IP Library Granted Patent US 9,034,929
Granted Patent B2
US 9,034,929 · App. 12/521,825 · Granted May 19, 2015

Aminoalcohol and biocide compositions for aqueous based systems

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Quick Facts
Patent No.
US 9,034,929
App. No.
12/521,825
Granted
May 19, 2015
Kind
B2
Abstract

Biocidal compositions and their use in aqueous media, such as metalworking fluids, the compositions comprising a biocidal agent; and a non-biocidal primary amino alcohol compound of the formula (I); wherein R 1 , R 2 , R 3 , R 4 , and R 5 are as defined herein.

Claims (29)

1. A biocidal composition comprising:

a biocidal agent selected from the group consisting of 1,3,5-tris(2-hydroxyethyl)-s-triazine, iodopropynylbutylcarbamate, 1,2-benzisothiazolin-3-one, 4,4-dimethyloxazolidine, 7-ethyl bicyclooxazolidine, a combination of 4-(2-nitrobutyl)-morpholine with 4,4′-(2-ethyl-2-nitrotrimethylene)dimorpholine, 2-methyl-4-isothiazolin-3-one, a combination of 5-chloro-2-methyl-4-isothiazolin-3-one with 2-methyl-4-isothiazolin-3-one, 2-bromo-2-nitro-1,3-propanediol, octylisothiazolinone, dichloro-octylisothiazolinone, dibromo-octylisothiazolinone, phenolics and their corresponding sodium and/or potassium salts, sodium pyrithione, zinc pyrithione, n-butyl benzisothiazolinone, 1-(3-chloroallyl)-3,5,7-triaza-1-azoniaadamantane chloride, chlorothalonil, carbendazim, diiodomethyltolylsulfone, trimethyl-1,3,5-triazine-1,3,5-triethanol, 2,2-dibromo-3-nitrilopropionamide, glutaraldehyde, N,N′-methylene-bis-morpholine, ethylenedioxy methanol, phenoxyethanol, tetramethylol acetylenediurea, dithiocarbamates, 2,6-dimethyl-m-dioxan-4-ol acetate, dimethylol-dimethyl-hydantoin, tris(hydroxymethyl)nitromethane, bicyclic oxazolidines, and mixtures of two or more thereof; and

a primary amino alcohol compound of the formula:

wherein

R 1 and R 3 are each independently H, linear or branched alkyl, cycloalkyl, or R 1 is aryl while R 3 is H,

R 2 and R 4 are each independently H or alkyl, provided that R 2 and R 4 together contain 2 or fewer carbon atoms;

wherein alkyl, cycloalkyl, and aryl are optionally substituted with alkyl, and wherein the compound of formula (I) contains at least 6 carbon atoms,

and wherein the biocidal agent and the primary amino alcohol are present in an effective amount to inhibit the growth of microorganisms in an aqueous-based system.

2. The composition of claim 1 wherein the primary amino alcohol compound comprises no more than 12 carbon atoms.

3. The composition of claim 1 further comprising one or more compounds selected from the group consisting of 2-amino-2-methyl-1-propanol, 2-amino-1-ethanol, 1-amino-2-propanol, bis(2-hydroxypropyl)amine, tris(2-hydroxypropyl)amine, bis(2-hydroxyethyl)amine, tris(2-hydroxyethyl)amine, and 2-(2-aminoethoxy)ethanol.

4. The composition of claim 1 wherein R 2 is methyl.

5. The composition of claim 1 wherein R 2 is ethyl.

6. The composition of claim 1 wherein the amino alcohol compound is of the formula (II):

wherein

R 1 is C 2 -C 6 alkyl; and

R 2 and R 4 are each independently H or C 1 -C 2 alkyl,

wherein R 2 and R 4 together contain 2 or fewer carbon atoms, and wherein the compound of formula (II) contains at least 6 carbon atoms.

7. The composition of claim 1 wherein the amino alcohol compound is selected from the group consisting of: 2-amino-3-hexanol, 2-amino-2-methyl-3-hexanol, 3-amino-4-octanol, 2-amino-2-methyl-3-heptanol, 2-amino-4-ethyl-3-octanol, 2-amino-3-heptanol, 2-amino-1-phenylbutanol, and mixtures thereof.

8. The composition of claim 1 wherein the amino alcohol is 3-amino-4-octanol.

9. A method of inhibiting the growth of microorganisms in an aqueous-based system comprising adding to said system an effective amount of a biocidal composition according to claim 1 .

10. A method according to claim 9 wherein the aqueous-based system is a metal working fluid.

11. A metalworking fluid concentrate comprising a biocidal composition according to claim 1 .

12. A metalworking fluid comprising a biocidal composition according to claim 1 .

13. A metalworking fluid comprising water and a metalworking concentrate, wherein the metalworking concentrate comprises a biocidal composition according to claim 1 .

14. A composition in which microbial growth is inhibited comprising: an aqueous based system; and a biocidal composition according to claim 1 .

15. The composition according to claim 14 wherein the aqueous based system is latexes, water-based paints, water-based coatings, caulks, adhesives, tape joint compounds, mineral slurries, water-cooling systems, personal care products, soaps and detergents, disinfectants, cleaners, sanitizers, pesticide products, oilfield water, and water-based fluids used in oilfield applications such as drilling muds, fracturing fluids, and hydrotest fluids.

16. The composition according to claim 14 wherein the aqueous based system is a metal working fluid.

17. A compound selected from the group consisting of 2-amino-4-ethyl-3-octanol, 2-amino-2-methyl-3-heptanol, and salts thereof.

18. The composition of claim 1 wherein the biocidal agent is a triazine compound, a phenolic compound, iodopropynylbutylcarbamate, a combination of 4-(2-nitrobutyl)-morpholine with 4,4′-(2-ethyl-2-nitrotrimethylene)dimorpholine, 1,2-benzisothiazolin-3-one, 2-methyl-4-isothiazolin-3-one, a combination of 5-chloro-2-methyl-4-isothiazolin-3-one with 2-methyl-4-isothiazolin-3-one, octylisothiazolinone, dichloro-octylisothiazolinone, dibromo-octylisothiazolinone, n-butyl benzisothiazolinone, n,n′-methylene-bis-morpholine, or a mixture thereof.

Assignments (16)
CHANGE OF NAME Recorded Feb 27, 2024
From: ANGUS CHEMICAL COMPANY
To: ADVANCION CORPORATION
Reel/Frame 066697/0518 →
PATENT SECURITY AGREEMENT (2ND LIEN) Recorded Dec 1, 2020
From: ANGUS CHEMICAL COMPANY
To: JEFFERIES FINANCE LLC, AS COLLATERAL AGENT
Reel/Frame 054553/0719 →
PATENT SECURITY AGREEMENT (1ST LIEN) Recorded Dec 1, 2020
From: ANGUS CHEMICAL COMPANY
To: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
Reel/Frame 054553/0706 →
RELEASE OF SECURITY INTEREST Recorded Nov 24, 2020
From: JPMORGAN CHASE BANK, N.A.
To: ANGUS CHEMICAL COMPANY
Reel/Frame 054586/0231 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 20, 2015
From: DOW GLOBAL TECHNOLOGIES LLC
To: ANGUS CHEMICAL COMPANY
Reel/Frame 035213/0405 →
SECURITY AGREEMENT Recorded Feb 3, 2015
From: ANGUS CHEMICAL COMPANY
To: JPMORGAN CHASE BANK, N.A., AS COLLATERAL AGENT
Reel/Frame 034881/0001 →
CHANGE OF NAME Recorded Oct 27, 2014
From: DOW GLOBAL TECHNOLOGIES INC.
To: DOW GLOBAL TECHNOLOGIES LLC
Reel/Frame 034056/0633 →
CORRECTIVE ASSIGNMENT TO CORRECT TO REMOVE ASSIGNOR NAME PREVIOUSLY RECORDED AT REEL: 023507 FRAME: 0338. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Oct 23, 2014
From: COBURN, CHARLES E.; PYZOWSKI, BONNIE A.; BRUTTO, PATRICK E.
To: ANGUS CHEMICAL COMPANY
Reel/Frame 034037/0656 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 23, 2014
From: POHLMAN, JOHN L.
To: DOW GLOBAL TECHNOLOGIES INC.
Reel/Frame 034021/0565 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 23, 2014
From: POHLMAN, JOHN L.
To: DOW GLOBAL TECHNOLOGIES INC.
Reel/Frame 034021/0926 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 23, 2014
From: POHLMAN, JOHN L.
To: DOW GLOBAL TECHNOLOGIES INC.
Reel/Frame 034022/0260 →
CORRECTIVE ASSIGNMENT TO CORRECT THE JOHN L. POHLMAN NEEDS TO BE REMOVED AS AN ASSIGNOR. PREVIOUSLY RECORDED ON REEL 023506 FRAME 0637. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNORS CHARLES E. COBURN, BONNIE A. PYZOWSKI AND PATRICK E. BRUTTO ASSIGNED THEIR RIGHTS TO ANGUS CHEMICAL COMPANY.. Recorded Oct 23, 2014
From: COBURN, CHARLES E.; PYZOWSKI, BONNIE A.; BRUTTO, PATRICK E.
To: ANGUS CHEMICAL COMPANY
Reel/Frame 034035/0389 →
CORRECTIVE ASSIGNMENT TO CORRECT TO REMOVE ASSIGNOR NAME JOHN L. POHLMAN AND ADD ASSIGNOR NAME RAYMOND J. SWEDO PREVIOUSLY RECORDED AT REEL: 023507 FRAME: 0386. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Oct 23, 2014
From: COBURN, CHARLES E.; PYZOWSKI, BONNIE A.; BRUTTO, PATRICK E.; GREEN, GEORGE DAVID; SWEDO, RAYMOND J.
To: ANGUS CHEMICAL COMPANY
Reel/Frame 034037/0790 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 12, 2009
From: COBURN, CHARLES E.; PYZOWSKI, BONNIE A.; BRUTTO, PATRICK E.; POHLMAN, JOHN L.
To: ANGUS CHEMICAL COMPANY
Reel/Frame 023506/0637 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 12, 2009
From: COBURN, CHARLES E.; PYZOWSKI, BONNIE A.; BRUTTO, PATRICK E.; POHLMAN, JOHN L.
To: ANGUS CHEMICAL COMPANY
Reel/Frame 023507/0338 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 12, 2009
From: COBURN, CHARLES E.; PYZOWSKI, BONNIE A.; BRUTTO, PATRICK E.; GREEN, GEORGE DAVID; POHLMAN, JOHN L.
To: ANGUS CHEMICAL COMPANY
Reel/Frame 023507/0386 →