CN106920896A - Organic luminescent device - Google Patents

Organic luminescent device Download PDF

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Publication number
CN106920896A
CN106920896A CN201611206804.2A CN201611206804A CN106920896A CN 106920896 A CN106920896 A CN 106920896A CN 201611206804 A CN201611206804 A CN 201611206804A CN 106920896 A CN106920896 A CN 106920896A
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金明淑
金成昱
赵桓熙
黄珍秀
秋昌雄
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Samsung Display Co Ltd
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Samsung Display Co Ltd
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Abstract

A kind of organic luminescent device is disclosed, the organic luminescent device includes:First electrode;Second electrode;And organic layer, between first electrode and second electrode, organic layer includes emission layer, wherein, organic layer includes by the first compound of the expression selected from formula 11 and formula 12 and a second compound for expression by being selected from 1 to the formula 23 of formula 2.

Description

Organic luminescent device
This application claims Korea Spro 10-2015-0185105 submitted in Korean Intellectual Property Office on December 23rd, 2015 State's patent application and the 10-2016-0177750 Korean Patents submitted in Korean Intellectual Property Office on December 23rd, 2016 The priority and rights and interests of application, all the elements of the two pieces korean patent application are incorporated herein by reference this.
Technical field
One or more aspects of embodiment of the disclosure are related to a kind of organic luminescent device.
Background technology
Organic luminescent device be with wide viewing angle, high-contrast, short response time and excellent brightness, driving voltage and The spontaneous emission device of response speed characteristic, it is possible to produce full-colour image.
Organic luminescent device can include the first electrode being arranged in (for example, being located at) substrate and be sequentially positioned at Hole transporting zone, emission layer, electron transporting zone and second electrode in first electrode.From the sky that such as first electrode is provided Cave can move by hole transporting zone to emission layer, and the electronics provided from such as second electrode can be by electric transmission area Moved to emission layer in domain.Then, the carrier in such as hole and electronics can be combined to produce exciton in emission layer.These swash Son transits to ground state from excitation state, so as to produce light.
The content of the invention
One or more aspects of embodiment of the disclosure are related to a kind of organic luminescent device.
Other aspect will be illustrated partly in the description that follows, and be will be apparent partially by description, or Person can be known by the implementation of the embodiment for being given.
According to one or more embodiments, organic luminescent device includes:First electrode;Second electrode;And organic layer, Between first electrode and second electrode, organic layer includes emission layer, wherein, organic layer is included by from formula 1-1 and formula 1-2 First compound of one expression of selection and a second compound for expression by selecting in from formula 2-1 to formula 2-3:
Formula 1-1
Formula 1-2
Formula 2-1
Formula 2-2
Formula 2-3
Formula 9
In formula 1-1, formula 1-2, formula 2-1 to formula 2-3 and formula 9,
A11To A13And A21To A26Can independently selected from C5-C20Carbocylic radical and C1-C20Heterocyclic radical,
X11N [(L can be selected from11)a11-R11]、C[(L11)a11-R11](R13), O and S,
X12N [(L can be selected from12)a12-R12]、C[(L12)a12-R12](R14), O and S,
Work as X11It is N [(L11)a11-R11] when, X12N [(L can be selected from12)a12-R12], O and S,
Work as X11It is C [(L11)a11-R11](R13) when, X12C [(L can be selected from12)a12-R12](R14), O and S,
X21C (R can be selected from203)(R204), O and S, X22C (R can be selected from205)(R206), O and S,
L11、L12、L21To L23And L91To L93Can independently selected from substituted or unsubstituted C3-C10Sub- cycloalkanes Base, substituted or unsubstituted C1-C10Sub- Heterocyclylalkyl, substituted or unsubstituted C3-C10Sub- cycloalkenyl group, substitution or do not take The C in generation1-C10Sub- heterocycloalkenyl, substituted or unsubstituted C6-C60Arlydene, substituted or unsubstituted C1-C60Sub- heteroaryl The non-aromatic condensation polycyclic base of base, substituted or unsubstituted divalence and the non-aromatic condensation of substituted or unsubstituted divalence are miscellaneous polycyclic Base,
A11, a12, a21 to a23 and a91 to a93 can independently selected from 0,1,2,3,4 and 5,
R11To R14、R91And R92Can independently selected from substituted or unsubstituted C3-C10Cycloalkyl, substitution or Unsubstituted C1-C10Heterocyclylalkyl, substituted or unsubstituted C3-C10Cycloalkenyl group, substituted or unsubstituted C1-C10Heterocycle alkene Base, substituted or unsubstituted C6-C60Aryl, substituted or unsubstituted C1-C60Heteroaryl, substituted or unsubstituted unit price Non-aromatic condensation polycyclic base and substituted or unsubstituted monovalent non-aromatic are condensed miscellaneous many ring groups,
R21And R22Can independently selected from the group represented by formula 9, substituted or unsubstituted C3-C10Cycloalkyl, Substituted or unsubstituted C1-C10Heterocyclylalkyl, substituted or unsubstituted C3-C10Cycloalkenyl group, substituted or unsubstituted C1- C10Heterocycloalkenyl, substituted or unsubstituted C6-C60Aryl and substituted or unsubstituted C1-C60Heteroaryl,
R15To R17、R23To R28And R201To R206Can independently selected from hydrogen, deuterium ,-F ,-Cl ,-Br ,-I, hydroxyl, cyanogen Base, nitro, amidino groups, diazanyl, hydrazone group, substituted or unsubstituted C1-C60Alkyl, substituted or unsubstituted C1-C60Alkoxy, Substituted or unsubstituted C6-C60Aryl, substituted or unsubstituted C6-C60Aryloxy group, substituted or unsubstituted C6-C60Virtue Sulfenyl, substituted or unsubstituted C1-C60Heteroaryl, substituted or unsubstituted monovalent non-aromatic condensation polycyclic base, substitution Or unsubstituted monovalent non-aromatic is condensed miscellaneous many ring groups ,-Si (Q1)(Q2)(Q3)、-N(Q1)(Q2)、-B(Q1)(Q2) ,-C (=O) (Q1) ,-S (=O)2(Q1) and-P (=O) (Q1)(Q2), wherein, R201And R202Saturation can selectively be connected to each other to form Ring or unsaturation ring, R203And R204Saturated rings or unsaturation ring, R can selectively be connected to each other to form205And R206Can be with Saturated rings or unsaturation ring are selectively connected to each other to form,
Wherein, Q1To Q3Can independently selected from hydrogen, C1-C60Alkyl, C6-C60Aryl, C1-C60Heteroaryl, unit price are non- Fragrant condensation polycyclic base, monovalent non-aromatic are condensed miscellaneous many ring groups, xenyl and terphenyl,
B15 to b17 and b23 to b28 can independently selected from 1,2,3 and 4,
* the bound site with adjacent atom is referred to.
According to one or more embodiments, organic luminescent device includes:
Substrate, is divided into the first subpixel area, the second subpixel area and the 3rd subpixel area;
Multiple first electrodes, are separately positioned on the first subpixel area, the second subpixel area and the 3rd sub- picture of substrate In plain region;
Second electrode, in face of first electrode;And
Organic layer, between first electrode and second electrode, organic layer includes emission layer,
Wherein, organic layer includes the first compound of an expression by being selected from formula 1-1 and formula 1-2 and by from formula The second compound for expression selected in 2-1 to formula 2-3.
Brief description of the drawings
By the description below in conjunction with accompanying drawing to embodiment, these and/or other side will be apparent and be easier to manage Solution, in the accompanying drawings:
Fig. 1 is the schematic cross sectional views of the organic luminescent device according to embodiment;
Fig. 2 is the schematic cross sectional views of the organic luminescent device according to embodiment;
Fig. 3 is the schematic cross sectional views of the organic luminescent device according to embodiment;
Fig. 4 is the schematic cross sectional views of the organic luminescent device according to embodiment;
Fig. 5 is the schematic cross sectional views of the full-color organic light emitting device according to embodiment.
Specific embodiment
The embodiment of its example will be shown referring to the drawings in further detail now, wherein, same reference is all the time Represent same element.On this point, the embodiment for being given can have different forms, and should not be construed as limited to Description set forth herein.Therefore, below by embodiment is only described referring to the drawings, to explain the aspect of this description.As here Use, any combination and all combinations that term "and/or" is listd including one or more correlations.Such as " ... in At least one (kind) (person) ", the statement of " ... in (kind) (person) " and " being selected from ... " be located at a row element it It is preceding or afterwards when, modify permutation element, rather than modify the row Individual elements.In addition, when embodiments of the invention are described The use of " can with " refers to " one or more embodiments of the invention ".
Because present inventive concept allows various change and multiple embodiments, therefore specific embodiment to will be illustrated in the drawings simultaneously It is described below in greater detail in the written description.By referring to the example embodiment and accompanying drawing of present inventive concept, to this area Those of ordinary skill for, effect, feature and realize that the method for inventive concept should be obvious.However, present inventive concept can Implement with many different forms, and should not be construed as limited to embodiment set forth herein.
Hereinafter, the disclosure will be explained in greater detail by referring to the example embodiment of Description of Drawings inventive concept Inventive concept.Same reference represents same element in accompanying drawing, therefore will not provide repetitive description.
In the embodiment for describing in this manual, unless there are clearly different implications in context, otherwise with list Statement of the statement comprising plural number that number is used.
In this manual, it will be appreciated that, such as " including ", the term of " having " and "comprising" is intended to indicate in the presence of saying Feature or component disclosed in bright book, and be not intended to exclusion there may be or can add one or more further features or The possibility of person's component.
It will be appreciated that when layer, region or component be referred to as " " another layer, region or component " on " or " arriving " it is another Layer, region or component " on " when, the layer, region or component can be formed directly or indirectly at another layer, region or group On part.That is, for example, there may be intermediate layer, zone line or intermediate module.
For the ease of explaining, the size of component in accompanying drawing can be exaggerated.In other words, due to for the ease of explain, in accompanying drawing Component size and thickness be arbitrarily to show, therefore, the following examples not limited to this.
Statement " (organic layer) includes at least one first compound " can refer to that (organic layer) is included by formula 1-1 and formula 1-2 In one expression the first compound situation and (organic layer) include by formula 1-1 and formula 1-2 any one expression Two or more first different compounds situation.
Term " organic layer " as used herein refers to the first electrode and second for being arranged on (for example, being located at) organic luminescent device Individual layer and/or multiple layers between electrode.The material being included in " organic layer " is not limited to organic material.
According to one or more example embodiments, organic luminescent device includes:First electrode;Second electrode;And have Machine layer, is arranged on (for example, being located at) between first electrode and second electrode and including emission layer,
Wherein, organic layer can include by from formula 1-1 and formula 1-2 select one expression the first compound and by from The second compound for expression selected in formula 2-1 to formula 2-3:
Formula 1-1
Formula 1-2
Formula 2-1
Formula 2-2
Formula 2-3
Formula 9
In formula 1-1, formula 1-2, formula 2-1 to formula 2-3 and formula 9,
A11To A13And A21To A26Can independently selected from C5-C20Carbocylic radical and C1-C20Heterocyclic radical,
X11N [(L can be selected from11)a11-R11]、C[(L11)a11-R11](R13), O and S,
X12N [(L can be selected from12)a12-R12]、C[(L12)a12-R12](R14), O and S,
Work as X11It is N [(L11)a11-R11] when, X12N [(L can be selected from12)a12-R12], O and S,
Work as X11It is C [(L11)a11-R11](R13) when, X12C [(L can be selected from12)a12-R12](R14), O and S,
X21C (R can be selected from203)(R204), O and S, X22C (R can be selected from205)(R206), O and S,
L11、L12、L21To L23And L91To L93Can independently selected from substituted or unsubstituted C3-C10Sub- cycloalkanes Base, substituted or unsubstituted C1-C10Sub- Heterocyclylalkyl, substituted or unsubstituted C3-C10Sub- cycloalkenyl group, substitution or do not take The C in generation1-C10Sub- heterocycloalkenyl, substituted or unsubstituted C6-C60Arlydene, substituted or unsubstituted C1-C60Sub- heteroaryl The non-aromatic condensation polycyclic base of base, substituted or unsubstituted divalence and the non-aromatic condensation of substituted or unsubstituted divalence are miscellaneous polycyclic Base,
A11, a12, a21 to a23 and a91 to a93 can independently selected from 0,1,2,3,4 and 5,
R11To R14、R91And R92Can independently selected from substituted or unsubstituted C3-C10Cycloalkyl, substitution or Unsubstituted C1-C10Heterocyclylalkyl, substituted or unsubstituted C3-C10Cycloalkenyl group, substituted or unsubstituted C1-C10Heterocycle alkene Base, substituted or unsubstituted C6-C60Aryl, substituted or unsubstituted C1-C60Heteroaryl, substituted or unsubstituted unit price Non-aromatic condensation polycyclic base and substituted or unsubstituted monovalent non-aromatic are condensed miscellaneous many ring groups,
R21And R22Can independently selected from the group represented by formula 9, substituted or unsubstituted C3-C10Cycloalkyl, Substituted or unsubstituted C1-C10Heterocyclylalkyl, substituted or unsubstituted C3-C10Cycloalkenyl group, substituted or unsubstituted C1- C10Heterocycloalkenyl, substituted or unsubstituted C6-C60Aryl and substituted or unsubstituted C1-C60Heteroaryl,
R15To R17、R23To R28And R201To R206Can independently selected from hydrogen, deuterium ,-F ,-Cl ,-Br ,-I, hydroxyl, cyanogen Base, nitro, amidino groups, diazanyl, hydrazone group, substituted or unsubstituted C1-C60Alkyl, substituted or unsubstituted C1-C60Alkoxy, Substituted or unsubstituted C6-C60Aryl, substituted or unsubstituted C6-C60Aryloxy group, substituted or unsubstituted C6-C60Virtue Sulfenyl, substituted or unsubstituted C1-C60Heteroaryl, substituted or unsubstituted monovalent non-aromatic condensation polycyclic base, substitution Or unsubstituted monovalent non-aromatic is condensed miscellaneous many ring groups ,-Si (Q1)(Q2)(Q3)、-N(Q1)(Q2)、-B(Q1)(Q2) ,-C (=O) (Q1) ,-S (=O)2(Q1) and-P (=O) (Q1)(Q2), R201And R202Saturated rings or not can selectively be connected to each other to form Saturated rings, R203And R204Saturated rings or unsaturation ring, R can selectively be connected to each other to form205And R206Can may be selected Connect to each other to form saturated rings or unsaturation ring,
Wherein, Q1To Q3Can independently selected from hydrogen, C1-C60Alkyl, C6-C60Aryl, C1-C60Heteroaryl, unit price are non- Fragrant condensation polycyclic base, monovalent non-aromatic are condensed miscellaneous many ring groups, xenyl and terphenyl,
B15 to b17 and b23 to b28 can independently selected from 1,2,3 and 4,
* the bound site with adjacent atom is referred to.
For example, the A in formula 1-1, formula 1-2 and formula 2-1 to formula 2-311To A13And A21To A26Can independently selected from benzene Base, naphthyl, fluorenyl, phenanthryl, anthryl, benzo [9,10] phenanthryl, pyrenyl,Base, furyl, thienyl, pyrrole radicals, pyridine radicals, Pyrazinyl, pyrimidine radicals, pyridazinyl, triazine radical, quinolyl, isoquinolyl, 2,6- naphthyridines base, 1,8- naphthyridines base, 1,5- naphthyridines base, 1,6- naphthyridines base, 1,7- naphthyridines base, copyrine 2,7 base, quinoxalinyl, quinazolyl, benzofuranyl, benzothienyl, hexichol And furyl, dibenzothiophenes base and carbazyl, but not limited to this.
In various embodiments, the A in formula 1-1 and formula 1-211To A13Can independently selected from phenyl, naphthyl, fluorenes Base, phenanthryl, anthryl, benzo [9,10] phenanthryl, pyrenyl,It is base, furyl, thienyl, pyrrole radicals, pyridine radicals, pyrazinyl, phonetic Piperidinyl, pyridazinyl, triazine radical, quinolyl, isoquinolyl, quinoxalinyl, quinazolyl, benzofuranyl, benzothienyl, two Benzofuranyl, dibenzothiophenes base and carbazyl, but not limited to this.
In various embodiments, the A in formula 1-1 and formula 1-211To A13Can independently selected from phenyl, naphthyl, phenanthrene Base, anthryl, pyridine radicals, pyrazinyl, pyrimidine radicals, pyridazinyl, quinolyl, isoquinolyl, quinoxalinyl and quinazolyl, but do not limit In this.
In various embodiments, the A in formula 1-1 and formula 1-211And A13Can independently selected from phenyl, naphthyl, anthracene Base and pyridine radicals, but not limited to this.
In various embodiments, the A in formula 1-1 and formula 1-212Phenyl and naphthyl, but not limited to this can be selected from.
In various embodiments, the A in formula 1-1 and formula 1-211And A13Can independently selected from phenyl, naphthyl, anthracene Base and pyridine radicals,
A12Phenyl and naphthyl, but embodiment not limited to this can be selected from.
For example, the A in formula 2-1 to formula 2-321To A26Can independently selected from phenyl and naphthyl, but not limited to this.
In various embodiments, the A in formula 1-1, formula 1-2 and formula 2-1 to formula 2-311To A13And A21To A26Can be benzene Base, but not limited to this.
For example, the X in formula 1-1 and formula 1-211Can be N [(L11)a11-R11],
X12N [(L can be selected from12)a12-R12], O and S, but not limited to this.
In various embodiments, the X in formula 1-1 and formula 1-211Can be N [(L11)a11-R11], X12Can be N [(L12)a12-R12],
X11Can be N [(L11)a11-R11], X12Can be O, or
X11Can be N [(L11)a11-R11], X12Can be S, but embodiment not limited to this.
For example, the X in formula 2-1 to formula 2-321Can be C (R203)(R204), X22C (R can be selected from205)(R206), O and S,
X21Can be O, X22O and S can be selected from, or
X21Can be S, X22Can be S, but embodiment not limited to this.
For example, the L in formula 1-1, formula 1-2, formula 2-1 to formula 2-3 and formula 911、L12、L21To L23And L91To L93Can be only On the spot selected from the group being made up of following group:
Phenylene, sub- pentalene base, sub-indenyl, naphthylene, sub- camomile ring group, sub- heptalene base, sub- indacene base, Sub- acenaphthenyl, fluorenylidene, the sub- fluorenyl of spiral shell two, sub- benzo fluorenyl, sub- dibenzo fluorenyl, that alkenyl of Asia and Africa, phenanthrylene, anthrylene, Asia Fluoranthene base, sub- benzo [9,10] phenanthryl, sub- pyrenyl, AsiaBase, sub- aphthacene base, Ya Pi base, Ya perylenes base, sub- pentaphene base, Asia are simultaneously Hexaphenyl, sub- pentacene base, sub- rubicene base, Ya guans base, sub- ovalene base, sub- pyrrole radicals, sub- thienyl, furylidene, sub- miaow Oxazolyl, sub- pyrazolyl, sub- thiazolyl, Asia isothiazolyl, Ya oxazolyl, Ya isoxazolyls, sub- pyridine radicals, sub- pyrazinyl, Asia are phonetic Piperidinyl, sub- pyridazinyl, sub- isoindolyl, sub- indyl, sub- indazolyl, sub- purine radicals, sub- quinolyl, sub- isoquinolyl, sub- benzene And quinolyl, sub- phthalazinyl, sub- naphthyridines base, sub- quinoxalinyl, sub- quinazolyl, sub- cinnolines base, sub- carbazyl, sub- phenanthridinyl, Sub- acridinyl, sub- phenanthroline, sub- phenazinyl, sub- benzimidazolyl, sub- benzofuranyl, sub- benzothienyl, sub- different benzo Thiazolyl, sub- benzoxazolyl, Asia Yi benzoxazolyl, sub- triazolyl, Asia tetrazole radical, Ya oxadiazolyl, Asia triazine radical, Asia two Benzofuranyl, sub- dibenzothiophenes base, sub- dibenzo thiophene cough up base, sub- benzo carbazole base and sub- dibenzo-carbazole base;And
Substitution has selected from deuterium ,-F ,-Cl ,-Br ,-I, hydroxyl, cyano group, nitro, amidino groups, diazanyl, hydrazone group, C1-C20Alkane Base, C1-C20Alkoxy, cyclopenta, cyclohexyl, suberyl, cyclopentenyl, cyclohexenyl group, phenyl, xenyl, terphenyl and Cyclopentadienyl group, indenyl, naphthyl, camomile ring group, heptalene base, indacene base, acenaphthenyl, fluorenyl, the fluorenyl of spiral shell two, benzo fluorenyl, Dibenzo fluorenyl, non-that alkenyl, phenanthryl, anthryl, fluoranthene base, benzo [9,10] phenanthryl, pyrenyl,Base, aphthacene Ji, Pi base, Perylene base, pentaphene base, hexacene base, pentacene base, rubicene Ji, guans base, ovalene base, pyrrole radicals, thienyl, furyl, imidazoles Base, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyls, pyridine radicals, pyrazinyl, pyrimidine radicals, pyridazinyl, iso-indoles Base, indyl, indazolyl, purine radicals, quinolyl, isoquinolyl, benzoquinoline base, phthalazinyl, naphthyridines base, quinoxalinyl, quinoline Oxazoline base, cinnolines base, carbazyl, phenanthridinyl, acridinyl, phenanthroline, phenazinyl, benzimidazolyl, benzofuranyl, benzo Thienyl, different benzothiazolyl, benzoxazolyl, Yi benzoxazolyls, triazolyl, tetrazole radical, oxadiazolyls, triazine radical, two Benzofuranyl, dibenzothiophenes base, benzo carbazole base, dibenzo-carbazole base ,-Si (Q31)(Q32)(Q33)、-N(Q31) (Q32)、-B(Q31)(Q32) ,-C (=O) (Q31) ,-S (=O)2(Q31) and-P (=O) (Q31)(Q32) at least one of sub- benzene Base, sub- pentalene base, sub-indenyl, naphthylene, sub- camomile ring group, sub- heptalene base, sub- indacene base, sub- acenaphthenyl, sub- fluorenes Base, the sub- fluorenyl of spiral shell two, sub- benzo fluorenyl, sub- dibenzo fluorenyl, that alkenyl of Asia and Africa, phenanthrylene, anthrylene, sub- fluoranthene base, sub- benzene And [9,10] phenanthryl, sub- pyrenyl, AsiaBase, sub- aphthacene base, Ya Pi base, Ya perylenes base, sub- pentaphene base, sub- hexacene base, Asia are simultaneously Five phenyl, sub- rubicene base, sub- guan base, sub- ovalene base, sub- pyrrole radicals, sub- thienyl, furylidene, sub- imidazole radicals, sub- pyrazoles Base, sub- thiazolyl, Asia isothiazolyl, Ya oxazolyl, Ya isoxazolyls, sub- pyridine radicals, sub- pyrazinyl, sub- pyrimidine radicals, Asia pyridazine Base, sub- isoindolyl, sub- indyl, sub- indazolyl, sub- purine radicals, sub- quinolyl, sub- isoquinolyl, sub- benzoquinoline base, Asia Phthalazinyl, sub- naphthyridines base, sub- quinoxalinyl, sub- quinazolyl, sub- cinnolines base, sub- carbazyl, sub- phenanthridinyl, sub- acridinyl, Asia Phenanthroline, sub- phenazinyl, sub- benzimidazolyl, sub- benzofuranyl, sub- benzothienyl, sub- different benzothiazolyl, sub- benzene Bing oxazolyls, Asia Yi benzoxazolyl, sub- triazolyl, Asia tetrazole radical, Ya oxadiazolyl, sub- triazine radical, Asia dibenzofuran group, Sub- dibenzothiophenes base, sub- dibenzo thiophene cough up base, sub- benzo carbazole base and sub- dibenzo-carbazole base,
Wherein, Q31To Q33Can independently selected from hydrogen, methyl, ethyl, n-propyl, isopropyl, the tert-butyl group, phenyl, Xenyl and terphenyl, but embodiment not limited to this.
In various embodiments, the L in formula 1-1, formula 1-2, formula 2-1 to formula 2-3 and formula 911、L12、L21To L23And L91Extremely L93Can independently selected from the group being made up of following group:
Phenylene, naphthylene, fluorenylidene, phenanthrylene, anthrylene, sub- benzo [9,10] phenanthryl, sub- pyrrole radicals, sub- thiophene Base, furylidene, sub- pyridine radicals, sub- pyrazinyl, sub- pyrimidine radicals, sub- indyl, sub- quinolyl, sub- isoquinolyl, sub- benzo quinoline Quinoline base, sub- naphthyridines base, sub- quinoxalinyl, sub- quinazolyl, sub- cinnolines base, sub- carbazyl, sub- phenanthridinyl, sub- benzimidazolyl, Sub- benzofuranyl, sub- benzothienyl, sub- triazolyl, sub- dibenzofuran group, sub- dibenzothiophenes base and sub- dibenzo thiophene Cough up base;And
Substitution has selected from deuterium ,-F ,-Cl ,-Br ,-I, hydroxyl, cyano group, nitro, amidino groups, diazanyl, hydrazone group, C1-C20Alkane Base, C1-C20Alkoxy, phenyl, naphthyl, fluorenyl, the fluorenyl of spiral shell two, benzo fluorenyl, dibenzo fluorenyl, phenanthryl, anthryl, pyrenyl, Base, pyridine radicals, pyrazinyl, pyrimidine radicals, pyridazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolyl, carbazyl, triazine Base ,-Si (Q31)(Q32)(Q33)、-N(Q31)(Q32)、-B(Q31)(Q32) ,-C (=O) (Q31) ,-S (=O)2(Q31) and-P (=O) (Q31)(Q32) at least one of phenylene, naphthylene, fluorenylidene, phenanthrylene, anthrylene, sub- benzo [9,10] phenanthryl, Asia Pyrrole radicals, sub- thienyl, furylidene, sub- pyridine radicals, sub- pyrazinyl, sub- pyrimidine radicals, sub- indyl, sub- quinolyl, sub- isoquinoline Quinoline base, sub- benzoquinoline base, sub- naphthyridines base, sub- quinoxalinyl, sub- quinazolyl, sub- cinnolines base, sub- carbazyl, sub- phenanthridinyl, Sub- benzimidazolyl, sub- benzofuranyl, sub- benzothienyl, sub- triazolyl, sub- dibenzofuran group, sub- dibenzothiophenes base Base is coughed up with sub- dibenzo thiophene,
Wherein, Q31To Q33Can independently selected from hydrogen, methyl, ethyl, n-propyl, isopropyl, the tert-butyl group, phenyl, Xenyl and terphenyl, but embodiment not limited to this.
In various embodiments, the L in formula 1-1, formula 1-2, formula 2-1 to formula 2-3 and formula 911、L12、L21To L23And L91Extremely L93A group for expression by selecting in from formula 4-1 to formula 4-31, but not limited to this can independently be:
Wherein, in formula 4-1 to formula 4-31,
X41O, S, N (R can be selected from43)、C(R43)(R44) and Si (R43)(R44),
R41To R44Can independently selected from hydrogen, deuterium ,-F ,-Cl ,-Br ,-I, hydroxyl, cyano group, nitro, amidino groups, hydrazine Base, hydrazone group, C1-C20Alkyl, C1-C20Alkoxy, phenyl, naphthyl, fluorenyl, the fluorenyl of spiral shell two, benzo fluorenyl, dibenzo fluorenyl, phenanthrene Base, anthryl, pyrenyl,Base, pyridine radicals, pyrazinyl, pyrimidine radicals, pyridazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazoline Base, carbazyl, triazine radical ,-Si (Q31)(Q32)(Q33)、-N(Q31)(Q32)、-B(Q31)(Q32) ,-C (=O) (Q31) ,-S (=O)2 (Q31) and-P (=O) (Q31)(Q32),
Wherein, Q31To Q33Can independently selected from hydrogen, methyl, ethyl, n-propyl, isopropyl, the tert-butyl group, phenyl, Xenyl and terphenyl,
B41 can be selected from 1,2,3 and 4,
B42 can be selected from 1,2,3,4,5 and 6,
B43 can be selected from 1,2 and 3,
B44 can be selected from 1 and 2,
* the bound site with adjacent atom is independently referred to * '.
In various embodiments, the X in formula 4-1 to formula 4-3141O, S and C (R can be selected from43)(R44),
R41To R44Can independently selected from hydrogen, deuterium ,-F, cyano group, methyl, ethyl, n-propyl, the tert-butyl group, phenyl and Naphthyl, but embodiment not limited to this.
For example, a11, a12, a21 to a23 and a91 to a93 in formula 1-1, formula 1-2, formula 2-1 to formula 2-3 and formula 9 can be with Independently selected from 0,1 and 2, but not limited to this.
For example, the R in formula 1-1, formula 1-2 and formula 911To R14、R91And R92Can independently selected from by following group group Into group:
C6-C60Aryl, C1-C60Heteroaryl, monovalent non-aromatic condensation polycyclic base and monovalent non-aromatic are condensed miscellaneous many ring groups;
Substitution has selected from deuterium ,-F ,-Cl ,-Br ,-I, C1-C60Alkyl, C1-C60Alkoxy, C6-C60Aryl, C1-C60 Heteroaryl, monovalent non-aromatic condensation polycyclic base, monovalent non-aromatic are condensed miscellaneous many ring groups ,-N (Q31)(Q32) and-Si (Q31)(Q32) (Q33) at least one of C6-C60Aryl, C1-C60The condensation of heteroaryl, monovalent non-aromatic condensation polycyclic base and monovalent non-aromatic Miscellaneous many ring groups;And
Substitution has selected from C6-C60Aryl and C1-C60The C of at least one of heteroaryl6-C60Aryl, C1-C60Heteroaryl Base, monovalent non-aromatic condensation polycyclic base and monovalent non-aromatic are condensed miscellaneous many ring groups, selected from C6-C60Aryl and C1-C60Heteroaryl In described each substitution at least one have selected from deuterium ,-F ,-Cl ,-Br ,-I, C1-C60Alkyl, C1-C60Alkoxy, C6-C60Aryl, C1-C60Heteroaryl, monovalent non-aromatic condensation polycyclic base, monovalent non-aromatic are condensed miscellaneous many ring groups ,-N (Q21)(Q22) With-Si (Q21)(Q22)(Q23) at least one,
Wherein, Q31To Q33And Q21To Q23Can independently selected from C1-C60Alkyl and C6-C60Aryl, but embodiment is not It is limited to this.
In various embodiments, the R in formula 1-1, formula 1-2 and formula 911To R14、R91And R92Can independently selected from by The group of following group composition:
Phenyl, xenyl, terphenyl, naphthyl, anthryl, benzo [9,10] phenanthryl, phenanthryl, pyrenyl,Base, fluorenyl, benzene And fluorenyl, carbazyl, dibenzofuran group, dibenzothiophenes base, pyridine radicals, pyrazinyl, pyrimidine radicals, pyridazinyl, triazine radical, four Piperazine base, quinolyl, isoquinolyl, benzoquinoline base, phthalazinyl, naphthyridines base, quinoxalinyl, quinazolyl, cinnolines base, phenanthridines Base, phenanthroline, benzo phenanthroline, Pyridopyrimidine base, pyrazine and pyrazinyl, pyrrole radicals, thienyl, thiazolyl, oxazole Base, thiadiazolyl group, oxadiazolyls, imidazole radicals, triazolyl, indyl, indolizine base, benzothiazolyl, benzoxazolyl, benzo Imidazole radicals, naphtho- imidazole radicals, imidazopyridyl, imidazopyrimidine base, imidazoquinolie base, imidazo isoquinolyl, pyrroles And pyrimidine radicals, benzofuranyl, benzothienyl, thianthrene group, phenoxathiin groups, dibenzodioxin English base, phenoxazine groups and fen thiophene Piperazine base;
Substitution has selected from deuterium ,-F ,-Cl ,-Br ,-I, C1-C60Alkyl, C1-C60Alkoxy, C6-C60Aryl, C1-C60 Heteroaryl, monovalent non-aromatic condensation polycyclic base, monovalent non-aromatic are condensed miscellaneous many ring groups ,-N (Q31)(Q32) and-Si (Q31)(Q32) (Q33) at least one of phenyl, xenyl, terphenyl, naphthyl, anthryl, benzo [9,10] phenanthryl, phenanthryl, pyrenyl, Base, fluorenyl, benzo fluorenyl, carbazyl, dibenzofuran group, dibenzothiophenes base, pyridine radicals, pyrazinyl, pyrimidine radicals, pyridazine Base, triazine radical, tetrazine base, quinolyl, isoquinolyl, benzoquinoline base, phthalazinyl, naphthyridines base, quinoxalinyl, quinazolyl, Cinnolines base, phenanthridinyl, phenanthroline, benzo phenanthroline, Pyridopyrimidine base, pyrazine and pyrazinyl, pyrrole radicals, thienyl, Thiazolyl, oxazolyls, thiadiazolyl group, oxadiazolyls, imidazole radicals, triazolyl, indyl, indolizine base, benzothiazolyl, benzo Oxazolyl, benzimidazolyl, naphtho- imidazole radicals, imidazopyridyl, imidazopyrimidine base, imidazoquinolie base, imidazo are different Quinolyl, pyrrolo-pyrimidine radicals, benzofuranyl, benzothienyl, thianthrene group, phenoxathiin groups, dibenzodioxin English base, Fen Evil Piperazine base and phenothiazinyl;And
Substitution has selected from phenyl, xenyl, terphenyl, naphthyl, pyridine radicals, pyrimidine radicals, pyridazinyl and triazine radical At least one of phenyl, xenyl, terphenyl, naphthyl, anthryl, benzo [9,10] phenanthryl, phenanthryl, pyrenyl,Base, fluorenes Base, benzo fluorenyl, carbazyl, dibenzofuran group, dibenzothiophenes base, pyridine radicals, pyrazinyl, pyrimidine radicals, pyridazinyl, triazine Base, tetrazine base, quinolyl, isoquinolyl, benzoquinoline base, phthalazinyl, naphthyridines base, quinoxalinyl, quinazolyl, cinnolines base, Phenanthridinyl, phenanthroline, benzo phenanthroline, pyrimido-pyrimidine base, pyrazine and pyrazinyl, pyrrole radicals, thienyl, thiazolyl, Oxazolyl, thiadiazolyl group, oxadiazolyls, imidazole radicals, triazolyl, indyl, indolizine base, benzothiazolyl, benzoxazolyl, Benzimidazolyl, naphtho- imidazole radicals, imidazopyridyl, imidazopyrimidine base, imidazoquinolie base, imidazo isoquinolyl, Pyrrolo-pyrimidine radicals, benzofuranyl, benzothienyl, thianthrene group, phenoxathiin groups, dibenzodioxin English base, phenoxazine groups and Phenothiazinyl, each in substitution base disclosed above is further substituted with selected from deuterium ,-F ,-Cl ,-Br ,-I, C1-C60Alkane Base, C1-C60Alkoxy, C6-C60Aryl, C1-C60Heteroaryl, monovalent non-aromatic condensation polycyclic base, monovalent non-aromatic condensation are miscellaneous more Ring group ,-N (Q21)(Q22) and-Si (Q21)(Q22)(Q23) at least one,
Wherein, Q21To Q23And Q31To Q33Can independently selected from methyl, ethyl, phenyl, xenyl, terphenyl And naphthyl, but embodiment not limited to this.
In various embodiments, the R in formula 1-1, formula 1-2 and formula 911To R14、R91And R92Can independently be by from formula The group for expression selected in 5-1 to formula 5-71, but not limited to this:
Wherein, in formula 5-1 to formula 5-71,
X51Singly-bound, N (R can be selected from54)、C(R54)(R55), O and S,
X52N (R can be selected from56)、C(R56)(R57), O and S,
R51To R57Can independently selected from the group being made up of following group:
Hydrogen, deuterium ,-F ,-Cl ,-Br ,-I, C1-C60Alkyl, C1-C60Alkoxy, C6-C60Aryl, C1-C60Heteroaryl, unit price Non-aromatic condensation polycyclic base, monovalent non-aromatic are condensed miscellaneous many ring groups ,-N (Q31)(Q32) and-Si (Q31)(Q32)(Q33);And
Substitution has selected from deuterium ,-F ,-Cl ,-Br ,-I, C1-C60Alkyl, C1-C60Alkoxy, C6-C60Aryl, C1-C60 Heteroaryl, monovalent non-aromatic condensation polycyclic base, monovalent non-aromatic are condensed miscellaneous many ring groups ,-N (Q21)(Q22) and-Si (Q21)(Q22) (Q23) at least one of phenyl, xenyl, terphenyl, naphthyl, pyridine radicals, pyrimidine radicals, pyridazinyl and triazine radical,
Wherein, Q21To Q23And Q31To Q33Can independently selected from methyl, ethyl, phenyl, xenyl, terphenyl And naphthyl,
B51 can be selected from 1,2,3,4 and 5,
B52 can be selected from 1,2,3,4,5,6 and 7,
B53 can be selected from 1,2,3,4,5 and 6,
B54 can be selected from 1,2 and 3,
B55 can be selected from 1,2,3 and 4,
B56 can be selected from 1 and 2,
* the bound site with adjacent atom is referred to.
For example, the R in formula 2-1 and formula 2-221And R22Can independently selected from the group being made up of following group:
Group, the C represented by formula 96-C60Aryl and C1-C60Heteroaryl;And
Substitution has selected from deuterium ,-F ,-Cl ,-Br ,-I, C1-C60Alkyl, C1-C60Alkoxy, C6-C60Aryl and C1-C60 The C of at least one of heteroaryl6-C60Aryl and C1-C60Heteroaryl, but embodiment not limited to this.
In various embodiments, the R in formula 2-1 and formula 2-221And R22Can independently selected from by following group group Into group:
Group, phenyl, xenyl, terphenyl, naphthyl, anthryl, benzo [9,10] phenanthryl, phenanthryl, the pyrene represented by formula 9 Base,Base, pyridine radicals, pyrazinyl, pyrimidine radicals, pyridazinyl, triazine radical, tetrazine base, quinolyl, isoquinolyl, benzoquinoline base, Phthalazinyl, naphthyridines base, quinoxalinyl, quinazolyl, cinnolines base, phenanthridinyl, phenanthroline, benzo phenanthroline, pyrrole radicals, thiophene Fen base, thiazolyl, oxazolyls, thiadiazolyl group, oxadiazolyls, imidazole radicals, triazolyl, indyl, benzothiazolyl, benzoxazole Base and benzimidazolyl;And
Substitution has selected from C6-C60Aryl and C1-C60The phenyl of at least one of heteroaryl, xenyl, terphenyl Base, naphthyl, anthryl, benzo [9,10] phenanthryl, phenanthryl, pyrenyl,Base, pyridine radicals, pyrazinyl, pyrimidine radicals, pyridazinyl, triazine Base, tetrazine base, quinolyl, isoquinolyl, benzoquinoline base, phthalazinyl, naphthyridines base, quinoxalinyl, quinazolyl, cinnolines base, Phenanthridinyl, phenanthroline, benzo phenanthroline, pyrrole radicals, thienyl, thiazolyl, oxazolyl, thiadiazolyl group, oxadiazolyl, miaow Oxazolyl, triazolyl, indyl, benzothiazolyl, benzoxazolyl and benzimidazolyl, but not limited to this.
In various embodiments, the R in formula 2-1 and formula 2-221And R22Can independently selected from the base represented by formula 9 Group and the group represented by any one in formula 6-1 to formula 6-15, but not limited to this:
Wherein, in formula 6-1 to formula 6-15,
Ph can refer to phenyl,
* the bound site with adjacent atom is referred to.
For example, the R in formula 1-1, formula 1-2 and formula 2-1 to formula 2-315To R17、R23To R28And R201To R206Can be independent Ground is selected from the group being made up of following group:
Hydrogen, deuterium ,-F ,-Cl ,-Br ,-I, C1-C60Alkyl, C1-C60Alkoxy, C6-C60Aryl, C6-C60Aryloxy group, C6-C60 Arylthio, C1-C60Heteroaryl, monovalent non-aromatic condensation polycyclic base, monovalent non-aromatic are condensed miscellaneous many ring groups ,-N (Q1)(Q2) and-Si (Q1)(Q2)(Q3);
Substitution has the C selected from least one of deuterium ,-F ,-Cl ,-Br ,-I, cyano group and nitro1-C60Alkyl and C1- C60Alkoxy;And
Substitution has selected from deuterium ,-F ,-Cl ,-Br ,-I, cyano group, nitro, methyl, methoxyl group, phenyl, naphthyl and-Si (CH3)3At least one of C6-C60Aryl, C1-C60The condensation of heteroaryl, monovalent non-aromatic condensation polycyclic base and monovalent non-aromatic Miscellaneous many ring groups,
R201And R202Saturated rings or unsaturation ring, R can selectively be connected to each other to form203And R204Can may be selected Connect to each other to form saturated rings or unsaturation ring, R205And R206Saturated rings or not can selectively be connected to each other to form Saturated rings,
Wherein, Q1To Q3Can independently selected from C1-C60Alkyl, C6-C60Aryl, C1-C60Heteroaryl, unit price are non-aromatic Fragrant condensation polycyclic base, monovalent non-aromatic are condensed miscellaneous many ring groups, xenyl and terphenyl, but embodiment not limited to this.
In various embodiments, the R in formula 1-1, formula 1-2 and formula 2-1 to formula 2-315To R17、R23To R28And R201To R206 Can independently selected from the group being made up of following group:
Hydrogen, deuterium ,-F, methyl, ethyl, n-propyl, isopropyl, normal-butyl, isobutyl group, sec-butyl, the tert-butyl group, methoxyl group, Ethyoxyl ,-CF3、-OCF3, phenyl, xenyl, terphenyl, naphthyl, phenoxy group, pyridine radicals, pyrimidine radicals, pyridazinyl, triazine Base, carbazyl, fluorenyl, dibenzofuran group, dibenzothiophenes base ,-N (Q1)(Q2) and-Si (Q1)(Q2)(Q3);And
Substitution has selected from deuterium ,-F ,-Cl ,-Br ,-I, cyano group, nitro, methyl, methoxyl group, phenyl, naphthyl and-Si (CH3)3At least one of phenyl, xenyl, terphenyl and naphthyl,
R201And R202Saturated rings or unsaturation ring, R can selectively be connected to each other to form203And R204Can may be selected Connect to each other to form saturated rings or unsaturation ring, R205And R206Saturated rings or not can selectively be connected to each other to form Saturated rings,
Wherein, Q1To Q3Can independently selected from methyl, ethyl, phenyl, xenyl, terphenyl and naphthyl, but reality Apply a not limited to this.
For example, in formula 2-1 to formula 2-3, R201And R202Can connect to each other to form and be selected by from formula 7-1 to formula 7-3 The group for expression selected, R203And R204An expression by selecting in from formula 7-1 to formula 7-3 can be connected to each other to form Group, or R205And R206A group for expression by selecting in from formula 7-1 to formula 7-3 can be connected to each other to form, But embodiment not limited to this:
Wherein, in formula 7-1 to formula 7-3,
R71To R80Can independently selected from the group being made up of following group:
Hydrogen, deuterium ,-F ,-Cl ,-Br ,-I, C1-C60Alkyl, C1-C60Alkoxy, C6-C60Aryl, C6-C60Aryloxy group, C6-C60 Arylthio, C1-C60Heteroaryl, monovalent non-aromatic condensation polycyclic base, monovalent non-aromatic are condensed miscellaneous many ring groups ,-N (Q1)(Q2) and-Si (Q1)(Q2)(Q3);
Substitution has the C selected from least one of deuterium ,-F ,-Cl ,-Br ,-I, cyano group and nitro1-C60Alkyl and C1- C60Alkoxy;And
Substitution has selected from deuterium ,-F ,-Cl ,-Br ,-I, cyano group, nitro, methyl, methoxyl group, phenyl, naphthyl and-Si (CH3)3At least one of C6-C60Aryl, C1-C60The condensation of heteroaryl, monovalent non-aromatic condensation polycyclic base and monovalent non-aromatic Miscellaneous many ring groups,
Wherein, Q1To Q3Can independently selected from C1-C60Alkyl, C6-C60Aryl, C1-C60Heteroaryl, unit price are non-aromatic Fragrant condensation polycyclic base, monovalent non-aromatic are condensed miscellaneous many ring groups, xenyl and terphenyl,
* refer to:R in formula 2-1, formula 2-2 and/or formula 2-3201And R202The carbon atom being connected to;Formula 2-1, formula 2-2 and/ Or the R in formula 2-3203And R204The carbon atom being connected to;Or the R in formula 2-1, formula 2-2 and/or formula 2-3205And R206Connect The carbon atom being connected to.
For example, the R in formula 7-1 to formula 7-371To R80Can independently selected from the group being made up of following group:
Hydrogen, deuterium ,-F, methyl, ethyl, n-propyl, isopropyl, normal-butyl, isobutyl group, sec-butyl, the tert-butyl group, methoxyl group, Ethyoxyl ,-CF3、-OCF3, phenyl, xenyl, terphenyl, naphthyl, phenoxy group, pyridine radicals, pyrimidine radicals, pyridazinyl, triazine Base, carbazyl, fluorenyl, dibenzofuran group, dibenzothiophenes base ,-N (Q1)(Q2) and-Si (Q1)(Q2)(Q3);And
Substitution has selected from deuterium ,-F ,-Cl ,-Br ,-I, cyano group, nitro, methyl, methoxyl group, phenyl, naphthyl and-Si (CH3)3At least one of phenyl, xenyl, terphenyl and naphthyl,
Wherein, Q1To Q3Can independently selected from methyl, ethyl, phenyl, xenyl, terphenyl and naphthyl, but reality Apply a not limited to this.
By first compound of expression being selected from formula 1-1 and formula 1-2 can by from formula 1-11 to formula 1-15 and The expression selected in formula 1-21 to formula 1-23, but not limited to this:
Wherein, in formula 1-11 to formula 1-15 and formula 1-21 to formula 1-23,
A11、A13、X11、X12、R15To R17It is identical with those that convolution 1-1 and formula 1-2 is provided with the description of b15 to b17.
For example, the A in formula 1-11 to formula 1-15 and formula 1-21 to formula 1-2311And A13Can independently selected from phenyl, Naphthyl, anthryl, pyridine radicals, but not limited to this.
In various embodiments, in formula 1-11 to formula 1-15 and formula 1-21 to formula 1-23, X11Can be N [(L11)a11- R11],
X12N [(L can be selected from12)a12-R12], O and S,
L11And L12A group for expression by selecting in from formula 4-1 to formula 4-31 can independently be,
A11 and a12 can independently selected from 0,1 and 2,
R11And R12A group for expression by selecting in from formula 5-1 to formula 5-71 can independently be,
R15To R17Can independently selected from hydrogen, deuterium ,-F, methyl, ethyl, n-propyl, isopropyl, normal-butyl, isobutyl Base, sec-butyl, the tert-butyl group, methoxyl group, ethyoxyl ,-CF3、-OCF3, phenyl, xenyl, terphenyl, naphthyl, phenoxy group, pyrrole Piperidinyl, pyrimidine radicals, pyridazinyl, triazine radical, carbazyl, fluorenyl, dibenzofuran group, dibenzothiophenes base ,-N (Q1)(Q2) and- Si(Q1)(Q2)(Q3);And
Substitution has selected from deuterium ,-F ,-Cl ,-Br ,-I, cyano group, nitro, methyl, methoxyl group, phenyl, naphthyl and-Si (CH3)3At least one of phenyl, xenyl, terphenyl and naphthyl,
Wherein, Q1To Q3Can independently selected from methyl, ethyl, phenyl, xenyl, terphenyl and naphthyl,
B15 to b17 can independently selected from 1,2,3 and 4, but embodiment not limited to this.
Can be by from formula 2-11, formula 2-21 and formula by a second compound for expression selecting in from formula 2-1 to formula 2-3 The expression selected in 2-31, but not limited to this:
Formula 2-11
Formula 2-21
Formula 2-31
Wherein, in formula 2-11, formula 2-21 and formula 2-31,
X21、X22、L21To L23, a21 to a23, R21To R28, b23 to b28, R201And R202Description and convolution 2-1 to formula Those of 2-3 offers are identical.
For example, the X in formula 2-11, formula 2-21 and formula 2-3121C (R can be selected from203)(R204), X22C can be selected from (R205)(R206), O and S,
X21Can be O, X22O and S can be selected from, or
X21Can be S, X22Can be S,
L21To L23A group for expression by selecting in from formula 4-1 to formula 4-31 can independently be,
A21 to a23 can independently selected from 0,1 and 2,
R21And R22Can independently selected from the group represented by formula 9 and by any one in formula 6-1 to formula 6-8 The group of expression,
R23To R28And R201To R206Can independently selected from the group being made up of following group:
Hydrogen, deuterium ,-F, methyl, ethyl, n-propyl, isopropyl, normal-butyl, isobutyl group, sec-butyl, the tert-butyl group, methoxyl group, Ethyoxyl ,-CF3、-OCF3, phenyl, xenyl, terphenyl, naphthyl, phenoxy group, pyridine radicals, pyrimidine radicals, pyridazinyl, triazine Base, carbazyl, fluorenyl, dibenzofuran group, dibenzothiophenes base ,-N (Q1)(Q2) and-Si (Q1)(Q2)(Q3);And
Substitution has selected from deuterium ,-F ,-Cl ,-Br ,-I, cyano group, nitro, methyl, methoxyl group, phenyl, naphthyl and-Si (CH3)3At least one of phenyl, xenyl, terphenyl and naphthyl,
R201And R202Saturated rings or unsaturation ring, R can selectively be connected to each other to form203And R204Can may be selected Connect to each other to form saturated rings or unsaturation ring, R205And R206Saturated rings or not can selectively be connected to each other to form Saturated rings,
Wherein, Q1To Q3Can independently selected from methyl, ethyl, phenyl, xenyl, terphenyl and naphthyl,
B23 to b28 can independently selected from 1,2,3 and 4, but embodiment not limited to this.
Can be selected from compound C-101 to change by first compound of expression selected from formula 1-1 and formula 1-2 Compound C-252 and compound D-101 is to compound D-173, but not limited to this:
Can be selected from compound E-101 to change by the second compound for expression selected in from formula 2-1 to formula 2-3 Compound E-270, but not limited to this:
Due to the first compound of an expression by being selected from formula 1-1 and formula 1-2 and by from formula 2-1 to formula 2-3 The second compound of one expression of selection has swift electron transmission characteristic and triplet energy level relatively high, therefore energy can With the dopant for being efficiently transmitted to be included in emission layer.In addition, by from formula 1-1 and formula 1-2 select one expression First compound can serve as being applied to the main body of phosphorescent emissions (for example, the first compound according to the embodiment for providing can be with Triplet energy level with the comparable phosphorescent dopants in than correlation technique triplet energy level higher).Therefore, including with The organic luminescent device of the first compound of upper description can effectively (or suitably) produces exciton and can in emission layer With with high efficiency.
Even if however, including by first compound of expression of the selection from formula 1-1 and formula 1-2 in emission layer In organic luminescent device, electronics also can leak into hole transporting zone from emission layer, therefore, because the increase of electric current and voltage, Causing efficiency significantly reduces.Therefore, organic luminescent device may need to further include suitable hole transporting zone.
In accordance with an embodiment of the present disclosure, the second compound of the expression for being selected in by from formula 2-1 to formula 2-3 is wrapped Include when in hole transporting zone, can minimize or reduce the electronics leakage from emission layer to hole transporting zone.Therefore, send out Penetrating the more excitons produced in layer can make contributions to light transmitting, and can improve the efficiency of organic luminescent device.Separately Outward, it is possible to reduce due to the deterioration of the material of organic layer caused by electronics leakage, presentation same brightness can be reduced (with deterioration Brightness before is identical) required for electric current amount, so as to extend the life-span of organic luminescent device.
The description of Fig. 1
Fig. 1 is the schematic diagram of the organic luminescent device 10 according to embodiment.Organic luminescent device 10 includes first electrode 110th, organic layer 150 and second electrode 190.
Hereinafter, structure and manufacture organic light emission of Fig. 1 descriptions according to the organic luminescent device 10 of embodiment will be combined The method of device 10.
First electrode 110
In Fig. 1, substrate can be additionally arranged in (for example, being located at) first electrode 110 times or second electrode 190. Substrate can be respectively provided with excellent mechanical strength, heat endurance, transparency, surface smoothness, tractability and/or water proofing property Substrate of glass or plastic-substrates.
First electrode 110 can be formed by depositing in substrate or sputtering for forming the material of first electrode 110. When first electrode 110 is anode, for formed first electrode 110 material can be selected from work function high material with Promote hole injection.
First electrode 110 can be reflecting electrode, half transmitting electrode or transmission electrode.When first electrode 110 is transmission electricity During pole, the material for forming first electrode 110 can be selected from tin indium oxide (ITO), indium zinc oxide (IZO), tin oxide (SnO2), zinc oxide (ZnO) and combinations thereof, but not limited to this.In various embodiments, when first electrode 110 is semi-transparent When radio pole or reflecting electrode, for formed first electrode 110 material can selected from magnesium (Mg), silver-colored (Ag), aluminium (Al), Aluminium-lithium (Al-Li), calcium (Ca), magnesium-indium (Mg-In), magnesium-silver (Mg-Ag) and combinations thereof, but not limited to this.
First electrode 110 can have single layer structure or the sandwich construction including two-layer or more layer.For example, the first electricity Pole 110 can have ITO/Ag/ITO three-decker, but first electrode 110 structure not limited to this.
Organic layer 150
Organic layer 150 can be arranged in first electrode 110.Organic layer 150 can include emission layer.
Organic layer 150 can also include the hole transporting zone being located between first electrode 110 and emission layer and positioned at hair The electron transporting zone penetrated between layer and second electrode 190.
Hole transporting zone in organic layer 150
Hole transporting zone can have:I) single layer structure, it includes the single layer comprising single material;Ii) individual layer knot Structure, it includes the single layer comprising various different materials;Or iii) sandwich construction, it has including many of various different materials Individual layer.
Hole transporting zone can be included from hole injection layer (HIL), hole transmission layer (HTL), transmitting auxiliary layer and electricity At least one of which of selection in sub- barrier layer (EBL).
For example, hole transporting zone can have:Single layer structure including the single layer comprising various different materials or It is auxiliary with hole injection layer/hole transmission layer, hole injection layer/hole transmission layer/transmitting auxiliary layer, hole injection layer/transmitting The sandwich construction of the structure of layer, hole transmission layer/transmitting auxiliary layer or hole injection layer/hole transmission layer/electronic barrier layer is helped, Wherein, for every kind of structure, constitute layer and sequentially stacked from first electrode 110 with the order of the statement, but hole transporting zone Structure not limited to this.
In addition to the second compound for expression selected in by from formula 2-1 to formula 2-3, hole transporting zone may be used also With including from m-MTDATA, TDATA, 2-TNATA, NPB (NPD), β-NPB, TPD, spiral shell-TPD, spiral shell-NPB, the NPB that methylates, TAPC, HMTPD, 4,4', 4 "-three (N- carbazyls) triphenylamine (TCTA), polyaniline/DBSA (PANI/DBSA), Poly- (3,4- ethylenedioxy thiophenes)/poly- (4- styrene sulfonates) (PEDOT/PSS), polyaniline/camphorsulfonic acid (PANI/CSA), Polyaniline/poly- (4- styrene sulfonates) (PANI/PSS), the compound represented by formula 201 and the compound represented by formula 202 At least one of middle selection:
Formula 201
Formula 202
In formula 201 and formula 202,
L201To L204Can independently selected from substituted or unsubstituted C3-C10Cycloalkylidene, substitution or do not take The C in generation1-C10Sub- Heterocyclylalkyl, substituted or unsubstituted C3-C10Sub- cycloalkenyl group, substituted or unsubstituted C1-C10Sub- heterocycle Alkenyl, substituted or unsubstituted C6-C60Arlydene, substituted or unsubstituted C1-C60Inferior heteroaryl, substitution or it is unsubstituted The non-aromatic condensation polycyclic base of divalence and the substituted or unsubstituted divalence miscellaneous many ring groups of non-aromatic condensation,
L205*-O-*', *-S-*', *-N (Q can be selected from201)-* ', substituted or unsubstituted C1-C20Alkylidene, take Generation or unsubstituted C2-C20Alkenylene, substituted or unsubstituted C3-C10Cycloalkylidene, substituted or unsubstituted C1-C10 Sub- Heterocyclylalkyl, substituted or unsubstituted C3-C10Sub- cycloalkenyl group, substituted or unsubstituted C1-C10Sub- heterocycloalkenyl, substitution Or unsubstituted C6-C60Arlydene, substituted or unsubstituted C1-C60Inferior heteroaryl, substituted or unsubstituted divalence are non- Fragrant condensation polycyclic base and the non-aromatic miscellaneous many ring groups of condensation of substituted or unsubstituted divalence,
Xa1 to xa4 can independently be the integer selected from 0 to 3,
Xa5 can be the integer selected from 1 to 10,
R201To R204And Q201Can independently selected from substituted or unsubstituted C3-C10Cycloalkyl, substitution or not Substituted C1-C10Heterocyclylalkyl, substituted or unsubstituted C3-C10Cycloalkenyl group, substituted or unsubstituted C1-C10Heterocycle alkene Base, substituted or unsubstituted C6-C60Aryl, substituted or unsubstituted C6-C60Aryloxy group, substituted or unsubstituted C6- C60Arylthio, substituted or unsubstituted C1-C60Heteroaryl, substituted or unsubstituted monovalent non-aromatic condensation polycyclic base and take Generation or unsubstituted monovalent non-aromatic is condensed miscellaneous many ring groups.
For example, the R in formula 202201And R202Can selectively via singly-bound, dimethylated methylene base or diphenylmethylene It is connected to each other;R203And R204Selectively can be connected to each other via singly-bound, dimethylated methylene base or diphenylmethylene.
In various embodiments, in formula 201 and formula 202,
L201To L205Can independently selected from the group being made up of following group:
Phenylene, sub- pentalene base, sub-indenyl, naphthylene, sub- camomile ring group, sub- heptalene base, sub- indacene base, Sub- acenaphthenyl, fluorenylidene, the sub- fluorenyl of spiral shell two, sub- benzo fluorenyl, sub- dibenzo fluorenyl, that alkenyl of Asia and Africa, phenanthrylene, anthrylene, Asia Fluoranthene base, sub- benzo [9,10] phenanthryl, sub- pyrenyl, AsiaBase, sub- aphthacene base, Ya Pi base, Ya perylenes base, sub- pentaphene base, Asia are simultaneously Hexaphenyl, sub- pentacene base, sub- rubicene base, Ya guans base, sub- ovalene base, sub- thienyl, furylidene, sub- carbazyl, Asia Yin Diindyl base, sub- isoindolyl, sub- benzofuranyl, sub- benzothienyl, sub- dibenzofuran group, sub- dibenzothiophenes base, sub- benzene And carbazyl, sub- dibenzo-carbazole base, sub- dibenzo thiophene cough up base and sub- pyridine radicals;And
Substitution has selected from deuterium ,-F ,-Cl ,-Br ,-I, hydroxyl, cyano group, nitro, amidino groups, diazanyl, hydrazone group, C1-C20Alkane Base, C1-C20Alkoxy, cyclopenta, cyclohexyl, suberyl, cyclopentenyl, cyclohexenyl group, phenyl, xenyl, terphenyl, take , there is C in generation1-C10The phenyl of alkyl, substitution have the phenyl of-F, pentalene base, indenyl, naphthyl, camomile ring group, heptalene base, Indacene base, acenaphthenyl, fluorenyl, the fluorenyl of spiral shell two, benzo fluorenyl, dibenzo fluorenyl, non-that alkenyl, phenanthryl, anthryl, fluoranthene base, benzene And [9,10] phenanthryl, pyrenyl,Base, aphthacene Ji, Pi Ji, perylenes base, pentaphene base, hexacene base, pentacene base, rubicene base, Guan base, ovalene base, thienyl, furyl, carbazyl, indyl, isoindolyl, benzofuranyl, benzothienyl, dibenzo Furyl, dibenzothiophenes base, benzo carbazole base, dibenzo-carbazole base, dibenzo thiophene cough up base, pyridine radicals ,-Si (Q31)(Q32) (Q33) and-N (Q31)(Q32) at least one of phenylene, sub- pentalene base, sub-indenyl, naphthylene, sub- azulenes Base, sub- heptalene base, sub- indacene base, sub- acenaphthenyl, fluorenylidene, the sub- fluorenyl of spiral shell two, sub- benzo fluorenyl, sub- dibenzo fluorenyl, Asia Non- that alkenyl, phenanthrylene, anthrylene, sub- fluoranthene base, sub- benzo [9,10] phenanthryl, sub- pyrenyl, AsiaBase, sub- aphthacene base, Asia Pi base, Ya perylenes base, sub- pentaphene base, sub- hexacene base, sub- pentacene base, sub- rubicene base, Ya guans base, sub- ovalene base, sub- thiophene Base, furylidene, sub- carbazyl, sub- indyl, sub- isoindolyl, sub- benzofuranyl, sub- benzothienyl, sub- dibenzo furan Mutter base, sub- dibenzothiophenes base, sub- benzo carbazole base, sub- dibenzo-carbazole base, sub- dibenzo thiophene coughs up base and sub- pyridine radicals,
Wherein, Q31To Q33Can independently selected from C1-C10Alkyl, C1-C10Alkoxy, phenyl, xenyl, three Phenyl and naphthyl.
In various embodiments, xa1 to xa4 can independently be 0,1 or 2.
In various embodiments, xa5 can be 1,2,3 or 4.
In various embodiments, R201To R204And Q201Can independently selected from the group being made up of following group:
Phenyl, xenyl, terphenyl, pentalene base, indenyl, naphthyl, camomile ring group, heptalene base, indacene Base, acenaphthenyl, fluorenyl, the fluorenyl of spiral shell two, benzo fluorenyl, dibenzo fluorenyl, non-that alkenyl, phenanthryl, anthryl, fluoranthene base, benzo [9, 10] phenanthryl, pyrenyl,Base, aphthacene Ji, Pi Ji, perylenes base, pentaphene base, hexacene base, pentacene base, rubicene Ji, guans base, Ovalene base, thienyl, furyl, carbazyl, indyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofurans Base, dibenzothiophenes base, benzo carbazole base, dibenzo-carbazole base, dibenzo thiophene cough up base and pyridine radicals;And
Substitution has selected from deuterium ,-F ,-Cl ,-Br ,-I, hydroxyl, cyano group, nitro, amidino groups, diazanyl, hydrazone group, C1-C20Alkane Base, C1-C20Alkoxy, cyclopenta, cyclohexyl, suberyl, cyclopentenyl, cyclohexenyl group, phenyl, xenyl, terphenyl, take , there is C in generation1-C10The phenyl of alkyl, substitution have the phenyl of-F, pentalene base, indenyl, naphthyl, camomile ring group, heptalene base, Indacene base, acenaphthenyl, fluorenyl, the fluorenyl of spiral shell two, benzo fluorenyl, dibenzo fluorenyl, non-that alkenyl, phenanthryl, anthryl, fluoranthene base, benzene And [9,10] phenanthryl, pyrenyl,Base, aphthacene Ji, Pi Ji, perylenes base, pentaphene base, hexacene base, pentacene base, rubicene base, Guan base, ovalene base, thienyl, furyl, carbazyl, indyl, isoindolyl, benzofuranyl, benzothienyl, dibenzo Furyl, dibenzothiophenes base, benzo carbazole base, dibenzo-carbazole base, dibenzo thiophene cough up base, pyridine radicals ,-Si (Q31)(Q32) (Q33) and-N (Q31)(Q32) at least one of phenyl, xenyl, terphenyl, pentalene base, indenyl, naphthyl, sweet Chrysanthemum ring group, heptalene base, indacene base, acenaphthenyl, fluorenyl, the fluorenyl of spiral shell two, benzo fluorenyl, dibenzo fluorenyl, non-that alkenyl, phenanthrene Base, anthryl, fluoranthene base, benzo [9,10] phenanthryl, pyrenyl,Base, aphthacene Ji, Pi Ji, perylenes base, pentaphene base, hexacene base, Pentacene base, rubicene Ji, guans base, ovalene base, thienyl, furyl, carbazyl, indyl, isoindolyl, benzofuran Base, benzothienyl, dibenzofuran group, dibenzothiophenes base, benzo carbazole base, dibenzo-carbazole base, dibenzo thiophene cough up base And pyridine radicals,
Wherein, Q31To Q33With same as described above.
In various embodiments, from the R in formula 201201To R203At least one of middle selection can independently selected from The group being made up of following group:
Fluorenyl, the fluorenyl of spiral shell two, carbazyl, dibenzofuran group and dibenzothiophenes base;And
Substitution has selected from deuterium ,-F ,-Cl ,-Br ,-I, hydroxyl, cyano group, nitro, amidino groups, diazanyl, hydrazone group, C1-C20Alkane Base, C1-C20Alkoxy, cyclopenta, cyclohexyl, suberyl, cyclopentenyl, cyclohexenyl group, phenyl, xenyl, terphenyl, take , there is C in generation1-C10The phenyl of alkyl, substitution have phenyl, naphthyl, fluorenyl, the fluorenyl of spiral shell two, carbazyl, the dibenzofuran group and two of-F The fluorenyl of at least one of benzothienyl, the fluorenyl of spiral shell two, carbazyl, dibenzofuran group and dibenzothiophenes base,
But embodiment not limited to this.
In various embodiments, in formula 202, i) R201And R202Can be connected to each other via singly-bound, and/or ii) R203And R204Can be connected to each other via singly-bound.
In various embodiments, from the R in formula 202201To R204At least one of middle selection can be selected from by following base The group of group's composition:
Carbazyl;And
Substitution has selected from deuterium ,-F ,-Cl ,-Br ,-I, hydroxyl, cyano group, nitro, amidino groups, diazanyl, hydrazone group, C1-C20Alkyl, C1-C20Alkoxy, cyclopenta, cyclohexyl, suberyl, cyclopentenyl, cyclohexenyl group, phenyl, xenyl, terphenyl, substitution There is C1-C10The phenyl of alkyl, substitution have phenyl, naphthyl, fluorenyl, the fluorenyl of spiral shell two, carbazyl, dibenzofuran group and the hexichol of-F The carbazyl of at least one of bithiophene base,
But embodiment not limited to this.
The compound represented by formula 201 can be represented by formula 201A:
Formula 201A
In various embodiments, the compound for being represented by formula 201 can be represented by formula 201A (1), but not limited to this:
Formula 201A (1)
In various embodiments, the compound for being represented by formula 201 can be represented by formula 201A-1, but not limited to this:
Formula 201A-1
In various embodiments, the compound for being represented by formula 202 can be represented by formula 202A:
Formula 202A
In various embodiments, the compound for being represented by formula 202 can be represented by formula 202A-1:
Formula 202A-1
In formula 201A, formula 201A (1), formula 201A-1, formula 202A and formula 202A-1,
L201To L203, xa1 to xa3, xa5 and R202To R204Description it is identical with those described above,
R211And R212Description can independently with combine R203The description of offer is identical,
R213To R217Can independently selected from hydrogen, deuterium ,-F ,-Cl ,-Br ,-I, hydroxyl, cyano group, nitro, amidino groups, hydrazine Base, hydrazone group, C1-C20Alkyl, C1-C20Alkoxy, cyclopenta, cyclohexyl, suberyl, cyclopentenyl, cyclohexenyl group, phenyl, connection Phenyl, terphenyl, substitution have C1-C10The phenyl of alkyl, substitution have the phenyl of-F, pentalene base, indenyl, naphthyl, sweet Chrysanthemum ring group, heptalene base, indacene base, acenaphthenyl, fluorenyl, the fluorenyl of spiral shell two, benzo fluorenyl, dibenzo fluorenyl, non-that alkenyl, phenanthrene Base, anthryl, fluoranthene base, benzo [9,10] phenanthryl, pyrenyl,Base, aphthacene Ji, Pi Ji, perylenes base, pentaphene base, hexacene base, Pentacene base, rubicene Ji, guans base, ovalene base, thienyl, furyl, carbazyl, indyl, isoindolyl, benzofuran Base, benzothienyl, dibenzofuran group, dibenzothiophenes base, benzo carbazole base, dibenzo-carbazole base, dibenzo thiophene cough up base And pyridine radicals.
Hole transporting zone can include at least one compound selected in from compound HT1 to compound HT39, but Not limited to this:
The thickness of hole transporting zone can be aboutTo aboutIn the range of, for example, aboutTo aboutWhen hole transporting zone includes selected from hole injection layer and hole transmission layer at least one When, the thickness of hole injection layer can be aboutTo aboutIn the range of, for example, aboutTo aboutThe thickness of hole transmission layer can be aboutTo aboutIn the range of, for example, aboutExtremely AboutWhen the thickness any range within such ranges of hole transporting zone, hole injection layer and hole transmission layer When interior, gratifying (or suitable) hole transporting properties can be obtained without significantly increasing driving voltage.
Transmitting auxiliary layer can be by improving hair according to the wavelength compensation optical resonance distance of the light launched by emission layer Light efficiency, electronic barrier layer can stop or reduce the flowing of the electronics from electron transporting zone.Transmitting auxiliary layer and electronics Barrier layer can independently include any material described above.For example, transmitting auxiliary layer can include by from formula 2-1 to formula The second compound for expression selected in 2-3.
The thickness for launching auxiliary layer can be aboutTo aboutIn the range of, for example, aboutTo big AboutWhen in the thickness any range within such ranges for launching auxiliary layer, can obtain it is gratifying (or Suitably) cavity transmission ability is without significantly increasing driving voltage.
P dopants
In addition to materials described above, hole transporting zone can also include being produced for the electric charge for improving conduction property Green material.Charge generating material uniformly or non-uniformly can be dispersed in hole transporting zone.
Charge generating material can be such as p dopants.
In one embodiment, lowest unoccupied molecular orbital (LUMO) energy level of p dopants can be -3.5eV or smaller.
P dopants can be including at least one of selection in the compound from quinone derivative, metal oxide and comprising cyano group Kind, but embodiment not limited to this.
For example, p dopants can include from by following compound group into group in select at least one:
Quinone derivative, such as four cyano quinone bismethane (TCNQ) and/or 2,3,5,6- tetra- fluoro- 7,7,8,8- four cyano quinones two Methane (F4-TCNQ);
Metal oxide, such as tungsten oxide and/or molybdenum oxide;
The nitrile (HAT-CN) of six azepine benzophenanthrenes of 1,4,5,8,9,11--six;And
The compound represented by following formula 221:
But not limited to this:
Formula 221
In formula 221,
R221To R223Can independently selected from substituted or unsubstituted C3-C10Cycloalkyl, substitution or it is unsubstituted C1-C10Heterocyclylalkyl, substituted or unsubstituted C3-C10Cycloalkenyl group, substituted or unsubstituted C1-C10Heterocycloalkenyl, take Generation or unsubstituted C6-C60Aryl, substituted or unsubstituted C1-C60Heteroaryl, substituted or unsubstituted unit price are non-aromatic Fragrant condensation polycyclic base and substituted or unsubstituted monovalent non-aromatic are condensed miscellaneous many ring groups, wherein, from R221To R223Middle selection At least one can have the C for having-F from cyano group ,-F ,-Cl ,-Br ,-I, substitution1-C20Alkyl, substitution have the C of-Cl1-C20Alkane Base, substitution have the C of-Br1-C20Alkyl and substitution have the C of-I1-C20At least one substitution base selected in alkyl.
Emission layer in organic layer 150
When organic luminescent device 10 is full-color organic light emitting device, emission layer can be patterned as red according to sub-pixel Color emission layer, green emission layer and/or blue color-emitting layers.In various embodiments, emission layer can have from red emitting layers, Two or more the stacked structure selected in green emission layer and blue color-emitting layers, wherein, described two or more layers Contact with each other or separated from one another.In various embodiments, emission layer can include from red emissive material, green-emitting material and Two or more materials selected in blue light emitting material, wherein, described two or more kind materials are mixed each other in individual layer Close to launch white light.
Emission layer can include main body and dopant.Dopant can include being selected from phosphorescent dopants and fluorescent dopants At least one selected.
Emission layer can include first compound of expression by the selection from formula 1-1 and formula 1-2 as main body, and And phosphorescent dopants can also be included as dopant, but embodiment not limited to this.
Based on the main body of 100 weight portions, the amount of the dopant in emission layer can be in such as about 0.01 weight portion to big In the range of about 30 weight portions, but not limited to this.
The thickness of emission layer can be aboutTo aboutIn the range of, for example, aboutTo big AboutWhen in the thickness any range within such ranges of emission layer, excellent (or suitable) can be obtained luminous Characteristic is without significantly increasing driving voltage.
Main body in emission layer
In addition to by one selected from formula 1-1 and formula 1-2 the first compound of expression, main body can include by formula 301 compounds for representing.
Formula 301
[Ar301]xb11-[(L301)xb1-R301]xb21
In formula 301,
Ar301Can be substituted or unsubstituted C5-C60Carbocylic radical or substituted or unsubstituted C1-C60Heterocyclic radical,
Xb11 can be 1,2 or 3,
L301Substituted or unsubstituted C can be selected from3-C10Cycloalkylidene, substituted or unsubstituted C1-C10It is sub- miscellaneous Cycloalkyl, substituted or unsubstituted C3-C10Sub- cycloalkenyl group, substituted or unsubstituted C1-C10Sub- heterocycloalkenyl, substitution or Unsubstituted C6-C60Arlydene, substituted or unsubstituted C1-C60Inferior heteroaryl, substituted or unsubstituted divalence are non-aromatic Condensation polycyclic base and the non-aromatic miscellaneous many ring groups of condensation of substituted or unsubstituted divalence,
Xb1 can be the integer selected from 0 to 5,
R301Can be selected from deuterium ,-F ,-Cl ,-Br ,-I, hydroxyl, cyano group, nitro, amidino groups, diazanyl, hydrazone group, substitution or Unsubstituted C1-C60Alkyl, substituted or unsubstituted C2-C60Alkenyl, substituted or unsubstituted C2-C60Alkynyl, substitution Or unsubstituted C1-C60Alkoxy, substituted or unsubstituted C3-C10Cycloalkyl, substituted or unsubstituted C1-C10Heterocycle alkane Base, substituted or unsubstituted C3-C10Cycloalkenyl group, substituted or unsubstituted C1-C10It is heterocycloalkenyl, substituted or unsubstituted C6-C60Aryl, substituted or unsubstituted C6-C60Aryloxy group, substituted or unsubstituted C6-C60Arylthio, substitution or not Substituted C1-C60Heteroaryl, substituted or unsubstituted monovalent non-aromatic condensation polycyclic base, substituted or unsubstituted unit price are non- The miscellaneous many ring groups of fragrance condensation ,-Si (Q301)(Q302)(Q303)、-N(Q301)(Q302)、-B(Q301)(Q302) ,-C (=O) (Q301)、-S (=O)2(Q301) and-P (=O) (Q301)(Q302),
Xb21 can be the integer selected from 1 to 5,
Wherein, Q301To Q303Can independently selected from C1-C10Alkyl, C1-C10Alkoxy, phenyl, xenyl, three Phenyl and naphthyl, but embodiment not limited to this.
In various embodiments, the Ar in formula 301301The group being made up of following group can be selected from:
Naphthyl, fluorenyl, the fluorenyl of spiral shell two, benzo fluorenyl, dibenzo fluorenyl, non-that alkenyl, phenanthryl, anthryl, fluoranthene base, benzo [9,10] phenanthryl, pyrenyl,Base, aphthacene Ji, Pi Ji, perylenes base, pentaphene base, indeno anthryl, dibenzofuran group and dibenzo Thienyl;And
Substitution has selected from deuterium ,-F ,-Cl ,-Br ,-I, hydroxyl, cyano group, nitro, amidino groups, diazanyl, hydrazone group, C1-C20Alkane Base, C1-C20Alkoxy, phenyl, xenyl, terphenyl, naphthyl ,-Si (Q31)(Q32)(Q33)、-N(Q31)(Q32)、-B(Q31) (Q32) ,-C (=O) (Q31) ,-S (=O)2(Q31) and-P (=O) (Q31)(Q32) at least one of naphthyl, fluorenyl, the fluorenes of spiral shell two Base, benzo fluorenyl, dibenzo fluorenyl, non-that alkenyl, phenanthryl, anthryl, fluoranthene base, benzo [9,10] phenanthryl, pyrenyl,Base and Tetraphenyl, Pi Ji, perylenes base, pentaphene base, indeno anthryl, dibenzofuran group and dibenzothiophenes base,
Wherein, Q31To Q33Can independently selected from C1-C10Alkyl, C1-C10Alkoxy, phenyl, xenyl, three Phenyl and naphthyl, but embodiment not limited to this.
When the xb11 in formula 301 is two or bigger, two or more Ar301Can be connected to each other via singly-bound.
In various embodiments, the compound for being represented by formula 301 can be represented by formula 301-1 or formula 301-2:
Formula 301-1
Formula 301-2
Wherein, in formula 301-1 to formula 301-2,
A301To A304Can independently selected from phenyl, naphthyl, phenanthryl, fluoranthene base, benzo [9,10] phenanthryl, pyrenyl,Base, pyridine radicals, pyrimidine radicals, indenyl, fluorenyl, the fluorenyl of spiral shell two, benzo fluorenyl, dibenzo fluorenyl, indyl, carbazyl, benzo Carbazyl, dibenzo-carbazole base, furyl, benzofuranyl, dibenzofuran group, aphthofurans base, benzo aphthofurans base, Dinaphtho furyl, thienyl, benzothienyl, dibenzothiophenes base, aphthothiophenes base, benzo aphthothiophenes base and dinaphtho Thienyl,
X301Can be O, S or N- [(L304)xb4-R304],
R311To R314Can independently selected from hydrogen, deuterium ,-F ,-Cl ,-Br ,-I, hydroxyl, cyano group, nitro, amidino groups, hydrazine Base, hydrazone group, C1-C20Alkyl, C1-C20Alkoxy, phenyl, xenyl, terphenyl, naphthyl ,-Si (Q31)(Q32)(Q33)、-N (Q31)(Q32)、-B(Q31)(Q32) ,-C (=O) (Q31) ,-S (=O)2(Q31) and-P (=O) (Q31)(Q32),
Xb22 and xb23 can independently be 0,1 or 2,
L301、xb1、R301And Q31To Q33Description can with same as described above,
L302To L304Description can independently with combine L301The description of offer is identical,
The description of xb2 to xb4 can be independently identical with the description for combining xb1 offers,
R302To R304Description can independently with combine R301The description of offer is identical.
For example, the L in formula 301, formula 301-1 and formula 301-2301To L304Can independently selected from by following group group Into group:
Phenylene, naphthylene, fluorenylidene, the sub- fluorenyl of spiral shell two, sub- benzo fluorenyl, sub- dibenzo fluorenyl, phenanthrylene, sub- anthracene Base, sub- fluoranthene base, sub- benzo [9,10] phenanthryl, sub- pyrenyl, AsiaBase, Ya perylenes base, sub- pentaphene base, sub- hexacene base, Asia and five Phenyl, sub- thienyl, furylidene, sub- carbazyl, sub- indyl, sub- isoindolyl, sub- benzofuranyl, sub- benzothiophene Base, sub- dibenzofuran group, sub- dibenzothiophenes base, sub- benzo carbazole base, sub- dibenzo-carbazole base, sub- dibenzo thiophene cough up base, Sub- pyridine radicals, sub- imidazole radicals, sub- pyrazolyl, sub- thiazolyl, Asia isothiazolyl, Ya oxazolyl, Ya isoxazolyls, Asia thiadiazoles Base, Ya oxadiazolyls, sub- pyrazinyl, sub- pyrimidine radicals, sub- pyridazinyl, sub- triazine radical, sub- quinolyl, sub- isoquinolyl, sub- benzo Quinolyl, sub- phthalazinyl, sub- naphthyridines base, sub- quinoxalinyl, sub- quinazolyl, sub- cinnolines base, sub- phenanthridinyl, sub- acridinyl, Asia Phenanthroline, sub- phenazinyl, sub- benzimidazolyl, sub- different benzothiazolyl, sub- benzoxazolyl, Asia Yi benzoxazolyl, Asia Triazolyl, sub- tetrazole radical, sub- imidazopyridyl, sub- imidazopyrimidine base and sub- azepine carbazyl;And
Substitution has selected from deuterium ,-F ,-Cl ,-Br ,-I, hydroxyl, cyano group, nitro, amidino groups, diazanyl, hydrazone group, C1-C20Alkane Base, C1-C20Alkoxy, phenyl, xenyl, terphenyl, naphthyl, fluorenyl, the fluorenyl of spiral shell two, benzo fluorenyl, dibenzo fluorenyl, phenanthrene Base, anthryl, fluoranthene base, benzo [9,10] phenanthryl, pyrenyl,Ji, perylenes base, pentaphene base, hexacene base, pentacene base, thienyl, Furyl, carbazyl, indyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuran group, dibenzothiophenes Base, benzo carbazole base, dibenzo-carbazole base, dibenzo thiophene cough up base, pyridine radicals, imidazole radicals, pyrazolyl, thiazolyl, isothiazolyl, Oxazolyl, isoxazolyls, thiadiazolyl group, oxadiazolyls, pyrazinyl, pyrimidine radicals, pyridazinyl, triazine radical, quinolyl, isoquinolin Base, benzoquinoline base, phthalazinyl, naphthyridines base, quinoxalinyl, quinazolyl, cinnolines base, phenanthridinyl, acridinyl, phenanthroline, Phenazinyl, benzimidazolyl, different benzothiazolyl, benzoxazolyl, Yi benzoxazolyls, triazolyl, tetrazole radical, imidazo pyrrole Piperidinyl, imidazopyrimidine base, azepine carbazyl ,-Si (Q31)(Q32)(Q33)、-N(Q31)(Q32)、-B(Q31)(Q32) ,-C (=O) (Q31) ,-S (=O)2(Q31) and-P (=O) (Q31)(Q32) at least one of phenylene, naphthylene, fluorenylidene, sub- spiral shell two Fluorenyl, sub- benzo fluorenyl, sub- dibenzo fluorenyl, phenanthrylene, anthrylene, sub- fluoranthene base, sub- benzo [9,10] phenanthryl, sub- pyrenyl, It is sub-Base, Ya perylenes base, sub- pentaphene base, sub- hexacene base, sub- pentacene base, sub- thienyl, furylidene, sub- carbazyl, Asia Yin Diindyl base, sub- isoindolyl, sub- benzofuranyl, sub- benzothienyl, sub- dibenzofuran group, sub- dibenzothiophenes base, sub- benzene And carbazyl, sub- dibenzo-carbazole base, sub- dibenzo thiophene cough up base, sub- pyridine radicals, sub- imidazole radicals, sub- pyrazolyl, sub- thiazolyl, Asia Isothiazolyl, Ya oxazolyls, Ya isoxazolyls, Asia thiadiazolyl group, Ya oxadiazolyl, sub- pyrazinyl, sub- pyrimidine radicals, sub- pyridazine Base, sub- triazine radical, sub- quinolyl, sub- isoquinolyl, sub- benzoquinoline base, sub- phthalazinyl, sub- naphthyridines base, sub- quinoxalinyl, Asia Quinazolyl, sub- cinnolines base, sub- phenanthridinyl, sub- acridinyl, sub- phenanthroline, sub- phenazinyl, sub- benzimidazolyl, sub- different benzo Thiazolyl, sub- benzoxazolyl, Asia Yi benzoxazolyl, sub- triazolyl, sub- tetrazole radical, sub- imidazopyridyl, Asia imidazo Pyrimidine radicals and sub- azepine carbazyl,
Wherein, Q31To Q33With same as described above.
In various embodiments, the R in formula 301, formula 301-1 and formula 301-2301To R304Can independently selected from by The group of following group composition:
Phenyl, xenyl, terphenyl, naphthyl, fluorenyl, the fluorenyl of spiral shell two, benzo fluorenyl, dibenzo fluorenyl, phenanthryl, anthracene Base, fluoranthene base, benzo [9,10] phenanthryl, pyrenyl,Ji, perylenes base, pentaphene base, hexacene base, pentacene base, thienyl, furans Base, carbazyl, indyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuran group, dibenzothiophenes base, benzene And carbazyl, dibenzo-carbazole base, dibenzo thiophene cough up base, pyridine radicals, imidazole radicals, pyrazolyl, thiazolyl, isothiazolyl, oxazoles Base, isoxazolyls, thiadiazolyl group, oxadiazolyls, pyrazinyl, pyrimidine radicals, pyridazinyl, triazine radical, quinolyl, isoquinolyl, benzene And quinolyl, phthalazinyl, naphthyridines base, quinoxalinyl, quinazolyl, cinnolines base, phenanthridinyl, acridinyl, phenanthroline, azophenlyene Base, benzimidazolyl, different benzothiazolyl, benzoxazolyl, Yi benzoxazolyls, triazolyl, tetrazole radical, imidazopyridine Base, imidazopyrimidine base and azepine carbazyl;And
Substitution has selected from deuterium ,-F ,-Cl ,-Br ,-I, hydroxyl, cyano group, nitro, amidino groups, diazanyl, hydrazone group, C1-C20Alkane Base, C1-C20Alkoxy, phenyl, xenyl, terphenyl, naphthyl, fluorenyl, the fluorenyl of spiral shell two, benzo fluorenyl, dibenzo fluorenyl, phenanthrene Base, anthryl, fluoranthene base, benzo [9,10] phenanthryl, pyrenyl,Ji, perylenes base, pentaphene base, hexacene base, pentacene base, thienyl, Furyl, carbazyl, indyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuran group, dibenzothiophenes Base, benzo carbazole base, dibenzo-carbazole base, dibenzo thiophene cough up base, pyridine radicals, imidazole radicals, pyrazolyl, thiazolyl, isothiazolyl, Oxazolyl, isoxazolyls, thiadiazolyl group, oxadiazolyls, pyrazinyl, pyrimidine radicals, pyridazinyl, triazine radical, quinolyl, isoquinolin Base, benzoquinoline base, phthalazinyl, naphthyridines base, quinoxalinyl, quinazolyl, cinnolines base, phenanthridinyl, acridinyl, phenanthroline, Phenazinyl, benzimidazolyl, different benzothiazolyl, benzoxazolyl, Yi benzoxazolyls, triazolyl, tetrazole radical, imidazo pyrrole Piperidinyl, imidazopyrimidine base, azepine carbazyl ,-Si (Q31)(Q32)(Q33)、-N(Q31)(Q32)、-B(Q31)(Q32) ,-C (=O) (Q31) ,-S (=O)2(Q31) and-P (=O) (Q31)(Q32) at least one of phenyl, xenyl, terphenyl, naphthyl, fluorenes Base, the fluorenyl of spiral shell two, benzo fluorenyl, dibenzo fluorenyl, phenanthryl, anthryl, fluoranthene base, benzo [9,10] phenanthryl, pyrenyl,Ji, perylenes Base, pentaphene base, hexacene base, pentacene base, thienyl, furyl, carbazyl, indyl, isoindolyl, benzofuranyl, Benzothienyl, dibenzofuran group, dibenzothiophenes base, benzo carbazole base, dibenzo-carbazole base, dibenzo thiophene cough up base, pyrrole Piperidinyl, imidazole radicals, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyls, thiadiazolyl group, oxadiazolyls, pyrazinyl, Pyrimidine radicals, pyridazinyl, triazine radical, quinolyl, isoquinolyl, benzoquinoline base, phthalazinyl, naphthyridines base, quinoxalinyl, quinazoline It is base, cinnolines base, phenanthridinyl, acridinyl, phenanthroline, phenazinyl, benzimidazolyl, different benzothiazolyl, benzoxazolyl, different Benzoxazolyl, triazolyl, tetrazole radical, imidazopyridyl, imidazopyrimidine base and azepine carbazyl,
Wherein, Q31To Q33With same as described above.
In various embodiments, main body can include alkaline earth compoundses.For example, main body can be selected from Be complexs (for example, compound H55), Mg complexs and Zn complexs.
Main body can include from 9,10- bis- (2- naphthyls) anthracene (ADN), double (naphthalene -2- bases) anthracenes (MADN) of 2- methyl -9,10-, 9,10- bis--(2- the naphthyls) -2- tert-butyl groups-anthracene (TBADN), 4,4 '-bis- (N- carbazyls) -1,1 '-biphenyl (CBP), 1,3- bis- - At least one selected in 9- carbazyls benzene (mCP), (carbazole -9- bases) benzene (TCP) of 1,3,5- tri- and compound H1 to compound H55 Kind, but not limited to this:
The phosphorescent dopants that emission layer in organic layer 150 includes
Phosphorescent dopants can include the organometallic complex represented by following formula 401:
Formula 401
M(L401)xc1(L402)xc2
Formula 402
In formula 401 and formula 402,
M can be selected from iridium (Ir), platinum (Pt), palladium (Pd), osmium (Os), titanium (Ti), zirconium (Zr), hafnium (Hf), europium (Eu), terbium (Tb), rhodium (Rh) and thulium (Tm),
L401The part represented by formula 402 can be selected from, xc1 can be 1,2 or 3, wherein, when xc1 is two or bigger When, two or more L401Can with mutually the same or different from each other,
L402Can be organic ligand, xc2 can be the integer selected from 0 to 4, wherein, when xc2 is two or bigger, two Individual or more L402Can with mutually the same or different from each other,
X401To X404Nitrogen or carbon can independently be,
X401And X403Can be connected to each other via singly-bound or double bond, X402And X404Can each other connect via singly-bound or double bond Connect,
A401And A402C can independently be5-C60Carbocylic radical or C1-C60Heterocyclic radical,
X405Can be singly-bound, *-O-*', *-S-*', *-C (=O)-* ', *-N (Q411)-*'、*-C(Q411) (Q412)-*'、*-C(Q411)=C (Q412)-*'、*-C(Q411)=* ' or *=C=*', wherein, Q411And Q412Can independently It is hydrogen, deuterium, C1-C20Alkyl, C1-C20Alkoxy, phenyl, xenyl, terphenyl or naphthyl,
X406Can be singly-bound, O or S,
R401And R402Can independently selected from hydrogen, deuterium ,-F ,-Cl ,-Br ,-I, hydroxyl, cyano group, nitro, amidino groups, hydrazine Base, hydrazone group, substituted or unsubstituted C1-C20Alkyl, substituted or unsubstituted C1-C20Alkoxy, substitution or it is unsubstituted C3-C10Cycloalkyl, substituted or unsubstituted C1-C10Heterocyclylalkyl, substituted or unsubstituted C3-C10Cycloalkenyl group, substitution Or unsubstituted C1-C10Heterocycloalkenyl, substituted or unsubstituted C6-C60Aryl, substituted or unsubstituted C6-C60Fragrant oxygen Base, substituted or unsubstituted C6-C60Arylthio, substituted or unsubstituted C1-C60Heteroaryl, substituted or unsubstituted list The non-aromatic condensation polycyclic base of valency, substituted or unsubstituted monovalent non-aromatic are condensed miscellaneous many ring groups ,-Si (Q401)(Q402) (Q403)、-N(Q401)(Q402)、-B(Q401)(Q402) ,-C (=O) (Q401) ,-S (=O)2(Q401) and-P (=O) (Q401) (Q402), wherein, Q401To Q403Can independently selected from C1-C10Alkyl, C1-C10Alkoxy, C6-C20Aryl and C1-C20It is miscellaneous Aryl,
Xc11 and xc12 can independently be the integer selected from 0 to 10,
* and * ' in formula 402 independently refer to the bound site with the M in formula 401.
In various embodiments, the A in formula 402401And A402Can independently selected from phenyl, naphthyl, fluorenyl, spiral shell two Fluorenyl, indenyl, pyrrole radicals, thienyl, furyl, imidazole radicals, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyls, Pyridine radicals, pyrazinyl, pyrimidine radicals, pyridazinyl, quinolyl, isoquinolyl, benzoquinoline base, quinoxalinyl, quinazolyl, carbazole Base, benzimidazolyl, benzofuranyl, benzothienyl, isobenzo-thienyl, benzoxazolyl, Yi benzoxazolyls, triazole Base, tetrazole radical, oxadiazolyls, triazine radical, dibenzofuran group and dibenzothiophenes base.
In various embodiments, in formula 402, i) X401Can be nitrogen, X402Can be carbon, or ii) X401And X402Can Being all nitrogen.
In various embodiments, the R in formula 402401And R402Can independently selected from the group being made up of following group:
Hydrogen, deuterium ,-F ,-Cl ,-Br ,-I, hydroxyl, cyano group, nitro, amidino groups, diazanyl, hydrazone group, C1-C20Alkyl and C1-C20Alkane Epoxide;
Substitution has selected from deuterium ,-F ,-Cl ,-Br ,-I, hydroxyl, cyano group, nitro, amidino groups, diazanyl, hydrazone group, phenyl, naphthalene The C of at least one of base, cyclopenta, cyclohexyl, adamantyl, norborneol alkyl and norbornene1-C20Alkyl and C1- C20Alkoxy;
Cyclopenta, cyclohexyl, adamantyl, norborneol alkyl, norbornene, phenyl, xenyl, terphenyl, naphthalene Base, fluorenyl, pyridine radicals, pyrazinyl, pyrimidine radicals, pyridazinyl, triazine radical, quinolyl, isoquinolyl, quinoxalinyl, quinazolyl, Carbazyl, dibenzofuran group and dibenzothiophenes base;
Substitution has selected from deuterium ,-F ,-Cl ,-Br ,-I, hydroxyl, cyano group, nitro, amidino groups, diazanyl, hydrazone group, C1-C20Alkane Base, C1-C20Alkoxy, cyclopenta, cyclohexyl, adamantyl, norborneol alkyl, norbornene, phenyl, xenyl, three Phenyl, naphthyl, fluorenyl, pyridine radicals, pyrazinyl, pyrimidine radicals, pyridazinyl, triazine radical, quinolyl, isoquinolyl, quinoxalinyl, quinoline The cyclopenta of at least one of oxazoline base, carbazyl, dibenzofuran group and dibenzothiophenes base, cyclohexyl, adamantyl, Norborneol alkyl, norbornene, phenyl, xenyl, terphenyl, naphthyl, fluorenyl, pyridine radicals, pyrazinyl, pyrimidine radicals, rattle away Piperazine base, triazine radical, quinolyl, isoquinolyl, quinoxalinyl, quinazolyl, carbazyl, dibenzofuran group and dibenzothiophenes Base;And
-Si(Q401)(Q402)(Q403)、-N(Q401)(Q402)、-B(Q401)(Q402) ,-C (=O) (Q401) ,-S (=O)2 (Q401) and-P (=O) (Q401)(Q402),
Wherein, Q401To Q403Can independently selected from C1-C10Alkyl, C1-C10Alkoxy, phenyl, xenyl and naphthalene Base, but embodiment not limited to this.
In various embodiments, when the xc1 in formula 401 is two or bigger, from two or more L401The two of middle selection Individual A401Can be via linker X407Selectively it is connected to each other, and/or two A402Can be via linker X408Selectively It is connected to each other (for example, compound PD1 for seeing below to compound PD4 and compound PD7).X407And X408Can independently be Singly-bound, *-O-*', *-S-*', *-C (=O)-* ', *-N (Q413)-*'、*-C(Q413)(Q414)-* ' or *-C (Q413)=C (Q414)-* ' (wherein, Q413And Q414Hydrogen, deuterium, C can independently be1-C20Alkyl, C1-C20Alkoxy, phenyl, xenyl, Terphenyl or naphthyl), but embodiment not limited to this.
L in formula 401402Can be any suitable univalent organic ligand, divalence organic ligand or trivalent organic ligand. For example, L402Halogen ligands, diketonate ligand (for example, acetylacetone,2,4-pentanedione), Carboxylic acid ligand (for example, pyridine carboxylic acid) ,-C can be selected from (=O), isonitrile ,-CN and phosphorus part (for example, phosphine and/or phosphite), but not limited to this.
In various embodiments, phosphorescent dopants selected from such as compound PD1 to compound PD27, but can be not limited to This:
Fluorescent dopants in emission layer
Fluorescent dopants can include novel arylamine compound or styrylamine compounds.
In certain embodiments, fluorescent dopants can include the compound represented by formula 501.
Formula 501
In formula 501,
Ar501Can be substituted or unsubstituted C5-C60Carbocylic radical or substituted or unsubstituted C1-C60Heterocyclic radical,
L501To L503Can independently selected from substituted or unsubstituted C3-C10Cycloalkylidene, substitution or do not take The C in generation1-C10Sub- Heterocyclylalkyl, substituted or unsubstituted C3-C10Sub- cycloalkenyl group, substituted or unsubstituted C1-C10Sub- heterocycle Alkenyl, substituted or unsubstituted C6-C60Arlydene, substituted or unsubstituted C1-C60Inferior heteroaryl, substitution or it is unsubstituted The non-aromatic condensation polycyclic base of divalence and the substituted or unsubstituted divalence miscellaneous many ring groups of non-aromatic condensation,
Xd1 to xd3 can independently be the integer selected from 0 to 3,
R501And R502Can independently selected from substituted or unsubstituted C3-C10Cycloalkyl, substitution or it is unsubstituted C1-C10Heterocyclylalkyl, substituted or unsubstituted C3-C10Cycloalkenyl group, substituted or unsubstituted C1-C10Heterocycloalkenyl, take Generation or unsubstituted C6-C60Aryl, substituted or unsubstituted C6-C60Aryloxy group, substituted or unsubstituted C6-C60Fragrant sulphur Base, substituted or unsubstituted C1-C60Heteroaryl, substituted or unsubstituted monovalent non-aromatic condensation polycyclic base and it is substituted or Unsubstituted monovalent non-aromatic is condensed miscellaneous many ring groups,
Xd4 can be the integer selected from 1 to 6.
In various embodiments, the Ar in formula 501501The group being made up of following group can be selected from:
It is naphthyl, heptalene base, fluorenyl, the fluorenyl of spiral shell two, benzo fluorenyl, dibenzo fluorenyl, non-that alkenyl, phenanthryl, anthryl, glimmering Anthryl, benzo [9,10] phenanthryl, pyrenyl,Base, aphthacene Ji, Pi Ji, perylenes base, pentaphene base, indeno anthryl and indeno phenanthryl;With And
Substitution has selected from deuterium ,-F ,-Cl ,-Br ,-I, hydroxyl, cyano group, nitro, amidino groups, diazanyl, hydrazone group, C1-C20Alkane Base, C1-C20The naphthyl of at least one of alkoxy, phenyl, xenyl, terphenyl and naphthyl, heptalene base, fluorenyl, spiral shell Two fluorenyls, benzo fluorenyl, dibenzo fluorenyl, non-that alkenyl, phenanthryl, anthryl, fluoranthene base, benzo [9,10] phenanthryl, pyrenyl, Base, aphthacene Ji, Pi Ji, perylenes base, pentaphene base, indeno anthryl and indeno phenanthryl.
In various embodiments, the L in formula 501501To L503Can independently selected from the group being made up of following group:
Phenylene, naphthylene, fluorenylidene, the sub- fluorenyl of spiral shell two, sub- benzo fluorenyl, sub- dibenzo fluorenyl, phenanthrylene, sub- anthracene Base, sub- fluoranthene base, sub- benzo [9,10] phenanthryl, sub- pyrenyl, AsiaBase, Ya perylenes base, sub- pentaphene base, sub- hexacene base, Asia and five Phenyl, sub- thienyl, furylidene, sub- carbazyl, sub- indyl, sub- isoindolyl, sub- benzofuranyl, sub- benzothiophene Base, sub- dibenzofuran group, sub- dibenzothiophenes base, sub- benzo carbazole base, sub- dibenzo-carbazole base, sub- dibenzo thiophene cough up base and Sub- pyridine radicals;And
Substitution has selected from deuterium ,-F ,-Cl ,-Br ,-I, hydroxyl, cyano group, nitro, amidino groups, diazanyl, hydrazone group, C1-C20Alkane Base, C1-C20Alkoxy, phenyl, xenyl, terphenyl, naphthyl, fluorenyl, the fluorenyl of spiral shell two, benzo fluorenyl, dibenzo fluorenyl, phenanthrene Base, anthryl, fluoranthene base, benzo [9,10] phenanthryl, pyrenyl,Ji, perylenes base, pentaphene base, hexacene base, pentacene base, thienyl, Furyl, carbazyl, indyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuran group, dibenzothiophenes Base, benzo carbazole base, dibenzo-carbazole base, dibenzo thiophene cough up phenylene, naphthylene, the Asia of at least one of base and pyridine radicals Fluorenyl, the sub- fluorenyl of spiral shell two, sub- benzo fluorenyl, sub- dibenzo fluorenyl, phenanthrylene, anthrylene, sub- fluoranthene base, sub- benzo [9,10] are luxuriant and rich with fragrance Base, sub- pyrenyl, AsiaBase, Ya perylenes base, sub- pentaphene base, sub- hexacene base, sub- pentacene base, sub- thienyl, furylidene, sub- click Oxazolyl, sub- indyl, sub- isoindolyl, sub- benzofuranyl, sub- benzothienyl, sub- dibenzofuran group, sub- dibenzo thiophene Fen base, sub- benzo carbazole base, sub- dibenzo-carbazole base, sub- dibenzo thiophene cough up base and sub- pyridine radicals.
In various embodiments, the R in formula 501501And R502Can independently selected from the group being made up of following group:
Phenyl, xenyl, terphenyl, naphthyl, fluorenyl, the fluorenyl of spiral shell two, benzo fluorenyl, dibenzo fluorenyl, phenanthryl, anthracene Base, fluoranthene base, benzo [9,10] phenanthryl, pyrenyl,Ji, perylenes base, pentaphene base, hexacene base, pentacene base, thienyl, furans Base, carbazyl, indyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuran group, dibenzothiophenes base, benzene And carbazyl, dibenzo-carbazole base, dibenzo thiophene cough up base and pyridine radicals;And
Substitution has selected from deuterium ,-F ,-Cl ,-Br ,-I, hydroxyl, cyano group, nitro, amidino groups, diazanyl, hydrazone group, C1-C20Alkane Base, C1-C20Alkoxy, phenyl, xenyl, terphenyl, naphthyl, fluorenyl, the fluorenyl of spiral shell two, benzo fluorenyl, dibenzo fluorenyl, phenanthrene Base, anthryl, fluoranthene base, benzo [9,10] phenanthryl, pyrenyl,Ji, perylenes base, pentaphene base, hexacene base, pentacene base, thienyl, Furyl, carbazyl, indyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuran group, dibenzothiophenes Base, benzo carbazole base, dibenzo-carbazole base, dibenzo thiophene cough up base, pyridine radicals and-Si (Q31)(Q32)(Q33At least one of) Phenyl, xenyl, terphenyl, naphthyl, fluorenyl, the fluorenyl of spiral shell two, benzo fluorenyl, dibenzo fluorenyl, phenanthryl, anthryl, fluoranthene Base, benzo [9,10] phenanthryl, pyrenyl,Ji, perylenes base, pentaphene base, hexacene base, pentacene base, thienyl, furyl, carbazole Base, indyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuran group, dibenzothiophenes base, benzo carbazole Base, dibenzo-carbazole base, dibenzo thiophene cough up base and pyridine radicals,
Wherein, Q31To Q33Can independently selected from C1-C10Alkyl, C1-C10Alkoxy, phenyl, xenyl, three Phenyl and naphthyl.
In various embodiments, the xd4 in formula 501 can be 2, but not limited to this.
For example, fluorescent dopants can be selected from compound FD1 to compound FD22:
In various embodiments, fluorescent dopants can be selected from it is as shown below go out compound, but not limited to this:
Electron transporting zone in organic layer 150
Electron transporting zone can have:I) single layer structure, it includes the single layer comprising single material;Ii) individual layer knot Structure, it includes the single layer comprising various different materials;Or iii) sandwich construction, it has including many of various different materials Individual layer.
Electron transporting zone can be included from cushion, hole blocking layer (HBL), Electronic Control layer, electron transfer layer (ETL) at least one for and in electron injecting layer (EIL) selecting, but not limited to this.
For example, electron transporting zone can have structure, the hole blocking layer/electronics of electron transfer layer/electron injecting layer The structure of transport layer/electron injecting layer, the structure of Electronic Control layer/electron transfer layer/electron injecting layer or cushion/electronics The structure of transport layer/electron injecting layer, wherein, in each of these structures, layer is constituted with the order of the statement from emission layer Sequentially stack.However, the structure not limited to this of electron transfer layer.
Electron transporting zone is (for example, cushion, hole blocking layer, Electronic Control layer and/or electricity in electron transporting zone Sub- transport layer) can include comprising at least one poor pi-electron containing azo-cycle (π electron-depleted nitrogen- Containing ring, or pi-electron exhaust containing azo-cycle) without metallic compound.
As it is used herein, " poor pi-electron containing azo-cycle " can refer to at least one *-N=*' parts as into ring portion The C for dividing1-C60Heterocyclic radical.
For example, " poor pi-electron containing azo-cycle " can be i) 5 yuan to 7 yuan with least one *-N=*' parts it is miscellaneous monocyclic Group, ii) be respectively provided with least one *-N=*' parts two or more 5 yuan to 7 yuan heteromonocyclic groups group each other be condensed (example Such as, condense) miscellaneous polycyclic moiety or iii) from be respectively provided with 5 yuan to 7 yuan heteromonocyclic groups of at least one *-N=*' parts group in At least one and at least one C of selection5-C60The miscellaneous polycyclic moiety of carbocylic radical condensation (for example, condensing).
The example containing azo-cycle of poor pi-electron includes imidazole radicals, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazole Base, pyridine radicals, pyrazinyl, pyrimidine radicals, pyridazinyl, indazolyl, purine radicals, quinolyl, isoquinolyl, benzoquinoline base, phthalazines Base, naphthyridines base, quinoxalinyl, quinazolyl, cinnolines base, phenanthridinyl, acridinyl, phenanthroline, phenazinyl, benzimidazolyl, Different benzothiazolyl, benzoxazolyl, Yi benzoxazolyls, triazolyl, tetrazole radical, oxadiazolyls, triazine radical, thiadiazolyl group, Imidazopyridyl, imidazopyrimidine base and azepine carbazyl, but not limited to this.
For example, electron transporting zone can include the compound represented by formula 601:
Formula 601
[Ar601]xe11-[(L601)xe1-R601]xe21
In formula 601,
Ar601Can be substituted or unsubstituted C5-C60Carbocylic radical or substituted or unsubstituted C1-C60Heterocyclic radical,
Xe11 can be 1,2 or 3,
L601Substituted or unsubstituted C can be selected from3-C10Cycloalkylidene, substituted or unsubstituted C1-C10It is sub- miscellaneous Cycloalkyl, substituted or unsubstituted C3-C10Sub- cycloalkenyl group, substituted or unsubstituted C1-C10Sub- heterocycloalkenyl, substitution or Unsubstituted C6-C60Arlydene, substituted or unsubstituted C1-C60Inferior heteroaryl, substituted or unsubstituted divalence are non-aromatic Condensation polycyclic base and the non-aromatic miscellaneous many ring groups of condensation of substituted or unsubstituted divalence,
Xe1 can be the integer selected from 0 to 5,
R601Substituted or unsubstituted C can be selected from3-C10Cycloalkyl, substituted or unsubstituted C1-C10Heterocycle alkane Base, substituted or unsubstituted C3-C10Cycloalkenyl group, substituted or unsubstituted C1-C10It is heterocycloalkenyl, substituted or unsubstituted C6-C60Aryl, substituted or unsubstituted C6-C60Aryloxy group, substituted or unsubstituted C6-C60Arylthio, substitution or not Substituted C1-C60Heteroaryl, substituted or unsubstituted monovalent non-aromatic condensation polycyclic base, substituted or unsubstituted unit price are non- The miscellaneous many ring groups of fragrance condensation ,-Si (Q601)(Q602)(Q603) ,-C (=O) (Q601) ,-S (=O)2(Q601) and-P (=O) (Q601) (Q602),
Wherein, Q601To Q603Can independently selected from C1-C10Alkyl, C1-C10Alkoxy, phenyl, xenyl, three Phenyl and naphthyl,
Xe21 can be the integer selected from 1 to 5.
In various embodiments, the Ar of xe11 numbers601And/or the R of xe21 numbers601Can include poor as described above Pi-electron containing azo-cycle.
In various embodiments, the ring Ar in formula 601601The group being made up of following group can be selected from:
Phenyl, naphthyl, fluorenyl, the fluorenyl of spiral shell two, benzo fluorenyl, dibenzo fluorenyl, non-that alkenyl, phenanthryl, anthryl, fluoranthene Base, benzo [9,10] phenanthryl, pyrenyl,Base, aphthacene Ji, Pi Ji, perylenes base, pentaphene base, indeno anthryl, dibenzofuran group, Dibenzothiophenes base, carbazyl, imidazole radicals, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyls, pyridine radicals, pyrazine Base, pyrimidine radicals, pyridazinyl, indazolyl, purine radicals, quinolyl, isoquinolyl, benzoquinoline base, phthalazinyl, naphthyridines base, quinoline Quinoline base, quinazolyl, cinnolines base, phenanthridinyl, acridinyl, phenanthroline, phenazinyl, benzimidazolyl, different benzothiazolyl, benzene Bing oxazolyls, Yi benzoxazolyls, triazolyl, tetrazole radical, oxadiazolyls, triazine radical, thiadiazolyl group, imidazopyridyl, miaow Azoles and pyrimidine radicals and azepine carbazyl;And
Substitution has selected from deuterium ,-F ,-Cl ,-Br ,-I, hydroxyl, cyano group, nitro, amidino groups, diazanyl, hydrazone group, C1-C20Alkane Base, C1-C20Alkoxy, phenyl, xenyl, terphenyl, naphthyl ,-Si (Q31)(Q32)(Q33) ,-S (=O)2(Q31) and-P (= O)(Q31)(Q32) at least one of phenyl, naphthyl, fluorenyl, the fluorenyl of spiral shell two, benzo fluorenyl, dibenzo fluorenyl, non-that alkene Base, phenanthryl, anthryl, fluoranthene base, benzo [9,10] phenanthryl, pyrenyl,Base, aphthacene Ji, Pi Ji, perylenes base, pentaphene base, indeno anthracene Base, dibenzofuran group, dibenzothiophenes base, carbazyl, imidazole radicals, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, Yi Evil Oxazolyl, pyridine radicals, pyrazinyl, pyrimidine radicals, pyridazinyl, indazolyl, purine radicals, quinolyl, isoquinolyl, benzoquinoline base, phthalein Piperazine base, naphthyridines base, quinoxalinyl, quinazolyl, cinnolines base, phenanthridinyl, acridinyl, phenanthroline, phenazinyl, benzimidazole Base, different benzothiazolyl, benzoxazolyl, Yi benzoxazolyls, triazolyl, tetrazole radical, oxadiazolyls, triazine radical, thiadiazoles Base, imidazopyridyl, imidazopyrimidine base and azepine carbazyl,
Wherein, Q31To Q33Can independently selected from C1-C10Alkyl, C1-C10Alkoxy, phenyl, xenyl, three Phenyl and naphthyl.
When the xe11 in formula 601 is two or bigger, two or more Ar601Can be connected to each other via singly-bound.
In various embodiments, the Ar in formula 601601It can be anthryl.
In various embodiments, the compound for being represented by formula 601 can be represented by formula 601-1:
Formula 601-1
In formula 601-1,
X614Can be N or C (R614), X615Can be N or C (R615), X616Can be N or C (R616), from X614To X616In At least one of selection can be N,
L611To L613Description can independently with combine L601The description of offer is substantially the same,
The description of xe611 to xe613 can be independently substantially the same with the description for combining xe1 offers,
R611To R613Description can by referring to R601Description independently understand,
R614To R616Can independently selected from hydrogen, deuterium ,-F ,-Cl ,-Br ,-I, hydroxyl, cyano group, nitro, amidino groups, hydrazine Base, hydrazone group, C1-C20Alkyl, C1-C20Alkoxy, phenyl, xenyl, terphenyl and naphthyl.
In various embodiments, the L in formula 601 and formula 601-1601And L611To L613Can independently selected from by with The group of lower group composition:
Phenylene, naphthylene, fluorenylidene, the sub- fluorenyl of spiral shell two, sub- benzo fluorenyl, sub- dibenzo fluorenyl, phenanthrylene, sub- anthracene Base, sub- fluoranthene base, sub- benzo [9,10] phenanthryl, sub- pyrenyl, AsiaBase, Ya perylenes base, sub- pentaphene base, sub- hexacene base, Asia and five Phenyl, sub- thienyl, furylidene, sub- carbazyl, sub- indyl, sub- isoindolyl, sub- benzofuranyl, sub- benzothiophene Base, sub- dibenzofuran group, sub- dibenzothiophenes base, sub- benzo carbazole base, sub- dibenzo-carbazole base, sub- dibenzo thiophene cough up base, Sub- pyridine radicals, sub- imidazole radicals, sub- pyrazolyl, sub- thiazolyl, Asia isothiazolyl, Ya oxazolyl, Ya isoxazolyls, Asia thiadiazoles Base, Ya oxadiazolyls, sub- pyrazinyl, sub- pyrimidine radicals, sub- pyridazinyl, sub- triazine radical, sub- quinolyl, sub- isoquinolyl, sub- benzo Quinolyl, sub- phthalazinyl, sub- naphthyridines base, sub- quinoxalinyl, sub- quinazolyl, sub- cinnolines base, sub- phenanthridinyl, sub- acridinyl, Asia Phenanthroline, sub- phenazinyl, sub- benzimidazolyl, sub- different benzothiazolyl, sub- benzoxazolyl, Asia Yi benzoxazolyl, Asia Triazolyl, sub- tetrazole radical, sub- imidazopyridyl, sub- imidazopyrimidine base and sub- azepine carbazyl;And
Substitution has selected from deuterium ,-F ,-Cl ,-Br ,-I, hydroxyl, cyano group, nitro, amidino groups, diazanyl, hydrazone group, C1-C20Alkane Base, C1-C20Alkoxy, phenyl, xenyl, terphenyl, naphthyl, fluorenyl, the fluorenyl of spiral shell two, benzo fluorenyl, dibenzo fluorenyl, phenanthrene Base, anthryl, fluoranthene base, benzo [9,10] phenanthryl, pyrenyl,Ji, perylenes base, pentaphene base, hexacene base, pentacene base, thienyl, Furyl, carbazyl, indyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuran group, dibenzothiophenes Base, benzo carbazole base, dibenzo-carbazole base, dibenzo thiophene cough up base, pyridine radicals, imidazole radicals, pyrazolyl, thiazolyl, isothiazolyl, Oxazolyl, isoxazolyls, thiadiazolyl group, oxadiazolyls, pyrazinyl, pyrimidine radicals, pyridazinyl, triazine radical, quinolyl, isoquinolin Base, benzoquinoline base, phthalazinyl, naphthyridines base, quinoxalinyl, quinazolyl, cinnolines base, phenanthridinyl, acridinyl, phenanthroline, Phenazinyl, benzimidazolyl, different benzothiazolyl, benzoxazolyl, Yi benzoxazolyls, triazolyl, tetrazole radical, imidazo pyrrole The phenylene of at least one of piperidinyl, imidazopyrimidine base and azepine carbazyl, naphthylene, fluorenylidene, the sub- fluorenyl of spiral shell two, Asia Benzo fluorenyl, sub- dibenzo fluorenyl, phenanthrylene, anthrylene, sub- fluoranthene base, sub- benzo [9,10] phenanthryl, sub- pyrenyl, AsiaBase, Ya perylenes base, sub- pentaphene base, sub- hexacene base, sub- pentacene base, sub- thienyl, furylidene, sub- carbazyl, sub- indyl, Asia Isoindolyl, sub- benzofuranyl, sub- benzothienyl, sub- dibenzofuran group, sub- dibenzothiophenes base, sub- benzo carbazole Base, sub- dibenzo-carbazole base, sub- dibenzo thiophene cough up base, sub- pyridine radicals, sub- imidazole radicals, sub- pyrazolyl, sub- thiazolyl, sub- isothiazole Base, Ya oxazolyls, Ya isoxazolyls, Asia thiadiazolyl group, Ya oxadiazolyl, sub- pyrazinyl, sub- pyrimidine radicals, sub- pyridazinyl, sub- three Piperazine base, sub- quinolyl, sub- isoquinolyl, sub- benzoquinoline base, sub- phthalazinyl, sub- naphthyridines base, sub- quinoxalinyl, sub- quinazoline Base, sub- cinnolines base, sub- phenanthridinyl, sub- acridinyl, sub- phenanthroline, sub- phenazinyl, sub- benzimidazolyl, sub- different benzothiazole Base, sub- benzoxazolyl, Asia Yi benzoxazolyl, sub- triazolyl, sub- tetrazole radical, sub- imidazopyridyl, Asia imidazopyrimidine Base and sub- azepine carbazyl,
But embodiment not limited to this.
In various embodiments, the xe1 and xe611 to xe613 in formula 601 and formula 601-1 can independently be 0,1 or 2。
In various embodiments, the R in formula 601 and formula 601-1601And R611To R613Can independently selected from by with The group of lower group composition:
Phenyl, xenyl, terphenyl, naphthyl, fluorenyl, the fluorenyl of spiral shell two, benzo fluorenyl, dibenzo fluorenyl, phenanthryl, anthracene Base, fluoranthene base, benzo [9,10] phenanthryl, pyrenyl,Ji, perylenes base, pentaphene base, hexacene base, pentacene base, thienyl, furans Base, carbazyl, indyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuran group, dibenzothiophenes base, benzene And carbazyl, dibenzo-carbazole base, dibenzo thiophene cough up base, pyridine radicals, imidazole radicals, pyrazolyl, thiazolyl, isothiazolyl, oxazoles Base, isoxazolyls, thiadiazolyl group, oxadiazolyls, pyrazinyl, pyrimidine radicals, pyridazinyl, triazine radical, quinolyl, isoquinolyl, benzene And quinolyl, phthalazinyl, naphthyridines base, quinoxalinyl, quinazolyl, cinnolines base, phenanthridinyl, acridinyl, phenanthroline, azophenlyene Base, benzimidazolyl, different benzothiazolyl, benzoxazolyl, Yi benzoxazolyls, triazolyl, tetrazole radical, imidazopyridine Base, imidazopyrimidine base and azepine carbazyl;
Substitution has selected from deuterium ,-F ,-Cl ,-Br ,-I, hydroxyl, cyano group, nitro, amidino groups, diazanyl, hydrazone group, C1-C20Alkane Base, C1-C20Alkoxy, phenyl, xenyl, terphenyl, naphthyl, fluorenyl, the fluorenyl of spiral shell two, benzo fluorenyl, dibenzo fluorenyl, phenanthrene Base, anthryl, fluoranthene base, benzo [9,10] phenanthryl, pyrenyl,Ji, perylenes base, pentaphene base, hexacene base, pentacene base, thienyl, Furyl, carbazyl, indyl, isoindolyl, benzofuranyl, benzothienyl, dibenzofuran group, dibenzothiophenes Base, benzo carbazole base, dibenzo-carbazole base, dibenzo thiophene cough up base, pyridine radicals, imidazole radicals, pyrazolyl, thiazolyl, isothiazolyl, Oxazolyl, isoxazolyls, thiadiazolyl group, oxadiazolyls, pyrazinyl, pyrimidine radicals, pyridazinyl, triazine radical, quinolyl, isoquinolin Base, benzoquinoline base, phthalazinyl, naphthyridines base, quinoxalinyl, quinazolyl, cinnolines base, phenanthridinyl, acridinyl, phenanthroline, Phenazinyl, benzimidazolyl, different benzothiazolyl, benzoxazolyl, Yi benzoxazolyls, triazolyl, tetrazole radical, imidazo pyrrole Phenyl, xenyl, terphenyl, naphthyl, fluorenyl, the spiral shell of at least one of piperidinyl, imidazopyrimidine base and azepine carbazyl Two fluorenyls, benzo fluorenyl, dibenzo fluorenyl, phenanthryl, anthryl, fluoranthene base, benzo [9,10] phenanthryl, pyrenyl,Ji, perylenes base, penta Fen Ji, hexacene base, pentacene base, thienyl, furyl, carbazyl, indyl, isoindolyl, benzofuranyl, benzo thiophene Fen base, dibenzofuran group, dibenzothiophenes base, benzo carbazole base, dibenzo-carbazole base, dibenzo thiophene cough up base, pyridine radicals, miaow Oxazolyl, pyrazolyl, thiazolyl, isothiazolyl, oxazolyl, isoxazolyls, thiadiazolyl group, oxadiazolyls, pyrazinyl, pyrimidine radicals, Pyridazinyl, triazine radical, quinolyl, isoquinolyl, benzoquinoline base, phthalazinyl, naphthyridines base, quinoxalinyl, quinazolyl, cinnolines Base, phenanthridinyl, acridinyl, phenanthroline, phenazinyl, benzimidazolyl, different benzothiazolyl, benzoxazolyl, Yi Ben Bing Evil Oxazolyl, triazolyl, tetrazole radical, imidazopyridyl, imidazopyrimidine base and azepine carbazyl;And
- S (=O)2(Q601) and-P (=O) (Q601)(Q602),
Wherein, Q601And Q602With same as described above.
Electron transporting zone can include at least one compound selected in from compound ET1 to compound ET36, but Not limited to this:
In various embodiments, electron transporting zone can include from 2,9- dimethyl -4 that 7- diphenyl -1,10- phenanthrene is coughed up Quinoline (BCP), 4,7- diphenyl -1,10- phenanthroline (Bphen), Alq3, BAlq, 3- (biphenyl -4- bases) -5- (4- tert-butyl benzenes Base) at least one compound for selecting in -4- phenyl -4H-1,2,4- triazoles (TAZ) and NTAZ.
The thickness of cushion, hole blocking layer and Electronic Control layer can independently aboutTo aboutIn the range of, for example, aboutTo aboutWhen the thickness of cushion, hole blocking layer and Electronic Control layer When in degree any range within such ranges, electron transporting zone can have excellent (for example, suitable) hole barrier Characteristic or Electronic Control characteristic are without significantly increasing driving voltage.
The thickness of electron transfer layer can be aboutTo aboutIn the range of, for example, aboutExtremely AboutWhen the thickness of electron transfer layer is in any range in above description scope, electron transfer layer can have Satisfactorily (for example, suitable) electron transport property is without significantly increasing driving voltage.
In addition to material described above, electron transporting zone (for example, the electron transfer layer in electron transporting zone) Metal-containing material can also be included.
Metal-containing material can include at least one selected from alkali metal complex and alkaline earth compoundses.Alkali gold Metal complex can include the metal ion selected from Li ions, Na ions, K ions, Rb ions and Cs ions;Alkaline-earth metal Complex can include the metal ion selected from Be ions, Mg ions, Ca ions, Sr ions and Ba ions.With alkali metal The part of the metallic ion coordination of complex and alkaline earth compoundses can independently selected from oxyquinoline, hydroxyl isoquinoline Quinoline, hydroxy benzo quinoline, hydroxy-acridine, hydroxyl phenanthridines, Qiang base Ben Ji oxazoles, hydroxy phenyl thiazole, Qiang base Er Ben oxadiazoles, Hydroxy diphenyl thiadiazoles, hydroxy phenyl pyridine, hydroxy phenyl benzimidazole, hydroxy phenyl benzothiazole, bipyridyl, phenanthroline And cyclopentadiene, but not limited to this.
For example, metal-containing material can include Li complexs.Li complexs can include such as compound ET-D1 (hydroxyls Quinoline lithium, LiQ) and/or compound ET-D2:
Electron transporting zone can include promoting electronics from the injected electrons implanted layer of second electrode 190.Electron injecting layer Can be with directly contact second electrode 190.
Electron injecting layer can have:I) single layer structure, it includes the single layer comprising single material;Ii) single layer structure, It includes the single layer comprising various different materials;Or iii) sandwich construction, it has the multiple including various different materials Layer.
Electron injecting layer can include alkali metal, alkaline-earth metal, rare earth metal, alkali metal compound, alkaline-earth metal chemical combination Thing, rare earth compound, alkali metal complex, alkaline earth compoundses, rare earth metal complex or combinations thereof.
Alkali metal can be selected from Li, Na, K, Rb and Cs.In various embodiments, alkali metal can be Li, Na or Cs. In various embodiments, alkali metal can be Li or Cs, but not limited to this.
Alkaline-earth metal can be selected from Mg, Ca, Sr and Ba.
Rare earth metal can be selected from Sc, Y, Ce, Tb, Yb, Gd and Tb.
Alkali metal compound, alkaline earth metal compound and rare earth compound can be respectively selected from alkali metal, alkaline earth The oxide and halide (for example, fluoride, chloride, bromide and/or iodide) of metal and rare earth metal.
Alkali metal compound can be selected from such as Li2O、Cs2O and/or K2The alkali metal oxide of O, such as LiF, NaF, The alkali halide of CsF, KF, LiI, NaI, CsI and/or KI.In various embodiments, alkali metal compound can be selected from LiF、Li2O, NaF, LiI, NaI, CsI and KI, but not limited to this.
Alkaline earth metal compound can be selected from such as BaO, SrO, CaO, BaxSr1-xO(0<x<1)、BaxCa1-xO(0<x< 1) alkaline earth metal compound.In various embodiments, alkaline earth metal compound can be selected from BaO, SrO and CaO, but not limit In this.
Rare earth compound can be selected from YbF3、ScF3、ScO3、Y2O3、Ce2O3、GdF3And TbF3.In various implementations In example, rare earth compound can be selected from YbF3、ScF3、TbF3、YbI3、ScI3And TbI3, but not limited to this.
Alkali metal complex, alkaline earth compoundses and rare earth metal complex can respectively include alkali as described above The ion of metal, alkaline-earth metal and rare earth metal, with alkali metal complex, alkaline earth compoundses and rare earth metal complex The part of metallic ion coordination can independently selected from oxyquinoline, isoquinolinol, hydroxy benzo quinoline, hydroxyl a word used for translation Pyridine, hydroxyl phenanthridines, Qiang base Ben Ji oxazoles, hydroxy phenyl thiazole, Qiang base Er Ben oxadiazoles, hydroxy diphenyl thiadiazoles, hydroxyl Phenylpyridine, hydroxy phenyl benzimidazole, hydroxy phenyl benzothiazole, bipyridyl, phenanthroline and cyclopentadiene, but be not limited to This.
As described above, electron injecting layer can include alkali metal, alkaline-earth metal, rare earth metal, alkali metal compound, alkaline earth Metallic compound, rare earth compound, alkali metal complex, alkaline earth compoundses, rare earth metal complex or they Combination.In various embodiments, electron injecting layer can also include organic material.When electron injecting layer also includes organic material When, alkali metal, alkaline-earth metal, rare earth metal, alkali metal compound, alkaline earth metal compound, rare earth compound, alkali metal Complex, alkaline earth compoundses, rare earth metal complex or combinations thereof can uniformly or non-uniformly be dispersed in bag In including the matrix of organic material.
The thickness of electron injecting layer can be aboutTo aboutIn the range of, for example, aboutTo aboutWhen the thickness of electron injecting layer is in any range in scope described above, electron injecting layer can have order (or suitable) Electron Injection Characteristics of people's satisfaction are without significantly increasing driving voltage.
Second electrode 190
Second electrode 190 can be arranged on (for example, being located at) has the organic layer of structure in accordance with an embodiment of the present disclosure On 150.Second electrode 190 can be as the negative electrode of electron injection electrode, on this point, for forming second electrode 190 Material can be selected from the metal of relatively low work function, alloy, conductive compound and their mixture.
Second electrode 190 can include from lithium (Li), silver-colored (Ag), magnesium (Mg), aluminium (Al), aluminium-lithium (Al-Li), calcium (Ca), At least one selected in magnesium-indium (Mg-In), magnesium-silver (Mg-Ag), ITO and IZO, but not limited to this.Second electrode 190 can be with It is transmission electrode, half transmitting electrode or reflecting electrode.
Second electrode 190 can have single layer structure or the sandwich construction including two-layer or more layer.
The description of Fig. 2 to Fig. 4
The organic luminescent device 20 of Fig. 2 includes the first coating 210, first electrode stacked with the order of order of the statement 110th, organic layer 150 and second electrode 190;The organic luminescent device 30 of Fig. 3 includes what is stacked with the order of order of the statement First electrode 110, organic layer 150, the coating 220 of second electrode 190 and second;The organic luminescent device 40 of Fig. 4 includes old with this The first coating 210, first electrode 110, organic layer 150, the coating of second electrode 190 and second for stacking to the order of order stated 220。
On Fig. 2 to Fig. 4, the description of first electrode 110, organic layer 150 and second electrode 190 can be by referring to combination Their own description that Fig. 1 is given understands.
In the organic layer 150 of each in organic luminescent device 20 and 40, the light produced in emission layer can direction Outside passes through first electrode 110 (it can be half transmitting electrode or transmission electrode) and the first coating 210;In organic luminescent device In the organic layer 150 of each in 30 and 40, the light produced in emission layer can pass through (its of second electrode 190 towards outside Can be half transmitting electrode or transmission electrode) and the second coating 220.
First coating 210 and the second coating 220 can improve external light emission efficiency according to the principle of constructive interference.
First coating 210 and the second coating 220 can independently be the organic coating including organic material, including inorganic The inorganic coating of material or the composite coating including organic material and inorganic material.
At least one selected from the first coating 210 and the second coating 220 can be included from carbocyclic compound, jeterocyclic chemistry In compound, aminated compounds, porphine derivative, phthalocyanine derivates, naphthalene cyanines derivative, alkali metal complex and alkaline earth series complex At least one material of selection.Carbocyclic compound, heterocyclic compound and aminated compounds can selectively replace have comprising from The substitution base of at least one element selected in O, N, S, Se, Si, F, Cl, Br and I.In various embodiments, from the first coating 210 and second select in coating 220 at least one can include aminated compounds.
In various embodiments, at least one for being selected from the first coating 210 and the second coating 220 can include by formula 201 compounds for representing and/or the compound represented by formula 202.
In various embodiments, at least one for being selected from the first coating 210 and the second coating 220 can be included from change The compound selected in compound HT28 to compound HT33 and compound CP1 to compound CP5, but not limited to this:
Hereinbefore, combined Fig. 1-4 describes the organic light emission of one or more embodiments according to the disclosure Device.However, embodiment not limited to this.
Can be printed by using such as vacuum moulding machine, spin coating, casting, Lang Gemiaoer-Blodget (LB) depositions, ink-jet The one or more of suitable method of brush, laser printing and/or laser induced thermal imaging is separately formed in a particular area Constitute the layer of the layer, emission layer and composition electron transporting zone of hole transporting zone.
When the layer that the layer, emission layer and composition electron transporting zone that constitute hole transporting zone are formed by vacuum moulding machine In any one when, for example, by the structure in view of the compound being included in layer to be formed and layer to be formed, can With in about 100 DEG C to about 500 DEG C of depositing temperature, about 10-8Hold in the palm to about 10-3The vacuum of support and about/ Second is to aboutVacuum moulding machine is performed under the sedimentation rate of/second.
When in the layer that the layer for constituting hole transporting zone, emission layer are formed by spin coating and electron transporting zone is constituted Any one when, for example, by the structure in view of the compound being included in layer to be formed and layer to be formed, Ke Yi Rotation is performed under the coating speed of about 2000rpm to about 5000rpm and about 80 DEG C to about 200 DEG C of heat treatment temperature Apply.
Full-color organic light emitting device
Fig. 5 is the schematic cross sectional views of full-color organic light emitting device 50 in accordance with an embodiment of the present disclosure.
Reference picture 5, organic luminescent device 50 includes being divided into the first subpixel area, the second subpixel area and the 3rd The substrate 510 of subpixel area.
First sub-pixel is formed in the first subpixel area, and the second sub-pixel is formed in the second subpixel area, the Three sub-pixels are formed in the 3rd subpixel area.
Multiple first electrodes 521,522 and 523 are separately positioned on the first subpixel area of substrate, the second subpixel area In the 3rd subpixel area.That is, first electrode 521 is arranged in the first subpixel area, and first electrode 522 is arranged on second In subpixel area, first electrode 523 is arranged in the 3rd subpixel area.
Hole transporting zone 540 can be arranged in first electrode 521,522 and 523 (for example, being arranged to covering first Electrode 521,522 and 523).Hole transporting zone 540 can be formed public in first electrode 521,522 and 523 Layer.Hole transporting zone 540 can include:First hole transporting zone, is formed in the first subpixel area;Second hole passes Defeated region, is formed in the second subpixel area;And the 3rd hole transporting zone, it is formed in the 3rd subpixel area. In various embodiments, hole transporting zone can include second chemical combination of expression by selecting in from formula 2-1 to formula 2-3 Thing.In certain embodiments, can be included in by the second compound of the expression selected in from formula 2-1 to formula 2-3:I) from In the only one selected in first hole transporting zone, the second hole transporting zone and the 3rd hole transporting zone;Ii) from first In two selected in hole transporting zone, the second hole transporting zone and the 3rd hole transporting zone;Or iii) the first sky In all three of cave transmission region, the second hole transporting zone and the 3rd hole transporting zone.
Hole transporting zone 540 can at least include hole transmission layer and transmitting auxiliary layer (for example, hole transporting zone 540 can include hole injection layer, hole transmission layer and transmitting auxiliary layer or can include hole transmission layer and transmitting auxiliary Layer), hole transmission layer can be arranged between first electrode and transmitting auxiliary layer, and transmitting auxiliary layer can include the second chemical combination Thing, but embodiment not limited to this.
Can be with same as described above by the second compound of the expression selected in from formula 2-1 to formula 2-3.
Emission layer including the first emission layer 561, the second emission layer 562 and the 3rd emission layer 563 can be formed in hole On transmission region 540.First emission layer 561 can be formed in the first subpixel area to launch the first color of light, the second hair Penetrating layer 562 can be formed in the second subpixel area to launch the second color of light, and the 3rd emission layer 563 can be formed in the 3rd Launching the 3rd color of light in subpixel area.
For example, selected from the first emission layer 561, the second emission layer 562 and the 3rd emission layer 563 at least one can be with Including first compound of expression by being selected from formula 1-1 and formula 1-2, but embodiment not limited to this.
Can be with same as described above by the first compound of the expression selected from formula 1-1 and formula 1-2.
First color of light can be feux rouges, and the second color of light can be green glow, and the 3rd color of light can be blue light.First face Coloured light, the second color of light and the 3rd color of light can be mixed with each other to launch white light.
For example, i) the first color of light can launch from red phosphorescent dopant, and ii) the second color of light can be from green phosphorescent Dopant is launched, iii) the 3rd color of light can launch from blue-fluorescence dopant, but embodiment not limited to this.Can do herein Go out various modifications.For example, the 3rd color of light can launch from blue phosphorescent dopant.
For example, the first emission layer 561 can include first chemical combination of expression by being selected from formula 1-1 and formula 1-2 Thing, the first hole transporting zone can include a second compound for expression by selecting in from formula 2-1 to formula 2-3, but real Apply a not limited to this.
For example, the second emission layer 562 can include first chemical combination of expression by being selected from formula 1-1 and formula 1-2 Thing, the second hole transporting zone can include a second compound for expression by selecting in from formula 2-1 to formula 2-3, but real Apply a not limited to this.
Electron transporting zone 570 can be formed on emission layer 561,562 and 563.Electron transporting zone 570 can be by shape Common layer as on emission layer 561,562 and 563 (for example, being formed to cover emission layer 561,562 and 563).Electricity Sub- transmission region 570 can include the electron transfer layer sequentially stacked from emission layer 561,562 and 563 with the order of the statement And electron injecting layer.
Second electrode 580 can be formed to be located on electron transporting zone 570 (for example, being formed overlay electronic biography Defeated region 570) common layer.
As it is used herein, term " common layer " can refer to be formed in the first subpixel area, the second subpixel area and Without being patterned into the first subpixel area, the second subpixel area and the 3rd subpixel area in 3rd subpixel area Layer.
Pixel insulating barrier 530 can be formed in the edge of multiple first electrodes 521,522 and 523.Pixel insulating barrier 530 Limit pixel region, it is possible to including any suitable organic insulation, inorganic insulating material (such as silica-base material) and/or Organic/inorganic composite insulating material.
First electrode 521,522 and 523, hole transporting zone 540, emission layer 561,562 and 563, electron transporting zone 570 and second electrode 580 description can with combine Fig. 1 provide their own description it is identical.
Organic luminescent device 50 can be included in the panel display apparatus including thin film transistor (TFT).Thin film transistor (TFT) can So that including gate electrode, source electrode, drain electrode, gate insulating film and active layer, selected from source electrode and drain electrode can To make electrical contact with the first electrode 521,522 and 523 of (for example, can be electrically coupled to) organic luminescent device.Active layer can include Silicon metal, non-crystalline silicon, organic semiconductor, oxide semiconductor etc., but embodiment not limited to this.
Combined Fig. 5 describes full-color organic light emitting device, but not limited to this.For example, the 3rd emission layer 563 can lead to Cross and extend to the first subpixel area and the second subpixel area and be formed common layer.Furthermore it is possible to omit the 3rd sub- picture 3rd auxiliary layer in plain region.In addition, various modifications may be made herein.It is for instance possible to use from the first auxiliary layer and second The only one auxiliary layer selected in auxiliary layer.
Replace the general definition of base
As it is used herein, term " C1-C60Alkyl " can refer to 1 to 60 fat of the straight or branched of carbon atom Fat race saturated hydrocarbons monoradical, its non-limiting example includes methyl, ethyl, propyl group, isobutyl group, sec-butyl, the tert-butyl group, penta Base, isopentyl and hexyl.As it is used herein, term " C1-C60Alkylidene " can refer to and C1-C60Alkyl has identical structure Divalent group.
As it is used herein, term " C2-C60Alkenyl " can refer to along C2-C60One or more positions of the hydrocarbon chain of alkyl Place is put (for example, C2-C60The centre and/or end of alkyl) there is the alkyl of at least one carbon-to-carbon double bond, its is non-limiting to show Example includes vinyl, acrylic and cyclobutenyl.As it is used herein, term " C2-C60Alkenylene " can refer to and C2-C60Alkenyl has There is the divalent group of identical structure.
As it is used herein, term " C2-C60Alkynyl " can refer to along C2-C60One or more positions of the hydrocarbon chain of alkyl Place is put (for example, C2-C60The centre and/or end of alkyl) there is the alkyl of at least one carbon-to-carbon triple bond, its is non-limiting to show Example includes acetenyl and propinyl.As it is used herein, term " C2-C60Alkynylene " can refer to and C2-C60Alkynyl has identical Structure divalent group.
As it is used herein, term " C1-C60Alkoxy " can refer to by-OA101(wherein, A101It is C1-C60Alkyl) represent Monoradical, its non-limiting example include methoxyl group, ethyoxyl and isopropoxy.
As it is used herein, term " C3-C10Cycloalkyl " can refer to 3 to the 10 monovalent saturated hydrocarbon lists of carbon atom Cyclic group, its non-limiting example includes cyclopropyl, cyclobutyl, cyclopenta, cyclohexyl and suberyl.As it is used herein, art Language " C3-C10Cycloalkylidene " can refer to and C3-C10Cycloalkyl has the divalent group of identical structure.
As it is used herein, term " C1-C10Heterocyclylalkyl " can refer to as ring member nitrogen atoms from N, O, Si, P and S At least one hetero atom of middle selection and 1 to the 10 monovalent monocyclic group of carbon atom, its non-limiting example include 1, 2,3,4- oxatriazoles alkyl, tetrahydrofuran base and tetrahydro-thienyl.Term " C used herein1-C10Sub- Heterocyclylalkyl " can refer to With C1-C10Heterocyclylalkyl has the divalent group of identical structure.
As it is used herein, term " C3-C10Cycloalkenyl group " can refer to has 3 to 10 carbon atoms and at least in its ring One carbon-to-carbon double bond and the monovalent monocyclic group without armaticity, its non-limiting example include cyclopentenyl, cyclohexene Base and cycloheptenyl.Term " C used herein3-C10Sub- cycloalkenyl group " can refer to and C3-C10Cycloalkenyl group has identical structure Divalent group.
As it is used herein, term " C1-C10Heterocycloalkenyl " can refer in its ring have as ring member nitrogen atoms from N, The monovalent monocyclic base of at least one hetero atom, 1 to 10 carbon atom and at least one double bond that are selected in O, Si, P and S Group.C1-C10The non-limiting example of heterocycloalkenyl include 4,5- dihydro -1,2,3,4- oxatriazoles base, 2,3 dihydro furan base and 2,3- dihydro-thiophene bases.Term " C used herein1-C10Sub- heterocycloalkenyl " can refer to and C1-C10Heterocycloalkenyl has identical The divalent group of structure.
As it is used herein, term " C6-C60Aryl " can refer to have includes 6 to the 60 homocyclic aromatic bodies of carbon atom The monoradical of system, as it is used herein, " C6-C60Arlydene " can refer to the carbocyclic rings virtue for having and including 6 to 60 carbon atoms The divalent group of fragrant system.C6-C60The non-limiting example of aryl include phenyl, naphthyl, anthryl, phenanthryl, pyrenyl andBase.When C6-C60Aryl and C6-C60When arlydene independently includes two or more rings, each ring can be condensed each other.
As it is used herein, term " C1-C60Heteroaryl " can refer to the monoradical with carbocyclic, aromatic systems, the carbocyclic ring Aroma system has as at least one hetero atom and 1 to 60 carbon that are selected from N, O, Si, P and S of ring member nitrogen atoms Atom.As it is used herein, " C1-C60Inferior heteroaryl " can refer to the divalent group with aroma system, and the aroma system has As at least one hetero atom and 1 to 60 carbon atom that are selected from N, O, Si, P and S of ring member nitrogen atoms.C1-C60It is miscellaneous The non-limiting example of aryl includes pyridine radicals, pyrimidine radicals, pyrazinyl, pyridazinyl, triazine radical, quinolyl and isoquinolyl.When C1-C60Heteroaryl and C1-C60When inferior heteroaryl independently includes two or more rings, each ring can be condensed each other.
Term " C used herein6-C60Aryloxy group " can refer to by-OA102(wherein, A102It is C6-C60Aryl) represent base Group, term " C6-C60Arylthio " can refer to by-SA103(wherein, A103It is C6-C60Aryl) represent group.
As it is used herein, term " monovalent non-aromatic condensation polycyclic base " can refer to condensation (for example, condensing) each other Two or more rings, only have carbon atom (for example, 8 to 60 carbon atoms) as ring member nitrogen atoms and in whole molecule knot There is the monoradical of nonaro-maticity (for example, without overall armaticity) in structure.The non-limit of monovalent non-aromatic condensation polycyclic base Property example processed is fluorenyl.Term " the non-aromatic condensation polycyclic base of divalence " used herein can refer to and monovalent non-aromatic condensation polycyclic Base has the divalent group of identical structure.
As it is used herein, term " monovalent non-aromatic is condensed miscellaneous many ring groups " can refer to condensation each other (for example, thick Close) two or more rings, in addition to carbon atom (for example, 1 to 60 carbon atom) have as ring member nitrogen atoms from At least one hetero atom for being selected in N, O, Si, P and S and there is nonaro-maticity in whole molecular structure (for example, without whole Body armaticity) monoradical.The non-limiting example that monovalent non-aromatic is condensed miscellaneous many ring groups is carbazyl.Art used herein Language " the non-aromatic miscellaneous many ring groups of condensation of divalence " can refer to that being condensed miscellaneous many ring groups with monovalent non-aromatic has the divalence of identical structure Group.
As it is used herein, term " C5-C60Carbocylic radical " can refer to 5 to the 60 monocyclic or many ring groups of carbon atom Group, wherein, ring member nitrogen atoms are only carbon atoms.C5-C60Carbocylic radical can be aromatic carbocyclic base or non-aromatic carbocylic radical.C5-C60Carbon Ring group can be ring (such as benzene), monoradical (such as phenyl) or divalent group (such as phenylene).In various embodiments, According to being connected to C5-C60The quantity of the substitution base of carbocylic radical, C5-C60Carbocylic radical can be trivalent radical or quaternary groups.
As it is used herein, term " C1-C60Heterocyclic radical " can refer to:Except using from N, O, Si, P and S select to A kind of few hetero atom as ring member nitrogen atoms (carbon atom (for example, the quantity of carbon atom can be in 1 to 60 scope) it Outside outward), with C5-C60Carbocylic radical has the group of identical structure.
As it is used herein, the C of substitution5-C60Carbocylic radical, the C of substitution1-C60Heterocyclic radical, the C of substitution3-C10Cycloalkylidene, Substituted C1-C10Sub- Heterocyclylalkyl, the C of substitution3-C10Sub- cycloalkenyl group, the C of substitution1-C10Sub- heterocycloalkenyl, the C of substitution6-C60It is sub- Aryl, the C of substitution1-C60Inferior heteroaryl, the non-aromatic condensation polycyclic base of divalence of substitution, the non-aromatic condensation of the divalence for replacing are miscellaneous more Ring group, the C of substitution1-C60Alkyl, the C of substitution2-C60Alkenyl, the C of substitution2-C60Alkynyl, the C of substitution1-C60Alkoxy, substitution C3-C10Cycloalkyl, the C of substitution1-C10Heterocyclylalkyl, the C of substitution3-C10Cycloalkenyl group, the C of substitution1-C10Heterocycloalkenyl, substitution C6-C60Aryl, the C of substitution6-C60Aryloxy group, the C of substitution6-C60Arylthio, the C of substitution1-C60Heteroaryl, substitution it is univalent non- Fragrant condensation polycyclic base and the monovalent non-aromatic of substitution be condensed at least one of miscellaneous many ring groups substitution base can be selected from by with The group of lower group composition:
Deuterium (- D) ,-F ,-Cl ,-Br ,-I, hydroxyl, cyano group, nitro, amidino groups, diazanyl, hydrazone group, C1-C60Alkyl, C2-C60Alkene Base, C2-C60Alkynyl and C1-C60Alkoxy;
Substitution has selected from deuterium ,-F ,-Cl ,-Br ,-I, hydroxyl, cyano group, nitro, amidino groups, diazanyl, hydrazone group, C3-C10Ring Alkyl, C1-C10Heterocyclylalkyl, C3-C10Cycloalkenyl group, C1-C10Heterocycloalkenyl, C6-C60Aryl, C6-C60Aryloxy group, C6-C60Fragrant sulphur Base, C1-C60Heteroaryl, monovalent non-aromatic condensation polycyclic base, monovalent non-aromatic are condensed miscellaneous many ring groups ,-Si (Q11)(Q12)(Q13)、- N(Q11)(Q12)、-B(Q11)(Q12) ,-C (=O) (Q11) ,-S (=O)2(Q11) and-P (=O) (Q11)(Q12At least one of) C1-C60Alkyl, C2-C60Alkenyl, C2-C60Alkynyl and C1-C60Alkoxy;
C3-C10Cycloalkyl, C1-C10Heterocyclylalkyl, C3-C10Cycloalkenyl group, C1-C10Heterocycloalkenyl, C6-C60Aryl, C6-C60Virtue Epoxide, C6-C60Arylthio, C1-C60Heteroaryl, monovalent non-aromatic condensation polycyclic base and monovalent non-aromatic are condensed miscellaneous many ring groups;
Substitution has selected from deuterium ,-F ,-Cl ,-Br ,-I, hydroxyl, cyano group, nitro, amidino groups, diazanyl, hydrazone group, C1-C60Alkane Base, C2-C60Alkenyl, C2-C60Alkynyl, C1-C60Alkoxy, C3-C10Cycloalkyl, C1-C10Heterocyclylalkyl, C3-C10Cycloalkenyl group, C1- C10Heterocycloalkenyl, C6-C60Aryl, C6-C60Aryloxy group, C6-C60Arylthio, C1-C60Heteroaryl, monovalent non-aromatic condensation polycyclic Base, monovalent non-aromatic are condensed miscellaneous many ring groups ,-Si (Q21)(Q22)(Q23)、-N(Q21)(Q22)、-B(Q21)(Q22) ,-C (=O) (Q21) ,-S (=O)2(Q21) and-P (=O) (Q21)(Q22) at least one of C3-C10Cycloalkyl, C1-C10Heterocyclylalkyl, C3-C10Cycloalkenyl group, C1-C10Heterocycloalkenyl, C6-C60Aryl, C6-C60Aryloxy group, C6-C60Arylthio, C1-C60Heteroaryl, unit price Non-aromatic condensation polycyclic base and monovalent non-aromatic are condensed miscellaneous many ring groups;And
-Si(Q31)(Q32)(Q33)、-N(Q31)(Q32)、-B(Q31)(Q32) ,-C (=O) (Q31) ,-S (=O)2(Q31) and-P (=O) (Q31)(Q32),
Wherein, Q11To Q13、Q21To Q23And Q31To Q33Can independently selected from hydrogen, deuterium ,-F ,-Cl ,-Br ,-I, hydroxyl Base, cyano group, nitro, amidino groups, diazanyl, hydrazone group, C1-C60Alkyl, C2-C60Alkenyl, C2-C60Alkynyl, C1-C60Alkoxy, C3-C10Ring Alkyl, C1-C10Heterocyclylalkyl, C3-C10Cycloalkenyl group, C1-C10Heterocycloalkenyl, C6-C60Aryl, C1-C60Heteroaryl, monovalent non-aromatic Condensation polycyclic base, monovalent non-aromatic are condensed miscellaneous many ring groups, xenyl and terphenyl.
Term " Ph " used herein can refer to phenyl, and term " Me " used herein can be used herein with nail base Term " Et " can refer to ethyl, term " ter-Bu " used herein or " But" tert-butyl group, term used herein can be referred to " OMe " can refer to deuterium with nail epoxide, term " D " as used herein.
Term " xenyl " used herein can refer to two monoradicals of phenyl ring being connected to each other via singly-bound. For example, xenyl can be " phenyl that substitution has phenyl ".In certain embodiments, xenyl can have " C6-C60Virtue Base " is used as " the substituted phenyl " for replacing base.
" terphenyl " used herein can refer to three monoradicals of phenyl ring, wherein, adjacent benzene is via list Key is connected to each other.For example, terphenyl can be " phenyl that substitution has xenyl ".In certain embodiments, terphenyl can Be have " substitution has C6-C60The C of aryl6-C60Aryl " is used as " the substituted phenyl " for replacing base.
Unless otherwise defined, * and * ' otherwise used herein independently refer to and corresponding in adjacent atom combination Position.
Hereinafter, compound in accordance with an embodiment of the present disclosure will be described more fully with reference to synthesis example and example With the organic luminescent device according to embodiment.The statement " using B to replace A " that uses can refer to and use substantially during description synthesis example The B of upper equal mole equivalents replaces the A of molar equivalent.
Hereinafter, reference synthesis example and example are described more fully organic light emission in accordance with an embodiment of the present disclosure Device.However, organic luminescent device not limited to this.
Example
Example 1
By that will deposit respectively thereonWithThickness ITO, Ag and ITO ito glass Substrate cuts into the size of 50mm × 50mm × 0.4mm, and it is each to be cleaned by ultrasonic ito glass substrate (anode) using isopropanol and pure water 10 minutes, then ito glass substrate (anode) is come exposed to the irradiation 10 minutes of UV light and exposed to ozone with being cleaned Prepare anode.Then, gained ito glass substrate (anode) is loaded into vacuum deposition apparatus.
Vacuum moulding machine compound HT28 has to be formed in ito glass substrate (anode)Thickness hole note Enter layer.Then, vacuum moulding machine compound N PB has to be formed on hole injection layerThickness hole transmission layer.So Afterwards, vacuum moulding machine compound E-101 has to be formed on hole transmission layerThickness transmitting auxiliary layer so that shape Into hole transporting zone.
With 100 on hole transporting zone:3 weight is than being co-deposited compound C-221 (as main body) and compound PD27 (as dopant) has to be formedThickness emission layer.
On the emitter with 1:1 weight has than being co-deposited compound ET1 and LiQ to be formedThickness electricity Sub- transport layer, then, on the electron transport layer with 9:1 weight has than vacuum moulding machine Mg and Ag to be formedThickness Negative electrode, so as to complete the manufacture of organic luminescent device.
Example 2 is to example 4 and comparative examples 1 to comparative examples 3
Except being used respectively as outlined below in table 1 in the emission layer of each organic luminescent device and transmitting auxiliary layer is formed Compound outside, manufacture organic luminescent device in the way of in the way of example 1 identical (or substantially the same).
Table 1
Example 5
By that will deposit respectively thereonWithThickness ITO, Ag and ITO ito glass Substrate cuts into the size of 50mm × 50mm × 0.4mm, and it is each to be cleaned by ultrasonic ito glass substrate (anode) using isopropanol and pure water 10 minutes, then ito glass substrate (anode) is come exposed to the irradiation 10 minutes of UV light and exposed to ozone with being cleaned Prepare anode.Then, gained ito glass substrate (anode) is loaded into vacuum deposition apparatus.
Vacuum moulding machine compound HT28 has to be formed in ito glass substrate (anode)Thickness hole note Enter layer.Then, vacuum moulding machine compound N PB has to be formed on hole injection layerThickness hole transmission layer.So Afterwards, vacuum moulding machine compound E-101 has to be formed on hole transmission layerThickness transmitting auxiliary layer so that shape Into hole transporting zone.
With 100 on hole transporting zone:10 weight is than being co-deposited compound C-212 (as main body) and compound PD26 (as dopant) has to be formedThickness emission layer.
On the emitter with 1:1 weight has than deposited compound ET1 and LiQ to be formedThickness electronics Transport layer, then, on the electron transport layer with 9:1 weight has than vacuum moulding machine Mg and Ag to be formedThickness Negative electrode, so as to complete the manufacture of organic luminescent device.
Example 6 is to example 20 and comparative examples 4 to comparative examples 8
Except in emission layer and transmitting auxiliary layer is formed respectively using in addition to compound as listed in Table 2, with The mode of the mode identical (or substantially the same) of example 5 manufactures organic luminescent device.
Table 2
Evaluate example
Example 1 to example 20 and right is evaluated by using the instruments of Keithley SMU 236 and PR650 brightness measurers Driving voltage, current density, efficiency and life-span than example 1 to the organic luminescent device of comparative examples 8.By measuring until bright Degree is reduced to 97% elapsed time of original intensity to obtain lifetime results.Their result is shown in table 3 and table 4.
Table 3
Table 4
It is with reference to shown in table 3 and table 4 results, it can be seen that organic light emission with comparative examples 1 to comparative examples 8 The efficiency of device is compared with the life-span, and the organic luminescent device of example 1 to example 20 has efficiency higher and longer life-span, and Do not significantly increase driving voltage.
Organic luminescent device in accordance with an embodiment of the present disclosure can have high efficiency and long-life.
As it is used herein, term " use " may be considered that it is synonymous with term " utilization ".
In addition, as it is used herein, term " substantially ", " about " and term similar be used as approximate term rather than with Make the term of degree, and be intended to explain those of ordinary skill in the art will recognize measured value or calculated value in it is intrinsic partially Difference.
It will be appreciated that when such as layer, film, region or substrate element be referred to as " " another element " on " when, this yuan Directly on another element or can also there is intermediary element in part.Conversely, when element is referred to as " directly existing " separately On one element or during " directly contact " another element, in the absence of intermediary element.
In addition, any number range for stating here be intended to be included in state in the range of the identical numerical precision that includes All subranges.For example, the scope of " 1.0 to 10.0 " is intended to including stated minimum value 1.0 and the maximum stated All subranges of (including the minimum value 1.0 stated and maximum 10.0 for being stated) between 10.0, i.e. with equal to or Minimum value more than 1.0 and the maximum equal to or less than 10.0, such as a example by 2.4 to 7.6.Here any maximum stated Numerical value limitation is intended to include all any minimum value limitations for being limited compared with fractional value, being stated in this manual for wherein including It is intended to include all bigger numericals limitation for wherein including.Therefore, applicant retains modification and includes this specification of claim Right, be expressly recited be expressly recited herein in the range of any subrange for including.
It should be understood that the embodiments described herein should be to be considered merely as descriptive implication, rather than for limitation Purpose.The description of feature or aspect in each embodiment should generally be considered to be useful for other the similar spies in other embodiments Levy or aspect.
Although having described one or more embodiments with reference to the accompanying drawings, one of ordinary skill in the art will manage Solution, in the case where the spirit and scope of the present disclosure limited such as claim and its equivalent are not departed from, herein can be with Various changes are made in the form and details.

Claims (20)

1. a kind of organic luminescent device, the organic luminescent device includes:
First electrode;
Second electrode;And
Organic layer, between the first electrode and the second electrode, the organic layer includes emission layer,
Wherein, the organic layer includes the first compound of an expression by being selected from formula 1-1 and formula 1-2 and by from formula The second compound for expression selected in 2-1 to formula 2-3:
Formula 1-1
Formula 1-2
Formula 2-1
Formula 2-2
Formula 2-3
Formula 9
Wherein, in formula 1-1, formula 1-2, formula 2-1 to formula 2-3 and formula 9,
A11To A13And A21To A26Independently selected from C5-C20Carbocylic radical and C1-C20Heterocyclic radical,
X11Selected from N [(L11)a11-R11]、C[(L11)a11-R11](R13), O and S,
X12Selected from N [(L12)a12-R12]、C[(L12)a12-R12](R14), O and S,
Wherein, X is worked as11It is N [(L11)a11-R11] when, X12Selected from N [(L12)a12-R12], O and S,
Work as X11It is C [(L11)a11-R11](R13) when, X12Selected from C [(L12)a12-R12](R14), O and S,
X21Selected from C (R203)(R204), O and S, X22Selected from C (R205)(R206), O and S,
L11、L12、L21To L23And L91To L93Independently selected from substituted or unsubstituted C3-C10Cycloalkylidene, substitution Or unsubstituted C1-C10Sub- Heterocyclylalkyl, substituted or unsubstituted C3-C10Sub- cycloalkenyl group, substituted or unsubstituted C1-C10 Sub- heterocycloalkenyl, substituted or unsubstituted C6-C60Arlydene, substituted or unsubstituted C1-C60Inferior heteroaryl, substitution or The unsubstituted non-aromatic condensation polycyclic base of divalence and the non-aromatic miscellaneous many ring groups of condensation of substituted or unsubstituted divalence,
A11, a12, a21 to a23 and a91 to a93 independently selected from 0,1,2,3,4 and 5,
R11To R14、R91And R92Independently selected from substituted or unsubstituted C3-C10It is cycloalkyl, substituted or unsubstituted C1-C10Heterocyclylalkyl, substituted or unsubstituted C3-C10Cycloalkenyl group, substituted or unsubstituted C1-C10Heterocycloalkenyl, substitution Or unsubstituted C6-C60Aryl, substituted or unsubstituted C1-C60Heteroaryl, substituted or unsubstituted monovalent non-aromatic Condensation polycyclic base and substituted or unsubstituted monovalent non-aromatic are condensed miscellaneous many ring groups,
R21And R22Independently selected from the group represented by formula 9, substituted or unsubstituted C3-C10Cycloalkyl, substitution or Unsubstituted C1-C10Heterocyclylalkyl, substituted or unsubstituted C3-C10Cycloalkenyl group, substituted or unsubstituted C1-C10Heterocycle alkene Base, substituted or unsubstituted C6-C60Aryl and substituted or unsubstituted C1-C60Heteroaryl,
R15To R17、R23To R28And R201To R206Independently selected from hydrogen, deuterium ,-F ,-Cl ,-Br ,-I, hydroxyl, cyano group, nitro, Amidino groups, diazanyl, hydrazone group, substituted or unsubstituted C1-C60Alkyl, substituted or unsubstituted C1-C60Alkoxy, substitution or Unsubstituted C6-C60Aryl, substituted or unsubstituted C6-C60Aryloxy group, substituted or unsubstituted C6-C60Arylthio, take Generation or unsubstituted C1-C60Heteroaryl, substituted or unsubstituted monovalent non-aromatic condensation polycyclic base, substitution or it is unsubstituted Monovalent non-aromatic be condensed miscellaneous many ring groups ,-Si (Q1)(Q2)(Q3)、-N(Q1)(Q2)、-B(Q1)(Q2) ,-C (=O) (Q1) ,-S (= O)2(Q1) and-P (=O) (Q1)(Q2), wherein, R201And R202Saturated rings or unsaturation ring are selectively connected to each other to form, R203And R204Selectively connect to each other to form saturated rings or unsaturation ring, R205And R206Selectively connect to each other to form Saturated rings or unsaturation ring,
Wherein, Q1To Q3Independently selected from hydrogen, C1-C60Alkyl, C6-C60Aryl, C1-C60Heteroaryl, monovalent non-aromatic condensation Many ring groups, monovalent non-aromatic are condensed miscellaneous many ring groups, xenyl and terphenyl,
B15 to b17 and b23 to b28 independently selected from 1,2,3 and 4,
* the bound site with adjacent atom is referred to.
2. organic luminescent device according to claim 1, wherein,
A11To A13And A21To A26Independently selected from phenyl, naphthyl, fluorenyl, phenanthryl, anthryl, benzo [9,10] phenanthryl, pyrene Base,Base, furyl, thienyl, pyrrole radicals, pyridine radicals, pyrazinyl, pyrimidine radicals, pyridazinyl, triazine radical, quinolyl, isoquinolin Base, 2,6- naphthyridines base, 1,8- naphthyridines base, 1,5- naphthyridines base, 1,6- naphthyridines base, 1,7- naphthyridines base, copyrine 2,7 base, quinoxaline Base, quinazolyl, benzofuranyl, benzothienyl, dibenzofuran group, dibenzothiophenes base and carbazyl.
3. organic luminescent device according to claim 1, wherein,
A21To A26Independently selected from phenyl and naphthyl.
4. organic luminescent device according to claim 1, wherein,
X11It is N [(L11)a11-R11],
X12Selected from N [(L12)a12-R12], O and S.
5. organic luminescent device according to claim 1, wherein,
X21It is C (R203)(R204), X22Selected from C (R205)(R206), O and S,
X21It is O, X22Selected from O and S, or
X21It is S, X22It is S.
6. organic luminescent device according to claim 1, wherein,
L11、L12、L21To L23And L91To L93Independently selected from the group being made up of following group:
Phenylene, sub- pentalene base, sub-indenyl, naphthylene, sub- camomile ring group, sub- heptalene base, sub- indacene base, sub- acenaphthene Base, fluorenylidene, the sub- fluorenyl of spiral shell two, sub- benzo fluorenyl, sub- dibenzo fluorenyl, that alkenyl of Asia and Africa, phenanthrylene, anthrylene, sub- fluoranthene Base, sub- benzo [9,10] phenanthryl, sub- pyrenyl, AsiaBase, sub- aphthacene base, Ya Pi base, Ya perylenes base, sub- pentaphene base, sub- hexacene Base, sub- pentacene base, sub- rubicene base, Ya guans base, sub- ovalene base, sub- pyrrole radicals, sub- thienyl, furylidene, sub- imidazole radicals, Sub- pyrazolyl, sub- thiazolyl, Asia isothiazolyl, Ya oxazolyl, Ya isoxazolyls, sub- pyridine radicals, sub- pyrazinyl, Asia pyrimidine radicals, Sub- pyridazinyl, sub- isoindolyl, sub- indyl, sub- indazolyl, sub- purine radicals, sub- quinolyl, sub- isoquinolyl, sub- benzoquinoline Base, sub- phthalazinyl, sub- naphthyridines base, sub- quinoxalinyl, sub- quinazolyl, sub- cinnolines base, sub- carbazyl, sub- phenanthridinyl, sub- acridine Base, sub- phenanthroline, sub- phenazinyl, sub- benzimidazolyl, sub- benzofuranyl, sub- benzothienyl, sub- different benzothiazolyl, Sub- benzoxazolyl, Asia Yi benzoxazolyl, sub- triazolyl, Asia tetrazole radical, Ya oxadiazolyl, sub- triazine radical, Asia dibenzo furan Mutter base, sub- dibenzothiophenes base, sub- dibenzo thiophene coughs up base, sub- benzo carbazole base and sub- dibenzo-carbazole base;And
Substitution has selected from deuterium ,-F ,-Cl ,-Br ,-I, hydroxyl, cyano group, nitro, amidino groups, diazanyl, hydrazone group, C1-C20Alkyl, C1- C20Alkoxy, cyclopenta, cyclohexyl, suberyl, cyclopentenyl, cyclohexenyl group, phenyl, xenyl, terphenyl and ring penta 2 Alkenyl, indenyl, naphthyl, camomile ring group, heptalene base, indacene base, acenaphthenyl, fluorenyl, the fluorenyl of spiral shell two, benzo fluorenyl, dibenzo Fluorenyl, non-that alkenyl, phenanthryl, anthryl, fluoranthene base, benzo [9,10] phenanthryl, pyrenyl,Base, aphthacene Ji, Pi Ji, perylenes base, penta Fen Ji, hexacene base, pentacene base, rubicene base, guan base, ovalene base, pyrrole radicals, thienyl, furyl, imidazole radicals, pyrazoles Base, thiazolyl, isothiazolyl, oxazolyl, isoxazolyls, pyridine radicals, pyrazinyl, pyrimidine radicals, pyridazinyl, isoindolyl, indoles Base, indazolyl, purine radicals, quinolyl, isoquinolyl, benzoquinoline base, phthalazinyl, naphthyridines base, quinoxalinyl, quinazolyl, Cinnolines base, carbazyl, phenanthridinyl, acridinyl, phenanthroline, phenazinyl, benzimidazolyl, benzofuranyl, benzothienyl, Different benzothiazolyl, benzoxazolyl, Yi benzoxazolyls, triazolyl, tetrazole radical, oxadiazolyls, triazine radical, dibenzofurans Base, dibenzothiophenes base, benzo carbazole base, dibenzo-carbazole base ,-Si (Q31)(Q32)(Q33)、-N(Q31)(Q32)、-B(Q31) (Q32) ,-C (=O) (Q31) ,-S (=O)2(Q31) and-P (=O) (Q31)(Q32) at least one of phenylene, sub- and ring penta Dialkylene, sub-indenyl, naphthylene, sub- camomile ring group, sub- heptalene base, sub- indacene base, sub- acenaphthenyl, fluorenylidene, the sub- fluorenes of spiral shell two Base, sub- benzo fluorenyl, sub- dibenzo fluorenyl, that alkenyl of Asia and Africa, phenanthrylene, anthrylene, sub- fluoranthene base, sub- benzo [9,10] are luxuriant and rich with fragrance Base, sub- pyrenyl, AsiaBase, sub- aphthacene base, Ya Pi base, Ya perylenes base, sub- pentaphene base, sub- hexacene base, sub- pentacene base, Asia are beautiful Red province's base, Ya guans base, sub- ovalene base, sub- pyrrole radicals, sub- thienyl, furylidene, sub- imidazole radicals, sub- pyrazolyl, sub- thiazolyl, Sub- isothiazolyl, Ya oxazolyls, Ya isoxazolyls, sub- pyridine radicals, sub- pyrazinyl, sub- pyrimidine radicals, sub- pyridazinyl, sub- iso-indoles Base, sub- indyl, sub- indazolyl, sub- purine radicals, sub- quinolyl, sub- isoquinolyl, sub- benzoquinoline base, sub- phthalazinyl, sub- naphthalene Piperidinyl, sub- quinoxalinyl, sub- quinazolyl, sub- cinnolines base, sub- carbazyl, sub- phenanthridinyl, sub- acridinyl, sub- phenanthroline, Asia Phenazinyl, sub- benzimidazolyl, sub- benzofuranyl, sub- benzothienyl, sub- different benzothiazolyl, sub- benzoxazolyl, Asia Yi benzoxazolyls, sub- triazolyl, Asia tetrazole radical, Ya oxadiazolyl, sub- triazine radical, sub- dibenzofuran group, Asia dibenzo thiophene Fen base, sub- dibenzo thiophene cough up base, sub- benzo carbazole base and sub- dibenzo-carbazole base,
Wherein, Q31To Q33Independently selected from hydrogen, methyl, ethyl, n-propyl, isopropyl, the tert-butyl group, phenyl, xenyl and Terphenyl.
7. organic luminescent device according to claim 1, wherein,
L11、L12、L21To L23And L91To L93It independently is a group for expression by selecting in from formula 4-1 to formula 4-31:
Wherein, in formula 4-1 to formula 4-31,
X41Selected from O, S, N (R43)、C(R43)(R44) and Si (R43)(R44),
R41To R44Independently selected from hydrogen, deuterium ,-F ,-Cl ,-Br ,-I, hydroxyl, cyano group, nitro, amidino groups, diazanyl, hydrazone group, C1- C20Alkyl, C1-C20Alkoxy, phenyl, naphthyl, fluorenyl, the fluorenyl of spiral shell two, benzo fluorenyl, dibenzo fluorenyl, phenanthryl, anthryl, pyrene Base,Base, pyridine radicals, pyrazinyl, pyrimidine radicals, pyridazinyl, quinolyl, isoquinolyl, quinoxalinyl, quinazolyl, carbazyl, Triazine radical ,-Si (Q31)(Q32)(Q33)、-N(Q31)(Q32)、-B(Q31)(Q32) ,-C (=O) (Q31) ,-S (=O)2(Q31) and-P (=O) (Q31)(Q32),
Wherein, Q31To Q33Independently selected from hydrogen, methyl, ethyl, n-propyl, isopropyl, the tert-butyl group, phenyl, xenyl and Terphenyl,
B41 is selected from 1,2,3 and 4,
B42 is selected from 1,2,3,4,5 and 6,
B43 is selected from 1,2 and 3,
B44 is selected from 1 and 2,
* the bound site with adjacent atom is independently referred to * '.
8. organic luminescent device according to claim 1, wherein,
A11, a12, a21 to a23 and a91 to a93 are independently selected from 0,1 and 2.
9. organic luminescent device according to claim 1, wherein,
R11To R14、R91And R92Independently selected from the group being made up of following group:
C6-C60Aryl, C1-C60Heteroaryl, monovalent non-aromatic condensation polycyclic base and monovalent non-aromatic are condensed miscellaneous many ring groups;
Substitution has selected from deuterium ,-F ,-Cl ,-Br ,-I, C1-C60Alkyl, C1-C60Alkoxy, C6-C60Aryl, C1-C60Heteroaryl Base, monovalent non-aromatic condensation polycyclic base, monovalent non-aromatic are condensed miscellaneous many ring groups ,-N (Q31)(Q32) and-Si (Q31)(Q32)(Q33) At least one of C6-C60Aryl, C1-C60The condensation of heteroaryl, monovalent non-aromatic condensation polycyclic base and monovalent non-aromatic is miscellaneous more Ring group;And
Substitution has selected from C6-C60Aryl and C1-C60The C of at least one of heteroaryl6-C60Aryl, C1-C60Heteroaryl, Monovalent non-aromatic condensation polycyclic base and monovalent non-aromatic are condensed miscellaneous many ring groups, selected from C6-C60Aryl and C1-C60In heteroaryl Described each substitution at least one has selected from deuterium ,-F ,-Cl ,-Br ,-I, C1-C60Alkyl, C1-C60Alkoxy, C6-C60 Aryl, C1-C60Heteroaryl, monovalent non-aromatic condensation polycyclic base, monovalent non-aromatic are condensed miscellaneous many ring groups ,-N (Q21)(Q22) and-Si (Q21)(Q22)(Q23) at least one,
Wherein, Q21To Q23And Q31To Q33Independently selected from C1-C60Alkyl and C6-C60Aryl.
10. organic luminescent device according to claim 1, wherein,
R11To R14、R91And R92It independently is a group for expression by selecting in from formula 5-1 to formula 5-71:
Wherein, in formula 5-1 to formula 5-71,
X51Selected from singly-bound, N (R54)、C(R54)(R55), O and S,
X52Selected from N (R56)、C(R56)(R57), O and S,
R51To R57Independently selected from the group being made up of following group:
Hydrogen, deuterium ,-F ,-Cl ,-Br ,-I, C1-C60Alkyl, C1-C60Alkoxy, C6-C60Aryl, C1-C60Heteroaryl, unit price are non-aromatic Fragrant condensation polycyclic base, monovalent non-aromatic are condensed miscellaneous many ring groups ,-N (Q31)(Q32) and-Si (Q31)(Q32)(Q33);And
Substitution has selected from deuterium ,-F ,-Cl ,-Br ,-I, C1-C60Alkyl, C1-C60Alkoxy, C6-C60Aryl, C1-C60Heteroaryl Base, monovalent non-aromatic condensation polycyclic base, monovalent non-aromatic are condensed miscellaneous many ring groups ,-N (Q21)(Q22) and-Si (Q21)(Q22)(Q23) At least one of phenyl, xenyl, terphenyl, naphthyl, pyridine radicals, pyrimidine radicals, pyridazinyl and triazine radical,
Wherein, Q21To Q23And Q31To Q33Independently selected from methyl, ethyl, phenyl, xenyl, terphenyl and naphthyl,
B51 is selected from 1,2,3,4 and 5,
B52 is selected from 1,2,3,4,5,6 and 7,
B53 is selected from 1,2,3,4,5 and 6,
B54 is selected from 1,2 and 3,
B55 is selected from 1,2,3 and 4,
B56 is selected from 1 and 2,
* the bound site with adjacent atom is referred to.
11. organic luminescent devices according to claim 1, wherein,
R21And R22Independently selected from the group being made up of following group:
Group, the C represented by formula 96-C60Aryl and C1-C60Heteroaryl;And
Substitution has selected from deuterium ,-F ,-Cl ,-Br ,-I, C1-C60Alkyl, C1-C60Alkoxy, C6-C60Aryl and C1-C60Heteroaryl The C of at least one of base6-C60Aryl and C1-C60Heteroaryl.
12. organic luminescent devices according to claim 1, wherein,
R21And R22Independently selected from the base represented in the group represented by formula 9 and by any one in formula 6-1 to formula 6-15 Group:
Wherein, in formula 6-1 to formula 6-15,
Ph represents phenyl,
* the bound site with adjacent atom is referred to.
13. organic luminescent devices according to claim 1, wherein,
R15To R17、R23To R28And R201To R206Independently selected from the group being made up of following group:
Hydrogen, deuterium ,-F ,-Cl ,-Br ,-I, C1-C60Alkyl, C1-C60Alkoxy, C6-C60Aryl, C6-C60Aryloxy group, C6-C60Fragrant sulphur Base, C1-C60Heteroaryl, monovalent non-aromatic condensation polycyclic base, monovalent non-aromatic are condensed miscellaneous many ring groups ,-N (Q1)(Q2) and-Si (Q1) (Q2)(Q3);
Substitution has the C selected from least one of deuterium ,-F ,-Cl ,-Br ,-I, cyano group and nitro1-C60Alkyl and C1-C60Alkane Epoxide;And
Substitution has selected from deuterium ,-F ,-Cl ,-Br ,-I, cyano group, nitro, methyl, methoxyl group, phenyl, naphthyl and-Si (CH3)3 At least one of C6-C60Aryl, C1-C60The condensation of heteroaryl, monovalent non-aromatic condensation polycyclic base and monovalent non-aromatic is miscellaneous more Ring group,
R201And R202Selectively connect to each other to form saturated rings or unsaturation ring, R203And R204Selectively be connected to each other with Form saturated rings or unsaturation ring, R205And R206Saturated rings or unsaturation ring are selectively connected to each other to form,
Wherein, Q1To Q3Independently selected from C1-C60Alkyl, C6-C60Aryl, C1-C60Heteroaryl, monovalent non-aromatic condensation are more Ring group, monovalent non-aromatic are condensed miscellaneous many ring groups, xenyl and terphenyl.
14. organic luminescent devices according to claim 1, wherein,
R201And R202Connect to each other to form a group for expression by selecting in from formula 7-1 to formula 7-3, R203And R204Each other Connect to form a group for representing by selecting in from formula 7-1 to formula 7-3, or R205And R206Connect to each other to form by The group for expression selected in from formula 7-1 to formula 7-3:
Wherein, in formula 7-1 to formula 7-3,
R71To R80Independently selected from the group being made up of following group:
Hydrogen, deuterium ,-F ,-Cl ,-Br ,-I, C1-C60Alkyl, C1-C60Alkoxy, C6-C60Aryl, C6-C60Aryloxy group, C6-C60Fragrant sulphur Base, C1-C60Heteroaryl, monovalent non-aromatic condensation polycyclic base, monovalent non-aromatic are condensed miscellaneous many ring groups ,-N (Q1)(Q2) and-Si (Q1) (Q2)(Q3);
Substitution has the C selected from least one of deuterium ,-F ,-Cl ,-Br ,-I, cyano group and nitro1-C60Alkyl and C1-C60Alkane Epoxide;And
Substitution has selected from deuterium ,-F ,-Cl ,-Br ,-I, cyano group, nitro, methyl, methoxyl group, phenyl, naphthyl and-Si (CH3)3 At least one of C6-C60Aryl, C1-C60The condensation of heteroaryl, monovalent non-aromatic condensation polycyclic base and monovalent non-aromatic is miscellaneous more Ring group,
Wherein, Q1To Q3Independently selected from C1-C60Alkyl, C6-C60Aryl, C1-C60Heteroaryl, monovalent non-aromatic condensation are more Ring group, monovalent non-aromatic are condensed miscellaneous many ring groups, xenyl and terphenyl,
* R is referred to201And R202Carbon atom, the R being connected to203And R204The carbon atom or R being connected to205And R206It is connected to Carbon atom.
15. organic luminescent devices according to claim 1, wherein,
First compound is represented by one selected from formula 1-11 to formula 1-15 and in formula 1-21 to formula 1-23:
16. organic luminescent devices according to claim 1, wherein,
The second compound is represented by one selected from formula 2-11, formula 2-21 and formula 2-31:
Formula 2-11
Formula 2-21
Formula 2-31
17. organic luminescent devices according to claim 1, wherein,
The organic layer includes the hole transporting zone being located between the first electrode and the emission layer,
The emission layer includes first compound,
The hole transporting zone includes the second compound.
18. organic luminescent devices according to claim 17, wherein,
The hole transporting zone includes hole transmission layer and transmitting auxiliary layer,
The transmitting auxiliary layer is located between the hole transmission layer and the emission layer,
The transmitting auxiliary layer includes the second compound.
19. organic luminescent devices according to claim 1, wherein,
First compound is selected from compound C-101 to compound C-252 and compound D-101 to compound D-173,
The second compound is selected from compound E-101 to compound E-270:
A kind of 20. organic luminescent devices, the organic luminescent device includes:
Substrate, is divided into the first subpixel area, the second subpixel area and the 3rd subpixel area;
Multiple first electrodes, be separately positioned on first subpixel area of the substrate, second subpixel area and In 3rd subpixel area;
Second electrode, in face of the multiple first electrode;And
Organic layer, between the second electrode, the organic layer includes transmitting to each in the multiple first electrode Layer,
Wherein, the organic layer includes the first compound of an expression by being selected from formula 1-1 and formula 1-2 and by from formula The second compound for expression selected in 2-1 to formula 2-3:
Formula 1-1
Formula 1-2
Formula 2-1
Formula 2-2
Formula 2-3
Formula 9
Wherein, in formula 1-1, formula 1-2, formula 2-1 to formula 2-3 and formula 9,
A11To A13And A21To A26Independently selected from C5-C20Carbocylic radical and C1-C20Heterocyclic radical,
X11Selected from N [(L11)a11-R11]、C[(L11)a11-R11](R13), O and S,
X12Selected from N [(L12)a12-R12]、C[(L12)a12-R12](R14), O and S,
Wherein, X is worked as11It is N [(L11)a11-R11] when, X12Selected from N [(L12)a12-R12], O and S,
Work as X11It is C [(L11)a11-R11](R13) when, X12Selected from C [(L12)a12-R12](R14), O and S,
X21Selected from C (R203)(R204), O and S, X22Selected from C (R205)(R206), O and S,
L11、L12、L21To L23And L91To L93Independently selected from substituted or unsubstituted C3-C10Cycloalkylidene, substitution Or unsubstituted C1-C10Sub- Heterocyclylalkyl, substituted or unsubstituted C3-C10Sub- cycloalkenyl group, substituted or unsubstituted C1-C10 Sub- heterocycloalkenyl, substituted or unsubstituted C6-C60Arlydene, substituted or unsubstituted C1-C60Inferior heteroaryl, substitution or The unsubstituted non-aromatic condensation polycyclic base of divalence and the non-aromatic miscellaneous many ring groups of condensation of substituted or unsubstituted divalence,
A11, a12, a21 to a23 and a91 to a93 independently selected from 0,1,2,3,4 and 5,
R11To R14、R91And R92Independently selected from substituted or unsubstituted C3-C10It is cycloalkyl, substituted or unsubstituted C1-C10Heterocyclylalkyl, substituted or unsubstituted C3-C10Cycloalkenyl group, substituted or unsubstituted C1-C10Heterocycloalkenyl, substitution Or unsubstituted C6-C60Aryl, substituted or unsubstituted C1-C60Heteroaryl, substituted or unsubstituted monovalent non-aromatic Condensation polycyclic base and substituted or unsubstituted monovalent non-aromatic are condensed miscellaneous many ring groups,
R21And R22Independently selected from the group represented by formula 9, substituted or unsubstituted C3-C10Cycloalkyl, substitution or Unsubstituted C1-C10Heterocyclylalkyl, substituted or unsubstituted C3-C10Cycloalkenyl group, substituted or unsubstituted C1-C10Heterocycle alkene Base, substituted or unsubstituted C6-C60Aryl and substituted or unsubstituted C1-C60Heteroaryl,
R15To R17、R23To R28And R201To R206Independently selected from hydrogen, deuterium ,-F ,-Cl ,-Br ,-I, hydroxyl, cyano group, nitro, Amidino groups, diazanyl, hydrazone group, substituted or unsubstituted C1-C60Alkyl, substituted or unsubstituted C1-C60Alkoxy, substitution or Unsubstituted C6-C60Aryl, substituted or unsubstituted C6-C60Aryloxy group, substituted or unsubstituted C6-C60Arylthio, take Generation or unsubstituted C1-C60Heteroaryl, substituted or unsubstituted monovalent non-aromatic condensation polycyclic base, substitution or it is unsubstituted Monovalent non-aromatic be condensed miscellaneous many ring groups ,-Si (Q1)(Q2)(Q3)、-N(Q1)(Q2)、-B(Q1)(Q2) ,-C (=O) (Q1) ,-S (= O)2(Q1) and-P (=O) (Q1)(Q2), wherein, R201And R202Saturated rings or unsaturation ring are selectively connected to each other to form, R203And R204Selectively connect to each other to form saturated rings or unsaturation ring, R205And R206Selectively connect to each other to form Saturated rings or unsaturation ring,
Wherein, Q1To Q3Independently selected from hydrogen, C1-C60Alkyl, C1-C60Alkoxy, C6-C60Aryl, C1-C60Heteroaryl, list The non-aromatic condensation polycyclic base of valency, monovalent non-aromatic are condensed miscellaneous many ring groups, xenyl and terphenyl,
B15 to b17 and b23 to b28 independently selected from 1,2,3 and 4,
* the bound site with adjacent atom is referred to.
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