Macromolecular Research, Vol.29, No.12, 864-870, December, 2021
Synthesis and Electro-Optical Properties of a New Conjugated Polymer Based on a Tetrazine Moiety for Solution-Processed Devices
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A new electrical small molecule and polymers with electron-withdrawing effects stemming from a tetrazine moiety were synthesized. The electro-optical properties of 3-([1,1'-biphenyl]-3-yl)-6-(4-(tert-butyl)phenyl)-1,2,4,5-tetrazine (TBTTZ- DP), poly(9-ethyl-3-(4-(6-phenyl-1,2,4,5-tetrazin-3-yl)phenyl)-9H-carbazole) (ECBZ-TTZ), and poly(9-(henicosan-11-yl)-3-(3-(6-phenyl-1,2,4,5-tetrazin-3-yl)phenyl)- 9H-carbazole) (DCBZ-TTZ) were compared. TB-TTZ-DP, ECBZ-TTZ, and DCBZTTZ in the solution state exhibited maximum absorption wavelengths of 309, 312, and 321 nm, respectively; in the film state, they exhibited maximum absorption wavelengths of 308, 341, and 302 nm, respectively. These results correspond to bandgaps of 3.63, 3.10, and 3.54 eV, respectively. The ECBZ-TTZ and DCBZ-TTZ polymers exhibited maximum PL wavelengths of not only 411, 474, and 407 nm in the solution state but also 412 and 476 nm (ECBZ-TTZ) and 371 and 416 nm (DCBZ-TTZ) in the film state. The electrochemical properties of the three materials were tested in the potential range from -0.5 to 1.5 V and all three materials demonstrated stable redox properties. The exponent of the scan rate (i.e., the x-value) for TB-TTZ-DP, ECBZ TTZ, and DCBZ-TTZ was 0.61, 0.64, and 0.77, respectively. The kinetics of the redox process were controlled by combination of diffusion and electron transfer processes. Among organic lightemitting diodes fabricated using the three materials, the device with DCBZ-TTZ exhibited the best current.voltage characteristics.
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