IP Library Granted Patent US 12,378,727
Granted Patent B2
US 12,378,727 · App. 18/671,686 · Granted Aug 5, 2025

Modified sulfuric acid and uses thereof

Inventors: Clay Purdy (Medicine Hat, CA); Markus Weissenberger (Calgary, CA); Markus Pagels (Calgary, CA); Kyle G Wynnyk (Calgary, CA)
Assignee: SIXRING INC.
D21C3/003D21C1/04D21C3/04D21C9/16
View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 12,378,727
App. No.
18/671,686
Granted
Aug 5, 2025
Kind
B2
Abstract

A one-pot processes to separate lignin from a lignocellulosic feedstock include providing a vessel; providing a lignocellulosic feedstock; providing a composition comprising an acid, a modifying agent comprising a heterocyclic compound, and a peroxide; and exposing the lignocellulosic feedstock to the composition in the vessel for a period of time sufficient to remove at least 80% of the lignin present in the lignocellulosic feedstock.

Claims (21)

1. A one-pot process to separate lignin from a lignocellulosic feedstock, the process comprising:

providing a vessel;

providing a lignocellulosic feedstock;

providing a composition comprising:

an acid;

a modifying agent comprising a heterocyclic compound; and

a peroxide; and

exposing the lignocellulosic feedstock to the composition in the vessel for a period of time sufficient to remove at least 80% of the lignin present in the lignocellulosic feedstock.

2. The process of claim 1 , further comprising separating and removing a liquid phase comprising dissolved lignin fragments from a solid phase comprising cellulose fibres.

3. The process of claim 1 , wherein the acid is sulfuric acid.

4. The process of claim 1 , wherein the peroxide is hydrogen peroxide.

5. The process of claim 1 , wherein the period of time is sufficient to remove at least 90% of the lignin present in the lignocellulosic feedstock.

6. The process of claim 1 , wherein the period of time is sufficient to remove at least 95% of the lignin present in the lignocellulosic feedstock.

7. The process of claim 1 , wherein the temperature of the composition prior to the step of exposing it to the lignocellulosic feedstock is below 50° C.

8. The process of claim 1 , wherein the temperature of the composition prior to the step of exposing it to the lignocellulosic feedstock is below 40° C.

9. The process of claim 1 , wherein the method process is carried out at ambient temperature and/or ambient pressure.

10. The process of claim 1 , wherein the composition has an acid to heterocyclic compound molar ratio ranging from 5:1 to 30:1.

11. The process of claim 10 , wherein the composition has an acid to peroxide molar ratio of 1:1.

12. The process of claim 1 , wherein the heterocyclic compound is selected from the group consisting of imidazole, N-methylimidazole, triazole, pyrrole, pyrazine, benzotriazole, quinoline and combinations thereof.

13. The process of claim 1 , wherein the heterocyclic compound is selected from the group consisting of imidazole and N-methylimidazole.

14. The process of claim 1 , wherein the heterocyclic compound is imidazole.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 22, 2024
From: PURDY, CLAY; WEISSENBERGER, MARKUS; PAGELS, MARKUS; WYNNYK, KYLE G
To: SIXRING INC.
Reel/Frame 067498/0336 →
Priority Claims (1)
CA CA 3110357 · Feb 25, 2021 · national
Continuity (2)
Division 17407297 · Aug 20, 2021
Related Publication 20240309585A1 · Sep 19, 2024
References Cited (90)
US 3801512A · Solenberger · 1974 [cited by applicant]
US 4113747A · Prescher · 1978 [cited by applicant]
US 4280914A · Knorre · 1981 [cited by applicant]
US 4316026A · Hatano · 1982 [cited by examiner]
US 4420616A · Ikegami · 1983 [cited by examiner]
US 5252183A · Shaban · 1993 [cited by applicant]
US 5756413A · Bogdanovic · 1998 [cited by applicant]
US 5968486A · Newell · 1999 [cited by applicant]
US 6162503A · Ferrier · 2000 [cited by applicant]
US 6187170B1 · Hampp · 2001 [cited by applicant]
US 6554948B1 · Ferrier · 2003 [cited by examiner]
US 6602440B2 · Bishop et al. · 2003 [cited by applicant]
US 8999194B1 · Tsai et al. · 2015 [cited by applicant]
US 9179551B2 · Takahashi et al. · 2015 [cited by applicant]
US 10053438B2 · Bolz · 2018 [cited by applicant]
US 11668047B2 · Purdy · 2023 [cited by examiner]
US 11820041B2 · Boitouzet · 2023 [cited by applicant]
US 11821139B2 · Purdy · 2023 [cited by examiner]
US 11905656B2 · Purdy · 2024 [cited by examiner]
US 11982051B2 · Weissenberger · 2024 [cited by examiner]
US 11982052B2 · Purdy · 2024 [cited by examiner]
US 12071724B2 · Purdy · 2024 [cited by examiner]
US 12123138B2 · Purdy · 2024 [cited by examiner]
US 20040092102A1 · Li · 2004 [cited by applicant]
US 20040099637A1 · Johnson · 2004 [cited by examiner]
US 20060014391A1 · Lee · 2006 [cited by applicant]
US 20080206995A1 · Tomiga · 2008 [cited by applicant]
US 20100291722A1 · Kim · 2010 [cited by examiner]
US 20120024818A1 · Ono · 2012 [cited by applicant]
US 20120168075A1 · Abys et al. · 2012 [cited by applicant]
US 20120217500A1 · Park · 2012 [cited by examiner]
US 20130122701A1 · Krupa · 2013 [cited by applicant]
US 20140038348A1 · Bong-Kyun · 2014 [cited by applicant]
US 20140322349A1 · Martin · 2014 [cited by applicant]
US 20160244913A1 · Tsuruga · 2016 [cited by applicant]
US 20160304989A1 · Pujari · 2016 [cited by examiner]
US 20180171227A1 · Hsu · 2018 [cited by applicant]
US 20180187129A1 · Traistaru · 2018 [cited by applicant]
US 20180370071A1 · Boitouzet · 2018 [cited by applicant]
US 20190288015A1 · Kim · 2019 [cited by applicant]
US 20200011389A1 · Koizumi et al. · 2020 [cited by applicant]
US 20220170206A1 · Purdy · 2022 [cited by applicant]
US 20220267954A1 · Purdy · 2022 [cited by applicant]
US 20240150173A1 · Purdy · 2024 [cited by examiner]
US 20240209159A1 · Enriquez · 2024 [cited by examiner]
CA 2711182A1 · 2009 [cited by applicant]
CN 101445933B · 2013 [cited by applicant]
CN 104060307A · 2014 [cited by examiner]
CN 104060308 · 2014 [cited by applicant]
CN 105294580A · 2016 [cited by applicant]
CN 104060308B · 2016 [cited by examiner]
CN 106044736 · 2016 [cited by applicant]
CN 107089908A · 2017 [cited by applicant]
CN 108203829A · 2018 [cited by applicant]
CN 108624237A · 2018 [cited by applicant]
CN 109423648A · 2019 [cited by applicant]
CN 109628934 · 2019 [cited by applicant]
CN 109898085A · 2019 [cited by applicant]
CN 112226790 · 2021 [cited by applicant]
JP 08253880A · 1996 [cited by applicant]
JP 10079366A · 1998 [cited by applicant]
JP H10101642 · 1998 [cited by applicant]
JP 2005213526A · 2005 [cited by applicant]
JP 4278705B1 · 2009 [cited by applicant]
JP 2013022761A · 2013 [cited by applicant]
KR 20090054926A · 2009 [cited by applicant]
KR 20130080933A · 2013 [cited by examiner]
KR 101590081B1 · 2016 [cited by applicant]
WO 9619097A1 · 1996 [cited by applicant]
WO 2017174206A1 · 2017 [cited by applicant]
WO 2021125362A1 · 2021 [cited by applicant]
WO 2021168536A1 · 2021 [cited by applicant]
CN 109898085 A English language Abstract (Year: 2019). [cited by examiner]
CN 109628934 A English language Abstract (Year: 2019). [cited by examiner]
CN 106044736 A English language Abstract (Year: 2016). [cited by examiner]
“KR101715618B1, see English Language Abstract (2017)”. [cited by applicant]
“KR20130080933A, see English Language Abstract (2013)”. [cited by applicant]
“PCT/CA2021/000067 International Search Report and Written Opinion dated Dec. 22, 2021”. [cited by applicant]
CN 104060307 A English language Abstract (Year: 2014). [cited by applicant]
CN 104060308 A English language Abstract (Year: 2014). [cited by applicant]
CN 109761380 A English Language Abstract (Year: 2019). [cited by applicant]
CN 110813256 A English Language Abstract (Year: 2020). [cited by applicant]
CN 104810161 A English Language Abstract (Year: 2015). [cited by applicant]
“International Search Report and Written Opinion Issued in PCT/CA2021/000070 on Nov. 1, 2021”. [cited by applicant]
CN 112226790 A English language Abstract (Year: 2021)., & CN112226790 A 00000000. [cited by applicant]
US 20190288015 A1 English language Abstract (Year: 2019). [cited by applicant]
PCT/CA2021/000073 International Search Report and Written Opinion dated Dec. 2, 2021. [cited by applicant]
KR 1590081 B1, English Language Abstract etc.). (Year: 2016). [cited by applicant]
CN 111375618 A, English Language Abstract etc.). (Year: 2020). [cited by applicant]
CN 107500418 A, English Language Abstract etc.). (Year: 2017). [cited by applicant]