An organic electroluminescent device
An electroluminescent device, device technology, applied in the direction of electric solid devices, electrical components, semiconductor devices, etc., can solve the problem of lack of application of hole blocking materials
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Embodiment 1
[0064] Synthesis Example 1. Synthesis of Compound B1
[0065]
[0066] 2-bromo-5-hydroxybenzaldehyde (50g, 0.249mol), bis-pinacol borate (95g, 0.3735mol), dioxane (1.0L), potassium acetate (48.9g, 0.498mol) , Pd(dppf)Cl2 (0.98g) was added into the four-neck flask and heated to reflux, and the TLC plate was used to monitor the end of the reaction. About three hours to complete the reaction. After the reaction was completed, ethyl acetate and water were added for liquid separation, the organic phase was dried, passed through silica gel, and the intermediate M1, which was collected from the solvent, had a yield of 80.9% in 50 g and was directly used in the next reaction.
[0067] M1 (50g, 0.202mol), 2-bromo-5-hydroxybenzaldehyde (40.5, 0.202mol), dioxane (500ml), H 2 O (150ml), Pd (PPh 3 ) 4 (3.74g), K 2 CO 3 (56g) was added to a 2L four-neck flask, heated to reflux under nitrogen protection, and monitored by TLC at the end of the reaction. The reaction was completed in ...
Embodiment 2
[0074] Synthetic Example 2. Synthesis of Compound B2
[0075] The synthesis procedure was the same as that of compound A1, except that M5 was replaced by an equivalent amount of (4-(pyridin-2-yl)phenyl)boronic acid. After the reaction, 7.4 g of a white solid was isolated with a yield of 72.3%.
[0076] 1 H NMR (500MHz, Chloroform) δ9.11 (d, J = 14.8Hz, 2H), 8.75–8.62 (m, 4H), 8.47–8.31 (m, 6H), 7.92 (t, J = 1.4Hz, 2H) ,7.89–7.81(m,4H),7.38(td,J=14.9,2.9Hz,2H),7.14(dd,J=15.0,3.1Hz,2H),6.90(td,J=15.0,3.1Hz,2H ).
Embodiment 3
[0077] Synthetic Example 3. Synthesis of Compound B3
[0078] The synthesis procedure was the same as that of compound A1, except that M5 was replaced by an equivalent amount of (4-(quinolin-8-yl)phenyl)boronic acid, reacted, and 8.5 g of a white solid was isolated with a yield of 68.5%.
[0079] 1 H NMR (500MHz, Chloroform) δ9.11 (d, J = 15.1Hz, 2H), 8.83 (dd, J = 15.0, 3.1Hz, 2H), 8.48–8.38 (m, 4H), 8.15 (dt, J = 15.0, 2.9Hz, 2H), 7.92(s, 2H), 7.74(dt, J=14.8, 3.1Hz, 2H), 7.64(dd, J=14.9, 3.2Hz, 2H), 7.50(t, J=14.9 Hz,2H),7.32–7.18(m,10H).
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