1,3-butylene glycol product

Patent metadata

Field	Value
Publication number	US-12458571-B2
Application number	US-202017640387-A
Country	US
Kind code	B2
Filing date	Sep 3, 2020
Priority date	Sep 5, 2019
Publication date	Nov 4, 2025
Grant date	Nov 4, 2025

Abstract

Provided is a high-purity 1,3-butylene glycol product that is colorless and odorless, unlikely to be colored over time, and furthermore, unlikely to cause acid concentration increase over time in a state containing water. A 1,3-butylene glycol product, having, according to a gas chromatographic analysis performed under predetermined conditions, a peak ratio of 2000 ppm or lower appearing in a relative retention time ranging from 1.6 to 1.8, provided that the relative retention time for a peak of 1,3-butylene glycol is 1.0.

First claim

The invention claimed is:

1 . A 1,3-butylene glycol product having:
a peak area ratio of 2000 ppm or lower appearing in a relative retention time ranging from 1.6 to 1.8, provided that the relative retention time for a peak of 1,3-butylene glycol is 1.0, according to a gas chromatographic analysis performed under the following conditions: Analytical Column: a column with dimethylpolysiloxane as a stationary phase, having a length of 30 m, an inner diameter of 0.25 mm, and a film thickness of 1.0 μm; Heating Conditions: heating from 80° C. to 120° C. at 5° C./min, then heating again to 160° C. at 2° C./min and maintaining for 2 minutes, and further heating to 230° C. at 10° C./min and maintaining at 230° C. for 18 minutes; Sample Introduction Temperature: 250° C.; Carrier Gas: helium; Column Gas Flow Rate: 1 mL/min; and Detector and Detection Temperature: a flame ionization detector (FID), 280° C.

2 . The 1,3-butylene glycol product according to claim 1 , further having a peak area ratio of 1000 ppm or lower appearing in a relative retention time ranging from 2.3 to 2.4.

3 . The 1,3-butylene glycol product according to claim 1 , further having a peak area ratio of 100 ppm or lower appearing in a relative retention time ranging from 1.35 to 1.45.

4 . The 1,3-butylene glycol product according to claim 2 , further having a peak area ratio of 100 ppm or lower appearing in a relative retention time ranging from 1.35 to 1.45.

5 . The 1,3-butylene glycol product according to claim 1 , having a Hazen color number (APHA) of 60 or less after keeping 180° C. for 3 hours in air atmosphere.

6 . The 1,3-butylene glycol product according to claim 1 , having acid concentration of 0.002 wt. % or lower in terms of acetic acid, after a 90 wt. % aqueous solution is kept at 100° C. for 1 week.

7 . The 1,3-butylene glycol product according to claim 1 , wherein 1,3-butylene glycol in the 1,3-butylene glycol product is a reduced form of at least one compound selected from the group consisting of acetaldol, paraldol, and aldoxane.

8 . A moisturizer comprising the 1,3-butylene glycol product described in claim 1 .

9 . A cosmetic product comprising the moisturizer described in claim 8 .

10 . The 1,3-butylene glycol product according to claim 2 , having a Hazen color number (APHA) of 60 or less after keeping 180° C. for 3 hours in air atmosphere.

11 . The 1,3-butylene glycol product according to claim 3 , having a Hazen color number (APHA) of 60 or less after keeping 180° C. for 3 hours in air atmosphere.

12 . The 1,3-butylene glycol product according to claim 4 , having a Hazen color number (APHA) of 60 or less after keeping 180° C. for 3 hours in air atmosphere.

13 . The 1,3-butylene glycol product according to claim 2 , having acid concentration of 0.002 wt. % or lower in terms of acetic acid, after a 90 wt. % aqueous solution is kept at 100° C. for 1 week.

14 . The 1,3-butylene glycol product according to claim 3 , having acid concentration of 0.002 wt. % or lower in terms of acetic acid, after a 90 wt. % aqueous solution is kept at 100° C. for 1 week.

15 . The 1,3-butylene glycol product according to claim 4 , having acid concentration of 0.002 wt. % or lower in terms of acetic acid, after a 90 wt. % aqueous solution is kept at 100° C. for 1 week.

16 . The 1,3-butylene glycol product according to claim 5 , having acid concentration of 0.002 wt. % or lower in terms of acetic acid, after a 90 wt. % aqueous solution is kept at 100° C. for 1 week.

17 . The 1,3-butylene glycol product according to claim 2 , wherein 1,3-butylene glycol in the 1,3-butylene glycol product is a reduced form of at least one compound selected from the group consisting of acetaldol, paraldol, and aldoxane.

18 . The 1,3-butylene glycol product according to claim 3 , wherein 1,3-butylene glycol in the 1,3-butylene glycol product is a reduced form of at least one compound selected from the group consisting of acetaldol, paraldol, and aldoxane.

19 . The 1,3-butylene glycol product according to claim 4 , wherein 1,3-butylene glycol in the 1,3-butylene glycol product is a reduced form of at least one compound selected from the group consisting of acetaldol, paraldol, and aldoxane.

20 . The 1,3-butylene glycol product according to claim 5 , wherein 1,3-butylene glycol in the 1,3-butylene glycol product is a reduced form of at least one compound selected from the group consisting of acetaldol, paraldol, and aldoxane.

Assignees

• Daicel Corp

Inventors

• Kajikawa Yasuteru
• Nakanishi Tetsuro
• Teshima Yuki
• Hirai Yuuichirou
• Ono Keisuke
• Umehara Midori

Classifications

• C07C31/207 Primary

  1,4-Butanediol; 1,3-Butanediol; 1,2-Butanediol; 2,3-Butanediol · CPC title

• A61Q19/007

  Preparations for dry skin · CPC title

• A61K2800/10

  General cosmetic use · CPC title

• A61Q19/00

  Preparations for care of the skin · CPC title

• A61K8/345 Primary

  containing more than one hydroxy group · CPC title