Exploring Chromophore Tethered Aminoethers as Potential Photoinitiators for Controlled Radical Polymerization.

Abstract

Compounds 1,2, 3,4 containing various light absorbing chromophores attached covalently to a hindered aminoether (2,2,6,6-tetramethyl-1-piperidinyloxy (TEMPO) aminoether) were synthesized, and their photochemistry and photophysics studied in an attempt to develop photoinitiators for radical "living" polymerization. Significant shortening of the chromophore's triplet lifetime was observed in 1-4 as compared to analogous compounds containing no alkylated TEMPO moiety, which suggests an intramolecular quenching of the excited chromophore by the aminoether functionality. The efficiency of the quenching process depends on the chromophore. Employing 1-4 as unimolecular photoinitiators for styrene "living" polymerization was proven difficult due to rapid quenching of the excited state of the initiator by this monomer. Compound 4 was demonstrated as an initiator for controlled photopolymerization of methyl methacrylate.

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Document Details

Document Type
Technical Report
Publication Date
Nov 18, 1999
Accession Number
ADA370961

Entities

People

  • D. C. Neckers
  • J. H. Malpert
  • S. Hu
  • Xiaoxuan Yang

Organizations

  • Bowling Green State University

Tags

DTIC Thesaurus Topics

  • Absorption
  • Absorption Spectra
  • Alcohols
  • Alkenes
  • Carboxylic Acids
  • Chemical Reactions
  • Chemical Synthesis
  • Chemistry
  • Chromatography
  • Chromophores
  • Column Chromatography
  • Materials
  • Melting Point
  • Molecular Weight
  • Organic Chemistry
  • Polymerization
  • Spectra

Fields of Study

  • Chemistry

Readers

  • Molecular Photonics/Laser Physics
  • Organic Chemistry
  • Polymer Science and Technology