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US 10,608,185 B2Granted
Organic electroluminescent materials and devices
AssigneeUniveral Display Corporation
InventorsChi Hang Lee, Raymond Kwong
Life of this patent
Estimating the term…
Abstract
The present invention includes fused tetraphenylene compounds that may be used as charge transporters, hosts or emitters in OLEDs.
Claims20
A compound having Formula I:
- wherein X1-X16 are each independently selected from the group consisting of CR and N;
- wherein at least two adjacent X1-X16 are CR;
- wherein each R is independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, haloalkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, thioalkoxy, aryloxy, thioaryloxy, amino, arylamino, diarylamino, carbazolyl, silyl, halosilyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfonyl, phosphino, and combinations thereof;
- wherein at least one pair of adjacent Rs is
- or is fused with two or more aromatic rings such that no acene unit of more than 3 fused rings is formed;
- wherein in Attachments A and B, Y1-Y2, Y2-Y3, Y3-Y4, Y4-Y5 and Y5-Y6 are connected by single or double bonds;
- wherein Y1-Y6 are each independently selected from the group consisting of C and N;
- wherein any unsaturated C in Y1-Y6 is substituted by one or two R1;
- wherein in Attachment A, Z1 and Z2 are each independently selected from the group consisting of C═CR2R3, C═NR2, O, SO, SO2, BR2, PR2, SiR2R3, and Se;
- wherein in Attachment B, Z1 and Z2 are each independently selected from the group consisting of CR2R3, C═CR2R3, C═O, C═NR2, NR2, O, S, SO, SO2, BR2, P, SiR2R3, and Se;
- wherein in Attachment C, at least one of Y1-Y4 is N;
- wherein R1-R3 are each independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, haloalkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, thioalkoxy, aryloxy, thioaryloxy, amino, arylamino, diarylamino, carbazolyl, silyl, halosilyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrite, isonitrile, suifanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
- and
- wherein
- is excluded.
12 more elements
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 X1-X16 are each independently selected from the group consisting of CR and N;
- wherein at least two adjacent X1-X16 are CR;
- wherein each R is independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, haloalkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, thioalkoxy, aryloxy, thioaryloxy, amino, arylamino, diarylamino, carbazolyl, silyl, halosily, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl sulfinyl, sulfonyl, phosphino, and combinations thereof;
- wherein at least one pair of adjacent R is
- or fused with two or move aromatic rings such that no acetic unit of more than 3 fused rings is formed;
- wherein in Attachments A and B, Y1-Y2, Y2-Y3, Y3-Y4, Y4-Y5 and Y5-Y6 are connected by single or double bonds;
- wherein Y1-Y6 are each independently selected from the group consisting of C and N;
- wherein any unsaturated C in Y1-Y6 are substituted by R1;
- wherein in Attachment A, Z1 and Z2 are each independently selected from the group consisting Of C═CR2R3, C═NR2, NR2, O, SO, SO2, BR2, PR2, SiR2R3, and Se;
- wherein in Attachment B, Z1 and Z2 are each independently selected from the group consisting of CR2R3, C═CR2R3, C═O, C═NR2, NR2, O, S, SO, SO2, BR2, P, SiR2R3, and Se;
- wherein in Attachment C, at least one of Y1-Y4 is an N;
- wherein R1-R3 are each independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, haloalkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, thioalkoxy, aryloxy, thioaryloxy, amino, arylamino, diarylamino, carbazolyl, silyl, halosilyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl, sulfonyl, phosphino, and combinations thereof;
- and
- wherein
- is excluded.
16 more elements
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 X1-X16 are each independently selected from the group consisting of CR and N;
- wherein at least two adjacent X1-X16 are CR;
- wherein each R is independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, haloalkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, thioalkoxy, aryloxy, thioaryloxy, amino, arylamino, diarylamino, carbazolyl, silyl, halosilyl, alkenyl, cycloalkenyl, heteroarkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl sulfinyl sulfonyl, phosphino, and combinations thereof;
- wherein at least one pair of adjacent R is
- or fused with two or more aromatic rings such that no acene unit of more than 3 fused rings is formed;
- wherein in Attachments A and B, Y1-Y2, Y2-Y3, Y3-Y4, Y4-Y5 and Y5-Y6 are connected by single or double bonds;
- wherein Y1-Y6 are each independently selected from the group consisting of C and N;
- wherein an unsaturated C in Y1-Y6 are substituted by R1;
- wherein in Attachment A, Z1 and Z2 are each independently selected from the group consisting Of C═CR2R3, C═NR2, NR2, O, SO, SO2, BR2, PR2, SiR2R3, and Se;
- wherein in Attachment B, Z1 and Z2 are each independently selected from the group consisting of CR2R3, C═CR2R3, C═O, C═NR2, NR2, O, S, SO, SO2, BR2, P, SiR2R3, and Se;
- wherein in Attachment C, at least one of Y1-Y4 is an N;
- wherein R1-R3 are each independently selected from the group consisting of hydrogen, deuterium, halide, alkyl, haloalkyl, cycloalkyl, heteroalkyl, arylalkyl, alkoxy, thioalkoxy, aryloxy, thioaryloxy, amino, arylamino, diarylamino, carbazolyl, silyl, halosilyl, alkenyl, cycloalkenyl, heteroalkenyl, alkynyl, aryl, heteroaryl, acyl, carbonyl, carboxylic acids, ester, nitrile, isonitrile, sulfanyl, sulfinyl sulfonyl, phosphino, and combinations thereof;
- and
- wherein
- is excluded.
16 more elements
Dependencies are inferred from the claim text.