# US 10,374,171 B2 · Organic electroluminescent materials and devices

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- Number: US 10,374,171 B2
- Document ID: US10374171B2
- Status: Granted
- Kind: B2
- Application number: 15/977,452
- Filed: 2018-05-11
- Published: 2018-09-13
- Granted: 2019-08-06
- Earliest claimed: 2007-08-08
- Assignees: Universal Display Corporation
- Applicants: Universal Display Corporation
- Inventors: Bin Ma; Yonggang Wu; Chun Lin; Raymond Kwong
- Web page: https://patentgrep.com/patent/US10374171B2

## CPC

- C07C 15/38: containing four rings
- C07D 307/91: Dibenzofurans; Hydrogenated dibenzofurans
- C07D 333/76: Dibenzothiophenes
- C07D 409/04: directly linked by a ring-member-to-ring-member bond
- C09B 57/00: Other synthetic dyes of known constitution
- C09K 11/025: {non-luminescent particle coatings or suspension media}
- C09K 11/06: containing organic luminescent materials
- H05B 33/14: characterised by the chemical or physical composition or the arrangement of the electroluminescent material {, or by the simultaneous addition of the electroluminescent material in or onto the light source}
- H10K 85/141: {comprising aliphatic or olefinic chains, e.g. poly N-vinylcarbazol, PVC or PTFE}
- H10K 85/342: {comprising iridium}
- H10K 85/622: {containing four rings, e.g. pyrene}
- H10K 85/626: {containing more than one polycyclic condensed aromatic rings, e.g. bis-anthracene}
- H10K 85/636: {comprising heteroaromatic hydrocarbons as substituents on the nitrogen atom}
- H10K 85/654: {comprising only nitrogen as heteroatom (H10K85/652 takes precedence)}
- H10K 85/657: {Polycyclic condensed heteroaromatic hydrocarbons}
- H10K 85/6574: {comprising only oxygen in the heteroaromatic polycondensed ring system, e.g. cumarine dyes}
- H10K 85/6576: {comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene}
- C07C 2603/42: containing only six-membered rings
- C09K 2211/1007: Non-condensed systems
- C09K 2211/1011: Condensed systems
- C09K 2211/1029: containing one nitrogen atom as the heteroatom
- C09K 2211/185: of the platinum group, i.e. Os, Ir, Pt, Ru, Rh or Pd
- H10K 50/11: characterised by the electroluminescent [EL] layers
- H10K 50/12: comprising dopants
- H10K 50/15: Hole transporting layers
- H10K 50/16: Electron transporting layers
- H10K 85/324: {comprising aluminium, e.g. Alq3}
- H10K 85/631: {Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine}
- H10K 2101/10: Triplet emission
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07D: HETEROCYCLIC COMPOUNDS (macromolecular compounds C08)
- C09B: ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES {, e.g. PIGMENTS}; MORDANTS; LAKES (fermentation or enzyme using processes to synthesise a desired chemical compound C12P)
- C09K: MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- H05B: ELECTRIC HEATING; ELECTRIC LIGHT SOURCES NOT OTHERWISE PROVIDED FOR; CIRCUIT ARRANGEMENTS FOR ELECTRIC LIGHT SOURCES, IN GENERAL
- H10K: ORGANIC ELECTRIC SOLID-STATE DEVICES

## Abstract

Triphenylene containing benzo-fused thiophene compounds are provided. Additionally, triphenylene containing benzo-fused furan compounds are provided. The compounds may be useful in organic light emitting devices, particularly as hosts in the emissive layer of such devices, or as materials for enhancement layers in such devices, or both.

## Claims

### Claim 1

A compound having a structure of Formula (VI):
wherein X is S or O;
wherein R1 and R2 are unfused substituents that are independently selected from Ar1, Ar1—Ar2, or no substitution;
wherein each of R1 and R2 may represent mono, di, tri, or tetra substitutions;
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.

### Claim 2 (depends on 1)

The compound of claim 1, having a structure selected from the group consisting of:

### Claim 3 (depends on 1)

The compound of claim 1, wherein R1 is no substitution.

### Claim 4 (depends on 3)

The compound of claim 3, wherein R2 is monosubstituted.

### Claim 5 (depends on 4)

The compound of claim 4, wherein, when present, each Ar1 and each Ar2 is independently benzene or triphenylene.

### Claim 6 (depends on 1)

The compound of claim 1, wherein each of R1 and R2 is monosubstituted.

### Claim 7 (depends on 1)

The compound of claim 1, wherein, when present, each Ar1 and each Ar2 is independently benzene or triphenylene.

### Claim 8 (depends on 7)

The compound of claim 7, having a structure selected from the group consisting of:

### Claim 9 (depends on 1)

The compound of claim 1, wherein the compound has a structure selected from the group consisting of:

### Claim 10 (depends on 9)

The compound of claim 9, wherein X is S.

### Claim 11 (depends on 1)

The compound of claim 1, wherein X is S.

### Claim 12 (depends on 1)

The compound of claim 1, wherein X is O.

### Claim 13 (depends on 1)

The compound of claim 1, wherein the compound has a structure of
wherein X is S.

### Claim 14 (depends on 1)

The compound of claim 1, wherein the compound has a structure of
wherein X is O.

### Claim 15

A compound having a structure of
wherein X is S or O.

### Claim 16 (depends on 15)

The compound of claim 15, wherein X═S.

### Claim 17 (depends on 15)

The compound of claim 15, wherein X═O.

### Claim 18

A compound having a structure of
wherein X is S or O.

### Claim 19 (depends on 18)

The compound of claim 18, wherein X═S.

### Claim 20 (depends on 18)

The compound of claim 18, wherein X═O.