High-molecular compound and high-molecular luminescent device using the same
A technology of polymer compounds and hydrogen atoms, applied in the field of polymer light-emitting elements and polymer compounds, can solve problems such as the level that is not yet satisfactory in practice
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Synthetic example 1
[0421] (Synthesis of 1-bromo-4-tert-butyl-2,6-dimethylbenzene)
[0422]
[0423] Under an inert atmosphere, 225 g of acetic acid was added to a 500 ml three-necked flask, and 5-tert-butyl-m-xylene was added. Next, after adding 31.2 g of bromine, it was made to react at 15-20 degreeC for 3 hours.
[0424] The reaction solution was added to 500 ml of water, and the precipitate was filtered. It was washed twice with 250 ml of water to obtain 34.2 g of a white solid.
[0425]
[0426]
[0427] Under an inert atmosphere, 36 ml of degassed dehydrated toluene was added to a 100 ml three-necked flask, and 0.63 g of tri(tert-butyl)phosphine was added. Next, add 0.41 g of tris(dibenzylideneacetone) dipalladium, 9.6 g of 1-bromo-4-tert-butyl-2,6-dimethylbenzene, 5.2 g of sodium tert-butoxide, N,N'- After 4.7 g of diphenyl-1,4-phenylenediamine was reacted at 100° C. for 3 hours.
[0428] The reaction solution was added to 300 ml of saturated brine, and extracted with 300 ml of...
Synthetic example 2
[0437]
[0438]
[0439] Under an inert atmosphere, 1660 ml of dehydrated toluene was added to a 300 ml three-necked flask, and 275.0 g of N,N'-diphenylbenzidine and 449.0 g of 4-tert-butyl-2,6-dimethylbromobenzene were added. Next, 7.48 g of tris(dibenzylideneacetone)dipalladium and 196.4 g of sodium tert-butoxide were added, and then 5.0 g of tris(tert-butyl)phosphine was added. Then, it was made to react at 105 degreeC for 7 hours.
[0440] 2,000 ml of toluene was added to the reaction liquid, filtered through cerite, and the filtrate was washed three times with 1,000 ml of water, and concentrated to 700 ml. To this was added 1600 ml of a toluene / methanol (1:1) solution, and the precipitated crystals were filtered and washed with methanol. 479.4 g of a white solid were obtained.
[0441]
[0442]
[0443] Under an inert atmosphere, after dissolving 472.8 g of the above-mentioned N, N'-diphenyl-N, N'-bis(4-tert-butyl-2,6-dimethylphenyl)-benzidine in 4730 g of chl...
Embodiment 1
[0446] Example 1
[0447]
[0448]
[0449] (Compound A)
[0450]31 ml of ion-exchanged water was added to the reaction vessel, and 29 g (727 mmol) of sodium hydroxide was added little by little while stirring to completely dissolve it. The system was replaced with argon, and 30 ml of toluene and 5.0 g (24 mmol) of 1,2,3,10b-tetrahydrofluoranthene were added, stirred and dissolved. Next, 2.3 g (7.3 mmol) of tetrabutylammonium bromide and 9.4 g (48 mmol) of octyl bromide were added, and it was made to react at 40 degreeC for 3 hours. The organic layer was extracted with toluene and water, and dried over sodium sulfate. After distilling off the solvent, it was purified by silica gel chromatography using hexane as a developing solvent to obtain 6.45 g of pale yellow crystals.
[0451] MS(APCI(+)):318([M+H] + )
[0452] 1 H-NMR (300MHz / CDCl 3 )δ7.69(1H, d), 7.50(1H, d), 7.40(1H, d), 7.34~7.22(3H, m), 7.03(1H, d), 3.07~2.96(1H, m), 2.77 ~2.70(1H, m), 2.37~2.18(2H, m),...
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