US 12,472,134 B2
Method for manufacturing 1,3-butylene glycol, and 1,3-butylene glycol product
Masahiko Shimizu, Tokyo (JP); Ryuji Saitou, Tokyo (JP); and Katsunori Makizawa, Tokyo (JP)
Assigned to DAICEL CORPORATION, Osaka (JP)
Appl. No. 17/788,991
Filed by DAICEL CORPORATION, Osaka (JP)
PCT Filed Dec. 23, 2020, PCT No. PCT/JP2020/048211
§ 371(c)(1), (2) Date Jun. 24, 2022,
PCT Pub. No. WO2021/132354, PCT Pub. Date Jul. 1, 2021.
Claims priority of application No. 2019-239974 (JP), filed on Dec. 28, 2019; application No. 2019-239975 (JP), filed on Dec. 28, 2019; application No. 2019-239976 (JP), filed on Dec. 28, 2019; application No. 2019-239977 (JP), filed on Dec. 28, 2019; application No. 2019-239978 (JP), filed on Dec. 28, 2019; application No. 2019-239979 (JP), filed on Dec. 28, 2019; application No. 2020-006660 (JP), filed on Jan. 20, 2020; and application No. 2020-018910 (JP), filed on Feb. 6, 2020.
Prior Publication US 2022/0354760 A1, Nov. 10, 2022
Int. Cl. A61K 8/34 (2006.01); A61Q 19/00 (2006.01); B01D 3/42 (2006.01); C07C 29/141 (2006.01); C07C 29/60 (2006.01); C07C 29/80 (2006.01); C07C 29/84 (2006.01); C07C 31/20 (2006.01)
CPC A61K 8/345 (2013.01) [A61Q 19/00 (2013.01); A61Q 19/007 (2013.01); B01D 3/4205 (2013.01); C07C 29/141 (2013.01); C07C 29/60 (2013.01); C07C 29/80 (2013.01); C07C 29/84 (2013.01); C07C 31/207 (2013.01); A61K 2800/10 (2013.01)] 20 Claims
OG exemplary drawing
 
1. A method for manufacturing 1,3-butylene glycol, which is a method for obtaining purified 1,3-butylene glycol from a crude reaction liquid containing 1,3-butylene glycol, the method comprising:
a dehydration step of removing water by distillation; a high boiling substance removal step of removing a high boiling point component by distillation; and a product distillation step of obtaining purified 1,3-butylene glycol,
wherein in the dehydration step, a dehydration column is used in which a liquid feed containing 1,3-butylene glycol and water with an acetaldehyde content of 1000 ppm or lower and a crotonaldehyde content of 400 ppm or lower is distilled under a condition where a reflux ratio is greater than 0.3 and not greater than 100, and a liquid concentrated with a low boiling point component containing water is distilled off from above a feed plate, and
in the product distillation step, a product column is used in which a 1,3-butylene glycol liquid feed with an acetaldehyde content of 500 ppm or lower and a crotonaldehyde content of 200 ppm or lower is distilled under a condition of a reflux ratio of higher than 0.1, a liquid concentrated with a low boiling point component is distilled off from above a feed plate, and 1,3-butylene glycol is extracted from below the feed plate.