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US 9,040,962 B2Granted
Depositing premixed materials
AssigneesUniversal Display Corporation, Nippon Steel & Sumikin Chemical Co., Ltd.
InventorsVadim Adamovich, Michael Weaver, Raymond Kwong, Chuanjun Xia, Bert Alleyne, Takahiro Kai, Masaki Komori, Toshihiro Yamamoto
Life of this patent
Estimating the term…
Abstract
A combination of host materials suitable for co-evaporation or premix evaporation, and devices containing the combination of host materials are provided. The combination of host materials provides improved lifetime and efficiency. A method for fabricating devices containing the host material combination is also provided.
Claims20
A first device comprising an organic light emitting device, further comprising:
- a first electrode;
- a second electrode;
- and
- a first organic layer, disposed between the first electrode and the second electrode, wherein the first organic layer comprises an organic composition;
- wherein the organic composition comprises
- a first compound having the formula:
- wherein X is S or O;
- wherein R1 and R2 are substituents independently selected from the group consisting of CnH2n+1,OCnH2n+1, OAr1, N(CnH2n+1)2, N(Ar1)(Ar2), CH═CH—CnH2n+1, C≡CHCnH2n+1,Ar1, Ar1—Ar2, CnH2n—Ar1, and no substitution;
- wherein each of R1 and R2 may represent mono, di, tri, or tetra substitutions;
- wherein n is 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10;
- wherein Ar1 and Ar2 are independently selected from the group consisting of benzene, biphenyl, naphthalene, triphenylene, carbazole, and heteroaromatic analogs thereof;
- and
- wherein at least one of R1 and R2 includes a triphenylene group;
- and
- a second compound having the formula (1):
- wherein
- Y is an m-valent aromatic hydrocarbon group of 6 to 50 carbon atoms or an m-valent aromatic heterocyclic group of 3 to 50 carbon atoms excluding a group having more than 5 condensed rings;
- m denotes an integer of 1 to 3, such that when m is greater than 2, each Z may be the same or different;
- Z is represented by formula (1 a):
- wherein
- ring A is an aromatic hydrocarbon ring represented by formula (1 b)
- ring B is a heterocyclic ring represented by formula (1 c)
- ring A and B are respectively condensed with the adjacent rings;
- R6, R7, and R8 are each independently selected from the group consisting of hydrogen, an aliphatic hydrocarbon group of 1 to 10 carbon atoms, an aromatic hydrocarbon group of 6 to 18 carbon atoms, and an aromatic heterocyclic group of 3 to 17 carbon atoms;
- and
- Ar3 is an aromatic hydrocarbon group of 6 to 50 carbon atoms, or an aromatic heterocyclic group of 3 to 50 carbon atoms excluding a group having more than 5 condensed rings.
23 more elements
A method of fabricating an organic light emitting device comprising a first electrode, a second electrode, and a first organic layer disposed between the first electrode and the second electrode, wherein the first organic layer comprises an organic composition further comprising a first compound and a second compound, the method comprising:
- providing a substrate having the first electrode disposed thereon;
- depositing the organic composition over the first electrode;
- and
- depositing the second electrode over the first organic layer,
- wherein the first compound has the formula:
- wherein X is S or O;
- wherein R1 and R2 are substituents independently selected from the group consisting of CnH2n+1,O CnH2n+1, OAr1, N(CnH2n+1)2, N(Ar1)(Ar2), CH═CH—CnH2n+1, C≡CHCnH2n+1,Ar1, Ar1—Ar2, CnH2n—Ar1, and no substitution;
- wherein n is 1, 2, 3, 4, 5, 6, 7, 8, 9, or 10;
- wherein Ar1 and Ar2 are independently selected from the group consisting of benzene, biphenyl, naphthalene, triphenylene, carbazole, and heteroaromatic analogs thereof;
- and
- wherein at least one of R1 and R2 includes a triphenylene group;
- and
- wherein the second compound has the formula (1)
- wherein
- Y is an m-valent aromatic hydrocarbon group of 6 to 50 carbon atoms or an m-valent aromatic heterocyclic group of 3 to 50 carbon atoms excluding a group having more than 5 condensed rings;
- m denotes an integer of 1 to 3, such that when m is greater than 2, each Z may be the same or different;
- Z is represented by formula (1 a):
- wherein
- ring A is an aromatic hydrocarbon ring represented by formula (1 b)
- ring B is a heterocyclic ring represented by formula (1 c)
- ring A and ring B are respectively condensed with the adjacent rings;
- R6, R7, and R8 are each independently selected from the group consisting of hydrogen, an aliphatic hydrocarbon group of 1 to 10 carbon atoms, an aromatic hydrocarbon group of 6 to 18 carbon atoms, and an aromatic heterocyclic group of 3 to 17 carbon atoms;
- and,
- Ar3 is an aromatic hydrocarbon group of 6 to 50 carbon atoms, or an aromatic heterocyclic group of 3 to 50 carbon atoms excluding a group having more than 5 condensed rings.
21 more elements
A host composition comprising a mixture of a first compound and a second compound, wherein the first compound has the formula:
- wherein X is S or O;
- wherein each of R1, R2, R3, R4, and R5 may represent mono, di, tri, or tetra substitutions;
- wherein R1, R2, R3, R4, and R5 are independently selected from the group consisting of hydrogen, halogen, alkyl, alkoxy, amino, alkenyl, alkynyl, aryl and heteroaryl;
- and
- wherein the second compound has the formula (2):
- wherein
- Y′ is an m-valent aromatic hydrocarbon group of 6 to 40 carbon atoms or an m-valent aromatic heterocyclic group of 3 to 40 carbon atoms excluding a group having more than 5 condensed rings;
- m denotes an integer of 1 or 2 , and when m=2, each Z may be the same or different;
- Z is represented by formula (2 a):
- wherein ring A is an aromatic hydrocarbon ring represented by formula (2 b),
- ring B is a heterocyclic ring represented by formula (2 c),
- ring A and ring B are respectively condensed with the adjacent rings;
- R6, R7, and R8 are independently selected from the group consisting of hydrogen, an aliphatic hydrocarbon group of 1 to 10 carbon atoms, an aromatic hydrocarbon group of 6 to 18 carbon atoms, and an aromatic heterocyclic group of 3 to 17 carbon atoms;
- and
- Ara′ is an aromatic hydrocarbon group of 6 to 40 carbon atoms, or an aromatic heterocyclic group of 3 to 40 carbon atoms excluding a group having more than 5 condensed rings.
12 more elements
A host composition comprising a mixture of a first compound and a second compound, wherein the first compound has the formula:
- wherein X is S or O;
- wherein each of R1, R2, R3, R4, and R5 may represent mono, di, tri, or tetra substitutions;
- wherein R1, R2, R3, R4, and R5 are independently selected from the group consisting of hydrogen, halogen, alkyl, alkoxy, amino, alkenyl, alkynyl, aryl and heteroaryl;
- wherein L is selected from the group consisting of benzene, biphenyl, naphthalene, triphenylene, carbazole, and heteroaromatic analogs thereof;
- and
- wherein the second compound has the formula:
- wherein
- Y′ is an m-valent aromatic hydrocarbon group of 6 to 40 carbon atoms or an m-valent aromatic heterocyclic group of 3 to 40 carbon atoms excluding a group having more than 5 condensed rings;
- m denotes an integer of 1 or 2 , and when m=2, each Z may be the same or different;
- Z is represented by formula (2 a):
- wherein ring A is an aromatic hydrocarbon ring represented by formula (2 b),
- ring B is an heterocyclic ring represented by formula (2 c),
- ring A and ring B are respectively condensed with the adjacent rings;
- R6, R7, and R8 are independently selected from the group consisting of hydrogen, an aliphatic hydrocarbon group of 1 to 10 carbon atoms, an aromatic hydrocarbon group of 6 to 18 carbon atoms, and an aromatic heterocyclic group of 3 to 17 carbon atoms;
- and
- Ara′ is an aromatic hydrocarbon group of 6 to 40 carbon atoms, or an aromatic heterocyclic group of 3 to 40 carbon atoms excluding a group having more than 5 condensed rings.
13 more elements
Dependencies are inferred from the claim text.