IP Library Granted Patent US 11,325,874
Granted Patent B2
US 11,325,874 · App. 17/263,194 · Granted May 10, 2022

Method for preparing a linear alpha olefin including oxygen removal from the feed

Inventors: Chansaem Park (Daejeon, KR); Hyoseung Park (Daejeon, KR); Sungreal Son (Daejeon, KR); Inhyoup Song (Daejeon, KR); Woosung Jung (Daejeon, KR)
Assignees: SK Innovation Co., Ltd.; SK Global Chemical Co., Ltd.
C07C2/30C07C11/04
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Quick Facts
Patent No.
US 11,325,874
App. No.
17/263,194
Granted
May 10, 2022
Kind
B2
Abstract

Provided is a method for preparing a linear alpha olefin using a chromium-based catalyst, including the steps of: removing oxygen impurities by contacting an olefin with an oxygen adsorbent; injecting the olefin from which the oxygen impurities are removed; a chromium-based catalyst into a reactor; and oligomerizing the olefin in the reactor.

Claims (20)

1. A method for preparing a linear alpha olefin, the method comprising steps of:

removing oxygen impurities by contacting an olefin with an oxygen adsorbent;

injecting the olefin from which the oxygen impurities are removed, and a chromium-based catalyst into a reactor;

oligomerizing the olefin in the reactor; and

terminating the oligomerizing reaction by using a catalyst deactivator,

wherein the step of removing the oxygen impurities is performed under a temperature of 50 to 100° C.

2. The method of claim 1 , wherein the oxygen adsorbent is CuO, NiO, MoO 3 , zeolite 3A, activated alumina, or a mixture thereof.

3. The method of claim 1 , wherein the oxygen adsorbent has a specific surface area of 100 to 900 m 2 /g.

4. The method of claim 1 , wherein the step of removing the oxygen impurities is performed by passing the olefin through an adsorption tower filled with the oxygen adsorbent.

5. The method of claim 4 , wherein the olefin is injected into the adsorption tower at a gas hourly space velocity of 0.02 to 5 hr −1 .

6. The method of claim 4 , further comprising, after the step of removing the oxygen impurities, a step of regenerating the oxygen adsorbent.

7. The method of claim 6 , wherein the oxygen adsorbent is CuO, and the step of regenerating the oxygen adsorbent is performed by passing a mixed gas of hydrogen and nitrogen through the adsorption tower at 100 to 200° C.

8. The method of claim 7 , wherein a volume ratio of hydrogen and nitrogen in the mixed gas is 5:95 to 95:5.

9. The method of claim 1 , wherein the step of removing the oxygen impurities is performed under a pressure of 5 to 100 kg/cm 2 .

10. The method of claim 1 , wherein after the step of removing the oxygen impurities, an oxygen content in the olefin is less than 100 ppm.

11. The method of claim 10 , wherein the oxygen content in the olefin is 0 ppm.

12. The method of claim 1 , wherein the chromium-based catalyst is represented by CrL 1 (l 2 ) p (X) q or Cr 2 X 1 2 L 1 2 (L 2 ) y (X) z (where L 1 is a heteroligand, L 2 is an organic ligand, X and X 1 are each independently halogen, p is 0 or an integer of 1 or more, q is an integer of (oxidation number of Cr−p), y is an integer of 2 or more, and z is an integer of (2×oxidation number of Cr)−y).

13. The method of claim 1 , wherein the olefin is ethylene.

14. The method of claim 1 , wherein the catalyst deactivator is an oxygen-containing inorganic material selected from the group consisting of O 2 , CO 2 , CO, NO, NO 2 , N 2 O, N 2 O 3 , N 2 O 4 , N 2 O 5 and a mixture thereof; an organic compound including one or more of functional groups including at least one selected from the group consisting of oxygen, phosphorus, nitrogen and sulfur, and having a number average molecular weight of 400 or more; or 2-ethylhexanol.

15. The method of claim 14 , wherein the catalyst deactivator is an oxygen-containing inorganic material selected from the group consisting of O 2 , CO 2 , CO, NO, NO 2 , N 2 O, N 2 O 3 , N 2 O 4 , N 2 O 5 and a mixture thereof; or an organic compound including one or more of functional groups including at least one selected from the group consisting of oxygen, phosphorus, nitrogen and sulfur, and having a number average molecular weight of 400 or more.

Assignments (2)
CHANGE OF NAME Recorded Sep 2, 2022
From: SK GLOBAL CHEMICAL CO., LTD
To: SK GEO CENTRIC CO., LTD.
Reel/Frame 061371/0332 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 26, 2021
From: PARK, CHANSAEM; PARK, HYOSEUNG; SON, SUNGREAL; SONG, INHYOUP; JUNG, WOOSUNG
To: SK INNOVATION CO., LTD.; SK GLOBAL CHEMICAL CO., LTD.
Reel/Frame 055027/0321 →