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Synthesis and Properties of Alkyl β-d-Galactopyranoside

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Journal of Surfactants and Detergents

Abstract

A series of alkyl β-d-galactopyranosides were prepared by the trichloroacetimidate method with d-galactose and alcohols with different chain lengths as raw materials. Their solubility, surface tension, emulsification, foaming, wettability, thermotropic liquid crystalline properties, and thermal stability were investigated. Alkyl β-d-galactopyranosides are soluble in water and ethanol, and the solubility decreases with increasing alkyl chain length. Decyl β-d-galactopyranoside was insoluble in water, but soluble in ethanol. Dissolution of alkyl β-d-galactopyranoside in water is an endothermic process with dissolution enthalpies greater than zero. Nonyl β-d-galactopyranoside had an excellent emulsifying property, better foaming ability and the best foam stability. The CMC values of alkyl β-d-galactopyranosides decrease with increasing of alkyl chain length. Alkyl β-d-galactopyranosides are thermally stable up to 270 °C. Alkyl β-d-galactopyranosides show the distinctive optical texture of a thermotropic liquid crystal smectic A type phase. Decyl β-d-galactopyranoside showed the strongest wettability.

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Acknowledgments

We are grateful to the Natural Science Foundation of Hunan Province, China (Grant No. 14JJ2067 and 10JJ6023).

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Authors and Affiliations

  1. College of Chemistry, Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, Xiangtan University, Xiangtan, 411105, Hunan, People’s Republic of China

    Guoyong Chen, Zhencao Li, Langqiu Chen, Shanwei Ji & Wangzhen Shen

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  1. Guoyong Chen
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  2. Zhencao Li
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  3. Langqiu Chen
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Correspondence to Langqiu Chen.

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Chen, G., Li, Z., Chen, L. et al. Synthesis and Properties of Alkyl β-d-Galactopyranoside. J Surfact Deterg 19, 1095–1105 (2016). https://doi.org/10.1007/s11743-016-1865-0

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