Solvent compositions

Patent metadata

Field	Value
Publication number	US-10071034-B2
Application number	US-201514702607-A
Country	US
Kind code	B2
Filing date	May 1, 2015
Priority date	May 2, 2014
Publication date	Sep 11, 2018
Grant date	Sep 11, 2018

Abstract

Provided herein are compositions comprising partially hydrogenated farnesene. In certain embodiments, the compositions are useful as solvents, degreasers, cleaning products, personal care products, and for other uses. Also provided herein are methods of making the compositions and methods of their use.

First claim

What is claimed is:

1. A composition comprising about 78 wt. % to about 97 wt. % dihydrofarnesene and about 20 wt. % to about 2 wt. % tetrahydrofarnesene, compared to the total amount of farnesene and farnesene derivatives in the composition, wherein the composition is substantially free of C 4 to C 10 volatile, organic oxygenated compounds, wherein the composition further comprises a stabilizer, which, when oxidized, does not form a quinone.

2. The composition of claim 1 that comprises about 83 wt. % to about 97 wt. % dihydrofarnesene and about 16 wt. % to about 2 wt. % tetrahydrofarnesene, compared to the total amount of farnesene and farnesene derivatives in the composition.

3. The composition of claim 1 , wherein the composition comprises about 96 wt. % dihydrofarnesene compared to the total amount of farnesene and farnesene derivatives in the composition.

4. The composition of claim 1 , further comprising about 0.1 wt. % to about 2 wt. % hexahydrofarnesene, compared to the total amount of farnesene and farnesene derivatives in the composition.

5. The composition of claim 1 , further comprising less than about 0.1 wt. % farnesane, compared to the total amount of farnesene and farnesene derivatives in the composition.

6. The composition of claim 1 , further comprising less than about 0.25 wt. % bisabolene, compared to the total amount of farnesene and farnesene derivatives in the composition.

7. The composition of claim 1 , wherein the farnesene and farnesene derivatives comprise, on average, about 1.0 to about 1.25 double bonds per molecule of the farnesene and farnesene derivatives in the composition.

8. The composition of claim 1 , wherein the farnesene and farnesene derivatives comprise, on average, about 1.1 to about 1.2 double bonds per molecule of the farnesene and farnesene derivatives in the composition.

9. The composition of claim 1 , which is formulated as a solvent, a degreaser, a cleaning product, or a personal care product.

10. A composition comprising about 78 wt. % to about 97 wt. % dihydrofarnesene and about 20 wt. % to about 2 wt. % tetrahydrofarnesene, compared to the total amount of farnesene and farnesene derivatives in the composition, wherein the composition further comprises one or more additional components which are not reactants or reactant products produced by hydrogenation of farnesene; wherein the one or more additional components are selected from:
a co-solvent selected from the group consisting of limonene, benzene, high flash aromatic naphtha, soy methyl ester, ethyl lactate, paraffins, dibasic esters, propylene glycol, ethyl alcohol, and a mixture thereof,
a surfactant,
water in an amount greater than 5 wt. % compared to the total weight of the composition,
an emulsifier,
an emollient,
a thickener; and
a mixture thereof.

11. The composition of claim 10 that comprises about 83 wt. % to about 97 wt. % dihydrofarnesene and about 16 wt. % to about 2 wt. % tetrahydrofarnesene, compared to the total amount of farnesene and farnesene derivatives in the composition.

12. The composition of claim 10 , wherein the composition comprises about 96 wt. % dihydrofarnesene compared to the total amount of farnesene and farnesene derivatives in the composition.

13. The composition of claim 10 , further comprising about 0.1 wt. % to about 2 wt. % hexahydrofarnesene, compared to the total amount of farnesene and farnesene derivatives in the composition.

14. The composition of claim 10 , wherein the farnesene and farnesene derivatives comprise, on average, about 1.0 to about 1.25 double bonds per molecule of the farnesene and farnesene derivatives in the composition.

15. The composition of claim 10 , wherein the co-solvent is limonene.

16. The composition of claim 10 , wherein the one additional component is a surfactant.

17. The composition of claim 16 , wherein the surfactant is selected from the group consisting of sodium lauryl ether sulfate, ethoxylated alcohol surfactant, fatty acid diethanolamine, orange oil emulsifier, acrylate-based emulsion copolymer, polyoxyethers of lauryl alcohol, linear isopropylamine dodecylbenzene sulfonate, blended alcohol ethoxylate, alkoxylated alcohol, sodium iminodipropionate, nonionic alcohol ethoxylates, a palm kernel alcohol ethoxylated and propoxylated surfactant, sodium xylene sulfonate, and a mixture thereof.

18. The composition of claim 10 , wherein the one additional component is an emulsifier.

19. The composition of claim 18 , wherein the emulsifier is selected from the group consisting of lauryl alcohol, fatty acid diethanolamine, ammonium methyl sulfate and fatty alcohol ethoxylate, linear alcohol ethoxylate, sodium branched dodecyl benzene sulfonate, and a mixture thereof.

20. The composition of claim 10 , wherein the one additional component is an emollient.

21. The composition of claim 20 , wherein the emollient is selected from the group consisting of fatty acids, alkyl ethoxylates, fatty acid ester ethoxylates, fatty alcohols, polysiloxanes, mucopolysaccharides, polyols, polysaccharides, urea derivatives, PPG-3 benzyl ether myristate, hydrogenated polyisobutene, butyelen/ethylene/styrene copolymer, ethylene/propylene/styrene copolymer, bis-diglyceryl polyacyladipate-2, pentaerythrityl tetraisosterate, C 10 - 30 cholesterol/lanosterol esters, or a mixture thereof.

22. The composition of claim 10 , wherein the one additional component is a thickener.

23. The composition of claim 22 , wherein the thickener is selected from the group consisting of cellulosic thickeners, natural gums, acrylates, starches, stearates, fatty acid alcohols, clays, salts, candelilla wax, carnauba wax, beeswax, oils, linear alcohol ethoxylates, and a mixture thereof.

24. The composition of claim 10 , wherein the composition further comprises at least one additive selected from the group consisting of a buffering agent, pH control agent, fragrance, flavor, defoamer, dye, whitener, brightener, solubilizing material, stabilizer, thickener, corrosion inhibitors, lotions, mineral oils, enzymes, cloud point modifiers, preservative, ion exchanger, chelating agent, sudsing control agent, soil removal agent, softening agent, opacifier, inert diluent, graying inhibitor, polymer, abrasive, exfoliant, and a mixture thereof.

25. A method of cleaning or degreasing a substrate or an object, the method comprising the step of contacting the substrate or the object with the composition of claim 10 .

26. A method of producing a composition, the method comprising:
(a) reacting a composition comprising farnesene with hydrogen in the presence of a hydrogenation catalyst to produce a composition comprising about 60 wt. % to about 100 wt. % dihydrofarnesene, compared to the total amount of farnesene and farnesene derivatives; and
(b) filtering products of step (a) using an adsorbent to remove, volatile, organic oxygenated compounds; and
(c) adding a stabilizer, wherein the stabilizer, which, when oxidized, does not form a quinone.

27. The method of claim 26 , wherein the adsorbent comprises alumina, silica, or a mixture thereof.

28. A composition produced by a method comprising:
(a) reacting a composition comprising farnesene with hydrogen in the presence of a hydrogenation catalyst to produce a composition comprising about 60 wt. % to about 100 wt. % dihydrofarnesene, compared to the total amount of farnesene and farnesene derivatives;

Assignees

• Amyris Inc

Inventors

• Eppler Ross Keating
• Fisher Karl
• Vazquez Roberto

Classifications

• A61K8/31 Primary

  Hydrocarbons · CPC title

• A61Q5/00

  Preparations for care of the hair · CPC title

• A61Q1/04

  for lips · CPC title

• A61Q19/00

  Preparations for care of the skin · CPC title

• A61Q5/065

  Preparations for temporary colouring the hair, e.g. direct dyes · CPC title