IP Library Granted Patent US 8,445,733
Granted Patent B1
US 8,445,733 · App. 13/523,001 · Granted May 21, 2013

1,3 butylene glycol with reduced odor

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Quick Facts
Patent No.
US 8,445,733
App. No.
13/523,001
Granted
May 21, 2013
Kind
B1
Abstract

A method of reducing odor of 1,3-butylene glycol includes contacting the 1,3-butylene glycol with an activated carbon selected from wood-based activated carbons and chemically activated carbons.

Claims (20)

1. A method of reducing odor of 1,3-butylene glycol comprising contacting the 1,3-butylene glycol with an activated carbon selected from wood-based activated carbons and chemically activated carbons.

2. The method according to claim 1 , wherein the activated carbon is a wood-based activated carbon.

3. The method according to claim 2 , wherein the activated carbon is a chemically activated, wood-based activated carbon.

4. The method according to claim 3 , wherein the wood-based activated carbon is activated by treatment with phosphoric acid.

5. The method according to claim 1 , wherein the activated carbon employed is a granular activated carbon.

6. The method according to claim 5 , wherein the granular activated carbon has a nominal particle size of from 6 mesh to 25 mesh.

7. The method according to claim 1 , wherein the activated carbon has an apparent density of from 200 kg/m 3 to 350 kg/m 3 .

8. The method according to claim 1 , wherein the activated carbon has a surface area of from 1000 m 2 g to 2000 m 2 /g.

9. The method of claim 1 , wherein the activated carbon is pelletized activated carbon having a pellet diameter of from 2 mm to 6 mm.

10. The method according to claim 1 , wherein the activated carbon has an iodine number of at least 900 mg/g.

11. The method according to claim 1 , wherein the 1,3-butylene glycol treated is produced by aldol combination of acetaldehyde.

12. The method according to claim 1 , effective to reduce the level of ketone or acetal impurities in the 1,3-butylene glycol treated.

13. A method of reducing odor of 1,3-butylene glycol comprising contacting the 1,3-butylene glycol with a fixed bed of particulate activate carbon material selected from wood-based activated carbon and chemically activated carbons for a residence time of 1,3-butylene glycol in the bed of from 1 hour to 48 hours.

14. The method according to claim 13 , wherein the residence time of 1,3-butylene glycol in the bed is from 6 hours to 36 hours.

15. The method according to claim 13 , wherein the residence time of 1,3-butylene glycol in the bed is from 12 hours to 30 hours.

16. The method according to claim 13 , wherein the residence time of 1,3-butylene glycol in the bed is from 18 hours to 24 hours.

17. The method according to claim 13 , further comprising de-gassing the activated carbon prior to contacting the activated carbon with the 1,3-butylene glycol to be purified.

18. The method according to claim 17 , wherein the step of de-gassing the activated carbon comprises flushing the fixed bed of activated carbon with water.

19. The method according to claim 18 , wherein the fixed bed is left full of water for at least 12 hours to de-gas the activated carbon.

20. A method of post-treating a finished 1-3-butylene glycol to reduce odor consisting of contacting the 1,3-butylene glycol with an activated carbon material selected from wood-based activated carbon and chemically activated carbons, wherein the 1,3-butylene glycol is consumed without further purification.

Assignments (8)
TERMINATION AND RELEASE OF PATENT SECURITY AGREEMENT [RECORDED ON JUNE 21, 2024 AT REEL 067806, FRAME 0536] Recorded Apr 8, 2025
From: CANTOR FITZGERALD SECURITIES [AS THE COLLATERAL AGENT]
To: OQ CHEMICALS CORPORATION; OQ CHEMICALS BISHOP, LLC
Reel/Frame 070773/0022 →
PATENT SECURITY AGREEMENT Recorded Jun 21, 2024
From: OQ CHEMICALS CORPORATION; OQ CHEMICALS BISHOP, LLC
To: CANTOR FITZGERALD SECURITIES, AS COLLATERAL AGENT
Reel/Frame 067806/0536 →
CHANGE OF NAME Recorded Aug 25, 2021
From: OXEA BISHOP LLC
To: OQ CHEMICALS BISHOP LLC
Reel/Frame 057311/0541 →
TERMINATION AND RELEASE OF SECURITY INTEREST IN PATENTS RECORDED AT REEL 030795, FRAME 0445 Recorded Oct 12, 2017
From: DEUTSCHE BANK AG NEW YORK BRANCH, AS COLLATERAL AGENT
To: OXEA CORPORATION; OXEA BISHOP, LLC
Reel/Frame 044203/0977 →
RELEASE OF SECURITY INTEREST Recorded Dec 21, 2015
From: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
To: OXEA CORPORATION; OXEA BISHOP, LLC
Reel/Frame 037341/0546 →
SECOND LIEN PATENT SECURITY AGREEMENT Recorded Jul 15, 2013
From: OXEA CORPORATION; OXEA BISHOP, LLC
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 030795/0378 →
FIRST LIEN PATENT SECURITY AGREEMENT Recorded Jul 15, 2013
From: OXEA CORPORATION; OXEA BISHOP, LLC
To: DEUTSCHE BANK AG NEW YORK BRANCH
Reel/Frame 030795/0445 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 14, 2012
From: WINDHORST, KENNETH A.; CORTEZ, OAKLEY
To: OXEA BISHOP LLC
Reel/Frame 028406/0851 →