Phthalocyanine-corannulene conjugates: Synthesis, complexation studies with a pyridyl-functionalized C60 fullerene, and photophysical properties

2020 ◽  
Vol 24 (01n03) ◽  
pp. 410-415 ◽  
Author(s):  
Juan A. Suanzes ◽  
Sumit Chaurasia ◽  
Rafael M. Krick Calderon ◽  
Dirk M. Guldi ◽  
Giovanni Bottari ◽  
...  
Keyword(s):  
Photophysical Properties ◽  
Supramolecular Interactions ◽  
C60 Fullerene ◽  
Time Resolved ◽  
Complexation Studies ◽  
Donor Acceptor ◽  
Photophysical Studies ◽  
Covalently Linked ◽  
Photoinduced Charge

We report here the synthesis and characterization of some novel Zn(II)phthalocyanine (Pc)-corannulene conjugates and their complexation ability towards a pyridyl-functionalized C[Formula: see text] fullerene through metal-ligand supramolecular interactions. Steady-state and time-resolved photophysical studies carried out on these electron donor–acceptor (D–A) Zn(II)Pc-corannulene/C[Formula: see text] ensembles indicate the formation of photogenerated charge-separated species. Interestingly, a stabilization of the photoinduced charge-separated state is observed in the case of the D–A supramolecular complexes comprising the corannulene-substituted Zn(II)Pcs when compared to their non-corannulene functionalized Zn(II)Pc analogues. We rationalize this stabilizing effect of the charge-separated state exerted by the corannulene as a result of the increased [Formula: see text]-extension and augmented hydrophobicity of the Zn(II)Pc core by the covalently-linked polyaromatic hydrocarbon (PAH) fragment.

Identification and Characterization of Redox Sites in Supramolecular Systems and Their Relevance for the Design of Photoactive Devices. Ru(II)/C60-Based Donor-Acceptor Dyads

2001 ◽  
Vol 66 (2) ◽  
pp. 276-290 ◽  
Author(s):  
Maurizio Carano ◽  
Paola Ceroni ◽  
Michele Maggini ◽  
Massimo Marcaccio ◽  
Enzo Menna ◽  
...  
Keyword(s):  
Ruthenium Complex ◽  
Azomethine Ylide ◽  
Electronic Interactions ◽  
Redox Sites ◽  
Ligand Charge Transfer ◽  
Donor Acceptor ◽  
Dinuclear Ruthenium ◽  
Photophysical Studies ◽  
Covalently Linked

Two dyads consisting of a mononuclear or a dinuclear ruthenium complex covalently linked to a fullerenopyrrolidine through a rigid androstane spacer, have been prepared through azomethine ylide cycloaddition to C60. Electrochemical and photophysical studies revealed that ground-state electronic interactions between the dinuclear ruthenium chromophore and the fullerenopyrrolidine moiety are small. The redox series observed for the dyads correspond to the superimposition of the reduction patterns of the fullerene core and of the Ru(II)-bipyridine moieties. The results of the electrochemical investigation allow us to rationalize the photophysical behaviour of the two species by identifying the thermodynamically allowed and forbidden routes for the deactivation of the Ru-based metal-to-ligand charge transfer (MLCT) excited state.

Synthesis and photophysical properties of extended π conjugated naphthalimides

2017 ◽  
Vol 16 (4) ◽  
pp. 539-546 ◽  
Author(s):  
C. Rémy ◽  
C. Allain ◽  
I. Leray
Keyword(s):  
Charge Transfer ◽  
Dft Calculations ◽  
Photophysical Properties ◽  
Photoinduced Charge Transfer ◽  
Time Resolved ◽  
Time Resolved Spectroscopy ◽  
Td Dft ◽  
Photoinduced Charge

A series of π conjugated naphthalimide derivatives were prepared. Compounds display efficient photoinduced charge transfer in solution which was rationalized by time-resolved spectroscopy and modelled by TD-DFT calculations.

Electrochemical and spectroelectrochemical characterization of covalently-linked donor–acceptor model compound

1998 ◽  
Vol 43 (18) ◽  
pp. 2693-2698 ◽  
Author(s):  
Jie Zhang ◽  
Hao-ran Sun ◽  
Guo-yu Yang ◽  
Ke Wen ◽  
Lian-xiang Yu ◽  
...  
Keyword(s):  
Model Compound ◽  
Donor Acceptor ◽  
Covalently Linked

Synthesis and photophysical studies of non-covalently linked porphyrin dyads and triads

2007 ◽  
Vol 11 (02) ◽  
pp. 85-94 ◽  
Author(s):  
Punidha Sokkalingam ◽  
Sangita Santra ◽  
Ravikanth Mangalampalli
Keyword(s):  
Ring Current ◽  
Singlet State ◽  
Photophysical Properties ◽  
Spectroscopic Techniques ◽  
Current Effect ◽  
H Nmr ◽  
Nmr Study ◽  
Photophysical Studies ◽  
Ring Current Effect ◽  
Covalently Linked

Non-covalent porphyrin dyads and triads containing N 3 S porphyrin and RuN 4 porphyrin subunits were synthesized by treating meso-pyridyl-21-thiaporphyrin with RuTPP(CO)(EtOH) in toluene at refluxing temperature. The dyads and triads were characterized by various spectroscopic techniques and the properties were compared with the reported dyad containing N 4 and RuN 4 porphyrin subunits. The 1 H NMR study of dyads and triads indicated that the inner NH , β-heterocycle and meso-pyridyl protons of the 21-thiaporphyrin unit experienced large upfield shifts as compared to their corresponding monomeric meso-pyridyl-21-thiaporphyrins due to the ring current effect of RuTPP(CO) subunit. The singlet state photophysical properties of N 3 S porphyrin subunit in dyads and triads showed 50-80% quenching of fluorescence as observed previously for N 4- RuN 4 dyad due to heavy ruthenium ion(s).

Supramolecular organization of phthalocyanines: from solution to surface

2009 ◽  
Vol 13 (04n05) ◽  
pp. 471-480 ◽  
Author(s):  
M. Victoria Martínez-Díaz ◽  
Giovanni Bottari
Keyword(s):  
Photophysical Properties ◽  
Building Blocks ◽  
Supramolecular Interactions ◽  
Supramolecular Organization ◽  
Supramolecular Systems ◽  
Ligand Interactions ◽  
Donor Acceptor ◽  
Interesting Class ◽  
Non Covalent Interactions ◽  
Covalent Interactions

Phthalocyanines are an interesting class of aromatic macrocycles which possess exciting electrical, redox and photophysical properties that make them ideal building blocks for applications in different technological fields. However, the incorporation of phthalocyanines into devices is often tied to the possibility of organizing these macrocycles into arrays using supramolecular interactions. To date, several supramolecular motifs such as hydrogen-bonding, donor-acceptor or metal-ligand interactions have been used to promote the phthalocyanines' organization in solution. Furthermore, such weak, non-covalent interactions have also been widely employed to foster the organization of these macrocycles in condensed phases such as liquid-crystals or thin films. This micro-review provides a brief overview of the contribution made by some research groups in Spain towards the preparation of organized phthalocyanine-based supramolecular systems.

Linking optical spectra to free charges in donor/acceptor heterojunctions: cross-correlation of transient microwave and optical spectroscopy

2021 ◽  
Author(s):  
Hyun Suk Kang ◽  
Samuel Peurifoy ◽  
Boyuan Zhang ◽  
Andrew J. Ferguson ◽  
Obadiah G. Reid ◽  
...  
Keyword(s):  
Optical Spectroscopy ◽  
Charge Separation ◽  
Cross Correlation ◽  
Optical Spectra ◽  
Time Resolved ◽  
Near Ir ◽  
Photoinduced Charge Separation ◽  
Donor Acceptor ◽  
Photoinduced Charge

Quantitative cross-correlation of time-resolved spectroscopies in the visible/near-IR and microwave regions provides deeper understanding of photoinduced charge separation across donor/acceptor heterojunctions than either technique alone.

Synthesis and photophysical studies of porphyrin-ferrocene conjugates

2007 ◽  
Vol 11 (10) ◽  
pp. 719-728 ◽  
Author(s):  
Hanaa Mansour ◽  
Mohamed E. El-Khouly ◽  
Shaban Y. Shaban ◽  
Osamo Ito ◽  
Norbert Jux
Keyword(s):  
Transient Absorption ◽  
Heavy Atom ◽  
Solvent Polarity ◽  
Separation System ◽  
Excited Singlet ◽  
Time Resolved ◽  
Quenching Efficiency ◽  
Donor Acceptor ◽  
Photophysical Studies ◽  
Atom Effect

The porphyrin-ferrocene conjugates ( P-nFc; n = 1, 2 and 4 ), which are simple examples of a donor-acceptor charge separation system, were synthesized. Their photoindued intramolecular and intermolecular processes have been investigated by time-resolved emission and nanosecond transient absorption techniques. Upon excitation of the porphyrins ( H 2P and ZnP ) moieties, an efficient fluorescence quenching of the excited singlet porphyrin is observed. It was found that the quenching efficiency increases with increasing number of attached ferrocene moieties and solvent polarity. The main quenching pathway involves (i) electron transfer from ferrocene to the singlet excited porphyrin and (ii) the heavy-atom effect.

Synthesis and characterization of donor-acceptor perylene based copolymers

2009 ◽  
Vol 1212 ◽  
Author(s):  
Erika Kozma ◽  
Filomena Munno ◽  
Dariusz Kotowski ◽  
Fabio Bertini ◽  
Silvia Luzzati ◽  
...  
Keyword(s):  
Electron Acceptor ◽  
Bulk Heterojunction ◽  
Energy Levels ◽  
Coupling Reaction ◽  
Heterojunction Solar Cells ◽  
Sonogashira Coupling Reaction ◽  
Palladium Catalyzed ◽  
Donor Acceptor ◽  
Photoinduced Charge

AbstractTwo donor-acceptor copolymers containing perylene diimide and oligothiophenes linked through triple bonds have been designed and synthesized by palladium catalyzed Sonogashira coupling reaction. The introduction of the triple bond spacer between the electron-acceptor perylene moieties and the electron donating oligothiophene moieties produces an extended conjugation along the main chain, and produces soluble and high molecular weight copolymers.The thermal, optical and electrochemical properties of these copolymers were examined. The HOMO-LUMO energy levels of these copolymers, along with the photoinduced charge transfer process, probed by photoluminescence quenching and by FTIR photoinduced absorption spectroscopy, in blends with poly(3-hexylthiophene) (P3HT), indicate that they are suitable materials for application as electron acceptor and n-type components in bulk heterojunction solar cells with P3HT.

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