Cyclopentadiene-containing dithiophene-thienopyrazine-thiophene conjugated polymer and its preparation method and application

A technology containing cyclopentadiene dithiophene and cyclopentadiene dithiophene is applied in the field of organic compound synthesis, and can solve the problem that the red light region is not effectively utilized, the collection efficiency of the carrier electrode is low, and the carrier mobility is low. and other problems, to achieve the effects of good thermal stability and environmental stability, improved modifiability, and easy transfer.

Inactive Publication Date: 2011-12-28
OCEANS KING LIGHTING SCI&TECH CO LTD +1
View PDF2 Cites 4 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

At present, the research on polymer solar cells mainly focuses on the blending system of donor and acceptor, using PTB7 and PC 71 The energy conversion efficiency of the BM blend system has reached 7.4%, but it is still much lower than the conversion efficiency of inorganic solar cells. The main constraints that limit the performance improvement are: the relatively low carrier mobility of organic semiconductor devices, the device’s The spectral response does not match the solar radiation spectrum, the red light region with high photon flux is not effectively utilized, and the electrode collection efficiency of carriers is low, etc.

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • Cyclopentadiene-containing dithiophene-thienopyrazine-thiophene conjugated polymer and its preparation method and application
  • Cyclopentadiene-containing dithiophene-thienopyrazine-thiophene conjugated polymer and its preparation method and application
  • Cyclopentadiene-containing dithiophene-thienopyrazine-thiophene conjugated polymer and its preparation method and application

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0042] This embodiment also provides a method for preparing the above-mentioned cyclopentadiene-containing dithiophene-thienopyrazine-thiophene conjugated polymer, including the following steps:

[0043] 1) Provide compounds A, B, C, and D represented by the following structural formula respectively,

[0044]

[0045] Among them, R 1 from C 1 ~C 20 the alkyl group; R 2 , R 3 selected from -H, C 1 ~C 20 Alkyl, C 1 ~C 20 Alkoxy groups, alkyl or alkoxy benzene ring groups, alkyl fluorene groups or alkyl carbazole groups; R 4 , R 5 selected from -H, C 1 ~C 20 Alkyl or C 1 ~C 20 alkoxy;

[0046] 2) In an oxygen-free environment and in the presence of a catalyzer and an organic solvent, select compounds A, B, C, and D to carry out a Stille coupling reaction to obtain a cyclopentadiene-containing dithiophene represented by the general formula (I)- Thienopyrazine-thiophene conjugated polymer, the Stille coupling chemical reaction formula of step 2) can be expressed a...

Embodiment 1

[0060] Preparation of cyclopentadiene(2,1-b:3,4-b')dithiophene-thiophene-2,3 bis(phenyl substituted)thieno[3,4-b]pyrazine conjugated polymers , its structural formula is as follows I 1 as shown,

[0061]

[0062] Its preparation steps are as follows:

[0063] 1) The preparation of compound 2,5-dibromo-4,5 dioctylthiophene, its chemical reaction formula is as follows:

[0064]

[0065] The specific preparation process is as follows: NBS (2.9g, 16.3mmol) was added to a DMF (50mL) solution containing 3,4-dioctylthiophene (2.1g, 6.8mmol), stirred at room temperature for 12 hours, and the reaction solution was poured into into saturated brine, followed by chloroform extraction, saturated salt book washing, rotary evaporation to remove the solvent to obtain a crude product, and the crude product was obtained by column chromatography (petroleum ether as eluent) to obtain an oily product with a yield of 76%. MS (EI) m / z of the product: 466 (M + ).

[0066]2) The preparation...

Embodiment 2

[0079] Cyclopentadiene (2,1-b:3,4-b') dithiophene-thiophene-2,3 bis(phenyl substituted)-thieno[3,4-b]pyrazine conjugated polymer Preparation, its structural formula is as follows I 2 as shown,

[0080]

[0081] Its preparation steps are as follows:

[0082] 1) According to the same preparation method and similar reaction conditions of step 1) in Example 1, the compound 2,5-dibromo-3,4-dioctyloxythiophene with the following structural formula was prepared,

[0083]

[0084] 2) According to the same preparation method and similar reaction conditions as step 2) in Example 1, 2-(4-n-butylphenyl) 3-(4-eicosyloxyphenyl) thieno with the following structural formula was prepared [3,4-b]pyrazine,

[0085]

[0086] 3) According to step 3) in Example 1, the same preparation method and similar reaction conditions were used to prepare 5,7-dibromo-2-(4-n-butylphenyl) 3-(4-eicosane) with the following structural formula Oxyphenyl)thieno[3,4-b]pyrazine,

[0087]

[0088] 4) A...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

PUM

No PUM Login to view more

Abstract

The invention discloses a conjugated polymer containing cyclopentadiene dithiophene-thienopyrazine-thiophene, the general formula of its molecular structure is (I), in the formula, x+y+z=2, and x≥1 , 0<z<1, 0<y<1; n is an integer, and 1<n≤120; R1 is selected from C1~C20 alkyl; R2, R3 are selected from -H, C1~C20 alkyl, C1 ~C20 alkoxy, alkyl or alkoxy benzene ring group, alkyl fluorene group or alkyl carbazole group; R4, R5 are selected from -H, C1~C20 alkyl or C1 ~C20 alkoxyl. The copolymer has good solubility, carrier mobility, thermal stability, environmental stability, strong original potential, and structural modification. The preparation process of the polymer is simple, the yield is high, and it is easy to operate and control , and is suitable for fields such as solar cells.

Description

technical field [0001] The invention belongs to the technical field of organic compound synthesis, and in particular relates to a cyclopentadiene-containing dithiophene-thienopyrazine-thiophene conjugated polymer and its preparation method and application. Background technique [0002] The preparation of low-cost and high-efficiency solar cells using cheap materials has always been a research hotspot and difficulty in the field of photovoltaics. Silicon solar cells currently used on the ground are limited in application due to complex production processes and high costs. In order to reduce the cost and expand the scope of application, people have been looking for new solar cell materials for a long time. Polymer solar cells have attracted much attention due to the advantages of low raw material prices, light weight, flexibility, simple production process, and large-area preparation by coating and printing. If the energy conversion efficiency can be improved to be close to t...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

Application Information

Patent Timeline
no application Login to view more
IPC IPC(8): C08G61/12H01L51/30H01L51/46H01L51/54
CPCY02E10/549Y02E10/50
Inventor 周明杰黄杰许二建
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap