22/12/2017 · Synthesis of polycaprolactone: A review

T1 - Synthesis and characterization of poly(L-lactide)-poly(ε-caprolactone) multiblock copolymers

Synthesis of Polycaprolactone | Polymerization | Polymers

N2 - A recent study has reported the fast ester-ester interchange reaction catalyzed by alkali-metal alkoxide clusters. Applying this concept to poly(bisphenol A carbonate) and poly(ε-caprolactone) resulted in telechelic polycondensates bearing functionalities which allow the subsequent controlled/'living' polymerization of vinyl monomers to yield ABA and ABC polycondensate/poly(vinylmonomer) block copolymers.

Synthesis of Saccharide-Terminated Poly(ε-caprolactone) via Michael Addition and 'Click' Chemistry.

Synthesis of polycaprolactone: ..

A recent study has reported the fast ester-ester interchange reaction catalyzed by alkali-metal alkoxide clusters. Applying this concept to poly(bisphenol A carbonate) and poly(ε-caprolactone) resulted in telechelic polycondensates bearing functionalities which allow the subsequent controlled/'living' polymerization of vinyl monomers to yield ABA and ABC polycondensate/poly(vinylmonomer) block copolymers.

A star polymer composed of amphiphilic block copolymer arms has been synthesized and characterized. The core of the star polymer is polyamidoamine (PAMAM) dendrimer, the inner block in the arm is lipophilic poly(ε- caprolactone) (PCL), and the outer block in the arm is hydrophilic poly(ethylene glycol) (PEG). The star-PCL polymer was synthesized first by ring-opening polymerization of ε-caprolactone with a PAMAM-OH dendrimer as initiator. The PEG polymer was then attached to the PCL terminus by an ester-forming reaction. Characterization with SEC, 1NMR, FTIR, TGA, and DSC confirmed the star structure of the polymers. The micelle formation of the star copolymer (star-PCL-PEG) was studied by fluorescence spectroscopy. Hydrophobic dyes and drugs can be encapsulated in the micelles. A loading capacity of up to 22% (w/w) was achieved with etoposide, a hydrophobic anticancer drug. A cytotoxicity assay demonstrated that the star-PCL-PEG copolymer is nontoxic in cell culture. This type of block copolymer can be used as a drug delivery carrier.


An Enzyme Cascade Synthesis of ε-Caprolactone and …

AB - A recent study has reported the fast ester-ester interchange reaction catalyzed by alkali-metal alkoxide clusters. Applying this concept to poly(bisphenol A carbonate) and poly(ε-caprolactone) resulted in telechelic polycondensates bearing functionalities which allow the subsequent controlled/'living' polymerization of vinyl monomers to yield ABA and ABC polycondensate/poly(vinylmonomer) block copolymers.

Synthesis of biocompatible poly(ε-caprolactone)-block …

N2 - Segmented polyurethanes have been used extensively in implantable medical devices, but their tunable mechanical properties make them attractive for examining the effect of biomaterial modulus on engineered musculoskeletal tissue development. In this study, a family of segmented degradable poly(esterurethane urea)s (PEUURs) were synthesized from 1,4-diisocyanatobutane, a poly(ε-caprolactone) (PCL) macrodiol soft segment and a tyramine-1,4-diisocyanatobutane-tyramine chain extender. By systematically increasing the PCL macrodiol molecular weight from 1100 to 2700 Da, the storage modulus, crystallinity and melting point of the PCL segment were systematically varied. In particular, the melting temperature, Tm, increased from 21 to 61 °C and the storage modulus at 37 °C increased from 52 to 278 MPa with increasing PCL macrodiol molecular weight, suggesting that the crystallinity of the PCL macrodiol contributed significantly to the mechanical properties of the polymers. Bone marrow stromal cells were cultured on rigid polymer films under osteogenic conditions for up to 21 days. Cell density, alkaline phosphatase activity, and osteopontin and osteocalcin expression were similar among PEUURs and comparable to poly(d,l-lactic-coglycolic acid). This study demonstrates the suitability of this family of PEUURs for tissue engineering applications, and establishes a foundation for determining the effect of biomaterial modulus on bone tissue development.

Synthesis, crystallization, and morphology of star …

AB - Segmented polyurethanes have been used extensively in implantable medical devices, but their tunable mechanical properties make them attractive for examining the effect of biomaterial modulus on engineered musculoskeletal tissue development. In this study, a family of segmented degradable poly(esterurethane urea)s (PEUURs) were synthesized from 1,4-diisocyanatobutane, a poly(ε-caprolactone) (PCL) macrodiol soft segment and a tyramine-1,4-diisocyanatobutane-tyramine chain extender. By systematically increasing the PCL macrodiol molecular weight from 1100 to 2700 Da, the storage modulus, crystallinity and melting point of the PCL segment were systematically varied. In particular, the melting temperature, Tm, increased from 21 to 61 °C and the storage modulus at 37 °C increased from 52 to 278 MPa with increasing PCL macrodiol molecular weight, suggesting that the crystallinity of the PCL macrodiol contributed significantly to the mechanical properties of the polymers. Bone marrow stromal cells were cultured on rigid polymer films under osteogenic conditions for up to 21 days. Cell density, alkaline phosphatase activity, and osteopontin and osteocalcin expression were similar among PEUURs and comparable to poly(d,l-lactic-coglycolic acid). This study demonstrates the suitability of this family of PEUURs for tissue engineering applications, and establishes a foundation for determining the effect of biomaterial modulus on bone tissue development.