Startseite Synthesis of Quaternary Derivatives of Ortho-Coco Di-Amido Toluene and Investigation of these Compounds as Cationic Bitumen Emulsifier
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Synthesis of Quaternary Derivatives of Ortho-Coco Di-Amido Toluene and Investigation of these Compounds as Cationic Bitumen Emulsifier

  • Masoumeh Hassanzadeh , Leila Tayebi , Hedieh Dezfouli , Masoud Kambarani und Parviz Ahmadi Avval
Veröffentlicht/Copyright: 1. März 2013
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Tenside Surfactants Detergents
Aus der Zeitschrift Tenside Surfactants Detergents Band 49 Heft 3

Abstract

Bitumen emulsions are preferred over conventional pavement systems due to their biologically and environmentally acceptable formulation, safety, low viscosity, storage stability, and cost effectiveness. The present investigation deals with the systematic study to synthesize ortho-cocodi-amido toluene and four quaternary derivatives by amidation of coconut oil and ortho toluene diamine (OTD), followed by quaternization with formaldehyde, formic acid mixture, and acrylonitrile, resulted in a new quaternary compound useful as cationic emulsifier in bitumen emulsions. The roles of temperature and reaction time in determining optimum conditions were investigated as well. Emulsifying behavior of these quaternary compounds was studied by sieve residue test, settlement and storage stability test of emulsified asphalt, and water solubility. The results show that the acrylonitrile imidazolinium derivative of o-cocodi-amido toluene (VI) can be used as a rapid-medium setting emulsifier.

Kurzfassung

Bitumenemulsionen sind gegenüber konventionellen Straßenbelägen bevorzugt aufgrund ihrer akzeptablen biologischen und umweltfreundlichen Formulierung, Sicherheit, geringen Viskosität, Lagerstabilität und Wirtschaftlichkeit. Diese Untersuchung behandelt systematisch die Synthese von ortho-Cocodiamidotoluen und vier seiner Derivate, die aus der Amidierung von Kokosöl und ortho-Diamintoluen (OTD) mit anschließender Quarternisierung mittels Formaldehyd, einer Ameisensäuremischung und Acetonitril erhalten werden. Die erhaltenen neuen quartären Verbindungen können als kationische Emulgatoren für Bitumen eingesetzt werden. Es wurde ebenfalls der Einfluss der Temperatur und der Reaktionszeit auf die optimalen Reaktionsbedingungen untersucht. Das Emulgierverhalten der quarternären Verbindungen wurde bestimmt mit dem Siebrückstandstest, dem Absetztest, dem Test der Lagerstabilität von emulgiertem Asphalt und dem Test der Wasserlöslichkeit. Die Ergebnisse machen deutlich, dass das Acrylnitrilimidazoliniumderivat des ortho-Cocodiamidotoluen (VI) als schnell-mittelschnell absetzende Emulgatoren eingesetzt werden können.

Key words:: Bitumen emulsion; emulsifier; surfactant; o-cocodi-amidotoluene; quaternized o-cocodi-amido toluene
Stichwörter:: Bitumenemulsion; Emulgator; Tensid; ortho-Cocodiamidotoluen; quarterisierte ortho-Cocodiamidotoluen
1 Dr. Masoumeh Hassanzadeh, Designing Chemical Process Research Group, ACECR, Tehran University, Tehran, Iran, Tel.: +98(21)-66955069, Fax: +98(21)-66955070. E-mail:

Masoumeh Hassanzadeh was born in August 1971. She received her B.Sc. and M.Sc. degrees in organic chemistry from Shahid Beheshti University in Tehran, Iran. She started her work at ACECR-University of Tehran branch, as a researcher from 1995 to 2001. After that she has became a faculty of Design Chemical Processes Research Group from 2001 to present. Her fields of interest are synthesis and analysis of surfactants and emulsifiers and she has carried out about 20 projects in this field in laboratory, bench, pilot and industry scales as a colleague or head of projects.

Leila Tayebi was born in August 1976. She studied Chemistry (B.Sc.) at Shahid Beheshti University. Afterwards she received a master degree in Inorganic Chemistry from Alzahra University, in Tehran, Iran. Since 2009, she is working at Design Chemical Processes Research Group, ACECR-University of Tehran branch, as a researcher with a research field of surfactants and emulsifiers.

Hedieh Dezfouli was born in July 1970. She studied Chemistry (B.Sc.) at University of Gilan. Afterwards she received a master degree in Inorganic Chemistry from Razi University, in Kermanshah, Iran. Since 2008, she is working at Design Chemical Processes Research Group, ACECR-University of Tehran branch, as a researcher with a research field of surfactants and emulsifiers.

Masoud Kambarani was born in May 1969. He received his B.Sc. degree in chemical engineering from University of Tehran, and M.Sc. degree from Sharif University and now he has a PhD student in faculty of engineering at Tehran University. He has been working on basic and detail design and scale up of chemical processes, especially about surfactants, as a colleague or head of research group, for about 15 years.

Parviz Ahamahi Avval was born in December 1961. He received his B.Sc. degree in chemistry from Shahid Beheshti University. He worked at ACECR-shahid beheshti University branch, as a researcher and faculty from 1984 to 2005. Since 2005 he is working at Design Chemical processes research group of ACECR at Tehran University branch. His fields of interest are synthesis of organic compounds, surfactant, amine derivatives and isothiazolone compounds.

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Received: 2011-10-15
Revised: 2011-12-19
Published Online: 2013-03-01
Published in Print: 2012-05-01

© 2012, Carl Hanser Publisher, Munich

Artikel in diesem Heft

  1. Contents/Inhalt
  2. Contents
  3. Abstracts
  4. Abstracts
  5. 7th European Detergents Conference (EDC)
  6. Biosurfactants as Antimicrobial Ingredients for Cleaning Products and Cosmetics
  7. Scientific Results and Economic Effects from the Centre for Surfactants Based on Natural Products (SNAP)
  8. Application
  9. Preparation and Performance of Catanionic Surfactants
  10. Environmental Chemistry
  11. Acrylic Acid-Allylpolyethoxy Carboxylate Copolymer Dispersant for Calcium Carbonate and Iron(III) Hydroxide Scales in Cooling Water Systems
  12. Novel Surfactants
  13. Lyotropic Liquid Crystals Formed in Brij35/Copolymer/Water System
  14. Physical Chemistry
  15. Micellization of Alkyl Trimethyl Ammonium Bromides in Aqueous Solutions–Part 1: Critical Micelle Concentration (CMC) and Ionization Degree
  16. Review
  17. Electrical Properties of PANI/Chalcogenide Junctions Doped with Ionic Liquids Anions
  18. Synthesis
  19. Synthesis of Quaternary Derivatives of Ortho-Coco Di-Amido Toluene and Investigation of these Compounds as Cationic Bitumen Emulsifier
  20. Synthesis and Surface Activity of Guerbet Betaine Surfactants with Ethylene Oxide Groups
  21. Research Group Portrait
  22. Investigations in the Stranski-Laboratorium of the TU Berlin – Physical Chemistry of Colloidal Systems – Going Towards Complexity and Functionality
https://doi.org/10.3139/113.110189
Schlagwörter für diesen Artikel
Bitumen emulsion; emulsifier; surfactant; o-cocodi-amidotoluene; quaternized o-cocodi-amido toluene

Artikel in diesem Heft

  1. Contents/Inhalt
  2. Contents
  3. Abstracts
  4. Abstracts
  5. 7th European Detergents Conference (EDC)
  6. Biosurfactants as Antimicrobial Ingredients for Cleaning Products and Cosmetics
  7. Scientific Results and Economic Effects from the Centre for Surfactants Based on Natural Products (SNAP)
  8. Application
  9. Preparation and Performance of Catanionic Surfactants
  10. Environmental Chemistry
  11. Acrylic Acid-Allylpolyethoxy Carboxylate Copolymer Dispersant for Calcium Carbonate and Iron(III) Hydroxide Scales in Cooling Water Systems
  12. Novel Surfactants
  13. Lyotropic Liquid Crystals Formed in Brij35/Copolymer/Water System
  14. Physical Chemistry
  15. Micellization of Alkyl Trimethyl Ammonium Bromides in Aqueous Solutions–Part 1: Critical Micelle Concentration (CMC) and Ionization Degree
  16. Review
  17. Electrical Properties of PANI/Chalcogenide Junctions Doped with Ionic Liquids Anions
  18. Synthesis
  19. Synthesis of Quaternary Derivatives of Ortho-Coco Di-Amido Toluene and Investigation of these Compounds as Cationic Bitumen Emulsifier
  20. Synthesis and Surface Activity of Guerbet Betaine Surfactants with Ethylene Oxide Groups
  21. Research Group Portrait
  22. Investigations in the Stranski-Laboratorium of the TU Berlin – Physical Chemistry of Colloidal Systems – Going Towards Complexity and Functionality
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