Method for producing reduced coenzyme q10

Patent metadata

Field	Value
Publication number	US-2015284311-A1
Application number	US-201314397363-A
Country	US
Kind code	A1
Filing date	Apr 26, 2013
Priority date	Apr 27, 2012
Publication date	Oct 8, 2015
Grant date	—

Abstract

Provided is a production method of Form I crystal of reduced coenzyme Q10 or a crystalline solid thereof, which is substantially free of Form II crystal, including a step of holding a solution containing reduced coenzyme Q10 at a temperature exceeding 47° C. for at least 60 minutes, and a step of crystallization thereafter.

First claim

1 : A method of producing Form I crystal of reduced coenzyme Q10 or a crystalline solid thereof, comprising:
holding a solution containing comprising reduced coenzyme Q10 at a temperature of from 55° C. to 75° C. for at least 60 minutes; and crystallizing the reduced coenzyme Q10 to produce a Form I crystal of the reduced coenzyme Q10 or a crystalline solid thereof, which is substantially free of Form II crystal, wherein the crystallizing comprises cooling the solution.

2 : The method according to claim 1 , wherein the solution includes the reduced coenzyme Q10 dissolved in at least one solvent selected from the group consisting of a hydrocarbon, a fatty acid ester, an ether, an alcohol, a ketone, a nitrogen compound, a sulfur compound and water.

3 : The method according to claim 1 , wherein the crystallizing comprises performing a poor solvent crystallization in combination with the cooling of the solution.

4 : The method according to claim 1 , wherein the crystallizing includes adding a Form I crystal of reduced coenzyme Q10 or a crystalline solid thereof.

5 : The method according to claim 4 , wherein the Form I crystal or the crystalline solid thereof is added in an amount of 0.001-10 wt % relative to an amount of reduced coenzyme Q10 dissolved in the solution.

6 : The method according to claim 1 , wherein the holding of the solution is performed such that an average temperature variation is less than 3° C./h.

7 : The method according to claim 1 , wherein the crystallizing is performed at a temperature of less than 25° C.

8 : The method according to claim 1 , wherein the crystallizing is performed for less than 24 hours.

9 : The method according to claim 1 , wherein the crystallizing is performed under a forced flow that causes a mixing time, θ, to be not more than 5 minutes.

10 : The method according to claim 9 , wherein the forced flow is produced by rotating a mixing blade.

11 : The method according to claim 10 , wherein the mixing blade has a mixing blade diameter/tank diameter ratio, d/D, of not less than 0.85, or is used together with a baffle.

12 : The method according to claim 1 , wherein the holding and the crystallizing are performed in an industrial scale.

13 : The method according to claim 2 , wherein the crystallizing comprises performing a poor solvent crystallization in combination with the cooling of the solution.

14 : The method according to claim 2 , wherein the crystallizing includes adding a Form I crystal of reduced coenzyme Q10 or a crystalline solid thereof.

15 : The method according to claim 14 , wherein the Form I crystal or the crystalline solid thereof is added in an amount of 0.001-10 wt % relative to an amount of reduced coenzyme Q10 dissolved in the solution.

16 : The method according to claim 2 , wherein the holding of the solution is performed such that an average temperature variation is less than 3° C./h.

17 : The method according to claim 2 , wherein the crystallizing is performed at a temperature of less than 25° C.

18 : The method according to claim 2 , wherein the crystallizing is performed for less than 24 hours.

19 : The method according to claim 2 , wherein the crystallizing is performed under a forced flow that causes a mixing time, θ, to be not more than 5 minutes.

20 : The method according to claim 19 , wherein the forced flow is produced by rotating a mixing blade.

Assignees

• Kaneka Corp

Inventors

• Kawachi Hideo
• Kitamura Shiro
• Ueda Yasuyoshi

Classifications

• C07C41/40

  by change of physical state, e.g. by crystallisation · CPC title

• C07C46/10 Primary

  Separation; Purification; Stabilisation; Use of additives · CPC title

• C07B2200/13

  Crystalline forms, e.g. polymorphs · CPC title