Boron heterocyclic compound, display panel and display device
A compound, boron heterocycle technology, applied in the field of organic electroluminescent materials
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Embodiment 1
[0095] Synthesis of Boron Heterocyclic Compounds M1 and M2
[0096] The synthetic routes of boron heterocyclic compounds M1 and M2 are shown below.
[0097]
[0098] The specific synthesis steps of boron heterocyclic compounds M1 and M2 are as follows.
[0099]
[0100] Add 20g (80.61mmol) of the compound 2-amino-3-bromobiphenyl, 28.94g (80.61mmol) of 2-iodo-3-bromobiphenyl, and 52.52g (161.21mmol) of cesium carbonate into a three-necked flask in turn, and add 200mL Toluene solution, stir well. Nitrogen replacement was performed three times, and 1.54 g (8.06 mmol) of cuprous iodide and 2.91 g (16.12 mmol) of 1,10-phenanthroline were added under a nitrogen atmosphere. After the addition, nitrogen replacement was performed three times, and stirred at 80°C for 12 hours. Cool to room temperature at the end of the reaction, and use 200mL saturated NaHSO 3 The reaction was quenched, and the organic phase was extracted with dichloromethane (150 mL), and the organic phase was...
Embodiment 2
[0129] Synthesis of Boron Heterocyclic Compounds M3 and M4
[0130] The synthetic routes of boron heterocycles M3 and M4 are shown below.
[0131]
[0132] The specific synthesis steps of boron heterocyclic compounds M3 and M4 are as follows.
[0133]
[0134] Add 20g (80.61mmol) of the compound 2-amino-3-bromobiphenyl, 28.94g (80.61mmol) of 2-iodo-3-bromobiphenyl, and 52.52g (161.21mmol) of cesium carbonate into a three-necked flask in sequence, and add 200mL Toluene solution, stir well. Nitrogen replacement was performed three times, and 1.54 g (8.06 mmol) of cuprous iodide and 2.91 g (16.12 mmol) of 1,10-phenanthroline were added under a nitrogen atmosphere. After the addition, nitrogen replacement was performed three times, and stirred at 80°C for 12 hours. Cool to room temperature at the end of the reaction, and use 200mL saturated NaHSO 3 The reaction was quenched, and the organic phase was extracted with dichloromethane (150 mL), and the organic phase was then ...
Embodiment 3
[0163] Test the chemical structure of the boron heterocyclic compound prepared in Example 1 and Example 2 by Gaussian software, and the simulated 3D three-dimensional model is shown in figure 2 . Depend on figure 2 It can be seen that both the donor group and the acceptor group are almost perpendicular to the boron heterocycle, and the dihedral angles are 88.15 and 62.17, respectively. The highly twisted structure is beneficial to reduce the △E ST , improve the ability to cross the reverse gap.
[0164] Similarly, the boron heterocyclic compounds M1 to M4, M1', M2' were simulated using Gaussian software, where M1' and M2' are compounds obtained by replacing the benzene rings in M1 and M2 molecules with single bonds, and M1' The chemical structures of and M2' are shown below.
[0165]
[0166] The HOMO and LUMO energy level distributions of M1’ and M2’ are as follows Figure 4 to Figure 7 shown.
[0167] Table 1 shows the test results of boron heterocyclic compounds M1,...
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