Organic compound and application thereof

Patent metadata

Field	Value
Publication number	US-2025366310-A1
Application number	US-202519043160-A
Country	US
Kind code	A1
Filing date	Jan 31, 2025
Priority date	Jun 27, 2024
Publication date	Nov 27, 2025
Grant date	—

Abstract

Provided are an organic compound and an application thereof. The organic compound has a structure represented by Formula I. Through a design of a molecular structure, the organic compound has a low refractive index, no absorption within a visible light wavelength range, a low extinction coefficient within a wavelength range of 400-600 nm and an excellent light extraction effect, thereby significantly improving the luminescence efficiency of an element as a material of a capping layer. Moreover, the organic compound has a relatively high glass transition temperature and excellent thermal stability, thereby meeting a processing requirement of evaporation. In addition, a small difference is between refractive indexes of the organic compound in different light colors, and when display is performed at multiple angles, the color cast can be effectively improved, thereby giving a more excellent light emission and display effect to the element.

First claim

What is claimed is:

1 . An organic compound, having a structure represented by Formula I:

wherein Y 1 , Y 2 , Y 3 and Y 4 are each independently selected from CR 1 or N;
X 1 , X 2 and X 3 are each independently selected from CR 2 or N;
R 1 , R 2 , R 3 and R 4 are each independently selected from any one of hydrogen, deuterium, halogen, cyano, isocyano, substituted or unsubstituted C1 to C20 linear or branched alkyl, substituted or unsubstituted C1 to C20 alkoxy, substituted or unsubstituted C1 to C20 alkylthio, substituted or unsubstituted C3 to C20 cycloalkyl, substituted or unsubstituted C6 to C30 aryl or substituted or unsubstituted C6 to C30 arylsilyl;
Ar 1 and Ar 2 are each independently selected from any one of halogen, cyano, isocyano, substituted or unsubstituted C1 to C20 linear or branched alkyl, substituted or unsubstituted C1 to C20 alkoxy, substituted or unsubstituted C1 to C20 alkylthio, substituted or unsubstituted C3 to C20 cycloalkyl, substituted or unsubstituted C6 to C30 aryl, substituted or unsubstituted C3 to C30 heteroaryl, substituted or unsubstituted C6 to C30 ketoaryl, substituted or unsubstituted C3 to C30 ketoheteroaryl, substituted or unsubstituted C6 to C30 aryl sulfonyl, substituted or unsubstituted C3 to C30 heteroaryl sulfonyl, substituted or unsubstituted C6 to C30 aryl phosphorus oxygen or substituted or unsubstituted C3 to C30 heteroaryl phosphorus oxygen; and substituents for substitutions in R 1 , R 2 , R 3 , R 4 , Ar 1 and Ar 2 are each independently selected from at least one of deuterium, halogen, cyano, isocyano, unsubstituted or halogenated C1 to C12 linear or branched alkyl, C3 to C12 cycloalkyl, unsubstituted or halogenated C1 to C12 alkoxy, unsubstituted or halogenated C1 to C12 alkylthio, C6 to C20 aryl, C3 to C20 heteroaryl, C6 to C20 aryl ester or C6 to C20 arylsilyl.

2 . The organic compound according to claim 1 , wherein Y 1 , Y 2 , Y 3 and Y 4 are each independently selected from CR 1 or N, and a number of N is less than or equal to 2.

3 . The organic compound according to claim 1 , wherein the organic compound has a structure represented by any one of Formula II-1, Formula II-2, Formula II-3, Formula II-4 or Formula II-5:

wherein X 1 , X 2 , X 3 , R 3 , R 4 , Ar 1 and Ar 2 have a same defined range as Formula I;
R 1A , R 1B , R 1C and R 1D are each independently selected from any one of hydrogen, deuterium, halogen, cyano, isocyano, substituted or unsubstituted C1 to C20 linear or branched alkyl, substituted or unsubstituted C1 to C20 alkoxy, substituted or unsubstituted C1 to C20 alkylthio, substituted or unsubstituted C3 to C20 cycloalkyl, substituted or unsubstituted C6 to C30 aryl, substituted or unsubstituted C3 to C30 heteroaryl or substituted or unsubstituted C6 to C30 arylsilyl; and
Substituents for substitutions in R 1A , R 1B , R 1C and R 1D are each independently selected from at least one of deuterium, halogen, cyano, isocyano, unsubstituted or halogenated C1 to C12 linear or branched alkyl, C3 to C12 cycloalkyl, unsubstituted or halogenated C1 to C12 alkoxy, unsubstituted or halogenated C1 to C12 alkylthio, C6 to C20 aryl, C3 to C20 heteroaryl, C6 to C20 aryl ester or C6 to C20 arylsilyl.

4 . The organic compound according to claim 1 , wherein X 1 , X 2 and X 3 are each independently selected from CH or N.

5 . The organic compound according to claim 1 , wherein R 1 , R 3 and R 4 are each independently selected from any one of hydrogen, deuterium, halogen, cyano, unsubstituted or halogenated C1 to C12 linear or branched alkyl, C3 to C12 cycloalkyl, unsubstituted or halogenated C1 to C12 alkoxy or unsubstituted or halogenated C1 to C12 alkylthio.

6 . The organic compound according to claim 3 , wherein R 1A , R 1B , R 1C , R 1D , R 3 and R 4 are each independently selected from any one of hydrogen, deuterium, halogen, cyano, unsubstituted or halogenated C1 to C12 linear or branched alkyl, C3 to C12 cycloalkyl, unsubstituted or halogenated C1 to C12 alkoxy or unsubstituted or halogenated C1 to C12 alkylthio.

7 . The organic compound according to claim 1 , wherein Ar 1 and Ar 2 are each independently selected from any one of substituted or unsubstituted C6 to C30 aryl, substituted or unsubstituted C3 to C30 heteroaryl, substituted or unsubstituted C6 to C30 ketoaryl, substituted or unsubstituted C3 to C30 ketoheteroaryl, substituted or unsubstituted C6 to C30 aryl sulfonyl or substituted or unsubstituted C6 to C30 aryl phosphorus oxygen; and
substituents for substitutions are each independently selected from at least one of deuterium, halogen, cyano, isocyano, unsubstituted or halogenated C1 to C12 linear or branched alkyl, C3 to C12 cycloalkyl, unsubstituted or halogenated C1 to C12 alkoxy, unsubstituted or halogenated C1 to C12 alkylthio, C6 to C20 aryl, C3 to C20 heteroaryl, C6 to C20 aryl ester or C6 to C20 arylsilyl.

8 . The organic compound according to claim 1 , wherein Ar 1 and Ar 2 are each independently selected from any one of the following substituted or unsubstituted groups:

wherein the dashed line represents a linkage site of the group; and
substituents for substitutions in Ar 1 and Ar 2 are each independently selected from at least one of deuterium, halogen, cyano, isocyano, unsubstituted or halogenated C1 to C12 linear or branched alkyl, C3 to C12 cycloalkyl, unsubstituted or halogenated C1 to C12 alkoxy, unsubstituted or halogenated C1 to C12 alkylthio, C6 to C20 aryl, C6 to C20 aryl ester or C6 to C20 arylsilyl.

9 . The organic compound according to claim 8 , wherein the substituents for the substitutions in Ar 1 and Ar 2 are each independently selected from at least one of deuterium, fluorine, cyano, isocyano, unsubstituted or fluorinated C1 to C6 linear or branched alkyl, cyclohexyl, adamantyl, unsubstituted or fluorinated C1 to C6 alkoxy, phenyl, naphthyl, phenyl ester or triphenylsilyl.

10 . The organic compound according to claim 1 , wherein at least one of Ar 1 or Ar 2 comprises an electron withdrawing group.

11 . The organic compound according to claim 1 , wherein at least one of Ar 1 or Ar 2 is selected from any one of the following groups:

wherein the dashed line represents a linkage site of the group; and
R 11 , R 12 , R 13 , R 14 and R 15 are each independently selected from any one of fluorine, cyano, isocyano, fluorinated C1 to C6 linear or branched alkyl or fluorinated C1 to C6 alkoxy.

12 . The organic compound according to claim 1 , wherein one of Ar 1 or Ar 2 is selected from any one of the following groups:

wherein the dashed line represents a linkage site of the group.

13 . The organic compound according to claim 1 , wherein the organic compound is selected from any one of the following compounds P1 to P141:

Assignees

• Wuhan Tianma Micro Electronics Co Ltd
• Wuhan Tianma Microelectronics Co Ltd Shanghai Branch

Inventors

• Gao Wei
• Dai Wenpeng

Classifications

• H10K59/879

  comprising refractive means, e.g. lenses · CPC title

• H10K50/11

  characterised by the electroluminescent [EL] layers · CPC title

• C07D209/08

  with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring · CPC title

• C09K11/06

  containing organic luminescent materials · CPC title

• H10K50/844 Primary

  Encapsulations · CPC title