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US 2018/0294420 A1Published application
Organic electroluminescent materials and devices
AssigneeUniversal Display Corporation
InventorsJerald Feldman, Chun Lin
Life of this patent
Estimating the term…
Abstract
This invention relates to organic materials based on aryl-substituted indolocarbazoles and containing electron withdrawing groups such as CN and CF3. These novel materials are useful as components in phosphorescent OLEDs.
Claims22
A compound having Formula I:
- wherein R represents an adjacent disubstitution having the following formula fused to the ring thereof:
- wherein the bonds with wavy lines represent the bonds connected to two adjacent carbon atoms from the ring having R;
- wherein R1 represents monosubstitution, disubstitution, or no substitution;
- wherein Wand R3 each independently represent mono, di, tri, or tetra substitution, or no substitution;
- wherein and L2 each independently represent a direct bond or an organic linker;
- wherein each R1, R2, and R3 is 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 any adjacent R1-R3 substituents may be joined or fused to form a ring;
- wherein G1 is:
- wherein G2 is selected from the group consisting of:
- wherein the dashed line represents the connecting bond;
- wherein X is N or CR14;
- wherein R4-R14 are each independently selected from the group consisting of hydrogen, deuterium, alkyl, cycloalkyl, heteroalkyl, alkenyl, heteroalkenyl, aryl, heteroaryl, fluorine, partially or fully fluorinated alkyl or cycloalkyl, and CN;
- wherein at least one of R4, R5, and R6 is CN and at least one of the remaining R4, R5, and R6 is fluorine, partially or fully fluorinated alkyl or cycloalkyl, or CN;
- wherein any adjacent R7-R14 substituents may be joined or fused to form a ring;
- and
- wherein L1-G1 is different from L2-G2.
13 more elements
The compound of claim Error! Reference source not found, wherein L1 and L2 are each independently selected from the group consisting of direct bond, aryl, substituted aryl, heteroaryl, and substituted heteroaryl.
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 having Formula I:
- wherein R represents an adjacent disubstitution having the following formula fused to the ring thereof:
- wherein the bonds with wavy lines represent the bonds connected to two adjacent carbon atoms from the ring having R;
- wherein R1 represents monosubstitution, or disubstitution, or no substitution;
- wherein R2 and R3 each independently represent mono, di, tri, or tetra substitution, or no substitution;
- wherein L1 and L2 each independently represent a direct bond or an organic linker;
- wherein each R1, R2, and R3 is 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 any adjacent R1-R3 substituents may be joined or fused to form a ring;
- wherein G1 is:
- wherein G2 is selected from the group consisting of:
- wherein the dashed line represents the connecting bond;
- wherein X is N or CR14;
- wherein R4-R14 are each independently selected from the group consisting of hydrogen, deuterium, alkyl, cycloalkyl, heteroalkyl, alkenyl, heteroalkenyl, aryl, heteroaryl, fluorine, partially or fully fluorinated alkyl or cycloalkyl, and CN;
- wherein at least one of R4, R5, and R6 is CN and at least one of the remaining R4, R5, and R6 is fluorine, partially or fully fluorinated alkyl or cycloalkyl, or CN;
- wherein any adjacent R7-R4 substituents may be joined or fused to form a ring;
- and
- wherein L1-G1 is different from L2-G2.
17 more elements
(canceled)
-20. (canceled)
A consumer product comprising 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 having Formula I:
- wherein R represents an adjacent disubstitution having the following formula fused to the ring thereof:
- wherein the bonds with wavy lines represent the bonds connected to two adjacent carbon atoms from the ring having R;
- wherein R1 represents monosubstitution, or disubstitution, or no substitution;
- wherein R2 and R3 each independently represent mono, di, tri, or tetra substitution, or no substitution;
- wherein L1 and L2 each independently represent a direct bond or an organic linker;
- wherein each R1, R2, and R3 is 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 any adjacent R1-R3 substituents may be joined or fused to form a ring;
- wherein G1 is:
- wherein G2 is selected from the group consisting of:
- wherein the dashed line represents the connecting bond;
- wherein X is N or CR14;
- wherein R4-R14 are each independently selected from the group consisting of hydrogen, deuterium, alkyl, cycloalkyl, heteroalkyl, alkenyl, heteroalkenyl, aryl, heteroaryl, fluorine, partially or fully fluorinated alkyl or cycloalkyl, and CN;
- wherein at least one of R4, R5, and R6 is CN and at least one of the remaining R4, R5, and R6 is fluorine, partially or fully fluorinated alkyl or cycloalkyl, or CN;
- wherein any adjacent R7-R14 substituents may be joined or fused to form a ring;
- and
- wherein L1-G1 is different from L2-G2.
17 more elements
Dependencies are inferred from the claim text.