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Electroluminescent spectrum-stable blue fluorene-based polymers as well as preparation method and uses thereof

An electroluminescence and polymer technology, applied in the field of blue fluorene polymers and their preparation, can solve the problems of luminescence spectral tailing, poor color purity and luminescence color stability, achieve good spectral stability and improve spectral stability Effect

Active Publication Date: 2008-09-03
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

At present, people are committed to the research of polymer full-color display, and the main problems to be solved in order to realize full-color display are: each primary color light emission, color purity of polymer, quantum efficiency and lifetime issues
However, due to the easy formation of excimers between the excited state and the ground state of the molecule and the formation of a ketone structure on the molecular chain under the action of thermal oxygen, the luminescence spectrum has a long tailing phenomenon, that is, color purity and luminescence color. Poor stability

Method used

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  • Electroluminescent spectrum-stable blue fluorene-based polymers as well as preparation method and uses thereof
  • Electroluminescent spectrum-stable blue fluorene-based polymers as well as preparation method and uses thereof
  • Electroluminescent spectrum-stable blue fluorene-based polymers as well as preparation method and uses thereof

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0059] Embodiment 1 2, the preparation of 7-dibromofluorene

[0060] Prepared according to the method of World Patent (WO 99 05184) and Chem.Mater.11(1997), 11083:

[0061] In a 250 ml three-necked flask, add 16.6 g (0.1 mol) of fluorene, 88 mg (1.57 mmol) of iron powder, and 100 ml of chloroform. After cooling in an ice-water bath, 35 ml of a bromine 35.2 g (0.22 mol) / chloroform mixed solution was added dropwise. The temperature in the bottle does not exceed 5°C during the dropwise addition. After the reaction was completed, it was filtered and recrystallized from chloroform to obtain 26.9 g of white crystals with a yield of 83%. 13 C NMR and GC-MASS tests showed that it was the target product.

[0062]

Embodiment 2

[0063] Example 2 Preparation of 2,7-dibromo-9,9-dialkylfluorene

[0064] Take the preparation of 2,7-dibromo-9,9-di-n-octylfluorene as an example to illustrate

[0065] Add 9.7 grams (0.03 moles) of 2,7-dibromofluorene, 0.07 grams (0.3 mmoles) of benzyltriethylammonium chloride, 90 milliliters of dimethyl sulfoxide, and 45 milliliters of aqueous sodium hydroxide ( 50%). Stir vigorously at room temperature to form a suspension. 12.5 g (65 mmol) of 1-bromo-n-octane was slowly added dropwise, and stirring was continued for 3 hours, followed by extraction with diethyl ether. The ether phase was washed with saturated aqueous sodium chloride and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the product was purified by column chromatography using petroleum ether as the eluent to obtain white crystals. 13 C NMR and GC-MASS tests showed that it was the target product.

[0066]

Embodiment 3

[0067] Example 3 Preparation of 2,7-diboronate-9,9-dialkylfluorene

[0068] According to the method disclosed in Macromolecules 30 (1997) 7686, the preparation of 2,7-diboronate-9,9-di-n-octylfluorene is taken as an example to illustrate.

[0069] 5.6 g (10.22 mmol) of 2,7-dibromo-9,9-di-n-octylfluorene and 130 ml of anhydrous tetrahydrofuran were added to a 500 ml three-necked flask. Under argon protection, 20 ml (32 mmol) of n-butyllithium / n-hexane solution (1.6M) was added dropwise at -78°C, and stirred at -78°C for 2 hours. Then 25 ml (123 mmol) of 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-ethylenedioxy borate was added rapidly, and stirring was continued at -78°C 2 hours. The reaction mixture was gradually warmed to room temperature, and the reaction was stirred for 36 hours. The reaction mixture was poured into ether / water, extracted with ether, washed with aqueous NaCl, and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the residue was recrysta...

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Abstract

The invention relates to a electro luminescent blue fluorene polymer with stable optical spectrum, preparation and application thereof. Backbone chain of the inventive polymer has a fluorene structural unit and a sulfurous anhydride fluorene structural unit. The preparation includes steps of preparing sulfurous anhydride fluorene monomer and Suzuki coupling polymerization. Electro luminescence optical spectrum stability is improved by introducing sulfurous anhydride structural unit into backbone chaine of poly fluorenes, so as to obtain a novel poly fluorenes blue optic material. Obtained blue electroluminescent poly fluorenes conjugated polymer with sulfurous anhydride fluorene structural unit has good optical spectrum stability.

Description

technical field [0001] The invention belongs to the technical field of electroluminescence of organic polymers, and in particular relates to a blue fluorene polymer with stable electroluminescence spectrum containing a sulfur dioxide structural unit and a preparation method and application thereof. Background technique [0002] In 1990, Burroughes and others at the Cavendish Laboratory of the University of Cambridge reported the electroluminescence of polystyrene (PPV) for the first time, and then in 1991, Alan J. Heeger's group at the University of California, Santa Barbara used armor Oxy-isooctoxy-substituted poly(p-phenylene vinylene) (MEH-PPV) was spin-coated on ITO to form an orange-red light-emitting diode with a quantum efficiency of 1%, which opened the prelude to the research on polymer LEDs. . Many academic institutions and some internationally renowned large electronics and chemical companies have invested huge manpower and material resources in researching this ...

Claims

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Application Information

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IPC IPC(8): C09K11/06H05B33/14C08G61/12H01L51/54
Inventor 杨伟刘杰李元元王二刚彭俊彪曹镛
Owner SOUTH CHINA UNIV OF TECH
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