IP Library Granted Patent US 9,550,740
Granted Patent B2
US 9,550,740 · App. 14/565,890 · Granted Jan 24, 2017

Antimicrobial compounds

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Quick Facts
Patent No.
US 9,550,740
App. No.
14/565,890
Granted
Jan 24, 2017
Kind
B2
Abstract

Provided are compounds which are useful for controlling microorganisms in aqueous or water-containing systems or in systems which are exposed to moisture, including at elevated temperature. The antimicrobial compounds are of the formula I: wherein n, R 1 , R 2 , R 3 , R 4 , R 5 , and X are as defined herein.

Claims (16)

1. A compound of formula I:

wherein n is 0 or 1;

R 1 is linear or branched C 1 -C 10 alkyl;

R 2 is H, linear or branched C 1 -C 10 alkyl, C 3 -C 8 cycloalkyl, or aryl;

R 3 , R 4 , and R 5 at each occurrence are independently H, linear or branched C 1 -C 10 alkyl, or C 3 -C 8 cycloalkyl;

or R 2 and R 3 together with the carbon to which they are attached form C 3 -C 3 cycloalkyl;

or R 4 and R 5 together with the carbon to which they are attached form C 3 -C 3 cycloalkyl; and

X is O or NR 6 , wherein R 6 is linear or branched C 1 -C 6 alkyl.

2. The compound of claim 1 n is 1, R 2 is aryl and R 3 , R 4 , and R 5 are each H.

3. The compound of claim 1 wherein n is 0, and R 2 , R 3 , R 4 , and R 5 are each H.

4. The compound of claim 1 wherein X is O.

5. The compound of claim 1 that is: 1,3-bis(3-methyloxazolidin-2-yl)propane; 1,3-bis (3-butyloxazolidin-2-yl)propane; 1,3-bis(3-octyloxazolidin-2-yl)propane; or 1,3-bis(3-methyl-6-phenyl-1,3-oxazinan-2-yl)propane.

6. A method for controlling microorganisms in an aqueous or water-containing system or in a system which is exposed to moisture, the method comprising contacting the system with the compound of claim 1 .

7. The method of claim 6 wherein the system is at a temperature of at least 40° C.

8. The method of claim 6 wherein the system is an oil or gas field fluid, paper machine white water, industrial recirculating water, a starch solution, a latex or polymer emulsion, a coating or building product or household product or personal care product which is manufactured at elevated temperature, a plastic, a hot rolling machining fluid, an industrial dishwashing or laundry fluid, an animal biosecurity fluid, or a high level disinfection fluid.

9. The method of claim 6 wherein the system is a fracturing fluid, a drilling fluid, a water flood system, an oil field water, or a produced fluid.

Assignments (7)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 8, 2021
From: ROHM AND HAAS COMPANY
To: DDP SPECIALTY ELECTRONIC MATERIALS US 8, LLC
Reel/Frame 054928/0191 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 8, 2021
From: DDP SPECIALTY ELECTRONIC MATERIALS US 8, LLC
To: NUTRITION & BIOSCIENCES USA 2, LLC
Reel/Frame 054928/0289 →
CHANGE OF LEGAL ENTITY Recorded Nov 28, 2020
From: DDP SPECIALTY ELECTRONIC MATERIALS US, INC.
To: DDP SPECIALTY ELECTRONIC MATERIALS US, LLC.
Reel/Frame 054530/0384 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 28, 2020
From: DDP SPECIALTY ELECTRONIC MATERIALS US, LLC.
To: NUTRITION & BIOSCIENCES USA 1, LLC
Reel/Frame 054533/0575 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 28, 2020
From: DOW GLOBAL TECHNOLOGIES LLC
To: THE DOW CHEMICAL COMPANY
Reel/Frame 054531/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 28, 2020
From: THE DOW CHEMICAL COMPANY
To: DDP SPECIALTY ELECTRONIC MATERIALS US, INC.
Reel/Frame 054533/0001 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 9, 2016
From: KOEHLER, THOMAS; MCGINLEY, HEATHER R.; COBURN, CHARLES E.; PEERA, ASGHAR A.
To: ROHM AND HAAS COMPANY; DOW GLOBAL TECHNOLOGIES LLC
Reel/Frame 040867/0069 →