IP Library Granted Patent US 9,914,899
Granted Patent B2
US 9,914,899 · App. 15/159,520 · Granted Mar 13, 2018

Chemical additives and use thereof in corn stillage processing

Inventors: Ronald E. Bingeman (Greenville, SC); Charles F. Palmer, Jr. (Greenville, SC)
Assignee: Ethox Chemicals, LLC
C11B13/00C12F3/10Y02W30/74
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Quick Facts
Patent No.
US 9,914,899
App. No.
15/159,520
Granted
Mar 13, 2018
Kind
B2
Abstract

An improved process is provided for separating corn oil from stillage comprising forming stillage from the fermentation of corn; mixing the stillage with a chemical additive comprising alkoxylated modified corn oil prepared by the transesterification of corn oil with glycerine followed by alkoxylation; and separating the corn oil from the stillage.

Claims (56)

1. A process for separating corn oil from stillage comprising:

forming stillage from fermentation of corn;

mixing said stillage with a chemical additive comprising alkoxylated modified corn oil prepared by the transesterification of corn oil with glycerine followed by alkoxylation; and

separating said corn oil from said stillage.

2. The process for separating corn oil form stillage of claim 1 comprising separating said stillage into wet grain and thin stillage wherein said chemical additive is mixed with said thin stillage.

3. The process for separating corn oil from stillage of claim 1 comprising separating said stillage into wet grain and thin stillage followed by removing water from said thin stillage to form syrup wherein said chemical additive is mixed with said syrup.

4. The process for separating corn oil from stillage of claim 1 wherein said chemical additive comprises at least one alkoxylated modified corn oil which is selected from the group consisting of:

wherein:

R 1 , R 2 and R 3 are independently the groups necessary to define corn oil;

wherein each R 5 independently represents —(CH 2 CH(R 4 )O) a —R 6 ;

R 4 is selected from H, —CH 3 and —CH 2 CH 3 ;

R 6 is selected from H, alkyl or substituted alkyl of 1 to 10 carbons, and —C(═O)OR 7 ;

R 7 is an alkyl or substituted alkyl of 1 to 10 carbons; and

a=2-500.

5. The process for separating corn oil from stillage of claim 4 wherein said chemical additive comprises monoglycerides and diglycerides.

6. The process for separating corn oil from stillage of claim 5 wherein said monoglycerides and diglycerides are in a molar ratio of at least 0.1:1 to no more than 1:0.1.

7. The process for separating corn oil from stillage of claim 6 wherein said monoglycerides and diglycerides are in a molar ratio of at least 0.5:1 to no more than 1:0.5.

8. The process for separating corn oil from stillage of claim 7 wherein said monoglycerides and diglycerides are in a molar ratio of at least 1.1:1 to no more than 1:1.1.

9. The process for separating corn oil from stillage of claim 5 wherein said monoglycerides and diglycerides are in a molar ratio of 1:1.

10. The process for separating corn oil from stillage of claim 4 wherein one of R 1 , R 2 or R 3 is a eighteen carbon unsaturated chain.

11. The process for separating corn oil from stillage of claim 4 wherein one of R 1 , R 2 or R 3 comprise —C 17 H 35 , —C 17 H 33 , —C 17 H 31 , or C 15 H 33 .

12. The process for separating corn oil from stillage of claim 4 wherein each integer a is independently an integer of 10-60.

13. The process for separating corn oil from stillage of claim 12 wherein each integer a is 20-50.

14. The process for separating corn oil from stillage of claim 1 wherein said mixture of stillage and chemical additive has a cloud point of 60-100° C.

15. The process for separating corn oil from stillage of claim 14 wherein said mixture of stillage and chemical additive has a cloud point of 75-90° C.

16. The process for separating corn oil from stillage of claim 15 wherein said mixture of stillage and chemical additive has a cloud point of 85-90° C.

17. The process for separating corn oil from stillage of claim 1 comprising mixing 10-10,000 ppm by weight of said chemical additive to said stillage.

18. The process for separating corn oil from stillage of claim 17 comprising mixing 200-800 ppm by weight of said chemical additive to said stillage.

19. The process for separating corn oil from stillage of claim 18 comprising mixing 300-600 ppm by weight of said chemical additive to said stillage.

20. A mixture suitable for the extraction of corn oil comprising:

corn stillage; and

a chemical additive comprising alkoxylated modified corn oil prepared by the transesterification of corn oil with glycerine followed by alkoxylation.

21. The mixture suitable for the extraction of corn oil of claim 20 wherein said stillage is selected from thin stillage and syrup.

22. The mixture suitable for the extraction of corn oil of claim 20 wherein said chemical additive comprises at least on alkoxylated modified corn oil is selected from the group consisting of:

wherein:

R 1 , R 2 and R 3 are independently the groups necessary to define corn oil;

wherein each R 5 independently represents —(CH 2 CH(R 4 )O) a —R 6 ;

R 4 is selected from H, —CH 3 and —CH 2 CH 3 ;

R 6 is selected from H, alkyl or substituted alkyl of 1 to 10 carbons, and —C(═O)OR 7 ;

R 7 is an alkyl or substituted alkyl of 1 to 10 carbons; and

a=2-500.

23. The mixture suitable for the extraction of corn oil of claim 20 wherein said chemical additive further comprises monoglycerides and diglycerides.

24. The mixture suitable for the extraction of corn oil of claim 23 wherein said monoglycerides and diglycerides are in a molar ratio of at least 0.1:1 to no more than 1:0.1.

25. The mixture suitable for the extraction of corn oil of claim 24 wherein said monoglycerides and diglycerides are in a molar ratio of at least 0.5:1 to no more than 1:0.5.

26. The mixture suitable for the extraction of corn oil of claim 25 wherein said monoglycerides and diglycerides are in a molar ratio of at least 1.1:1 to no more than 1:1.1.

27. The mixture suitable for the extraction of corn oil of claim 23 wherein said monoglycerides and diglycerides are in a molar ratio of 1:1.

28. The mixture suitable for the extraction of corn oil of claim 22 wherein each integer a is independently an integer of 10-60.

29. The mixture suitable for the extraction of corn oil of claim 28 wherein each integer a is 10-50.

30. The mixture suitable for the extraction of corn oil of claim 22 wherein one of R 1 , R 2 or R 3 is an eighteen carbon unsaturated alkyl chain.

31. The mixture suitable for the extraction of corn oil of claim 22 wherein one of R 1 , R 2 and R 3 comprise —C 17 H 35 , —C 17 H 33 , —C 17 H 31 , or C 15 H 33 .

32. The mixture suitable for the extraction of corn oil of claim 20 wherein said mixture of stillage and chemical additive has a cloud point of 60-100° C.

33. The mixture suitable for the extraction of corn oil of claim 32 wherein said mixture of stillage and chemical additive has a cloud point of 75-90° C.

34. The mixture suitable for the extraction of corn oil of claim 33 wherein said mixture of stillage and chemical additive has a cloud point of 85-90° C.

35. The mixture suitable for the extraction of corn oil of claim 20 comprising 10-10,000 ppm by weight of said chemical additive.

36. The mixture suitable for the extraction of corn oil of claim 35 comprising 200-800 ppm by weight of sad chemical additive.

37. The mixture suitable for the extraction of corn oil of claim 36 comprising 300-600 ppm by weight of said chemical additive.

Assignments (2)
SECURITY INTEREST Recorded Nov 13, 2024
From: ETHOX CHEMICALS, LLC
To: FIRST NATIONAL BANK OF PENNSYLVANIA
Reel/Frame 069243/0445 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jul 20, 2016
From: BINGEMAN, RONALD E.; PALMER, CHARLES F., JR.
To: ETHOX CHEMICALS, LLC
Reel/Frame 039199/0931 →
Continuity (2)
Provisional Application 62164363 · May 20, 2015
Related Publication 20160340609A1 · Nov 24, 2016