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Organic photoelectric conversion element

A technology of organic photoelectric conversion and components, which can be used in electrical components, photovoltaic power generation, electric solid-state devices, etc., and can solve the problem of low photoelectric conversion efficiency

Inactive Publication Date: 2011-05-25
SUMITOMO CHEM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] However, the photoelectric conversion efficiency of the above-mentioned organic photoelectric conversion elements is not high

Method used

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  • Organic photoelectric conversion element
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  • Organic photoelectric conversion element

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0115] Hereinafter, examples are given to illustrate the present invention in more detail, but the present invention is not limited to these examples.

[0116] The polystyrene-equivalent number average molecular weight was determined using size exclusion chromatography (Size exclusion chromatography, SEC).

[0117] Chromatographic column: TOSOH TSKgel SuperHM-H (2 pieces) + TSK gel Super H2000 (4.6mmI.d.×15cm); Detector: RI (SHIMADZU RID-10A);

[0118] Mobile phase: Tetrahydrofuran (THF)

Synthetic example 1

[0120] (Synthesis of compound (A))

[0121] In a 500 ml 3-necked flask filled with nitrogen, 6.65 g of 2,7-dibromo-9-fluorenone was weighed and dissolved in 140 ml of a mixed solvent of trifluoroacetic acid:chloroform=1:1 (weight basis). Sodium perborate monohydrate was added to the obtained solution, followed by stirring for 20 hours. The reaction solution was filtered through celite and washed with toluene. The filtrate was washed successively with water, sodium hydrogensulfate and saturated brine, and then dried over sodium sulfate. After distilling off the solvent, 6.11 g of a crude product was obtained.

[0122] This crude product was recrystallized using toluene, and further recrystallized using chloroform to obtain a compound (A-1) represented by the following formula (1.19 g)

[0123]

[0124] ·C 8 h 17 Preparation of MgBr

[0125] Measure 1.33 g of magnesium in a 100 ml 3-necked flask, heat the flask with a heat gun, and fill it with argon. Further, 10 ml of...

Synthetic example 2

[0133] (Synthesis of Polymer Compound 1)

[0134]

[0135] Compound (A) 0.660g, compound (B) 0.504g, methyl trioctyl ammonium chloride (trade name: aliquat336, manufactured by Aldrich, CH 3 N[(CH 2 ) 7 CH 3 ] 3 Cl, density 0.884g / ml, 25°C, (registered trademark)) 0.29g, palladium(II) acetate 2.9mg, tris(2-methoxyphenyl)phosphine 14.4mg were added to the reaction vessel, and the reaction vessel Completely replaced with argon. 50 g of toluene degassed by bubbling argon beforehand was added to this reaction container. Next, 5 ml of a 16.7% by weight aqueous sodium carbonate solution degassed by bubbling with argon gas was added dropwise to this solution, and then the temperature was raised to a solvent reflux temperature, and reflux was performed for 6.5 hours. In addition, the reaction was performed under an argon atmosphere.

[0136] Next, after cooling the above reaction solution, a solution of 0.23 g of phenylboronic acid / 1.0 ml of tetrahydrofuran was added to the ...

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Abstract

The invention provides an organic photoelectric conversion element having a pair of electrodes and a functional layer arranged between the electrodes, wherein the functional layer contains an electron-accepting compound and a polymer having a repeating unit which is composed of a structure represented by formula (1) and a structure represented by formula (2). (In formula (1), R1-R8 may be the same or different, and each represents a hydrogen atom, an alkyl group, an alkoxy group or an optionally substituted aryl group, and a hydrogen atom contained in those groups may be substituted by a fluorine atom.) (In formula (2), R9-R14 may be the same or different, and each represents a hydrogen atom, an alkyl group, an alkoxy group or an optionally substituted aryl group, and a hydrogen atom contained in those groups may be substituted by a fluorine atom; x and y may be the same or different, and each represents 1 or 2; and when there are a plurality of R9's, R10's, R13's or R14's, the R9's, R10's, R13's or R14's may be the same as or different from each other, respectively.).

Description

technical field [0001] The present invention relates to an organic photoelectric conversion element. Background technique [0002] The application of organic semiconductor materials with charge (electron, hole) transport properties in organic photoelectric conversion elements (organic solar cells, photosensors, etc.) Organic photoelectric conversion elements of various organic semiconductor materials. [0003] Specifically, there is known an organic photoelectric conversion element (Applied Physics Letters Vol.90, No.14 143506 (2007)). [0004] [0005] However, the photoelectric conversion efficiency of the above-mentioned organic photoelectric conversion element is not high. Contents of the invention [0006] An object of the present invention is to provide an organic photoelectric conversion element with high photoelectric conversion efficiency. [0007] The first aspect of the present invention provides an organic photoelectric conversion element, which has a pa...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): H01L31/10H01L51/42H10K99/00
CPCC08G61/123H01L51/0036C08G2261/3246H01L51/4253C08G61/126C08G2261/3223H01L51/0043C08G2261/344C08G2261/91Y02E10/50H01L51/424C08G61/122Y02E10/549H10K85/113H10K85/151H10K30/20H10K30/30H10K30/50
Inventor 上谷保则野口公信
Owner SUMITOMO CHEM CO LTD