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Thiophene-quinoxaline unit containing fluorene copolymer as well as preparation method and application thereof

A kind of copolymer, quinoxaline technology, applied in the field of fluorene copolymer containing thiophene-quinoxaline unit and its preparation, can solve the problem of low photoelectric conversion efficiency, achieve improved photoelectric conversion efficiency, wide spectral response range, easy Effects of manipulation and control

Inactive Publication Date: 2013-09-04
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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  • Thiophene-quinoxaline unit containing fluorene copolymer as well as preparation method and application thereof
  • Thiophene-quinoxaline unit containing fluorene copolymer as well as preparation method and application thereof
  • Thiophene-quinoxaline unit containing fluorene copolymer as well as preparation method and application thereof

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Effect test

preparation example Construction

[0054] The preferred scheme of the preparation method of the above-mentioned compound A is: in an anhydrous, oxygen-free environment and an organic solvent system, first react 2,7-dibromo-9,9-dialkylfluorene with an alkyl derivative of lithium , and then add 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane for reaction to generate the compound A.

[0055] In the preparation steps of the above-mentioned compound A, the 2,7-dibromo-9,9-dialkylfluorene, the alkyl derivative of lithium and 2-isopropoxy-4,4,5,5-tetramethyl The molar ratio of base-1,3,2-dioxaborolane three reactants is preferably 1:2.0~4.0:2.0~4.0; the alkyl derivative of lithium is preferably n-butyllithium, tert-butyllithium, At least one of methyllithium and phenyllithium; the organic solvent is preferably at least one of tetrahydrofuran, ether, methylene chloride, chloroform or ethyl acetate; the reaction temperature of the preparation step of compound A is preferably -100 ~-25°C, the time is preferably 24-...

Embodiment 1

[0075]Containing thiophene-quinoxaline unit fluorene copolymer I of the present embodiment 1 The structural formula is as follows:

[0076]

[0077] Its preparation steps are as follows:

[0078] (1) Preparation of 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolyl)-9,9-dimethylfluorene, whose structural formula is as follows :

[0079]

[0080] The specific preparation process is as follows: at -100°C and under nitrogen, add 20.00 mL of n-butyllithium oil solution with a concentration of 1.00 mol / L to 3.52 g of 2,7-dibromo-9,9-dimethyl fluorene and 100mL tetrahydrofuran reaction flask, after stirring for 2 hours, slowly add 4.17mL of 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxa Pentaborane, returned to room temperature, continued to stir for 24 hours, after the reaction was completed, the reaction solution was poured into water, extracted with ether, dried over anhydrous magnesium sulfate, rotary evaporated, and separated by column chromatography to obtain a solid produc...

Embodiment 2

[0094] Fluorene Copolymers Containing Thiophene-Quinoxaline Units I 2 The preparation, its structural formula is as follows:

[0095]

[0096] Its preparation steps are as follows:

[0097] (1) Preparation of 2,7-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolyl)-9,9-dimethylfluorene: detailed preparation steps See embodiment 1, its structural formula is as follows:

[0098]

[0099] (2) The preparation of 3,6-dimethylthieno[3,2-b]thiophene, its structural formula is as follows:

[0100]

[0101] The specific process of preparation is: 12.00g of 3,6-dibromo-thieno[3,2-b]thiophene and 132mg (1,1'-bis(diphenylphosphino)ferrocene)palladium chloride (II) Add it to a 100mL tubular glass bottle equipped with a stirring bar, seal it, blow it with nitrogen, add 30mL tetrahydrofuran and 50mL methyl zinc bromide (dissolve methyl zinc bromide in tetrahydrofuran solution, its concentration is 1.0 mol / L), stirred at room temperature for 30 minutes, heated in a microwave reactor at 14...

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Abstract

The invention discloses thiophene-quinoxaline unit containing fluorene copolymer with a molecular structural general formula shown as (I) as well as a preparation method and application thereof. In the formula, the sum of x and y is equal to 1; x is not equal to 0; y is not equal to 0; n is any integer of 1-200; R1 and R2 are selected from H or C1-C20 alkyl groups; R3, R4, R5, R6, R7 and R8 are selected from C1-C20 alkyl group, alkoxyl group, phenyl group or phenoxyl group; and Ar1 is a thiophene unit-containing radical. The copolymer has high stability and dissolubility, strong absorbency and a wide light absorption range; the photoelectric conversion efficiency is increased; and the preparation method of the copolymer is simple, high in yield, easy to operate and control and suitable for industrial production.

Description

technical field [0001] The invention belongs to the technical field of organic compound synthesis, and in particular relates to a fluorene copolymer containing thiophene-quinoxaline 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, etc. However, these non-renewable fossil energy 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, currently commer...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G61/12H01L51/30H01L51/46H01L51/54
CPCY02E10/549Y02P70/50
Inventor 周明杰黄杰刘辉
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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