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Synthesis of Cationic Surfactant Intermediates 3-(dimethylamino)-propane-1,2-di-alkylcarbamate

  • S.-M. Zhang , W.-H. Qiao , Y.-X. Chen and D.-L. Liu
Published/Copyright: April 2, 2013
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Tenside Surfactants Detergents
From the journal Tenside Surfactants Detergents Volume 46 Issue 4

Abstract

Two cationic surfactant intermediates were synthesized by improved method. The alkyl isocyanates, dodecyl isocyanate (1a) and tetradecyl isocyanate (1b), were synthesized by corresponding alkyl amines and bis(trichloromethyl) carbonate (BTC) in anhydrous toluene. The yield of 1a–b reached 86%, the product was colorless liquid and the purity was measured more than 98% by GC. The target products, 3-(dimethylamino)propane-1,2-di-dodecylcarbamate (2a) and 3-(dimethylamino)propane-1,2-di-tetradecylcarbamate (2b) were synthesized by 1-dimethylamino-2,3-propanediol and alkyl isocyanates with triethylamine as catalyst, the yield of 2a–b was 65%.

Kurzfassung

Zwei Zwischenprodukte für kationische Tenside wurden mit einer verbesserten Methode synthetisiert. Alkylisocyanat, Dodecylisocyanat (1a) und Tetradecylisocyanat (1b) wurden mit entsprechenden Alkylaminen und Bis(trichlormethyl)carbonat (BTC) in wasserfreiem Toluol synthetisiert. Die Ausbeute von 1a–b als farblose Flüssigkeit erreichte 86% bei einem durch GC bestimmten Reinheitsgrad von über 98%. Die Zielprodukte 3-(Dimethylamino)propan-1,2-di-alkylcarbamat (2a) und 3-(Dimethylamino)propan-1,2-Di-tetradecylcarbamat (2b) wurden mit Triethylamin als Katalysator aus 1-Dimethylamino-2,3-propandiol und Alkylisocyanaten bei einer Ausbeute von 65% (2a–b) synthetisiert.

Key words:: Synthesis; cationic surfactant; 3-(dimethylamino)propane-1,2-di-alkylcarbamate
Stichwörter:: Synthese; kationisches Tensid; 3-(Dimethylamino)propan-1,2-di-alkylcarbamat
∗ Wei-hong Qiao, State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian, 116012, P.R. China, E-Mail:

Shumin Zhang was born in 1983. He obtained his Bachelor's Degree from Qingdao University of Science and Technology in 2003. He is now taking a masters degree in the synthesis and physical chemistry of surfactants at Dalian University of Technology.

Weihong Qiao was born in 1968. She obtained a Master's Degree from Dalian University of Technology in 1994 and a PhD from the same university in 2000. Since 1994, she has been teaching and working at Dalian University of Technology. Her main field of research is the synthesis and physical chemistry of surfactants.

Yanxiang Chen was born in 1985. He obtained his Bachelor's Degree from Dalian University of Technology in 2005 and a Master's Degree from the same university in 2008.

Dongliang Liu was born in 1971. He obtained his Bachelor's Degree from Dalian University of Technology in 1997 and a PhD from the same university in 2006. Since 2006, he has been teaching and working at Donghua University.

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Received: 2009-01-14
Revised: 2009-04-20
Published Online: 2013-04-02
Published in Print: 2009-07-01

© 2009, Carl Hanser Publisher, Munich

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https://doi.org/10.3139/113.110028
Keywords for this article
Synthesis; cationic surfactant; 3-(dimethylamino)propane-1,2-di-alkylcarbamate

Articles in the same Issue

  1. Contents/Inhalt
  2. Contents
  3. Abstracts
  4. Abstracts
  5. Application
  6. Phase Behavior of Engkabang Fat with Nonionic Surfactants
  7. Environmental Chemistry
  8. Liquid Chromatography with Fluores-cence Detection as a Tool for Separation of Endocrine Disrupting Alkylphenols and their Mono- and Diethoxylates in Analysis of River Water Samples
  9. Removal of Brilliant Blue R from Aqueous Solutions on Activated Carbon Produced from Carbonaceous Substrate
  10. Physical Chemistry
  11. Synthesis and Surface Properties of Trisiloxane-modified Oligo(ethylene oxide)
  12. Kinetic and Mechanistic Study of the Influence of Micelles on the Oxidation of Acetone by N-Bromophthalimide in Aqueous Acetic Acid Medium
  13. Synthesis
  14. Synthesis of Cationic Surfactant Intermediates 3-(dimethylamino)-propane-1,2-di-alkylcarbamate
  15. Technical Chemistry
  16. Olefins Derived from Vegetable Oils and their Utilization in Preparation of Surface Active Agent
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