Spiro ring-type organic materials and organic electroluminescent devices using them
An electroluminescent device and luminescent technology, applied in the direction of electric solid state devices, organic chemistry, electrical components, etc., to achieve the effects of improving machinability, increasing glass transition temperature, and increasing solubility
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Embodiment 1
[0109] Embodiment 1: the preparation of compound 1
[0110]
[0111] Dissolve 3.21g (10mmol) of bis([1,1'-biphenyl]-4-yl)amine and 4.45g (10mmol) of 2'-bromospiro[benzo[de]anthracene- 7,9'-fluorene], 2.88 g (30 mmol) of sodium tert-butoxide, 161 mg (0.4 mmol) of tri-tert-butylphosphine (50 wt % in toluene), 115 mg (0.2 mmol) of bis(dibenzyl Proxyl acetone) palladium (0), followed by stirring and reflux for 3 hours. After finishing the reaction, cool at room temperature, and add 50ml of ethyl acetate and 50ml of H 2 O to extract the organic layer. Using MgSO 4 After treating the organic layer, it was filtered, dried, and columnized with n-hexane / dimethylammonium chloride to obtain Compound 1 in a yield of 85% (5.83 g).
Embodiment 2
[0112] Embodiment 2: the preparation of compound 2
[0113]Instead of using 4.58 g (10 mmol) of N-phenylspiro[benzo[de]anthracene-7,9'-fluorene]-2'-amine and 2.13 g (10 mmol) of 1-bromo-4-(tert-butyl Base) benzene to replace bis([1,1'-biphenyl]-4-yl)amine and 2'-bromospiro[benzo[de]anthracene-7,9'-fluorene], in order to implement Compound 2 was prepared in the same manner as Example 1.
Embodiment 3
[0114] Embodiment 3: the preparation of compound 6
[0115] Using 3.35 g (10 mmol) of N-([1,1'-biphenyl]-4-yl)dibenzo[b,d]furan-4-amine and 4.77 g (10 mmol) of 2'-bromospiro [Benzo[de]anthracene-7,9'-fluorene] instead of bis([1,1'-biphenyl]-4-yl)amine and 2'-bromospiro[benzo[de]anthracene-7 , 9'-fluorene], Compound 6 was prepared in the same manner as in Example 1.
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