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Soluble poly-5,10-phenanthrene thiophene and preparing method and application thereof

A phenanthrothiophene and soluble technology, applied in the field of new functional polymer materials, can solve the problems of no literature reports, etc., and achieve the effect of reliable process and wide source of raw materials

Active Publication Date: 2013-09-25
广州砺剑光电材料科技有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The present invention relates to a novel conjugated polymer, poly-5,10-phenanthrenethiophene, which has no literature reports at present

Method used

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  • Soluble poly-5,10-phenanthrene thiophene and preparing method and application thereof
  • Soluble poly-5,10-phenanthrene thiophene and preparing method and application thereof
  • Soluble poly-5,10-phenanthrene thiophene and preparing method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] (1) Preparation of 5,10-dibromophenanthrene quino[9,10-c]thiophene-1,3-dicarboxylate (2'-ethylhexyl) ester

[0028] The synthetic route is as follows:

[0029]

[0030] Take a 250ml single-mouth bottle I and connect it to a constant pressure funnel to change nitrogen protection, quickly add 1.68g potassium tert-butoxide (t-BuOK), then inject 10ml methanol with a syringe, dissolve and release heat, and put the one-mouth bottle I into an ice-salt bath after cooling Stir. Take another 250ml single-necked bottle II, weigh 1.09g of 2,7-dibromophenanthrenequinone, add 60ml of benzene, heat to about 70°C and stir to fully dissolve. Cool to 0°C, add 0.54g of methyl thiodiacetate into the one-necked flask I above, the reaction solution immediately turns greenish brown, remove the ice-salt bath and naturally warm to room temperature and stir for 5d.

[0031] After 5 days, the reaction was stopped, and the reaction liquid was a brownish-yellow turbid liquid. The post-process...

Embodiment 2

[0046] (1) Preparation of 5,10-dibromophenanthrene quino[9,10-c]thiophene-1,3-dicarboxylate (2'-ethylhexyl) ester

[0047] The synthetic route is as follows:

[0048]

[0049] Take a 250ml one-mouth bottle I and connect it to a constant pressure funnel for nitrogen protection, quickly add 1.68g t-BuOK, then inject 10ml methanol with a syringe, dissolve and release heat, and put the one-mouth bottle I into an ice-salt bath to stir after cooling. Take another 250ml one-mouth bottle, weigh 1.09g of 2,7-dibromophenanthrenequinone, add 60ml of benzene, heat to about 70°C and stir to fully dissolve. After cooling to 40°C, add 0.54 g of methyl thiodiacetate into the one-necked bottle I above, and the reaction solution immediately turns greenish brown. Remove the ice-salt bath and naturally heat up to room temperature and stir for 5 d.

[0050] After 5 days, the reaction was stopped, and the reaction liquid was a brownish-yellow turbid liquid. The post-processing is as follows: a...

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PUM

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Abstract

The invention discloses soluble poly-5,10-phenanthrene thiophene and a preparing method and application thereof. The soluble poly-5,10-phenanthrene thiophene has the following structure, wherein R is an alkyl chain, and n is an integer which is larger than or equal to 1. The preparing method includes: leading 2,7-dibromo phenanthraquinone and thiodiglycolicacid methyl acetate to react to obtain 5,10-dibromo phenanthrene thiophene; and converting 5,10-dibromo phenanthrene thiophene to corresponding boric acid ester through Miyaura reaction, and leading the 5,10-dibromo phenanthrene thiophene and the boric acid ester of the 5,10-dibromo phenanthrene thiophene to perform a polymerization reaction to obtain the poly-5,10-phenanthrene thiophene. The soluble poly-5,10-phenanthrene thiophene and the preparing method and the application thereof have the advantages that material synthesizing raw materials are wide in source, the process is reliable and synthesizing steps are less. The poly-5,10-phenanthrene thiophene is soluble so that the poly-5,10-phenanthrene thiophene is suitable for spin coating or print filming and accordingly can be applied to the fields of electroluminescence, photovoltaic cells, non-linear optics and sensing.

Description

technical field [0001] The invention belongs to novel functional macromolecular materials, especially a kind of soluble poly-5,10-phenanthrothiophene, which can be widely used in the fields of electroluminescence, photovoltaic cells, nonlinear optics and sensing. Background technique [0002] The development of conjugated polymers originated from the polyacetylene film synthesized by Japanese scientist Hideki Shirakawa in 1977, which can conduct electricity after doping, and is called "the fourth generation of polymer materials". Compared with inorganic materials with the same or similar applications, conductive polymers have the advantages of low density and easy processing. Due to the conjugation characteristics of this kind of material structure, it can transport charges and stimulate light, so it can or may be applied in many electronic or optoelectronic devices, such as polymer light-emitting diodes, photovoltaic cells, field effect transistors, etc. Potential applicat...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G61/12C07D333/50C09K11/06H01L51/00G02F1/361H10K99/00
Inventor 莫越奇
Owner 广州砺剑光电材料科技有限公司