IP Library Granted Patent US 12,296,315
Granted Patent B2
US 12,296,315 · App. 17/442,188 · Granted May 13, 2025

Silica adsorbent for removal of chlorophyll derivatives from triacylglycerol-based oils

Inventors: Chelsea Grimes (Stoney Beach, MD); Demetrius Michos (Clarksville, MD); Cristian Libanati (Silver Spring, MD); Christopher Loren Gene Dayton (Jupiter, FL)
Assignee: W.R. Grace & Co.-Conn.
B01J20/041B01D15/08B01J20/103B01J20/28004B01J20/28059B01J20/28071B01J20/28073C11B3/10
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Quick Facts
Patent No.
US 12,296,315
App. No.
17/442,188
Granted
May 13, 2025
Kind
B2
Abstract

The present invention relates to an adsorbent for treating an oil comprising a chlorophyll derivative. In particular, the present disclosure relates to an improved silica gel adsorbent for removing impurities, including chlorophyll derivatives and/or trace metals, from an oil, in particular triacylglycerol-based oils. The adsorbent comprises a silica gel treated with an alkali earth metal oxide, such as magnesium oxide, and has a pH of about 7 or greater and a water content of about 3 wt % or greater.

Claims (16)

1. An adsorbent for removing chlorophyll and chlorophyll derivatives from an oil, which adsorbent comprises an amorphous porous silica gel treated with an alkaline-earth metal oxide, said adsorbent having a pH of from about 7 or greater, an alkaline-earth metal oxide content of at least 0.1 weight percent (wt %), on a dry basis, and a water content of from about 3 wt % or greater.

2. The adsorbent of claim 1 , wherein the adsorbent comprises from 1 to about 40 wt % alkaline-earth metal oxide, on a dry basis.

3. The adsorbent of claim 1 , wherein the alkaline-earth metal oxide is selected from the group consisting of magnesium oxide, calcium oxide, barium oxide, beryllium oxide, and combinations thereof.

4. The adsorbent of claim 1 , wherein the alkaline-earth metal oxide is magnesium oxide.

5. The adsorbent of claim 4 , wherein the amount of magnesium oxide ranges from about 5 wt % to about 25 wt % MgO.

6. The adsorbent of claim 1 , wherein the adsorbent has a pH of from 7.0 to 10.0.

7. The adsorbent of claim 1 , wherein the adsorbent has a water content of 10 wt % or greater.

8. The adsorbent of claim 1 , wherein the adsorbent has a median particle size of from about 0.1 to about 2,000 microns.

9. The adsorbent of claim 1 , wherein the adsorbent has a surface area of at least 50 m 2 /g.

10. The adsorbent of claim 1 , wherein the adsorbent has a pore volume of at least about 0.1 cc/g.

11. The adsorbent of claim 1 , wherein the adsorbent has a pH of from about 7 to about 10, a magnesium oxide amount of from about 5 to 25 wt % MgO, on a dry basis, and a water content of from about 25 wt % to about 65 wt %.

12. The adsorbent of any of claim 1 , wherein the adsorbent has the capability of removing chlorophyll and chlorophyll derivatives from an oil, wherein the oil comprises a triacylglycerol-based oil.

13. The adsorbent of claim 12 , wherein the triacylglycerol-based oil is selected from the group consisting of canola oil, castor oil, coconut oil, coriander oil, corn oil, cottonseed oil, hazelnut oil, hempseed oil, linseed oil, mango kernel oil, meadowfoam oil, neat's foot oil, olive oil, palm oil, palm kernel oil, palm olein, peanut oil, rapeseed oil, rice bran oil, safflower oil, sasanqua oil, sesame oil, soybean oil, sunflower seed oil, tall oil, tsubaki oil, vegetable oil, and an oil from alga.

14. The adsorbent of claim 12 , wherein the oil is a decolorase-treated oil.

15. The adsorbent of claim 14 , wherein the silica gel is a hydrogel or a hydrated xerogel.

16. The adsorbent of claim 15 , wherein the adsorbent reduces the total concentration of chlorophyll and chlorophyll derivatives in the decolorase-treated oil by at least 5% by weight, compared to the total concentration of chlorophyll and chlorophyll derivatives in the decolorase-treated oil prior to contact with the adsorbent.

Assignments (9)
RELEASE OF SECURITY INTEREST SUPPLEMENT NO. 1, RECORDED AT REEL/FRAME 063237/0252 Recorded Feb 2, 2026
From: WILMINGTON TRUST, NATIONAL ASSOCIATION
To: W. R. GRACE & CO.-CONN.
Reel/Frame 074612/0939 →
NOTES SECURITY INTEREST Recorded Jan 29, 2026
From: W. R. GRACE & CO.-CONN.; ADVANCED REFINING TECHNOLOGIES LLC
To: WILMINGTON TRUST, NATIONAL ASSOCIATION, AS NOTES COLLATERAL AGENT
Reel/Frame 074532/0229 →
SECURITY AGREEMENT (NOTES) Recorded Aug 19, 2025
From: W. R. GRACE & CO.-CONN.
To: WILMINGTON TRUST, NATIONAL ASSOCIATION, AS NOTES COLLATERAL AGENT
Reel/Frame 072520/0653 →
SECURITY INTEREST Recorded Apr 2, 2023
From: W. R. GRACE & CO.-CONN.
To: WILMINGTON TRUST, NATIONAL ASSOCIATION
Reel/Frame 063237/0252 →
SECURITY INTEREST Recorded Apr 2, 2023
From: W. R. GRACE & CO.-CONN.
To: JPMORGAN CHASE BANK, N.A.
Reel/Frame 063237/0262 →
SECURITY INTEREST Recorded Feb 17, 2023
From: W.R. GRACE & CO.-CONN.
To: WILMINGTON TRUST, NATIONAL ASSOCIATION
Reel/Frame 062792/0510 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 27, 2021
From: DAYTON, CHRISTOPHER LOREN GENE
To: BUNGE GLOBAL INNOVATION, LLC
Reel/Frame 057603/0750 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 27, 2021
From: BUNGE GLOBAL INNOVATION, LLC
To: W. R. GRACE & CO.-CONN.
Reel/Frame 057603/0821 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 27, 2021
From: GRIMES, CHELSEA; MICHOS, DEMETRIUS; LIBANATI, CRISTIAN
To: W. R. GRACE & CO.-CONN.
Reel/Frame 057603/0602 →
Continuity (2)
Provisional Application 62824566 · Mar 27, 2019
Related Publication 20230191360A1 · Jun 22, 2023
References Cited (19)
US 4131542A · Bergna · 1978 [cited by examiner]
US 4877765A · Pryor · 1989 [cited by examiner]
US 4939115A · Parker · 1990 [cited by examiner]
US 5006356A · Munson · 1991 [cited by examiner]
US 9227172B2 · Saratovsky et al. · 2016 [cited by applicant]
US 9295810B2 · Hicks et al. · 2016 [cited by applicant]
US 20030204032A1 · Shih et al. · 2003 [cited by applicant]
US 20140305302A1 · Kwon · 2014 [cited by examiner]
US 20190249110A1 · Hicks et al. · 2019 [cited by applicant]
CA 3055262A1 · 2018 [cited by applicant]
JP 2006241245A · 2006 [cited by applicant]
JP 2016040366A · 2016 [cited by applicant]
WO WO0009638A1 · 2000 [cited by applicant]
WO WO2017212076A1 · 2017 [cited by applicant]
WO WO2018181659A1 · 2018 [cited by examiner]
Ciesielczyk Filip et al: “Removal of cadmium(II) and lead(II)ions from model aqueous solutions using sol-gel-derived inorganic oxide adsorbent”, Adsorption, Springer US, New York, vol. 22, No. 4, Oct. 20, 2015 (Oct. 20,… [cited by applicant]
Extended European Search Report on EP patent application No. 20777382.1 dated Dec. 21, 2022 (9 pages). [cited by applicant]
International Search Report and Written Opinion on application No. PCR/US2020/021956 dated Jun. 24, 2020 (14 pages). [cited by applicant]
Jin Fei et al: “Thermogravimetric study on the hydration of reactive magnesia and silica mixture at room temperature”, Thermochimica Acta, vol. 566, Jun. 3, 2013 (Jun. 3, 2013), pp. 162-168, XP028679283, ISSN: 0040-6031… [cited by applicant]