Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

Conjugated polymer, preparation method and applications thereof

A technology of conjugated polymers and compounds, used in chemical instruments and methods, semiconductor/solid-state device manufacturing, organic chemistry, etc., can solve problems such as low photoelectric conversion efficiency, and achieve the effect of increasing the light absorption range and reducing the energy gap.

Inactive Publication Date: 2014-12-17
OCEANS KING LIGHTING SCI&TECH CO LTD +2
View PDF2 Cites 0 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Although the energy conversion efficiency of organic solar cells has been greatly improved, until now, the photoelectric conversion efficiency of organic solar cells is still much lower than that of inorganic solar cells.

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
  • Conjugated polymer, preparation method and applications thereof
  • Conjugated polymer, preparation method and applications thereof
  • Conjugated polymer, preparation method and applications thereof

Examples

Experimental program
Comparison scheme
Effect test

preparation example Construction

[0044] The preparation method of above-mentioned conjugated polymer comprises the following steps:

[0045] a) provide the following compounds A and B;

[0046] Compound A is

[0047] Compound B is

[0048] b) Under an inert gas atmosphere, add the compound A and the compound B into an organic solvent at a molar ratio of 1:1.1-1.5, add a catalyst after dissolving, and then carry out a Stille coupling reaction at 60-120°C for 24- 72 hours, separated and purified to obtain the conjugated polymer (P);

[0049]

[0050] Among them, R 1 for C 1 ~C 16 the alkyl group, R 2 for C 1 ~C 16 the alkyl group, R 3 , R 4 H or C respectively 1 ~C 12 Alkyl group, n is a natural number between 5 and 60.

[0051] Described catalyst can be tetrakis (triphenylphosphine) palladium (Pd (PPh 3 ) 4 ) or bis(triphenylphosphine)palladium dichloride (Pd(PPh 3 ) 2 Cl 2 );or

[0052] The catalyst can also be a mixture of organic palladium and organic phosphine ligands, the molar r...

Embodiment 1

[0070] The conjugated polymer disclosed in this example is specifically compound P1, and its structural formula is as follows:

[0071] n=5;

[0072] 1. Preparation of compound A1

[0073] 1) Synthesis of 2,2'-(2,5-dibromo-1,4-phenyl)bis(3-bromothiophene)

[0074]

[0075] Under nitrogen protection, 2.54g (60mmol) lithium chloride, 4.8g (10mmol) 2,5-dibromo-1,4-diiodobenzene (a), 287.5mg (0.25mmol) Pd were successively added to the reaction flask (PPh 3 ) 4 , 5g (50mmol) cuprous chloride, 3.59g (11mmol) 3-bromo-2-trimethyltinthiophene (b), 60ml tetrahydrofuran. After the reactant was stirred at room temperature for 1 h, the temperature was raised to 50° C. for 3 h. After cooling to room temperature, the solid produced by the reaction was filtered to obtain the crude product c, namely 2,2'-(2,5-dibromo-1,4-phenyl)bis(3-bromothiophene), with a yield of 40% , MS (EI) m / z: 558 (M + );

[0076] 2) Synthesis of compound d1

[0077]

[0078] Under argon protection, 5...

Embodiment 2

[0087] The conjugated polymer disclosed in this example is specifically compound P2, and its structural formula is as follows:

[0088] n=60;

[0089] One, the preparation of compound A2:

[0090] 1) Synthesis of 2,2'-(2,5-dibromo-1,4-phenyl)bis(3-bromothiophene)

[0091] Under nitrogen protection, 2.63g (62mmol) lithium chloride, 4.8g (10mmol) 2,5-dibromo-1,4-diiodobenzene (a), 0.7mg (0.001mmol) Pd were successively added to the reaction flask (PPh 3 ) 2 Cl 2 , 5.15g (52mmol) cuprous chloride, 4.89g (15mmol) 3-bromo-2-trimethyltinthiophene (b), 60ml DMF. The reactant was stirred at room temperature for 2 h, and then heated to 55° C. for 4 h. After cooling to room temperature, the solid produced by the reaction was filtered to obtain the crude product c, namely 2,2'-(2,5-dibromo-1,4-phenyl)bis(3-bromothiophene), with a yield of 39% , MS (EI) m / z: 558 (M + ); (see Example 1 for the reaction formula)

[0092] 2) Synthesis of compound d2

[0093]

[0094] Under nit...

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 relates to a conjugated polymer represented by the formula (P), wherein the R1 represents an alkyl group with a carbon number of 1 to 16, the R2 represents an alkyl group with a carbon number of 1 to 16, the R3 and R4 are respectively represent an H atom or an alkyl group with a carbon number of 1 to 12, and n is a natural number in a range of 5 to 60. The invention also relates to a preparation method and applications of the conjugated polymer. Pyrroloindolodithiophene derivatives taken as the donor unit and a strong acceptor unit (diketopyrrolopyrrole) are bridged and copolymerized through selenophene, thus the energy gap of the conjugated copolymer is reduced through the interactive reactions (electron pushing and pulling effect) between the acceptor unit and the donor unit, and the light absorption range of the material is greatly enlarged. Through selecting the novel donor unit and acceptor unit, a D-pi-A type conjugated polymer containing a unit of pyrroloindolodithiophene-selenophene-diketopyrrolopyrrole is developed.

Description

technical field [0001] The invention relates to the field of luminescent materials, in particular to a conjugated polymer. The invention also relates to the preparation method and application of the conjugated polymer. Background technique [0002] Due to the advantages that organic solar cells cannot match with inorganic solar cells, such as low cost, simple manufacturing process, light product weight, and large-area flexible preparation, it has attracted widespread attention as a potential renewable energy source. . The performance of organic solar cells has steadily improved over the past decade, with energy conversion efficiencies approaching 10%. Although the energy conversion efficiency of organic solar cells has been greatly improved, so far, the photoelectric conversion efficiency of organic solar cells is still much lower than that of inorganic solar cells. Therefore, in order to realize the commercialization of organic solar cells, the development of new organic...

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): C08G61/12C07D519/00C09K11/06H01L51/46H01L51/54H01L51/30
CPCY02E10/549
Inventor 周明杰管榕李满园
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com