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Journal of the American Oil Chemists' Society | 1990

Preparation and surface active properties of amphipathic compounds with two sulfate groups and two lipophilic alkyl chains

Yun-Peng Zhu; Araki Masuyama; Mitsuo Okahara

These compounds with various connecting groups between the two lipophilic groups were prepared by the reaction of glycol diglycidyl ethers with long-chain alcohols, followed by sulfation with chlorosulfonic acid or with a mixture of chlorosulfonic acid and acetic acid. The Krafft point of all these new amphipathic compounds was below 0°C, and they had good water solubility. These compounds were superior in surface active properties to general anionic surfactants with one lipophilic chain and one hydrophilic group, such as sodium dodecylsulfate. The effect of the structure of the connecting group on CMC, γCMC, foaming properties and wetting ability was investigated. They also showed excellent lime-soap dispersing ability.


Journal of the American Oil Chemists' Society | 1991

Preparation and surface- active properties of new amphipathic compounds with two phosphate groups and two long- chain alkyl groups

Yun-Peng Zhu; Araki Masuyama; Mitsuo Okahara

New compounds bearing two dihydrogen phosphate groups and two long- chain alkyl groups (octyl or decyl) were prepared in good yields by the reaction of 1,ω-bis(alkyloxymethyl)- oligo (ethylene glycol)s with polyphosphoric acid.Amphipathic di- or tetrasodium phosphates were obtained by neutralization of the free acids with sodium hydroxide, and their surface- active properties in water were measured. Almost all these di- or tetrasodium phosphates showed good water solubility. Their abilities to form micelles and to lower surface tension were fairly good as compared with general monoalkyl phosphates consisting of one longer alkyl chain and one hydrophilic group. The foaming property of aqueous solutions of the tetrasodium salts was different from that of the disodium salts. The former showed very low foaming ability.


Journal of the American Oil Chemists' Society | 1991

Preparation and properties of double- or triple- chain surfactants with two sulfonate groups derived fromN- Acyldiethanolamines

Yun-Peng Zhu; Araki Masuyama; Yoh-ichi Kirito; Mitsuo Okahara

Bis(sulfonate) types of amphipathic compounds with three long- chain alkyl groups were prepared by the reaction ofN- (long- chain acyl)diethanolamine diglycidyl ethers with long- chain fatty alcohols, followed by the reaction with propanesultone. The diglycidyl ethers were easily obtained from the correspondingN- acyldiethanolamines and epichlorohydrin in the presence of a phasetransfer catalyst. The same types of compounds with two longchain alkyl groups were also prepared from Nacetyldiethanolamine according to similar procedures. All these new double- or triple- chain surfactants were soluble in water and showed much better micelle forming and ability to lower surface tension than general types of single- chain surfactants with one sulfonate group. The critical micelle concentration (CMC) and γCMC values of the triple- chain compounds were still much smaller than those of the corresponding double- chain compounds with two common alkyl groups. The efficiency of adsorption at the water/air interface (pC20) of these surfactants was very high. Their foaming properties, wetting ability toward a felt chip, and lime- soap dispersing ability were measured.


Journal of The Chemical Society, Chemical Communications | 1994

Unique interfacial properties of a homologous series of novel triple-chain amphiphiles bearing three anionic head groups derived from 1,1,1-tris(hydroxymethyl)ethane

Araki Masuyama; Masatoshi Yokota; Yun-Peng Zhu; Toshiyuki Kida; Yohji Nakatsuji

Unusual behaviour in which the critical micelle concentration (CMC) values in water for a homologous series of the title amphiphiles increased with an increase in the number of carbons of the lipophilic alkyl chains was observed when these data were obtained by the common surface tension method using a Wilhelmy tensiometer.


Journal of Colloid and Interface Science | 1993

Double-Chain Surfactants with Two Carboxylate Groups and Their Relation to Similar Double-Chain Compounds

Yun-Peng Zhu; Araki Masuyama; Yusaku Kobata; Yohji Nakatsuji; Mitsuo Okahara; Milton J. Rose


Journal of Japan Oil Chemists' Society | 1991

Preparation and Properties of Double-Chain Surfactants Bearing Two Sulfonate Groups

Yun-Peng Zhu; Araki Masuyama; Takefumi Nagata; Mitsuo Okahara


Journal of Japan Oil Chemists' Society | 1988

Surface Active Properties of New Types of Amphipathic Compounds with Two Hydrophilic Ionic Groups and Two Lipophilic Alkyl Chains

Mitsuo Okahara; Araki Masuyama; Yasushi Sumida; Yun-Peng Zhu


Journal of Chemical & Engineering Data | 1996

Effect of hard river water on the surface properties of surfactants

Milton J. Rosen; Yun-Peng Zhu; Stephen W. Morrall


Journal of Japan Oil Chemists' Society | 1992

Synthesis and Properties of Bis (taurine) Types of Double-chain Surfactants

Araki Masuyama; Takao Hirono; Yun-Peng Zhu; Mitsuo Okahara; Milton J. Rosen


Journal of Japan Oil Chemists' Society | 1993

Preparation and Properties of Double-chain Bis (quaternary ammonium) Compounds

Yun-Peng Zhu; Keita Ishihara; Araki Masuyama; Yohji Nakatsuji; Mitsuo Okahara

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Araki Masuyama

Osaka Institute of Technology

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Milton J. Rosen

City University of New York

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