Patents Assigned to CYNORA GMBH
  • Patent number: 9917270
    Abstract: The present invention relates to a an organic electroluminescent device comprising an exciton quenching layer C located between the a light-emitting layer B and an electron-transport layer D, wherein the exciton quenching layer C comprises at least one emitter EC and at least 80% by weight of at least one electron transport material ETMD.
    Type: Grant
    Filed: May 8, 2017
    Date of Patent: March 13, 2018
    Assignee: CYNORA GMBH
    Inventors: Daniel Volz, Harald Flugge, Patrick Pingel, Georgios Liaptsis
  • Publication number: 20170288149
    Abstract: The invention relates to purely organic molecules according to formula A without metal center and their use as emitters in organic light-emitting diodes (OLEDs) and in other optoelectronic devices with Y is independently selected from the group consisting of C, PR, S, and S(?O); W is independently selected from the group consisting of C(CN)2, NR, O, and S; X is selected from the group consisting of CR2, C?C(CN)2, NR, O, and S; Ar is a substituted aryl or heteroaryl group with 5 to 40 aromatic ring atoms, which is substituted with m same or different radicals R* and with n same or different donor groups D with electron-donating properties, wherein m+n equals the number of substitutable ring atoms and wherein D comprises a structure of formula I: wherein A and B are independently selected from the group consisting of CRR?, CR, NR, and N, wherein there is a single of a double bond between A and B and a single or a double bond between B and Z; Z is a direct bond or a divalent organic bridge group sele
    Type: Application
    Filed: September 17, 2015
    Publication date: October 5, 2017
    Applicant: CYNORA GMBH
    Inventor: Michael Danz
  • Publication number: 20170250363
    Abstract: The present invention relates to a light-emitting layer B comprising a first emitter compound (a) having a non-exited state S0(a), a first excited singlet state S1(a) and a first excited triplet state T1(a); a second emitter compound (b) having a non-exited state S0(b), a first excited singlet state S1(b) and a first excited triplet state T1(b), wherein the energy level of S1(a) is higher than that of S1(b), the energy level of S1(b) is higher than that of T1(b) and wherein the rate of reverse intersystem crossing from T1(a) to S1(a) is higher than the rate of excition energy transfer from S1(a) to S1(b) and/or the rate of excition energy transfer from T1(a) to T1(b), and/or wherein the energy level of T1(b) is higher than that of T1(a). Further, the present invention also refers to an opto-electronic device comprising such light-emitting layer B and use thereof.
    Type: Application
    Filed: September 7, 2015
    Publication date: August 31, 2017
    Applicant: CYNORA GMBH
    Inventors: Thomas BAUMANN, Mathias MYDLAK, Harald FLUGGE, Charlotte FLECHON, Georgios LIAPTSIS
  • Patent number: 9537117
    Abstract: The invention relates to dimeric copper(I) complexes according to formula A, in particular as emitters in optoelectronic devices such as organic light emitting diodes (OLEDs) and other devices wherein: Cu: Cu(I), X: Cl, Br, I, SCN, CN, and/or alkynyl and P?N: a phosphine ligand substituted with a N-heterocycle.
    Type: Grant
    Filed: August 2, 2012
    Date of Patent: January 3, 2017
    Assignee: CYNORA GMBH
    Inventors: Hartmut Yersin, Uwe Monkowius, Thomas Hofbeck
  • Patent number: 9530974
    Abstract: The invention relates to an optoelectronic component having a copper(I) complex of the formula: wherein X is independently selected from Cl, Br and I; N*?E or E?N* is a bidentate ligand connected to a first Cu atom via an N atom and connected to a second Cu atom via an E group, or a monodentate ligand connected to a Cu atom via an E group, wherein E is R2As or R2P, wherein R is selected from alkyl, aryl, alkoxy, and phenoxy; N* is a part of an aromatic group comprising an imine functional group, wherein the aromatic group is selected from pyridyl, pyrimidyl, pyridazinyl, triazinyl, oxazolyl, thiazolyl, imidazolyl, and fused N-heteroaromatics, and wherein the imine functional group comprises the N atom double bonded to a carbon atom of the aromatic group; and ? is a carbon atom, which is likewise part of the aromatic group, connected to the N atom of said aromatic group and also connected to the E group via the As or P atom of the E group.
    Type: Grant
    Filed: December 17, 2014
    Date of Patent: December 27, 2016
    Assignee: CYNORA GMBH
    Inventors: Hartmut Yersin, Uwe Monkowius, Tobias Fischer, Thomas Hofbeck, Thomas Baumann, Tobias Grab
  • Patent number: 9490431
    Abstract: The invention relates to copper(I) complexes of the formula A, in which X*?Cl, Br, I, CN and/or SCN (i.e. independently of one another); N*?E=a bidentate ligand where E=phosphanyl/arsenyl group of the R2E form (where R=alkyl, aryl, alkoxyl, phenoxyl, or amide); N*=imine function, which is part of a N-heteroaromatic 5- or 6-membered ring, which is chosen from the group consisting of oxazole, imidazole, thiazole, isoxazole, isothiazole, pyrazole, 1,2,3-triazole, 1,2,3-oxadiazole, 1,2,5-oxadiazole, 1,2,3-thiadiazole and 1,2,5-thiadiazole, pyridine, pyrimidine, triazine, pyrazine and pyridazine; and “?”=at least one carbon atom, which is likewise part of the aromatic group, wherein the carbon atom is directly adjacent to both the imine nitrogen atom and to the phosphorous or arsenic atom.
    Type: Grant
    Filed: May 14, 2012
    Date of Patent: November 8, 2016
    Assignee: CYNORA GMBH
    Inventors: Thomas Baumann, Tobias Grab, Daniel Zink
  • Patent number: 9447245
    Abstract: The invention relates to the preparation of an organic transition metal complex cross-linked into a multi-dimensional network, comprising the performance of a first reaction, which comprises a first reactant in the form of an organic metal complex and a second reactant for the formation of a multi-dimensional network, where the organic metal complex is cross-linked to form the multi-dimensional-network during the reaction.
    Type: Grant
    Filed: July 9, 2012
    Date of Patent: September 20, 2016
    Assignee: CYNORA GMBH
    Inventors: Thomas Baumann, Tobias Grab, Michael Bächle, Daniel Volz
  • Patent number: 9447246
    Abstract: The invention relates to a method for covalently bonding an organic metal complex to a polymeric matrix. The method comprises the performance of a first reaction, which comprises a first reactant in the form of an organic metal complex and a second reactant in the form of a polymer, where during the reaction the metal complex is covalently bound to the polymer. According to the invention, the metal complex catalyzes the reaction.
    Type: Grant
    Filed: July 9, 2012
    Date of Patent: September 20, 2016
    Assignee: CYNORA GMBH
    Inventors: Daniel Volz, Tobias Grab, Thomas Baumann, Michael Bächle
  • Patent number: 9290494
    Abstract: Organic systems having a light-absorbing unit and a unit causing separation of charges are described. Said organic systems efficiently separate charges induced by light and have high lightfastness.
    Type: Grant
    Filed: November 23, 2009
    Date of Patent: March 22, 2016
    Assignee: CYNORA GMBH
    Inventors: Heinz Langhals, Andreas Obermeier
  • Patent number: 9266906
    Abstract: Copper(I) complexes for the emission of light with a structure according to formula A: wherein: M is Cu(I); L-B-L: a neutral, bidentate ligand, Z4-Z7: includes N or the fragment CR, with R=organic group, selected from the group consisting of: hydrogen, halogen or deuterium or groups which are bound via oxygen (—OR??), nitrogen (—NR??2), or phosphorous atoms (PR??2) as well as alkyl, aryl, heteroaryl, alkenyl, alkinyl, trialkylsilyl and triarylsilyl groups or substituted alkyl, aryl, heteroaryl and alkenyl groups with substituents such as halogens or deuterium or lower alkyl groups; X is either CR??2 or NR??; Y is either O, S or NR??; Z8 includes the fragment CR?, with R?=O*R??, N*R??2 or P*R??2, wherein the bond to the Cu atom is carried out via these groups; R? is a sterically demanding substituent, which inhibits a change in geometry in direction to planarization of the complex in excited state, R??=organic group which is selected from the group consisting of: hydrogen, halogen or deuterium, as well
    Type: Grant
    Filed: July 9, 2012
    Date of Patent: February 23, 2016
    Assignee: CYNORA GMBH
    Inventors: Thomas Baumann, Tobias Grab, Larissa Bergmann
  • Patent number: 9059415
    Abstract: The invention relates to gold(I) complexes having a planar-trigonal coordination geometry and multivalent ligands for use in an optoelectronic device, in particular in organic light-emitting diodes (OLEDs) and in light-emitting electrochemical cells (LEECs).
    Type: Grant
    Filed: February 10, 2011
    Date of Patent: June 16, 2015
    Assignee: Cynora GmbH
    Inventors: Rafal Czerwieniec, Hartmut Yersin, Uwe Monkowius, Thomas Hofbeck, Antonio Laguna, Olga Crespo, Maria Conception Gimeno
  • Patent number: 9024026
    Abstract: The invention relates to neutral mononuclear copper (I) complexes for emitting light and with a structure according to formula (A) in which: M represents: Cu(I); L?L represents: a single, negatively charged, bidentate ligand; N?N represents: a diimine ligand (substituted with R and FG), in particular a substituted 2,2?-bipyridine derivative (bpy) or a substituted 1,10-phenanthroline derivative (phen); R represents: at least one sterically demanding substituent for preventing the planarization of the complex in the excited state; FG=functional group, and represents: at least one second substituent for increasing solubility in organic solvents.
    Type: Grant
    Filed: July 20, 2011
    Date of Patent: May 5, 2015
    Assignee: Cynora GmbH
    Inventors: Hartmut Yersin, Rafal Czerwieniec, Uwe Monkowius
  • Patent number: 9012639
    Abstract: The invention relates to copper(I) complexes of the formula A wherein X=Cl, Br or I (independently of one another); N*?E=a bidentate ligand, wherein E=a phosphinyl group including a phosphorus atom or an arsenyl group including an arsenic atom, wherein the phosphinyl group or the arsenyl group is combined with R in the form of R2E (where R=alkyl, aryl, alkoxy, or phenoxy; N*=imine function which is part of an aromatic group selected from pyridyl, pyrimidyl, pyridazinyl, triazinyl, oxazolyl, thiazolyl and imidazolyl, the aromatic group optionally having at least one substituent to increase the solubility of the copper(I) complex in an organic solvent; and ?=at least one carbon atom which is likewise part of the aromatic group. The carbon atom is located directly adjacent both to the imine nitrogen atom, coordinating to Cu in the case of a bridging ligand and to the phosphorus or arsenic atom.
    Type: Grant
    Filed: June 24, 2010
    Date of Patent: April 21, 2015
    Assignee: Cynora GmbH
    Inventors: Hartmut Yersin, Uwe Monkowius, Tobias Fisher, Thomas Hofbeck, Thomas Baumann, Tobias Grab
  • Publication number: 20140364611
    Abstract: Organo-metallic complexes for opto-electronic and sensory devices and their use in such devices are provided. The organo-metallic complex (triplet emitter) consists of a metal center and chelate ligands. At least one of chelate ligands comprises an aromatic or fused aromatic ring(s). Each ligand is covalently substituted with at least one, preferably two charge transport groups (ctg). The metal center can be coordinated by a spectator ligand. Presence of two ctgs at each ligand is advantageous for applications in organic light emitting diodes (OLEDs). Charge transport units facilitate hole and/or electron transport to the molecular center and allow for efficient exciton formation directly on the complex. Presence of ctgs on each ligand provides a good shielding with respect to interactions with the environment. Emission quenching is strongly reduced and materials with high emission quantum yields are obtained.
    Type: Application
    Filed: August 21, 2014
    Publication date: December 11, 2014
    Applicant: Cynora GmbH
    Inventors: Shuk K. Mak, Wai K. Chan, Tobias Fischer, Hartmut Yersin
  • Publication number: 20140166944
    Abstract: The invention relates to copper(I) complexes of the formula A, in which X*?Cl, Br, I, CN and/or SCN (i.e. independently of one another); N*?E=a bidentate ligand where E=phosphanyl/arsenyl group of the R2E form (where R=alkyl, aryl, alkoxyl, phenoxyl, or amide); N*=imine function, which is part of a N-heteroaromatic 5- or 6-membered ring, which is chosen from the group consisting of oxazole, imidazole, thiazole, isoxazole, isothiazole, pyrazole, 1,2,3-triazole, 1,2,3-oxadiazole, 1,2,5-oxadiazole, 1,2,3-thiadiazole and 1,2,5-thiadiazole, pyridine, pyrimidine, triazine, pyrazine and pyridazine; and “?”=at least one carbon atom, which is likewise part of the aromatic group, wherein the carbon atom is directly adjacent to both the imine nitrogen atom and to the phosphorous or arsenic atom.
    Type: Application
    Filed: May 14, 2012
    Publication date: June 19, 2014
    Applicant: CYNORA GMBH
    Inventors: Thomas Baumann, Tobias Grab, Daniel Zink
  • Publication number: 20140167027
    Abstract: The invention relates to dimeric copper(I) complexes according to formula A, in particular as emitters in optoelectronic devices such as organic light emitting diodes (OLEDs) and other devices wherein: Cu: Cu(I), X: Cl, Br, I, SCN, CN, and/or alkynyl and P?N: a phosphine ligand substituted with a N-heterocycle.
    Type: Application
    Filed: August 2, 2012
    Publication date: June 19, 2014
    Applicant: Cynora GmbH
    Inventors: Hartmut Yersin, Uwe Monkowius, Thomas Hofbeck
  • Publication number: 20140142259
    Abstract: The invention relates to a method for covalently bonding an organic metal complex to a polymeric matrix. The method comprises the performance of a first reaction, which comprises a first reactant in the form of an organic metal complex and a second reactant in the form of a polymer, where during the reaction the metal complex is covalently bound to the polymer. According to the invention, the metal complex catalyzes the reaction.
    Type: Application
    Filed: July 9, 2012
    Publication date: May 22, 2014
    Applicant: CYNORA GMBH
    Inventors: Daniel Volz, Tobias Grab, Thomas Baumann, Michael Bächle
  • Publication number: 20140142258
    Abstract: The invention relates to the preparation of an organic transition metal complex cross-linked into a multi-dimensional network, comprising the performance of a first reaction, which comprises a first reactant in the form of an organic metal complex and a second reactant for the formation of a multi-dimensional network, where the organic metal complex is cross-linked to form the multi-dimensional-network during the reaction.
    Type: Application
    Filed: July 9, 2012
    Publication date: May 22, 2014
    Applicant: CYNORA GMBH
    Inventors: Thomas Baumann, Tobias Grab, Michael Bächle, Daniel Volz
  • Patent number: 8728567
    Abstract: The present invention pertains to the double complex salts in optoelectronic components, like organic diodes, organic transistors or organic lasers, in particular an organic solar cell (OSC, OPP) and in particular from oligomers built from charged metal complexes.
    Type: Grant
    Filed: October 22, 2009
    Date of Patent: May 20, 2014
    Assignee: Cynora GmbH
    Inventors: Hartmut Yersin, Tobias Fischer, Uwe Monkowius
  • Patent number: 8716510
    Abstract: The invention relates to the use of a platinum-dicyano-bisisocyanide complex cluster, having a small ?E distance, in particular between 500 cm?1 and 3000 cm?1, between the lowest triplet state and the overlying singlet state that is populated by means of thermal repopulation from the triplet, in an organic-electronic device for emission of blue light and for absorption in the ultraviolet and blue spectral range. The invention also relates to the use of the singlet harvesting method. Furthermore, the invention relates to the use of the high degrees of absorption of such platinum-dicyano-bisisocyanide complex clusters.
    Type: Grant
    Filed: January 19, 2011
    Date of Patent: May 6, 2014
    Assignee: Cynora GmbH
    Inventors: Hartmut Yersin, Rafal Czerwieniec, Tobias Fischer