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Diarylpyrenes vs. diaryltetrahydropyrenes: Crystal structures, fluorescence, and upconversion photochemistry

Paper ID Volume ID Publish Year Pages File Format Full-Text
26814 43980 2013 9 PDF Available
Title
Diarylpyrenes vs. diaryltetrahydropyrenes: Crystal structures, fluorescence, and upconversion photochemistry
Abstract

•We report the preparation and characterization of 2,7-diaryl-4,5,9,10-tetrahydropyrenes and 2,7-diarylpyrenes.•The X-ray crystal structures of the complete series are reported.•The thorough photophysical properties of these compounds in solution and in solid state/thin films are discussed.•One of the compounds of unity fluorescence quantum efficiency was successfully employed as the emitter in a low power upconversion scheme.

The synthesis of two series of substituted 2,7-diaryl-4,5,9,10-tetrahydropyrenes (1a–c) and 2,7-diarylpyrenes (2a–c) is reported; the opposing phenyl tips being terminated with tBu (a), OCH3 (b), or F (c) to impart variation in electronic properties. X-ray crystallographic analysis of the six compounds revealed edge-to-face packing predominately due to van der Waals forces in the solid state in all instances. The photophysical properties of these compounds were investigated in solution and in solid state/thin films. Since the 2,7-bis(4-tert-butylphenyl)tetrahydropyrene 1a possesses unity fluorescence quantum efficiency, it was successfully employed as the emitter in a low power upconversion scheme featuring fac-Ir(ppy)3 [ppy = 2-phenylpyridine] as the photosensitizer.

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Keywords
Pyrene; Tetrahydropyrene; OLED; Upconversion photochemistry
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Diarylpyrenes vs. diaryltetrahydropyrenes: Crystal structures, fluorescence, and upconversion photochemistry
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Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 272, 15 November 2013, Pages 49–57
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
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Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
100% Money Back Guarantee
Full-text PDF Download
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Any Questions? feel free to contact us