Organic light-emitting device

Abstract

The invention provides an organic light-emitting device, and belongs to the technical field of organic electroluminescence. The organic light-emitting device provided by the invention comprises the nucleation inhibition layer containing the heterocyclic compound, and the nucleation inhibition layer enables the device to have relatively high light transmittance, so that the performance of the device can be effectively improved. The organic light-emitting device has good application effect and industrialization prospect.

Description

Technical Field

[0001] The present invention relates to the technical field of organic electroluminescence, and in particular to an organic light-emitting device. Background Art

[0002] Organic light-emitting diodes (OLEDs) have attracted significant attention due to their wide viewing angles, excellent contrast, fast response speed, high brightness, low drive voltage, and flexibility. Currently, OLED displays are widely used in display panels for mobile phones, tablets, televisions, and automotive applications.

[0003] OLED devices are generally classified as bottom-emitting or top-emitting, differing in the direction of light emission from the device. In bottom-emitting devices, light generated by the radiative recombination process is emitted toward the device's base substrate, while in top-emitting devices, light is emitted away from the base substrate. Therefore, in bottom-emitting devices, the electrode closest to the base substrate is generally transparent or semi-transparent, while in top-emitting devices, the electrode away from the base substrate is often transparent or semi-transparent, thereby reducing light attenuation. Depending on the specific device structure, either the anode or cathode can serve as the transmissive electrode in both top-emitting and bottom-emitting devices.

[0004] Materials commonly used to form transmissive electrodes include transparent conductive oxides (TCOs), such as indium tin oxide (ITO) and zinc oxide (ZnO), or thin films, such as thin films formed by depositing thin layers of silver (Ag), aluminum (Al), or various metal alloys, such as magnesium silver (Mg:Ag) alloy and ytterbium silver (Yb:Ag) alloy, with a composition volume ratio of about 1:9 to about 9:1. Multilayer electrodes including two or more layers of TCO and / or metal films can also be used. Thin films of up to about tens of nanometers help to improve electrode transparency and provide the electrode with good optical properties (for example, reducing the microcavity effect). However, the reduction in the thickness of the transmissive electrode is accompanied by an increase in the sheet resistance, which will cause the device to produce a larger current-resistance (IR) drop, thereby affecting the device's luminous efficiency and performance.

[0005] To reduce the impact of IR drop on devices, an auxiliary electrode is typically introduced into the device. This can be achieved by depositing a conductive coating that is electrically connected to the transmissive electrode of the OLED device. A nucleation inhibition layer is also typically introduced to inhibit metal deposition on the surface of the thin layer, thereby ensuring that the conductive coating is primarily deposited in other areas of the device. However, the nucleation inhibition layers currently used in most devices are not ideal for inhibiting metal deposition on the surface of the thin layer. Therefore, the development of organic light-emitting devices with a nucleation inhibition layer that performs well is essential. Summary of the Invention

[0006] In response to the problems existing in the prior art, the present invention provides an organic light-emitting device and a heterocyclic compound used in a nucleation inhibition layer thereof, which suppresses the deposition of metal on the surface of the thin layer by improving the nucleation inhibition layer, thereby effectively improving the device performance.

[0007] The present invention provides an organic light-emitting device, comprising a substrate, an anode disposed on the substrate, an organic layer disposed on the anode, a cathode disposed on the organic layer, and a nucleation inhibition layer disposed on a side of the cathode facing away from or close to the anode, wherein the nucleation inhibition layer comprises a heterocyclic compound represented by Formula 1.

[0008]

[0009] Said Y is selected from O or S;

[0010] The x are the same or different and are selected from CR1 or N, and the x connected to L1 and L2 are selected from C atoms;

[0011] The R1s are the same or different and are selected from any one of hydrogen, deuterium, halogen, cyano, trifluoromethyl, nitro, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C2-C12 heterocycloalkyl, substituted or unsubstituted C3-C12 cycloalkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, a fused ring group of a substituted or unsubstituted C3-C12 alicyclic ring and a C6-C30 aromatic ring, a fused ring group of a substituted or unsubstituted C3-C12 alicyclic ring and a C2-C30 heteroaromatic ring, and a substituted or unsubstituted silyl group, or two adjacent R1s are connected to form a substituted or unsubstituted ring;

[0012] The L1 and L2 are the same or different and are selected from any one or a combination of a single bond, a substituted or unsubstituted C6-C30 arylene group, a substituted or unsubstituted C2-C30 heteroarylene group, a substituted or unsubstituted C3-C12 alicyclic group and a C6-C30 aromatic ring sub-condensed ring group, and a substituted or unsubstituted C3-C12 alicyclic group and a C2-C30 heteroaromatic ring sub-condensed ring group;

[0013] The Ar1 and Ar2 are the same or different and are selected from any one of a substituted or unsubstituted C3-C12 cycloalkyl group, a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C3-C12 alicyclic group and a fused cyclic group of a C6-C30 aromatic ring;

[0014] At least one of R1, L1, L2, Ar1, Ar2 is Substitution; the R2 to R4 are the same or different and are any one selected from hydrogen, deuterium, substituted or unsubstituted C1 to C12 alkyl, substituted or unsubstituted C3 to C12 cycloalkyl, substituted or unsubstituted C2 to C12 heterocycloalkyl, substituted or unsubstituted C6 to C30 aryl, substituted or unsubstituted C2 to C30 heteroaryl, a fused ring group of a substituted or unsubstituted C3 to C12 alicyclic ring and a C6 to C30 aromatic ring, and a fused ring group of a substituted or unsubstituted C3 to C12 alicyclic ring and a C2 to C30 heteroaromatic ring.

[0015] The present invention also provides use of the heterocyclic compound represented by Formula 1 as a nucleation inhibition layer material in an organic light-emitting device.

[0016] The present invention also provides the use of the heterocyclic compound represented by Formula 1 in preparing a nucleation inhibition layer in an organic light-emitting device.

[0017] Beneficial effects of the present invention:

[0018] The organic light-emitting device provided by the present invention has a nucleation inhibition layer comprising the heterocyclic compound described in the present invention, which can effectively inhibit the deposition of metal on the surface of the thin layer, ensuring that the conductive coating is deposited in other areas of the device while significantly improving the light transmittance of the device. DETAILED DESCRIPTION

[0019] In order to make the purpose, technical solutions and advantages of the embodiments of the present invention clearer, the technical solutions of the embodiments of the present invention will be clearly and completely described below in conjunction with specific embodiments. Obviously, the described embodiments are part of the embodiments of the present invention, not all of the embodiments. And in the absence of conflict, the embodiments of the present invention and the features in the embodiments can be combined with each other. Based on the described embodiments of the present invention, all other embodiments obtained by ordinary technicians in this field without creative work are within the scope of protection of the present invention.

[0020] Unless otherwise defined, technical or scientific terms used in the present invention shall have the same meaning as commonly understood by one of ordinary skill in the art to which the present invention belongs.

[0021] When describing the structural elements of the present invention, the terms "first," "second," and similar terms used herein do not denote any order, quantity, or importance; they are simply used to distinguish different parts. As used herein, terms such as "include" or "comprising" mean that the device or object listed before the term encompasses the devices or objects listed after the term, and their equivalents, without excluding other devices or objects. Terms such as "connected" or "connected" are not limited to physical or mechanical connections but may include electrical connections, whether direct or indirect. Terms such as "inside," "outside," "above," and "below" are used solely to indicate relative positional relationships; if the absolute position of the described structural elements changes, the relative positional relationship may also change accordingly. Furthermore, when a structural element such as a layer, film, region, or plate is located "above" another structural element, this should be understood not only as being "directly above" the other structural element, but also as meaning that there are other structural elements intervening. Conversely, when a structural element is located "directly above" another structural element, it should be understood that there are no other structural elements intervening.

[0022] In the compounds herein, any atom not designated as a specific isotope is included as any stable isotope of that atom, and includes atoms at both their natural isotopic abundance and unnatural abundance. As used herein, "H," "hydrogen," and "hydrogen atom" refer to isotopes having different numbers of neutrons, including protium, deuterium, and tritium.

[0023] In the present specification, "*-" means a portion connecting to another substituent.

[0024] In the present specification, when the position of a substituent on a ring is not fixed, it means that it can be attached to any of the corresponding optional positions of the ring.

[0025] For example, Can represent Can represent Can represent And so on.

[0026] In this specification, when a substituent or a bond at a connection site runs through two or more rings, it indicates that it can be connected to any of the two or more rings, specifically any of the corresponding optional sites of the rings. Can represent Can represent Can represent And so on.

[0027] The halogen mentioned in the present invention refers to fluorine, chlorine, bromine and iodine;

[0028] The alkyl group described in the present invention refers to a monovalent group formed by removing a hydrogen atom from an alkane molecule, and can be a straight-chain alkyl group or a branched-chain alkyl group, preferably having 1 to 25 carbon atoms, preferably 1 to 12 carbon atoms, more preferably 1 to 10 carbon atoms, and particularly preferably 1 to 6 carbon atoms. Examples may include, but are not limited to, methyl, ethyl, propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, pentyl, isopentyl, hexyl, and the like.

[0029] The alkenyl group described in the present invention refers to a monovalent group formed by removing a hydrogen atom from an olefin molecule, preferably having 1 to 25 carbon atoms, preferably 1 to 12 carbon atoms, more preferably 1 to 10 carbon atoms, and particularly preferably 1 to 6 carbon atoms. Examples may include ethenyl, propenyl, butenyl, pentenyl, hexenyl, heptenyl, etc., but are not limited thereto.

[0030] The cycloalkyl group described in the present invention refers to a monovalent group formed by removing one hydrogen atom from a cycloalkane molecule, preferably having 3 to 20 carbon atoms, preferably 3 to 15 carbon atoms, more preferably 3 to 12 carbon atoms, and most preferably 3 to 7 carbon atoms. Examples may include, but are not limited to, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, cyclooctyl, adamantyl, and norbornyl.

[0031] The heterocycloalkyl group described in the present invention refers to a monovalent group formed by removing one hydrogen atom from a heterocycloalkane molecule, wherein the heteroatom may be one or more of N, O, S, Si, Se, and Te, preferably having 3 to 20 carbon atoms, preferably 3 to 15 carbon atoms, more preferably 3 to 12 carbon atoms, and most preferably 3 to 7 carbon atoms. Examples may include azetidinyl, tetrahydropyrrolyl, piperidinyl, tetrahydrofuranyl, tetrahydrothienyl, silanyl, tetrahydroselenophenyl, tetrahydropyranyl, sulfide cyclopentanyl, silanyl, selenyl cyclohexanyl, etc., but are not limited thereto.

[0032] The cycloalkenyl group described in the present invention refers to a monovalent group formed by removing one hydrogen atom from a cycloalkene molecule, preferably having 3 to 20 carbon atoms, preferably 3 to 15 carbon atoms, more preferably 3 to 12 carbon atoms, and most preferably 3 to 7 carbon atoms. Examples may include cyclobutenyl, cyclopentenyl, cyclohexenyl, cycloheptenyl, etc., but are not limited thereto.

[0033] The aryl group described in the present invention refers to a monovalent group formed by removing a hydrogen atom from the aromatic carbon nucleus of an aromatic hydrocarbon molecule, and may be a monocyclic aryl group, a polycyclic aryl group, or a condensed ring aryl group, preferably having 6 to 30 carbon atoms, preferably 6 to 18 carbon atoms, more preferably 6 to 14 carbon atoms, and most preferably 6 to 12 carbon atoms. Examples may include phenyl, biphenyl, terphenyl, naphthyl, fluorenyl, spirofluorenyl, indenyl, dihydroindenyl, dihydronaphthyl, tetrahydronaphthyl, anthracenyl, phenanthrenyl, pyrenyl, triphenylene, perylenyl, etc., but are not limited thereto.

[0034] The heteroaryl group of the present invention refers to a general term for a monovalent group remaining after removing a hydrogen atom from the core carbon of an aromatic heterocycle composed of carbon and heteroatoms. The heteroatom may be one or more of N, O, and S. It may be a monocyclic heteroaryl group, a polycyclic heteroaryl group, or a condensed-ring heteroaryl group. It preferably has 3 to 30 carbon atoms, preferably 3 to 22 carbon atoms, more preferably 3 to 16 carbon atoms, and most preferably 3 to 8 carbon atoms. Examples may include pyridyl, pyrimidinyl, triazinyl, pyrazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolinyl, naphthyridinyl, furyl, thienyl, pyrrolyl, benzofuranyl, benzothienyl, indolyl, pyridofuranyl, benzothiophene ... thiophene, oxazolyl, thiazolyl, imidazolyl, benzoxazolyl, benzothiazolyl, benzimidazolyl, naphthoxazolyl, naphthiazolyl, naphthiazolyl, naphthiaimidazolyl, phenanthroxazolyl, phenanthrothiazolyl, pyridoxazolyl, pyridothiazolyl, pyrimidoxazolyl, pyrimidothiazolyl, naphthiofuranyl, naphthiothiophene, phenanthrofuranyl, phenanthrothiophene, dibenzofuranyl, dibenzothiophene, carbazolyl, benzonaphthofuranyl, benzonaphthothiophene, dinaphthofuranyl, dinaphthothiophene, oxazolyl, thiazolyl, imidazolyl, benzoxazolyl, benzothiazolyl, benzimidazolyl, naphthioxazolyl, naphthiothiazolyl, naphthioimidazolyl, phenanthroxazolyl, phenanthrothiazolyl, pyridoxazolyl, pyridothiazolyl, azacarbazolyl, quinolinoxazolyl, quinolinothiazolyl, quinolinimidazolyl, and the like, but are not limited thereto.

[0035] The fused cyclic group of an alicyclic ring and an aromatic ring as described herein refers to a general term for a monovalent group formed by condensing an alicyclic ring and an aromatic ring together and removing one hydrogen atom. Preferably, the fused cyclic group has 7 to 30 carbon atoms, more preferably 7 to 18 carbon atoms, and most preferably 7 to 13 carbon atoms. Examples thereof may include, but are not limited to, benzocyclopropyl, benzocyclobutyl, benzocyclopentyl, benzocyclohexyl, benzocycloheptyl, benzocyclopentenyl, benzocyclohexenyl, benzocycloheptenyl, naphthocyclopropyl, naphthocyclobutyl, naphthocyclopentyl, and naphthocyclohexyl.

[0036] The fused ring group of an alicyclic ring and a heteroaromatic ring described in the present invention refers to a general term for a monovalent group remaining after an alicyclic ring and a heteroaromatic ring are fused together and a hydrogen atom is removed. It preferably has 5 to 30 carbon atoms, more preferably 5 to 18 carbon atoms, and most preferably 5 to 12 carbon atoms. Examples may include pyridocyclopropyl, pyridocyclobutyl, pyridocyclopentyl, pyridocyclohexyl, pyridobenzocycloheptyl, pyrimidocyclopropyl, pyrimidocyclobutyl, pyrimidocyclopentyl, pyrimidocyclohexyl, pyrimidobenzocycloheptyl, dibenzofuranocyclopropyl, dibenzofuranocyclobutyl, dibenzofuranocyclopentyl, dibenzofuranocyclohexyl, dibenzofuranocycloheptyl, dibenzothienocyclopropyl, dibenzothienocyclobutyl, dibenzothienocyclopentyl, dibenzothienocyclohexyl, dibenzothienocycloheptyl, carbazocyclopropyl, carbazocyclobutyl, carbazocyclopentyl, carbazocyclohexyl, carbazocycloheptyl, and the like, but are not limited thereto.

[0037] In this specification, the "substituted or unsubstituted silyl group" refers to -Si(R k )3 groups, wherein each R k The same or different groups are selected from the following groups: hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C3-C30 cycloalkyl, substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C2-C60 heteroaryl, substituted or unsubstituted C3-C30 alicyclic and C6-C60 aromatic fused ring group, substituted or unsubstituted C3-C30 alicyclic and C2-C60 heteroaromatic fused ring group. Preferably, each R k The same or different groups are selected from the following groups: hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C3-C30 cycloalkyl, substituted or unsubstituted C6-C60 aryl. The number of carbon atoms of the alkyl group is preferably 1 to 20, preferably 1 to 15, more preferably 1 to 10, and most preferably 1 to 8. The number of carbon atoms of the cycloalkyl group is preferably 3 to 20, preferably 3 to 15, more preferably 3 to 10, and most preferably 3 to 7. The number of carbon atoms of the aryl group is preferably 6 to 30 carbon atoms, preferably 6 to 18 carbon atoms, more preferably 6 to 14 carbon atoms, and most preferably 6 to 12 carbon atoms. Preferably, each R kThe same or different radicals are selected from the following groups: hydrogen, deuterium, tritium, cyano, halogen, nitro, substituted or unsubstituted methyl, substituted or unsubstituted ethyl, substituted or unsubstituted propyl, substituted or unsubstituted butyl, substituted or unsubstituted pentyl, substituted or unsubstituted hexyl, substituted or unsubstituted heptyl, substituted or unsubstituted octyl, substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted cycloheptyl, substituted or unsubstituted adamantyl, substituted or unsubstituted norbornyl, substituted or unsubstituted phenyl, substituted or unsubstituted naphthyl.

[0038] The arylene group of the present invention refers to a divalent group formed by removing two hydrogen atoms from the aromatic carbon nucleus of an aromatic hydrocarbon molecule. Except for being a divalent group, the above description of the aryl group is applicable to them.

[0039] The heteroarylene group of the present invention refers to a divalent group formed by removing two hydrogen atoms from the core carbon of an aromatic heterocycle composed of carbon and heteroatoms. Except for being a divalent group, the above description of heteroaryl groups applies.

[0040] The sub-fused cyclic group of an alicyclic ring and an aromatic ring described in the present invention refers to a divalent group formed by condensing an alicyclic ring and an aromatic ring together and removing two hydrogen atoms. Except that they are each divalent groups, the description of the above-mentioned fused cyclic group of an alicyclic ring and an aromatic ring applies.

[0041] The sub-fused cyclic groups of alicyclic and heteroaromatic rings described herein are divalent groups formed by condensing an alicyclic ring with a heteroaromatic ring and removing two hydrogen atoms. Except for being divalent groups, the above description of fused cyclic groups of alicyclic and heteroaromatic rings applies.

[0042] In the present invention, "two adjacent groups are connected to form a ring" means that the adjacent groups are combined with each other and optionally aromatized to form a substituted or unsubstituted hydrocarbon ring or a substituted or unsubstituted heterocycle. The hydrocarbon ring can be an aliphatic hydrocarbon ring or an aromatic hydrocarbon ring. The heterocycle can include an aliphatic heterocycle or an aromatic heterocycle. The aliphatic hydrocarbon ring can be a saturated aliphatic hydrocarbon ring or an unsaturated aliphatic hydrocarbon ring, and the aliphatic heterocycle can be a saturated aliphatic heterocycle or an unsaturated aliphatic heterocycle. The hydrocarbon ring and the heterocycle can be monocyclic or polycyclic groups. In addition, the ring formed by the combination of adjacent groups can be connected to another ring to form a spiro structure. The following examples are shown:

[0043]

[0044] In this specification, the ring formed by connection can be an aromatic ring or a non-aromatic ring, and can be a three-membered ring, a four-membered ring, a five-membered ring, a six-membered ring, a seven-membered ring, an eight-membered ring, a condensed ring, etc., for example, cyclopropane, cyclobutane, cyclopentane, cyclohexane, cycloheptane, cyclopentene, cyclohexene, adamantane, norbornane, benzene, naphthalene, phenanthrene, triphenylene, benzoindene, pyridine, pyrimidine, quinoline, isoquinoline, quinazoline, quinoxaline, fluorene, dibenzofuran, dibenzothiophene, carbazole, etc., but are not limited thereto.

[0045] In this specification, the term "unsubstituted ZZ group" in the context of a "substituted or unsubstituted ZZ group" means that the hydrogen atoms of the ZZ group are not replaced by substituents. For example, the term "unsubstituted aryl group" in the context of a "substituted or unsubstituted C6-C30 aryl group" means that the hydrogen atoms of the aryl group are not replaced by substituents. The same applies by analogy.

[0046] The term "substitution" used in the present invention refers to the replacement of hydrogen atoms in a compound group with other atoms or groups, and the position of the substitution is not limited.

[0047] The "substituted or unsubstituted" as used in the present invention means not substituted or substituted by one or more substituents selected from the group consisting of protium, deuterium, tritium, cyano, halogen atoms, amino, nitro, substituted or unsubstituted C1-C25 alkyl, substituted or unsubstituted C3-C30 cycloalkyl, substituted or unsubstituted C1-C25 heterocycloalkyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 cycloalkane and C6-C30 aromatic ring fused ring group, substituted or unsubstituted C1-C25 heterocycloalkane and C6-C30 aromatic ring fused ring group, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C25 cycloalkane and C2-C30 heteroaromatic ring fused ring group, substituted or unsubstituted C C6-C30 aromatic amino groups, substituted or unsubstituted C6-C30 aromatic oxy groups, substituted or unsubstituted silyl groups, preferably protium, deuterium, tritium, halogen atoms, cyano groups, C1-C12 alkyl groups, C3-C18 alicyclic groups, C6-C25 aromatic groups, C2-C25 heteroaromatic groups, specific examples of which may include protium, deuterium, tritium, fluorine, chlorine, bromine, iodine, cyano groups, methyl groups, ethyl groups, n-propyl groups, isopropyl groups, alkyl, n-butyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, adamantyl, norbornyl, cyclopentenyl, cyclohexenyl, benzocyclobutyl, benzocyclopentyl, benzocyclohexyl, benzocyclopentenyl, benzocyclohexenyl, trifluoromethyl, phenyl, tolyl, mesityl, pentadeuterated phenyl, pentafluorophenyl, biphenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylenyl, pyrenyl, triphenylene, 1,2-dimethyl-1,2-diphenyl-2,2-diphenyl-3,2-diphenyl-4,4-dibenzo-1,2-diphenyl-5,4-dibenzo-1,2-diphenyl-6,6-dibenzo-1,2-diphenyl-7,8-dibenzo-1,2-diphenyl-8,8-dibenzo-1,2-diphenyl-9,8-dibenzo-1,2-diphenyl-1,2-diphenyl-2,2-diphenyl-3,2-diphenyl-4,4-dibenzo-1,2-diphenyl-6,6-dibenzo-1,2-diphenyl-7,8-dibenzo-1,2-diphenyl-8,8-dibenzo-1,2-diphenyl-9,8-dibenzo-1,2-diphenyl-8,8-dibenzo-1,2-diphenyl-9,8-dibenzo-1,2-diphenyl-8,8-dibenzo-1,2-diphenyl-9,8-diphenyl-8,8-dibenzo-1,2 ...phenyl-9,8-diphenyl-8,8-diphenyl-9,8-diphenyl-8,8-diphenyl-9 The substituents include, but are not limited to, oxazolyl, imidazolyl, benzoxazolyl, benzothiazolyl, benzotriazolyl, benzimidazolyl, pyridoxazolyl, pyridothiazolyl, pyridoimidazolyl, pyrimidoxazolyl, pyrimidothiazolyl, pyrimidoimidazolyl, quinolyl, isoquinolyl, quinoxazolyl, quinothiazolyl, quinoloimidazolyl, phenothiazinyl, phenoxazinyl, acridinyl, trimethylsilyl, triethylsilyl, tributylsilyl, triphenylsilyl, trinaphthylsilyl, and the like. Alternatively, when there are two or more substituents, adjacent substituents may be bonded to form a ring; when there are two or more substituents, the two or more substituents may be the same or different from each other.

[0048] Embodiments of the organic light-emitting device according to the present invention are described below. However, the embodiments of the present invention may be modified into other forms, and the scope of the present invention is not limited to the embodiments described below.

[0049] In the present invention, "at least one" includes, where permitted, one, two, three, four, five or more.

[0050] The term "one or more" as used herein includes, where permitted, one, two, three, four, five, six, seven, eight, nine, ten or more.

[0051] The present invention provides an organic light-emitting device, comprising a substrate, an anode arranged on the substrate, an organic layer arranged on the anode, a cathode arranged on the organic layer, and a nucleation inhibition layer arranged on the side of the cathode away from or close to the anode.

[0052] Preferably, the nucleation inhibition layer is arranged on the side of the cathode away from the anode;

[0053] Preferably, the nucleation inhibition layer is arranged on the side of the cathode close to the anode;

[0054] The nucleation inhibition layer comprises a heterocyclic compound represented by Formula 1,

[0055]

[0056] Said Y is selected from O or S;

[0057] The x are the same or different and are selected from CR1 or N, and the x connected to L1 and L2 are selected from C atoms;

[0058] The R1s are the same or different and are selected from any one of hydrogen, deuterium, halogen, cyano, trifluoromethyl, nitro, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C2-C12 alkenyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C2-C12 heterocycloalkyl, substituted or unsubstituted C3-C12 cycloalkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, a fused ring group of a substituted or unsubstituted C3-C12 alicyclic ring and a C6-C30 aromatic ring, a fused ring group of a substituted or unsubstituted C3-C12 alicyclic ring and a C2-C30 heteroaromatic ring, and a substituted or unsubstituted silyl group, or two adjacent R1s are connected to form a substituted or unsubstituted ring;

[0059] The L1 and L2 are the same or different and are selected from any one or a combination of a single bond, a substituted or unsubstituted C6-C30 arylene group, a substituted or unsubstituted C2-C30 heteroarylene group, a substituted or unsubstituted C3-C12 alicyclic group and a C6-C30 aromatic ring sub-condensed ring group, and a substituted or unsubstituted C3-C12 alicyclic group and a C2-C30 heteroaromatic ring sub-condensed ring group;

[0060] The Ar1 and Ar2 are the same or different and are selected from any one of a substituted or unsubstituted C3-C12 cycloalkyl group, a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C3-C12 alicyclic group and a fused cyclic group of a C6-C30 aromatic ring;

[0061] At least one of the R1, L1, L2, Ar1, and Ar2 groups is Substitution; the R2 to R4 are the same or different and are any one selected from hydrogen, deuterium, substituted or unsubstituted C1 to C12 alkyl, substituted or unsubstituted C3 to C12 cycloalkyl, substituted or unsubstituted C2 to C12 heterocycloalkyl, substituted or unsubstituted C6 to C30 aryl, substituted or unsubstituted C2 to C30 heteroaryl, a fused ring group of a substituted or unsubstituted C3 to C12 alicyclic ring and a C6 to C30 aromatic ring, and a fused ring group of a substituted or unsubstituted C3 to C12 alicyclic ring and a C2 to C30 heteroaromatic ring.

[0062] Preferably, one, two, three, four or five of the R1, L1, L2, Ar1 and Ar2 groups are replace.

[0063] More preferably, at least one of the groups L1, L2, Ar1, and Ar2 is replace.

[0064] More preferably, one, two, three or four of the groups L1, L2, Ar1 and Ar2 are replace.

[0065] Further preferably, at least one of the groups in Ar1 and Ar2 is replace.

[0066] Most preferably, one or two of the Ar1 and Ar2 groups are replace.

[0067] Preferably, the R2 to R4 are the same or different and are selected from hydrogen, deuterium, methyl, ethyl, isopropyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, benzocyclopropyl, benzocyclobutyl, benzocyclopentyl, benzocyclohexyl, benzocycloheptyl, benzocyclopentenyl, benzocyclohexenyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylene, fluorenyl, carbazolyl, furyl, thienyl, benzofuranyl, benzothienyl, pyridofuranyl, benzothiophene ... any one of thiazolyl, benzoxazolyl, benzothiazolyl, pyridoxazolyl, pyridothiazolyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-tert-butylsilyl and triphenylsilyl;

[0068] Said R2 to R4 may be substituted by one or more substituents selected from deuterium, halogen, cyano, trifluoromethyl, nitro, methyl, ethyl, isopropyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, benzocyclopropyl, benzocyclobutyl, benzocyclopentyl, benzocyclohexyl, benzocycloheptyl, benzocyclopentenyl, benzocyclohexenyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, pentadeuterated phenyl, methylphenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylene, fluorenyl, carbazolyl, furanyl, thienyl, benzofuranyl, any one or a combination of 1-methyl-2-nitro-2-ol, 1-methyl-2-nitro-2-ol, 1-methyl-2-nitro-2-ol, 1-methyl-2-nitro-2-ol, 1-methyl-2-nitro-2-ol, 1-methyl-2-nitro-2-ol, 1-methyl-2-nitro-2-ol, 1-methyl-2-nitro-2-ol, 1-methyl-2-nitro-2-ol, 1-methyl-2-nitro-2-ol, 1-methyl-2-nitro-2-ol, 1-methyl-2-nitro-2-ol, 1-methyl-2-nitro-2-ol, 1-methyl-2-nitro-2-ol, 1-methyl-2-nitro-2-ol, 1-methyl-2-nitro-2-ol, 1-methyl-2-nitro-2-ol, 1-methyl-2-nitro-2-ol, 1-methyl-2-nitro-2-ol, 1-methyl-2-nitro-2-ol,

[0069] Preferably, the Select any one of the following structures,

[0070]

[0071]

[0072] Preferably, the heterocyclic compound is selected from any one of the structures shown in Formula 2-1 to Formula 2-4 below,

[0073]

[0074] The x are the same or different and are selected from CR1 or N, and the x connected to L1 and L2 are selected from C atoms;

[0075] The R1s are the same or different and are selected from hydrogen, deuterium, halogen, cyano, trifluoromethyl, nitro, or any one of the following groups, substituted or unsubstituted: methyl, ethyl, isopropyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, benzocyclopropyl, benzocyclobutyl, benzocyclopentyl, benzocyclohexyl, benzocycloheptyl, benzocyclopentenyl, benzocyclohexenyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthrenyl , triphenylene, fluorenyl, carbazolyl, furyl, thienyl, benzofuranyl, benzothienyl, pyridofuranyl, pyridothiphenyl, dibenzofuranyl, dibenzothienyl, benzofuropyridine, benzothienopyridine, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolyl, isoquinolyl, quinazolinyl, quinoxalinyl, naphthyridinyl, o-phenanthroline, oxazolyl, thiazolyl, benzoxazolyl, benzothiazolyl, pyridoxazolyl, pyridothiazolyl, Any of the following;

[0076] The definitions of L1, L2, Ar1, and Ar2 are the same as those in Formula 1.

[0077] Preferably, the Select any one of the following structures,

[0078]

[0079]

[0080] The R1s are the same or different and are selected from hydrogen, deuterium, halogen, cyano, trifluoromethyl, nitro, methyl, ethyl, isopropyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, benzocyclopropyl, benzocyclobutyl, benzocyclopentyl, benzocyclohexyl, benzocycloheptyl, benzocyclopentenyl, benzocyclohexenyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylene, fluorenyl, carbazole yl, furyl, thienyl, benzofuranyl, benzothienyl, pyridofuranyl, pyridothiphenyl, dibenzofuranyl, dibenzothienyl, benzofuropyridyl, benzothienopyridyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthyridinyl, o-phenanthrolinyl, oxazolyl, thiazolyl, benzoxazolyl, benzothiazolyl, pyridoxazolyl, pyridothiazolyl, Any of the following;

[0081] The R1 may be substituted by one or more substituents, and the substituents may be the same or different and may be selected from any one of deuterium, halogen, cyano, trifluoromethyl, nitro, C1-C12 alkyl, C3-C12 cycloalkyl, C2-C12 heterocycloalkyl, C3-C12 cycloalkenyl, C6-C30 aryl, C2-C30 heteroaryl, a fused ring group of a C3-C12 alicyclic ring and a C6-C30 aromatic ring, a fused ring group of a C3-C12 alicyclic ring and a C2-C30 heteroaromatic ring, and a substituted or unsubstituted silyl group or a combination thereof;

[0082] The n1 is the same or different and is selected from 0, 1, 2 or 3; the n2 is the same or different and is selected from 0, 1 or 2; the n3 is the same or different and is selected from 0, 1, 2, 3, 4 or 5; the n4 is the same or different and is selected from 0, 1, 2, 3 or 4; the n5 is the same or different and is selected from 0, 1, 2, 3, 4, 5 or 6.

[0083] Preferably, one, two, three or more of R1 are selected from

[0084] Preferably, Ar1 and Ar2 are the same or different and are selected from substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted cycloheptyl or any one of the structures shown below:

[0085]

[0086] The R5 is the same or different and is selected from hydrogen, deuterium, halogen, cyano, trifluoromethyl, nitro, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C2-C12 heterocycloalkyl, substituted or unsubstituted C3-C12 cycloalkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C12 alicyclic and C6-C30 aromatic ring fused ring group, substituted or unsubstituted C3-C12 alicyclic and C2-C30 heteroaromatic ring fused ring group, Any one of , or two adjacent R5 are connected to each other to form a substituted or unsubstituted ring;

[0087] The m1 is the same or different and is selected from 0, 1, 2, 3, 4, or 5; the m2 is the same or different and is selected from 0, 1, 2, 3, 4, 5, 6, or 7; the m3 is the same or different and is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10; the m4 is the same or different and is selected from 0, 1, 2, 3, or 4; the m5 is the same or different and is selected from 0, 1, 2, 3, 4, 5, or 6; the m6 is the same or different and is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, or 9; the m7 is the same or different and is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, or 11; the m8 is the same or different and is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, or 13.

[0088] Preferably, Ar1 and Ar2 are the same or different and are selected from substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted cycloheptyl or any one of the structures shown below:

[0089]

[0090] The R5 are the same or different and are selected from hydrogen, deuterium, halogen, cyano, trifluoromethyl, nitro, methyl, ethyl, isopropyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, benzocyclopropyl, benzocyclobutyl, benzocyclopentyl, benzocyclohexyl, benzocycloheptyl, benzocyclopentenyl, benzocyclohexenyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylene, fluorenyl, carbazole yl, furyl, thienyl, benzofuranyl, benzothienyl, pyridofuranyl, pyridothiphenyl, dibenzofuranyl, dibenzothienyl, benzofuropyridyl, benzothienopyridyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthyridinyl, o-phenanthrolinyl, oxazolyl, thiazolyl, benzoxazolyl, benzothiazolyl, pyridoxazolyl, pyridothiazolyl, Any of the following;

[0091] Said R5 may be substituted with one or more substituents, said substituents being the same or different and selected from deuterium, halogen, cyano, trifluoromethyl, nitro, methyl, ethyl, isopropyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, benzocyclopropyl, benzocyclobutyl, benzocyclopentyl, benzocyclohexyl, benzocycloheptyl, benzocyclopentenyl, benzocyclohexenyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, pentadeuterated phenyl, methylphenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylene, fluorenyl, carbazolyl, furanyl, thienyl, benzo Any one or a combination of furyl, benzothienyl, pyridofuranyl, pyridothiphenyl, dibenzofuranyl, dibenzothienyl, benzofuropyridyl, benzothienopyridyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolyl, isoquinolyl, quinazolinyl, quinoxalinyl, naphthyridinyl, o-phenanthroline, oxazolyl, thiazolyl, benzoxazolyl, benzothiazolyl, pyridoxazolyl, pyridothiazolyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-tert-butylsilyl, and triphenylsilyl;

[0092] The m1 is the same or different and is selected from 0, 1, 2, 3, 4, or 5; the m2 is the same or different and is selected from 0, 1, 2, 3, 4, 5, 6, or 7; the m3 is the same or different and is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10; the m4 is the same or different and is selected from 0, 1, 2, 3, or 4; the m5 is the same or different and is selected from 0, 1, 2, 3, 4, 5, or 6; the m6 is the same or different and is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, or 9; the m7 is the same or different and is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, or 11; the m8 is the same or different and is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, or 13; the m9 is the same or different and is selected from 0, 1, 2, 3, 4, 5, 6, 7, or 8.

[0093] Preferably, one, two, three or more of R5 are selected from

[0094] Preferably, L1 and L2 are the same or different and are selected from a single bond or any one or a combination of the following structures:

[0095]

[0096] The ring A is selected from a C3-C12 alicyclic ring;

[0097] Said Z1, Z2, Z3 are the same or different and are selected from any one of O, S, NRa, CRbRc;

[0098] The Rb and Rc are the same or different and are selected from any one of hydrogen, deuterium, halogen, cyano, trifluoromethyl, nitro, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C2-C12 heterocycloalkyl, substituted or unsubstituted C3-C12 cycloalkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, a fused ring group of a substituted or unsubstituted C3-C12 alicyclic ring and a C6-C30 aromatic ring, a fused ring group of a substituted or unsubstituted C3-C12 alicyclic ring and a C2-C30 heteroaromatic ring, and a substituted or unsubstituted silyl group, or adjacent Rb and Rc are connected to form a substituted or unsubstituted spirocycle;

[0099] The Ra is selected from any one of hydrogen, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C2-C12 heterocycloalkyl, substituted or unsubstituted C3-C12 cycloalkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, a fused ring group of a substituted or unsubstituted C3-C12 alicyclic ring and a C6-C30 aromatic ring, a fused ring group of a substituted or unsubstituted C3-C12 alicyclic ring and a C2-C30 heteroaromatic ring, and a substituted or unsubstituted silyl group;

[0100] The v's are the same or different and are selected from CH or N;

[0101] The R6 are the same or different and are selected from hydrogen, deuterium, halogen, cyano, trifluoromethyl, nitro, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C2-C12 heterocycloalkyl, substituted or unsubstituted C3-C12 cycloalkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C12 alicyclic and C6-C30 aromatic ring fused ring group, substituted or unsubstituted C3-C12 alicyclic and C2-C30 heteroaromatic ring fused ring group, Any one of , or two adjacent R6 are connected to each other to form a substituted or unsubstituted ring;

[0102] The a1 is the same or different and is selected from 0, 1, 2, 3 or 4; the a2 is the same or different and is selected from 0, 1 or 2; the a3 is the same or different and is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12.

[0103] Preferably, L1 and L2 are the same or different and are selected from a single bond or any one or a combination of the following structures:

[0104]

[0105]

[0106] Said Z1, Z2, Z3 are the same or different and are selected from any one of O, S, NRa, CRbRc;

[0107] The Rb and Rc are the same or different and are selected from hydrogen, deuterium, halogen, cyano, trifluoromethyl, nitro, or any one of the following groups, substituted or unsubstituted: methyl, ethyl, isopropyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, benzocyclopropyl, benzocyclobutyl, benzocyclopentyl, benzocyclohexyl, benzocycloheptyl, benzocyclopentenyl, benzocyclohexenyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylene, fluorenyl, carbazolyl, furyl, thienyl, benzofuranyl, benzothienyl, pyridofuranyl, any one of thiazolyl, benzoxazolyl, benzothiazolyl, pyridoxazolyl, pyridothiazolyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-tert-butylsilyl, and triphenylsilyl, or adjacent Rb and Rc are linked to form a substituted or unsubstituted spirocycle;

[0108] Said Ra is selected from hydrogen or any one of the following groups which are substituted or unsubstituted: methyl, ethyl, isopropyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, benzocyclopropyl, benzocyclobutyl, benzocyclopentyl, benzocyclohexyl, benzocycloheptyl, benzocyclopentenyl, benzocyclohexenyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylene, fluorenyl, carbazolyl, furyl, thienyl, benzofuranyl, benzothiophenyl, pyrido furyl, pyridothiphenyl, dibenzofuranyl, dibenzothiophenyl, benzofuropyridyl, benzothienopyridyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolyl, isoquinolyl, quinazolinyl, quinoxalinyl, naphthyridinyl, o-phenanthroline, oxazolyl, thiazolyl, benzoxazolyl, benzothiazolyl, pyridoxazolyl, pyridothiazolyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-tert-butylsilyl, triphenylsilyl,

[0109] The R6 are the same or different and are selected from hydrogen, deuterium, halogen, cyano, trifluoromethyl, nitro, methyl, ethyl, isopropyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, benzocyclopropyl, benzocyclobutyl, benzocyclopentyl, benzocyclohexyl, benzocycloheptyl, benzocyclopentenyl, benzocyclohexenyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylene, fluorenyl, carbazole yl, furyl, thienyl, benzofuranyl, benzothienyl, pyridofuranyl, pyridothiphenyl, dibenzofuranyl, dibenzothienyl, benzofuropyridyl, benzothienopyridyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthyridinyl, o-phenanthrolinyl, oxazolyl, thiazolyl, benzoxazolyl, benzothiazolyl, pyridoxazolyl, pyridothiazolyl, Any one of , or two adjacent R6 are connected to each other to form a substituted or unsubstituted ring;

[0110] The R6 may be substituted by one or more substituents selected from deuterium, halogen, cyano, trifluoromethyl, nitro, methyl, ethyl, isopropyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, benzocyclopropyl, benzocyclobutyl, benzocyclopentyl, benzocyclohexyl, benzocycloheptyl, benzocyclopentenyl, benzocyclohexenyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, pentadeuterated phenyl, methylphenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylene, fluorenyl, carbazolyl, furanyl, thienyl, benzofuranyl , benzothiophenyl, pyridofuryl, pyridothiphenyl, dibenzofuranyl, dibenzothiophenyl, benzofuropyridyl, benzothienopyridyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolyl, isoquinolyl, quinazolinyl, quinoxalinyl, naphthyridinyl, o-phenanthroline, oxazolyl, thiazolyl, benzoxazolyl, benzothiazolyl, pyridoxazolyl, pyridothiazolyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-tert-butylsilyl, triphenylsilyl or any combination thereof;

[0111] The a1 is the same or different and is selected from 0, 1, 2, 3 or 4; the a2 is the same or different and is selected from 0, 1 or 2; the a3 is the same or different and is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12; the a4 is the same or different and is selected from 0, 1, 2 or 3; the a5 is the same or different and is selected from 0, 1, 2, 3, 4, 5 or 6; the a6 is the same or different and is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8.

[0112] Preferably, one, two, three or more of R6 are selected from

[0113] Preferably, the heterocyclic compound represented by Formula 1 contains one, two, three, four or more

[0114] Preferably, the heterocyclic compound is selected from any one of the following structures:

[0115]

[0116]

[0117]

[0118]

[0119]

[0120]

[0121]

[0122]

[0123]

[0124]

[0125]

[0126]

[0127]

[0128]

[0129]

[0130]

[0131]

[0132]

[0133]

[0134]

[0135]

[0136]

[0137]

[0138]

[0139]

[0140]

[0141]

[0142]

[0143]

[0144] In the organic light-emitting device described herein, the organic layer may include at least one of the following functional layers: a hole injection layer, a hole transport layer, a luminescence-assisting layer, an electron blocking layer, a light-emitting layer, a hole blocking layer, an electron transport layer, an electron injection layer, and a charge generation layer, but is not limited thereto. Each functional layer may be composed of a single thin film or multiple thin films, and each thin film layer may be composed of a single material or multiple materials. However, the structure of the organic electroluminescent device described herein is not limited to the above structure. If desired, multiple organic layers may be omitted or included simultaneously, and organic layers having the same function may be stacked in a structure of two or more layers.

[0145] The organic light-emitting device of the present invention may further include a covering layer, an encapsulation layer, an auxiliary electrode, and the like.

[0146] In the organic light-emitting device of the present invention, the conductive coating refers to the anode, cathode or auxiliary electrode in the organic electroluminescent device.

[0147] The present invention does not particularly limit the materials of the thin films in the organic light-emitting device, and materials known in the art can be used. The anode, organic layer, cathode, cover layer, encapsulation layer, auxiliary electrode, and substrate of the organic light-emitting device mentioned above are respectively introduced below:

[0148] In the organic light-emitting device described in the present invention, the anode preferably uses a high work function material (work function greater than 4.0 eV) that can promote hole injection into other functional layers. The anode includes, but is not limited to, the following materials: metals such as vanadium, chromium, copper, zinc, and gold, or alloys thereof; metal oxides such as zinc oxide, indium oxide, indium tin oxide (ITO), and indium zinc oxide (IZO); combinations of metals and oxides such as indium tin oxide-silver-indium tin oxide (ITO-Ag-ITO); and conductive polymers such as poly(3-methylthiophene), polypyrrole, polyaniline, and poly[3,4-(ethylene-1,2-dioxy)thiophene] (PEDT), but are not limited thereto.

[0149] In the organic light-emitting device of the present invention, the hole injection layer preferably uses a material with good hole-accepting ability. The hole injection layer includes but is not limited to the following materials: metal oxides such as silver oxide, vanadium oxide, tungsten oxide, copper oxide, titanium oxide, phthalocyanine compounds, benzidine compounds, phenazine compounds, such as copper phthalocyanine (CuPc), phthalocyanine titanium oxide, N,N'-diphenyl-N,N'-di-[4-(N,N-diphenylamino)phenyl]benzidine (NPNPB), N,N,N',N'-tetrakis(4-methoxyphenyl)biphenyl amine (MeO-TPD), diquinoxalino[2,3-a:2',3'-c]phenazine (HATNA), 4,4',4"-tris[2-naphthylphenylamino]triphenylamine (2T-NATA), 2,3,6,7,10,11-hexacyano-1,4,5,8,9,12-hexaazatriphenylene (HAT-CN), 4,4',4"-tris(N,N-diphenylamino)triphenylamine (TDATA), etc., but are not limited thereto.

[0150] In the organic light-emitting device of the present invention, the hole transport layer preferably uses a material with good hole transport properties. The hole transport layer includes but is not limited to the following materials, diphenylamine compounds, triphenylamine compounds, fluorene compounds and carbazole compounds, such as N,N'-diphenyl-N,N'-(1-naphthyl)-1,1'-biphenyl-4,4'-diamine (NPB), N,N'-di(naphth-1-yl)-N,N'-di(phenyl)-2,2'-dimethylbenzidine (α-NPD), N,N'-diphenyl-N,N'-di(3-methylphenyl)-1,1'-biphenyl-4,4'-diamine (TPD), 4-[1-[4-[di(4-methylphenyl)amino]phenyl]cyclohexyl]-N-(3-methylphenyl)-N-(4-methylphenyl)aniline (TAPC), etc., but is not limited thereto.

[0151] In the organic light-emitting device of the present invention, the light-emitting auxiliary layer preferably uses a material with good light-emitting auxiliary performance. The light-emitting auxiliary layer includes but is not limited to the following materials, triarylamine derivatives, spirofluorene derivatives, furan derivatives and the like, such as TPD, NPB, N4, N4-bis ([1,1'-biphenyl] -4-yl) -N4'-phenyl N4'-[1,1': 4', 1"-terphenyl] -4-yl -[1,1'-biphenyl] -4,4'-diamine, N-([1,1'-diphenyl] -4-yl) -N-(9,9-dimethyl-9H-furan-2-yl) -9,9'-spirobifluorene-2-amine, N,N-di ([1,1'-biphenyl] -4-yl) -3'-(dibenzo [b, d] furan-4-yl) -[1,1'-biphenyl] -4-amine, etc., but is not limited thereto.

[0152] In the organic light-emitting device of the present invention, the electron blocking layer preferably uses a material with good electron blocking properties. The electron blocking layer includes, but is not limited to, the following materials: triarylamine derivatives, spirofluorene derivatives, furan derivatives, carbazole derivatives, and the like, such as N4,N4-bis([1,1'-biphenyl]-4-yl)-N4'-phenyl N4'-[1,1':4',1"-terphenyl]-4-yl-[1,1'-biphenyl]-4,4'-diamine, N-([1,1'-diphenyl]-4-yl)-N-(9,9-dimethyl-9H-furan-2-yl)-9,9'-spirobifluorene-2-amine, N,N-di([1,1'-biphenyl]-4-yl)-3'-(dibenzo[b,d]furan-4-yl)-[1,1'-biphenyl]-4-amine, etc., but is not limited thereto.

[0153] In the organic light-emitting device described herein, the light-emitting layer is a layer where holes and electrons meet to form excitons. Depending on the materials constituting the light-emitting layer, the color of the light emitted by the organic light-emitting device can vary. The light-emitting layer comprises a host material and a dopant material, the mixing ratio of which can be adjusted appropriately within a range known in the art. Based on the total weight of the light-emitting layer, the light-emitting layer may comprise 70 to 99.9 parts by weight of the host material and 0.1 to 30 parts by weight of the dopant material. Preferably, when the light-emitting layer emits blue, green, or red fluorescence, the light-emitting layer may comprise 80 to 99.9 parts by weight of the host material and 0.1 to 20 parts by weight of the dopant material. Preferably, when the light-emitting layer emits blue, green, or red fluorescence, the light-emitting layer may comprise 70 to 99 parts by weight of the host material and 1 to 30 parts by weight of the dopant material. The host material included in the light-emitting layer described herein may be a host material known in the art, and may be an alkali metal coordination compound, an alkaline earth metal coordination compound, or a condensed aromatic ring derivative. The host material includes but is not limited to the following materials, aluminum coordination compounds, beryllium coordination compounds, anthracene derivatives, pyrene derivatives, triphenylene derivatives, carbazole derivatives, dibenzofuran derivatives, dibenzothiophene derivatives or a combination thereof, such as 4,4'-bis(9-carbazole)biphenyl (CBP), 9,10-di(2-naphthyl)anthracene (ADN), 4,4-bis(9-carbazolyl)biphenyl (CPB), 9,9'-(1,3-phenyl)di-9H-carbazole (mCP), 4,4',4"-tris(carbazole) -9-yl) triphenylamine (TCTA), 9,10-di(1-naphthyl)anthracene (α-ADN), N,N'-di-(1-naphthyl)-N,N'-diphenyl-[1,1':4',1":4",1"'-quadrphenyl]-4,4"'-diamino (4PNPB), 1,3,5-tri(9-carbazolyl)benzene (TCP), etc., but not limited thereto. The doping material contained in the light-emitting layer of the present invention may be a doping material well known in the art, which may be a red doping material, a green doping material, and a blue doping material.The red doping material may be one or more of octaethylporphyrin platinum (II) (PtOEP), tris(2-phenylisoquinoline) iridium (Ir(piq)3), bis(2-(2'-benzothiophenyl)-pyridine-N,C3')(acetylacetonate) iridium (Btp2Ir(acac)); the green doping material may be tris(2-phenylpyridine) iridium (Ir(ppy)3), bis(2-phenylpyridine)(acetylacetonate) iridium (III) (Ir(ppy)2(acac)), tris(2-(4-tolyl)phenylpyridine) iridium (Ir(mppy)3), 10-(2-benzothiazolyl)-1 ,1,7,7-tetramethyl-2,3,6,7,-tetrahydro-1H,5H,11H-[1]benzopyrano[6,7,8-ij]-quinolizin-11-one (C545T) or a combination of more than one thereof; the blue doping material can be one or a combination of bis[3,5-difluoro-2-(2-pyridyl)phenyl(pyridinecarbonyl)iridium(III) (F2Irpic), 4,4'-bis(2,2'-diphenylethylene-1-yl)biphenyl (DPVBi), 4,4'-bis(4-diphenylaminophenylvinyl)biphenyl (DPAVBi), 2,5,8,11-tetra-tert-butylperylene (TBPe).

[0154] The light-emitting layer of the present invention may be a single layer composed of a single substance, a single layer composed of multiple different substances, or a multilayer structure of two or more layers each composed of different substances. When the light-emitting layer is a multilayer structure, the organic electroluminescent element can emit light of multiple colors.

[0155] The organic light-emitting device described in the present invention may include multiple light-emitting layer stacks including at least one light-emitting layer. The multiple light-emitting layers included in the light-emitting layer stack may each emit light of different colors or emit light of the same color. In other words, the color of the light emitted can be changed depending on the materials that make up the light-emitting layers. For example, the multiple light-emitting layer stacks may include materials that emit blue, green, red, yellow, white, or other light, and may be formed using phosphorescent or fluorescent materials. In this case, the colors emitted by the light-emitting layers may be complementary colors to each other. In addition, the colors can be selected according to a combination of colors that can emit white light.

[0156] In the organic light-emitting device of the present invention, the hole-blocking layer preferably uses a material with strong hole-blocking ability and suitable HOMO / LUMO energy levels. The hole-blocking layer includes, but is not limited to, the following materials: imidazoles, triazoles, phenanthroline derivatives, such as 1,3,5-tris(1-phenyl-1H-benzimidazol-2-yl)benzene (TPBi), 3-(biphenyl-4-yl)-5-(4-tert-butylphenyl)-4-phenyl-4H-1,2,4-triazole (TAZ), bis(2-methyl-8-hydroxyquinolinol)(4-phenylphenol)aluminum(III) (BAlq), etc., but is not limited thereto.

[0157] In the organic light-emitting device of the present invention, the electron transport layer preferably uses a material with strong electron-withdrawing ability and low HOMO and LUMO energy levels. The electron transport layer includes but is not limited to the materials described below, imidazoles, triazoles, phenanthroline derivatives, quinoline materials, such as 2,9-(dimethyl)-4,7-biphenyl-1,10-o-phenanthroline (BCP), 1,3,5-tris[(3-pyridyl)-phenyl]benzene (TmPyPB), 4,4'-bis(4,6-diphenyl-1,3,5-triazinyl)biphenyl (BTB), 1,3,5-tris(1-phenyl-1H-benzimidazol-2-yl)benzene (TPBi), 3-(biphenyl-4-yl)-5-(4-tert-butylphenyl)-4-phenyl-4H-1,2,4-triazole (TAZ), 2-(naphthalene-2-yl)-4,7-(diphenyl)-1,10-o-phenanthroline (HNBphen), 8-hydroxyquinoline-lithium (LiQ), etc., but are not limited thereto.

[0158] In the organic light-emitting device of the present invention, the electron injection layer preferably uses a material that has a small potential barrier difference with the adjacent organic transport material and is effective in injecting electrons from the cathode. The electron injection layer includes, but is not limited to, alkali metal salts (such as LiF and CsF), alkaline earth metal salts (such as MgF2), and metal oxides (such as Al2O3 and MoO3).

[0159] In the organic light-emitting device of the present invention, the charge generation layer preferably uses a material with good electron-absorbing / donating capabilities. The charge generation layer includes, but is not limited to, alkali metals, alkaline earth metals, lanthanide metals, azabenzene derivatives, silicon-containing heterocyclic compounds, and the like. Specific examples include, but are not limited to, alkali metals such as Li, Na, K, Rb, Cs, and Fr; alkaline earth metals such as Be, Mg, Ca, Sr, Ba, and Ra; Group 15 metals such as Bi (bismuth) and Sb (antimony); lanthanide metals such as lanthanum (La), cerium (Ce), praseodymium (Pr), neodymium (Nd), and promethium (Pm); 2,9-di(naphthalene-2-yl)-4,7-diphenyl-1,10-phenanthroline (NBphen), bis(ethylenedithio)tetrathiafulvalene (BEDT-TTF), and tetrathiafulvalene (TTF).

[0160] In the organic light-emitting device of the present invention, the cathode preferably comprises a low-work function material that facilitates electron injection into the organic layer. The cathode includes, but is not limited to, metals such as aluminum, magnesium, silver, indium, tin, titanium, and alloys thereof; and multilayer metal materials such as, but not limited to, LiF / Al, Mg / Ag, Li / Al, LiO2 / Al, and BaF2 / Al.

[0161] In the organic light-emitting device of the present invention, the cover layer is preferably made of a material that can enhance light coupling. The cover layer includes, but is not limited to, the following materials, such as arylamine derivatives, carbazole derivatives, benzimidazole derivatives, triazole derivatives, fluorides, etc., but is not limited thereto.

[0162] In the organic light-emitting device described herein, the encapsulation layer is preferably made of a material that effectively isolates water and oxygen. The encapsulation layer includes, but is not limited to, metals such as aluminum, magnesium, silver, indium, tin, titanium, and their alloys; multilayer metal materials such as LiF / Al, Mg / Ag, Li / Al, LiO2 / Al, and BaF2 / Al; and epoxy resins, silicon nitride, and polyethylene, among others, but not limited to these.

[0163] In the organic light-emitting device of the present invention, the auxiliary electrode preferably uses a material that can reduce the sheet resistance and IR drop of the transmissive electrode. The auxiliary electrode includes, but is not limited to, the following materials: metals or alloys thereof, such as magnesium (Mg), silver (Ag), ytterbium (Yb), zinc (Zn), cadmium (Cd), magnesium:silver (Mg:Ag); and multilayer metal materials.

[0164] In the organic light-emitting device of the present invention, the substrate is preferably made of a material that does not change during the formation of electrodes and other functional layers. Such substrates include, but are not limited to, the following materials: glass, quartz, plastic, polymer film, silicon, etc. The substrate may remain in the light-emitting device or electronic device utilizing the organic light-emitting device of the present invention, or it may not remain in the final product and serve only as a support during the manufacturing process of the organic light-emitting device.

[0165] However, the structure of the organic light-emitting device described herein is not limited to this. The organic light-emitting device described herein can be selected and combined based on device parameter requirements and material properties. Some organic layers may be added or omitted, and a stacked structure of two or more organic layers with the same function may be formed. The thickness of each organic layer in the organic light-emitting device is not particularly limited in the present invention; thicknesses commonly used in the art can be employed.

[0166] The organic light-emitting devices described herein can be either top-emitting or bottom-emitting. The difference between the two lies in whether the light is emitted through the substrate or away from it. For bottom-emitting devices, light is emitted through the substrate; for top-emitting devices, light is emitted away from the substrate.

[0167] The structure of the organic light-emitting device described in the present invention can be an upright structure or an inverted structure. The difference between the two is that the order of manufacturing the organic layers is different. Specifically, the upright structure is to form a cathode, an electron injection layer, an electron transport layer, a hole blocking layer, a light-emitting layer, an electron blocking layer, a hole transport layer, a hole injection layer and an anode in sequence on the substrate; the inverted structure is to form an anode, a hole injection layer, a hole transport layer, an electron blocking layer, a light-emitting layer, a hole blocking layer, an electron transport layer, an electron injection layer and a cathode in sequence on the substrate.

[0168] The organic light-emitting device of the present invention can be formed by any one of vacuum evaporation, spin coating, vapor deposition, blade coating, laser thermal transfer, electrospray coating, slit coating, and dip coating.

[0169] The organic light-emitting device of the present invention can be widely used in the fields of panel display, lighting source, flexible OLED, electronic paper, organic solar cell, organic photoreceptor or organic thin film transistor, signboard, signal light, etc.

[0170] The nucleation inhibition layer of the present invention has a surface that exhibits relatively low affinity for the deposition of conductive materials, so that the deposition of conductive materials on the surface is inhibited, thereby achieving selective deposition of conductive materials.

[0171] Preferably, the organic light-emitting device further comprises a conductive coating.

[0172] Preferably, the cathode has a first portion and a second portion, the nucleation inhibition layer is located on the side of the first portion of the cathode facing away from the anode, and the conductive coating is located on the side of the second portion of the cathode facing away from the anode. Preferably, the first portion corresponds to the emission region of the organic light-emitting device, and the second portion corresponds to the non-emitting region of the organic light-emitting device. Preferably, the ratio of the first portion to the second portion is 5%:95% to 95%:5%, more preferably, the ratio of the first portion to the second portion is 10%:90% to 90%:10%, more preferably, the ratio of the first portion to the second portion is 20%:80% to 80%:20%, and most preferably, the ratio of the first portion to the second portion is 30%:70% to 70%:30%.

[0173] The present invention also provides use of the heterocyclic compound represented by Formula 1 as a nucleation inhibition layer material in an organic light-emitting device.

[0174] The present invention also provides the use of the heterocyclic compound represented by Formula 1 in preparing a nucleation inhibition layer in an organic light-emitting device.

[0175] The thickness of the nucleation inhibition layer of the present invention is generally between 5 nanometers and 100 micrometers, preferably between 5 nanometers and 200 nanometers, and more preferably between 5 nanometers and 100 nanometers. The thickness of the conductive coating of the present invention is generally between 5 nanometers and 100 micrometers, preferably between 10 nanometers and 2000 nanometers, and more preferably between 30 nanometers and 200 nanometers. The thickness of each organic layer of the present invention is generally between 1 nanometer and 100 micrometers, preferably between 5 nanometers and 1000 nanometers, and more preferably between 5 nanometers and 200 nanometers. The present invention is explained in more detail by the following examples, but it is not intended to be limited thereby. Based on this description, a person of ordinary skill in the art will be able to implement the present invention and prepare other compounds and devices according to the present invention within the entire scope disclosed without inventive effort.

[0176] The present invention also provides a preparation method of Formula 1, but the preparation method of the present invention is not limited thereto.

[0177] The core structure of Formula 1 can be prepared by the following reaction scheme:

[0178]

[0179] The Xa is independently selected from any one of I, Br, and Cl;

[0180] The definitions of Ar1, Ar2, L1, L2, Y, and x are the same as those above.

[0181] In the present invention, the above-mentioned substituents can be bonded by methods known in the art, and the type and position of the substituents or the number of the substituents can be changed according to techniques known in the art.

[0182] Preparation and characterization of compounds

[0183] Description of raw materials, reagents and characterization equipment:

[0184] The present invention has no particular limitation on the sources of the raw materials and reagents used in the following examples. They may be commercially available products or prepared using methods well known to those skilled in the art.

[0185] Mass spectrometry was performed using a British Waters G2-Si quadrupole tandem time-of-flight high-resolution mass spectrometer, with chloroform as the solvent;

[0186] Elemental analysis was performed using a Vario EL cube organic element analyzer from Elementar, Germany, with a sample mass of 5 to 10 mg. Synthesis Example 1: Preparation of Intermediate a-36

[0187]

[0188] Preparation of intermediate a-36: Under nitrogen, a reaction flask was charged with d-36 (61.86 g, 200.00 mmol), pinacol diboron (50.79 g, 200.00 mmol), K2CO3 (41.46 g, 300.00 mmol), Pd(PPh3)4 (2.31 g, 2.00 mmol), and 1400 mL of dimethylformamide. The mixture was stirred at reflux for 4.5 h. After completion of the reaction, the mixture was cooled to room temperature, water was added, and the mixture was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, the solvent was removed by rotary evaporation, and the mixture was recrystallized from toluene / ethanol (5:1) to yield a-36 (52.03 g, 73%) with HPLC purity ≥99.86%. Mass spectrum: m / z: 356.2263 (theoretical value: 356.2281).

[0189] According to the synthesis steps of intermediate a-36, the raw materials are replaced accordingly to obtain the intermediates shown in the following table:

[0190]

[0191] According to the synthesis steps of intermediate a-36, the raw materials are replaced accordingly to obtain the intermediates shown in the following table:

[0192]

[0193] Synthesis Example 2: Preparation of Compound 1

[0194]

[0195] Preparation of intermediate A-1: ​​Under nitrogen, a-1 (33.15 g, 120.00 mmol), b-1 (33.78 g, 120.00 mmol), K2CO3 (27.64 g, 200.00 mmol), Pd(PPh3)4 (1.39 g, 1.20 mmol), and 750 mL of toluene / ethanol / water (3:2:1) were added to a reaction flask. The mixture was stirred at reflux for 6 h. After completion of the reaction, the mixture was cooled to room temperature, filtered, and rinsed with ethanol. The resulting solid was then recrystallized from toluene to obtain A-1 (33.27 g, 79%) with HPLC purity ≥99.82%. Mass spectrum: m / z: 350.0876 (theoretical value: 350.0894).

[0196] Preparation of compound 1: Under nitrogen, A-1 (17.55 g, 50.00 mmol), c-1 (10.20 g, 50.00 mmol), K2CO3 (10.37 g, 75.00 mmol), Pd2(dba)3 (0.46 g, 0.50 mmol), P(t-Bu)3 (0.20 g, 1.00 mmol), and 500 mL of tetrahydrofuran were added to a reaction flask. The mixture was stirred at reflux for 5.5 h. After the reaction, the mixture was cooled to room temperature and filtered to obtain a filter cake. The filter cake was rinsed with a small amount of toluene and then recrystallized from toluene to obtain compound 1 (15.31 g, 78%) with HPLC purity ≥99.98%. Mass spectrum m / z: 392.1591 (theoretical value: 392.1596). Theoretical element content (%): C 27 H 24 OSi: C, 82.61; H, 6.16. Measured element content (%): C, 82.63; H, 6.14.

[0197] Synthesis Example 3: Preparation of Compound 20

[0198]

[0199] According to the preparation method of Synthesis Example 2, equimolar amounts of a-1 and b-1 were replaced with equimolar amounts of a-20 and b-20, respectively, to obtain compound 20 (20.76 g) with HPLC purity ≥ 99.95%. Mass spectrum m / z: 584.2451 (theoretical value: 584.2443). Theoretical element content (%) C 42 H 24 D6OSi: C, 86.26; H, 6.20. Measured element content (%): C, 86.23; H, 6.22.

[0200] Synthesis Example 4: Preparation of Compound 25

[0201]

[0202] Preparation of Compound 25: Under nitrogen, a-1 (27.63 g, 100.00 mmol), b-25 (16.30 g, 50.00 mmol), K2CO3 (20.73 g, 150.00 mmol), Pd2(dba)3 (0.92 g, 1.00 mmol), P(t-Bu)3 (0.40 g, 2.00 mmol), and 750 mL of tetrahydrofuran were added to a reaction flask. The reaction was stirred at reflux for 7 h. After the reaction was completed, the mixture was cooled to room temperature and filtered to obtain a filter cake. The filter cake was rinsed with a small amount of toluene and then recrystallized from toluene to obtain Compound 25 (17.43 g, 75%) with HPLC purity ≥99.96%. Mass spectrum m / z: 464.1988 (theoretical value: 464.1992). Theoretical element content (%): C 30 H 32 Osi2: C, 77.53; H, 6.94. Measured element content (%): C, 77.56; H, 6.91.

[0203] Synthesis Example 5: Preparation of Compound 33

[0204]

[0205] According to the preparation method of Synthesis Example 4, an equal mole of b-25 was replaced with an equal mole of b-33 to obtain compound 33 (17.20 g) with HPLC purity ≥ 99.94%. Mass spectrum m / z: 464.1987 (theoretical value: 464.1992). Theoretical element content (%) C 30 H 32 OSi2: C, 77.53; H, 6.94. Measured element content (%): C, 77.56; H, 6.92.

[0206] Synthesis Example 6: Preparation of Compound 36

[0207]

[0208] According to the preparation method of Synthesis Example 2, an equal mole of C-1 was replaced with an equal mole of C-36 to obtain compound 36 (19.62 g) with HPLC purity ≥ 99.96%. Mass spectrum m / z: 544.2564 (theoretical value: 544.2556). Theoretical element content (%) C 36 H 32 D4OSi2: C, 79.36; H, 7.40. Measured element content (%): C, 79.32; H, 7.45.

[0209] Synthesis Example 7: Preparation of Compound 59

[0210]

[0211] According to the preparation method of Synthesis Example 2, equimolar amounts of a-1 and c-1 were replaced with equimolar amounts of a-59 and c-59 to obtain compound 59 (20.01 g) with HPLC purity ≥ 99.97%. Mass spectrum m / z: 540.2316 (theoretical value: 540.2305). Theoretical element content (%) C 36 H 36 OSi2: C, 79.95; H, 6.71. Measured element content (%): C, 79.99; H, 6.68.

[0212] Synthesis Example 8: Preparation of Compound 60

[0213]

[0214] According to the preparation method of Synthesis Example 2, equimolar amounts of c-1 were replaced with equimolar amounts of c-59 to obtain compound 60 (18.75 g) with HPLC purity ≥ 99.98%. Mass spectrum m / z: 468.1901 (theoretical value: 468.1909). Theoretical element content (%) C 33 H 28 OSi: C, 84.57; H, 6.02. Measured element content (%): C, 84.56; H, 6.03.

[0215] Synthesis Example 9: Preparation of Compound 64

[0216]

[0217] According to the preparation method of Synthesis Example 2, equimolar amounts of c-1 were replaced with equimolar amounts of c-64 to obtain compound 64 (20.73 g) with HPLC purity ≥ 99.96%. Mass spectrum m / z: 524.2527 (theoretical value: 524.2535). Theoretical element content (%) C 37 H 36 OSi: C, 84.68; H, 6.91. Measured element content (%): C, 84.64; H, 6.95.

[0218] Synthesis Example 10: Preparation of Compound 76

[0219]

[0220] According to the preparation method of Synthesis Example 2, equimolar amounts of b-1 and c-1 were replaced with equimolar amounts of b-76 and c-76, respectively, to obtain compound 76 (20.66 g) with HPLC purity ≥ 99.94%. Mass spectrum m / z: 536.1773 (theoretical value: 536.1783). Theoretical element content (%) C 34 H 27 F3OSi: C, 76.09; H, 5.07. Measured element content (%): C, 76.13; H, 5.03.

[0221] Synthesis Example 11: Preparation of Compound 127

[0222]

[0223] According to the preparation method of Synthesis Example 2, equimolar amounts of c-1 were replaced with equimolar amounts of c-127 to obtain compound 127 (22.57 g) with HPLC purity ≥ 99.92%. Mass spectrum m / z: 644.2522 (theoretical value: 644.2535). Theoretical element content (%) C 47 H 36 OSi: C, 87.54; H, 5.63. Measured element content (%): C, 87.58; H, 5.60.

[0224] Synthesis Example 12: Preparation of Compound 147

[0225]

[0226] According to the preparation method of Synthesis Example 2, equimolar amounts of c-1 were replaced with equimolar amounts of c-147 to obtain compound 147 (20.19 g) with HPLC purity ≥ 99.93%. Mass spectrum m / z: 568.2235 (theoretical value: 568.2222). Theoretical element content (%) C 41 H 32 OSi: C, 86.58; H, 5.67. Measured element content (%): C, 86.59; H, 5.66.

[0227] Synthesis Example 13: Preparation of Compound 151

[0228]

[0229] According to the preparation method of Synthesis Example 2, equimolar amounts of c-1 were replaced with equimolar amounts of c-151 to obtain compound 151 (22.28 g) with HPLC purity ≥ 99.91%. Mass spectrum m / z: 618.2369 (theoretical value: 618.2379). Theoretical element content (%) C 45 H 34OSi: C, 87.34; H, 5.54. Measured element content (%): C, 87.35; H, 5.53.

[0230] Synthesis Example 14: Preparation of Compound 163

[0231]

[0232] According to the preparation method of Synthesis Example 2, equal moles of c-1 were replaced with equal moles of c-163 to obtain compound 163 (19.84 g) with HPLC purity ≥ 99.95%. Mass spectrum m / z: 508.2229 (theoretical value: 508.2222). Theoretical element content (%) C 36 H 32 OSi: C, 84.99; H, 6.34. Measured element content (%): C, 84.95; H, 6.38.

[0233] Synthesis Example 15: Preparation of Compound 185

[0234]

[0235] According to the preparation method of Synthesis Example 2, equimolar amounts of c-1 were replaced with equimolar amounts of c-185 to obtain compound 185 (21.72 g) with HPLC purity ≥ 99.96%. Mass spectrum m / z: 549.2523 (theoretical value: 549.2536). Theoretical element content (%) C 39 H 27 D5OSi: C, 85.20; H, 6.78. Measured element content (%): C, 85.22; H, 6.75.

[0236] Synthesis Example 16: Preparation of Compound 212

[0237]

[0238] According to the preparation method of Synthesis Example 2, equimolar amounts of a-1 and c-1 were replaced with equimolar amounts of a-216 and c-212, respectively, to obtain compound 212 (27.03 g) with HPLC purity ≥ 99.94%. Mass spectrum m / z: 692.2945 (theoretical value: 692.2931). Theoretical element content (%) C 48 H 44 OSi2: C, 83.19; H, 6.40. Measured element content (%): C, 83.12; H, 6.47.

[0239] Synthesis Example 17: Preparation of Compound 216

[0240]

[0241] According to the preparation method of Synthesis Example 2, equimolar amounts of a-1 and c-1 were replaced with equimolar amounts of a-216 and c-59, respectively, to obtain compound 216 (22.06 g) with HPLC purity ≥ 99.96%. Mass spectrum m / z: 544.2211 (theoretical value: 544.2222). Theoretical element content (%) C 39 H 32 OSi: C, 85.99; H, 5.92. Measured element content (%): C, 85.98; H, 5.93.

[0242] Synthesis Example 18: Preparation of Compound 217

[0243]

[0244] According to the preparation method of Synthesis Example 2, equimolar amounts of a-1 and c-1 were replaced with equimolar amounts of a-216 and c-217, respectively, to obtain compound 217 (22.35 g) with HPLC purity ≥ 99.95%. Mass spectrum m / z: 558.2389 (theoretical value: 558.2379). Theoretical element content (%) C 40 H 34 OSi: C, 85.98; H, 6.13. Measured element content (%): C, 85.95; H, 6.15.

[0245] Synthesis Example 19: Preparation of Compound 235

[0246]

[0247] According to the preparation method of Synthesis Example 2, equimolar amounts of a-1, b-1, and c-1 were replaced with equimolar amounts of a-216, b-76, and c-235, respectively, to obtain compound 235 (21.37 g) with HPLC purity ≥ 99.93%. Mass spectrum m / z: 569.2187 (theoretical value: 569.2175). Theoretical element content (%): C 40 H 31 NOSi: C, 84.32; H, 5.48. Measured element content (%): C, 84.35; H, 5.45.

[0248] Synthesis Example 20: Preparation of Compound 248

[0249]

[0250] According to the preparation method of Synthesis Example 4, an equal amount of a-1 was replaced with an equal amount of a-216 to obtain compound 248 (25.29 g) with HPLC purity ≥ 99.97%. Mass spectrum m / z: 616.2629 (theoretical value: 616.2618). Theoretical element content (%) C 42 H 40 OSi2: C, 81.77; H, 6.54. Measured element content (%): C, 81.79; H, 6.51.

[0251] Synthesis Example 21: Preparation of Compound 250

[0252]

[0253] According to the preparation method of Synthesis Example 4, an equal amount of a-1 was replaced with an equal amount of a-250 to obtain compound 250 (30.07 g) with HPLC purity ≥ 99.94%. Mass spectrum m / z: 760.3421 (theoretical value: 760.3408). Theoretical element content (%) C 48 H 56 OSi4: C, 75.73; H, 7.41. Measured element content (%): C, 75.71; H, 7.44.

[0254] Synthesis Example 22: Preparation of Compound 262

[0255]

[0256] According to the preparation method of Synthesis Example 4, equimolar amounts of a-1 and b-25 were replaced with equimolar amounts of a-216 and b-262 to obtain compound 262 (25.60 g) with HPLC purity ≥ 99.98%. Mass spectrum m / z: 616.2609 (theoretical value: 616.2618). Theoretical element content (%) C 42 H 40 OSi2: C, 81.77; H, 6.54. Measured element content (%): C, 81.73; H, 6.58.

[0257] Synthesis Example 23: Preparation of Compound 268

[0258]

[0259] According to the preparation method of Synthesis Example 2, equimolar amounts of a-1 and c-1 were replaced with equimolar amounts of a-216 and c-268, respectively, to obtain compound 268 (21.01 g) with HPLC purity ≥ 99.96%. Mass spectrum m / z: 518.2053 (theoretical value: 518.2066). Theoretical element content (%) C 37 H30 OSi: C, 85.67; H, 5.83. Measured element content (%): C, 85.69; H, 5.81.

[0260] Synthesis Example 24: Preparation of Compound 303

[0261]

[0262] According to the preparation method of Synthesis Example 2, equimolar amounts of a-1 and c-1 were replaced with equimolar amounts of a-303 and c-303, respectively, to obtain compound 303 (23.20 g) with HPLC purity ≥ 99.95%. Mass spectrum m / z: 594.2371 (theoretical value: 594.2379). Theoretical element content (%) C 43 H 34 OSi: C, 86.83; H, 5.76. Measured element content (%): C, 86.86; H, 5.73.

[0263] Synthesis Example 25: Preparation of Compound 331

[0264]

[0265] According to the preparation method of Synthesis Example 2, equimolar amounts of a-1 and c-1 were replaced with equimolar amounts of a-216 and c-331, respectively, to obtain compound 331 (25.71 g) with HPLC purity ≥ 99.97%. Mass spectrum m / z: 694.2681 (theoretical value: 694.2692). Theoretical element content (%) C 51 H 38 OSi: C, 88.14; H, 5.51. Measured element content (%): C, 88.11; H, 5.53.

[0266] Synthesis Example 26: Preparation of Compound 336

[0267]

[0268] According to the preparation method of Synthesis Example 2, equimolar amounts of a-1 and c-1 were replaced with equimolar amounts of a-216 and c-336, respectively, to obtain compound 336 (25.02 g) with HPLC purity ≥ 99.94%. Mass spectrum m / z: 694.2675 (theoretical value: 694.2692). Theoretical element content (%) C 51 H 38 OSi: C, 88.14; H, 5.51. Measured element content (%): C, 88.15; H, 5.50.

[0269] Synthesis Example 27: Preparation of Compound 342

[0270]

[0271] According to the preparation method of Synthesis Example 2, equimolar amounts of a-1 and c-1 were replaced with equimolar amounts of a-216 and c-342, respectively, to obtain compound 342 (21.64 g) with HPLC purity ≥ 99.95%. Mass spectrum m / z: 592.2213 (theoretical value: 592.2222). Theoretical element content (%) C 43 H 32 OSi: C, 87.12; H, 5.44. Measured element content (%): C, 87.16; H, 5.40.

[0272] Synthesis Example 28: Preparation of Compound 355

[0273]

[0274] According to the preparation method of Synthesis Example 2, equimolar amounts of a-1 and c-1 were replaced with equimolar amounts of a-216 and c-355, respectively, to obtain compound 355 (23.39 g) with HPLC purity ≥ 99.96%. Mass spectrum m / z: 584.2547 (theoretical value: 584.2535). Theoretical element content (%) C 42 H 36 OSi: C, 86.26; H, 6.20. Measured element content (%): C, 86.21; H, 6.26.

[0275] Synthesis Example 29: Preparation of Compound 475

[0276]

[0277] According to the preparation method of Synthesis Example 4, equimolar amounts of a-1 and b-25 were replaced with equimolar amounts of a-216 and b-475 to obtain compound 475 (23.75 g) with HPLC purity ≥ 99.97%. Mass spectrum m / z: 616.2627 (theoretical value: 616.2618). Theoretical element content (%) C 42 H 40 OSi2: C, 81.71; H, 6.57. Measured element content (%): C, 81.76; H, 6.52.

[0278] Synthesis Example 30: Preparation of Compound 481

[0279]

[0280] According to the preparation method of Synthesis Example 2, equimolar amounts of a-1, b-1, and c-1 were replaced with equimolar amounts of a-20, b-481, and a-1, respectively, to obtain compound 481 (23.43 g) with HPLC purity ≥ 99.98%. Mass spectrum m / z: 650.2477 (theoretical value: 650.2461). Theoretical element content (%) C 45 H 38 OSi2: C, 83.03; H, 5.88. Measured element content (%): C, 83.07; H, 5.84.

[0281] Synthesis Example 31: Preparation of Compound 502

[0282]

[0283] According to the preparation method of Synthesis Example 2, equimolar amounts of a-1 and b-1 were replaced with equimolar amounts of a-502 and b-76, respectively, to obtain compound 502 (20.23 g) with HPLC purity ≥ 99.95%. Mass spectrum m / z: 518.2078 (theoretical value: 518.2066). Theoretical element content (%) C 37 H 30 OSi: C, 85.67; H, 5.83. Measured element content (%): C, 85.64; H, 5.85.

[0284] Synthesis Example 32: Preparation of Compound 519

[0285]

[0286] According to the preparation method of Synthesis Example 2, equimolar amounts of b-1 and c-1 were replaced with equimolar amounts of b-519 and c-519, respectively, to obtain compound 519 (20.90 g) with HPLC purity ≥ 99.94%. Mass spectrum m / z: 542.2451 (theoretical value: 542.2463). Theoretical element content (%) C 37 H 38 SSi: C, 81.86; H, 7.06. Measured element content (%): C, 81.89; H, 7.04.

[0287] Synthesis Example 33: Preparation of Compound 574

[0288]

[0289] According to the preparation method of Synthesis Example 2, equimolar amounts of b-1 and c-1 were replaced with equimolar amounts of b-574 and c-574, respectively, to obtain compound 574 (20.32 g) with HPLC purity ≥ 99.96%. Mass spectrum m / z: 534.1849 (theoretical value: 534.1837). Theoretical element content (%) C 37 H 30 SSi: C, 83.10; H, 5.65. Measured element content (%): C, 83.14; H, 5.61.

[0290] Synthesis Example 34: Preparation of Compound 669

[0291]

[0292] According to the preparation method of Synthesis Example 4, equimolar amounts of a-1 and b-25 were replaced with equimolar amounts of a-216 and b-669 to obtain compound 669 (25.00 g, 79% yield). HPLC purity was ≥99.98%. Mass spectrum m / z: 632.2378 (theoretical value: 632.2389). Theoretical element content (%): C 42 H 40 SSi2: C, 79.69; H, 6.37. Measured element content (%): C, 79.67; H, 6.36.

[0293] Synthesis Example 35: Preparation of Compound 832

[0294]

[0295] According to the preparation method of Synthesis Example 2, equimolar amounts of a-1, b-1, and c-1 were replaced with equimolar amounts of a-216, b-832, and c-832, respectively, to obtain compound 832 (20.84 g) with HPLC purity ≥ 99.97%. Mass spectrum m / z: 578.1915 (theoretical value: 578.1900). Theoretical element content (%): C 39 H 31 FSSi: C, 80.93; H, 5.40. Measured element content (%): C, 80.90; H, 5.44.

[0296] Synthesis Example 36: Preparation of Compound 848

[0297]

[0298] According to the preparation method of Synthesis Example 4, an equal amount of b-25 was replaced with an equal amount of b-848 to obtain compound 848 (18.59 g) with HPLC purity ≥ 99.95%. Mass spectrum m / z: 464.1981 (theoretical value: 464.1992). Theoretical element content (%) C 30 H 32 OSi2: C, 77.53; H, 6.94. Measured element content (%): C, 77.58; H, 6.90.

[0299] Synthesis Example 37: Preparation of Compound 917

[0300]

[0301] According to the preparation method of Synthesis Example 4, equimolar amounts of a-1 and b-25 were replaced with equimolar amounts of a-216 and b-917 to obtain compound 917 (23.14 g) with HPLC purity ≥ 99.96%. Mass spectrum m / z: 616.2631 (theoretical value: 616.2618). Theoretical element content (%) C 42 H 40 OSi2: C, 81.77; H, 6.54. Measured element content (%): C, 81.75; H, 6.57.

[0302] Synthesis Example 38: Preparation of Compound 918

[0303]

[0304] According to the preparation method of Synthesis Example 4, equimolar amounts of a-1 and b-25 were replaced with equimolar amounts of a-216 and b-918 to obtain compound 918 (23.44 g, 76% yield). HPLC purity was ≥99.97%. Mass spectrum m / z: 616.2611 (theoretical value: 616.2618). Theoretical element content (%): C 42 H 40 OSi2: C, 81.77; H, 6.54. Measured element content (%): C, 81.78; H, 6.53.

[0305] Synthesis Example 39: Preparation of Compound 1074

[0306]

[0307] According to the preparation method of Synthesis Example 2, equimolar amounts of a-1, b-1, and c-1 were replaced with equimolar amounts of a-216, b-1074, and a-216, respectively, to obtain compound 1074 (23.68 g) with HPLC purity ≥ 99.98%. Mass spectrum m / z: 666.2788 (theoretical value: 666.2774). Theoretical element content (%): C 46 H 42 OSi2: C, 82.83; H, 6.35. Measured element content (%): C, 82.86; H, 6.32.

[0308] Synthesis Example 40: Preparation of Compound 1077

[0309]

[0310] According to the preparation method of Synthesis Example 4, equimolar amounts of a-1 and b-25 were replaced with equimolar amounts of a-216 and b-1077 to obtain compound 1077 (24.10 g) with HPLC purity ≥ 99.94%. Mass spectrum m / z: 617.2581 (theoretical value: 617.2570). Theoretical element content (%) C 41 H 39 NOSi2: C, 79.69; H, 6.36; N, 2.27. Measured element content (%): C, 79.65; H, 6.38; N, 2.29.

[0311] Synthesis Example 41: Preparation of Compound 1093

[0312]

[0313] According to the preparation method of Synthesis Example 4, equimolar amounts of a-1 and b-25 were replaced with equimolar amounts of a-216 and b-1093 to obtain compound 1093 (22.28 g) with HPLC purity ≥ 99.95%. Mass spectrum m / z: 618.2537 (theoretical value: 618.2523). Theoretical element content (%) C 40 H 38 N2OSi2: C, 77.62; H, 6.19; N, 4.53. Measured element content (%): C, 77.68; H, 6.13; N, 4.53.

[0314] Synthesis Example 42: Preparation of Compound 1095

[0315]

[0316] According to the preparation method of Synthesis Example 4, equimolar amounts of a-1 and b-25 were replaced with equimolar amounts of a-216 and b-1095 to obtain compound 1095 (23.21 g) with HPLC purity ≥ 99.96%. Mass spectrum m / z: 618.2536 (theoretical value: 618.2523). Theoretical element content (%) C 40 H 38 N2OSi2: C, 77.62; H, 6.19; N, 4.53. Measured element content (%): C, 77.60; H, 6.18; N, 4.50.

[0317] Synthesis Example 43: Preparation of Compound 1107

[0318]

[0319] According to the preparation method of Synthesis Example 4, equimolar amounts of a-1 and b-25 were replaced with equimolar amounts of a-216 and b-1107 to obtain compound 1107 (25.68 g) with HPLC purity ≥ 99.97%. Mass spectrum m / z: 666.2789 (theoretical value: 666.2774). Theoretical element content (%) C 46 H 42 OSi2: C, 82.83; H, 6.35. Measured element content (%): C, 82.81; H, 6.37.

[0320] Synthesis Example 44: Preparation of Compound 1128

[0321]

[0322] According to the preparation method of Synthesis Example 4, an equal amount of a-1 was replaced with an equal amount of a-1128 to obtain compound 1128 (21.66 g) with HPLC purity ≥ 99.96%. Mass spectrum m / z: 618.2534 (theoretical value: 618.2523). Theoretical element content (%) C 40 H 38 N2OSi2: C, 77.62; H, 6.19; N, 4.53. Measured element content (%): C, 77.64; H, 6.18; N, 4.52.

[0323] Density functional theory (DFT) calculations

[0324] In order to further study the nucleation inhibition effect of the compounds of the present invention, density functional theory (DFT) calculations were performed using CP2K software. According to the formula: ad =(E total -(E suface +E adsorbate)) / n, the surface adsorption performance of the compound of formula I of the present invention on the metal electrode material is calculated, and the specific results are shown in Table 1 below. (The E ad represents the surface adsorption energy; the E total Represents the total energy of the adsorption system; the E surface represents the surface energy of the adsorption substrate; the E adsorbate represents the metal cluster energy; n represents the number of atoms contained in the calculated cluster)

[0325] The comparative compound 1, comparative compound 2, comparative compound 3, comparative compound 4 and comparative compound 5 are as follows:

[0326]

[0327] Table 1 Surface adsorption energy data

[0328] Nucleation inhibition materials Surface adsorption energy (eV) Nucleation inhibition materials Surface adsorption energy (eV) Compound 1 -1.40 Compound 336 -1.52 Compound 20 -1.40 Compound 342 -1.52 Compound 25 -1.08 Compound 355 -1.47 Compound 33 -1.09 Compound 475 -1.06 Compound 36 -1.12 Compound 481 -1.31 Compound 59 -1.38 Compound 502 -1.49 Compound 60 -1.31 Compound 519 -1.58 Compound 64 -1.63 Compound 574 -1.51 Compound 76 -1.65 Compound 669 -1.08 Compound 127 -1.56 Compound 832 -1.65 Compound 147 -1.43 Compound 848 -1.17 Compound 151 -1.55 Compound 917 -1.17 Compound 163 -1.44 Compound 918 -1.14 Compound 185 -1.35 Compound 1074 -1.23 Compound 212 -1.11 Compound 1077 -1.10 Compound 216 -1.34 Compound 1093 -1.29 Compound 217 -1.62 Compound 1095 -1.11 Compound 235 -1.60 Compound 1107 -1.25 Compound 248 -1.05 Compound 1128 -1.14 Compound 250 -1.37 Comparative Compound 1 -3.62 Compound 262 -1.05 Comparative Compound 2 -3.95 Compound 268 -1.46 Comparative compound 3 -3.28 Compound 303 -1.46 Comparative Compound 4 -2.82 Compound 331 -1.58 Comparative Compound 5 -2.48

[0329] As can be seen from Table 1, compared with comparative compounds 1 to 5, the metal adsorption capacity of the compounds of the present invention is weaker, and they can effectively inhibit the deposition of metal electrode materials on their surfaces.

[0330] Determination of transmittance

[0331] In the present invention, the glass substrate is ultrasonically cleaned twice with a 5% glass cleaning solution for 20 minutes each time, then ultrasonically cleaned twice with deionized water for 10 minutes each time. It is then ultrasonically cleaned for 20 minutes each in acetone and isopropyl alcohol, followed by drying at 120°C. All organic materials are sublimated to a purity of over 99.99%.

[0332] In calculating optical transmittance measurements, any loss or absorption of light due to the presence of the glass substrate and nucleation inhibiting coating is subtracted from the measured transmittance (taken at a wavelength of approximately 550 nm).

[0333] Optical transmittance test instrument: UV-visible spectrophotometer (manufacturer: Shanghai Xipu Instrument Co., Ltd., model: UV-2202PC)

[0334] Example 1: Preparation of Sample 1

[0335] A series of samples were made by depositing a nucleation inhibition layer of Compound 1 about 20 nm thick on a glass substrate. The surface of the nucleation inhibition coating was then subjected to an open mask deposition of magnesium. Each sample was subjected to an average evaporation rate of about The magnesium vapor flux was 200 s. When depositing the magnesium coating, a deposition time of about 200 seconds was used to obtain a reference magnesium layer thickness of about 50 nm. Optical transmittance measurements were then used to determine the relative amount of magnesium deposited on the nucleation-inhibiting coating surface.

[0336] Examples 2-42: Preparation of samples 2-43

[0337] The compound 1 in the nucleation inhibition layer of Example 1 was replaced with compound 20, compound 25, compound 33, compound 36, compound 59, compound 60, compound 64, compound 76, compound 127, compound 147, compound 151, compound 163, compound 185, compound 212, compound 216, compound 217, compound 235, compound 248, compound 250, compound 262, compound 268, compound 303, compound 331, compound 336, compound 342, compound 355, compound 475, compound 481, compound 502, compound 519, compound 574, compound 669, compound 832, compound 848, compound 917, compound 918, compound 1074, compound 1077, compound 1093, compound 1095, compound 1107, and compound 1128, respectively, and the other steps were the same to obtain samples 2 to 43.

[0338] Comparative Examples 1 to 5: Preparation of Comparative Samples 1 to 5

[0339] The compound 1 in the nucleation inhibition layer of Example 1 was replaced with comparative compound 1, comparative compound 2, comparative compound 3, comparative compound 4 and comparative compound 5, and the other steps were the same to obtain comparative samples 1 to 5.

[0340] The optical transmittance test results of the samples prepared in Examples 1 to 43 of the present invention and Comparative Examples 1 to 5 are shown in Table 2.

[0341] Table 2 Optical transmittance test data

[0342]

[0343]

[0344] It can be seen from the results in Table 2 that compared with Comparative Examples 1 to 5, Examples 1 to 43 have higher optical transmittance. This is because when the structure of Formula 1 described in the present invention is applied to the nucleation inhibition layer, it can effectively inhibit the deposition of metal on its surface. Therefore, when the nucleation inhibition layer containing the structure of Formula 1 is applied to the organic electroluminescent device, the device performance can be effectively improved.

[0345] It should be noted that the present invention is particularly described using individual embodiments. However, without departing from the principles of the present invention, a person skilled in the art may make various improvements in form or detail to the present invention, and these improvements also fall within the scope of protection of the present invention.

Claims

1. An organic light-emitting device comprising a substrate, an anode disposed on the substrate, an organic layer disposed on the anode, a cathode disposed on the organic layer, and a nucleation inhibition layer disposed on a side of the cathode facing away from or close to the anode, wherein: The nucleation inhibition layer comprises a heterocyclic compound represented by Formula 1, Said Y is selected from O or S; The x are the same or different and are selected from CR1 or N, and the x connected to L1 and L2 are selected from C atoms; The R1s are the same or different and are selected from any one of hydrogen, deuterium, halogen, cyano, trifluoromethyl, nitro, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C2-C12 alkenyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C2-C12 heterocycloalkyl, substituted or unsubstituted C3-C12 cycloalkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, a fused ring group of a substituted or unsubstituted C3-C12 alicyclic ring and a C6-C30 aromatic ring, a fused ring group of a substituted or unsubstituted C3-C12 alicyclic ring and a C2-C30 heteroaromatic ring, and a substituted or unsubstituted silyl group, or two adjacent R1s are connected to form a substituted or unsubstituted ring; The L1 and L2 are the same or different and are selected from any one or a combination of a single bond, a substituted or unsubstituted C6-C30 arylene group, a substituted or unsubstituted C2-C30 heteroarylene group, a substituted or unsubstituted C3-C12 alicyclic group and a C6-C30 aromatic ring sub-condensed ring group, and a substituted or unsubstituted C3-C12 alicyclic group and a C2-C30 heteroaromatic ring sub-condensed ring group; The Ar1 and Ar2 are the same or different and are selected from any one of a substituted or unsubstituted C3-C12 cycloalkyl group, a substituted or unsubstituted C6-C30 aryl group, a substituted or unsubstituted C3-C12 alicyclic group and a fused cyclic group of a C6-C30 aromatic ring; At least one of the R1, L1, L2, Ar1, and Ar2 groups is Substitution; the R2 to R4 are the same or different and are any one selected from hydrogen, deuterium, substituted or unsubstituted C1 to C12 alkyl, substituted or unsubstituted C3 to C12 cycloalkyl, substituted or unsubstituted C2 to C12 heterocycloalkyl, substituted or unsubstituted C6 to C30 aryl, substituted or unsubstituted C2 to C30 heteroaryl, a fused ring group of a substituted or unsubstituted C3 to C12 alicyclic ring and a C6 to C30 aromatic ring, and a fused ring group of a substituted or unsubstituted C3 to C12 alicyclic ring and a C2 to C30 heteroaromatic ring.

2. An organic light-emitting device according to claim 1, characterized in that: The heterocyclic compound is selected from any one of the structures shown in Formula 2-1 to Formula 2-4 below, The x are the same or different and are selected from CR1 or N, and the x connected to L1 and L2 are selected from C atoms; The R1s are the same or different and are selected from hydrogen, deuterium, halogen, cyano, trifluoromethyl, nitro, or any one of the following groups, substituted or unsubstituted: methyl, ethyl, isopropyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, benzocyclopropyl, benzocyclobutyl, benzocyclopentyl, benzocyclohexyl, benzocycloheptyl, benzocyclopentenyl, benzocyclohexenyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthrenyl , triphenylene, fluorenyl, carbazolyl, furyl, thienyl, benzofuranyl, benzothienyl, pyridofuranyl, pyridothiphenyl, dibenzofuranyl, dibenzothienyl, benzofuropyridine, benzothienopyridine, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolyl, isoquinolyl, quinazolinyl, quinoxalinyl, naphthyridinyl, o-phenanthroline, oxazolyl, thiazolyl, benzoxazolyl, benzothiazolyl, pyridoxazolyl, pyridothiazolyl, Any one of , or two adjacent R1 are connected to each other to form a substituted or unsubstituted ring; The definitions of L1, L2, Ar1, and Ar2 are the same as those in Formula 1.

3. The organic light-emitting device according to claim 1, wherein: described Select any one of the following structures, The R1s are the same or different and are selected from hydrogen, deuterium, halogen, cyano, trifluoromethyl, nitro, methyl, ethyl, isopropyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, benzocyclopropyl, benzocyclobutyl, benzocyclopentyl, benzocyclohexyl, benzocycloheptyl, benzocyclopentenyl, benzocyclohexenyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylene, fluorenyl, carbazole yl, furyl, thienyl, benzofuranyl, benzothienyl, pyridofuranyl, pyridothiphenyl, dibenzofuranyl, dibenzothienyl, benzofuropyridyl, benzothienopyridyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthyridinyl, o-phenanthrolinyl, oxazolyl, thiazolyl, benzoxazolyl, benzothiazolyl, pyridoxazolyl, pyridothiazolyl, Any of the following; The R1 may be substituted by one or more substituents, and the substituents may be the same or different and may be selected from any one of deuterium, halogen, cyano, trifluoromethyl, nitro, C1-C12 alkyl, C3-C12 cycloalkyl, C2-C12 heterocycloalkyl, C3-C12 cycloalkenyl, C6-C30 aryl, C2-C30 heteroaryl, a fused ring group of a C3-C12 alicyclic ring and a C6-C30 aromatic ring, a fused ring group of a C3-C12 alicyclic ring and a C2-C30 heteroaromatic ring, and a substituted or unsubstituted silyl group or a combination thereof; The n1 is the same or different and is selected from 0, 1, 2 or 3; the n2 is the same or different and is selected from 0, 1 or 2; the n3 is the same or different and is selected from 0, 1, 2, 3, 4 or 5; the n4 is the same or different and is selected from 0, 1, 2, 3 or 4; the n5 is the same or different and is selected from 0, 1, 2, 3, 4, 5 or 6.

4. The organic light-emitting device according to claim 1, wherein: The Ar1 and Ar2 are the same or different and are selected from substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted cycloheptyl or any one of the structures shown below, The R5 is the same or different and is selected from hydrogen, deuterium, halogen, cyano, trifluoromethyl, nitro, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C2-C12 heterocycloalkyl, substituted or unsubstituted C3-C12 cycloalkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C12 alicyclic and C6-C30 aromatic ring fused ring group, substituted or unsubstituted C3-C12 alicyclic and C2-C30 heteroaromatic ring fused ring group, Any one of, or two adjacent R5 are connected to each other to form a substituted or unsubstituted ring; The m1 is the same or different and is selected from 0, 1, 2, 3, 4, or 5; the m2 is the same or different and is selected from 0, 1, 2, 3, 4, 5, 6, or 7; the m3 is the same or different and is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10; the m4 is the same or different and is selected from 0, 1, 2, 3, or 4; the m5 is the same or different and is selected from 0, 1, 2, 3, 4, 5, or 6; the m6 is the same or different and is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, or 9; the m7 is the same or different and is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, or 11; the m8 is the same or different and is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, or 13.

5. The organic light-emitting device according to claim 1, wherein: The Ar1 and Ar2 are the same or different and are selected from substituted or unsubstituted cyclopropyl, substituted or unsubstituted cyclobutyl, substituted or unsubstituted cyclopentyl, substituted or unsubstituted cyclohexyl, substituted or unsubstituted cycloheptyl or any one of the structures shown below, The R5 are the same or different and are selected from hydrogen, deuterium, halogen, cyano, trifluoromethyl, nitro, methyl, ethyl, isopropyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, benzocyclopropyl, benzocyclobutyl, benzocyclopentyl, benzocyclohexyl, benzocycloheptyl, benzocyclopentenyl, benzocyclohexenyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylene, fluorenyl, carbazole yl, furyl, thienyl, benzofuranyl, benzothienyl, pyridofuranyl, pyridothiphenyl, dibenzofuranyl, dibenzothienyl, benzofuropyridyl, benzothienopyridyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthyridinyl, o-phenanthrolinyl, oxazolyl, thiazolyl, benzoxazolyl, benzothiazolyl, pyridoxazolyl, pyridothiazolyl, Any of the following; Said R5 may be substituted with one or more substituents, said substituents being the same or different and selected from deuterium, halogen, cyano, trifluoromethyl, nitro, methyl, ethyl, isopropyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, benzocyclopropyl, benzocyclobutyl, benzocyclopentyl, benzocyclohexyl, benzocycloheptyl, benzocyclopentenyl, benzocyclohexenyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, pentadeuterated phenyl, methylphenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylene, fluorenyl, carbazolyl, furanyl, thienyl, benzo Any one or a combination of furyl, benzothienyl, pyridofuranyl, pyridothiphenyl, dibenzofuranyl, dibenzothienyl, benzofuropyridyl, benzothienopyridyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolyl, isoquinolyl, quinazolinyl, quinoxalinyl, naphthyridinyl, o-phenanthroline, oxazolyl, thiazolyl, benzoxazolyl, benzothiazolyl, pyridoxazolyl, pyridothiazolyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-tert-butylsilyl, and triphenylsilyl; The m1 is the same or different and is selected from 0, 1, 2, 3, 4, or 5; the m2 is the same or different and is selected from 0, 1, 2, 3, 4, 5, 6, or 7; the m3 is the same or different and is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10; the m4 is the same or different and is selected from 0, 1, 2, 3, or 4; the m5 is the same or different and is selected from 0, 1, 2, 3, 4, 5, or 6; the m6 is the same or different and is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, or 9; the m7 is the same or different and is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, or 11; the m8 is the same or different and is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, or 13; the m9 is the same or different and is selected from 0, 1, 2, 3, 4, 5, 6, 7, or 8.

6. The organic light emitting device according to claim 1, characterized in that: The L1 and L2 are the same or different and are selected from a single bond or any one or a combination of the following structures: The ring A is selected from a C3-C12 alicyclic ring; Said Z1, Z2, Z3 are the same or different and are selected from any one of O, S, NRa, CRbRc; The Rb and Rc are the same or different and are selected from any one of hydrogen, deuterium, halogen, cyano, trifluoromethyl, nitro, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C2-C12 heterocycloalkyl, substituted or unsubstituted C3-C12 cycloalkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, a fused ring group of a substituted or unsubstituted C3-C12 alicyclic ring and a C6-C30 aromatic ring, a fused ring group of a substituted or unsubstituted C3-C12 alicyclic ring and a C2-C30 heteroaromatic ring, and a substituted or unsubstituted silyl group, or adjacent Rb and Rc are connected to form a substituted or unsubstituted spirocycle; The Ra is selected from any one of hydrogen, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C2-C12 heterocycloalkyl, substituted or unsubstituted C3-C12 cycloalkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, a fused ring group of a substituted or unsubstituted C3-C12 alicyclic ring and a C6-C30 aromatic ring, a fused ring group of a substituted or unsubstituted C3-C12 alicyclic ring and a C2-C30 heteroaromatic ring, and a substituted or unsubstituted silyl group; The v's are the same or different and are selected from CH or N; The R6 are the same or different and are selected from hydrogen, deuterium, halogen, cyano, trifluoromethyl, nitro, substituted or unsubstituted C1-C12 alkyl, substituted or unsubstituted C3-C12 cycloalkyl, substituted or unsubstituted C2-C12 heterocycloalkyl, substituted or unsubstituted C3-C12 cycloalkenyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C2-C30 heteroaryl, substituted or unsubstituted C3-C12 alicyclic and C6-C30 aromatic ring fused ring group, substituted or unsubstituted C3-C12 alicyclic and C2-C30 heteroaromatic ring fused ring group, Any one of , or two adjacent R6 are connected to each other to form a substituted or unsubstituted ring; The a1 is the same or different and is selected from 0, 1, 2, 3 or 4; the a2 is the same or different and is selected from 0, 1 or 2; the a3 is the same or different and is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12.

7. The organic light-emitting device according to claim 1, characterized in that: The L1 and L2 are the same or different and are selected from a single bond or any one or a combination of the following structures: Said Z1, Z2, Z3 are the same or different and are selected from any one of O, S, NRa, CRbRc; The Rb and Rc are the same or different and are selected from hydrogen, deuterium, halogen, cyano, trifluoromethyl, nitro, or any one of the following groups, substituted or unsubstituted: methyl, ethyl, isopropyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, benzocyclopropyl, benzocyclobutyl, benzocyclopentyl, benzocyclohexyl, benzocycloheptyl, benzocyclopentenyl, benzocyclohexenyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylene, fluorenyl, carbazolyl, furyl, thienyl, benzofuranyl, benzothienyl, pyridofuranyl, any one of thiazolyl, benzoxazolyl, benzothiazolyl, pyridoxazolyl, pyridothiazolyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-tert-butylsilyl, and triphenylsilyl, or adjacent Rb and Rc are linked to form a substituted or unsubstituted spirocycle; Said Ra is selected from hydrogen or any one of the following groups which are substituted or unsubstituted: methyl, ethyl, isopropyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, benzocyclopropyl, benzocyclobutyl, benzocyclopentyl, benzocyclohexyl, benzocycloheptyl, benzocyclopentenyl, benzocyclohexenyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylene, fluorenyl, carbazolyl, furyl, thienyl, benzofuranyl, benzothiophenyl, pyrido furyl, pyridothiphenyl, dibenzofuranyl, dibenzothiophenyl, benzofuropyridyl, benzothienopyridyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolyl, isoquinolyl, quinazolinyl, quinoxalinyl, naphthyridinyl, o-phenanthroline, oxazolyl, thiazolyl, benzoxazolyl, benzothiazolyl, pyridoxazolyl, pyridothiazolyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-tert-butylsilyl, triphenylsilyl, The R6 are the same or different and are selected from hydrogen, deuterium, halogen, cyano, trifluoromethyl, nitro, methyl, ethyl, isopropyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, benzocyclopropyl, benzocyclobutyl, benzocyclopentyl, benzocyclohexyl, benzocycloheptyl, benzocyclopentenyl, benzocyclohexenyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylene, fluorenyl, carbazole yl, furyl, thienyl, benzofuranyl, benzothienyl, pyridofuranyl, pyridothiphenyl, dibenzofuranyl, dibenzothienyl, benzofuropyridyl, benzothienopyridyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolinyl, isoquinolinyl, quinazolinyl, quinoxalinyl, naphthyridinyl, o-phenanthrolinyl, oxazolyl, thiazolyl, benzoxazolyl, benzothiazolyl, pyridoxazolyl, pyridothiazolyl, Any one of , or two adjacent R6 are connected to each other to form a substituted or unsubstituted ring; The R6 may be substituted by one or more substituents selected from deuterium, halogen, cyano, trifluoromethyl, nitro, methyl, ethyl, isopropyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, benzocyclopropyl, benzocyclobutyl, benzocyclopentyl, benzocyclohexyl, benzocycloheptyl, benzocyclopentenyl, benzocyclohexenyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, pentadeuterated phenyl, methylphenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylene, fluorenyl, carbazolyl, furanyl, thienyl, benzofuranyl , benzothiophenyl, pyridofuryl, pyridothiphenyl, dibenzofuranyl, dibenzothiophenyl, benzofuropyridyl, benzothienopyridyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolyl, isoquinolyl, quinazolinyl, quinoxalinyl, naphthyridinyl, o-phenanthroline, oxazolyl, thiazolyl, benzoxazolyl, benzothiazolyl, pyridoxazolyl, pyridothiazolyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-tert-butylsilyl, triphenylsilyl or any combination thereof; The a1 is the same or different and is selected from 0, 1, 2, 3 or 4; the a2 is the same or different and is selected from 0, 1 or 2; the a3 is the same or different and is selected from 0, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 or 12; the a4 is the same or different and is selected from 0, 1, 2 or 3; the a5 is the same or different and is selected from 0, 1, 2, 3, 4, 5 or 6; the a6 is the same or different and is selected from 0, 1, 2, 3, 4, 5, 6, 7 or 8.

8. The organic light-emitting device according to claim 1, characterized in that: The R2 to R4 groups are the same or different and are selected from hydrogen, deuterium, methyl, ethyl, isopropyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, benzocyclopropyl, benzocyclobutyl, benzocyclopentyl, benzocyclohexyl, benzocycloheptyl, benzocyclopentenyl, benzocyclohexenyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylene, fluorenyl, carbazolyl, furyl, thienyl, benzofuranyl, benzothienyl, pyridofuranyl, , pyridothiphenyl, dibenzofuranyl, dibenzothiophenyl, benzofuropyridyl, benzothienopyridyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, triazinyl, quinolyl, isoquinolyl, quinazolinyl, quinoxalinyl, o-phenanthroline, oxazolyl, thiazolyl, benzoxazolyl, benzothiazolyl, pyridoxazolyl, pyridothiazolyl, trimethylsilyl, triethylsilyl, triisopropylsilyl, tri-tert-butylsilyl, triphenylsilyl; Said R2 to R4 may be substituted by one or more substituents selected from deuterium, halogen, cyano, trifluoromethyl, nitro, methyl, ethyl, isopropyl, tert-butyl, cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, benzocyclopropyl, benzocyclobutyl, benzocyclopentyl, benzocyclohexyl, benzocycloheptyl, benzocyclopentenyl, benzocyclohexenyl, adamantyl, norbornyl, phenyl, biphenyl, terphenyl, pentadeuterated phenyl, methylphenyl, naphthyl, anthracenyl, phenanthrenyl, triphenylene, fluorenyl, carbazolyl, furanyl, thienyl, benzofuranyl, any one or a combination of 1-methyl-2-nitro-2-ol, 1-methyl-2-nitro-2-ol, 1-methyl-2-nitro-2-ol, 1-methyl-2-nitro-2-ol, 1-methyl-2-nitro-2-ol, 1-methyl-2-nitro-2-ol, 1-methyl-2-nitro-2-ol, 1-methyl-2-nitro-2-ol, 1-methyl-2-nitro-2-ol, 1-methyl-2-nitro-2-ol, 1-methyl-2-nitro-2-ol, 1-methyl-2-nitro-2-ol, 1-methyl-2-nitro-2-ol, 1-methyl-2-nitro-2-ol, 1-methyl-2-nitro-2-ol, 1-methyl-2-nitro-2-ol, 1-methyl-2-nitro-2-ol, 1-methyl-2-nitro-2-ol, 1-methyl-2-nitro-2-ol, 1-methyl-2-nitro-2-ol, 9. The organic light-emitting device according to claim 1, characterized in that: The heterocyclic compound is selected from any one of the following structures:

10. Use of the heterocyclic compound represented by formula 1 according to any one of claims 1 to 9 as a nucleation inhibition layer material in an organic light-emitting device.

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