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Preparation and Properties of Novel Asymmetric Gemini Alkyl Polyglycosides

  • Feiyu Chen , Mengsu Liu , Juan Du and Yan Luo
Published/Copyright: January 6, 2017
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Abstract

In order to obtain higher surface activity and lower foaming ability, novel asymmetric Gemini alkyl polyglycosides were synthetized based on tertiary dodecyl dimethyl amine and epoxy chloropropane by adopting chlorination, substitution, and quaternization reactions. The structure of synthesis product was characterized by using Fourier transform infrared spectroscopy, 1H nuclear magnetic resonance spectroscopy and elemental analysis. It was confirmed that the synthesis product was an asymmetric glycoside quaternary ammonium salt with double ionic head groups. The critical micelle concentration of the resulting product was 0.025 g/mL at 20°C and its surface tension was low to 22.8 mN/m. The emulsifying ability and wettability of the product were the same as or even better than those of the commonly used surfactants. Moreover, the product revealed low foaming ability.

Kurzfassung

Mit dem Ziel, eine höhere Oberflächenaktivität und eine geringeres Schaumvermögen zu erreichen, wurden neue asymmetrische Gemini-Alkylpolyglycoside auf Basis von tert.-Dodecyldimethylamin und Epoxychlorpropan unter Anwendung von Chlorierung, Substitution und Quaternierungsreaktion erzeugt. Die Struktur der Syntheseprodukte wurde mittels Fourier-Transformations-Infrarotspektroskopie (FT-IR), 1H-Kernspinresonanz-Spektroskopie (1H-NMR) und Elementaranalyse bestimmt. Es konnte bestätigt werden, dass es sich bei dem Syntheseprodukt um ein asymmetrisches, quaternäres Ammoniumglycosid mit zwei ionischen Kopfgruppen handelt. Die kritische Mizellenbildungskonzentration (CMC) des Syntheseprodukts betrug bei 20°C 0,025 g/mL, die Oberflächenspannung an der CMC lag bei 22,8 mN/m. Die Emulgierfähigkeit und das Benetzungsverhalten des Produkts waren gleich oder sogar besser als die der üblich eingesetzten Tenside. Außerdem zeigte das Produkt ein geringes Schaumvermögen.


*Correspondence address, Dr. Yan Luo, College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, Shanghai 201620, China, Tel.: +86-21-67792620, Fax: +86-21-67792306-804, E-Mail:

Feiyu Chen is a Master student at applied Chemistry Group in College of Chemistry, Chemical Engineering and Biotechnology (Donghua University).

Mengsu Liu is a Master student at applied Chemistry Group in College of Chemistry, Chemical Engineering and Biotechnology (Donghua University).

Juan Du actually is an Associate Professor in the College of Chemistry, Chemical Engineering and Biotechnology of Donghua University. Her research interest comprises (i) synthesis and application of additives (ii) synthesis and application of conductive polymers (iii) study on the application of microcapsule technology in textile dyeing and finishing engineering.

Yan Luo actually is an Associate Professor in the College of Chemistry, Chemical Engineering and Biotechnology of Donghua University. Her research interest comprises (i) preparation and application of fine chemicals (ii) research and development of micro capsule technology (iii) green finishing technology and process development.


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Received: 2015-09-30
Accepted: 2016-01-28
Published Online: 2017-01-06
Published in Print: 2017-01-20

© 2017, Carl Hanser Publisher, Munich

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