Organic compound taking benzene as core and organic electroluminescent device

Abstract

The invention relates to an organic compound with benzene as a core and an organic electroluminescent device, and belongs to the technical field of semiconductors, and the structure of the organic compound with benzene as the core is shown as a general formula (1): # imgabs0 #. And the luminous efficiency and the service life of the device can be effectively improved.

Description

Technical Field

[0001] The invention relates to the field of semiconductor technology, and in particular to an organic compound with benzene as a core and an organic electroluminescent device. Background Art

[0002] Organic light-emitting diodes (OLEDs) can be used to manufacture new display products as well as new lighting products. They are expected to replace existing liquid crystal displays and fluorescent lighting, and have a wide range of applications. Organic light-emitting diodes are like sandwich structures, including electrode material films and organic functional materials sandwiched between different electrode material films. Various organic functional materials are superimposed on each other according to their uses to form organic light-emitting diodes. As a current device, when voltage is applied to the electrodes at both ends of the organic light-emitting diode, the positive and negative charges in the organic layer functional material film layer are further compounded in the light-emitting layer through the electric field, generating organic electroluminescence.

[0003] Currently, organic electroluminescent display technology has been applied in smart phones, tablet computers, televisions and other fields. However, compared with the actual product application requirements, the luminous efficiency and service life of organic electroluminescent devices need to be further improved. Research on improving the performance of organic electroluminescent devices includes: reducing the driving voltage of the device, improving the luminous efficiency of the device, and improving the service life of the device. In order to continuously improve the performance of organic electroluminescent devices, it is necessary not only to innovate the structure and manufacturing process of organic electroluminescent devices, but also to continuously study and innovate organic functional materials to create higher performance organic functional materials.

[0004] Blue organic electroluminescent devices have always been the weak point in the development of full-color OLEDs. So far, the efficiency and life of blue light devices have been difficult to be fully improved. Therefore, how to improve the performance of such devices is still a crucial issue and challenge facing this field. Currently, most of the blue light doping materials used in the market are fluorescent dopants. Due to the constraints of quantum mechanical transitions of spin conservation, the materials can only use 25% of singlet states to emit light, and the 75% of triplet states can only be lost through non-radiative transitions due to spin prohibition. The earliest proposed way to break through the limitation of singlet excitons is the concept of TTA delayed fluorescence. When the concentration of triplet excitons in the system is high, two long-lived triplet excitons collide with each other, and while "annihilating" each other, an excited singlet exciton and a ground state molecule are generated. Theoretically, in devices based on TTA delayed fluorescence, the highest proportion of singlet excitons produced is 0.25+0.75 / 2=0.625. However, the exciton utilization rate of this method still does not meet the demand. How to utilize the triplet state that accounts for the vast majority of light emission is the most critical issue in improving the efficiency of organic electroluminescent devices. The spin-orbit coupling effect caused by heavy metal Pt atoms can make the triplet state emit light at room temperature. However, phosphorescent materials are not perfect. The wide band gap of blue phosphorescence leads to a short life of blue phosphorescent devices, which is also one of the reasons that restrict the further industrialization of blue phosphorescence. In order to solve the above problems, relevant technicians have been committed to improving the auxiliary layer of the light-emitting layer of blue phosphorescent devices in order to improve the life of blue phosphorescent devices. Summary of the invention

[0005] In view of the above-mentioned problems existing in the prior art, the applicant of the present invention provides an organic compound and an organic electroluminescent device with benzene as the core. The compound of the present invention takes benzene as the core, is substituted at the ortho or para position of benzene, and the substituent group takes carbazole, benzene, and dibenzofuran as the core, which can simultaneously show the effects of improving device efficiency and extending life, especially the device life is significantly improved.

[0006] An organic compound with benzene as the core, the structure of the organic compound is shown in general formula (1):

[0007]

[0008] In the general formula (1), M1, M2, M3, and M4 are each independently represented by the structure of formula a, formula b, or formula c;

[0009] X represents one of N(Ra), O, and S; Ra represents one of substituted or unsubstituted C1-C10 alkyl, substituted or unsubstituted C3-C10 cycloalkyl, substituted or unsubstituted C6-C30 aryl, and substituted or unsubstituted C2-C30 heteroaryl; the heteroatom in the heteroaryl is any one or more of O, N, and S;

[0010] The L1 represents a single bond, or any one of the structures represented by formula (1-1) to formula (1-6);

[0011]

[0012] R1 represents any one of phenyl, biphenyl, naphthyl, dibenzofuranyl, dibenzothiophenyl, N-phenylcarbazolyl or carbazolyl;

[0013] R represents any one of phenyl, biphenyl, naphthyl, dibenzofuranyl, and dibenzothiophenyl;

[0014] When L1 is represented by the structure shown in formula (1-4) to formula (1-6), R can also be represented by a hydrogen atom; when M1-M4 is represented by formula a and L1 is represented by formula (1-2), R is not represented by a phenyl group;

[0015] When L1 is represented by formula (1-4), R and R1 are not simultaneously represented by phenyl;

[0016] Z1-Z4 are independently CH or C-R2; R2 is any one of phenyl, naphthyl, biphenyl, dibenzofuranyl or dibenzothiophenyl;

[0017] The L2-L 11 Formula a, formula b, and formula c are represented as the connection sites of M1, M2, M3, and M4;

[0018] The substituent for the substituent group is selected from one or more of a tritium atom, a halogen atom, a C1-C10 alkyl group, a C3-C10 cycloalkyl group, a C6-C30 aryl group, and a C2-C30 heteroaryl group.

[0019] Furthermore, the structure of the organic compound with benzene as the core is represented by any one of the general formulas (2-1) to (2-16):

[0020]

[0021]

[0022] M1, M2, M3, M4, R and R1 are the same as described above.

[0023] Furthermore, the structure of the organic compound with benzene as the core is represented by the general formula (3-1):

[0024]

[0025] M1, M3, Z1, Z2, Z3, Z4, L1, R and R1 are the same as described above.

[0026] Furthermore, the structure of the organic compound with benzene as the core is represented by the general formula (4-1) or (4-2):

[0027]

[0028] M1, Z1, Z2, Z3, Z4, L1, R and R1 are the same as described above.

[0029] Preferably, the organic compound structure with benzene as the core is represented by the general formula (5-1):

[0030]

[0031] Z1, Z2, Z3, Z4, L1, R and R1 are the same as described above.

[0032] Furthermore, Ra is any one of methyl, ethyl, tert-butyl, phenyl, naphthyl, biphenyl, pyridyl, naphthyridinyl, thienyl, furyl, benzothienyl, benzofuranyl, dibenzofuranyl, dibenzothienyl, fluorenyl, dimethylfluorenyl, diphenylfluorenyl, carbazolyl or spirofluorenyl.

[0033] The substituent for the substituent group is selected from one or more of a deuterium atom, a fluorine atom, a methyl group, an ethyl group, a tert-butyl group, a phenyl group, a naphthyl group, a biphenyl group, a pyridyl group, a naphthyridinyl group, a thienyl group, a furyl group, a benzothienyl group, a benzofuranyl group, a dibenzofuranyl group, a dibenzothienyl group, a fluorenyl group, a dimethylfluorenyl group, a diphenylfluorenyl group, a carbazolyl group or a spirofluorenyl group.

[0034] Further, the R1 is expressed as:

[0035] Any of the following:

[0036] The R is represented by:

[0037] Any one of .

[0038] Furthermore, in the general formula (1) Each is independently represented as any of the following structures:

[0039]

[0040] Furthermore, the organic compound with benzene as the core is any one of the following structures:

[0041]

[0042]

[0043]

[0044]

[0045]

[0046]

[0047]

[0048]

[0049]

[0050]

[0051]

[0052]

[0053]

[0054]

[0055]

[0056] The invention also discloses an organic electroluminescent device, which comprises a cathode, an anode and a functional layer, wherein the functional layer is located between the cathode and the anode, and at least one functional layer in the organic electroluminescent device contains the organic compound with benzene as the core of the invention.

[0057] Furthermore, the functional layer includes a hole transport region, a light-emitting region and an electron transport region, the hole transport region includes a hole injection layer, a hole transport layer and a light-emitting auxiliary layer, and the light-emitting auxiliary layer contains the organic compound with benzene as the core described in the present invention.

[0058] Furthermore, the organic electroluminescent device comprises, from bottom to top, a substrate, a first electrode, an organic functional layer and a second electrode, the organic functional layer comprising: a hole transport region, which is located on the first electrode; a light-emitting layer, which is located on the hole transport region, and the light-emitting layer has a red light-emitting layer, a green light-emitting layer and a blue light-emitting layer, which are respectively composed in a red pixel region, a green pixel region and a blue pixel region; an electron transport region, which is located on the light-emitting layer; wherein the hole transport region comprises, from bottom to top, a hole injection layer, a hole transport layer and a light-emitting auxiliary layer, the hole injection layer comprises a P-type doping material, wherein the red pixel unit, the green pixel unit and the blue pixel unit have a common hole injection layer and a hole transport layer, and have respective light-emitting auxiliary layers, wherein the light-emitting auxiliary layer comprises an organic compound with benzene as the core as described in general formula (1).

[0059] The invention also discloses the application of the organic electroluminescent device, and the organic electroluminescent device is applied to lighting or display elements.

[0060] Compared with the prior art, the beneficial technical effects of the present invention are:

[0061] (1) The organic compound with benzene as the core described in the present invention is substituted at the ortho position on the benzene, and the substituent group is mainly a carbazole group, so that the compound applied for in the present invention has a more excellent exciton blocking ability and hole mobility under high current density. When applied to devices, it can improve the device efficiency and have an excellent device life.

[0062] (2) The organic compound with benzene as the core described in the present invention has a stable structure. When hole injection becomes stronger at high current density, holes can still be conducted to the light-emitting layer through different carrier conduction channels, thereby ensuring the hole concentration at high current density and thus improving the luminescence efficiency of the device.

[0063] (3) The structural feature of the organic compound with benzene as the core described in the present invention is that the ortho-position on benzene is substituted with a carbazole ring structure, and the ring structure is mostly carbazole-carbazole or carbazole-dibenzofuran, which is not only beneficial to improving the T1 of the molecule but also beneficial to improving the glass transition temperature of the molecule, and at the same time beneficial to reducing the evaporation temperature of the molecule. This excellent performance is not only beneficial to the thermal evaporation of the material, but also controls the thermal decomposition rate of the material, thereby improving the stability of the material in device applications.

[0064] (4) For the structural formula with benzene as the core characterized by the present invention, substitution on benzene and optimization of the substituents connected to benzene are beneficial to further improve the performance of the material. Selecting phenyl, carbazole, dibenzofuranyl, etc. groups is more beneficial to improving the stability and mobility of the material, and is also beneficial to the precise control of the HOMO energy level of the material, thereby obtaining a good device application effect of the material. BRIEF DESCRIPTION OF THE DRAWINGS

[0065] Figure 1 is a cross-sectional view of the organic electroluminescent device described in the embodiment.

[0066] In the figure, 1, substrate layer; 2, anode layer; 3, hole injection layer; 4, hole transport layer; 5, luminescence auxiliary layer; 6, luminescent layer; 7, hole blocking layer; 8, electron transport layer; 9, electron injection layer; 10, cathode layer; 11, covering layer. DETAILED DESCRIPTION

[0067] The principles and features of the present invention are described below in conjunction with the accompanying drawings and embodiments. The examples given are only used to explain the present invention and are not used to limit the scope of the present invention.

[0068] In the present invention, when a layer or element is referred to as being "on" another layer or substrate, the layer or element may be directly on the other layer or substrate, or intervening layers may also be present. In addition, it will be understood that when a layer is referred to as being "between" two layers, the layer may be the only layer between the two layers, or one or more intervening layers may also be present.

[0069] In the present invention, when describing electrodes and organic electroluminescent devices, as well as other structures, the words "upper", "lower", "top" and "bottom" used to indicate orientation only indicate the orientation in a certain state, and do not mean that the related structure can only exist in the orientation described; on the contrary, if the structure can change its position, such as inverted, the orientation of the structure will be changed accordingly. Specifically, in the present invention, the "bottom" or "lower" side of the electrode refers to the side of the electrode close to the substrate during the preparation process, and the opposite side away from the substrate is the "top" or "upper" side.

[0070] In this specification, the term "substituted" means that one or more hydrogen atoms on a designated atom or group are replaced by a designated group, provided that the normal valency of the designated atom is not exceeded under the existing circumstances.

[0071] In this specification, the hole characteristic refers to a characteristic that can donate electrons when an electric field is applied and holes formed in the anode are easily injected into the light-emitting layer and transported in the light-emitting layer due to the conductive characteristic according to the highest occupied molecular orbital (HOMO) level.

[0072] In this specification, the electronic characteristics refer to the characteristics that electrons formed in the cathode can be easily injected into the light-emitting layer and transported in the light-emitting layer due to the conductive characteristics according to the lowest unoccupied molecular orbital (LUMO) level when an electric field is applied.

[0073] The organic electroluminescent device of the present invention may be a bottom-emitting organic electroluminescent device, a top-emitting organic electroluminescent device, or a stacked organic electroluminescent device, without any particular limitation.

[0074] The organic electroluminescent device of the present invention comprises a substrate, a first electrode, a functional layer and a second electrode. The functional layer comprises a hole transport region, a light emitting region and an electron transport region, the hole transport region comprises a hole injection layer, a hole transport layer and a light emitting auxiliary layer, the electron transport region comprises a hole blocking layer, an electron transport layer and an electron injection layer, the light emitting region comprises a light emitting layer, and a CPL layer may be arranged on the second electrode.

[0075] The first electrode may be an anode or a cathode, and the second electrode may be a cathode or an anode.

[0076] As the substrate, first electrode, hole injection layer, hole transport layer, light-emitting layer, hole blocking layer, electron transport layer and electron injection layer, second electrode and CPL layer of the present invention, materials known in the prior art for organic electroluminescent devices can be used.

[0077] Preparation Example

[0078] Synthesis of intermediate C-1:

[0079]

[0080] In a three-necked flask, under nitrogen protection, 10mmol (1.7g) of raw material A-1 and 13mmol (4.1g) of raw material B-1 were added to the three-necked flask, dissolved in 150mL of toluene, and then 30mmol (3.4g) of potassium tert-butoxide, 0.15mmol (0.14g) of Pd2(dba)3, and 1.3mmol (0.26g) of tri-tert-butylphosphine were added, and heated to reflux for 12 hours under nitrogen protection. The sample point plate was taken to confirm that the reaction was complete. After cooling to room temperature, it was filtered and the filtrate was evaporated until there was no fraction. The obtained residue was purified by column chromatography on silica gel. Intermediate C-1 was obtained.

[0081] Intermediate C was prepared by a method similar to that in the synthesis of intermediate C-1. The specific raw materials are shown in Table 1 below:

[0082] Table 1

[0083]

[0084]

[0085] Synthesis of intermediate E-1:

[0086]

[0087] In a three-necked flask, under nitrogen protection, 12mmol (4.3g) of intermediate C-1 and 10mmol (3.3g) of raw material A-5 were added to the three-necked flask, dissolved in 150mL of toluene, and then 30mmol (2.9g) of sodium tert-butoxide, 0.15mmol (0.14g) of Pd2(dba)3, and 1.4mmol (0.28g) of tri-tert-butylphosphine were added, and heated to reflux for 18 hours under nitrogen protection. The sample point plate was taken to confirm that the reaction was complete. After cooling to room temperature, it was filtered and the filtrate was evaporated until there was no fraction. The obtained residue was purified by column chromatography on silica gel to obtain intermediate E-1.

[0088] Intermediate E was prepared by a method similar to that in the synthesis of intermediate E-1. The specific raw materials are shown in Table 2 below:

[0089] Table 2

[0090]

[0091] Synthesis of intermediate F-1:

[0092]

[0093] In a three-necked flask, under nitrogen protection, add 25mmol (8.9g) of intermediate C-1, 20mmol (4.0g) of raw material D-1 to the three-necked flask, dissolve with 200mL of tetrahydrofuran (THF), then add 0.1mmol (0.12g) of Pd (PPh3) 4, 15mL of 3mol / L K2CO3 aqueous solution, and heat under reflux for 14 hours under nitrogen protection. Take a sample point plate to confirm that the reaction is complete. After cooling to room temperature, the reaction mixture is filtered through a diatomaceous earth pad, rinsed with chloroform, and the resulting filtrate is evaporated in vacuo. The obtained residue is purified by column chromatography on silica gel, using hexane / toluene as eluent to obtain intermediate F-1.

[0094] Intermediate F was prepared by a method similar to that in the synthesis of intermediate F-1. The specific raw materials are shown in Table 3 below:

[0095] Table 3

[0096]

[0097]

[0098] Synthesis of intermediate E-5:

[0099]

[0100] In a three-necked flask, under nitrogen protection, 12mmol (5.2g) of intermediate F-1 and 11mmol (1.8g) of raw material A-1 were added to the three-necked flask, dissolved in 150mL toluene, and then 28mmol (3.1g) of potassium tert-butoxide, 0.15mmol (0.14g) of Pd2(dba)3, and 1.4mmol (0.28g) of tri-tert-butylphosphine were added, and heated to reflux for 18 hours under nitrogen protection. The sampling point plate was taken to confirm that the reaction was complete. After cooling to room temperature, it was filtered and the filtrate was evaporated until there was no fraction. The obtained residue was purified by column chromatography on silica gel to obtain intermediate E-5.

[0101] Intermediate E was prepared in a similar manner to the synthesis of Intermediate E-5, as shown in Table 4 below:

[0102] Table 4

[0103]

[0104]

[0105]

[0106] Synthesis of intermediate G-1:

[0107]

[0108] In a three-necked flask, under nitrogen protection, add 22mmol (15.5g) intermediate E-11, 20mmol (2.5g) raw material D-6 to a three-necked flask, dissolve with 150mL tetrahydrofuran (THF), then add 0.1mmol (0.12g) Pd (PPh3) 4, 3mol / L of K2CO3 aqueous solution 18mL, under nitrogen protection, heat to reflux for 14 hours. Sampling point plate, confirm that the reaction is complete. After cooling to room temperature, the reaction mixture is filtered through a diatomaceous earth pad, rinsed with chloroform, and the resulting filtrate is evaporated in vacuo. The obtained residue is purified by column chromatography on silica gel, using hexane / toluene as eluent to obtain intermediate G-1. Prepare intermediate G in a similar manner to the synthesis of intermediate G-1, and the specific raw material situation is shown in Table 5 below:

[0109] Table 5

[0110]

[0111]

[0112] Example 1: Synthesis of Compound 36:

[0113]

[0114] In a three-necked flask, under nitrogen protection, add 24mmol (14.6g) of intermediate E-1, 28mmol (5.6g) of raw material D-8 into the three-necked flask, dissolve it with tetrahydrofuran (THF), then add 0.1mmol (0.12g) of Pd(PPh3)4, 15mL of 4mol / L K2CO3 aqueous solution, and heat to reflux for 14 hours under nitrogen protection. Take a sample and confirm that the reaction is complete. After cooling to room temperature, the reaction mixture is filtered through a diatomaceous earth pad, rinsed with chloroform, and the resulting filtrate is evaporated in vacuo. The obtained residue is purified by column chromatography on silica gel using hexane / toluene as eluent to obtain compound 36. Elemental analysis structure (C 54 H 35 N3) Elemental analysis test value: C, 89.32; H, 4.89; N, 5.75. LC-MS: Measured value: 726.29 ([M+H] + ).

[0115] The following compounds were prepared in the same manner as in Example 1, and the synthetic raw materials are shown in Table 6 below;

[0116] Table 6

[0117]

[0118]

[0119]

[0120]

[0121] Device Examples and Comparative Examples

[0122] Device Comparative Example 1

[0123] The specific preparation process is as follows:

[0124] like Figure 1As shown, an anode layer 2 (Ag (100nm)) is provided on the substrate layer 1. On the anode layer 2, a vacuum evaporation device is used to evaporate HT1 and HI1 with a film thickness of 10nm as a hole injection layer 3, and the mass ratio of HT1 and HI1 is 97:3. Then, HT1 with a thickness of 120nm is evaporated as a hole transport layer 4. Then, EB-1 with a thickness of 5nm is evaporated as a light-emitting auxiliary layer 5. After the evaporation of the above-mentioned light-emitting auxiliary materials is completed, the light-emitting layer 6 of the organic electroluminescent device is prepared, and its structure includes BH1 and BH2 used as the main materials of the light-emitting layer 6, and BD1 as the doping material. The ratio of the three is 60%:26%:14% by weight, and the thickness of the light-emitting layer 6 is 35nm. After the above-mentioned light-emitting layer 6, BH2 is evaporated with a film thickness of 5nm as a hole blocking layer 7. On the hole blocking layer 7, ET-1 and LiQ were continuously evaporated, the mass ratio of ET-1 to LiQ was 1:1, and the vacuum evaporated film thickness of the material was 30nm, which was the electron transport layer 8. On the electron transport layer 8, a LiF layer with a film thickness of 1nm was made by vacuum evaporation, which was the electron injection layer 9. On the electron injection layer 9, a Mg:Ag electrode layer with a film thickness of 16nm was made by vacuum evaporation, the mass ratio of Mg to Ag was 1:9, which was used as the cathode layer 10. On the cathode layer 10, 65nm of CP-1 was vacuum evaporated as the covering layer 11.

[0125] The preparation method of device embodiments 1-15 is the same as that of device comparison example 1, except that the organic material of the light-emitting auxiliary layer uses the organic compound with benzene as the core described in the present invention. The preparation method of the comparison example and device comparison examples 2-11 is the same as that of device comparison example 1, except that the organic material of the light-emitting auxiliary layer uses comparative compounds EB-2, EB-3, EB-4, EB-5, EB-6, EB-7, EB-8, EB-9, EB-10, and EB-11. The specific structures of device embodiments 1-15 and the comparison examples and device comparison examples 1-11 are shown in Table 7.

[0126] The molecular structure formula of the relevant materials is shown below:

[0127]

[0128]

[0129] After the OLED light-emitting device is completed as described above, the anode and cathode are connected by a known driving circuit, and the voltage, current efficiency and life of the device are measured. The structures of device examples 1-15, comparative examples and device comparative examples 1-11 prepared by the same method are shown in Table 7; the test results of the voltage, current efficiency and LT70 life at 1000 nits of the obtained device are shown in Table 8.

[0130] Table 7

[0131]

[0132]

[0133]

[0134] Table 8

[0135]

[0136] Note: LT70 refers to the time it takes for the device brightness to decay to 70% of the original brightness when the brightness is 1000nits.

[0137] The current efficiency and driving voltage were tested using an IVL (current-voltage-luminance) test system (Suzhou Fushida Scientific Instrument Co., Ltd.); the current density was 10 mA / cm 2 ;

[0138] The life test system is the EAS-62C OLED life test system produced by Japan System Research Co., Ltd.

[0139] From the data in Table 8 above, it can be seen that the organic compound with benzene as the core of the present invention is applied to the light-emitting auxiliary layer of the organic electroluminescent device, which can reduce the driving voltage, improve the current efficiency, and significantly extend the service life. In the structure of the organic compound with benzene as the core, ortho-substitution is performed on benzene, and the substituent group is mainly a carbazole group, so that the compound of the present invention has a more excellent exciton blocking ability and hole mobility under high current density, and is applied to the device, while improving the device efficiency, having an excellent device life.

[0140] The technical features of the above-described embodiments may be arbitrarily combined. To make the description concise, not all possible combinations of the technical features in the above-described embodiments are exhaustively listed. However, as long as there is no contradiction in the combination of these technical features, they should be considered to be within the scope of this specification.

[0141] For those skilled in the art, several modifications and improvements may be made without departing from the concept of the present invention, all of which belong to the protection scope of the present invention. The protection scope of the present invention shall be based on the attached claims.

Claims

1. An organic compound with benzene as the core, characterized in that: The structure of the organic compound is shown in general formula (1): In the general formula (1), M1, M2, M3, and M4 are each independently represented by the structure of formula a, formula b, or formula c; X represents one of N(Ra), O, and S; Ra represents one of substituted or unsubstituted C1-C10 alkyl, substituted or unsubstituted C3-C10 cycloalkyl, substituted or unsubstituted C6-C30 aryl, and substituted or unsubstituted C2-C30 heteroaryl; the heteroatom in the heteroaryl is any one or more of O, N, and S; The L1 represents a single bond, or any one of the structures represented by formula (1-1) to formula (1-6); R1 represents any one of phenyl, biphenyl, naphthyl, dibenzofuranyl, dibenzothiophenyl, N-phenylcarbazolyl or carbazolyl; R represents any one of phenyl, biphenyl, naphthyl, dibenzofuranyl, and dibenzothiophenyl; When L1 is represented by the structure shown in formula (1-4) to formula (1-6), R can also be represented by a hydrogen atom; when M1-M4 is represented by formula a and L1 is represented by formula (1-2), R is not represented by a phenyl group; When L1 is represented by formula (1-4), R and R1 are not simultaneously represented by phenyl; Z1-Z4 are independently CH or C-R2; R2 is any one of phenyl, naphthyl, biphenyl, dibenzofuranyl or dibenzothiophenyl; The L2-L 11 Formula a, formula b, and formula c are represented as the connection sites of M1, M2, M3, and M4; The substituent for the substituent group is selected from one or more of a tritium atom, a halogen atom, a C1-C10 alkyl group, a C3-C10 cycloalkyl group, a C6-C30 aryl group, and a C2-C30 heteroaryl group.

2. The organic compound with benzene as the core according to claim 1, characterized in that: The structure of the organic compound with benzene as the core is represented by any one of the general formulas (2-1) to (2-16): M1, M2, M3, M4, R and R1 are consistent with claim 1.

3. The organic compound with benzene as the core according to claim 1, characterized in that: The structure of the organic compound with benzene as the core is represented by the general formula (3-1): M1, M3, Z1, Z2, Z3, Z4, L1, R and R1 are consistent with claim 1.

4. The organic compound with benzene as the core according to claim 1, characterized in that: The structure of the organic compound with benzene as the core is represented by the general formula (4-1) or (4-2): M1, Z1, Z2, Z3, Z4, L1, R and R1 are consistent with claim 1.

5. The organic compound with benzene as the core according to claim 1, characterized in that: The Ra is any one of methyl, ethyl, tert-butyl, phenyl, naphthyl, biphenyl, pyridyl, naphthyridinyl, thienyl, furyl, benzothienyl, benzofuranyl, dibenzofuranyl, dibenzothienyl, fluorenyl, dimethylfluorenyl, diphenylfluorenyl, carbazolyl or spirofluorenyl. The substituent for the substituent group is selected from one or more of a deuterium atom, a fluorine atom, a methyl group, an ethyl group, a tert-butyl group, a phenyl group, a naphthyl group, a biphenyl group, a pyridyl group, a naphthyridinyl group, a thienyl group, a furyl group, a benzothienyl group, a benzofuranyl group, a dibenzofuranyl group, a dibenzothienyl group, a fluorenyl group, a dimethylfluorenyl group, a diphenylfluorenyl group, a carbazolyl group or a spirofluorenyl group.

6. The organic compound with benzene as the core according to claim 1, characterized in that: The R1 is represented by: Any of the following: The R is represented by: Any one of .

7. The organic compound with benzene as the core according to claim 1, characterized in that: In the general formula (1) Each is independently represented as any of the following structures:

8. The organic compound with benzene as the core according to claim 1, characterized in that: The organic compound with benzene as the core is any one of the following structures:

9. An organic electroluminescent device comprising a cathode, an anode and a functional layer, wherein the functional layer is located between the cathode and the anode, characterized in that: At least one functional layer in the organic electroluminescent device contains the organic compound with benzene as the core as claimed in any one of claims 1 to 8.

10. The organic electroluminescent device according to claim 9, characterized in that: The functional layer includes a hole transport region, a light emitting region and an electron transport region, the hole transport region includes a hole injection layer, a hole transport layer and a light emitting auxiliary layer, and the light emitting auxiliary layer contains the organic compound with benzene as the core according to any one of claims 1-8.

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