Process for producing mixed alcohols from purge stream containing octene
The present disclosure provides a process. In an embodiment, the process includes providing a purge stream composed of octene isomers. The process includes subjecting the purge stream to hydroformylation conditions, and forming a reaction product composed of nonanals.
1 . A process comprising:
providing a purge stream comprising
from 20 wt % to 55 wt % 1-octene,
from 20 wt % to 60 wt % linear internal octene isomers,
from 2 wt % to 8 wt % branched C 8 olefins, and
from 5 wt % to 60 wt % solvent, wherein weight percent is based on total weight of the purge stream;
subjecting the purge stream to hydroformylation conditions; and
forming a reaction product comprising nonanals.
2 . The process of claim 1 wherein the subjecting comprises contacting the purge stream with a hydroformylation catalyst under hydroformylation conditions, the hydroformylation catalyst comprising a metal and an organophosphite ligand.
3 . The process of claim 1 comprising
adding an aldehyde selected from the group consisting of C 4 aldehyde, C 5 aldehyde, and combinations thereof to the reaction product comprising nonanals (nonanals product) to form a mixture A, mixture A comprising (i) the aldehyde, and (ii) the nonanals product;
introducing an inorganic base catalyst to mixture A;
heating mixture A and cross-aldol condensing mixture A; and
forming a cross-aldol product comprising a component selected from the group consisting of C 8 enals, C 10 enals, C 13 enals, C 14 enals, and C 18 enals and combinations thereof.
4 . The process of claim 3 comprising
adding C 4 aldehyde to the nonanals product to form a mixture A4, mixture A4 comprising the C 4 aldehyde and the nonanals product;
introducing an inorganic base catalyst to mixture A4;
heating mixture A4 and cross-aldol condensing mixture A4; and
forming a cross-aldol product comprising a component selected from the group consisting of C 8 enals, C 13 enals, C 18 enals, and combinations thereof.
5 . The process of claim 3 comprising
adding C 5 aldehyde to the nonanals product to form a mixture A5, mixture A5 comprising the C 5 aldehyde and the nonanals product;
introducing an inorganic base catalyst to mixture A5;
heating mixture A5 and cross-aldol condensing mixture A5; and
forming a cross-aldol product comprising a component selected from the group consisting of C 10 enals, C 14 enals, C 18 enals, and combinations thereof.
6 . The process of claim 4 wherein the inorganic base catalyst is selected from the group consisting of sodium hydroxide, potassium hydroxide, and combinations thereof.
7 . The process of claim 4 comprising
hydrogenating the cross-aldol product; and
forming a crude alcohol product.
8 . The process of claim 7 comprising
hydrogenating a cross-aldol product comprising a component selected from the group consisting of C 8 enals, C 13 enals, C 18 enals, and combinations thereof; and
forming a crude alcohol product comprising a component selected from the group consisting of C 8 alcohols, C 13 alcohols, C 18 alcohols, and combinations thereof.
9 . The process of claim 8 comprising
separating, from the crude alcohol product, an alcohol selected from the group consisting of 2-ethylhexanol, C 13 alcohol, C 18 alcohol, and combinations thereof.
10 . The process of claim 5 comprising
hydrogenating a cross-aldol product comprising a component selected from the group consisting of C 10 enals, C 14 enals, C 18 enals, and combinations thereof; and
forming a crude alcohol product comprising a component selected from the group consisting of C 10 alcohols, C 14 alcohols, C 18 alcohols, and combinations thereof.
11 . The process of claim 10 comprising
separating, from the crude alcohol product, an alcohol selected from the group consisting of 2-propylheptanol, C 14 alcohol, C 18 alcohol, and combinations thereof.
12 . A process comprising:
providing a purge stream comprising
from 20 wt % to 55 wt % 1-octene,
from 20 wt % to 60 wt % linear internal octene isomers,
from 2 wt % to 8 wt % branched C 8 olefins, and
from 5 wt % to 60 wt % solvent, wherein weight percent is based on total weight of the purge stream;
contacting the purge stream with a hydroformylation catalyst under hydroformylation conditions, the hydroformylation catalyst comprising a metal and an organophosphite ligand having the Structure A
and
forming a reaction product comprising nonanals.
13 . The process of claim 12 wherein the metal is selected from group consisting of rhodium, cobalt, iridium, ruthenium, iron, nickel, palladium, platinum, osmium, and mixtures thereof.
14 . The process of claim 13 wherein the metal is rhodium.