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Electric charge transmission type conjugated polymer emitting blue light

A conjugated polymer and charge transport technology, applied in the field of polymers, can solve the problems of high preparation method and technical difficulty, poor controllability of synthesis preparation process, complex structure of synthetic raw materials, etc., and achieves classic preparation method, pure luminescence color. , the effect of high degree of commercialization

Inactive Publication Date: 2009-06-17
HUAIHAI INST OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, today’s charge-transporting polymers are used as organic electroluminescent materials, and there are still defects such as complex structure of synthetic raw materials, high preparation methods and technical difficulties, poor controllability of synthesis preparation process, low yield of conjugated polymers, and low purity of products.

Method used

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  • Electric charge transmission type conjugated polymer emitting blue light
  • Electric charge transmission type conjugated polymer emitting blue light
  • Electric charge transmission type conjugated polymer emitting blue light

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0029] The preparation of embodiment 1 (I-1-1) conjugated polymer

[0030]

[0031] Step 1 Preparation of 2,5-dilauryloxy-1,4-bis[2-(4-hydroxyphenyl)vinyl]benzene In a four-necked reaction flask equipped with a stirrer, add 0.012 moles of p-hydroxybenzene Formaldehyde and 0.015 moles of potassium carbonate were stirred and dispersed evenly with 200 ml of 1,4-epoxyhexane, and the temperature was raised to 50° C. for 2 hours. Thereafter, 0.005 moles of 2,5-dilauryloxy-1,4-bis(dimethoxyphosphorylmethyl)benzene and 0.015 moles of sodium tert-butoxide were sequentially added, and the temperature was raised to 85° C. for 6 hours under reflux to complete the reaction. The reaction product system was cooled to room temperature, poured into 1000 ml of 10% by mass aqueous acetic acid solution, and the precipitate was collected. The filter cake was recrystallized with a mixed solvent of tetrahydrofuran / ethanol (V / V=4:1), and dried in vacuum to obtain light yellow 2,5-dilauryloxy-1,4-...

Embodiment 2

[0044] The preparation of embodiment 2 (1-2-1) conjugated polymer

[0045]

[0046] According to the preparation method and steps in Example 1 of the present invention, 2,5-bis[5-(4-iodophenyl)oxadiazolyl-2-]thiophene in Step 2 of Example 1 was replaced with 2,6 -bis[5-(4-iodophenyl)oxadiazolyl-2-]pyridine, the (I-2-1) conjugated polymer can be prepared, the appearance of the polymer is yellow powder, and DSC records vitrification The temperature Tg=77°C, and the temperature at which the weight loss in nitrogen was 5% was 405°C as measured by TGA.

[0047] Infrared spectrum (KBr pellet, cm -1 ): 2931, 2827, 1677, 1613, 1538, 1447, 1106, 904.

[0048] UV-Vis absorption spectrum (CHCl 3 solution): λ max = 412nm.

[0049] Fluorescence spectrum (CHCl 3 solution): λ max = 493nm.

[0050] (I-2-1) Solubility Table of Conjugated Polymers

[0051] Solvent name Glacial acetic acid Ethanol Ethylene glycol monomethyl ether Chloroform Toluene Dimethyl sulfoxide S...

Embodiment 3

[0052] The preparation of embodiment 3 (I-1-2) conjugated polymer

[0053]

[0054] According to the preparation method and steps in Example 1 of the present invention, the 2,5-dilauryloxy-1,4-bis[2-(4-hydroxyphenyl)vinyl]benzene in Step 1 of Example 1 was replaced with It is 2,5-diisooctyloxy-1,4-bis[2-(4-hydroxyphenyl)vinyl]benzene, and (I-1-2) conjugated polymer can be prepared. The appearance of the polymer is It is a golden yellow powder, the glass transition temperature Tg=73°C as measured by DSC, and the temperature at which the weight loss in nitrogen is 5% is 385°C as measured by TGA.

[0055] Infrared spectrum (KBr pellet, cm -1 ): 2928, 2832, 1685, 1611, 1438, 1126, 906.

[0056] UV-Vis absorption spectrum (CHCl 3 solution): λ max = 412nm.

[0057] Fluorescence spectrum (CHC1 3 solution): λ max = 492nm.

[0058] (I-1-2) Solubility Table of Conjugated Polymers

[0059] Solvent name Ethanol Ethylene glycol monomethyl ether Chloroform Toluene Dime...

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Abstract

The invention relates to a blue light emitting charge-transfer typed conjugated polymer, which is formed by using the 1, 4-bistyryl benzene with determined conjugated chain length as a luminous structural unit, using thienyl, 1, 3, 4-thiadiazole, 1, 3, 4-furodiazole, pyridyl or bipyridyl as an electronic transmission structural unit, and connecting the luminous structural unit with the electronic transmission structural unit through a diphenyl ether structure. Furthermore, the alkyl chain length of the 2, 5-dialkoxy on the luminous structural unit can be adjusted to change the Tg of the conjugated polymer of the invention and change the solubility performance of the conjugated polymer in different organic solvents.

Description

technical field [0001] The invention relates to a polymer, in particular to a blue light-emitting conjugated polymer containing a charge transport unit in the main chain, which can be used as a blue light-emitting material in an organic electroluminescence device. technical background [0002] Polyparaphenylene vinylene (PPV), polythiophene (PTh), polyfluorene (PF) and their copolymers have been used as light-emitting materials in organic electroluminescent devices (polymer light-emitting devices, PLEDs) for nearly two decades. . Due to the diversity of current methods for manufacturing the above polymers, there is a great deal of arbitrariness between the conjugated structure and the light-emitting properties. In 1993, Yang et al. (Macromolecules, 1993, 26(5): 1188) reported the small molecular compound 1,4-bis[2-(3,4,5-trimethoxyphenyl)ethylene with a definite conjugated chain length Base] benzene as an organic photoluminescent material has the characteristics of definit...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G65/40C09K11/06
Inventor 张田林宫俊琰韩桂泉童志伟张晓波张东恩
Owner HUAIHAI INST OF TECH
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