Fluorine carbazole derivative and phosphorescence organic electroluminescence device
A technology of fluorene carbazoles and derivatives is applied in the field of fluorene carbazole derivatives and phosphorescent organic electroluminescence devices, which can solve the problem that the triplet energy level, carrier transport matching and high glass transition temperature cannot be achieved at the same time. problems, to avoid the accumulation of interfacial charges, reduce the interfacial energy barrier, and achieve the effect of effective recombination
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Embodiment 1
[0043] Embodiment 1. spirofluorene derivatives
[0044] In this embodiment, a fluorenocarbazole derivative is provided, represented by the following general formula I:
[0045] General formula I; Wherein, R 1 , R 2 , R 3 and R 4 is an electron transport group; R 5 , R 6 , R 7 , R 8 and R 9 as a hole-transporting group.
[0046] The electron-transporting groups include, but are not limited to: hydrogen, cyano, diphenylphosphoryloxy, p-triphenylphosphoryloxy, m-triphenylphosphoryloxy, o-triphenylphosphoryloxy, 2- Pyridyl, 3-pyridyl, 4-pyridyl, aza-9-carbazolyl, p-phenylbenzimidazolyl, 4-N-benzimidazolyl, m-phenylbenzimidazolyl, o-phenyl Benzimidazolyl, 3-N-benzimidazolyl, o-phenyl-1,3,4-oxadiazolyl, m-phenyl-1,3,4-oxadiazolyl, p-phenyl-1, 3,4-oxadiazolyl, o-phenyl-1,4,5-triazolyl, m-phenyl-1,4,5-triazolyl, p-phenyl-1,4,5-triazolyl , o-triphenylphosphoryloxy, 2-dioxodibenzothienyl, 3-dioxodibenzothienyl, 4-dioxodibenzothienyl, phenanthrene imidazolyl, N-phenanthroim...
Embodiment 2
[0058] Example 2. Fluorocarbazole Derivatives SPDPO
[0059] In this embodiment, a fluorenocarbazole derivative is provided, represented by molecular formula i, denoted as SPDPO:
[0060]
[0061] The preparation method is as follows:
[0062] Step 1. Preparation of intermediate 3-(2-bromophenyl)-9-phenylcarbazole
[0063] 1.0g (2.5mmol) 3-pinacol borate-9-phenylcarbazole, 1.1g (3.0mmol) m-bromoiodobenzene, 0.3g (0.3mmol) Pd (PPh3), 5.0ml concentration is 2.0 Add mol / L potassium carbonate, 50ml toluene and 25ml ethanol into a 150ml flask, and react at 100°C for 12 hours under a nitrogen atmosphere. After the reaction liquid was cooled to room temperature, dichloromethane was added to extract three times, the obtained organic phase was washed three times with water, dried with anhydrous sodium sulfate, filtered, and the crude product obtained after distilling off the organic solvent. Purify the ester product by flash column chromatography to obtain 0.83 g of white solid p...
Embodiment 3
[0068] Example 3. Fluorocarbazole Derivative SPPy
[0069] In this embodiment, a fluorenocarbazole derivative is provided, represented by molecular formula ii, denoted as SPPy:
[0070]
[0071] The preparation method is as follows:
[0072] Step 1. Preparation of intermediate 3-(2-bromophenyl)-9-phenylcarbazole
[0073] 1.0g (2.5mmol) 3-pinacol borate-9-phenylcarbazole, 1.1g (3.0mmol) m-bromoiodobenzene, 0.3g (0.3mmol) Pd (PPh3), 5.0ml concentration is 2.0 Add mol / L potassium carbonate, 50ml toluene and 25ml ethanol into a 150ml flask, and react at 100°C for 12 hours under a nitrogen atmosphere. After the reaction liquid was cooled to room temperature, dichloromethane was added to extract three times, the obtained organic phase was washed three times with water, dried with anhydrous sodium sulfate, filtered, and the crude product obtained after distilling off the organic solvent. Purify the ester product by flash column chromatography to obtain 0.83 g of white solid pow...
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