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Syntheses and Properties of Novel Ionic Twin-tail Trisiloxane Surfactants

  • Zhongli Peng , Haiping Deng and Hongyan Chen
Published/Copyright: September 25, 2014
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Tenside Surfactants Detergents
From the journal Tenside Surfactants Detergents Volume 51 Issue 5

Abstract

To improve the hydrolysis resistant ability (HRA) of ionic trisiloxane surfactants, three novel ionic twin-tail trisiloxane surfactants have been synthesized. Their formulas are of (R)2N+(CH3)2I− (A), (R)2N(CH2)3SO3−Na+ (B) and (R)2N+ (I)− (CH3)(CH2)3SO3−Na+ (C) [R = Me3SiOSiMe(CH2)3OSiMe3], respectively. Their structures were characterized by ESI-MS, 1H-NMR and 13C-NMR spectroscopy. The surface activity and hydrolysis resistance of the synthesized ionic twin-tail trisiloxane surfactants are significantly better than that of the ionic single-tail analogue surfactants. The critical aggregation concentration (CAC) values of these ionic twin-tail trisiloxane surfactants are at levels of 10−6∼10−5 mol L−1 and the surface tension (γ) values of their aqueous solutions at CAC are below 21.0 mN m−1. The γ values of the aqueous solutions of anionic trisiloxane surfactant B and zwitterionic trisiloxane surfactant C are still less than 21 mN m−1 after having been placed in alkaline environment (pH 10.0) for 29 days. However, the spreading ability (SA) of their aqueous solutions on low-energy solid surfaces is not as good as that of the nonionic twin-tail trisiloxane surfactants previously prepared by us. By weight loss methods the cationic trisiloxane surfactant A was confirmed to be able to use as a corrosion inhibitor. The structure and surface area per molecule (asm) of zwitterionic surfactant C were also discussed.

Kurzfassung

Mit dem Ziel, den Hydrolysewiderstand (hydrolysis resistant ability (HRA)) ionischer Trisiloxantenside zu verbessern, wurden drei neue ionische Trisiloxantenside mit doppelter Kohlenstoffkette synthetisiert. Ihre chemischen Formeln lauten: (R)2N+(CH3)2I− (A), (R)2N(CH2)3SO3−Na+ (B) und (R)2N+ (I−) (CH3)(CH2)3SO3−Na+ (C) [R = Me3SiOSiMe(CH2)3OSiMe3]. Ihre Strukturen wurden mittels ESI-MS, 1H-NMR- und 13C-NMR-Spektroskopie bestimmt. Die Oberflächenaktivität und der Hydrolysewiderstand der synthetisierten ionischen Trisiloxantenside sind signifikant besser als die der ionischen Analoga mit einfacher Kohlenstoffkette. Die kritische Aggregations-Konzentration (CAC) dieser neuen Tenside liegt in der Größenordnung von 10−6∼10−5 mol L−1 und die Oberflächenspannung bei der CAC (γ) ist kleiner als 21.0 mN m−1. Die γ-Werte der wässrigen, alkalischen Lösungen (pH = 10,0) des anionischen Trisiloxantensids B und des zwitterionischen Tensids C liegen nach 29 Tagen immer noch unterhalb von 21 mN m−1. Jedoch die Fähigkeit zur Spreitung (spreading ability (SA)) der wässrigen Lösungen auf niedrig energetischen Oberflächen ist nicht so gut wie die der von uns synthetisierten nicht-ionischen doppelkettigen Trisiloxantenside. Mittels Messungen des Gewichtsverlusts wurde das kationische Trisiloxantensid A als Korrosionsinhibitor bestätigt. Struktur und der Oberflächenplatzbedarf pro Molekül (asm) des zwitterionischen Tensids C wurden ebenfalls diskutiert.

Key words: Ionic twin-tail trisloxane surfactants; hydrolysis resistance; corrosion inhibitor; surfactant synthesis
Stichwörter: Ionische Trisiloxantenside mit doppelter Kohlenstoffkette; Hydrolysewiderstand; Korrosionsinbibitor; Tensidsynthese
* Correspondence address Mr. Prof. Dr. Zhongli Peng, Department of Chemical Engineering, Huizhou University, Huizhou 516007 P.R. China. Tel.: 86-752-2527229, Fax: 86-752-2527229, E-Mail:

Zhongli Peng is an associate professor of applied chemistry. He received a Ph.D. in Polymer Chemistry and Physics from the School of Chemistry and Chemical Engineering, Sun Yat-sen University, People's Republic of China. He chiefly pursues in the research of organosilicon surfactants and emulsion (or microemulsion) preparation.

Haiping Deng is undergraduates in Huizhou University. His research involves the synthesis and application of organosilicon surfactants.

Hongyan Chen is a lecture in Huizhou University. She received a Ph.D. in Chemical Engineering from South China University of Technology, People's Republic of China. She chiefly pursues in the research of the synthesis of fine chemicals.

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Received: 2013-10-06
Revised: 2014-04-03
Published Online: 2014-09-25
Published in Print: 2014-09-15

© 2014, Carl Hanser Publisher, Munich

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https://doi.org/10.3139/113.110326
Keywords for this article
Ionic twin-tail trisloxane surfactants; hydrolysis resistance; corrosion inhibitor; surfactant synthesis

Articles in the same Issue

  1. Contents/Inhalt
  2. Contents
  3. Abstracts
  4. Abstracts
  5. Special Theme: Green Surfactants – Synthesis, Properties, Performance and Application
  6. Novel Cationic Gemini Surfactants and Methods for Determination of Their Antimicrobial Activity – Review
  7. Sophorolipids Synthesized Using Non-Traditional Oils with Glycerol and Studies on Their Surfactant Properties with Synthetic Surfactant
  8. Rhamnolipids Production by a Pseudomonas eruginosa LBI Mutant: Solutions and Homologs Characterization
  9. Application of Biosurfactant Surfactin on Copper Ion Removal from Sand Surfaces with Continuous Flushing Technique
  10. Synthesis and Properties of a Series of CO2 Switchable Gemini Imidazolium Surfactants
  11. Phase Behavior and Solubilization of Microemulsion Systems Containing Imidazolium Type Surfactant CnmimBr and Butyric Acid as Cosurfactant
  12. Synthesis and Solution Properties of New Polysiloxane Bola Surfactants Containing Carbohydrate
  13. Syntheses and Properties of Novel Ionic Twin-tail Trisiloxane Surfactants
  14. Micellar Encapsulation of Some Polycyclic Aromatic Hydrocarbons by Glucose Derived Non-Ionic Gemini Surfactants in Aqueous Medium
  15. Environmental Chemistry
  16. Removal of Non-Ionic Surfactants in an Activated Sludge Sewage Treatment Plant
  17. Cleaning Technology
  18. Impact of Artificial UV-Light on Optical and Protective Effects of Cotton After Washing with Detergent Containing Fluorescent Compounds
  19. Simulating Consumer-Like Air Drying of Dishes via Thermal Drying Process
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