Methanolysis of epoxidized soybean oil in continuous flow conditions

Pantone, Vincenzo; Laurenza, Amelita Grazia; Annese, Cosimo; Fracassi, Francesco; Fusco, Caterina; Nacci, Angelo; Russo, Antonella; D’Accolti, Lucia

doi:10.1016/j.indcrop.2017.08.001

Cited by 10 publications

(10 citation statements)

References 35 publications

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“…Exploiting our experience in developing green synthetic methods [22,23], we envisioned that the catalytic performances of lanthanum oxide could be improved by anchoring on a robust and widely available support such as mesoporous silica gel KIT-6 [24]. We report here the synthesis, characterization, and catalytic performances of the hybrid material La(III)@KIT-6, which conjugates the amphoteric properties of the lanthanum oxide [25,26], enabling a bifunctional catalysis, with the possibility of governing the selectivity of polymerization by means of mesoporous silica gel pores sizes [17,21].…”

Section: I) Direct Etherification Of Glyerol Under Basic Conditionsmentioning

confidence: 99%

Deep Control of Linear Oligomerization of Glycerol Using Lanthanum Catalyst on Mesoporous Silica Gel

et al. 2020

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The valorization of glycerol (1), a waste of biodiesel production of Fatty Acid Methyl Esters (FAMEs), adopting a “green” approach, represents an important goal of sustainable chemistry. While the polymerization of 1 to hyperbranched oligomers is a well-established process, the linear analogues are difficult to obtain. In this context, we explore the reaction without the solvent of heterogeneous hybrid La(III)O-KIT-6 catalyst (2), which is based on lanthanum oxide on mesoporous silica gel, showing a superior linear selectivity compared to most of the analogous catalysts recently reported.

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Section: I) Direct Etherification Of Glyerol Under Basic Conditionsmentioning

confidence: 99%

Deep Control of Linear Oligomerization of Glycerol Using Lanthanum Catalyst on Mesoporous Silica Gel

et al. 2020

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“…Vegetable oil is a triglyceride obtained from the reaction of saturated or unsaturated fatty acids with glycerin. [ 14 ] There are many types of vegetable oils used in the polyurethane synthesis, such as soybean oil, [ 15,16 ] castor oil, [ 17,18 ] rapeseed oil, [ 18,19 ] bio‐glycerin, [ 20 ] and so on. Also, there are many methods for modifying vegetable oils, such as oxypropylation, [ 21 ] epoxidation, and ring‐opening, [ 17 ] catalytic hydrogenation, [ 14 ] and thiol–ene click reaction.…”

Section: Introductionmentioning

confidence: 99%

“…Also, there are many methods for modifying vegetable oils, such as oxypropylation, [ 21 ] epoxidation, and ring‐opening, [ 17 ] catalytic hydrogenation, [ 14 ] and thiol–ene click reaction. [ 16 ] However, vegetable oil is also used as food (except castor oil), using vegetable oil as a raw material for making polyurethane has the disadvantage of competing with food supply. [ 22 ] Therefore, in comparison, lignin is a better choice.…”

Section: Introductionmentioning

confidence: 99%

Lignin‐Based Polyurethane: Recent Advances and Future Perspectives

Chen

Zhu

et al. 2020

Macromol. Rapid Commun.

131

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Polyurethane (PU), as a polymer material with versatile product forms and excellent performance, is used in coatings, elastomers, adhesives, and foams widely. However, the raw materials (polyols and isocyanates) of PU are usually made using petroleum‐derived chemicals. With the concern for depletion of petroleum resources and the associated negative impact on the environment, developing technologies that can use renewable raw materials as feedstock has become a research hotspot. Lignin, as an abundant, natural, and renewable organic carbon resource, has been explored as raw material for making polyurethanes because it possesses rich hydroxyl groups on its surface. Meanwhile, compared to vegetable oils, lignin does not compete with food supply and performance of the resulting products is superior. Lignin or modified lignin has been shown to impart the polyurethane material with additional functionalities, such as UV‐blocking ability, hydrophobicity, and flame retardancy. However, the utilization of lignin has encountered some challenges, such as product isolation, heterogeneity, aggregation, steric hindrance, and low activity. This paper summarizes recent research progress on utilizing lignin and modified lignin for bio‐based polyurethane synthesis with a focus on elastomers and foams. Opportunities and challenges for application of the lignin‐based polyurethanes in various fields are also discussed.

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“…23 Several studies concerning the preparation of vegetable oil derivatives under continuous flow conditions have been reported, for example, the epoxidation of soybean oil, 24 the transesterification to biodiesel, 25 and the glycerol oligomerization. 26 In our efforts aimed at developing green synthetic procedures using green catalysts 27 and natural compounds, 28−30 fluidic approach to the oxirane ring opening of epoxidized soybean oil with methanol, 31 which improved the analogous process conducted in batch in terms of TONs (turnover number), solvent consumption, and reaction times. Following these successful results, we decided to extend the continuous flow strategy to the esterification reaction of fatty acids with long-chain alcohols to prepare biowax esters (Scheme 1).…”

Section: ■ Introductionmentioning

confidence: 99%

Preparation of Biowax Esters in Continuous Flow Conditions

et al. 2019

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Biowaxes synthesized from vegetable fatty acids are an alternative to petrochemical paraffins. A simple way of access to these compounds involves Fisher-type esterification of long-chain acids and alcohols under acidic conditions, but long reaction times and harsh conditions are commonly required. In this study, for the first time in the literature, biowax esters are prepared under flow conditions cutting dramatically both reaction times (from 12 h to 30 min) and temperature conditions, with respect to batch procedures (from 90–120 °C to 55 °C). This approach brings substantial improvements to the biowax synthesis process from an economic and environmental point of view, thus making the method up-scalable to the industrial level.

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Methanolysis of epoxidized soybean oil in continuous flow conditions

Cited by 10 publications

References 35 publications

Deep Control of Linear Oligomerization of Glycerol Using Lanthanum Catalyst on Mesoporous Silica Gel

Deep Control of Linear Oligomerization of Glycerol Using Lanthanum Catalyst on Mesoporous Silica Gel

Lignin‐Based Polyurethane: Recent Advances and Future Perspectives

Preparation of Biowax Esters in Continuous Flow Conditions

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