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Synthesis, Properties and Application of Novel Ethylenediamine Triacetate Chelating Surfactants

  • Zhongli Peng and Hongyan Chen
Published/Copyright: March 9, 2018
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Tenside Surfactants Detergents
From the journal Tenside Surfactants Detergents Volume 55 Issue 2

Abstract

Novel ethylenediamine triacetate (ED3A) chelating surfactants containing a flexible spacer whose general formula are of CH3(CH2)xCH2OCH2CH(OH)CH2N(CH2COONa)CH2CH2N(CH2 · COONa)2 (D1: × = 10, D2: × = 12) have been synthesized. The structures of their carboxylic acid derivatives (C1 and C2) were characterized with electrospray ionization–mass spectrometry (ESI-MS), 1H-NMR and 13C-NMR. The values of the critical micelle concentration (CMC) of the two surfactants (D1 and D2) are at level 10−4 mol L−1 and the surface tension of the surfactant D1 solution at CMC is only 28.6 mN m−1, which indicates a high surface activity of the D1 surfactant. The surfactants have good foaming, foam stabilizing and emulsifying properties for toluene. When eluting heavy metal contaminated soils with surfactant solution at a concentration of 0.1 mol L−1, where the metals (Pb, Cu and Zn) are mainly in the presence of residual fraction, D1 and D2 can obtain the metal removal efficiencies of 27.82% and 28.19% for Pb, 24.73% and 24.00% for Cu, 9.12% and 8.61% for Zn, respectively. It is suggested that the two chelating surfactants can be used as elution agents to remediate heavy metal contaminated soils.

Kurzfassung

Neuartige Ethylendiamintriacetat (ED3A)-Chelat-Tenside wurden synthetisiert, deren flexibler Spacer die allgemeine Formel besitzt: CH3(CH2)xCH2OCH2CH(OH)CH2N(CH2COONa)CH2CH2N(CH2 · COONa)2 (D1 mit × = 10, D2 mit × = 12). Die Strukturen ihrer Carbonsäurederivate (C1 und C2) wurden mit Elektrospray-Ionisations-Massenspektrometrie (ESI-MS), 1H-NMR und 13C-NMR charakterisiert. Die Werte der kritischen Mizellenbildungskonzentration (CMC) der beiden Tenside D1 und D2 liegen im Bereich von 10−4 mol L−1, die Oberflächenspannung bei der CMC der D1-Tensidlösung beträgt nur 28,6 mN m−1, was auf eine hohe Oberflächenaktivität des D1 Tensids hindeutet. Die Tenside weisen ein gutes Schaumbildungsvermögen, eine gute Schaumstabilisierung sowie gute emulgierende Eigenschaften mit Toluol auf. Beim Eluieren von schwermetallkontaminierter Böden mit Tensidlösung in einer Konzentration von 0,1 mol L−1 über 8 h, wobei die Metalle (Pb, Cu und Zn) hauptsächlich in einer Restfraktion vorliegen, können mit D1 und D2 Wirkungsgrade der Metallentfernung von 27,82% und 28,19% für Pb, 24,73% und 24,00% für Cu, und 9,12% bzw. 8,61% für Zn erreicht werden. Es wird vorgeschlagen, dass die zwei Chelattenside als Elutionsmittel für die Aufbereitung von mit Schwermetallen kontaminierten Böden einzusetzen.

Key words: Ethylenediamine triacetate; chelating surfactant; heavy metal; soil remediation; synthesis
Stichwörter: Ethylendiamintriacetat; Chelattensid; Schwermetal; Bodenaufbereitung; Synthese
*Correspondence address, Prof. Dr. Zhongli Peng, School of Chemistry and Materials Engineering, Huizhou University, Huizhou 516007, China, Tel.: 86-752-2527229, Fax: 86-752-2527229, E-Mail:

Zhongli Peng is an applied chemistry professor. He received a Ph.D. in Polymer Chemistry and Physics from Sun Yat-sen University, People's Republic of China. He chiefly pursues in the basics and application research of surfactants.

Hongyan Chen is an applied chemistry associate professor in Huizhou University. He received a Ph.D. in Chemical Engineering from South China University of Technology, People's Republic of China. Her research involves the synthesis and application of novel organic compounds.

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Received: 2017-01-01
Accepted: 2017-06-30
Published Online: 2018-03-09
Published in Print: 2018-03-16

© 2018, Carl Hanser Publisher, Munich

Articles in the same Issue

  1. Contents/Inhalt
  2. Contents
  3. Short Communication
  4. Clouding Behaviour of Polysorbate 80: Effect of Additives
  5. Application
  6. Effect of Molecular Weight of Polymers on the Properties of Delicate Facial Foams
  7. Food-grade Water in Oil Microemulsion as a Potential Approach for Tea Polyphenols Encapsulation
  8. Physical Chemistry
  9. Aldehydes as Additives in AOT-based Microemulsions: Influence on the Electrical Percolation
  10. Study on a Ternary Surfactant System of Disodium Hexadecyl Diphenyl Ether Disulfonate, Dodecyldimethyl Hydroxyethyl Ammonium Chloride and Fatty Alcohol Polyoxyethylene Ether
  11. Synergistic Effect of Saponin and Rhamnolipid Biosurfactants Systems on Foam Behavior
  12. Ultrasonic Studies of Cu(II) Soaps Derived from Mustard and Soya Bean Oils
  13. Synthesis
  14. Synthesis, Properties and Application of Novel Ethylenediamine Triacetate Chelating Surfactants
  15. Synthesis of a Gemini Betaine Surfactant and Its Properties as Foam Drainage Agent
  16. Synthesis and Evaluation of a New Trianionic Surfactant for the Removal of Pb(II) by Flotation Method
  17. Environmental Chemistry
  18. Destabilization and Separation of Gas Condensate from Wastewater using Different Surfactant Demulsifiers
  19. Detergent Ingredients
  20. Foaming and Cleaning Performance Comparison of Liquid Detergent Formulations using Mixtures of Anionic and Nonionic Surfactants
https://doi.org/10.3139/113.110548
Keywords for this article
Ethylenediamine triacetate; chelating surfactant; heavy metal; soil remediation; synthesis

Articles in the same Issue

  1. Contents/Inhalt
  2. Contents
  3. Short Communication
  4. Clouding Behaviour of Polysorbate 80: Effect of Additives
  5. Application
  6. Effect of Molecular Weight of Polymers on the Properties of Delicate Facial Foams
  7. Food-grade Water in Oil Microemulsion as a Potential Approach for Tea Polyphenols Encapsulation
  8. Physical Chemistry
  9. Aldehydes as Additives in AOT-based Microemulsions: Influence on the Electrical Percolation
  10. Study on a Ternary Surfactant System of Disodium Hexadecyl Diphenyl Ether Disulfonate, Dodecyldimethyl Hydroxyethyl Ammonium Chloride and Fatty Alcohol Polyoxyethylene Ether
  11. Synergistic Effect of Saponin and Rhamnolipid Biosurfactants Systems on Foam Behavior
  12. Ultrasonic Studies of Cu(II) Soaps Derived from Mustard and Soya Bean Oils
  13. Synthesis
  14. Synthesis, Properties and Application of Novel Ethylenediamine Triacetate Chelating Surfactants
  15. Synthesis of a Gemini Betaine Surfactant and Its Properties as Foam Drainage Agent
  16. Synthesis and Evaluation of a New Trianionic Surfactant for the Removal of Pb(II) by Flotation Method
  17. Environmental Chemistry
  18. Destabilization and Separation of Gas Condensate from Wastewater using Different Surfactant Demulsifiers
  19. Detergent Ingredients
  20. Foaming and Cleaning Performance Comparison of Liquid Detergent Formulations using Mixtures of Anionic and Nonionic Surfactants
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