Synthesis, characterization and photopolymerization of vinyl functionalized poly (ε-caprolactone)

Liow, Sing Shy; Widjaja, Leonardus Kresna; Lipik, Vitali; Abadie, M. J. M.

doi:10.3144/expresspolymlett.2009.21

Cited by 8 publications

(11 citation statements)

References 25 publications

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“…Targeted soft segment molar mass was achieved by controlling the total monomer/initiator ratio [21][22][23]. The mechanism of the cyclic esters ROP at the presence of Sn(Oct) 2 as catalyst was proposed in several studies [24,25].…”

Section: Results and Discussion 31 Polyurethanes Synthesis And Charmentioning

confidence: 99%

Enhancing mechanical properties of thermoplastic polyurethane elastomers with 1,3-trimethylene carbonate, epsilon-caprolactone and L-lactide copolymers via soft segment crystallization

Liow¹,

Lipik²,

Widjaja³

et al. 2011

Express Polym. Lett.

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Abstract. Multiblock thermoplastic polyurethane elastomers based on random and triblock copolymers were synthesized and studied. Dihydroxyl-terminated random copolymers were prepared by ring opening copolymerization of !-caprolactone (CL) and 1,3-trimethylene carbonate (TMC). The triblock copolymers were synthesized by using these random copolymers as macro-initiator for the L-lactide (L-LA) blocks. These random and triblock copolymers were further reacted with 1,6-hexamethylene diisocyanate (HMDI) and chain extended by 1,4-butanediol (BDO). The polymer structure and chemical composition were characterized by 1 H NMR 13 C NMR and SEC. Their thermal and mechanical properties were studied by using DSC and Instron microtester. Multiblock polyurethanes based on random PCL-co-PTMC copolymers showed strain recovery improvement with increasing PCL content. However, these polyurethanes were unable to sustain deformation at body temperature due to the melting of PCL crystals and low hard segments content. With the presence of crystallizable PLLA blocks, mechanical properties were improved at body temperature without compromising their good strain recovery.

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Section: Results and Discussion 31 Polyurethanes Synthesis And Charmentioning

confidence: 99%

Enhancing mechanical properties of thermoplastic polyurethane elastomers with 1,3-trimethylene carbonate, epsilon-caprolactone and L-lactide copolymers via soft segment crystallization

Liow¹,

Lipik²,

Widjaja³

et al. 2011

Express Polym. Lett.

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“…A Sn‐free catalyst based on Al has been used in the polymerization of ɛ‐CL at room temperature, similarly to the procedure described by Liow et al . (), with the modification of the initiator used. Here HEVE has been used as photocurable initiator (Liow et al ., ).…”

Section: Methodsmentioning

confidence: 97%

Synthesis and characterization of divinyl-fumarate poly-ε-caprolactone for scaffolds with controlled architectures

Ronca

Forte

et al. 2017

J Tissue Eng Regen Med

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A vinyl-terminated polycaprolactone has been developed for tissue engineering applications using a one-step synthesis and functionalization method based on ring opening polymerization (ROP) of ε-Caprolactone, with hydroxyl ethyl vinyl ether (HEVE) acting both as the initiator of ROP and as photo-curable functional group. The proposed method employs a catalyst based on aluminium, instead of the most popular Tin(II) 2-ethylhexanoate, to reduce the cytotoxicity. Following the synthesis of the vinylterminated polycaprolactone, its reaction with fumaryl chloride (FuCl) results in a divinyl-fumarate polycaprolactone (VPCLF). The polymers obtained were thoroughly characterized using Fourier transform infrared spectroscopy (FTIR) and gel permeation chromatography (GPC) techniques. The polymer has been successfully employed, in combination with N-vinyl pyrrolidone (NVP), to fabricate films and computer-designed porous scaffolds by micro-stereolithography (μ-SL) with gyroid and diamond architectures. Characterization of the networks indicated the influence of NVP content on the network properties. Human mesenchymal stem cells adhered and spread onto VPCLF/NVP networks showing good biological properties and no cytotoxic effect.

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“…E a was calculated to be 14 kJ/mol. From previous study [9], VPCL showed E a of 11.3 kJ/mol. In other words, VPCL was slightly more reactive than VPCLA.…”

Section: Uv Curing Kinetics Studies Of V/a Oligo-caprolactonementioning

confidence: 96%

“…Cationic photopolymerization is capable of dark curing and it is insensitive to oxygen and impurities inhibition, which are critical towards complete conversion. In earlier work, we reported the kinetics studies of the VE monofunctionalized-caprolactone oligomers (VPCL) [9]. The monofunctional system was photopolymerized readily via cationic mechanisms, with 97% conversions.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, characterization and photopolymerization of vinyl ether and acrylate functionalized hybrid oligo-caprolactone

et al. 2011

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Linear vinyl ether-(oligo-caprolactone)-acrylate (VPCLA), combining fast free radical and complete cationic photopolymerizable groups, was synthesized, functionalized, and photopolymerized to produce polycaprolactone (PCL) network. Fourier Transform Infrared (FTIR) spectra confirmed that the C 0 C peaks from both vinyl ether and acrylate end groups were consumed after photopolymerization. Kinetics parameters obtained from differential scanning photocalorimetry (DPC) analysis showed that photopolymerization of VPCLA at early stage was accelerated as the time needed to reach peak maximum was shortened, and the induction time was significantly shortened compared to monofunctional vinyl ether-(oligo-caprolactone) (VPCL). The activation energy (E a ) was calculated to be 14 kJ/mol, assuming second-order autocatalytic model was followed. Rate of polymerization of the hybrid oligomers was doubled in dual photoinitiators system, which contained both cationic and radical photoinitiators. Furthermore, the conversion was greatly improved at the presence of divinyl ether/hydroxybutyl vinyl ether in 1:1 ratio.

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Synthesis, characterization and photopolymerization of vinyl functionalized poly (ε-caprolactone)

Cited by 8 publications

References 25 publications

Enhancing mechanical properties of thermoplastic polyurethane elastomers with 1,3-trimethylene carbonate, epsilon-caprolactone and L-lactide copolymers via soft segment crystallization

Enhancing mechanical properties of thermoplastic polyurethane elastomers with 1,3-trimethylene carbonate, epsilon-caprolactone and L-lactide copolymers via soft segment crystallization

Synthesis and characterization of divinyl-fumarate poly-ε-caprolactone for scaffolds with controlled architectures

Synthesis, characterization and photopolymerization of vinyl ether and acrylate functionalized hybrid oligo-caprolactone

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