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Analysis of Solid-State Luminescence Emission Amplification at Substituted Anthracenes by Host-Guest Complex Formation.


ABSTRACT: Small robust organic molecules showing solid-state luminescence are promising candidates for optoelectronic materials. Herein, we investigate a series of diphenylphosphanyl anthracenes [9-PPh2 -10-R-(C14 H8 )] and their sulfur oxidised analogues. The oxidation causes drastic changes in the molecular structure as the new orientation of the bulky (S)PPh2 substituent induces a strong butterfly bent structure of the anthracene core, which triggers a strong bathochromic shift resulting in a green solid-state fluorescence. As the emission properties change only slightly upon aggregation the origin of the emission is attributed to a typical monomer fluorescence. The host-guest complexes of [9-(S)PPh2 -10-Ethyl-(C14 H8 )] with four basic arenes reveal an emission enhancement up to five-times higher quantum yields compared to the pure host. Less interchromophoric interactions and a restriction of intramolecular motion within the host molecules due to fixation by weak C-H???? interactions with the co-crystallised arene are responsible for that emission enhancement.

SUBMITTER: Schillmoller T 

PROVIDER: S-EPMC7821099 | biostudies-literature | 2020 Dec

REPOSITORIES: biostudies-literature

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Analysis of Solid-State Luminescence Emission Amplification at Substituted Anthracenes by Host-Guest Complex Formation.

Schillmöller Timo T   Ruth Paul Niklas PN   Herbst-Irmer Regine R   Stalke Dietmar D  

Chemistry (Weinheim an der Bergstrasse, Germany) 20201027 72


Small robust organic molecules showing solid-state luminescence are promising candidates for optoelectronic materials. Herein, we investigate a series of diphenylphosphanyl anthracenes [9-PPh<sub>2</sub> -10-R-(C<sub>14</sub> H<sub>8</sub> )] and their sulfur oxidised analogues. The oxidation causes drastic changes in the molecular structure as the new orientation of the bulky (S)PPh<sub>2</sub> substituent induces a strong butterfly bent structure of the anthracene core, which triggers a strong  ...[more]

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