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Analysis of Solid‐State Luminescence Emission Amplification at Substituted Anthracenes by Host–Guest Complex Formation
Author(s) -
Schillmöller Timo,
Ruth Paul Niklas,
HerbstIrmer Regine,
Stalke Dietmar
Publication year - 2020
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202003017
Subject(s) - luminescence , solid state , host (biology) , photochemistry , chemistry , materials science , optoelectronics , biology , ecology
Small robust organic molecules showing solid‐state luminescence are promising candidates for optoelectronic materials. Herein, we investigate a series of diphenylphosphanyl anthracenes [9‐PPh 2 ‐10‐R‐(C 14 H 8 )] and their sulfur oxidised analogues. The oxidation causes drastic changes in the molecular structure as the new orientation of the bulky (S)PPh 2 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)PPh 2 ‐10‐Ethyl‐(C 14 H 8 )] 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⋅⋅⋅π interactions with the co‐crystallised arene are responsible for that emission enhancement.