C07C45/41

PRODUCTION OF FATTY OLEFIN DERIVATIVES VIA OLEFIN METATHESIS

In one aspect, the invention provides a method for synthesizing a fatty olefin derivative. The method includes: a) contacting an olefin according to Formula I

##STR00001##

with a metathesis reaction partner according to Formula IIb

##STR00002##

in the presence of a metathesis catalyst under conditions sufficient to form a metathesis product according to Formula IIIb:

##STR00003##

and
b) converting the metathesis product to the fatty olefin derivative. Each R.sup.1 is independently selected from H, C.sub.1-18 alkyl, and C.sub.2-18 alkenyl; R.sup.2b is C.sub.1-8 alkyl; subscript y is an integer ranging from 0 to 17; and subscript z is an integer ranging from 0 to 17. In certain embodiments, the metathesis catalyst is a tungsten catalyst or a molybdenum catalyst. In various embodiments, the fatty olefin derivative is a pheromone. Pheromone compositions and methods of using them are also described.

PRODUCTION OF FATTY OLEFIN DERIVATIVES VIA OLEFIN METATHESIS

In one aspect, the invention provides a method for synthesizing a fatty olefin derivative. The method includes: a) contacting an olefin according to Formula I

##STR00001##

with a metathesis reaction partner according to Formula IIb

##STR00002##

in the presence of a metathesis catalyst under conditions sufficient to form a metathesis product according to Formula IIIb:

##STR00003##

and
b) converting the metathesis product to the fatty olefin derivative. Each R.sup.1 is independently selected from H, C.sub.1-18 alkyl, and C.sub.2-18 alkenyl; R.sup.2b is C.sub.1-8 alkyl; subscript y is an integer ranging from 0 to 17; and subscript z is an integer ranging from 0 to 17. In certain embodiments, the metathesis catalyst is a tungsten catalyst or a molybdenum catalyst. In various embodiments, the fatty olefin derivative is a pheromone. Pheromone compositions and methods of using them are also described.

TiO2 CATALYST IN KETONISATION REACTIONS TO PRODUCE RBO

A method for producing a renewable base oil from a feedstock of biological origin includes providing a feedstock, the feedstock including: 2-95 wt % of a mixture of free fatty acids; 5-98 wt % fatty acid glycerols selected from mono-glycerides, di-glycerides and tri-glycerides of fatty acids; 0-50 wt % of one or more compounds selected from the list consisting of: fatty acid esters of the non-glycerol type, fatty amides and fatty alcohols; a major part of the feedstock being a mixture of free fatty acids and fatty acid glycerols; subjecting all or part of the feedstock to ketonisation reaction conditions where two free fatty acids react to yield a ketone stream, and subjecting the ketone stream to both hydrodeoxygenation and to hydroisomerisation reaction conditions, to yield a deoxygenated and isomerised base oil product stream containing the renewable base oil.

TiO2 CATALYST IN KETONISATION REACTIONS TO PRODUCE RBO

A method for producing a renewable base oil from a feedstock of biological origin includes providing a feedstock, the feedstock including: 2-95 wt % of a mixture of free fatty acids; 5-98 wt % fatty acid glycerols selected from mono-glycerides, di-glycerides and tri-glycerides of fatty acids; 0-50 wt % of one or more compounds selected from the list consisting of: fatty acid esters of the non-glycerol type, fatty amides and fatty alcohols; a major part of the feedstock being a mixture of free fatty acids and fatty acid glycerols; subjecting all or part of the feedstock to ketonisation reaction conditions where two free fatty acids react to yield a ketone stream, and subjecting the ketone stream to both hydrodeoxygenation and to hydroisomerisation reaction conditions, to yield a deoxygenated and isomerised base oil product stream containing the renewable base oil.

PROCESS FOR THE PRODUCTION OF RENEWABLE BASE OIL, DIESEL AND NAPHTHA

Hydrotreatment of biological oil is disclosed for producing renewable base oil and a diesel oil from low value biological oils. Low value biological oils containing free fatty acids and fatty acid esters can be processed into a renewable base oil and a renewable diesel oil in an efficient manner by first separating at least part of the free fatty acids from the feedstock and then processing separately this free acid feed in a ketonisation reaction followed by hydrodeoxygenation and hydroisomerisation reactions to yield a renewable base oil stream. The remaining free fatty acid depleted feed is processed in a separate hydrodeoxygenation and hydroisomerisation step to yield a renewable diesel stream.

PROCESS FOR THE PRODUCTION OF RENEWABLE BASE OIL, DIESEL AND NAPHTHA

Hydrotreatment of biological oil is disclosed for producing renewable base oil and a diesel oil from low value biological oils. Low value biological oils containing free fatty acids and fatty acid esters can be processed into a renewable base oil and a renewable diesel oil in an efficient manner by first separating at least part of the free fatty acids from the feedstock and then processing separately this free acid feed in a ketonisation reaction followed by hydrodeoxygenation and hydroisomerisation reactions to yield a renewable base oil stream. The remaining free fatty acid depleted feed is processed in a separate hydrodeoxygenation and hydroisomerisation step to yield a renewable diesel stream.

Renewable Base Oil in Lubricant Formulations

A C.sub.31 renewable base oil is disclosed that is suitable as a base oil to provide low viscosity base oils, such as having both low Noack volatility and low CCS-30 C. viscosity and/or to provide low viscosity base oils at the same time having a combination of acceptable HTHS and KV100 to allow the industry's base oil blenders to formulate high quality engine oils, such as SAE grade 0W-20, 0W-16, 0W-12 or 0W-8.

Renewable Base Oil in Lubricant Formulations

A C.sub.31 renewable base oil is disclosed that is suitable as a base oil to provide low viscosity base oils, such as having both low Noack volatility and low CCS-30 C. viscosity and/or to provide low viscosity base oils at the same time having a combination of acceptable HTHS and KV100 to allow the industry's base oil blenders to formulate high quality engine oils, such as SAE grade 0W-20, 0W-16, 0W-12 or 0W-8.

Process for the sustainable production of acrylic acid

A process for the production of organic acids having at least three carbon atoms comprises the steps of forming an amount of carbon monoxide and reacting the amount of carbon monoxide with an amount of an unsaturated hydrocarbon. The reaction is preferably carried out in the presence of a supported palladium catalyst, a strong acid, and a phosphine. In some embodiments, the unsaturated hydrocarbon is one of acetylene and methylacetylene, and the organic acid is one of acrylic acid and methyl acrylic acid. The reacting step is preferably performed with carbon monoxide produced from carbon dioxide.

Process for the sustainable production of acrylic acid

A process for the production of organic acids having at least three carbon atoms comprises the steps of forming an amount of carbon monoxide and reacting the amount of carbon monoxide with an amount of an unsaturated hydrocarbon. The reaction is preferably carried out in the presence of a supported palladium catalyst, a strong acid, and a phosphine. In some embodiments, the unsaturated hydrocarbon is one of acetylene and methylacetylene, and the organic acid is one of acrylic acid and methyl acrylic acid. The reacting step is preferably performed with carbon monoxide produced from carbon dioxide.