Patents by Inventor Takabumi Nagai
Takabumi Nagai has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).
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Patent number: 10894770Abstract: An object of the present invention is to provide a novel fullerene derivative usable in n-type semiconductor materials for organic thin-film solar cells and the like. The object is achieved by a fullerene derivative represented by formula (1) wherein R1 represents aryl optionally substituted with at least one substituent, R2 represents an organic group, R3 represents an organic group, with the proviso that at least one of R2 and R3 is alkyl optionally substituted with at least one substituent or alkyl ether optionally substituted with at least one substituent, R4 represents hydrogen or an organic group, and a ring A represents a fullerene ring.Type: GrantFiled: October 6, 2016Date of Patent: January 19, 2021Assignees: DAIKIN INDUSTRIES, LTD., OSAKA UNIVERSITYInventors: Takabumi Nagai, Kenji Adachi, Yoshio Aso, Yutaka Ie, Makoto Karakawa
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Publication number: 20200406166Abstract: An object of the present disclosure is to provide a method for purifying the following fullerene derivative represented by formula (1) that is advantageous in production costs.Type: ApplicationFiled: December 21, 2018Publication date: December 31, 2020Applicant: DAIKIN INDUSTRIES, LTD.Inventors: Takabumi NAGAI, Yosuke KISHIKAWA
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Patent number: 10388878Abstract: The present invention is a material having excellent performance as an n-type semiconductor material, in particular for organic thin-film solar cells. The present invention provides an n-type semiconductor consisting of a fullerene derivative having a purity of 99% or more, the fullerene derivative being represented by formula (1): wherein ring A represents C60 fullerene; R1 represents a hydrogen atom, alkyl optionally having at least one substituent, or aryl optionally having at least one substituent; and Ar represents aryl optionally substituted with at least one alkyl group.Type: GrantFiled: May 16, 2014Date of Patent: August 20, 2019Assignees: DAIKIN INDUSTRIES, LTD., OSAKA UNIVERSITYInventors: Takabumi Nagai, Kenji Adachi, Yoshio Aso, Yutaka Ie, Makoto Karakawa
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Publication number: 20180282274Abstract: An object of the present invention is to provide a novel fullerene derivative usable in n-type semiconductor materials for organic thin-film solar cells and the like. The object is achieved by a fullerene derivative represented by formula (1) wherein R1 represents aryl optionally substituted with at least one substituent, R2 represents an organic group, R3 represents an organic group, with the proviso that at least one of R2 and R3 is alkyl optionally substituted with at least one substituent or alkyl ether optionally substituted with at least one substituent, R4 represents hydrogen or an organic group, and a ring A represents a fullerene ring.Type: ApplicationFiled: October 6, 2016Publication date: October 4, 2018Applicants: DAIKIN INDUSTRIES, LTD., OSAKA UNIVERSITYInventors: Takabumi NAGAI, Kenji ADACHI, Yoshio ASO, Yutaka IE, Makoto KARAKAWA
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Patent number: 9951166Abstract: The present invention provides a fluorine-containing and silicon-containing polymer of the general formula (A) or (B) (wherein each symbol is as defined in the description) which is useful for forming a surface treatment layer having water-repellency, oil-repellency and antifouling property and excellent surface slip property.Type: GrantFiled: March 31, 2014Date of Patent: April 24, 2018Assignee: DAIKIN INDUSTRIES, LTD.Inventors: Dai Fukami, Tomohiro Yoshida, Tomomi Irita, Takabumi Nagai
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Patent number: 9802963Abstract: An object of the present invention is to enable the synthesis of various fluorine-containing compounds having an organic group at both terminals of their tetrafluoroethylene structure (—CF2—CF2—). The present invention provides a fluorine-containing complex compound including a fluorine-containing organic metal compound represented by formula (1a): R1—CF2—CF2-M1??(1a) wherein M1 is a metal selected from the group consisting of copper, zinc, nickel, iron, cobalt, and tin; and R1 represents an organic group, and at least one ligand selected from the group consisting of pyridine ring-containing compounds and phosphines.Type: GrantFiled: October 2, 2014Date of Patent: October 31, 2017Assignees: DAIKIN INDUSTRIES, LTD., OSAKA UNIVERSITYInventors: Kenji Adachi, Takashi Shibanuma, Takabumi Nagai, Sensuke Ogoshi, Masato Ohashi
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Publication number: 20160214999Abstract: An object of the present invention is to enable the synthesis of various fluorine-containing compounds having an organic group at both terminals of their tetrafluoroethylene structure (—CF2—CF2—). The present invention provides a fluorine-containing complex compound including a fluorine-containing organic metal compound represented by formula (1a): R1—CF2—CF2-M1??(1a) wherein M1 is a metal selected from the group consisting of copper, zinc, nickel, iron, cobalt, and tin; and R1 represents an organic group, and at least one ligand selected from the group consisting of pyridine ring-containing compounds and phosphines.Type: ApplicationFiled: October 2, 2014Publication date: July 28, 2016Applicants: DAIKIN INDUSTRIES, LTD., OSAKA UNIVERSITYInventors: Kenji ADACHI, Takashi SHIBANUMA, Takabumi NAGAI, Sensuke OGOSHI, Masato OHASHI
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Publication number: 20160126462Abstract: The present invention is a material having excellent performance as an n-type semiconductor material, in particular for organic thin-film solar cells. The present invention provides an n-type semiconductor consisting of a fullerene derivative having a purity of 99% or more, the fullerene derivative being represented by formula (1): wherein ring A represents C60 fullerene; R1 represents a hydrogen atom, alkyl optionally having at least one substituent, or aryl optionally having at least one substituent; and Ar represents aryl optionally substituted with at least one alkyl group.Type: ApplicationFiled: May 16, 2014Publication date: May 5, 2016Applicants: OSAKA UNIVERSITY, DAIKIN INDUSTRIES, LTD.Inventors: Takabumi NAGAI, Kenji ADACHI, Yoshio ASO, Yutaka IE, Makoto KARAKAWA
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Publication number: 20160093807Abstract: The present invention is a material that exhibits excellent properties as an n-type semiconductor, in particular for use in organic thin-film solar cells. The present invention relates to a fullerene derivative represented by formula (1): wherein R1a and R1b are the same or different, and each represents a hydrogen atom or a fluorine atom; R1c and R1d are the same or different, and each represents a hydrogen atom, a fluorine atom, alkyl, alkoxy, ester, or cyano; R2 represents (1) phenyl optionally substituted with at least one substituent selected from the group consisting of fluorine, alkyl, alkoxy, ester, and cyano, or (2) a 5-membered heteroaryl group optionally substituted with 1 to 3 methyl groups; and ring A represents a fullerene ring.Type: ApplicationFiled: May 16, 2014Publication date: March 31, 2016Applicants: OSAKA UNIVERSITY, DAIKIN INDUSTRIES, LTD.Inventors: Takabumi NAGAI, Kenji ADACHI, Yoshio ASO, Yutaka IE, Makoto KARAKAWA
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Publication number: 20160060376Abstract: The present invention provides a fluorine-containing and silicon-containing polymer of the general formula (A) or (B) (wherein each symbol is as defined in the description) which is useful for forming a surface treatment layer having water-repellency, oil-repellency and antifouling property and excellent surface slip property.Type: ApplicationFiled: March 31, 2014Publication date: March 3, 2016Applicant: DAIKIN INDUSTRIES, LTD.Inventors: Dai FUKAMI, Tomohiro YOSHIDA, Tomomi IRITA, Takabumi NAGAI
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Patent number: 9242911Abstract: An object of the present invention is to provide a method that enables the easy and efficient (high yield, high selectivity, low cost) preparation of a fluorine-containing olefin substituted with an organic group or groups from a fluorine-containing olefin. [Solution] The method for preparing a fluorine-containing olefin substituted with an organic group or groups, the method comprising a step of reacting a fluorine-containing olefin with an organic boron compound in the presence of an organic transition metal catalyst containing at least one transition metal selected from the group consisting of nickel, palladium, platinum, rhodium, ruthenium, and cobalt.Type: GrantFiled: March 8, 2012Date of Patent: January 26, 2016Assignees: OSAKA UNIVERSITY, DAIKIN INDUSTRIES, LTD.Inventors: Takabumi Nagai, Kenji Adachi, Takashi Shibanuma, Sensuke Ogoshi, Masato Ohashi
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Patent number: 9067200Abstract: This invention relates to a method of reacting fluoroolefin with an organic magnesium compound in the presence of a catalyst comprising nickel or palladium so as to efficiently produce fluoroolefin, such as TFE, in which a fluorine (F) atom or atoms bonded to the sp2 hybridized carbon atom are substituted with an organic group.Type: GrantFiled: March 3, 2011Date of Patent: June 30, 2015Assignees: DAIKIN INDUSTRIES, LTD., OSAKA UNIVERSITYInventors: Takabumi Nagai, Takashi Shibanuma, Sensuke Ogoshi, Masato Ohashi
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Publication number: 20140234198Abstract: Provided is an etching method including: (1) bringing a material containing at least one organic compound having an N—F bond into contact with the surface of a solid material; and (2) a step of heating the solid material; whereby etching can be performed safely and in a simple manner, at a higher etching rate, without the use of a high-environmental-load gas that causes global warming or highly reactive and toxic fluorine gas or hydrofluoric acid. The etching method may further include: (3) a step of exposing the solid material to light from the side of the material containing at least one organic compound having an N—F bond; and (4) a step of removing the material containing at least one organic compound having an N—F bond together with the residue remained between said material and the solid material.Type: ApplicationFiled: August 10, 2012Publication date: August 21, 2014Applicants: DAIKIN INDUSTRIES, LTD., OSAKA UNIVERSITYInventors: Mizuho Morita, Junichi Uchikoshi, Kentaro Tsukamoto, Takabumi Nagai, Kenji Adachi
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Publication number: 20130324757Abstract: An object of the present invention is to provide a method that enables the easy and efficient (high yield, high selectivity, low cost) preparation of a fluorine-containing olefin substituted with an organic group or groups from a fluorine-containing olefin. [Solution] The method for preparing a fluorine-containing olefin substituted with an organic group or groups, the method comprising a step of reacting a fluorine-containing olefin with an organic boron compound in the presence of an organic transition metal catalyst containing at least one transition metal selected from the group consisting of nickel, palladium, platinum, rhodium, ruthenium, and cobalt.Type: ApplicationFiled: March 8, 2012Publication date: December 5, 2013Applicants: Daikin Industries, Osaka UniversityInventors: Takabumi Nagai, Kenji Adachi, Takashi Shibanuma, Sensuke Ogoshi, Masato Ohashi
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Publication number: 20120330072Abstract: This invention relates to a method of reacting fluoroolefin with an organic magnesium compound in the presence of a catalyst comprising nickel or palladium so as to efficiently produce fluoroolefin, such as TFE, in which a fluorine (F) atom or atoms bonded to the sp2 hybridized carbon atom are substituted with an organic group.Type: ApplicationFiled: March 3, 2011Publication date: December 27, 2012Inventors: Takabumi Nagai, Takashi Shibanuma, Sensuke Ogoshi, Masato Ohashi
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Patent number: 7906042Abstract: The present invention relates to a surfactant represented by Formula (I): wherein Rf represents a fluoroalkyl group which may have an ether bond; Rh represents an alkyl group; r represents 1 or 0; when r=0, Z1 and Z2 represent (CH2)n1—(X1)p1— and —(X2)q1—, respectively; and when r=1, Z1 and Z2 represent (CH2Y)p2—CH2— and —(CH2Y)q2—, respectively, wherein X1 and X2 may be the same or different and each represents a divalent linking group, p1 represents 0 or 1, q1 represents 0 or 1, n1 represents an integer of 1-10; Y represents O, S or NR, wherein R represents a hydrogen atom, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, or t-butyl; p2 and q2 each represent 0 or 1 but are not 0 at the same time; and M represents a hydrogen atom, alkali metal, ½ alkaline earth metal or ammonium.Type: GrantFiled: January 29, 2010Date of Patent: March 15, 2011Assignee: Daikin Industries, Ltd.Inventors: Takabumi Nagai, Kazuhisa Fujii
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Patent number: 7811473Abstract: The present invention relates to a surfactant represented by Formula (I): [Formula 1] wherein Rf represents a fluoroalkyl group which may have an ether bond; Rh represents an alkyl group; r represents 1 or 0; when r=0, Z1 and Z2 represent (CH2)n1—(X1)p1— and —(X2)q1—, respectively; and when r=1, Z1 and Z2 represent (CH2Y)p2—CH2— and —(CH2Y)q2—, respectively, wherein X1 and X2 may be the same or different and each represents a divalent linking group, p1 represents 0 or 1, q1 represents 0 or 1, n1 represents an integer of 1-10; Y represents O, S or NR, wherein R represents a hydrogen atom, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, or t-butyl; p2 and q2 each represent 0 or 1 but are not 0 at the same time; and M represents a hydrogen atom, alkali metal, ½ alkaline earth metal or ammonium.Type: GrantFiled: May 16, 2005Date of Patent: October 12, 2010Assignee: Daikin Industries, Ltd.Inventors: Takabumi Nagai, Kazuhisa Fujii
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Publication number: 20100176345Abstract: The present invention relates to a surfactant represented by Formula (I): wherein Rf represents a fluoroalkyl group which may have an ether bond; Rh represents an alkyl group; r represents 1 or 0; when r=0, Z1 and Z2 represent (CH2)n1—(X1)p1— and —(X2)q1—, respectively; and when r=1, Z1 and Z2 represent (CH2Y)p2—CH2— and —(CH2Y)q2—, respectively, wherein X1 and X2 may be the same or different and each represents a divalent linking group, p1 represents 0 or 1, q1 represents 0 or 1, n1 represents an integer of 1-10; Y represents O, S or NR, wherein R represents a hydrogen atom, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, or t-butyl; p2 and q2 each represent 0 or 1 but are not 0 at the same time; and M represents a hydrogen atom, alkali metal, ½ alkaline earth metal or ammonium.Type: ApplicationFiled: January 29, 2010Publication date: July 15, 2010Applicant: DAIKIN INDUSTRIES, LTD.Inventors: Takabumi NAGAI, Kazuhisa FUJII
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Publication number: 20080093582Abstract: The present invention relates to a surfactant represented by Formula (I): [Formula 1] wherein Rf represents a fluoroalkyl group which may have an ether bond; Rh represents an alkyl group; r represents 1 or 0; when r=0, Z1 and Z2 represent (CH2)n1—(X1)p1— and —(X2)q1—, respectively; and when r=1, Z1 and Z2 represent (CH2Y)p2—CH2— and —(CH2Y)q2—, respectively, wherein X1 and X2 may be the same or different and each represents a divalent linking group, p1 represents 0 or 1, q1 represents 0 or 1, n1 represents an integer of 1-10; Y represents O, S or NR, wherein R represents a hydrogen atom, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, or t-butyl; p2 and q2 each represent 0 or 1 but are not 0 at the same time; and M represents a hydrogen atom, alkali metal, ½ alkaline earth metal or ammonium.Type: ApplicationFiled: May 16, 2005Publication date: April 24, 2008Applicant: DAIKIN INDUSTRIES, LTD.Inventors: Takabumi Nagai, Kazuhisa Fujii
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Patent number: RE49222Abstract: An object of the present invention is to enable the synthesis of various fluorine-containing compounds having an organic group at both terminals of their tetrafluoroethylene structure (—CF2—CF2—). The present invention provides a fluorine-containing complex compound including a fluorine-containing organic metal compound represented by formula (1a): R1—CF2—CF2-M1??(1a) wherein M1 is a metal selected from the group consisting of copper, zinc, nickel, iron, cobalt, and tin; and R1 represents an organic group, and at least one ligand selected from the group consisting of pyridine ring-containing compounds and phosphines.Type: GrantFiled: October 30, 2019Date of Patent: September 27, 2022Assignees: DAIKIN INDUSTRIES, LTD., OSAKA UNIVERSITYInventors: Kenji Adachi, Takashi Shibanuma, Takabumi Nagai, Sensuke Ogoshi, Masato Ohashi