• Title/Summary/Keyword: biodegradable copolymers

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Synthesis and Microphase Separation of Biodegradable Poly($\varepsilon$-caprolactone)-Poly(ethylene glycol)-Poly($\varepsilon$-caprolactone) Multiblock Copolymer Films

  • You, Jae-Ho;Choi, Sung-Wook;Kim, Jung-Hyun;Kwak, Young-Tae
    • Macromolecular Research
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    • v.16 no.7
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    • pp.609-613
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    • 2008
  • Poly($\varepsilon$-caprolactone)-poly(ethylene glycol)-poly($\varepsilon$-caprolactone) (PCL-PEG-PCL) multiblock copolymers at various hydrophobic-hydrophilic ratios were successfully synthesized by the chain extension of triblock copolymers through isocyanate (hexamethylene diisocyanate). Biodegradable films were prepared from the resulting multiblock copolymers using the casting method. The mechanical properties of the films were improved by chain extension of the triblock copolymers, whereas the films prepared by the triblock copolymers were weak and brittle. Atomic force microscopy (AFM) of the multiblock copolymer film showed that the hydrophilic PEG had segregated on the film surface. This is consistent with the observed contact angle of the films.

Advances in Biodegradable Polymers for Drug Delivery Systems

  • Yong Kiel sung;Kim, Sung-Wan
    • Macromolecular Research
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    • v.8 no.5
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    • pp.199-208
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    • 2000
  • The recent development of biodegradable polymers for drug delivery system (DDS) has been investigated. The biodegradable polymers for DDS are mainly discussed in two categories: one category is natural biodegradable polymers such as polysaccharides, modified celluloses, poly(${\alpha}$-amino acid)s, modified proteins, and microbial biodegradable polymers; the other is synthetic biodegradable polymers such as poly(ester)s, poly(ortho ester)s, poly(phosphazene)s, poly(anhydride)s, poly(alkyl cyanoacrylate)s, and multiblock copolymers. The bioconjugate polymeric drug delivery systems have been also proposed for the design of biocompatible polymeric controlled drug delivery.

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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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[ $W_{1}/O/W_{2}$ ] Multi-emulsion Capsules Containing Ascrobic Acid-2-Glucoside Prepared Using PCL-based Amphiphilic Di- and Tri-block Copolymers

  • Cho, Heui-Kyoung;Chang, Woo-Hyuck;Cheong, In-Woo
    • Proceedings of the Polymer Society of Korea Conference
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    • 2006.10a
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    • pp.262-262
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    • 2006
  • Biodegradable and amphiphilic di-block and tri-block copolymers, prepared with monomethoxy poly ethylene glycol (MPEG) and ${\varepsilon}-caprolactone\;({\varepsilon}-CL)$, were used for the application of W1/O/W2 multi- emulsion capsules. The effects of topology and the ratio of hydrophilic moiety of PCL-based polymers on the encapsulation efficiency of the $W_{1}/O/W_{2}$ multi-emulsion capsules containing Ascorbic Acid-2-Glucoside (AA-2-G) were investigated. The ratio of PEG and PCL was 1:0.5, 1:0.75, 1:1, and 1:1.25. PEG-PCL block copolymers were added to the first step of the preparation of $W_{1}/O$ emulsions. The dispersion stability, the particle size, the morphology of the $W_{1}/O/W_{2}$ multi-emulsion capsules were observed using an on-line turbidity meter, dynamic light scattering (DLS), a confocal microscopy (with FITC) and an optical microscopy. Biodegradable behavior of the PEG-PCL block copolymers and release behavior of AA-2-G were also observed by Gel Permeation Chromatography (GPC) and High Performance Liquid Chromatography (HPLC).

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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.

In vitro Biodegradability and Surface Properties of Block Copoly(ester-ether)s Consisting of Poly(L-lactide) and Polyether

  • Lee, Chan-Woo;Kim, Yoshiharu ura
    • Macromolecular Research
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    • v.11 no.1
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    • pp.42-46
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    • 2003
  • Cell attachment and proliferation on the polymer films of triblock copolymer(ester-ether)s comprising po1y (L-1actide) (PLLA) and poly (oxyethylene-co-oxypropylene)(PN) were investigated using 3T3 fibroblasts. It was found that on the tissue culture polystyrene(TCPS) and the PLLA control film the cells could spread well while on the copolymer films the cells showed a rounded morphology without spreading and proliferated weakly. Especially, little cells proliferated on the films of copolymer having a LN composition of 20 wt%. While the water absorption of the copolymer films increased with increasing PN content, the contact angle against water of copolymer films immersed in aqueous medium was almost identical, being slightly lower than that of the PLLA film. These properties were compatible with the results of cell attachment. The in vitro hydrolysis of the films of triblock and multiblock type copolymers was faster with increasing PN content. The increased hydrolyzability, the flexibility and the decreased cell attachment suggested that these copolymers may have high potential as biodegradable materials for medical use.

Structural Changes of Poly(tetrametylene succinate)/Polycarbonate copolymers on Hydrolysis (Poly(tetrametylene succinate)/Polycarbonate copolymer의 가수분해시의 구조변화)

  • Wanduk Lee;Min Shin;Seungsoon Im
    • Proceedings of the Korean Fiber Society Conference
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    • 2003.10b
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    • pp.209-210
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    • 2003
  • The durability and anti-microbial stability of plastics, which have been thought to be favorable characteristics, cause ecoloical problems due to non-degradation after disposal. For a possible solution of these ecological and environmental problems, the biodegradable polymers. especially aliphatic polyesters, have been widely investigated. Poly(tetramethylene succinate)(PTMS) is one of the most promising biodegradable polyesters. (omitted)

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Synthesis and Degradation Behaviors of PEO/PL/PEO tri-block Copolymers

  • Lee, Soo-Hong;Kim, Soo-Hyun;Kim, Young-Ha;Han, Yang-Kyoo
    • Macromolecular Research
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    • v.10 no.2
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    • pp.85-90
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    • 2002
  • Poly (ethylene oxide)/polylatide/poly(ethylene oxide) (PEO/PL/PEO) tri-block copolymers, which each block is connected by ester bond, were synthesized by coupling reaction of PL with PEO in the presence of pyridine. PL/PEO/PL tri-block copolymer was synthesized by ring opening polymerization of L-lactide initiated by PEO in the presence of stannous octoate. Degradation behavior of the copolymers was investigated in a pH 7.4 phosphate buffer saline (PBS) at 37$\pm$1 $^{\circ}C$. Gel permeation chromatography (GPC) and $^1$H-nuclear magnetic resonance (NMR) were used to monitor the change of mass loss, molecular weight and composition of copolymers. In hydrolytic degradation, the PEO/PL/PEO tri-block copolymer with high PEO contents affected the increase of its mass loss, and resulted in the decrease of its molecular weight as well as PEO composition. However, when PL/PEO/PL and PEO/PL/PEO tri-block copolymers had similar PEO contents, PEO/PL/PEO decreased faster in molecular weight and PEO composition than PL/PEO/PL.

Thermal Decomposition Kinetics of Copolymers Derived from p-dioxanone, L-lactide and Poly(ethylene glycol)

  • Bhattarai Narayan;Khil Myung Seob;Oh Seung Jin;Kim Hak Yong;Kim Kwan Woo
    • Fibers and Polymers
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    • v.5 no.4
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    • pp.289-296
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    • 2004
  • The kinetic parameters, including the activation energy E, the reaction order n, and the pre-exponential factor Z, of the degradation of the copolymers based on the poly(L-lactide) (PLLA) or poly(p-dioxanone-co-L-lactide) (PDO/PLLA) and diol-terminated poly(ethylene glycol) (PEG) segments have been evaluated by the single heating methods of Friedman and Freeman-Carroll. The experimental results showed that copolymers exhibited two degradation steps under nitrogen that can be ascribed to PLLA or PDO/PLLA and PEG segments, respectively. However, copolymers exhibited almost single degradation step in air. Although the values of initial decomposition temperature were scattered, copolymers showed the lower maximum weight loss rate and degradation-activation energy in air than in nitrogen whereas the higher value of temperature at the maximum rate of weight loss was observed in air.

Synthesis and Characterization of Biodegradable MethoxyPoly(ethylene glycol)-Poly$(\varepsilon-caprolactone-co-L-lactide)$ Block Copolymers (메톡시폴리(에틸렌 글리콜)-폴리(카프로락톤-co-L-락타이드) 공중합체의 합성 및 특성 분석)

  • Hyun Hoon;Cho Young Ho;Jeong Sung Chan;Lee Bong;Kim Moon Suk;Khang Gilson;Lee Hai Bang
    • Polymer(Korea)
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    • v.30 no.1
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    • pp.28-34
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    • 2006
  • A series of methoxypoly(ethylene glycol) $(MPEG)-poly(\varepsilon-co-L-lactide)$ (PCLA) diblock copolymers were synthesized by ring-opening polymerization of a mixture of $\varepsilon-caprolactone$ and L-lactide with different ratios in the presence of $Sn(Oct)_2$. The characterization of MPEG-PCLA diblock copolymers were examined by $^1H-NMR$, GPC, DSC, and XRD. Kinetic study on ring-opening polymerization of monomer mixtures was carried out in various conditions such as a variation with polymerization time, amount of catalyst, and temperature. The highest conversion obtained in 1.2 ratic of initiator venn catalyst at $110\;^{\circ}C$. The biodegradable characterization of MPEG-PCLA diblock copolymers in aqueous solution was carried out by using GPC for $1\~14$ weeks. The biodegradability of MPEG-PCLA diblock copolymers increased as the L-lactide content of diblock copolymers increased. In conclusion, we confirmed the dependence of polymerization rate according to various conditions. In addition, we can control the biodegradability of MPEC-PCLA diblock copolymers by changing the ratio of PCL and PLA block segment.