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Polymer containing thienothiophene-cyclopentadithiophene, preparation method and application thereof

A technology of dithiophene and polymers, which is applied in the field of polymers containing thienothiophene-cyclopentadithiophene and its preparation, which can solve the problems of poor matching between absorption spectrum and solar spectrum, low photoelectric conversion efficiency, and energy conversion Low efficiency and other issues, to achieve excellent solar light matching and carrier transfer performance, improve thermal stability and environmental stability, and high energy conversion efficiency

Active Publication Date: 2014-06-11
OCEANS KING LIGHTING SCI&TECH CO LTD +2
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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
[0003] At present, the energy conversion efficiency of organic polymer solar cells is still lower than that of silicon solar cells. One of the reasons is that the carrier mobility of polymers is several orders of magnitude lower than that of inorganic single crystal materials, and the absorption of polymer photovoltaic materials The spectrum does not match well with the solar spectrum, which is another important reason for the low efficiency of energy transfer

Method used

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  • Polymer containing thienothiophene-cyclopentadithiophene, preparation method and application thereof
  • Polymer containing thienothiophene-cyclopentadithiophene, preparation method and application thereof
  • Polymer containing thienothiophene-cyclopentadithiophene, preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0058] A polymer containing thienothiophene-cyclopentadithiophene, specifically polymer P1 having the following general formula, wherein n=70:

[0059]

[0060] The preparation method comprises the following steps:

[0061] 1. 2,6-bis(3-hexyl-5-trimethyltin-2-thiophene)-4,4-[3',3"-bis(dodecyloxy)]biphenylcyclopentacene The preparation method of [2,1-b;3,4-b']dithiophene (B1) comprises the following steps:

[0062] (1), 2,6-dibromo-4,4-[3',3"-bis(dodecyloxy)]biphenylcyclopenta[2,1-b;3,4-b' ] The preparation method of dithiophene (d1) comprises the following steps:

[0063] Provides compound a1, which is 2-bromo-5,3'-bis(dodecyloxy)biphenyl, provides compound b, which is 2,6-dibromocyclopenta[2,1-b;3,4- b'] dithiophen-4-one;

[0064] Under nitrogen protection, add 3.0g (5mmol) of compound a1 into 60mL of anhydrous tetrahydrofuran in a reaction flask to obtain a solution, cool to -78°C, and slowly add 3mL of n-butyllithium in n-hexane (2.5mol / L, 7.5mmol), the addition was...

Embodiment 2

[0080] A polymer containing thienothiophene-cyclopentadithiophene, specifically a polymer P2 having the following general formula, wherein n=40:

[0081]

[0082] The preparation method comprises the following steps:

[0083] 1. 2,6-bis(2-trimethyltin-3-dodecyl-5-thiophene)-4,4-[3',3"-bis(decyloxy)]biphenylcyclopentadiene The preparation method of [2,1-b; 3,4-b'] dithiophene (B2) comprises the following steps:

[0084] (1), 2,6-dibromo-4,4-[3',3"-bis(decyloxy)]biphenylcyclopenta[2,1-b;3,4-b']di The preparation method of thiophene (d2) comprises the following steps:

[0085] Provides compound a2, which is 2-bromo-5,3'-bis(decyloxy)biphenyl, provides compound b, which is 2,6-dibromocyclopenta[2,1-b;3,4-b' ]dithiophen-4-one;

[0086] Under nitrogen protection, 2.73g (5mmol) of compound a2 was added to 60mL of anhydrous tetrahydrofuran in a reaction flask to obtain a solution, cooled to -78°C, and 2.4mL of n-butyllithium in n-hexane (2.5mol / L , 6mmol), after the addition w...

Embodiment 3

[0102] A polymer containing thienothiophene-cyclopentadithiophene, specifically polymer P3 having the following general formula, wherein n=10:

[0103]

[0104] The preparation method comprises the following steps:

[0105] 1. 2,6-bis(5-trimethyltin-2-thiophene)-4,4-biphenylcyclopenta[2,1-b;3,4-b']dithiophene (B3) The preparation method comprises the following steps:

[0106] (1), the preparation method of 2,6-dibromo-4,4-biphenylcyclopenta[2,1-b; 3,4-b']dithiophene (d3) comprises the following steps:

[0107] Provide compound a3, namely 2-bromo-biphenyl, provide compound b, namely 2,6-dibromocyclopenta[2,1-b;3,4-b']dithiophen-4-one;

[0108] Under nitrogen protection, add 1.17g (5mmol) of compound a3 into 60mL of anhydrous tetrahydrofuran in a reaction flask to obtain a solution, cool to -78°C, and slowly add 2.6mL of n-butyllithium in n-hexane (2.5mol / L , 6.5mmol), the addition was completed, and after the reaction was stirred at -78°C for 1h, 2.1g (6mmol) of compound ...

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Abstract

The present invention provides a polymer containing thienothiophene-cyclopentadithiophene, a preparation method and an application thereof. The polymer is a polymer P having the following general formula, wherein R1 and R2 are the same or different H, C1-C12 alkyl or C1-C12 alkoxy, R3 and R4 are the same or different H or C1-C12 alkyl, R5 is C1-C12 alkyl or C1-C12 alkoxy, R6 is H or F, and n is a natural number of 10-70. According to the present invention, the polymer contains the new cyclopentadithiophene and thienothiophene unit, has the new conjugate plane structure, has characteristics of excellent sunlight matching property, excellent carrier mobility property and simple and controllable preparation method, and has good application prospects in the fields of polymer solar cells, organic electroluminescent devices and other optoelectronic materials. The polymer P is as the follow.

Description

technical field [0001] The invention relates to the technical field of photoelectric materials, in particular to a polymer containing thienothiophene-cyclopentadithiophene and its preparation method and application. Background technique [0002] Organic solar cells have attracted widespread attention as a potential renewable energy source because of their incomparable advantages over inorganic solar cells, such as low cost, simple manufacturing process, light weight, and large-area flexible preparation. The performance of organic solar cells has steadily improved over the past decade, with energy conversion efficiencies approaching 10%. However, so far, the photoelectric conversion efficiency of organic solar cells is still much lower than that of inorganic solar cells. [0003] At present, the energy conversion efficiency of organic polymer solar cells is still lower than that of silicon solar cells. One of the reasons is that the carrier mobility of polymers is several or...

Claims

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Application Information

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IPC IPC(8): C08G61/12C07D519/00H01L51/46H01L51/54H01L51/30
CPCY02E10/549
Inventor 周明杰管榕李满园黄佳乐黎乃元
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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