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Effect of N-methyl and ethyl on phosphorescence of carbazole in cocrystals assembled by CI⋯π halogen bond, π-hole⋯π bond and other interactions using 1,4-diiodotetrafluorobenzene as donor

Paper ID Volume ID Publish Year Pages File Format Full-Text
26562 43963 2014 8 PDF Available
Title
Effect of N-methyl and ethyl on phosphorescence of carbazole in cocrystals assembled by CI⋯π halogen bond, π-hole⋯π bond and other interactions using 1,4-diiodotetrafluorobenzene as donor
Abstract

•The cocrystal 1 (N-methyl-) and 2 (N-ethlycarbazole) with 1,4-DITFB) were assembled.•The steric effect of N-substitute makes different CI⋯π and π-hole⋯π bond forms.•The different halogen and π-hole bond forms make different phosphorescent behaviors.•The cocrystal 1 phosphoresces strongly due to strong double CI⋯π halogen bonds.•The cocrystal 2 phosphoresces weakly due to weak single CI⋯π halogen bonds.

Two phosphorescent cocrystals were prepared by 1,4-diiodotetrafluorobenzene (1,4-DITFB) and N-methylcarbazole (cocrystal 1) and N-ethylcarbazole (cocrystal 2) based on CI⋯π halogen bond, π-hole (πh)⋯π bond and CH⋯π, CH⋯F hydrogen bond as well as F⋯F contacts, in which 1,4-DITFB molecule acts simultaneously as the cement to link luminescence molecules and the heavy atom perturber to enhance phosphorescence of emitters by spin–orbital coupling. The cocrystals were also well characterized by powder XRD, FT-IR, Raman, DSC and DTA analysis and also estimated the bonding energies by calculation. Different steric effects of N-substituted groups on the carbazole backbone leads to the different CI⋯π bonding stoichiometry and π-hole⋯π bonding modes and then lead to the phosphorescence spectra red- or blue-shift compared with carbazole-1,4-diiodotetrafluorobenzene cocrystal.

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Keywords
CI⋯π halogen bond; π-hole⋯π bond; Steric effect; Modulated phosphorescence
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Effect of N-methyl and ethyl on phosphorescence of carbazole in cocrystals assembled by CI⋯π halogen bond, π-hole⋯π bond and other interactions using 1,4-diiodotetrafluorobenzene as donor
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Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 289, 1 September 2014, Pages 31–38
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
Get Full-Text Now
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
Online Support
Any Questions? feel free to contact us