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Preparation and Performance Evaluation of Gemini Sulphobetaine Surfactant Bis{[(N-methyl-N-(3-alkoxy-2-hydroxy) propyl-N-(3-sulfonic) propyl] methylene}

Herstellung und Leistungsbewertung des Gemini-Sulfobetaintensids Bis{[(N-Methyl-N-(3-alkoxy-2-hydroxy)propyl-N-(3-sulfonsäure) propyl]methylen}
Zhonghua Zuo, Ming Zhou, Mao Liao, Pengao Peng and Jingfeng Zhang


Surfactants are very often used in tertiary oil production. However, the conventional surfactants cannot be used in high salinity reservoirs of tertiary oil production because the high salinity leads to the deactivation of the surfactants. Gemini sulpho-betaine surfactants have been developed to meet the requirements of tertiary oil production in such reservoirs. In this study, the Gemini sulphobetaine surfactant (bis{[(N-methyl-N-(3-alkoxy-2-hydroxy)propyl-N-(3-sulfonate)propyl]methylene}) was prepared by etherification, ring opening reaction and sulfonation reaction with decyl alcohol, epichlorohydrin, N,N’-dimethyl ethylene diamine and 1,3-propanesultone. The experimental conditions obtained are: the ratio of 1,3-propanesulfonic acid lactone to tertiary amine intermediate = 2.3 : 1, reaction temperature = 70°C and reaction time = 11 h. The analysis of the infrared spectrum showed that the structure of the synthesised substance corresponds to that of a Gemini sulphobetaine surfactant. The chemical shifts of the groups were determined by 1HNMR structural characterisation of the products. The surface tension, emulsifying properties, foaming properties and wetting properties were investigated. The results showed that the surfactant has good foaming properties and good compatibility in a high salt environment.


Tenside werden sehr oft in der tertiären Ölförderung eingesetzt. Die herkömmlichen Tenside können in hoch salzhaltigen Lagerstätten der tertiären Ölförderung jedoch nicht verwendet werden, da der hohe Salzgehalt zur Deaktivierung der Tenside führt. Gemini-Sulfobetaintenside wurden entwickelt, um den Anforderungen der tertiären Ölförderung in derartigen Lager-stätten gerecht zu werden. In dieser Studie wurde das Gemini-Sulfobetaintensid (Bis{[(N-methyl-N-(3-alkoxy-2-hydroxy)propyl-N-(3-sulfonat)propyl]methylen}) durch Veretherung, Ringöffnungs-reaktion und Sulfonierungsreaktion mit Decylalkohol, Epichlorhydrin, N,N’-Dimethylethylendiamin und 1,3-Propansulton hergestellt. Die erhaltenen Versuchsbedingungen sind: Verhältnis von 1,3-Propansulfonsäurelacton zu tertiärem Amin-Zwischen-produkt = 2,3 : 1; Reaktionstemperatur = 70°C und Reaktionszeit = 11 h. Die Analyse des Infrarotspektrums zeigte, dass die Struktur der synthetisierten Substanz mit der eines Gemini-Sulfobetaintensids übereinstimmt. Die chemischen Verschiebungen der Gruppen wurden durch die strukturelle Charakterisierung der Produkte mittels 1H-NMR ermittelt. Untersucht wurden die Oberflächenspannung, die Emulgiereigenschaften, die Schaumeigenschaften und die Benetzungseigenschaften. Die Ergebnisse zeigten, dass das Tensid gute Schaumeigenschaften und eine gute Kompatibilität in einer Umgebung mit hohem Salzgehalt aufweist.

Funding statement: This research is supported by National Natural Science Foundation of China (Projects No. 51074133), Major Frontier Projects of Application Foundation in Sichuan Province (No. 19YYJC1537), Project of State Key Laboratory of Oil and Gas Reservoir Geology and Exploitation (Projects No. PLN201807), and Major Frontier Projects of Application Foundation in Sichuan Province (Projects No. 2019YJ0421).

  1. Conflicts of Interest

    The authors declare no conflicts of interest.


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Received: 2021-01-24
Accepted: 2021-05-31
Published Online: 2021-11-30

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