CN114695731A - Organic electroluminescent device - Google Patents
Organic electroluminescent device Download PDFInfo
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- CN114695731A CN114695731A CN202011638855.9A CN202011638855A CN114695731A CN 114695731 A CN114695731 A CN 114695731A CN 202011638855 A CN202011638855 A CN 202011638855A CN 114695731 A CN114695731 A CN 114695731A
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- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 239000002346 layers by function Substances 0.000 description 1
- SJCKRGFTWFGHGZ-UHFFFAOYSA-N magnesium silver Chemical group [Mg].[Ag] SJCKRGFTWFGHGZ-UHFFFAOYSA-N 0.000 description 1
- 239000008204 material by function Substances 0.000 description 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000003136 n-heptyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000005244 neohexyl group Chemical group [H]C([H])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 description 1
- 229910052755 nonmetal Inorganic materials 0.000 description 1
- 150000002843 nonmetals Chemical class 0.000 description 1
- 230000005693 optoelectronics Effects 0.000 description 1
- CSHWQDPOILHKBI-UHFFFAOYSA-N peryrene Natural products C1=CC(C2=CC=CC=3C2=C2C=CC=3)=C3C2=CC=CC3=C1 CSHWQDPOILHKBI-UHFFFAOYSA-N 0.000 description 1
- 125000001792 phenanthrenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3C=CC12)* 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical class N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 125000005592 polycycloalkyl group Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 125000003548 sec-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 229910052711 selenium Inorganic materials 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- ILMRJRBKQSSXGY-UHFFFAOYSA-N tert-butyl(dimethyl)silicon Chemical group C[Si](C)C(C)(C)C ILMRJRBKQSSXGY-UHFFFAOYSA-N 0.000 description 1
- 125000005579 tetracene group Chemical group 0.000 description 1
- 229930192474 thiophene Natural products 0.000 description 1
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 1
- 125000000026 trimethylsilyl group Chemical group [H]C([H])([H])[Si]([*])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000005580 triphenylene group Chemical group 0.000 description 1
- 229910052722 tritium Inorganic materials 0.000 description 1
- YVTHLONGBIQYBO-UHFFFAOYSA-N zinc indium(3+) oxygen(2-) Chemical compound [O--].[Zn++].[In+3] YVTHLONGBIQYBO-UHFFFAOYSA-N 0.000 description 1
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Abstract
The invention relates to an organic electroluminescent device which comprises a first electrode, a second electrode and an organic layer positioned between the first electrode and the second electrode, wherein the organic layer comprises an electron blocking layer and a light emitting layer, the light emitting layer comprises a main body material, the main body material comprises a first main body compound PH1 and a second main body compound PH2, the electron blocking layer comprises a compound EBL1, the compound PH1 has a structure shown in a formula (I), the second main body compound PH2 has any one of compounds shown in a formula (II), and the compound EBL1 has a structure shown in a formula (III). The P-type semiconductor material shown in the formula (I) and the N-type semiconductor material shown in the formula (II) are mixed to serve as the main body material in the luminous layer, the compound shown in the formula (III) is used as the electron blocking layer material, the P-type semiconductor material and the N-type semiconductor material are applied to the device together, the advantages of the P-type semiconductor material and the electron blocking layer material are utilized, the synergistic effect is exerted, carriers can be further balanced, the stability of the device is enhanced, the luminous efficiency of the device is improved, the driving voltage is reduced, and the service life is prolonged.
Description
Technical Field
The invention relates to the technical field of organic electroluminescence, in particular to an organic electroluminescent device.
Background
The core of the OLED device is a thin film structure containing various organic functional materials. Common functionalized organic materials are: hole injection materials, hole transport materials, hole blocking materials, electron injection materials, electron transport materials, electron blocking materials, and light emitting host materials and light emitting objects (dyes), and the like. When electricity is applied, electrons and holes are injected, transported to the light emitting region, and recombined therein, respectively, thereby generating excitons and emitting light.
In order to further satisfy the demand for increasing the photoelectric properties of OLED devices and the demand for energy saving of mobile electronic devices, new and efficient OLED materials are continuously developed, wherein the improvement of the balance of carriers in the light emitting layer has a very important meaning in order to improve the overall performance of the device.
In recent years, people in the industry have continuously tried and explored to improve the efficiency and stability of devices, wherein, many ways for new materials to improve the performance of devices are sought, and a large number of novel materials are developed to be applied to organic electroluminescent devices, and although the device performance is improved to a certain extent, the problems of insufficient material stability and unbalanced carriers, such as higher voltage and shorter service life of the devices still exist.
Therefore, there is a strong need in the art to develop an organic electroluminescent device having higher performance.
Disclosure of Invention
In view of the deficiencies of the prior art, it is an object of the present invention to provide an organic electroluminescent device having a lower driving voltage, and higher luminous efficiency and lifetime.
In order to achieve the purpose, the invention adopts the following technical scheme:
the invention provides an organic electroluminescent device which comprises a first electrode, a second electrode and an organic layer positioned between the first electrode and the second electrode, wherein the organic layer comprises an electron blocking layer and a light emitting layer, the light emitting layer comprises a main body material, the main body material comprises a first main body compound PH1 and a second main body compound PH2, the electron blocking layer comprises a compound EBL1, and the compound PH1 has a structure shown in a formula (I):
formula (a) is fused at a to formula (I);
in the formula (I), Ar1Is a terphenyl group;
Ar2one selected from substituted or unsubstituted C1-C20 chain alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C1-C20 silyl, substituted or unsubstituted C6-C60 aryl and substituted or unsubstituted C3-C60 heteroaryl;
said X1～X10Independently selected from CR1Or N, said R1Independently selected from one of hydrogen, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C20 chain alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C1-C20 silyl, substituted or unsubstituted C6-C60 arylamino, substituted or unsubstituted C3-C60 heteroaryl amino, substituted or unsubstituted C6-C60 aryl and substituted or unsubstituted C3-C60 heteroaryl, wherein R is a substituent selected from the group consisting of halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C20 chain alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C60 heteroaryl, substituted or unsubstituted C6-C60 aryl and substituted or unsubstituted C3-C60 heteroaryl, and R is a substituent selected from the group1Independently with the attached aromatic or heteroaromatic ring to form a ring or not;
the second host compound PH2 has a structure shown in a formula (II);
formula (b) is a summation at b or c with formula (II);
wherein Z is1-Z3Represents CR2Or N, at least one is a nitrogen atom, the R2Independently selected from hydrogen, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C20 chain alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstitutedOne of substituted C1-C20 alkoxy, substituted or unsubstituted C1-C20 silyl, substituted or unsubstituted C6-C60 arylamino, substituted or unsubstituted C3-C60 heteroaryl amino, substituted or unsubstituted C6-C60 aryl and substituted or unsubstituted C3-C60 heteroaryl, wherein R is one of C1-C20 silyl, substituted or unsubstituted C6-C60 arylamino, substituted or unsubstituted C3-C60 heteroaryl2Independently linked to a linked aromatic or heteroaromatic ring to form a ring or not linked to form a ring;
Ar11one selected from substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C3-C60 heteroaryl;
R11、R12、R13、R14、R15each independently selected from hydrogen, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C20 chain alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C1-C20 silyl, substituted or unsubstituted C6-C60 arylamino, substituted or unsubstituted C3-C60 heteroarylamino, substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C3-C60 heteroaryl, m, n and p are each independently selected from 1 to the maximum allowable integer value;
the compound EBL1 has a structure shown in a formula (III):
in the formula (III), X is selected from O, S, CR25R26、NR27Or SiR28R29；
L21One selected from single bond, substituted or unsubstituted arylene of C6-C30 and substituted or unsubstituted C3-C30 heteroarylene;
Ar21one selected from substituted or unsubstituted C6-C30 aryl, and substituted or unsubstituted C3-C30 heteroaryl;
R21、R22and R23Each independently selected from hydrogen, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, substituted or unsubstitutedOne of substituted C1-C30 alkyl, substituted or unsubstituted C1-C30 alkoxy, substituted or unsubstituted C3-C30 cycloalkyl, substituted or unsubstituted C1-C30 silyl and carbonyl; d. e, f and g are each independently selected from zero to a maximum desirable integer value;
R24one selected from substituted or unsubstituted C6-C30 aryl and substituted or unsubstituted C3-C30 heteroaryl, and R24Can be linked to the benzene ring via-O-, -S-, -CR30R31-、-NR32-or-SiR33R34-linked to form a ring;
r is as defined above25To R34Each independently selected from one or more of hydrogen, C1-C18 alkyl, C1-C18 alkoxy, C3-C30 naphthenic base, C2-C18 alkenyl, C2-C18 alkynyl, halogen, cyano, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, substituted or unsubstituted C6-C30 arylamine and substituted or unsubstituted C3-C30 heteroarylamine;
when the substituent exists in the groups, the substituent groups are respectively and independently selected from one or more of halogen, alkyl of C1-C10, cycloalkyl of C3-C10, alkenyl of C2-C10, alkoxy or thioalkoxy of C1-C6, cyano, nitro, amino, carboxyl, carbonyl, ester group, aryl of C6-C30 and heteroaryl of C3-C30.
Preferably, the formula (I) has a structure represented by the following formula (I-1) or (I-2):
wherein Ar is1Selected from the following groups:
Ar2、X1～X10are as defined in formula (I).
Preferably, the formula (II) has a structure represented by the following formula (II-1) or (II-2):
wherein Z is1-Z3、Ar11、R11-R15M, n and p are as defined in formula (II).
Further preferably, R is11And R12Each independently selected from one of substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C3-C60 heteroaryl;
ar is11Selected from one of the following substituted or unsubstituted groups: phenyl, biphenyl, pyridyl, pyrimidinyl, triazinyl, imidazolyl or thienyl;
when R is11、R12、Ar11When the above-mentioned substituent(s) is (are) present, the substituent(s) is (are) one selected from the group consisting of C1-C4 alkyl groups, C1-C4 alkoxy groups, C6-C30 aryl groups and C3-C30 heteroaryl groups.
In the present specification, the expression of Ca to Cb represents that the group has carbon atoms a to b, and unless otherwise specified, the carbon atoms do not generally include the carbon atoms of the substituents. In the present invention, unless otherwise specified, the chemical element expression generally includes the concept of the same chemical isotope, for example, the expression "hydrogen" also includes the concept of the same chemical "deuterium" or "tritium", and the carbon (C) includes12C、13C, etc., will not be described in detail.
In the structural formulae disclosed herein, the expression of the "-" underlined loop structure indicates that the linking site is at any position on the loop structure at which a bond can be formed.
In the present specification, unless otherwise specified, both aryl and heteroaryl groups include monocyclic and fused rings. The monocyclic aryl group means that at least one phenyl group is contained in the molecule, and when at least two phenyl groups are contained in the molecule, the phenyl groups are independent of each other and are linked by a single bond, such as phenyl, biphenylyl, terphenylyl, and the like, for example; the fused ring aryl group means that at least two benzene rings are contained in the molecule, but the benzene rings are not independent of each other, but common ring sides are fused with each other, and exemplified by naphthyl, anthryl and the like; monocyclic heteroaryl means that the molecule contains at least one heteroaryl group, and when the molecule contains one heteroaryl group and other groups (e.g., aryl, heteroaryl, alkyl, etc.), the heteroaryl and other groups are independent of each other and are linked by a single bond, illustratively pyridine, furan, thiophene, etc.; fused ring heteroaryl refers to a fused ring of at least one phenyl group and at least one heteroaryl group, or, fused ring of at least two heteroaryl rings, illustratively quinoline, isoquinoline, benzofuran, dibenzofuran, benzothiophene, dibenzothiophene, and the like
In the present specification, the substituted or unsubstituted C6 to C30 aryl group is preferably a C6 to C20 aryl group, and more preferably a group selected from the group consisting of phenyl, naphthyl, anthryl, benzanthryl, phenanthryl, benzophenanthryl, pyrenyl, gronyl, perylenyl, fluoranthenyl, tetracenyl, pentacenyl, benzopyrenyl, biphenyl, idophenyl, terphenyl, quaterphenyl, fluorenyl, spirobifluorenyl, dihydrophenanthryl, dihydropyrenyl, tetrahydropyrenyl, cis-or trans-indenofluorenyl, trimeric indenyl, isotrimeric indenyl, spirotrimeric indenyl, and spiroisotrimeric indenyl. Specifically, the biphenyl group is selected from 2-biphenyl, 3-biphenyl, and 4-biphenyl; terphenyl includes p-terphenyl-4-yl, p-terphenyl-3-yl, p-terphenyl-2-yl, m-terphenyl-4-yl, m-terphenyl-3-yl and m-terphenyl-2-yl; the naphthyl group includes a 1-naphthyl group or a 2-naphthyl group; the anthracene group is selected from 1-anthracene group, 2-anthracene group and 9-anthracene group; the fluorenyl group is selected from the group consisting of 1-fluorenyl, 2-fluorenyl, 3-fluorenyl, 4-fluorenyl, and 9-fluorenyl; the pyrenyl group is selected from 1-pyrenyl, 2-pyrenyl and 4-pyrenyl; the tetracene group is selected from the group consisting of 1-tetracene, 2-tetracene, and 9-tetracene. Preferred examples of the aryl group in the present invention include phenyl, biphenyl, terphenyl, naphthyl, anthryl, phenanthryl, indenyl, fluorenyl and its derivatives, fluoranthenyl, triphenylene, pyrenyl, perylenyl, perylene, and the like,
A group of the group consisting of a phenyl group and a tetracenyl group. The biphenyl group is selected from the group consisting of 2-biphenyl, 3-biphenyl, and 4-biphenyl; the terphenyl group includes p-terphenyl-4-yl, p-terphenyl-3-yl, p-terphenyl-2-yl, m-terphenyl-4-yl, m-terphenyl-3-yl and m-terphenyl-2-yl; the naphthyl group includes a 1-naphthyl group or a 2-naphthyl group; the anthracene group is selected from the group consisting of 1-anthracene group, 2-anthracene group, and 9-anthracene group; the fluorenyl group is selected from the group consisting of 1-fluorenyl, 2-fluorenyl, 3-fluorenyl, 4-fluorenyl and 9-fluorenyl; the fluorenyl derivative is selected from the group consisting of 9, 9-dimethylfluorene, 9-spirobifluorene and benzofluorene; the pyrenyl group is selected from the group consisting of 1-pyrenyl, 2-pyrenyl and 4-pyrenyl; the tetracenyl is selected from the group consisting of 1-tetracenyl, 2-tetracenyl, and 9-tetracenyl. The aryl group having C6 to C30 in the present invention may be a group in which the above groups are bonded by a single bond or/and condensed.
The heteroatom in the present invention is generally referred to as being selected from N, O, S, P, Si and Se, preferably from N, O, S.
In the present specification, the substituted or unsubstituted C3 to C60 heteroaryl group is preferably a C3 to C30 heteroaryl group, more preferably a nitrogen-containing heteroaryl group, an oxygen-containing heteroaryl group, a sulfur-containing heteroaryl group, and the like, and specific examples thereof include: furyl, thienyl, pyrrolyl, pyridyl, benzofuryl, benzothienyl, isobenzofuryl, isobenzothienyl, indolyl, isoindolyl, dibenzofuryl, dibenzothienyl, carbazolyl and derivatives thereof, quinolyl, isoquinolyl, acridinyl, phenanthridinyl, benzo-5, 6-quinolyl, benzo-6, 7-quinolyl, benzo-7, 8-quinolyl, phenothiazinyl, phenazinyl, pyrazolyl, indazolyl, imidazolyl, benzimidazolyl, naphthoimidazolyl, phenanthroimidazolyl, pyridoimidazolyl, pyrazinoimidazolyl, quinoxaloiyl, oxazolyl, benzoxazolyl, naphthooxazolyl, anthraoxazolyl, phenanthroizolyl, 1, 2-thiazolyl, 1, 3-thiazolyl, benzothiazolyl, pyridazinyl, A benzopyridazinyl group, a pyrimidyl group, a benzopyrimidinyl group, a quinoxalinyl group, a1, 5-diazananthracenyl group, a2, 7-diazpyrenyl group, a2, 3-diazpyrenyl group, a1, 6-diazpyrenyl group, a1, 8-diazpyrenyl group, a4, 5-diazepanyl group, a4, 5, 9, 10-tetraazaperyl group, a pyrazinyl group, a phenazinyl group, a phenothiazinyl group, a naphthyridinyl group, an azacarbazolyl group, a benzocarbazinyl group, a phenanthrolinyl group, a1, 2, 3-triazolyl group, a1, 2, 4-triazolyl group, a benzotriazolyl group, a1, 2, 3-oxadiazolyl group, a1, 2, 4-oxadiazolyl group, a1, 2, 5-thiadiazolyl group, 4-thiadiazolyl, 1, 3, 5-triazinyl, 1, 2, 4-triazinyl, 1, 2, 3-triazinyl, tetrazolyl, 1, 2, 4, 5-tetrazinyl, 1, 2, 3, 4-tetrazinyl, 1, 2, 3, 5-tetrazinyl, purinyl, pteridinyl, indolizinyl, benzothiadiazole, and the like. Preferred examples of the heteroaryl group in the present invention include furyl, thienyl, pyrrolyl, benzofuryl, benzothienyl, isobenzofuryl, indolyl, dibenzofuryl, dibenzothienyl, carbazolyl and derivatives thereof, wherein the carbazolyl derivative is preferably 9-phenylcarbazole, 9-naphthylcarbazole benzocarbazole, dibenzocarbazole or indolocarbazole. The heteroaryl group having C3-C60 in the present invention may be a group in which the above groups are bonded by a single bond or/and condensed.
Specific examples of the arylene group in the present invention include divalent groups obtained by removing one hydrogen atom from the above-mentioned examples of the aryl group. Specific examples of the heteroarylene group in the present invention include divalent groups obtained by removing one hydrogen atom from the above-mentioned examples of the heteroaryl group.
Examples of the aryloxy group in the present invention include monovalent groups composed of the above aryl group, heteroaryl group and oxygen.
Examples of the C6-C30 arylamino group in the present invention include: phenylamino, methylphenylamino, naphthylamino, anthrylamino, phenanthrylamino, biphenylamino and the like.
Examples of the heteroarylamino group having C3 to C30 in the present invention include: pyridylamino, pyrimidylamino, dibenzofuranylamino and the like.
The chain alkyl group mentioned in the present invention includes a straight chain alkyl group and a branched chain alkyl group unless otherwise specified. Specifically, the substituted or unsubstituted C1-C30 chain alkyl group is preferably a substituted or unsubstituted C1-C16 chain alkyl group, and more preferably a substituted or unsubstituted C1-C10 chain alkyl group. Examples of the substituted or unsubstituted C1-C10 chain alkyl group include: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, 2-methylbutyl, n-pentyl, sec-pentyl, neopentyl, n-hexyl, neohexyl, n-heptyl, n-octyl, 2-ethylhexyl and the like.
In the present invention, the cycloalkyl group includes monocycloalkyl and polycycloalkyl; wherein, monocycloalkyl refers to an alkyl group containing a single cyclic structure; refers to a structure formed by two or more than two cycloalkyl groups through sharing one or more carbon atoms on the ring; the C3-C20 cycloalkyl group is preferably cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, or the like.
In the present specification, examples of the alkoxy group having C1 to C10 include: methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, sec-butoxy, isobutoxy, tert-butoxy, pentyloxy, isopentyloxy, hexyloxy, heptyloxy, octyloxy, nonyloxy, decyloxy, undecyloxy, dodecyloxy and the like, among which methoxy, ethoxy, n-propoxy, isopropoxy, tert-butoxy, sec-butoxy, isobutoxy, isopentyloxy, more preferably methoxy.
Examples of the C1-C30 silyl group in the present specification include silyl groups substituted with the groups exemplified for the C1-C30 alkyl groups, and specific examples thereof include: methylsilyl, dimethylsilyl, trimethylsilyl, ethylsilyl, diethylsilyl, triethylsilyl, t-butyldimethylsilyl, t-butyldiphenylsilyl and the like.
In the present specification, examples of the halogen include: fluorine, chlorine, bromine, iodine, and the like.
More specifically, R is the above-mentioned21～R34The group (B) is preferably hydrogen, methyl, ethyl, n-propyl or isopropylA phenyl group, a naphthyl group, an anthryl group, a benzanthryl group, a phenanthryl group, a benzophenanthryl group, a pyrenyl group, a perylenyl group, a fluoranthenyl group, a tetracenyl group, a pentacenyl group, a benzopyrenyl group, a pyrenyl group, a perylenyl group, a fluoranthenyl group, a tetracenyl group, a pentacenyl group, a benzopyrenyl group, a biphenyl group, an idophenyl group, a terphenyl group, a quaterphenyl group, a fluorenyl group, a spirobifluorenyl group, a phenanthrenyl group, a dihydropyrenyl group, a tetrahydropyrenyl group, a cis-or trans-indenofluorenyl group, a trimeric indenyl group, an isotridecyl group, a spirotrimeric indenyl group, a spiroisotridecyl group, a furanyl group, a benzofuranyl group, an isobenzofuranyl group, a dibenzofuranyl group, a cyclopentyl group, a neopentyl group, a phenanthryl group, a, Thienyl, benzothienyl, isobenzothienyl, dibenzothienyl, pyrrolyl, isoindolyl, carbazolyl, indenocarbazolyl, pyridyl, quinolyl, isoquinolyl, acridinyl, phenanthridinyl, benzo-5, 6-quinolyl, benzo-6, 7-quinolyl, benzo-7, 8-quinolyl, pyrazolyl, indazolyl, imidazolyl, benzimidazolyl, naphthoimidazolyl, phenanthrimidazolyl, pyridoimidazolyl, pyrazinimidazolyl, quinoxalimidazolyl, oxazolyl, benzoxazolyl, naphthooxazolyl, anthraoxazolyl, phenanthroxazolyl, 1, 2-thiazolyl, 1, 3-thiazolyl, benzothiazolyl, pyridazinyl, pyrimidinyl, benzopyrimidinyl, quinoxalinyl, 1, 5-diazahnthracenyl, 2, 7-diazenylene group, 2, 3-diazenylene group, 1, 6-diazenylene group, 1, 8-diazenylene group, 4, 5, 9, 10-tetraazaperyl group, pyrazinyl group, phenazinyl group, phenothiazinyl group, naphthyridinyl group, azacarbazolyl group, benzocarbazinyl group, phenanthrolinyl group, 1, 2, 3-triazolyl group, 1, 2, 4-triazolyl group, benzotriazolyl group, 1, 2, 3-oxadiazolyl group, 1, 2, 4-oxadiazolyl group, 1, 2, 5-oxadiazolyl group, 1, 2, 3-thiadiazolyl group, 1, 2, 4-thiadiazolyl group, 1, 2, 5-triazinyl group, 1, 2, 4-triazinyl group, 1, 2, 3-triazinyl, tetrazolyl, 1, 2, 4, 5-tetrazinyl, 1, 2, 3, 4-tetrazinyl, 1, 2, 3, 5-tetrazinylOne of an oxazinyl group, a purinyl group, a pteridinyl group, an indolizinyl group, a benzothiadiazolyl group, or a combination selected from the two groups.
In the present invention, the "substituted or unsubstituted" group may be substituted with one substituent or a plurality of substituents, and when a plurality of substituents are present, different substituents may be selected from the group.
Still preferably, in the organic electroluminescent device according to the present invention, the first host compound PH1 is selected from any one of the compounds represented by a1 to a50, the second host compound PH2 is selected from any one of the compounds represented by B1 to B34, and the electron blocking layer employs a compound EBL1 selected from any one of the compounds represented by C1 to C2243 or a combination of two compounds.
The invention provides a novel organic electroluminescent device, which is characterized in that a material shown in a formula (I) is selected as a first host compound PH1, a material shown in a formula (II) is selected as a second host compound PH2, the two types of host compounds are mixed to be used as a host material in a luminescent layer of the device, then a guest dye of the luminescent layer is doped to form the luminescent layer, meanwhile, the material shown in the formula (III) is used as a compound EBL1 and is used as an electron blocking layer material of the device, the injection of carriers in the luminescent layer of the device can be balanced by the matching scheme of the luminescent layer material and the electron blocking layer material, the stability of the device is enhanced, and therefore, the driving voltage of the device can be reduced, the luminescent efficiency is improved, and the service life of the device is prolonged.
Preferably, the pH1 and the pH2 are at
The difference in the vapor deposition temperature is within 20 ℃.
In a preferable scheme, the evaporation temperature difference of the selected compounds PH1 and PH2 is small, so that premixing of two materials PH1 and PH2 can be realized, and the use cost is prevented from being increased.
In the present invention, the compound C963 is preferably used as a material of an electron blocking layer, A20 is used as a first host compound, B32 is used as a second host compound, and the vapor deposition temperatures of A20 and B32 are 195 ℃ and 179 ℃ respectively, and the difference is within 20 ℃, so that premixing can be realized.
Preferably, in the light-emitting layer, the molar mass ratio of the first host compound PH1 to the second host compound PH2 is 1:9 to 9:1, such as 1:9, 2: 8. 3: 7. 4: 6. 6: 4. 7: 3. 8: 2. 9:1, and preferably 3:7 to 7: 3.
In the preparation process of the organic electroluminescent device, before the luminescent layer, the PH1 and PH2 materials are preferably premixed according to the molar mass ratio of 1: 9-9: 1 to obtain a mixture of PH1 and PH2, and then the mixture is evaporated together to be used as a main material of the luminescent layer.
Preferably, the organic functional layer further includes a hole injection layer, a hole transport layer, an electron transport layer, and an electron injection layer.
The organic electroluminescent device is prepared by a vacuum evaporation method, can also be prepared by other methods, and is not limited to vacuum deposition. The invention is illustrated only with devices prepared by vacuum deposition.
The preparation method comprises the steps of cleaning a substrate, drying, pretreating, putting the substrate into a cavity, and sequentially carrying out vacuum deposition on a hole injection layer, a hole transport layer, a luminescent layer, an electron transport layer (electron injection layer), a cathode and a light extraction layer.
The substrate is a rigid substrate or a flexible substrate, the rigid substrate comprises a glass substrate, a Si substrate and the like, and the flexible substrate comprises a polyvinyl alcohol (PVA) film, a Polyimide (PD) film, a Polyester (PET) film and the like; the substrate of the present invention is preferably a rigid glass substrate.
The anode may preferably be a conductive compound, alloy, metal or mixture of such materials having a large work function. Inorganic materials including metals or metal oxides, laminates of metals and metals or metals and non-metals, and the like, metal oxides including Indium Tin Oxide (ITO), zinc oxide (ZnO), Indium Zinc Oxide (IZO), tin oxide (SnO), and the like, metals including gold, silver, copper, aluminum, and the like having a high work function; ITO is preferred as the anode of the present invention.
The hole injection layer may be a single compound material or a combination of a plurality of compounds. For example, the hole injection layer may employ one or more compounds of HT-1 to HT-51 described below, or employ one or more compounds of HI-1 to HI-3 described below; one or more of the compounds HT-1 to HT-51 may also be used to dope one or more of the compounds HI-1 to HI-3 described below.
The material of the hole transport layer may be selected from, but is not limited to, phthalocyanine derivatives such as CuPc, conductive polymers or polymers containing conductive dopants such as polyphenylene ethylene, polyaniline/dodecylbenzene sulfonic acid (Pani/DBSA), poly (3, 4-ethylenedioxythiophene)/poly (4-styrenesulfonate) (PEDOT/PSS), polyaniline/camphorsulfonic acid (Pani/CSA), polyaniline/poly (4-styrenesulfonate) (Pani/PSS), aromatic amine derivatives such as compounds shown below in HT-1 to HT-51; or any combination thereof.
The light-emitting layer includes a light-emitting dye (i.e., dopant) that can emit different wavelength spectra, and may also include a Host material (Host). The light emitting layer may be a single color light emitting layer emitting a single color of red, green, blue, or the like. The single color light emitting layers of a plurality of different colors may be arranged in a planar manner in accordance with a pixel pattern, or may be stacked to form a color light emitting layer. When the light emitting layers of different colors are stacked together, they may be spaced apart from each other or may be connected to each other. The light-emitting layer may be a single color light-emitting layer capable of emitting red, green, blue, or the like at the same time.
As a guest material of the phosphorescent light-emitting layer, green light is selected from any one or at least two combinations of the following compounds represented by GPD-1 to GPD-47, and red light is selected from any one or at least two combinations of the following compounds represented by RPD-1 to RPD-28:
the OLED organic material layer may further include an electron transport region between the light emitting layer and the cathode. The electron transport region may be an Electron Transport Layer (ETL) of a single-layer structure including a single-layer electron transport layer containing only one compound and a single-layer electron transport layer containing a plurality of compounds. The electron transport region may also be a multilayer structure including at least one of an Electron Injection Layer (EIL), an Electron Transport Layer (ETL), and a Hole Blocking Layer (HBL).
In one aspect of the invention, the electron transport layer material may be selected from, but is not limited to, the combination of one or more of ET-1 through ET-73 listed below.
The cathode is magnesium silver mixture, metal such as LiF/Al, ITO and the like, metal mixture, oxide and the like, and LiF/Al is preferred in the invention.
Compared with the prior art, the invention has the following beneficial effects:
the invention provides a novel organic electroluminescent device, which is characterized in that materials shown in a formula (I) or a formula (II) are selected to be mixed as a host of a luminescent layer, a guest dye of the luminescent layer is doped to form the luminescent layer, and a compound shown in a formula (III) is matched as an electron blocking layer, so that the performance superior to that of other materials matched with the luminescent layer can be exerted, current carriers can be further balanced, the stability of the device is enhanced, the luminescent efficiency of the device is improved, the driving voltage is reduced, and the service life is prolonged.
Drawings
Fig. 1 is a schematic structural view of an organic electroluminescent device provided in embodiment 1 of the present invention;
the organic electroluminescent material comprises a 1-anode, a 2-hole injection layer, a 3-hole transport layer, a 4-electron barrier, a 5-light emitting layer, a 6-electron transport layer, a 7-electron injection layer and an 8-cathode.
Detailed Description
For the purpose of facilitating an understanding of the present invention, the present invention will now be described by way of examples. It should be understood by those skilled in the art that the examples are only for the understanding of the present invention and should not be construed as the specific limitations of the present invention.
The compounds belonging to the general formula (III) used in the following examples were prepared by the methods disclosed in patent application CN 110317139A, and can be prepared by other prior art by those skilled in the art, and the preparation method of the present invention is not described in detail.
Example 1
The embodiment provides an organic electroluminescent device, and the preparation method comprises the following steps:
on an anode glass substrate having a film thickness of 150nm and formed thereon Indium Tin Oxide (ITO)/Ag/Indium Tin Oxide (ITO), a vacuum deposition method was used to obtain a glass substrate having a vacuum degree of less than 1X 10-5And depositing each film layer under Pa. First, a thin film of a mixture of hole injection layers HT-4 and HI-3 was formed on ITO at a ratio of evaporation rates of HT-4 and HI-3 of 1:0.03 and HT-4 of
The total thickness is 10 nm; then 60nm HT-4 is deposited as hole transport layer at a rate of
Evaporating 5nm of C963 as an electron blocking layer on the hole transport layer HT-4; the host material in the luminescent layer is a mixture of A20 and B32, and the molar mass ratio of A20 to B32 in the mixture of A20 and B32 is 6: 4, the guest material is GPD-12, the mixture of (A20, B32 mixture) and GPD-12 is co-evaporated from different evaporation sources to form a green light emitting layer of 40nm, the ratio of the evaporation rates of the mixture of A20 and B32 to the evaporation rate of the dye GPD-12 is 1:0.1, and the evaporation rates of the mixture of A20 and B32 are 1:0.1
Then an ET-69: ET-57 (ratio 1: 1, molar mass ratio) with a thickness of 25nm is deposited as an electron transport layer, the ET-69 evaporation rate being
Then depositing 1nm LiF as an electron injection layer with the evaporation rate of
With a thickness of 150nmThe Al layer serves as the cathode of the device.
The organic electroluminescent device provided in example 1 has a structure as shown in fig. 1, and includes an anode 1, a hole injection layer 2, a hole transport layer 3, an electron blocking layer, 4, a light-emitting layer 5, an electron transport layer 6, an electron injection layer 7, and a cathode 8.
Example 2
The difference from example 1 is only that the molar mass ratio of A20 to B32 in the mixture of A20 and B32 is 1: 9.
example 3
The difference from example 1 is only that the molar mass ratio of A20 to B32 in the mixture of A20 and B32 is 2: 8.
example 4
The difference from example 1 is only that the molar mass ratio of A20 to B32 in the mixture of A20 and B32 is 3: 7.
example 5
The only difference from example 1 is that the molar mass ratio of A20 to B32 in the mixture of A20 and B32 is 4: 6.
example 6
The only difference from example 1 is that the molar mass ratio of A20 to B32 in the mixture of A20 and B32 is 7: 3.
example 7
The only difference from example 1 is that the molar mass ratio of A20 to B32 in the mixture of A20 and B32 is 8: 2.
example 8
The difference from example 1 is only that the molar mass ratio of A20 to B32 in the mixture of A20 and B32 is 9: 1.
example 9
The difference from the embodiment 1 is only that the host material of the luminescent layer is a mixture of A20 and B2, and the molar mass ratio of A20 to B2 in the mixture of A20 and B2 is 6: 4.
Example 10
The difference from the embodiment 1 is only that the host material of the luminescent layer is a mixture of A7 and B33, and the molar mass ratio of A7 to B33 in the mixture of A7 and B33 is 6: 4.
Example 11
The difference from the embodiment 1 is only that the main body material of the light-emitting layer is a mixture of A20 and B5, and the molar mass ratio of A20 to B5 in the mixture of A20 and B5 is 6: 4.
Example 12
The difference from the embodiment 1 is only that the material of the electron blocking layer is C266, the material of the main body of the luminescent layer is a mixture of A7 and B2, and the molar mass ratio of A7 to B2 in the mixture of A7 and B2 is 6: 4.
example 13
The difference from the embodiment 1 is only that the material of the electron blocking layer is C580, the material of the main body of the light-emitting layer is a mixture of A33 and B8, and the molar mass ratio of A33 to B8 in the mixture of A33 and B8 is 6: 4.
example 14
The difference from the embodiment 1 is only that the material of the electron blocking layer is C1345, the material of the main body of the luminescent layer is a mixture of A42 and B28, and the molar mass ratio of A42 to B28 in the mixture of A42 and B28 is 6: 4.
example 15
The difference from the embodiment 1 is only that the material of the electron blocking layer is C1394, the main material of the light-emitting layer is a mixture of A47 and B33, and the molar mass ratio of A47 to B33 in the mixture of A47 and B33 is 6: 4.
example 16
The difference from the embodiment 1 is only that the host material in the luminescent layer is a mixture of A20 and B32, and the molar mass ratio of A20 to B32 in the mixture of A20 and B32 is 6: 4, the guest material is RPD-10, co-evaporated from different evaporation sources (A20, B32 mixture), the evaporation rate ratio of the mixture of RPD-10, A20, B32 and the dye RPD-10 is 1:0.03, and the red light emitting layer is 40 nm.
Example 17
The difference from the embodiment 16 is only that the material of the electron blocking layer is C266, the material of the main body of the luminescent layer is a mixture of A7 and B2, and the molar mass ratio of A7 to B2 in the mixture of A7 and B2 is 6: 4.
example 18
The difference from the embodiment 16 is only that the material of the electron blocking layer is C580, the material of the main body of the light-emitting layer is a mixture of A33 and B8, and the molar mass ratio of A33 to B8 in the mixture of A33 and B8 is 6: 4.
example 19
The only difference from example 16 is that the molar mass ratio of A20 to B32 in the mixture of A20 and B32 is 1: 9.
example 20
The only difference from example 16 is that the molar mass ratio of A20 to B32 in the mixture of A20 and B32 is 3: 7.
example 21
The only difference from example 16 is that the molar mass ratio of A20 to B32 in the mixture of A20 and B32 is 7: 3.
example 22
The only difference from example 16 is that the molar mass ratio of A20 to B32 in the mixture of A20 and B32 is 9: 1.
comparative example 1
The difference from the embodiment 1 is only that the main material of the light-emitting layer is A20 and a compound-3 mixture, and the molar mass ratio of A20 to the compound-3 in the mixture is 6: 4. Compound-3 has the structure:
comparative example 2
The difference from the example 1 is only that the host material of the light-emitting layer is a mixture of compounds-1 and B5, and the molar mass ratio of the compound-1: B5 in the mixture is 6: 4. Compound-1 has the structure:
comparative example 3
The difference from the embodiment 1 is only that the host material of the light-emitting layer is a mixture of a compound-1 and a compound-4, and the molar mass ratio of the compound-1 to the compound-4 in the mixture is 6: 4. compound-4 has the structure:
comparative example 4
The difference from the embodiment 1 is only that the host material of the light-emitting layer is a mixture of a compound-2 and a compound-3, and the molar mass ratio of the compound-2 to the compound-3 in the mixture is 6: 4. compound-2 has the structure:
comparative example 5
The only difference from example 1 is that the electron barrier material is HT 51. HT51 has the structure:
comparative example 6
The only difference from example 1 is that the host material in the light-emitting layer was replaced with a20 from a mixture of a20 and B32.
Comparative example 7
The only difference from example 1 is that the host material in the light-emitting layer was replaced with B32 from a mixture of a20 and B32.
Comparative example 8
The difference from example 1 is only that the molar mass ratio of the host material a20, B32 mixture in the light-emitting layer is 1: 10.
comparative example 9
The difference from example 1 is only that the molar mass ratio of the host material a20, B32 mixture in the light-emitting layer is 10: 1.
comparative example 10
Only the difference from example 15 is that the molar mass ratio of the host material a20, B32 mixture in the light-emitting layer is 1: 10.
comparative example 11
Only the difference from example 15 is that the molar mass ratio of the host material a20, B32 mixture in the light-emitting layer is 10: 1.
comparative example 12
Only the difference from example 15 is that the host material in the light-emitting layer was replaced with a20, compound-3 mixture from a20, B32 mixture, the molar mass ratio of a20: compound-3 in the mixture was 6: 4.
performance testing
(1) At the same brightness, a PR 750 type light from Photo Research was used
The drive voltage and current efficiency and the lifetime of the organic electroluminescent devices prepared in examples and comparative examples were measured by a radiometer, a ST-86LA type luminance meter (photoelectric instrument factory of university of beijing) and a Keithley4200 test system. Specifically, the green luminance of the organic electroluminescent device was measured to be 10000cd/m as the voltage was raised at a rate of 0.1V per second2The red light brightness is 3000cd/m2The voltage at that time is the driving voltage (V), and the current density at that time is measured; the ratio of brightness to current density is the current efficiency (CE, cd/A);
(2) the life test of LT97 is as follows: using ST-86LA type brightness meter (Beijing university of teachers and universities optoelectronic Instrument factory) to obtain green light at 20000cd/m2Red light at 10000cd/m2At luminance, the time for which the luminance of the organic electroluminescent device decreased to 97% of the initial luminance was measured while maintaining a constant current, and the data given in table 1 are relative values of the life of the example or comparative example 1.
The test results are shown in table 1.
TABLE 1
As can be seen from table 1, the invention can reduce the driving voltage, improve the current efficiency, significantly improve the lifetime, and improve the yield of the OLED display device by mixing two materials, namely PH1 and PH2, as the host material of the light emitting layer and using the EBL1 material as the electron blocking layer.
The applicant states that the present invention is illustrated by the above examples to show the detailed process equipment and process flow of the present invention, but the present invention is not limited to the above detailed process equipment and process flow, i.e. it does not mean that the present invention must rely on the above detailed process equipment and process flow to be implemented. It should be understood by those skilled in the art that any modification of the present invention, equivalent substitutions of the raw materials of the product of the present invention, addition of auxiliary components, selection of specific modes, etc., are within the scope and disclosure of the present invention.
Claims (10)
1. An organic electroluminescent device, comprising a first electrode, a second electrode and an organic layer between the first electrode and the second electrode, wherein the organic layer comprises an electron blocking layer and a light emitting layer, the light emitting layer comprises a host material, the host material comprises a first host compound PH1 and a second host compound PH2, the electron blocking layer comprises a compound EBL1, and the compound PH1 has a structure shown in formula (I):
formula (a) is fused at a to formula (I);
in the formula (I), Ar1Is a terphenyl group;
Ar2one selected from substituted or unsubstituted C1-C20 chain alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C1-C20 silyl, substituted or unsubstituted C6-C60 aryl and substituted or unsubstituted C3-C60 heteroaryl;
said X1～X10Independently selected from CR1Or N, said R1Independently selected from hydrogen, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C20 chain alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C1-C20 silyl, substituted or unsubstituted C6-C60 arylamino, substituted or unsubstituted C3-C60 heteroarylamino, substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C3-C60One of the heteroaryl, said R1Independently with the attached aromatic or heteroaromatic ring to form a ring or not;
the second host compound PH2 has a structure shown in a formula (II);
formula (b) is fused at b or c to formula (II);
wherein, Z1-Z3Represents CR2Or N, at least one is a nitrogen atom, the R2Independently selected from one of hydrogen, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C20 chain alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C1-C20 silyl, substituted or unsubstituted C6-C60 arylamino, substituted or unsubstituted C3-C60 heteroarylamino, substituted or unsubstituted C6-C60 aryl and substituted or unsubstituted C3-C60 heteroaryl, wherein R is a substituent selected from the group consisting of hydroxyl, amino, substituted or unsubstituted C1-C20 chain alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C1 alkoxy, substituted or unsubstituted C1-C20 silyl, substituted or unsubstituted C6-C60 arylamino, substituted or unsubstituted C3-C60 heteroarylamino, substituted or unsubstituted C6-C60 aryl, and substituted or unsubstituted C3-C60 heteroaryl2Independently with the linked aromatic or heteroaromatic ring to form a ring or not;
Ar11one selected from substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C3-C60 heteroaryl;
R11、R12、R13、R14、R15each independently selected from hydrogen, halogen, cyano, nitro, hydroxyl, amino, substituted or unsubstituted C1-C20 chain alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C1-C20 silyl, substituted or unsubstituted C6-C60 arylamino, substituted or unsubstituted C3-C60 heteroarylamino, substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C3-C60 heteroaryl, m, n and p are each independently selected from 1 to the maximum allowable integer value;
the compound EBL1 has a structure shown as the formula (III):
in the formula (III), X is selected from O, S, CR25R26、NR27Or SiR28R29；
L21One selected from single bond, substituted or unsubstituted arylene of C6-C30 and substituted or unsubstituted C3-C30 heteroarylene;
Ar21one selected from substituted or unsubstituted C6-C30 aryl, and substituted or unsubstituted C3-C30 heteroaryl;
R21、R22and R23Each independently is one selected from hydrogen, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C1-C30 alkoxy, substituted or unsubstituted C3-C30 cycloalkyl, substituted or unsubstituted C1-C30 silyl and carbonyl; d. e, f and g are each independently selected from zero to a maximum desirable integer value;
R24one selected from substituted or unsubstituted C6-C30 aryl and substituted or unsubstituted C3-C30 heteroaryl, and R24Can be linked to benzene rings via-O-, -S-, -CR30R31-、-NR32-or-SiR33R34-linked to form a ring;
r is as defined above25To R34Each independently selected from one or more of hydrogen, C1-C18 alkyl, C1-C18 alkoxy, C3-C30 naphthenic base, C2-C18 alkenyl, C2-C18 alkynyl, halogen, cyano, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, substituted or unsubstituted C6-C30 arylamine and substituted or unsubstituted C3-C30 heteroarylamine;
when the substituent exists in the groups, the substituent groups are respectively and independently selected from one or more of halogen, alkyl of C1-C10, cycloalkyl of C3-C10, alkenyl of C2-C10, alkoxy or thioalkoxy of C1-C6, cyano, nitro, amino, carboxyl, carbonyl, ester group, aryl of C6-C30 and heteroaryl of C3-C30.
2. The organic electroluminescent device according to claim 1, wherein the formula (i) has a structure represented by the following formula (i-1) or (i-2):
wherein Ar is1Selected from the following groups:
Ar2、X1～X10are as defined in formula (I).
3. The organic electroluminescent device according to claim 1, wherein the formula (ii) has a structure represented by the following formula (ii-1) or (ii-2):
wherein Z is1-Z3、Ar11、R11-R15M, n and p are as defined in formula (II).
4. The organic electroluminescent device according to claim 1, wherein R is11And R12Each independently selected from one of substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C3-C60 heteroaryl;
ar is11Selected from one of the following substituted or unsubstituted groups: phenyl, biphenyl, pyridyl, pyrimidinyl, triazinyl, imidazolyl or thienyl;
when R is11、R12、Ar11When the above-mentioned substituent(s) is (are) present, the substituent(s) is (are) one selected from the group consisting of C1-C4 alkyl groups, C1-C4 alkoxy groups, C6-C30 aryl groups and C3-C30 heteroaryl groups.
5. The organic electroluminescent device as claimed in claim 1, wherein the compound PH1 is selected from any one of the following compounds represented by a1 to a 50:
6. the organic electroluminescent device as claimed in claim 1, wherein the compound PH2 is selected from any one of the following compounds represented by B1 to B34:
7. the organic electroluminescent device according to claim 1, wherein the compound EBL1 is selected from any one or a combination of two of the following compounds represented by C1 to C2243:
8. the organic electroluminescent device as claimed in claim 1, wherein the molar mass ratio of the first host compound PH1 to the second host compound PH2 in the light-emitting layer is 1:9 to 9: 1;
preferably, the molar mass ratio of the first host compound PH1 to the second host compound PH2 is 3: 7-7: 3.
9. The organic electroluminescent device as claimed in claim 1, wherein the evaporation temperature difference between the first host compound PH1 and the second host compound PH2 is less than 20 ℃.
10. The organic electroluminescent device according to claim 1, wherein the organic layer further comprises at least one of a hole injection layer, a hole transport layer, an electron transport layer, and an electron injection layer.
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Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107200743A (en) * | 2016-03-16 | 2017-09-26 | 环球展览公司 | Composition, organic light emitting apparatus and its manufacture method and consumer product |
| CN110317139A (en) * | 2019-05-09 | 2019-10-11 | 北京鼎材科技有限公司 | A kind of compound and its application and the organic electroluminescence device comprising the compound |
| CN110890472A (en) * | 2018-09-11 | 2020-03-17 | 环球展览公司 | Organic electroluminescent material and device |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN107200743A (en) * | 2016-03-16 | 2017-09-26 | 环球展览公司 | Composition, organic light emitting apparatus and its manufacture method and consumer product |
| CN110890472A (en) * | 2018-09-11 | 2020-03-17 | 环球展览公司 | Organic electroluminescent material and device |
| CN110317139A (en) * | 2019-05-09 | 2019-10-11 | 北京鼎材科技有限公司 | A kind of compound and its application and the organic electroluminescence device comprising the compound |
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