that maleic anhydride and CO 2 were generated by a parallel reaction scheme.…”

Section: Aliphatic Diacids and Anhydridementioning

confidence: 99%

Catalytic Transformation of the Furfural Platform into Bifunctionalized Monomers for Polymer Synthesis

Zhu

Yin

2021

ACS Catal.

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Furfural is currently industrially produced from raw agricultural materials with almost no limit; however, its market volume is very limited due to its monofunctionalized furan structure. Apparently, the exploration of new catalytic technologies to transform furfural into versatile bifunctionalized monomers for polymer syntheses may substantially open up furfural-based biomass utilizations and partially reduce concerns about the scarcity of the carbon source in the chemical industry caused by the rapid depletion of fossil resources. This Review summarizes the current state of the art of bifunctional monomer development from the furfural platform, including aliphatic diols, diacids and anhydrides, bifunctionalized furans and bifurans, and furan-based bisphenol A analogues. We hope the coming success in catalytic efficiency improvements in these monomer syntheses from the furfural platform with related polymer developments may boost furfural-based hemicellulose utilizations.

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Section: Aliphatic Diacids and Anhydridementioning

confidence: 99%

Catalytic Transformation of the Furfural Platform into Bifunctionalized Monomers for Polymer Synthesis

Zhu

Yin

2021

ACS Catal.

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“…The addition reaction of the maleic anhydride to methyl oleate or oleic acid gave a mixture of regio-and stereoisomers. [20] This mixture of compounds originated from two coexisting mechanisms (an enereaction and a radical reaction). [21] However, for reasons of simplification, the mixture was represented as a single compound in this work.…”

Section: Resultsmentioning

confidence: 99%

Oleic Acid Based Cyclodextrins for the Development of New Hydrosoluble Amphiphilic Compounds

et al. 2019

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A new family of amphiphilic cyclodextrins produced from oleic acid derivatives and maleic anhydride is described. These amphiphilic cyclodextrins are synthesized in two steps. The first step is the alkenylation of maleic anhydride by oleic acid derivatives to produce the oleic succinic anhydrides. The second step is the grafting of the oleic succinic anhydrides on various cyclodextrins. A self‐inclusion of the alkyl chain or an inclusion of one alkyl chain in the cavity of another CD is showed by NMR experiments. The twelve amphiphilic cyclodextrins described possess high solubility in water (50–500 g/L at 20 °C) and low critical aggregation concentration (16–360 mg/L).

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“…X/Y are relative molar proportions in percentage of BSA and CSA. The BSA products are a mixture of 4 regioisomers (represented as a single compound for simplification) whereas CSA product corresponds to 1 regioisomer (Scheme ). This mixture of branched and cyclic products was originated from two catalytic mechanisms as described by Behr and Eschig .…”

Section: Resultsmentioning

confidence: 99%

Highly Water‐Soluble Amphiphilic Cyclodextrins Bearing Branched and Cyclic Oleic Grafts

et al. 2019

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Amphiphilic β‐cyclodextrins bearing various amounts of branched and cyclic oleic grafts are synthetized. The first step of this synthesis is the alkenylation of maleic anhydride by oleic acid derivatives, in the presence of a rhodium catalyst, to produce oleic succinic anhydrides with different ratios of cyclic to branched groups. The second step is the grafting of the oleic succinic anhydrides mixtures on β‐cyclodextrin. The obtained cyclodextrins are highly water‐soluble and surface active.

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The Addition of Olefinic Esters to Maleic Anhydride

Cited by 22 publications

References 0 publications

Catalytic Transformation of the Furfural Platform into Bifunctionalized Monomers for Polymer Synthesis

Catalytic Transformation of the Furfural Platform into Bifunctionalized Monomers for Polymer Synthesis

Oleic Acid Based Cyclodextrins for the Development of New Hydrosoluble Amphiphilic Compounds

Highly Water‐Soluble Amphiphilic Cyclodextrins Bearing Branched and Cyclic Oleic Grafts

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