Efficient intersystem crossing using singly halogenated carbomethoxyphenyl porphyrins measured using delayed fluorescence, chemical quenching, and singlet oxygen emission

Literature Information

Publication Date 2015-10-06
DOI 10.1039/C5CP04359J
Impact Factor 3.676
Authors

Dawn M. Marin, Sonia Payerpaj, Graham S. Collier, Angy L. Ortiz, Gaurav Singh, Marcus Jones, Michael G. Walter


View Original

Abstract

Sensitizers with high triplet quantum yields are useful for generating photovoltaics, photocatalysts and photodynamic therapy agents with increased efficiency. In this study, the heavy atom effect was used to optimize the triplet and singlet oxygen quantum yields of 5,10,15,20-tetrakis(4-carbomethoxyphenyl)porphyrin (1-TCM4PP). The triplet quantum yields, determined using delayed fluorescence, was calculated as 0.35 for 1-TCM4PP, 0.75 for 5,10,15-tris(4-carbomethoxyphenyl)-20-(4-bromophenyl)porphyrin (2-TBCM3PP) and 0.88 for 5,10,15-tris(4-carbomethoxyphenyl)-20-(4-iodophenyl)porphyrin (3-TCM3IPP). Chemical quenching of 1,3-diphenylisobenzofuran and singlet oxygen emission studies rendered an average singlet oxygen quantum yield of 0.51, 0.75, and 0.90 for TCM4PP, TBCM3PP and TCM3IPP respectively. These photophysical properties indicate that a single halogen atom is capable of transforming TCM4PP into a sensitizer with strong triplet character. This is useful for generating singlet oxygen for photodynamic therapy, creating a long lasting reactive species for catalysis and for extending diffusion lengths in photovoltaic applications while retaining three molecular modification points for further functionalization.

Related Literature

Mesoscopic modelling of frustration in microemulsions

Magali Duvail, Jean-François Dufrêche, Lise Arleth, Thomas Zemb

2013-03-18 Paper

DOI: 10.1039/C3CP43981J

Hydrogen adsorption and desorption at the Pt(110)-(1×2) surface: experimental and theoretical study

Kees-Jan Weststrate, Ludo Juurlink

2013-03-05 Paper

DOI: 10.1039/C3CP44503H

Electron tunneling from electronically excited states of isolated bisdisulizole-derived trianion chromophores following UV absorption

Marc-Oliver Winghart, Michael Kühn, Andreas-Neil Unterreiner, Thomas J. A. Wolf, Phuong D. Dau, Hong-Tao Liu, Dao-Ling Huang, Lai-Sheng Wang

2013-03-18 Paper

DOI: 10.1039/C3CP50497B

Nature of proton transport in a water-filled carbon nanotube and in liquid water

Ji Chen, Qianfan Zhang, Angelos Michaelides, Enge Wang

2013-03-07 Paper

DOI: 10.1039/C3CP50218J

Visible light initiated and collapsed resistive switching in TbMnO3/Nb:SrTiO3 heterojunctions

Yimin Cui, Wei Liu, Rongming Wang

2013-03-14 Paper

DOI: 10.1039/C3CP00132F

Interpretation of experimental hydrogen-bond enthalpies and entropies from COSMO polarisation charge densities

Jens Reinisch, Frank Eckert, Jérôme Graton, Jean-Yves Le Questel

2013-03-22 Paper

DOI: 10.1039/C3CP44611E

The effect of axial ligand on the oxidation of syringyl alcohol by Co(salen) adducts

Thomas Elder, Joseph J. Bozell, Diana Cedeno

2013-04-03 Paper

DOI: 10.1039/C3CP44404J

Non-bonding interactions and internal dynamics in CH2F2⋯H2CO: a rotational and model calculations study

Qian Gou, Gang Feng, Luca Evangelisti, Alberto Lesarri, Emilio J. Cocinero, Walther Caminati

2013-03-01 Paper

DOI: 10.1039/C3CP50306B

Benchmark quantum-chemical calculations on a complete set of rotameric families of the DNA sugar–phosphate backbone and their comparison with modern density functional theory

Arnošt Mládek, Miroslav Krepl, Michal Otyepka, Pavel Banáš, Marie Zgarbová, Petr Jurečka

2013-03-18 Paper

DOI: 10.1039/C3CP44383C

An etched nanoporous Ge anode in a novel metal–air energy conversion cell

Sunghyun Uhm

2013-03-07 Paper

DOI: 10.1039/C3CP50885D

You might also like

Compound Q&A

What is the market or research trend for N-(4-Methoxybenzyl)-2-pyridinamine (CAS: 52818-63-0)?

N-(4-Methoxybenzyl)-2-pyridinamine (CAS: 52818-63-0) is increasingly being used ...

52818-63-0N-(4-Methoxybenzyl)-...
Compound Q&A

What precautions should be taken when handling Ethyl 4-(2-chlorophenyl)-1,3-thiazole-2-carboxylate (CAS: 1050507-06-6)?

When handling Ethyl 4-(2-chlorophenyl)-1,3-thiazole-2-carboxylate, appropriate p...

1050507-06-6Ethyl 4-(2-chlorophe...
Compound Q&A

What regulatory guidelines apply to diethyldiselane (CAS: 628-39-7)?

Diethyldiselane (CAS: 628-39-7) is classified under the Globally Harmonized Syst...

628-39-7Diethyldiselane
Compound Q&A

What is the market or research trend for oxocopper (CAS: 12053-18-8)?

The market for oxocopper (CAS: 12053-18-8) is primarily driven by its use in cat...

12053-18-8oxocopper; oxo-(oxoc...
Compound Q&A

What is the market or research trend for 5-{[(2-Methyl-2-propanyl)oxy]carbonyl}-5-azaspiro[2.4]heptane-7-carboxylic acid?

The market for 5-{[(2-Methyl-2-propanyl)oxy]carbonyl}-5-azaspiro[2.4]heptane-7-c...

1268519-54-55-{[(2-Methyl-2-prop...
Compound Q&A

What is 2-(1-Pyrrolidinyl)-4-pyridinamine (CAS: 35981-63-6)?

2-(1-Pyrrolidinyl)-4-pyridinamine is a chemical compound with the CAS number 359...

35981-63-62-(1-Pyrrolidinyl)-4...
Compound Q&A

What are the physical and chemical properties of 2-(3-Pyridinyl)-1-azabicyclo[2.2.2]octane (CAS: 91556-75-1)?

2-(3-Pyridinyl)-1-azabicyclo[2.2.2]octane (CAS: 91556-75-1) is a crystalline sol...

91556-75-12-(3-Pyridinyl)-1-az...
Compound Q&A

How is (S)-Alpha-allyl-proline hydrochloride (CAS: 129704-91-2) typically synthesized?

(S)-Alpha-allyl-proline hydrochloride is usually synthesized via a Wittig reacti...

129704-91-2(S)-Alpha-allyl-prol...
Compound Q&A

What is 3-Methyl-1,2-oxazole-5-carboxylic acid (CAS: 4857-42-5)?

3-Methyl-1,2-oxazole-5-carboxylic acid (CAS: 4857-42-5) is an organic compound w...

4857-42-53-Methyl-1,2-oxazole...
Compound Q&A

How is Lys-SMCC-DM1 (CAS: 1281816-04-3) typically synthesized?

Lys-SMCC-DM1 is synthesized via a multi-step process involving the coupling of S...

1281816-04-3Lys-SMCC-DM1

Source Journal

Physical Chemistry Chemical Physics

Physical Chemistry Chemical Physics
CiteScore: 5.5
Self-citation Rate: 10.3%
Articles per Year: 3036

Physical Chemistry Chemical Physics (PCCP) is an international journal co-owned by 19 physical chemistry and physics societies from around the world. This journal publishes original, cutting-edge research in physical chemistry, chemical physics and biophysical chemistry. To be suitable for publication in PCCP, articles must include significant innovation and/or insight into physical chemistry; this is the most important criterion that reviewers and Editors will judge against when evaluating submissions. The journal has a broad scope and welcomes contributions spanning experiment, theory, computation and data science. Topical coverage includes spectroscopy, dynamics, kinetics, statistical mechanics, thermodynamics, electrochemistry, catalysis, surface science, quantum mechanics, quantum computing and machine learning. Interdisciplinary research areas such as polymers and soft matter, materials, nanoscience, energy, surfaces/interfaces, and biophysical chemistry are welcomed if they demonstrate significant innovation and/or insight into physical chemistry. Joined experimental/theoretical studies are particularly appreciated when complementary and based on up-to-date approaches.

Recommended Suppliers

Disclaimer
This page provides academic journal information for reference and research purposes only. We are not affiliated with any journal publishers and do not handle publication submissions. For publication-related inquiries, please contact the respective journal publishers directly.
If you notice any inaccuracies in the information displayed, please contact us at support@chemtradehub.com. We will promptly review and address your concerns.