Copolymer containing benzotriazol group as well as preparation method and application of copolymer

A benzotriazole-based, copolymer technology, applied in chemical instruments and methods, semiconductor/solid-state device manufacturing, luminescent materials, etc., to achieve good hole transport performance, stable luminescent performance, and good thermal stability

Active Publication Date: 2012-05-23
OCEANS KING LIGHTING SCI&TECH CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] The purpose of the embodiments of the present invention is to provide a benzotriazole-based copolymer, its prepa

Method used

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  • Copolymer containing benzotriazol group as well as preparation method and application of copolymer
  • Copolymer containing benzotriazol group as well as preparation method and application of copolymer
  • Copolymer containing benzotriazol group as well as preparation method and application of copolymer

Examples

Experimental program
Comparison scheme
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Example Embodiment

[0033] See figure 2 The method for preparing the above-mentioned benzotriazole group-containing copolymer includes the following steps:

[0034] S01: Provide compounds A and B represented by the following structural formulas respectively,

[0035] Where R is C 1 ~C 32 Alkyl or C 6 ~C 18 The alkoxy group is monosubstituted phenyl, R′ is C 1 ~C 32 的alkyl;

[0036] S02: In an oxygen-free environment, compound A and B are added to an organic solvent containing a catalyst and an alkali solution, and the Suzuki coupling reaction is carried out at 80-100°C for 36-60h to obtain the compound represented by the following structural formula (I) Benzotriazole-based copolymer:

[0037]

[0038] N in structural formula (I) is an integer of 10-50.

[0039] In step S01, compounds A and B can be directly purchased from the market or prepared by existing synthetic methods. Among them, it is basically the same as the description of the above-mentioned benzotriazole group-containing copolymer, and R is...

Example Embodiment

[0055] Example 1:

[0056] The poly{9-(4'-n-octyloxyphenyl)-2,7-carbazole-co-2-n-octyl-4,7-dithienylbenzotriazole of this example} (PCDTBTz1) , Its structural formula is as follows:

[0057]

[0058] The preparation steps of the above PCDTBTz1 polymer are as follows:

[0059] Step 1. Preparation of 2-n-octylbenzotriazole, the reaction formula is shown below:

[0060]

[0061] The specific process is as follows: Dissolve 1,2,3-benzotriazole (5.0g, 42mmol), potassium hydroxide (5.6g, 100mmol) and bromo-n-octane (9.5g, 49mmol) in 50mL methanol, heat Reflux for 24h. After cooling to room temperature, the stirring was stopped, and the solvent was removed by rotary evaporation. The remaining material was poured into 200 mL of chloroform, washed twice with water to separate the organic phase, dried with anhydrous magnesium sulfate, and the solvent was removed. The crude product was separated by silica gel column chromatography using petroleum ether as the eluent to obtain a colorless oil,...

Example Embodiment

[0080] Example 2:

[0081] The poly{9-(4'-n-octyloxyphenyl)-2,7-carbazole-co-2-n-dodecyl-4,7-dithienylbenzotriazole of this embodiment}PCDTBTz 2. Its structural formula is as follows:

[0082]

[0083] The preparation process is described in detail below.

[0084] Step 1: Preparation of 2-n-dodecylbenzotriazole, the reaction formula is as follows:

[0085]

[0086] The specific process is as follows: Dissolve 1,2,3-benzotriazole (5.0g, 42mmol), potassium hydroxide (5.6g, 100mmol) and bromo-n-dodecane (9.5g, 49mmol) in 50mL methanol, Heat to reflux for 24h. After cooling to room temperature, the stirring was stopped, and the solvent was removed by rotary evaporation. The remaining material was poured into 200 mL of chloroform, washed twice with water to separate the organic phase, dried with anhydrous magnesium sulfate, and the solvent was removed. The crude product is separated by silica gel column chromatography with petroleum ether as the eluent to obtain 2-n-dodecylbenzotriazole...

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Abstract

The invention relates to the technical field of organic materials and provides a copolymer containing a benzotriazol group. The copolymer has a structural formula (I) shown as the specification, wherein R is an alkyl group from C1 to C32 or alkoxy-monosubstituted phenyl group from C1 to C38, R' is an alkyl group from C1 to C32, and n is an integer of 10-50. The invention also provides a preparation method and application of the copolymer containing the benzotriazol group. The copolymer containing the benzotriazol group contains benzotriazol and carbazole groups and has favorable photoelectric properties, thermal stability and film forming capability, thereby being a novel red-light-emitting copolymer.

Description

technical field [0001] The invention belongs to the technical field of organic materials, and in particular relates to a benzotriazole-based copolymer, its preparation method and application. Background technique [0002] In 1990, J.H.Burroughes of the University of Cambridge in the United Kingdom introduced PPV polymer light-emitting diodes for the first time, pioneering the preparation of devices by solution processing, and foreseeing the possibility of using them as flexible displays. The successful development of polymer light-emitting diodes has confirmed the feasibility of this technology and made people see the hope of using this technology as a flat panel display or a large-area flexible display screen. As we all know, it is very necessary for electroluminescent materials to emit high-efficiency, high-brightness three-primary color light for full-color color rendering when driven by a lower voltage. However, red light-emitting polymers are slightly inferior to green...

Claims

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Application Information

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IPC IPC(8): C08G61/12C09K11/06H01L51/46H01L51/30H01L51/54H01S5/36
CPCC08G2261/3241C08G61/124C08G2261/411C08G61/126C08G2261/3223C08G2261/592C09K2211/1466C08G2261/3246C08G61/123C09K2211/1458C08G2261/124C08G2261/91C09K11/06
Inventor 周明杰王平张振华
Owner OCEANS KING LIGHTING SCI&TECH CO LTD
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