Compounds, as well as organic semiconductor layers, organic electronic devices, display devices, and lighting devices including the same.

Abstract

The present invention provides a compound, an organic semiconductor layer containing the compound, an organic electronic device containing the organic semiconductor layer, and a device containing the organic electronic device. [Solution] For example, a compound of the following formula is shown. JPEG2026094202000072.jpg39169

Claims

1. A compound having general formula (I), 【Chemistry 1】 During the ceremony, - A is a substituted or unsubstituted triazinylene, pyrimidinylene, pyrazinylene, quinoxalinyl, quinazolinylene, and benzquinazolinylene, and when one or more substituents are present in group A, C １ ~C ７ alkyl, C １ ~C ７ alkoxy, C １ ~C ７ alkyl, C １ ~C ７ alkoxy, C １ ~C ７ alkyl, C １ ~C ７ alkoxy, and is independently selected from the group consisting of D, F, and CN; - R １ , R ２ Q-Ar １ And Z-Y is bonded to the C atom of A; - Q-Ar １ And Z-Y is bonded to a carbon atom of a six-membered ring containing at least two nitrogen atoms of A; - R １ H, substituted or unsubstituted C ６ ~C １８ Aryl, and substituted or unsubstituted C ２ ~C １８ Selected from the group consisting of heteroaryls, where one or more substituents are group R １ If it is inside, C １ ~C ７ Alkyl, C １ ~C ７ Alkyl, partially or entirely deuterium-substituted C １ ~C ７ Alkyl, partially or entirely deuterium-substituted C １ ~C ７ Alkoxy, partially or entirely fluorinated C １ ~C ７ Alkyl, partially or completely fluorinated C １ ~C ７ Independently selected from the group consisting of alkoxy, D, F, and CN; - R ２ H, substituted or unsubstituted C ６ ~C １８ Aryl, and substituted or unsubstituted C ２ ~C １８ Selected from the group consisting of heteroaryls, where one or more substituents are group R ２ If it is inside, C １ ~C ７ Alkyl, C １ ~C ７ Alkyl, partially or entirely deuterium-substituted C １ ~C ７ Alkyl, partially or entirely deuterium-substituted C １ ~C ７ Alkoxy, partially or entirely fluorinated C １ ~C ７ Alkyl, partially or completely fluorinated C １ ~C ７ Independently selected from the group consisting of alkoxy, D, F, and CN; or A is C ３ There are no cases where it is a heteroarylene; - Q is A and Ar １ It represents a single bond between or a group having formula (II) or formula (III); 【Chemistry 2】 - In equations (II) and (III), the "*" symbol represents A and Ar, respectively. １ Represents the binding position to; - X is H or C １ ~C ７ It is alkyl; - In formula (IV), - Ar １ This is selected from the group consisting of unsubstituted phenyl, naphthyl, CN-substituted phenyl, and unsubstituted pyridinyl, where one or more substituents are the group Ar １ If it is inside, C １ ~C ７ Alkyl, C １ ~C ７ Alkyl, partially or entirely deuterium-substituted C １ ~C ７ Alkyl, partially or entirely deuterium-substituted C １ ~C ７ Alkoxy, partially or entirely fluorinated C １ ~C ７ Alkyl, partially or completely fluorinated C １ ~C ７ Independently selected from the group consisting of alkoxy, D, F, and CN; - Ar １ Unlike A; - Z represents a base having formula (V); 【Transformation 3】 - In equations (V) and (VI), the "*" symbol indicates the bonding position to A and Y, respectively; - Y is expressed by the general formula (VII); 【Chemistry 4】 - In formula (VII), - Q and Y are C １ ~C ７ Alkyl, C １ ~C ７ Alkyl, partially or entirely deuterium-substituted C １ ~C ７ Alkyl, partially or entirely deuterium-substituted C １ ~C ７ Alkoxy, partially or entirely fluorinated C １ ~C ７ Alkyl, partially or completely fluorinated C １ ~C ７ They may be substituted with one or more substituents selected from the group consisting of alkoxy, D, F, and CN; - f is selected from 0, g is selected from 1, h is selected from 1, i is selected from 1, and k is selected from 0, where 2 ≤ a + b + c + d + e + f + g + h + i + k ≤ 5; -Ar ２ ~Ar １１ is independently selected from the group consisting of substituted or unsubstituted C ６ ~C １２ aryl and C ４ ~C １０ heteroaryl, wherein when one or more substituents are present in one or more of the groups Ar ２ ~Ar １１ they are independently selected from the group consisting of C １ ~C ６ alkyl, C １ ~C ６ alkoxy, C １ ~C ６ alkyl partially or fully deuterium-substituted, C １ ~C ６ alkoxy partially or fully deuterium-substituted, C １ ~C ６ alkyl partially or fully fluorine-substituted, C １ ~C ６ alkoxy partially or fully fluorine-substituted, D, F and CN; - Formula (VII) is a compound that does not contain a condensed aromatic ring.

2. The compound according to claim 1, wherein the total number of aromatic rings contained in the compound of formula (I) is 7 to 14.

3. The compound according to claim 1, wherein the total number of aromatic rings contained in the compound of formula (I) is 8 to 12.

4. The compound according to claim 1, wherein the total number of aromatic rings contained in the compound of formula (I) is 8 to 11.

5. The compound of formula (I) is selected from compounds 29, 30, and 46, according to claim 1: 【Transformation 5】

6. An organic semiconductor layer comprising the compound of formula (I) as described in any one of claims 1 to 5.

7. An organic electronic device comprising the organic semiconductor layer according to claim 6, wherein the organic semiconductor layer is a charge generation layer.

8. The organic semiconductor layer is an electron transport layer, and the electron transport layer contains one or more additives. An organic electronic device comprising an organic semiconductor layer according to claim 6, wherein the additive may be an n-type dopant.

9. An organic electronic device comprising the organic semiconductor layer according to claim 6, wherein the organic semiconductor layer is an electron transport layer, and the electron transport layer is made of a compound of formula (I).

10. A display device comprising the organic electronic device described in claim 7.

11. A lighting device comprising the organic electronic device described in claim 7.

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