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A Study on the Synthesis and Physical Properties of N-acyloxyethyl carboxybetaine Type Amphoteric Surfactants (N-acyloxyethylcarboxybetaine 형 양성계면활성제의 합성과 물성에 관한 연구)

  • Kim, Yong-In;Soh, Hie-Jeun;Oh, Yang-Hwan;Kim, Byung-Kie
    • Journal of the Korean Applied Science and Technology
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    • v.6 no.1
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    • pp.31-40
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    • 1989
  • Five novel amphoteric surfactants of N-acyloxyethylcarboxybetaine series were synthesized via Schotten-Baumman reaction between five acid chlorides containing 10, 12, 14, 16 and 18 carbon atoms in their N-alkyl groups and dimethylaminoethanol to give the intermediate products, 2-dimethylaminoethylalkanoates(2). Quaternization of these products(2) was permitted to from 2-(acyloxyethyldimethylammonic)- acetates(3), whose structures were identified by elemental analysis, IR spectrophotometry and $^1Hnmr$ spectrometry. The yield of the final products was shown in the range of 77-80% based on the intermediate products. The surface tension of the aqueous solution of (3) was measured, and the critical micelle concentrations (cmc) were shown in the range of $2.1\;{\times}\;10^{-3}\;-\;3.3\;{\times}\;10^{-4}mol/l$, and the surface tension at cmc was 28-36 dyne/cm. Cmc was lowered gradually by the increment of the length of N-alkyl ester containing group. The isoelectric point was shown in the range of 4.44-5.20. It showed a tendency to lean toward the acidic site and its range was broadened as increase of the hydrophobic group length. A linear relationship between log cmc and the number of carbon atoms(N) in the hydrophobic alkyl chain was shown in the relative equation of log cmc=-1.75-0.1N, and the contribution rate of N on the standard free energy change in micellization, ${\bigtriangleup}({\bigtriangleup}G^{\circ}m)/{\bigtriangleup}N$, was calculated as -0.23 RT.

Synthesis, chemically and electrochemically polymerization of N-substituted pyrrole containing azo chromophore and its copolymerization with pyrrole

  • Hosseini, Seyed Hossein
    • Advances in materials Research
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    • v.1 no.4
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    • pp.299-310
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    • 2012
  • This article describes the synthesis of a novel N-substituted pyrrole monomer containing an azobenzene group. The 2-[N-ethyl-N-[4-[(4-nitrophenyl) azo]-phenyl] amino] ethyl-3-chloropropionate (RedII) compound was synthesized via reaction of 4-nitro-4'-[N-ethyl-N-(2-hydroxyethyl)-amino] azobenzene (RedI) and 3-chloropropionic acid. RedII was reacted with the potassium salt of pyrrole then 2-[N-ethyl-N-[4-[(nitro phenyl) azo] phenyl] amino] ethyl-N-pyrrolyl propionate (Py-RedII) was prepared. Chemical polymerization of Py-RedII and copolymerization of Py-RedII with pyrrole carried out using $FeCl_3$. Poly (2-[N-ethyl-N-[4-[(nitro phenyl) azo] phenyl] amino] ethyl-N-pyrrolyl propionate) (PPy-RedII) was characterized by UV, IR, $^1HNMR$, $^{13}CNMR$ spectroscopies. Electropolymerization of Py-RedII and electroco-polymerization of Py-RedII and pyrrole were studied using conventional three electrodes system, Ag/AgCl reference electrode, platinum counter electrode and GC disk working electrode. Scanning electron microscopy (SEM), thermogravimetry analysis (TGA) and differential scanning calorimetry (DSC) were used for thermal and rheological studies. The TGA curve of PPy-RedII demonstrated a high thermal stability up to 200°C and its DSC thermogram showed two endothermic peaks at 88 and $122^{\circ}C$. The glass transition temperature of the polymer was found to be above the room temperature. Electrical conductivities of PPy-RedII and it's copolymer with pyrrole (PPy-RedII-co-Py) were studied by the four-probe method and produced conductivities of $7.5{\times}10^{-4}$ and $6.5{\times}10^{-3}Scm^{-1}$, respectively.

Synthesis and Surface Activities of Betaine Amphoteric Surfactant Having Ether Bond (에테르 결합을 가진 베타인계 양성계면활성제(兩性界面活性濟) 합성(合成) 및 계면활성(界面活性))

  • Cha, Kyung-On;Lee, Hi-Jong;Kim, Yong-In
    • Journal of the Korean Applied Science and Technology
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    • v.9 no.1
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    • pp.63-71
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    • 1992
  • Four novel amphoteric surfactants of N-alkoxyethylcarboxybetaine series were synthesized via Schotten-Baurnman reaction between four alkyl chlorides contaning 10, 12, 14 and 16 carbon atoms in their N-alkyl group and dimethylaminoethanol to give the intermediate products, alkoxyethyldimethylamine, Quaternization of these intermediates was permitted to form 2-(alkoxyethyldimethylarnmonio) acetates, whose structures were identified by elemental analysis. IR spectrophotometry and $^1$Hnmr spectrometry. The yield of the final products was shown in the range of $74{\sim}77%$ based on the yield of the intermediate products, Surface tension of the aqueous solution of the final products was measured. and the critical micelle concentrations(cmc) were shown in the range of $2.82{\times}10^{-3}{\sim}2.67{\times}10^{-6}$mol/l, and the surface thension at erne was 35${\sim}$43dyne/cm. Cmc was lowered gradually by the increase of carbon numbers in N-alkyl ether containing group. The isoelectric point was shown in the range of 4.08${\sim}$6.03. It showed a tendency to lean toward the acidic site and its range was broadened as increase of the hydrophobic group length. A linear relationship between log erne and the number of carbon atoms(N) in the hydrophobic alkyl chain was shown in the relative equation of log cmc=2.49-0.50N.

Improvement in Water Resistance of Desulfurized Gypsum by Novel Modification of Silicone Oil Paraffin Composite Emulsion-based Waterproofing Agent

  • Cao, Jing-Yu;Li, Jin-Peng;Jiang, Ya-Mei;Wang, Su-Lei;Ding, Yi;Oh, Won-Chun
    • Journal of the Korean Ceramic Society
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    • v.56 no.6
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    • pp.558-565
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    • 2019
  • In this study, dimethyl silicone oil and liquid paraffin were combined and subsequently emulsified; the resulting mixture was innovatively incorporated into desulfurized gypsum to resolve its drawback of a poor water resistance. The waterproof mechanism of the composite emulsion and liquid paraffin emulsion with mass fractions of 1%, 2%, 3%, and 4% were investigated. The effect of the desulfurized gypsum on the waterproof performance and basic mechanical properties were also investigated. The configuration of the composite waterproofing agent was characterized by FTIR and 1HNMR. The results showed that, compared with the traditional liquid paraffin emulsion-based waterproofing agent, the softening coefficient of the silicone oil paraffin composite emulsion-based water-repellent agent was increased by 60% and attained a value of 0.89. Combined with the waterproof mechanism and microscope morphology analysis of gypsum hydration products, the improvement in the water resistance of water resistance was primarily attributed to the formation of a silicone hydrophobic membrane between the crystals of the gypsum block; this ensured that water could not penetrate the crystal.

Studies on the Polymeric Surface Active Agent(V) -The Synthesis of Anionic Oligomer Surfactant with α-Sulfo Alkanoic Acid- (고분자 계면활성제에 관한 연구(제5보) -알파 술폰 지방산 음이온성 올리고머 계면활성제의 합성-)

  • Jeong, N.H.;Park, S.S.;Jeong, H.K.;Cho, K.H.;Nam, K.D.
    • Applied Chemistry for Engineering
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    • v.4 no.2
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    • pp.381-392
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    • 1993
  • Anionic oligomer surfactants, dodecyl polyoxyethylene ${\alpha}-sulfa$ alkanoates, had been synthesized through the esterification of dodecyl polyoxyethylene glycol and ${\alpha}-sulfa$ alkanoic acid with straight chain alkyl group having from 10 to 18 carbon atoms to good yield. ${\alpha}-sulfa$ alkanoic acids were obtained by reaction with long chain alkanoic acids and sulfur trioxide-dioxane complex, and dodecyl polyoxyethylene glycols, by addition reaction with dodecyl alcohol and ethylene oxide(addition, 5, 10, 20mol) respectively. All the synthetic products could be separated by means of the thin layer and column chromatography, and their structure has characterized with IR, $^1HNMR$ and elemental analysis, respectively.

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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
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    • v.8 no.2
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    • pp.115-122
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    • 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.

Production of Poly(Hydroxybutyric-Co-Hydroxyvaleric) Acid by Pseudomonas sp. HJ (Pseudomonas sp. HJ에 의한 Poly(Hydroxybutyric-Co-Hydroxyvaleric) Acid의 생산)

  • 손홍주;민관필이상준
    • KSBB Journal
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    • v.10 no.4
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    • pp.349-356
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    • 1995
  • To produce PHA(polyhydroxyalkanoic acid) from microbr, dozens of microorganism have been screened from sewage sludge. Selected a strain HJ out of 50 strains of PHA producing bacteria has a capability of accumulating large amounts of PHB/HV copolymer when grown in batch culture with a single carbon source (glucose) that was not generally considered as precursor of hydroxyvalerate monomer unit. The strain HJ was identified as the genus Pseudomonas with respect to morphological, cultural, and biochemical characteristics. The optimal temperature and pH for cell growth were $37^{\circ}C$ and 7.0. The optimal medium compositions for cell growth were glucose 1% as a carbon source, (NH4) 2SO4 0.2% as a nitrogen source, K2HPO4 0.3%, and KH2PO4 0.45%. TO investigate she optimal condition for PHA production two-step cultivation method was employed. PHA production was inducted by deficiency of NH4+, SO4-2, Mg+2. Besides carbon source, deficiency of all nutrients stimulated PHA productivity but deficiency of NH4+ stimulated the most HV monomer content. The highest PHA production was C/N molar ratio 95.2. Pseudomonas sp. HJ was also able to pyoduc PHB/HV copolymer when cultivated on alkane, alkanoate, alcohol as carbon sources. The contents of PHA and she proportions of hydroxyvalerate monomer units varied depending on the carbon sources. Especially Pseudomonas sp. HJ was able to incorporate hydroxyvalerate into PHB/HV to level as high as from 49 to 74 mol% when grown in a medium containing hexadecane and propionate. The purified PHA was identified PHB/HV copolymer by HNMR analysis.

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Studies on the Micelle Formation of Surfactant Solution(2) - Self-Diffusion by Phase Transition in Ternary System of Surfactant/Hydrocarbon/Water - (계면활성제 수용액에서 미셀형성(제2보) - 계면활성제/탄화수소/물의 상 변화에 따른 자기확산 -)

  • Choi, Seung Ok;Lee, Jin Hee;Kim, Sang Chun;Nam, Ki Dae
    • Applied Chemistry for Engineering
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    • v.10 no.1
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    • pp.112-117
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    • 1999
  • The pulsed field gradient NMR method has been used to determine self-diffusion coefficients in ternary N-alkyl-N, N-dimethylamine oxide/hydrocarbon/$D_2O$ system. For n = 12, 14, 16 and n' = 8, 10, 12, 14, 16, in the micellar phase, diffusion is chiefly governed by the hydrodynamic transport of micelles, supplemented by an exchange of solubilized hydrocarbon upon micellar collisions. This investgation is performed by variations in both the surfactant alkyl chain length and in the size of the hydrocarbon molecules. In cubic phases, the solvent still exhibits values of the diffusion coefficients which are typical for motion in a continuous water phase, with the microemulsion droplets acting as obstacle. Mobilities of the surfactant in the gel state were low and have been determined only for the surfactant($C_{12}DMAO$) with the shortest alkyl chain length. Exchange of hydrocarbon between micellar entities in the gel was found to be occured by a hopping process, the associated rate decreased with alkyl chain length of the surfactant.

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