CN-121974938-A - Organic compound and application thereof, and organic electroluminescent device comprising organic compound
Abstract
The invention provides an organic compound and application thereof, and an organic electroluminescent device comprising the same, wherein the organic compound has a structure shown in a formula I, and the design and the combined action of a boron-nitrogen multiple resonance structure and groups R X1 and R X2 enable the organic compound to maintain the narrow emission spectrum and high luminous efficiency of a multiple resonance material, simultaneously regulate light color, reduce triplet state energy level, inhibit efficiency roll-off and service life attenuation, increase S 0 to S 1 transition vibrator intensity, and facilitate the improvement of the fluorescence sensitizer to the fluorescence luminescent dye Energy transfer rate. The organic compound has narrow spectral characteristics and excellent electroluminescent performance, is used for an organic electroluminescent device, is suitable for being used as a doping material of a luminescent layer, is particularly suitable for the luminescent layer of a phosphorescence sensitized fluorescence technology, can effectively improve the luminous efficiency and the color purity of the device, prolongs the service life of the device, and comprehensively improves the luminous effect.
Inventors
- JIA XIAOQIN
- LI YILANG
- GAO WENZHENG
Assignees
- 北京鼎材科技股份有限公司
Dates
- Publication Date
- 20260505
- Application Date
- 20241031
Claims (17)
- 1. An organic compound, characterized in that the organic compound has a structure as shown in formula I: Wherein each X 1 、X 2 、X 3 、X 4 、X 5 、X 6 、X 7 is independently selected from CR A or N; Y 1 、Y 2 、Y 3 、Y 4 、Y 5 、Y 6 、Y 7 are each independently selected from CR B or N; Each Z 1 、Z 2 、Z 3 is independently selected from CR C or N; R A 、R B 、R C is each independently selected from any of hydrogen, halogen, substituted or unsubstituted C1-C20 straight or branched alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C2-C20 alkenyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C1-C20 alkylsilyl, substituted or unsubstituted C6-C30 arylsilyl, substituted or unsubstituted C1-C20 alkylamino, substituted or unsubstituted C6-C30 heteroarylsilyl, amino, hydroxy, cyano, nitro, substituted or unsubstituted C6-C30 arylamino, substituted or unsubstituted C3-C30 heteroarylamino, substituted or unsubstituted C6-C30 aryloxy, substituted or unsubstituted C3-C30 heteroaryloxy, substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C3-C60 heteroaryl; At least one group of any adjacent two R A , any adjacent two R B and any adjacent two R C is connected through a chemical bond to form a ring F, wherein the ring F is selected from any one of a substituted or unsubstituted C6-C60 aromatic ring and a substituted or unsubstituted C3-C60 heteroaromatic ring, and other groups except for forming the ring F in the R A 、R B 、R C are not connected with an adjacent ring structure or are connected through a chemical bond to form a ring; R A 、R B 、R C , the substituents in ring F are each independently selected from halogen, unsubstituted or R 'substituted C1-C20 straight or branched alkyl, unsubstituted or R' substituted C3-C20 cycloalkyl, unsubstituted or R 'substituted C2-C20 alkenyl, unsubstituted or R' substituted C1-C20 alkoxy, unsubstituted or R 'substituted C1-C20 alkylsilyl, unsubstituted or R' substituted C6-C30 arylsilyl, unsubstituted or R 'substituted C1-C20 alkylamino, unsubstituted or R' substituted C6-C30 heteroarylsilyl, amino, hydroxy, cyano, nitro, unsubstituted or R 'substituted C6-C30 arylamino, unsubstituted or R' substituted C3-C30 heteroarylamino, unsubstituted or R 'substituted C6-C30 aryloxy, unsubstituted or R' substituted C3-C30 heteroaryloxy, unsubstituted or R 'substituted C6-C60 aryl, unsubstituted or R' substituted C3-C60 heteroaryl, each of which are not linked independently through a bond to each other or through any adjacent ring; Each M 1 、M 2 is independently selected from any one of single bond, O, S, se, NAr m1 、CR m1 R m2 or SiR m3 R m4 ; ar m1 is selected from any one of unsubstituted or R 'substituted C6-C60 aryl, unsubstituted or R' substituted C3-C60 heteroaryl; R m1 、R m2 、R m3 、R m4 is independently selected from any one of hydrogen, halogen, unsubstituted or R ' substituted C1-C20 straight or branched alkyl, unsubstituted or R ' substituted C3-C20 cycloalkyl, unsubstituted or R ' substituted C2-C20 alkenyl, unsubstituted or R ' substituted C6-C60 aryl, unsubstituted or R ' substituted C3-C60 heteroaryl, wherein R m1 and R m2 are not connected or are connected through a chemical bond to form a ring, and R m3 and R m4 are not connected or are connected through a chemical bond to form a ring; At least one of the R A 、R B is a group R X1 , at least one of the R A 、R B 、R C is a group R X2 , the R X1 has a structure shown as a formula a, and the R X2 has a structure shown as a formula b: Wherein, the Represents the attachment site of the group; ar 1 、Ar 2 is independently selected from any one of substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl; X 21 、X 22 、X 23 、X 24 、X 25 、X 26 、X 27 、X 28 are each independently selected from any one of C, CR 2 or N, and 1 of them is C, said C being linked to L; L is selected from any one of single bond, substituted or unsubstituted C6-C60 arylene, and substituted or unsubstituted C3-C60 heteroarylene; R 2 is each independently selected from any of hydrogen, halogen, unsubstituted or R 'substituted C1-C20 straight or branched alkyl, unsubstituted or R' substituted C3-C20 cycloalkyl, unsubstituted or R 'substituted C2-C20 alkenyl, unsubstituted or R' substituted C1-C20 alkoxy, unsubstituted or R 'substituted C1-C20 alkylsilyl, unsubstituted or R' substituted C6-C30 arylsilyl, unsubstituted or R 'substituted C1-C20 alkylamino, unsubstituted or R' substituted C6-C30 heteroarylsilyl, amino, hydroxy, cyano, nitro, unsubstituted or R 'substituted C6-C30 arylamino, unsubstituted or R' substituted C3-C30 heteroarylamino, unsubstituted or R 'substituted C6-C30 aryloxy, unsubstituted or R' substituted C3-C30 heteroaryloxy, unsubstituted or R 'substituted C6-C60 aryl, unsubstituted or R' substituted C3-C60 heteroaryl; r 2 is not connected or is connected through chemical bonds to form a ring, R 2 is not connected or is connected through chemical bonds to form a ring with adjacent ring structures independently; Each of the substituents in Ar 1 、Ar 2 , L is independently selected from the group consisting of halogen, unsubstituted or R 'substituted C1-C20 straight or branched alkyl, unsubstituted or R' substituted C3-C20 cycloalkyl, unsubstituted or R 'substituted C2-C20 alkenyl, unsubstituted or R' substituted C1-C20 alkoxy, unsubstituted or R 'substituted C1-C20 alkylsilyl, unsubstituted or R' substituted C6-C30 arylsilyl, unsubstituted or R 'substituted C1-C20 alkylamino, unsubstituted or R' substituted C6-C30 heteroarylsilyl, amino, hydroxy, cyano, nitro, unsubstituted or R 'substituted C6-C30 arylamino, unsubstituted or R' substituted C3-C30 heteroarylamino, unsubstituted or R 'substituted C6-C30 aryloxy, unsubstituted or R' substituted C3-C30 heteroaryloxy, unsubstituted or R 'substituted C6-C60 aryl, unsubstituted or R' substituted C3-C60 heteroaryl, each of which are not linked independently through at least one bond to each other or through any adjacent ring; R ' are each independently selected from any one or a combination of at least two of halogen, cyano, nitro, hydroxy, amino, C1-C20 straight or branched chain alkyl, C2-C20 alkenyl, C3-C20 cycloalkyl, C1-C20 alkoxy, C1-C20 alkylsilyl, C6-C30 arylsilyl, C6-C30 heteroarylsilyl, C6-C60 arylamino, C3-C60 heteroarylamino, C6-C30 aryloxy, C3-C30 heteroaryloxy, C6-C60 aryl, C3-C60 heteroaryl, adjacent R ' are not connected or are connected by chemical bonds to form a ring, and each R ' is independently not connected or is connected by chemical bonds to adjacent ring structures to form a ring.
- 2. The organic compound of claim 1, wherein at least 1 of M 1 and M 2 is a single bond; Preferably, the organic compound has a structure as shown in formula II: Wherein ,X 1 、X 2 、X 3 、X 4 、X 5 、X 6 、X 7 、Y 1 、Y 2 、Y 3 、Y 4 、Y 5 、Y 6 、Y 7 、Z 1 、Z 2 and Z 3 have the same defined ranges as in formula I.
- 3. The organic compound according to claim 1 or 2, wherein the ring F has a structure represented by formula c or formula d: Wherein the dashed line represents a fused bond; Each Q 1 、Q 2 、Q 3 、Q 4 is independently selected from CR D or N; R D is each independently selected from the group consisting of hydrogen, halogen, unsubstituted or R 'substituted C1-C20 straight or branched alkyl, unsubstituted or R' substituted C3-C20 cycloalkyl, unsubstituted or R 'substituted C2-C20 alkenyl, unsubstituted or R' substituted C1-C20 alkoxy, unsubstituted or R 'substituted C1-C20 alkylsilyl, unsubstituted or R' substituted C6-C30 arylsilyl, unsubstituted or R 'substituted C1-C20 alkylamino, unsubstituted or R' substituted C6-C30 heteroarylsilyl, amino, hydroxy, cyano, nitro, unsubstituted or R 'substituted C6-C30 arylamino, unsubstituted or R' substituted C3-C30 heteroarylamino, unsubstituted or R 'substituted C6-C30 aryloxy, unsubstituted or R' substituted C3-C30 heteroaryloxy, unsubstituted or R 'substituted C6-C60 aryl, unsubstituted or R' substituted C3-C60 heteroaryl, and R D are not joined to each other by any bond or ring adjacent R D ; M 3 、M 4 is independently selected from any one of single bond, O, S, se, NAr m2 、CR m5 R m6 or SiR m7 R m8 , and at most one of M 3 and M 4 is a single bond; Ar m2 is selected from any one of unsubstituted or R 'substituted C6-C60 aryl and unsubstituted or R' substituted C3-C60 heteroaryl, ar m2 is not connected with an adjacent ring structure or is connected with a chemical bond to form a ring; R m5 、R m6 、R m7 、R m8 is independently selected from any one of hydrogen, halogen, unsubstituted or R ' substituted C1-C20 straight or branched alkyl, unsubstituted or R ' substituted C3-C20 cycloalkyl, unsubstituted or R ' substituted C2-C20 alkenyl, unsubstituted or R ' substituted C6-C60 aryl, unsubstituted or R ' substituted C3-C60 heteroaryl, wherein R m5 and R m6 are not connected or are connected through a chemical bond to form a ring, and R m7 and R m8 are not connected or are connected through a chemical bond to form a ring; Preferably, the M 3 is selected from any one of O, S, NAr m2 and CR m5 R m6 , and the M 4 is a single bond; Preferably, up to four groups of any adjacent two R A , any adjacent two R B , any adjacent two R C are connected by chemical bonds to form a ring F; Preferably, one of any two adjacent R A and any two adjacent R B is chemically bonded to form a ring F, and more preferably, one of any two adjacent R B is chemically bonded to form a ring F.
- 4. The organic compound according to claim 3, wherein the organic compound has a structure represented by any one of the formula III-1, the formula III-2, the formula III-3, the formula III-4, the formula III-5, the formula III-6, the formula III-7, the formula III-8, the formula III-9, and the formula III-10: Wherein ,X 1 、X 2 、X 3 、X 4 、X 5 、X 6 、X 7 、Y 1 、Y 2 、Y 3 、Y 4 、Y 5 、Y 6 、Y 7 、Z 1 、Z 2 and Z 3 have the same defined ranges as in formula I; m 3 is selected from any one of O, S, NAr m2 or CR m5 R m6 ; Each Q 1 、Q 2 、Q 3 、Q 4 is independently selected from CR D or N; R D is each independently selected from the group consisting of hydrogen, halogen, unsubstituted or R 'substituted C1-C20 straight or branched alkyl, unsubstituted or R' substituted C3-C20 cycloalkyl, unsubstituted or R 'substituted C2-C20 alkenyl, unsubstituted or R' substituted C1-C20 alkoxy, unsubstituted or R 'substituted C1-C20 alkylsilyl, unsubstituted or R' substituted C6-C30 arylsilyl, unsubstituted or R 'substituted C1-C20 alkylamino, unsubstituted or R' substituted C6-C30 heteroarylsilyl, amino, hydroxy, cyano, nitro, unsubstituted or R 'substituted C6-C30 arylamino, unsubstituted or R' substituted C3-C30 heteroarylamino, unsubstituted or R 'substituted C6-C30 aryloxy, unsubstituted or R' substituted C3-C30 heteroaryloxy, unsubstituted or R 'substituted C6-C60 aryl, unsubstituted or R' substituted C3-C60 heteroaryl, and R D are not joined to each other by any bond or ring adjacent R D ; Preferably, the organic compound has a structure as shown in any one of the formulas III-1, III-2, III-3, III-4 and III-5.
- 5. The organic compound according to claim 4, wherein at least one of X 1 、X 2 、X 3 、X 4 、X 5 、X 6 and X 7 is CR X1 , preferably at least one of X 2 、X 3 、X 4 、X 5 and X 6 is CR X1 , further preferably at least one of X 2 and X 3 is CR X1 ; Preferably, at least one of Z 1 、Z 2 and Z 3 is CR X2 , further preferably Z 2 is CR X2 .
- 6. The organic compound according to claim 4, wherein X 1 、X 2 、X 3 is each independently CR A and/or X 4 、X 5 、X 6 、X 7 is each independently CR A ; preferably, each R A is independently selected from any one of hydrogen, R X1 , halogen, cyano, substituted or unsubstituted C1-C10 straight or branched alkyl, substituted or unsubstituted C3-C10 cycloalkyl, substituted or unsubstituted C2-C10 alkenyl, substituted or unsubstituted C1-C10 alkoxy, substituted or unsubstituted C3-C10 alkylsilyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, further preferably any one of hydrogen, R X1 , cyano, substituted or unsubstituted C1-C6 straight or branched alkyl, substituted or unsubstituted C6-C20 aryl, substituted or unsubstituted C3-C20 heteroaryl, wherein R A is not linked to an adjacent ring structure or is linked by a chemical bond; Preferably, each of the Y 1 、Y 2 、Y 3 is independently CR B , and/or each of the Y 4 、Y 5 、Y 6 、Y 7 is independently CR B ; Preferably, each R B is independently selected from any one of hydrogen, halogen, cyano, substituted or unsubstituted C1-C10 straight or branched alkyl, substituted or unsubstituted C3-C10 cycloalkyl, substituted or unsubstituted C2-C10 alkenyl, substituted or unsubstituted C1-C10 alkoxy, substituted or unsubstituted C3-C10 alkylsilyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, further preferably any one of hydrogen, cyano, substituted or unsubstituted C1-C6 straight or branched alkyl, substituted or unsubstituted C6-C20 aryl, substituted or unsubstituted C3-C20 heteroaryl, wherein R B is not linked to an adjacent ring structure or linked through a chemical bond; Preferably, each Z 1 、Z 2 、Z 3 is independently CR C ; Preferably, each R C is independently selected from any one of hydrogen, R X2 , halogen, cyano, substituted or unsubstituted C1-C10 straight or branched alkyl, substituted or unsubstituted C3-C10 cycloalkyl, substituted or unsubstituted C2-C10 alkenyl, substituted or unsubstituted C1-C10 alkoxy, substituted or unsubstituted C3-C10 alkylsilyl, substituted or unsubstituted C6-C30 aryl, substituted or unsubstituted C3-C30 heteroaryl, further preferably any one of hydrogen, R X2 , cyano, substituted or unsubstituted C1-C6 straight or branched alkyl, substituted or unsubstituted C6-C20 aryl, substituted or unsubstituted C3-C20 heteroaryl, wherein R C is not linked to an adjacent ring structure or is linked by a chemical bond; preferably, each Q 1 、Q 2 、Q 3 、Q 4 is independently selected from CR D ; Preferably, each R D is independently selected from any one of hydrogen, halogen, cyano, unsubstituted or R 'substituted C1-C10 straight or branched alkyl, unsubstituted or R' substituted C3-C10 cycloalkyl, unsubstituted or R 'substituted C1-C10 alkoxy, unsubstituted or R' substituted C3-C10 alkylsilyl, unsubstituted or R 'substituted C6-C20 aryl, unsubstituted or R' substituted C3-C20 heteroaryl, and the R D is not connected with an adjacent ring structure or is connected into a ring through a chemical bond.
- 7. The organic compound according to claim 1, wherein the organic compound has a structure as shown in any one of formula IV-1, formula IV-2, formula IV-3, formula IV-4, formula IV-5: Wherein M 3 is selected from any one of O, S, NAr m2 or CR m5 R m6 ; Ar m2 is selected from any one of unsubstituted or R 'substituted C6-C60 aryl, unsubstituted or R' substituted C3-C60 heteroaryl; R m5 、R m6 is independently selected from any one of hydrogen, halogen, unsubstituted or R ' substituted C1-C20 straight or branched alkyl, unsubstituted or R ' substituted C3-C20 cycloalkyl, unsubstituted or R ' substituted C2-C20 alkenyl, unsubstituted or R ' substituted C6-C60 aryl, unsubstituted or R ' substituted C3-C60 heteroaryl, wherein R m5 and R m6 are not connected or are connected through a chemical bond to form a ring; R A1 、R A2 、R B 、R D each independently represents unsubstituted, monosubstituted to maximally permissible substitution; R A1 、R A2 、R B is each independently selected from any of hydrogen, halogen, substituted or unsubstituted C1-C20 straight or branched alkyl, substituted or unsubstituted C3-C20 cycloalkyl, substituted or unsubstituted C2-C20 alkenyl, substituted or unsubstituted C1-C20 alkoxy, substituted or unsubstituted C1-C20 alkylsilyl, substituted or unsubstituted C6-C30 arylsilyl, substituted or unsubstituted C1-C20 alkylamino, substituted or unsubstituted C6-C30 heteroarylsilyl, amino, hydroxy, cyano, nitro, substituted or unsubstituted C6-C30 arylamino, substituted or unsubstituted C3-C30 heteroarylamino, substituted or unsubstituted C6-C30 aryloxy, substituted or unsubstituted C3-C30 heteroaryloxy, substituted or unsubstituted C6-C60 aryl, substituted or unsubstituted C3-C60 heteroaryl, each of which is independently linked to an adjacent ring structure or is linked by a chemical bond; at least one of R A1 and R A2 is a group R X1 , and the R X1 has a structure shown as a formula a; R X2 has a structure shown in a formula b; R D is independently selected from the group consisting of hydrogen, halogen, unsubstituted or R 'substituted C1-C20 straight or branched alkyl, unsubstituted or R' substituted C3-C20 cycloalkyl, unsubstituted or R 'substituted C2-C20 alkenyl, unsubstituted or R' substituted C1-C20 alkoxy, unsubstituted or R 'substituted C1-C20 alkylsilyl, unsubstituted or R' substituted C6-C30 arylsilyl, unsubstituted or R 'substituted C1-C20 alkylamino, unsubstituted or R' substituted C6-C30 heteroarylsilyl, amino, hydroxy, cyano, nitro, unsubstituted or R 'substituted C6-C30 arylamino, unsubstituted or R' substituted C3-C30 heteroarylamino, unsubstituted or R 'substituted C6-C30 aryloxy, unsubstituted or R' substituted C3-C30 heteroaryloxy, unsubstituted or R 'substituted C6-C60 aryl, unsubstituted or R' substituted C3-C60 heteroaryl, and R D are not joined to each other by any bond or ring adjacent R D through a bond.
- 8. The organic compound according to claim 7, wherein each R A1 、R A2 is independently selected from any one of hydrogen, R X1 , substituted or unsubstituted C1-C10 straight or branched alkyl, C3-C10 cycloalkyl, substituted or unsubstituted C2-C10 alkenyl, substituted or unsubstituted C6-C20 aryl, substituted or unsubstituted C3-C20 heteroaryl, further preferably any one of hydrogen, R X1 , substituted or unsubstituted methyl, deuteromethyl, trifluoromethyl, trimethylsilyl, ethyl, pentafluoroethyl, isopropyl, t-butyl, isobutyl, t-amyl, adamantyl, cyclohexyl, phenyl, naphthyl, biphenyl, terphenyl, dibenzofuranyl, dibenzothienyl, N-phenylcarbazolyl, carbazolyl, fluorenyl, furanyl, benzothienyl, indolyl, benzoindolyl, piperidinyl, pyrrolyl, 9-dimethylacridyl, phenazinyl, triazinyl, and R A1 、R A2 is independently linked to each other by a bond; Preferably, each R B is independently selected from any one of hydrogen, substituted or unsubstituted C1-C10 straight or branched alkyl, substituted or unsubstituted C3-C10 cycloalkyl, substituted or unsubstituted C2-C10 alkenyl, substituted or unsubstituted C6-C20 aryl, substituted or unsubstituted C3-C20 heteroaryl, each R B is independently unconnected to an adjacent ring structure or connected by a chemical bond to form a ring; Preferably, each R D is independently selected from any one of hydrogen, unsubstituted or R 'substituted C1-C10 straight or branched alkyl, unsubstituted or R' substituted C3-C10 cycloalkyl, unsubstituted or R 'substituted C6-C20 aryl, unsubstituted or R' substituted C3-C20 heteroaryl, and each R D is independently not linked to an adjacent ring structure or linked by a chemical bond to form a ring.
- 9. The organic compound according to any one of claims 1 to 8, wherein R X1 has a structure as shown in formula a-1: Wherein, the Represents the attachment site of the group; X 11 、X 12 、X 13 、X 14 、X 15 、X 16 、X 17 、X 18 、X 19 、X 20 Each independently selected from CR 1 or N; R 1 is each independently selected from the group consisting of hydrogen, halogen, unsubstituted or R 'substituted C1-C20 straight or branched alkyl, unsubstituted or R' substituted C3-C20 cycloalkyl, unsubstituted or R 'substituted C2-C20 alkenyl, unsubstituted or R' substituted C1-C20 alkoxy, unsubstituted or R 'substituted C1-C20 alkylsilyl, unsubstituted or R' substituted C6-C30 arylsilyl, unsubstituted or R 'substituted C1-C20 alkylamino, unsubstituted or R' substituted C6-C30 heteroarylsilyl, amino, hydroxy, cyano, nitro, unsubstituted or R 'substituted C6-C30 arylamino, unsubstituted or R' substituted C3-C30 heteroarylamino, unsubstituted or R 'substituted C6-C30 aryloxy, unsubstituted or R' substituted C3-C30 heteroaryloxy, unsubstituted or R 'substituted C6-C60 aryl, unsubstituted or R' substituted C3-C60 heteroaryl, and R 1 are each independently linked to each other by a bond or a ring adjacent R 1 ; Preferably, each of said X 11 、X 12 、X 13 、X 14 、X 15 、X 16 、X 17 、X 18 、X 19 、X 20 is independently selected from CR 1 ; Preferably, each R 1 is independently selected from any one of hydrogen, unsubstituted or R 'substituted C1-C10 straight or branched chain alkyl, unsubstituted or R' substituted C3-C10 cycloalkyl, unsubstituted or R 'substituted C2-C10 alkenyl, unsubstituted or R' substituted C6-C20 aryl, unsubstituted or R 'substituted C3-C20 heteroaryl, further preferably any one of hydrogen, unsubstituted or R' substituted methyl, deuteromethyl, trifluoromethyl, trimethylsilyl, ethyl, pentafluoroethyl, isopropyl, t-butyl, isobutyl, t-amyl, phenyl, naphthyl, biphenyl, adamantyl, cyclohexyl, norbornyl; preferably, R X1 is selected from any one of the following groups: Representing the attachment site of the group.
- 10. The organic compound according to any one of claims 1 to 8, wherein R X2 has a structure as shown in formula b-1 or formula b-2: Wherein, the Represents the attachment site of the group; L, X 21 、X 22 、X 23 、X 24 、X 25 、X 27 and X 28 have the same defined ranges as in formula b; each X 31 、X 32 、X 33 、X 34 、X 35 is independently selected from any one of CR 3 or N; R 3 is each independently selected from the group consisting of hydrogen, halogen, unsubstituted or R 'substituted C1-C20 straight or branched alkyl, unsubstituted or R' substituted C3-C20 cycloalkyl, unsubstituted or R 'substituted C2-C20 alkenyl, unsubstituted or R' substituted C1-C20 alkoxy, unsubstituted or R 'substituted C1-C20 alkylsilyl, unsubstituted or R' substituted C6-C30 arylsilyl, unsubstituted or R 'substituted C1-C20 alkylamino, unsubstituted or R' substituted C6-C30 heteroarylsilyl, amino, hydroxy, cyano, nitro, unsubstituted or R 'substituted C6-C30 arylamino, unsubstituted or R' substituted C3-C30 heteroarylamino, unsubstituted or R 'substituted C6-C30 aryloxy, unsubstituted or R' substituted C3-C30 heteroaryloxy, unsubstituted or R 'substituted C6-C60 aryl, unsubstituted or R' substituted C3-C60 heteroaryl, and R 3 are each independently linked to each other by a bond or a ring adjacent R 3 ; Preferably, R X2 has a structure as shown in formula b-1.
- 11. The organic compound according to claim 10, wherein R X2 has a structure as shown in formula e: Wherein, the Represents the attachment site of the group; l has the same defined range as in formula b; r 4 represents unsubstituted, monosubstituted to maximally permissible substitution; R 4 is each independently selected from the group consisting of hydrogen, halogen, unsubstituted or R 'substituted C1-C20 straight or branched alkyl, unsubstituted or R' substituted C3-C20 cycloalkyl, unsubstituted or R 'substituted C2-C20 alkenyl, unsubstituted or R' substituted C1-C20 alkoxy, unsubstituted or R 'substituted C1-C20 alkylsilyl, unsubstituted or R' substituted C6-C30 arylsilyl, unsubstituted or R 'substituted C1-C20 alkylamino, unsubstituted or R' substituted C6-C30 heteroarylsilyl, amino, hydroxy, cyano, nitro, unsubstituted or R 'substituted C6-C30 arylamino, unsubstituted or R' substituted C3-C30 heteroarylamino, unsubstituted or R 'substituted C6-C30 aryloxy, unsubstituted or R' substituted C3-C30 heteroaryloxy, unsubstituted or R 'substituted C6-C60 aryl, unsubstituted or R' substituted C3-C60 heteroaryl, and R 4 are each independently linked to each other by a bond or a ring adjacent R 4 ; Preferably, the number of substitutions of R 4 is 1 to 9, more preferably 1 to 3; preferably, the attachment site of R 4 is at least one of position 2, 3, 6,7, 9, 10, further preferably 9 or 10 in formula c; Preferably, R X2 has a structure as shown in formula e-1 or formula e-2: Wherein, the Represents the attachment site of the group; r 42 、R 43 each independently represents unsubstituted, monosubstituted to maximally permissible substitution; R 41 、R 42 、R 43 、R 44 is each independently selected from the group consisting of hydrogen, halogen, unsubstituted or R 'substituted C1-C20 straight or branched alkyl, unsubstituted or R' substituted C3-C20 cycloalkyl, unsubstituted or R 'substituted C2-C20 alkenyl, unsubstituted or R' substituted C1-C20 alkoxy, unsubstituted or R 'substituted C1-C20 alkylsilyl, unsubstituted or R' substituted C6-C30 arylsilyl, unsubstituted or R 'substituted C1-C20 alkylamino, unsubstituted or R' substituted C6-C30 heteroarylsilyl, amino, hydroxy, cyano, nitro, unsubstituted or R 'substituted C6-C30 arylamino, unsubstituted or R' substituted C3-C30 heteroarylamino, unsubstituted or R 'substituted C6-C30 aryloxy, unsubstituted or R' substituted C3-C30 heteroaryloxy, unsubstituted or R 'substituted C6-C60 aryl, unsubstituted or R' substituted C3-C60 heteroaryl, and R25 are not linked independently through any one of the bond or bond to each other through R35 and are not linked through a chemical bond or a 37 ring; Preferably, R X2 is Preferably, each R 41 、R 44 is independently selected from any of hydrogen, unsubstituted or R ' substituted C1-C10 straight or branched alkyl, unsubstituted or R ' substituted C3-C10 cycloalkyl, unsubstituted or R ' substituted C3-C10 alkylsilyl, unsubstituted or R ' substituted C6-C20 aryloxy, unsubstituted or R ' substituted C6-C20 arylamino, unsubstituted or R ' substituted C6-C20 arylsilyl, unsubstituted or R ' substituted C6-C20 aryl, unsubstituted or R ' substituted C3-C20 heteroaryl; further preferred is any of unsubstituted or R ' substituted C1-C6 straight or branched alkyl, unsubstituted or R ' substituted C3-C6 alkylsilyl, unsubstituted or R ' substituted C6-C20 aryl, unsubstituted or R ' substituted C3-C20 heteroaryl, and still further preferred is any of unsubstituted or R ' substituted methyl, deuteromethyl, trimethylsilyl, N-butyl, t-butyl, 2-dimethylpropyl, trimethylsilylmethyl, adamantyl, cyclohexyl, phenyl, naphthyl, biphenyl, terphenyl, dibenzofuranyl, dibenzothienyl, carbazolyl, N-phenylcarbazolyl, fluorenyl, furanyl, benzofuranyl, thienyl, benzothienyl, indolyl, benzindolyl, norbornyl.
- 12. The organic compound according to any one of claims 1 to 11, wherein L is selected from a single bond or any one of the following groups: Represents the attachment site of the group; y 11 、Y 12 、Y 13 、Y 14 、Y 15 、Y 16 、Y 17 、Y 18 are each independently selected from any one of CR 5 or N; M 5 is selected from any one of O, S, NAr m3 or CR m9 R m0 ; Ar m3 is selected from any one of unsubstituted or R 'substituted C6-C60 aryl, unsubstituted or R' substituted C3-C60 heteroaryl; R 5 、R m9 、R m0 is each independently selected from the group consisting of hydrogen, halogen, unsubstituted or R 'substituted C1-C20 straight or branched alkyl, unsubstituted or R' substituted C3-C20 cycloalkyl, unsubstituted or R 'substituted C2-C20 alkenyl, unsubstituted or R' substituted C1-C20 alkoxy, unsubstituted or R 'substituted C1-C20 alkylsilyl, unsubstituted or R' substituted C6-C30 arylsilyl, unsubstituted or R 'substituted C1-C20 alkylamino, unsubstituted or R' substituted C6-C30 heteroarylsilyl, amino, hydroxy, cyano, nitro, unsubstituted or R 'substituted C6-C30 arylamino, unsubstituted or R' substituted C3-C30 heteroarylamino, unsubstituted or R 'substituted C6-C30 aryloxy, unsubstituted or R' substituted C3-C30 heteroaryloxy, unsubstituted or R 'substituted C6-C60 aryl, unsubstituted or R' substituted C3-C60 heteroaryl, and R35 are each independently linked to each other by a bond or a bond that is not connected to R35 by a bond; preferably, L is selected from any one of the following groups: Preferably, each of said Y 11 、Y 12 、Y 13 、Y 14 、Y 15 、Y 16 、Y 17 、Y 18 is independently selected from CR 5 ; preferably, each R 5 is independently selected from any one of hydrogen, unsubstituted or R 'substituted C1-C10 straight or branched alkyl, unsubstituted or R' substituted C3-C10 cycloalkyl, unsubstituted or R 'substituted C6-C20 aryl, unsubstituted or R' substituted C3-C20 heteroaryl.
- 13. The organic compound according to any one of claims 1 to 11, wherein L is selected from a single bond or any one of the following groups: Representing the attachment site of the group.
- 14. The organic compound according to claim 1, wherein the organic compound has a structure as shown in any one of M001-M344:
- 15. use of an organic compound according to any one of claims 1 to 14, wherein the organic compound is applied to an organic electronic device; preferably, the organic electronic device comprises an organic electroluminescent device; preferably, the organic compound is used as a light emitting layer material in an organic electroluminescent device.
- 16. An organic electroluminescent device, comprising a first electrode, a second electrode, and at least one organic layer disposed between the first electrode and the second electrode, wherein the organic layer comprises at least one organic compound according to any one of claims 1-14; Preferably, the organic layer comprises a light-emitting layer comprising at least one organic compound according to any one of claims 1 to 14; Preferably, the light emitting layer comprises a host material and a doping material comprising at least one organic compound according to any one of claims 1-14; preferably, the light emitting layer further comprises a sensitizer; Preferably, the sensitizer comprises any one or a combination of at least two of a thermally activated delayed fluorescence material, a phosphorescence luminescent material.
- 17. A display device, characterized in that the display device comprises the organic electroluminescent device according to claim 16.
Description
Organic compound and application thereof, and organic electroluminescent device comprising organic compound Technical Field The invention belongs to the technical field of organic electroluminescent materials, and particularly relates to an organic compound, application thereof and an organic electroluminescent device comprising the same. Background Optoelectronic devices based on organic materials have become increasingly popular in recent years. The inherent flexibility of organic materials makes them very suitable for fabrication on flexible substrates, which can be designed to produce aesthetically pleasing and cool optoelectronic products, as desired, with no comparable advantages over inorganic materials. Examples of such organic optoelectronic devices include Organic Light Emitting Diodes (OLEDs), organic field effect transistors, organic photovoltaic cells, organic sensors, etc., wherein OLEDs have evolved particularly rapidly and have been commercially successful in the field of information display. OLED can provide three colors of red, green and blue with high saturation, and the full-color display device manufactured by the OLED does not need extra backlight source and has the advantages of colorful, light, thin, soft and the like. The OLED device core is a thin film structure containing a plurality of organic functional materials. Common organic functional materials are hole injecting materials, hole transporting materials, hole blocking materials, electron injecting materials, electron transporting materials, electron blocking materials, light emitting host materials, light emitting guest materials (light emitting dyes), and the like. When energized, electrons and holes are injected, transported to the light emitting region, respectively, and recombined therein, thereby generating excitons and emitting light. At present, researchers have developed a plurality of organic materials, and can improve carrier mobility, regulate carrier balance, break through electroluminescent efficiency and delay device attenuation by combining various device structures. According to the light emission mechanism, OLEDs can be classified into fluorescence emission, phosphorescence emission, thermally excited delayed fluorescence, and thermally excited sensitized fluorescence. For quantum mechanical reasons, common fluorescent emitters emit light mainly using singlet excitons generated when electrons and holes are combined, and are still widely used in various OLED products. Some metal complexes (e.g., iridium complexes) can emit light using both triplet and singlet excitons, known as phosphorescent emitters, and can have energy conversion efficiencies up to 4 times greater than conventional fluorescent emitters. The thermal excitation delayed fluorescence (TADF) technique can achieve higher luminous efficiency by promoting intersystem leap of triplet excitons to singlet excitons, and still effectively utilizing triplet excitons without using a metal complex. The thermal excitation sensitized fluorescence (TASF) technology adopts a material with TADF property, and sensitizes the luminophor in an energy transfer mode, so that higher luminous efficiency can be realized. With the gradual entry of OLED products into the market and the rapid development of information technology, people have higher and higher requirements on the performance of the OLED products. For example, compared with the existing DCI-P3 color gamut standard, the color gamut coverage rate of the color gamut standard BT-2020 meeting the image signals of 4K and 8K age is obviously increased, the demand for red, green and blue colors is also increased, especially green light, and the chromaticity is increased from the original CIE (0.265,0.690) to the CIE (0.170,0.797). While the use of a luminescent material with a narrow half-peak width emission spectrum is one of the important means for realizing high light color purity and high efficiency, in the current commercial OLED materials, the use of a phosphorescent material with a wider half-peak width and a stronger shoulder at a long wavelength as a green luminescent material is difficult to satisfy the requirements of high efficiency, long service life and excellent color purity. In order to solve the problem, scientists put forward a super-fluorescence strategy, namely, energy transfer is carried out to transfer excitation state energy of a TADF material or a phosphorescent material to a narrow-spectrum fluorescent material to emit light, so that not only is the exciton utilization rate of 100% theoretically realized, but also a narrow emission spectrum is obtained, and an OLED device with good efficiency, long service life and high color purity is hopeful to be obtained. In addition, the cost of the OLED is reduced by greatly reducing the use amount of the phosphorescent material through a sensitization technology, and the technology has great advantages and potential in realizing the BT-2020 display.