We found a match
Your institution may have access to this item. Find your institution then sign in to continue.
- Title
Photoinduced Color Change and Photomechanical Effect of Naphthalene Diimides Bearing Alkylamine Moieties in the Solid State.
- Authors
Matsunaga, Yuki; Goto, Kenta; Kubono, Koji; Sako, Katsuya; Shinmyozu, Teruo
- Abstract
Photoinduced color change of naphthalene diimides (NDIs) bearing alkylamine moieties has been observed in the solid state. The color change is attributed to the generation of a NDI radical-anion species, which may be formed through a photoinduced electron-transfer process from the alkylamine moiety to the NDI. The photosensitivity of NDIs is highly dependent on the structures of the alkylamine moieties. Crystallographic analysis, kinetic analysis, UV/Vis/NIR spectroscopic measurements, and analysis of the photoproduct suggested that a radical anion was formed through an irreversible process initiated by proton abstraction between an amine radical cation and the neutral amine moiety. The radical anions formed stacks including mixed-valence stacks and radical-anion stacks, as shown by the broad absorption bands in near-IR spectra. These photosensitive NDIs also showed crystal bending upon photoirradiation, which may be associated with a change in the intermolecular distance of the NDI stacks by the formation of monomeric radical anions, mixed-valence stacks, and radical-anion stacks.
- Subjects
NAPHTHALENE synthesis; COLOR change sensors; PHOTOINDUCED electron transfer; PHOTOMECHANICAL processes; SOLID state physics
- Publication
Chemistry - A European Journal, 2014, Vol 20, Issue 24, p7309
- ISSN
0947-6539
- Publication type
Article
- DOI
10.1002/chem.201304849