Organic-inorganic hybrid nano material, and preparation method and application thereof

A technology of nanomaterials and organic compounds, applied in the field of organic-inorganic hybrid nanomaterials and its preparation and application, can solve the problems that the performance has not reached the highest level of all organic photoelectric devices, and achieve effective hierarchical electron transfer, excellent performance, and excellent optoelectronics performance effect

Inactive Publication Date: 2013-10-02
INST OF CHEM CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the reported performance of organic-inorganic hybrid nanomaterial devices has not reached the highest level of all-organic optoelectronic devices.

Method used

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  • Organic-inorganic hybrid nano material, and preparation method and application thereof
  • Organic-inorganic hybrid nano material, and preparation method and application thereof
  • Organic-inorganic hybrid nano material, and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0059] Embodiment 1, organic-inorganic hybrid nanomaterial and photoelectric performance test thereof

[0060] (1) Preparation of carboxyl-containing perylene imide derivative 1T-PBI

[0061] The reaction equation is as follows:

[0062]

[0063] First synthesize the precursor compound formula A-1:

[0064] 0.50 g of 1,7-dibromo-3,4,9,10-perylenetetraanhydride and 0.30 g of tert-butyl glycine hydrochloride, dissolved in water, a mixed solvent of n-butanol and triethylamine, at 85 ° The reaction was stirred at C for 48 hours. After the reaction was completed, the solvent was removed by distillation under reduced pressure to obtain a crude product. The crude product was separated and purified by silica gel chromatography, the eluent was chloroform:methanol=500:3, and the red product formula A-1 was obtained with a yield of 38%.

[0065] Get 44 milligrams of gained A-1 product and dissolve in anhydrous toluene, lead to Ar gas protection, add the Pd (PPh 3 ) 2 Cl 2 , rea...

Embodiment 2

[0079] Embodiment 2, organic-inorganic hybrid nanomaterials and photoelectric performance tests thereof

[0080] (1) Preparation of carboxyl-containing perylene imide derivative 2T-PBI

[0081] The reaction equation is as follows:

[0082]

[0083] First synthesize 1-hexyl-5-tributyltin-2,2-dithiophene:

[0084] 1.0 g of 1-hexyl-2,2-dithiophene was dissolved in THF, then 3.54 ml of n-butyllithium was added dropwise, and stirred at -78°C for 0.5 h in an Ar atmosphere. Added 1.96 ml of tributyltin chloride and stirred at room temperature for 6h. The solvent was spin-dried, dissolved in n-hexane, and then filtered to obtain 1-hexyl-5-tributyltin-2,2-dithiophene with a yield of 70%.

[0085] The dry 50 ml three-necked round-bottomed flask was blown with Ar gas for 30 minutes, removed the air, and added 0.2 gram of compound A-1 (as shown in formula II), 5 mg of Pd (II) (PPh 3 ) 2 Cl 2 , 0.30 g of 1-hexyl-5-tributyltin-2,2-dithiophene was dissolved in anhydrous toluene, mai...

Embodiment 3

[0099] Embodiment 3, organic-inorganic hybrid nanomaterials and photoelectric performance test thereof

[0100] (1) Synthesis of TTDPP

[0101] The reaction equation is as follows:

[0102]

[0103] Synthesis of 2-hexyl-5-trimethyltinthiophene:

[0104] Under a nitrogen atmosphere, dissolve 400 mg of 2-hexylthiophene in re-evaporated and dried THF and place in a high-pressure reaction flask, then cool to -78°C, and then add 1 ml of 2.2 mol in n-hexane dropwise. / L of n-butyllithium solution, stirred at low temperature for 1 h, and then added 2.2 ml of trimethyltin chloride dispersed in n-hexane with a concentration of 1 mol / L. Stir at room temperature for 2h. After the reaction, the solution was diluted into saline and extracted with ethyl acetate, and then dried with anhydrous magnesium sulfate, and the next reaction was carried out directly.

[0105] Synthesis of Precursor B-1:

[0106] 13 grams of cyanothiophene, 4.87 grams of dimethyl succinate and excess sodium te...

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Abstract

The invention discloses an organic-inorganic hybrid nano material, and a preparation method and an application thereof. The nano material is composed of a donor-acceptor-type organic compound and an n-type inorganic semiconductor material; the molecular formula of the donor-acceptor-type organic compound is shown in formula I or formula II; the mass ratio of the donor-acceptor-type organic compound to the n-type inorganic semiconductor material is 1: (50-250). The organic-inorganic hybrid nano material has an excellent photoelectric property, and can be used for building a photoconducting device. The preparation method provided by the invention is simple and feasible, can realize bonding of the donor-acceptor-type organic compound on the surface of the n-type inorganic semiconductor material, and can realize effective grading electron transfer so as to promote the effective dissociation of excitons and improve the conversion efficiency of the photoconducting device, so that a photoelectric material with excellent performance is provided. The organic-inorganic hybrid nano material and the preparation method have a wide application prospect in the field of photoconducting devices.

Description

technical field [0001] The invention relates to an organic-inorganic hybrid nanometer material and its preparation method and application. Background technique [0002] The energy conversion efficiency of organic solar cells based on organic dyes or polymers can reach up to 10%. As an alternative to all-organic solar cells, organic-inorganic hybrid nanomaterial optoelectronic devices have received more and more attention in recent years (Osuji C. O., et al. al., Adv. Mater. 2012, 24, 82-87). This is because organic-inorganic hybrid nanomaterials not only have relatively high electron mobility and high electron binding energy of inorganic semiconductor materials, but also have organic small molecules or polymer materials to easily form large-area devices, low preparation cost, light weight and molecular structure. The advantage of being adjustable (Yang P., et al., Nano Lett. 2009, 10, 334-340; Sudhagar P., et al., J. Phys. Chem. Lett. 2011, 2, 1984-1990). However, the repo...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): H01L51/46
CPCY02E10/549Y02P70/50
Inventor 付红兵蔺红桃吴义室
Owner INST OF CHEM CHINESE ACAD OF SCI
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