Synthesis of building blocks and feedstocks for manufacturing renewable polymers
Disclosed are methods or processes of synthesizing building blocks and feedstocks for producing a broader range of polymers, including renewable polymers, from renewable resources such as CO 2 . In a process of manufacturing a renewable feedstock for polymer production, a CO 2 derived lactone is prepared and processed to form the renewable feedstock. The process may include alkoxycarbonylation of the CO 2 derived lactone to form a diester and hydrogenation of the diester.
1. A process of manufacturing a renewable feedstock for polymer production, the process comprising:
preparing a CO 2 derived lactone; and
processing the CO 2 derived lactone to form the renewable feedstock, wherein processing the CO 2 derived lactone comprises selectively hydrogenating the CO 2 derived lactone to form a hydrogenated CO 2 derived lactone.
2. The process of claim 1 , wherein the hydrogenated CO 2 derived lactone is processed to form 2-ethylideneheptanoic acid using one or both of a homogeneous hydrogenation system and a heterogeneous hydrogenation system.
3. The process of claim 2 , wherein the hydrogenated CO 2 derived lactone is processed according to a reaction as follows:
4. A process of manufacturing a renewable feedstock for polymer production, the process comprising:
preparing a CO 2 derived lactone; and
processing the CO 2 derived lactone to form the renewable feedstock, wherein processing the CO 2 derived lactone comprises selectively hydrogenating the CO 2 derived lactone to form a hydrogenated CO 2 derived lactone, and wherein the hydrogenated CO 2 derived lactone is processed using a Rh/phosphine biphasic hydrogenation system.
5. A process of manufacturing a renewable feedstock for polymer production, the process comprising:
preparing a CO 2 derived lactone; and
processing the CO 2 derived lactone to form the renewable feedstock, wherein processing the CO 2 derived lactone comprises selectively hydrogenating the CO 2 derived lactone to form a hydrogenated CO 2 derived lactone, and wherein the hydrogenated CO 2 derived lactone is processed by using a thiol click reaction to produce a regioselective polymer.
6. The process of claim 5 , wherein the hydrogenated CO 2 derived lactone is processed according to a reaction as follows:
7. A process of manufacturing a renewable feedstock for polymer production, the process comprising:
preparing a CO 2 derived lactone; and
processing the CO 2 derived lactone to form the renewable feedstock, wherein processing the CO 2 derived lactone comprises selectively hydrogenating the CO 2 derived lactone to form a hydrogenated CO 2 derived lactone, and wherein the hydrogenated CO 2 derived lactone is processed using an alkene metathesis.
8. The process of claim 7 , the alkene metathesis includes a self-metathesis reaction as follows:
9. The process of claim 7 , wherein the alkene metathesis includes a cross metathesis as follows:
10. A process of manufacturing a renewable feedstock for polymer production, the process comprising:
preparing a CO 2 derived lactone;
processing the CO 2 derived lactone to form the renewable feedstock, wherein processing the CO 2 derived lactone comprises selectively hydrogenating the CO 2 derived lactone to form a hydrogenated CO 2 derived lactone; and
processing the hydrogenated CO 2 derived lactone, which includes a metal catalysed reaction as follows:
11. A process of manufacturing a renewable feedstock for polymer production, the process comprising:
preparing a CO 2 derived lactone; and
alkoxycarbonylating the CO 2 derived lactone to form a diester, wherein alkoxycarbonylating the CO 2 derived lactone includes a palladium compound catalyst, and wherein the palladium compound catalyst includes Pd(OAc), PdCl 2 , or Pd(dba) 2 .
12. The process of claim 11 , further comprising hydrogenating the diester to form the renewable feedstock.
13. The process of claim 11 , wherein alkoxycarbonylating the CO 2 derived lactone includes a methoxycarbonylation reaction as follows:
14. The process of claim 11 , wherein alkoxycarbonylating includes a phosphine ligand.
15. The process of claim 11 , wherein alkoxycarbonylating includes an alcohol.
16. The process of claim 11 , wherein alkoxycarbonylating includes a solvent.
17. The process of claim 11 , wherein alkoxycarbonylating includes an acid.
18. The process of claim 1 , wherein the CO 2 derived lactone is selectively hydrogenated with 100% region-selective control for terminal carbon-carbon bonds.
19. The process of claim 1 , wherein the CO 2 derived lactone is selectively hydrogenated to form the hydrogenated CO 2 derived lactone as follows: