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Copolymers containing fluorene, anthracene and diazosulfide units, preparation method thereof, and application thereof

A technology of benzothiadiazole and copolymer, applied in the field of organic compound synthesis, can solve problems such as low photoelectric conversion efficiency, and achieve the effects of excellent reduction reversibility, high yield and improved transfer efficiency

Inactive Publication Date: 2011-11-23
OCEANS KING LIGHTING SCI&TECH CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, so far, the photoelectric conversion efficiency of organic solar cells is still much lower than that of inorganic solar cells

Method used

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  • Copolymers containing fluorene, anthracene and diazosulfide units, preparation method thereof, and application thereof
  • Copolymers containing fluorene, anthracene and diazosulfide units, preparation method thereof, and application thereof
  • Copolymers containing fluorene, anthracene and diazosulfide units, preparation method thereof, and application thereof

Examples

Experimental program
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preparation example Construction

[0035] And, this embodiment also provides the preparation method of the copolymer containing fluorene, anthracene and benzothiadiazole units, including the following steps:

[0036] 1) Provide compounds A, B, and C represented by the following structural formula respectively,

[0037]

[0038] Among them, m is a natural number, and 1≤m≤20; R 1 , R 2 selected from hydrogen atom, halogen, cyano, optionally substituted or unsubstituted C 1 ~C 40 Alkyl, optionally substituted or unsubstituted aryl or optionally substituted or unsubstituted heteroaryl; R 3 selected from hydrogen atom, cyano, optionally substituted or unsubstituted C 1 ~C 40 Alkyl, optionally substituted or unsubstituted C 1 ~C 40 Alkoxy, optionally substituted or unsubstituted C 6 ~C 40 Aryl, optionally substituted or unsubstituted C 6 ~C 40 Aralkyl, optionally substituted or unsubstituted C 6 ~C 40 Arylalkoxy;

[0039] 2) In an anhydrous, anaerobic environment and an organic solvent system, compou...

Embodiment 1

[0055] Copolymers containing fluorene, anthracene and benzothiadiazole units I 1 The preparation, its structural formula is as follows:

[0056]

[0057] In the formula, x=0.1; y=0.9.

[0058] Its preparation comprises the following steps:

[0059] 1) 2, the preparation of 2,7-two (4,4,5,5-tetramethyl-1,3,2-dioxaborolyl) base-9,9-dioctylfluorene, its reaction is as follows Shown:

[0060]

[0061] The specific process of preparation is: set up an anhydrous and anaerobic reaction device, and continuously stir and N 2 Under the protection of the three-necked flask, add 9.0mmol of white 2,7-dibromo-9,9-dioctylfluorene, and then inject 150ml of refined tetrahydrofuran solvent with a syringe. Inject 27.0 mmol of n-BuLi. After stirring for 2 hours, inject 30.6 mmol of 2-isopropoxy-4,4,5,5-tetramethyl-1,3 with a syringe at -70°C. 2-dioxaborolane, then the temperature of the reaction system was raised to room temperature, and the reaction was continued for 12 hours; after t...

Embodiment 2

[0066] Copolymers containing fluorene, anthracene and benzothiadiazole units I 2 The preparation, its structural formula is as follows:

[0067]

[0068] In the formula, x=0.8; y=0.2.

[0069] Its preparation comprises the following steps:

[0070] 1) Preparation of 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolyl)-9,9-dioctylfluorene:

[0071] For its specific preparation process, see step (1) in Example 1;

[0072] 2) Polymer I 2 The preparation, its reaction is shown in the following formula:

[0073]

[0074] The specific process of preparation is: add 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolyl)-9,9-dioctyl to the reactor Fluorene 1mmol, 9,10-dibromo-2,6-di(2-octyldecyl)anthracene 0.8mmol, 4,7-dibromo-2,1,3-benzothiadiazole 0.2mmol, Pd( PPh 3 ) 2 Cl 2 0.02mmol, 2mol / L NaHCO 3 10ml of aqueous solution and 40ml of ether solvent, through repeated N 2 And vacuumize the reaction system to be in an oxygen-free state. After reacting at 80°C for 48 hours, add d...

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Abstract

The invention discloses copolymers containing fluorene, anthracene and diazosulfide units, a preparation method of the copolymers, and an application of the copolymers. The copolymers are represented by a molecular general formula (I). In the formula, n is a natural number from 1 to 500. m is a natural number, wherein 1<=m<=20. x, y are positive real numbers, and x+y=1. R1 and R2 are selected from hydrogen atom, halogen, cyan, optionally substituted or non-substituted C1 to C40 alkyl, aryl or heteroaryl. R3 is selected from hydrogen atom, cyan, optionally substituted or non-substituted C1 to C40 alkyl, C1 to C40 alkoxy, C6 to C40 aryl, C6 to C40 aralkyl, or C6 to C40 aryl alkoxy. The copolymers containing anthracene and diazosulfide units have high solubility, high carrier mobility, high light absorbance, wide light absorbing scope, and improved utilance of sunlight. The preparation method of the copolymers is easy; the yield is high; and the processes are easy to operate and to control.

Description

technical field [0001] The invention belongs to the technical field of organic compound synthesis, and in particular relates to a copolymer containing fluorene, anthracene and benzothiadiazole units and its preparation method and application. Background technique [0002] Today's world economy is mainly based on fossil energy, such as coal, oil and natural gas. However, these non-renewable fossil energy sources are constantly being exhausted. Since the beginning of the 21st century, global energy issues and the ensuing environmental pollution and climate warming have become increasingly prominent and gradually intensified. Solar energy is considered to be one of the most promising renewable energy sources because of its widespread and vast distribution, large amount of resources, no pollution, cleanliness, safety, and easy access. Solar cells directly convert sunlight energy into electrical energy, which is a practical and effective way to utilize solar energy. However, c...

Claims

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Application Information

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IPC IPC(8): C08G61/12H01L51/00
Inventor 周明杰黄杰黄佳乐
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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