Iptycene-containing phosphorescent iridium complex and preparation method thereof and electroluminescent device
A technology of phosphorescent iridium complexes and complexes, which can be used in electric solid devices, electrical components, luminescent materials, etc., can solve problems such as impossible applications, and achieve the effects of low production cost, high efficiency, and reduced concentration quenching.
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Embodiment 1
[0065] A kind of preparation method of the discenyl-containing iridium complex of this embodiment, add 2.00g (7.09mmol) 1-formyl triptycene, 0.87g (7.09mmol) o-aminothiophenol and 15mL (194mmol) of anhydrous N,N-dimethylformamide. Heated to 120°C and reacted for 24h under nitrogen atmosphere. After the reaction is complete, add 20 mL of water, extract with ethyl acetate, wash the organic phase with water, dry with anhydrous sodium sulfate and spin dry, use petroleum ether: dichloromethane = 1:1 to pass through the column, and spin dry to obtain 2-(1- Tridecenyl) benzothiazole ring metallation ligand white solid 2.30g, yield 80%. 1 H NMR (400Hz, CDCl 3 )δ5.64(s,1H),7.06(s,1H),7.10-7.16(m,5H),7.51-7.63(m,7H),7.68(t,J=8Hz,1H),8.05(d, J=8Hz, 1H), 8.39(d, J=8Hz, 1H).
[0066] Take 0.77g (2mmol) 2-(1-triadenyl) benzothiazole, 0.35g (1mmol) iridium trichloride trihydrate into the sealed tube, then add 30mL (310mmol) ethylene glycol ether to the sealed tube and 10 mL (556 mmol) o...
Embodiment 2
[0072] A kind of preparation method of the discenyl-containing iridium complex of the present embodiment, 0.20g (0.1mmol) dichloro bridge intermediate, 0.05g (0.4mmol) 2-picolinic acid and 0.14g (1mmol) potassium carbonate are added To the sealed tube, add 20 mL of dichloromethane into the sealed tube, and heat to 60° C. for 5 h. After the reaction is completed, the product is separated by column chromatography to obtain (TPS) 2 Ir(Pic) orange-red solid 0.023g, yield 16% (yield is related to the reaction raw material, different raw material yield is different.). (TPS) 2 The NMR spectrum of Ir(Pic) is: 1 H NMR (400Hz, CDCl 3 )δ5.17(s,1H),5.27(s,1H),5.73(d,J=9.7Hz,1H),6.08-6.16(m,2H),6.41(d,J=7.8Hz,2H), 6.66(d, J=7.9Hz, 1H), 6.72(d, J=8.0Hz, 1H), 6.86-7.10(m, 9H), 7.17-7.25(m, 2H), 7.30-7.55(m, 10H) , 7.66-7.80 (m, 2H), 7.90-8.00 (m, 2H), 8.10 (d, J=7.4Hz, 1H), 8.40-8.46 (m, 1H).
[0073]
Embodiment 3
[0075] A kind of preparation method of the discenyl-containing iridium complex of the present embodiment, 0.20g (0.1mmol) dichloro bridge intermediate, 0.054g (0.2mmol) 3-trifluoromethyl-5-(2-( 4-tert-butyl)pyridyl)pyrazole and 0.14g (1mmol) potassium carbonate were added into the locked tube, then 20mL of dichloromethane was added into the locked tube, and reacted at 60°C for 5h. After the reaction is complete, the product is separated by column chromatography. Get (TPS) 2 Ir(Bpz) orange-red solid 0.019g, yield 15%.(TPS) 2 The NMR spectrum of Ir(Bpz) is: 1 H NMR (400Hz, CDCl 3 )δ1.25(s,9H),5.22(s,1H),5.26(s,1H),5.92(d,J=7.6Hz,1H),5.98(d,J=7.5Hz,1H),6.07( d,J=8.5Hz,1H),6.45(d,J=4.8Hz,2H),6.70-6.84(m,6H),6.87-7.06(m,9H),7.16(t,J=7.3Hz,1H ), 7.20 (s, 1H), 7.28-7.39 (m, 5H), 7.42-7.50 (m, 4H), 7.51 (s, 1H), 7.88 (t, J=8.2Hz, 2H). 19 F NMR (CDCl 3 ,367MHz) δ-59.81(s,3F).
[0076]
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