Fluorine-containing oligomeric silsesquioxane modified hyperbranched copolymer and preparation and application thereof

A technology of polysilsesquioxane and hyperbranched copolymer is applied in the field of preparation of hyperbranched white light copolymer, which can solve the problems of aggregation and quenching, affecting the luminous efficiency and lifespan of the device, and achieves improved performance and improved waterproof and oxygen barrier capability. , good hydrophobicity

Active Publication Date: 2021-04-16
TAIYUAN UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In the initial research, more linear polymers were studied, but the defect of linear polymers is that the material is prone to chain accumulation in the solid state, which leads to aggregation quenching, which affects the luminous efficiency and life of the device.

Method used

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  • Fluorine-containing oligomeric silsesquioxane modified hyperbranched copolymer and preparation and application thereof
  • Fluorine-containing oligomeric silsesquioxane modified hyperbranched copolymer and preparation and application thereof
  • Fluorine-containing oligomeric silsesquioxane modified hyperbranched copolymer and preparation and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0060] Example 1: Preparation of fluorine-containing POSS group monomers.

[0061]

[0062] Add 10 g of 3,3,3-trifluoropropyltrimethoxysilane to a two-necked flask previously filled with 50 mL of THF, and vacuum and blow nitrogen.

[0063] Under a nitrogen atmosphere, add 1.05 mL of deionized water into the two-necked flask, raise the temperature to 50°C and stir for 30 minutes, then add 790 mg of NaOH, raise the temperature to 80°C, stir and reflux for 5 hours. Heating was stopped, and after stirring at room temperature for 15 h, the reaction ended.

[0064] The reaction product was concentrated under reduced pressure to remove the solvent and other volatiles, and dried in a vacuum oven at 40° C. for 12 hours to obtain a white powder of the fluorine-containing POSS group precursor.

[0065]

[0066] Weigh 10 g of fluorine-containing POSS precursor into a two-neck flask, vacuumize and ventilate nitrogen, add 80 mL of anhydrous THF under nitrogen atmosphere and vigorous ...

Embodiment 2

[0069] Example 2: Preparation of 2-(2-bromoethoxy)tetrahydro-2H-pyran.

[0070]

[0071] Add p-toluenesulfonic acid hydrate (PPTS) (6.36g, 36mmol) into a three-necked flask, add 80mL solvent dichloromethane, vacuumize the reaction system, and blow nitrogen three times.

[0072] Continue to inject 3,4-dihydro-2H-pyran (34.8mL, 386mmol) and 2-bromoethanol (18mL, 254mmol) into the three-necked flask, and stir at room temperature for 12h.

[0073] After the mixture was cooled, it was washed with ethyl acetate and saturated NaCl aqueous solution, and the organic phase was washed with anhydrous MgSO 4 Drying, filtration, vacuum concentration of the filtrate, silica gel chromatographic column, purification with petroleum ether:dichloromethane=4:1 as the eluent, to obtain the target product 2-(2-bromoethoxy) in the form of light yellow viscous liquid Tetrahydro-2H-pyran.

Embodiment 3

[0074] Example 3: Preparation of 2-{2-[2,7-dibromo-9-(2-perhydro-2H-pyran-2-yloxyethyl)fluoren-9-yl]ethoxy}all Hydrogen-2H-pyran.

[0075]

[0076] Add 2,7-dibromofluorene (5g, 15mmol) and phase transfer catalyst tetrabutylammonium chloride (TBAcl) (0.42g, 1.5mmol) into a three-necked flask, add 60mL DMSO, vacuumize and pass nitrogen 3 times .

[0077] Raise the temperature of the system to 55°C, add 20mL of 50wt% NaOH solution, stir mechanically for 5min, then add 2-(2-bromoethoxy)tetrahydro-2H-pyran (10.5g, 50mmol), raise the temperature to 65°C, The reaction was stirred for 12h.

[0078] After cooling, wash with ethyl acetate and saturated NaCl aqueous solution, then wash with deionized water three times, anhydrous MgSO 4 After drying, filtering, and concentrating the filtrate in vacuum, it was applied to a silica gel chromatography column and purified with petroleum ether:ethyl acetate=10:1 as the eluent to obtain the target product 2-{2-[2,7- Dibromo-9-(2-perhydro-...

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Abstract

The invention relates to a fluorine-containing oligomeric silsesquioxane modified hyperbranched copolymer, which contains 0.9 to 19.9 percent by mole of spiro [3.3] heptane-2, 6-dispirofluorene branched central structure unit, 80 to 99 percent by mole of fluorine-containing oligomeric silsesquioxane modified fluorene monomer unit and 9,9-Dioctyl fluorene monomer unit linear random arranged hyperbranched chain structural unit 0.01 to 0.1 percent by mole of the 4, 7-bis (5-thienyl)-2, 1, 3-benzothiadiazole dimming group structural unit, and the number-average molecular weight Mn of the 4, 7-bis (5-thienyl)-2, 1, 3-benzothiadiazole dimming group structural unit is 4000-15000. The hyperbranched copolymer is used as an organic light-emitting material to be applied to an organic light-emitting device, stable white light can be emitted, the interface problem of the device is optimized, the stability of the device is improved, and the service life of the device is prolonged.

Description

technical field [0001] The invention belongs to the technical field of preparation of hyperbranched white light copolymers, and relates to a spiro[3.3]heptane-2,6-dispirofluorene branch using cage polyhedral oligomeric silsesquioxane (POSS) as a modified material A central hyperbranched white light copolymer, and a preparation method of the copolymer. Background technique [0002] Organic light-emitting materials used in organic electroluminescent devices (OLEDs) can be mainly divided into two categories: small molecule light-emitting materials and polymer light-emitting materials. [0003] From the perspective of experimental purification, small molecule luminescent materials are easier to purify, and vacuum coating is used in the preparation of OLEDs, which is more mature than polymer luminescent materials. At the same time, organic electroluminescent devices prepared with small molecule light-emitting materials have the characteristics of high luminous efficiency, high b...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G83/00C09K11/06
CPCY02B20/00
Inventor 武钰铃王米穴张伟玄刘若云赵浩成苗艳勤李洁王华
Owner TAIYUAN UNIV OF TECH
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