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CN-121990930-A - Bitri-aromatic amine compound and organic electroluminescent device

CN121990930ACN 121990930 ACN121990930 ACN 121990930ACN-121990930-A

Abstract

The invention relates to the field of organic light-emitting diode preparation, in particular to a ditriarylamine compound and an organic electroluminescent device. Wherein the ditriarylamine compound has a structure as shown in formula (a): the device adopting the compound provided by the invention has high service life and efficiency.

Inventors

  • HE MU
  • WANG XIANGCHENG

Assignees

  • 上海钥熠电子科技有限公司

Dates

Publication Date
20260508
Application Date
20241101

Claims (11)

  1. 1. A ditriarylamine compound having a structure as shown in formula (a): wherein Ar 1 ～Ar 4 are the same or different from each other, each is independently selected from a substituted or unsubstituted aryl group having 6 to 22 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, and the proviso that Ar 1 ～Ar 4 is satisfied with at least one selected from the group of formula (b 1) and at least one selected from the group of formula (b 2); m, n, r are each independently selected from integers between 0 and 4; p, q are each independently selected from integers between 0 and 7; R 1 ～R 5 , each occurrence of which is the same or different from each other, are each independently selected from deuterium, phenyl, naphthyl.
  2. 2. The bis-triarylamine compound of claim 1, wherein the bis-triarylamine compound is selected from any one of the following structures: Wherein Ar 1 ～Ar 4 、m,n,r,p,q,R 1 ～R 5 has the same meaning as claim 1.
  3. 3. The bis-triarylamine compound of claim 1 wherein Ar 1 ～Ar 4 is each independently selected from the group consisting of substituted or unsubstituted aryl groups having 6 to 20 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 20 carbon atoms, optionally wherein Ar 1 ～Ar 4 is each independently selected from the group consisting of substituted or unsubstituted aryl groups having 6 to 18 carbon atoms, substituted or unsubstituted heteroaryl groups having 3 to 18 carbon atoms, and further optionally wherein Ar 1 ～Ar 4 is each independently selected from the group consisting of substituted or unsubstituted aryl groups having 6 to 16 carbon atoms, and substituted or unsubstituted heteroaryl groups having 3 to 16 carbon atoms.
  4. 4. A bis-triarylamine compound according to claim 1 wherein Ar 1 ～Ar 4 is independently selected from the group consisting of substituted and unsubstituted phenyl, biphenyl, naphthyl, phenanthryl, dibenzothienyl, dibenzofuranyl, benzonaphthothienyl, and benzonaphthofuranyl.
  5. 5. The bis-triarylamine compound of any one of claims 1, 3-4 wherein the substituent in "substituted or unsubstituted" is selected from deuterium, an aryl group having 6 to 20 carbon atoms, and a heteroaryl group having 3 to 20 carbon atoms.
  6. 6. The bis-triarylamine compound of claim 5 wherein the substituents in the "substituted or unsubstituted" are selected from deuterium, phenyl, naphthyl, phenanthryl, dibenzothienyl, dibenzofuranyl, benzonaphthothienyl, and benzonaphthofuranyl.
  7. 7. The bis-triarylamine compound of claim 1, wherein the bis-triarylamine compound is selected from any one of the following:
  8. 8. A functional layer comprising the ditriarylamine compound according to any one of claims 1 to 7.
  9. 9. Use of the bistriarylamine compounds according to any one of claims 1 to 7 and/or the functional layers according to claim 8 in organic electroluminescent devices.
  10. 10. An organic electroluminescent device comprising a first electrode, a second electrode, and the functional layer as claimed in claim 8, wherein, The functional layer is at least one layer of a hole injection layer, a hole transmission layer, an electron blocking layer, a luminescent layer, an electron injection layer or an electron transmission layer.
  11. 11. A display or lighting device comprising the organic electroluminescent device as claimed in claim 10.

Description

Bitri-aromatic amine compound and organic electroluminescent device Technical Field The invention relates to the field of organic light-emitting diode preparation, in particular to a ditriarylamine compound and an organic electroluminescent device. Background OLED, namely organic light-emitting diode, has advantages such as high brightness, high contrast, designable transparent display, and low production cost. The OLED device operates on the principle that holes and electrons are injected from an anode and a cathode, respectively, and are recombined in a light emitting layer to form excitons when a voltage is applied to the organic electroluminescent device. When the exciton thus formed is recovered from an unstable excited state of higher energy to a stable ground state of lower energy, the energy is released in the form of photons and the device achieves light emission. The materials of the auxiliary layers of the OLED device have important influence on the efficiency and the service life of the device. In the prior art, the main purpose of adding an electron blocking layer is to block electrons not recombined in the light emitting layer and transfer holes to the light emitting layer on the one hand, and to adjust the optical microcavity of the device by designing the thickness of this layer on the other hand. In both aspects, the luminous efficiency of the device is mainly improved. However, the electron blocking layer also comes from the attack of high energy excitons in the light emitting layer, and thus, in order to obtain an OLED device with a long service life, the electron blocking layer material needs to have a strong ability to withstand excitons. The ditriarylamine compound has good hole transport property and electron blocking property, and is widely applied to auxiliary layers such as a hole transport layer or an electron blocking layer. However, the lifetime and efficiency of the device remain to be further improved. Disclosure of Invention In view of the above-mentioned drawbacks of the prior art, an object of the present invention is to provide a bis-triarylamine compound and an organic electroluminescent device, and a device using the compound provided by the present invention has a high service life and efficiency. The invention provides a ditriarylamine compound, which has a structure shown as a formula (a): Wherein, the Ar 1～Ar4 are the same or different from each other, each is independently selected from a substituted or unsubstituted aryl group having 6 to 22 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, and the proviso that Ar 1～Ar4 is satisfied with at least one selected from the group of formula (b 1) and at least one selected from the group of formula (b 2); m, n, r are each independently selected from integers between 0 and 4; p, q are each independently selected from integers between 0 and 7; R 1～R5, each occurrence of which is the same or different from each other, are each independently selected from deuterium, phenyl, naphthyl. The invention also provides a functional layer which comprises the double triarylamine compound. The invention also provides application of the ditriarylamine compound and/or the functional layer in an organic electroluminescent device. The invention also provides an organic electroluminescent device which comprises a first electrode, a second electrode and the functional layer, wherein the functional layer is at least one layer of a hole injection layer, a hole transport layer, an electron blocking layer, a luminescent layer, an electron injection layer or an electron transport layer. The invention also provides a display or lighting device comprising an organic electroluminescent device as described above. By adopting the technical scheme, the invention has the beneficial effects that: The invention is applied to the electron blocking layer of the blue light organic electroluminescent device, and compared with the compounds of each comparative example, each performance index of the device is improved to different degrees. The invention takes the biphenyl as a mother nucleus, wherein an aryl amino group is introduced into the 4-position (namely para position) of the biphenyl, thereby ensuring that the molecule has good hole transmission property. Furthermore, the 2' -position (i.e. meta position) of the biphenyl is introduced into another arylamine group, so that the hole transmission property of the molecule is further improved, and meanwhile, the steric hindrance effect of the molecule is increased to a certain extent, on one hand, the molecule is more prone to form a uniform and amorphous film in the vacuum deposition process, and even under the condition that a device works for a long time to generate a large amount of Joule heat, the film is not easy to change phase, so that the stability of the device is improved, and on the other hand, the molecule has a higher singlet energy level, can resist high