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

Patent metadata

Field	Value
Publication number	US-10329218-B2
Application number	US-201615575484-A
Country	US
Kind code	B2
Filing date	May 27, 2016
Priority date	May 29, 2015
Publication date	Jun 25, 2019
Grant date	Jun 25, 2019

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.

First claim

The invention claimed is:

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.

Assignees

• Jxtg Nippon Oil & Energy Corp

Inventors

• Kimura Nobuhiro
• HIGUCHI Sosuke
• Wakabayashi Junji
• Segawa Atsushi

Classifications

• C07C2529/06

  Crystalline aluminosilicate zeolites; Isomorphous compounds thereof · CPC title

• C07C2529/40

  of the pentasil type, e.g. types ZSM-5, ZSM-8 or ZSM-11 · CPC title

• B01J29/85

  Silicoaluminophosphates [SAPO compounds] · CPC title

• B01J29/08

  of the faujasite type, e.g. type X or Y · CPC title

• B01J29/18

  of the mordenite type · CPC title