IP Library Granted Patent US 7,988,883
Granted Patent B2
US 7,988,883 · App. 11/705,212 · Granted Aug 2, 2011

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

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Quick Facts
Patent No.
US 7,988,883
App. No.
11/705,212
Granted
Aug 2, 2011
Kind
B2
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 CO 2 emissions to the atmosphere.

Claims (28)

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 CO 2 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.

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 CO 2 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.

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.

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 CO 2 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.

Assignments (4)
SECURITY INTEREST Recorded Feb 27, 2026
From: PRIMIENT COVATION LLC
To: WELLS FARGO BANK, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 073921/0082 →
SECURITY INTEREST Recorded Feb 27, 2026
From: PRIMIENT COVATION LLC
To: BARCLAYS BANK PLC, AS COLLATERAL AGENT
Reel/Frame 073925/0665 →
CHANGE OF NAME Recorded Jul 27, 2022
From: DUPONT TATE & LYLE BIO PRODUCTS COMPANY, LLC
To: PRIMIENT COVATION LLC
Reel/Frame 060979/0818 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 11, 2007
From: WEHNER, ANN; MILLER, ROBERT; FENYVESI, GYORGYI; DESALVO, JOSEPH W.; JOERGER, MELISSA
To: DUPONT TATE & LYLE BIO PRODUCTS COMPANY, LLC
Reel/Frame 019284/0446 →