Polycaprolactone synthesis

Polycaprolactone synthesis was performed in two scales preparative, and screening scale. In preparative scale, synthesis was performed in a three-neck flask with an overhead mechanical stirrer and a temperature controller in presence of an anhydrous solvent. Toluene was selected as the best solvent for PCL synthesis [24], In screening scale, synthesis was performed in smaller scale inside glass vials in a J-Kem parallel synthesizer with either 6-vial or 12-vial reactor. 

Kumar, A., and Gross, R.A. (2000) Candida antartica lipase B catalyzed polycaprolactone synthesis effects of organic media and temperature. Biomacromolecules, 1, 133-138. 

Chung TC, Rhubright D (1994) Polypropylene-g-polycaprolactone synthesis and applications in polymer blends. Macromolecules 27 1313... 

For example Kumar, A., and Gross, R. A., 2000, Candida antarctica Lipase B-Catalyzed Transesterification New Synthetic Routes to Copolyesters. J. Am. Chem. Soc. 122 11767-11770 Kumar, A., and Gross, R. A., 2000, Candida antartica lipase B catalyzed polycaprolactone synthesis effects of organic media and temperature. Biomacromolecules 1 133-138 Kobayashi, S, Uyama, H., Namekawa, S., and Hayakawa, H., 1998, Enzymic Ring-Opening Polymerization and Copolymerization of 8-Octanolide by Lipase Catalyst. Macromolecules 31 5655. 

See also PBT degradation structure and properties of, 44-46 synthesis of, 106, 191 Polycaprolactam (PCA), 530, 541 Poly(e-caprolactone) (CAPA, PCL), 28, 42, 86. See also PCL degradation OH-terminated, 98-99 Polycaprolactones, 213 Poly(carbo[dimethyl]silane)s, 450, 451 Polycarbonate glycols, 207 Polycarbonate-polysulfone block copolymer, 360 Polycarbonates, 213 chemical structure of, 5 Polycarbosilanes, 450-456 Poly(chlorocarbosilanes), 454 Polycondensations, 57, 100 Poly(l,4-cyclohexylenedimethylene terephthalate) (PCT), 25 Polydimethyl siloxanes, 4 Poly(dioxanone) (PDO), 27 Poly (4,4 -dipheny lpheny lpho sphine oxide) (PAPO), 347 Polydispersity, 57 Polydispersity index, 444 Poly(D-lactic acid) (PDLA), 41 Poly(DL-lactic acid) (PDLLA), 42 Polyester amides, 18 Polyester-based networks, 58-60 Polyester carbonates, 18 Polyester-ether block copolymers, 20 Polyester-ethers, 26... 

Yang M and Santerre JP. Utihzation of quinolone drugs as monomers Characterization of the synthesis reaction products for poly(norfloxacin diisocyanatododecane polycaprolactone). Biomacromolecules, 2001, 2, 134-141. 

Figure 6.6 Evolution of tan 8 during polyurethane synthesis at 110°C, at different angular frequencies,

C. Racles, T. Hamaide, Macromol. Chem. Phys., 2005, 206, 1757-1768. Synthesis and characterization of water soluble saccharide functionalized polysiloxanes and their use as polymer surfactants for the stabilization of polycaprolactone nanoparticles. ... 

Immobilized CALB has frequently been applied in the literature as a catalyst for polymerization of aliphatic polyesters, polycarbonates, polyurethanes and their copolymers. In the present work on CALB catalyzed polymerization, the ring opening of e-caprolactone to polycaprolactone was selected as the model polymerization reaction (Figure 3.3). This model reaction has been well established in the literature [24-27] as an example of a polymerization reaction that can be successfully catalyzed by immobilized lipases (see also Chapter 4). Polymer synthesis and characterization was performed in four steps (i) polymerization (ii) separation (iii) purification and (iv) characterization. 

Figure 13.11 Plot of molecular weight and yield vs time for the synthesis of polycaprolactone in R-134a. (Reproduced with permission from [95], Copyright (2007) American Chemical Society).

In recent years, the enzymatic synthesis of biodegradable polyesters was focused on the polycondensation method (22,23). Among the very few successful example of enzymatic ring-opening polymerization for polyesters synthesis, Novozyme-435 (immobilized lipase B from Candida antartica) has been proved an effective catalyst for polycaprolactone (PCL) synthesis in toluene (24). Considering the low cost and high recyclablity of IPPL, we also... 

Racles C, Hamaide T (2005). Synthesis and Characterization of Water Soluble Saccharide Functionalized Polysiloxanes and Their Use as Polymer Surfactants for the Stabilization of Polycaprolactone Nanoparticles. Macromol. Chem. and Phys. 206 1757-1768. 

Liu L, Xu X et al (2009) Synthesis and self-assembly of chitosan-based copolymer with a pair of hydrophobic/hydrophilic grafts of polycaprolactone and poly(ethylene glycol). Carbohydr Polym 75 401 07... 

Polycaprolactone (PCL) is obtained by ring-opening polymerization of the six-membered lactone, e-caprolactone (Figure 30.4f), which yields a semicrystalline polymer with a melting point of 59°C-64°C and a glass transition temperature of 60°C with great organic solvent solubility. Anionic, cationic, coordination, or radical polymerization routes are all applicable for synthesis. " " " ... 

S. Sant, D. Iyer, A.K. Gaharwar, A. Patel, A. Khademhosseini, Effect of biodegradation and de novo matrix synthesis on the mechanical properties of valvular interstitial cell-seeded polyglycerol sebacate— polycaprolactone scaffolds. Acta Biomater. 9 (2013) 5963—5973, doi 10.1016/j.actbio.2012.11.014. 

G. Carrot, J.G. Hilborn, M. Trollsas, J.L. Hedrick, Two general methods for the synthesis of thiol-functional polycaprolactones. Macromolecules 32 (1999) 5264-5269, doi 10.1021/ma990198b. 

Xiong, X.Y., Tam, K.C. and Gan, L.H., 2006. Synthesis and thermally responsive properties of novel Pluronic F87/polycaprolactone (PCL) block copolymers with short PCL blocks. Journal of Applied Polymer Science, 100(5), 4163—4172. 

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