Chemoenzymatic Synthesis and Properties of Novel Lactone-type Anionic Surfactants

Mori, Keisuke; Matsumura, Shuichi

doi:10.5650/jos.61.609

Cited by 8 publications

(13 citation statements)

References 18 publications

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“…Esterification and transesterification reactions depend on an equilibrium that is often governed by the amount of water or small esters present in the reaction medium. Several research groups report the use of molecular sieves to further push the equilibrium . Duan et al used CALB for the esterification of rutin, and found that the addition of 100 g of 4 Å molecular sieves per liter of solvent after 24 h reaction time increased the yield from about 15% to 46% .…”

Section: Lactonization and Ring‐opening Polymerizationmentioning

confidence: 99%

“…An extrapolation of the data indicates that the rate is affected, but not necessarily the final yield. Very often, the same weight will be used for both initial substrates and immobilized CALB . For example, Matsumura et al found that a maximum yield was obtained at 100 wt‐% of CALB to monomer (203 g/mol).…”

Section: Lactonization and Ring‐opening Polymerizationmentioning

confidence: 99%

“…[81] Concentration affects directly the reaction rate and ring-chain equilibrium shifts towards a higher yield of cyclic products under dilute conditions, unless the macrocyclic structures are removed along the way. [16,81] Most publications have demonstrated this shift in equilibrium at concentration range of 0.001-0.02 M. [27,56,88] Shen et al concluded that according to the Michaelis-Menten equation of enzyme kinetics, which relates the concentration of the substrate to reaction rate, an excessive amount of substrate would produce undesired products. Although increasing the concentration of the substrate increases the reaction rate, an excessive amount could result in two of more substrate molecules entering the same active site of lipase.…”

Section: Effect Of Concentrationmentioning

confidence: 99%

“…Several research groups report the use of molecular sieves to further push the equilibrium. [81,88,99,100] Duan et al used CALB for the esterification of rutin, and found that the addition of 100 g of 4 Å molecular sieves per liter of solvent after 24 h reaction time increased the yield from about 15% to 46%. [99] Figure 4 shows the influence of molecular sieves on the conversion in the esterification of rutin.…”

Section: Removal Of By-productsmentioning

confidence: 99%

“…Very often, the same weight will be used for both initial substrates and immobilized CALB. [88] For example, Matsumura et al found that a maximum yield was obtained at 100 wt-% of CALB to monomer (203 g/mol). The yield did not increase with higher amount of enzyme.…”

Section: Amount Of Enzymementioning

confidence: 99%

See 4 more Smart Citations

Recent Developments and Optimization of Lipase-Catalyzed Lactone Formation and Ring-Opening Polymerization

Champagne

Strandman

Zhu

2016

Macromol. Rapid Commun.

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To obtain materials useful for the biomedical field, toxic catalysts should be removed from the synthetic route of polymerization reactions and of their precursors. Lipase-catalyzed ring-opening polymerization and the synthesis of cyclic precursors can be performed with the same catalyst under different conditions. Here, we highlight the use of lipases as catalysts and optimization of their performance for both ring-closing and ring-opening polymerization, via varying parameters such as ring size, concentration, substrate molar ratio, temperature, and solvent. While the conditions for ring-closing reactions and ring-opening polymerizations of small molecules, such as ε-caprolactone, have been extensively explored using Candida antarctica lipase B (CALB), the optimization of macrocyclization, especially for more bulky substrates is surveyed here. Finally, recent methods and polymer architectures are summarized with an emphasis on new procedures for more sustainable chemistry, such as the use of ionic liquids as solvents and recycling of polyesters by enzymatic pathways.

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Section: Lactonization and Ring‐opening Polymerizationmentioning

confidence: 99%

Section: Lactonization and Ring‐opening Polymerizationmentioning

confidence: 99%

Section: Effect Of Concentrationmentioning

confidence: 99%

Section: Removal Of By-productsmentioning

confidence: 99%

Section: Amount Of Enzymementioning

confidence: 99%

See 3 more Smart Citations

Recent Developments and Optimization of Lipase-Catalyzed Lactone Formation and Ring-Opening Polymerization

Champagne

Strandman

Zhu

2016

Macromol. Rapid Commun.

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Characterizations of surfactant synthesized from Jatropha oil and its application in enhanced oil recovery

Kumar

Mandal

2017

AIChE Journal

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Surfactants are frequently used in chemical enhanced oil recovery (EOR) as it reduces the interfacial tension (IFT) to an ultra‐low value and also alter the wettability of oil‐wet rock, which are important mechanisms for EOR. However, most of the commercial surfactants used in chemical EOR are very expensive. In view of that an attempt has been made to synthesis an anionic surfactant from non‐edible Jatropha oil for its application in EOR. Synthesized surfactant was characterized by FTIR, NMR, dynamic light scattering, thermogravimeter analyser, FESEM, and EDX analysis. Thermal degradability study of the surfactant shows no significant loss till the conventional reservoir temperature. The ability of the surfactant for its use in chemical EOR has been tested by measuring its physicochemical properties, viz., reduction of surface tension, IFT and wettability alteration. The surfactant solution shows a surface tension value of 31.6 mN/m at its critical micelle concentration (CMC). An ultra‐low IFT of 0.0917 mN/m is obtained at CMC of surfactant solution, which is further reduced to 0.00108 mN/m at optimum salinity. The synthesized surfactant alters the oil‐wet quartz surface to water‐wet which favors enhanced recovery of oil. Flooding experiments were conducted with surfactant slugs with different concentrations. Encouraging results with additional recovery more than 25% of original oil in place above the conventional water flooding have been observed. © 2017 American Institute of Chemical Engineers AIChE J, 63: 2731–2741, 2017

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Interfacial behaviour, wettability alteration and emulsification characteristics of a novel surfactant: Implications for enhanced oil recovery

Pal

Saxena

Laxmi

2018

Chemical Engineering Science

157

101

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Chemoenzymatic Synthesis and Properties of Novel Lactone-type Anionic Surfactants

Cited by 8 publications

References 18 publications

Recent Developments and Optimization of Lipase-Catalyzed Lactone Formation and Ring-Opening Polymerization

Recent Developments and Optimization of Lipase-Catalyzed Lactone Formation and Ring-Opening Polymerization

Characterizations of surfactant synthesized from Jatropha oil and its application in enhanced oil recovery

Interfacial behaviour, wettability alteration and emulsification characteristics of a novel surfactant: Implications for enhanced oil recovery

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