Method and device for the hydroformylation of isobutene and for the separation of the product mixture
US-2015018576-A1 · Jan 15, 2015 · US
US10479750B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-10479750-B2 |
| Application number | US-201716081283-A |
| Country | US |
| Kind code | B2 |
| Filing date | Feb 23, 2017 |
| Priority date | Mar 1, 2016 |
| Publication date | Nov 19, 2019 |
| Grant date | Nov 19, 2019 |
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A method of producing 1,5-pentanedial having an alkyl group at the 3-position, including a step of hydroformylating an aldehyde compound represented by the following general formula (1): wherein R 1 represents an alkyl group having from 1 to 6 carbon atoms.
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The invention claimed is: 1. A method of producing a dialdehyde compound represented by the following general formula (2): wherein R 1 represents an alkyl group having from 1 to 6 carbon atoms, the method comprising a step of hydroformylating an aldehyde compound represented by the following general formula (1): wherein R 1 has the same definition as above. 2. The production method according to claim 1 , wherein the hydroformylating step is performed in the presence of a Groups 8 to 10 metal compound and a ligand. 3. The production method according to claim 2 , wherein the Groups 8 to 10 metal compound is a rhodium compound. 4. The production method according to claim 2 , wherein the ligand is a compound represented by the following general formula (5): wherein R 9 , R 10 , R 12 , and R 13 each independently represent a hydrocarbon group having from 1 to 40 carbon atoms, which may have a substituent, in which R 9 and R 10 , and R 12 and R 13 each may be bonded to each other; and R 11 represents a hydrocarbon crosslinking group having from 1 to 40 carbon atoms, which may have a substituent. 5. The production method according to claim 3 , wherein the ligand is a compound represented by the following general formula (5): wherein R 9 , R 10 , R 12 , and R 13 each independently represent a hydrocarbon group having from 1 to 40 carbon atoms, which may have a substituent, in which R 9 and R 10 , and R 12 and R 13 each may be bonded to each other; and R 11 represents a hydrocarbon crosslinking group having from 1 to 40 carbon atoms, which may have a substituent. 6. The production method according to claim 1 , wherein the hydroformylating is conducted at 40 to 170° C. 7. The production method according to claim 1 , wherein the hydroformylating is conducted at 50 to 150° C. 8. The production method according to claim 1 , wherein the hydroformylating is conducted at 0.01 to 15 MPa. 9. The production method according to claim 1 , wherein the hydroformylating is conducted at 0.5 to 10 MPa. 10. The production method according to claim 7 , wherein the hydroformylating is conducted at 0.5 to 10 MPa. 11. The production method according to claim 2 , wherein the hydroformylating is conducted at 50 to 150° C. 12. The production method according to claim 2 , wherein the hydroformylating is conducted at 0.5 to 10 MPa. 13. The production method according to claim 11 , wherein the hydroformylating is conducted at 0.5 to 10 MPa.
Hydroformylation, metalformylation, carbonylation or hydroaminomethylation · CPC title
by oxo-reactions · CPC title
Rhodium · CPC title
being phosphorous acid (-ester) groups ((RO)P(OR')2) or the isomeric phosphonic acid (-ester) groups (R(R'O)2P=O), i.e. R= C, R'= C, H · CPC title
containing more than one —CHO group · CPC title
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