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US 9,755,159 B2Granted
Organic materials for OLEDs
AssigneeUniversal Display Corporation
InventorsAlexey Borisovich Dyatkin, Chuanjun Xia, David Zenan Li, Lichang Zeng, Vadim Adamovich
Life of this patent
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Abstract
A novel compound based on aza- and diazodibenzofurans; aza- and diaza dibenzothiophenes, such as benzothieno- and benzofuropyrimidines as well as benzothieno- and benzofuropyrazines useful for electron-transporting host material in green, red, yellow, and white phosphorescent emitting devices is disclosed.
Claims19
A compound having the formula G1-L-G2, Formula I;
- wherein G1 has the structure:
- wherein X is selected from the group consisting of O, S, and Se;
- wherein each of X1, X2, X3, X4, X5, X6, X7, and X8 is carbon or nitrogen;
- wherein at least one of X1, X2, X3, X4, X5, X6, X7, and X8 is nitrogen;
- wherein at least one of X1, X2, X3, and X4 is a carbon and bonded to L;
- wherein R1, R2, R3, and R4 independently represent mono substitution up to the maximum possible substitutions or no substitution;
- wherein R1, R2, R3, and R4 are each independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
- wherein R1 and R2 substitutions are optionally joined to form a fused ring;
- wherein G2 is selected from the group consisting of
- wherein when G2 is
- R3 and R4 substitutions are optionally joined to form a fused ring;
- wherein G2 bonds to L at a carbon atom of G2;
- and
- wherein L is selected from the group consisting of benzene, biphenyl, terphenyl, naphthalene, triphenylene, dibenzofuran, dibenzothiophene, dibenzoselenophene, fluorene, pyridine, pyrimidine, pyridazine, pyrazine, quinoline, quinoxaline, naphthyridine, and combinations thereof;
- wherein L is optionally further unfused substituted with one or more groups selected from hydrogen, deuterium, alkyl, cycloalkyl, aralkyl, alkoxy, aryloxy, amino, silyl, aryl, heteroaryl, and combinations thereof.
12 more elements
A device comprising one or more organic light emitting devices, wherein at least one of the one or more organic light emitting devices comprising:
- an anode;
- a cathode;
- and
- an organic layer, disposed between the anode and the cathode, comprising a compound having the formula G1-L-G2, Formula I,
- wherein G1 has the structure:
- wherein X is selected from the group consisting of O, S, and Se;
- wherein each of X1, X2, X3, X4, X5, X6, X7, X8, is carbon or nitrogen;
- wherein at least two of X1, X2, X3, X4, X5, X6, X7, and X8 are nitrogen;
- wherein at least one of X1, X2, X3, and X4 is a carbon and bonded to L;
- wherein R1, R2, R3, and R4 independently represent mono substitution up to the maximum possible substitutions or no substitution;
- wherein R1, R2, R3, and R4 are each independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
- wherein R1 and R2 substitutions are optionally joined to form a fused ring;
- wherein G2 is selected from the group consisting of
- wherein when G2 is
- R3 and R4 substitutions are optionally joined to form a fused ring;
- wherein G2 bonds to L at a carbon atom of G2;
- and
- wherein L is selected from the group consisting of benzene, biphenyl, terphenyl, naphthalene, triphenylene, dibenzofuran, dibenzothiophene, dibenzoselenophene, fluorene, pyridine, pyrimidine, pyridazine, pyrazine, quinoline, quinoxaline, naphthyridine, and combinations thereof;
- wherein L is optionally further unfused substituted with one or more groups selected from hydrogen, deuterium, alkyl, cycloalkyl, aralkyl, alkoxy, aryloxy, amino, silyl, aryl, heteroaryl, and combinations thereof.
16 more elements
A formulation comprising a compound having the formula, G1-L-G2, Formula I;
- wherein G1 has the structure:
- wherein X is selected from the group consisting of O, S, and Se;
- wherein each of X1, X2, X3, X4, X5, X6, X7, X8, is carbon or nitrogen;
- wherein at least one of X1, X2, X3, X4, X5, X6, X7, and X8 is nitrogen;
- wherein at least one of X1, X2, X3, and X4 is a carbon and bonded to L;
- wherein R1, R2, R3, and R4 independently represent mono substitution up to the maximum possible substitutions or no substitution;
- wherein R1, R2, R3, and R4 are each independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, aryloxy, amino, silyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
- wherein R1 and R2 substitutions are optionally joined to form a fused ring;
- wherein G2 is selected from the group consisting of
- wherein when G2 is
- R3 and R4 substitutions are optionally joined to form a fused ring;
- wherein G2 bonds to L at a carbon atom of G2;
- and
- wherein L is selected from the group consisting of benzene, biphenyl, terphenyl, naphthalene, triphenylene, dibenzofuran, dibenzothiophene, dibenzoselenophene, fluorene, pyridine, pyrimidine, pyridazine, pyrazine, quinoline, quinoxaline, naphthyridine, and combinations thereof;
- wherein L is optionally further unfused substituted with one or more groups selected from hydrogen, deuterium, alkyl, cycloalkyl, aralkyl, alkoxy, aryloxy, amino, silyl, aryl, heteroaryl, and combinations thereof.
12 more elements
Dependencies are inferred from the claim text.