研究目的
Investigating the synthesis and application of crosslinkable bis(diphenylamine)-substituted mixed dihydroindeno[1,2-b]fluorenes for solution-processed, multilayer OLEDs.
研究成果
A highly modular synthetic route to a series of oxetane-functionalized, bis(diphenylamine)-substituted mixed dihydroindenofluorenes (DPA-MIFs) is presented. The set allows for a systematic investigation of the influence of structural parameters on process-relevant parameters for the fabrication of multilayer OLEDs from solution. Two of the new materials were successfully applied as HTM in standardized OLED architectures, demonstrating the potential of dihydroindenofluorene compounds for hole transport.
研究不足
The thermal stability of geminal n-butyl substituents is limited at temperatures higher than 100°C. The crosslinking behavior and device performance may be influenced by the number and position of oxetane moieties.
1：Experimental Design and Method Selection:
The synthesis involves a novel functionalization strategy based on C(sp3)-C(sp2) Suzuki-Miyaura cross-coupling reactions of an oxetane-substituted potassium trifluoroborate and halogenated diphenylamine intermediates.
2：Sample Selection and Data Sources:
A series of eight nearly isoelectronic derivatives was obtained by permutation of oxetane-functionalized and unfunctionalized diphenylamine- and MIF-components.
3：List of Experimental Equipment and Materials:
Oxetane-substituted potassium trifluoroborate, halogenated diphenylamines, and various alkyl-substituted MIF intermediates were used.
4：Experimental Procedures and Operational Workflow:
The synthesis sequence includes etherification, conversion to potassium trifluoroborate, cross-coupling reactions, and Buchwald-Hartwig amination reactions.
5：Data Analysis Methods:
Thermal properties were investigated by TGA and DSC, electronic and optical properties by CV, UV/vis, and PL spectroscopy, and crosslinking behavior by using a photoacid generator.
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