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Derivative of thiophene for producing organic ligand of electric or luminous polymer, and preparation method

A technology of thiophene derivatives and organic complexes, which is applied to the production of luminescent materials, organic chemistry, and bulk chemicals, can solve problems such as twisted co-Er molecular chains, decreased co-Errivity of polymers, and loss of photoelectric effect, so as to avoid Steric hindrance effect, protective co-Ethics, and the effect of improving optical and electrical properties

Inactive Publication Date: 2007-10-10
陈兆江
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, researchers have gradually realized that using this connection method will introduce a huge steric hindrance effect, even for co-Ether polymers with straight aliphatic chains, the steric hindrance effect is enough to distort the co-Ether molecular chain
As we all know, the conductivity of co-Etherine polymers is determined by the coplanarity of their molecules. The distortion of the co-Etherine polymer chains caused by the steric effect will make the co-Etherine polymer chains no longer on the same plane, thus directly causing The co-Etheriness of the polymer decreases, making it lose part or all of the photoelectric effect

Method used

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  • Derivative of thiophene for producing organic ligand of electric or luminous polymer, and preparation method
  • Derivative of thiophene for producing organic ligand of electric or luminous polymer, and preparation method
  • Derivative of thiophene for producing organic ligand of electric or luminous polymer, and preparation method

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Embodiment 1

[0038] Example 1 of the present invention TTP series compounds with 7,7"-bis(trimethylsilyl)-5,5': 7',5"-tris(2,3-dimethylthiophene[3,4-b] pyrazine) as an example, its structure is as follows:

[0039]

[0040] Its preparation method is as follows:

[0041] Step 1: Below -40°C, N 2 Under protection, add butyllithium to the tetrahydrofuran solution of 2,3-dihydroxythieno[3,4-b]pyrazine, and stir for more than 20 minutes;

[0042] The second step: add trimethylsilane chloride to the reaction solution, below -10°C, N 2 Stir under protection for 30 minutes, then warm up to room temperature, and stir for three to four hours;

[0043] The third step: adding water to the reaction solution, and extracting with dichloromethane, removing the solvent to obtain the crude product of 5-trimethylsilyl-2,3-dihydroxythiophene[3,4-b]pyrazine, Then use silica gel column separation to obtain pure 5-trimethylsilyl-2,3-dimethylthiophene[3,4-b]pyrazine;

[0044] Step 4: Below -40°C, N 2 Und...

Embodiment 2

[0049] Example 2 DTPT series compounds of the present invention take 2,5-bis[7-(trimethylsilyl)-2,3-dimethylthiophene[3,4-b]pyrazinyl-5]thiophene as an example, Its structure is as follows:

[0050]

[0051] Its preparation method is as follows:

[0052] Step 1: Below -40°C, N 2 Under protection, add butyllithium to the tetrahydrofuran solution of 2,3-dihydroxythieno[3,4-b]pyrazine, and stir for more than 20 minutes;

[0053] The second step: add trimethylsilane chloride to the reaction solution, below -10°C, N 2 Stir under protection for 30 minutes, then warm up to room temperature, and stir for three to four hours;

[0054] The third step: adding water to the reaction solution, and extracting with dichloromethane, removing the solvent to obtain the crude product of 5-trimethylsilyl-2,3-dihydroxythiophene[3,4-b]pyrazine, Then use silica gel column separation to obtain pure 5-trimethylsilyl-2,3-dihydroxythiophene[3,4-b]pyrazine;

[0055] Step 4: Below -40°C, N 2 Under...

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Abstract

This invention relates to 7,7''-di(protective group)-5,5':7',5''-tri(2,3-dihydroxythiophene[3,4-b]pyrazine) (TPP) and 2,5-di[7-(protective group)-2,3-dihydroxythiophene[3,4-b]pyrazinyl-5]thiophene (DTPT), which are organic ligands of conducting and luminescent polymers. The organic ligands can react with transition metals to obtain metal polymers, of which the metals are directly connected with the main chain of the polymers. The metal polymers have photoelectric properties of transition metals and conducting polymers, thus can be used as conducting and luminescent materials. This invention also provides a method for preparing TPP and DTPT.

Description

Technical field: [0001] The present invention relates to organic molecular ligands in the field of conductive light-emitting polymers, in particular to conductive and light-emitting polymer prepolymers 7,7"-bis(protecting group)-5,5':7',5"-tri(2, 3-dihydroxythieno[3,4-b]pyrazine) and derivatives and their preparation methods. technical background: [0002] Polythiophene, polypyrrole, polyphenylene, and their derivatives have been widely developed and researched as functional organic materials due to their excellent optical and electrical properties. In recent years, in order to improve the optoelectronic properties of co-Er molecules, researchers have linked transition metals to co-Er polymer chains to improve their physical properties. Most of these co-E polymer-transition metal systems are in the form of links to transition metals through appropriate branches of the polymer. However, researchers have gradually realized that the use of this connection method will introduc...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D519/00C09K11/06
CPCY02P20/55
Inventor 陈兆江
Owner 陈兆江
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