Organic luminescent materials containing cycloalkyl ancillary ligands
AssigneeBeijing Summer Sprout Technology Co., Ltd.
InventorChuanjun Xia
Life of this patent
Estimating the term…
Abstract
Organic luminescent materials containing cycloalkyl ancillary ligands is disclosed, which can be used as emitters in the emissive layer of an organic electroluminescent device. The organic luminescent materials is metal complexes which comprise a new series of cycloalkyl containing acetylacetone type ancillary ligands. These novel ligands can effectively improve the lifetime of the device, change the sublimation characteristics and improve device performance. Also disclosed are an electroluminescent device and a formulation.
Claims20
A metal complex comprising a ligand La represented by Formula 1:
- Wherein
- Ra1, Ra2, and Ra3 are each independently selected from the group consisting of hydrogen, deuterium, halogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted heteroalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted arylalkyl group having 7 to 30 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a nitrile group, an isonitrile group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;
- At least one of Ra1, Ra2, and Ra3 has a structure represented by formula 2:
- Wherein
- X1, X2, Y1, Y2 are each independently selected from the group consisting of CRR′, NR″, O, S, and combinations thereof;
- m, n, p, q are each independently selected from 1, 2, 3, or 4;
- When m, n, p, q are each independently selected from 2, 3 or 4, the corresponding plurality of X1 may be the same or different, the corresponding plurality of X2 may be the same or different, the corresponding plurality of Y1 may be the same or different, the corresponding plurality of Y2 may be the same or different;
- r is 0, 1, 2, or 3;
- R, R′, R″, R21 and R22 are each independently selected from the group consisting of hydrogen, deuterium, halogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted heteroalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted arylalkyl group having 7 to 30 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a nitrile group, an isonitrile group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;
- When r is 0, at least one of R21 and R22 is not hydrogen or deuterium.
An electroluminescent device comprises an anode, a cathode, and an organic layer, disposed between the anode and the cathode, comprising a meal complex comprising a ligand La with formula 1:
- Wherein
- Ra1, Ra2, and Ra3 are each independently selected from the group consisting of hydrogen, deuterium, halogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted heteroalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted arylalkyl group having 7 to 30 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a nitrile group, an isonitrile group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;
- At least one of Ra1, Ra2, and Ra3 has a structure represented by formula 2:
- Wherein
- X1, X2, Y1, Y2 are each independently selected from the group consisting of CRR′, NR″, O, S, and combinations thereof;
- m, n, p, q are 1, 2, 3, or 4;
- When m, n, p, q are each independently selected from 2, 3 or 4, the corresponding plurality of X1 can be the same or different, the corresponding plurality of X2 can be the same or different, the corresponding plurality of Y1 can be the same or different, the corresponding plurality of Y2 can be the same or different;
- r is 0, 1, 2, or 3;
- R, R′, R″, R21 and R22 are each independently selected from the group consisting of hydrogen, deuterium, halogen, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 20 ring carbon atoms, a substituted or unsubstituted heteroalkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted arylalkyl group having 7 to 30 carbon atoms, a substituted or unsubstituted alkoxy group having 1 to 20 carbon atoms, a substituted or unsubstituted aryloxy group having 6 to 30 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted aryl group having 6 to 30 carbon atoms, a substituted or unsubstituted heteroaryl group having 3 to 30 carbon atoms, a substituted or unsubstituted alkylsilyl group having 3 to 20 carbon atoms, a substituted or unsubstituted arylsilyl group having 6 to 20 carbon atoms, a substituted or unsubstituted amino group having 0 to 20 carbon atoms, an acyl group, a carbonyl group, a carboxylic acid group, an ester group, a nitrile group, an isonitrile group, a sulfanyl group, a sulfinyl group, a sulfonyl group, a phosphino group, and combinations thereof;
- When r is 0, at least one of R21 and R22 is not hydrogen or deuterium.
Dependencies are inferred from the claim text.