IP Library Granted Patent US 12,365,844
Granted Patent B2
US 12,365,844 · App. 18/433,413 · Granted Jul 22, 2025

Method and system for producing refined hydrocarbons from waste plastic pyrolysis oil

Inventors: Yong Woon Kim (Daejeon, KR); Seo Yeong Kang (Daejeon, KR); Soo Kil Kang (Daejeon, KR); Min Gyoo Park (Daejeon, KR); Young Moo Park (Daejeon, KR); Min Woo Shin (Daejeon, KR); Jae Hwan Lee (Daejeon, KR); Jin Seong Jang (Daejeon, KR); Sang Hwan Jo (Daejeon, KR)
Assignees: SK INNOVATION CO., LTD.; SK GEO CENTRIC CO., LTD.
C10G65/12B01D3/143B01D17/047B01D17/06B01J27/051C10G1/002C10G1/10C10G2300/1003C10G2300/202
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 12,365,844
App. No.
18/433,413
Granted
Jul 22, 2025
Kind
B2
Abstract

The present disclosure relates to a method and system for producing refined hydrocarbons from waste plastic pyrolysis oil. The method and system for producing refined hydrocarbons from waste plastic pyrolysis oil according to the present disclosure may minimize formation of an ammonium salt (NH 4 Cl) and may prevent an adhesion phenomenon of impurity particles in a reactor in a refining process of waste plastic pyrolysis oil containing impurities including chlorine and nitrogen. In addition, the method and system for producing refined hydrocarbons according to the present disclosure may have excellent refining efficiency and may implement a long-term operation of a process because deactivation of a catalyst used in the process is reduced or prevented, and may produce refined hydrocarbons having a low content of impurities and a low content of olefins from waste plastic pyrolysis oil.

Claims (24)

1. A method for producing refined hydrocarbons from waste plastic pyrolysis oil, the method comprising:

a dehydration operation applying a voltage to a first mixed solution comprising the waste plastic pyrolysis oil, washing water, and a demulsifier to provide a dehydrated solution;

a hydrotreating operation hydrotreating a second mixed solution comprising the dehydrated solution and a sulfur source to produce a stream comprising refined oil;

a gas-liquid separation operation separating the stream to produce a gas stream comprising hydrogen gas and a liquid stream comprising the refined oil;

a recycling operation recycling the hydrogen gas in the gas stream directly to the hydrotreating operation; and

a distillation operation distilling a composition comprising the refined oil to produce the refined hydrocarbon.

2. The method of claim 1 , wherein in the dehydration operation, the waste plastic pyrolysis oil is included in a greater volume than the washing water.

3. The method of claim 2 , wherein in the dehydration operation, the waste plastic pyrolysis oil and the washing water are included in the first mixed solution at a volume ratio of 1:0.001 to 1:0.5.

4. The method of claim 1 , wherein in the dehydration operation, the waste plastic pyrolysis oil and the demulsifier are included in the first mixed solution at a volume ratio of 1:0.000001 to 1:0.001.

5. The method of claim 1 , wherein the voltage is applied as an alternating current or a combination of an alternating current and a direct current.

6. The method of claim 1 , wherein the voltage is applied through at least one pair of vertical electrodes.

7. The method of claim 1 , further comprising, after the application of the voltage in the dehydration operation, removing a rag layer from the dehydrated solution.

8. The method of claim 1 , wherein the dehydration operation is performed under a temperature condition of 20° C. to 300° C.

9. The method of claim 1 , wherein a ratio of a content of moisture in the waste plastic pyrolysis oil to a content of moisture in the dehydrated solution is 1:0.0001 to 1:0.9.

10. The method of claim 1 , wherein the dehydrated solution from the dehydration operation is additionally dehydrated by condensation of moisture.

11. The method of claim 1 , wherein a weight ratio of nitrogen to chlorine in the second mixed solution is 1:1 to 1:10.

12. The method of claim 1 , wherein the sulfur source includes sulfur-containing oil.

13. The method of claim 12 , wherein the sulfur-containing oil is included in an amount of less than 0.5 parts by weight with respect to 100 parts by weight of the dehydrated solution.

14. The method of claim 1 , wherein the sulfur source includes one or more sulfur-containing organic compounds selected from the group consisting of a disulfide-based compound, a sulfide-based compound, a sulfonate-based compound, and a sulfate-based compound.

15. The method of claim 1 , wherein the hydrotreating operation is performed in the presence of a molybdenum-based hydrotreating catalyst.

16. The method of claim 15 , wherein the molybdenum-based hydrotreating catalyst is a catalyst in which molybdenum, or molybdenum and one or more of nickel, cobalt, and tungsten are supported on a support.

17. The method of claim 1 , wherein the hydrotreating is performed under a pressure condition of 50 bar to 150 bar.

18. The method of claim 1 , further comprising washing the gas stream with water.

19. The method of claim 1 , wherein the composition in the distillation operation comprises the refined oil and petroleum hydrocarbons.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 28, 2026
From: SK GEO CENTRIC CO., LTD.
To: SK INNOVATION CO., LTD.
Reel/Frame 074491/0684 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 6, 2024
From: KIM, YONG WOON; KANG, SEO YEONG; KANG, SOO KIL; PARK, MIN GYOO; PARK, YOUNG MOO; SHIN, MIN WOO; LEE, JAE HWAN; JANG, JIN SEONG; JO, SANG HWAN
To: SK INNOVATION CO., LTD.; SK GEO CENTRIC CO., LTD.
Reel/Frame 066397/0938 →
Priority Claims (2)
KR 10-2023-0051637 · Apr 19, 2023 · national
KR 10-2023-0135700 · Oct 12, 2023 · national
Continuity (1)
Related Publication 20240352349A1 · Oct 24, 2024
References Cited (58)
US 1612180A · Melvin · 1926 [cited by examiner]
US 3935295A · La Hue et al. · 1976 [cited by applicant]
US 6120678A · Stephenson et al. · 2000 [cited by applicant]
US 6150577A · Miller et al. · 2000 [cited by applicant]
US 6228239B1 · Manalastas et al. · 2001 [cited by applicant]
US 11473017B1 · Horlacher · 2022 [cited by applicant]
US 11939531B2 · Paasikallio et al. · 2024 [cited by applicant]
US 20090000985A1 · Van Wees · 2009 [cited by examiner]
US 20090294324A1 · Brandvold et al. · 2009 [cited by applicant]
US 20120184787A1 · Miller · 2012 [cited by applicant]
US 20140053455A1 · Goldman · 2014 [cited by applicant]
US 20140262728A1 · Karanikas · 2014 [cited by applicant]
US 20150267127A1 · Yeganeh et al. · 2015 [cited by applicant]
US 20150274611A1 · Zhu et al. · 2015 [cited by applicant]
US 20150337087A1 · Zhou et al. · 2015 [cited by applicant]
US 20190177620A1 · Posmyk et al. · 2019 [cited by applicant]
US 20190211274A1 · Soliman · 2019 [cited by examiner]
US 20200255748A1 · Soliman et al. · 2020 [cited by applicant]
US 20210189249A1 · Timken · 2021 [cited by applicant]
US 20210269721A1 · Fareid et al. · 2021 [cited by applicant]
US 20220135449A1 · Cantley et al. · 2022 [cited by applicant]
US 20220235276A1 · Paasikallio et al. · 2022 [cited by applicant]
US 20220387908A1 · Andreu et al. · 2022 [cited by applicant]
US 20230323224A1 · Adam et al. · 2023 [cited by applicant]
US 20240059629A1 · Goyheneix et al. · 2024 [cited by applicant]
US 20240351871A1 · Jo et al. · 2024 [cited by applicant]
US 20240351872A1 · Kim et al. · 2024 [cited by applicant]
US 20240352356A1 · Kim et al. · 2024 [cited by applicant]
CN 101613620A · 2009 [cited by examiner]
GB 2580539A · 2020 [cited by examiner]
KR 100759583B1 · 2007 [cited by applicant]
KR 101916404B1 · 2018 [cited by applicant]
KR 102206106B1 · 2021 [cited by applicant]
KR 1020210057722A · 2021 [cited by applicant]
KR 1020220119411A · 2022 [cited by applicant]
KR 1020230010197A · 2023 [cited by applicant]
KR 1020230050510A · 2023 [cited by applicant]
WO 2019004560A1 · 2019 [cited by applicant]
WO 2021216284A1 · 2021 [cited by applicant]
WO WO2021204819A1 · 2021 [cited by examiner]
WO 2023279022A1 · 2023 [cited by applicant]
WO 2023009398A1 · 2023 [cited by applicant]
Machine translation CN 101613620. Retrieved Mar. 18, 2024 (Year: 2024). [cited by examiner]
Extended European Search Report for European Patent Application No. 24163089.6 issued by the European Patent Office on Sep. 11, 2024. [cited by applicant]
Office Action for the U.S. Appl. No. 18/407,459 issued by the USPTO on Apr. 15, 2024. [cited by applicant]
Notice of Allowance for the U.S. Appl. No. 18/427,821 issued by the USPTO on Jun. 5, 2024. [cited by applicant]
Office Action for the U.S. Appl. No. 18/429,454 issued by the USPTO on May 6, 2024. [cited by applicant]
Office Action for the U.S. Appl. No. 18/434,807 issued by the USPTO on May 22, 2024. [cited by applicant]
Office Action for the U.S. Appl. No. 18/434,811 issued by the USPTO on Apr. 22, 2024. [cited by applicant]
Notice of Allowance for the U.S. Appl. No. 18/442,103 issued by the USPTO on May 8, 2024. [cited by applicant]
Office Action for the U.S. Appl. No. 18/442,105 issued by the USPTO on Jun. 7, 2024. [cited by applicant]
Office Action for the U.S. Appl. No. 18/442,111 issued by the USPTO on May 8, 2024. [cited by applicant]
Office Action for the U.S. Appl. No. 18/442,122 issued by the USPTO on Apr. 26, 2024. [cited by applicant]
Office Action for the U.S. Appl. No. 18/444,787 issued by the USPTO on May 23, 2024. [cited by applicant]
Ki-Bum Park et al., Production of clean oil with low levels of chlorine and olefins in a continuous two-stage pyrolysis of a mixture of waste low-density polyethylene and polyvinyl chloride, May 28, 2018, pp. 402-411, E… [cited by applicant]
Office Action for U.S. Appl. No. 18/429,454 issued by the USPTO on Dec. 5, 2024. [cited by applicant]
Office Action for U.S. Appl. No. 18/429,454 issued by the USPTO on Mar. 18, 2025. [cited by applicant]
Office Action for U.S. Appl. No. 18/433,403 issued by the USPTO on Apr. 24, 2025. [cited by applicant]