• Title/Summary/Keyword: poly(lactide)

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Polymerization of L-lactide Using Methylalumionxane (Methylaluminoxane을 이용한 L-lactide 중합)

  • Yim, Jin-Heong;Kim, Da Hee;Ko, Young Soo
    • Polymer(Korea)
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    • v.39 no.3
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    • pp.365-369
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    • 2015
  • In this study, the bulk and solution polymerizations of L-lactide using an aluminium compound, methylaluminoxane (MAO), were performed. In the bulk polymerization, the conversion of polymerization was increased with increasing the amount of catalyst in feed. The largest molecular weight (Mw), 60800 g/mol, was shown at the MAO amount in feed of 0.15 mmol, and Mw was decreased above 0.15 mmol of MAO in feed. At the 0.15 mmol of MAO in feed, turn of frequency (TOF) was the highest, and it was decreased with increasing MAO amount in feed. In the solution polymerization, the induction time of 30 min was shown. The conversion of polymerization was linearly increased with the polymerization time, and the highest Mw, 54700 g/mol, was achieved at the polymerization time of 6 h.

Metal Surface Coating Using Electrospray of Biodegradable Polymers and $\alpha$-Lipoic Acid Release Behavior for Drug-Eluting Stents (생분해성 고분자의 전기분사를 이용한 약물방출 스텐트용 금속표면 코팅 및 ALA방출 거동)

  • Kim, Dong-Min;Lee, Bong-Soo;Park, Cheol-Ho;Park, Kwi-Deok;Son, Tae-Il;Jeong, Myeong-Ho;Han, Dong-Keun
    • Polymer(Korea)
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    • v.34 no.2
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    • pp.178-183
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    • 2010
  • Medical metal stents inserted to patients with a cardiovascular disease associated with coronary artery system have relatively increased the survival rate. The development of new stents is, however, urgently required due to restenosis and late thrombosis generated in metal stents. To solve these problems, the biodegradable polymers such as poly(lactide-co-glycolide) (PLGA), poly(L-lactide)(PLLA), and poly ($\varepsilon$-caprolactone)(PCL) were mixed with alpha lipoic acid (ALA), which is well known to inhibit the proliferation of neointimal hyperplasia. Subsequently, the ALA-loaded polymers were coated on stainless steel by electrospray. The drug-eluting behaviors from the coated polymers were investigated according to kinds and concentrations of polymers, spray rates, and kinds of solvents. The drug-eluting rate from PCL with the lowest glass transition temperature was the fastest among three polymers and followed by PLGA and PLLA. The surface roughness increased as the spray rate was increased and also the drug-eluting rate was affected by kinds of solvents with different boiling point. It is expected that drug-eluting stent (DES) coated with ALA-loaded polymers can be applied practically for clinical applications by controlling the behavior of drug release.

Synthesis of Methoxy Poly(ethylene glycol)/Polyesters Diblock Copolymers and Evaluation of Micellar Characterization as Drug Carrier (메톡시 폴리(에틸렌 글리콜)/폴리에스테르 블록공중합체의 합성 및 미셀 특성 비교)

  • Hyun, Hoon;Yang, Jae-Chan;Kim, Moon-Suk;Lee, Hai-Bang;Khang, Gil-Son
    • Polymer(Korea)
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    • v.30 no.6
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    • pp.464-470
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    • 2006
  • Diblock copolymers consisting of methoxy Poly (ethylene glycol) (MPEG) and poly (${\epsilon}-ca$ prolactone) (PCL), poly(${\delta}-valerolactone$) (PVL), poly(L-lactide) (PLLA), or poly(L-lactide-co-glycolide) (PLGA) were prepared to compare the characterization of diblock copolymers as a drug carrier. MPEG-PCL, MPEG-PVL, MPEG-PLLA, and MPEG-PLGA diblock copolymers were synthesized by the ring-opening polymerization of ${\epsilon}$-caprolactone or ${\delta}$-valerolactone in the presence of $HCl{\cdot}Et_2O$ as a monomer activator at room temperature and by the ring-opening polymerization of L-lactide or a mixture of L-lactide and glycolide in the presence of stannous octoate at $130^{\circ}C$, respectively. The synthesized diblock copolymers were characterized with $^1H-NMR$, GPC, DSC, and XRD. The micellar characterization of MPEG-polyester diblock copolymers in an aqueous phase was carried out by using NMR, dynamic light scattering, AFM, and fluorescence techniques. Most micelles exhibited a spherical shape in AFM. Thus, ore confirmed that the micelles formed with MPEG-polyester diblock copolymers have possibility as a potential hydrophobic drug delivery vehicle because a hydrophobic drug could be preferentially distributed in the micelle core.

Preparation and Release Behavior of Methoxy poly(ethylene glycol)- poly(L-lactide-co-glycolide) Wafer Containing Albumin (알부민을 함유한 메톡시 폴리(에틸렌 글리콜)- 폴리(L-락타이드-co-글리콜라이드) 웨이퍼의 제조 및 방출거동)

  • 서광수;김문석;김경자;조선행;이해방;강길선
    • Polymer(Korea)
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    • v.28 no.4
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    • pp.328-334
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    • 2004
  • A series of methoxy poly(ethylene glycol) (MPEG)-poly(L-lactide-co-glycolide) (PLGA) diblock copolymers were synthesized by ring-opening polymerization of L-lactide and glycolide with carbitol (134 g/mole) or different molecular weights of MPEG (550, 2000, and 5000 g/mole) as an initiator in presence of Sn(Oct)$_2$. The properties of diblock copolymers were characterized by using $^1$H-NMR, GPC, and XRD. After uniform mixing of block copolymers and 1% albumin bovine-fluorescein isothiocyanate(FITC-BSA) with a freeze miller, the wafers loaded FITC-BSA were fabricated by using a mold with a dimensions of 3 mm${\times}$1mm diameter. The release profiles of FITC-BSA and the pH changes of wafer were examined using pH 7.4 PBS for 30 days at 37$^{\circ}C$. The release profiles of albumin showed fast initial burst as the molecular weights of MPEG increased. As a result of this study, the release behavior of BSA was controlled with introducing MPEG in the block copolymers.

Evaluation of In Vitro Release Profiles of Fentanyl-Loaded PLGA Oligomer Microspheres

  • Gilson Khang;Seo, Sun-Ah;Park, Hak-Soo;John M. Rhee;Lee, Hai-Bang
    • Macromolecular Research
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    • v.10 no.5
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    • pp.246-252
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    • 2002
  • In order to the development of the delivery device of long-acting local anesthetics for postoperative analgesia and control of chronic pain of cancer patient, fentnyl-loaded poly (L-lactide-co-glycolido) (PLGA, molecular weight, 5,000 g/mole; 50 : 50 mole ratio by lactide to glycolide) microspheres (FMS) were studied. FMS were prepared by an emulsion solvent-evaporation method. The influence of several preparation parameters such as initial drug loading, PLGA concentration, emulsifier concentration, oil phase volume, and fabrication temperature has been investigated on the fentanyl release profiles. Generally, the drug showed the biphasic release patterns, with an initial diffusion followed by a lag period before the onset of the degradation phase, but there was no lag time in our system. Fentanyl was slowly released from FMS over 10 days in vitro with a quasi-zero order property. The release rate increased with increasing drug loading as well as decreasing polymer concentration with relatively small initial burst effect. From the results, FMS may be a good formulation to deliver the anesthetic for the treatment of chronic pain.

Characterization of Poly(ethylene oxide)-b-Poly(L-lactide) Block Copolymer by Matrix-Assisted Laser Desorption/Ionization Time-of-Flight Mass Spectrometry

  • Jeongmin Hong;Donghyun Cho;Taihyun Chang;Shim, Woo-Sun;Lee, Doo-Sung
    • Macromolecular Research
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    • v.11 no.5
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    • pp.341-346
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    • 2003
  • A poly(ethylene oxide)-b-poly(L-lactide) diblock copolymer (PEO-b-PLLA) is characterized by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF MS) and a block length distribution map is constructed. Although the MALDI- TOF mass spectrum of PEO-b-PLLA is very complicated, most of the polymer species were identified by isolating the overlapped isotope patterns and by fitting the overlapped peaks to the Schulz-Zimm distribution function. Reconstructed MALDI-TOF MS spectrum was nearly identical to the measured spectrum and this method shows its potential to be developed as an easy and fast analysis method of low molecular weight block copolymers.

pH-Induced Micellization of Biodegradable Block Copolymers Containing Sulfamethazine

  • Shim, Woo-Sun;Lee, Jae-Sung;Lee, Doo-Sung
    • Macromolecular Research
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    • v.13 no.4
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    • pp.344-351
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    • 2005
  • pH-sensitive block copolymers were synthesized by coupling reaction of sulfamethazine and amphiphilic diblock copolymer, and their micellization-demicellization behavior was investigated. Sulfamethazine (SM), a derivative of sulfonamide, was introduced as a pH responsive moiety while methoxy poly(ethylene glycol)poly(D,L-lactide) (MPEG-PDLLA) and methoxy poly(ethylene glycol)-poly($D,L-lactide-co-{\varepsilon}-caprolactone$) (MPEG-PCLA) were used as biodegradable amphiphilic diblock copolymers. After the sulfamethazine was carboxylated by the reaction with succinic anhydride, the diblock copolymer was conjugated with sulfamethazine by coupling reaction in the presence of DCC. The critical micelle concentration (CMC) and mean diameter of the micelles were examined at various pH conditions through fluorescence spectroscopy, dynamic light scattering and transmission electron microscopy. For MPEG-PDLLA-SM and MPEG-PCLA-SM solutions, the pH-dependent micellization-demicellization was achieved within a narrow pH band, which was not observed in the MPEG-PDLLA and MPEG-PCLA solutions. The micelle showed a spherical morphology and had a very narrow size distribution. This pH-sensitive block copolymer shows potential as a site-targeted drug carrier.

Synthesis and Characterization of Biocompatible Block Copoly (L-Lactde-$\gamma$-Benzyl-L-Glutamate) (생체적합성 공중합체의 합성과 물성에 관한 연구 -Block Copoly (L-Lactde-$\gamma$-Benzyl-L-Glutamate)-)

  • Sung, Yong-Kiel;Kim, Hoon;Song, Dae-Kyung;Kim, Young-Soon;Paek, U-Hyun
    • Journal of Biomedical Engineering Research
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    • v.9 no.2
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    • pp.215-224
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    • 1988
  • Block copoly(L-lactide-${\gamma}$-benzyl-L-glutamate)was synthesized from L-lactide by cationic ring opening polymerization and ${\gamma}$-benzyl-L-glutamate N-carboxy anhydride by introducing amino group terminated poly(L-lactide). L-lactide was polymerized in the presence of stannous octate at $110^{\circ}C$ and ${\gamma}$-benzyl- L-glutamate was polymerized in the presence of NaH at room temperature. The synthesized monomers and copolymers were identified by IR and NMR. The Itermal properties of the copolymers were characterized by differential scanning calorimetry and thermogravimetry. The thermal stability and melting temperature(Tm) of the block copolymers were measured and discussed. The activation energies of thermal decomposition for the block copoly(L-lactide-${\gamma}$ benzyl-L-glutamate) were evaluated from the thermogravimetric data by Freeman and Carroll method.

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Bending and Compressive Properties of Crystallized TCP/PLLA Composites

  • Kobayashi, Satoshi;Sakamoto, Kazuki
    • Advanced Composite Materials
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    • v.18 no.3
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    • pp.287-295
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    • 2009
  • $\beta$-Tricalcium phosphate ($\beta$-TCP) particles reinforced bioresorbable plastics poly-L-lactide (PLLA) composites were prepared by injection molding. The nominal weight ratio of $\beta$-TCP was selected as 5, 10 and 15%. In order to clarify effects of the PLLA crystallinity on the mechanical properties, the specimens were heat treated isothermally. Results of differential scanning calorimetry indicated that the PLLA crystallinity increased with increasing heat treatment temperature. Bending and compressive tests were conducted on the specimen with different $\beta$-TCP contents and crystallinities. The results show that the bending and compressive moduli increased with increasing $\beta$-TCP contents and crystallinity. On the other hand, bending strength decreased with increasing $\beta$-TCP contents. Maximum bending strength was obtained at the heat treatment of $70^{\circ}C$ for 24 h, whereas compressive 0.2% proof strength increased with increasing heat treatment temperature. This difference is attributed to the difference in the microscopic damages.