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Conjugated block polymer, and its preparation method and application

A conjugated polymer and conjugated copolymer technology, which is used in semiconductor/solid-state device manufacturing, photovoltaic power generation, electrical components, etc. problems, to achieve the effect of improving solubility, improving crystallization properties, and reducing steric hindrance

Inactive Publication Date: 2012-05-30
薄志山 +2
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In recent reports of organic solar cells, the poor solar spectrum matching of the polymer active layer is one of the most prominent drawbacks.
Therefore, many research groups have reported polymer materials with narrow bandgap, hoping to broaden their absorption by adjusting the bandgap of the material. However, there are certain problems in the energy level matching of such wide-absorbing materials. Exhibits excellent photovoltaic device performance

Method used

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  • Conjugated block polymer, and its preparation method and application
  • Conjugated block polymer, and its preparation method and application
  • Conjugated block polymer, and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Example 1. Preparation of 9,9-dimethyl-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) dibenzo Silole

[0027] 9,9-Dimethyl-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)dibenzosilole is a polymer 1 is an important module in the synthesis, and its preparation reaction formula is as follows figure 1 shown.

[0028] The specific description is as follows:

[0029] Step 1) Mix 2,5-dibromonitrobenzene (50.0g) and copper powder (27.0g) in 200mL of N,N-dimethylformamide, heat the reaction at 125°C for 3 hours, and cool to room temperature. The remaining copper powder was removed by filtration, and the solvent in the filtrate was evaporated to dryness to obtain a crude product. The crude product was washed with 500 mL of methanol, then dissolved in toluene, filtered to remove inorganic salts, and the filtrate was evaporated to dryness to obtain yellow crystal 4,4'-dibromo-2,2'-dinitrobiphenyl (26 g, 84 %);

[0030] Step 2) Add 4,4'-dibromo-2,2'-dinitrobenzene ...

Embodiment 2

[0034] Example 2. Preparation of 9,9-dioctyl-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl) dibenzo Silole

[0035] 9,9-dioctyl-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)dibenzosilole is a polymer 2 is an important module in the synthesis, and its preparation reaction formula is as follows figure 2 shown.

[0036] The specific description is as follows:

[0037]Synthesis of 9,9-dioctyl-2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)dibenzosilole Among them, steps (1) to (3) are consistent with the steps in Example 1, see Example 1 for details;

[0038] Step 4) Add 4,4'-dibromo-2,2'-diiodobiphenyl (1.5g) into a single-necked bottle containing 50mL of tetrahydrofuran, and after repeated degassing, use a cold trap to adjust the solution temperature to -90°C. Add n-butyllithium (4.27mL) into it, stir at -90°C for 1 hour, then inject dioctyldichlorosilane (1.50mL) into it, let the reaction return to room temperature naturally, react overnight, and evapora...

Embodiment 3

[0040] Embodiment 3, the block conjugated polymer 1 of preparation formula II structure

[0041] The conjugated polymer of formula II structure has 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolin-2-yl)-9,9-bis Methyldibenzosilole, 4,7-bis(5-bromothiophene-2-methylene)-5,6-dioctyloxy-1,3,5-benzothiadiazole Segment copolymer, its preparation reaction formula is as follows image 3 shown.

[0042] The specific description is as follows:

[0043] 1 mmol of 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-9,9-dimethyldibenzosilole , 1mmol of 4,7-bis(5-bromothiophene-2-methylene)-5,6-dioctyloxy-1,3,5-benzothiadiazole, 10mmol of sodium bicarbonate were added In the mixed solvent of 50ml of tetrahydrofuran, 10ml of toluene and 10ml of water, under the protection of nitrogen, add 0.1mmol of catalyst tetrakis (triphenylphosphine) palladium, heat and reflux for three days, cool to room temperature, and acetone settles after chloroform Three times, a block conjugated polymer 1 of ...

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Abstract

The present invention discloses a conjugated block polymer, and its preparation method and application. The conjugated block polymer has a structure shown in a formula I, wherein X represents S, -NH, CH2, O or -CH=CH-; each of R1 and R2 is a substituent group which is hydrogen atom, saturated alkane, double-bond alkane, triple-bond alkane, ether chain, alkyl-chain amine or sulfydryl; and n is numbers of structure-repeated units of the main polymer chain, and is a positive integer larger than 0. Through changing the polymer structure, the polymer has improved spectrum, increased molecular weight and dissolubility, reduced steric hindrance and improved crystallization property by adjusting different conjugated units, and has wide application prospect on photoelectric functional devices, particularly on polymer solar cells.

Description

technical field [0001] The invention relates to a polymer for preparing an organic photovoltaic device, a preparation method and application thereof. Background technique [0002] Due to the increasingly urgent demand for the utilization of cheap solar energy resources, more and more scientific researchers have turned their attention to the field of high-efficiency and cheap photovoltaic devices. Compared with inorganic semiconductor materials, organic photovoltaic systems based on polymers have the advantages of being cheap and easy to prepare. At the same time, the potential advantage of organic photovoltaic devices is that they can prepare large-area flexible devices, which cannot be achieved by inorganic semiconductor materials. . In recent years, the photoelectric conversion efficiency of organic photovoltaic devices has been rising and has reached 7%. Poor solar spectrum matching of the polymer active layer is one of the most prominent drawbacks in recent reports of ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12H01L51/46
CPCY02E10/549
Inventor 薄志山宋金生李翠红
Owner 薄志山
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