Copolymer containing thieno pyrroledione units, preparation method, and application thereof

A technology of thienopyrrole diketone and copolymer, which is applied in the field of copolymers, can solve the problems of low photoelectric conversion efficiency, achieve the effects of improving photoelectric conversion efficiency, improving stability, and reducing energy bandgap

Inactive Publication Date: 2012-03-14
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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  • Copolymer containing thieno pyrroledione units, preparation method, and application thereof
  • Copolymer containing thieno pyrroledione units, preparation method, and application thereof
  • Copolymer containing thieno pyrroledione units, preparation method, and application thereof

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Experimental program
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preparation example Construction

[0035] The present invention also provides a method for preparing a copolymer containing thienylpyrrole diketopic units, comprising the steps of:

[0036] Step S1: Add the thiophene material and n-butyl lithium to the first solvent at a molar ratio of 1:2 to 4 at -100°C to -25°C for reaction, then add trimethyltin chloride and continue the reaction for 24 ~48 hours, obtain the double tin compound of thiophene material;

[0037] Described reaction formula is as follows:

[0038]

[0039] In the formula, m is an integer greater than or equal to 1 and less than or equal to 5; R 1 , R 2 for C 1 -C 20 the alkyl group;

[0040] S2. In an oxygen-free environment, in the presence of a catalyst and a second solvent, mix 1,3-dibromo-5-alkylthiophene[3,4-c]-pyrrole-4,6-dione with the thiophene material The bistannide compound is carried out Stille reaction at a temperature of 65°C to 120°C for 24 to 72 hours at a molar ratio of 1:a to obtain the structural formula: The copolym...

Embodiment 1

[0052] This embodiment discloses a polymer with the following structure:

[0053]

[0054] In the above formula, n=20;

[0055] The preparation steps of above-mentioned polymer are as follows:

[0056] One, the preparation of (3,4-dimethylthiophene-2,5-diyl) bis(trimethyltin):

[0057]

[0058] At -100°C under nitrogen, add 40.00mL (1.00M) n-butyllithium solution into a reaction flask containing 1.12g 3,4-dimethylthiophene and 100mL tetrahydrofuran, stir for 1 hour and then drop slowly Add 7.96g of trimethyltin chloride, return to room temperature, and continue stirring for 24 hours. After the reaction, the reaction solution was poured into water, extracted with ether, dried over anhydrous magnesium sulfate, rotary evaporated, and recrystallized to obtain (3,4-dimethylthiophene-2,5-diyl) bis(trimethyltin) product .

[0059] MALDI-TOF-MS (m / z): 437.8 (M + ).

[0060] Two, the preparation of 5-methylthiophene [3,4-c]-pyrrole-4,6-dione:

[0061]

[0062] At room t...

Embodiment 2

[0073] This embodiment discloses a polymer with the following structure:

[0074]

[0075] In the above formula, n=62;

[0076] The preparation steps of above-mentioned polymer are as follows:

[0077] One, the preparation of (3,4-dioctylthiophene-2,5-diyl) bis(trimethyltin):

[0078]

[0079] At -78°C under argon, add 10.00mL (2.00M) n-butyllithium solution into a reaction flask containing 3.09g 3,4-dioctylthiophene and 110mL tetrahydrofuran, stir for 1 hour and slowly Add 3.98 g of trimethyltin chloride dropwise, return to room temperature, and continue stirring for 36 hours. After the reaction, the reaction solution was poured into water, extracted with ether, dried over anhydrous magnesium sulfate, rotary evaporated, and recrystallized to obtain (3,4-dioctylthiophene-2,5-diyl)bis(trimethyltin) product .

[0080] MALDI-TOF-MS (m / z): 634.2 (M + ).

[0081] Two, the preparation of 5-octylthiophene [3,4-c]-pyrrole-4,6-dione:

[0082]

[0083] Add 5.75 g of thio...

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Abstract

The invention belongs to the field of the photoelectron material, and discloses a copolymer containing thieno pyrroledione units, a preparation method, and an application thereof. The copolymer has a structure formula (I), wherein R1, R2 and R3 are alkyl containing carbon atoms of 1-20, n is an integer, and is more than 1 and less than or equal to 100, m is an integer, and is more than or equal to 1 and less than or equal to 5. Compared to the prior art, with the present invention, the alkyl is introduced to improve the solubility and the molecular weight of the product so as to achieve the spin-coating polymer or the spin-coating oligomer; the polymer formed by the thieno pyrroledione monomers and the thiophene monomers can form a strong donor-acceptor structure, such that the stability of the material is improved, the energy band gap of the material is reduced so as to increase the absorption range of the sunlight and improve the photoelectric conversion efficiency.

Description

technical field [0001] The present invention relates to a copolymer, in particular to a copolymer containing thienylpyrrole diketone unit. [0002] The invention also relates to a preparation method and application of a copolymer containing thienylpyrrole diketone unit. Background technique [0003] 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 util...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12C09K11/06H01L51/46H01L51/30H01L51/54H01S5/36
CPCY02E10/549
Inventor 周明杰黄杰刘辉
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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