The Five-membered Hetero Ring Shares Ring Carbons With Two Benzene Rings (i.e., Carbazoles) Patents (Class 548/440)
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Patent number: 11261374Abstract: The present invention addresses the issue of providing: a novel squarylium compound that has high light-emission efficiency, in particular little reduction in light-emission efficiency in a solid membrane, and is capable of emitting a near-infrared light having excellent light resistance; and a light-emitting composition and a light-emitting film that contain said squarylium compound. This squarylium compound is characterized by having a structure indicated by general formula (1).Type: GrantFiled: September 2, 2019Date of Patent: March 1, 2022Assignee: KONICA MINOLTA, INC.Inventor: Ryutaro Sugawara
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Patent number: 11239439Abstract: To provide a light-emitting material of a light emitting layer, particularly a dopant material or a host material of a light emitting layer emitting delayed fluorescence, or a material suitable for a hole blocking layer, as a material for an organic electroluminescent device having a high efficiency, and also to provide an organic photoluminescent device or an organic electroluminescent device having a high efficiency and a high luminance, particularly an organic EL device suppressed in the roll-off phenomenon, by using the material. A material for an organic electroluminescent device, containing a benzonitrile derivative of the following general formula (1), and an organic electroluminescent device containing a pair of electrodes and one layer or plural layers including at least a light emitting layer intervening between the electrodes, the organic electroluminescent device using the material.Type: GrantFiled: March 14, 2016Date of Patent: February 1, 2022Assignees: Hodogaya Chemical Co., Ltd., Hirata Corporation, Kyulux, Inc.Inventors: Chihaya Adachi, Jun-Ichi Nishide, Yasuhide Hiraga, Takehiro Takahashi
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Patent number: 11217754Abstract: According to the present invention, there is provided an organic electroluminescent device which has an anode, a hole transport layer, a luminous layer, an electron transport layer, and a cathode arranged in order of description. The device is characterized in that: the hole transport layer includes a specific arylamine compound, and that the luminous layer includes a specific indenoindole derivative or a specific carbazole derivative. The organic EL device of the present invention has improved efficiency of hole transport from the hole transport layer to the luminous layer and also improved efficiency of electron transport from the electron transport layer to the luminous layer, in comparison to conventional organic EL devices.Type: GrantFiled: July 27, 2015Date of Patent: January 4, 2022Assignees: HODOGAYA CHEMICAL CO., LTD., SFC CO., LTD.Inventors: Shuichi Hayashi, Naoaki Kabasawa, Shunji Mochiduki, Se-Jin Lee, Oun-gyu Lee, Bong-Ki Shin
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Patent number: 11043638Abstract: An organic electroluminescence device includes an anode, an emitting layer and a cathode, in which the emitting layer includes a first compound and a second compound. The first compound is a delayed-fluorescent compound. The second compound is represented by a formula (2) below, in which X is a nitrogen atom or a carbon atom bonded to Y; R21 to R26 are each independently a hydrogen atom or a substituent; Z21 and Z22 are each independently selected from the group consisting of a halogen atom, a substituted or unsubstituted aryl group, a substituted or unsubstituted alkoxy group, and a substituted or unsubstituted aryloxy group.Type: GrantFiled: October 6, 2015Date of Patent: June 22, 2021Assignee: IDEMITSU KOSAN CO., LTD.Inventors: Toshinari Ogiwara, Kei Yoshida, Yuichiro Kawamura
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Patent number: 10833282Abstract: An object is to provide a light-emitting element with high emission efficiency which includes a novel carbazole derivative that has a wide energy gap and can be used for a transport layer or a host material in a light-emitting element. A carbazole derivative in which the 4-position of dibenzothiophene or dibenzofuran is bonded to the 2- or 3-position of carbazole has been able to be provided by use of the carbazole derivative. Further, a light-emitting element having high emission efficiency has been able to be provided by use of the carbazole derivative.Type: GrantFiled: June 15, 2017Date of Patent: November 10, 2020Assignee: Semiconductor Energy Laboratory Co., Ltd.Inventors: Satoshi Seo, Harue Osaka, Sachiko Kawakami, Nobuharu Ohsawa, Tsuneori Suzuki, Hiromi Nowatari, Hiroki Suzuki, Kyoko Takeda
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Patent number: 10622692Abstract: In one aspect, solar energy systems are described herein. In some embodiments, such a comprises an electrochemical cell comprising a photoelectrode, a counter electrode, and an ion transport membrane disposed between the photoelectrode and counter electrode. The cell further comprises a first electrolyte solution disposed in fluid communication with the photoelectrode and the membrane, and a second electrolyte solution disposed in fluid communication with the membrane and the counter electrode. The first and/or second electrolyte solution comprises a solvated redox pair. Additionally, the cell also comprises a storage electrode, a first external electrical connection between the photoelectrode and the counter electrode, and a second external electrical connection between the counter electrode and the storage electrode. Components of the system define a liquid junction photovoltaic cell under light conditions and a galvanic cell under dark conditions.Type: GrantFiled: May 18, 2016Date of Patent: April 14, 2020Assignee: Board of Regents, The University of Texas SystemInventors: Fuqiang Liu, Dong Liu, Zi Wei, Yi Shen, Krishnan Rajeshwar
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Patent number: 10454041Abstract: The present invention relates to a process to produce compounds of the formula (1) which are suitable for use in electronic devices, as well as to intermediate compounds of formula (Int-1) and compounds of formula (1-1) and (1-2) obtained via the process. These compounds are particularly suitable for use organic electroluminescent devices. The present invention also relate to electronic devices, which comprise these compounds.Type: GrantFiled: January 24, 2017Date of Patent: October 22, 2019Assignee: Merck Patent GmbHInventors: Teresa Mujica-Fernaud, Elvira Montenegro
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Patent number: 10374169Abstract: The present invention relates to an organic hole transport material having a compound of the structure shown in formula (I), wherein R1-R2 independently represent hydrogen, C1-C8 substituted or substituted alkyl, C2-C8 substituted or unsubstituted alkenyl, C2-C8 substituted or unsubstituted alkynyl, or C6-C10 substituted or substituted aryl, the substituents being C1-C4 alkyl or halogen. Device experiments show that the organic hole transport material of the present invention has high glass-transition temperature and high thermal stability; a hole-only organic semiconductor diode device and an organic electroluminescent device manufactured by the organic hole transport material have good hole transport performance, high and stable current efficiency, and a long device life.Type: GrantFiled: November 30, 2016Date of Patent: August 6, 2019Assignee: GUANGDONG AGLAIA OPTOELECTRONIC MATERIALS CO. LTDInventors: Kam-Hung Low, Chin-Hsin Chen, Zhe Li, Lei Dai, Lifei Cai
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Patent number: 10326078Abstract: It is an object of the present invention to provide a light emitting element, which is resistant to repetition of an oxidation reaction. It is another object of the invention to provide a light emitting element, which is resistant to repetition of a reduction reaction. An anthracene derivative is represented by a general formula (1). In the general formula (1), R1 represents hydrogen or an alkyl group having 1 to 4 carbon atoms, R2 represents any one of hydrogen, an alkyl group having 1 to 4 carbon atoms and an aryl group having 6 to 12 carbon atoms, R3 represents any one of hydrogen, an alkyl group having 1 to 4 carbon atoms, and an aryl group having 6 to 12 carbon atoms, Ph1 represents a phenyl group, and X1 represents an arylene group having 6 to 15 carbon atoms.Type: GrantFiled: October 17, 2016Date of Patent: June 18, 2019Assignee: Semiconductor Energy Laboratory Co., Ltd.Inventors: Harue Nakashima, Sachiko Kawakami, Kumi Kojima, Ryoji Nomura, Nobuharu Ohsawa
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Patent number: 10281374Abstract: Disclosed are methods for treating a biological sample for an analyte-staining assay. These methods are conducted with the use of a single aqueous multi-functional composition for the purposes of performing the steps of deparaffinization, rehydration, antigen retrieval and endogenous enzyme blocking simultaneously optionally at an elevated temperature. These methods are alternatively conducted with use of a single aqueous multi-functional composition that contains a thermostable protease for the purpose of deparaffinization, rehydration, antigen retrieval and endogenous enzyme blocking at an elevated temperature.Type: GrantFiled: September 4, 2016Date of Patent: May 7, 2019Assignees: Diagnostic BioSystemsInventors: Marc Key, Bipin Gupta
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Patent number: 10276804Abstract: The present invention relates to a compound for an organic optoelectronic element represented by Chemical Formula 1, an element comprising the same, and a display device comprising the organic optoelectronic element (details of Chemical Formula 1 are as described in the specification).Type: GrantFiled: August 6, 2015Date of Patent: April 30, 2019Assignee: Samsung SDI Co., Ltd.Inventors: Seung-Jae Lee, Dong-Min Kang, Eun-Sun Yu, Sang-Shin Lee, Sung-Hyun Jung, Ho-Kuk Jung, Su-Jin Han
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Patent number: 10071993Abstract: An object is to provide a novel carbazole derivative that has an excellent carrier-transport property and can be suitably used for a transport layer or as a host material of a light-emitting element. Another object is to provide an organic semiconductor material and a light-emitting element material each using the carbazole derivative. As the carbazole derivative that can achieve the above objects, a carbazole derivative in which a carbazolyl group whose either 2- or 3-position of carbazole is substituted by the 4-position of a dibenzothiophene skeleton or a dibenzofuran skeleton is bonded to aromatic hydrocarbon that has 14 to 70 carbon atoms and includes a condensed tricyclic ring, a condensed tetracyclic ring, a condensed pentacyclic ring, a condensed hexacyclic ring, or a condensed heptacyclic ring has been able to be synthesized.Type: GrantFiled: September 13, 2016Date of Patent: September 11, 2018Assignee: Semiconductor Energy Laboratory Co., Ltd.Inventors: Hiroki Suzuki, Kyoko Takeda, Sachiko Kawakami, Tsunenori Suzuki, Satoshi Seo, Nobuharu Ohsawa
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Patent number: 10050212Abstract: Disclosed is an organic optoelectric device, including an anode and a cathode facing each other, an emission layer interposed between the anode and the cathode, a hole transport layer interposed between the anode and the emission layer, and a hole transport auxiliary layer interposed between the hole transport layer and the emission layer. The emission layer includes at least one first compound represented by Chemical Formula 1: The emission layer further includes at least one second compound represented by Chemical Formula 2: The hole transport auxiliary layer includes a third compound represented by Chemical Formula 2, the third compound being the same as or different from the second compound.Type: GrantFiled: June 12, 2014Date of Patent: August 14, 2018Assignee: Cheil Industries, Inc.Inventors: Pyeong-Seok Cho, Gi-Wook Kang, Eui-Su Kang, Youn-Hwan Kim, Hun Kim, Yong-Tak Yang, Jae-Jin Oh, Eun-Sun Yu, Nam-Heon Lee, Sang-Shin Lee, Han-Ill Lee
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Patent number: 9920167Abstract: A polymer having a repeating unit represented by Formula 1, wherein R1 through R14, X1, and Ar1 are the same as defined in the detailed description, and an organic light-emitting diode including the polymer are described.Type: GrantFiled: November 7, 2012Date of Patent: March 20, 2018Assignee: SAMSUNG ELECTRONICS CO., LTD.Inventors: Hye-yeon Yang, Ho-suk Kang, Jhun-mo Son, Yong-sik Jung, Mi-jeong Kim, Tae-gon Kim, Won-jae Joo, Hyeon-ho Choi, Seok-hwan Hong
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Patent number: 9793485Abstract: The invention provides compositions comprising crosslinkable BCB-functionalized materials for use in OLEDs applications. The inventive compositions can be used to form hole-transporting materials for use in electroluminescent devices. In particular, the invention provides a composition comprising at least one compound selected from Structure A, as described herein.Type: GrantFiled: August 19, 2015Date of Patent: October 17, 2017Assignees: Dow Global Technologies LLC, Rohm and Haas Electronic Materials LLCInventors: Minrong Zhu, Jichang Feng, Shaoguang Feng, Chun Liu, Nolan T. McDougal, David D. Devore, Peter Trefonas, III, Liam P. Spencer
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Patent number: 9735372Abstract: An object is to provide a light-emitting element with high emission efficiency which includes a novel carbazole derivative that has a wide energy gap and can be used for a transport layer or a host material in a light-emitting element. A carbazole derivative in which the 4-position of dibenzothiophene or dibenzofuran is bonded to the 2- or 3-position of carbazole has been able to be provided by use of the carbazole derivative. Further, a light-emitting element having high emission efficiency has been able to be provided by use of the carbazole derivative.Type: GrantFiled: June 22, 2015Date of Patent: August 15, 2017Assignee: Semiconductor Energy Laboratory Co., Ltd.Inventors: Satoshi Seo, Harue Osaka, Sachiko Kawakami, Nobuharu Ohsawa, Tsunenori Suzuki, Hiromi Nowatari, Hiroki Suzuki, Kyoko Takeda
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Patent number: 9650565Abstract: A carbazole compound represented by the following formula: wherein, when m=1, n=0, Ar1, Ar2, Ar3 and X2 are C6-50 aryl or C4-50 heteroaryl, provided that Ar1 and Ar2, or Ar3 and X2 may form together a ring; X1=C6-50 arylene; R1, R2, R4, R5 and R7 are H, halogen, amino, C1-18 alkyl, C1-18 alkoxy, C6-50 aryl or C4-50 heteroaryl, R3 and R6 are H, halogen, C1-18 alkyl, C1-18 alkoxy, C6-50 aryl or C4-50 heteroaryl; when m=0, n=1-3, Ar3, Ar4 and Ar5 are C6-50 aryl or C4-50 heteroaryl, Ar4 and Ar5 may form together a ring; X1=C1-18 alkyl, C6-50 aryl or C4-50 heteroaryl; X2=C6-50 arylene; R1-R7 are H, halogen, C1-18 alkyl, C1-18 alkoxy, C6-50 aryl or C4-50 heteroaryl; when m=0, n=0, X1=C1-18 alkyl, C6-50 aryl or C4-50 heteroaryl; Ar3 and X2 are C6-50 aryl or C4-50 heteroaryl; R2=H, halogen, C1-18 alkyl, C1-18 alkoxy; R1 and R3-R7 are H, halogen, C1-18 alkyl, C1-18 alkoxy, C6-50 aryl or C4-50 heteroaryl. The carbazole compound is suitable for an organic EL device.Type: GrantFiled: October 20, 2010Date of Patent: May 16, 2017Assignee: TOSOH CORPORATIONInventors: Naoki Matsumoto, Takanori Miyazaki, Shinichi Ishikawa
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Patent number: 9608207Abstract: An organic electroluminescence element that uses a compound expressed by the following general formula has low inter-molecular interaction and high orientation during vapor deposition, and by using compounds that are resistant to aggregation, luminous efficiency is high, and there is little change in chromaticity accompanying drive deterioration (either V1 or W1 and either V2 or W2 form rings, the rings formed by V1 and V2 are six-membered rings, and the rings formed by W1 and W2 are five-membered rings; A2 to A4 and A6 to A8 represent CRZ or N, and RZ represents a hydrogen atom or a substituent; and R2, R3, R7, and R8 represent a hydrogen atom, an alkyl group, an aryl group, a heteroaryl group, a fluorine atom, a hydrogen atom [sic], or a deuterium atom.).Type: GrantFiled: April 11, 2012Date of Patent: March 28, 2017Assignee: UDC Ireland LimitedInventors: Koji Takaku, Tetsu Kitamura, Toru Watanabe, Yasunori Yonekuta
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Patent number: 9556209Abstract: The present invention refers to a process for the ruthenium-catalyzed trans-selective hydrostannation of alkynes and the so-obtained products. The inventive process makes use of a tin hydride which is reacted with an alkyne in the presence of a cyclopentadienyl-coordinated ruthenium catalyst.Type: GrantFiled: October 14, 2014Date of Patent: January 31, 2017Assignee: STUDIENGESELLSCHAFT KOHLE MBHInventors: Alois Fürstner, Stephan Rummelt
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Patent number: 9523031Abstract: Provided is an organic electroluminescence device having high luminous efficiency, high heat resistance and an extremely long lifetime. The organic electroluminescence device of the present invention includes an organic thin film layer composed of one or more layers containing at least a light emitting layer is interposed between a cathode and an anode. The light emitting layer includes a compound containing a condensed ring and a luminescent metal complex capable of emitting light having a red-based color. It is preferable that the compound containing a condensed ring includes a host material, while the luminescent metal complex capable of emitting light having a red-based color includes a phosphorescent dopant.Type: GrantFiled: May 6, 2005Date of Patent: December 20, 2016Assignee: IDEMITSU KOSAN CO., LTD.Inventors: Kiyoshi Ikeda, Mitsunori Ito, Takashi Arakane
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Patent number: 9450188Abstract: An object is to provide a novel carbazole derivative that has an excellent carrier-transport property and can be suitably used for a transport layer or as a host material of a light-emitting element. Another object is to provide an organic semiconductor material and a light-emitting element material each using the carbazole derivative. As the carbazole derivative that can achieve the above objects, a carbazole derivative in which a carbazolyl group whose either 2- or 3-position of carbazole is substituted by the 4-position of a dibenzothiophene skeleton or a dibenzofuran skeleton is bonded to aromatic hydrocarbon that has 14 to 70 carbon atoms and includes a condensed tricyclic ring, a condensed tetracyclic ring, a condensed pentacyclic ring, a condensed hexacyclic ring, or a condensed heptacyclic ring has been able to be synthesized.Type: GrantFiled: February 3, 2014Date of Patent: September 20, 2016Assignee: Semiconductor Energy Laboratory Co., Ltd.Inventors: Hiroki Suzuki, Kyoko Takeda, Sachiko Kawakami, Tsunenori Suzuki, Satoshi Seo, Nobuharu Ohsawa
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Patent number: 9318711Abstract: The organic EL material is represented by Formula (1): where X1 to X4 are each independently a nitrogen (N) atom or a carbon atom that is monovalently bonded to R1(C—R1), R1 is a hydrogen atom, a halogen atom, an aryl group having 6 to 18 carbon atoms, a hetero aryl group having 6 to 18 carbon atoms, or an alkyl group having 1-12 carbon atoms, R2 to R10 are each independently hydrogen, an aryl group having 6 to 30 carbon atoms, or hetero aryl group having 6 to 30 carbon atoms, and at least one of X1 to X4 is a nitrogen atom.Type: GrantFiled: November 20, 2013Date of Patent: April 19, 2016Assignee: SAMSUNG DISPLAY CO., LTD.Inventor: Hiroaki Itoi
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Patent number: 9306171Abstract: A material for organic electroluminescence device having a specific central skeleton to which a cyano-substituted aromatic hydrocarbon group or a cyano-substituted heterocyclic group is bonded at its specific position is described. Further described is an organic electroluminescence device including an organic thin film layer between an anode and a cathode. The organic thin film layer include an light emitting layer and at least one layer of the organic thin film layer contains the material for organic electroluminescence device. The material for organic electroluminescence device realizes an organic electroluminescence device with good emission efficiency.Type: GrantFiled: December 5, 2012Date of Patent: April 5, 2016Assignee: IDEMITSU KOSAN CO., LTD.Inventors: Yumiko Mizuki, Mitsunori Ito, Tetsuya Inoue, Kumiko Hibino, Kazuki Nishimura, Kei Yoshida
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Patent number: 9174927Abstract: A novel stilbene derivative is provided with motivation of providing a blue emissive material showing excellent color purity. The use of the stilbene derivative of the present invention allows the fabrication of a blue-emissive light-emitting element with excellent color purity. The invention also includes an electronic device equipped with a display portion in which the stilbene derivative is employed. The stilbene derivative of the present invention is represented by formula (1), in which Ar1 and Ar2 may form a 5-membered ring by being directly bonded to each other. In formula (1), A11 represents any one of substituents represented by general formulas (1-1) to (1-3). The variables shown in formula (1) and (1-1) to (1-3) are as defined in the specification.Type: GrantFiled: April 16, 2014Date of Patent: November 3, 2015Assignee: Semiconductor Energy Laboratory Co., Ltd.Inventors: Masakazu Egawa, Harue Osaka, Sachiko Kawakami, Nobuharu Ohsawa, Satoshi Seo, Ryoji Nomura
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Patent number: 9172045Abstract: A 4-aminocarbazole compound represented by formula (1): wherein Ar1-Ar4 represent substituted or unsubstituted aryl, thienyl, pyridyl, benzothienyl, dibenzothienyl, dibenzofuranyl, 4-carbazolyl, dibenzothienylphenyl, dibenzofuranylphenyl or 9-carbazolylphenyl group; R1-R7 represent substituted or unsubstituted aryl, heteroaryl or heteroarylphenyl group, or alkyl, alkoxy, cyano group, or hydrogen or halogen atom; n is integer of 0-2; and X represents substituted or unsubstituted (n+1)-valent aromatic hydrocarbon, heteroaromatic or heteroarylphenyl group. The 4-aminocarbazole compound provides an organic EL device exhibiting enhanced emitting efficiency and durability.Type: GrantFiled: October 25, 2012Date of Patent: October 27, 2015Assignee: TOSOH CORPORATIONInventors: Naoki Matsumoto, Takanori Miyazaki
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Patent number: 9172047Abstract: A hole transport material for the organic electroluminescence device, the hole transport material being represented by the following Formula 1,Type: GrantFiled: January 15, 2014Date of Patent: October 27, 2015Assignee: SAMSUNG DISPLAY CO., LTD.Inventor: Hiroaki Itoi
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Patent number: 9150551Abstract: A carbazole compound in which the 2-position of a dibenzofuran skeleton or a dibenzothiophene skeleton is bonded to the 3-position of a carbazole skeleton and nitrogen of the carbazolyl group is bonded to the 9- or 10-position of an anthracene skeleton directly or via a phenylene group was able to be synthesized. It was found out that the carbazole compound has an excellent carrier-transport property, favorable film quality, and a wide band gap, and can be suitably used as a light-emitting element material and an organic semiconductor material.Type: GrantFiled: October 27, 2011Date of Patent: October 6, 2015Assignee: Semiconductor Energy Laboratory Co., Ltd.Inventors: Hiroki Suzuki, Harue Osaka, Tsunenori Suzuki
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Patent number: 9147848Abstract: The invention relates to solution-processable, p-type, low-optical gap oligothiophene compounds for use in solar cell application, comprising at least one thiophene-containing group, at least one electron-withdrawing dicyanovinyl or tricyanovinyl group, and at least one electron-donating diphenylaminofluorenyl or N-alkylcarbazole group.Type: GrantFiled: January 29, 2015Date of Patent: September 29, 2015Assignee: Nano and Advanced Materials Institute LimitedInventors: Ricky Man-Shing Wong, Weifeng Zhang, Lei Guo
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Patent number: 9133173Abstract: To provide a novel carbazole compound that has an excellent carrier-transport property and can be used for a transport layer or as a host material in a light-emitting element. Further, to provide an organic semiconductor material and a material for a light-emitting element using the carbazole compound. A carbazole compound in which the 4-position of a dibenzothiophene skeleton or a dibenzofuran skeleton is substituted with the 2- or 3-position of a carbazole skeleton directly or via an arylene group can be synthesized. The carbazole compound is found to have a suitable carrier-transport property, a good film quality, and be used suitably as a material of a light-emitting element and an organic semicondcutor material. Note that nitrogen of the carbazole skeleton is substituted with any of a phenyl group, a biphenyl group, and a naphthyl group.Type: GrantFiled: October 12, 2011Date of Patent: September 15, 2015Assignee: Semiconductor Energy Laboratory Co., Ltd.Inventors: Harue Osaka, Satoko Shitagaki, Hiromi Nowatari, Nobuharu Ohsawa
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Publication number: 20150144938Abstract: A compound for an organic optoelectronic device, an organic light emitting diode including the same, and a display device including the organic light emitting diode are disclosed and the compound for an organic optoelectronic device represented by a combination of the following Chemical Formulae 1 and 2 provides an organic light emitting diode having life-span characteristics due to excellent electrochemical and thermal stability, and high luminous efficiency at a low driving voltage.Type: ApplicationFiled: February 4, 2015Publication date: May 28, 2015Inventors: Han-Ill LEE, Dong-Wan RYU, Sung-Hyun JUNG, Mi-Young CHAE, Dal-Ho HUH, Jin-Seok HONG, Jun-Seok KIM, Dong-Kyu RYU, Yu-Na JANG, Young-Kyoung JO
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Patent number: 9040172Abstract: The present invention describes novel indenofluorene derivatives which can preferably be employed as matrix materials for phosphorescent dopants or as electron-transport materials, in particular for use in the emission and/or charge-transport layer of electroluminescent devices. The invention furthermore relates to polymers which comprise these compounds as structural units and to a process for the preparation of the compounds according to the invention and to electronic devices which comprise same.Type: GrantFiled: June 1, 2010Date of Patent: May 26, 2015Assignee: Merck Patent GmbHInventors: Amir Hossain Parham, Christof Pflumm, Teresa Mujica-Fernaud, Arne Buesing, Holger Heil
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Patent number: 9040718Abstract: Compounds (including polymers) for use in hybrid host materials which can be used in electroluminescent devices. The compounds comprise at least one electron-transporting moiety and at least one hole-transporting moiety which are joined by a flexible linker. Hybrid host materials comprising the compounds exhibit stability against phase separation, elevated glass transition temperature, morphological stability against crystallization, and isolation of the electron transporting moiety and hole transporting moiety ?-systems.Type: GrantFiled: January 22, 2010Date of Patent: May 26, 2015Assignee: The University of RochesterInventors: Shaw H. Chen, Lichang Zeng, Thomas Yung-Hsin Lee
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Patent number: 9040719Abstract: A carbazole derivative represented by the general formula (1) is provided. In the formula, Ar1 represents a substituted or unsubstituted aryl group having 6 to 10 carbon atoms which form a ring; ? and ? independently represent a substituted or unsubstituted arylene group having 6 to 12 carbon atoms which form a ring; R1 represents an alkyl group having 1 to 4 carbon atoms or a substituted or unsubstituted aryl group having 6 to 10 carbon atoms which form a ring; and R11 to R17 and R21 to R28 independently represent hydrogen, an alkyl group having 1 to 4 carbon atoms, or a substituted or unsubstituted aryl group having 6 to 10 carbon atoms which form a ring.Type: GrantFiled: August 7, 2013Date of Patent: May 26, 2015Assignee: Semiconductor Energy Laboratory Co., Ltd.Inventors: Hiroko Nomura, Harue Osaka, Takahiro Ushikubo, Satoshi Seo
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Publication number: 20150137084Abstract: Triptycene derivatives having symmetric or asymmetric substituents are provided. The triptycene derivatives of the present invention may be applied in phosphorescent lighting devices ranging from deep blue to red and may be applied as a host material, an electron transporting material or a hole transporting material. An OLED device is also herein disclosed.Type: ApplicationFiled: May 19, 2014Publication date: May 21, 2015Applicant: National Tsing Hua UniversityInventors: Chien-Hong CHENG, Ho-Hsiu CHOU, Cheng-Chang LAI
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Publication number: 20150141664Abstract: The invention relates to solution-processable, p-type, low-optical gap oligothiophene compounds for use in solar cell application, comprising at least one thiophene-containing group, at least one electron-withdrawing dicyanovinyl or tricyanovinyl group, and at least one electron-donating diphenylaminofluorenyl or N-alkylcarbazole group.Type: ApplicationFiled: January 29, 2015Publication date: May 21, 2015Inventors: Ricky Man-Shing Wong, Weifeng Zhang, Lei Guo
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Publication number: 20150141642Abstract: A light-emitting material containing a compound represented by the following general formula in a light-emitting layer has high light emission efficiency. In the following general formula, R1 to R10 represent a hydrogen atom or a substituent, provided that at least one of R1 to R10 represents an aryl group, a diarylamino group or a 9-carbazolyl group.Type: ApplicationFiled: March 15, 2013Publication date: May 21, 2015Applicant: KYUSHU UNIVERSITY NATIONAL UNIVERSITY CORPORATIONInventors: Chihaya Adachi, QiSheng Zhang, Kei Sakanoue, Shuzo Hirata
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Patent number: 9034485Abstract: The present invention relates to compounds of the formula (1) and to the use thereof in organic electronic devices, and to organic electronic devices which comprise compounds of the formula (1), preferably as hole-transport materials and/or as emitting materials.Type: GrantFiled: December 22, 2009Date of Patent: May 19, 2015Assignee: Merck Patent GmbHInventors: Arne Buesing, Holger Heil, Philipp Stoessel, Amir Hossain Parham, Rocco Fortte, Jonas Valentin Kroeber
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Publication number: 20150129849Abstract: A compound having the structure of Formula 1, as well as, a first device and a formulation including the same are disclosed. In the structure of Formula 1: R5 is and (a) at least one of R1-R4 is or (b) R1 is In addition, R1, R2, R3, R4, A1, A2, A3, A4, A5, A6, A7, A8, A9, A10, B1, B2, B3, B4, B5, B6, B7, B8, B9, B10, Y1, Y2, Y3, Y4, Y5, Y6, Y7, Y8, Z1, Z2, Z3, Z4, Z5, Z6, Z7, and Z8, are each independently selected from a variety of substituents, where adjacent A, B, Y, and Z groups are, optionally, joined to form a fused ring structure. Finally, X includes an acceptor group selected from —CmF2m+1, —SimF2m+1, —NCO, —NCS, —OCN, —SCN, —OCmF2m+1, and —SCmF2m+1.Type: ApplicationFiled: August 20, 2014Publication date: May 14, 2015Inventors: Raymond Kwong, Siu Tung Lam, Chi Hang Lee
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Publication number: 20150123087Abstract: A compound for an organic light emitting device is represented by Chemical Formula 1. An organic light emitting device includes a first electrode, a second electrode facing the first electrode and an organic layer between the first electrode and the second electrode, and the organic layer includes a compound represented by Chemical Formula 1. In the above Chemical Formula 1, Ar and L are the same as defined in the specification.Type: ApplicationFiled: July 14, 2014Publication date: May 7, 2015Inventors: Mi Kyung Kim, Kwan Hee Lee, Chang Woong Chu, Jin Kook Lee, Sam Il Kho
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Patent number: 9017829Abstract: The present invention relates to a material for an organic electroluminescent device, including a phenanthrocarbazole-based compound having a specific structure, and an organic electroluminescent device including the same. More specifically, the phenanthrocarbazole-based compound is applied as a material for a phosphorescent and fluorescent organic electroluminescent device, thereby providing an organic light emitting device with improved light emitting efficiency, luminance, thermal stability, driving voltage, lifetime and the like.Type: GrantFiled: May 6, 2011Date of Patent: April 28, 2015Assignee: Doosan CorporationInventors: Jin-Seok Hong, Eun Jung Lee, Shin Han Kim, Kyoung-Soo Kim
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Publication number: 20150108449Abstract: An organic light-emitting material having the structure of formula (I) or (II) as described below and an organic light-emitting device (OLED) are disclosed. The OLED adopts the compound containing fluoranthene group as the electron transport material possessing good electron transport and injection ability. The material also enhances the luminous efficiency and lifetime of the device because of its excellent thermal stability and film-forming properties. At the same time, the high triplet energy and excellent electron transport capacity of the material containing fluoranthene group make it suitable to be used as the host for phosphorescent devices, increasing the number of electrons in the light-emitting layer and the efficiency of the device.Type: ApplicationFiled: June 5, 2013Publication date: April 23, 2015Inventors: Jinhai Huang, Lei Dai, Jinxin Chen, Lifei Cai
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Patent number: 9012035Abstract: Disclosed is an organic electroluminescence device having a longer drive life. The organic electroluminescence device includes a light emitting layer which contains a luminescent dye and a host material having a nitrogen-containing aromatic heterocyclic ring. The luminescence resulting from the hole transport layer adjacent to the light emitting layer is less than one-hundredth of the luminescence resulting from the luminescent dye.Type: GrantFiled: December 15, 2006Date of Patent: April 21, 2015Assignees: Pioneer Corporation, Mitsubishi Chemical CorporationInventors: Taishi Tsuji, Shin Kawami, Hideki Sato, Masayoshi Yabe
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Patent number: 9012040Abstract: The present invention relates to a novel anthracene derivative and an organic electronic device using the same. An anthracene derivative that is represented by the following Formula 1: The anthracene derivative can act as a hole injecting, hole transporting, electron injecting and transporting, or light emitting material in an organic light emitting device and an organic electronic device. In particular, the anthracene derivative can act as a light emitting host. The organic electronic device according to the present invention has excellent characteristics in views of efficiency, the driving voltage, and the stability.Type: GrantFiled: July 10, 2009Date of Patent: April 21, 2015Assignee: LG Chem, Ltd.Inventors: Kong-Kyeom Kim, Se-Hwan Son, Dae-Woong Lee, Sang-Young Jeon, Hye-Young Jang
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Publication number: 20150105564Abstract: An organic light-emitting device having a light-emitting layer containing a compound represented by the general formula below has a high light emission efficiency. In the general formula, at least one of R1 to R5 represents a cyano group, at least one of R1 to R5 represents a 9-carbazolyl group, a 1,2,3,4-tetrahydro-9-carbazolyl group, a 1-indolyl group or a diarylamino group, and the balance of R1 to R5 represents a hydrogen atom or a substituent.Type: ApplicationFiled: April 8, 2013Publication date: April 16, 2015Inventors: Chihaya Adachi, Hiroki Uoyama, Hiroko Nomura, Kenichi Goushi, Takuma Yasuda, Ryosuke Kondo, Katsuyuki Shizu, Hajime Nakanotani, Jyunichi Nishide
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Patent number: 9005779Abstract: Disclosed are a compound comprising a five-membered hetero ring, an organic electrical element using the same and a terminal thereof.Type: GrantFiled: May 26, 2011Date of Patent: April 14, 2015Assignee: Duk San Neolux Co., Ltd.Inventors: Junghwan Park, Daesung Kim, Heesun Ji, Soungyun Mun, Sunhee Lee, Bumsung Lee
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Patent number: 9005771Abstract: Compounds containing 2-azatriphenylene are provided. In particular, compounds containing a 2-azatriphenylene core having an additional aromatic group are provided. The compounds provided may be emissive or non-emissive materials. The compounds may be used in organic light emitting devices, particularly as host materials, hole blocking layer materials, or emitting dopants. Devices comprising 2-azatriphenylene containing compounds may demonstrate improved stability and efficiency.Type: GrantFiled: May 12, 2010Date of Patent: April 14, 2015Assignee: Universal Display CorporationInventors: Bin Ma, Raymond C. Kwong
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Publication number: 20150097176Abstract: Compounds comprising a 3,9-linked oligocarbazole moiety and a dibenzothiophene, dibenzofuran, dibenzoselenophene, aza-dibenzothiophene, aza-dibenzofuran, or aza-dibenzoselenophene are provided. The 3,9-linked oligocarbazole and dibenzo or aza-dibenzo moiety are separated by an aromatic spacer. The compounds may be used as non-emissive materials for phosphorescent OLEDs to provide devise having improved performance.Type: ApplicationFiled: December 12, 2014Publication date: April 9, 2015Applicant: Universal Display CorporationInventor: Alexey Borisovich DYATKIN
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Patent number: 8999524Abstract: An organic light-emitting device includes a first electrode, a mixed organic layer, an emission layer, an electron transport layer, and a second electrode. The mixed organic layer contains a fluorene derivative and a pyrazine derivative, and the electron transport layer contains a lithium quinolate and a pyridine derivative.Type: GrantFiled: April 29, 2011Date of Patent: April 7, 2015Assignee: Samsung Display Co., Ltd.Inventors: Dong-Heon Kim, Tae-Shick Kim, Kwan-Hee Lee, Min-Seung Chun, Jung-Ha Son, Jae-Hyun Kwak, Mi-Kyung Kim, Choon-Woo Lim
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Patent number: 8999530Abstract: The present invention provides a new compound and an organic electronic device using the same. The compound according to the present invention may serve as hole injection, hole transporting, electron injection and transporting, and light emitting materials and the like in an organic electronic device comprising an organic light emitting device, and the organic electronic device according to the present invention shows excellent properties in terms of efficiency, driving voltage and service life.Type: GrantFiled: June 12, 2012Date of Patent: April 7, 2015Assignee: LG Chem, Ltd.Inventors: Changhwan Shin, Kongkyeom Kim, Dong Hoon Lee, Jungi Jang, Minseung Chun
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Patent number: 8999528Abstract: A condensation compound is represented by Formula 1, 2, or 3 where R1 to R24 and A to F are further defined in the detailed description.Type: GrantFiled: January 8, 2013Date of Patent: April 7, 2015Assignee: Samsung Display Co., Ltd.Inventors: So-Yeon Kim, Yoon-Hyun Kwak, Bum-Woo Park, Jong-Won Choi, Wha-Il Choi, Sun-Young Lee, Ji-Youn Lee, Jin-Young Yun