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Soluble polythiofuran derivative and uses for photoelectric assembly

A polythiophene derivative, soluble technology, applied in electrical components, electrical solid devices, circuits, etc., can solve the problem of reducing the photoelectric conversion efficiency of organic solar cells, and achieve the effect of improving carrier mobility and increasing the degree of conjugation

Active Publication Date: 2009-07-29
IND TECH RES INST
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] In the application of organic solar cells, the active layer material must also be a high-mobility electron and hole transport material, otherwise, the photoelectric conversion of organic solar cells will be reduced because the charges generated by light excitation or electric excitation will dissipate through recombination Efficiency (power conversion efficiency)

Method used

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  • Soluble polythiofuran derivative and uses for photoelectric assembly
  • Soluble polythiofuran derivative and uses for photoelectric assembly
  • Soluble polythiofuran derivative and uses for photoelectric assembly

Examples

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Comparison scheme
Effect test

preparation example 1

[0057] Preparation Example 1 Synthetic compound S2 p-thiophene-p-phenylene-thiophene (p-TPT)

[0058] Process 1

[0059]

[0060] Scheme 1 describes the steps for the preparation of compound S2. Compound 8 was prepared by the literature method, and the detailed preparation method can be found in the literature report (Org. Lett. 2006, 8, 5033-5036.). Put compound 8 (626mg, 1mmol) and N-bromosuccinimide (N-Bromosuccinimide, NBS) (392mg, 2.2mmol) into a 100mL double-neck round bottom bottle, add 20mL of chloroform, and cover with aluminum foil Wrap the entire reaction vial. After reacting overnight under nitrogen, extract with chloroform and saturated saline, take the organic layer, remove water with anhydrous magnesium sulfate, filter and concentrate the filtrate under reduced pressure, and then reprecipitate with methanol to obtain light yellow powder solid S2 (690 mg, 88%).

[0061] 1 H NMR (CDCl 3 , 200MHz) δ2.29(s, 12H), 6.94(s, 2H), 7.05-7.12(m, 16H), 7.29(s, 2H)....

preparation example 2

[0062] Preparation Example 2 Synthetic compound S3 o-thiophene-p-phenylene-thiophene (m-TPT)

[0063] Process 2

[0064]

[0065] Scheme 2 describes the steps for the preparation of compound S3. Compound 14 was prepared by the literature method, and the detailed preparation method can be found in the literature report (org. Lett. 2006, 8, 5033-5036.). Starting from compound 14 (626 mg, 1 mmol), according to the preparation method of compound S2, S3 (690 mg, 88%) was obtained as a light yellow powder solid.

[0066] 1H NMR (CDCl3, 200MHz) δ2.27 (s, 12H), 6.98-7.00 (m, 18H), 7.34 (s, 1H), 7.37 (s, 1H).

preparation example 3

[0067] Preparation Example 3 Synthesis of Compound 18

[0068] Process 3

[0069]

[0070] Scheme 3 describes the steps for the preparation of compound 18. Compound 7 was prepared by a literature method, and the detailed preparation method can be found in literature reports (org. Lett. 2006, 8, 5033-5036.). Get magnesium sheet (1.2g, 50mmol) and a small amount of iodine (I 2 ) into a 250mL double-necked round-bottomed bottle, connected with an addition funnel and a condenser tube. Take anhydrous tetrahydrofuran (50mL) and 4-bromo-hexylbenzene (4-bromo-hexylbenzene) (10.2mL, 50mmol) respectively into the addition funnel, first drop a few drops to start the reaction, then drop them into the reaction flask drop by drop, Heat to reflux after completion. After the magnesium flakes completely disappeared, compound 7 (3.2 g, 8.3 mmol) was dissolved in 20 mL of anhydrous tetrahydrofuran, added to the addition funnel, and dropped into the reaction flask under reflux. After reac...

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Abstract

The invention provides a soluble polythiophene derivative with coplanar groups. The coplanar groups take thiofuran-p-phenylene group- thiofuran as the main composition, thus being capable of enhancing the conjugate degree in molecules and helping the Pi-Pi acting force and further improving the carrier mobility of materials. The invention also relates to applications of the soluble polythiophene derivative on optelectronic components such as an organic thin film transistor, an organic light emitting diode and an organic solar cell and the like.

Description

technical field [0001] The invention relates to a soluble polythiophene derivative with coplanar groups, and the application of the soluble thiophene derivative in photoelectric components. Background technique [0002] In recent years, polymeric semiconductor material (polymeric semiconductor material) can be applied to many optoelectronic components due to its semiconductor and optoelectronic properties, such as organic thin-film transistor (organic thin-film transistor, OTFT), organic solar cell (organic solar cell), organic Light emitting diode (organiclight emitting diode, OLED) and light sensor. In addition, the material itself has the characteristics of a polymer, and the active layer film of the photoelectric component can be made by solution coating technology to form a flexible photoelectric component with light weight, low price, convenient preparation process and large area. [0003] At present, the mainstream of polymer semiconductor material development is con...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G61/12H01L51/05H01L51/42H01L51/50
CPCY02E10/549
Inventor 詹淑华赵登志柯宝灿陈志平林晋声陈谊苓余昭颖
Owner IND TECH RES INST
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