• Title/Summary/Keyword: poly(L-lactide)

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Copolymerization of L-Lactide and ${\varepsilon}$-Caprolactone in Supercritical Fluid

  • Prabowo, Benedictus;Choi, Dong-Hoon;Kim, Soo-Hyun
    • Macromolecular Research
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    • v.17 no.8
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    • pp.575-579
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    • 2009
  • Copolymerization of L-lactide and s-caprolactone initiated by tin (II) octoate (Sn(Oct)$_2$) was carried out in supercritical chlorodifluoromethane (R22) with varying reaction conditions (time and temperature) and amounts of monomer and catalyst, under a pressure of 250 bar. The optimum conditions were a reaction time of 10 h and a temperature of 130 $^{\circ}C$, which is similar to the temperature used in bulk copolymerization system. The conversion increased from 56% to 76% by increasing the reaction time from 1 to 10 h. The molecular weight also increased to 75,900 g.mol$^{-1}$ over the same period, while the increased monomer concentration resulted in a high molecular weight of 86,400 g.mol$^{-1}$ and a monomer conversion of 84%. Raising the reaction temperature from 90 to 130 $^{\circ}C$ increased the monomer conversion as well as the poly-L-lactide-co-${\varepsilon}$-caprolactone (PLCL) molecular weight. The variation on the stannous octoate catalyst suggested that less catalyst would decrease the caprolactone content of the polymer.

Preparation and Characterization of PEG-PLA(PLGA) Micelles for Solubilization of Rosiglitazone (Rosiglitazone 가용화를 위한 PEG-PLA(PLGA) 고분자 미셀의 제조 및 특성분석)

  • Kim, Yon-Hwan;Im, Jeong-Hyuk;Min, Hyun-Su;Kim, Jun-Ki;Lee, Yong-Kyu;Park, Go-Eun;Cho, Kwang-Jae;Huh, Kang-Moo
    • Polymer(Korea)
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    • v.34 no.3
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    • pp.274-281
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    • 2010
  • In this study, PEG-PLA(or PLGA) amphiphilic di-block copolymers were synthesized by ring opening polymerization of D,L-lactide(or glycolide) and applied to polymeric micelle system for solubilization of a rosiglitazone as diabetes drug. The drug could be efficiently loaded into the polymer micelle by solid dispersion technique, and the drug-loaded micelles were characterized and evaluated as a drug delivery carrier by fluorescence spectrometer, DSC, and DLS measurements. The colloidal stability of drug loaded micelles in aqueous media could be enhanced by addition of 2-hydroxy-N-picolylnitinamide as a hydrotropic agent. The polymer micelles also showed biocompatible and nontoxic properties in vitro cell viability using MTT assay, and the drug loaded micelles were observed to be more effective than free drug for decreasing glucose in blood of rats.

High Molecular Weight Poly(L-lactide) Synthesized in Supercritical Fluids

  • Kim, Soo-Hyun
    • Proceedings of the Polymer Society of Korea Conference
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    • 2006.10a
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    • pp.210-211
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    • 2006
  • A series of L-LA polymerizations initiated by $Sn(Oct)_{2}\;([LA]_{0}/[Sn]_{0}=200)$ were carried out in scR22 at $130^{\circ}C$ and 300 bar, where $[LA]_{0}$ is the initial L-lactide concentration and $[Sn]_{0}$ is the initial $Sn(Oct)_{2}$ concentration. The reaction time dependences of monomer conversion and PLLA MW improved. The monomer conversion and PLLA MW increased with increasing reaction time. The effect of temperature on monomer conversion and PLLA MW was investigated in a series of polymerizations conducted at temperatures ranging from 90 to $150^{\circ}C$ and at a constant pressure of 200 bar. In all of these experiments, the ratio of monomer to R22 concentration was held constant at 12.4 wt.-%. Increasing the reaction temperature from 90 to $130^{\circ}C$ resulted in increased monomer conversion from 11.5 to 72.2 %.

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Synthesis and Physical Properties of Biodegradable Polymers -Poly (glycine-co-lactic acid) and Poly (glycine-co-glycolic acid)- (생체분해성 고분자의 합성 및 물성에 관한 연구 -Poly (glycine-co-lactic acid) 와 Poly (glycine-co-glycolic acid)-)

  • 성용길;김정엽
    • Journal of Biomedical Engineering Research
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    • v.9 no.1
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    • pp.37-46
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    • 1988
  • Synthetic biodegradable polymers are of great interest for biomedical applications such as surgical sutures and drug delivery systems. The copolymers of ${alpha}-amino$ acids and ${alpha}-hydroxy$ matrices having the required permeability for drugs. Poly (glycine.co-lactic acid) and poly (glycine-co-glycolic acid) have been synthesized by ring-opening polymerization. Morpholine-2, 5-diane, lactide, and glycolid have been used as starting materials for polydepsipeptides. The synthesized monomers and copoylmers have been identified by NMR and FT-lR spectrophotometer. The thermal properties and glass transition temperatures ($T_g$) of the copolymers have been measured by differential scanning calorimetry. The $T_g$ values of poly (glycine-co-lactic acid) and poly (glycine co.glycolic acid) are increased with increasing mole fraction of morpholine-2, 5-dione in the copolymers.

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Preparation and Characterization of Biodegradable Hydrogels for Tissue Expander Application (조직 확장기용 생분해성 하이드로젤의 제조 및 특성분석)

  • Yuk, Kun-Young;Kim, Ye-Tae;Im, Su-Jin;Garner, John;Fu, Yourong;Park, Ki-Nam;Park, Jeong-Sook;Huh, Kang-Moo
    • Polymer(Korea)
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    • v.34 no.3
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    • pp.253-260
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    • 2010
  • In this study, we prepared and evaluated a series of biocompatible and biodegradable block copolymer hydrogels with a delayed swelling property for tissue expander application. The hydrogels were synthesized via a radical crosslinking reaction of poly(ethylene glycol) (PEG) diacrylate and poly(D,L-lactide-co-glycolide)-poly(ethylene glycol)-poly(D,L-lactide-co-glycolide)(PLGA-PEG-PLGA) triblock copolymer diacrylate as a swelling/degradation controller (SDC). For the synthesis of various SDCs that can lead to different degradation and swelling properties, various PLGA-PEG-PLGA triblock copolymers with different LA/GA ratios and different PLGA block lengths were synthesized and modified to have terminal acrylate groups. The resultant hydrogels were flexible and elastic even in the dry state. The in vitro degradation tests showed that the delayed swelling properties of the hydrogels could be modulated by varying the chemical composition of the biodegradable crosslinker (SDC) and the block ratio of SDC/PEG. The histopathologic observation after implantation of hydrogels in mice was performed and evaluated by macrography and microscopy. Any significant inflammation or necrosis was not observed in the implanted tissues. Due to their biocompatibility, elasticity, sufficient swelling pressure, delayed swelling and controllable degradability, the hydrogels could be useful for tissue expansion and other biomedical applications.

Medial Wall Orbital Reconstruction using Unsintered Hydroxyapatite Particles/Poly L-Lactide Composite Implants

  • Park, Hojin;Kim, Hyon-Surk;Lee, Byung-Il
    • Archives of Craniofacial Surgery
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    • v.16 no.3
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    • pp.125-130
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    • 2015
  • Background: Poly-L-lactide materials combined with hydroxyapatite (u-HA /PLLA) have been developed to overcome the drawbacks of absorbable materials, such as radiolucency and comparably less implant strength. This study was designed to evaluate the usefulness of u-HA/PLLA material in the repair of orbital medial wall defects. Methods: This study included 10 patients with pure medial wall blow-out fractures. The plain radiographs were taken preoperatively, immediately after, and 2 months after surgery. The computed tomography scans were performed preoperatively and 2 months after surgery. Patients were evaluated for ease of manipulation, implant immobility, rigidity and complications with radiologic studies. Results: None of the patients had postoperative complications, such as infection or enophthalmos. The u-HA/PLLA implants had adequate rigidity, durability, and stable position on follow-up radiographic studies. On average, implants were thawed 3.4 times and required 14 minutes of handling time. Conclusion: The u-HA/PLLA implants are safe and reliable for reconstruction of orbital medial wall in terms of rigidity, immobility, radiopacity, and cost-effectiveness. These thin yet rigid implants can be useful where wide periosteal dissection is difficult due to defect location or size. Since the u-HA/PLLA material is difficult to manipulate, these implants are not suitable for use in complex 3-dimensional defects.

Effect of HPLC Analytical Procedure upon Determining Drug Content in PLGA Microspheres

  • Heo, Sun-Ju;Lee, Hong-Hwa;Lee, Min-Jung;Sah, Hong-Kee
    • Journal of Pharmaceutical Investigation
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    • v.40 no.3
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    • pp.193-200
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    • 2010
  • The objective of this study was to investigate the effects of sample preparation, HPLC conditions and peak measurement methods upon determining progesterone content of poly-d,l-lactide-co-glycolide microspheres. A series of the microspheres with different formulations was first prepared. To determine their actual drug contents, the microspheres were dissolved in tetrahydrofuran and diluted with various amounts of methanol to precipitate the polymer. After removal of polymeric precipitates, the filtrates were subject to HPLC analysis under versatile experimental conditions. Interestingly, the composition of a sample solution (e.g., the ratio of methanol to tetrahydrofuran) affected the magnitudes of both peak fronting and peak broadening of progesterone. Its peak became broader and more asymmetrical at lower methanol:tetrahydrofuran ratios. Furthermore, its peak height was influenced by the proportion of tetrahydrofuran in a sample solution. Such problems encountered with tetrahydrofuran were exacerbated when a larger volume of the sample solution was injected onto an analytical column. Under our experimental conditions a peak area measurement provided more accurate and reliable determination of progesterone content in various microspheres than a peak height determination. Optimizing the composition of a sample solution, HPLC chromatographic conditions and peak analysis methods was a prerequisite to an accurate determination of progesterone encapsulated within microspheres.

Effect of Peptide Charge on the Formation of Acylated Peptide Impurities in PLGA Formulations

  • Na, Dong-Hee
    • Journal of Pharmaceutical Investigation
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    • v.41 no.2
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    • pp.91-94
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    • 2011
  • The purpose of this study was to investigate the effect of peptide charge on the interaction between peptide and poly(D,L-lactide-co-glycolide) (PLGA) for evaluating mechanism of acylated peptide formation in PLGA matrix. As a model peptide, octreotide, a synthetic somatostatin analogue and active ingredient of commercial PLGA product, was used. The disulfide group of octreotide was reduced with dithiothreitol and the sulfhydryl groups were modified with N-${\beta}$-maleimidopropionic acid (BMPA) to neutralize octreotide with positive charge in physiological conditions. The BMPA-conjugated octreotide was identified by measuring the molecular mass with liquid chromatography-mass spectrometry. In the interaction study with PLGA, native octreotide showed initial adsorption to PLGA and substantial production of acylated peptides (56% of overall peptide), whereas BMPA-conjugated octreotide showed minimal adsorption to PLGA and no acylation products for 42 days. Consequently, the neutralization of octreotide completely inhibited the peptide acylation by preventing interaction of peptide with PLGA. In conclusion, this study demonstrates that the initial polymer interaction of peptide is important step for peptide acylation in PLGA matrix and suggests the modulation of peptide charge as strategy for inhibiting the formation of acylated peptide impurities.