SYNTHESIS, CHARACTERIZATION, AND ESTERESTER INTERCHANGE STUDY OF THE MIXED ESTER 2-ETHYLHEXYL BENZYL AZELATE.

Abstract

New components are in demand for low-temperature instrument oils. To meet this demand two new esters, bis(3,4-dichlorobenzyl) Beta-methyladipate and 2ethylhexyl benzyl azelate, were synthesized and although both esters possessed the required high surface tensions (43.6 and 33.4 dynes/cm at 20C, respectively), only the azelate had a suitable viscosity for low-temperature application. This mixed ester, 2-ethylhexyl benzyl azelate, were prepared by the esterification of the half ester, 2ethylhexyl hydrogen azelate, with a large excess of benzyl alcohol. A study was made of the disproportionation of 2-ethylhexyl benzyl azelate into two symmetrical diesters: 2(2-ethylhexyl benzyl azelate) reversibly yields dibenzyl azelate + bis(2-ethylhexyl) azelate. The reaction rates for this ester-ester interchange were found to be too small to restrict the desired application of the mixed ester at temperatures below 100C. (Author)

Document Details

Document Type
Technical Report
Publication Date
Jan 08, 1965
Accession Number
AD0612092

Entities

People

  • J. G. O'rear
  • P. J. Sniegoski

Organizations

  • United States Naval Research Laboratory

Tags

DTIC Thesaurus Topics

  • Chemical Reaction Properties
  • Chemical Reactions
  • Disproportionation
  • Hydrogen
  • Low Temperature
  • Physical Properties
  • Surface Tension
  • Viscosity

Readers

  • Polymer Science and Engineering.
  • Quantum Chemistry