IP Library › Granted Patent US 10,305,047
Granted Patent B2
US 10,305,047 · App. 15/383,579 · Granted May 28, 2019

Main group metal complexes as p-dopants for organic electronic matrix materials

Inventors: Anna Maltenberger (Leutenbach, DE); Marina A. Petrukhina (Schenectady, NY); Guenter Schmid (Hemhofen, DE); Jan Hauke Wemken (Nuremburg, DE)
Assignees: SIEMENS AKTIENGESELLSCHAFT; OSRAM OLED GMBH
H01L51/0077C07F9/94C09K11/06H01L51/002H01L51/009C09K2211/188H01L51/506Y02E10/549Y02P70/521
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Quick Facts
Patent No.
US 10,305,047
App. No.
15/383,579
Granted
May 28, 2019
Kind
B2
Abstract

A metal complex of a metal from groups 13 to 16 uses a ligand of the structure (I), where R.sup.1 and R.sup.2 can independently be oxygen, sulfur, selenium, NH or NR.sup.4, where R.sup.4 an alkyl or aryl and can be connected to R.sup.3. R.sup.3 is an alkyl, long-chain alkyl, alkoxy, long-chain alkoxy, cycloalkyl, halogenalkyl, aryl, arylene, halogenaryl, heteroaryl, heteroarylene, heterocycloalkylene, heterocycloalkyl, halogenheteroaryl, alkenyl, halogenalkenyl, alkynyl, halogenalkynyl, ketoaryl, halogenketoaryl, ketoheteroaryl, ketoalkyl, halogenketoalkyl, ketoalkenyl, halogenketoalkenyl, where in suitable radicals, one or more non-adjacent CH.sup.2-groups can be substituted independently of one another by —O—, —S—, —NH—, —NR.sup.o-, —SiR.sup.oR.sup.oo-, —CO—, —COO—, —OCO—, —OCO—O—, —SO.sub.2-, —S—CO—, —CO—S—, —CY1═CY2 or —C.dbd.C—, specifically in such a way that O and/or S atoms are not connected directly to one another, are likewise optionally substituted with aryl- or heteroaryl preferably containing 1 to 30 C atoms, as a dopant for matrix materials in organic electronic components.

Claims (13)

1. Metal complex containing at least one Ligand L of the following structure

where R1=R2=oxygen and wherein the ligand is selected from the group consisting of 3,5-bis(trifluoromethyl)benzoic acid, 3-(trifluoromethyl)benzoic acid, and 3,5-difluorobenzoic acid, and wherein the metal is selected from the group consisting of bismuth, and mixtures thereof.

2. The metal complex according to claim 1 , wherein the complex is a mononuclear metal complex.

3. The metal complex according to claim 1 , wherein the metal complex follows the structure ML3, wherein M represents the metal and L represents the ligand.

4. The metal complex according to claim 1 , wherein the complex is a polynuclear metal complex.

5. A metal complex comprising:

bismuth atoms bonded to ligands L having the following structure:

where R1=R2=oxygen and wherein the ligand comprises a fluorinated benzoic acid.

6. The metal complex according to claim 5 , wherein the ligand is selected from the group consisting of 3,5-bis(trifluoromethyl)benzoic acid, 3-(trifluoromethyl)benzoic acid, and 3,5-difluorobenzoic acid.

7. The metal complex according to claim 5 , wherein the ligand is selected from the group consisting of 3,5-bis(trifluoromethyl)benzoic acid and 3-(trifluoromethyl)benzoic acid.

8. The metal complex according to claim 5 , wherein the complex is a mononuclear metal complex.

9. The metal complex according to claim 5 , wherein the complex is a polynuclear metal complex.

10. The metal complex according to claim 5 , wherein the metal complex follows the structure ML3, wherein M represents the metal and L represents the ligand.

Assignments (4)
CORRECTIVE ASSIGNMENT TO CORRECT THE ASSIGNEE ADDRESS PREVIOUSLY RECORDED ON REEL 054212 FRAME 0187. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Nov 16, 2020
From: SIEMENS AKTIENGESELLSCHAFT; OSRAM OLED GMBH
To: NOVALED GMBH
Reel/Frame 054429/0418 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 29, 2020
From: SIEMENS AKTIENGESELLSCHAFT; OSRAM OLED GMBH
To: NOVALED GMBH
Reel/Frame 054212/0187 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 6, 2019
From: MALTENBERGER, ANNA; PETRUKHINA, MARINA A.; SCHMID, GUENTER; WEMKEN, JAN HAUKE
To: SIEMENS AKTIENGESELLSCHAFT
Reel/Frame 048520/0009 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 6, 2019
From: SIEMENS AKTIENGESELLSCHAFT
To: SIEMENS AKTIENGESELLSCHAFT; OSRAM OLED GMBH
Reel/Frame 048520/0071 →
Priority Claims (1)
DE 10 2012 209 523 · Jun 6, 2012 · national
Continuity (2)
Division 14406041
Related Publication 20170098787A1 · Apr 6, 2017