• Title/Summary/Keyword: Chiral Separation

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Fabrication of Hollow Metal Microcapsules with Mesoporous Shell Structure: Application as Efficient Catalysts Recyclable by Simple Magnetic Separation

  • Jang, Da-Young;Jang, Hyung-Gyu;Kim, Gye-Ryung;Kim, Geon-Joong
    • Bulletin of the Korean Chemical Society
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    • v.32 no.9
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    • pp.3274-3280
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    • 2011
  • Monodispersed porous NiO and $Co_3O_4$ microcapsules with a hollow core were synthesized using SBA-16 silica sol and PS as a hard template. The porous hollow microcapsules were characterized by XRD, TEM and $N_2$ adsorption/desorption analysis. After $H_2$ reduction of metal oxide microspheres, they were conducted as an active catalyst in the reduction of chiral butylronitrile and cyanobenzene. The mesoporous metals having a hollow structure showed a higher activity than a nonporous metal powder and an impregnated metal on the carbon support.

Binding Characteristics of Molecularly Imprinted Polymers for Ibuprofen Enantiomers (아이뷰프로펜 이성질체에 대한 molecularly imprinted polymers의 binding 특성)

  • 신명근;조규헌
    • KSBB Journal
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    • v.14 no.3
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    • pp.273-278
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    • 1999
  • The molecularly imprinted polymers(MIPs) synthesized at various polymerization conditions were examined as ibuprofen receptors in terms of binding characteristics. The 4-vinylpyridine polymers had 1.2 times higher adsorption capability for (S)-(+)-ibuprofen than the methacrylic acid polymers. The methacrylic acid polymers synthesized by UV radiation had 1.9 times higher selectivity for (S)-(+)-ibuprofen compared to those by thermal initiation. Effects of various solvents for binding were also examined in this research. According to the Scatchard analysis, the (S)-(+)-ibuprofen artificial receptors had two different kinds of binding sites for (S)-(+)-ibuprofen while having only single kind of binding site for ketoprofen. The binding sites of (S)-(+)-ibuprofen, n were calculated as 4.3~4.9 $\mu$mol/g and the dissociation constants, $K_D$ were 0.68 mM for the specific binding.

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Switching characteristics of a pixel-isolated bistable twist-splay nematic liquid crystal cell

  • Song, Dong-Han;Lee, Seong-Ryong;Kim, Jae-Chang;Yoon, Tae-Hoon
    • 한국정보디스플레이학회:학술대회논문집
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    • 2009.10a
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    • pp.502-504
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    • 2009
  • We demonstrate a pixel-isolated bistable twist-splay namatic (PI-BTSN) liquid crystal (LC) cell which has two stable states of splay and ${\pi}$-twist. Each state is stabilized by a multi-dimensional anchoring effect of pixel-isolating polymer walls without any chiral additives. Polymer walls are formed around the pixel region by anisotropic phase separation between LCs and reactive mesogens. Switching between the two states is archived by using vertical and horizontal electric fields. The memory mode of the fabricated LC cell has shown infinity memory time.

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Separation of Optical Isomers of DNS-Amino Acids in High-Performance Liquid Chromatography (고성능 액체크로마토 그래피에 의한 Dansyl-아미노산 광학이성질체의 분리)

  • Sun Haing Lee;Tae Sub O;Kyung Sug Park
    • Journal of the Korean Chemical Society
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    • v.30 no.2
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    • pp.216-223
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    • 1986
  • Separation of optical isomers of DNS derivatized amino acids by a reversed-phase high-performance liquid chromatography has been studied by adding a complex of an optically active amino acid (L-arginine) with the metal ion (Cu(II), Zn(II), Cd(II), Ni(II)) to the mobile phase. The separations are affected by the concentrations of acetonitrile, chelate and buffer. They are also affected by the pH and the kinds of metal and buffer. A separation mechanism, which is based on steric effect of the ligand exchange reaction for the formation of ternary complexes by the D,L-DNS-amino acids and the chiral additive associated with the stationary phase, is proposed to interpret the elution behaviors of D, L-dansyl-amino acids.

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The Preparation of Chiral Separation Membranes by UV Polymerization and its Properties (UV 중합에 의한 이성질체 분리막 제조와 특성)

  • Chang, Eun-Jeong;Hong, Joo-Hee;Heo, Kwang-Beom;Kim, Min;Kim, Byoung-Sik
    • Applied Chemistry for Engineering
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    • v.19 no.3
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    • pp.287-294
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    • 2008
  • Molecularly imprinted polymer (MIPs) membranes were prepared by UV polymerization to separate racemates with opposite physiological activity, and then its separation selectivity of racemates was carried out. Likewise, their properties were examined. Polycarbonate (PC) membrane was polymerized as small spot form in pore inner wall, but anodisc (AD) membrane was polymerized as film form with thickness 500~700 nm onto the membrane surface. Also the study on the separation selectivity of prepared MIPs membranes was carried out in L-Tryptophane (Trp) racemate solution. The results showed that AD MIPs membrane polymerized as a film form, which was achieved by solution polymerizaion consisting of over 90% cross-linking agent (ethylene glycol dimethacrylate; EGDMA) and under 30% dispersing agent (methanol; MeOH), had predominant 3.5 selectivity.

Analysis of Volatile Compounds and Enantiomeric Separation of Chiral Compounds of Dried Sancho (Zanthoxylum schinifolium Siebold & Zucc)

  • Seo, Hye-Young;Shim, Sung-Lye;Ryu, Keun-Young;Jung, Min-Seok;Hwang, In-Min;Shin, Dong-Bin;Kwon, Joong-Ho;Schreier, Peter;Kim, Kyong-Su
    • Food Science and Biotechnology
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    • v.18 no.1
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    • pp.18-24
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    • 2009
  • The volatile compounds of dried sancho (Zanthoxylum schinifolium), an aromatic plant were extracted by simultaneous distillation and extraction (SDE) method and identified by gas chromatograph-mass spectrometry (GC-MS). Selected chiral constituents of sancho oil were characterized by enantiodifferentiation using multidimensional gas chromatograph (MDGC)-MS. A total of 57 compounds were identified and quantified, and the major compounds were identified estragole, nonanoic acid, octanoic acid, $\beta$-phellandrenene, and limonene. Among them, estragol (63.9%) was found as the predominantly abundant component of sancho. $\alpha$-pinene and nerolidol, and $\beta$-pinene and linalool were determined to be enantiomerically pure (100%) for their (S)-form and (R)-form, respectively. The enantiomeric composition of limonene in sancho revealed 83.9% purity for the (S)-enantiomer, whereas (E)- and (Z)-rose oxides showed mixtures of both enantiomers. The enantiomeric excess (%) for citronellal was 22.6% with the (R)-enantiomer as major enantiomer. The enantiomeric composition of these compounds can be used as parameter for authenticity control of sancho.

Enantioseparation and Determination of Sibutramine in Pharmaceutical Formulations by Capillary Electrophoresis

  • Zhu, Hongmei;Wu, Enqi;Chen, Jianbo;Men, Chuvan;Jang, Yu-Seon;Kang, Won-Ku;Choi, Jung-Kap;Lee, Won-Jae;Kang, Jong-Seong
    • Bulletin of the Korean Chemical Society
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    • v.31 no.6
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    • pp.1496-1500
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    • 2010
  • Sibutramine enantiomers were separated successfully by capillary zone electrophoresis using substituted cyclodextrins as chiral selectors. The effects of cyclodextrin concentration, pH, voltage, buffer type, and electrolyte concentration on the migration time and resolution of enantiomers were examined. Separation of sibutramine enantiomers on an unmodified fused silica capillary (total length, 54 cm; effective length, 45 cm) was achieved using a mixed buffer of 20 mM phosphate/10 mM citrate containing either 5 mM methyl-${\beta}$-cyclodextrin (pH 4.3) or 5 mM carboxymethyl-${\beta}$-cyclodextrin (pH 6.5). Samples were injected with a pressure of 50 mbar for 5 s and were detected at a wavelength of 223 nm. The established method showed good precision and accuracy, with intra- and inter-day variations of less than 2.9 and 4.7%, respectively, and recoveries of 95.7 - 103.8%. The stability constants of (R)- and (S)-sibutramine demonstrated that the resolution of sibutramine enantiomers was attributable primarily to the difference in stability constants. When this optimized method was applied to the determination of sibutramine enantiomers in commercial drug formulations, it proved to be economical and convenient, affording sufficient accuracy, precision, and reproducibility as well as sensitivity and selectivity.

Experimental and FEMLAB Simulation Study of Ibuprofen Racemate Separation in HPLC (Ibuprofen Racemate의 HPLC 분리실험과 FEMLAB 전산모사 연구)

  • Lee, Eun;Chang, Sang-Mork;Kim, Jong-Min;Kim, Woo-Shick;Kim, In-Ho
    • KSBB Journal
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    • v.21 no.3
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    • pp.224-229
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    • 2006
  • FEMLAB is a powerful interactive environment for modeling, solving all kinds of scientific and engineering problems based on partial differential equations(PDEs). Separation process of chiral compound in HPLC columns was simulated by FEMLAB. To study change of elution profile with isotherm models, non-competitive and competitive Langmuir adsorption isotherm were adopted. Separated material was (R, S)-ibuprofen [(R, S)-2-(4-isobutyl phenyl) propionic acid], an anti-inflammatory agent, which retain the pharmacological activity in the (S)-(+)-enantiomer. Sample concentrations were changed from 0.5 mg/ml to 2.0 mg/ml at a flow rate of 1 ml/min and flow rate varied from 1 ml/min to 3 ml/min at an ibuprofen concentration of 2.0 mg/ml and $20{\mu}l$ of injection volume. Simulated results were well fitted with experimental data.

Effect of Temperature and Eluent Composition on the Separation of Ketoprofen and Ibuprofen Racemates in Kromasil HPLC Column (Kromasil HPLC 칼럼에서 온도와 이동상 조성비에 따른 Ketoprofen과 Ibuprofen 라세미체의 분리특성)

  • Park, Moon-Bae;Kim, In Ho
    • Korean Chemical Engineering Research
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    • v.47 no.1
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    • pp.54-58
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    • 2009
  • Ketoprofen and ibuprofen are non-steroid anti-inflammatory drug(NSAID) that have analgesic and antipyretic properties. (S)-ketoprofen and (S)-ibuprofen have pharmacological activity, while (R)-ketoprofen and (R)-ibuprofen are either inactive or have side effect. The chiral separation of racemic ketoprofen and ibuprofen enantiomers was carried out by using a Kromasil HPLC column. Some chromatographic parameters (selectivity, resolution, number of theoretical plates and ${\Delta}H$) are calculated under different mobile phase compositions of hexane/t-BME/acetic acid and temperatures. The selectivity, resolution and number of theoretical plates were observed high at $25^{\circ}C$ and the composition of hexane/t-BME/acetic acid (80/20/0.1).

A Study on Structures and Properties of Liquid Crystal-UV Curable Resin Composite Materials (액정-UV경화 이크릴레이트 수지 복합재료의 구조와 물성에 관한 연구)

  • 김종원
    • Journal of the Korean Graphic Arts Communication Society
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    • v.18 no.1
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    • pp.59-69
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    • 2000
  • The characteristics of liquid crystal polymer composite(LCPC) films are possessed of large-area and flexible display, polarizer free, high contrast, wide angle of visual filed and high responsiveness. It is well known that the LCPC films consisting of a continuous LC phase embeded in a three-dimentional network of polymer matrix are formed by photopolymerization-induced phase separation. In this study, we have investigated the point that both liquid crystals and polymer having different properties have to coexiste as composed films. The purpose of this study has been the development of new application with liquid crystals and UV-curable monomers. In the results abtained on the miscibility of nematic liquid crystal and UV-curable resins, difunctional monomer HX-620 turned out to shows the best. From the results abtained on structures, electro-optical properties and dynamic visocoelasticity for LCPC films, the best mixing ratio of monomer to LC mixture were 3/7(photoinitiator; 4wt%) by weight, and this ratio has been provided the most thermal stability for LCPC films. In the results abtained on structure and discoloration properties of LCPC films, it has been demonstrated that consiste of a 8:2 mixture of chiral nematic liquid crystal and HX-620 has the greatest domain and it was the best discoloration.

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