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Biosynthetic Technologies

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Irvine, CA, United States
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Patent
Biosynthetic Technologies | Date: 2017-02-10

Provided herein are compounds of the formula: in which n is an integer equal to or greater than 1; R_(2 )is selected from hydrogen and optionally substituted alkyl that is saturated or unsaturated, and branched or unbranched; and R_(1), R_(3), and R_(4), independently for each occurrence, are selected from optionally substituted alkyl that is saturated or unsaturated, and branched or unbranched, wherein compositions comprising the compounds are characterized by particular combinations of values for estolide number, kinematic viscosity, and pour point. Also provided are compositions containing the compounds and methods of making both the compounds and compositions thereof.


Patent
Biosynthetic Technologies | Date: 2016-11-17

Provided herein are methods of making estolide base oils, including those having a high kinematic viscosity. In certain embodiments, an ultra high-viscosity estolide base oil is prepared from hydroxy fatty acids derived from the hydrolysis of a first estolide base oil.


Provided herein are estolide base oils and oligomeric compounds prepared from processes that include cross metathesis. Exemplary processes include the preparation of terminally-unsaturated fatty acids by cross metathesis, and the subsequent oligomerization of terminally-unsaturated fatty acids to provide estolide compounds, such as the process set forth below:


Provided herein are processes of preparing sulfonated estolide compounds, and the removal of sulfonate residues from those compounds to provide desulfonated estolide base oils. Exemplary sulfonated estolide compounds include those selected from the formula:_(6) is selected from -OH, optionally substituted alkyl, and optionally substituted aryl; and R_(2) is selected from hydrogen and optionally substituted alkyl that is saturated or unsaturated, and branched or unbranched, wherein each fatty acid chain residue of said compounds is independently optionally substituted.


Patent
Biosynthetic Technologies | Date: 2016-03-17

Provided herein are certain esters, including those of the Formula I: wherein z is an integer selected from 0 to 15; R_(1), independently for each occurrence, is an optionally substituted alkyl that is saturated or unsaturated, and branched or unbranched; and R_(2 )is selected from hydrogen and optionally substituted alkyl that is saturated or unsaturated, and branched or unbranched. Hydroxy compounds are also described herein, which may be suitable end products, or serve as intermediates, to provide the desired ester products. Also described are compositions containing certain esters (e.g., triesters) and methods of making such esters and compositions thereof.


Provided herein are compositions comprising at least one estolide compound of formula: in which n is an integer equal to or greater than 0; m is an integer equal to or greater than 1; R_(1), independently for each occurrence, is selected from optionally substituted alkyl that is saturated or unsaturated, and branched or unbranched; R_(2 )is selected from hydrogen and optionally substituted alkyl that is saturated or unsaturated, and branched or unbranched; and R_(3 )and R_(4), independently for each occurrence, are selected from optionally substituted alkyl that is saturated or unsaturated, and branched or unbranched. Also provided are uses of the compositions described herein.


Patent
Biosynthetic Technologies | Date: 2016-06-06

Provided herein are grease compositions comprising at least one estolide compound of formula: in which n is an integer equal to or greater than 0; m is an integer equal to or greater than 2; R_(1), independently for each occurrence, is selected from optionally substituted alkyl that is saturated or unsaturated, and branched or unbranched; R_(2 )is selected from hydrogen and optionally substituted alkyl that is saturated or unsaturated, and branched or unbranched; and R_(3 )and R_(4), independently for each occurrence, are selected from optionally substituted alkyl that is saturated or unsaturated, and branched or unbranched. Also provided are methods of making estolide-based grease products.


Patent
Biosynthetic Technologies | Date: 2016-06-10

Estolide compounds and compositions, including two-cycle lubricating compositions comprising at least one estolide compound. Exemplary two-cycle lubricating compositions comprise an estolide base oil and an additive package.


Patent
Biosynthetic Technologies | Date: 2016-06-28

Compounds and compositions, including engine oils and lubricant formulations comprising at least one estolide compound. Exemplary compositions comprise an estolide base oil and an additive package.


Provided herein are processes of preparing sulfonated estolide compounds, and the removal of sulfonate residues from those compounds to provide desulfonated estolide base oils. Exemplary sulfonated estolide compounds include those selected from the formula: wherein z is an integer selected from 0 to 15; q is an integer selected from 0 to 15; x is, independently for each occurrence, an integer selected from 0 to 20; y is, independently for each occurrence, an integer selected 0 to 20; n is equal to or greater than 0; R_(6 )is selected from OH, optionally substituted alkyl, and optionally substituted aryl; and R_(2 )is selected from hydrogen and optionally substituted alkyl that is saturated or unsaturated, and branched or unbranched, wherein each fatty acid chain residue of said compounds is independently optionally substituted.

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