PLED polymer for polar solvent processing and preparation method thereof

文档序号:1264473 发布日期:2020-08-25 浏览:15次 中文

阅读说明:本技术 一种用于极性溶剂加工的pled聚合物及其制备方法 (PLED polymer for polar solvent processing and preparation method thereof ) 是由 李建辉 于 2020-06-15 设计创作,主要内容包括:本发明属光电显示器件技术领域,具体涉及一种用于极性溶剂加工的PLED聚合物及其制备方法。本发明提供了一种用于极性溶剂加工的PLED聚合物,其结构式如式(I)所示。本发明还提供了一种用于极性溶剂加工的PLED聚合物的制备方法,其特征在于,将式(II)所示化合物和式(III)所示化合物通过Suzuki偶联反应得到式(I)所示的用于极性溶剂加工的PLED聚合物。本发明提供了一种用于极性溶剂加工的PLED聚合物及其制备方法解决了现有的PLED加工方法器件结构设计复杂,缺少适合的PLED聚合物的技术问题。(The invention belongs to the technical field of photoelectric display devices, and particularly relates to a PLED polymer for polar solvent processing and a preparation method thereof. The invention provides a PLED polymer for polar solvent processing, which has a structural formula shown in a formula (I). The invention also provides a preparation method of the PLED polymer for polar solvent processing, which is characterized in that the PLED polymer for polar solvent processing shown in the formula (I) is obtained by carrying out Suzuki coupling reaction on the compound shown in the formula (II) and the compound shown in the formula (III). The invention provides a PLED polymer for polar solvent processing and a preparation method thereof, and solves the technical problems that the structural design of a device is complex and a proper PLED polymer is lacked in the existing PLED processing method.)

1. A PLED polymer for polar solvent processing having a formula according to formula (I):

wherein n is 500-.

2. A preparation method of a PLED polymer for polar solvent processing is characterized in that a compound shown in a formula (II) and a compound shown in a formula (III) are subjected to Suzuki coupling reaction to obtain the PLED polymer for polar solvent processing shown in the formula (I);

3. the method of preparing PLED polymers for polar solvent processing according to claim 2 wherein the time of the Suzuki coupling reaction is 8-24 h.

4. The method of preparing PLED polymer for polar solvent processing according to claim 2 wherein the temperature of the Suzuki coupling reaction is 100 ℃.

5. The method of preparing PLED polymer for polar solvent processing according to claim 2 wherein the compound represented by the formula (ii) is synthesized by the following steps:

step 1: carrying out coupling reaction on 3-bromo-1, 1 '-biphenyl to obtain 2, 7-dibromo-9, 9' -spirobi [ fluorene ];

step 2: carrying out iodination reaction on the 2, 7-dibromo-9, 9 '-spirobi [ fluorene ] to generate 2, 7-dibromo-2', 7 '-diiodo-9, 9' -spirobi [ fluorene ];

and step 3: reacting the 2, 7-dibromo-2 ', 7' -diiodo-9, 9' -spirobi [ fluorene]And C6H12(OH)2The compound shown in the formula (IV) is generated through an Ullmann reaction,

and 4, step 4: carrying out nucleophilic substitution reaction on the compound shown in the formula (IV) and bis (pinacolato) borate to generate the compound shown in the formula (III).

6. The method of preparing PLED polymer for polar solvent processing according to claim 2 wherein the compound represented by the formula (II) is synthesized by the following steps:

step 1: diphenylamine and 4-methoxy bromobenzene are subjected to coupling reaction to generate 4-methoxy triphenylamine;

step 2: carrying out bromination reaction on the 4-methoxyl triphenylamine to generate 4,4 '-dibromo-4' -methoxyl triphenylamine;

and step 3: and (3) carrying out substitution reaction on the 4,4 '-dibromo-4' -methoxyl triphenylamine to generate the compound shown in the formula (II).

Technical Field

The invention belongs to the technical field of photoelectric display devices, and particularly relates to a PLED polymer for polar solvent processing and a preparation method thereof.

Background

With the development of inorganic semiconductor LED technology, light emitting diodes made of small organic molecules and polymers are gradually replacing traditional inorganic semiconductor materials, which are called PLEDs. The PLED is a laminated organic light-emitting device formed by connecting two light-emitting devices in series by using an intermediate layer, for the laminated light-emitting device containing n light-emitting units, a pair of electrons and holes are injected by an electrode, the intermediate layer can generate (n-1) pairs of electrons and holes, n excitons are generated by recombination, the efficiency, the brightness, the starting voltage and the like of the obtained laminated light-emitting device are n times of those of a single light-emitting unit, and therefore the PLED has better potential in the aspect of light-emitting efficiency than the traditional LED device. However, the current orthogonal solvent preparation method for the PLED device is mainly used for processing adjacent functional layers by using solvents with different polarities, so that a previous thin film layer cannot be washed away during processing, but the method has high requirements on the solubility of the functional layers, the structural design of the device and the thermal type of materials, and most orthogonal solvent processing methods have very complex preparation steps and structural design of the device due to the lack of suitable PLED materials.

Therefore, the existing PLED polymer is not suitable for solvent orthogonal processing, and is easy to be washed and corroded by polar solvent, which becomes a technical problem to be solved by the technical personnel in the field.

Disclosure of Invention

The invention aims to provide a PLED polymer for polar solvent processing, wherein the PLED polymer has a structural formula shown in a formula (I):

wherein n is 500-.

The invention also aims to provide a preparation method of the PLED polymer for polar solvent processing, which comprises the steps of carrying out Suzuki coupling reaction on a compound shown in a formula (II) and a compound shown in a formula (III) to obtain the PLED polymer for polar solvent processing shown in a formula (I);

preferably, the time of the Suzuki coupling reaction is 8-24 h.

Preferably, the temperature of the Suzuki coupling reaction is 100 ℃.

Preferably, the compound of formula (ii) is synthesized by:

step 1: carrying out coupling reaction on 3-bromo-1, 1 '-biphenyl to obtain 2, 7-dibromo-9, 9' -spirobi [ fluorene ];

step 2: carrying out iodination reaction on the 2, 7-dibromo-9, 9 '-spirobi [ fluorene ] to generate 2, 7-dibromo-2', 7 '-diiodo-9, 9' -spirobi [ fluorene ];

and step 3: reacting the 2, 7-dibromo-2 ', 7' -diiodo-9, 9' -spirobi [ fluorene]And C6H12(OH)2The compound shown in the formula (IV) is generated through an Ullmann reaction,

and 4, step 4: carrying out nucleophilic substitution reaction on the compound shown in the formula (IV) and bis (pinacolato) borate to generate the compound shown in the formula (III).

Preferably, the compound of formula (II) is synthesized by:

step 1: diphenylamine and 4-methoxy bromobenzene are subjected to coupling reaction to generate 4-methoxy triphenylamine;

step 2: carrying out bromination reaction on the 4-methoxyl triphenylamine to generate 4,4 '-dibromo-4' -methoxyl triphenylamine;

and step 3: and (3) carrying out substitution reaction on the 4,4 '-dibromo-4' -methoxyl triphenylamine to generate the compound shown in the formula (II).

The PLED polymer prepared by the invention is subjected to a rinsing test in a film state, and the absorption strength before and after ethylene glycol methyl ether rinsing is basically the same, so that the PLED polymer has good performance of resisting ethylene glycol methyl ether rinsing; the glass transition temperature of the PLED polymer prepared by the invention is between 170 ℃ and 180 ℃, so that the PLED polymer has better rigidity and is not easy to be washed and corroded by polar solvent, thereby having better solvent orthogonal processing characteristics.

Drawings

FIG. 1 is a plot of the absorption spectra of a PLED polymer prepared in accordance with example 8 of the present invention before and after rinsing;

FIG. 2 is a plot of the absorption spectra of a PLED polymer prepared in example 9 of the present invention before and after rinsing;

FIG. 3 is a graph showing absorption spectra before and after rinsing of a PLED polymer prepared in example 10 of the present invention;

FIG. 4 is a DSC curve of PLED polymers prepared in examples 8-10 of the present invention.

Detailed Description

The present invention will be described in further detail with reference to specific examples, which are not intended to limit the present invention in any manner. Reagents, methods and apparatus used in the present invention are conventional in the art unless otherwise indicated.

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