Photo-Cross-Linkable Polymer Inks for Solution-Based OLED Fabrication

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Kunz, Susanna V
Cole, Cameron M
Welle, Alexander
Shaw, Paul E
Sonar, Prashant
Thoebes, Nico-Patrick
Baumann, Thomas
Yambem, Soniya D
Blasco, Eva
Blinco, James P
Barner-Kowollik, Christopher
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2019
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Abstract

We introduce a catalyst-free, highly efficient, ambient temperature Diels–Alder reaction employing o-methylbenzaldehyde derivatives as photocaged dienes as an ideal approach for forming three-dimensional insoluble networks for inkjet printing of OLED emissive layer. Herein, poly(methyl methacrylate) based polymers containing 4-(9H-carbazol-9-yl)-2-(3′-hydroxy-[1,1′-biphenyl]-3-yl)isoindoline-1,3-dione as a blue-green (λmax = 495–500 nm) thermally activated delayed fluorescence (TADF) emitter and a photochemically active maleimide/o-methylbenzaldehyde cross-linker couple were synthesized and their photo-cross-linking behavior was studied. Time resolved fluorescence measurements confirm that the TADF properties are maintained upon integration in a polymer network and HOMO/LUMO levels of the emitter species remain unchanged by the photo-cross-linking at 365 nm of the polymer chains. The network formation of the fluorescent films is evidenced by solvent resistance tests and monitored by Fourier transform infrared (FT-IR) spectroscopy as well as time of flight secondary ion mass spectroscopy (ToF-SIMS), showing the consumption of maleimide and o-methylbenzaldehyde groups with increasing irradiation time. The surface roughness is investigated via atomic force microscopy (AFM) and found to be unchanged by a solvent wash after the cross-linking. Furthermore, confirmation that the polymer solution can be printed on an inkjet-printer and subsequently photo-cross-linked for multilayer OLED device fabrication is obtained.

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Macromolecules

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52

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23

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Chemical sciences

Engineering

Science & Technology

Physical Sciences

Polymer Science

ACTIVATED DELAYED-FLUORESCENCE

LIGHT-EMITTING-DIODES

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Kunz, SV; Cole, CM; Welle, A; Shaw, PE; Sonar, P; Thoebes, N-P; Baumann, T; Yambem, SD; Blasco, E; Blinco, JP; Barner-Kowollik, C, Photo-Cross-Linkable Polymer Inks for Solution-Based OLED Fabrication, Macromolecules, 2019, 52 (23), pp. 9105-9113

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