Towards a cost-effective immobilized lipase for the synthesis of specialty chemicals

Tufvesson, Pär; Törnvall, Ulrika; Carvalho, J. B.; Karlsson, Annika J.; Hatti‐Kaul, Rajni

doi:10.1016/j.molcatb.2010.11.004

Cited by 41 publications

(41 citation statements)

References 23 publications

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“…Operation at DMC:TMP ratios below 10 leads to mass transport limitations and mechanical damage to the biocatalyst and the molecular sieves. The operational biocatalyst amount ( X 2 ) was the other factor with a great impact on the process efficiency as well as economy 26. The biocatalyst amount ( X 2 ) was observed to have a large interaction with the reaction time ( X 3 ).…”

Section: Resultsmentioning

confidence: 99%

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Optimization of a two‐step process comprising lipase catalysis and thermal cyclization improves the efficiency of synthesis of six‐membered cyclic carbonate from trimethylolpropane and dimethylcarbonate

Bornadel

Hatti‐Kaul

Sörensen

et al. 2012

Biotechnology Progress

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Six-membered cyclic carbonates are potential monomers for phosgene and/or isocyanate free polycarbonates and polyurethanes via ring-opening polymerization. A two-step process for their synthesis comprising lipase-catalyzed transesterification of a polyol, trimethylolpropane (TMP) with dimethylcarbonate (DMC) in a solvent-free system followed by thermal cyclization was optimized to improve process efficiency and selectivity. Using full factorial designed experiments and partial least squares (PLS) modeling for the reaction catalyzed by Novozym®435 (N435; immobilized Candida antarctica lipase B), the optimum conditions for obtaining either high proportion of monocarbonated TMP and TMP-cyclic-carbonate (3 and 4), or dicarbonated TMP and monocarbonated TMP-cyclic-carbonate (5 and 6) were found. The PLS model predicted that the reactions using 15%-20% (w/w) N435 at DMC:TMP molar ratio of 10-30 can reach about 65% total yield of 3 and 4 within 10 h, and 65%-70% total yield of 5 and 6 within 32-37 h, respectively. High consistency between the predicted results and empirical data was shown with 66.1% yield of 3 and 4 at 7 h and 67.4% yield of 5 and 6 at 35 h, using 18% (w/w) biocatalyst and DMC:TMP molar ratio of 20. Thermal cyclization of the product from 7 h reaction, at 110°C in the presence of acetonitrile increased the overall yield of cyclic carbonate 4 from about 2% to more than 75% within 24 h. N435 was reused for five consecutive batches, 10 h each, to give 3+4 with a yield of about 65% in each run.

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Section: Resultsmentioning

confidence: 99%

“…As with other processes,26, 28, 29 high cost and limited stability of the biocatalyst pose the main limitation for achieving an economical process for cyclic carbonates. Although N435 could be reused five times, further recycling up to 15–20 batches would be desirable for a good process economy.…”

Section: Resultsmentioning

confidence: 99%

Optimization of a two‐step process comprising lipase catalysis and thermal cyclization improves the efficiency of synthesis of six‐membered cyclic carbonate from trimethylolpropane and dimethylcarbonate

Bornadel

Hatti‐Kaul

Sörensen

et al. 2012

Biotechnology Progress

Self Cite

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“…Further cost evaluation needs to consider not only an increased plant cost due to a long space-time of an enzyme, but also a reduced separation cost particularly in downstream processes. The cost of an immobilized enzyme can be minimized by balancing the amount of lipase added to resin and by considering the scale benefit of enzyme preparation (Tufvesson et al, 2011b). Nonetheless, enzyme purification is still a major bottleneck because the additional cost in each purification step is significant (Tufvesson et al, 2011a).…”

Section: Cost Evaluationmentioning

confidence: 99%

Enzymatic biodiesel production: An overview of potential feedstocks and process development

Hama¹,

Kondo

2013

Bioresource Technology

185

101

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“…Lipase (triacylglycerol hydrolases; EC 3.1.1.3) is extensively used due to their regio-, stereo-, substrate-specificities milder reaction conditions and relatively lower energy requirement 2,4 . Lipase-catalyzed reactions have been carried out in suitable organic solvents or under solvent-free conditions at hydrolysis reaction 6 , esterification 7,8,9 and amidification 3,5,10 . Most of the work on lipasecatalyzed amidification reported in the literature is based on the reactions using fatty ester substrate.…”

Section: Introductionmentioning

confidence: 99%

Optimization Method for The Synthesis of Fatty Amide Surfactants from Oleic Acid Catalyzed by Immobilized Lipase

Masyithah¹

2016

Orient. J. Chem

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Response Surface Methodology (RSM) is successfully used to obtain the optimum conversion of oleic acid on the synthesis of fatty amide surfactants from oleic acid and diethanolamine by immobilized lipase. The central composite design is adopted to determine the optimum level of three study variables, i.e. enzyme amount, substrate molar ratio, and temperature. The model resulted in this study is suitable to represent the interaction among three variables and also their interaction to the conversion of oleic acid. The influence of substrate molar ratio is more significant among others. The prediction of the statistical model shows that the maximum conversion of oleic acid would be 78.01% at the optimal condition of 5-9% (wt/wt OA) enzyme amount, 1/1 to 3/1 molar ratio of diethanolamine to oleic acid and 60-65 o C temperature. The coefficient of determination (R 2 = 0.9897) shows a high correlation between predicted and experimental values.

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Towards a cost-effective immobilized lipase for the synthesis of specialty chemicals

Cited by 41 publications

References 23 publications

Optimization of a two‐step process comprising lipase catalysis and thermal cyclization improves the efficiency of synthesis of six‐membered cyclic carbonate from trimethylolpropane and dimethylcarbonate

Optimization of a two‐step process comprising lipase catalysis and thermal cyclization improves the efficiency of synthesis of six‐membered cyclic carbonate from trimethylolpropane and dimethylcarbonate

Enzymatic biodiesel production: An overview of potential feedstocks and process development

Optimization Method for The Synthesis of Fatty Amide Surfactants from Oleic Acid Catalyzed by Immobilized Lipase

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