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Polyfluorene polymer with main chain containing non-conjugated units and preparation method and application of polyfluorene polymer

A technology of non-conjugated units and polymers, applied in the field of polyfluorene polymers and their preparation, can solve problems such as poor spectral stability, low luminous efficiency, and wide energy bandgap, and achieve simple preparation process, good solubility, The effect of improving device efficiency

Active Publication Date: 2016-11-23
SOUTH CHINA UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0002] Polyfluorene-based materials are a class of promising materials, but polyfluorene-based materials also have some shortcomings. As a light-emitting material, homopolyfluorene electroluminescence (EL) has low efficiency and poor spectral stability.
This is mainly due to the fact that most homopolyfluorenes behave as amorphous phases in light-emitting devices, with wide energy band gaps and low luminous efficiency.

Method used

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  • Polyfluorene polymer with main chain containing non-conjugated units and preparation method and application of polyfluorene polymer
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  • Polyfluorene polymer with main chain containing non-conjugated units and preparation method and application of polyfluorene polymer

Examples

Experimental program
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Embodiment 1

[0031] Embodiment 1 2, the preparation of 7-dibromofluorene

[0032] In a 250 mL three-necked flask, add fluorene (24.5 g, 0.1 mol), iron powder (88 mg, 1.57 mmol), and 100 mL of chloroform. After cooling in an ice-water bath, 35 mL of a bromine (17.6 g, 0.1 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 20.3 g of a white solid with a yield of 83%. 1 H NMR, 13 CNMR, MS and elemental analysis results show that the obtained compound is the target product, and its chemical reaction equation is as follows:

[0033]

Embodiment 2

[0034] Example 2 Preparation of 2,7-dibromo-9,9-dioctyl-9H-fluorene

[0035] 2-Bromofluorene (9.7 g, 0.03 mol), benzyltriethylammonium chloride (0.07 g, 0.3 mmol), 90 mL of dimethyl sulfoxide, and 45 mL of aqueous sodium hydroxide solution (50 wt %) were added to a three-necked flask. Stir at room temperature to form a suspension. 1-Bromo-n-octane (12.5 g, 65 mmol) was added dropwise, and stirring was continued for 3 hours, followed by extraction with 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 a white solid. 1 H NMR, 13 CNMR, MS and elemental analysis results show that the obtained compound is the target product, and its chemical reaction equation is as follows:

[0036]

Embodiment 3

[0037] Example 3 Preparation of 2,7-diboronate-9,9-dioctylfluorene

[0038] Under an argon atmosphere, 2,7-dibromo-9,9-dioctylfluorene (5 g, 10.65 mmol) was dissolved in 180 mL of refined THF, and 1.6 mol.L was gradually added dropwise at -78°C -1 28mL of n-butyllithium, reacted for 2 hours, then added 25mL of 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborane, at -78°C The reaction was continued for 1 hour, and the temperature was raised to room temperature for 24 hours. The reaction mixture was poured into water, extracted with ethyl acetate, and the organic layer was washed with brine and dried over anhydrous magnesium sulfate. After the solution was concentrated, a light yellow viscous crude product was obtained, which was purified by silica gel column chromatography (petroleum ether / ethyl acetate = 15 / 1, v / v was selected as the eluent), and the product was placed in the refrigerator for a long time to obtain a white solid. rate of 70%. 1 H NMR, 13 CNMR, MS and element...

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Abstract

The invention discloses a polyfluorene polymer with a main chain containing non-conjugated units and a preparation method and application of the polyfluorene polymer. The polymer is characterized in that the non-conjugated structural units are introduced into the main chain of polyfluorene so as to achieve induction to generate a beta-phase. As everyone knows, the polyfluorene polymer is one of the most promising blue-light-emitting polymers and is considerably researched due to the fact that the polyfluorene polymer is high in fluorescence quantum efficiency, relatively good in thermal stability and electrochemistry stability, easy to functionalize at carbon-9 site of fluorene, and the like, and the beta-phase has far-reaching influence on thin film morphology, carrier transporting and device performance.

Description

technical field [0001] The invention belongs to the field of organic optoelectronics, and specifically relates to a polyfluorene polymer whose main chain contains non-conjugated units, a preparation method and application thereof. Background technique [0002] Polyfluorene materials are promising materials, but they also have some disadvantages. As luminescent materials, homopolyfluorene electroluminescence (EL) has low efficiency and poor spectral stability. This is mainly due to the fact that most of the homopolyfluorenes in light-emitting devices are in the form of amorphous phase, with wide energy band gap and low luminous efficiency. One of the commonly used methods to improve the EL luminescence properties of blue-light polyfluorene is to induce the β phase of polyfluorene. The conjugation length of the β phase of polyfluorene can be extended to about 30 repeating units. It has good planarity and regularity, which is beneficial to Enhanced luminous efficiency and spec...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/02H01L51/54
CPCC08G61/02C08G2261/95C08G2261/592C08G2261/411C08G2261/1412C08G2261/316C08G2261/3142C08G2261/19C08G2261/12H10K85/00
Inventor 应磊赵森彭俊彪杨伟曹镛
Owner SOUTH CHINA UNIV OF TECH
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