ELECTRONIC DEVICE

• US 20150280133A1
• Filed: 10/11/2013
• Published: 10/01/2015
• Est. Priority Date: 10/31/2012
• Status: Active Grant

• Current Assignee: Merck Patent GmbH (Merck & Co., Inc.)
• Original Assignee: Merck Patent GmbH (Merck & Co., Inc.)
• Inventors: Parham, Amir Hossain, Martynova, Irina, Montenegro, Elvira, Mujica-Fernaud, Teresa, Voges, Frank, Buesing, Arne
• Granted Patent: US 9,831,441 B2
• Time in Patent Office: Days
• US Class Current: 1/1
• CPC Class Codes: A61N 2005/0653 Organic light emitting diodes
• CPC Class Codes: A61N 5/06 using light
• CPC Class Codes: C07C 211/54 having amino groups bound to two or three six-membered aromatic rings
• CPC Class Codes: C07C 211/61 with at least one of the condensed ring systems formed by three or more rings
• CPC Class Codes: C07C 225/22 having amino groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
• CPC Class Codes: C07C 2603/08 containing three- or four-membered rings
• CPC Class Codes: C07C 2603/18 Fluorenes; Hydrogenated fluorenes
• CPC Class Codes: C07D 209/86 with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to carbon atoms of the ring system
• CPC Class Codes: C07D 307/91 Dibenzofurans; Hydrogenated dibenzofurans
• CPC Class Codes: C07D 311/82 Xanthenes
• CPC Class Codes: C07D 333/76 Dibenzothiophenes
• CPC Class Codes: C07D 403/04 directly linked by a ring-member-to-ring-member bond
• CPC Class Codes: C07D 405/04 directly linked by a ring-member-to-ring-member bond
• CPC Class Codes: C07D 405/10 linked by a carbon chain containing aromatic rings
• CPC Class Codes: C07D 405/14 containing three or more hetero rings
• CPC Class Codes: C07D 413/14 containing three or more hetero rings
• CPC Class Codes: C07D 471/14 Ortho-condensed systems
• CPC Class Codes: C07D 491/14 Ortho-condensed systems
• CPC Class Codes: C07D 495/14 Ortho-condensed systems
• CPC Class Codes: C07F 7/0814 said ring is substituted at a C ring atom by Si
• CPC Class Codes: H10K 2101/10 : Triplet emission
• CPC Class Codes: H10K 50/11 : characterised by the electroluminescent [EL] layers
• CPC Class Codes: H10K 50/15 : Hole transporting layers
• CPC Class Codes: H10K 50/155 : comprising dopants
• CPC Class Codes: H10K 50/81 : Anodes
• CPC Class Codes: H10K 50/82 : Cathodes
• CPC Class Codes: H10K 85/40 : Organosilicon compounds, e.g. TIPS pentacene
• CPC Class Codes: H10K 85/615 : Polycyclic condensed aromatic hydrocarbons, e.g. anthracene
• CPC Class Codes: H10K 85/624 : containing six or more rings
• CPC Class Codes: H10K 85/626 : containing more than one polycyclic condensed aromatic rings, e.g. bis-anthracene
• CPC Class Codes: H10K 85/631 : Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine
• CPC Class Codes: H10K 85/633 : comprising polycyclic condensed aromatic hydrocarbons as substituents on the nitrogen atom
• CPC Class Codes: H10K 85/636 : comprising heteroaromatic hydrocarbons as substituents on the nitrogen atom
• CPC Class Codes: H10K 85/6572 : comprising only nitrogen in the heteroaromatic polycondensed ring system, e.g. phenanthroline or carbazole
• CPC Class Codes: H10K 85/6574 : comprising only oxygen in the heteroaromatic polycondensed ring system, e.g. cumarine dyes
• CPC Class Codes: H10K 85/6576 : comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene
• CPC Class Codes: Y02E 10/549 : Organic PV cells

Abstract

The invention relates to an electronic device containing at least one compound of formula (I) or (II) in an organic layer. The invention further relates to a method for producing the electronic device and the use of a compound of formula (I) or (II) in an electronic device.

Claims

1-15. -15. (canceled)

16. An electronic device comprising anode, cathode and at least one organic layer, which comprises at least one compound of the formula (I) or (II)

17. The electronic device according to claim 16, wherein the group E is selected on each occurrence, identically or differently, from a single bond, C(R¹)₂, C═

O, O, S and NR¹.

18. The electronic device according to claim 16, wherein the group Ar^l is selected on each occurrence, identically or differently, from aryl or heteroaryl groups having 6 to 10 aromatic ring atoms, which is optionally substituted by one or more radicals R¹.

19. The electronic device according to claim 16, wherein the group Ar² is selected on each occurrence, identically or differently, from aryl or heteroaryl groups having 6 to 10 aromatic ring atoms, which is optionally substituted by one or more radicals R¹.

20. The electronic device according to claim 16, wherein R¹ is on each occurrence, identically or differently, H, D, F, CN, Si(R²)₃, N(R²)₂, a straight-chain alkyl or alkoxy group having 1 to 20 C atoms or a branched or cyclic alkyl or alkoxy group having 3 to 20 C atoms, where the above-mentioned groups may each be substituted by one or more radicals R² and where one or more CH₂ groups in the above-mentioned groups is optionally replaced by —

C≡

C—

, —

R²C═

CR²—

, Si(R²)₂, C═

O, C═

NR², —

NR²—

, —

O—

, —

S—

, —

C(═

O)O—

or —

C(═

O)NR²—

, or an aromatic or heteroaromatic ring system having 5 to 20 aromatic ring atoms, which is optionally substituted by one or more radicals R², where two or more radicals R¹ is optionally linked to one another and may form a ring.

21. The electronic device according to claim 16, wherein the index n is on each occurrence, identically or differently, 0 or 1.

22. The electronic device according to claim 16, wherein the index i is equal to 0.

23. The electronic device according to claim 16, wherein in compounds of the formulae (I) and (II), a group selected from groups of the formula (A-1) and (A-2) according to claim 16 is bonded at the positions denoted by *.

24. The electronic device according to claim 16, wherein the compounds of the formulae (I) and (II) contain no further arylamino groups in addition to the groups (A-1), (A-2), (C-1) and (C-2) according to claim 16.

25. The electronic device according to claim 16, wherein the compounds of the formulae (I) and (II) contain no further carbazole groups in addition to the groups (A-1), (A-2), (C-1) and (C-2) according to claim 16.

26. The electronic device according to claim 16, wherein the compounds of the formula (I) are compounds of the following formulae (I-1) to (I-4):

27. The electronic device according to claim 16, wherein the device is an organic integrated circuit (OIC), an organic field-effect transistor (OFET), an organic thin-film transistor (OTFT), an organic light-emitting transistor (OLET), an organic solar cell (OSC), an organic optical detector, an organic photoreceptor, an organic field-quench device (OFQD), an organic light-emitting electrochemical cell (OLEC), an organic laser diode (0-laser) or an organic electroluminescent device (OLED).

28. The electronic device according to claim 27, wherein the device is an organic electroluminescent device comprising an organic layer which comprises the compound of the formula (I) or (II) is a layer having a hole-transporting function or an emitting layer.

29. A display and/or as light source in lighting applications and/or as light source in medical or cosmetic applications which comprises the electronic device according to claim 16.

30. An electronic device in a hole-transporting or in an emitting layer which comprises the compound of the formula (I) or (II)