Methods of using ionic liquids as paraffin inhibitors, pour point depressants and cold flow improvers
US-2020017790-A1 · Jan 16, 2020 · US
US11566160B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-11566160-B2 |
| Application number | US-202016938709-A |
| Country | US |
| Kind code | B2 |
| Filing date | Jul 24, 2020 |
| Priority date | Jul 24, 2020 |
| Publication date | Jan 31, 2023 |
| Grant date | Jan 31, 2023 |
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A winterized paraffin inhibitor, which is capable of being used for preventing the deposition of paraffins in hydrocarbon streams and capable of withstanding freezing or crystallization at freezing or sub-freezing temperatures, may be formed by adding an oxyalkylated branched aliphatic compound having 12 or more carbons to a high molecular weight aliphatic polymer paraffin inhibitor, the oxyalkylated branched aliphatic compound having 12 or more carbons being produced by the oxyalkylation of the branched aliphatic compound having 12 or more carbon atoms in which the branched aliphatic compound having 12 or more carbon atoms is grafted with a polyether via a ring-opening reaction, wherein the polyether is a polymer of ethylene oxide, propylene oxide, butylene oxide, and combinations thereof.
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What is claimed is: 1. A method for winterizing a paraffin inhibitor, the method comprising: introducing an oxyalkylated linear or branched aliphatic compound having 12 or more carbon atoms into a paraffin inhibitor composed of a high molecular weight aliphatic polymer in an amount effective to thereby preventing the freezing or crystallization of the paraffin inhibitor at temperatures ranging from about 0° C. to −40° C.; wherein the oxyalkylated linear or branched aliphatic compound is formed by the oxyalkylation of a linear or branched aliphatic compound having 12 or more carbon atoms that comprises grafting the linear or branched aliphatic compound having 12 or more carbon atoms with a polyether via a ring-opening reaction, and wherein the polyether is selected from a group consisting of a polymer of ethylene oxide, a polymer of propylene oxide, a polymer of butylene oxide, and combinations thereof, and wherein the branched aliphatic compound comprises branches, each branch consists of aliphatic alkyl functional groups containing 2 to 28 carbon atoms and optionally functional groups selected from the group consisting of oxygen functional groups, nitrogen functional groups, sulfur functional groups, phosphorous functional groups, and combinations thereof, and wherein the branched aliphatic compounds are grafted with a polyether is a crosslinked branched aliphatic compound, and wherein the branched aliphatic compound has 20 or more carbon atoms. 2. The method of claim 1 , wherein the linear or branched aliphatic compound having 12 or more carbon atoms is a branched aliphatic compound comprising branches containing functional groups having 2 to 28 carbon atoms. 3. The method of claim 2 , wherein the branched aliphatic compound having 12 or more carbon atoms comprises branches containing functional groups selected from the group consisting of alkyl groups, arylalkyl groups, cycloalkyl groups, and combinations thereof. 4. The method of claim 1 , wherein the linear or branched aliphatic compound having 12 or more carbon atoms is crosslinked to another branched aliphatic compound to form a hyperbranched aliphatic compound. 5. The method of claim 4 , wherein the hyperbranched aliphatic compound is a dendrimer. 6. The method of claim 1 , wherein the linear or branched aliphatic compound having 12 or more carbon atoms comprises branches containing functional groups selected from the group consisting of oxygen functional groups, nitrogen functional groups, sulfur functional groups, phosphorous functional groups, and combinations thereof. 7. The method of claim 1 , wherein the paraffin inhibitor composed of a high molecular weight aliphatic polymer is selected from a group consisting of olefin maleic esters, aliphatic olefin maleic imides, polyol-based polymers, acrylate-based polymers, methacrylate-based polymers, maleate-based polymers, and combinations thereof. 8. The method of claim 1 where the effective amount of oxyalkylated linear or branched aliphatic compound ranges from 1 wt. % to about 70 wt. %, based on total weight of oxyalkylated linear or branched aliphatic compound and the high molecular weight aliphatic polymer paraffin inhibitor. 9. A method for winterizing a paraffin inhibitor, the method comprising: introducing an oxyalkylated linear or branched aliphatic compound having 12 or more carbon atoms into a paraffin inhibitor composed of a high molecular weight aliphatic polymer in an amount from 1 wt. % to about 70 wt. %, based on total weight of oxyalkylated linear or branched aliphatic compound and the high molecular weight aliphatic polymer paraffin inhibitor, to thereby preventing the freezing or crystallization of the paraffin inhibitor at temperatures ranging from about 0° C. to −40° C.; wherein the oxyalkylated linear or branched aliphatic compound is formed by the oxyalkylation of a linear or branched aliphatic compound having 12 or more carbon atoms that comprises grafting the linear or branched aliphatic compound having 12 or more carbon atoms with a polyether via a ring-opening reaction, and wherein the polyether is selected from a group consisting of a polymer of ethylene oxide, a polymer of propylene oxide, a polymer of butylene oxide, and combinations thereof, and wherein the linear or branched aliphatic compound having 12 or more carbon atoms is a branched aliphatic compound comprising branches containing functional groups having 2 to 28 carbon atoms, and wherein the branched aliphatic compound comprises branches, each branch consists of aliphatic alkyl functional groups containing 2 to 28 carbon atoms and optionally functional groups selected from the group consisting of oxygen functional groups, nitrogen functional groups, sulfur functional groups, phosphorous functional groups, and combinations thereof, and wherein the branched aliphatic compounds are grafted with a polyether is a crosslinked branched aliphatic compound, and wherein the branched aliphatic compound has 20 or more carbon atoms. 10. The method of claim 9 , wherein the branched aliphatic compound having 12 or more carbon atoms comprises branches containing functional groups selected from the group consisting of alkyl groups, arylalkyl groups, cycloalkyl groups, and combinations thereof. 11. The method of claim 9 , wherein the linear or branched aliphatic compound having 12 or more carbon atoms is crosslinked to another branched aliphatic compound to form a hyperbranched aliphatic compound. 12. The method of claim 9 , wherein the linear or branched aliphatic compound having 12 or more carbon atoms comprises branches containing functional groups selected from the group consisting of oxygen functional groups, nitrogen functional groups, sulfur functional groups, phosphorous functional groups, and combinations thereof. 13. The method of claim 9 , wherein the paraffin inhibitor composed of a high molecular weight aliphatic polymer is selected from a group consisting of olefin maleic esters, aliphatic olefin maleic imides, polyol-based polymers, acrylate-based polymers, methacrylate-based polymers, maleate-based polymers, and combinations thereof. 14. A method for winterizing a paraffin inhibitor, the method comprising: introducing an oxyalkylated linear or branched aliphatic compound having 12 or more carbon atoms into a paraffin inhibitor composed of a high molecular weight aliphatic polymer selected from a group consisting of olefin maleic esters, aliphatic olefin maleic imides, polyol-based polymers, acrylate-based polymers, methacrylate-based polymers, maleate-based polymers, and combinations thereof, in an amount effective to thereby preventing the freezing or crystallization of the paraffin inhibitor at temperatures ranging from about 0° C. to −40° C.; wherein the oxyalkylated linear or branched aliphatic compound is formed by the oxyalkylation of a linear or branched aliphatic compound having 12 or more carbon atoms that comprises grafting the linear or branched aliphatic compound having 12 or more carbon atoms with a polyether via a ring-opening reaction, and wherein the polyether is selected from a group consisting of a polymer of ethylene oxide, a polymer of propylene oxide, a polymer of butylene oxide, and combinations thereof, and wherein the linear or branched aliphatic compound having 12 or more carbon atoms comprises branches containing functional groups selected from the group consisting of oxygen functional groups, nitrogen functional groups, sulfur functional groups, phosphorous functional groups, and combinations thereof, and wherein the branched aliphatic compound comprises branches, each branch consists of aliphatic
organic depositions, e.g. paraffins or asphaltenes · CPC title
on to polymers of amides or imides · CPC title
characterised by the epoxy compounds used · CPC title
characterised by their form or by the form of their components, e.g. encapsulated material · CPC title
Organic compounds · CPC title
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