The Controlled Functionalization of Polystyrene. Introduction of Reactive Groups by Multisite Metalation with Superbase and Reaction with Electrophiles.

Abstract

The controlled functionalization of polystyrene using a process of metallation with a potassium superbase followed by reaction with electrophiles is described. The method is advantageous because metallation is extremely efficient occurring rapidly even at room temperature, and the degree of functionalization can be controlled over a very broad range. Functionalization with trimethylsilyl groups allows effective monitoring and quantification of the metallation process. Other examples of modification include the introduction of small dendritic fragments by reaction with a dendron having an aldehydic focal point, or the introduction of carboxylic acid pendant groups. This method which has little effect on the polydispersity of the polymer has broad applicability for the functionalization of a wide spectrum of polymers containing active hydrogens and may also be used to prepare randomly branched or star structures.

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Document Details

Document Type
Technical Report
Publication Date
Jun 30, 1996
Accession Number
ADA310764

Entities

People

  • Jean Fréchet
  • Lubomir Lochmann

Organizations

  • Cornell University

Tags

Communities of Interest

  • Energy and Power Technologies

DTIC Thesaurus Topics

  • Alkanes
  • Alkenes
  • Bases (Chemistry)
  • Chemical Synthesis
  • Chemistry
  • Dielectric Polymers
  • Hydrocarbons
  • Hydrogen
  • Macromolecules
  • Materials
  • Metalation
  • Molecular Weight
  • Organic Chemistry
  • Polymers
  • Polystyrenes
  • Side Reactions
  • Spectra

Fields of Study

  • Chemistry

Readers

  • Organic Chemistry
  • Polymer Science and Technology
  • Systems Analysis and Design