Hole transport material, preparation method thereof and OLED device
A technology of hole transport material and hole transport layer, which is applied in the direction of light-emitting materials, electric solid devices, semiconductor devices, etc., can solve the problem of low hole mobility and achieve the effect of improving performance and stability
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Synthetic example 1
[0052] This synthesis example provides a kind of hole-transporting material, denoted as compound 1, and the synthesis of described compound 1 comprises the following steps:
[0053] 1. The synthesis route of mother core 1 is as follows:
[0054]
[0055] The synthetic method of mother core 1 specifically comprises the following steps:
[0056]Synthesis of Intermediate 1: Concentrated nitric acid (mass fraction about 66%, 4.5ml) was added dropwise to acetic anhydride (50ml) at a temperature of -10°C, stirred for 15 minutes until uniformly mixed, and set aside. Dissolve raw material 1 (5.2g, 20mmol) in acetic anhydride (50ml), cool to -10°C, stir well, then slowly drop concentrated nitric acid in acetic anhydride solution, keeping the temperature below -10°C. After the reaction was judged by TLC, the reaction mixture was poured into ice water, extracted three times with dichloromethane (50ml×3) to obtain an organic layer, washed three times with saturated brine (50m×3), and ...
Synthetic example 2
[0062] This synthesis example provides a kind of hole-transporting material, denoted as compound 2, and the synthesis of described compound 2 comprises the following steps:
[0063] 1. The synthetic route of mother core 2 is as follows:
[0064]
[0065] The synthesis of mother core 2 specifically includes the following steps:
[0066] Synthesis of Intermediate 2: The method is the same as in Example 1.
[0067] Synthesis of mother core 2: Add intermediate 2 (3g, 10mmol), 3-bromothiophenol (2.45g, 13mmol), ethanol (50ml) into the reaction kettle, and then add potassium carbonate (0.68g, 5mmol) to the reaction In the still, seal it after bubbling nitrogen for half an hour, react at 80°C for 24 hours, pour it into water (200ml) after the reaction is over, extract three times with dichloromethane (50ml×3), and then use saturated saline (50ml×3) 3) Wash three times, dry over sodium sulfate, filter and spin dry the filtrate carefully. The solid mixture was purified by flash s...
Synthetic example 3
[0072] This synthesis example provides a kind of hole-transporting material, denoted as compound 3, and the synthesis of described compound 3 comprises the following steps:
[0073] 1. The synthesis method of mother core 1 is the same as in Example 1.
[0074] 2. The synthetic route of compound 3 is as follows:
[0075]
[0076] Synthesis of Compound 3: Under a nitrogen atmosphere, the mother nucleus 1 (1.7g, 4mmol), 1-naphthylaminobenzene (2.2g, 10mmol), and tri-tert-butylphosphine (0.8ml) were dropped into 35ml of toluene, and the temperature was raised to After keeping at 60°C, sodium tert-butoxide (0.77g, 8mmol) and tridibenzylideneacetone dipalladium (0.18g, 0.2mol) were added, the temperature was raised to 110°C, and the reaction was completed after 12 hours. The reaction solution was passed through celite, rinsed with toluene, and then the toluene was carefully spin-dried. The obtained solid mixture was purified by flash silica gel chromatography (n-hexane:dichloro...
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