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A fluorene-benzothiadiazole copolymer luminescent material with high optical gain

A technology of benzothiadiazole and light-emitting materials, which is applied in the direction of light-emitting materials, chemical instruments and methods, etc., can solve the problem of low carrier mobility, achieve excellent laser performance, good solution preparation performance, and reduce aggregation effects

Inactive Publication Date: 2017-05-03
SHENZHEN SISENSING TECH CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the relatively low carrier mobility in amorphous organic semiconductor materials, direct electrical pumping of organic semiconductor lasers has not yet been realized. Therefore, the effective improvement of the mobility of organic light-emitting materials will mean that organic materials and Organic semiconductor lasers will have a broader application prospect

Method used

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  • A fluorene-benzothiadiazole copolymer luminescent material with high optical gain
  • A fluorene-benzothiadiazole copolymer luminescent material with high optical gain
  • A fluorene-benzothiadiazole copolymer luminescent material with high optical gain

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039]

[0040] Target compound H1

[0041] 【Experimental content】

[0042]

[0043]

[0044] (a) 1-bromooctane / 1-bromo-2-methylbutane, 50% KOH solution, TBAB, acetone, reflux;

[0045] (b) pinacol diboronate, dioxane, [1,1'-bis(diphenylphosphino)ferrocene]palladium dichloride, potassium acetate, 100°C;

[0046] (c)Pd(PPh 3 ) 4 , 2M K 2 CO 3 Solution, TBAB, THF, 80°C.

[0047] According to the reaction route:

[0048] Step 1: Compound 1 was dissolved in a mixed solvent of acetone and 50% potassium hydroxide aqueous solution, and reacted with 1-bromooctane / 1-bromo-2-methylbutane under heating and reflux conditions to obtain Compound 2, 3. H NMR spectrum characterization as figure 1 ,2.

[0049]Step 2: Compound 4, biboronic acid pinacol ester, and potassium acetate are dissolved in dioxane solvent, and [1,1'-bis(diphenylphosphino)ferrocene]palladium dichloride is used as a catalyst Under these conditions, compound 5 was obtained. H NMR spectrum characterizat...

Embodiment 2

[0057]

[0058] Target compound H2

[0059] 【Experimental content】

[0060]

[0061]

[0062] (a) 1-bromooctane / 4-bromotriphenylamine, 50% KOH solution, TBAB, acetone, reflux;

[0063] (b) pinacol diboronate, dioxane, [1,1'-bis(diphenylphosphino)ferrocene]palladium dichloride, potassium acetate, 100°C;

[0064] (c)Pd(PPh 3 ) 4 , 2M K 2 CO 3 Solution, TBAB, THF, 80°C.

[0065] According to the reaction route:

[0066] Step 1: Compound 1 was dissolved in a mixed solvent of acetone and 50% potassium hydroxide aqueous solution, and reacted with 1-bromooctane / 4-bromotriphenylamine under heating and reflux conditions to obtain compounds 2 and 3.

[0067] Step 2: Compound 4, biboronic acid pinacol ester, and potassium acetate are dissolved in dioxane solvent, and [1,1'-bis(diphenylphosphino)ferrocene]palladium dichloride is used as a catalyst Under these conditions, compound 5 was obtained.

[0068] Step 3: Compounds 2 and 3 were respectively dissolved in tetrahydro...

Embodiment 3

[0071]

[0072] Target compound H3

[0073] 【Experimental content】

[0074]

[0075] (a) 1-bromooctane / 1-bromo-2-ethylhexane, 50% KOH solution, TBAB, acetone, reflux;

[0076] (b) pinacol diboronate, dioxane, [1,1'-bis(diphenylphosphino)ferrocene]palladium dichloride, potassium acetate, 100°C;

[0077] (c)Pd(PPh 3 ) 4 , 2M K 2 CO 3 Solution, TBAB, THF, 80°C.

[0078] According to the reaction route:

[0079] Step 1: Compound 1 was dissolved in a mixed solvent of acetone and 50% potassium hydroxide aqueous solution, and reacted with 1-bromooctane / 1-bromo-2-ethylhexane under heating and reflux conditions to obtain compound 2, 3.

[0080] Step 2: Compound 4, biboronic acid pinacol ester, and potassium acetate are dissolved in dioxane solvent, and [1,1'-bis(diphenylphosphino)ferrocene]palladium dichloride is used as a catalyst Under these conditions, compound 5 was obtained.

[0081] Step 3: Compounds 2 and 3 were respectively dissolved in tetrahydrofuran solvent, ...

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Abstract

The invention relates to a highlight gain fluorene-benzothiadiazole copolymer luminescent material and a preparation method and belongs to the technical field of organic luminescent materials. The highlight gain fluorene-benzothiadiazole copolymer luminescent material is characterized in that fluorene and benzothiadiazole are alternatively polymerized, the modification of steric hindrance groups is carried out on the site 9 of fluorenyl, so that a dihedral angle in a molecular chain is changed, the contact probability of an energy transfer unit is increased, the electronic mobility is increased, and high luminous efficiency and good solution preparation property are maintained, and therefore, the highlight gain fluorene-benzothiadiazole copolymer luminescent material can be used as a laser material with the low threshold and high migration rate.

Description

technical field [0001] The invention relates to a fluorene-benzothiadiazole copolymer light-emitting material with high light gain and a preparation method, belonging to the technical field of organic light-emitting materials. Background technique [0002] Organic electroluminescent devices (LEDs) and optically pumped semiconductor lasers have been released, but they have not yet reached the stage of practical application, and organic electro-pumped lasers are still in the stage of experimental research and exploration. However, organic lasers, including small molecules and polymer materials as working substances, have many advantages over other inorganic lasers, so their application prospects are very broad. Organic lasers also have the advantages of simple production, low cost, and convenient integration. The emission wavelength range of organic lasers covers the entire visible light band, so it has advantages in some aspects that require collimation, coherent light or dec...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C09K11/06C08G61/12
Inventor 夏瑞东俞舟夏斌
Owner SHENZHEN SISENSING TECH CO LTD
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