Monofunctional Aminophenyl Polyhedral Oligomeric Silsesquioxanes - A Model for High Performance Nanocomposite Monomers

Abstract

An aminophenyl functionalized polyhedral silsesquioxane (POSS) was synthesized as a model monofunctional organic-inorganic hybrid monomer. A multistep procedure whereby an incompletely condensed POSS triol scaffold was "corner capped" with phenyltrichlorosilane and then the phenyl moiety was nitrated and subsequently reduced with Zn/HCl to form the desired aminophenylPOSS (POSS aniline). Mononitration and quantitative reduction to a monoamine was observed. Furthermore, the amine was isolated as the free base, and not as a salt. However, 1H COSY NMR spectroscopy indicates that a variety of POSS aniline isomers are formed, ortho disubstitution most prevalent (57%), with meta (38%), and para (5%).

Open PDF

Document Details

Document Type
Technical Report
Publication Date
Mar 26, 2002
Accession Number
ADA411127

Entities

People

  • Brent D. Viers
  • Rene I. Gonzalez
  • Timothy Haddad

Organizations

  • Air Force Research Laboratory

Tags

DTIC Thesaurus Topics

  • Air Force
  • Air Force Research Laboratories
  • Chemistry
  • Controlled Atmospheres
  • Department Of Defense
  • Information Operations
  • Inorganic Chemistry
  • Isomers
  • Light Scattering
  • Materials
  • Mechanical Properties
  • Military Research
  • Nanocomposites
  • Nitrobenzenes
  • Spectra
  • Structural Isomers
  • Two Dimensional

Fields of Study

  • Chemistry

Readers

  • Organic Chemistry
  • Polymer Science and Technology