CN-116803982-B - Organic electronic transmission material containing naphthalene and benzonitrile groups and application thereof

Abstract

The invention relates to an organic electronic transmission material containing naphthalene and benzonitrile groups and application thereof. According to the invention, benzyl and triazinyl are introduced into 1,4 positions of naphthalene, so that the thermal stability and film forming property of the material can be improved, and the electron mobility of the material can be increased. The organic electroluminescent compound provided by the invention has high thermal stability, film forming property and strong electron mobility, and the organic electroluminescent device manufactured by adopting the organic electroluminescent compound has excellent luminous efficiency and longer service life.

Inventors

• SU YAN
• ZHOU HAITAO
• ZHANG QIN
• ZHANG LIANG
• LI GUOHONG
• Huang Zhuju

Assignees

• 上海传勤新材料有限公司

Dates

Publication Date

20260505

Application Date

20230116

Claims (5)

1. 1. An organic electronic material containing naphthyl and benzonitrile groups in the structure is characterized in that the organic electronic material is any one of the following compounds 3-22 and 25-48:
2. 2. An organic electron transport material, characterized in that it is prepared by doping 20-70wt% of an organometallic complex with any one of the structures of the compounds 3-22, and 25-48 in claim 1.
3. 3. Use of an organic electron transport material according to claim 2 in organic electroluminescent devices, organic solar cells, organic thin film transistors, organic photodetectors, organic field effect transistors, organic integrated circuits and organic photoreceptors.
4. 4. An organic electroluminescent device prepared from the organic electronic transmission material of claim 2, comprising an anode, a cathode and an organic layer, wherein the organic layer comprises more than one layer of a luminescent layer, a hole injection layer, a hole transmission layer, a hole blocking layer, an electron injection layer and an electron transmission layer, and at least one layer of the organic layer contains the organic electronic transmission material.
5. 5. The organic electroluminescent device of claim 4, wherein the electron transport layer or the electron injection layer or the hole blocking layer in the organic layer comprises the organic electron transport material.

Description

Organic electronic transmission material containing naphthalene and benzonitrile groups and application thereof Technical Field The invention relates to the technical field of organic electroluminescence, in particular to an organic electronic material containing naphthalene and benzonitrile groups, and a preparation method and application thereof. Background Organic electroluminescent devices (OLEDs) as a novel display technology and related research were first discovered by pope et al in 1963 as a phenomenon of electroluminescence of organic compound single crystal anthracene, to OLED devices prepared with a hole transporting material of di-aromatic diamine, a hair material of lithium 8-hydroxyquinoline and an electron transporting material reported by Deng Qingyun bloc of kodak corporation in 1987, after which OLED was rapidly developed and became a mainstream display technology. The general organic electroluminescent device adopts a sandwich structure, namely an organic layer is clamped between anodes and cathodes at two sides, holes and electrons overcome energy barriers under the drive of external voltage, the holes and electrons are respectively injected into a hole transmission layer and an electron transmission layer by the anodes and the cathodes, then energy is composited and released in a luminescent layer, and the energy is transferred to an organic luminescent substance. The light-emitting substance is energized and caused to transition from a ground state to an excited state, and when the excited molecule re-transitions to the ground state, a light-emitting phenomenon occurs. The electron transport material is a material for transporting electrons on the cathode to the light-emitting layer, is an important component of the organic electroluminescent device, is favorable for reducing the electron injection energy barrier, and some common electron transport materials contain organic compounds such as imidazolyl, thiazolyl, phenanthroline, thiazole and the like, and the compounds generally require good thermal stability and photoelectric performance. Recent organic electroluminescent devices, although having been gradually improved, are still required to be more excellent in terms of luminous efficiency, driving voltage, lifetime, etc., and thus development of an electron transport material having good thermal stability and excellent performance is required. Disclosure of Invention The invention aims to provide an organic electronic transmission material containing naphthalene and benzonitrile groups and application thereof in an organic electroluminescent device, and the technical problem of poor stability of the organic electronic transmission material in the prior art is solved. According to the invention, benzyl and triazinyl are introduced into 1,4 positions of naphthalene, so that the thermal stability and film forming property of the material can be improved, and the electron mobility of the material can be increased. The organic electronic transmission material containing naphthalene and benzonitrile groups provided by the invention also has stronger electron mobility, and the organic electroluminescent device manufactured by adopting the material has excellent luminous efficiency and longer service life. The invention relates to an organic electronic transmission material containing naphthalene and benzonitrile groups, which contains a compound with the following structural formula I: Wherein Ar 1 is represented by C 1-C30 substituted with substituted benzonitrile and C 1-C30 substituted with substituted pyridyl; Ar 2-Ar3 is independently represented by C 6-C30 substituted unsubstituted aryl, C 3-C30 substituted or unsubstituted heteroaryl; L is a single bond, C 6-C30 is substituted or unsubstituted aryl, C 3-C30 is one of substituted or unsubstituted heteroaryl; More than one of Z 1-Z3 is N, and the rest are CH. Preferably Ar 1 is represented as benzonitrile, methylbenzonitrile, dimethylbenzonitrile, pyridinyl, picolyl, lutidinyl or phenylpyridyl. Preferably, ar 2 is phenyl, deuterated phenyl, tolyl. Preferably, ar 1 and Ar 3 are one of phenyl, tolyl, biphenyl, naphthyl, phenanthryl, anthracenyl, perylenyl, fluoranthenyl, pyrenyl, phenylnaphthyl, naphthylphenyl, diphenylphenyl, 9-dimethylfluorenyl, 9-spirobifluorenyl, benzofuranyl, benzothienyl, dibenzofuranyl, dibenzothienyl, benzophenyl, spiro [ fluorene-9, 9' -xanthene ], pyridyl, benzyl phenyl, pyridylphenyl, indolyl, carbazole indolyl, fluorenocarbazolyl, imidazolyl, oxazolyl, thiazolyl, thiadiazolyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, azadibenzofuranyl, azadibenzothienyl, the above aryl and heteroaryl groups may be further alkyl substituted with C 1-C12. Preferably, L is phenyl, biphenyl, binaphthyl, phenylnaphthyl, 9-dialkylfluorenyl, arylphenyl or anthracenyl. The hydrogen atoms of the present invention include isotopes having different neutron numbers, i.e., protium, deuterium, tritium. More preferably, the