A condensed ring organic compound and an organic electroluminescent device using the same

Abstract

The present invention discloses a kind of condensed ring organic compound and organic light-emitting device using the compound applied to the field of organic photoelectricity, and the molecular structural formula of the organic compound is shown in general formula (I). Wherein, X is selected from CR or N; L is independently selected from single bond, substituted or unsubstituted aryl, substituted or unsubstituted heteroaryl; R is independently selected from hydrogen, deuterium atom, C1-C12 alkyl, C1-C8 alkoxy, C2-C8 substituted or unsubstituted alkenyl, C2-C8 substituted or unsubstituted alkynyl, substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C2-C60 heteroaryl; A1, A2 and Ar are independently selected from substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C2-C60 heteroaryl; n is an integer of 0-7. The organic compound of the present invention can effectively promote the injection and transmission of electrons, balance the hole and electron transfer in the photoelectric device, and effectively improve the efficiency and life of the device.

Description

Technical Field

[0001] The invention relates to a condensed ring organic compound in the field of organic electroluminescence and an organic electroluminescent device using the compound. Background Art

[0002] Organic electroluminescent devices (OLEDs) have the advantages of wide viewing angle, fast response speed, high color quality, and flexible luminescence, and have broad application prospects. OLED devices are usually sandwich structures, including positive and negative electrode film layers and organic functional material layers sandwiched between the electrode film layers. When voltage is applied to the electrodes of the OLED device, positive charges are injected from the positive electrode and negative charges are injected from the negative electrode. Under the action of the electric field, the positive and negative charges migrate in the organic layer and meet to combine and emit light. It has been widely used in display panels of new lighting fixtures, smart phones, tablet computers and other products, and will further expand to large-size display products such as televisions. It is a new display technology with fast development and high technical requirements. Organic EL elements are self-luminous elements, so they are brighter and more visible than liquid crystal elements, so they have been widely studied in recent years.

[0003] An organic electroluminescent device with good efficiency and long life is usually the result of an optimized combination of device structure and various organic materials. Common OLED devices usually include the following types of organic materials: hole injection materials, hole transport materials, electron transport materials, and various luminescent materials (dyes or doped guest materials) and corresponding host materials.

[0004] Although the research progress of organic electroluminescence is very rapid, there are still many problems to be solved, such as the improvement of external quantum efficiency (EQE), the design and synthesis of new materials with higher color purity, and the design and synthesis of new materials with efficient electron transport / hole blocking. For organic electroluminescent devices, the luminescent quantum efficiency of the device is a comprehensive reflection of various factors and an important indicator for measuring the quality of the device. Generally speaking, one of the main reasons for the low EQE of the device is the imbalance between the charge injection and transmission of the luminescent material. At the same time, this imbalance also seriously affects the stability of the device, causing the current to flow ineffectively (non-luminescent), further making the device unable to meet the requirements of practical application.

[0005] Generally, the electron migration rate of hole transport materials is two orders of magnitude higher than that of electron transport materials. In order to make electrons and holes recombine well in the light-emitting layer to form excitons and emit light, a hole blocking layer is usually used in the preparation of organic diode light-emitting devices to prevent holes from reaching the electron transport layer. The hole blocking material should have a lower HOMO energy level, a higher electron migration rate, a higher triplet energy level, a higher oxidation potential and a wider band gap to improve its electron transport ability and hole and exciton blocking ability, so that the excitons are confined in the light-emitting layer, reducing the loss of light energy and greatly improving the device efficiency.

[0006] Since many organic materials can effectively transport holes, in order to improve the luminous efficiency of the device, in many cases, an additional electron transport / hole blocking layer is often added on the cathode side to block hole transport and limit carrier recombination to the luminescent layer area. 2,9-Dimethyl-4,7-diphenyl-1,10-phenanthroline (BCP) and 1,3,5-tri(N-phenyl-2-benzimidazole)benzene (TPBI) are widely used electron transport / hole blocking materials in electroluminescent devices, but their stability in the device needs to be further improved. Another hole-blocking material is bis(2-methyl-8-hydroxyquinoline)(4-phenolyl)aluminum(III) (BAIq), which can significantly improve the lifetime and stability of the device. High-stability green and red phosphorescent devices can be obtained using BAlq; however, its higher HOMO energy level (-5.9 eV) and lower triplet energy level (~2.18 eV) are not conducive to obtaining high-efficiency green phosphorescent devices; at the same time, the luminescence efficiency of the device containing BAIq is significantly lower (about 40%) than that of the device containing BCP (T. Watanabe et al., Proc. SPIE 2001, 4105, 175). Therefore, although BAlq can achieve a good lifetime, it is not a satisfactory hole-blocking material in general because the efficiency of the prepared device is too low. Ding Guiying, Jiang Wenlong, Wang Jin, et al. studied the effects of different hole-blocking materials on the performance of white OLEDs (Solid State Electronics Research and Progress, 2008, 28(4)). The results showed that the maximum current efficiency of the device using only 30nm Alq3 as the electron transport layer was 7.84cd / A (9V), while the maximum current efficiency obtained when using 10nm Alq3 as the electron transport layer and inserting 20nm BCP and TPBi as the hole-blocking layer was 9.72cd / A and 12.21cd / A (9V), respectively. The results showed that hole-blocking materials can improve the performance of the device. Therefore, it is of great significance to design and develop high triplet energy level hole-blocking materials (HBL) or electron transport materials. On the one hand, it increases the recombination probability of electrons and holes in the light-emitting layer, reduces the loss of light energy, and greatly improves the efficiency of the device; on the other hand, high triplet energy levels are conducive to the use of high-efficiency phosphorescent or TADF materials.

[0007] The asymmetric structural characteristics of the compounds of the present invention improve the device efficiency, thermal stability, film-forming and other properties. The patent is relatively simple in terms of the synthesis route. The organic compounds of the present invention have a higher triplet energy level, and the energy transfer is more sufficient; the transfer of electrons and holes is more balanced, and the efficiency and life of the device are higher. Summary of the invention

[0008] The purpose of the present invention is to overcome the problems existing in existing organic electron transport / hole blocking materials, effectively improve their electron transport capacity and hole and exciton blocking capacity, confine the excitons in the light-emitting layer, reduce the loss of light energy, and further improve the efficiency and stability of OLED devices.

[0009] The present invention provides an organic electron transport and / or hole blocking material of a condensed ring organic compound and a synthesis method thereof, as well as an EL element using the compound; through molecular design, some large substituents with a rigid structure are introduced to make it difficult to form an exciplex, inhibit its crystallization process, improve its film-forming property, and enhance its charge transport performance.

[0010] The present invention provides a condensed-ring organic compound, the structural formula of which is shown in general formula (I):

[0011]

[0012] wherein X is selected from CR or N; L is independently selected from a single bond, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heteroaryl group;

[0013] R is independently selected from hydrogen, a deuterium atom, a C1-C12 alkyl group, a C1-C8 alkoxy group, a C2-C8 substituted or unsubstituted alkenyl group, a C2-C8 substituted or unsubstituted alkynyl group, a substituted or unsubstituted C6-C60 aryl group, or a substituted or unsubstituted C2-C60 heteroaryl group;

[0014] A1, A2 and Ar are independently selected from substituted or unsubstituted C6-C60 aryl groups, substituted or unsubstituted C2-C60 heteroaryl groups; n is an integer of 0-7.

[0015] Furthermore, in the structural formula of the fused ring organic compound of the present invention, A1 and A2 are independently selected from the following structures:

[0016]

[0017] Furthermore, in the structural formula of the condensed ring organic compound of the present invention, Ar is independently selected from methyl, hexyl, propyl, isopropyl, n-butyl, tert-butyl, n-hexyl, C1-C4 alkyl substituted or unsubstituted one of the following groups, or a combination thereof: (any position of the following groups that originally has active hydrogen can be substituted)

[0018]

[0019]

[0020] Furthermore, in the structural formula of the condensed ring organic compound of the present invention, R is independently selected from the following representative structures:

[0021]

[0022]

[0023]

[0024] Furthermore, in the fused ring organic compound of the present invention, L is independently selected from a single bond or the following representative structures L-1 to L-55

[0025]

[0026] Preferably, the condensed ring organic compound of the present invention is independently selected from the following compounds, but it does not mean that the present invention is limited thereto:

[0027]

[0028]

[0029]

[0030]

[0031]

[0032]

[0033]

[0034]

[0035]

[0036]

[0037]

[0038] The present invention also provides an organic electroluminescent device, comprising a cathode layer, an anode layer and an organic layer, wherein the organic layer comprises at least one of a hole injection layer, a hole transport layer, a light-emitting layer, a hole blocking layer, an electron injection layer and an electron transport layer, and at least one of the organic layers of the device contains the condensed-ring organic compound described in structural formula I.

[0039] In the present invention, the organic layer preferably includes a light-emitting layer and an electron transport layer, the electron transport layer contains the compound for organic electroluminescent device described in the above technical solution, and the organic compounds in the electron transport layer can be the same or different. The condensed ring organic compound described in structural formula I can be used alone or mixed with other compounds.

[0040] The organic layer of the organic electroluminescent device may contain one condensed ring organic compound selected from the group consisting of structural formula I, or two or more condensed ring organic compounds selected from the group consisting of structural formula I may be used simultaneously.

[0041] In the organic electroluminescent device of the present invention, the condensed ring organic compound described in structural formula I is used as the electron transport layer.

[0042] In the organic electroluminescent device of the present invention, the condensed ring organic compound described in structural formula I is used as a hole blocking layer.

[0043] In the organic electroluminescent device of the present invention, the condensed ring organic compound described in structural formula I is used as the electron injection layer.

[0044] In the present invention, the organic electroluminescent device can be prepared by evaporating metal or conductive oxides and their alloys on a substrate to form an anode by using a method such as sputtering coating, electron beam evaporation, vacuum evaporation, etc.; a hole injection layer, a hole transport layer, a light-emitting layer, an air barrier layer and an electron transport layer are sequentially evaporated on the surface of the prepared anode, and then a cathode is evaporated. In addition to the above method, an organic electroluminescent device is prepared by evaporating a cathode, an organic layer and an anode on a substrate in sequence. The organic layer may also include a multilayer structure such as a hole injection layer, a hole transport layer, a light-emitting layer, a hole barrier layer and an electron transport layer. In the present invention, the organic layer is prepared by using a polymer material according to solvent engineering (spin-coating, tape-casting, doctor-blading, screen-printing, inkjet printing or thermal-imaging, etc.) instead of the evaporation method, which can reduce the number of device layers.

[0045] The materials used in the organic electroluminescent device according to the present invention can be classified into top emission, bottom emission or double-sided emission. The organic compound according to the embodiment of the present invention can be applied to OLED for lighting, flexible OLED, etc. based on the similar principle of organic light-emitting devices.

[0046] Compared with the prior art, the present invention has the following beneficial effects:

[0047] The present invention provides a simple synthesis method for a condensed ring organic compound, with fewer process steps and a relatively large product molecular weight. The multiple conjugated planar groups connected by single bonds have poor spatial symmetry and are not easy to crystallize and decompose, thereby increasing the glass transition temperature of the material and ensuring that the material is not decomposed during long-term evaporation. The condensed ring organic compound of the present invention is applied to an electroluminescent device, has a large T1, can block the diffusion of excitons, and improves the efficiency and life of the device. The organic compound of the present invention can balance the transfer of holes and electrons and improve the life of the device. BRIEF DESCRIPTION OF THE DRAWINGS

[0048] Figure 1 A structural layer diagram of an organic electroluminescent diode device of the present invention;

[0049] Among them, 110 represents a substrate, 120 represents an anode, 130 represents a hole injection layer, 140 represents a hole transport layer, 150 represents a light-emitting layer, 160 represents a hole blocking layer, 170 represents an electron transport layer, 180 represents an electron injection layer, and 190 represents a cathode. DETAILED DESCRIPTION

[0050] In order to make the purpose, technical solution and advantages of the present invention more clearly understood, the present invention is further described in detail below in conjunction with specific embodiments. It should be understood that the specific embodiments described herein are only used to explain the present invention and are not used to limit the present invention.

[0051] Synthesis example

[0052] Example 1: Preparation of Compound C-19

[0053] (1) Preparation of intermediate sub-1

[0054]

[0055] Place 2-chloro-3-aminopyridine: 11.0 g (51.87 mmol), phenanthrene-9-boric acid: 11.52 g, toluene: 105 mL, ethanol: 26 mL in a reaction vessel, then add an aqueous solution prepared by dissolving 15.7 g of potassium carbonate in 56 mL of H2O, irradiate with ultrasound for 30 minutes while passing nitrogen. Add 0.6 g of palladium acetate and stir overnight under heating and reflux. After natural cooling, add ethyl acetate to the system, perform extraction, and concentrate the organic layer to obtain a crude product. Add n-heptane to the crude product, filter and remove the precipitated solid, thereby obtaining 2-(phenanthrene-9-yl)-3-aminopyridine (sub-1) 13.5 (yield 96%).

[0056] (2) Preparation of intermediate sub-2

[0057]

[0058] The intermediate sub-1: 22.5g, triethylamine: 9.6g, and dichloromethane: 225ml were placed in a reaction container, and a solution prepared by dissolving 30.0g of 3-bromobenzoyl chloride in 160ml of dichloromethane was added dropwise to the system under ice-cooling and stirring. The reaction temperature was raised to room temperature and stirred overnight. H2O was added to the reaction system, and an extraction operation was performed. The organic layer was concentrated to obtain a crude product. n-Heptane was added to the crude product, and the precipitated solid was filtered and taken out to obtain 3-bromo-N-{2-(phenanthrene-9-yl)-pyridin-3-yl}-benzamide. Next, 12N hydrochloric acid: 4ml was added to the above-mentioned 3-bromo-N-{2-(dibenzofuran-4-yl)-pyridin-3-yl}-benzamide, 35g of phosphorus oxychloride, and 1,2-dichlorobenzene (100ml) in a reaction container, and stirred overnight at 140°C. After cooling naturally, an aqueous NaOH solution was added for neutralization. Extraction was performed, and the organic layer was concentrated to obtain a crude product. Methanol was added to the crude product, and the precipitated solid was filtered out to obtain 16.6 g (yield 44%) of the intermediate sub-2.

[0059] (3) Preparation of intermediate sub-3

[0060]

[0061] Under nitrogen atmosphere, intermediate sub-2 (21 g), diborate (17 g), potassium acetate (20 g), Pd(dppf)2Cl2 (0.5 g), 1,4-dioxane (200 ml) were added to a round-bottom flask. The mixture was reacted at 80-90 degrees for 24 hours, cooled, filtered through celite, and the filtrate was concentrated and recrystallized from petroleum ether / ethanol to obtain intermediate-3 (18.6 g) with a yield of 80%.

[0062] (4) Preparation of Compound C-19

[0063]

[0064] Place the intermediate sub-3 (4.0) g, the intermediate sub-4: 3.3 g, palladium acetate: 0.3 g, triphenylphosphine: 0.4 g, tetrahydrofuran (80 ml) in the reaction vessel, add the pre-prepared 2M potassium carbonate aqueous solution (50 ml), heat under reflux and stir overnight. After natural cooling, add dichloromethane, perform extraction, and concentrate to obtain a crude product. The crude product is passed through a silica gel column with dichloromethane / ethyl acetate to obtain a white powder C-19, 3.2 g (yield 63%). LC-MS: M / Z 611.2 (M+H) +

[0065] Example 2: Preparation of Compound C-1

[0066]

[0067] Similar to the synthetic route of compound C-19, dibenzofuran-4-boric acid in synthetic intermediate-1 was replaced by dibenzothiophene-4-boric acid and oxafluorene-furan-boric acid. After 4 steps of reaction, compound C1 was obtained. The yield of the last step was 66%; LC-MS: M / Z 691.2 (M+H) + .

[0068] Example 3: Preparation of Compound C37

[0069]

[0070] Similar to the synthetic route of compound C-19, the dibenzofuran-4-boronic acid of the synthetic intermediate Sub-1 was replaced by naphthalene-[2,1-b]-benzofuran-6-boronic acid, and the synthetic intermediate Sub-4 was replaced by 2-bromo-9-naphthyl-1,10-phenanthroline. After 4 steps of reaction, compound C-37 was obtained, and the yield of the last step was 63%; LC-MS: M / Z 701.2 (M+H) + .

[0071] Embodiment 4:

[0072]

[0073] Similar to the synthetic route of compound C-19, compound C55 was obtained with a yield of 66% in the last step; LC-MS: M / Z 687.2 (M+H) + .

[0074] Embodiment 5:

[0075]

[0076] Similar to the synthetic route of compound C-19, compound C42 was obtained with a yield of 62% in the last step; LC-MS: M / Z 869.3 (M+H) + .

[0077] Embodiment 6:

[0078]

[0079] Similar to the synthetic route of compound C-19, compound C-26 was obtained, and the yield of the last step reaction was 50%; LC-MS: M / Z 823.2 (M+H) + .

[0080] Embodiment 7:

[0081]

[0082] Similar to the synthetic route of compound C-19, compound C29 was obtained with a yield of 53% in the last step; LC-MS: M / Z 743.2 (M+H) + .

[0083] Example 8

[0084]

[0085] Similar to the synthetic route of compound C-19, 5-bromonicotinic acid was used as the raw material to finally obtain compound D-2, and the yield of the last step reaction was 46%; LC-MS: M / Z 724.1 (M+H) + .

[0086] Embodiment 9:

[0087]

[0088] Similar to the synthetic route of compound D-2, compound D-7 was obtained, and the yield of the last step reaction was 50%; LC-MS: M / Z 706.2 (M+H) + .

[0089] Embodiment 10:

[0090]

[0091] Similar to the synthetic route of compound D-2, compound D-12 was obtained, and the yield of the last step reaction was 52%; LC-MS: M / Z 754.2 (M+H) + .

[0092] Embodiment 11:

[0093]

[0094] Similar to the synthetic route of compound D-2, compound D-20 was obtained, and the yield of the last step reaction was 59%; LC-MS: M / Z 652.2 (M+H) + .

[0095] Example 12

[0096]

[0097] Similar to the synthetic route of compound D-2, compound D-30 was obtained, and the yield of the last step reaction was 60%; LC-MS: M / Z 770.2 (M+H) + .

[0098] Embodiment 13

[0099]

[0100] Similar to the synthetic route of compound D-2, compound D-36 was obtained, and the yield of the last step reaction was 53%; LC-MS: M / Z 998.41 (M+H) + .

[0101] Embodiment 14

[0102]

[0103] Similar to the synthetic route of compound D-2, compound D-49 was obtained, and the yield of the last step reaction was 50%; LC-MS: M / Z703.2 (M+H) + .

[0104] Embodiment 15

[0105]

[0106] Similar to the synthetic route of compound D-2, compound D-57 was obtained, and the yield of the last step reaction was 63%; LC-MS: M / Z 738.2 (M+H) + .

[0107] Example 16

[0108]

[0109] Similar to the synthetic route of compound C-2, 3-bromonaphthoic acid was used to replace 3-bromobenzoyl chloride to finally obtain compound E-8.

[0110] The yield of the last step reaction was 52%; LC-MS: M / Z 803.1 (M+H) + .

[0111] Embodiment 17:

[0112]

[0113] Similar to the synthetic route of compound E-8, compound E-14 was obtained, and the yield of the last step reaction was 55%; LC-MS: M / Z 792.2 (M+H) + .

[0114] Embodiment 18:

[0115]

[0116] Similar to the synthetic route of compound E-8, compound E-22 was obtained, and the yield of the last step reaction was 60%; LC-MS: M / Z 826.2 (M+H) + .

[0117] Embodiment 19:

[0118]

[0119] Similar to the synthetic route of compound E-8, compound E-44 was obtained, and the yield of the last step reaction was 57%; LC-MS: M / Z 843.2 (M+H) + .

[0120] Embodiment 20

[0121]

[0122] Similar to the synthetic route of compound E-8, compound E-45 was obtained, and the yield of the last step reaction was 54%; LC-MS: M / Z 879.3 (M+H) + .

[0123] Embodiment 21

[0124]

[0125] Similar to the synthetic route of compound E-8, compound E-48 was obtained, and the yield of the last step reaction was 59%; LC-MS: M / Z 830.3 (M+H) + .

[0126] Embodiment 22

[0127]

[0128] Similar to the synthetic route of compound E-8, compound E-56 was obtained, and the yield of the last step reaction was 54%; LC-MS: M / Z 737.2 (M+H) + .

[0129] In a preferred embodiment of the present invention, the fused ring organic compound in Formula I can be used alone as an electron transport layer material, or can be doped with 3% to 60% of an organic lithium reagent such as LiQ to form an electron transport layer or an electron injection layer.

[0130] In another preferred embodiment of the present invention, the compound in formula (I) can be used alone as the light-emitting layer of an OLED device, or as a dopant to form a light-emitting layer with another organic compound, more preferably as the host material of a fluorescent or phosphorescent compound, wherein the dopant is preferably one or more phosphorescent dopants, which can be preferably any known or unknown structure selected from complexes of iridium (Ir), copper (Cu), or platinum (Pt).

[0131] In a preferred embodiment of the present invention, the OLED device contains a hole injection layer, a hole transport layer, a light-emitting layer, an electron transport layer, and an electron injection layer. The hole injection material, the hole transport material, and the light-emitting material can be preferably selected from known or unknown materials, and are particularly preferably selected from the following structures, but this does not mean that the present invention is limited to the following structures:

[0132]

[0133]

[0134] Device Example:

[0135] The ITO thickness is The ITO glass substrate was cleaned twice in distilled water and ultrasonically washed for 30 minutes, and then repeatedly cleaned twice with distilled water and ultrasonically washed for 10 minutes. After the distilled water cleaning, isopropanol, acetone, and methanol solvents were used to ultrasonically clean and dry in sequence. The dried substrate was transferred to a plasma cleaning machine, and the above substrate was washed for 5 minutes and then sent to a vapor deposition machine.

[0136] The hole injection layer 2-TNATA is sequentially deposited on the cleaned ITO transparent electrode with a thickness of The thickness of the hole transport layer a-NPD evaporated is ADN (9,10-di(2-naphthyl)anthracene) and 5% BD, the thickness of the evaporation of an organic compound of the present invention or a comparative example compound is The thickness of LiF evaporation is and Al deposition thickness is Forming cathode; the organic matter evaporation rate in the above process is maintained The evaporation rate of LiF is The evaporation rate of Al is Table 1 shows the performance test results of the organic light-emitting devices prepared in the examples of the present invention and the comparative examples.

[0137] [Table 1]

[0138]

[0139] From the results in Table 1 above, the luminous efficiency characteristics of the organic electroluminescent device prepared by using the condensed ring organic compound provided by the present invention are significantly improved, and the operating voltage is reduced, indicating that the compound of the present invention has good electron transport / hole blocking effects.

[0140] The above detailed description of the embodiments of the present invention will easily lead to other embodiments of the present application by those skilled in the art after considering the specification and practicing the invention disclosed herein. The present application is intended to cover any modification, use or adaptation of the present application, which follows the general principles of the present application and includes common knowledge or customary technical means in the art that are not disclosed in the present disclosure. The specification and examples are only to be regarded as exemplary, and the true scope and spirit of the present application are indicated by the following claims.

[0141] It should be understood that the present application is not limited to the precise structure described above and shown in the accompanying drawings, and various modifications and changes can be made without departing from the scope thereof. The scope of the present application is limited only by the appended claims. The above description is only a preferred embodiment of the present application and is not intended to limit the present application. Any modifications, equivalent substitutions, improvements, etc. made within the spirit and principles of the present application shall be included in the scope of protection of the present application.

[0142] The above description is only a preferred specific implementation manner of the present invention, but the protection scope of the present invention is not limited thereto. Any technician familiar with the technical field can make equivalent replacements or changes according to the technical scheme and inventive concept of the present invention within the technical scope disclosed by the present invention, which should be covered by the protection scope of the present invention.

Claims

1. A condensed ring organic compound, the structural formula of which is shown in formula (I): in, X is selected from N; L is independently selected from the following representative structures: R is independently selected from hydrogen, deuterium atom, C1 alkoxy; A1, A2 and their fused three-membered ring together form the following structure: Ar is independently selected from one of the following groups: n is an integer from 1 to 2.

2. A condensed ring organic compound, characterized in that: The compounds are independently selected from the following compounds:

3. An organic electroluminescent device, comprising a cathode layer, an anode layer and an organic layer, wherein the organic layer comprises an electron transport layer and at least one of a hole injection layer, a hole transport layer, a light emitting layer, a hole blocking layer and an electron injection layer, characterized in that: The electron transport layer of the device contains the condensed-ring organic compound according to any one of claims 1 to 2.

4. The organic electroluminescent device according to claim 3, characterized in that: The condensed ring organic compound described in any one of claims 1 to 2 can be used alone or mixed with other compounds.

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