3-Isothiazolones as biocides
AssigneeRohm and Haas Company
InventorsSheldon N. Lewis, George A. Miller, Andrew B. Law
Life of this patent
Estimating the term…
Abstract
Disclosed herein are certain novel compounds which are most properly designated as 3-isothiazolones. These compounds and compositions containing them exhibit a broad spectrum of biocidal properties and are particularly effective for the control of microorganisms.
Claims27
A composition for inhibiting the growth of bacteria, fungi, or algae comprising an agronomically-acceptable carrier and, in an amount which is effective to adversely affect the growth of bacteria, fungi, or algae, a compound of the formula ##STR14## wherein Y is (1) an unsubstituted alkyl group of 1 to 18 carbon atoms, (2) a substituted alkyl group having at least one hydrogen atom replaced by hydroxy, halo, cyano, alkylamino, dialkylamino, phenylamino, halophenylamino, carboxy, carbalkoxy, alkoxy, aryloxy, or carbamoxy, wherein the total number of carbon atoms in the substituted alkyl group does not exceed 18,
- (3) an unsubstituted or halo-substituted alkenyl group of 2 to 18 carbon atoms,
- (4) unsubstituted or halo-substituted alkynyl group of 2 to 18 carbon atoms,
- (5) an unsubstituted or alkyl-substituted cycloalkyl group having a 3 to 6 carbon atom ring and up to 12 carbon atoms,
- (6) an unsubstituted or a halo-, lower alkyl-, or lower alkoxy-substituted aralkyl group wherein the total number of carbon atoms in the aralkyl group does not exceed 10, or
- (7) an unsubstituted or a halo-, nitro-, lower alkyl-, or lower carbalkoxy-, substituted aryl group wherein the total number of carbon atoms in the aryl group does not exceed 10,
- R is hydrogen, halogen, or a (C.sub.1 -C.sub.4)alkyl group, and
- R' is hydrogen, halogen, or a (C.sub.1 -C.sub.4)alkyl group or a salt of a compound of the above formula with a strong acid.
A composition for inhibiting the growth of bacteria, fungi, or algae comprising an agronomically-acceptable carrier and, in an amount which is effective to adversely affect the growth of bacteria, fungi, or algae, a compound of the formula ##STR15## wherein Y is an unsubstituted or substituted alkyl, alkenyl, or alkynyl group of 1 to 18 carbon atoms, an unsubstituted or substituted cycloalkyl group having a 3 to 6 carbon atom ring and up to 12 carbon atoms, an unsubstituted or substituted aralkyl group of up to 10 carbon atoms, or an unsubstituted or substituted aryl group of up to 10 carbon atoms,
- R is hydrogen, halogen, or a (C.sub.1 -C.sub.4)alkyl group, and
- R' is hydrogen, halogen, or a (C.sub.1 -C.sub.4)alkyl group or a salt of a compound of the above formula with a strong acid.
A method for inhibiting the growth of bacteria, fungi, or algae in a locus subject to contamination by bacteria, fungi, or algae, which comprises incorporating onto or into the locus, in an amount which is effective to adversely affect the growth of bacteria, fungi, or algae, a compound of the formula ##STR16## wherein Y is (1) an unsubstituted alkyl group of 1 to 18 carbon atoms, (2) a substituted alkyl group having at least one hydrogen atom replaced by hydroxy, halo, cyano, alkylamino, dialkylamino, phenylamino, halophenylamino, carboxy, carbalkoxy, alkoxy, aryloxy, or carbamoxy, wherein the total number of carbon atoms in the substituted alkyl group does not exceed 18,
- (3) an unsubstituted or halo-substituted alkenyl group of 2 to 18 carbon atoms,
- (4) unsubstituted or halo-substituted alkynyl group of 2 to 18 carbon atoms,
- (5) an unsubstituted or alkyl-substituted cycloalkyl group having a 3 to 6 carbon atom ring and up to 12 carbon atoms,
- (6) an unsubstituted or a halo, lower alkyl-, or lower alkoxy-substituted aralkyl group wherein the total number of carbon atoms in the aralkyl group does not exceed 10, or
- (7) an unsubstituted or a halo-, nitro-, lower alkyl-, or lower carbalkoxy-, substituted aryl group wherein the total number of carbon atoms in the aryl group does not exceed 10,
- R is hydrogen, halogen, or a (C.sub.1 -C.sub.4)alkyl group, and
- R' is hydrogen, halogen, or a (C.sub.1 -C.sub.4)alkyl group or a salt of a compound of the above formula with a strong acid.
A method of inhibiting the growth of bacteria, fungi, or algae which comprises contacting the bacteria, fungi, or algae, in an amount which is effective to adversely affect the growth of the bacteria, fungi, or algae, with a compound of the formula ##STR17## wherein Y is an unsubstituted or substituted alkyl, alkenyl, or alkynyl group of 1 to 18 carbon atoms, an unsubstituted or substituted cycloalkyl group having a 3 to 6 carbon atom ring and up to 12 carbon atoms, an unsubstituted or substituted aralkyl group of up to 10 carbon atoms, or an unsubstituted or substituted aryl group of up to 10 carbon atoms,
- R is hydrogen, halogen, or a (C.sub.1 -C.sub.4)alkyl group, and
- R' is hydrogen, halogen, or a (C.sub.1 -C.sub.4)alkyl group or a salt of a compound of the above formula with a strong acid.
A method of inhibiting the growth of bacteria, fungi, or algae which comprises contacting the bacteria, fungi, or algae, in an amount which is effective to adversely affect the growth of the bacteria, fungi, or algae, with a compound of the formula ##STR18## wherein Y is (1) an unsubstituted alkyl group of 1 to 18 carbon atoms, (2) a substituted alkyl group having at least one hydrogen atom replaced by hydroxy, halo, cyano, alkylamino, dialkylamino, phenylamino, halophenylamino, carboxy, carbalkoxy, alkoxy, aryloxy, or carbamoxy, wherein the total number of carbon atoms in the substituted alkyl group does not exceed 18,
- (3) an unsubstituted or halo-substituted alkenyl group of 2 to 18 carbon atoms,
- (4) unsubstituted or halo-substituted alkynyl group of 2 to 18 carbon atoms,
- (5) an unsubstituted or alkyl-substituted cycloalkyl group having a 3 to 6 carbon atom ring and up to 12 carbon atoms,
- (6) an unsubstituted or a halo-, lower alkyl-, or lower alkoxy-substituted aralkyl group wherein the total number of carbon atoms in the aralkyl group does not exceed 10, or
- (7) an unsubstituted or a halo-, nitro-, lower alkyl-, or lower carbalkoxy-, substituted aryl group wherein the total number of carbon atoms in the aryl group does not exceed 10.
- R is hydrogen, halogen, or a (C.sub.1 -C.sub.4)alkyl group, and
- R' is hydrogen, halogen, or a (C.sub.1 -C.sub.4)alkyl group of a salt of a compound of the above formula with a strong acid.
A method for inhibiting the growth of bacteria, fungi, or algae in a locus subject to contimatination by bacteria, fungi, or algae, which comprises incorporating onto or into the locus, in an amount which is effective to adversely affect the growth of bacteria, fungi, or algae, a compound of the formula ##STR19## wherein Y is an unsubstituted or substituted alkyl, alkenyl, or alkynyl group of 1 to 18 carbon atoms, an unsubstituted or substituted cycloalkyl group having a 3 to 6 carbon atom ring and up to 12 carbon atoms, an unsubstituted or substituted aralkyl group of up to 10 carbon atoms, or an unsubstituted or substituted aryl group of up to 10 carbon atoms,
- R is hydrogen, halogen, or a (C.sub.1 -C.sub.4)alkyl group, and
- R' is hydrogen, halogen, or a (C.sub.1 -C.sub.4)alkyl group or a salt of a compound of the above formula with a strong acid.
Dependencies are inferred from the claim text.