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US 9,871,212 B2Granted
Organic electroluminescent materials and devices
AssigneeUniversal Display Corporation
InventorsRaymond Kwong, Kit Yee Tsang
Life of this patent
Estimating the term…
Abstract
Compounds having a structure according to Formula I, G1-L1-G2, or Formula V, are described. In Formula I, G1 and G2 independently have a structure of Formula II, In the structures of Formulae I, II, and V, L1 connects one of rings A1-A4 of G1 to one of rings A1-A4 of G2; L1 is selected from a direct bond, BR, NR, PR, O, S, Se, C═O, S═O, SO2, SiRR′, GeRR′, alkyl, cycloalkyl, aryl, heteroaryl, and combinations thereof; each ring A1, A2, A3, and A4, as well as R, R′R″, and R1 to R19 can be hydrogen or a variety of substituents, including a fused ring between adjacent substituents; and at least two adjacent R1 to R16 on the same ring are Formulations and devices, such as an OLEDs, that include the compound of Formula I or V are also described.
Claims20
A compound having a structure of Formula I:
- G1-L1-G2 Formula I;
- wherein G1 and G2 independently have a structure of Formula II:
- wherein G1 and G2 can be same or different;
- wherein L1 connects one of rings A1, A2, A3, and A4 of G1 to one of rings A1, A2, A3, and A4 of G2;
- wherein L1 is selected from the group consisting of a direct bond, BR, NR, PR, O, S, Se, C═O, S═O, SO2, SiRR′, GeRR′, alkyl, cycloalkyl, aryl, heteroaryl, and combinations thereof;
- wherein each ring A1, A2, A3, and A4 in Formula II can be further substituted by one or more substituents 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 R, R′ 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;
- and
- wherein any adjacent substitutions are optionally joined or fused into a ring.
6 more elements
A compound having a formula:
- wherein at least two adjacent R1 to R16 on the same ring are:
- wherein R17 to R19 each independently represent mono, di, tri, or tetra substitution, or no substitution;
- wherein Z is selected from the group consisting of NR″, O, S and Se;
- wherein R″, R1 to R19 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;
- and
- wherein any adjacent substitutions of R17 to R19 are optionally joined or fused into a ring.
3 more elements
A device comprising one or more organic light-emitting devices, 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 a structure of Formula I or Formula V:
- G1-L1-G2 , Formula I;
- wherein G1 and G2 independently have a structure of Formula II:
- wherein G1 and G2 can be same or different;
- wherein L1 connects one of rings A1, A2, A3, and A4 of G1 to one of rings A1, A2, A3, and A4 of G2;
- wherein L1 is selected from the group consisting of a direct bond, BR, NR, PR, O, S, Se, C═O, S═O, SO2, SiRR′, GeRR′, alkyl, cycloalkyl, aryl, heteroaryl, and combinations thereof;
- wherein each ring A1, A2, A3, and A4 in Formula II can be further substituted by one or more substituents 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 at least two adjacent R1to R16 on the same ring are:
- wherein R17 to R19 each independently represent mono, di, tri, or tetra substitution, or no substitution;
- wherein Z is selected from the group consisting of NR″, O, S and Se;
- wherein R, R′ R″, and R1 to R19 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;
- and
- wherein any adjacent substitutions of Formula I and any adjacent substitutions of R17, R18, R19 of Formula V are optionally joined or fused into a ring.
13 more elements
A formulation comprising a compound having a structure of Formula I or Formula V:
- wherein G1 and G2 independently have a structure of Formula II:
- wherein G1 and G2 can be same or different;
- wherein L1 connects one of rings A1, A2, A3, and A4 of G1 to one of rings A1, A2, A3, and A4 of G2;
- wherein L1 is selected from the group consisting of a direct bond, BR, NR, PR, O, S, Se, C═O, S═O, SO2, SiRR′, GeRR′, alkyl, cycloalkyl, aryl, heteroaryl, and combinations thereof;
- wherein each ring A1, A2, A3, and A4 in Formula II can be further substituted by one or more substituents 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 at least two adjacent R1 to R16 on the same ring are:
- wherein R17 to R19 each independently represent mono, di, tri, or tetra substitution, or no substitution;
- wherein Z is selected from the group consisting of NR″, O, S and Se;
- wherein R, R′ R″, and R1 to R19 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;
- and
- wherein any adjacent substitutions of Formula I and any adjacent substitutions of R17, R18, R19 of Formula V are optionally joined or fused into a ring.
8 more elements
Dependencies are inferred from the claim text.