• Title/Summary/Keyword: alkyl chain

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A NMR Study on the Micellization of Sodium Dodecyl Sulfate in ω-Phenylalkylammonium Salt Solution (1H NMR을 이용한 ω-Phenylalkylammonium Salt의 수용액에서 Sodium Dodecyl Sulfate의 미셀에 관한 연구)

  • Oh, Jung Hee
    • Applied Chemistry for Engineering
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    • v.10 no.4
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    • pp.628-634
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    • 1999
  • The orientational binding of ${\omega}$-phenylakylammonium ions to the sodium dodecyl (SDS) micellar interface has been studied from $^{1}H\;NMR$ chemical shift data. The NMR resonaces of the methylene protons of SDS and aromatic protons embedded into the micellar interior have shown the upfield shift. The aromatic induced chemical shifts of the alkyl chain methylene protons of SDS demonstrate the deep penetration into the palisade layer by these organic salts. Alkylammonium groups have been considered to be oriented toward outside of the micellar interface. Aromatic rings have been thought to be oriented toward the micellar core. The depth of penetration by organic salts has been observed to increase with the length of alkyl chain.

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Studies on the Detergency Characteristics of Triglyceride -Correlating the substrates- (Triglyceride의 세척성에 관한 연구 -기질의 영향-)

  • Chung Hae Won
    • Journal of the Korean Society of Clothing and Textiles
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    • v.8 no.1
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    • pp.39-45
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    • 1984
  • The effects of Temperature on the removal of triglyceride were studied with soaps having various chain lengths of alkyl group. Cellophane, polyester film and alkali-treated polyester film were soiled with tripalmitin, tagged with 0" and detergency was evaluated by analysing the tripalmitine on the fabric before and after washing by means of liquid scintillation counting. The results were as following: 1) Triglyceride was completely removed from cellophane in distilled water without surfactant at any temperature, because of the hydrophillic nature of cellulose. The detergency of triglyceride from polyester film fully depended on the state of tripalmitin. The detergency of alkali treated polyester film was better than that of untreated polyester film at lower temperature due to increased hydrophillcity, but worse at higher temperature due to the diffusion of molten tripalmitin into the grooves, formed by alkali treatment. 2) The detergency from polyester film was increased with elevating temperature and after reaching some optimum detergencies, the detergencies were rather decreased with increasing temperature. The temperatures of optimum detergency were shifted to higher with increasing chain length of alkyl group. 3) When the soiled film was baked at $60^{\circ}C$ and $70^{\circ}C$ for 20 min, the detergency vs. temperature was much the same as the case of without-baking. These results indicate that the detergency of triglyceride was largely correlated with the suspending power of surfactants at low temperature and with state of soil and hydrophilicity of substrates with elevating temperature.

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Ketorolac Ester Enhancer-prodrugs: Preparation and Evaluation of Their Physicochemical Properties

  • Yun, Sung-Il;Kim, Jung-Sun;Yong, Chul-Soon
    • Journal of Pharmaceutical Investigation
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    • v.38 no.6
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    • pp.405-412
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    • 2008
  • Six ester analogues of Ketorolac were synthesized as potential enhancer prodrugs for transdermal delivery. Solubility of these esters was determined in 10% propylene glycol (PG)/isotonic phosphate buffer (IPB) at room temperature while lipophilicity was obtained as partition coefficients (log P) and capacity factors (k') using HPLC. Stability of the prodrugs in skin extract and in plasma was investigated at $37^{\circ}C$. The lipophilicity of the potential prodrugs increased in proportion to their alkyl chain length. Good linear relationship between partition coefficients (log P) and capacity factors (log k') was observed ($R^2=0.9961$). All of the analogues were fairly stable but slowly degraded in IPB over a 12 hour period. However, their stability in skin extract and in plasma varied with most compounds gradually decomposing over a 12 hour period. Although unsaturation of the alkyl ester chain did not alter the over all lipophilicity of the compound, the half-life was significantly affected. In plasma, degradation of the esters was slower than in the skin extract, which is a desirable trait for enhancer-prodrugs. However, the overall hydrolysis in the skin extract needs to be facilitated for the development of an effective enhancer prodrug. The analogue with the shortest half life in the skin extract was the unsaturated C-12 analogue of 0.96 hr.

Anti-Foaming Properties of Polypropylene Glycol Oleates (올레산 폴리프로필렌글리콜 에스테르류의 소포특성)

  • Li, Hai-Yan;Choi, Hyoung-Chul;Jeong, Noh-Hee
    • Journal of the Korean Applied Science and Technology
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    • v.28 no.2
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    • pp.146-151
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    • 2011
  • In this study, by using oleic acid and polypropylene glycol, good natured antifoaming agent for suitable electronics process under the alkaline conditions were synthesized. For the synthesized mono and diesters, acid value, hydroxyl value was measured, and identified by FT-IR and $^1H-NMR$ spectroscopy. Surface properties such as surface tension, critical micelle concentration(cmc) for diluted aqueous solution was measured, and tested the antifoaming properties according to the difference of alkyl chain length, various concentration, temperature and pH. The surface tension of synthesized antifoaming agent, PPMO(Polypropylene glycol monooleate) was 24.3 dyne/cm, PPDO(Polypropylene glycol dioleate) was 23.7 dyne/cm. By increasing of the alkyl chain length, surface tension was decreased slightly, and showed good antifoaming properties at 0.06 wt% concentration and $50^{\circ}C$, pH 11. These synthesized compounds are expected to apply as a suitable antifoaming agents in the semiconductor and the PCB(Printed Circuit Board) manufacturing process.

Electrical Properties of Fatty Acid LB Films by Methylene Group (메틸렌기에 의한 지방산 LB막의 전기적 특성)

  • 최용성;강기호;김도균;권영수
    • Proceedings of the Korean Institute of Electrical and Electronic Material Engineers Conference
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    • 1999.05a
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    • pp.349-352
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    • 1999
  • We have investigated the electrical characteristics of arachidic acid($C_{20}$), stearic acid(C_{18} and palmitic acid($C_{16}$) Langmuir-Blodgett(LB) films because the fatty acid systems have a same hydrophilic group and a different hydrophobic one (alkyl chain length). In this work, fatty acid systems were used as LB films and the status of the deposited films were confirmed by evaluating the capacitance and I-V characteristics. The conductivity of $C_{20}$, C_{18} and $C_{16}$ LB films obtained from I-V characteristics were about 5x $10^{15}$, 3x $10^{14}$ and 9x $10^{14}$[S/cm], espectively. These results have shown the insulating materials and could control the conductivity by changing the length of alkyl chain. Also, we have confirmed that the barrier height of fatty acid systems were about 1.32- 1.40[eV] and the relative dielectric constant were about 2.9~4.2. These values were almost the same ones obtained from dielectric characteristics.

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Design and Synthesis of Bioisosteres of Ultrapotent Protein Kinase C(PKC) Ligand, 5-Acetoxymethyl-5-hydroxymethyl-3-alkylidene tetrahydro-2-furanone

  • Lee, Jee-Woo
    • Archives of Pharmacal Research
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    • v.21 no.4
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    • pp.452-457
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    • 1998
  • Three compounds, 5-(acetoxymethyl)-5-(hydroxymethyl)-3-tetradecyl-2,5-dihydro-2-furanone (3), 5-(acetoxymethyl)-5-(hydroxymethyl)-3,3-dihexyltetrahydro-2-furanone (4) and 5-(acetoxymethyl)-5-(hydroxymethyl)-3,3-dioctyltetrahydro-2-furanone (5), were designed and synthesized as surrogates of the ultrapotent DAG analogue, 5-(acetoxymethyl)-5-(hydroxymethyl) 3-[(Z)-tetradecylideneltetrahydro-2-furanone (1), a compound that showed high affinity for PKC-$\alpha$ ($K_1$=35 nM) in a competition binding assay with [$^3H$-20]phorbol-12,13-dibutyrate (PDBU). In an attempt to overcome the problem of generating geometrical E- and Z- isomers, as encountered with 1, the double bond was moved to an endocyclic location as in 3, or an additional alkyl chain was appended to C3 to give the corresponding 3,3-dialkyl saturated lactones (4 and 5). The lactone was constructed from glycidyl-4-methoxyphenyl ether in 5 steps. The target compounds showed reduced binding affinities for PKC-.alpha. with $K_{i}$ values of 192 nM (3), 4,829 nM (4), and 2,812 nM (5), respectively. These results indicate that constrained DAG analogues having a tetrahydro-2-furanone template are effectively discriminated by PKC-(X in terms of the direction of the long alkyl chain connected to the 3-position.n.

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Comparison to Dielectric and Electrical Characteristics of Fatty Acid Organic Thin Film for Length of Alkyl Group (알킬기의 길이에 따른 지방산계 유기초박막의 유전 및 전기적 특성 비교)

  • 강기호;이준호;김도균;권영수;장정수
    • Proceedings of the Korean Institute of Electrical and Electronic Material Engineers Conference
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    • 1999.11a
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    • pp.343-346
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    • 1999
  • We have investigated the dielectric and electrical characteristics of palrnitic acid(PA), stearic acid(SA) and arachidic acid(AA) Langmuir-Blodgett(LB) films because these fatty acid systems have a same hydrophilic group and a different hydrophobic one(alky1 chain lqngth). The dielectric characteristics such as the capacitance-frequency(C-F) characteristics and the dielectric dispersion and absorption characteristics of PA, SA and AA through-plane were measured. In the result, the relative dielectric constants of PA, SA and AA LB films were about 3.0-4.6, 2.7-4.1 and 2.4-3.8, respectively. The relative dielectric constants were decreased in proportion to the chain length of alkyl group. Also, the dielectric dispersion and absorption of each fatty acid LB films have arisen from the dipole polarization in the range of $10^4~10^5[Hz]. And, the conductivity of PA, SA and AA LB films obtained from I-V characteristics were about $9{\times}10^{-14}, 3{\times}10^{-l4} and 5{\times}10^{-15}[S/cm], respectively. These results have shown the insulating materials and could control the conductivity by changing the length of alkyl group. Also, we have confirmed that the barrier height of fatty acid systems were about 1.32-1.40[eV] and the dielectric constant were about 3.0-4.2. These values were almost the same ones obtained from dielectric characteristics.

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Synthese and Anti-wear Properties of Diol Derivatives Containing Dithiophosphate Group-effect on Main Alkyl Chain and Side Alkyl Chain (Dithiophosphate Group을 함유한 디올유도체의 합성 및 내마모성-말단 알킬기 및 몸체 알킬기의 탄소사슬에 따른 영향)

  • Ko, Kyung-Min;Han, Hye-Rim;Kim, Young-Wun;Kang, Ho-Cheol;Jeong, Noh-Hee
    • Applied Chemistry for Engineering
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    • v.29 no.4
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    • pp.405-412
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    • 2018
  • Three types of bis[3-(dialkyloxylphosphorothionyl) thio-2-methylpropanyloxy]alkane (BAPA) drived from alkane diol were synthesized. The principal chain of each BAPA had a different carbon number, i.e., 6, 9, and 11. The three types of synthesized BAPA were compared to zinc dialkyl dithiophosphates (ZDDPs) in terms of abrasion resistance. A four-ball test was conducted to evaluate the anti-abrasion performance of the synthesized BAPA according to the length of the principal carbon chain. Each product was added to an additive at a concentration of 1% of the base oil weight, and the wear scar diameter (WSD) was measured as 0.472, 0.459, and 0.480 mm, respectively. Among the BAPA compounds, dialkyl dithiophosphoric acid (DDP), which is the side chain of bis[methacryloyloxy] nonane (BMOO9), was synthesized by varying the carbon number, i.e., 4, 8, and 12, and subsequently the 4-ball test was carried out. The WSD was determined as 0.537, 0.459, and 0.531 mm, respectively. As a result, it was found that when a side chain is short, a thin film is formed. In contrast, a long side chain hindered the formation of a film, and hence the best result was achieved when the carbon number was 8. As for the ZDDPs, the WSD was determined to be 0.563 mm, when measured under the same conditions. The measurements confirm that the synthesized BAPA compounds are superior to the ZDDPs as abrasion resistance additives.

Synthesis and Anti-corrosion Properties of Succinic Acid Alkyl Half-amide Derivatives (숙신산 알킬 하프-아마이드 유도체의 합성 및 해수에 대한 방청성능)

  • Baek, Seung-Yeob;Kim, Young-Wun;Chung, Keun-Wo;Yoo, Seung-Hyun;Kim, Nam-Kyun
    • Clean Technology
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    • v.17 no.4
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    • pp.314-324
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    • 2011
  • Several amide derivatives have been used as additives for base oil of metal working fluids and pressure working oils. In this paper, a series of succinic acid alkyl half-amide derivatives were synthesized as over 97% yields by ring-opening reaction of succinic anhydride and several amines and were soluble in 100 N base oil within 1 wt% concentration. The structures of the synthesized amides were confirmed by $^1H$-NMR, FT-IR spectrum and GC analysis. Anti-corrosion properties of the amides in sea water were evaluated through ASTM D665 method and weight loss method. As the results of anti-corrosion properties, the properties of the amides with shorter alkyl chain and high concentration showed better performance than those with longer alkyl chain and low concentration. Also, the dialkyl amides showed better anti-corrosion properties than those of the monoalkyl amides. Inhibition efficiency% (IE%) was over 93% in the concentration of 40 ppm and corrosion rate (CR) was below 0.5 mm/year in the same concentration.