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Two-dimensional conjugated polymer and its preparing method and application

A technology of conjugated polymers and polymers, applied in semiconductor/solid-state device manufacturing, photovoltaic power generation, electrical components, etc., can solve problems such as solar energy waste, reduce energy gap, broaden absorption spectrum, and broad application prospects Effect

Inactive Publication Date: 2007-06-27
INST OF CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Narrow bandgap polymers can increase the absorption of sunlight in the long-wavelength direction, but due to the limited absorption bandwidth, the energy of sunlight in the short-wavelength direction is wasted

Method used

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  • Two-dimensional conjugated polymer and its preparing method and application
  • Two-dimensional conjugated polymer and its preparing method and application
  • Two-dimensional conjugated polymer and its preparing method and application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] Embodiment 1, prepare the conjugated polymer of formula II structure

[0037] The conjugated polymer of formula II structure has 2-(E)-((2-((E)-2-(5-alkylthiophen-2-yl) vinyl) thiophen-2-yl) vinyl side Chain thiophene ethylene and 3-alkyl thiophene ethylene binary copolymer, its preparation reaction formula is as follows:

[0038]

[0039] The specific description is as follows:

[0040] Step 1) Mix 0.1 mol of 2-chloromethylthiophene with 0.1 mol of trimethyl phosphite, heat and reflux to 170°C, react for one hour and then cool down, add N,N'-dimethylformamide (DMF for short) at room temperature ) 50 milliliters, add sodium methoxide 0.1mol, after stirring for 10 minutes, add 5-dodecyl-2-thiophene carboxaldehyde 0.1mol, after stirring for 30 minutes, extract, isolate 2-dodecyl-5-(( E)-2-(thiophen-2-yl)vinyl)thiophene.

[0041]Step 2) Under nitrogen protection, 0.1 mol of 2-dodecyl-5-((E)-2-(thiophen-2-yl) vinyl)thiophene is mixed with 100 ml of tetrahydrofuran, an...

Embodiment 2

[0046] Embodiment 2, prepare the conjugated polymer of formula III structure

[0047] The conjugated polymer of formula III structure has 2-(E)-((2-((E)-2-(5-alkylthiophen-2-yl) vinyl) thiophen-2-yl) vinyl Terpolymer of thiophene and 3-alkylthiophene and thiophene, its preparation reaction formula is as follows:

[0048]

[0049] After mixing 0.1 mol of thiophene with 100 ml of tetrahydrofuran, add 0.2 mol of butyllithium under nitrogen protection, reflux for 2 hours, add 0.25 mol of tributyltin chloride, stir for 12 hours, and distill under reduced pressure to obtain 2, 5-Bis(tributyltinyl)thiophene. 2,5-bis(tributyltin-based)thiophene 1mmol, 2,5-dibromo-3-(2-(E)-((2-((E)-2-(5-dodecylthiophene- 2-yl) vinyl) thiophen-2-yl) vinyl) thiophene 1mmol (prepared in Example 1), 2,5-dibromo-3-hexylthiophene 0.5mmol, tetrakis (triphenylphosphine) palladium 0.02mmol, 10ml of toluene, mix well in the flask, under the protection of nitrogen, heat up to 80-100°C, react for 12-24 hours...

Embodiment 3

[0052] Embodiment 3, prepare the conjugated polymer of formula IV structure

[0053] The conjugated polymer of formula IV structure is thiophene with 2-(E)-(4-(2-(E)-(4-alkoxyphenyl) vinyl) phenyl) vinyl side chain and 3- Terpolymer of alkylthiophene and thiophene.

[0054]

[0055] Step 1) Mix 2,5-dibromo-3-bromomethylthiophene with 0.1 mol of trimethyl phosphite, heat to reflux to 170°C, react for one hour and then cool down, then add N,N'-dimethyl at room temperature Formamide (abbreviated as DMF) 50 ml, add 0.1 mol of sodium methoxide, stir for 10 minutes, add 0.1 mol of p-tolualdehyde, stir for 30 minutes, extract, recrystallize to separate 3-(2-(E)-( 4-methylstyryl))-2,5-dibromothiophene.

[0056] Step 2) Mix 3-(2-(E)-(4-methylstyryl))-2,5-dibromothiophene and bromosuccinamide with 0.1 mol each, add 50 ml of carbon tetrachloride, 500 watts Reflux for 3 hours under ultraviolet light, recrystallize and separate 3-(2-(E)-(4-bromomethylstyryl))-2,5-dibromothiophene.

...

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Abstract

The present invention discloses one kind of two-dimensional conjugated polymer and its preparation process and application. The two-dimensional conjugated polymer has structure as shown, lowered polymer energy gap, expanded absorption spectrum, and wide application foreground in photoelectronic device, especially polymer solar cell.

Description

technical field [0001] The invention relates to a two-dimensional conjugated polymer and its preparation method, as well as the application of the conjugated polymer in polymer solar cells. Background technique [0002] Conjugated polymers, including polythiophene and its derivatives (PTs), polyparaphenylene vinylene and its derivatives (PPVs), polyparaphenylene and its derivatives (PPPs), and polymers of heterocyclic aromatic hydrocarbons, have certain Photoactive, so it has been widely used in the field of optoelectronics. Due to its low cost, light weight, and easy fabrication of large-area flexible devices, polymer solar cells have aroused the interest of researchers today when the energy crisis is intensifying. Among these conjugated polymers, polymer materials such as poly-3-hexylthiophene (P3HT) and poly[2-methoxy-5-(2-ethylhexyloxy)-p-phenylene vinylene] (MEH-PPV) are used as An important component of the active layer of polymer solar cells has been widely used in ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G73/00C07D333/10H01L31/042H01L51/46
CPCY02E10/50Y02E10/549
Inventor 侯剑辉谭占鳌李永舫
Owner INST OF CHEM CHINESE ACAD OF SCI
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