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CN-115244724-B - Composition for organic photoelectric element, organic photoelectric element and display device

CN115244724BCN 115244724 BCN115244724 BCN 115244724BCN-115244724-B

Abstract

The present invention relates to a composition for an organic photoelectric element, and an organic photoelectric element and a display device including the same, the composition including a first compound, a second compound, and a third compound, wherein the first compound is represented by formula I, the second compound is represented by formula II, and the third compound is represented by formula IIIA or formula IIIB. The details of formula I, formula II, formula IIIA and formula IIIB are the same as described in the specification.

Inventors

  • JIN ZHONGXUN
  • Xu dahao
  • LIN YONGMO
  • JIN CHANGYOU
  • Xu Hanlv
  • JIN HENGXUAN
  • LI MEIZHEN
  • Zheng Chengxian
  • Zheng Gaoguo
  • ZHAO RONGQING

Assignees

  • 三星SDI株式会社

Dates

Publication Date
20260508
Application Date
20210305
Priority Date
20200306

Claims (11)

  1. 1. A composition for an organic optoelectronic device comprising A first compound; a second compound, and The compound of the formula (III) is a compound, Wherein the first compound is represented by formula IA or formula IE, The second compound is represented by formula IIA, and The third compound is represented by formula IIIB, Wherein the first compound is included in an amount of 30 wt% to 40 wt%, the second compound is included in an amount of 45 wt% to 55 wt%, and the third compound is included in an amount of 10 wt% to 20 wt%, based on the total weight of the first compound, the second compound, and the third compound: [ formula IA ] [ formula IE ] Wherein, in the chemical formula IA and the chemical formula IE, Z 1 to Z 3 are N or C-L a -R a , At least two of Z 1 to Z 3 are N, L a and L 1 to L 3 are each independently a single bond or a substituted or unsubstituted C6 to C20 arylene group, R 1 and R 2 are each independently a substituted or unsubstituted C6 to C30 aryl, a substituted or unsubstituted C2 to C30 heterocyclyl, or a combination thereof, X 1 is O, S or NR b , and R a 、R b 、R 3 to R 6 and R 10 to R 12 are each independently hydrogen, deuterium, substituted or unsubstituted C1 to C30 alkyl, substituted or unsubstituted C6 to C30 aryl, substituted or unsubstituted C2 to C30 heterocyclyl, or a combination thereof; [ chemical formula IIA ] Wherein, in the chemical formula IIA, L 4 、L 5 and L 8 are each independently a single bond or a substituted or unsubstituted C6 to C20 arylene group, Ar 1 and Ar 2 are each independently a substituted or unsubstituted C6 to C30 aryl, a substituted or unsubstituted dibenzofuranyl, a substituted or unsubstituted dibenzothienyl, or a combination thereof, and R 13 to R 18 are each independently hydrogen, deuterium, substituted or unsubstituted C1 to C30 alkyl or substituted or unsubstituted C6 to C30 aryl; [ formula IIIB ] Wherein, in the chemical formula IIIB, L 8 is a single bond or a substituted or unsubstituted C6 to C20 arylene group, R 34 to R 41 are each independently hydrogen, deuterium, substituted or unsubstituted C1 to C30 alkyl or substituted or unsubstituted C6 to C30 aryl, and X 2 is O or S.
  2. 2. The composition for an organic photovoltaic element according to claim 1, wherein, The first compound is represented by any one of chemical formulas IA.
  3. 3. The composition for an organic optoelectronic device according to claim 2, wherein, Formula IA is represented by formula IA-1 or formula IA-4: [ formula IA-1] [ formula IA-4] Wherein, in the chemical formula IA-1 and the chemical formula IA-4, Z 1 to Z 3 、L 1 to L 3 、R 1 and R 2 are as defined in claim 1, and R 3 is substituted or unsubstituted phenyl, substituted or unsubstituted biphenyl, substituted or unsubstituted terphenyl, substituted or unsubstituted carbazolyl, substituted or unsubstituted indolocarbazolyl, substituted or unsubstituted dibenzofuranyl, or substituted or unsubstituted dibenzothienyl.
  4. 4. The composition for an organic photovoltaic element according to claim 1, wherein, Formula IIA is represented by any one of formulas IIA-1 to IIA-3: [ chemical formula IIA-1] [ Chemical formula IIA-2] [ Chemical formula IIA-3] Wherein, in the chemical formulas IIA-1 to IIA-3, L 4 、L 5 、Ar 1 、Ar 2 and R 13 to R 18 are as defined in claim 1.
  5. 5. The composition for an organic photovoltaic element according to claim 4, wherein, Formula IIA is represented by formula IIA-1 or formula IIA-2, and Wherein, in the chemical formula IIA-1 and the chemical formula IIA-2, R 13 to R 18 are each independently hydrogen or deuterium, L 4 and L 5 are each independently a single bond or a substituted or unsubstituted phenylene group, and Ar 1 and Ar 2 are each independently a substituted or unsubstituted phenyl group, or a substituted or unsubstituted biphenyl group.
  6. 6. The composition for an organic photovoltaic element according to claim 1, wherein, Formula IIIB is represented by formulas IIIB-1 to IIIB-4: [ formula IIIB-1] [ Formula IIIB-2] [ Formula IIIB-3] [ formula IIIB-4] Wherein in the formulae IIIB-1 to IIIB-4, X 2 、L 8 and R 34 to R 41 are as defined in claim 1.
  7. 7. The composition for an organic photovoltaic element according to claim 6, wherein, Formula IIIB is represented by formula IIIB-1 or formula IIIB-4.
  8. 8. The composition for an organic photovoltaic element according to claim 1, wherein, The first compound is represented by formula IA-1, The second compound is represented by the formula IIA-1, and The third compound is represented by formula IIIB-4, [ Formula IA-1] [ formula IIA-1] [ Formula IIIB-4] Wherein, in the chemical formula IA-1, Each of Z 1 to Z 3 is N, L 1 to L 3 are each independently a single bond or a substituted or unsubstituted phenylene group, and R 1 and R 2 are each independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted carbazolyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothienyl group; wherein, in the chemical formula IIA-1, R 13 to R 18 are each independently hydrogen, deuterium or substituted or unsubstituted phenyl, L 4 and L 5 are each independently a single bond, or a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylene group, or a substituted or unsubstituted naphthylene group, and Ar 1 and Ar 2 are each independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted triphenylene group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothienyl group; Wherein, in the chemical formula IIIB-4, X 2 is O or S, and L 8 is selected from the group I linking groups, Group I , R 34 to R 41 are each independently hydrogen, deuterium or substituted or unsubstituted phenyl.
  9. 9. The composition for an organic photovoltaic element according to claim 1, wherein, The first compound is represented by formula IE-1, The second compound is represented by the formula IIA-1, and The third compound is represented by formula IIIB-1 or formula IIIB-4: [ chemical formula IE-1] [ Chemical formula IIA-1] Wherein, in the chemical formula IE-1, X 1 is NR b or O, R b is a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, or a substituted or unsubstituted terphenyl group, Each of Z 1 to Z 3 is N, L 1 to L 3 are each independently a single bond or a substituted or unsubstituted phenylene group, and R 1 and R 2 are each independently a substituted or unsubstituted phenyl group, or a substituted or unsubstituted biphenyl group, Wherein, in the chemical formula IIA-1, R 13 to R 18 are each independently hydrogen, deuterium or substituted or unsubstituted phenyl, L 4 and L 5 are each independently a single bond, or a substituted or unsubstituted phenylene group, a substituted or unsubstituted biphenylene group, or a substituted or unsubstituted naphthylene group, and Ar 1 and Ar 2 are each independently a substituted or unsubstituted phenyl group, a substituted or unsubstituted biphenyl group, a substituted or unsubstituted terphenyl group, a substituted or unsubstituted naphthyl group, a substituted or unsubstituted phenanthryl group, a substituted or unsubstituted triphenylene group, a substituted or unsubstituted fluorenyl group, a substituted or unsubstituted dibenzofuranyl group, or a substituted or unsubstituted dibenzothienyl group; [ formula IIIB-1] [ Formula IIIB-4] Wherein, in the chemical formulas IIIB-1 and IIIB-4, X 2 is O or S, and L 8 is selected from the group I linking groups, Group I , R 34 to R 41 are each independently hydrogen, deuterium or substituted or unsubstituted phenyl.
  10. 10. An organic optoelectronic component comprising An anode and a cathode facing each other, and At least one organic layer between the anode and the cathode, Wherein the organic layer comprises the composition for an organic optoelectronic element according to any one of claims 1 to 9.
  11. 11. A display device comprising the organic photoelectric element according to claim 10.

Description

Composition for organic photoelectric element, organic photoelectric element and display device Technical Field The invention discloses a composition for an organic photoelectric element, the organic photoelectric element and a display device. Background An organic photoelectric element (organic photodiode) is a device capable of converting electric energy and optical energy into each other. The organic photoelectric element can be classified according to its driving principle as follows. One is an optoelectronic element that generates electric energy by separating excitons formed by light energy into electrons and holes and transferring the electrons and holes to different electrodes, respectively, and the other is a light emitting element that generates light energy from electric energy by supplying voltage or current to the electrodes. Examples of the organic photoelectric element include an organic photoelectric element, an organic light emitting diode, an organic solar cell, and an organic photosensitive drum. Among them, organic Light Emitting Diodes (OLEDs) have recently attracted attention due to an increase in demand for flat panel displays. An organic light emitting diode is a device that converts electrical energy into light, and the performance of the organic light emitting diode is greatly affected by organic materials between electrodes. Disclosure of Invention [ Technical problem ] One embodiment provides a composition for an organic photoelectric element capable of realizing high efficiency and long life. Another embodiment provides an organic optoelectronic device comprising a composition for an organic optoelectronic device. Another embodiment provides a display device including an organic photoelectric element. [ Technical solution ] According to one embodiment, a composition for an organic photoelectric element includes a first compound, a second compound, and a third compound, wherein the first compound is represented by formula I, the second compound is represented by formula II, and the third compound is represented by formula IIIA or formula IIIB. [ Formula I ] In the case of the formula I, the formula, Z 1 to Z 3 are N or C-L a-Ra, At least two of Z 1 to Z 3 are N, L a and L 1 to L 3 are each independently a single bond, a substituted or unsubstituted C6 to C20 arylene group, a substituted or unsubstituted C2 to C20 heterocyclyl group, or a combination thereof, R 1 and R 2 are each independently a substituted or unsubstituted C6 to C30 aryl, a substituted or unsubstituted C2 to C30 heterocyclyl, or a combination thereof, R a、R3 and R 4 are each independently hydrogen, deuterium, substituted or unsubstituted C1 to C30 alkyl, substituted or unsubstituted C6 to C30 aryl, substituted or unsubstituted C2 to C30 heterocyclyl, substituted or unsubstituted silyl, substituted or unsubstituted amino, halogen, cyano, or a combination thereof, and Ring A is represented by formulas I-1 to I-7: Wherein, in the chemical formulas I-1 to I-7, X 1 is O, S or NR b, R b and R 5 to R 12 are each independently hydrogen, deuterium, substituted or unsubstituted C1 to C30 alkyl, substituted or unsubstituted C6 to C30 aryl, substituted or unsubstituted C2 to C30 heterocyclyl, substituted or unsubstituted silyl, substituted or unsubstituted amino, halogen, cyano, or a combination thereof, and * Is a connection point; [ formula II ] Wherein, in the chemical formula II, L 4 is a single bond, a substituted or unsubstituted C6 to C20 arylene, a substituted or unsubstituted C2 to C20 heterocyclyl, or a combination thereof, Ar 1 is a substituted or unsubstituted C6 to C30 aryl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothienyl, or a combination thereof, R 13 and R 14 are each independently hydrogen, deuterium, substituted or unsubstituted C1 to C30 alkyl, substituted or unsubstituted C6 to C30 aryl, substituted or unsubstituted C2 to C30 heterocyclyl, substituted or unsubstituted silyl, substituted or unsubstituted amino, halogen, cyano, or a combination thereof, and Ring B is represented by any one of formulas II-1 to II-4: wherein, in the chemical formulas II-1 to II-4, L 5 and L 6 are each independently a single bond, a substituted or unsubstituted C6 to C20 arylene group, a substituted or unsubstituted C2 to C20 heterocyclyl group, or a combination thereof, L 8 is a single bond, or a substituted or unsubstituted C6 to C20 arylene group, Ar 2 and Ar 3 are substituted or unsubstituted C6 to C30 aryl, substituted or unsubstituted dibenzofuranyl, substituted or unsubstituted dibenzothienyl, or a combination thereof, R 15 to R 21 are each independently hydrogen, deuterium, substituted or unsubstituted C1 to C30 alkyl, substituted or unsubstituted C6 to C30 aryl, substituted or unsubstituted C2 to C30 heterocyclyl, substituted or unsubstituted silyl, substituted or unsubstituted amino, halogen, cyano, or a combination thereof, and * Is a connection point; [ formula IIIA ] [ Form