Lipase Catalyzed Synthesis of Poly(ε-Caprolactone)−Poly(Dimethylsiloxane)−Poly(ε-Caprolactone) Triblock Copolymers

Poojari, Yadagiri; Clarson, Stephen J.

doi:10.1007/s12633-009-9013-3

Cited by 24 publications

(20 citation statements)

References 29 publications

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“…Polyesters and polyamides have been synthesized using lipase catalysis. [34][35][36][37][38][39][40][41][42][43][44] When at least one of the monomers was siloxane-derived, a degree of thermal protection could be imparted to the enzyme thus allowing it to be used at temperatures up to 130 C without a signicant loss in catalytic activity. 42,45 The chain length selectivity of CalB towards trisiloxane-containing esters highlighted the importance of steric interactions in terms of choosing appropriate substrates for a given enzyme catalyst.…”

Section: Introductionmentioning

confidence: 99%

Cyclotetrasiloxane frameworks for the chemoenzymatic synthesis of oligoesters

2015

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Section: Introductionmentioning

confidence: 99%

Cyclotetrasiloxane frameworks for the chemoenzymatic synthesis of oligoesters

2015

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“…In another study, we have reported the enzymatic synthesis of silicone polylactones;in particular, linear poly(ε-caprolactone)poly(dimethylsiloxane)-poly(ε-caprolactone) triblock copolymers. 15 The copolymerization was performed by ring-opening polymerization of ε-caprolactone with R,ω-(dihydroxyalkyl)-terminated poly-(dimethylsiloxane) using Novozym 435 as the catalyst in toluene at 70 °C. The copolymers were investigated by DSC and XRD and found to be semicrystalline.…”

Section: Introductionmentioning

confidence: 99%

Lipase-Catalyzed Synthesis and Properties of Silicone Aromatic Polyesters and Silicone Aromatic Polyamides

Poojari

Clarson

2010

Macromolecules

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Candida antarctica lipase B (CALB) immobilized on a macroporous acrylic resin (Novozym 435) was used to enzymatically synthesize silicone aromatic polyesters (SAPEs) and silicone aromatic polyamides (SAPAs) in toluene under mild reaction conditions. The SAPEs were synthesized using R,ω-(dihydroxyalkyl)-terminated poly(dimethylsiloxane) (HAT-PDMS, molar mass M n = 2500 g mol -1 ), and the SAPAs were synthesized using R,ω-(diaminopropyl)-terminated poly(dimethylsiloxane) (APT-PDMS, having two different molar masses, M n , 1000 and 4700 g mol -1 , respectively). Each of the polymers was made by a transesterification reaction with dimethyl terephthalate (DMT) in toluene (1:2 w/v ratio of monomers to solvent) at a temperature in the range of 80-90 °C under vacuum. Toluene was employed as the solvent in order to solubilize the DMT in the reaction mixture. The methanol byproduct was recovered from the reaction mixture along with the toluene by applying vacuum, and thus the transesterification reaction was driven forward. The enzymatically synthesized polymers were characterized by GPC, FTIR, 1 H NMR, XRD, DSC, and TGA. Higher molar masses were obtained for the SAPEs compared to those of the SAPAs, even though similar reaction conditions were used. The thermal properties of the resulting polymers were seen to depend on the molar masses of the SAPEs and the SAPAs. Both types of polymer were found to be amorphous liquids at room temperature. However, below room temperature the SAPA samples were found to be a sticky wax-like material which contained a crystal-like phase that showed a melting endotherm by DSC analysis. The absence of a melting endotherm in the SAPEs and the relatively low melting point of the SAPAs may be attributed to the presence of long chain highly flexible PDMS segments in the polymers.

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“…its thermal properties and increase biodegradation rate [66,67]. Incorporating α,ω-(dihydroxy alkyl) terminated poly(dimethylsiloxane) (PDMS) to the PCL structure, slightly increase the thermal stability of PCL [68]. …”

Section: Linear and Star Ester Oligomersmentioning

confidence: 99%

Candida antarctica Lipase B as Catalyst for Cyclic Esters Synthesis, Their Polymerization and Degradation of Aliphatic Polyesters

et al. 2017

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Lipase Catalyzed Synthesis of Poly(ε-Caprolactone)−Poly(Dimethylsiloxane)−Poly(ε-Caprolactone) Triblock Copolymers

Abstract: Immobilized lipase B from Candida antarctica was used to synthesize copolymers of poly(ε-caprolactone)

Cited by 24 publications

References 29 publications

Cyclotetrasiloxane frameworks for the chemoenzymatic synthesis of oligoesters

Cyclotetrasiloxane frameworks for the chemoenzymatic synthesis of oligoesters

Lipase-Catalyzed Synthesis and Properties of Silicone Aromatic Polyesters and Silicone Aromatic Polyamides

Candida antarctica Lipase B as Catalyst for Cyclic Esters Synthesis, Their Polymerization and Degradation of Aliphatic Polyesters

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