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).

  • Publication number: 20220185957
    Abstract: 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: Application
    Filed: March 25, 2020
    Publication date: June 16, 2022
    Applicant: NOF CORPORATION
    Inventors: Shota SASAKI, Yuichi TAKAHASHI, Atsushi SATO, Tsuyoshi TAKEHANA, Toshihiko HAGIHARA
  • Patent number: 10407543
    Abstract: 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: Grant
    Filed: November 17, 2016
    Date of Patent: September 10, 2019
    Assignee: NOF CORPORATION
    Inventors: Akiko Doi, Takashi Ichikawa, Tsuyoshi Takehana, Takuma Tsubusaki
  • Publication number: 20190055353
    Abstract: 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: Application
    Filed: November 17, 2016
    Publication date: February 21, 2019
    Applicant: NOF CORPORATION
    Inventors: Akiko DOI, Takashi ICHIKAWA, Tsuyoshi TAKEHANA, Takuma TSUBUSAKI
  • Patent number: 8993687
    Abstract: 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: Grant
    Filed: March 12, 2014
    Date of Patent: March 31, 2015
    Assignee: NOF Corporation
    Inventors: Kosuke Nishiguchi, Tsuyoshi Takehana, Yuji Yamamoto
  • Publication number: 20140296563
    Abstract: 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: Application
    Filed: March 12, 2014
    Publication date: October 2, 2014
    Applicant: NOF Corporation
    Inventors: Kosuke Nishiguchi, Tsuyoshi Takehana, Yuji Yamamoto
  • Patent number: 8816099
    Abstract: 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: Grant
    Filed: July 6, 2010
    Date of Patent: August 26, 2014
    Assignee: NOF Corporation
    Inventors: Ken-ichiro Nakamoto, Masaki Kamiya, Tsuyoshi Takehana
  • Patent number: 8716435
    Abstract: 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: Grant
    Filed: March 31, 2010
    Date of Patent: May 6, 2014
    Assignee: NOF Corporation
    Inventors: Tsuyoshi Takehana, Ken-ichiro Nakamoto, Chika Itoh
  • Patent number: 8569444
    Abstract: 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: Grant
    Filed: November 11, 2009
    Date of Patent: October 29, 2013
    Assignee: NOF Corporation
    Inventors: Ken-ichiro Nakamoto, Chika Itoh, Shuichi Yoshimura, Tsuyoshi Takehana
  • Publication number: 20110245509
    Abstract: 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: Application
    Filed: July 6, 2010
    Publication date: October 6, 2011
    Applicant: NOF CORPORATION
    Inventors: Ken-ichiro NAKAMOTO, Masaki KAMIYA, Tsuyoshi TAKEHANA
  • Publication number: 20110218322
    Abstract: 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: Application
    Filed: November 11, 2009
    Publication date: September 8, 2011
    Applicant: NOF CORPORATION
    Inventors: Ken-ichiro Nakamoto, Chika Itoh, Shuichi Yoshimura, Tsuyoshi Takehana
  • Publication number: 20100261863
    Abstract: 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: Application
    Filed: March 31, 2010
    Publication date: October 14, 2010
    Applicant: NOF CORPORATION
    Inventors: Tsuyoshi TAKEHANA, Ken-ichiro NAKAMOTO, Chika ITOH