Photophysical properties of tetraphenylporphyrinsubphthalocyanine conjugates

Abstract

Novel tetraphenylporphyrin-subphthalocyanine conjugates have been prepared and characterized. An analysis of their optical spectroscopy and electronic structures using fluorescence emission and MCD spectroscopy and TD-DFT calculations, demonstrates that the two chromophores do not interact to any significant extent.

Subphthalocyanines Axially Substituted with a Tetracyanobuta-1,3-diene–Aniline Moiety: Synthesis, Structure, and Physicochemical Properties

“…These singular cone-shaped, aromatic molecules show a strong absorption in the 550–650 nm region with excitation energies above 2.0 eV, high fluorescence quantum yields, a rich redox chemistry, and low reorganization energies . To date, several SubPc-based architectures have been prepared, in which the macrocycle has been connected, either covalently through functionalization at the SubPc’s peripheral and/or axial positions or via supramolecular interactions, to electroactive moieties such as fullerenes, ferrocenes, porphyrins, or phthalocyanines. , In these systems, the SubPc can act as electron donor or acceptor, depending on the macrocycle’s redox features, which are mostly determined by the nature of its peripheral substituents and the redox properties of its electroactive partner. For most of these SubPc-based D–A ensembles, photophysical studies in solution have shown the occurrence of photoinduced electron transfer resulting in the formation of intra- or intermolecular charge-separated species.…”

Electronic Energy Transfer in a Subphthalocyanine–Zn Porphyrin Dimer Studied by Linear and Nonlinear Ultrafast Spectroscopy

“…This dimer system was previously studied through steady-state experiments and calculations . The absorption and emission spectra of the ZnTPP-O-SubPc were shown to resemble the sum of the SubPc-Cl and ZnTPP-OH spectra, pointing to a weakly coupled system with negligible perturbation of the electronic structure of the two units as anticipated by Managa et al…”

“…This dimer system was previously studied through steadystate experiments and calculations. 33 The absorption and emission spectra of the ZnTPP-O-SubPc were shown to resemble the sum of the SubPc-Cl and ZnTPP-OH spectra, pointing to a weakly coupled system with negligible perturbation of the electronic structure of the two units as anticipated by Managa et al 33 The absorption spectrum of SubPc-Cl (Figure 2a) has a maximum centered at 17 668 cm −1 (566 nm) due to the 0−0 transition of the Q-band, as reported in the literature; 32 the vibronic progression matches well the spectra reported in the literature. The emission spectrum is a quasimirror image of the absorption, with a maximum at 17 421 cm −1 (574 nm), and the fluorescence quantum yield is 0.25.…”

“…SubPc-Cl, ZnTPP-OH, and ZnTPP-O-SubPc were synthesized and purified as previously reported 33 and used without further purification.…”

Subphthalocyanine encapsulated within MIL-101(Cr)-NH2 as a solar light photoredox catalyst for dehalogenation of α-haloacetophenones

“…18,19 It is expected that substitution of Cl-in SubPc-Cl by amino groups located on the MOFs cavities would result on the formation of a strongly bound composite that could exhibit visible light photoresponse due to the optical properties of SubPc. [20][21][22][23] Scheme 1 illustrates the incorporation procedure and the anchoring of SubPc-Cl through the -NH2 substituents.…”