• Title/Summary/Keyword: hydrophobic group

Search Result 232, Processing Time 0.022 seconds

Synthesis and Characterization of Multi-Block Sulfonated Poly (Arylene Ether Sulfone) Polymer Membrane with Different Hydrophilic Moieties for PEMFC (서로 다른 친수성구조를 가지는 고분자전해질 연료전지용 멀티블록형 술폰산화 폴리아릴렌에테르술폰 전해질막의 합성 및 특성 분석)

  • Yuk, Jinok;Lee, Sojeong;Yang, Tae-Hyun;Bae, Byungchan
    • Journal of the Korean Electrochemical Society
    • /
    • v.18 no.2
    • /
    • pp.75-80
    • /
    • 2015
  • Multi-block sulfonated poly(arylene ether sulfone) (SPAES) copolymer was synthesized via nucleophilic aromatic substitution reaction for proton exchange membrane fuel cell application. After synthesizing the hydrophilic and hydrophobic precursor oligomers having different end-groups (F-terminated or OH-terminated), the effect of end group on the molecular weight was investigated. Hydrophilic oligomers with hydroquinone showed better performance as fuel cell membranes. SPAES membranes showed comparable proton conductivity to that of Nafion at $80^{\circ}C$ and above 70% RH. In particular, SPAES 9 with hydroquinone showed higher proton conductivity than SPAES 10 in the whole RH range studied. Increased local concentration of sulfonic acids within hydrophilic block might develop the hydrophilic-hydrophobic phase separation in the block copolymers.

Studies on Triterpenoid Corticomimetics

  • Han, Byung-Hoon;Han, Yong-Nam;Kim, Tae-Hee
    • Korean Journal of Pharmacognosy
    • /
    • v.17 no.2
    • /
    • pp.178-183
    • /
    • 1986
  • It was our working hypothesis that introduction of 11-keto groups to 12-oleanene/ursene series of triterpenoids should endow them with corticoid-like activities, since pharmacological actions of glycyrrhetinic acid (GA) are known to be caused by inhibition on $corticoid-{\delta}^4-reductase$. 11-Keto-triterpenoids derived artificially in these studies, such as 11, 19-diketo-18, 19-secoursolic acid methyl ester(I), $11-keto-{\beta}-boswellic$ acid derivatives (IIa-IIc), 11-Keto-presenegenin dimethyl ester (III), II-keto-oleanolic acid derivatives (IVa-IVd) and 11-keto-hederagenin (V) possess the fundamental functions of ${\alpha},\;{\beta}-unsaturated$ ketone on C-11 and hydroxyl group on C-3, as like GA (VI). Additionally, they involve the carboxyl groups on rings A (II, III), D (I, III, IV, V) and E (VI), and the hydroxyl groups on rings A (III, V) and C (III). All the compounds competitively inhibited $corticoid-5{\beta}-reductase$, and the highest inhibitory potency appeared in I. All of them except $3,\;11-diketo-{\beta}-boswellic$ acid methyl ester (IIc) were more effective about five times to twice than GA. On carrageenin-induced edema test, compounds I and IVa-IVd showed anti-inflammatory activities, but III enhanced rather edema. Structure-activity relations were found in the aspects of hydrophilicity of ring A and hydrophobicity of rings C/D. The more they were hydrophilic in ring A and hydrophobic in rings C/D, the more they inhibited the enzyme. And the more they were hydrophobic in rings C/D, the more they exhibited antiiflammatory activities. However, the increased hydrophilicity in ring A resulted in increasing edema, probably due to a nonspecific inhibition on $aldosterone-5{\beta}-reductase$.

  • PDF

Aggregation of Partially Quarternized Poly(4-vinylpyridine) with Anionic Surfactant Sodium Dodecvl Sulfate (부분적으로 4차아민화된 폴리(4-비닐피리딘)과 음이온 계면활성제인 도데실 황산 소듐과의 응집체 형성)

  • 김용철;박일현;심후식;최이준
    • Polymer(Korea)
    • /
    • v.28 no.2
    • /
    • pp.154-161
    • /
    • 2004
  • Modified poly(4-vinylpyridine) was obtained by partial quarternization of nitrogen atoms in pyridine rings of poly(4-vinylpyridine) with methyl group. By means of laser light scattering and fluorescence, it was found that this modified polymer chains were aggregated in the aqueous solution and its structure was core-shell type. The hydrophobic parts of the chains were densely condensed in core part and the hydrophilic part of quarternized amino with positive charge formed the shell part. In the mixed system of modified poly(4-vinylpyridine) and anionic surfactant, sodium dodecyl sulfate, it was observed that a critical aggregation concentration existed and that this critical concentration was suddenly decreased above 0.1 M NaCl. The size change of aggregates was also investigated by dynamic light scattering while sodium dodecyl sulfate was added into polymer solution upto the critical aggregation concentration.

The Study on the Preparation of the Silica Particles by the Reactive Crystallization (반응 결정화에 의한 실리카 미립자 합성에 관한 연구)

  • Kim, Jun Ho;Lee, Chang Hwan;Lee, Choul Ho
    • Applied Chemistry for Engineering
    • /
    • v.17 no.1
    • /
    • pp.12-15
    • /
    • 2006
  • The purpose of this study was to investigate the effect of reaction conditions, solvents, and surfactants on the average size and size distribution of silica particles in preparing silica fine powders by sodium silicate. Silica fine particles were synthesized by varying kinds of solvents and surfactants using the emulsion method. Span 20, Span 40, Span 60, and Span 80 were used as nonionic surfactants, Dispersing solvents were n-Hexane, n-Heptane, iso-Octane, and n-Decane of the alkane group. In these experiments, it was known that the optimum dispersion stirring time to form the emulsion of the constant size was around 6 min. The mean sizes of silica particles, at a variety of the dispersion stirring speeds, decreased as the dispersion stirring speed increased. Also, in the case of the solvents, the size of the formed silica particles decreased when the molecular weight of the solvent increased. Lastly, in the case of the surfactants, the mean size of silica particles increased as the hydrophobic lipophilic balance (HLB) value of the surfactant decreased.

Preparation and Characterization of Self-assembled Glycol Chitosan Hydrogels Containing Palmityl-acylated Exendin-4 for Extended Hypoglycemic Action

  • Lee, Ju-Ho;Lee, Chang-Kyu;Bae, Sung-Ho;Yoon, Jeong-Hyun;Choi, Eun-Joo;Oh, Kyung-Taek;Lee, Eun-Seong;Lee, Kang-Choon;Youn, Yu-Seok
    • Journal of Pharmaceutical Investigation
    • /
    • v.41 no.3
    • /
    • pp.173-178
    • /
    • 2011
  • Injectable chitosan hydrogels have attracted great potential due to sustained-release property and safety. Here, palmityl-acylated glycol chitosan (Pal-GC) was used to generate physically cross-linked hydrogels by virtue of hydrophobic attraction of linear fatty carbons. Glycol chitosan was chemically modified with N-hydroxysuccinimide-activated palmitic acid in dimethylsulfoxide (DMSO) containing dimethylaminopyridine. Through a series of preparation steps of (i) dialysis with DMSO, (ii) addition of palmityl-acylated exendin-4 (Ex4-C16), and (iii) dialysis with water, Pal-GC was self-assembled to form physically cross-linked hydrogels entrapped with Ex4-C16. The Pal-GC derivative was analyzed by using 1H NMR, and the surface morphology of Pal-GC hydrogels formed was examined by scanning electron microscopy. Also, the hypoglycemic effect induced by Pal-GC hydrogels containing Ex4-C16 (250 nmol/kg) was evaluated in non-fasted type 2 diabetic db/db mice and compared with GC hydrogels containing native Ex4 at the same dose. Results showed that palmityl group was successfully conjugated with the amines of glycol chitosan, and that Pal-GC efficiently generated the hydrogels formation. Moreover, Pal-GC hydrogels containing Ex4-C16 was found to greatly prolong the hypoglycemia duration (~ 4 days). This was due to the dual-functions of the palmityl groups present in both GC and exendin-4 such as hydrophobic attraction and plasma albumin-binding. We consider this new type of self-assembled GC hydrogels loaded with Ex4-C16 would be a promising long-acting sustained-release system with anti-diabetic property.

Studies on the Synthesis and Surface Active Properties of N-carboxybetaine Derivatives Containing Amide Bond (Amide 결합(結合)을 가진 N-carboxybetaine류(類)의 합성(合成)과 그 계면활성(界面活性))

  • Lee, Dong-Woo;Lee, Hi-Jong;Kim, Yong-In
    • Journal of the Korean Applied Science and Technology
    • /
    • v.8 no.2
    • /
    • pp.115-122
    • /
    • 1991
  • Four novel amphoteric surfactants of N-(2-alkylamidoethyl)-N, N-dimethyl ammonioacetates were synthesized. The each reaction between four saturated fatty acids containing 10, 12, 14 and 16 carbon atoms and N, N-dimethylethylene diamine permitted to give the intermediate products, N-(2-alkylamidoethyl)-N, N-dimethylamines. Quaterinzation of these intermediates was permitted to form N-(2-alkylamidoethyl)-N, N-dimethyl, ammonioacetates, whose sturctures were identified by CC, TLC, elemental analysis, IR pectrophotometry and $^1$HNMR spectrometry. The products yielded from 48% to 58%. The isoelectric points were shown in the range of $4.30{\sim}6.64$. It showed a tendency to learn to the acidic site and its range was broadened as increase of the hydrophobic group length. Surface tensions of the aqueous solution in the $10^{-6}{\sim}10^{-1}$mol/l of amidobetaines were measured. and the critical micell concentration(cmc) were shown in the range of $8.37{\times}10^{-6}{\sim}8.96{\times}10^{-2}$mol/l, and ${\Gamma}_{cmc}$ were reduced to 32.3~38.2 dyne/cm. A linear relationship between log cmc and the number of carbon in the hydrophobic alkyl chain was presented by the formula of log cmc=2.38-0.5n, and the contribution-rate of n on the standard free energy change in micellization ${\partial}({\Delta}G^0$$_m)/{\partial}n$, was calulated as -0.5RT.

Thermodynamic Characteris tics of Surface Activities of N-Alkyl Pyridinium Bromide (N-Alkyl Pyridinium Bromide류의 계면활성에 대한 열역학적 특성)

  • Kim, Yeoung-Chan;Kim, Dong-Sik;Jeong, Soon-Wook;Shon, Byoung-Chung
    • Journal of the Korean Applied Science and Technology
    • /
    • v.8 no.2
    • /
    • pp.105-114
    • /
    • 1991
  • In relation to the preparation of Langmuir-Blodgett thin film, four kinds of N-alkylpyridiniurn bromide were synthesized. The values of surface tensions of these materials, measured with a Traube stalagmometer, gave the relationship between the critical micells hydrophobic radical and between CMC and temperature. Values of thermodynamic properties(${\Delta}H^0_m,\;{\Delta}S^0_m,\;{\Delta}G^0_m,$) for the formatoin of micelle were also obtained. Experiments gave the following results; at the temperature range between 40 and 60$^{\circ}C, CMC of Hexadecyl-, Octadecyl-, Eicosyl-, and Docosyl-Pyridinium Bromide were $7.64{\times}10^{-4}{\sim}9.13{\times}10^{-4},\;3.85{\times}10^{-4}{\sim}4.60{\times}10^{-4},\;2.00{\times}10^{-4}{\sim}2.39{\times}10^{-4},\;and\;1.07{\times}10^{-4}{\sim}1.28{\times}10^{-4}$ mol/l, respectively. Surface tension, ${\Gamma}_{CMC}$, of those were 33.49${\sim}$36.00, 34.78${\sim}$37.61, 35.49${\sim}$37.61 and 38.76${\sim}$55.80 dyne/cm, respectively, The relationship between CMC and the mumber of carbon atoms in the hydrophobic radical, N was expressed as follows : Log(CMC)=A-BN where A and B are constants. At the temperature range between 40 and 60$^{\circ}C$, the change of Gibbs evergy (${\Delta}G_m$) for one methylene group ($-CH_2-$) were -0.65RT, respectively, The minus values of enthalpy change (${\Delta}H_m$) suggest that the formation of micelle is exothermic. Additionally, the overall increase in the entropy change (${\Delta}S_m$) with respect to the temperature increase suggests that the formation of micelle is attained by a exothermic enthalpy directed process.

A Simple Purification of Apoliproteins A-I and B and Their Application to Cholestery Ester Transfer Assay

  • Cho, Kyung-Hyun;Park, Myung-Sook;Bok, Song-Hae;Park, Young-Bok
    • Preventive Nutrition and Food Science
    • /
    • v.1 no.1
    • /
    • pp.87-92
    • /
    • 1996
  • This study describes a stable and simple method for the measurement of cholesteryl ester transfer protein(CETP) activities using reconstituted HDL and LDL as substrates. Apolipoproteins (apo) A-I and -B were purified from hog plasma by a new strategy without ultracentrifugation and delipidation. a simple two-step column chromatography was administered. In the first step of phenyl-sepharose CL-4B column chro-matography, hydrophobic plasma proteins were isolated. The most hydrophobic proteins bound to the column appeared to be A-I and apo-B. Contaminat proteins were efficiently eliminated from the sample by washing the column with 0.3M NaCI containing buffer after loading the plasma on the column. Two pure proteins showing each single band on SDS-PSGE of apo A-I and apo-B were individually obtained by a subsequent gel filtration column chromatography(Sephadex G-200). This two-step purification was simple and inexpensive compared to the ultracentrifugation and/or delipidation method that are most commonly used. Reconstituted hight-density lipoproteins(HDL) and low-density lipoproteins(LDL) were prepared using the purified apo A-I and-B, respectively. When these artificially prepared HDL and LDL were used in the assays for CETP as the cholesteryl ester(CE) donor and acceptor respectively, the specific transfer of CE increased up to two fold compared to that used the native HSL and LDL.

  • PDF

Preparation of Core-shell Type Nanoparticles of Poly($\varepsilon$-caprolactone) /Poly(ethylene glycol)/Poly( $\varepsilon$-caprolactone) Triblock Copolymers

  • Ryu, Jae Gon;Jeong, Yeong Il;Kim, Yeong Hun;Kim, In Suk;Kim, Do Hun;Kim, Seong Ho
    • Bulletin of the Korean Chemical Society
    • /
    • v.22 no.5
    • /
    • pp.467-475
    • /
    • 2001
  • A triblock copolymer based on $poly(\varepsilon-caprolactone)$ (PCL) as the hydrophobic part and poly(ethylene glycol) (PEG) as the hydrophilic portion was synthesized by a ring-opening mechanism of ${\varepsilon}-caprolactone$ with PEG containing a hydroxyl group at bot h ends as an initiator. The synthesized block copolymers of PCL/PEG/PCL (CEC) were confirmed and characterized using various analysis equipment such as 1H NMR, DSC, FT-IR, and WAXD. Core-shell type nanoparticles of CEC triblock copolymers were prepared using a dialysis technique to estimate their potential as a colloidal drug carrier using a hydrophobic drug. From the results of particle size analysis and transmission electron microscopy, the particle size of CEC core-shell type nanoparticles was determined to be about 20-60 nm with a spherical shape. Since CEC block copolymer nanoparticles have a core-shell type micellar structure and small particle size similar to polymeric micelles, CEC block copolymer can self-associate at certain concentrations and the critical association concentration (CAC) was able to be determined by fluorescence probe techniques. The CAC values of the CEC block copolymers were dependent on the PCL block length. In addition, drug loading contents were dependent on the PCL block length: the larger the PCL block length, the higher the drug loading content. Drug release from CEC core-shell type nanoparticles showed an initial burst release for the first 12 hrs followed by pseudo-zero order release kinetics for 2 or 3 days. CEC-2 block copolymer core-shell type nanoparticles were degraded very slowly, suggesting that the drug release kinetics were governed by a diffusion mechanism rather than a degradation mechanism irrelevant to the CEC block copolymer composition.

Preparation and Characterization of Deoxycholic Acid-Conjugated Low Molecular Weight Water-Soluble Chitosan Nanoparticles for Hydrophobic Antifungal Agent Carrier (소수성 항진균제 전달체로 응용하기 위한 데옥시콜릭산이 결합된 저분자량 수용성 키토산 나노입자의 제조와 특성)

  • Choi, Chang-Yong;Jung, Hyun;Nam, Joung-Pyo;Park, Yoon-Kyung;Jang, Mi-Kyeong;Nah, Jae-Woon
    • Polymer(Korea)
    • /
    • v.33 no.4
    • /
    • pp.389-395
    • /
    • 2009
  • To develop the carrier of hydrophobic antifungal agents based on low molecular weight water-soluble chitosan (LMWSC), LMWSC was chemically modified with deoxycholic acid (DA) which is one of the bile acid as a hydrophobic group. The nanoparticles (WSCDA) using DA conjugated LMWSC were characterized using dynamic light scattering (DLS) and transmittance electron microscope (TEM). The particle size of WSCDA ranged from 250 to 350 nm and increased with the number of DA substitution. The loaded itraconazole as an antifungal agent WSCDA nanoparticles (WSCDA-ITCN) were prepared by solvent evaporation method. The drug content and the loading efficiency were investigated approximately $9{\sim}10%$ and $61{\sim}68%$ by UV spectrophotometer, respectively. The release of drug from nanoparticles was slow and showed sustained release characteristics. Based on the results of release study that the higher DA contents in WSCDA, the slower the releasing rate, the WSCDA-ITCN could be used as an excellent antifungal agent.