Reaction-Based, Fluorescent Film Deposition from Dopamine and a Diamine-Tethered, Bis-Resorcinol Coupler.

The reaction-based deposition on various surfaces of an all-organic fluorescent coating is reported here, involving autoxidation of 2 mM dopamine in carbonate buffer at pH 9.0, in the presence of a 1 mM diamine-resorcinol coupler (Bis-Res) prepared from 2,4-dihydroxybenzaldehyde and hexamethylenediamine (HMDA). Spectral analysis of the films coupled with an LC-MS investigation of the yellow fluorescent mixture was compatible with the formation and deposition of HMDA-linked methanobenzofuroazocinone fluorophores. Both the emission properties and hydrophobicity of the film were abated in a reversible manner following exposure to acid vapors. These results provide an entry to efficient and practical fluorescent coating methodologies based on in situ generation and the deposition of wet adhesive, as well as fluorescent materials combining a strongly emitting fluorophore with the film-forming properties of long chain diamines.

Organic Single Crystals with High Photoluminescence Quantum Yields Close to 100% and High Mobility for Optoelectronic Devices.

Organic single crystals with excellent optical and electrical properties are critical for the development of organic optoelectronics. Herein, two compounds 9,10-bis([N,N-diphenyl]-4'-phenylethynyl)anthracene (TPA-An) and 9,10-bis([1',3'-diphenyl]-5'-phenylethynyl)anthracene (TBA-An) are synthesized by introducing two different luminescent groups, triphenylamine and 1,3-diphenylbenzene, at the 9,10 positions of anthracene via triple bond connection. Single crystals based on TPA-An and TBA-An with a ribbon morphology obtained through the slow solvent-evaporation method exhibit high photoluminescence quantum yields (PLQYs) of 98% and 99% at room temperature, and remarkable hole mobilities of 0.45 and 0.15 cm2 V-1 s-1 in single-crystal organic field-effect transistors (SC-OFETs). Furthermore, UV phototransistors based on the two single crystals obtain photosensitivities of 1.03 × 103 and 3.45 × 104 , ultrahigh photoresponsivities of 7.19 × 105 and 1.50 × 105 A W-1 , and the detectivities exceeding 1.40 × 1016 and 1.60 × 1017 Jones.