IP Library Granted Patent US 9,386,770
Granted Patent B2
US 9,386,770 · App. 13/067,385 · Granted Jul 12, 2016

Use of predissolved pristinamycin-type and polyether ionophore type antimicrobial agents in the production of ethanol

View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 9,386,770
App. No.
13/067,385
Granted
Jul 12, 2016
Kind
B2
Abstract

A method of controlling microorganisms such as lactobacilli metabolism in mash in an ethanol production facility includes adding to the mash an effective amount to control such microorganisms of one or more of a substantially water insoluble pristinamycin-type antimicrobial agent, a substantially water insoluble polyether ionophore antimicrobial agent, or both, wherein the term “substantially water insoluble” means the antimicrobial agent has a solubility in pure water at 20° C. of 0.1 grams per liter or less, and wherein at least a portion of the substantially water insoluble antimicrobial agent(s) is added to the mash in the form of: 1) an organic liquid comprising at least one organic solvent having said substantially water insoluble antimicrobial agent(s) dissolved therein, said organic liquid advantageously comprising more than 1 gram per liter of said antimicrobial agent(s); 2) particles comprising said substantially water insoluble antimicrobial agent(s) and having a weight mean average diameter of less than 5 microns; or 3) both.

Claims (23)

1. A method of controlling lactobacilli metabolism in mash in an ethanol production facility, comprising adding to the mash a treating liquid comprising:

1) ethanol;

2) a C 1 -C 4 alkyl citric acid ester; and

3) a substantially water insoluble pristinamycin antimicrobial agent, a substantially water insoluble polyether ionophore antimicrobial agent, or both, dissolved therein, wherein the term “substantially water insoluble” means the antimicrobial agent has a solubility in pure water at 20° C. of about 0.1 grams per liter or less, and said treating liquid comprises more than 2 grams per liter of said antimicrobial agent(s) dissolved therein.

2. The method of claim 1 , wherein the treating liquid is added upstream or within a heat exchanger.

3. The method of claim 1 , wherein the substantially water insoluble antimicrobial agent comprises monensin.

4. The method of claim 1 , wherein the organic liquid further comprises dipropylene glycol, wherein said treating liquid comprises more than 10 grams per liter of said pristinamycin antimicrobial agent.

5. The method of claim 1 , wherein said treating liquid comprises more than 10 grams per liter of said pristinamycin antimicrobial agent.

6. The method of claim 1 , wherein the organic liquid further comprises a C1-C4 hydroxycarboxylic acid ester, a C1-C4 alkyl di- or tri-carboxylic acid ester, or both, wherein said treating liquid comprises more than 10 grams per liter of said pristinamycin antimicrobial agent.

7. The method of claim 6 , wherein the organic liquid further comprises a C1-C4 alkyl lactate, wherein said treating liquid comprises more than 10 grams per liter of said pristinamycin antimicrobial agent.

8. The method of claim 1 , wherein the substantially water insoluble antimicrobial agent comprises a substantially water insoluble pristinamycin antimicrobial agent.

9. The method of claim 1 , wherein said treating liquid comprises more than 20 grams per liter of said dissolved pristinamycin antimicrobial agent.

10. The method of claim 1 , wherein said treating liquid comprises more than 40 grams per liter of said dissolved pristinamycin antimicrobial agent.

11. The method of claim 1 , wherein the substantially water insoluble antimicrobial agent comprises a substantially water insoluble polyether ionophore-type antimicrobial agent, wherein said treating liquid comprises more than 10 grams per liter of said polyether ionophore antimicrobial agent.

12. The method of claim 11 , wherein said treating liquid comprises more than 20 grams per liter of said dissolved polyether ionophore antimicrobial agent.

13. The method of claim 12 , wherein said treating liquid comprises more than 40 grams per liter of said dissolved polyether ionophore antimicrobial agent.

14. The method of claim 1 , wherein the treating liquid consists of ethanol, a C1-C4 alkyl citric acid ester, and virginiamycin.

15. The method of claim 1 , wherein the antimicrobial agent is virginiamycin, and wherein the treating liquid further comprises ethanol, a C1-C4 alkyl citric acid ester, and ethyl lactate.

16. The method of claim 1 , wherein the treating liquid comprises ethanol, ethyl acetate, ethyl lactate, and triethyl citrate.

17. The method of claim 1 , wherein the treating liquid comprises a triethyl citrate ester.

18. The method of claim 1 , wherein the treating liquid comprises a triethyl citrate ester and further comprises dipropylene glycol.

19. The method of claim 1 , wherein the treating liquid consists essentially of virginiamycin, a triethyl citrate ester and ethanol.

20. The method of claim 1 , wherein the treat liquid comprises virginiamycin and the solvents comprise ethanol, ethyl lactate, and triethyl citrate.

Assignments (5)
RELEASE OF SECURITY INTEREST IN PATENTS AT REEL 42877, FRAME 0441 Recorded Jul 17, 2024
From: BANK OF AMERICA, N.A., AS COLLATERAL AGENT
To: PHIBRO ANIMAL HEALTH CORPORATION; OMNIGEN RESEARCH, LLC; PRINCE AGRI PRODUCTS, INC.
Reel/Frame 068404/0550 →
SECURITY INTEREST Recorded Jul 15, 2024
From: PHIBRO ANIMAL HEALTH CORPORATION; PRINCE AGRI PRODUCTS, INC.; OMNIGEN RESEARCH, LLC
To: COÖPERATIEVE RABOBANK U.A., NEW YORK BRANCH, AS COLLATERAL AGENT
Reel/Frame 068370/0043 →
RELEASE OF SECURITY INTEREST Recorded Jun 30, 2017
From: BANK OF AMERICA, N.A.
To: PHIBRO ANIMAL HEALTH CORPORATION; PRINCE AGRI PRODUCTS, INC.; OMNIGEN RESEARCH, LLC
Reel/Frame 042877/0351 →
SECURITY INTEREST Recorded Jun 30, 2017
From: PHIBRO ANIMAL HEALTH CORPORATION; OMNIGEN RESEARCH, LLC; PRINCE AGRI PRODUCTS, INC.
To: BANK OF AMERICA, N.A., AS COLLATERAL AGENT
Reel/Frame 042877/0441 →
PATENT SECURITY AGREEMENT Recorded Apr 17, 2014
From: PHIBRO ANIMAL HEALTH CORPORATION; PRINCE AGRI PRODUCTS, INC.; OMNIGEN RESEARCH, LLC
To: BANK OF AMERICA, N.A., AS COLLATERAL AGENT
Reel/Frame 032712/0701 →