Heat transfer compositions comprising renewably-based biodegradable 1,3-propanediol

• US 7,988,883 B2
• Filed: 02/12/2007
• Issued: 08/02/2011
• Est. Priority Date: 02/10/2006
• Status: Active Grant

• Current Assignee: Primient Covation LLC
• Original Assignee: DuPont Tate & Lyle Bio Products Company, LLC
• Inventors: Miller, Robert, DeSalvo, Joseph W., Wehner, Ann, Joerger, Melissa, Fenyvesi, Gyorgyi
• Primary Examiner(s): PRICE, ELVIS O
• Application Number:
  US11/705,212
• Publication Number:
  US 20070200088A1
• Time in Patent Office: 1,632 Days
• Field of Search: 252/73, 252/389.1, 429/120
• US Class Current: 252/389.1
• CPC Class Codes: A01N 1/021 Preservation or perfusion media, liquids, solids or gases used in the preservation of cells, tissue, organs or bodily fluids
• CPC Class Codes: A01N 25/02 containing liquids as carriers, diluents or solvents
• CPC Class Codes: A01N 3/00 Preservation of plants or parts thereof, e.g. inhibiting evaporation, improvement of the appearance of leaves or protection against physical influences such as UV radiation using chemical compositions preservation or chemical ripening of fruit or vegetables A23B7/00; Grafting wax
• CPC Class Codes: A21D 2/14 Organic oxygen compounds
• CPC Class Codes: A23B 7/154 Organic compounds; Microorganisms; Enzymes
• CPC Class Codes: A23K 20/105 Aliphatic or alicyclic compounds
• CPC Class Codes: A23L 2/52 Adding ingredients adding preservatives A23L2/44
• CPC Class Codes: A23L 29/035 containing oxygen as heteroatom gums A23L29/25; sugar or sugar alcohols A23L29/30
• CPC Class Codes: A23L 29/04 Fatty acids or derivatives
• CPC Class Codes: A23L 29/10 containing emulsifiers
• CPC Class Codes: A23L 3/3463 Organic compounds; Microorganisms; Enzymes
• CPC Class Codes: A23L 33/10 using additives addition of substantially indigestible substances A23L33/21
• CPC Class Codes: A23L 33/12 Fatty acids or derivatives thereof
• CPC Class Codes: A23V 2002/00 Food compositions, function of food ingredients or processes for food or foodstuffs
• CPC Class Codes: A61K 2800/10 General cosmetic use
• CPC Class Codes: A61K 2800/75 Anti-irritant
• CPC Class Codes: A61K 31/22 of acyclic acids, e.g. pravastatin
• CPC Class Codes: A61K 36/02 Algae
• CPC Class Codes: A61K 36/185 Magnoliopsida (dicotyledons)
• CPC Class Codes: A61K 36/28 Asteraceae or Compositae (Aster or Sunflower family), e.g. chamomile, feverfew, yarrow or echinacea
• CPC Class Codes: A61K 36/355 : Lonicera (honeysuckle)
• CPC Class Codes: A61K 36/61 : Myrtaceae (Myrtle family), e.g. teatree or eucalyptus
• CPC Class Codes: A61K 36/738 : Rosa (rose)
• CPC Class Codes: A61K 47/10 : Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers
• CPC Class Codes: A61K 47/14 : Esters of carboxylic acids, e.g. fatty acid monoglycerides, medium-chain triglycerides, parabens or PEG fatty acid esters
• CPC Class Codes: A61K 47/44 : Oils, fats or waxes according to two or more groups of A61K47/02-A61K47/42; Natural or modified natural oils, fats or waxes, e.g. castor oil, polyethoxylated castor oil, montan wax, lignite, shellac, rosin, beeswax or lanolin synthetic glycerides, e.g. medium-chain triglycerides, A61K47/14
• CPC Class Codes: A61K 8/0208 : Tissues; Wipes; Patches
• CPC Class Codes: A61K 8/345 : containing more than one hydroxy group
• CPC Class Codes: A61K 8/375 : the alcohol moiety containing more than one hydroxy group
• CPC Class Codes: A61K 8/92 : Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
• CPC Class Codes: A61K 9/0019 : Injectable compositions; Intramuscular, intravenous, arterial, subcutaneous administration; Compositions to be administered through the skin in an invasive manner non-active ingredients are additionally classified in A61K47/00
• CPC Class Codes: A61K 9/06 : Ointments; Bases therefor; Other semi-solid forms, e.g. creams, sticks, gels composition of ointments, creams or gels A61K47/00
• CPC Class Codes: A61K 9/282 : Organic compounds, e.g. fats
• CPC Class Codes: A61Q 1/02 : Preparations containing skin colorants, e.g. pigments preparations in powder form A61Q1/12
• CPC Class Codes: A61Q 1/08 : for cheeks, e.g. rouge
• CPC Class Codes: A61Q 1/10 : for eyes, e.g. eyeliner, mascara
• CPC Class Codes: A61Q 1/14 : Preparations for removing make-up
• CPC Class Codes: A61Q 11/00 : Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
• CPC Class Codes: A61Q 13/00 : Formulations or additives for perfume preparations essential oils or perfumes per se C11B9/00
• CPC Class Codes: A61Q 15/00 : Anti-perspirants or body deodorants deodorisation of air A61L9/00
• CPC Class Codes: A61Q 17/00 : Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
• CPC Class Codes: A61Q 17/005 : Antimicrobial preparations
• CPC Class Codes: A61Q 17/04 : Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
• CPC Class Codes: A61Q 19/00 : Preparations for care of the skin
• CPC Class Codes: A61Q 19/002 : Aftershave preparations
• CPC Class Codes: A61Q 19/005 : Preparations for sensitive skin
• CPC Class Codes: A61Q 19/007 : Preparations for dry skin
• CPC Class Codes: A61Q 19/008 : Preparations for oily skin
• CPC Class Codes: A61Q 19/04 : for chemically tanning the skin topical sun or radiation screening or tanning preparations A61Q17/04
• CPC Class Codes: A61Q 19/10 : Washing or bathing preparations
• CPC Class Codes: A61Q 5/00 : Preparations for care of the hair
• CPC Class Codes: A61Q 5/02 : Preparations for cleaning the hair
• CPC Class Codes: A61Q 5/065 : Preparations for temporary colouring the hair, e.g. direct dyes
• CPC Class Codes: A61Q 5/10 : Preparations for permanently dyeing the hair
• CPC Class Codes: A61Q 5/12 : Preparations containing hair conditioners
• CPC Class Codes: A61Q 9/02 : Shaving preparations
• CPC Class Codes: A61Q 9/04 : Depilatories
• CPC Class Codes: B01D 11/0288 : Applications, solvents
• CPC Class Codes: C02F 5/10 : using organic substances
• CPC Class Codes: C07C 67/08 : by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
• CPC Class Codes: C07C 69/16 : of dihydroxylic compounds
• CPC Class Codes: C07C 69/28 : esterified with dihydroxylic compounds
• CPC Class Codes: C07C 69/44 : Adipic acid esters
• CPC Class Codes: C07C 69/58 : Esters of straight chain acids with eighteen carbon atoms in the acid moiety
• CPC Class Codes: C07C 69/60 : Maleic acid esters; Fumaric acid esters
• CPC Class Codes: C07C 69/78 : Benzoic acid esters
• CPC Class Codes: C08K 2201/018 : Additives for biodegradable polymeric composition
• CPC Class Codes: C08K 5/053 : Polyhydroxylic alcohols
• CPC Class Codes: C08K 5/103 : with polyalcohols
• CPC Class Codes: C08L 67/04 : Polyesters derived from hydroxycarboxylic acids, e.g. lactones C08L67/06 takes precedence
• CPC Class Codes: C09D 11/03 : characterised by features other than the chemical nature of the binder
• CPC Class Codes: C09D 11/16 : Writing inks
• CPC Class Codes: C09D 11/38 : characterised by non-macromolecular additives other than solvents, pigments or dyes
• CPC Class Codes: C09D 7/63 : organic
• CPC Class Codes: C09G 1/08 : based on wax
• CPC Class Codes: C09K 3/18 : for application to surfaces to minimize adherence of ice, mist or water thereto rendering particulate materials free flowing, in general, e.g. making them hydrophobic B01J2/30; Thawing or antifreeze materials for application to surfaces used in liquids for heat-transfer, heat-exchange or heat-storage or for the production of heat or cold other than by combustion, e.g. radiator liquids, C09K5/00
• CPC Class Codes: C09K 3/185 : Thawing materials
• CPC Class Codes: C09K 5/10 : Liquid materials
• CPC Class Codes: C09K 5/20 : Antifreeze additives therefor, e.g. for radiator liquids for application to surfaces C09K3/18; inhibiting corrosion by liquids C23F11/00
• CPC Class Codes: C10M 129/08 : containing at least 2 hydroxy groups
• CPC Class Codes: C10M 2207/022 : containing at least two hydroxy groups
• CPC Class Codes: C10M 2207/04 : Ethers; Acetals; Ortho-esters; Ortho-carbonates
• CPC Class Codes: C10M 2207/283 : of polyhydroxy compounds
• CPC Class Codes: C10M 2209/086 : polycarboxylic, e.g. maleic acid
• CPC Class Codes: C10M 2215/042 : containing hydroxy groups; Alkoxylated derivatives thereof
• CPC Class Codes: C10M 2215/223 : Five-membered rings containing nitrogen and carbon only
• CPC Class Codes: C10M 2229/0425 : used as base material
• CPC Class Codes: C10N 2030/64 : Environmental friendly compositions
• CPC Class Codes: C10N 2040/08 : Hydraulic fluids, e.g. brake-fluids
• CPC Class Codes: C11C 3/003 : by esterification of fatty acids with alcohols C11C3/02 takes precedence
• CPC Class Codes: C11D 1/667 : Neutral esters, e.g. sorbitan esters
• CPC Class Codes: C11D 2111/12 : Soft surfaces, e.g. textile
• CPC Class Codes: C11D 2111/14 : Hard surfaces
• CPC Class Codes: C11D 3/2003 : Alcohols; Phenols
• CPC Class Codes: C11D 3/2044 : linear
• CPC Class Codes: C11D 3/2068 : Ethers
• CPC Class Codes: C11D 3/2093 : Esters; Carbonates
• CPC Class Codes: C11D 3/3418 : Toluene -, xylene -, cumene -, benzene - or naphthalene sulfonates or sulfates
• CPC Class Codes: C11D 3/38663 : Stabilised liquid enzyme compositions
• CPC Class Codes: C11D 7/266 : Esters or carbonates
• CPC Class Codes: C11D 7/5022 : containing oxygen
• CPC Class Codes: C12P 7/18 : polyhydric
• CPC Class Codes: C12P 7/42 : Hydroxy-carboxylic acids
• CPC Class Codes: C12P 7/62 : Carboxylic acid esters
• CPC Class Codes: Y02W 10/37 : using solar energy

Abstract

Disclosed herein are heat transfer and antifreeze compositions comprising 1,3-propanediol, wherein the 1,3-propanediol in said heat transfer or antifreeze composition has a bio-based carbon content of about 1% to 100%. In addition, it is preferred that the 1,3-propanediol be biologically-derived, and wherein upon biodegradation, the biologically-derived 1,3-propanediol contributes no anthropogenic CO₂ emissions to the atmosphere.

Claims

1. A heat transfer or antifreeze composition comprising 1,3-propanediol, an anti-corrosive in an amount of from 0.01 to 50% by weight, a defoamer in an amount of from 0.01 to 50% by weight, and a dye, wherein said 1,3-propanediol is biologically-derived, comprises peroxides wherein said peroxides concentration is less than about 10 ppm of said 1,3-propanediol, and has a bio-based carbon content of at least 1%, and wherein said composition has a lower anthropogenic CO₂ emission profile as compared to a composition comprising 1,3-propanediol with a bio-based carbon content of 0%.

2. The heat transfer or antifreeze composition of claim 1 further comprising water.

3. The heat transfer or antifreeze composition of claim 1 wherein the 1,3-propanediol has at least 5% biobased carbon.

4. The heat transfer or antifreeze composition of claim 1 wherein the 1,3-propanediol has at least 10% biobased carbon.

5. The heat transfer or antifreeze composition of claim 1 wherein the 1,3-propanediol has at least 25% biobased carbon.

6. The heat transfer or antifreeze composition of claim 1 wherein the 1,3-propanediol has at least 50% biobased carbon.

7. The heat transfer or antifreeze composition of claim 1 wherein the 1,3-propanediol has at least 75% biobased carbon.

8. The heat transfer or antifreeze composition of claim 1 wherein the 1,3-propanediol has at least 90% biobased carbon.

9. The heat transfer or antifreeze composition of claim 1 wherein the 1,3-propanediol has at least 99% biobased carbon.

10. The heat transfer or antifreeze composition of claim 1 wherein the 1,3-propanediol has 100% biobased carbon.

11. The heat transfer or antifreeze composition of claim 1 wherein the biologically-derived 1,3-propanediol is biologically produced through a fermentation process.

22. The heat transfer or antifreeze composition of claim 1, wherein the defoamer is a polymer based or an oil based defoamer.

23. The heat transfer or antifreeze composition of claim 22, wherein the polymer based defoamer is selected from the group consisting of a block copolymer based defoamer, a silicone emulsion based defoamer, an EO/PO copolymer based defoamer, and a silicone oil emulsion based defoamer.

24. The heat transfer or antifreeze composition of claim 22, wherein the oil based defoamer is selected from the group consisting of an ethylene glycol n-butyl ether based defoamer, a hydrocarbon oil emulsion based defoamer, and an oil soluble, water miscible based defoamer.

25. The heat transfer or antifreeze composition of claim 1, wherein the anti-corrosive is selected from the group consisting of inorganic nitrates and nitrates, tolyltriazole, hydrocarbyl triazole, benzotriazole, mercaptobenzothiazole, pyrazoles, isooxazoles, isothiazoles, thiazoles, thiadiazole salts, 1,2,3-benzotriazole, 1,2,3-tolyltriazole, Na 2-mercaptobenzothiazole, inorganic molybdates, monocarboxylic acids, inorganic phosphates, and aqueous solutions of nitrites, nitrates and sodium hydroxide.

12. A heat transfer or antifreeze composition comprising 1,3-propanediol, an anti-corrosive in an amount of from 0.01 to 50% by weight, and a dye, wherein said 1,3-propanediol is biologically-derived, comprises peroxides wherein said peroxides concentration is less than about 10 ppm of said 1,3-propanediol, and has a bio-based carbon content of at least 1%, wherein said composition has a lower anthropogenic CO₂ emission profile as compared to a composition comprising 1,3-propanediol with a bio-based carbon content of 0%, and wherein the anti-corrosive is selected from the group consisting of inorganic nitrates and nitrates, tolyltriazole, hydrocarbyl triazole, benzotriazole, mercaptobenzothiazole, pyrazoles, isooxazoles, isothiazoles, thiazoles, thiadiazole salts, 1,2,3-benzotriazole, 1,2,3-tolyltriazole, Na 2-mercaptobenzothiazole, inorganic molybdates, monocarboxylic acids, inorganic phosphates, and aqueous solutions of nitrites, nitrates and sodium hydroxide.

13. The heat transfer or antifreeze composition of claim 12 wherein the 1,3-propanediol has at least 5% biobased carbon.

14. The heat transfer or antifreeze composition of claim 12 wherein the 1,3-propanediol has at least 10% biobased carbon.

15. The heat transfer or antifreeze composition of claim 12 wherein the 1,3-propanediol has at least 25% biobased carbon.

16. The heat transfer or antifreeze composition of claim 12 wherein the 1,3-propanediol has at least 50% biobased carbon.

17. The heat transfer or antifreeze composition of claim 12 wherein the 1,3-propanediol has at least 75% biobased carbon.

18. The heat transfer or antifreeze composition of claim 12 wherein the 1,3-propanediol has at least 90% biobased carbon.

19. The heat transfer or antifreeze composition of claim 12 wherein the 1,3-propanediol has at least 99% biobased carbon.

20. The heat transfer or antifreeze composition of claim 12 wherein the 1,3-propanediol has 100% biobased carbon.

21. The heat transfer or antifreeze composition of claim 12 wherein the biologically-derived 1,3-propanediol is biologically produced through a fermentation process.

26. A heat transfer or antifreeze composition comprising 1,3-propanediol, an anti-corrosive in an amount of from 0.01 to 50% by weight, and a defoamer in an amount of from 0.01 to 50% by weight, wherein said 1,3-propanediol is biologically-derived, comprises peroxides wherein said peroxides concentration is less than about 10 ppm of said 1,3-propanediol, and has a bio-based carbon content of at least 1%, wherein said composition has a lower anthropogenic CO₂ emission profile as compared to a composition comprising 1,3-propanediol with a bio-based carbon content of 0%, and wherein the defoamer is a polymer based or an oil based defoamer.

27. The heat transfer or antifreeze composition of claim 26, wherein the polymer based defoamer is selected from the group consisting of a block copolymer based defoamer, a silicone emulsion based defoamer, an EO/PO copolymer based defoamer, and a silicone oil emulsion based defoamer.

28. The heat transfer or antifreeze composition of claim 26, wherein the oil based defoamer is selected from the group consisting of an ethylene glycol n-butyl ether based defoamer, a hydrocarbon oil emulsion based defoamer, and an oil soluble, water miscible based defoamer.