Methods of using ionic liquids as paraffin inhibitors, pour point depressants and cold flow improvers
US-2020017790-A1 · Jan 16, 2020 · US
US11814575B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-11814575-B2 |
| Application number | US-202218072647-A |
| Country | US |
| Kind code | B2 |
| Filing date | Nov 30, 2022 |
| Priority date | Jul 24, 2020 |
| Publication date | Nov 14, 2023 |
| Grant date | Nov 14, 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 winterized paraffin inhibitor formulation, the formulation comprising: an oxyalkylated linear or branched aliphatic compound having 12 or more carbons; and a high molecular weight aliphatic polymer paraffin inhibitor present in an amount ranging 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; 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 winterized paraffin inhibitor formulation of claim 1 , wherein the formulation is a flowing liquid at a temperature of between about 0° C. and about −40° C. 3. The formulation of claim 2 , wherein the viscosity of the formulation ranges from about 5 cP at room temperature to about 60 cP at a temperature ranging from about −10° C. to about −30° C. 4. The winterized paraffin inhibitor formulation of claim 1 , wherein high molecular weight aliphatic polymer paraffin inhibitor 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. 5. A method for inhibiting paraffin deposition in a crude oil stream containing paraffins, the method comprising: introducing a winterized paraffin inhibitor comprising: (1) an oxyalkylated linear or branched aliphatic compound having 12 or more carbons, 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; and (2) a high molecular weight aliphatic polymer paraffin inhibitor to a hydrocarbon stream containing paraffins in an environment in which the temperature ranges from about 0° C. to −40° C., the high molecular weight aliphatic polymer paraffin inhibitor being present in an amount ranging 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; and preventing paraffin deposition within the hydrocarbon stream. 6. The method of claim 5 where the high molecular weight aliphatic polymer paraffin inhibitor selected from the group consisting of olefin maleic esters, aliphatic olefin maleic imides, polyol-based polymers, acrylate-based polymers, methacrylate-based polymers and/or maleate-based polymers. 7. The method of claim 5 further comprising adding at least one other additive to the crude oil stream, where the at least one other additive is selected from the group consisting of coagulants, flocculants, corrosion inhibitors, viscosity reducers, winterizing agents different from the oxyalkylated linear or branched aliphatic compound, friction reducers, scale inhibitors, scale dissolvers, paraffin inhibitors, pour point depressants, asphaltene inhibitors, clay swelling inhibitors, biocides, antifoulants, flow back aids, surfactants, and combinations thereof.
organic depositions, e.g. paraffins or asphaltenes · CPC title
on to polymers of esters · CPC title
on to polymers of amides or imides · CPC title
on to polyethers, polyoxymethylenes or polyacetals {(C08F283/004 takes precedence)} · CPC title
characterised by the epoxy compounds used · CPC title
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