CN1239447C

CN1239447C - Organic electroluminescent material

Info

Publication number: CN1239447C
Application number: CN 02100371
Authority: CN
Inventors: 邱勇; 厉斌
Original assignee: Tsinghua University
Current assignee: Tsinghua University
Priority date: 2002-01-15
Filing date: 2002-01-15
Publication date: 2006-02-01
Anticipated expiration: 2022-01-15
Also published as: CN1362464A

Abstract

The present invention relates to an organic electroluminescent material which belongs to the technical field of electronic materials. The material is a derivative of polysubstitution anthracene. The present invention is characterized in that the material has the structure disclosed in the specification, wherein substituting groups R1 to R10 can respectively be one of hydrogen atoms, alkyl, isoalkyl, hydroxyl, alkoxyl groups, nitryl, cyanogen groups, amino groups, sulfhydryl groups, halogen atoms, trifluoromethyl, aryl or heterocyclic ring substituting groups (furan, thiophene, pyrrole, pyridine, pyran, quinoline, indole and carbazole). The material in the present invention can be used as a luminescent material in an organic luminescent layer of an organic electroluminescent device; the material comprises an independent luminescent layer and a doped luminescent dye, simultaneous has preferable current carrier transmission capacity, and overcome the disadvantages of low luminescent efficiency, poor film forming performance, etc. existing in the current materials. The organic electroluminescent material has strong fluorescence in both liquids and solids, tunable luminescent colors, favorable thermal stability and preferable current carrier transmission performance, and is capable of forming favorable amorphous films.

Description

A kind of electroluminescent organic material

Technical field:

The present invention relates to a kind of electroluminescent organic material, belong to technical field of electronic materials.

Background technology:

Now, along with the arriving of Development of Multimedia Technology and information society, more and more higher to the flat-panel monitor performance demands.In recent years emerging three kinds of technique of display: plasma display, Field Emission Display and display of organic electroluminescence (OLED) have all remedied the deficiency of cathode tube and liquid-crystal display to a certain extent.Wherein, a series of advantages such as the organic film El element has from main light emission, low voltage direct drive, solidifies entirely, the visual angle is wide, color is abundant, compare with liquid-crystal display, OLED does not need backlight, and the visual angle is big, and power is low, its response speed can be 1000 times of liquid-crystal display, its manufacturing cost but is lower than the liquid-crystal display of equal resolving power, and therefore, display of organic electroluminescence certainly will have broad application prospects.

Adopting well behaved luminescent material is the important foundation of this type of OLED device of preparation.The patent No. is to have mentioned the employing small organic molecule as luminescent material in 4,539,507 the United States Patent (USP), but small molecule material has a lot of shortcomings, and is bad as film forming properties, and easily crystallization etc.Begin one's study in recent years and use polymkeric substance, but the luminous efficiency of general polymerization thing is lower than small molecule material as luminous organic material.So, seek and a kind ofly have higher luminous efficiency, and in film process, be difficult for the key issue that the crystalline material becomes OLED material technology field.

The typical structure of OLED comprises cathode layer, anode layer, and the organic luminous layer between this is two-layer, can comprise one or more functional layers in electron transfer layer, hole transmission layer and the luminescent layer in the organic luminous layer.Generally include main body luminescent material and adulterate body material in the luminescent layer, the main body luminescent material as in the luminescent layer should possess fluorescent effect preferably, and its wavelength of fluorescence should be near blue light or ultraviolet light wavelength.In blue fluorescent material, anthracene derivative particularly 9,10-dibenzanthracene, in solution, still all have fluorescent effect preferably under the solid conditions, still, as main body luminescent material 9, the film forming characteristics of 10-dibenzanthracene is bad, easily crystallization and cause the device short circuit.So, a lot of patents and document being arranged to 9, this material of 10-dibenzanthracene has proposed improvement, and the patent No. is to have proposed 9 of a kind of dimeric structure in the patent of EP0681019,10-dibenzanthracene, promptly 9, the derivative of the ammonia of 10-dibenzanthracene.The patent US5 of Kodak company, 935,721 propose a class 9, the derivative of 10-two-(2-naphthalene) anthracene, the patent US5 in Kodak company, 972, one class 9 is also proposed in 247, the derivative of 10-two (3 ', 5 '-two aromatic base substituted benzenes) anthracene, this two classes material have higher second-order transition temperature and good fluorescent effect.In the patent EP1009044 of Kodak company, propose to can be used as hole transmission layer in addition and prepare high performance electroluminescent device with four derivatives that replace anthracene.

The anthracene derivative that proposes in the above-mentioned patent has good luminous property, but because the restriction of substituting group number and kind makes that its luminous efficiency, film-forming properties, glow color, carrier transport ability etc. are limited to.For further improving the luminous efficiency of anthracene derivative, improve film-forming properties, tuning glow color strengthens carrier transport ability, and we propose with polysubstituted anthracene derivant as twinkler or carrier transmission material.

Summary of the invention:

The technical problem that solves:

The objective of the invention is to propose the novel fluorescent material of a class, can be used as luminescent material in the organic luminous layer, can be thereby expanded for the kind of the organic compound for preparing the organic luminescent device use.Material among the present invention can be used as twinkler, and comprising becomes luminescent layer separately and as adulterated dyestuff and luminous, also have carrier transport ability preferably simultaneously.The compounds of this invention all has stronger fluorescence in liquid and solid film, have goodish heat, light equistability simultaneously again.Technical scheme:

The present invention proposes a kind of electroluminescent organic material, and this material is the derivative of anthracene, it is characterized in that this luminescent material has following structural formula:

In the said structure formula, substituent R ₁-R ₁₀Can be a kind of in hydrogen atom, alkyl, iso-alkyl, hydroxyl, alkoxyl group, nitro, cyano group, amino, sulfydryl, halogen atom, trifluoromethyl, aromatic base or the heterocyclic substituent (furans, thiophene, pyrroles, pyridine, pyrans, quinoline, indoles, carbazole), and R ₁-R ₈Be not hydrogen atom simultaneously.

In the said structure, preferred typical compound be have below shown in totally 15 types of the I-XV of structure:

In above-mentioned these 15 kinds of structures, substituent R ₁-R ₁₀Can be identical or different, can be the group that a hydrogen or 1-24 carbon atom and other heteroatomss are formed, for example alkyl (methyl, ethyl etc.), iso-alkyl, hydroxyl, alkoxyl group, nitro, cyano group, amino, sulfenyl, halogen atom, trifluoromethyl, aromatic base (phenyl, naphthyl etc.), heterocyclic substituent (furans, thiophene, pyrroles, pyridine, pyrans, quinoline, indoles, carbazole etc.) etc.

Preferred typical substituted radical is listed in the table one.

Table one: substituted radical table

A1 CH ₃-

A2 CH ₃-CH ₂-

A3 CH ₃-CH ₂-CH ₂-

A5 CH ₃-CH ₂-CH ₂-CH ₂-

A9 CH ₃-CH ₂-CH ₂-CH ₂-CH ₂-

A10 NC——

A11 F——

A12 Cl——

A13 F ₃C——

A14 RO——(R＝A1-A9)

A15 RS——(R＝A1-A9)

The I compounds, preferred substituted R ₁-R ₄Can be among the group A1-A36 in the identical or different top table one, also can be other groups of being made up of 1-24 carbon atom and heteroatoms.Particularly preferred compound is that I-1 is to I-16 in the I class formation.

The II compounds, preferred substituted R ₁-R ₄Can be among the group A1-A36 in the identical or different top table one, also can be other groups of being made up of 1-24 carbon atom and heteroatoms.Particularly preferred compound is that II-1 is to II-16 in the II class formation.

The III compounds, preferred substituted R ₁-R ₄Can be among the group A1-A36 in the identical or different top table one, also can be other groups of being made up of 1-24 carbon atom and heteroatoms.Particularly preferred compound is that III-1 is to III-16 in the III class formation.

The IV compounds, preferred substituted R ₁-R ₄Can be among the group A1-A36 in the identical or different top table one, also can be other groups of being made up of 1-24 carbon atom and heteroatoms.Particularly preferred compound is that IV-1 is to IV-16 in the IV class formation.

The V compounds, preferred substituted R ₁-R ₅Can be among the group A1-A36 in the identical or different top table one, also can be other groups of being made up of 1-24 carbon atom and heteroatoms.Particularly preferred compound is that V-1 is to V-16 in the V class formation.

The VI compounds, preferred substituted R ₁-R ₄Can be among the group A1-A36 in the identical or different top table one, also can be other groups of being made up of 1-24 carbon atom and heteroatoms.Particularly preferred compound is that VI-1 is to VI-16 in the VI class formation.

The VII compounds, preferred substituted R ₁-R ₆Can be among the group A1-A36 in the identical or different top table one, also can be other groups of being made up of 1-24 carbon atom and heteroatoms.Particularly preferred compound is that VII-1 is to VII-16 in the VII class formation.

The VIII compounds, preferred substituted R ₁-R ₆Can be among the group A1-A36 in the identical or different top table one, also can be other groups of being made up of 1-24 carbon atom and heteroatoms.Particularly preferred compound is that VIII-1 is to VIII-16 in the VIII class formation.

The IX compounds, preferred substituted R ₁-R ₆Can be among the group A1-A36 in the identical or different top table one, also can be other groups of being made up of 1-24 carbon atom and heteroatoms.Particularly preferred compound is that IX-1 is to IX-16 in the IX class formation.

The X compounds, preferred substituted R ₁-R ₆Can be among the group A1-A36 in the identical or different top table one, also can be other groups of being made up of 1-24 carbon atom and heteroatoms.Particularly preferred compound is that X-1 is to X-16 in the X class formation.

The XI compounds, preferred substituted R ₁-R ₆Can be among the group A1-A36 in the identical or different top table one, also can be other groups of being made up of 1-24 carbon atom and heteroatoms.Particularly preferred compound is that XI-1 is to XI-16 in the XI class formation.

The XII compounds, preferred substituted R ₁-R ₆Can be among the group A1-A36 in the identical or different top table one, also can be other groups of being made up of 1-24 carbon atom and heteroatoms.Particularly preferred compound is that XII-1 is to XII-16 in the XII class formation.

The XIII compounds, preferred substituted R ₁-R ₆Can be among the group A1-A36 in the identical or different top table one, also can be other groups of being made up of 1-24 carbon atom and heteroatoms.Particularly preferred compound is that XIII-1 is to XIII-16 in the XIII class formation.

The XIV compounds, preferred substituted R ₁-R ₆Can be among the group A1-A36 in the identical or different top table one, also can be other groups of being made up of 1-24 carbon atom and heteroatoms.Particularly preferred compound is that XIV-1 is to XIV-16 in the XIV class formation.

The XV compounds, preferred substituted R ₁-R ₁₀Can be among the group A1-A36 in the identical or different top table one, also can be other groups of being made up of 1-24 carbon atom and heteroatoms.Particularly preferred compound is that XV-1 is to XV-16 in the XV class formation.

Luminous organic material of the present invention mainly adopts the organometallic reagent (lithium reagent, Grignard reagent etc.) and the method for substituted anthraquinone addition to prepare, and the step of employing comprises the preparation of (1) substituted anthraquinone; (2) preparation of organometallic reagent (lithium reagent, Grignard reagent etc.); (3) organometallic reagent (lithium reagent, Grignard reagent etc.) prepares the anthrol intermediate with the substituted anthraquinone addition; (4) anthrol intermediate dehydration reduction obtains target product.

Beneficial effect:

Luminous organic material of the present invention has following characteristics: fluorescence is strong, and glow color is tunable, and Heat stability is good has carrier transmission performance preferably, can form good amorphous thin film.

Description of drawings:

The nuclear magnetic resonance spectrum of the Compound I-4 of Fig. 1 the present invention preparation.

Fig. 2 N, N '-phenylbenzene-N, N '-two (1-naphthyl)-1,1 '-biphenyl-4,4 '-diamines (NPB), the structural formula of oxine aluminium (AlQ3).

Fig. 3 is the electroluminescent spectrum figure with the prepared device one of Compound I-4 of the present invention's preparation.

Fig. 4 be with the prepared device one of Compound I-4 of the present invention preparation current-voltage curve.

Fig. 5 be with the prepared device one of Compound I-4 of the present invention preparation brightness-voltage curve.

Embodiment:

Below introduce embodiments of the invention.

The embodiment of compound sample preparation:

Synthesizing of the used part substituted anthraquinone of the present invention intermediate

2,3-dimethyl anthraquinone is synthetic according to document (Org.Synth., 1942,22,37) method.1,2-dimethyl anthraquinone is synthetic according to document (J.Chem.Soc., 1940,16) method.1,3-dimethyl anthraquinone is synthetic according to document (J.Am.Chem.Soc., 1954,76,6150) method.1,4-dimethyl anthraquinone is synthetic according to document (J.Chem.Soc., 1952,2415) method.1,2,3,4-tetramethyl-anthraquinone is synthetic according to document (Aust.J.Chem., 1971,24,2137) method.1,2,5,6-tetramethyl-anthraquinone is synthetic according to document (J.Am.Chem.Soc., 1947,69,2256) method.1,3,5,7-tetramethyl-anthraquinone, 1,3,6,8-tetramethyl-anthraquinone, 1,4,5,8-tetramethyl-anthraquinone is synthetic according to document (J.Chem.Soc (C), 1967,2607) method.1,3,6,7-tetramethyl-anthraquinone, 1,4,6,7-tetramethyl-anthraquinone is synthetic according to document (J.Chem.Soc, 1938,1847) method.2,3,6,7-tetramethyl-anthraquinone is synthetic according to document (Org.Prep.Proced.Int., 1972,4,211) method.1,4-phenylbenzene anthraquinone and 1,4,5,8-tetraphenyl anthraquinone is synthetic according to document (J.Org.Chem., 1942,7,305) method.1,2,3,4,5,6,7,8-prestox anthraquinone is synthetic according to document (Recl.Trav.Chim.Pays-Bas, 1939,38,761) method.

Embodiment 1,3-dimethyl-9, and 10-diphenylanthrancene (Compound I-1):

(1) .2,3-dimethyl-9,10-diphenylanthrancene diphenol

In 250 milliliters of three-necked bottles being furnished with constant pressure funnel, reflux condensing tube and nitrogen protection device, add 0.3 gram metal magnesium chips and 10 milliliters of anhydrous diethyl ethers; add a granule iodine as initiator; 1.9 gram bromobenzenes are dissolved in 25 milliliters of solution in the anhydrous diethyl ether to splash in the three-necked bottle from constant pressure funnel; rate of addition is advisable to keep slight backflow of reaction system; dropwise; refluxed 2 hours, and obtained the diethyl ether solution of bromobenzene Grignard reagent.

Add 1.2 grams 2 in the Grignard reagent of making, 3-dimethyl anthraquinone adds 50 milliliters of dry toluenes more in batches, steam and remove ether, reflux to stir and spend the night, the cooling back adds 100 milliliters of frozen water, 50 milliliters of dilute hydrochloric acid, 100 milliliters of ethyl acetate, branch vibration layer, the organic layer evaporated under reduced pressure gets white solid 2,3-dimethyl-9,10-diphenylanthrancene diphenol 1.2 grams.Yield 60%.

(2) .2,3-dimethyl-9,10-diphenylanthrancene

The oxanthranol 1.2 gram addings that the last step obtains are furnished with in 100 milliliters of round-bottomed flasks of reflux condensing tube, add 30 milliliters of Glacial acetic acid and 3 gram tin protochlorides, reflux, there is yellow solid to separate out, is cooled to 60 degree, filter, be washed to neutrality, drying is used silica gel chromatography, obtains yellow solid 0.8 gram.Yield 70%.

MS(m/z)：359。Ultimate analysis (C ₂₈H ₂₂): theoretical value C:93.85%, H:6.15%; Measured value C:94.01% scalds H:5.99%.

Embodiment 22,3-dimethyl-9, and 10-two (1-naphthyl) anthracene (Compound I-2):

With 1-naphthalene bromide and 2,3-dimethyl anthraquinone is the synthetic method preparation of starting raw material by Compound I-1 among the embodiment one, uses silica gel chromatography at last.

MS(m/z)：459。Ultimate analysis (C ₃₆H ₂₆): theoretical value C:94.12%, H:5.88%; Measured value C:94.28%, H:5.72%.

Embodiment 32,3-dimethyl-9, and 10-two (1-naphthyl) anthracene (Compound I-3):

With 2-naphthalene bromide and 2,3-dimethyl anthraquinone is the synthetic method preparation of starting raw material by Compound I-1 among the embodiment one, uses silica gel chromatography at last.

MS(m/z)：459。Ultimate analysis (C ₃₆H ₂₆): theoretical value C:94.12%, H:5.88%; Measured value C:94.32%, H:5.69%.

Embodiment 42,3-dimethyl-9, and 10-two (2-methyl isophthalic acid-naphthyl) anthracene (Compound I-4):

With 2-methyl isophthalic acid-naphthalene bromide and 2,3-dimethyl anthraquinone is the synthetic method preparation of starting raw material by Compound I-1 among the embodiment one, uses silica gel chromatography at last.

MS(m/z)：487。Ultimate analysis (C ₃₈H ₃₀): theoretical value C:93.83%, H:6.17%; Measured value C:93.98%, H:6.02%.

Embodiment 52,3-dimethyl-9, and 10-two (3 ' .5 '-phenylbenzene-phenyl) anthracene (Compound I-5):

(1) 2,3-dimethyl-9,10-two (3 ' .5 '-dibromo phenyl) anthracene

(12 milliliters of diethyl ether solutions that in 250 milliliters of three-necked bottles being furnished with constant pressure funnel, reflux condensing tube and nitrogen protection device, add n-Butyl Lithium; 0.02mol; 1.7mol/L), be cooled to-20 ° with the dry ice-propanone bath, splash into 1; 3; (3.15 restrain the 5-tribromo-benzene, 0.01mol) are dissolved in the solution of 25 milliliters of ether, dropwise and stir 1 hour; obtain 3, the diethyl ether solution of 5-dibromo phenyl lithium.To this 3, add 2 in the diethyl ether solution of 5-dibromo phenyl lithium, 3-dimethyl anthraquinone (1.1 the gram, 0.005mol) 50 milliliters of toluene solutions, steam to remove ether, backflow is spent the night, after the cooling, add 100 milliliters of frozen water, 50 milliliters of dilute hydrochloric acid, 100 milliliters of ethyl acetate, branch vibration layer, the organic layer evaporated under reduced pressure gets solid 2,3-dimethyl-9,10-two (3 ' .5 '-dibromo phenyl) oxanthranol.

The oxanthranol adding that the last step obtains is furnished with in 100 milliliters of round-bottomed flasks of reflux condensing tube, adds 30 milliliters of Glacial acetic acid and 3 gram tin protochlorides, reflux, there is yellow solid to separate out, be cooled to 60 degree, filter, be washed to neutrality, dry, use silica gel chromatography, obtain 1.7 gram yellow solids 2,3-dimethyl-9,10-two (3 ' .5 '-dibromo phenyl) anthracene, yield 50%.

(2) in 250 milliliters of three-necked bottles being furnished with constant pressure funnel, reflux condensing tube and nitrogen protection device, add 0.3 gram metal magnesium chips and 10 milliliters of anhydrous tetrahydro furans; add a granule iodine as initiator; 1.9 gram bromobenzenes are dissolved in 25 milliliters of solution in the anhydrous tetrahydro furan to splash in the three-necked bottle from constant pressure funnel; rate of addition is advisable to keep slight backflow of reaction system; dropwise; refluxed 2 hours, and obtained the tetrahydrofuran solution of bromobenzene Grignard reagent.

With 1.7 grams 2; 3-dimethyl-9; 10-two (3 ' .5 '-dibromo phenyl) anthracene (2.5mmol) and two (triphenylphosphine) Palladous chlorides of 0.1 gram are dissolved in 50 milliliters of anhydrous tetrahydro furans, the tetrahydrofuran solution of the bromobenzene Grignard reagent that the step makes in the dropping, and nitrogen protection refluxes down and stirred 5 hours.Cooling carefully adds 50 milliliters of tetrahydrofuran (THF)s and 25 milliliter of 15% hydrochloric acid, and rotary evaporation in vacuo is removed solvents tetrahydrofurane, filters residuum, is washed with water to neutrality.Refluxed one hour in 500 milliliters of methylene dichloride of thick product adding, cooling is filtered, and with the small amount of acetone washing, gets 1.0 grams 2,3-dimethyl-9,10-two (3 ' .5 '-phenylbenzene-phenyl) anthracene, yield 60%.

MS(m/z)：662。Ultimate analysis (C ₅₂H ₃₈): theoretical value C:94.26%, H:5.74%; Measured value C:94.48%, H:5.52%.

Embodiment 62,3-dimethyl-9, and 10-two (3 ' .5 '-two (o-tolyl)-phenyl) anthracene (Compound I-6):

With o-bromotoluene and 2,3-dimethyl-9,10-two (3 ' .5 '-dibromo phenyl) anthracene is the synthetic method preparation of starting raw material by Compound I-5 among the embodiment five.

MS(m/z)：718。Ultimate analysis (C ₅₆H ₄₆): theoretical value C:93.59%, H:6.41%; Measured value C:93.46%, H:6.54%.

Embodiment 72,3-dimethyl-9, and 10-two (3 ' .5 '-two (tolyl)-phenyl) anthracene (Compound I-7):

With m-bromotoluene and 2,3-dimethyl-9,10-two (3 ' .5 '-dibromo phenyl) anthracene is the synthetic method preparation of starting raw material by Compound I-5 among the embodiment five.

MS(m/z)：718。Ultimate analysis (C ₅₆H ₄₆): theoretical value _C: 93.59%, H:6.41%; Measured value C:93.37%, H:6.63%.

Embodiment 82,3-dimethyl-9, and 10-two (3 ' .5 '-two (p-methylphenyl)-phenyl) anthracene (Compound I-8):

With para-bromo toluene and 2,3-dimethyl-9,10-two (3 ' .5 '-dibromo phenyl) anthracene is the synthetic method preparation of starting raw material by Compound I-5 among the embodiment five.

MS(m/z)：718。Ultimate analysis (C ₅₆H ₄₆): theoretical value C:93.59%, H:6.41%; Measured value C:93.66%, H:6.34%.

Embodiment 92,3-dimethyl-9, and 10-two (3 ' .5 '-two (1-naphthyl)-phenyl) anthracene (Compound I-9):

With 1-naphthalene bromide and 2,3-dimethyl-9,10-two (3 ' .5 '-dibromo phenyl) anthracene is the synthetic method preparation of starting raw material by Compound I-5 among the embodiment five.

MS(m/z)：862。Ultimate analysis (C ₆₈H ₄₆): theoretical value C:94.66%, H:5.34%; Measured value C:94.56%, H:5.44%.

Embodiment 10,3-dimethyl-9, and 10-two (3 ' .5 '-two (2-naphthyl)-phenyl) anthracene (Compound I-10):

With 2-naphthalene bromide and 2,3-dimethyl-9,10-two (3 ' .5 '-dibromo phenyl) anthracene is the synthetic method preparation of starting raw material by Compound I-5 among the embodiment five.

MS(m/z)：862。Ultimate analysis (C ₆₈H ₄₆): theoretical value C:94.66%, H:5.34%; Measured value C:94.48%, H:5.52%.

Embodiment 11,3-dimethyl-9, and 10-two (3 ' .5 '-two (2-methyl isophthalic acid-naphthyl)-phenyl) anthracene (Compound I-11):

With 2-methyl isophthalic acid-naphthalene bromide and 2,3-dimethyl-9,10-two (3 ' .5 '-dibromo phenyl) anthracene is the synthetic method preparation of starting raw material by Compound I-5 among the embodiment five.

MS(m/z)：918。Ultimate analysis (C ₇₂H ₅₄): theoretical value C:94.12%, H:5.88%; Measured value C:94.26%, H:5.74%.

Embodiment 12,3-dimethyl-9, and 10-two (3 ' .5 '-difluorophenyl) anthracene (Compound I-12):

With 3.5-difluoro bromobenzene and 2,3-dimethyl anthraquinone is the synthetic method preparation of starting raw material by Compound I-1 among the embodiment one.

MS(m/z)：430。Ultimate analysis (C ₂₈H ₁₈F ₄): theoretical value C:78.14%, H:4.19%; Measured value C:78.32%, H:4.34%.

Embodiment 13,3-dimethyl-9,10-two (4 '-trifluoromethyl-phenyl) anthracene (I-13)

With 4-trifluoromethyl-bromobenzene and 2,3-dimethyl anthraquinone is the synthetic method preparation of starting raw material by Compound I-1 among the embodiment one, uses silica gel chromatography at last.

MS(m/z)：494。Ultimate analysis (C ₃₀H ₂₀F ₆): theoretical value C:72.87%, H:4.05%; Measured value C:73.05%, H:4.12%.

Embodiment 14,4-dimethyl-9, and 10-two (1-naphthyl) anthracene (Compound I I-2):

With 1-naphthalene bromide and 1,4-dimethyl anthraquinone is the synthetic method preparation of starting raw material by Compound I-1 among the embodiment one, uses silica gel chromatography at last.

MS(m/z)：459。Ultimate analysis (C ₃₆H ₂₆): theoretical value C:94.12%, H:5.88%; Measured value C:94.38%, H:5.62%.

Embodiment 15,4-dimethyl-9, and 10-two (2-methyl isophthalic acid-naphthyl) anthracene (Compound I I-4):

With 2-methyl isophthalic acid-naphthalene bromide and 1,4-dimethyl anthraquinone is the synthetic method preparation of starting raw material by Compound I-1 among the embodiment one, uses silica gel chromatography at last.

MS(m/z)：487。Ultimate analysis (C ₃₈H ₃₀): theoretical value C:93.83%, H:6.17%; Measured value C:93.68%, H:6.32%.

Embodiment

16, and 4,9,10-tetraphenyl anthracene (Compound I I-14):

1,4,9,10-tetraphenyl anthraquinone is synthetic according to document (J.Org.Chem., 1965,30,198) method.

MS(m/z)：482。Ultimate analysis (C ₃₈H ₂₆): theoretical value C:94.61%, H:5.39%; Measured value C:94.72%, H:5.28%.

Embodiment 17,4-phenylbenzene-9, and 10-two (1-naphthyl) anthracene (Compound I I-15):

With 1-naphthalene bromide and 1,4-phenylbenzene anthraquinone is the synthetic method preparation of starting raw material by Compound I-1 among the embodiment one, uses silica gel chromatography at last.

MS(m/z)：582。Ultimate analysis (C ₄₆H ₃₀): theoretical value C:94.85%, H:5.15%; Measured value C:94.66%, H:5.34%.

Embodiment 18,4-phenylbenzene-9, and 10-two (2-methyl isophthalic acid-naphthyl) anthracene (Compound I I-16):

With 2-methyl isophthalic acid-naphthalene bromide and 1,4-phenylbenzene anthraquinone is the synthetic method preparation of starting raw material by Compound I-1 among the embodiment one, uses silica gel chromatography at last.

MS(m/z)：610。Ultimate analysis (C ₄₈H ₃₄): theoretical value C:94.43%, H:5.57%; Measured value C:94.59%, H:5.41%.

Embodiment 19,3-dimethyl-9, and 10-two (1-naphthyl) anthracene (compound III-2):

With 1-naphthalene bromide and 1,3-dimethyl anthraquinone is the synthetic method preparation of starting raw material by Compound I-1 among the embodiment one, uses silica gel chromatography at last.

MS(m/z)：459。Ultimate analysis (C ₃₆H ₂₆): theoretical value C:94.12%, H:5.88%; Measured value C:94.25%, H:5.75%.

Embodiment 20,3-dimethyl-9, and 10-two (2-methyl isophthalic acid-naphthyl) anthracene (compound III-4):

With 2-methyl isophthalic acid-naphthalene bromide and 1,3-dimethyl anthraquinone is the synthetic method preparation of starting raw material by Compound I-1 among the embodiment one, uses silica gel chromatography at last.

MS(m/z)：487。Ultimate analysis (C ₃₈H ₃₀): theoretical value C:93.83%, H:6.17%; Measured value C:93.65%, H:6.35%.

Embodiment 21,2-dimethyl-9, and 10-two (1-naphthyl) anthracene (compound IV-2):

With 1-naphthalene bromide and 1,2-dimethyl anthraquinone is the synthetic method preparation of starting raw material by Compound I-1 among the embodiment one, uses silica gel chromatography at last.

MS(m/z)：459。Ultimate analysis (C ₃₆H ₂₆): theoretical value C:94.12%, H:5.88%; Measured value C:94.18%, H:5.82%.

Embodiment 22,2-dimethyl-9, and 10-two (2-methyl isophthalic acid-naphthyl) anthracene (compound IV-4):

With 2-methyl isophthalic acid-naphthalene bromide and 1,2-dimethyl anthraquinone is the synthetic method preparation of starting raw material by Compound I-1 among the embodiment one, uses silica gel chromatography at last.

MS(m/z)：487。Ultimate analysis (C ₃₈H ₃₀): theoretical value C:93.83%, H:6.17%; Measured value C:93.59%, H:6.41%.

Embodiment

23, and 2,3,4-tetramethyl--9,10-two (1-naphthyl) anthracene (compound VI I-2):

With 1-naphthalene bromide and 1,2,3,4-tetramethyl-anthraquinone is the synthetic method preparation of starting raw material by Compound I-1 among the embodiment one, uses silica gel chromatography at last.

MS(m/z)：486。Ultimate analysis (C ₃₈H ₃₀): theoretical value C:93.83%, H:6.17%; Measured value C:94.02%, H:5.98%.

Embodiment

24, and 2,3,4-tetramethyl--9,10-two (2-methyl isophthalic acid-naphthyl) anthracene (compound VI I-4):

With 2-methyl isophthalic acid-naphthalene bromide and 1,2,3,4-tetramethyl-anthraquinone is the synthetic method preparation of starting raw material by Compound I-1 among the embodiment one, uses silica gel chromatography at last.

MS(m/z)：515。Ultimate analysis (C ₄₀H ₃₄): theoretical value C:93.39%, H:6.61%; Measured value C:93.56%, H:6.44%.

Embodiment

25, and 2,3,4-tetraphenyl anthracene (compound VI I-16):

Synthetic according to document (J.Org.Chem., 1998,63,8579) method.

MS(m/z)：482。Ultimate analysis (C ₃₈H ₂₆): theoretical value C:94.61%, H:5.39%; Measured value C:94.54%, H:5.46%.

Embodiment

26, and 2,5,6-tetramethyl--9,10-two (1-naphthyl) anthracene (compound VIII-2):

With 1-naphthalene bromide and 1,2,5,6-tetramethyl-anthraquinone is the synthetic method preparation of starting raw material by Compound I-1 among the embodiment one, uses silica gel chromatography at last.

MS(m/z)：486。Ultimate analysis (C ₃₈H ₃₀): theoretical value C:93.83%, H:6.17%; Measured value C:94.06%, H:5.94%.

Embodiment

27, and 2,5,6-tetramethyl--9,10-two (2-methyl isophthalic acid-naphthyl) anthracene (compound VI H-4):

With 2-methyl isophthalic acid-naphthalene bromide and 1,2,5,6-tetramethyl-anthraquinone is the synthetic method preparation of starting raw material by Compound I-1 among the embodiment one, uses silica gel chromatography at last.

MS(m/z)：515。Ultimate analysis (C ₄₀H ₃₄): theoretical value C:93.39%, H:6.61%; Measured value C:93.54%, H:6.56%.

Embodiment

28, and 3,5,7-tetramethyl--9,10-two (1-naphthyl) anthracene (Compound I X-2):

With 1-naphthalene bromide and 1,3,5,7-tetramethyl-anthraquinone is the synthetic method preparation of starting raw material by Compound I-1 among the embodiment one, uses silica gel chromatography at last.

MS(m/z)：486。Ultimate analysis (C ₃₈H ₃₀): theoretical value C:93.83%, H:6.17%; Measured value C:93.99%, H:6.01%.

Embodiment

29, and 3,5,7-tetramethyl--9,10-two (2-methyl isophthalic acid-naphthyl) anthracene (Compound I X-4):

With 2-methyl isophthalic acid-naphthalene bromide and 1,3,5,7-tetramethyl-anthraquinone is the synthetic method preparation of starting raw material by Compound I-1 among the embodiment one, uses silica gel chromatography at last.

MS(m/z)：515。Ultimate analysis (C ₄₀H ₃₄): theoretical value C:93.39%, H:6.61%; Measured value C:93.21%, H:6.78%.

Embodiment

30, and 3,5,7-tetraphenyl anthracene (Compound I X-14):

1,3,5,7-tetraphenyl anthracene is synthetic according to document (Chem.Ber., 1966,99,934) method.

MS(m/z)：482。Ultimate analysis (C ₃₈H ₂₆): theoretical value C:94.61%, H:5.396; Measured value C:94.68%, H:5.32%.

Embodiment hentriaconta-1,3,6,7-tetramethyl--9,10-two (1-naphthyl) anthracene (compounds X-2):

With 1-naphthalene bromide and 1,3,6,7-tetramethyl-anthraquinone is the synthetic method preparation of starting raw material by Compound I-1 among the embodiment one, uses silica gel chromatography at last.

MS(m/z)：486。Ultimate analysis (C ₃₈H ₃₀): theoretical value C:93.83%, H:6.17%; Measured value C:93.89%, H:6.11%.

Embodiment

32, and 3,6,7-tetramethyl--9,10-two (2-methyl isophthalic acid-naphthyl) anthracene (compounds X-4):

With 2-methyl isophthalic acid-naphthalene bromide and 1,3,6,7-tetramethyl-anthraquinone is the synthetic method preparation of starting raw material by Compound I-1 among the embodiment one, uses silica gel chromatography at last.

MS(m/z)：515。Ultimate analysis (C ₄₀H ₃₄): theoretical value C:93.39%, H:6.61%; Measured value C:93.29%, H:6.71%.

Embodiment

33, and 3,5,7-tetramethyl--9,10-two (1-naphthyl) anthracene (compounds X I-2):

Embodiment

34, and 3,6,8-tetramethyl--9,10-two (2-methyl isophthalic acid-naphthyl) anthracene (compounds X I-4):

With 2-methyl isophthalic acid-naphthalene bromide and 1,3,6,8-tetramethyl-anthraquinone is the synthetic method preparation of starting raw material by Compound I-1 among the embodiment one, uses silica gel chromatography at last.

MS(m/z)：515。Ultimate analysis (C ₄₀H ₃₄): theoretical value C:93.39%, H:6.61%; Measured value C:93.57%, H:6.43%.

Embodiment

35, and 3,6,8-tetraphenyl anthracene (compounds X I-14):

1,3,6,8-tetraphenyl anthracene is synthetic according to document (Chem.Ber., 1966,99,934) method.

MS(m/z)：482。Ultimate analysis (C ₃₈H ₂₆): theoretical value C:94.61%, H:5.39%; Measured value C:94.70%, H:5.30%.

Embodiment

36, and 4,5,8-tetramethyl--9,10-two (1-naphthyl) anthracene (compounds X II-2):

With 1-naphthalene bromide and 1,4,5,8-tetramethyl-anthraquinone is the synthetic method preparation of starting raw material by Compound I-1 among the embodiment one, uses silica gel chromatography at last.

MS(m/z)：486。Ultimate analysis (C ₃₈H ₃₀): theoretical value C:93.83%, H:6.17%; Measured value C:93.95%, H:6.05%.

Embodiment

37, and 4,5,8-tetramethyl--9,10-two (2-methyl isophthalic acid-naphthyl) anthracene (compounds X II-4):

With 2-methyl isophthalic acid-naphthalene bromide and 1,4,5,8-tetramethyl-anthraquinone is the synthetic method preparation of starting raw material by Compound I-1 among the embodiment one, uses silica gel chromatography at last.

MS(m/z)：515。Ultimate analysis (C ₄₀H ₃₄): theoretical value C:93.39%, H:6.61%; Measured value C:93.25%, H:6.75%.

Embodiment

38, and 4,5,8-tetraphenyl anthracene (compounds X II-14):

1,4,5,8-tetraphenyl anthracene is synthetic according to document (Bull.Soc.Chim.Fr., 1963,2019) method.

MS(m/z)：482。Ultimate analysis (C ₃₈H ₂₆): theoretical value C:94.61%, H:5.39%; Measured value C:94.49%, H:5.51%.

Embodiment

39, and 4,5,8-tetraphenyl-9,10-dimethylanthracene (compounds X II-15):

With methyl iodide and 1,4,5,8-tetraphenyl anthraquinone is the synthetic method preparation of starting raw material by Compound I-1 among the embodiment one, uses silica gel chromatography at last.

MS(m/z)：510。Ultimate analysis (C ₄₀H ₃₀): theoretical value C:94.12%, H:5.88%; Measured value C:94.24%, H:5.76%.

Embodiment

40, and 4,6,7-tetramethyl--9,10-two (1-naphthyl) anthracene (compounds X III-2):

With 1-naphthalene bromide and 1,4,6,7-tetramethyl-anthraquinone is the synthetic method preparation of starting raw material by Compound I-1 among the embodiment one, uses silica gel chromatography at last.

MS(m/z)：486。Ultimate analysis (C ₃₈H ₃₀): theoretical value C:93.83%, H:6.17%; Measured value C:93.88%, H:6.12%.

Embodiment

41, and 4,6,7-tetramethyl--9,10-two (2-methyl isophthalic acid-naphthyl) anthracene (compounds X III-4):

With 2-methyl isophthalic acid-naphthalene bromide and 1,4,6,7-tetramethyl-anthraquinone is the synthetic method preparation of starting raw material by Compound I-1 among the embodiment one, uses silica gel chromatography at last.

MS(m/z)：515。Ultimate analysis (C ₄₀H ₃₄): theoretical value C:93.39%, H:6.61%; Measured value C:93.52%, H:6.48%.

Embodiment

42, and 3,6,7-tetramethyl--9,10-two (1-naphthyl) anthracene (compounds X IV-2):

With 1-naphthalene bromide and 2,3,6,7-tetramethyl-anthraquinone is the synthetic method preparation of starting raw material by Compound I-1 among the embodiment one, uses silica gel chromatography at last.

MS(m/z)：486。Ultimate analysis (C ₃₈H ₃₀): theoretical value C:93.83%, H:6.17%; Measured value C:93.75%, H:6.25%.

Embodiment

43, and 3,6,7-tetramethyl--9,10-two (2-methyl isophthalic acid-naphthyl) anthracene (compounds X IV-4):

With 2-methyl isophthalic acid-naphthalene bromide and 2,3,6,7-tetramethyl-anthraquinone is the synthetic method preparation of starting raw material by Compound I-1 among the embodiment one, uses silica gel chromatography at last.

MS(m/z)：515。Ultimate analysis (C ₄₀H ₃₄): theoretical value C:93.39%, H:6.61%; Measured value C:93.68%, H:6.32%.

Embodiment

44, and 2,3,4,5,6,7,8-prestox-9,10-diphenylanthrancene (compounds X V-1)

With bromobenzene and 1,2,3,4,5,6,7,8-prestox anthraquinone is the synthetic method preparation of starting raw material by Compound I-1 among the embodiment one, uses silica gel chromatography at last.

MS(m/z)：442。Ultimate analysis (C ₃₄H ₃₄): theoretical value C:92.31%, H:7.69%; Measured value C:92.55%, H:7.45%.

Embodiment

45, and 2,3,4,5,6,7,8-prestox-9,10-two (1-naphthyl) anthracene (compounds X V-2)

With 1-naphthalene bromide and 1,2,3,4,5,6,7,8-prestox anthraquinone is the synthetic method preparation of starting raw material by Compound I-1 among the embodiment one, uses silica gel chromatography at last.

MS(m/z)：542。Ultimate analysis (C ₄₂H ₃₈): theoretical value C:92.99%, H:7.01%; Measured value C:92.85%, H:7.15%.

Embodiment

46, and 2,3,4,5,6,7,8-prestox-9,10-two (2-naphthyl) anthracene (compounds X V-3)

With 2-naphthalene bromide and 1,2,3,4,5,6,7,8-prestox anthraquinone is the synthetic method preparation of starting raw material by Compound I-1 among the embodiment one, uses silica gel chromatography at last.

MS(m/z)：542。Ultimate analysis (C ₄₂H ₃₈): theoretical value C:92.99%, H:7.01%; Measured value C:92.90%, H:7.10%.

Embodiment

47, and 2,3,4,5,6,7,8-prestox-9,10-two (2-methyl isophthalic acid-naphthyl) anthracene (compounds X V-4)

With 2-methyl isophthalic acid-naphthalene bromide and 1,2,3,4,5,6,7,8-prestox anthraquinone is the synthetic method preparation of starting raw material by Compound I-1 among the embodiment one, uses silica gel chromatography at last.

MS(m/z)：570。Ultimate analysis (C ₄₄H ₄₂): theoretical value C:92.63%, H:7.37%; Measured value C:92.74%, H:7.26%.

Electroluminescent device embodiment

Device embodiment one

Deposition one deck is as the Indium sesquioxide-stannic oxide (ITO) of transparent anode on a glass substrate, the hole mobile material that then prepares one deck 50 nanometer thickness: N by the method for vacuum-evaporation, N '-phenylbenzene-N, N '-two (1-naphthyl)-1,1 '-biphenyl-4,4 '-diamines (NPB), on this hole transmission layer, continue then by the material among the present invention of vacuum evaporation coating last layer 50 nanometer thickness, 2,3-dimethyl-9,10-two (2-methyl isophthalic acid-naphthyl) anthracene (Compound I-4) continues the hole mobile material oxine aluminium (AlQ by vacuum evaporation coating last layer 10 nanometer thickness again on this luminescent layer ₃), at last again the alloy of vacuum evaporation one deck Mg: Ag (10: 1) as the negative electrode of device, about 200 nanometers.Galvanic positive pole is added on the ITO layer, negative pole is added on Mg: the Ag alloy layer, can launch bright uniform blue light from the ITO layer, CIE coordinate (0.16,0.13) opens bright voltage V, and when voltage was 20V, high-high brightness was at 1200cd/m ²About, radiative main peak is about 444nm.

Device embodiment two

Deposition one deck is as the Indium sesquioxide-stannic oxide (ITO) of transparent anode on a glass substrate, the hole mobile material that then prepares one deck 50 nanometer thickness: N by the method for vacuum-evaporation, N '-phenylbenzene-N, N '-two (1-naphthyl)-1,1 '-biphenyl-4,4 '-diamines (NPB), on this hole transmission layer, continue then by the material among the present invention of vacuum evaporation coating last layer 50 nanometer thickness, 2,3-dimethyl-9,10-two (2-methyl isophthalic acid-naphthyl) anthracene (Compound I-4), at last again the alloy of vacuum evaporation one deck Mg: Ag (10: 1) as the negative electrode of device, about 200 nanometers.Galvanic positive pole is added on the ITO layer, negative pole is added on Mg: the Ag alloy layer, can launch bright uniform blue light from the ITO layer, CIE coordinate (0.17,0.11) opens bright voltage V, and when voltage was V, high-high brightness was at 450cd/m ²About, radiative main peak is about 436nm.

Although describe the present invention in conjunction with the preferred embodiments, but the present invention is not limited to the foregoing description, be to be understood that, claims have been summarized scope of the present invention, under the guiding of the present invention's design, it should be appreciated by one skilled in the art that the certain change to the various embodiments of the present invention scheme is carried out all will be covered by the spirit and scope of claims of the present invention.

Claims

1. electroluminescent organic material, this material is the derivative of anthracene, it is characterized in that this luminescent material has following structure:

In the said structure formula, substituent R ₁-R ₁₀Be selected from alkyl, hydroxyl, nitro, cyano group, amino, sulfydryl, halogen atom, the trifluoromethyl of hydrogen atom, a 1-10 carbon atom, perhaps be selected from by alkyl, a 6-20 carbon atom aryl perfume base, halogen atom or the trifluoromethyl of 1-10 carbon atom aromatic group that replace or a unsubstituted 6-20 carbon atom, or be selected from furans, thiophene, pyrroles, pyridine, pyrans, quinoline, indoles, carbazole in the heterocyclic substituent and R ₁-R ₈Be not hydrogen atom simultaneously.

2. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₂, R ₃Be methyl, R ₉, R ₁₀Be phenyl, R ₁, R ₄-R ₈Be hydrogen atom, this luminescent material has following structure:

3. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₂, R ₃Be methyl, R ₉, R ₁₀Be 1-naphthyl, R ₁, R ₄-R ₈Be hydrogen atom, this luminescent material has following structure:

4. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₂, R ₃Be methyl, R ₉, R ₁₀Be 1-naphthyl, R ₁, R ₄-R ₈Be hydrogen atom, this luminescent material has following structure:

5. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₂, R ₃Be methyl, R ₉, R ₁₀Be 2-methyl isophthalic acid-naphthyl, R ₁, R ₄-R ₈Be hydrogen atom, this luminescent material has following structure:

6. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₂, R ₃Be methyl, R ₉, R ₁₀Be 3,5-phenylbenzene phenyl, R ₁, R ₄-R ₈Be hydrogen atom, this luminescent material has following structure:

7. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₂, R ₃Be methyl, R ₉, R ₁₀Be 3,5-two (o-tolyl) phenyl, R ₁, R ₄-R ₈Be hydrogen atom, this luminescent material has following structure:

8. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₂, R ₃Be methyl, R ₉, R ₁₀Be 3,5-two (tolyl) phenyl, R ₁, R ₄-R ₈Be hydrogen atom, this luminescent material has following structure:

9. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₂, R ₃Be methyl, R ₉, R ₁₀Be 3,5-two (p-methylphenyl) phenyl, R ₁, R ₄-R ₈Be hydrogen atom, this luminescent material has following structure:

10. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₂, R ₃Be methyl, R ₉, R ₁₀Be 3,5-two (1-naphthyl) phenyl, R ₁, R ₄-R ₈Be hydrogen atom, this luminescent material has following structure:

11. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₂, R ₃Be methyl, R ₉, R ₁₀Be 3,5-two (2-naphthyl) phenyl, R ₁, R ₄-R ₈Be hydrogen atom, this luminescent material has following structure:

12. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₂, R ₃Be methyl, R ₉, R ₁₀Be 3,5-two (2-methyl isophthalic acid-naphthyl) phenyl, R ₁, R ₄-R ₈Be hydrogen atom, this luminescent material has following structure:

13. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₂, R ₃Be methyl, R ₉, R ₁₀Be 3,5-difluorophenyl, R ₁, R ₄-R ₈Be hydrogen atom, this luminescent material has following structure:

14. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₂, R ₃Be methyl, R ₉, R ₁₀Be 4-trifluoromethyl-phenyl, R ₁, R ₄-R ₈Be hydrogen atom, this luminescent material has following structure:

15. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₂, R ₃Be methyl, R ₉, R ₁₀Be 1-naphthyl, R ₂, R ₃, R ₅-R ₈Be hydrogen atom, this luminescent material has following structure:

16. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₂, R ₃Be methyl, R ₉, R ₁₀Be 2-methyl isophthalic acid-naphthyl, R ₂, R ₃, R ₅-R ₈Be hydrogen atom, this luminescent material has following structure:

17. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₁, R ₄, R ₉, R ₁₀Be phenyl, R ₂, R ₃, R ₅-R ₈Be hydrogen atom, this luminescent material has following structure:

18. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₁, R ₄Be phenyl, R ₉, R ₁₀Be 1-naphthyl, R ₂, R ₃, R ₅-R ₈Be hydrogen atom, this luminescent material has following structure:

19. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₁, R ₄Be phenyl, R ₉, R ₁₀Be 2-methyl isophthalic acid-naphthyl, R ₂, R ₃, R ₅-R ₈Be hydrogen atom, this luminescent material has following structure:

20. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₁, R ₃Be methyl, R ₉, R ₁₀Be 1-naphthyl, R ₂, R ₄, R ₅-R ₈Be hydrogen atom, this luminescent material has following structure:

21. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₁, R ₃Be methyl, R ₉, R ₁₀Be 2-methyl isophthalic acid-naphthyl, R ₂, R ₄, R ₅-R ₈Be hydrogen atom, this luminescent material has following structure:

22. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₁, R ₂Be methyl, R ₉, R ₁₀Be 1-naphthyl, R ₃-R ₈Be hydrogen atom, this luminescent material has following structure:

23. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₁, R ₂Be methyl, R ₉, R ₁₀Be 2-methyl isophthalic acid-naphthyl, R ₃-R ₈Be hydrogen atom, this luminescent material has following structure:

24. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₁, R ₂, R ₃, R ₄Be methyl, R ₉, R ₁₀Be 1-naphthyl, R ₅-R ₈Be hydrogen atom, this luminescent material has following structure:

25. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₁, R ₂, R ₃, R ₄Be methyl, R ₉, R ₁₀Be 2-methyl isophthalic acid-naphthyl, R ₅-R ₈Be hydrogen atom, this luminescent material has following structure:

26. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₁, R ₂, R ₃, R ₄Be phenyl, R ₅-R ₁₀Be hydrogen atom, this luminescent material has following structure:

27. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₁, R ₂, R ₅, R ₆Be methyl, R ₉, R ₁₀Be 1-naphthyl, R ₃, R ₄, R ₇, R ₈Be hydrogen atom, this luminescent material has following structure:

28. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₁, R ₂, R ₅, R ₆Be methyl, R ₉, R ₁₀Be 2-methyl isophthalic acid-naphthyl, R ₃, R ₄, R ₇, R ₈Be hydrogen atom, this luminescent material has following structure:

29. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₁, R ₃, R ₅, R ₇Be methyl, R ₉, R ₁₀Be 1-naphthyl, R ₂, R ₄, R ₆, R ₈Be hydrogen atom, this luminescent material has following structure:

30. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₁, R ₃, R ₅, R ₇Be methyl, R ₉, R ₁₀Be 2-methyl isophthalic acid-naphthyl, R ₂, R ₄, R ₆, R ₈Be hydrogen atom, this luminescent material has following structure:

31. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₁, R ₃, R ₅, R ₇Be phenyl, R ₂, R ₄, R ₆, R ₈, R ₉, R ₁₀Be hydrogen atom, this luminescent material has following structure:

32. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₁, R ₃, R ₆, R ₇Be methyl, R ₉, R ₁₀Be 1-naphthyl, R ₂, R ₄, R ₅, R ₈Be hydrogen atom, this luminescent material has following structure:

33. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₁, R ₃, R ₆, R ₇Be methyl, R ₉, R ₁₀Be 2-methyl isophthalic acid-naphthyl, R ₂, R ₄, R ₅, R ₈Be hydrogen atom, this luminescent material has following structure:

34. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₁, R ₃, R ₆, R ₈Be methyl, R ₉, R ₁₀Be 1-naphthyl, R ₂, R ₄, R ₅, R ₇Be hydrogen atom, this luminescent material has following structure:

35. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₁, R ₃, R ₆, R ₈Be methyl, R ₉, R ₁₀Be 2-methyl isophthalic acid-naphthyl, R ₂, R ₄, R ₅, R ₇Be hydrogen atom, this luminescent material has following structure:

36. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₁, R ₃, R ₆, R ₈Be phenyl, R ₂, R ₄, R ₅, R ₇, R ₉, R ₁₀Be hydrogen atom, this luminescent material has following structure:

37. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₁, R ₄, R ₅, R ₈Be methyl, R ₉, R ₁₀Be 1-naphthyl, R ₂, R ₃, R ₆, R ₇Be hydrogen atom, this luminescent material has following structure:

38. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₁, R ₄, R ₅, R ₈Be methyl, R ₉, R ₁₀Be 2-methyl isophthalic acid-naphthyl, R ₂, R ₃, R ₆, R ₇Be hydrogen atom, this luminescent material has following structure:

39 a kind of electroluminescent organic materials according to claim 1 is characterized in that wherein said R ₁, R ₄, R ₅, R ₈Be phenyl, R ₂, R ₃, R ₆, R ₇, R ₉, R ₁₀Be hydrogen atom, this luminescent material has following structure:

40. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₁, R ₄, R ₅, R ₈Be phenyl, R ₉, R ₁₀Be methyl, R ₂, R ₃, R ₆, R ₇Be hydrogen atom, this luminescent material has following structure:

41. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₁, R ₄, R ₆, R ₇Be methyl, R ₉, R ₁₀Be 1-naphthyl, R ₂, R ₃, R ₅, R ₈Be hydrogen atom, this luminescent material has following structure:

42. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₁, R ₄, R ₆, R ₇Be methyl, R ₉, R ₁₀Be 2-methyl isophthalic acid-naphthyl, R ₂, R ₃, R ₅, R ₈Be hydrogen atom, this luminescent material has following structure:

43. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₂, R ₃, R ₆, R ₇Be methyl, R ₉, R ₁₀Be 1-naphthyl, R ₁, R ₄, R ₅, R ₈Be hydrogen atom, this luminescent material has following structure:

44. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₂, R ₃, R ₆, R ₇Be methyl, R ₉, R ₁₀Be 2-methyl isophthalic acid-naphthyl, R ₁, R ₄, R ₅, R ₈Be hydrogen atom, this luminescent material has following structure:

45. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₁, R ₂, R ₃, R ₄, R ₅, R ₆, R ₇, R ₈Be methyl, R ₉, R ₁₀Be phenyl, this luminescent material has following structure:

46. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₁, R ₂, R ₃, R ₄, R ₅, R ₆, R ₇, R ₈Be methyl, R ₉, R ₁₀Be the 1-naphthyl, this luminescent material has following structure:

47. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₁, R ₂, R ₃, R ₄, R ₅, R ₆, R ₇, R ₈Be methyl, R ₉, R ₁₀Be the 2-naphthyl, this luminescent material has following structure:

48. a kind of electroluminescent organic material according to claim 1 is characterized in that, wherein said R ₁, R ₂, R ₃, R ₄, R ₅, R ₆, R ₇, R ₈Be methyl, R ₉, R ₁₀Be 2-methyl isophthalic acid-naphthyl, this luminescent material has following structure:

49. a kind of electroluminescent organic material according to claim 1 is characterized in that, this class material can be used on carrier blocking layers or the luminescent layer in the organic electroluminescence device.