CN110156777A - A kind of pyrrolotriazine derivatives and its organic electroluminescence device - Google Patents
A kind of pyrrolotriazine derivatives and its organic electroluminescence device Download PDFInfo
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- C07—ORGANIC CHEMISTRY
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- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/14—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom
- C07D251/24—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom to three ring carbon atoms
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- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
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Abstract
The present invention provides a kind of pyrrolotriazine derivatives and its organic electroluminescence device, belongs to organic photoelectrical material technical field.The compound has structure shown in formula (I), and the pyrrolotriazine derivatives in the present invention have preferable carrier transport ability;Short of electricity subbase group triazine and Phen class formation are introduced, is more conducive to receive electronics, makes it have good transmission performance;Bridged linkage is introduced, compound molecular weight on the one hand can be increased, the material made has the function of high glass-transition temperature and can prevent crystallization, on the other hand makes this analog derivative have certain distortion on stereoeffect, improves its film forming.It is used and manufactured organic electroluminescence device using the derivative as electron transport material, shows the advantage that driving voltage is low, luminous efficiency is high, be the luminous organic material of function admirable.
Description
Technical field
The present invention relates to organic photoelectrical material technical fields, and in particular to a kind of pyrrolotriazine derivatives and its organic electroluminescent
Device.
Background technique
With the progress of information industry, traditional display has been unable to meet the requirement of people, such as: cathode-ray tube
(cathode ray tube, CRT) display volume is big, driving voltage is high;Liquid crystal display (liquid crystal
Display, LCD) brightness is low, narrow viewing angle, operating temperature range are small;Plasma display (plasma display panel,
PDP it) involves great expense, resolution ratio is not high, power consumption is big.
Organic electroluminescent LED (organic light-emitting diodes, OLEDs) is as a kind of completely new
Display technology possesses the unmatched advantage of existing display technology in various performances, such as have it is all solid state, from main light emission, brightness
Height, high-resolution, visual angle wide (170 degree or more), fast response time, thickness is thin, it is small in size, light-weight, can be used flexible base board,
Low-voltage direct-current drives (3-10V), low in energy consumption, operating temperature range is wide etc., so that its application market is very extensive, such as illuminates
System, communication system, car-mounted display, portable electronic device, fine definition show even military field.
Electroluminescent organic material is constantly realized in recent years to be broken through, and the progress to attract people's attention is achieved, to traditional
Display material constitutes strong challenge.After flexible OLED commercialization, associated scientific research and business in the world at present
Strength is all in the work for the development this respect done one's utmost.Although electroluminescent organic material research have been achieved with it is huge at
Fruit, but there are also some urgent problems to be solved during commercialized by OLED.
Electron transport material much lags behind sky due to aerial unstability and lower mobility, development
Hole transport materials improve shining for luminescent device in view of this, how to find a kind of electron transport material with more preferable performance
Efficiency and service life are always this field researcher's urgent problem to be solved.
Summary of the invention
The object of the present invention is to provide a kind of pyrrolotriazine derivatives and its organic electroluminescence device, the triazine in the present invention is spread out
Biology has preferable carrier transport ability;Electron deficient triazine group and phenanthroline group are introduced, electricity is more conducively received
Son;Bridged linkage is introduced, compound molecular weight is increased, the material made has high glass-transition temperature and can prevent
The effect of crystallization.It is used and manufactured organic electroluminescence device using the compound as electron transport layer materials, shows to drive
The dynamic advantage that voltage is low, luminous efficiency is high, is the luminous organic material of function admirable.
Present invention firstly provides a kind of pyrrolotriazine derivatives, have structure shown in following general formula (I):
A is indicated by general formula (II):
What wherein X was same or different is selected from CH or N;
L is selected from the divalent of singly-bound, the divalent aryl of substituted or unsubstituted C6-C30, substituted or unsubstituted C3~C30
One of heteroaryl;
B is indicated by general formula (III):
Wherein R1、R2Independently selected from hydrogen, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C6-C30
One of aryl, heteroaryl of substituted or unsubstituted C3~C30;
X1Same or different is selected from CR3Or N, wherein R3Selected from hydrogen, substituted or unsubstituted C1-C30 alkyl, take
One of the aryl of generation or unsubstituted C6-C30, heteroaryl of substituted or unsubstituted C3~C30, and at least one is
N。
Preferably, any one of A in general formula as follows in the pyrrolotriazine derivatives:
Preferably, any one of L in singly-bound or structure as follows in the pyrrolotriazine derivatives:
Wherein R4、R5、R6、R7、R8、R9Independently selected from hydrogen, halogen atom, substituted or unsubstituted C1-C30 alkyl, take
One of generation or the aryl of unsubstituted C6-C30, heteroaryl of substituted or unsubstituted C3~C30, wherein R4、R5It can connect
It is connected into ring.
Preferably, any one of B in general formula as follows in the pyrrolotriazine derivatives:
Wherein R1、R2、R3Independently selected from hydrogen, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C6-C30
Aryl, one of the heteroaryl of substituted or unsubstituted C3~C30.
Preferably, B is selected from general formula as follows in the pyrrolotriazine derivatives:
Wherein R1Selected from hydrogen, substituted or unsubstituted C1-C30 alkyl, the aryl of substituted or unsubstituted C6-C30, substitution
Or one of heteroaryl of unsubstituted C3~C30;R21、R22Independently selected from substituted or unsubstituted C1-C30 alkyl, take
One of generation or the aryl of unsubstituted C6-C30, heteroaryl of substituted or unsubstituted C3~C30, wherein R21、R22It can be with
Connection cyclization;Ring A is phenyl ring.
Preferably, any one of the pyrrolotriazine derivatives in structure as follows:
。
The present invention also provides a kind of organic electroluminescence device, the organic electroluminescence device include anode, cathode with
And several organic function layers between the anode and the cathode, the organic function layer contain the carbazole
Derivative any one or at least two combination.
Preferably, the organic function layer includes electron transfer layer, and the electron transfer layer includes the triazine derivatives
Object any one or at least two combination.
Preferably, the pyrrolotriazine derivatives are used as electron transport layer materials.
Beneficial effects of the present invention:
For the problems such as electron mobility for solving electron transport material in the prior art is poor, and service life is short, the present invention
A kind of derivative containing triazine structure is provided first, which has structure shown in formula (I).Triazine derivatives in the present invention
Object has preferable carrier transport ability, introduces short of electricity subbase group triazine and Phen class formation, is more conducive to receive electronics,
Make it have good transmission performance;Bridged linkage is introduced, compound molecular weight on the one hand can be increased, the material tool made
There is high glass-transition temperature and crystallization can be prevented, on the other hand makes this analog derivative in stereoeffect
On have certain distortion, improve its film forming.It is used and manufactured organic electroluminescence using the compound as electron transport layer materials
Luminescent device shows the advantage that driving voltage is low, luminous efficiency is high, is the luminous organic material of function admirable.
Specific embodiment
For a further understanding of the present invention, the preferred embodiment of the invention is described below with reference to embodiment, still
It should be appreciated that these descriptions are only further explanation the features and advantages of the present invention, rather than to the claims in the present invention
Limitation.
It should be noted that unless otherwise prescribed, the meaning of scientific and technical terminology used in the present invention and those skilled in the art
The meaning that member is generally understood is identical.
Alkyl of the present invention refers to alkyl made of minusing a hydrogen atom in alkane molecule, can be straight chain alkane
Base, branched alkyl or naphthenic base, example may include methyl, ethyl, propyl, isopropyl, normal-butyl, isobutyl group, sec-butyl, tertiary fourth
Base, amyl, isopentyl, cyclopenta, cyclohexyl etc., but not limited to this.
Aryl of the present invention refers to remove a hydrogen atom on the aromatic core carbon of aromatic hydrocarbon molecule after, be left the total of univalent perssad
Claiming, can be monocyclic aryl or fused ring aryl, example may include phenyl, xenyl, naphthalene, anthryl, phenanthryl or pyrenyl etc., but
It is without being limited thereto.
Heteroaryl of the present invention refers to the total of the group that one or more aromatic core carbon are substituted by hetero atom in aryl
Claim, the hetero atom includes but is not limited to oxygen, sulphur, nitrogen or silicon atom, and the heteroaryl can be monocycle or condensed ring, and example can wrap
Include pyridyl group, phenothiazinyl, phenoxazine base, pyrimidine radicals, benzo pyrimidine radicals, carbazyl, triazine radical, benzothiazolyl, benzo miaow
Oxazolyl, acridinyl etc., but not limited to this.
Divalent aryl of the present invention refers to respectively remove a hydrogen atom on two aromatic core carbon of aromatic hydrocarbon molecule after, be left
Bivalent group general name, can be valentbivalent monocyclic aryl or divalent fused ring aryl, such as can be selected from phenylene, sub- biphenyl
Base, sub- terphenyl, naphthylene, anthrylene, phenanthrylene, sub- pyrenyl, fluorenylidene or sub- benzo phenanthryl etc., but not limited to this.
Divalent heteroaryl radical of the present invention refers to that one or more aromatic core carbon in divalent aryl are replaced to obtain by hetero atom
Group general name, the hetero atom includes but is not limited to oxygen, sulphur or nitrogen-atoms, and the divalent heteroaryl radical can be valentbivalent monocyclic
Heteroaryl or divalent fused ring heteroaryl, such as can be selected from sub-pyridyl group, sub- quinolyl, sub- carbazyl, sub- thienyl, sub- benzo
Thienyl, furylidene, sub- benzofuranyl, sub- pyrimidine radicals, sub- benzo pyrimidine radicals, sub- imidazole radicals or sub- benzimidazolyl etc.,
But not limited to this.
In substituted alkyl of the present invention, substituted aryl, substituted heteroaryl etc., the substituent group can be independent
Selected from D-atom, cyano, nitro, halogen atom, the alkyl of C1-C10, the alkoxy of C1-C10, the alkylthio group of C1-C10, C1-
The aryl of C30, the aryloxy group of C1-C30, the arylthio of C1-C30, C3-C30 heteroaryl, the silylation of C1~C30, C2~
Alkylamino radical, aryl amine of C6~C30 of C10 etc., such as D-atom, cyano, nitro, halogen, methyl, ethyl, propyl, isopropyl
Base, tert-butyl, methoxyl group, methyl mercapto, phenyl, xenyl, terphenyl, naphthalene, anthryl, phenanthryl, benzo phenanthryl, base, pyrene
Base, fluorenyl, 9,9- dimethyl fluorenyl, benzyl, phenoxy group, thiophenyl, hexichol amido, dimethylamino, carbazyl, 9- phenyl click
Oxazolyl, furyl, thienyl, triphenyl silicon substrate, trimethyl silicon substrate, trifluoromethyl, phenothiazinyl, phenoxazine base, acridinyl, piperazine
Piperidinyl, pyridyl group, pyrazinyl, triazine radical, pyrimidine radicals etc., but not limited to this.
Present invention firstly provides a kind of pyrrolotriazine derivatives, have the structural formula as shown in formula (I):
A is indicated by general formula (II):
What wherein X was same or different is selected from CH or N;
L is selected from the divalent of singly-bound, the divalent aryl of substituted or unsubstituted C6-C30, substituted or unsubstituted C3~C30
One of heteroaryl;
B is indicated by general formula (III):
Wherein R1、R2Independently selected from hydrogen, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C6-C30
One of aryl, heteroaryl of substituted or unsubstituted C3~C30;
X1Same or different is selected from CR3Or N, wherein R3Selected from hydrogen, substituted or unsubstituted C1-C30 alkyl, take
One of the aryl of generation or unsubstituted C6-C30, heteroaryl of substituted or unsubstituted C3~C30, and at least one is
N。
Preferably, any one of A in general formula as follows in the pyrrolotriazine derivatives:
Preferably, any one of L in singly-bound or structure as follows in the pyrrolotriazine derivatives:
Wherein R4、R5、R6、R7、R8、R9Independently selected from hydrogen, halogen atom, substituted or unsubstituted C1-C30 alkyl, take
One of generation or the aryl of unsubstituted C6-C30, heteroaryl of substituted or unsubstituted C3~C30, wherein R4、R5It can connect
It is connected into ring.
Preferably, any one of B in general formula as follows in the pyrrolotriazine derivatives:
Wherein R1、R2、R3Independently selected from hydrogen, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C6-C30
Aryl, one of the heteroaryl of substituted or unsubstituted C3~C30.
Preferably, B is selected from general formula as follows in the pyrrolotriazine derivatives:
Wherein R1Selected from hydrogen, substituted or unsubstituted C1-C30 alkyl, the aryl of substituted or unsubstituted C6-C30, substitution
Or one of heteroaryl of unsubstituted C3~C30;R21、R22Independently selected from substituted or unsubstituted C1-C30 alkyl, take
One of generation or the aryl of unsubstituted C6-C30, heteroaryl of substituted or unsubstituted C3~C30, wherein R21、R22It can be with
Connection cyclization;Ring A is phenyl ring.
Preferably, any one of the pyrrolotriazine derivatives in structure as follows:
。
It is enumerated above some specific structure types of pyrrolotriazine derivatives of the present invention, but the invention is not limited to
These listed chemical structures, all based on structure shown in formula (I), various substituent groups are that group as defined above is all answered
This is included.
Pyrrolotriazine derivatives of the present invention, preparation method are as follows:
Bromide containing A and the coupling of the diborate compound containing L, gained compound is even with the bromide containing B
Connection obtains the pyrrolotriazine derivatives.
The present invention limitation not special to above-mentioned reaction be using popular response well-known to those skilled in the art
Can, the preparation method is easy to operate, is readily produced.
The present invention also provides a kind of organic electroluminescence device, the organic electroluminescence device is those skilled in the art
Known organic electroluminescence device, organic electroluminescence device of the present invention include anode, cathode and are located at
Several organic function layers between the anode and cathode include that the pyrrolotriazine derivatives are any in the organic function layer
It is a kind of or at least two combination.The organic function layer may include hole injection layer, hole transmission layer, electronic barrier layer,
At least one layer in luminescent layer, hole blocking layer, electron transfer layer and electron injecting layer, the preferably described organic function layer include electricity
Sub- transport layer, the electron transfer layer include the pyrrolotriazine derivatives any one or at least two combination.More preferably
The pyrrolotriazine derivatives are used as electron transport layer materials in electron transfer layer.
The present invention is not particularly limited the source of raw material employed in following embodiment, can for commercial product or
It is prepared using preparation method well-known to those skilled in the art.
Embodiment 1:
The preparation of compound 1
The preparation of compound 1-3
Under the protection of nitrogen, 1-1 (22.41g, 100.00mmol) is added into 2L reaction kettle, 1-2 (28.18g,
100.00mmol), potassium carbonate (1.24g, 9.00mmol), toluene 200mL stirring.Reactor temperature is raised to 70 DEG C, and Pd is added
(PPh3)4(1.04g, 0.90mmol), distilled water 100mL stirring, is stirred at reflux 12h, sufficiently reacts.It is whole that 70mL distilled water is added
It after only reacting, is filtered under diminished pressure, is washed with distilled water solid, then use acetone, toluene, THF is recrystallized, risen again after obtaining solid
China, re crystallization from toluene obtain intermediate 1-3 (23.46g, yield 70.25%).
The preparation of compound 1
It is identical as the preparation method of compound 1-3.Obtain compound 1 (34.10g, yield 80.75%).
Mass spectrum m/z:603.24 (calculated value: 603.73).Theoretical elemental content (%) C42H29N5: C, 83.56;H, 4.84;
N, 11.60 actual measurement constituent content (%): C, 83.57;H, 4.85;N, 11.61.It is target product 1 that above-mentioned confirmation, which obtains product,.
Embodiment 2:
The preparation of compound 16
The preparation of compound 16
1-2 in embodiment 1 is replaced with into 16-2 as shown above, 1-4 replaces with 16-4 as shown above, obtains compound
16.Mass spectrum m/z:703.27 (calculated value: 703.85).Theoretical elemental content (%) C50H33N5: C, 85.32;H, 4.73;N, 9.95
Survey constituent content (%): C, 85.33;H, 4.72;N, 9.96.It is target product 16 that above-mentioned confirmation, which obtains product,.
Embodiment 3:
The preparation of compound 24
The preparation of compound 24
1-2 in embodiment 1 is replaced with into 24-2 as shown above, 1-4 replaces with 24-4 as shown above, obtains compound
24.Mass spectrum m/z:703.27 (calculated value: 703.85).Theoretical elemental content (%) C50H33N5: C, 85.32;H, 4.73;N, 9.95
Survey constituent content (%): C, 85.33;H, 4.72;N, 9.96.It is target product 24 that above-mentioned confirmation, which obtains product,.
Embodiment 4:
The preparation of compound 25
The preparation of compound 25
1-1 in embodiment 1 is replaced with into 25-1 as shown above, obtains compound 25.Mass spectrum m/z:601.25 (is calculated
Value: 601.75).Theoretical elemental content (%) C44H31N3: C, 87.82;H, 5.19;N, 6.98 actual measurement constituent content (%): C,
87.83;H, 5.18;N, 6.97.It is target product 25 that above-mentioned confirmation, which obtains product,.
Embodiment 5:
The preparation of compound 29
The preparation of compound 29
1-1 in embodiment 1 is replaced with into 29-1 as shown above, 1-4 replaces with 29-4 as shown above, obtains compound
29.Mass spectrum m/z:651.27 (calculated value: 651.28).Theoretical elemental content (%) C48H33N3: C, 88.45;H, 5.10;N, 6.45
Survey constituent content (%): C, 88.46;H, 5.11;N, 6.46.It is target product 29 that above-mentioned confirmation, which obtains product,.
Embodiment 6:
The preparation of compound 37
The preparation of compound 37
1-1 in embodiment 1 is replaced with into 37-1 as shown above, 1-2 replaces with 37-2 as shown above, 1-4 replace with as
Shown on 37-4, obtain compound 37.Mass spectrum m/z:701.28 (calculated value: 701.82).Theoretical elemental content (%) C52H35N3:
C, 88.99;H, 5.03;N, 5.99 actual measurement constituent content (%): C, 88.97;H, 5.01;N, 5.98.Above-mentioned confirmation obtains product
For target product 37.
Embodiment 7:
The preparation of compound 49
The preparation of compound 49
1-1 in embodiment 1 is replaced with into 49-1 as shown above, 1-4 replaces with 49-4 as shown above, obtains compound
49.Mass spectrum m/z:725.28 (calculated value: 725.90).Theoretical elemental content (%) C54H35N3: C, 89.35;H, 4.86;N, 5.79
Survey constituent content (%): C, 89.36;H, 4.87;N, 5.78.It is target product 49 that above-mentioned confirmation, which obtains product,.
Embodiment 8:
The preparation of compound 58
The preparation of compound 58
1-1 in embodiment 1 is replaced with into 58-1 as shown above, 1-4 replaces with 58-4 as shown above, obtains compound
58.Mass spectrum m/z:717.31 (calculated value: 717.92).Theoretical elemental content (%) C53H39N3: C, 88.67;H, 5.48;N, 5.85
Survey constituent content (%): C, 88.68;H, 5.47;N, 5.86.It is target product 58 that above-mentioned confirmation, which obtains product,.
Embodiment 9:
The preparation of compound 72
The preparation of compound 72
1-1 in embodiment 1 is replaced with into 72-1 as shown above, 1-2 replaces with 72-2 as shown above, 1-4 replace with as
Shown on 72-4, obtain compound 72.Mass spectrum m/z:687.25 (calculated value: 687.26).Theoretical elemental content (%)
C48H31F2N3: C, 83.82;H, 4.54;F, 5.52;N, 6.11 actual measurement constituent content (%): C, 83.83;H, 4.53;F, 5.53;
N, 6.13.It is target product 72 that above-mentioned confirmation, which obtains product,.
Embodiment 10:
The preparation of compound 86
The preparation of compound 86
1-4 in embodiment 1 is replaced with into 86-4 as shown above, obtains compound 86.Mass spectrum m/z:729.29 (is calculated
Value: 729.89).Theoretical elemental content (%) C52H35N5: C, 85.57;H, 4.83;N, 9.60 actual measurement constituent content (%): C,
85.58;H, 4.82;N, 9.61.It is target product 86 that above-mentioned confirmation, which obtains product,.
Embodiment 11:
The preparation of compound 97
The preparation of compound 97
1-1 in embodiment 1 is replaced with into 97-1 as shown above, 1-2 replaces with 97-2 as shown above, obtains compound
97.Mass spectrum m/z:717.31 (calculated value: 717.92).Theoretical elemental content (%) C53H39N3: C, 88.67;H, 5.48;N, 5.85
Survey constituent content (%): C, 88.68;H, 5.49;N, 5.86.It is target product 97 that above-mentioned confirmation, which obtains product,.
Embodiment 12:
The preparation of compound 101
The preparation of compound 101
1-1 in embodiment 1 is replaced with into 101-1 as shown above, 1-10 replaces with 120-10 as shown above, 1-12 replacement
For 120-12 as shown above, compound 101 is obtained.Mass spectrum m/z:839.33 (calculated value: 840.04).Theoretical elemental content (%)
C63H41N3: C, 90.08;H, 4.92;N, 5.00 actual measurement constituent content (%): C, 90.07;H, 4.93;N, 5.01.Above-mentioned confirmation obtains
Obtaining product is target product 101.
Embodiment 13:
The preparation of compound 105
The preparation of compound 105
1-2 in embodiment 1 is replaced with into 105-2 as shown above, obtains compound 105.Mass spectrum m/z:719.30 (is calculated
Value: 719.89).Theoretical elemental content (%) C51H37N5: C, 85.09;H, 5.18;N, 9.73 actual measurement constituent content (%): C,
85.08;H, 5.17;N, 9.72.It is target product 105 that above-mentioned confirmation, which obtains product,.
Embodiment 14:
The preparation of compound 109
The preparation of compound 109
1-2 in embodiment 1 is replaced with into 109-2 as shown above, obtains compound 109.Mass spectrum m/z:841.32 (is calculated
Value: 841.33).Theoretical elemental content (%) C61H39N5: C, 87.01;H, 4.67;N, 8.32 actual measurement constituent content (%): C,
87.02;H, 4.68;N, 8.33.It is target product 109 that above-mentioned confirmation, which obtains product,.
[comparison Application Example]
Transparent anode electrode ito substrate is cleaned each 15 minutes with deionized water, acetone, EtOH Sonicate respectively, is then existed
It is cleaned 2 minutes in plasma cleaning device, dry and is evacuated to 5 × 10-5Pa.Then by treated, ito substrate steams
Plating.Successively vapor deposition hole injection layer 2-TNATA/50nm, vapor deposition hole transmission layer NPB/30nm, vapor deposition main body CBP: doping Ir
(piq)2(acac) 10% mixing/30nm, then vapor deposition electron transfer layer TPBi/30nm, cathode LiF/0.5nm, Al/200nm.
[Application Example 1-14]
To compare the TPBI in Application Example change into shown compound 1 in Application Example 1-14,16,24,25,
29、37、49、58、72、86、97、101、105、109。
Table 1 is the compound of preparation of the embodiment of the present invention and the characteristics of luminescence test for comparing luminescent device prepared by substance
As a result.
The characteristics of luminescence of [table 1] luminescent device is tested
The above result shows that the compound of the present invention is applied in organic electroluminescence device as electron transport material,
Luminous efficiency is high, is luminous organic material of good performance.
Although the present invention has carried out special description with exemplary embodiment, but it is understood that without departing from claim
Defined by the case where spirit and scope of the invention, those of ordinary skill in the art can carry out various forms and details to it
On change.
Claims (9)
1. a kind of pyrrolotriazine derivatives, which is characterized in that have structure shown in following general formula (I):
A is indicated by general formula (II):
What wherein X was same or different is selected from CH or N;
L is selected from the divalent heteroaryl of singly-bound, the divalent aryl of substituted or unsubstituted C6-C30, substituted or unsubstituted C3~C30
One of base;
B is indicated by general formula (III):
Wherein R1、R2Independently selected from hydrogen, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C6-C30 aryl,
One of the heteroaryl of substituted or unsubstituted C3~C30;
X1Same or different is selected from CR3Or N, wherein R3Selected from hydrogen, substituted or unsubstituted C1-C30 alkyl, replace or
One of the aryl of unsubstituted C6-C30, heteroaryl of substituted or unsubstituted C3~C30, and at least one is N.
2. pyrrolotriazine derivatives according to claim 1, which is characterized in that the A is any in general formula as follows
It is a kind of:
3. pyrrolotriazine derivatives according to claim 1, which is characterized in that the L is selected from singly-bound or structure as follows
In any one:
Wherein R4、R5、R6、R7、R8、R9Independently selected from hydrogen, halogen atom, substituted or unsubstituted C1-C30 alkyl, replace or
One of the aryl of unsubstituted C6-C30, heteroaryl of substituted or unsubstituted C3~C30, wherein R4、R5It can connect into
Ring.
4. pyrrolotriazine derivatives according to claim 1, which is characterized in that the B is any in general formula as follows
It is a kind of:
Wherein R1、R2、R3Independently selected from hydrogen, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C6-C30 virtue
One of base, heteroaryl of substituted or unsubstituted C3~C30.
5. pyrrolotriazine derivatives according to claim 1, which is characterized in that the B is selected from general formula as follows:
Wherein R1Selected from hydrogen, substituted or unsubstituted C1-C30 alkyl, substituted or unsubstituted C6-C30 aryl, replace or not
One of substituted heteroaryl of C3~C30;R21、R22Independently selected from substituted or unsubstituted C1-C30 alkyl, replace or
One of the aryl of unsubstituted C6-C30, heteroaryl of substituted or unsubstituted C3~C30, wherein R21、R22It can connect
Cyclization;Ring A is phenyl ring.
6. pyrrolotriazine derivatives according to claim 1, it is characterised in that the pyrrolotriazine derivatives are selected from structure as follows
In any one:
7. a kind of organic electroluminescence device, including anode, cathode and several between the anode and the cathode
A organic function layer, which is characterized in that include the described in any item triazine derivatives of Claims 1 to 5 in the organic function layer
Object any one or at least two combination.
8. a kind of organic electroluminescence device according to claim 6, which is characterized in that the organic function layer includes electricity
Sub- transport layer, the electron transfer layer include the described in any item pyrrolotriazine derivatives of Claims 1 to 5 any one or at least
Two kinds of combination.
9. a kind of organic electroluminescence device according to claim 6, which is characterized in that the pyrrolotriazine derivatives are used as electricity
Son transmission layer material.
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