116453-92-0Relevant articles and documents
A Molecular Chameleon: Reversible pH- and Cation-Induced Control of the Optical Properties of Phthalocyanine-Based Complexes in the Visible and Near-Infrared Spectral Ranges
Safonova, Evgeniya A.,Martynov, Alexander G.,Nefedov, Sergey E.,Kirakosyan, Gayane A.,Gorbunova, Yulia G.,Tsivadze, Aslan Yu.
, p. 2450 - 2459 (2016)
A series of novel nonperipherally substituted tetra-15-crown-5-dibutoxyoxanthrenocyanines (H2, Mg, Zn), acting as chameleons with the unique properties of switchable absorption and emission in the near-infrared (NIR) spectral range have been synthesized and characterized by X-ray diffraction. The attachment of 15-crown-5-α-dibutoxyoxanthreno moieties to phthalocyanine is responsible for the high solubility of the resulting molecules and the red shift of the Q band to the NIR region and offers a unique possibility for postsynthetic modification of the optical properties of the molecules. Both aggregation of phthalocyanine and its participation in an acid-base equilibrium strongly alter their optical properties. For example, the absorption of complexes can be reversibly tuned from 686 up to 1028 nm because of the cation-induced formation of supramolecular dimers or subsequent protonation of meso-N atoms orf macrocycle, in contrast to peripherally substituted tetra-15-crown-5-phthalocyanines without oxanthrene moieties. The reversibility of these processes can be controlled by the addition of [2.2.2]cryptand or amines. All investigated compounds exhibit fluorescence with moderate quantum yield, which can also be switched between the ON and OFF states by the action of similar agents.
The Development of Solid Spectral Filters for the Regulation of Plant Growth
Van Haeringen,West,Davis,Gilbert,Hadley,Pearson,Wheldon,Henbest
, p. 407 - 413 (2007/10/03)
Phthalocyanine derivatives have been prepared and incorporated into polymer films for use as spectral filters for the modification of plant growth. The unusual absorption characteristics of phthalocyanines, notably the narrow absorption band in the visible region of the electromagnetic spectrum, allows the selective filtering of wavelengths necessary for excitation of either of the two isomeric phytochrome species. The resulting change in the photostationary state for the phytochrome is shown to have a marked effect on the growth characteristics of both chrysanthemums and antirrhinums. Chrysanthemums (short-day plants) grown under a far-red-absorbing film showed a reduction in height (≈14%) and internodal length compared to those grown under a red-absorbing film or a control with no absorption in the visible part of the spectrum; both leaf number and time to flowering were not affected by the presence of the spectral filter. For antirrhinums (long-day plants) both a reduction in height and a substantial increase in leaf area (70%) of the plants grown under the far-red-absorbing film were observed, although flowering was delayed. The potential of these filters as replacements for chemical plant growth regulators is discussed.
