In acid-catalyzed acetal cyclization of long aliphatic aldehydes(R=n-C7H15 ; n-C9H19 ; n-C11H23) with 1,1,1-tris(hydroxymethyl)propane, 2-alkyl-5-hydroxymethyl-5-ethyl-1,3-dioxanes were obtained. The final products, sodium 2-alkyl-5-(sulfonatedpropylethermethyl)-5-ethyl-1,3-propanesultion in the presence of sodium hydride. These compounds were a new group of destructible surfactants which were readily hydrolyzed and oxidized in natural water reservoirs. Physical properties of these new compounds involved some surface properties such as Krafft point(Kp), critical micelle concentration(cmc), surface tension of aqueous solutions near cmc(γmin), foaming power, emulsion power and hydrolysis properties were determined. The destructible surfactants containing 1,3-dioxane ring were synthesized to about 85±5.5% yield. The cmc values of the compounds by ring method were assumed to 0.5~5.0×10-3mol/L range and surface tensions at cmc were 29.5~33.0dyne/cm respectively at 25℃. The foaming power and foam stability were 170~230mm and 52~135mm respectively at 1×10-2mol/L, foam was occurred rarely below 1×10-3mol/L. The emulsion property of liquid paraffin was better than that of soybean oil. For hydrolysis property with ph and time, these compounds were decomposed within about 200minutes at ph1~2. Hopefully these compounds are expected to be a good O/W emulsifier that have decomposability in acid and may be used in the process which do not need foaming.
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.
The syntheses of urocanic acid esters was optimized, starting from p-toluenesulfonic acid salt of this acid and long chain fatty alcohols in the organic solvent and extracting water from it by means of azeotropic Compound. The salts of these urocanic acid esters showed amphoteric properties, but their micellization enhances their rate of hydrolysis leading to the free amine. Nevertheless the long chain gives to the esters themselves an amphoteric character allowing their solubilization in micellar media and in microemulsions the result, yield could enhanced.
Ground Calcium Carbonate, among paper coating pigments, will influence less dispersant demand, less binder demand, increase coating solids from 58% to 70%, which means high speed coating, less shrinkage during drying, less energy consumption, more uniform coverage of fibers. The quality point of view of Ground Calcium Carbonate, brightness, particle size, Particle size distribution, hardness, impurities content are important. More important factors of Ground Calcium Carbonate which influence the paper coating process are dispersion mechanisms and their effects. The study was made to investigate the effect of Ground Calcium Carbonate dispersion by sodium salt of polyacrylate dispersant composition and dispersion condition. Basic tests such as physical, optical and chemical were perfumed, and dispersion effects were investigated by different conditions. The results showed that the type of dispersant affected the dispersion effects, and the Ground Calcium Carbonate has critical dispersant demand.
The electrochemical oxidation of p-methoxyphenol and hydroquinone for wastewater treatment application was investigated on platinum anode. At the cyclic voltammetry, it was observed that nagative shift of peak potential of p-methoxyphenol and hydroqinone as the pH of electrolytes increases and the peak current showed higher at strong electrolytes than weak electrolytes. In the case of p-methoxyphenol, the optimum electrode potential of controlled potential electrolysis was observed at the potential region of 0.8-1.0 (V vs. SCE) and hydroquinone was showed at the potential of l.0(V vs. SCE). Specially the oxidation rate of p-methoxyphenol and hydroquinone was showed high value in the acid electrolytes.