각종 세정제의 난용 및 과대 사용으로 인한 수질오염이 날로 심각해지고 있으며 이 때 수질오염의 원인은 주로 계면활성제에 의해 발생한다. 본 연구는 이미 다졸린으로부터 유도된 9종의 양쪽성계면활성제와 석유 화학물질로부터 제조하여 대량 사용하고 있는 sodium lauryl sulfate(SLS)에 대한 세정성을 비교하여 보다 우수한 계면활성제를 선정하고자 한다. 또한 세정성의 비교는 세정력의 측정과 세정에 관한 물리화학적 측면에서 그 원인을 규명하고자 한다. 1-(2-hydroxyethyl)-1-(3-sulfonatedropy)-2-undecyl-2-imidazolinum [IV]는 세정성 및 다른 기초적 물성이 우수하여 세정제에 응용할 경우 세정성이 우수한 계면활성제 일수록 오염 부착에 필요한 일이 적게 나타나 오염이 쉽게 제거될 수 있음을 증명하였으며 그로 인한 공업적 응용성에 기대가 크다.

1-(2-hydroxyethyl)-2-undecyl-2-imidazoline[I] was converted into various types of sulfonated or sulfated amphoteric surfactants as following. 1-(2-hydroxyethyl)-1-(3-sulfonatedpropyl)-2-undecyl-2-imidazolium[III] 1-(2-sulfatedethyl)-1-methyl-2-undecyl-2-imidazolium[IV] 1-dioxylethylene methyl sulfonated-1-methyl-2-undecyl-2-imidazoliun[V] N-[N'-(2-hydroxyethyl)-N-(3-sulfonatedpropylammonio]ethyl dodecanoyl amide[VI] Mono sodium N-[N'-(2-hydroxyethyl)-N'-disulfonatedpropylammonio]ethyl dodecanoyl amide[VII] N-[N'-(2-hydroxyethyl-N'-(2-hydroxypropl-N'(3-sulfonatedpropyl)ammonio] ethyl dodecanoyl amide[VIII] The alkylimidazolines could be readily hydrolyzed to give amidoamines, but by quaternerization, hydrolysis stability of imidazoline and amide type amphoteric surfactantes were increased in the alkali and acid conditions. Also, at least three carbon chains introduce to the main group, water solubility was sparingly increased.

Amphoteric surfactants were synthesized by the cyclization of 1-(2-hydroxyethyl)-2-undecyl-2-imidazoline [I] with acrylic acid ethyl ester. Compound [I] was easily hydrolyzed with water, especially in the presence of a alkali, to afford amidoamines. After [I] was hydrolyzed, the reaction mixture was allowed to react with acrylic acid ethyl ester and then soapoinfied. Only sodium salts of N- -(2-carboxyethyl)-N'-(2-hydroxyethyl)aminoethyl]dodecanoyl amide[III] was obtained. However, when the reacton of [I] with acrylic acid ethyl ester was carried out in the presence of water, followed by soapnification, ring cleavage of [I] occurred at 2, 3 position, different from hydrolysis of [I] where the cleavage occurred at 1, 2 position, to give sodium salts of N-[N'-(2-carboxyethyl)aminoethyl]-N-(2-hydroxyethyl)dodecanoyl amide [IV] and N-[N', N'-bis(2-carboxyethyl)aminoethyl]-N(2-hydroxyethyl)dodecanoyl amide [V] as main products.

All the activities and physical properties including surface tension' foaming power, foam stability, emulsifying power, dispersion effect of 3-(N, N-dimethyl N-alkylammonio)-2-hydroxyY-1-propane sulfonate (HSB)류와 3-CN-alkylamidopropyl-N,N-dimethylamm-onjo)-2-hydroxy-1-propane sulfonate (APSB) aquous solution were measured and critical micelle concentration was evaluated. Their cmc of hydroxy sulfobetaine derivatives evaluated by the surface tension method was 1.0×10-3~1.0×10-4 mol/l, and surface tension of the aquous solution was decreased to 27~38dyne/cm. The experimental results for foaming power, foam stability, emulsifying power in liquid paraffin showed a good surface active properties, especially, dispersion effect in ferric oxide exhibited some efficient surface active properties, and then it would be expected to application as detergent and dispersion agent.

In order to review industrial application of amphoteric surfactants, new types of hydroxy sulfobetaine, 3-(N, N-dimethyl N-dimethyl-N-alkylammonio)-2-hydroxy-1-propane sulfonate and 3-(N, N-dimethyl N-acylammonio)-2-hydroxy-1-propane sulfonate were prepared by the reaction of quaternized sodium 1-chloro-2-hydroxy-3-propane sulfonate with N, N-dimethyl-N-alkylamine and N, N-dimethyl N-acylamido propylamine that have a straight chain radical of 12, 18 carbon atoms respectively in the presence of alkali catalyst. All the reaction products could be separated by means of column and thin layer chromatography, and the yields of all products ranged in 85~90%, the structure of them could be confirmed from IR and 1H-NMR spectra.

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 1Hnmr spectrometry. The yield of the final products was shown in the range of 74~77% 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 2.82×10-3~2.67×10-6mol/l, and the surface thension at erne was 35~43dyne/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 4.08~6.03. 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.

본 연구는 건조된 코아세르베이트 필름의 물리적 특성이 샴푸 건조 후 모발 사용감에 미치는 상관관계를 조사하기 위하여 실시하였다. 단순 샴푸 조성물은 동일한 조성의 계면활성제에 양이온 전하 밀도가 서로 다른 두 종류의 양이온 폴리머를 사용하여 제조하였다. 이 단순 조성물을 물에 희석하여 코아세르베이트(Coacervate)를 형성되도록 하였고,3000 rpm, 30 min 조건으로 원심 분리하여 형성된 코아세르베이트를 얻었다. 얻어진 코아세르베이트를 유리판 위에 균일한 두께로 도포하고 50 ℃ 건조기에서 1 h 건조하여 코아세르베이트 필름을 얻었다. 이렇게 얻어진 코아세르베이트 필름의 접촉각과 코아세르베이트의 SEM 이미지 조사를 수행하였고, 코아세르베이트의 수분 보유량과 수분 유지력을 동시에 조사하였다. 샴푸 후 건조된 모발의 부드러움과 보습감은 모발타래를 이용하여 전문 미용 패널이 평가를 수행하였다. 본 실험결과 건조된 코아세르베이트 필름의 특성이 샴푸 후 건조된 모발의 부드러움 및 보습감에 영향을 주는 것으로 확인되었다.

On the basis of theory of Bratsch's electronegativity equalization, the electronegativity equalization, the group electronegativities and the group partial charges for cationic and amphoteric surfactants could be calculated using Pauling's electronegativity parameters. From calculated output, we have investigated relationships between CMC(critical micelle concentration) and partial charge and group electronegativity of hydrophilic and hydrophobic groups, structural stability of micelle for cationic and amphoteric surfactants. As a result, CMC depends upon partial charge and electronegativity of hydrophilic and hydrophobic groups for surfactants. In case of cationic surfactant, as the increment of carbon number in hydrophilic group, partial charge of hydrophilic group is increased, but CMC and electronegativity of hydrophilic group is decreased. With increasing the carbon number of hydrophilic group for cationic surfactant, its partial charge is increased, but CMC and its electronegativity are decreased. With increasing the carbon number of hydrophobic group for cationic and amphoteric surfactant, its partial charge is increased, but CMC and its electronegativity are decreased