CN106590632A - Organic electroluminescent material and device and preparation method - Google Patents

Organic electroluminescent material and device and preparation method Download PDF

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CN106590632A
CN106590632A CN201611188193.3A CN201611188193A CN106590632A CN 106590632 A CN106590632 A CN 106590632A CN 201611188193 A CN201611188193 A CN 201611188193A CN 106590632 A CN106590632 A CN 106590632A
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organic material
electroluminescent organic
layer
luminescent layer
preparation
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王金山
贺盟
沈孟迪
吴朝廷
夏小雯
刘方
丁亮
王成双
姚为
张良
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Yangcheng Institute of Technology
Yancheng Institute of Technology
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    • C09K11/00Luminescent, e.g. electroluminescent, chemiluminescent materials
    • C09K11/06Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
    • HELECTRICITY
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    • H10K85/00Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/60Organic compounds having low molecular weight
    • H10K85/615Polycyclic condensed aromatic hydrocarbons, e.g. anthracene
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    • C09K2211/00Chemical nature of organic luminescent or tenebrescent compounds
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    • C09K2211/00Chemical nature of organic luminescent or tenebrescent compounds
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    • C09K2211/00Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/14Macromolecular compounds
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    • C09K2211/00Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/14Macromolecular compounds
    • C09K2211/1441Heterocyclic
    • C09K2211/1483Heterocyclic containing nitrogen and sulfur as heteroatoms

Abstract

The invention relates to an organic electroluminescent material and device and a preparation method, which relate to the field of photoelectric technical materials. The structural formula of the organic electroluminescent material is shown as formula (1); in formula (1), D1 is a repetitive electron-donating unit, A1 and A2 are electron-accepting aryl groups, n is an integer, and n is greater than or equal to 2 and less than or equal to 8. In addition, the invention also provides an organic electroluminescent device containing the organic electroluminescent material and a preparation method thereof. A luminescent layer of the organic electroluminescent device is a single-phase thin film which is made of the organic electroluminescent material directly by a solution method, the optical performance is excellent, and the preparation method is simple. (img file='DDA0001186374110000011.TIF'wi=' 965' he='494'/).

Description

A kind of electroluminescent organic material and device and preparation method
Technical field
The present invention relates to photoelectric technology Material Field, in particular to a kind of electroluminescent organic material and device and Preparation method.
Background technology
Organic Light Emitting Diode (OLEDs) is because having good application prospect in multiple fields such as flat pannel display, solid-state illuminations And obtain lasting concern.To meet the requirement of practical application, the electroluminescent material and device of " high efficiency, low cost " are pursued Technology of preparing is always the focus of researcher research.It is well known that conventional fluorescent material can only utilize singlet exciton, entirely The triplet excitons in portion can only utilize 25% singlet exciton, remaining 75% triplet excitons to damage in nonradiative transition mode Lose, cause the theoretical maximum external quantum efficiency of luminescent device to only have 5%.Therefore, how to improve triplet excitons utilization rate becomes Obtain the key issue of high efficiency OLEDs.In order to improve the efficiency of OLEDs, academia is to probing in electroluminescent organic material The Application way of triplet excitons has done numerous studies.A kind of triplet excitons profit with thermal activation delayed fluorescence (TADF) mechanism Progressively grown up with approach.TADF materials both can realize triplet excitons T1 → S0 transition by anti-intersystem crossing, make interior Quantum efficiency is close to 100%, while such material is pure organic materials, it is to avoid the use of heavy metal atom.Based on TADF machines The electroluminescent organic material of system is considered as third generation luminescent material, and obtains the concern of increasing researcher.
However, being only in the starting stage based on the luminescent material of TADF mechanism, still suffered from very before for OLEDs The challenge of many theoretical mechanisms and practical application.The subject matter being currently, there are is:The complicated process of preparation of TADF materials, and property Can show poor.
The content of the invention
It is an object of the invention to provide a kind of electroluminescent organic material, this electroluminescent organic material is can solwution method The small molecule thermal activation delayed fluorescence material of processing.
Another object of the present invention is to a kind of organic electroluminescence device is provided, the organic electroluminescence device luminescent layer By electroluminescent organic material directly by can the single-phase thin film be processed into of solwution method, excellent optical performance, preparation technology are simple It is single.
A further object of the present invention is to provide a kind of preparation method of organic electroluminescence device, and which can realize organic Electroluminescent device can solwution method processing.
It is to employ the following technical solutions to realize that the present invention solves its technical problem.
The present invention proposes a kind of electroluminescent organic material, and its molecular structural formula is:
Wherein, D1For the electron unit for repeating, A1With A2It is aryl containing electrophilic, n is integer, and 2≤n≤10.
The present invention proposes a kind of organic electroluminescence device, and which includes indium-tin oxide anode, the hole injection being sequentially connected Layer, luminescent layer, hole blocking layer and metallic cathode.Wherein, luminescent layer is by made by above-mentioned electroluminescent organic material Luminescent layer.
The present invention also proposes the preparation method of above-mentioned organic electroluminescence device, and which comprises the following steps:
Poly- 3,4-ethylene dioxythiophene or poly styrene sulfonate are coated with indium-tin oxide anode surface, are made annealing treatment, shape Into hole injection layer.
Solution containing electroluminescent organic material is coated with into the surface in hole injection layer away from indium-tin oxide anode, is annealed Process, form luminescent layer.
Hole blocking layer is prepared by solwution method or vapour deposition method away from the surface of hole injection layer in luminescent layer.
Calcium and aluminum are successively deposited with away from the surface of luminescent layer in hole blocking layer, form metallic cathode.
The beneficial effect of the electroluminescent organic material and device and preparation method of the embodiment of the present invention is:The present invention is provided Electroluminescent organic material, electron donor and electron acceptor are connected by conjugate unit, Intramolecular electron transfer is defined Complex, it is ensured that the thermal activation delayed fluorescence performance of electroluminescent organic material.Molecule is modified with electronics transmission unit, gram Problem of the intramolecular hole migration speed higher than electron transfer rate is taken, has made carrier transport tend to balance.While the molecule Possess considerable molecular weight, the requirement of solwution method processing can be met.In addition, above-mentioned electroluminescent organic material can be separately as The luminescent material of organic electroluminescence device, by can solwution method be processed into luminescent layer, make the light of organic electroluminescence device Function admirable is learned, preparation procedure is simple.
Description of the drawings
In order to be illustrated more clearly that the technical scheme of the embodiment of the present invention, below by to be used attached needed for embodiment Figure is briefly described, it will be appreciated that the following drawings illustrate only certain embodiments of the present invention, thus be not construed as it is right The restriction of scope, for those of ordinary skill in the art, on the premise of not paying creative work, can be with according to this A little accompanying drawings obtain other related accompanying drawings.
Fig. 1 is the structural representation of the organic electroluminescence device that the embodiment of the present invention 3 is provided.
Icon:100- organic electroluminescence devices;110- glass substrates;120- indium-tin oxide anodes;130- holes are injected Layer;140- luminescent layers;150- hole blocking layers;160- metallic cathodes;170- calcium metal levels;180- aluminum metal layers.
Specific embodiment
To make purpose, technical scheme and the advantage of the embodiment of the present invention clearer, below in conjunction with the embodiment of the present invention In accompanying drawing, the technical scheme in the embodiment of the present invention is clearly and completely described, it is clear that described embodiment is The a part of embodiment of the present invention, rather than the embodiment of whole.Present invention enforcement generally described and illustrated in accompanying drawing herein The component of example can be arranged and be designed with a variety of configurations.In addition, unreceipted actual conditions person in embodiment, according to normal The condition of rule condition or manufacturer's suggestion is carried out.Agents useful for same or the unreceipted production firm person of instrument, are and can pass through commercially available The conventional products that purchase is obtained.
Therefore, the detailed description of embodiments of the invention below to providing in the accompanying drawings is not intended to limit claimed The scope of the present invention, but be merely representative of the present invention selected embodiment.Based on the embodiment in the present invention, this area is common The every other embodiment obtained under the premise of creative work is not made by technical staff, belongs to the model of present invention protection Enclose.
It should be noted that:Similar label and letter represent similar terms in following accompanying drawing, therefore, once a certain Xiang Yi It is defined in individual accompanying drawing, then in subsequent accompanying drawing which further need not be defined and is explained.
In describing the invention, it should be noted that term " on ", D score, " interior ", the orientation of the instruction such as " outward " or position The relation of putting be based on orientation shown in the drawings or position relationship, or the invention product using when the orientation usually put or position Relation is put, the description present invention is for only for ease of and is simplified description, rather than indicated or imply that the device or element of indication are necessary With specific orientation, with specific azimuth configuration and operation, therefore it is not considered as limiting the invention.Additionally, term " first ", " second " etc. are only used for distinguishing description, and it is not intended that indicating or implying relative importance.
In describing the invention, in addition it is also necessary to explanation, unless otherwise clearly defined and limited, term " connection " should It is interpreted broadly, for example, it may be being fixedly connected, or being detachably connected, or is integrally connected;Can be that machinery connects Connect, or electrically connect;Can be joined directly together, it is also possible to be indirectly connected to by intermediary, can be in two elements The connection in portion.For the ordinary skill in the art, above-mentioned term tool in the present invention can be understood with concrete condition Body implication.
Electroluminescent organic material following to the embodiment of the present invention, organic electroluminescence device 100 and preparation method thereof It is specifically described.
Electroluminescent organic material provided in an embodiment of the present invention be thermal activation delayed fluorescence material, its molecular structural formula For:
Wherein, D1For the electron unit for repeating, A1With A2It is aryl containing electrophilic, n is integer, and 2≤n≤10.
Wherein, the electron withdraw group and electron donating group of above-mentioned electroluminescent organic material selects aromatic yl group, this master If as which can make to connect by conjugate unit to-receptor, the effectively energy level of Molecular regulator, so that material has heat The performance of activation delayed fluorescence;Further, since above-mentioned electroluminescent organic material dissolubility is good, therefore, which can be directly as sending out Luminescent material is used, and can be prepared into the thin film of excellent optical performance by solwution method, so as to overcome current host-guest doping The defect that system organic film is present.
Preferably, D1For electron aryl, its contain carbazole, triphenylamine, diphenylamines, acridine He in phenoxazine at least one Kind.Further, D1Contain In at least one structure.
Preferably, A1And A2Electron aryl is, and contains oxadiazoles, triazine, sulfobenzide., P=O, benzo miaow At least one in azoles, pyrimidine indole, cyano group and fluorine.Further, A1And A2Contain In at least one structure.
The preferred structure formula of above-mentioned electroluminescent organic material is:
Wherein, with first object compoundSynthesis as a example by, its Synthetic route is:
It should be noted that describing for convenience, each structural formula numbers below or letter in said synthesis route What is represented is the code name of its own, such asWhat middle DCzTPT-BPBI was referred to is
In addition, the present embodiment additionally provides the second target compoundSynthesis Route:
Need also exist for explanation, describe for convenience, in said synthesis route each structural formula numbers below or What letter was represented is the code name of its own, such asIn DCzTPT-DPO refer to Be
Embodiments of the invention also provide a kind of organic electroluminescence device 100, and which includes the glass substrate being sequentially connected 110th, indium-tin oxide anode 120, hole injection layer 130, luminescent layer 140, hole blocking layer 150 and metallic cathode 160.Its In, luminescent layer 140 is prepared from by above-mentioned electroluminescent organic material.It should be noted that above-mentioned hole injection layer 130 Electronic barrier layer is properly termed as, above-mentioned hole blocking layer 150 is properly termed as electron transfer layer.
The preparation method of above-mentioned organic electroluminescence device 100, including:
S1, it is connected with glass substrate 110 on a surface of indium-tin oxide anode 120, another surface is coated with poly- 3,4- ethylenes Dioxy thiophene or poly styrene sulfonate, annealing form hole injection layer 130.It should be noted that why using poly- The aqueous solution of 3,4-ethylene dioxythiophene or poly styrene sulfonate as high molecular polymer, mainly due to its conductivity Height, the hole transport performance of hole injection layer 130 by made by it are excellent.
S2, by containing electroluminescent organic material chlorobenzene solution be coated with hole injection layer 130 away from tin indium oxide sun The surface of pole 120, annealing form luminescent layer 140.
Preferably, the mass concentration of the electroluminescent organic material in chlorobenzene solution is 5-15mg/mL.It is highly preferred that In present pre-ferred embodiments, the mass concentration of the electroluminescent organic material in above-mentioned chlorobenzene solution is 9-11mg/mL.To having Why the mass concentration of electroluminescent material is carried out preferably, and its main cause is that mass concentration is organic for 9-11mg/mL's Electroluminescent material is not only advantageous to which and is coated with the surface of hole injection layer 130, and its luminescent layer 140 for being formed has most The good characteristics of luminescence, and the mass concentration of electroluminescent organic material is excessive or too small is not conducive to preparing excellent performance Luminescent layer 140.
S3, in luminescent layer 140 away from the surface spin coating of hole injection layer 130 or double (diphenylphosphine) -9 of 2,7- of evaporation, 9 ' - Two fluorenes of spiral shell (SPPO13) or 2,2 '-(1,3- phenyl) two [5- (4- tert-butyl-phenyls) -1,3,4- oxadiazoles] (OXD-7) conduct Hole blocking layer 150.It should be noted that above-mentioned spin coating operation can be by artificial spin coating, it is also possible to carry out spin coating with machine, Preferably, for the stability of retainer member, spin coating is carried out using machine, its spin coating process is completed by sol evenning machine.
S4, hole blocking layer 150 away from luminescent layer 140 surface successively evaporation calcium metal level 170 and aluminum metal layer 180, form metallic cathode 160.It should be noted that above-mentioned evaporation is carried out under vacuum, in addition, why utilizing By calcium and al deposition in the surface away from luminescent layer 140 of hole blocking layer 150, which is primarily due to evaporation and holds the method for evaporation The purity and thickness of calcium metal level 170 easy to control and aluminum metal layer 180, so as to control organic electroluminescence device on the whole 100 quality stability.
With reference to embodiments the feature and performance of the present invention are described in further detail.
Embodiment 1
Structural formula isFirst object compound synthesis:
S1, at 0 DEG C, 100mL will be dissolved in hydroxy-acid chloride (4.68g, 30mmol) and triethylamine (2.75g, 30mmol) In chlorobenzene, deaerate 15min, is then slowly added dropwise hydrazine hydrate (0.75g, 15mmol), stirs 4h, evaporate solvent, obtain under room temperature The residual product for arriving is cleaned twice with petroleum ether and deionized water, obtain the first intermediate product (7.3g, 89.3%).By mass spectrum Instrument to the first intermediate product identification and analysis, its result is:Mass spectrum (EI):m/z C14H12N2O4Theoretical value:272.08;Measured value: 273(M+1)+, that is, prove that the first intermediate product is C14H12N2O4
Under S2, inert gas shielding, by the first intermediate product (5.44g, 20mmol), PCl5(9.6g, 45mmol) is added 3h is stirred at 110 DEG C in 150ml toluene.Stopped reaction, solvent is evaporated, and the solid deionized water for obtaining is rinsed and obtained Second intermediate product (4.6g, 74.5%).By mass spectrograph to the second intermediate product identification and analysis, its result is:Mass spectrum (EI): m/z C14H10Cl2N2O2Theoretical value:308;Measured value:309(M+1)+, that is, prove that the second intermediate product is C14H10Cl2N2O2
S3, the second intermediate product (3.08g, 10mmol) and 4- Iodoanilines (2.18g, 10mmol) are added to 50mL degassing In DMF, under argon protection, 12h is stirred at 120 DEG C.The solution (10mL, 2N) of HCl is subsequently adding, continues to stir Mix 30min.The white precipitate deionized water cleaning for obtaining, is then vacuum dried, and obtains white through column chromatography purification solid Body shape the 3rd intermediate product (3.8g, 83.5%).Mass Spectrometric Identification is carried out to the 3rd intermediate product, as a result for:Mass spectrum (MALDI- TOF):m/z C20H14N3O2Theoretical value:455;Measured value:455(M)+, that is, prove that the 3rd intermediate product is C20H14N3O2
S4, by 5- hydroxyl m-terephthal aldehydes (1.5g, 10mmol), N1- phenyl benzene -1,2- diamidogen (1.84g, 10mmol), NaS2O5(3.2g, 20mmol) is added to 90 DEG C of stirring 12h in 150mL DMFs.Decompression after completion of the reaction is steamed Solvent is removed in distillation, the solid for obtaining through column chromatography purification obtain the 4th intermediate product (2.63g, 55%).To producing in the middle of the 4th Thing carries out Mass Spectrometric Identification, as a result for:Mass spectrum (MALDI-TOF):m/z C32H22N4O theoretical values:478;Measured value:478(M)+, i.e., Prove that the 4th intermediate product is C32H22N4O。
S5, by the 4th intermediate product (2.39g, 5mmol), 1,6- dibromo normal butane (1.2g, 5mmol) and Cs2CO3 (3.25g, 10mmol) is stirred at room temperature 24h in being added to 100mL acetone.The product for obtaining obtains BPBI through column chromatography purification (2.1g, 68%).Mass Spectrometric Identification is carried out to BPBI, as a result for:Mass spectrum (MALDI-TOF):m/z C36H29BrN4O theoretical values: 612;Measured value:612(M)+, that is, prove that BPBI is C36H29BrN4O。
S6, by the 3rd intermediate product (2.27g, 5mmol), CuI (0.19g, 0.1mmol), K3PO4(4.2g, 10mmol) and 1,2- trans hexamethylene diamine (0.3mL) is added in 150ml toluene, through degassing process, under argon protection, back flow reaction 48h. Remove solvent, extracted with dichloromethane, the concentration of the organic faciess that obtain, through column chromatography purification obtain product DCzTPT (3.1g, 59%).Mass Spectrometric Identification is carried out to DCzTPT, as a result for:Mass spectrum (MALDI-TOF):m/z C72H68N6O2Theoretical value:1048;It is real Measured value:1049(M+1)+, that is, DCzTPT is demonstrated for C72H68N6O2
S7, by DCzTPT (2.1g, 2mmol), Cs2CO3(1.6g, 5mmol) and BPBI (2.5g, 4mmol) are added to 120 DEG C of stirring 24h in 100mL dimethyl sulfoxide.The solid for obtaining is obtained into first by column chromatography purification after vacuum distillation Target compound (3.0g, 70%).Mass Spectrometric Identification is carried out to first object compound, as a result for:Mass spectrum (MALDI-TOF):m/z C144H124N14O4Theoretical value:2112;Measured value:2113(M+1)+, that is, first object compound is demonstrated for C144H124N14O4
Embodiment 2
Structural formula isThe second target compound synthesis:
S1,1- bromo- 3,5- diiodo-benzenes (4.0g, 10mmol) are added to into 100mL newly steam in tetrahydrofuran, will after degassing To -78 DEG C, n-BuLi (1.6M hexane solutions, 12.5mL) is slowly added dropwise, continues reaction 1h after completion of dropping, then Deca chlorine For the tetrahydrofuran solution of diphenylphosphine (1.1g, 5mmol), continue reaction 2h after completion of dropping, be then transferred into ambient temperature overnight. Remove solvent through column chromatography obtain the first intermediate product (2.1g, 80%).Mass Spectrometric Identification is carried out to the first intermediate product, as a result For:Mass spectrum (MALDI-TOF):m/z C30H123BrP2Theoretical value:524;Measured value:525(M+1)+, that is, demonstrate in the middle of first Product is C30H123BrP2
S2, by 6 (1.3g, 5mmol), double (pinacol conjunction) two boron (2.5g, 10mmol), AcOK (0.98g, 10mmol), Pd(dppf)2Cl2During (0.08g, 0.1mmol) adds 100mL dioxane, degassing reacts 48h at 85 DEG C.Solvent is removed, is obtained The product extraction arrived, organic faciess collect and concentrate, then through column chromatography purification obtain the second intermediate product (1.72g, 60%). Mass Spectrometric Identification is carried out to the second intermediate product, as a result for:Mass spectrum (MALDI-TOF):m/z C36H35BO2P2Theoretical value:572;It is real Measured value:573(M+1)+, that is, the second intermediate product is demonstrated for C36H35BO2P2
S3,7 (1.14g, 2mmol) are added in 50mL chloroforms, add 10mL H2O2, it is stirred overnight under room temperature.With two Chloromethanes are extracted, the concentration of the organic faciess that obtain, by solids with methanol be recrystallized to give the 3rd intermediate product (0.849g, 86%). Mass Spectrometric Identification is carried out to the 3rd intermediate product, as a result for:Mass spectrum (MALDI-TOF):m/z C30H24O3P theoretical values:494;Actual measurement Value:494(M)+, that is, the 3rd intermediate product is demonstrated for C30H24O3P。
S4, by 8 (0.494g, 1mmol), 1,6- dibromo normal butane (0.24g, 1mmol) and Cs2CO3(0.65g, 2mmol) 24h is stirred at room temperature in being added to 100mL acetone.The product for obtaining through column chromatography purification obtain DPO (0.6g, 95.5%). Mass Spectrometric Identification is carried out to DPO, as a result for:Mass spectrum (MALDI-TOF):m/z C34H31BrO3P theoretical values:628;Measured value:628 (M)+, that is, DPO is demonstrated for C34H31BrO3P。
S5, by DCzTPT (0.524g, 0.5mmol), Cs2CO3(0.32g, 1mmol) and DPO (0.628g, 1mmol) are added 120 DEG C of stirring 24h in 100mL dimethyl sulfoxide.The solid for obtaining is obtained into the by column chromatography purification after vacuum distillation Two target compounds (0.64g, 60.1%).Mass Spectrometric Identification is carried out to the second target compound, as a result for:Mass spectrum (MALDI- TOF):m/z C144H124N14O4Theoretical value:2145;Measured value:2145(M)+, that is, demonstrating the second target compound is C144H124N14O4
Embodiment 3
Fig. 1 is refer to, the present embodiment provides a kind of organic electroluminescence device 100, and which includes the glass base being sequentially connected Plate 110, indium-tin oxide anode 120, hole injection layer 130, luminescent layer 140, hole blocking layer 150 and metallic cathode 160.Its In, luminescent layer 140 is by made by electroluminescent organic material provided in an embodiment of the present invention.
The present embodiment additionally provides a kind of preparation method of organic electroluminescence device 100:
One surface of indium-tin oxide anode 120 is fixedly connected on 110 surface of glass substrate, and another surface utilizes sol evenning machine Poly- 3,4-ethylene dioxythiophene is coated with the rotating speed of 3000r/s, it is after being coated with about 40 seconds, annealing treatment at about 150 DEG C of ambient temperature Reason 10 minutes, forms hole injection layer 130.
By the chlorobenzene solution sol evenning machine containing electroluminescent organic material obtained in embodiment 1 with the rotating speed of 1200r/s It is coated with 130 surface of hole injection layer, after being coated with about 30 seconds, 10 minutes shapes is made annealing treatment under the conditions of about 120 DEG C of ambient temperature Into luminescent layer 140.Wherein, the mass concentration of the electroluminescent organic material in above-mentioned chlorobenzene solution is 10mg/mL.
Under vacuum condition, it is deposited with the surface away from hole injection layer 130 of luminescent layer 140 using chemical vapor coating method 2,7- double (two phenenyl phosphinyl) -9,9 '-spiral shell double [fluorenes] form hole blocking layer 150.
Under vacuum condition, using chemical vapor coating method hole blocking layer 150 away from luminescent layer 140 surface successively Evaporation calcium metal level 170 and aluminum metal layer 180, form metallic cathode 160.
In sum, the present invention provide electroluminescent organic material be can solwution method processing thermal activation delayed fluorescence material Material, which passes through to connect electron donor and electron acceptor by conjugate unit, it is ensured that the thermal activation of electroluminescent organic material Delayed fluorescence performance, while make which possess considerable molecular weight, be conducive to electroluminescent organic material can solwution method processing.Separately Outward, above-mentioned electroluminescent organic material can be separately as the luminescent material of organic electroluminescence device;By can solwution method add Work makes luminescent layer, and not only preparation method is simple, and the organic electroluminescence device optical property for obtaining is also very excellent.
The preferred embodiments of the present invention are the foregoing is only, the present invention is not limited to, for the skill of this area For art personnel, the present invention can have various modifications and variations.It is all within the spirit and principles in the present invention, made any repair Change, equivalent, improvement etc., should be included within the scope of the present invention.

Claims (10)

1. a kind of electroluminescent organic material, it is characterised in that its molecular structural formula is:
Wherein, D1For the electron unit for repeating, A1With A2It is aryl containing electrophilic, n is integer, and 2≤n≤10.
2. electroluminescent organic material according to claim 1, it is characterised in that the D1It is for electron aryl, described to give Electron-rich aryl contains carbazole, triphenylamine, diphenylamines, acridine He at least one in phenoxazine.
3. electroluminescent organic material according to claim 2, it is characterised in that the D1Contain In at least one structure.
4. electroluminescent organic material according to claim 1, it is characterised in that the A1With the A2It is electron Aryl, and containing at least in oxadiazoles, triazine, sulfobenzide., P=O, benzimidazole, pyrimidine indole, cyano group and fluorine Kind.
5. electroluminescent organic material according to claim 4, it is characterised in that the A1With the A2Contain In at least one structure.
6. electroluminescent organic material according to claim 1, it is characterised in that the knot of the electroluminescent organic material Structure formula is
7. a kind of organic electroluminescence device, it is characterised in that including the indium-tin oxide anode, hole injection layer being sequentially connected, Luminescent layer, hole blocking layer and metallic cathode, the luminescent layer are by organic electroluminescence material as claimed in claim 1 Luminescent layer made by material.
8. a kind of preparation method of organic electroluminescence device as claimed in claim 7, it is characterised in that including following step Suddenly:
Poly- 3,4-ethylene dioxythiophene or poly styrene sulfonate are coated with the indium-tin oxide anode surface, are made annealing treatment, shape Into the hole injection layer;
Solution containing the electroluminescent organic material is coated with the hole injection layer away from the indium-tin oxide anode Surface, annealing form the luminescent layer;
Pass through solwution method away from the surface of the hole injection layer in the luminescent layer or vapour deposition method prepares the hole barrier Layer;
Calcium and aluminum are successively deposited with away from the surface of the luminescent layer in the hole blocking layer, form the metallic cathode.
9. the preparation method of organic electroluminescence device according to claim 8, it is characterised in that prepare the luminescent layer The solution in the electroluminescent organic material mass concentration be 5-15mg/mL.
10. the preparation method of organic electroluminescence device according to claim 9, it is characterised in that prepare described luminous The mass concentration of the electroluminescent organic material in solution needed for layer is 9-11mg/mL.
CN201611188193.3A 2016-12-20 2016-12-20 Organic electroluminescent material and device and preparation method Pending CN106590632A (en)

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