A kind of organic electroluminescent material of thioxanthene dioxide and its preparation method and application
A technology of thiadioxide and luminescence, which is applied in the direction of luminescent materials, chemical instruments and methods, organic chemistry, etc., to achieve the effects of improving efficiency roll-off, avoiding aggregation, good application effect and industrialization prospect
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Embodiment 1
[0044] Example 1 Compound A1
[0045]
[0046] In a 250ml three-neck flask, under nitrogen atmosphere, add 0.01mol 9-phenyl-9-(4-bromophenyl) 10,10-thioxanthene dioxide, 0.011mol compound C1, 0.03mol sodium tert-butoxide , 1×10-4mol Pd 2 (dba) 3 , 1×10-4mol tri-tert-butylphosphine, 150ml toluene, heated and refluxed for 24 hours, sampled and spotted, cooled naturally, filtered, the filtrate was rotary evaporated, and passed through a silica gel column to obtain the target product with a purity of 99.63% and a yield of 57%.
[0047] Elemental analysis structure (molecular formula C 46 h 33 NSO 3 ): Theoretical value: C,81.27; H,4.89; N,2.06; O,7.06 Tested value: C,81.39; H,4.90; N,2.36; O,7.40.
[0048] High resolution mass spectrometry, ESI source, positive ion mode, molecular formula C 46 h 33 NSO 3 , theoretical value: 679.22, test value: 678.23.
Embodiment 2
[0049] Example 2 Compound A2
[0050]
[0051] In a 250ml three-neck flask, under nitrogen atmosphere, add 0.01mol 9-phenyl-9-(4-bromophenyl) 10,10-thioxanthene dioxide, 0.011mol compound C2, 0.03mol sodium tert-butoxide , 1×10-4mol Pd 2 (dba) 3 , 1×10-4mol tri-tert-butylphosphine, 150ml toluene, heated and refluxed for 24 hours, sampled and spotted, cooled naturally, filtered, the filtrate was rotary evaporated, and passed through a silica gel column to obtain the target product with a purity of 99.46% and a yield of 52%.
[0052] Elemental analysis structure (molecular formula C 46 h 33 NO 3 S): Theoretical value: C, 81.27; H, 4.89; N, 2.06; O, 7.06; S, 4.72 Tested value: C, 81.02;
[0053] High resolution mass spectrometry, ESI source, positive ion mode, molecular formula C 46 h 33 NO 3 S, theoretical value: 679.22, test value: 678.28.
Embodiment 3
[0054] Example 3 Compound A3
[0055]
[0056] In a 250ml three-neck flask, under nitrogen atmosphere, add 0.01mol 9-phenyl-9-(4-bromophenyl) 10,10-thioxanthene dioxide, 0.011mol compound C3, 0.03mol sodium tert-butoxide , 1×10-4mol Pd 2 (dba) 3 , 1×10-4mol tri-tert-butylphosphine, 150ml toluene, heated and refluxed for 24 hours, sampled on a plate, cooled naturally, filtered, the filtrate was rotary evaporated, and passed through a silica gel column to obtain the target product with a purity of 99.75% and a yield of 65%.
[0057] Elemental analysis structure (molecular formula C 46 h 33 NO 3 S): Theoretical value: C, 81.27; H, 4.89; N, 2.06; O, 7.06; S, 4.72 Tested value: C, 80.95;
[0058] High resolution mass spectrometry, ESI source, positive ion mode, molecular formula C 46 h 33 NO 3 S, theoretical value: 679.22, test value: 678.66.
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