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US 10,833,276 B2Granted
Organic electroluminescent materials and devices
AssigneeUniversal Display Corporation
InventorsLichang Zeng, Bin Ma, Chuanjun Xia
Life of this patent
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Abstract
This invention relates to carbazole- or indolocarbazole-containing donor acceptor type compounds with an ortho substitution on the aromatic group that is connected to carbazole. This unique substitution pattern will provide materials with superior performance for host applications. These compounds can also be used as delayed fluorescent emitters.
Claims18
A compound of Formula I:
- wherein Ar1 is an aryl or heteroaryl moiety;
- wherein R1 is mono substitution and ortho to G1 or L1;
- wherein R1 is selected from the group consisting of:
- wherein G1 is selected from the group consisting of:
- wherein the dashed line represents the attachment point of G1 to Ar1;
- wherein G3 is selected from the group consisting of
- indolocarbazole, and combinations thereof;
- wherein L1 is selected from a group consisting of a direct bond, aryl, heteroaryl, and combinations thereof;
- wherein G2 is an aromatic moiety comprising a six-member aromatic ring containing at least one nitrogen atom;
- wherein R2 and R3 each independently represents none to maximum allowable number of substitutions, or no substitution, and any two adjacent R2 and R3 are optionally joined or fused into a ring;
- wherein R2 and R3 are each independently selected from the group consisting of hydrogen, deuterium, alkyl, cycloalkyl, halogen, nitrile, nitro, amine, carbonyl, aryl, heteroaryl, and combinations thereof;
- wherein R4 and R5 are each independently selected from the group consisting of hydrogen, deuterium, alkyl, cycloalkyl, aryl, heteroaryl, and combinations thereof;
- wherein G1, R1, and L1 are independently optionally further substituted with one or more substituents selected from the group consisting of hydrogen, deuterium, alkyl, cycloalkyl, halogen, nitrile, nitro, amine, carbonyl, aryl, heteroaryl, and combinations thereof;
- and
- wherein when G1 is
- at least one of the following conditions apply:
- (1) G2 is selected from the group consisting of
- or
- (2) R4 is selected from the group consisting of hydrogen, deuterium, alkyl, cycloalkyl, heteroaryl, and combinations thereof.
16 more elements
A compound selected from the group consisting of:
An organic light emitting device (OLED) comprising:
- an anode;
- a cathode;
- and
- an organic layer, disposed between the anode and the cathode, comprising a compound of Formula I:
- wherein Ar1 is an aryl or heteroaryl moiety;
- wherein R1 is mono substitution and ortho to G1 or L1;
- wherein R1 is selected from the group consisting of:
- wherein G1 is selected from the group consisting of:
- wherein the dashed line represents the attachment point of G1 to Ar1;
- wherein G3 is selected from the group consisting of
- indolocarbazole, and combinations thereof;
- wherein L1 is selected from a group consisting of a direct bond, aryl, heteroaryl, and combinations thereof;
- wherein G2 is an aromatic moiety comprising a six-member aromatic ring containing at least one nitrogen atom;
- wherein R2 and R3 each independently represents none to maximum allowable number of substitutions, or no substitution, and any two adjacent R2 and R3 are optionally joined or fused into a ring;
- wherein R2 and R3 are each independently selected from the group consisting of hydrogen, deuterium, alkyl, cycloalkyl, halogen, nitrile, nitro, amine, carbonyl, aryl, heteroaryl, and combinations thereof;
- wherein R4 and R5 are each independently selected from the group consisting of hydrogen, deuterium, alkyl, cycloalkyl, aryl, heteroaryl, and combinations thereof;
- wherein G1, R1, and L1 are independently optionally further substituted with one or more substituents selected from the group consisting of hydrogen, deuterium, alkyl, cycloalkyl, halogen, nitrile, nitro, amine, carbonyl, aryl, heteroaryl, and combinations thereof;
- and
- wherein when G1 is
- at least one of the following conditions apply:
- (1) G2 is selected from the group consisting of
- or
- (2) R4 is selected from the group consisting of hydrogen, deuterium, alkyl, cycloalkyl, heteroaryl, and combinations thereof.
20 more elements
Dependencies are inferred from the claim text.