Isomerization catalyst, method for producing straight-chain olefin, and method for producing compound
View Patent ↗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.
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.