• 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.

• Bulletin of the Korean Chemical Society
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• v.24 no.3
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• pp.377-383
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• 2003

Physicochemical properties of a series of PC monolayers with different alkyl chains (C24, C20, C16, and C8), at the air/water interface were investigated. The surface pressure is influenced mainly by the hydrophobicity of the PCs, which is confirmed by the curve shape and the on-set value of π-A isotherms at the air/water interface by increasing the number of alkyl chain. The on-set values of surface pressure were 125 Ų/molecule for DOPC(C8), 87 Ų/molecule for DPPC(C16), 75 Ų/molecule for DAPC(C20), and 55 Ų/molecule for DLPC(C24), respectively. The orientations of alkyl chains at the air/water interface are closely connected with the rigidity of the monolayers, and it was confirmed by the tendency of monolayer thickness in ellipsometry data. The temperature dependence of a series of PCs shows that the surface pressure decreases by increasing temperature, because the longer the alkyl chain length, the larger the hydrophobic interaction in surface pressure. The temperature effects and the conformational changes of unsaturated and saturated PCs were confirmed by the computer simulation study of the cis-trans transition with POPC and DPPC(C16). The cistrans conformational energy difference of POPC is 62.06 kcal/mol and that of DPPC(C16) is 6.75 kcal/mol. Due to the high conformational energy barrier of POPC, phase transition of POPC is limited in comparison with DPPC(C16).

• Archives of Pharmacal Research
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• v.22 no.4
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• pp.384-390
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• 1999

Thirty-four glutathione conjugates of 5,8-dimethoxy-1,4-naphthoquinones (DMNQ) were synthesized and their structure was determined. The yield of GSH conjugate was dependent on size of alkyl group; the longer the size of alkyl group was, the lower was the yield. It was also found that the length of alkyl side chain influenced the chemical shift of quinonoid protons; the quinonoid protons of 2-glutathionyl DMNQ derivatives with R=H to propyl, 6.51-6.59 ppm vs. other ones with R=butyl to heptyl, 6.64-6.68 ppm. this was explained to be due to a folding effect of longer alkyl group. Glutathione (GSH) reacted with DMNQ derivative first to form a 1,4-adduct (2- or 3-glutathionyl-1,4-dihydroxy-5,8-dimethoxynaphthalenes) and then the adduct was autooxidized to 2- or 3-glutathionyl-DMNQ derivatives. Moreover, GSH reduced DMNQ derivatives to their hydrogenated products. It was suggested that such an organic reaction might play an important role for a study of metabolism or toxicity of DMNQ derivative sin the living cells.

• Applied Chemistry for Engineering
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• v.10 no.1
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• pp.1-5
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• 1999

The dispersing performance of oligomer-type anionic surfactants ($C_mD-Na$), cooligomers of diethylester maleate and alkylvinylether of different alkyl chain lengths or polymerization degree were studied on the aqueous suspension of iron dxide or titanium dioxide particles which are hydrophilic pigments. The dispersion behavior of oligomer-type surfactants for these dispersoids, although anion charges on the surface of pigments particles showed different dispersing properties, was dependent upon the side alkyl chain length. Oligomer-type surfactants having more than $C_8$ side alkyl chain exhibited large dispersing action for relatively hydrophobic ${\alpha}-Fe_2O_3$ and Anatase $TiO_2$ in the concentration range of more than 0.1% oligomer-type surfactant solutions.

• Macromolecular Research
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• v.11 no.5
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• pp.375-381
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• 2003

Silver salt complex membranes with glassy poly(methyl methacrylate) (PMMA) unexpectedly showed higher propylene permeance than those with rubbery poly(butyl methacrylate) (PBMA) where as neat PMMA is much less permeable to propylene than that of neat PBMA. Such unusual facilitated olefin transport has been systematically investigated by changing the side chain length of polymethacrylates (PMAs) from methyl, ethyl to butyl. The ab initio calculation showed almost the same electron densities of the carbonyl oxygens in the three PMAs, expecting very similar intensity of the interaction between carbonyl oxygen and silver ion. However, the interaction intensity decreases with the length of the alkyl side chain: PMMA > PEMA > PBMA according to wide angle X-ray scattering and FT-Raman spectroscopy. The difference in the interaction intensity may arise from the difference in the hydrophilicity of the three PMAs, as confirmed by the contact angle of water, which determines the concentrations of the ionic constituents of silver salts: free ion, contact ion pair and higher order ionic aggregate. However, propylene solubilities and facilitated propylene transport vary with the side chain length significantly even at the same concentration of the free ion, the most active olefin carrier, suggesting possible difference in the prohibition of the molecular access of propylene to silver ion by the side chains: the steric hindrance. Therefore, it may be concluded that both the hydrophilicity and the steric hindrance associated with the side chain length in the three PMAs are of pivotal importance in determining facilitated olefin transport through polymer/silver salt complex membranes.

• 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.

• 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.

• 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.

• Bulletin of the Korean Chemical Society
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• v.27 no.11
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• pp.1737-1740
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• 2006

The optimized structures and complexation energies of bis(18-crown-6-ether) analogue (2) of Trgers base (1) with a series of primary alkylbisammonium ions have been calculated by DFT B3LYP/6-31G(d,p) method. The calculated complexation efficiency (-142.84 kcal/mol) of 2 for butane-1,4-diylbisammonium guest is better than twice of the value (-61.40 kcal/mol) for butylammonium ion. The multiple hydrogen-bond abilities for the complexes are described as the function of the length of the alkyl substituents of the bisammonium guests with normal-alkyl chain [$-(CH_2)_{n-}$, n = 4-8]. The longer bisammonium guest shows the stronger hydrogen-bonding characterizations (the distance and the quasi-linear angle of the N-H…O) to the host 2 than the shorter bisammonium ions. These calculated results agree with the experimental data of the complexation of 2 with bisammonium salts ([$NH_3(CH_2)_nNH_3$] $Cl_2$).

• KIEE International Transactions on Electrophysics and Applications
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• v.11C no.3
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• pp.81-84
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• 2001

The trans and cis forms of N-alkyl-4-styrylpyridinium derivatives (CnSP: n= 4, 8, 12, 16) were successfully synthesized and purified. The derivatives of styrylpyridinium cause photoisomerization when they are illuminated with UV light. The pressure-area isotherms of CnSP and their derivatives were studied to reveal the effect of alkyl chain length. The photoisomerization of CnSP monolayers at the air/water interfaces was indirectly studied by measuring surface tension changes with photoirradiation on the water surface. The characteristics of CnSP were furthermore studied with UV-vis, surface pressure-area isotherms, surface potential-area isotherms, Brewster Angle Microscopy (BAM) at the air/water interface, and optical diffraction efficiency on the ultrathin films.