Polymerization of e-caprolactone

Poly(f -caprolactone) (PCL), the most representative member of this polyester family, is obtained by the ring-opening polymerization of e-caprolactone. It is a low-7 (60°C), low-Tg (—60°C) semicrystalline polyester that presents mechanical properties resembling those of low-density polyethylene (Table 2.10). [Pg.43]

Preparation and characteristics of ABA type polycaprolactone-b-polydimethyl-siloxane block copolymers have been recently reported 289). In this study, ring-opening polymerization of e-caprolactone was achieved in melt, using a hydroxybutyl terminated PSX as the initiator and a catalytic amount of stannous octoate. Reactions were completed in two steps as shown in Reaction Scheme XIX. [Pg.51]

The general subject of lactone polymerization has been reviewed (7, 19). Polymerization of e-caprolactone can be effected by at least four different mechanisms categorized as anionic, cationic, coordination, and radical. Each method has unique attributes, providing... [Pg.72]

The anionic method of polymerization is most useful for the synthesis of low molecular weight hydroxy-terminated oligomers and polymers that are to be further processed. For example, the treatment of hydroxy-terminated oligomers with isocyanates has been used to obtain polyester-urethanes (9,20), while triblock copolymers (PCL-PEG-PCL) are prepared by initiating the polymerization of e-caprolactone with the disodium alcoholate from polyethylene glycol (26). [Pg.73]

FIGURE 2 Anionic, cationic, and coordination mechanisms of polymerization of e-caprolactone and related lactones. [Pg.74]

FIGURE 14 Different skeletal structures of PCL and its copolymers derived from the polymerization of e-caprolactone using mono- and polyfunctional initiators. [Pg.76]

Ito, K., and Yamashita, Y., Propagation and depropagation rates in the anionic polymerization of e-caprolactone cyclic oligomers, Macromolecules. Ij., 68-72, 1978. [Pg.113]

J. P., Anionic pol3nnerization of lactones initiated by alkali graphitides. 1 Polymerization of e-caprolactone initiated by KC24, J. Polym. Sci.. Part A Polym. Chem.. 21. 923-936, 1983. [Pg.114]

Endo, M., Aida, T., and Inoue, S., Immortal polymerization of e-caprolactone initiated by aluminum porphyrin in the presence of alcohol. Macromolecules, 20, 2982-2988, 1987. [Pg.115]

The cationic ring opening polymerization of e-caprolactone, CL, and 8-valerolactone, VL, was investigated using n-Bu0H/HCl-Et20 as the initiation system [56]. It was observed that narrow molecular weight distribution samples were obtained. These results were combined with those previously... [Pg.35]

Over the years we have developed methods for the direct synthesis of hydrolytically and/or enzymatically degradable microspheres by ring-opening polymerization of e-caprolactone and lactides [6-12]. The diameters of these microspheres are usually less than 3 xm. In this chapter we discuss... [Pg.269]

Surface-initiated ring-opening polymerization of e-caprolactone on pCP SAM initiators equipped with an oligo-ethylenoxide function is reported by Hawker et al. [346]. Choi and hanger used a similar SAM initiator system to polymerize L-lactide [347]. [Pg.433]

Materials. PCL and polypropiolactone (PPL) were prepared by ring opening polymerization of e -caprolactone ( ) and S -propiolactone respectively in benzene in a nitrogen atmosphere at 60 C with a di-... [Pg.136]

Table 3 Selectivity (3 parameter and rate of propagation of the polymerization of e-caprolactone...

Duda A, Penczek S (1991) Anionic and pseudoanionic polymerization of e-caprolactone. Makromol Chem, Macromol Symp 42/43 135-143... [Pg.209]

McLain SJ, Drysdale NE (1992) Living ring-opening polymerization of e-caprolactone by yttrium and lanthanide alkoxides. Polymer Preprints, American Chemical Society 33(1) 174-175... [Pg.209]

Yamashita M, Takemoto Y, Diara E, Yasuda H (1996) Organolanthanide-initiated living polymerization of e-caprolactone, 5-valerolactone, and P-propionolactone. Macromolecules 29 1798-1806... [Pg.209]

Martin E, Dubois P, Jerome R (2000) Controlled ring-opening polymerization of e-caprolactone promoted by in situ formed yttrium alkoxides. Macromolecules 33 1530-1535... [Pg.209]

Tortosa K, Hamaide T, Boisson C, Spitz R (2001) Homogeneous and heterogeneous polymerization of e-caprolactone by neodymium alkoxydes prepared in situ. Macromol Chem Phys 202 1156-1160... [Pg.210]

Guillaume SM, Schappacher M, Soum A (2003) Polymerization of e-caprolactone by Nd (BH4)3(THF)3 synthesis of hydroxytelechelic poly(e-caprolactone). Macromolecules 36 54-60... [Pg.210]

Kowalski A, Duda A, Penczek S (1998) Kinetics and mechanism of cyclic esters polymerization initiated with tin(II) octoate, 1 Polymerization of e-caprolactone. Macromol Rapid Commun 19 567-572... [Pg.210]

Oshimura M, Takasu A (2010) Controlled ring-opening polymerization of E-caprolactone catalyzed by rare-earth perfluoroalkanesulfonates and perfluoroalkanesulfonimides. Macromolecules 43 2283-2290... [Pg.210]

Stassin F, Halleux O, Jerome R (2001) Ring-opening polymerization of E-caprolactone in supercritical carbon dioxide. Macromolecules 34 775-781... [Pg.210]

Shueh ML, Wang Y-S, Fluang B-H, Kuo C-Y, Lin C-C (2004) Reactions of 2,2 -methylenebis(4-chloro-6-isopropyl-3-methylphenol) and 2,2 -ethylenebis(4,6-di-tert-butylphenol)with Mg"Bt2 efficient catalysts for the ring-opening polymerization of e-caprolactone and L-lactide. Macromolecules 37 5155-5162... [Pg.211]

Wilson BC, Jones CW (2004) A recoverable, metal-free catalyst for the green polymerization of e-caprolactone. Macromolecules 37 9709-9714... [Pg.212]

Liu J, Liu L (2004) Ring-opening polymerization of e-caprolactone initiated by natural amino acids. Macromolecules 37 2674—2676... [Pg.212]

Knani D, Gutman AL, Kohn DH (1993) Enzymatic polyesterification in organic media. Enzyme-catalyzed synthesis of linear polyesters. I. Condensation polymerization of linear hydroxyester. II. Ring-opening polymerization of e-caprolactone. J Polym Sci A Polym Chem 31 1221-1232... [Pg.213]

Loeker EC, Duxbury CJ, Kumar R, Gao W, Gross RA, Howdle SM (2004) Enzyme-catalyzed ring-opening polymerization of e-caprolactone in supercritical carbon dioxide. Macromolecules 37 2450-2453... [Pg.213]

Here we discuss dispersion polymerizations that are not related to vinyl monomers and radical polymerization. The first one is the ring-opening polymerization of e-caprolactone in dioxane-heptane (30). A graft copolymer, poly(dodecyl acrylate)-g-poly(e-caprolactone), is used as a stabilizer. The polymerization proceeds via anionic or pseudoanionic mechanism initiated by diethylaluminum ethoxide or other catalysts. The size of poly(caprolactone) particles depends on the composition of stabilizer, ranging from 0.5 to 5 i,m. Lactide was also polymerized in a similar way. Poly(caprolactone) and poly(lactide) particles with a narrow size distribution are expected to be applied as degradable carriers of drugs and bioactive compounds. [Pg.620]

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