US4396413A
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US
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Metal salt complexes of 3-isothiazolones as effective biocidal agents
Assignee: Rohm and Haas Co
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Filing: 1982-04-19
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Granted: 1983-08-02
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Expires: 2002-04-19
Abstract
Abstract Metal salt complexes of 3-isothiazolones and compositions containing them exhibit useful biocidal properties, including bactericidal, fungicidal, and algaecidal properties.
Inventors
- 👤 George A. Miller
- 👤 Ernest D. Weiler
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 22:43
CPC Classifications
C; C10; C10M; C10M135/00; C10M135/32; C10M135/36; A; A01; A01N; A01N43/00; A01N43/72; A01N43/80; A61; A61K; A61K8/00; A61K8/18; A61K8/19; A61K8/30; A61K8/49; A61Q; A61Q17/00; A61Q17/005; C07; C07D; C07D275/00; C07D275/02; C07D275/03; C10L; C10L1/00; C10L1/10; C10L1/14; C10L1/24; C10L1/2443; C10L1/2456; A61K2800/00; A61K2800/40; A61K2800/52; A61K2800/524; A61K2800/58; C10M2201/00; C10M2201/02; C10M2219/00; C10M2219/10; C10M2219/102; C10M2219/104; C10M2219/106; C10N; C10N2010/00; C10N2010/02; C10N2010/04; C10N2010/06; C10N2010/08; C10N2010/10; C10N2010/12; C10N2010/14; C10N2010/16; C10N2040/00; C10N2040/20; C10N2040/22
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
229 words
A biocidal composition which comprises a carrier and a biocidally-effective amount of a metal salt complex of the formula ##STR6## wherein Y is a hydrogen atom, an unsubstituted or substituted alkyl group of 1 to 18 carbon atoms, an unsubstituted or substituted alkenyl or alkynyl group of 2 to 18 carbon atoms, an unsubstituted or substituted cycloalkyl group of 3 to 12 carbon atoms, having a 3 to 8 carbon atom ring, 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 1 -C 4 )alkyl group; R' is hydrogen, halogen, or a (C 1 -C 4 )alkyl group; or R and R' can be taken together to complete a benzene ring, optionally substituted with one or more halogen atoms, nitro groups, (C 1 -C 4 )alkyl groups, cyano groups, or (C 1 -C 4 )alkoxy groups; M is a cation of barium, cadmium, calcium, chromium, cobalt, copper, iron, lead, lithium, magnesium, manganese, mercury, nickel, silver, sodium, strontium, tin, or zinc; X is an anion forming a compound with the cation M, in which the compound has sufficient solubility to form a complex; a is the integer 1 or 2; and n is the integer for which the anion X satisfies the valence of the cation M.
Claim 2
Dependent Claim
229 words
A biocidal composition which comprises a carrier and a biocidally-effective amount of a metal salt complex of the formula ##STR6## wherein Y is a hydrogen atom, an unsubstituted or substituted alkyl group of 1 to 18 carbon atoms, an unsubstituted or substituted alkenyl or alkynyl group of 2 to 18 carbon atoms, an unsubstituted or substituted cycloalkyl group of 3 to 12 carbon atoms, having a 3 to 8 carbon atom ring, 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 1 -C 4 )alkyl group; R' is hydrogen, halogen, or a (C 1 -C 4 )alkyl group; or R and R' can be taken together to complete a benzene ring, optionally substituted with one or more halogen atoms, nitro groups, (C 1 -C 4 )alkyl groups, cyano groups, or (C 1 -C 4 )alkoxy groups; M is a cation of barium, cadmium, calcium, chromium, cobalt, copper, iron, lead, lithium, magnesium, manganese, mercury, nickel, silver, sodium, strontium, tin, or zinc; X is an anion forming a compound with the cation M, in which the compound has sufficient solubility to form a complex; a is the integer 1 or 2; and n is the integer for which the anion X satisfies the valence of the cation M.
Claim 3
Independent Claim
233 words
A method for controlling a microorganism which comprises contacting the microorganism with an effective amount of a metal salt complex of the formula ##STR7## wherein Y is a hydrogen atom, an unsubstituted or substituted alkyl group of 1 to 18 carbon atoms, an unsubstituted or substituted alkenyl or alkynyl group of 2 to 18 carbon atoms, an unsubstituted or substituted cycloalkyl group of 3 to 12 carbon atoms, having a 3 to 8 carbon atom ring, 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 1 -C 4 )alkyl group; R' is hydrogen, halogen, or a (C 1 -C 4 )alkyl group; or R and R' can be taken together to complete a benzene ring, optionally substituted with one or more halogen atoms, nitro groups, (C 1 -C 4 )alkyl groups, cyano groups, or (C 1 -C 4 )alkoxy groups; M is a cation of barium, cadmium, calcium, chromium, cobalt, copper, iron, lead, lithium, magnesium, manganese, mercury, nickel, silver, sodium, strontium, tin, or zinc; X is an anion forming a compound with the cation M, in which the compound has sufficient solubility to form a complex; a is the integer 1 or 2; and n is the integer for which the anion X satisfies the valence of the cation M.
Claim 4
Independent Claim
233 words
A method for controlling a microorganism which comprises contacting the microorganism with an effective amount of a metal salt complex of the formula ##STR7## wherein Y is a hydrogen atom, an unsubstituted or substituted alkyl group of 1 to 18 carbon atoms, an unsubstituted or substituted alkenyl or alkynyl group of 2 to 18 carbon atoms, an unsubstituted or substituted cycloalkyl group of 3 to 12 carbon atoms, having a 3 to 8 carbon atom ring, 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 1 -C 4 )alkyl group; R' is hydrogen, halogen, or a (C 1 -C 4 )alkyl group; or R and R' can be taken together to complete a benzene ring, optionally substituted with one or more halogen atoms, nitro groups, (C 1 -C 4 )alkyl groups, cyano groups, or (C 1 -C 4 )alkoxy groups; M is a cation of barium, cadmium, calcium, chromium, cobalt, copper, iron, lead, lithium, magnesium, manganese, mercury, nickel, silver, sodium, strontium, tin, or zinc; X is an anion forming a compound with the cation M, in which the compound has sufficient solubility to form a complex; a is the integer 1 or 2; and n is the integer for which the anion X satisfies the valence of the cation M.
Claim 5
Independent Claim
244 words
A method for protecting a locus subject to contamination by microorganisms which comprises incorporating into the locus a metal salt complex of the formula ##STR8## wherein Y is a hydrogen atom, an unsubstituted or substituted alkyl group of 1 to 18 carbon atoms, an unsubstituted or substituted alkenyl or alkynyl group of 2 to 18 carbon atoms, an unsubstituted or substituted cycloalkyl group of 3 to 12 carbon atoms, having a 3 to 8 carbon atom ring, 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 1 -C 4 )alkyl group; R' is hydrogen, halogen, or a (C 1 -C 4 )alkyl group; or R and R' can be taken together to complete a benzene ring, optionally substituted or one or more halogen atoms, nitro groups, (C 1 -C 4 )alkyl groups, cyano groups, or (C 1 -C 4 )alkoxy groups; M is a cation of barium, cadmium, calcium, chromium, cobalt, copper, iron, lead, lithium, magnesium, manganese, mercury, nickel, silver, sodium, strontium, tin, or zinc; X is an anion forming a compound with the cation M, in which the compound has sufficient solubility to form a complex; a is the integer 1 or 2; and n is the integer for which the anion X satisfies the valence of the cation M, in an amount which is effective to control the microorganisms.
Claim 6
Independent Claim
244 words
A method for protecting a locus subject to contamination by microorganisms which comprises incorporating into the locus a metal salt complex of the formula ##STR8## wherein Y is a hydrogen atom, an unsubstituted or substituted alkyl group of 1 to 18 carbon atoms, an unsubstituted or substituted alkenyl or alkynyl group of 2 to 18 carbon atoms, an unsubstituted or substituted cycloalkyl group of 3 to 12 carbon atoms, having a 3 to 8 carbon atom ring, 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 1 -C 4 )alkyl group; R' is hydrogen, halogen, or a (C 1 -C 4 )alkyl group; or R and R' can be taken together to complete a benzene ring, optionally substituted or one or more halogen atoms, nitro groups, (C 1 -C 4 )alkyl groups, cyano groups, or (C 1 -C 4 )alkoxy groups; M is a cation of barium, cadmium, calcium, chromium, cobalt, copper, iron, lead, lithium, magnesium, manganese, mercury, nickel, silver, sodium, strontium, tin, or zinc; X is an anion forming a compound with the cation M, in which the compound has sufficient solubility to form a complex; a is the integer 1 or 2; and n is the integer for which the anion X satisfies the valence of the cation M, in an amount which is effective to control the microorganisms.
Claim 7
Dependent Claim
12 words
The method of claim 3 wherein the locus is a cosmetic formulation.
Claim 8
Dependent Claim
233 words
A cosmetic formulation which comprises a cosmetic ingredient, a carrier, and a microbiocidally effective amount of a metal salt complex of the formula ##STR9## wherein Y is a hydrogen atom, an unsubstituted or substituted alkyl group of 1 to 18 carbon atoms, an unsubstituted or substituted alkenyl or alkynyl group of 2 to 18 carbon atoms, an unsubstituted or substituted cycloalkyl group of 3 to 12 carbon atoms, having a 3 to 8 carbon atom ring, 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 1 -C 4 )alkyl group; R' is hydrogen, halogen, or a (C 1 -C 4 )alkyl group; or R and R' can be taken together to complete a benzene ring, optionally substituted with one or more halogen atoms, nitro groups, (C 1 -C 4 )alkyl groups, cyano groups, or (C 1 -C 4 )alkoxy groups; M is a cation of barium, cadmium, calcium, chromium, cobalt, copper, iron, lead, lithium, magnesium, manganese, mercury, nickel, silver, sodium, strontium, tin, or zinc; X is an anion forming a compound with the cation M, in which the compound has sufficient solubility to form a complex; a is the integer 1 or 2; and n is the integer for which the anion X satisfies the valence of the cation M.
Claim 9
Dependent Claim
233 words
A cosmetic formulation which comprises a cosmetic ingredient, a carrier, and a microbiocidally effective amount of a metal salt complex of the formula ##STR9## wherein Y is a hydrogen atom, an unsubstituted or substituted alkyl group of 1 to 18 carbon atoms, an unsubstituted or substituted alkenyl or alkynyl group of 2 to 18 carbon atoms, an unsubstituted or substituted cycloalkyl group of 3 to 12 carbon atoms, having a 3 to 8 carbon atom ring, 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 1 -C 4 )alkyl group; R' is hydrogen, halogen, or a (C 1 -C 4 )alkyl group; or R and R' can be taken together to complete a benzene ring, optionally substituted with one or more halogen atoms, nitro groups, (C 1 -C 4 )alkyl groups, cyano groups, or (C 1 -C 4 )alkoxy groups; M is a cation of barium, cadmium, calcium, chromium, cobalt, copper, iron, lead, lithium, magnesium, manganese, mercury, nickel, silver, sodium, strontium, tin, or zinc; X is an anion forming a compound with the cation M, in which the compound has sufficient solubility to form a complex; a is the integer 1 or 2; and n is the integer for which the anion X satisfies the valence of the cation M.
Claim 10
Independent Claim
241 words
A method for protecting a seed from attack by microorganisms which comprises dispersing on the surface of the seed a microbiocidally effective amount of a metal salt complex of the formula ##STR10## wherein Y is a hydrogen atom, an unsubstituted or substituted alkyl group of 1 to 18 carbon atoms, an unsubstituted or substituted alkenyl or alkynyl group of 2 to 18 carbon atoms, an unsubstituted or substituted cycloalkyl group of 3 to 12 carbon atoms, having a 3 to 8 carbon atom ring, 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 1 -C 4 )alkyl group; R' is hydrogen, halogen, or a (C 1 -C 4 )alkyl group; or R and R' can be taken together to complete a benzene ring, optionally substituted with one or more halogen atoms, nitro groups, (C 1 -C 4 )alkyl groups, cyano groups, or (C 1 -C 4 )alkoxy groups; M is a cation of barium, cadmium, calcium, chromium, cobalt, copper, iron, lead, lithium, magnesium, manganese, mercury, nickel, silver, sodium, strontium, tin or zinc; X is an anion forming a compound with the cation M, in which the compound has sufficient solubility to form a complex; a is the integer 1 or 2; and n is the integer for which the anion X satisfies the valence of the cation M.
Claim 11
Independent Claim
241 words
A method for protecting a seed from attack by microorganisms which comprises dispersing on the surface of the seed a microbiocidally effective amount of a metal salt complex of the formula ##STR10## wherein Y is a hydrogen atom, an unsubstituted or substituted alkyl group of 1 to 18 carbon atoms, an unsubstituted or substituted alkenyl or alkynyl group of 2 to 18 carbon atoms, an unsubstituted or substituted cycloalkyl group of 3 to 12 carbon atoms, having a 3 to 8 carbon atom ring, 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 1 -C 4 )alkyl group; R' is hydrogen, halogen, or a (C 1 -C 4 )alkyl group; or R and R' can be taken together to complete a benzene ring, optionally substituted with one or more halogen atoms, nitro groups, (C 1 -C 4 )alkyl groups, cyano groups, or (C 1 -C 4 )alkoxy groups; M is a cation of barium, cadmium, calcium, chromium, cobalt, copper, iron, lead, lithium, magnesium, manganese, mercury, nickel, silver, sodium, strontium, tin or zinc; X is an anion forming a compound with the cation M, in which the compound has sufficient solubility to form a complex; a is the integer 1 or 2; and n is the integer for which the anion X satisfies the valence of the cation M.
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