Compound for organic light emitting diode display device

Abstract

An organic light-emitting diode display device is provided with a first functional stack layer, a second functional stack layer, a light-emitting layer, an anode, a cathode and a covering layer, the light-emitting layer is arranged between the first functional stack layer and the second functional stack layer, the anode is arranged below the first functional stack layer, and the cathode is arranged between the second functional stack layer and the covering layer. The first functional stack layer, the second functional stack layer, the light-emitting layer and the covering layer are formed by compounds with a general formula shown in a formula (1): # imgabs0 #, A1, A2, A3 and A4 are respectively substituted units, A1, A2, A3 and A4 are hydrogen (H) and substituted or unsubstituted diphenylamine structures, and A1, A2, A3 and A4 are mutually independent. Therefore, an organic light-emitting diode device with higher luminous efficiency can be obtained by using the compound, and the manufacturing cost of the organic light-emitting diode display device can be reduced.

Description

Technical Field

[0001] The present invention relates to the field of organic light emitting diode display devices, and in particular to a compound used as each functional layer of an organic light emitting diode display device. Background Art

[0002] Organic light emitting diode (OLED) display devices are considered to be the next generation of emerging flat panel display application technology because they do not require a backlight source, have high contrast, are thin, have a wide viewing angle, have a fast response speed, can be used on flexible panels, have a wide operating temperature range, and have simpler structures and processes.

[0003] An organic light emitting diode (OLED) or electroluminescent device (EL) may include an anode, a cathode, and an organic light emitting material layer between the anode and the cathode. The anode is generally made of a transparent conductive material such as ITO (indium tin oxide), while the cathode is generally made of a metal with a low work function such as magnesium (Mg), calcium (Ca), aluminum (Al), or an alloy thereof. In an OLED, positive charges, i.e. holes, and negative electrons, i.e. electrons, are injected from the anode and cathode into the light emitting material layer, respectively, and are recombined in the light emitting material layer to form an excited state that can emit light.

[0004] However, OLED mainly uses organic materials as the main material, which mainly uses the technology of organic semiconductor materials and organic light-emitting materials to emit light through carrier injection and recombination under the drive of electric field. The difference from inorganic materials is that organic materials have low synthesis cost, adjustable functions, flexibility and good film-forming properties. Moreover, devices based on organic materials usually have simple manufacturing processes, are easy to prepare on a large scale, are environmentally friendly, and can adopt thin film preparation methods with low operating temperatures. Therefore, they have the advantages of low manufacturing costs and huge application potential. Summary of the invention

[0005] In view of the defects of the prior art, the present invention mainly discloses an organic material for each functional layer in an organic light emitting diode display device. By using the organic material, an organic light emitting diode display device with higher luminous efficiency can be obtained and the manufacturing cost of the organic light emitting diode display device can be reduced.

[0006] Another object of the present invention is to provide an organic material as the main material of each functional layer of an organic light emitting diode display device. The organic material is composed of organic compounds and can be produced on a large scale due to the easy synthesis process, thereby reducing the process cost.

[0007] According to the above purpose, the present invention discloses a compound for an organic light emitting diode display device, having the general formula of the structure shown in formula (1): wherein A1, A2, A3 and A4 are hydrogen (H), substituted or unsubstituted diphenylamine structures, and A1, A2, A3 and A4 are independent of each other.

[0008] According to the above purpose, the present invention also discloses an organic light emitting diode display device, comprising a first functional stack layer, a second functional stack layer, a light emitting layer, an anode, a cathode and a covering layer, wherein the light emitting layer is arranged between the first functional stack layer and the second functional stack layer, the anode is arranged below the first functional stack layer, and the cathode is arranged between the second functional stack layer and the covering layer. The first functional stack layer, the second functional stack layer, the light emitting layer and the covering layer are composed of a compound having a general structure shown in formula (1), wherein A1, A2, A3 and A4 are hydrogen (H), substituted or unsubstituted diphenylamine structures, and A1, A2, A3 and A4 are independent of each other.

[0009] In a preferred embodiment of the present invention, A1, A2, A3 and A4 are selected from the following compounds:

[0010]

[0011] In each of the above compounds, M is a nitrogen atom (N), a sulfur atom (S), an oxygen atom (O) or a carbon atom (C), and R1 and R2 can be a hydrogen atom (H), an alkyl group or an aromatic group, respectively, and further, the nitrogen atom (N) or the carbon atom (C) can be substituted by a substituent group, wherein the substituent group is an alkyl group or an aromatic group. BRIEF DESCRIPTION OF THE DRAWINGS

[0012] Figure 1 The figure is a schematic diagram of the structure of an organic light emitting diode display device in the prior art. DETAILED DESCRIPTION

[0013] In order to make the purpose, technical features and advantages of the present invention more understandable to those skilled in the relevant technical field and to implement the present invention, the technical features and implementation methods of the present invention are specifically explained in conjunction with the attached drawings, and preferred embodiments are listed for further explanation. The drawings compared in the following text are for expressing the features of the present invention, and are not and do not need to be fully drawn according to the actual situation. The technical content familiar to those skilled in the art in the description of the implementation method of this case is not described again.

[0014] Since the synthesis process of organic compounds is simple and has low cost, the materials made from the organic compounds can be used as various functional layers of organic light emitting diode display devices. Figure 1The structure diagram of the organic light diode display device in the prior art is shown in FIG. Figure 1 In the embodiment, the organic light-emitting diode display device 1 is stacked by a first functional stacking layer 10, a second functional stacking layer 20, a light-emitting layer 30, an anode 40, a cathode 50 and a covering layer 60, wherein the light-emitting layer 30 is arranged between the first functional stacking layer 10 and the second functional stacking layer 20, the anode 40 is arranged below the first functional stacking layer 10, and the cathode 50 is arranged between the second functional stacking layer 20 and the covering layer 60.

[0015] It should be noted that the first functional stack layer 10 is at least composed of a hole injection layer (HIL) 102, a hole transport layer (HTL) 104 and an electron blocking layer (EBL) 106 stacked in sequence; the second functional stack layer 20 is at least composed of a hole blocking layer (HBL) 202, an electron transport layer (ETL) 204 and an electron injection layer (EIL) 206 stacked in sequence. The emitting layer 30 includes a blue emitting layer 302, a green emitting layer 304 and a red emitting layer 306. The material of the anode 40 is indium tin oxide (ITO) and the cathode 50 is metal, or both the anode 40 and the cathode 50 are metal. However, the structure of the organic light emitting diode display device 1 disclosed in the present invention and the formation methods and functions of the first functional stack layer 10, the second stack layer 20, the light emitting layer 30, the anode 40, the cathode 50 and the covering layer 60 included therein are all prior arts and are not within the scope of discussion of the present invention.

[0016] The technical solution of the present invention is to use organic compounds as the materials of the first functional stack layer 10, the second stack layer 20, the light-emitting layer 30 and the covering layer 60. Since organic compounds are easy to obtain and have a simple synthesis process, the process cost of the organic light-emitting diode display device 1 can be greatly reduced.

[0017] In the present invention, the compound has the general formula of the structure shown in the following formula (1):

[0018] Wherein A1, A2, A3 and A4 are substitution units. In the embodiment of the present invention, each substitution unit A1, A2, A3 and A4 can be a hydrogen atom (H), a substituted or unsubstituted diphenylamine structure, and each substitution unit A1, A2, A3 and A4 is independent of each other.

[0019] It should be noted that each of the substituent units A1, A2, A3 and A4 can be a hydrogen atom, a substituted diphenylamine structure or an unsubstituted diphenylamine structure at the same time; and in another embodiment, each of the substituent units A1 can be a hydrogen atom, A2 can be a substituted diphenylamine structure, and A3 and A4 can be unsubstituted diphenylamine structures. In other words, each of the substituent units A1, A2, A3 and A4 can be the same or different substituent units, so in the embodiments of the present invention, there is no restriction on the arrangement and combination of each of the substituent units A1, A2, A3 and A4, as long as each of the substituent units A1, A2, A3 and A4 is a hydrogen atom (H), a substituted or unsubstituted diphenylamine structure.

[0020] The above-mentioned substituent units A1, A2, A3 and A4 can be selected from the following functional groups:

[0021]

[0022]

[0023] In the above compounds of structural formula (2) to structural formula (17), is the position connected to spirofluorene. The above functional groups can be designed at any position and connected to other functional groups or substituents. Therefore, the substituted position in the above functional group structures (2) to (17) can be one or more, and other connectable positions can be used as substituted positions. In addition, in the above structural formulas (2) to (17), the symbol M can be a nitrogen atom (N), a sulfur atom (S), an oxygen atom (O) or a carbon atom (C), and R1 and R2 can be independent hydrogen atoms (H), alkyl or aromatic groups, respectively. Therefore, in the same compound, R1 and R2 can be the same or different functional groups, and R1 and R2 are also independent of each other.

[0024] In another embodiment of the present invention, in the above-mentioned structural formulas (2) to (17), the symbol M is a nitrogen atom (N) or a carbon atom (C), and the nitrogen atom (N) or the carbon atom (C) can be substituted by a substituent group, wherein the substituent group can be an alkyl group or an aromatic group.

[0025] Therefore, it can be known that the structural formula shown in the above formula (1) In the substitution unit, A1, A2, A3 and A4 are combined with the same functional group or four different functional groups in the above structural formula (2) to structural formula (17), and M in any one or any four of the above structural formula (2) to structural formula (17) can be substituted by a nitrogen atom (N), a sulfur atom (S), an oxygen atom (O) and / or a carbon atom (C), and R1 and R2 can be a hydrogen atom (H), an alkyl group or an aromatic group, respectively.

[0026] Therefore, according to the above general formula (Formula (1)) and any four identical or different functional groups in Formula (2) to Formula (17), the following formulas (18) to (206) are used as examples:

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[0059]

[0060] Take formula (18) as an example to illustrate: The compound in the region surrounded by the dotted line is the main compound of the present invention, that is, the compound represented by the general formula (1): In the compound of formula (1), there are four substitution units A1, A2, A3 and A4. For ease of explanation and understanding, A1, A2, A3 and A4 are also indicated in the structural formula, and their original bonding positions are indicated by dotted lines. However, it should be noted that this dotted line is not a general representation of bonding in chemical structural formulas. The functional group bonded to this functional group is the functional group represented by formula (2). Therefore, it can be seen that in the structural formula of formula (18), the substitution units A1, A2, and A3 are hydrogen atoms, and the position of A4 is the area surrounded by the solid line, which is the functional group of formula (2). Also, as in formula (19)

[0061]

[0062] The compound represented by the formula (8) also has hydrogen atoms at the positions of A1, A2, and A3, and the position of A4 is The functional group represented by , and in this compound, M is substituted by a sulfur atom (S).

[0063] In addition, in the present invention, in addition to using the compound represented by formula (1) as the main material of the organic light emitting diode display device 1, F4-TCNQ (2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane) can also be used. The organic material having the structure of formula (1) is doped to serve as the material of the first functional stack layer 10, the second stack layer 20, the light-emitting layer 30 and the cover layer 60 in the organic light-emitting diode display device 1. The purpose of doping F4-TCNQ in the organic material is to improve the hole injection capability in the organic light-emitting diode display device 1. In another embodiment, the organic material may be doped with a derivative containing fluorine (F) or cyano (CN) in addition to being doped with F4-TCNQ or containing F4-TCNQ. The organic material may be used as the material of the hole injection layer (HIL) 102. Such derivatives may contain fluorine alone, cyano alone or both fluorine and cyano. The composition and composition ratio thereof are not within the scope of the present invention.

[0064] The above description is only a preferred embodiment of the present invention and is not intended to limit the claims of the present invention. At the same time, the above description should be understandable and implementable for professionals in the relevant technical field. Therefore, other equivalent changes or modifications that do not deviate from the spirit disclosed by the present invention should be included in the scope of the claims.

Claims

1. A compound for an organic light emitting diode display device having the general formula of the structure shown in formula (1): Wherein A1, A2, A3 and A4 are substitution units, said A1, said A2, said A3 and said A4 are hydrogen atoms (H), substituted or unsubstituted diphenylamine structures, and said A1, said A2, said A3 and said A4 are independent of each other.

2. The compound for an organic light emitting diode display device according to claim 1, characterized in that: The A1, A2, A3 and A4 are selected from the following functional groups:

3. The compound for an organic light emitting diode display device according to claim 2, characterized in that: The M is a nitrogen atom (N), a sulfur atom (S), an oxygen atom (O) or a carbon atom (C), and R1 and R2 can be a hydrogen atom (H), an alkyl group or an aromatic group, respectively.

4. The compound for an organic light emitting diode display device according to claim 2, characterized in that: The M is a nitrogen atom (N) or a carbon atom (C), and the nitrogen atom (N) or the carbon atom (C) may be substituted by a substituent group.

5. The compound for an organic light emitting diode display device according to claim 4, characterized in that: The substituent group is an alkyl group or an aryl group.

6. The compound for an organic light emitting diode display device according to claim 1, characterized in that: The compound also includes a doping material doped with F4-TCNQ (2,3,5,6-Tetrafluoro-7,7,8,8-tetracyanoquinodimethane).

7. The compound for an organic light emitting diode display device according to claim 1, characterized in that The F4-TCNQ doping material further includes fluorine-containing and cyano-containing derivatives.

8. An organic light emitting diode display device, comprising a first functional stack layer, a second functional stack layer, a light emitting layer, an anode, a cathode and a covering layer, wherein the light emitting layer is arranged between the first functional stack layer and the second functional stack layer, the anode is arranged below the first functional stack layer, and the cathode is arranged between the second functional stack layer and the covering layer, characterized in that: The first functional stack layer, the second functional stack layer, the light-emitting layer and the covering layer are formed of the compound for an organic light-emitting diode display device according to any one of claims 1 to 7.

9. The organic light emitting diode display device according to claim 8, characterized in that: The first functional stack layer is composed of a hole injection layer, a hole transport layer and an electron blocking layer.

10. The organic light emitting diode display device according to claim 8, characterized in that: The second functional stack layer is composed of a hole blocking layer, an electron transport layer and an electron injection layer.

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