CN115246922A

CN115246922A - Polymer and light-emitting device comprising same

Info

Publication number: CN115246922A
Application number: CN202110488829.0A
Authority: CN
Inventors: 周菁慧; 叶翰政; 刘嘉伦; 曾美榕
Original assignee: Industrial Technology Research Institute ITRI
Current assignee: Industrial Technology Research Institute ITRI
Priority date: 2021-04-28
Filing date: 2021-04-28
Publication date: 2022-10-28

Abstract

The invention provides a polymer and a light-emitting device comprising the same. The polymer comprises a first repeat unit, wherein the first repeat unit has a structure represented by formula (I):

wherein R is ¹ 、R ² 、A ¹ 、A ² 、A ³ And Z ¹ As defined in the specification.

Description

Polymer and light-emitting device comprising same

Technical Field

The invention relates to a polymer and a light-emitting device comprising the same.

Background

An organic electroluminescent device (organic electroluminescent device) is a Light Emitting Diode (LED) having an organic layer as an active layer. Organic electroluminescent devices have been increasingly used in flat panel displays (flat panel displays) in recent years due to their advantages such as low voltage operation, high brightness, light weight, wide viewing angle, and high contrast ratio.

In an organic electroluminescent device, an active layer containing a light-emitting material is sandwiched between a hole transport layer and an electron transport layer, an anode and a cathode are further installed on the outer side of the active layer, and the purpose of light emission is achieved by recombination of holes and electrons injected into the active layer (light-emitting layer).

The conventional materials used as the hole transport layer are mainly small molecule materials, and the small molecule materials form a film layer by evaporation. However, only 5% of the organic light emitting material is plated on the substrate and 95% of the organic light emitting material is wasted on the cavity wall by the evaporation method, so that the manufacturing cost of the organic light emitting diode device is high. In addition, since a film layer formed of a small molecule material has poor solvent resistance (solvent resistance), the small molecule material is difficult to be laminated by a wet process, and the driving stability and efficiency of the obtained element are inferior to those of an element formed by a vacuum evaporation method.

Therefore, there is still a need for a novel charge transport material suitable for forming a layer by a wet process to solve the problems encountered in the prior art.

Disclosure of Invention

According to an embodiment of the present invention, there is provided a polymer comprising a first repeat unit, wherein the first repeat unit has a structure represented by formula (I):

wherein A is ¹ 、A ² And A ³ Can be independently hydrogen,

And A is ¹ 、A ² And A ³ At least one is not hydrogen; r ¹ And R ² Each independently is hydrogen, halogen, or C _1-2 An alkyl group; r ³ Hydrogen, phenyl, biphenyl, naphthyl; z ¹ Is composed of

R ⁴ 、R ⁵ 、R ¹¹ 、R ¹² 、R ¹⁶ 、R ¹⁷ 、R ²² 、R ²³ And R ²⁴ Can each independently be hydrogen, halogen, or C _1-2 An alkyl group; r ⁶ 、R ⁷ And R ⁸ Each independently is hydrogen,

C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁶ 、R ⁷ And R ⁸ At least one is not hydrogen; r ⁹ And R ¹⁰ Each independently of the other is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁹ And R ¹⁰ At least one is not hydrogen; r is ¹³ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ¹³ At least one is not hydrogen; r is ¹⁴ And R ¹⁵ Each independently of the other is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ¹⁴ And R ¹⁵ At least one is not hydrogen; r is ¹⁸ 、R ¹⁹ 、R ²⁰ And R ²¹ Each independently of the other is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ¹⁸ 、R ¹⁹ 、R ²⁰ And R ²¹ At least one is not hydrogen; and, R ²⁵ Each independently of the other is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ²⁵ At least one is not hydrogen.

According to an embodiment of the present invention, the polymer of the present invention may further comprise a second repeating unit, wherein the second repeating unit has a structure represented by formula (II):

wherein A is ⁴ 、A ⁵ And A ⁶ Can independently be hydrogen,

And A is ⁴ 、A ⁵ And A ⁶ At least one is not hydrogen; r is ²⁶ And R ²⁷ Independently hydrogen, halogen, or C _1-2 An alkyl group; r ²⁸ Hydrogen, phenyl, biphenyl, naphthyl; z ² Is composed of

R ²⁹ 、R ³⁰ 、R ³⁶ 、R ³⁷ 、R ⁴¹ 、R ⁴² 、R ⁴⁷ 、R ⁴⁸ And R ⁴⁹ May be each independently hydrogen, halogen, or C _1-2 An alkyl group; r is ³¹ 、R ³² And R ³³ Each independently is hydrogen,

C _3-10 Alkyl, or C _2-10 Alkenyl, and R ³¹ 、R ³² And R ³³ At least one is not hydrogen; r ³⁴ And R ³⁵ Each independently of the other is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ³⁴ And R ³⁵ At least one is not hydrogen; r is ³⁸ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ³⁸ At least one is not hydrogen; r ³⁹ And R ⁴⁰ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ¹⁴ And R ¹⁵ At least one is not hydrogen; r ⁴³ 、R ⁴⁴ 、R ⁴⁵ And R ⁴⁶ Each independently of the other is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁴³ 、R ⁴⁴ 、R ⁴⁵ And R ⁴⁶ At least one is not hydrogen; and R ⁵⁰ Each independently of the other is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁵⁰ At least one is not hydrogen. Here, the first repeating unit is different from the second repeating unit.

According to another embodiment of the present invention, a light emitting device (light emitting device) includes: a pair of electrodes; and a light emitting unit disposed between the pair of electrodes, wherein the light emitting unit includes the polymer.

In order to make the aforementioned and other objects, features and advantages of the present invention comprehensible, embodiments accompanied with figures are described in detail below.

Drawings

Fig. 1 is a schematic cross-sectional view of a light-emitting device according to an embodiment of the present invention.

Description of the symbols

10. A light emitting device;

12. a substrate;

14. a lower electrode;

16. a light emitting unit;

18. and an upper electrode.

Detailed Description

Polymer and method of making same

According to an embodiment of the present invention, the polymer of the present invention has a first repeating unit, and the main structure of the first repeating unit may further have a fluorene group (fluorene), a benzene group (benzene group), and 6,12-dihydroindeno [1,2-B ] in addition to at least one triarylamine group (triarylamine group)]Fluorene group (6, 12-dihydroindeno [1,2-b ]]fluorene mobility), or amine groups (amine mobility) with carbazolyl groups (carbazolyl group). In addition, the main structure of the triarylamine group (triarylamine mobility) of the first repeating unit may also have a dibenzothienyl group (dibenzothienyl group) or a carbazolyl group (carbazolyl group). Therefore, the polymer can be used as a charge transport material in a light-emitting device, and the light-emitting efficiency of the light-emitting device is improved. Further, according to the embodiment of the present invention, since a fluorene group (fluorene), a benzene group (benzene mobility), 6,12-dihydroindeno [1,2-B ] having a long carbon chain alkyl or alkenyl group (e.g., an alkyl or alkenyl group having a carbon number of three or more) is introduced]Fluorene group (6, 12-dihydroindeno [1,2-b ]]fluoroene mobility), or amine groups (amine mobility) with carbazolyl groups (carbazolyl groups), may enhance the solubility of the polymer of the present invention and further achieve the adjustment of the concentration and surface tension of the solution containing the polymer. Therefore, the polymer of the invention is suitable for forming a film layer by a wet process, and meets the process requirement of high-resolution ink-jet printing (IJP) (i.e. the polymer of the invention is suitable for preparing the film layer applied to the light-emitting device by the high-resolution ink-jet printing). Furthermore, according to the embodiments of the present invention, the polymer of the present invention may further have a second repeating unit (the first repeating unit is different from the second repeating unit) to adjust the photoelectric properties (e.g., energy gap (Es), triplet energy level (E) of the polymer _T ) The Highest Occupied Molecular Orbital (HOMO) level and the Lowest Unoccupied Molecular Orbital (LUMO) level) for use with different light emitting materials.

According to an embodiment of the invention, the polymer comprises a first repeat unit, wherein the first repeat unit has a structure according to formula (I):

wherein, A ¹ 、A ² And A ³ Can be independently hydrogen,

And A is ¹ 、A ² And A ³ At least one is not hydrogen; r is ¹ And R ² Each independently is hydrogen, halogen, or C _1-2 An alkyl group; r is ³ Hydrogen, phenyl, biphenyl, naphthyl; z ¹ Is composed of

R ⁴ 、R ⁵ 、R ¹¹ 、R ¹² 、R ¹⁶ 、R ¹⁷ 、R ²² 、R ²³ And R ²⁴ Can be each independently hydrogen, halogen, or C _1-2 An alkyl group; r ⁶ 、R ⁷ And R ⁸ Each independently is hydrogen,

C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁶ 、R ⁷ And R ⁸ At least one is not hydrogen; r ⁹ And R ¹⁰ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁹ And R ¹⁰ At least one is not hydrogen; r ¹³ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ¹³ At least one is not hydrogen; r ¹⁴ And R ¹⁵ Each independently of the other is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ¹⁴ And R ¹⁵ At least one is not hydrogen; r ¹⁸ 、R ¹⁹ 、R ²⁰ And R ²¹ Each independently of the other is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ¹⁸ 、R ¹⁹ 、R ²⁰ And R ²¹ At least one is not hydrogen; and R ²⁵ Each independently is hydrogen, C _3-10 An alkyl group,Or C _2-10 An alkenyl group.

According to an embodiment of the present invention, C _1-2 The alkyl group may be methyl or ethyl. According to an embodiment of the present invention, C _3-10 The alkyl group may be a linear or branched (linear or branched) alkyl group. For example, C _3-10 The alkyl group may be propyl (propyl), butyl (butyl), pentyl (pentyl), hexyl (hexyl), heptyl (hexyl), octyl (octyl), nonyl (nonyl), decyl (decel), or isomers thereof. According to embodiments of the present invention, the halogen may be fluorine, chlorine, bromine, or iodine. According to an embodiment of the present invention, C _2-10 The alkenyl group may be a linear or branched alkenyl group. For example, C _2-10 The alkenyl group may be a vinyl group (vinyl), a propenyl group (propenyl), a butenyl group (butenyl), a pentenyl group (pentenyl), a hexenyl group (hexenyl), a heptenyl group (heptenyl), an octenyl group (octenyl), a nonenyl group (nonenyl), a decenyl group (decenyl), or isomers thereof.

According to an embodiment of the invention, R ¹ 、R ² 、R ⁴ 、R ⁵ 、R ¹¹ 、R ¹² 、R ¹⁶ 、R ¹⁷ 、R ²² 、R ²³ And R ²⁴ Each may independently be hydrogen, methyl, ethyl, or fluoro. R ⁶ 、R ⁷ And R ⁸ Each independently is hydrogen,

(R ²⁵ Is C _3-10 Alkyl, or C _2-10 Alkenyl), C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁶ 、R ⁷ And R ⁸ At least one is not hydrogen. R is ⁹ 、R ¹⁰ 、R ¹³ 、R ¹⁴ 、R ¹⁵ 、R ¹⁸ 、R ¹⁹ 、R ²⁰ And R ²¹ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁹ And R ¹⁰ At least one is not hydrogen; r is ¹³ At least one is not hydrogen; r ¹⁴ And R ¹⁵ At least one is not hydrogen; and R ¹⁸ 、R ¹⁹ 、R ²⁰ And R ²¹ At least one being other than hydrogen。

According to an embodiment of the invention, Z of the first repeating unit ¹ The radical may have at least one long-chain alkanyl or alkenyl radical (e.g. C) _3-10 Alkyl or C _2-10 Alkenyl) to improve the solubility of the polymer of the present invention, so that the polymer of the present invention is suitable for forming a film layer by a wet process.

According to an embodiment of the present invention, the first repeating unit may be

R ¹ And R ² Independently is hydrogen, halogen, or C _1-2 An alkyl group; r ⁴ 、R ⁵ 、R ¹¹ 、R ¹² 、R ¹⁶ 、R ¹⁷ 、R ²² 、R ²³ And R ²⁴ Can be each independently and is hydrogen, halogen, or C _1-2 An alkyl group; r ⁶ 、R ⁷ And R ⁸ Each independently is hydrogen,

C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁶ 、R ⁷ And R ⁸ At least one is not hydrogen; r ⁹ And R ¹⁰ Each independently of the other is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁹ And R ¹⁰ At least one is not hydrogen; r ¹³ Each independently of the other is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ¹³ At least one is not hydrogen; r ¹⁴ And R ¹⁵ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ¹⁴ And R ¹⁵ At least one is not hydrogen; r ¹⁸ 、R ¹⁹ 、R ²⁰ And R ²¹ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ¹⁸ 、R ¹⁹ 、R ²⁰ And R ²¹ At least one is not hydrogen; and, R ²⁵ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ²⁵ At least one is not hydrogen. According to an embodiment of the present invention, the first repeating unit may be

Wherein R is ¹ And R ² Independently is hydrogen, halogen, or C _1-2 An alkyl group; r is ⁴ 、R ⁵ 、R ¹¹ 、R ¹² 、R ¹⁶ 、R ¹⁷ 、R ²² 、R ²³ And R ²⁴ May be each independently hydrogen, halogen, or C _1-2 An alkyl group; r ⁶ 、R ⁷ And R ⁸ Each independently is hydrogen,

C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁶ 、R ⁷ And R ⁸ At least one is not hydrogen; r ⁹ And R ¹⁰ Each independently of the other is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁹ And R ¹⁰ At least one is not hydrogen; r is ¹³ Each independently of the other is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ¹³ At least one is not hydrogen; r is ¹⁴ And R ¹⁵ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ¹⁴ And R ¹⁵ At least one is not hydrogen; r ¹⁸ 、R ¹⁹ 、R ²⁰ And R ²¹ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ¹⁸ 、R ¹⁹ 、R ²⁰ And R ²¹ At least one is not hydrogen; and, R ²⁵ Each independently is hydrogen, C _3-10 Alkyl, or C _3-10 Alkenyl, and R ²⁵ At least one is not hydrogen.

Z ¹ Is composed of

R ¹ And R ² Independently is hydrogen, halogen, or C _1-2 An alkyl group; r ⁴ 、R ⁵ 、R ¹¹ 、R ¹² 、R ¹⁶ 、R ¹⁷ 、R ²² 、R ²³ And R ²⁴ May be each independently hydrogen, halogen, or C _1-2 An alkyl group; r ⁶ 、R ⁷ And R ⁸ Each independently is hydrogen,

C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁶ 、R ⁷ And R ⁸ At least one is not hydrogen; r ⁹ And R ¹⁰ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁹ And R ¹⁰ At least one is not hydrogen; r is ¹³ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ¹³ At least one is not hydrogen; r ¹⁴ And R ¹⁵ Each independently of the other is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ¹⁴ And R ¹⁵ At least one is not hydrogen; r ¹⁸ 、R ¹⁹ 、R ²⁰ And R ²¹ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ¹⁸ 、R ¹⁹ 、R ²⁰ And R ²¹ At least one is not hydrogen; and R ²⁵ Each independently of the other is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ²⁵ At least one is not hydrogen. According to an embodiment of the present invention, the first repeating unit may be

Wherein R is ¹ And R ² Independently hydrogen, halogen, or C _1-2 An alkyl group; r ⁴ 、R ⁵ 、R ¹¹ 、R ¹² 、R ¹⁶ 、R ¹⁷ 、R ²² 、R ²³ And R ²⁴ May be each independently hydrogen, halogen, or C _1-2 An alkyl group; r ⁶ 、R ⁷ And R ⁸ Each independently is hydrogen,

C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁶ 、R ⁷ And R ⁸ At least one is not hydrogen; r is ⁹ And R ¹⁰ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁹ And R ¹⁰ At least one is not hydrogen; r ¹³ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ¹³ At least one is not hydrogen; r ¹⁴ And R ¹⁵ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ¹⁴ And R ¹⁵ At least one is not hydrogen; r is ¹⁸ 、R ¹⁹ 、R ²⁰ And R ²¹ Each independently of the otherIs hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ¹⁸ 、R ¹⁹ 、R ²⁰ And R ²¹ At least one is not hydrogen; and R ²⁵ Each independently of the other is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ²⁵ At least one is not hydrogen.

A ¹ 、A ² And A ³ Can independently be hydrogen,

And A is ¹ 、A ² And A ³ At least one is not hydrogen; r ¹ And R ² Independently hydrogen, halogen, or C _1-2 An alkyl group; r is ³ Hydrogen, phenyl, biphenyl, naphthyl; r ⁴ And R ⁵ Can be each independently and is hydrogen, halogen, or C _1-2 An alkyl group; r is ⁷ Is composed of

C _3-10 Alkyl, or C _2-10 An alkenyl group; and R ²⁵ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ²⁵ At least one is not hydrogen.

A ¹ 、A ² And A ³ Can independently be hydrogen,

And A is ¹ 、A ² And A ³ At least one is not hydrogen; r is ¹ And R ² Independently is hydrogen, halogen, or C _1-2 An alkyl group; r ³ Hydrogen, phenyl, biphenyl, naphthyl; r is ¹¹ And R ¹² May be each independently hydrogen, halogen, or C _1-2 An alkyl group; and, R ⁹ And R ¹⁰ Each independently is C _3-10 Alkyl, or C _2-10 An alkenyl group.

A ¹ 、A ² And A ³ Can independently be hydrogen,

And A is ¹ 、A ² And A ³ At least one is not hydrogen; r is ¹ And R ² Independently hydrogen, halogen, or C _1-2 An alkyl group; r is ³ Hydrogen, phenyl, biphenyl, naphthyl; and, R ¹³ Each independently is C _3-10 Alkyl, or C _2-10 An alkenyl group.

A ¹ 、A ² And A ³ Can independently be hydrogen,

And A is ¹ 、A ² And A ³ At least one is not hydrogen; r ¹ And R ² Independently is hydrogen, halogen, or C _1-2 An alkyl group; r is ³ Hydrogen, phenyl, biphenyl, naphthyl; r ¹⁶ And R ¹⁷ May be each independently hydrogen, halogen, or C _1-2 An alkyl group; and R ¹⁴ And R ¹⁵ Each independently is C _3-10 Alkyl, or C _2-10 An alkenyl group.

A ¹ 、A ² And A ³ Can independently be hydrogen,

And A is ¹ 、A ² And A ³ At least one is not hydrogen; r ¹ And R ² Independently hydrogen, halogen, or C _1-2 An alkyl group; r ³ Hydrogen, phenyl, biphenyl, naphthyl; r ²² 、R ²³ And R ²⁴ Can be each independently and is hydrogen, halogen, or C _1-2 An alkyl group; and, R ¹⁸ 、R ¹⁹ 、R ²⁰ And R ²¹ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ¹⁸ 、R ¹⁹ 、R ²⁰ And R ²¹ At least one is not hydrogen.

According to embodiments of the invention, the number of first repeat units of the polymer may be 2 to 2,000 (e.g., 2 to 1,800, 5 to 1,500, 10 to 1,200, 20 to 1,000, 50 to 800, or 100 to 500). According to embodiments of the invention, the weight average molecular weight (Mw) of the polymer may be about 1,000 to 100,000, for example 2,000 to 80,000, or 3,000 to 60,000. The weight average molecular weight (Mw) of the oligomer or polymer of the present invention can be measured by Gel Permeation Chromatography (GPC) (calibration curve is prepared using polystyrene as a standard).

According to an embodiment of the present invention, the polymer further comprises a second repeat unit, wherein the second repeat unit has a structure represented by formula (II):

wherein, A ⁴ 、A ⁵ And A ⁶ Can independently be hydrogen,

And A is ⁴ 、A ⁵ And A ⁶ At least one is not hydrogen; r ²⁶ And R ²⁷ Independently is hydrogen, halogen, or C _1-2 An alkyl group; r is ²⁸ Hydrogen, phenyl, biphenyl, naphthyl; z ² Is composed of

R ²⁹ 、R ³⁰ 、R ³⁶ 、R ³⁷ 、R ⁴¹ 、R ⁴² 、R ⁴⁷ 、R ⁴⁸ And R ⁴⁹ May be each independently hydrogen, halogen, or C _1-2 An alkyl group; r ³¹ 、R ³² And R ³³ Each independently is hydrogen,

C _3-10 Alkyl, or C _2-10 Alkenyl, and R ³¹ 、R ³² And R ³³ At least one is not hydrogen; r ³⁴ And R ³⁵ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ³⁴ And R ³⁵ At least one is not hydrogen; r ³⁸ Each independently of the other is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ³⁸ At least one is not hydrogen; r is ³⁹ And R ⁴⁰ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ¹⁴ And R ¹⁵ At least one is not hydrogen; r ⁴³ 、R ⁴⁴ 、R ⁴⁵ And R ⁴⁶ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁴³ 、R ⁴⁴ 、R ⁴⁵ And R ⁴⁶ At least one is not hydrogen; and, R ⁵⁰ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁵⁰ At least one is not hydrogen, wherein the second repeat unit is different from the first repeat unit.

According to embodiments of the present invention, the ratio of the number of the first repeating unit to the second repeating unit may be 1: 1.

According to embodiments of the invention, the number of second repeat units of the polymer may be 2 to 2,000 (e.g., 2 to 1,800, 5 to 1,500, 10 to 1,200, 20 to 1,000, 50 to 800, or 100 to 500). According to an embodiment of the present invention, the first repeating unit and the second repeating unit may be arranged in a random manner or a block manner. According to embodiments of the invention, the weight average molecular weight (Mw) of the polymer may be about 1,000 to 100,000, for example 2,000 to 80,000, or 3,000 to 60,000. The weight average molecular weight (Mw) of the oligomer or polymer of the present invention can be measured by Gel Permeation Chromatography (GPC) (calibration curve is prepared using polystyrene as a standard).

According to an embodiment of the present invention, the first repeating unit is

And the second repeating unit is

R ¹ 、R ² 、R ⁴ And R ⁵ Independently is hydrogen, halogen, or C _1-2 An alkyl group; r ⁶ 、R ⁷ And R ⁸ Each independently is hydrogen,

C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁶ 、R ⁷ And R ⁸ At least one is not hydrogen; r is ²⁵ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ²⁵ At least one is not hydrogen; r is ²⁶ 、R ²⁷ 、R ³⁶ And R ³⁷ Independently hydrogen, halogen, or C _1-2 An alkyl group; and R ³⁴ And R ³⁵ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ³⁴ And R ³⁵ At least one is not hydrogen.

And the second repeating unit is

Wherein R is ¹ 、R ² 、R ¹¹ And R ¹² Independently is hydrogen, halogen, or C _1-2 An alkyl group; r ⁹ And R ¹⁰ Each independently of the other is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁹ And R ¹⁰ At least one is not hydrogen; and, R ²⁶ 、R ²⁷ 、R ²⁹ And R ³⁰ Independently is hydrogen, halogen, or C _1-2 An alkyl group.

And the second repeating unit is

Wherein R is ¹ 、R ² 、R ¹¹ And R ¹² Independently hydrogen, halogen, or C _1-2 An alkyl group; r is ⁹ And R ¹⁰ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁹ And R ¹⁰ At least one is not hydrogen; r ²⁶ 、R ²⁷ 、R ³⁶ And R ³⁷ Independently is hydrogen, halogen, or C _1-2 An alkyl group; and, R ³⁴ And R ³⁵ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ³⁴ And R ³⁵ At least one is not hydrogen.

And the second repeating unit is

Wherein R is ¹ And R ² Independently is hydrogen, halogen, or C _1-2 An alkyl group; r is ¹³ Each independently of the other is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ¹³ At least one is not hydrogen; r ²⁶ 、R ²⁷ 、R ⁴⁷ 、R ⁴⁸ And R ⁴⁹ Independently is hydrogen, halogen, or C _1-2 An alkyl group; and R ⁴³ 、R ⁴⁴ 、R ⁴⁵ And R ⁴⁶ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁴³ 、R ⁴⁴ 、R ⁴⁵ And R ⁴⁶ At least one is not hydrogen.

And the firstThe repeating unit is

Wherein R is ¹ 、R ² 、R ⁴ And R ⁵ Independently is hydrogen, halogen, or C _1-2 An alkyl group; r ⁶ 、R ⁷ And R ⁸ Each independently is hydrogen,

C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁶ 、R ⁷ And R ⁸ At least one is not hydrogen; r is ²⁵ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ²⁵ At least one is not hydrogen; r is ²⁶ 、R ²⁷ 、R ³⁶ And R ³⁷ Independently is hydrogen, halogen, or C _1-2 An alkyl group; and, R ³⁴ And R ³⁵ Each independently of the other is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ³⁴ And R ³⁵ At least one is not hydrogen.

And the second repeating unit is

Wherein R is ¹ 、R ² 、R ⁴ And R ⁵ Independently hydrogen, halogen, or C _1-2 An alkyl group; r ⁶ 、R ⁷ And R ⁸ Each independently is hydrogen,

C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁶ 、R ⁷ And R ⁸ At least one is not hydrogen; r is ²⁵ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ²⁵ At least one is not hydrogen; and R ³⁸ Each independently is hydrogen, C _3-10 Alkyl, orC _2-10 Alkenyl, and R ³⁸ At least one is not hydrogen.

And the second repeating unit is

Wherein R is ¹ 、R ² 、R ¹¹ And R ¹² Independently is hydrogen, halogen, or C _1-2 An alkyl group; r ⁹ And R ¹⁰ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁹ And R ¹⁰ At least one is not hydrogen; r ²⁶ 、R ²⁷ 、R ⁴⁷ 、R ⁴⁸ And R ⁴⁹ Each independently is hydrogen, halogen, or C _1-2 An alkyl group; and, R ⁴³ And R ⁴⁴ 、R ⁴⁵ And R ⁴⁶ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁴³ And R ⁴⁴ 、R ⁴⁵ And R ⁴⁶ At least one is not hydrogen.

According to an embodiment of the invention, the first repeating unit is

And the second repeating unit is

Wherein R is ¹ And R ² Independently is hydrogen, halogen, or C _1-2 An alkyl group; r ¹³ Each independently of the other is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ¹³ At least one is not hydrogen; r ²⁶ And R ²⁷ Each independently is hydrogen, halogen, or C _1-2 An alkyl group; and, R ³⁸ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ³⁸ At least one is not hydrogen.

The present invention also provides a method of preparing a polymer, according to an embodiment of the present invention, and the method may comprise the following steps. First, at least one first monomer and at least one second monomer are provided. Next, the first monomer, the second monomer, and the catalyst are dispersed in a solvent to obtain a mixture. Then, the mixture is polymerized at 80-150 ℃ for 1-24 hours to obtain the polymer of the invention. According to an embodiment of the present invention, a capping agent (e.g., bromobenzene) may be further added to control the molecular weight and molecular weight distribution of the resulting polymer when the polymerization reaction is carried out.

According to an embodiment of the invention, the first monomer has a structure represented by formula (III):

wherein A is ¹ 、A ² And A ³ Can independently be hydrogen,

And A is ¹ 、A ² And A ³ At least one is not hydrogen; r ¹ And R ² Independently is hydrogen, halogen, or C _1-2 An alkyl group; and, R ⁵¹ And R ⁵² Independently bromine, or pinacolboronic acid ester group (pinacolborane group). For example, the first monomer can be

According to an embodiment of the present invention, the second monomer has a structure represented by formula (IV), formula (V), formula (VI), formula (VII), or formula (VIII):

wherein R is ⁴ 、R ⁵ 、R ¹¹ 、R ¹² 、R ¹⁶ 、R ¹⁷ 、R ²² 、R ²³ And R ²⁴ Can be each independently and is hydrogen, halogen, or C _1-2 An alkyl group; r is ⁶ 、R ⁷ And R ⁸ Each independently is hydrogen,

C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁶ 、R ⁷ And R ⁸ At least one is not hydrogen; r ⁹ And R ¹⁰ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁹ And R ¹⁰ At least one is not hydrogen; r ¹³ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ¹³ At least one is not hydrogen; r ¹⁴ And R ¹⁵ Each independently of the other is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ¹⁴ And R ¹⁵ At least one is not hydrogen; r ¹⁸ 、R ¹⁹ 、R ²⁰ And R ²¹ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ¹⁸ 、R ¹⁹ 、R ²⁰ And R ²¹ At least one is not hydrogen; r ²⁵ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ²⁵ At least one is not hydrogen; and, R ⁵³ And R ⁵⁴ Independently bromine, or pinacolboronic acid ester groups (pinacolborane groups). For example, the second monomer can be

According to embodiments of the present invention, the molar ratio of the first monomer to the second monomer may be 1: 1.

Table 1 shows the structures of the polymer obtained in the examples of the present invention and the repeating units thereof.

TABLE 1

In addition, table 2 shows the number average molecular weight (Mn), weight average molecular weight (Mw), polydispersity index (PDI), triplet level (E) of these polymers _T ) A Highest Occupied Molecular Orbital (HOMO) energy level, and a Lowest Unoccupied Molecular Orbital (LUMO) energy level.

TABLE 2

To further illustrate the preparation of the polymers of the present invention, the following examples are given to illustrate the preparation of the polymers of examples 1-8, 12 and 13.

Preparation of monomer (I)

Compound (1) (27.1 mmol) was dissolved in Tetrahydrofuran (THF) (36.4 mL) to give a first solution. Next, n-butyllithium (n-BuLi) (29.9 mmol) was added to the solution at-78 ℃ and reacted at room temperature for 3 hours to obtain a second solution. Then, compound (2) (85.5 mmol) was added to the second solution at-78 ℃ and reacted at room temperature for 16 hours to obtain a third solution. Next, aqueous hydrochloric acid (10%) was added to the third solution such that the third solution had a pH of about 2. After 2 hours of reaction, the resulting solution was poured into hexane (hexane) (500 mL) to precipitate a solid. After filtration, compound (3) is obtained. The reaction formula of the above reaction is shown below:

next, compound (3) (6.94 mmol), compound (4) (6.94 mmol), tetrakis (triphenylphosphine) palladium (Pd (PPh) ₃ ) ₄ ) (0.42 mmol), potassium carbonate (K) ₂ CO ₃ ) (2.88g, 20.83mmol), toluene (toluene) (24 mL), ethanol (3.2 mL), and water (9.2 mL) to give a first solution. Subsequently, the first solution was reacted at 80 ℃ for 16 hours to obtain a second solution. Next, the resulting second solution was extracted with dichloromethane (dichloromethane, DCM) and water, and the organic layer was collected. The organic layer was then concentrated with magnesium sulfate to remove water, and purified by column chromatography (hexane was used as the eluent)Liquid) to obtain compound (5). The reaction formula of the above reaction is shown below:

then, compound (5) (1.70 mmol), compound (6) (1.70 mmol), tris (dibenzylideneacetone) dipalladium (Pd, tris (dibenzylideneacetone) dipalladium, pd ₂ (dba) ₃ ) (0.05 mmol), tri-tert-butylphosphinic tetrafluoroborate, P (tri-tert-butylphosphinic tetrafluoroborate) ^t Bu) ₃ HBF ₄ ) (0.10 mmol), sodium tert-butoxide (NaO) ^t Bu) (2.03 mmol), and toluene (toluene) (8.5 mL) to give a first solution. Subsequently, the first solution was reacted at 80 ℃ for 16 hours to obtain a second solution. Next, the resulting second solution was extracted with dichloromethane (dichloromethane, DCM) and water, and the organic layer was collected. Next, the organic layer was dehydrated with magnesium sulfate and concentrated. Then, purification was performed by column chromatography (using hexane/ethyl acetate as an eluent), and recrystallization was performed with hexane to obtain compound (7). The reaction formula of the above reaction is shown below:

subsequently, compound (7) (3.58 mmol) was dissolved in Dimethylformamide (DMF) (27.4 mL) to obtain a first solution. Next, N-bromosuccinimide (N-bromosuccinimide, NBS) (7.34 mmol) was dissolved in Dimethylformamide (DMF) (6.24 mL) to obtain a second solution. Next, after the first solution was cooled to 0 ℃, the second solution was added dropwise to the first solution. After sufficient reaction, water was added to the resulting solution to precipitate a solid. After filtration and drying, the monomer (I) is obtained. The reaction formula of the above reaction is shown below:

preparation of monomer (II)

Next, compound (8) (3.1 mmol), compound (9) (3.25 mmol) and tetrakis (triphenylphosphine) palladium (Pd (PPh) ₃ ) ₄ ) (0.10 mmol), potassium carbonate (K) ₂ CO ₃ ) (9.29 mmol), toluene (tolumen) (10.7 mL), ethanol (1 mL), and water (4.1 mL) were combined to give a first solution. Subsequently, the first solution was reacted at 80 ℃ for 16 hours to obtain a second solution. Next, the resulting second solution was extracted with dichloromethane (dichloromethane, DCM) and water, and the organic layer was collected. The organic layer was then concentrated with magnesium sulfate to remove water, and purified by column chromatography (using hexane as the eluent) to give compound (10). The reaction formula of the above reaction is shown below:

subsequently, compound (10) (2.06 mmol) was dissolved in Dimethylformamide (DMF) (40 mL) to obtain a first solution. Next, N-bromosuccinimide (N-bromosuccinimide, NBS) (4.11 mmol) was dissolved in Dimethylformamide (DMF) (20 mL) to obtain a second solution. Next, after cooling the first solution to 0 ℃, the second solution was added dropwise to the first solution. After sufficient reaction, the resulting solution was extracted with dichloromethane (dichloromethane, DCM) and water, and the organic layer was collected. The organic layer was then concentrated with magnesium sulfate to remove water, and purified by column chromatography (using hexane/dichloromethane as the eluent) to obtain monomer (II). The reaction formula of the above reaction is shown below:

preparation of monomer (III)

Next, compound (11) (2.23 mmol), compound (12) (4.9 mmol) and CuCl were added ₂ (0.09 mmol), potassium hydroxide (0.2 mmol), phenanthroline(s) (b)1, 10-phenanthroline) (0.09 mmol) and 1, 4-bis

Alkane (1, 4-dioxane) (4 ml) was mixed to give a first solution. Subsequently, the first solution was reacted at 110 ℃ for 16 hours to obtain a second solution. Next, the resulting second solution was extracted with dichloromethane (dichloromethane, DCM) and water, and the organic layer was collected. The organic layer was then concentrated with magnesium sulfate to remove water, and purified by column chromatography (using hexane as an eluent) to obtain compound (13). The reaction formula of the above reaction is shown below:

next, compound (13) (1 mmol), bis (pinacolato) diboron (2.8 mmol) and [1,1' -bis (diphenylphosphino) ferrocene]Palladium dichloride (PdCl) ₂ (dppf)) (0.05 mmol), potassium acetate (5.86 mmol) and 1, 4-bis

Alkane (1, 4-dioxane) (10 ml) was mixed to give a first solution. Subsequently, the first solution was reacted at 80 ℃ for 16 hours to obtain a second solution. Next, the resulting second solution was extracted with dichloromethane (dichloromethane, DCM) and water, and the organic layer was collected. The organic layer was then concentrated with magnesium sulfate to remove water, and purified by column chromatography (using hexane/ethyl acetate as the eluent) to obtain monomer (III). The reaction formula of the above reaction is shown below:

preparation of monomer (IV)

Sodium hydroxide (NaOH) (25 g), water (25 ml), 2-ethylhexyl bromide (15.43 mmol), and toluene (25 ml) were mixed to obtain a first solution. Then, the compound (A), (B) and (C)14 7.72mmol and tetrabutylammonium bromide (Bu) ₄ NBr) (0.6 mmol) was added to the first solution to obtain a second solution. Subsequently, the second solution was reacted at 120 ℃ for 16 hours to obtain a third solution. The organic layer of the third solution was then collected and neutralized by the addition of hydrochloric acid (10%). Then, extraction was performed with ethyl acetate and water, and the organic layer was collected. The organic layer was then concentrated with magnesium sulfate to remove water, and purified by column chromatography (using hexane as the eluent) to give compound (15). The reaction formula of the above reaction is shown below:

next, compound (15) (0.74 mmol), bis (pinacolato) diboron (2.1 mmol) and [1,1' -bis (diphenylphosphino) ferrocene]Palladium dichloride (PdCl) ₂ (dppf)) (0.04 mmol), potassium acetate (4.36 mmol) and 1, 4-bis

Alkane (1, 4-dioxane) (7.5 ml) was mixed to give a first solution. Subsequently, the first solution was reacted at 80 ℃ for 16 hours to obtain a second solution. Next, the resulting second solution was extracted with ethyl acetate and water, and the organic layer was collected. The organic layer was then concentrated with magnesium sulfate to remove water, and purified by column chromatography (using hexane/ethyl acetate as a eluent) to obtain monomer (IV). The reaction formula of the above reaction is shown below:

preparation of monomer (V)

Compound (16) (0.74 mmol), bis (pinacolato) diboron (2.1 mmol) and [1,1' -bis (diphenylphosphino) ferrocene]Palladium dichloride (PdCl) ₂ (dppf)) (0.04 mmol), potassium acetate (4.36 mmol) and 1, 4-bis

Alkane (1, 4-dioxane) (7.5 ml) was mixed to give a first solution. Subsequently, the first solution was reacted at 80 ℃ for 16 hours to obtain a second solution. Next, the resulting second solution was extracted with ethyl acetate and water, and the organic layer was collected. The organic layer was then concentrated with magnesium sulfate to remove water, and purified by column chromatography (hexane/ethyl acetate as eluent) to obtain monomer (V). The reaction formula of the above reaction is shown below:

preparation of monomer (VI)

Compound (17) (0.74 mmol), bis (pinacolato) diboron (2.1 mmol) and [1,1' -bis (diphenylphosphino) ferrocene]Palladium dichloride (PdCl) ₂ (dppf)) (0.04 mmol), potassium acetate (4.36 mmol) and 1, 4-bis

Alkane (1, 4-dioxane) (7.5 ml) was mixed to give a first solution. Subsequently, the first solution was reacted at 80 ℃ for 16 hours to obtain a second solution. Next, the resulting second solution was extracted with ethyl acetate and water, and the organic layer was collected. The organic layer was then concentrated with magnesium sulfate to remove water, and purified by column chromatography (using hexane/ethyl acetate as the eluent) to obtain monomer (VI). The reaction formula of the above reaction is shown below:

preparation of monomer (VII)

Mixing compound (18) (11.7 mmol), bromohexane (35.5 mmol), tetrabutylammonium bromide (Bu, bu) ₄ NBr) (4.95 mmol) and Dimethylsulfoxide (DMSO) (22 ml) were mixed to obtain a first solution. Next, an aqueous sodium hydroxide solution (aq)(3.5 ml, 17M) was added to the first solution to obtain a second solution. Then, the second solution was reacted at room temperature for 3 hours to obtain a third solution. Then, the resulting third solution was extracted with ethyl acetate and water, and the organic layer was collected. The organic layer was then concentrated with magnesium sulfate to remove water, and purified by column chromatography (using hexane/ethyl acetate as the eluent) to obtain compound (19). The reaction formula of the above reaction is shown below:

next, compound (19) (11.53 mmol), tetrahydrofuran (THF) (12 ml), ethanol (12 ml), and palladium on carbon catalyst (palladium 10%. Then, hydrazine (N) is added at 50 deg.C ₂ H ₄ 5.8 g) was added to the first solution. Then, after 3 hours of reaction, the resulting solution was filtered and concentrated, and recrystallized using methanol to obtain a monomer (VII). The reaction formula of the above reaction is shown below:

preparation of monomer (VIII)

Next, compound (20) (0.74 mmol), bis (pinacolato) diboron (2.1 mmol) and [1,1' -bis (diphenylphosphino) ferrocene]Palladium dichloride (PdCl) ₂ (dppf)) (0.04 mmol), potassium acetate (4.36 mmol) and 1, 4-bis

Alkane (1, 4-dioxane) (7.5 ml) was mixed to give a first solution. Subsequently, the first solution was reacted at 80 ℃ for 16 hours to obtain a second solution. Next, the resulting second solution was extracted with ethyl acetate and water, and the organic layer was collected. The organic layer was then concentrated with magnesium sulfate to remove water, and purified by column chromatography (hexane/ethyl acetate as eluent) to give monomer (V)III). The reaction formula of the above reaction is shown below:

preparation of Polymer (I)

Monomer (II) (0.26 mmol), monomer (IV) (0.27 mmol), tris (dibenzylideneacetone) dipalladium (Pd) ₂ (dba) ₃ ) (0.008 mmol), tris (o-tolyl) phosphine (P (o-tolyl) ₃ ) (0.05 mmol), potassium phosphate (K) ₃ PO ₄ ) (1.03 mmol) and toluene (1.2 mL) to give a first solution. Next, toluene (1.2 mL), water (1.2 mL), 1, 4-bis

An alkane (1.2 mL) and methyltrioctylammonium chloride (Aliquat 336) were added to the first solution to provide a second solution. Then, after the second solution was reacted at 100 ℃ for 18 hours, bromobenzene (bromobenzene) was added to the second solution and reacted at 100 ℃ for 4 hours. After cooling to room temperature, the resulting solution was extracted with toluene and water, and the organic layer was collected. Subsequently, methanol was added for reprecipitation, and the solid was collected and washed with methanol, acetone, n-hexane. Finally, purification by column chromatography (toluene as eluent) gave polymer (I). The reaction formula of the above reaction is shown below:

preparation of Polymer (II)

Monomer (II) (0.26 mmol), monomer (III) (0.17 mmol), monomer (IV) (0.1 mmol), tris (dibenzylideneacetone) dipalladium, pd ₂ (dba) ₃ ) (0.008 mmol), tris (o-tolyl) phosphine (P (o-tolyl) ₃ ) (0.05 mmol), potassium phosphate (K) ₃ PO ₄ ) (1.03 mmol) and toluene (1.2 mL) to give a first solution. Next, toluene (1.2 mL), water (1.2 mL), 1, 4-bis

An alkane (1.2 mL) and methyltrioctylammonium chloride (Aliquat 336) were added to the first solution to provide a second solution. Then, after the second solution was reacted at 100 ℃ for 18 hours, bromobenzene (bromobenzene) was added to the second solution and reacted at 100 ℃ for 4 hours. After cooling to room temperature, the resulting solution was extracted with toluene and water, and the organic layer was collected. Subsequently, methanol was added for reprecipitation, and the solid was collected and washed with methanol, acetone, n-hexane. Finally, purification by column chromatography (toluene as eluent) gave polymer (II). The reaction formula of the above reaction is shown below:

preparation of Polymer (III)

Monomer (I) (0.26 mmol), monomer (III) (0.17 mmol), monomer (IV) (0.1 mmol), tris (dibenzylideneacetone) dipalladium, pd ₂ (dba) ₃ ) (0.008 mmol), tris (o-tolyl) phosphine (P (o-tolyl) ₃ ) (0.05 mmol), potassium phosphate (K) ₃ PO ₄ ) (1.03 mmol) and toluene (1.2 mL) to give a first solution. Then, toluene (1.2 mL), water (1.2 mL), 1, 4-bis

An alkane (1.2 mL) and methyltrioctylammonium chloride (Aliquat 336) were added to the first solution to provide a second solution. Then, after the second solution was reacted at 100 ℃ for 18 hours, bromobenzene (bromobenzene) was added to the second solution and reacted at 100 ℃ for 4 hours. After cooling to room temperature, the resulting solution was extracted with toluene and water, and the organic layer was collected. Subsequently, methanol was added for reprecipitation, and the solid was collected and washed with methanol, acetone, n-hexane. Finally, purification by column chromatography (toluene as eluent) gave polymer (III). The reaction formula of the above reaction is shown below:

preparation of Polymer (IV)

Monomer (I) (0.17 mmol), monomer (VII) (0.18 mmol), tris (dibenzylideneacetone) dipalladium (Pd) ₂ (dba) ₃ ) (0.002 mmol), 4- (N, N-dimethylamino) phenylbis-tert-butylphosphine (APhos) (0.014 mmol), sodium tert-butoxide (NaO) ^t Bu) (0.66 mmol), and toluene (1.8 mL) to give a first solution. Next, after the first solution was reacted at 110 ℃ for 2 hours, bromobenzene (bromobenzene) was added to the first solution and reacted at 100 ℃ for 16 hours. After cooling to room temperature, the resulting solution was extracted with toluene and water, and the organic layer was collected. Subsequently, methanol was added for reprecipitation, and the solid was collected and washed with methanol, acetone, n-hexane. Finally, purification was performed by column chromatography (using toluene as eluent) to obtain polymer (IV). The reaction formula of the above reaction is shown below:

preparation of Polymer (V)

Monomer (II) (0.26 mmol), monomer (V) (0.27 mmol), tris (dibenzylideneacetone) dipalladium (Pd) ₂ (dba) ₃ ) (0.008 mmol), tris (o-tolyl) phosphine (P (o-tolyl) ₃ ) (0.05 mmol), potassium phosphate (K) ₃ PO ₄ ) (1.03 mmol) and toluene (1.2 mL) to give a first solution. Next, toluene (1.2 mL), water (1.2 mL), 1, 4-bis

An alkane (1.2 mL) and methyltrioctylammonium chloride (Aliquat 336) were added to the first solution to provide a second solution. Then, after the second solution was reacted at 100 ℃ for 18 hours, bromobenzene (bromobenzene) was added to the second solution and reacted at 100 ℃ for 4 hours. After the temperature is reduced to the room temperature,the resulting solution was extracted with toluene and water, and the organic layer was collected. Subsequently, methanol was added for reprecipitation, and the solid was collected and washed with methanol, acetone, n-hexane. Finally, purification was performed by column chromatography (using toluene as an eluent) to obtain polymer (V). The reaction formula of the above reaction is shown below:

preparation of Polymer (VI)

Monomer (I) (0.26 mmol), monomer (VI) (0.27 mmol), tris (dibenzylideneacetone) dipalladium (Pd) ₂ (dba) ₃ ) (0.008 mmol), tris (o-tolyl) phosphine (P (o-tolyl) ₃ ) (0.05 mmol), potassium phosphate (K) ₃ PO ₄ ) (1.03 mmol) and toluene (1.2 mL) to give a first solution. Next, toluene (1.2 mL), water (1.2 mL), 1, 4-bis

An alkane (1.2 mL) and methyltrioctylammonium chloride (Aliquat 336) were added to the first solution to provide a second solution. Then, after the second solution was reacted at 100 ℃ for 18 hours, bromobenzene (bromobenzene) was added to the second solution and reacted at 100 ℃ for 4 hours. After cooling to room temperature, the resulting solution was extracted with toluene and water, and the organic layer was collected. Subsequently, methanol was added for reprecipitation, and the solid was collected and washed with methanol, acetone, n-hexane. Finally, purification was performed by column chromatography (using toluene as eluent) to obtain polymer (VI). The reaction formula of the above reaction is shown below:

preparation of Polymer (VII)

Mixing monomer (I) (0.26 mmol), monomer (III) (0.1 mmol), monomer (VI) (0.17 mmol), tris (dibenzylideneacetone) dipalladium, pd ₂ (dba) ₃ ) (0.008 mmol), tris (o-tolyl) phosphine (P (o-tolyl) ₃ ) (0.05 mmol), potassium phosphate (K) ₃ PO ₄ ) (1.03 mmol) and toluene (1.2 mL) to give a first solution. Then, toluene (1.2 mL), water (1.2 mL), 1, 4-bis

An alkane (1.2 mL) and methyltrioctylammonium chloride (Aliquat 336) were added to the first solution to provide a second solution. Then, after the second solution was reacted at 100 ℃ for 18 hours, bromobenzene (bromobenzene) was added to the second solution and reacted at 100 ℃ for 4 hours. After cooling to room temperature, the resulting solution was extracted with toluene and water, and the organic layer was collected. Subsequently, methanol was added for reprecipitation, and the solid was collected and washed with methanol, acetone, n-hexane. Finally, purification was performed by column chromatography (using toluene as eluent) to obtain polymer (VII). The reaction formula of the above reaction is shown below:

preparation of Polymer (VIII)

Mixing 0.26mmol of monomer (II), 0.1mmol of monomer (III), 0.17mmol of monomer (VIII), and 0.17mmol of tris (dibenzylideneacetone) dipalladium (Pd) ₂ (dba) ₃ ) (0.008 mmol), tris (o-tolyl) phosphine (P (o-tolyl) ₃ ) (0.05 mmol), potassium phosphate (K) ₃ PO ₄ ) (1.03 mmol) and toluene (1.2 mL) to give a first solution. Then, toluene (1.2 mL), water (1.2 mL), 1, 4-bis

An alkane (1.2 mL) and methyltrioctylammonium chloride (Aliquat 336) were added to the first solution to provide a second solution. Then, after the second solution was reacted at 100 ℃ for 18 hours, bromobenzene (bromobenzene) was added to the second solution and reacted at 100 ℃ for 4 hours. After cooling to room temperature, the resulting solution was extracted with toluene and water, and the organic layer was collected. Is connected withThen, methanol was added to reprecipitate, and the solid was collected and washed with methanol, acetone, n-hexane. Finally, purification by column chromatography (toluene as eluent) gave polymer (VIII). The reaction formula of the above reaction is shown below:

preparation of Polymer (XII)

Monomer (I) (0.26 mmol), monomer (V) (0.1 mmol), monomer (VI) (0.17 mmol), tris (dibenzylideneacetone) dipalladium, pd ₂ (dba) ₃ ) (0.008 mmol), tris (o-tolyl) phosphine (P (o-tolyl) ₃ ) (0.05 mmol), potassium phosphate (K) ₃ PO ₄ ) (1.03 mmol) and toluene (1.2 mL) to give a first solution. Next, toluene (1.2 mL), water (1.2 mL), 1, 4-bis

An alkane (1.2 mL) and methyltrioctylammonium chloride (Aliquat 336) were added to the first solution to provide a second solution. Then, after the second solution was reacted at 100 ℃ for 18 hours, bromobenzene (bromobenzene) was added to the second solution and reacted at 100 ℃ for 4 hours. After cooling to room temperature, the resulting solution was extracted with toluene and water, and the organic layer was collected. Subsequently, methanol was added for reprecipitation, and the solid was collected and washed with methanol, acetone, n-hexane. Finally, purification was performed by column chromatography (using toluene as an eluent) to obtain polymer (XII). The reaction formula of the above reaction is shown below:

preparation of Polymer (XIII)

Monomer (I) (0.26 mmol), monomer (III) (0.1 mmol), monomer (V) (0.17 mmol), tris (dibenzylideneacetone) dipalladium, pd ₂ (dba) ₃ ) (0.008 mmol), tris (o-formazan)Phenyl) phosphine (P (o-tolyl) ₃ ) (0.05 mmol), potassium phosphate (K) ₃ PO ₄ ) (1.03 mmol) and toluene (1.2 mL) to give a first solution. Then, toluene (1.2 mL), water (1.2 mL), 1, 4-bis

An alkane (1.2 mL) and methyltrioctylammonium chloride (Aliquat 336) were added to the first solution to provide a second solution. Then, after the second solution was reacted at 100 ℃ for 18 hours, bromobenzene (bromobenzene) was added to the second solution and reacted at 100 ℃ for 4 hours. After cooling to room temperature, the resulting solution was extracted with toluene and water, and the organic layer was collected. Subsequently, methanol was added for reprecipitation, and the solid was collected and washed with methanol, acetone, n-hexane. Finally, purification by column chromatography (toluene as eluent) gave polymer (XIII). The reaction formula of the above reaction is shown below:

the polymers of examples 1-15 were then analyzed by NMR spectroscopy, and the resulting spectral information is shown in Table 3.

TABLE 3

Solubility test

The polymers (I to XV) obtained in example and the control group (the structure of the repeating unit of the polymer is shown in the specification)

Dissolved in cyclohexylbenzene at a ratio of 0.5%, 0.8%, 1%, 1.5%, 2%, and 3% (weight ratio of material to solvent)In (phenylcyclohexane), a solubility test was performed. The results are shown in table 4:

TABLE 4

3％

2％

1.5％

1％

0.8％

0.5％

Polymer (I)

O

Polymer (II)

O

Polymer (III)

O

Polymer (IV)

O

Polymer (V)

O

Polymer (VI)

O

Polymer (VII)

O

Polymer (VIII)

O

Polymer (IX)

O

Polymer (X)

O

Polymer (XI)

O

Polymer (XII)

O

Polymer (XIII)

O

Polymer (XIV)

O

Polymer (XV)

O

Control group

X

O

( X: denotes insoluble or incompletely soluble, O: indicates complete miscibility )

As can be seen from table 4, the polymer obtained by introducing long carbon alkyl or alkenyl into the repeating unit structure has good solubility, which can reach 3% or more in cyclohexylbenzene (phenylcyclohexane) solvent, while the unmodified control group is only 0.5%.

Light emitting device

Referring to fig. 1, a cross-sectional structure of a light emitting device (light emitting device) 10 according to the present invention is shown, in which the light emitting device 10 includes a substrate 12, a lower electrode 14, a light emitting unit 16 and an upper electrode 18.

According to another embodiment of the present invention, the light emitting device may be an organic light emitting diode display device (OLED) or a quantum dot light emitting diode display device (QLED).

The light emitting device 10 may be a top emitting, bottom emitting, or dual emitting light emitting device. The substrate may be, for example, glass, a plastic substrate, or a semiconductor substrate. The lower electrode 14 and the upper electrode 18 may be made of, for example, lithium, magnesium, calcium, aluminum, silver, indium, gold, tungsten, nickel, platinum, copper, indium Tin Oxide (ITO), indium Zinc Oxide (IZO), zinc aluminum oxide (AZO), zinc oxide (ZnO), or a combination thereof, and may be formed by thermal evaporation, sputtering, or plasma enhanced chemical vapor deposition. In addition, at least one of the lower electrode 14 and the upper electrode 18 should have a light-transmitting property.

According to an embodiment of the present invention, the light emitting unit 16 comprises at least a light emitting layer and a charge transport layer, wherein the charge transport layer can be a hole injection layer, a hole transport layer, an electron injection layer, or a combination thereof. It is noted that, according to embodiments of the present invention, the light-emitting unit 16 necessarily comprises a polymer according to the present invention. In other words, in the light emitting unit 16, at least one film layer includes the polymer according to the present invention.

According to some embodiments of the present invention, the light-emitting unit 16 comprises at least a light-emitting layer, a hole injection layer, a hole transport layer, an electron transport layer, and an electron injection layer. Here, the hole injection layer comprises the polymer according to the invention.

According to some embodiments of the present invention, the light-emitting unit 16 comprises at least a light-emitting layer, a hole injection layer, a hole transport layer, an electron transport layer, and an electron injection layer. Here, the hole transport layer comprises the polymer according to the invention.

To further illustrate the light emitting devices of the present invention, the following examples provide several examples of light emitting devices using the polymers obtained from the above examples as hole transport layer materials.

Example 16

Patterned Indium Tin Oxide (ITO) (150 nm thick) glass substrates were cleaned using a neutral detergent, acetone and ethanol with ultrasonic oscillation. Subsequently, the substrate was blow-dried with nitrogen gas, and then UV-OZONE was performed for 30 minutes. Next, SHI2520S1 (available from Nissan chemical) was used as a hole injection material, and a layer (40 nm in thickness) was formed by spin coating (500 rpm for 5 seconds and 2000rpm for 30 seconds), followed by heating at 130 ℃ for 10 minutes to obtain a hole injection layer. Next, a layer (40 nm in thickness) was formed by spin coating using the polymer (I) as a hole transport material (rotation speed 500rpm for 5 seconds and 2000rpm for 30 seconds), and then heated at 130 ℃ for 10 minutes to obtain a hole transport layer. Then, on the hole transport layer 10 ^-6 Luminescent host material (trade designation EPH-I-06, available from Yi radium electro-optical technology), luminescent co-host material (PER-I-02, available from Yi radium electro-optical technology, HT-630 (available from Yi radium electro-optical technology) (EPH-I-06, PER-I-02 and HT-630 in a weight ratio of 56%:4%:40% and 60nm thick), electron transport material (EET-785, available from laser electro-optical technology) and LiQ (8-hydroxy-quinolinato-lithium) (ETM-785 and LiQ in a weight ratio of 1: 30nm thick), and Al (120 nm thick), sequentially deposited under pressure, encapsulated to obtain light emitting device (I). The structure of the light emitting device (I) can be expressed as ITO/SHI 0S 1/polymer (I)/EPH-I-25206-HT 02.

Next, the voltage, brightness, light emission efficiency, external quantum efficiency, light emission wavelength, and color coordinates of the light emitting device (I) were measured by a luminance meter and a colorimeter, and the results are shown in table 5.

Example 17

A light-emitting device (II) was obtained in the same manner as in example 16, except that the polymer (I) used was replaced with the polymer (II). The structure of the light-emitting device (II) can be expressed as: ITO/SHI2520S 1/Polymer (II)/EPH-I-06.

Next, the voltage, brightness, light emission efficiency, external quantum efficiency, light emission wavelength, and color coordinates of the light emitting device (II) were measured by a luminance meter and a colorimeter, and the results are shown in table 5.

Example 18

A light-emitting device (III) was obtained in the same manner as in example 16, except that the polymer (I) used was replaced with the polymer (III). The structure of the light-emitting device (III) can be expressed as: ITO/SHI2520S 1/Polymer (III)/EPH-I-06.

Next, the voltage, luminance, light emission efficiency, external quantum efficiency, light emission wavelength, and color coordinates of the light emitting device (III) were measured by a luminance meter and a colorimeter, and the results are shown in table 5.

Comparative example 1

The procedure was carried out in the same manner as in example 16, except that the polymer (I) used was replaced with EHT-I-02 (structure

A film layer was formed by vapor deposition) to obtain a light-emitting device (IV). The structure of the light emitting device (IV) can be expressed as: ITO/SHI2520S 1/EHT-I-02/EPH-I-06.

Next, the light-emitting device (IV) was measured for voltage, luminance, light-emitting efficiency, external quantum efficiency, light-emitting wavelength, and color coordinates by a luminance meter and a colorimeter, and the results are shown in table 5.

TABLE 5

As can be seen from Table 5, although the hole transport layers of the light emitting devices of examples 16-18 were formed by using the polymer of the present invention in combination with a wet process (i.e., spin coating), the driving voltage, luminance, luminous efficiency, and external quantum efficiency of the light emitting devices were comparable to or better than those of the light emitting devices formed by conventional evaporation methods, as compared to the light emitting device of comparative example 1. This indicates that the polymer of the present invention can indeed replace the traditional small molecule material as the hole transport material.

Example 19

Patterned Indium Tin Oxide (ITO) (150 nm thick) glass substrates were cleaned using a neutral detergent, acetone and ethanol with ultrasonic oscillation. Subsequently, the substrate was blow-dried with nitrogen gas, and then UV-OZONE was performed for 30 minutes. Then, a layer (40 nm in thickness) was formed by spin coating (500 rpm for 5 seconds and 2000rpm for 30 seconds) using the polymer (IV) as a hole injection material, and then heated at 130 ℃ for 10 minutes to obtain a hole injection layer. Then, on the hole injection layer 10 ^-6 HT-630 (sold by Yi radium electro-optical technology) (as dopants) (EPH-I-06, sold by Yi radium electro-optical technology), electron transport material (EET-785, sold by Yi radium electro-optical technology) and LiQ (8-hydroxyquinoline lithium (8-hydroquinoline lithium) (ETM-785 and LiQ have a weight ratio of 1, thickness of 30 nm) and a weight ratio of 1 to 30nm, and Al (thickness of 120 nm) are sequentially deposited under pressure, and the light emitting device (obtained by EEV) has a structure of light emitting device (EHT-I-02/EH/HT-I-02/ITO-630).

Next, the voltage, brightness, light-emitting efficiency, external quantum efficiency, light-emitting wavelength, and color coordinates of the light-emitting device (V) were measured by a luminance meter and a colorimeter, and the results are shown in table 6.

Comparative example 2

Light-emitting device (VI) was obtained in the same manner as in example 19, except that the polymer (IV) used was replaced with SHI2520S 1. The structure of the light-emitting device (VI) can be expressed as: ITO/SHI2520S 1/EHT-I-02/EPH-I-06.

Next, the voltage, brightness, light emission efficiency, external quantum efficiency, light emission wavelength, and color coordinates of the light emitting device (VI) were measured by a luminance meter and a colorimeter, and the results are shown in table 6.

TABLE 6

As can be seen from Table 6, the light-emitting device of example 19, in which the hole injection layer was the polymer of the present invention, had better luminance, light-emitting efficiency, and external quantum efficiency than the light-emitting device of comparative example 2. This indicates that the polymers of the present invention are indeed useful as hole transport materials.

Example 20

Patterned Indium Tin Oxide (ITO) (150 nm thick) glass substrates were cleaned using a neutral detergent, acetone and ethanol with ultrasonic oscillation. Subsequently, the substrate was blown dry with nitrogen gas and then UV-OZONE was performed for 30 minutes. Next, SHI2520S1 (available from Nissan chemical) was used as a hole injection material, and a layer (40 nm in thickness) was formed by spin coating (500 rpm for 5 seconds and 2000rpm for 30 seconds), followed by heating at 130 ℃ for 10 minutes to obtain a hole injection layer. Then, a layer (thickness of 40 nm) was formed by spin coating using the polymer (II) as a hole transport material (rotation speed 500rpm for 5 seconds, 2000rpm for 30 seconds), and then heated at 130 ℃ for 10 minutes to obtain a hole transport layer (hole transport layer). Then, on the hole transport layer, 10 ^-6 Luminescent host materials (trade name EPH-02, commercially available from Yi radium electro-optical technology) doped IGD5404 (as dopants) (EPH-02 and IGD5404 (diphenyl pyridine iridium metal complex) in a weight ratio of 96%:4% and 60nm thick), electron transport materials (EET-785, commercially available from Yi radium electro-optical technology) and LiQ (8-hydroxy-quinoline lithium) (ETM-785 and LiQ in a weight ratio of 1And (VII) a device. The structure of the light-emitting device (VII) can be represented as: ITO/SHI2520S 1/Polymer (II)/EPH-02.

Next, the voltage, brightness, light emission efficiency, external quantum efficiency, light emission wavelength, and color coordinates of the light emitting device (VII) were measured by a luminance meter and a colorimeter, and the results are shown in table 7.

Comparative example 3

The procedure was carried out in the same manner as in example 20, except that the polymer (II) used was replaced with X-HT630 (structure

Commercially available from Yi radium photoelectric technology) (film formation by evaporation) to obtain a light-emitting device (VIII). The structure of the light-emitting device (VIII) can be expressed as: ITO/SHI2520S1/X-HT 630/EPH-02.

Next, the voltage, brightness, light emission efficiency, external quantum efficiency, light emission wavelength, and color coordinates of the light emitting device (VIII) were measured by a luminance meter and a colorimeter, and the results are shown in table 7.

TABLE 7

As can be seen from table 7, although the hole transport layer of the light emitting device of example 20 is formed by using the polymer of the present invention and wet process (i.e., spin coating) as an auxiliary material, the driving voltage, luminance, luminous efficiency, and external quantum efficiency of the light emitting device can be close to or better than those of the light emitting device formed by conventional evaporation method, compared to the light emitting device of comparative example 3. This indicates that the polymer of the present invention can indeed replace the traditional small molecule material as the hole transport material.

Although the present invention has been described with reference to several embodiments, it should be understood that various changes and modifications can be made therein by those skilled in the art without departing from the spirit and scope of the invention as defined by the appended claims.

Claims

1. A polymer comprising a first repeat unit, wherein the first repeat unit has a structure according to formula (I):

wherein, A ¹ 、A ² And A ³ Independently hydrogen,

And A is ¹ 、A ² And A ³ At least one is not hydrogen; r ¹ And R ² Each independently is hydrogen, halogen, or C _1-2 An alkyl group; r ³ Hydrogen, phenyl, biphenyl, naphthyl; z is a linear or branched member ¹ Is composed of

R ⁴ 、R ⁵ 、R ¹¹ 、R ¹² 、R ¹⁶ 、R ¹⁷ 、R ²² 、R ²³ And R ²⁴ Each independently is hydrogen, halogen, or C _1-2 An alkyl group; r ⁶ 、R ⁷ And R ⁸ Each independently is hydrogen,

C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁶ 、R ⁷ And R ⁸ At least one of the twoIs not hydrogen; r ⁹ And R ¹⁰ Each independently of the other is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁹ And R ¹⁰ At least one is not hydrogen; r is ¹³ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ¹³ At least one is not hydrogen; r is ¹⁴ And R ¹⁵ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ¹⁴ And R ¹⁵ At least one is not hydrogen; r is ¹⁸ 、R ¹⁹ 、R ²⁰ And R ²¹ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ¹⁸ 、R ¹⁹ 、R ²⁰ And R ²¹ At least one is not hydrogen; and, R ²⁵ Each independently of the other is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ²⁵ At least one is not hydrogen.

2. The polymer of claim 1, wherein the first repeat unit is

Z ¹ Is composed of

R ¹ And R ² Independently hydrogen, halogen, or C _1-2 An alkyl group; r ⁴ 、R ⁵ 、R ¹¹ 、R ¹² 、R ¹⁶ 、R ¹⁷ 、R ²² 、R ²³ And R ²⁴ Each independently hydrogen, halogen, or C _1-2 An alkyl group; r is ⁶ 、R ⁷ And R ⁸ Each independently is hydrogen,

C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁶ 、R ⁷ And R ⁸ At least one is not hydrogen; r ⁹ And R ¹⁰ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁹ And R ¹⁰ At least one is not hydrogen; r ¹³ Each independently of the other is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ¹³ At least one is not hydrogen; r ¹⁴ And R ¹⁵ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ¹⁴ And R ¹⁵ At least one is not hydrogen; r ¹⁸ 、R ¹⁹ 、R ²⁰ And R ²¹ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ¹⁸ 、R ¹⁹ 、R ²⁰ And R ²¹ At least one is not hydrogen; and R ²⁵ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ²⁵ At least one is not hydrogen.

3. The polymer of claim 1, wherein the first repeat unit is

Z ¹ Is composed of

R ⁴ 、R ⁵ 、R ¹¹ 、R ¹² 、R ¹⁶ 、R ¹⁷ 、R ²² 、R ²³ And R ²⁴ Each independently hydrogen, halogen, or C _1-2 An alkyl group; r ⁶ 、R ⁷ And R ⁸ Each independently is hydrogen,

C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁶ 、R ⁷ And R ⁸ At least one is not hydrogen; r is ⁹ And R ¹⁰ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁹ And R ¹⁰ At least one is not hydrogen; r ¹³ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ¹³ At least one is not hydrogen; r is ¹⁴ And R ¹⁵ Each independently of the other is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ¹⁴ And R ¹⁵ At least one is not hydrogen; r is ¹⁸ 、R ¹⁹ 、R ²⁰ And R ²¹ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ¹⁸ 、R ¹⁹ 、R ²⁰ And R ²¹ At least one is not hydrogen; and R ²⁵ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ²⁵ At least one is not hydrogen.

4. The polymer of claim 1, wherein the first repeat unit is

A ¹ 、A ² And A ³ Independently hydrogen,

And A is ¹ 、A ² And A ³ At least one is not hydrogen; r ¹ And R ² Independently is hydrogen, halogen, or C _1-2 An alkyl group; r ³ Hydrogen, phenyl, biphenyl, naphthyl; r is ⁴ And R ⁵ Each independently is hydrogen, halogen, or C _1-2 Alkyl radical；R ⁷ Is composed of

5. The polymer of claim 1, wherein the first repeat unit is

A ¹ 、A ² And A ³ Independently hydrogen,

And A is ¹ 、A ² And A ³ At least one is not hydrogen; r ¹ And R ² Independently hydrogen, halogen, or C _1-2 An alkyl group; r ³ Hydrogen, phenyl, biphenyl, naphthyl; r ¹¹ And R ¹² Each independently is hydrogen, halogen, or C _1-2 An alkyl group; and, R ⁹ And R ¹⁰ Each independently is C _3-10 Alkyl, or C _2-10 An alkenyl group.

6. The polymer of claim 1, wherein the first repeat unit is

A ¹ 、A ² And A ³ Independently hydrogen,

And A is ¹ 、A ² And A ³ At least one is not hydrogen; r is ¹ And R ² Independently is hydrogen, halogen, or C _1-2 An alkyl group; r ³ Hydrogen, phenyl, biphenyl, naphthyl; and, R ¹³ Each independently is C _3-10 Alkyl, or C _2-10 An alkenyl group.

7. The polymer of claim 1, wherein the first repeat unit is

A ¹ 、A ² And A ³ Independently hydrogen,

And A is ¹ 、A ² And A ³ At least one is not hydrogen; r ¹ And R ² Independently is hydrogen, halogen, or C _1-2 An alkyl group; r ³ Hydrogen, phenyl, biphenyl, naphthyl; r ¹⁶ And R ¹⁷ Each independently hydrogen, halogen, or C _1-2 An alkyl group; and, R ¹⁴ And R ¹⁵ Each independently is C _3-10 Alkyl, or C _2-10 An alkenyl group.

8. The polymer of claim 1, wherein the first repeat unit is

A ¹ 、A ² And A ³ Independently hydrogen,

And A is ¹ 、A ² And A ³ At least one is not hydrogen; r is ¹ And R ² Independently hydrogen, halogen, or C _1-2 An alkyl group; r ³ Hydrogen, phenyl, biphenyl, naphthyl; r ²² 、R ²³ And R ²⁴ Each independently hydrogen, halogen, or C _1-2 An alkyl group; and, R ¹⁸ 、R ¹⁹ 、R ²⁰ And R ²¹ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ¹⁸ 、R ¹⁹ 、R ²⁰ And R ²¹ At least one is not hydrogen.

9. The polymer of claim 1, wherein the polymer further comprises a second repeat unit, wherein the second repeat unit has a structure represented by formula (II):

wherein A is ⁴ 、A ⁵ And A ⁶ Independently hydrogen,

And A is ⁴ 、A ⁵ And A ⁶ At least one is not hydrogen; r ²⁶ And R ²⁷ Independently is hydrogen, halogen, or C _1-2 An alkyl group; r ²⁸ Hydrogen, phenyl, biphenyl, naphthyl; z is a linear or branched member ² Is composed of

R ²⁹ 、R ³⁰ 、R ³⁶ 、R ³⁷ 、R ⁴¹ 、R ⁴² 、R ⁴⁷ 、R ⁴⁸ And R ⁴⁹ Each independently hydrogen, halogen, or C _1-2 An alkyl group; r is ³¹ 、R ³² And R ³³ Each independently is hydrogen,

C _3-10 Alkyl, or C _2-10 Alkenyl, and R ³¹ 、R ³² And R ³³ At least one is not hydrogen; r ³⁴ And R ³⁵ Each independently of the other is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ³⁴ And R ³⁵ At least one is not hydrogen; r is ³⁸ Each independently of the other is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ³⁸ At least one is not hydrogen; r ³⁹ And R ⁴⁰ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ¹⁴ And R ¹⁵ At least one is not hydrogen; r is ⁴³ 、R ⁴⁴ 、R ⁴⁵ And R ⁴⁶ Each independently of the other is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁴³ 、R ⁴⁴ 、R ⁴⁵ And R ⁴⁶ At least one is not hydrogen; and, R ⁵⁰ Each independently of the other is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁵⁰ At least one is not hydrogen, wherein the first repeat unit is different from the second repeat unit.

10. The polymer of claim 9, wherein the ratio of the number of the first repeat unit to the second repeat unit is 1.

11. The polymer of claim 9, wherein the first repeat unit is

And the second repeating unit is

C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁶ 、R ⁷ And R ⁸ At least one is not hydrogen; r ²⁵ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ²⁵ At least one is not hydrogen; r ²⁶ 、R ²⁷ 、R ³⁶ And R ³⁷ Independently is hydrogen, halogen, or C _1-2 An alkyl group; and, R ³⁴ And R ³⁵ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ³⁴ And R ³⁵ At least one is not hydrogen.

12. The polymer of claim 9, wherein the first repeat unit is

And the second repeating unit is

C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁶ 、R ⁷ And R ⁸ At least one is not hydrogen; r ²⁵ Each independently of the other is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ²⁵ At least one is not hydrogen; r ²⁶ 、R ²⁷ 、R ³⁶ And R ³⁷ Independently hydrogen, halogen, or C _1-2 An alkyl group; and, R ³⁴ And R ³⁵ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ³⁴ And R ³⁵ At least one is not hydrogen.

13. The polymer of claim 9, wherein the first repeat unit is

And the second repeating unit is

Wherein R is ¹ 、R ² 、R ¹¹ And R ¹² Independently hydrogen, halogen, or C _1-2 An alkyl group; r ⁹ And R ¹⁰ Each independently of the other is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁹ And R ¹⁰ At least one is not hydrogen; and, R ²⁶ 、R ²⁷ 、R ²⁹ And R ³⁰ Independently hydrogen, halogen, or C _1-2 An alkyl group.

14. The polymer of claim 9, wherein the first repeat unit is

And the second repeating unit is

Wherein R is ¹ And R ² Independently hydrogen, halogen, or C _1-2 An alkyl group; r ¹³ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ¹³ At least one is not hydrogen; r ²⁶ 、R ²⁷ 、R ⁴⁷ 、R ⁴⁸ And R ⁴⁹ Independently is hydrogen, halogen, or C _1-2 An alkyl group; and, R ⁴³ 、R ⁴⁴ 、R ⁴⁵ And R ⁴⁶ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁴³ 、R ⁴⁴ 、R ⁴⁵ And R ⁴⁶ At least one is not hydrogen.

15. The polymer of claim 9, wherein the first repeat unit is

And the second repeating unit is

Wherein R is ¹ 、R ² 、R ⁴ And R ⁵ Independently is hydrogen, halogen, or C _1-2 An alkyl group; r is ⁶ 、R ⁷ And R ⁸ Each independently is hydrogen,

C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁶ 、R ⁷ And R ⁸ At least one is not hydrogen; r ²⁵ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ²⁵ At least one is not hydrogen; r ²⁶ 、R ²⁷ 、R ³⁶ And R ³⁷ Independently is hydrogen, halogen, or C _1-2 An alkyl group; and R ³⁴ And R ³⁵ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ³⁴ And R ³⁵ At least one is not hydrogen.

16. The polymer of claim 9, wherein the first repeat unit is

And the second repeating unit is

C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁶ 、R ⁷ And R ⁸ At least one is not hydrogen; r ²⁵ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ²⁵ At least one is not hydrogen; and R ³⁸ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ³⁸ At least one is not hydrogen.

17. The polymer of claim 9, wherein the first repeat unit is

And the second repeating unit is

Wherein R is ¹ 、R ² 、R ¹¹ And R ¹² Independently is hydrogen, halogen, or C _1-2 An alkyl group; r ⁹ And R ¹⁰ Each independently of the other is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁹ And R ¹⁰ At least one is not hydrogen; r ²⁶ 、R ²⁷ 、R ⁴⁷ 、R ⁴⁸ And R ⁴⁹ Each independently is hydrogen, halogen, or C _1-2 An alkyl group; and, R ⁴³ And R ⁴⁴ 、R ⁴⁵ And R ⁴⁶ Each independently is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ⁴³ And R ⁴⁴ 、R ⁴⁵ And R ⁴⁶ At least one is not hydrogen.

18. The polymer of claim 9, wherein the first repeat unit is

And the second repeating unit is

Wherein R is ¹ And R ² Independently is hydrogen, halogen, or C _1-2 An alkyl group; r is ¹³ Each independently of the other is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ¹³ At least one is not hydrogen; r ²⁶ And R ²⁷ Each independently is hydrogen, halogen, or C _1-2 An alkyl group; and R ³⁸ Each independently of the other is hydrogen, C _3-10 Alkyl, or C _2-10 Alkenyl, and R ³⁸ At least one is not hydrogen.

19. A light emitting device comprising:

a pair of electrodes; and

a light-emitting unit disposed between the pair of electrodes, wherein the light-emitting unit comprises the polymer of any one of claims 1-18.