High yield jet fuel and chemicals from ozonolysis of triglycerides
AssigneeExxonMobil Technology and Engineering Company
InventorPatrick L. Hanks
Life of this patent
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Abstract
A method for producing jet range hydrocarbons may include reacting at least a portion a fatty acid stream comprising C18:1 free fatty acid with ozone in an ozonolysis unit to form at least a C18:1 ozonide intermediate; introducing the C18:1 ozonide intermediate into a reactor, wherein at least a portion of the C18:1 ozonide intermediate is reacted with a reductive agent to produce oxidized products comprising azelaic acid and nonanoic acid; and introducing the oxidized products into a hydrotreating unit, wherein at least a portion of the oxidized products is hydrotreated to produce a paraffin product comprising nonane.
Claims17
A method for producing jet range hydrocarbons comprising:
- hydrolyzing a triglyceride stream to produce a fatty acid stream comprising free fatty acid;
- introducing the fatty acid stream into a distillation column and separating a C18 and heavier cut comprising C18 fatty acids from the fatty acid stream;
- reacting at least a portion the C18 and heavier cut comprising C18:1 free fatty acid with ozone in an ozonolysis unit to form at least a C18:1 ozonide intermediate;
- introducing the C18:1 ozonide intermediate into a reactor, wherein at least a portion of the C18:1 ozonide intermediate is reacted with a reductive agent to produce oxidized products comprising azelaic acid and nonanoic acid;
- and
- introducing the oxidized products into a hydrotreating unit, wherein at least a portion of the oxidized products is hydrotreated to produce a paraffin product comprising nonane.
A method for producing jet range hydrocarbons comprising:
- hydrolyzing a triglyceride stream to produce a fatty acid stream comprising free fatty acid,
- introducing the fatty acid stream into a distillation column and separating a C18 and heavier cut comprising C18 fatty acids from the fatty acid stream;
- introducing the C18 and heavier cut into an ozonolysis reactor, wherein at least a portion of the free fatty acid is reacted with ozone to produce at least an ozonide intermediate;
- reacting the ozonide intermediate with an oxidative agent or a reductive agent to produce oxidized products corresponding to the free fatty acid;
- introducing the oxidized products into a hydrotreating unit, wherein at least a portion of the oxidized products are hydrotreated to produce a paraffin stream comprising paraffins corresponding to the oxidized products;
- and
- introducing the paraffin stream into an isomerization unit wherein at least a portion of the paraffin product is isomerized to produce a corresponding iso-paraffin.
A system for producing jet range hydrocarbons comprising:
- a hydrolysis unit configured to hydrolyze at least a portion of a triglyceride stream to produce at least a free fatty acid stream;
- a distillation column disposed between the hydrolysis unit and the ozonolysis unit, wherein the distillation column is configured to separate a C18 and heavier cut comprising C18 fatty acids from the free fatty acid stream;
- an ozonolysis unit fluidically coupled to the C18 and heavier cut, wherein the ozonolysis unit is configured to react at least a portion of the free fatty acid stream with ozone to produce at least an ozonide intermediate corresponding to the free fatty acid in the fatty acid stream and wherein the ozonolysis unit is configured to react at least a portion of the ozonide intermediate with an oxidative agent to produce at least an oxidized product stream comprising oxidized products corresponding to the ozonide intermediate;
- a hydrotreating unit fluidically coupled to the oxidized product stream, wherein the hydrotreating unit is configured to react at least a portion of the oxidized products with hydrogen to produce at least a paraffin product stream comprising paraffins corresponding to the oxidized products;
- and
- an isomerization unit fluidically coupled to the paraffin product stream, wherein the isomerization unit is configured to isomerize at least a portion of the paraffins to produce an isomerized product stream comprising iso-paraffins.
Dependencies are inferred from the claim text.