Patents by Inventor Tsuyoshi TAKEHANA
Tsuyoshi TAKEHANA 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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Publication number: 20220185957Abstract: A method for producing a terminal carboxyl group-containing polyethylene glycol, which includes the following steps 1 and 2. Step 1: In a solution containing a polyethylene glycol having a hydroxyl group, an inorganic base 0.5 to 4 times the polyethylene glycol in mass, an aprotic solvent and water, mass of the water being 5 to 20 meq with respect to the inorganic base and mass of the water in the solution being 2,000 ppm or less, a compound of the formula (1) is reacted with the polyethylene glycol to obtain a polyethylene glycol ester: wherein X represents a leaving group, a represents an integer of 4 to 9, and R1 represents a hydrocarbon group having 1 to 4 carbon atoms; Step 2: The polyethylene glycol ester is hydrolyzed to obtain a terminal carboxyl group-containing polyethylene glycol.Type: ApplicationFiled: March 25, 2020Publication date: June 16, 2022Applicant: NOF CORPORATIONInventors: Shota SASAKI, Yuichi TAKAHASHI, Atsushi SATO, Tsuyoshi TAKEHANA, Toshihiko HAGIHARA
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Patent number: 10407543Abstract: A method for producing polyethylene glycol having a terminal carboxyl group including oxidizing polyethylene glycol represented by formula (I): CH3O(CH2CH2O)n(CH2)m—CHO with potassium peroxymonosulfate in water whose pH is adjusted to be from 6 to 8 with at least one selected from a carbonate, a phosphate, a citrate and an acetate at 5 to 40° C. to produce polyethylene glycol represented by formula (II): CH3O(CH2CH2O)n(CH2)m—COOH, wherein n is a number from 10 to 1,100, and m is 2 or 3.Type: GrantFiled: November 17, 2016Date of Patent: September 10, 2019Assignee: NOF CORPORATIONInventors: Akiko Doi, Takashi Ichikawa, Tsuyoshi Takehana, Takuma Tsubusaki
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Publication number: 20190055353Abstract: A method for producing polyethylene glycol having a terminal carboxyl group including oxidizing polyethylene glycol represented by formula (I): CH3O(CH2CH2O)n(CH2)m—CHO with potassium peroxymonosulfate in water whose pH is adjusted to be from 6 to 8 with at least one selected from a carbonate, a phosphate, a citrate and an acetate at 5 to 40° C. to produce polyethylene glycol represented by formula (II): CH3O(CH2CH2O)n(CH2)m—COOH, wherein n is a number from 10 to 1,100, and m is 2 or 3.Type: ApplicationFiled: November 17, 2016Publication date: February 21, 2019Applicant: NOF CORPORATIONInventors: Akiko DOI, Takashi ICHIKAWA, Tsuyoshi TAKEHANA, Takuma TSUBUSAKI
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Patent number: 8993687Abstract: There is provided a method for production of a high-purity biodegradable polyoxyethylene derivative on an industrial scale using a polyoxyethylene compound containing polylactic acid at the terminal thereof. A biodegradable polyoxyethylene compound represented by formula (1) and a compound represented by formula (I) are caused to react with each other at 60° C. to 120° C. using toluene as a solvent in the presence of sodium acetate to obtain a biodegradable polyoxyethylene derivative represented by formula (2).Type: GrantFiled: March 12, 2014Date of Patent: March 31, 2015Assignee: NOF CorporationInventors: Kosuke Nishiguchi, Tsuyoshi Takehana, Yuji Yamamoto
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Publication number: 20140296563Abstract: There is provided a method for production of a high-purity biodegradable polyoxyethylene derivative on an industrial scale using a polyoxyethylene compound containing polylactic acid at the terminal thereof. A biodegradable polyoxyethylene compound represented by formula (1) and a compound represented by formula (I) are caused to react with each other at 60° C. to 120° C. using toluene as a solvent in the presence of sodium acetate to obtain a biodegradable polyoxyethylene derivative represented by formula (2).Type: ApplicationFiled: March 12, 2014Publication date: October 2, 2014Applicant: NOF CorporationInventors: Kosuke Nishiguchi, Tsuyoshi Takehana, Yuji Yamamoto
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Patent number: 8816099Abstract: A polyfunctional polyoxyalkylene compound represented by the following formula (1): wherein Z represents a hydroxyl group-removed residue of pentaerythritol or dipentaerythritol, R represents a hydrocarbon group having 1 to 24 carbon atoms, OA1 and OA2 represent an oxyalkylene group having 2 to 4 carbon atoms, L1 and L2 represent an alkylene group which may have an ester bond or the like in the alkylene chain or at the terminal end, and X represents a functional group capable of reacting chemically; R, OA1, OA2, L1, and L2 are the same or different from one another in one molecule, m and n are an average number of moles of the oxyalkylene group added, m represents 5 to 1,000, and n represents 0 to 1,000; p and q represent 0 or 1; r1+r2=4 or 6; and r1 and r2 are an integer of 2 or more.Type: GrantFiled: July 6, 2010Date of Patent: August 26, 2014Assignee: NOF CorporationInventors: Ken-ichiro Nakamoto, Masaki Kamiya, Tsuyoshi Takehana
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Patent number: 8716435Abstract: A multibranched polyoxyalkylene compound represented by the following formula (1): wherein R1 is the same or different and is a hydrocarbon group having 1 to 24 carbon atoms, OA1 and OA2 are the same or different and are an oxyalkylene group having 2 to 4 carbon atoms, n and m are the same or different and are an average number of moles of the oxyalkylene group added, n represents 0 to 1000, m is the same or different and represents 10 to 1000, X represents a functional group capable of reacting with an amino group, a mercapto group, an aldehyde group, a carboxyl group, a triple bond, or an azide group to form a chemical bond, and L1 and L2 are the same or different and are a single bond, an alkylene group, or an alkylene group in which at least one bond selected from an ester bond, a urethane bond, an amide bond, an ether bond, and an amino is interposed.Type: GrantFiled: March 31, 2010Date of Patent: May 6, 2014Assignee: NOF CorporationInventors: Tsuyoshi Takehana, Ken-ichiro Nakamoto, Chika Itoh
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Patent number: 8569444Abstract: A process for producing a polyalkylene glycol derivative having such high molecular weight and purity that the derivative can be used in pharmaceutical applications, which produces a polyalkylene glycol derivative of the formula (X) by steps (A), (B), (C) and (D), wherein R is as defined: R—(OA)nOH??(X) (step (A)) 5 to 50% by mol of an alkali catalyst is added to a compound represented by the formula (Y), wherein R is as defined: R—OH??(Y) (step (B)) an alkylene oxide having 2 to 4 carbon atoms is reacted under a condition of 50 to 130° C. until the average number of moles of an oxyalkylene group OA added reaches the range of 5 to 500 to obtain a polyalkylene glycol derivative; (step (C)) 10 to 5000% by mass of a hydrocarbon solvent is added to the derivative of the step (B) to dilute it, and remaining water is removed by azeotropy; and (step (D)) the derivative of the step (B) is reacted with an alkylene oxide having 2 to 4 carbon atoms under a condition of 50 to 130° C.Type: GrantFiled: November 11, 2009Date of Patent: October 29, 2013Assignee: NOF CorporationInventors: Ken-ichiro Nakamoto, Chika Itoh, Shuichi Yoshimura, Tsuyoshi Takehana
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Publication number: 20110245509Abstract: A polyfunctional polyoxyalkylene compound represented by the following formula (1): wherein Z represents a hydroxyl group-removed residue of pentaerythritol or dipentaerythritol, R represents a hydrocarbon group having 1 to 24 carbon atoms, OA1 and OA2 represent an oxyalkylene group having 2 to 4 carbon atoms, L1 and L2 represent an alkylene group which may have an ester bond or the like in the alkylene chain or at the terminal end, and X represents a functional group capable of reacting chemically; R, OA1, OA2, L1, and L2 are the same or different from one another in one molecule, m and n are an average number of moles of the oxyalkylene group added, m represents 5 to 1,000, and n represents 0 to 1,000; p and q represent 0 or 1; r1+r2=4 or 6; and r1 and r2 are an integer of 2 or more.Type: ApplicationFiled: July 6, 2010Publication date: October 6, 2011Applicant: NOF CORPORATIONInventors: Ken-ichiro NAKAMOTO, Masaki KAMIYA, Tsuyoshi TAKEHANA
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Publication number: 20110218322Abstract: An object of the present invention is to provide a process for producing a polyalkylene glycol derivative having such high molecular weight and purity that the derivative can be used in pharmaceutical applications. The production process of the invention produces a polyalkylene glycol derivative of the formula (X) by steps (A), (B), (C), (D), and (E). R—(OA)nOH??(X) (Step (A)) 5 to 50% by mol of an alkali catalyst is added to a compound represented by the formula (Y). R—OH??(Y) (Step (B)) An alkylene oxide having 2 to 4 carbon atoms is reacted under a condition of 50 to 130° C. until the average number of moles of an oxyalkylene group OA added reaches the range of 5 to 500 to obtain a polyalkylene glycol derivative. (Step (C)) 10 to 5000% by mass of a hydrocarbon solvent is added to the derivative of the step (B) to dilute it, and remaining water is removed by azeotropy.Type: ApplicationFiled: November 11, 2009Publication date: September 8, 2011Applicant: NOF CORPORATIONInventors: Ken-ichiro Nakamoto, Chika Itoh, Shuichi Yoshimura, Tsuyoshi Takehana
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Publication number: 20100261863Abstract: A multibranched polyoxyalkylene compound represented by the following formula (1): CH2-L1-(OA1)n-L2-X CH(OA2)mOR1 CH(OA2)mOR1 CH(OA2)mOR1 CH2(OA2)mOR1 ??(1) wherein R1 is the same or different and is a hydrocarbon group having 1 to 24 carbon atoms, OA1 and OA2 are the same or different and are an oxyalkylene group having 2 to 4 carbon atoms, n and m are the same or different and are an average number of moles of the oxyalkylene group added, n represents 0 to 1000, m is the same or different and represents 10 to 1000, X represents a functional group capable of reacting with an amino group, a mercapto group, an aldehyde group, a carboxyl group, a triple bond, or an azide group to form a chemical bond, and L1 and L2 are the same or different and are a single bond, an alkylene group, or an alkylene group in which at least one bond selected from an ester bond, a urethane bond, an amide bond, an ether bond, and an amino is interposed.Type: ApplicationFiled: March 31, 2010Publication date: October 14, 2010Applicant: NOF CORPORATIONInventors: Tsuyoshi TAKEHANA, Ken-ichiro NAKAMOTO, Chika ITOH