Glycolide/caprolactone

Generic name LacHde Composition (%) Glycolide Caprolactone Synonyms Trade name Manufacturer CAS name CAS number... 

Early Glycolide/Caprolactone Segmented Copolymers Synthesis and Properties ... 

Monocryl Plus), and poly(gycolide/p-dioxanone/trimethylene carbonate) triblock copolymer (e.g., Biosyn ), poly(glycolide/ -caprolactone/trimeth-ylene carbonate) triblock copolymer (Monosyn ), poly(glycolide/L-lactide/ -caprolactone/trimethylene carbonate) teriblock copolymer (Caprosyn ), and 100% poly-L-lactide (Orthodek ) (Chu et al., 1997). 

Poly(s-Caprolactone) Copolymers with Glycolide or Lactide.228... 

SCHEME 8.5 Synthesis of poly(glycolide-co-caprolactone) (PGCL). 

POLY(e-CAPROLACTONE) COPOLYMERS WITH GLYCOLIDE OR LACTIDE... 

The poly(glycolide-co-caprolactone) (PGCL) copolymer was mainly synthesized by the ringopening polymerization. A copolymer with 1 1 mole ratio was synthesized by the ring-opening polymerization in the presence of the catalyst Sn(Oct)2 by Lee and coworkers. The polymerization was under vacuum, and heated in an oil bath at 170°C for 20 h. The copolymer was then dried under vacuum at room temperature for 72 h. The schematic reaction equations are shown in Schemes 8.5 and 8.6. 

Rate of hydration of the polymeric materials has been shown to be an important consideration in regard to drug release. Gilding and Reed (24) demonstrated that water uptake increases as the glycolide ratio in the copolymer increases. The extent of block or random structure in the copolymer can also affect the rate of hydration and the rate of degradation (25). Careful control of the polymerization conditions is required in order to afford reproducible drug release behavior in a finished product. Kissel (26) showed drastic differences in water uptake between various homopolymers and copolymers of caprolactone, lactide, and glycolide. 

Gardner, D. L., Battelle Development Corp., Process of preparing microcapsules of lactides or lactide copolymers with glycolides and/or c-caprolactones, U.S. Patent 4,637,905, A,... 

Lemoine D, Francois C, Kedzierewicz F et al (1996) Stability study of nanoparticles of poly (e-caprolactone), poly(D, L-lactide) and poly(D, L-lactide-co-glycolide). Biomaterials 17 2191-2197... 

So far, many studies have focused on the development and application of aliphatic polyesters such as PLA [1-3], PGA [41,42], and PCL [43,44], Figure 2 shows the structures of their monomers lactides (LAs), glycolide (GA), e-caprolactone (CL), and some typical comonomers. 

These representative aliphatic polyesters are often used in copolymerized form in various combinations, for example, poly(lactide-co-glycolide) (PLGA) [66-68] and poly(lactide-co-caprolactone) [69-73], to improve degradation rates, mechanical properties, processability, and solubility by reducing crystallinity. Other monomers such as 1,4-dioxepan-5-one (DXO) [74—76], 1,4-dioxane-2-one [77], and trimethylene carbonate (TMC) [28] (Fig. 2) have also been used as comonomers to improve the hydrophobicity of the aliphatic polyesters as well as their degradability and mechanical properties. 

Guelcher et al. (1) prepared a hydrolyzable polyurethane foam under physiological conditions by condensing a polyester triol with e-caprolactone/glycolide and then postreacting the intermediate ester with the biocompatible diocyanate, lysine methyl ester diisocyanate. 

Research Focus Enhancing the fracture toughness of poly(L-lactide-co-glycolide) by introducing phase separation using y-caprolactone. 

Two terpolymers of poly(L-lactide-co-glycolide) were prepared in this application that had enhanced fracture toughness by incorporating -y-caprolactone by ring-opening polymerization using either stannous octoate or stannous trifluoromethane sulfonate as the catalyst. The products synthesized by this method were ... 

A reaction kettle equipped with mechanical stirrer was placed in a glove box filled with nitrogen and heated to 120°C for 1 hour to remove moisture. The reactor was then charged with glycolide (200 g), y-caprolactone (200 g), 0.27 ml dodecanol, 700 ml of xylene, and 1.12 ml of stannous octoate and where glycolide component was added over four portions in 2-hour intervals. The mixture was then stirred at 120°C for 90 hours and the product isolated after dissolving in chloroform and precipitated in methanol. 2... 

Preparation of poly[(glycolide-co-y-caprolactone)-ft-(i.-lactide-co-glycolide)... 

Poly[(L-lactide-co-glycolide)-b-(glycolide-co-7-caprolactone)] was also prepared as... 

Polyglycolic acid sutures are sold in the United States under the trade names Dexon II and Dexon "S". Dexon II is coated with polycaprolate (3), a copolymer of caprolactone [502 14-3] and glycolide. The sutures are claimed to retain approximately 35% of their out-of-package tensile strength three... 

Lactomer suture is coated with a copolymer of caprolactone and glycolide (3) and sold under the trade name Polysorb. It is claimed to retain approximately 30% of its out-of-package tensile strength three weeks after implantation and to be absorbed in 56 to 70 days. 

Bruin, P., Smedinga, J., Pennings, A.J., and Jonkman, M.E, Biodegradable lysine diisocyanate-based poly(glycolide-co-e-caprolactone)-urethane network in artificial skin. Biomaterials 11 191-295, 1990. 

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