• 제목/요약/키워드: Amphiphilic polymer

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Characterizations of Novel Poly(aspartic acid) Derivatives Conjugated with γ-Amino Butyric Acid (GABA) as the Bioactive Molecule

  • Kim, Seung-Il;Son, Chang-Mo;Jeon, Young-Sil;Kim, Ji-Heung
    • Bulletin of the Korean Chemical Society
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    • 제30권12호
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    • pp.3025-3030
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    • 2009
  • Novel poly(aspartic acid) derivatives conjugated with $\gamma$-amino butyric acid, GABA, moieties, and their amphiphilic analogs were synthesized and characterized. The chemical structures of these polymers were confirmed by FT-IR and $^1H$ NMR spectroscopy. Their physicochemical properties in aqueous media were characterized by electrophonetic light scattering spectrophotometry (ELS), acid-base titration, and UV-spectroscopy. In addition, the in vitro cell activity of the GABA-conjugated polymer was examined. These results indicated that GABA-conjugated poly(aspartic acid) derivatives showed cell-growth activity and nanoparticle formation of a suitable size within aqueous media. These polymers have potential application in the cosmetic and pharmaceutical fields.

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

  • 임정혁;이용규;허강무
    • 폴리머
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    • 제32권2호
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    • pp.143-149
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    • 2008
  • 생체적합성을 가진 친수성 poly(ethylene glycol)(PEG)블록과 생분해성 고분자인 Poly(D,L-lactide)(PLA) 또는 poly(lactide-co-glycolide)(PLGA)를 소수성 블록으로 하는 양친성 이중 블록공중합체를 합성하여 난용성 당뇨병 치료제인 pioglitazone의 가용화를 위한 고분자 미셀을 제조하였다. PEG 말단으로부터 LA의 개환중합에 의해 합성된 고분자의 화학적 조성과 분자량은 반응액 내 당량비로 조절하였고, 합성된 고분자는 수용액 상에서 $10{\sim}30\;nm$ 크기인 구형의 자기조립 미셀을 형성하였다($CMC=0.001{\sim}0.0076\;mg/mL$). 투석법과 고체분산법을 이용하여 약물을 봉입한 후 AFM, DLS, HPLC 분석을 통하여 미셀의 특성을 비교하였다. 결론적으로 PEG-PLA(또는 PLGA) 공중합체를 이용한 고체분산법을 통해 pioglitazone을 효과적으로 가용화시킬 수 있었다.

Encapsulation of Nanomaterials within Intermediary Layer Cross-linked Micelles Using a Photo-Cross-linking Agent

  • Kim, Jin-Sook;Youk, Ji-Ho
    • Macromolecular Research
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    • 제17권11호
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    • pp.926-930
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    • 2009
  • A new method for encapsulating nanomaterials within intermediary layer cross-linked (ILCL) polymeric micelles using a bifunctional photo-cross-linking agent was developed. For ILCL polymeric micelles, an amphiphilic triblock copolymer of poly(ethylene glycol)-b-poly(2-hydroxyethyl methacrylate)-b-poly(methyl methacrylate) (PEG-PHEMA-PMMA) was synthesized via consecutive atom transfer radical polymerization (ATRP), Di(4-hydroxyl benzophenone) dodecanedioate (BPD) was used as a bifunctional photo-cross-linking agent. The PMMA-tethered Au nanoparticles and BPD, or pyrene and BPD were encapsulated in the PEG-PHEMA-PMMA micelles, and their intermediary layers were photo-cross-linked by UV irradiation for 1 h. The HEMA units donated labile hydrogens to the excited-state benzophenone groups in BPD, and they were subsequently cross-linked by BPD through radical-radical combination. The spherical structures of the PEG-PHEMA-PMMA micelles containing the Au nanoparticles or pyrene were unaffected by the photo-cross-linking process.

Synthesis and Thermo-mechanical Property of Multi-walled Carbon Nanotubes/Poly(methyl methacrylate-co-butyl acrylate) Nanocomposites Prepared Using Emulsion Polymerizations in the Presence of Amphiphilic Random Terpolymer

  • Chang, Woo-Hyuck;Ki, Ho-Seong;Cheong, In-Woo
    • 한국고분자학회:학술대회논문집
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    • 한국고분자학회 2006년도 IUPAC International Symposium on Advanced Polymers for Emerging Technologies
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    • pp.289-289
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    • 2006
  • The carboxylated MWNTs were successfully prepared by conventional acid treatment, and their structures were confirmed by FT-IR, Raman and TEM analysis. The water-dispersibility of the surface modified WNTs were good. The COOH-MWNT will show better stability during the emulsion polymerization as compared with Pristine MWNT. In-situ emulsion polymerizations of methyl methacrylate N(MMA) and n-butyl acrylate (BA) were carried out. Aggregate size and dispersion stability of the CNTs in water phase were measured using dynamic light scattering, turbidity, UV-visible spectrophotometer, and electron microscope. In addition, thermo-mechanical properties of MWNT/polymer nanocomposites were investigated.

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실란 기능화 양친성 고분자 전구체를 이용한 소수성 항균물질 담지 나노 입자 제조 및 항균 특성 (Preparation of Hydrophobic Antimicrobal Compounds Encapsulated Nanoparticles Using Alkoxysilane-functionalized Amphiphilic Polymer Precursor and Their Antimicrobial Properties)

  • 김나혜;김주영
    • 접착 및 계면
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    • 제18권1호
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    • pp.13-24
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    • 2017
  • 본 연구에서는 50 wt%의 매우 높은 담지량과 70%의 높은 고형분을 가지면서도 물속이나 다양한 제품에 나노 입자 형태로 분산이 가능한 새로운 형태의 소수성 항균 물질 담지 나노 입자를 제조하였다. 실란 기능화 양친성 고분자 전구체(Alkoxysilane-functionalized Amphiphilic Polymer Precursor; 이하 AAPP)와 다양한 실란 화합물을 이용하여 전형적인 Hydrolytic Sol-Gel 공정으로 제조된 수분산 유-무기 하이브리드 나노 입자들을 제조하고, 이를 이용하여서 나노 침전법을 사용하여서 소수성 항균물질을 고함량으로 담지할 수 있는 새로운 공정으로 소수성 항균물질인 Eugenol이 담지된 유-무기 하이브리드 형태의 나노입자 제조하였다. 나노 입자 제조시 제조 조건의 변화에 따른 나노 입자들의 크기, 담지량, 항균 활성 및 방출거동 등에 영향을 미치는 인자들을 조사하였다. 나노 입자의 종류에 관계없이 Minimal Inhibitory Concentration (MIC)는 50 mg/ml로 동일하였고, 모든 균주에서 99 %에 해당하는 우수한 항균력과 Pseudomonas aeruginosa (PSE)를 제외하고는 2주 이상의 항균 지속력을 나타내었다. 특히, Tetraethoxysilane (TEOS)를 첨가한 경우에는 견고한 무기물 도메인으로 인해 가장 높은 담지량 (50 wt.%)과 서방출 (Sustained release)을 나타내었고, Hexanediol (HD)을 첨가한 경우에는 HD 자체의 항균력과 용매로서의 역할도 하였기 때문에 가장 높은 항균력과 70%의 고형분을 나타내었다.

Quantitative Analysis of ″Polymer-Balls″ in Aqueous Solutions by Small-Angle Neutron Scattering

  • Shibayama, Mitsuhiro;Okabe, Satoshi;Nagao, Michihiro;Sugihara, Shinji;Aoshima, Sadahito;Harada, Tamotsu;Matsuoka, Hideki
    • Macromolecular Research
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    • 제10권6호
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    • pp.311-317
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    • 2002
  • The quantitative analysis of polymer micelles consisting of amphiphilic block copolymers was carried out by small-angle neutron scattering (SANS). The block copolymers, made of poly(2-ethoxyethyl vinyl ether-b-2-hydroxyethyl vinyl ether)(poly(EOVE-b-HOVE)), exhibited a sharp morphological transition from a homogeneous solution to a micelle structure with increasing temperature. This transition is accompanied by a formation of spherical domains of poly(EOVE) with a radius around 200 $\AA$. The variations of the size and its distribution of the domains were investigated as a function of polymer concentration and temperature. The validity of SANS analysis, including the wavelength- and incident-beam-smearing effects of the SANS instrument, was examined with a pre-calibrated polystyrene latex.

Formation of Poly(ethylene glycol)-Poly($\varepsilon$-caprolactone) Nanoparticles via Nanoprecipitation

  • Lee, Jae-Sung;Hwang, Su-Jong;Lee, Doo-Sung;Kim, Sung-Chul;Kim, Duk-Joon
    • Macromolecular Research
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    • 제17권2호
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    • pp.72-78
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    • 2009
  • Size control of therapeutic carriers in drug delivery systems has become important due to its relevance to biodistribution in the human body and therapeutic efficacy. To understand the dependence of particle size on the formation condition during nanoprecipitation method, we prepared nanoparticles from biodegradable, amphiphilic block copolymers and investigated the particle size and structure of the resultant nanoparticles according to various process parameters. We synthesized monomethoxy poly(ethylene glycol)-poly($\varepsilon$-caprolactone) block copolymer, MPEG-PCL, with different MPEG/PCL ratios via ring opening polymerization initiated from the hydroxyl end group of MPEG. Using various formulations with systematic change of the block ratio of MPEG and PCL, solvent choice, and concentration of organic phase, MPEG-PCL nanoparticles were prepared through nanoprecipitation technique. The results indicated that (i) the nanoparticles have a dual structure with an MPEG shell and a PCL core, originating from self-assembly of MPEG-PCL copolymer in aqueous condition, and (ii) the size of nanoparticles is dependent upon two sequential processes: diffusion between the organic and aqueous phases and solidification of the polymer.

Chemoenzymatic Synthesis of Dual-responsive Amphiphilic Block Copolymers and Drug Release Studies

  • Chen, Peng;Li, Ya-Peng;Wang, Shu-Wei;Meng, Xin-Lei;Zhu, Ming;Wang, Jing-Yuan
    • Bulletin of the Korean Chemical Society
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    • 제34권6호
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    • pp.1800-1808
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    • 2013
  • Dual-responsive amphiphilic block copolymers were synthesized by combining enzymatic ring-opening polymerization (eROP) of ${\varepsilon}$-caprolactone (CL) and ATRP of N,N-dimethylamino-2-ethyl methacrylate (DMAEMA). The obtained block copolymers were characterized by gel permeation chromatography (GPC), $^1H$ NMR and FTIR-IR. The critical micelle concentration (CMC) of copolymer was determined by fluorescence spectra, it can be found that with hydrophilic block (PDMAEMA) increasing, CMC value of the polymer sample increased accordingly, and the CMC value was 0.012 mg/mL, 0.025 mg/mL and 0.037 mg/mL for $PCL_{50}$-b-$PDMAEMA_{68}$, $PCL_{50}$-b-$PDMAEMA_{89}$, $PCL_{50}$-b-$PDMAEMA_{112}$, $PCL_{50}$-b-$PDMAEMA_{89}$ was chosen as drug carrier to study in vitro release profile of anti-cancer drug (taxol). The temperature and pH dependence of the values of hydrodynamic diameter (Dh) of micelles, and self-assembly of the resulting block copolymers in water were evaluated by dynamic light scattering (DLS). The result showed that with the temperature increasing and pH decreasing, the Dh decreased. Drug-loaded nanoparticles were fabricated using paclitaxel as model. Transmission electron microscopy (TEM) and atomic force microscopy (AFM) had been explored to study the morphology of the hollow micelles and the nanoparticles, revealing well-dispersed spheres with the average diameters both around 80 nm. In vitro release kinetics of paclitaxel from the nanoparticles was also investigated in different conditions (pH and temperature, etc.), revealing that the drug release was triggered by temperature changes upon the lower critical solution temperature (LCST) at pH 7.4, and at $37^{\circ}C$ by an increase of pH.

Templated Formation of Silver Nanoparticles Using Amphiphilic Poly(epichlorohydrine-g-styrene) Film

  • Park, Jung-Tae;Koh, Joo-Hwan;Seo, Jin-Ah;Roh, Dong-Kyu;Kim, Jong-Hak
    • Macromolecular Research
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    • 제17권5호
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    • pp.301-306
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    • 2009
  • This work has demonstrated that a novel amphiphilic poly(epichlorohydrine)-graft-polystyrene (PECH-g-PS) copolymer at 34:66 wt% was synthesized via atom transfer radical polymerization (ATRP) of styrene using PECH as a macroinitiator. The structure of the graft copolymer was characterized by nuclear magnetic resonance ($^1H$ NMR) and FTIR spectroscopy, demonstrating that the "grafting from" method using ATRP was successful. The self-assembled graft copolymer was used as a template film for the in-situ growth of silver nanoparticles from $AgCF_3SO_3$ precursor under UV irradiation. The in situ formation of silver nanoparticles with 6-8 nm in average size in the solid state template film was confirmed by transmission electron microscopy (TEM), UV-visible spectroscopy and wide angle X-ray scattering (WAXS). Differential scanning calorimetry (DSC) also displayed the selective incorporation and the in situ formation of silver nanoparticles within the hydrophilic PECH domains, probably due to stronger interaction of the silvers with the ether oxygens of PECH backbone than that with hydrophobic PS side chains.

Synthesis of New pH-Sensitive Amphiphilic Block Copolymers and Study for the Micellization Using a Fluorescence Probe

  • Kim, Kyung-Min;Choi, Song-Yee;Jeon, Hee-Jeong;Lee, Jae-Yeol;Choo, Dong-Joon;Kim, Jung-Ahn;Kang, Yong-Soo;Yoo, Hyun-Oh
    • Macromolecular Research
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    • 제16권2호
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    • pp.169-177
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    • 2008
  • This paper reports a facile synthesis of new water-soluble poly(ethylene oxide) (PEO)-based amphiphilic block copolymers showing pH sensitive phase transition behaviors. The copolymers were prepared by atom transfer radical polymerization (ATRP) of methacrylamide type of monomers carrying a sulfonamide group using a PEO-based macroinitiator and a Cu(I)Br/$Me_6TREN$ catalytic system in aqueous media. The resulting polymers were characterized by a combination of $^1H$-NMR, size exclusion chromatography, and UV/Visible spectrophotometeric analysis. The micellization of the block copolymers as a drug-loading mechanism in aqueous media using fluorescein salt was examined as a function of pH. The stable micelle formation and its loading efficacy suggest that the block copolymers can be used as precursors for drug-nanocontainers.