Electron transport material and application thereof
A technology of electron transport materials and structural formulas, applied in circuits, electrical components, electric solid devices, etc., can solve the problems of rare electron transport materials, achieve high efficiency, improve efficiency, and good thermal stability
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Embodiment 1
[0042] Example 1 Preparation of electron transport material DNPF
[0043] 1) Synthesis of 2,7-diox-9,9-dimethylfluorene (compound 1)
[0044] Under the protection of nitrogen, dissolve 2,7-diosfluorene (26.6g, 0.082mol) and sodium methoxide powder (12.5g, 0.231mol) in 500ml DMF, and slowly drop into the reaction system at 0-10°C Add iodomethane (32.8 g, 0.231 mol). The reaction system was kept and stirred at this temperature for 6-12 hours. After the reaction was completed, water was added to the reaction system to quench the reaction, and the crude product was obtained after extraction with ethyl acetate, silica gel column chromatography, and the eluting agent was V 乙酸乙酯 :V 正己烷 =1:40 purification and separation, a white solid 2,7-dioxa-9,9-dimethylfluorene was obtained with a yield of 85.5%.
[0045] 2) Synthesis of 2,7-diboronic acid-9,9-dimethylfluorene pinacid (compound 2)
[0046] Under the protection of nitrogen, 2,7-dioxa-9,9-dimethylfluorene (10.56, 0.03mol) was dis...
Embodiment 2
[0053] Example 2 Preparation of electron transport material DNPA
[0054] 1) Synthesis of 9,10-bis(3-acetylphenyl)anthracene (compound 7)
[0055] Weigh 9,10-dioanthracene (3.12g, 9mmol) and 3-acetylphenylboronic acid (3.35g, 20mmol) into a three-neck flask, then add 200ml of toluene and 100ml of aqueous sodium carbonate (2mol / L). Under the protection of nitrogen, Pd(PPh3)4 (102 mg, 0.088 mmol) was added under reflux with stirring, and the reaction was carried out under reflux for 12 hours. After the reaction was completed, 100ml of water was added to the system for liquid separation. After the organic phase was desolvated, the crude product was obtained, and the silica gel column chromatography was used as the eluent with V 乙酸乙酯 :V 甲苯 =1:20 Purification and separation, the white solid was 9,10-bis(3-acetylphenyl)anthracene, the yield was 78%.
[0056] 2) Synthesis of electron transport material DNPA (compound 8)
[0057] 2-Amino-3-pyridinecarbaldehyde (0.513g, 4.2mmol) a...
Embodiment 3
[0058] Example 3 Preparation of electron transport material TNPB
[0059] 1) Synthesis of 1,3,5,7-tetrakis(3-acetylphenyl)benzene (compound 9)
[0060] Weigh 1,3,5,7-tetraoxene (0.984g, 2.5mmol) and 3-acetylphenylboronic acid (1.81g, 11mmol) into a three-necked flask, then add 200ml toluene and 100ml aqueous sodium carbonate (2mol / L ). Under the protection of nitrogen, Pd(PPh3)4 (102mg, 0.088mmol) was added with stirring under reflux, and reacted under reflux for 24 hours. After the reaction was completed, 100ml of water was added to the system for liquid separation. After the organic phase was desolvated, the crude product was obtained, and the silica gel column chromatography was used as the eluent with V 乙酸乙酯 :V 甲苯 =1:20 Purification and separation, the white solid was 1,3,5,7-tetrakis(3-acetylphenyl)benzene with a yield of 86.5%.
[0061] 2) Synthesis of electron transport material TNPB (compound 10)
[0062] Dissolve 2-amino-3-pyridinecarbaldehyde (1.17g, 9.6mmol) a...
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