IP Library Granted Patent US 10,329,218
Granted Patent B2
US 10,329,218 · App. 15/575,484 · Granted Jun 25, 2019

Isomerization catalyst, method for producing straight-chain olefin, and method for producing compound

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Quick Facts
Patent No.
US 10,329,218
App. No.
15/575,484
Granted
Jun 25, 2019
Kind
B2
Abstract

An isomerization catalyst for isomerizing a first straight-chain olefin to a second straight-chain olefin different therefrom in a double bond position in the presence of 20 ppm by volume or more of molecular oxygen and/or water, comprising: Si; and Al.

Claims (27)

1. An isomerization catalyst adapted to isomerize a first straight-chain olefin to a second straight-chain olefin different therefrom in a double bond position in the presence of 20 ppm by volume or more of molecular oxygen, comprising:

Si; and

Al;

wherein an amount A 1 of total acid sites measured by ammonia temperature programmed desorption is 0.11 mmol/g or less

wherein a ratio A 2 /A 1 of an amount A 2 of acid sites measured in a temperature range of 600° C. or more to the amount A 1 of the total acid sites measured by ammonia temperature programmed desorption is 0.03 or more.

2. The isomerization catalyst according to claim 1 , wherein a ratio A 2 /A 1 of an amount A 2 of acid sites measured in a temperature range of 600° C. or more to the amount A 1 of the total acid sites measured by ammonia temperature programmed desorption is 0.03 or more.

3. The isomerization catalyst according to claim 1 , comprising a zeolite.

4. The isomerization catalyst according to claim 1 , wherein a molar ratio of Si to Al (Si/Al) is 100 or more.

5. A method for producing a straight-chain olefin, comprising:

a step of contacting a raw material compound comprising a first straight-chain olefin with the isomerization catalyst according to claim 1 in the presence of 20 ppm by volume or more of molecular oxygen to isomerize at least a portion of the first straight-chain olefin to the second straight-chain olefin different therefrom in double bond position.

6. The production method according to claim 5 , wherein the numbers of carbon atoms of the first straight-chain olefin and the second straight-chain olefin are 4 to 8.

7. The production method according to claim 5 , wherein the step is performed under conditions for a gas-solid catalytic reaction.

8. A method for producing a compound comprising:

a first step of contacting a first raw material compound comprising a first straight-chain olefin with the isomerization catalyst according to claim 1 in the presence of 20 ppm by volume or more of molecular oxygen to isomerize at least a portion of the first straight-chain olefin to a second straight-chain olefin different therefrom in double bond position; and

a second step of reacting a second raw material compound comprising the second straight-chain olefin to obtain a compound derived from the second straight-chain olefin.

9. The production method according to claim 8 , wherein the second step is a step of obtaining the compound derived from the second straight-chain olefin and a composition comprising the first straight-chain olefin, and

the composition obtained in the second step is reused as a portion or all of the first raw material compound.

10. The production method according to claim 8 , wherein the second step is a step of contacting the second raw material compound with a dehydrogenation catalyst to obtain a conjugated diene by the dehydrogenation reaction of the second straight-chain olefin.

11. The production method according to claim 8 , wherein the second step is a step of contacting the second raw material compound with a hydroformylation catalyst to obtain an aldehyde by the hydroformylation reaction of the second straight-chain olefin.

12. A method for producing a compound, comprising:

a step of contacting a raw material compound comprising a first straight-chain olefin with a group of catalysts comprising the isomerization catalyst according to claim 1 in the presence of 20 ppm by volume or more of molecular oxygen to obtain a compound derived from an isomerized product of the first straight-chain olefin.

13. The production method according to claim 12 , wherein the group of catalysts further comprises a dehydrogenation catalyst, and

the compound derived from the isomerized product of the first straight-chain olefin is a conjugated diene.

14. The production method according to claim 12 , wherein the group of catalysts further comprises a hydroformylation catalyst, and

the compound derived from the isomerized product of the first straight-chain olefin is an aldehyde.

15. The production method according to claim 12 , wherein the step is a step of obtaining the compound derived from the isomerized product of the first straight-chain olefin and an unreacted material comprising the first straight-chain olefin, and

the unreacted material obtained in the step is reused as a portion or all of the raw material compound.

Assignments (2)
CHANGE OF NAME Recorded Aug 25, 2020
From: JXTG NIPPON OIL ENERGY CORPORATION
To: ENEOS CORPORATION
Reel/Frame 053596/0282 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 20, 2017
From: KIMURA, NOBUHIRO; HIGUCHI, SOSUKE; WAKABAYASHI, JUNJI; SEGAWA, ATSUSHI
To: JXTG NIPPON OIL & ENERGY CORPORATION
Reel/Frame 044177/0772 →