Synthesis of Aromatic Polyhedral Oligomeric Silsesquioxane (POSS) Dianilines for Use in High-Temperature Polyimides

Abstract

A series of novel aromatic Polyhedral Oligomeric SilSesquioxane (POSS) dianiline molecules has been synthesized for use in the preparation of high temperature aromatic polyimides. A general synthetic strategy was devised to improve the structure, yield, and utility of POSS dianilines over those currently available. Peripheral aromatic functionality was specifically incorporated in order to improve thermal properties and to increase compatibility with aromatic polymers. Silyloxy and/or aromatic functional groups were used to link the aniline groups to the POSS cage in order to ensure that this linkage was not a thermal weak point. Additionally, the stereochemistry of the aniline functionality has been varied to produce both meta- and para- isomers. The new dianiline monomers can be used to produce high molecular weight polyimide polymers. These dianilines have been incorporated both as pendants to the polymer backbone, and in a "bead-on-a-string" fashion by insertion into the polymer main-chain. In addition to producing POSS polyimides with superior thermal stability, these new monomers will allow full characterization and comparison of POSS-polyimides with differing structures in order to delineate the structure-property relationships of POSS and polymer architectures.

Open PDF

Document Details

Document Type
Technical Report
Publication Date
May 01, 2012
Accession Number
ADA613898

Entities

People

  • Gregory R. Yandek
  • Joseph M Mabry
  • Sean M. Ramirez
  • Timothy S. Haddad
  • Vandana Vij

Organizations

  • Air Force Research Laboratory

Tags

DTIC Thesaurus Topics

  • Acetic Acid
  • Air Force Research Laboratories
  • Chemistry
  • Glass Transition Temperature
  • High Temperature
  • Materials
  • Materials Processing
  • Materials Testing
  • Molecular Weight
  • Molecules
  • Plastics
  • Polymers
  • Resins
  • Single Crystals
  • Thermal Properties
  • Thermal Stability
  • Thermosetting Plastics

Fields of Study

  • Chemistry

Readers

  • Polymer Science and Technology