• Title/Summary/Keyword: Cyclodextrin polymer

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Structure and Dynamics of Perfluoroalkanes and Their ${\beta}$-Cyclodextrin Inclusion Compounds Investigated by Solid-state $^{19}F$ MAS NMR

  • Tatsuno, Hiroto;Ando, Shinji
    • Proceedings of the Polymer Society of Korea Conference
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    • 2006.10a
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    • pp.305-305
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    • 2006
  • The molecular structure and dynamics of inclusion compounds (ICs) consisting of n-perfluoroalkane (PFA) guests and ${\Box}-cyclodextrin$ (${\Box}-CD$) host were investigated using $^{19}F$ magic angle spinning (MAS) and $^{1}H{\to}^{19}F$ cross polarization (CP) / MAS NMR spectroscopy with the aid of thermal analyses, FT-IR spectroscopy, X-ray diffraction, and $^{1}H{\to}^{19}F$ CP/MAS technique revealed that $C_{9}F_{20}$ molecules included in ${\Box}-CD$ undergo vigorous molecular motion and partly come out of the ${\Box}-CD$ channel above $80^{\circ}C$. In case of $C_{20}F_{42}/{\Box}-CD$, an exothermic peak is observed by differential scanning calorimetry (DSC) at ca. $40^{\circ}C$ which suggests that ${\Box}-CD$ molecules become mobile and commence rearrangements that form more ordered structures at higher temperatures.

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Interactions of methylated $\beta$-cyclodextrin and hydrophobically modified alkali-soluble emulsion (HASE) polymers: a rheological study

  • Gupta, R.K.;Tam, K.C.;Ong, S.H.;Jenkins, R.D.
    • Korea-Australia Rheology Journal
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    • v.12 no.2
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    • pp.93-100
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    • 2000
  • The interactions between methylated $\beta$-cyclodextrin (CD) and hydrophobically modified alkali-soluble associative polymers (HASE) were examined by a rheological technique. The effect of "capping" of hydrophobes by methylated $\beta$-cyclodextrin on the viscosity and modulus was evaluated. Model HASE polymers with $C_1$to $C_{20}$ alkyl hydrophobic groups ethoxylated with~10 moles of ethylene-oxide (EO 10) and at concentrations up to 3 wt% were examined. With the addition of methylated $\beta$-CD, the steady shear viscosity profiles shift from a Newtonian profile to one that display a shear-thinning characteristic. Significant "capping" of the hydrophobes occurs for HASE polymers with $C_{l2}$, $C_{16}$ and $C_{20}$ hydrophobes as reflected by the large reduction in the viscosity. However, the steady shear viscosity remains constant when the concentration of $\beta$-CD exceeds 1 wt%, suggesting that $\beta$-CD is not able to fully encapsulate the hydrophobes of the HASE polymer. The temperature variation plots indicate that the activation energy of the HASE-EO10-$C_{20}$ system and $\beta$-CD is dependent on the magnitude of the applied shear stress. These results further reinforce the hypothesis that $\beta$-CD is not able to completely remove all the hydrophobic associations.phobic associations.

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Debittering of Citrus Products Using ${\beta}-Cyclodextrin$ Polymer and Ultrafiltration Process (${\beta}-Cyclodextrin$ 중합체와 한외여과 공정을 이용한 감귤류의 쓴맛 성분 제거)

  • Woo, Gun-Jo;Ha, Seung-Mi
    • Korean Journal of Food Science and Technology
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    • v.29 no.2
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    • pp.302-308
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    • 1997
  • ${\beta}-Cyclodextrin\;({\beta}-CD)$ polymers were prepared using epichlorohydrin as a cross linking agent. The polymers were separated into ${\beta}-CD$ soluble polymer $({\beta}-CD\;SP)$ and ${\beta}-CD$ insoluble polymer $({\beta}-CD\;ISP)$ on a 10,000 molecular weight cut-off membrane (YM 10). Optimum separation conditions in the YM 10 were: transmembrane pressure 51.7 kPa, separation temperature $35^{\circ}C$, and volume concentration ratio 10. The flux was $0.025\;mL/cm^{2}/min$ under the optimum conditions. Gel permeation chromatography indicated that ${\beta}-CD\;SP\;and\;{\beta}-CD\;ISP$ had a degree of polymerization of $2{\sim}8$ and over 10, respectively. The formation of an inclusion complex with hydrophobic compounds such as 4-dimethylaminoazobenzene, methyl red, and naringin was compared among ${\beta}-CD,\;{\beta}-CD\;SP\;and\;{\beta}-CD\;ISP$. The molar absorptivity for the two chromatic compounds was increased and the absorption peak was shifted in the presence of ${\beta}-CD$ polymers. Naringin, the principal flavonoid bitter tasting component of citrus fruit, had a low water solubility. The solubility of naringin was increased through the formation of an inclusion complex with ${\beta}-CD$ polymers. There was no significant difference in the formation of an inclusion complex between ${\beta}-CD\;SP\;and\;{\beta}-CD\;ISP$. Reduction of the bitter components from citrus products was shown to be possible when employing ${\beta}-CD\;SP$, while the usage of ${\beta}-CD$ monomer has been limited due to the low water solubility.

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Supramolecular Nanomaterials Derived from Self-Assembly of Dendritic Building Blocks

  • Park, Chi-Young;Lee, Sang-Wha;Lim, Ji-No;Lim, Moon-Seob;Kim, Chul-Hee
    • Proceedings of the Polymer Society of Korea Conference
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    • 2006.10a
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    • pp.91-92
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    • 2006
  • The fine-tuned dendrons provide unique supramolecular self-assemblies in various environments such as in water, organic media, and solid-liquid interfaces. They form nanotubes, vesicles, thin films, columns, lamellar nanoribbons depending on the condition of self-assembly process. Unique characteristics of self-assembly of the amide dendrons are described. In addition, elucidation of the structural correlation between the building blocks and the assemblies, stabilization of assembled structure, and transformation of supramolecular assemblies by using external stimuli. Particular emphasis is placed on the formation of cyclodextrin-covered organic nanotubes derived from self-assembly of amide dendrons and their supramolecular transformation. Finally, unique biosensory characteristics of the self-assembled nanotubes will be discussed.

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Effect of an Excipient on the Formation of PLGA Particles Using Supercritical Fluid (초임계 유체를 이용한 PLGA 입자 제조에 첨가제가 미치는 영향)

  • Jung, In-Il;Haam, Seung-Joo;Lim, Gio-Bin;Ryu, Jong-Hoon
    • Polymer(Korea)
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    • v.36 no.1
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    • pp.1-8
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    • 2012
  • In this study, we employed hydroxypropyl-${\beta}$-cyclodextrin (HP-${\beta}$-CD) as an excipient to produce poly(lactic-$co$-glycolic acid) (PLGA) fine particles by a supercritical fluid process, called aerosol solvent extraction system (ASES), and investigated the effect of HP-${\beta}$-CD content on the morphology of the particles. The influence of HP-${\beta}$-CD on the drug release characteristics of paclitaxel-loaded PLGA particles was also evaluated. Fine particles were obtained when the HP-${\beta}$-CD content in PLGA/HP-${\beta}$-CD mixtures was greater than 40% and 30%, respectively, for PLGA(75:25) and PLGA(50:50), whereas a film-like precipitate was obtained for lower HP-${\beta}$-CD content. The release rate for paclitaxel loaded PLGA(75:25)/HP-${\beta}$-CD particles was found to increase with HP-${\beta}$-CD content.

The Effect of Annealing on sSEBS/Polyrotaxanes Electrolyte Membranes for Direct Methanol Fuel Cells

  • Won, Jong-Ok;Cho, Hyun-Dong;Kang, Yong-Soo
    • Macromolecular Research
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    • v.17 no.10
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    • pp.729-733
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    • 2009
  • Solution casting films of sulfonated poly[styrene-b-(ethylene-r-butylene)-b-styrene] copolymer (sSEBS)-based composite membranes that contained different amounts of organic, nanorod-shaped polyrotaxane were annealed at various temperatures for 1 h. The films' properties were characterized with respect to their use as polymer electrolyte membranes in direct methanol fuel cells (DMFCs). Different aspect ratios of polyrotaxane were prepared using the inclusion-complex reaction between $\alpha$-cyclodextrin and poly(ethylene glycol). The presence of the organic polyrotaxane inside the membrane changed the morphology during the membrane preparation and reduced the transport of methanol. The conductivity and methanol permeability of the composite membranes decreased with increasing polyrotaxane content, while the annealing temperature increased. All of the sSEBS-based, polyrotaxane composite membranes annealed at $140^{\circ}C$ showed a higher selectivity parameter, suggesting their potential usage for DMFCs.

Nafion Composite Membranes Containing Rod-Shaped Polyrotaxanes for Direct Methanol Fuel Cells

  • Cho Hyun-Dong;Won Jong-Ok;Ha Heung-Yong;Kang Yong-Soo
    • Macromolecular Research
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    • v.14 no.2
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    • pp.214-219
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    • 2006
  • Cast Nafion-based composite membranes containing different amounts of organic, nanorod-shaped polyrotaxane were prepared and characterized, with the aim of improving the properties of polymer electrolyte membranes for direct methanol fuel cell applications. Polyrotaxane was prepared using the inclusion-complex reaction between ${\alpha}$-cyclodextrin and poly(ethylene glycol) (PEG) of different molecular weights. The addition of polyrotaxane to Nafion changed the morphology and reduced the crystallinity. The conductivity of the composite membranes increased with increasing polyrotaxane content up to 5 wt%, but then decreased at higher polyrotaxane contents. Well-dispersed, organic polyrotaxane inside the membrane can provide a tortuous path for the transport of methanol, as the methanol permeability depends on the aspect ratio of polyrotaxane, which is controlled by the molecular weight of PEG. All of the Nafion-based, polyrotaxane composite membranes showed a higher selectivity parameter than the commercial Nafion films did.

Preparation and Characterizations of Complex Composed of ${\beta}$-Cyclodextrin Polymer/Cinnamic Acid (베타-사이클로 덱스트린 중합체/신남산 복합체의 제조 및 특성 연구)

  • Mok, Eun Young;Cha, Hyun Ju;Kim, Jin-Chul
    • Applied Chemistry for Engineering
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    • v.23 no.5
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    • pp.462-466
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    • 2012
  • $\beta$-cyclodextrin ($\beta$-CD) polymers were prepared in a strong alkali condition solution (NaOH solution 30% (w/v)) using epichlorohydrin (EPI) as a cross-linker, and the molar ratio of EPI to $\beta$-CD was 10 : 1. The $\beta$-CD content in $\beta$-CD polymers is about 52%. In order to get the photo-responsible and pH-responsible, cinnamic acid was added to be inserted into the cavities of $\beta$-CD due to the hydrophobic interaction. The complex formation was confirmed using transmission electron microscope. The dimerization degree of complexes increased under UV irradiation at $\lambda$ = 365 nm but decreased under the UV irradiation at $\lambda$ = 254 nm. Dynamic light scattering analysis of particle sizes showed that the sizes of complexes did not change with different UV wavelength. Moreover, the complexes were pH-responsible because of the carboxyl group of cinnamic acid, but the size and zeta potential of the complex did not change in strong acid and alkali conditions.

The Anti-Bacterial Activity of Supramolecule Containing Cosmetic Materials (초분자체 함유 화장제재의 항균 활성 효과)

  • Yoo, Dong-Chan;Cho, Hyun-Nam;Kim, Kyoung-Ran;Byun, Hae-Jung;Kim, Jung-Hyun;Park, Hye-Bin;Kim, Hee-Joon;Bang, Dae-Suk;Yang, Seun-Ah;Khang, Gong-Won;Jeong, Ho-Soon;Jhee, Kwang-Hwan
    • Journal of the Society of Cosmetic Scientists of Korea
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    • v.37 no.4
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    • pp.337-345
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    • 2011
  • In this report, we have investigated the functional properties change of phytochemicals by the encapsulation using water soluble host, ${\beta}$-cyclodextrin. The cream, shampoo, bodywash, and hair tonic containing phytochemical supramolecules were produced by mixing the surfactants, fragrances and the oriental herbal extracts encapsulated with ${\beta}$-cyclodextrin. Shampoo and bodywash including the encapsulated phytochemicals exhibited anti-growth activity against Gram (+) and Malassezia furfur which is known to cause dandruff. In cytotoxicity test against HDF (human dermal fibroblast), we could not detect any toxicity when the supramolecules content was less than 1 mg/mL. Our results suggest that the supramolecule of ${\beta}$-cyclodextrin with phytochemicals could be a safe anti-bacterial agent for cosmeceuticals.