Cover Image

Solubility modulation of polyfluorene emitters by thermally induced (retro)-Diels-Alder cross-linking of cyclopentadienyl substituents

For cost-efficient organic electronic devices, the consecutive deposition of active layers by solution-based processes is a key benefit. We report a synthetic approach enabling solubility reduction of bis(cyclopentadienyl)-substituted polyfluorenes as emissive layers in organic light-emitting diodes...

Full description

Saved in:
Bibliographic Details
Main Authors: Ahrens, Lukas (Author) , Schlißke, Stefan (Author) , Strunk, Karl-Philipp (Author) , Hinkel, Felix Peter (Author) , Melzer, Christian (Author) , Bunz, Uwe H. F. (Author) , Lemmer, Uli (Author) , Hernandez-Sosa, Gerardo (Author) , Jänsch, Daniel (Author) , Freudenberg, Jan (Author) , Müllen, Klaus (Author)
Format: Article (Journal)
Language:English
Published: June 4, 2018
In: Chemistry of materials
Year: 2018, Volume: 30, Issue: 12, Pages: 4157-4167
ISSN:1520-5002
DOI:10.1021/acs.chemmater.8b01703
Online Access:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1021/acs.chemmater.8b01703
Get full text
Author Notes:Lukas Ahrens, Stefan Schlisske, Karl-Philipp Strunk, Felix Hinkel, Christian Melzer, Uwe H.F. Bunz, Uli Lemmer, Gerardo Hernandez-Sosa, Daniel Jänsch, Jan Freudenberg, and Klaus Müllen
Description
Summary:For cost-efficient organic electronic devices, the consecutive deposition of active layers by solution-based processes is a key benefit. We report a synthetic approach enabling solubility reduction of bis(cyclopentadienyl)-substituted polyfluorenes as emissive layers in organic light-emitting diodes (OLEDs). Thermally induced retro-Diels-Alder reaction liberates free cyclopentadiene as “protecting group” and pending cyclopentadienyl units, which cross-link the polymer strands upon cooling via [4+2] cycloadditions. The activation temperature is tuned in the range of 180-250 °C through alkyl, alkoxy, or ester linkages. Ultimately, macrocyclic self-protected bis(cyclopentadienylene) moieties avoid extrusion of volatile cyclopentadiene during activation. The solvent resistance of the emissive layers after cross-linking is examined by absorption spectroscopy and white light scanning interferometry. The influence of the desolubilization procedure on the performance of solution-processed OLEDs is investigated.
Item Description:Gesehen am 28.04.2020
Physical Description:Online Resource
ISSN:1520-5002
DOI:10.1021/acs.chemmater.8b01703

Similar Items