2003
DOI: 10.1021/ma025741u
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Kinetics and Mechanism of Candida antarctica Lipase B Catalyzed Solution Polymerization of ε-Caprolactone

Abstract: Studies of the kinetics and mechanism of Candida antarctica Lipase B (CALB) catalyzed -caprolactone ( -CL) polymerizations in toluene were performed. The kinetic plot of ln ([M]0/[M]t) vs time was carried out to 96% -CL conversion and Mn 11 970. The plot is linear (r 2 ) 0.998), indicating that termination did not occur and the propagation rate is first order with respect to monomer concentration. Changes in the water (e.g., initiator) concentration did not change the polymerization rate but did change the num… Show more

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Cited by 94 publications
(101 citation statements)
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“…The rate-determining step of the overall polymerization is the formation of the EM. Similar mechanisms were also examined and verified [48,91,92].…”
Section: Methodsmentioning
confidence: 68%
“…The rate-determining step of the overall polymerization is the formation of the EM. Similar mechanisms were also examined and verified [48,91,92].…”
Section: Methodsmentioning
confidence: 68%
“…Lipases could also catalyze ROP of cyclic monomers, with different ring sizes as well as monomers containing substituents in the ring: -methyl--propiolactone (1), -butyrolactone (2), -caprolactone (3), -methyl-valerolactone (4), 1,4-dioxan-2-one (5), -caprolactone (6), -ethyl--caprolactone (7), -heptanolactone (8), -decalactone (9), -dodecalactone (10) Coŕdova et al, 1999;Divakar, 2004;Dong, 1998Dong, , 1999Gorke et al, 2007;Henderson et al, 1996;Kobayashi, 2001aKobayashi, , 2001bKobayashi, , 2009MacDonald et al, 1995;Marcilla et al, 2006;Matsumoto et al, 1999;Mei et al, 2003;Namekawa et al, 1999;Rokicki, 2000;Sivalingam & Madras, 2004;Van Der Mee et al, 2006). Lipases can accommodate a wide variety of synthetic substrates and still be able to show stereo-and regio-selectivity.…”
Section: Natural Catalysts Of Ring-opening Polymerization Of Cyclic Ementioning
confidence: 99%
“…The yield of the obtained polymers varied from 10 to 100%. The preferred lipase system generally used is a physically immobilized form of Candida Antarctica, commercially available as Novozyme-435 (Barrera-Rivera et al, 2009;Coŕdova et al, 1999;Divakar, 2004;Dong, 1998Dong, , 1999Gorke et al, 2007;Henderson et al, 1996;Kobayashi, 2001aKobayashi, , 2001bKobayashi, , 2009MacDonald et al, 1995;Marcilla et al, 2006;Matsumoto et al, 1999;Mei et al, 2003;Namekawa et al, 1999;Sivalingam & Madras, 2004;Van Der Mee et al, 2006).…”
Section: Natural Catalysts Of Ring-opening Polymerization Of Cyclic Ementioning
confidence: 99%
“…3) [60][61][62][63][64]94]. Initiation of the polymerization occurs by deacylation of the acyl-enzyme intermediate by an appropriate nucleophile such as water or an alcohol to produce the corresponding ω-hydroxycarboxylic acid or ester.…”
Section: Monomer Activation During Ropmentioning
confidence: 99%
“…However, the polydispersities (polydispersity index, PDI, was typically between 1.5 and 2.0) suggested a limited control during the polymerization. Moreover, at high substrate conversions (>80%), deviations from linearity appeared that were attributed to concomitant condensation reactions [64]. In fact, most papers dealing with lipase-catalyzed ROP report a PDI in the range of 2.0 for unprecipitated samples, showing that side reactions also occur during the ROP.…”
Section: Control Over Polydispersity and Molecular Weight In Rop Of Lmentioning
confidence: 99%