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The Role of Surface Active Agents in Sulfonation of Double Bonds

  • Dariush Farkhani , Ali Asghar Khalili and Ali Mehdizadeh
Published/Copyright: July 22, 2014
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Tenside Surfactants Detergents
From the journal Tenside Surfactants Detergents Volume 51 Issue 4

Abstract

Sulfosuccinate esters are vastly used in different formulations as wetting agents and dispersants. Hemi-ester, diester, ethoxylated, and ethoxylated ester derivatives of maleic anhydride, maleic acid, and fumaric acid are converted to the saturated or corresponding sulfosuccinates by the reaction of the double bond with sodium bisulfite in basic media. The roles of anionic, cationic and non-ionic surfactants have been investigated. Appropriate surfactants have been applied in the absence of a peroxide initiator. The results obtained show increased reaction rates. Characterization of the products was performed by FTIR and 1H-NMR spectroscopy. Ethoxylated isooctyl maleate derivative was used as the starting material and the sulfonation agents used were sodium bisulfite and meta bisulfite.

Kurzfassung

Sulfobernsteinsäureester werden in erheblichen Mengen in unterschiedlichen Formulierungen wie Benetzungemittel und Dispergatoren eingesetzt. Hemi-Ester, Di-Ester, ethoxylierte Ester und ethoxylierte Esterderivate der Maleinsäure, des Maleinsäureanhydrids und der Fumarsäure werden in die gesättigten oder entsprechenden Sulfosuccinate überführt, indem die Doppelbindung mit Natriumbisulfit in basischem Medium reagiert. Die entsprechenden Tenside wurden in Abwesenheit eines Peroxidinitiators erhalten. Die Ergebnisse zeigen zunehmende Reaktionsgeschwindigkeiten. Die Charakterisierung der Produkte erfolgte mittels FT-IR und Protonen-NMR. Das ethoxilierte Iso-Octylmaleatderivat wurde als Startmaterial verwendet. Sulfonierungsreagentien waren Natrium bisulfit und Metabisulfit.

Key words: Sodium dialkyl sulfosuccinate; sodium bisulfite; wetting agent; dispersant; double bond sulfonation
Stichwörter: Natriumalkylsulfosuccinat; Natriumbisulfit; Benet zungsmittel; Dispergator; Doppelbindungsulfonierung
* Correspondence address Mr. Dr. Dariush Farkhani, Chemical Science and Technology Research Division, Research Institute of Petroleum Industry, Tehran, Iran, E-mail:

Dariush Farkhani, Ph.D in Organic Chemistry at Strasbourg University, France, Chemical Science and Technology Research Division at the Research Institute of Petroleum Industry. His areas of research interests are Organic synthesis and surfactants.

Ali Asghar Khalili, MSc in Organic Chemistry at Islamic Azad University Tehran, Iran, Chemical Science and Technology Research Division at the Research Institute of Petroleum Industry. His areas of research interests are Organic synthesis and surfactants.

Ali Mehdizadeh, MSc in Organic Chemistry at Georgia Institute or Technology, Atlanta, GA, USA. Now he is at Chemical Science and Technology Research Division at the Research Institute of Petroleum Industry. His areas of research interests are Organic synthesis.

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Received: 2013-07-21
Revised: 2014-04-08
Published Online: 2014-07-22
Published in Print: 2014-07-15

© 2014, Carl Hanser Publisher, Munich

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  2. Contents
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  7. Dispersion of Bioactive Glass using Cetyltrimethylammonium Bromide
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https://doi.org/10.3139/113.110317
Keywords for this article
Sodium dialkyl sulfosuccinate; sodium bisulfite; wetting agent; dispersant; double bond sulfonation

Articles in the same Issue

  1. Contents/Inhalt
  2. Contents
  3. Abstracts
  4. Abstracts
  5. Application
  6. Inactivation of Human Norovirus by Common Domestic Laundry Procedures
  7. Dispersion of Bioactive Glass using Cetyltrimethylammonium Bromide
  8. Novel/“Green” Surfactants
  9. Amphiphilic Choline Carboxylates as Demulsifiers of Water-in-Crude Oil Emulsions
  10. Synthesis and Antitumor and Surface Activity of Novel Tetrachloro Metallate Complexes of Sulfaquinoxaline with Co(II), Cu(II), or Sn(II) Chlorides
  11. Micellar Chemistry
  12. Combination of Best Promoter and Micellar Catalyst for Cr(VI) Oxidation of Lactose to Lactobionic Acid in Aqueous Medium at Room Temperature
  13. Physical Chemistry
  14. Cloud Point Extraction of Polycyclic Aromatic Hydrocarbons in Aqueous Solution with Nonionic Surfactants
  15. Influence of Alcohols on Micellar and Release Balances of Cationic Surfactant – Carbethopendecinium Bromide (Septonex)
  16. Synthesis
  17. Synthesis and Characterization of Series of Soft-Template Agents for Mesoporous Materials
  18. The Role of Surface Active Agents in Sulfonation of Double Bonds
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