CN112300063A - Compound for organic light-emitting device - Google Patents

Compound for organic light-emitting device Download PDF

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CN112300063A
CN112300063A CN201910697366.1A CN201910697366A CN112300063A CN 112300063 A CN112300063 A CN 112300063A CN 201910697366 A CN201910697366 A CN 201910697366A CN 112300063 A CN112300063 A CN 112300063A
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田杰
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Incoflex Semiconductor Technology Ltd
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Abstract

Combination for organic light emitting deviceThe compound has a general formula A shown as a formula (I)1-Y1-Ar1Formula (I), wherein A1And Y1Are each a substituted unit, A1The substituted units are selected from the following structural formulas:
Figure DDA0002149753130000011
and
Figure DDA0002149753130000012
Figure DDA0002149753130000013
X1‑X8is a C atom or a hetero radical of an N atom and M is an O atom or an S atom, and A1Selected from the group consisting of the following formula (1) to formula (11) and the following substituted groups wherein formula (1) to formula (11) are:
Figure DDA0002149753130000014
Figure DDA0002149753130000015
and
Figure DDA0002149753130000016
y1 is represented by the following formula (12) to formula (21):
Figure DDA0002149753130000017
Figure DDA0002149753130000018
Figure DDA0002149753130000019
and

Description

Compound for organic light-emitting device
Technical Field
The present invention relates to the field of organic light emitting devices, and more particularly, to a compound for an organic light emitting device.
Background
An Organic Light Emitting Diode (OLED) display device is considered as a new application technology of a next generation flat panel display because it does not need a backlight source, and has the excellent characteristics of high contrast, thin thickness, wide viewing angle, fast reaction speed, applicability to a flexible panel, wide temperature range, simple structure and process, and the like.
An organic light emitting diode (hereinafter referred to as OLED) or also referred to as an electroluminescent device (EL) may include an anode, a cathode, and an organic light emitting material layer interposed between the anode and the cathode. The anode is typically made of a transparent conductive material such as Indium Tin Oxide (ITO), and the cathode is typically made of a low work function metal such as magnesium (Mg), calcium (Ca), aluminum (Al), or alloys thereof. In the OLED, positive charges, i.e., holes (holes), and negative electrons, i.e., electrons (electrons), are injected into the light emitting material layer from the anode and the cathode, respectively, and are recombined in the light emitting material layer, thereby forming an excited state in which light can be emitted.
However, in the prior art, the OLED light-emitting layer is composed of a host material and a guest material, the guest light-emitting material is mainly composed of a metal complex, and the quantum efficiency in the light-emitting layer can be increased to 100% due to the introduction of heavy metal atoms in the metal complex, but the heavy metal atoms are less in resource and difficult to obtain, so that the use cost of heavy metals is high, and the synthesis efficiency is low. In addition, heavy metals are also likely to pollute the environment, causing damage to the natural ecology or harm to the human body, so that a plurality of factors limit the use of metal complexes as guest materials to synthesize organic materials with host materials to form the light-emitting layer of the organic light-emitting device.
Disclosure of Invention
According to the defects of the prior art, the invention mainly adopts a double-receptor structure as a receptor of the organic material, the double-receptor structure can improve the energy level of the organic material so as to obtain a more appropriate material emission spectrum, and the double-receptor structure is applied to the technical field of photoelectric materials, particularly organic light-emitting devices and can provide the light-emitting efficiency of a light-emitting layer and other functional layers in the organic light-emitting devices.
Another object of the present invention is to provide a compound having a double acceptor structure as a main material for each functional layer of an organic light emitting device, which has an easy synthesis process, can be mass-produced, and reduces the manufacturing cost.
In accordance with the above objects, the present invention discloses a compound for an organic light emitting device, which has the general formula A as shown in (I)1-Y1-Ar1Formula (I), wherein A1And Y1Are respectively a substituted unit A1The substituted units are selected from the following structural formulas:
Figure BDA0002149753120000021
Figure BDA0002149753120000022
X1-X8is a C atom or a hetero radical of an N atom and M is an O atom or an S atom, and A1Selected from the group consisting of the following formula (1) to formula (11) and the following substituted groups wherein formula (1) to formula (11) are:
Figure BDA0002149753120000023
Figure BDA0002149753120000024
Figure BDA0002149753120000025
y1 is represented by the following formula (12) to formula (21):
Figure BDA0002149753120000031
and Z is represented by the above formulae (12) and (20)1,Z2Is dimethyl acridine group and derivatives thereof, triphenylamine and derivatives thereof, fluorenyl group and derivatives thereof, spirobifluorenyl group and derivatives thereof, carbazolyl group and derivatives thereof, arylamine group and derivatives thereof, phenothiazinyl group and derivatives thereof, phenoxazinyl group and derivatives thereof, indolyl group and derivatives thereof and hydroalkane.
In a more preferred embodiment of the invention, X1-X8Is a C atom or a N atom hetero group and M is an O atom or an S atom.
In a more preferred embodiment of the invention, A1Selected from the group consisting of the following formula (1) to formula (11) and the following substituted group wherein one of formula (1) to formula (11):
Figure BDA0002149753120000032
Figure BDA0002149753120000033
in a more preferred embodiment of the invention, Y is1Is selected from the followingOne of the substituent groups:
Figure BDA0002149753120000034
Figure BDA0002149753120000035
Figure BDA0002149753120000041
in a more preferred embodiment of the invention, Z1, Z2 are dimethylazaridine and derivatives thereof, triphenylamine and derivatives thereof, fluorenyl and derivatives thereof, spirobifluorenyl and derivatives thereof, carbazolyl and derivatives thereof, arylamine and derivatives thereof, phenothiazinyl and derivatives thereof, phenoxazinyl and derivatives thereof, indolyl and derivatives thereof, and hydroalkane.
In a more preferred embodiment of the invention, Ar1Can be dimethylazazinyl, fluorenyl, spirobifluorenyl, carbazolyl, arylamino, phenothiazinyl, phenoxazinyl and indolyl and a hydrogen atom.
Drawings
Is free of
Detailed Description
Disclosed is a compound for an organic light emitting device, the compound having a double acceptor structure. Can be used as an acceptor of organic materials. Due to the double receptors, the energy level of the organic material can be well adjusted, and a more appropriate material emission spectrum can be obtained. The photoelectric material with double receptors can be applied to an organic light-emitting device to improve the light-emitting efficiency of the device, can be used as a light-emitting layer or each functional layer in the organic light-emitting device, can reduce the manufacturing cost of the organic light-emitting device, can reduce the dependence on heavy metals, can reduce the pollution to the natural ecological environment, and can improve the light-emitting efficiency of the organic light-emitting device.
In the present invention, the compound for an organic light emitting device has the general formula A as shown in formula (I)1-Y1-Ar1Formula (I), wherein A1And Y1Are each a substituted unit, said A1Selection of substituting unitFrom the following structural formula:
Figure BDA0002149753120000051
Figure BDA0002149753120000052
in one embodiment, X1-X8Is a C atom or a hetero radical of an N atom and M is an O atom or an S atom, where X1-X8May be the same or different.
In another more preferred embodiment, A1One selected from the group consisting of the following groups of formula (1) to formula (11) and the following groups of formula (1) to formula (11) in which they are substituted:
Figure BDA0002149753120000053
Figure BDA0002149753120000054
in yet another more preferred embodiment, Y1One of the following substituent groups:
Figure BDA0002149753120000055
Figure BDA0002149753120000056
ar in the general formula (I)1Can be dimethylazazinyl, fluorenyl, spirobifluorenyl, carbazolyl, arylamino, phenothiazinyl, phenoxazinyl and indolyl and a hydrogen atom.
Thus, according to the above, the compound for an organic light emitting device may be a structure represented by the following formula (22) to formula (31):
Figure BDA0002149753120000061
Figure BDA0002149753120000062
or is
Figure BDA0002149753120000063
It is to be noted that, in the present invention, only the compound that can be used as an organic light emitting device is discussed, and the synthetic method and the synthetic steps are not within the scope of the discussion. The above description is only for the preferred embodiment of the present invention, and is not intended to limit the scope of the present invention; while the foregoing is directed to embodiments of the present invention, other and further embodiments of the invention may be devised without departing from the basic scope thereof, and the scope thereof is determined by the claims that follow.

Claims (6)

1. A compound for an organic light-emitting device is characterized in that the compound has a general formula shown as a formula (I) A1-Y1-Ar1Formula (I), wherein A1And Y1Are each a substituted unit, said A1The substituted units are selected from the following structural formulas:
Figure FDA0002149753110000011
Figure FDA0002149753110000012
and
Figure FDA0002149753110000013
2. the compound for an organic light-emitting device according to claim 1, wherein X is1-X8Is a C atom or a N atom hetero group and M is an O atom or an S atom.
3. The compound for an organic light-emitting device according to claim 1, wherein A is1Selected from the group consisting of the following formula (1) to formula (11) and the following substituted group wherein one of formula (1) to formula (11):
Figure FDA0002149753110000014
Figure FDA0002149753110000015
and
Figure FDA0002149753110000017
4. the compound for an organic light-emitting device according to claim 1, wherein Y is1One of the following substituent groups:
Figure FDA0002149753110000018
Figure FDA0002149753110000021
Figure FDA0002149753110000022
and
Figure FDA0002149753110000023
5. the compound for organic light-emitting device according to claim 4, wherein Z in the formulae (12) and (20)1,Z2Is dimethyl acridine group and derivatives thereof, triphenylamine and derivatives thereof, fluorenyl group and derivatives thereof, spirobifluorenyl group and derivatives thereof, carbazolyl group and derivatives thereof, arylamine group and derivatives thereof, phenothiazinyl group and derivatives thereof, phenoxazinyl group and derivatives thereof, indolyl group and derivatives thereof and hydroalkane.
6. The compound for an organic light-emitting device according to claim 1, wherein Ar is1Can be dimethylazazinyl, fluorenyl, spirobifluorenyl, carbazolyl, arylamino, phenothiazinyl, phenoxazinyl and indolyl and a hydrogen atom.
CN201910697366.1A 2019-07-30 2019-07-30 Compound for organic light-emitting device Pending CN112300063A (en)

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Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108084150A (en) * 2017-12-06 2018-05-29 深圳市华星光电技术有限公司 Organic supramolecular white light emitting material and preparation method thereof and OLED device
CN109988081A (en) * 2018-01-02 2019-07-09 北京师范大学 Dicyano diphenylethlene derivative and its synthetic method and application

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN108084150A (en) * 2017-12-06 2018-05-29 深圳市华星光电技术有限公司 Organic supramolecular white light emitting material and preparation method thereof and OLED device
CN109988081A (en) * 2018-01-02 2019-07-09 北京师范大学 Dicyano diphenylethlene derivative and its synthetic method and application

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
YUNA SONG ETAL.: ""Organic Photocatalyst for ppm-Level Visible-Light-Driven Reversible Addition-Fragmentation Chain-Transfer (RAFT) Polymerization with Excellent Oxygen Tolerance"", 《MACROMOLECULES》 *
朱飞剑等: ""含吩噻嗪及其衍生物的聚合物有机电致发光材料的合成和器件制备"", 《发光学报》 *

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Application publication date: 20210202