Chiroptical switching based on photoinduced proton transfer between homopolymers bearing side-chain spiropyran and azopyridine moieties

Luigi Angiolini, Tiziana Benelli, Loris Giorgini, Francisco Raymo

Research output: Contribution to journalArticle

21 Citations (Scopus)

Abstract

A novel optically-active polymeric methacrylate, bearing the (S)-3-hydroxy pyrrolidinyl group linked through the nitrogen atom to an azopyridine chromophore, was synthesized and investigated in combination with a polymeric methacrylate incorporating the photoisomerizable spiropyran chromophore in the sidechain. In the presence of acid, this system can be operated in solution to modulate the protonation of the azopyridine moieties by photoisomerizing the spiropyran component. In addition to UV-vis spectroscopy, the proton transfer process occurring between the macromolecular components can be also followed by CD spectroscopy, thus behaving as a chiroptical switch.

Original languageEnglish
Pages (from-to)2049-2060
Number of pages12
JournalMacromolecular Chemistry and Physics
Volume209
Issue number19
DOIs
StatePublished - Oct 7 2008

Fingerprint

Bearings (structural)
Proton transfer
Methacrylates
Chromophores
Homopolymerization
chromophores
protons
Protonation
Ultraviolet spectroscopy
nitrogen atoms
spectroscopy
Nitrogen
switches
Switches
Spectroscopy
Atoms
acids
Acids
spiropyran

Keywords

  • Amplification of chirality
  • Chiroptical switches
  • Photochromism
  • Polymeric azopyridine
  • Polymeric spiropyran

ASJC Scopus subject areas

  • Materials Chemistry
  • Polymers and Plastics
  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Condensed Matter Physics

Cite this

Chiroptical switching based on photoinduced proton transfer between homopolymers bearing side-chain spiropyran and azopyridine moieties. / Angiolini, Luigi; Benelli, Tiziana; Giorgini, Loris; Raymo, Francisco.

In: Macromolecular Chemistry and Physics, Vol. 209, No. 19, 07.10.2008, p. 2049-2060.

Research output: Contribution to journalArticle

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