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Controlled release compositions

Assignee: Rohm and Haas Co
•
Filing: 1998-11-25
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Granted: —
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Expires: 2018-11-25
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Abstract

Abstract Disclosed are controlled release compositions containing biologically active compounds incorporated into metal oxide glass having a porous matrix which is prepared by polymerizing one or more metal alkoxide monomers, optionally in the presence of a second metal alkoxide monomer. These compositions may be directly incorporated into the locus to be protected or may be applied to a structure in a coating.

Inventors

  • 👤 Tirthankar Ghosh
  • 👤 Edwin Hugh Nungesser

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-02 20:42
CPC Classifications
A; A01; A01N; A01N25/00; A01N25/26; C; C09; C09D; C09D5/00; C09D5/16; C09D5/1606; C09D5/1612; C09D5/1625; A01N25/08; A01N43/00; A01N43/72; A01N43/80; A01N55/00; A01N55/02; A01N55/04

Claims Analysis

Total Claims: 19
Claim 1
Independent Claim 233 words
A controlled release composition comprising one or more biologically active compounds incorporated into a metal oxide glass having a porous matrix, wherein: (a) the biologically active compound is selected from the group consisting of microbicide, marine antifouling agent, and agricultural pesticide; and (b) the metal oxide glass is prepared by polymerizing one or more metal alkoxide monomers of formula (I) (R 2 ) n M 1 +m (OR 1 ) 3 optionally in the presence of one or more metal alkoxide monomers of formula (II) (R 5 ) y R 4 R 3 M 2 +x OR 1 wherein: M 1 and M 2 are independently selected from silicon, aluminum, zirconium, titanium, tin, vanadium, and iron; R 1 = (C 1 - 4 )alkyl; R 2 , R 3 , R 4 and R 5 are independently selected from OR 1 , (C 1 - 12 )alkyl, substituted (C 1 - 12 )alkyl, (C 2 - 10 )alkenyl, halosubstituted (C 2 - 10 )alkenyl, (C 3 - 10 )alkynyl, halosubstituted (C 3 - 10 )alkynyl, phenyl, substituted phenyl, (C 7 - 10 )aralkyl; m and x are independently 3 or 4; n = m-3; and y = x-3; with the proviso that when the biologically active compound is an agricultural pesticide, at least one metal alkoxide monomer of formula (II) is present where R 3 or R 4 is not OR 1 .
Claim 2
Dependent Claim 233 words
A controlled release composition comprising one or more biologically active compounds incorporated into a metal oxide glass having a porous matrix, wherein: (a) the biologically active compound is selected from the group consisting of microbicide, marine antifouling agent, and agricultural pesticide; and (b) the metal oxide glass is prepared by polymerizing one or more metal alkoxide monomers of formula (I) (R 2 ) n M 1 +m (OR 1 ) 3 optionally in the presence of one or more metal alkoxide monomers of formula (II) (R 5 ) y R 4 R 3 M 2 +x OR 1 wherein: M 1 and M 2 are independently selected from silicon, aluminum, zirconium, titanium, tin, vanadium, and iron; R 1 = (C 1 - 4 )alkyl; R 2 , R 3 , R 4 and R 5 are independently selected from OR 1 , (C 1 - 12 )alkyl, substituted (C 1 - 12 )alkyl, (C 2 - 10 )alkenyl, halosubstituted (C 2 - 10 )alkenyl, (C 3 - 10 )alkynyl, halosubstituted (C 3 - 10 )alkynyl, phenyl, substituted phenyl, (C 7 - 10 )aralkyl; m and x are independently 3 or 4; n = m-3; and y = x-3; with the proviso that when the biologically active compound is an agricultural pesticide, at least one metal alkoxide monomer of formula (II) is present where R 3 or R 4 is not OR 1 .
Claim 3
Dependent Claim 90 words
The composition of claim 1 wherein the biologically active compound is a microbicide or marine antifouling agent selected from the group consisting of: 5-chloro-2-methyl-3-isothiazolone; 2-methyl-3-isothiazolone; 2-n-octyl-3-isothiazolone; 4,5-dichloro-2-n-octyl-3-isothiazolone; 4,5-dichloro-2-cyclohexyl-3-isothiazolone; 4,5-dichloro-2-cyclohexyl-3-isothiazolone; 3-iodo-2-propynyl butyl carbamate; 1,2-dibromo-2,4-dicyanobutane; methylene-bis-thiocyanate; 2-thiocyanomethylthiobenzothiazole; 2,4,5,6-tetrachloroisophthalonitrile; 5-bromo-5-nitro-1,3-dioxane; 2,2-dibromo-3-nitrilopropionamide; 3-bromo-1-chloro-5,5-dimethylhydantoin; 1,2-benzisothiazolin-3-one; 2-methyl-4,5-trimethylene-3-isothiazolone; 3,4,4'-trichlorocarbanilide; manganese ethylenebisdithiocarbamate; zinc dimethyl dithiocarbamate; 2-methyl-4-tbutylamino-6-cyclopropylamino-s-triazine; 2,4,5,6-tetrachloroisophthalonitrile; N,N-dimethyl dichlorophenyl urea; zinc ethylenebisdithiocarbamate; copper thiocyanate; 4, 5-dichloro-2-n-octyl-3-isothiazolone; N-(fluorodichloromethylthio)-phthalimide; N,N-dimethyl-N'-phenyl-N'-fluorodichloromethylthio-sulfamide; zinc 2-pyridinethiol-1-oxide; tetramethylthiuram disulfide; 2,4,6-trichlorophenylmaleimide; 2,3,5,6-tetrachloro-4-(methylsulfonyl)-pyridine; 3-iodo-2-propynyl butyl carbamate; diiodomethyl p-tolyl sulfone; bis dimethyl dithiocarbamoyl zinc ethylenebisdithiocarbamate; phenyl (bispyridil) bismuth dichloride; 2-(4-thiazolyl)-benzimidazole; pyridine triphenyl borane; phenylamides; halopropargyl compounds; and 2-haloalkoxyaryl-3-isothiazolones.
Claim 4
Dependent Claim 31 words
The composition of claim 2 wherein the biologically active compound is a microbicide selected from the group consisting of: 2-methyl-3-isothiazolone; 5-chloro-2-methyl-3-isothiazolone; 2-n-octyl-3-isothiazolone; 4,5-dichloro-2-n-octyl-3-isothiazolone; 4,5-dichloro-2-cyclohexyl-3-isothiazolone; 1,2-benzisothiazolin-3-one; 2-methyl-4,5-trimethylene-3-isothiazolone; 3-iodo-2-propynyl butyl carbamate; and 3,4,4'-trichlorocarbanilide.
Claim 5
Dependent Claim 62 words
The composition of claim 1 wherein the metal alkoxide monomer of Formula II is selected from the group consisting of: tetramethoxy orthosilicate, tetraethoxy orthosilicate, methyltriethoxy orthosilicate, methyltrimethoxy orthosilicate, phenyltriethoxy orthosilicate, octyltriethoxy orthosilicate, phenyltrimethoxy orthosilicate, dimethyldiethoxy orthosilicate, bis(trimethoxysilyl)methane, bis(triethoxysilyl)ethane, bis(trimethoxysilyl)hexane, 3-butenyltriethoxy silane, methacryloxypropyl triethoxysilane, methacryloxypropyl trimethoxysilane, triethoxyaluminum, methyldiethoxyaluminum, triisopropoxyaluminum, tetraethoxyzirconium, methyltriethoxyzirconium, tetra-n-butoxyzirconium, tetra-t-butoxyzirconium, tetramethoxytin, tetraethoxytin, tetramethoxyvanadium, tetraethoxyvanadium, tetraethoxytitanium, tetramethoxytitanium, tetraethoxyiron, and mixtures thereof.
Claim 6
Dependent Claim 172 words
The composition of claim 1 wherein the biologically active compound is an agricultural pesticide selected from the group consisting of: dithiocarbamate derivatives; nitrophenol derivatives; heterocyclic structures; halogenated fungicides; fungicidal antibiotics; diphenyl sulfone; dodine; methoxyl; 1 -thiocyano-2,4-dinitrobenzene; 1 -phenylthiosemicarbazide; thiophanate-methyl; cymoxanil; acylalanines; phenylbenzamide; amino acid derivatives; methoxyacrylates; propamocarb; imazalil; carbendazim; myclobutanil; fenbuconazole; tridemorph; pyrazophos; fenarimol; fenpiclonil; pyrimethanil; carboxylic acid derivatives; carbamic acid derivatives; substituted ureas; substituted triazines; diphenyl ether derivatives; anilides; oxyphenoxy herbicides; uracils; nitriles; dithiopyr; thiazopyr; acephate; aldicarb; alpha-cypermethrin; azinphos-methyl; bifenthrin; binapacryl; buprofezin; carbaryl; carbofuran; cartap; chlorpyrifos; chlorpyrifos methyl; clofentezine; cyfluthrin; cyhexatin; cypermethrin; cyphenothrin; deltamethrin; demeton; demeton-S-methyl; demeton-O-methyl; demeton-S; demeton-S-methyl sulfoxid; demephion-O; demephion-S; dialifor; diazinon; dicofol; dicrotophos; diflubenzuron; dimethoate; dinocap; endosulfan; endothion; esfenvalerate; ethiofencarb; ethion; ethoate-methyl; ethoprop; etrimfos; fenamiphos; fenazaflor; fenbutatin-oxide; fenitrothion; fenoxycarb; fensulfothion; fenthion; fenvalerate; flucycloxuron; flufenoxuron; fluvalinate; fonofos; fosmethilan; furathiocarb; hexythiazox; isazophos; isofenphos: isoxathion; methamidophos; methidathion; methiocarb; methomyl; methyl parathion; mevinphos; mexacarbate; monocrotophos; nicotine; omethoate; oxamyl; parathion; permethrin; phorate; phosalone; phosmet; phosphamidon; pirimicarb; pirimiphos-ethyl; profenofos; promecarb; propargite; pyridaben; resmethrin; rotenone; tebufenozide; temephos; TEPP; terbufos; thiodicarb; tolclofos-methyl; triazamate; triazophos; and vamidothion.
Claim 7
Dependent Claim 10 words
The composition of claim 1 further comprising an inert material.
Claim 8
Dependent Claim 245 words
A controlled release composition comprising one or more biologically active compounds incorporated into an organo-metal oxide glass having a porous matrix, wherein: the biologically active compound is selected from the group consisting of microbicide, marine antifouling agent, and agricultural pesticide; and the organo-metal oxide glass is prepared by polymerizing, in the presence of a hydroxylic compound, one or more metal alkoxide monomers of formula (I): (R 2 ) n M 1 +m (OR 1 ) 3 optionally in the presence of one or more metal alkoxide monomers of formula (II): (R 5 ) y R 4 R 3 M 2 +x OR 1 wherein: M 1 and M 2 are independently selected from silicon, aluminum, zirconium, titanium, tin, vanadium, and iron; R 1 = (C 1 - 4 )alkyl; R 2 , R 3 , R 4 and R 5 are independently selected from OR 1 , (C 1 - 12 )alkyl, substituted (C 1 - 12 )alkyl, (C 2 - 10 )alkenyl, halosubstituted (C 2 - 10 )alkenyl, (C 3 - 10 )alkynyl, halosubstituted (C 3 -C 10 )alkynyl, phenyl, substituted phenyl, (C 7 - 10 )aralkyl; m and x are independently 3 or 4; n = m-3; and y = x-3; and wherein the hydroxylic compound is selected from the group consisting of (C 4 - 20 )alkyl alcohols; (C 7 - 10 )aralkyl alcohols; (C 2 - 20 )glycols; poly(ethylene glycol) alkyl ethers; poly(ethylene glycol) aralkyl ethers; and poly(ethylene glycol) aryl ethers.
Claim 9
Dependent Claim 245 words
A controlled release composition comprising one or more biologically active compounds incorporated into an organo-metal oxide glass having a porous matrix, wherein: the biologically active compound is selected from the group consisting of microbicide, marine antifouling agent, and agricultural pesticide; and the organo-metal oxide glass is prepared by polymerizing, in the presence of a hydroxylic compound, one or more metal alkoxide monomers of formula (I): (R 2 ) n M 1 +m (OR 1 ) 3 optionally in the presence of one or more metal alkoxide monomers of formula (II): (R 5 ) y R 4 R 3 M 2 +x OR 1 wherein: M 1 and M 2 are independently selected from silicon, aluminum, zirconium, titanium, tin, vanadium, and iron; R 1 = (C 1 - 4 )alkyl; R 2 , R 3 , R 4 and R 5 are independently selected from OR 1 , (C 1 - 12 )alkyl, substituted (C 1 - 12 )alkyl, (C 2 - 10 )alkenyl, halosubstituted (C 2 - 10 )alkenyl, (C 3 - 10 )alkynyl, halosubstituted (C 3 -C 10 )alkynyl, phenyl, substituted phenyl, (C 7 - 10 )aralkyl; m and x are independently 3 or 4; n = m-3; and y = x-3; and wherein the hydroxylic compound is selected from the group consisting of (C 4 - 20 )alkyl alcohols; (C 7 - 10 )aralkyl alcohols; (C 2 - 20 )glycols; poly(ethylene glycol) alkyl ethers; poly(ethylene glycol) aralkyl ethers; and poly(ethylene glycol) aryl ethers.
Claim 10
Dependent Claim 186 words
The composition of claim 7 wherein the biologically active compound is selected from the group consisting of: 5-chloro-2-methyl-3-isothiazolone; 2-methyl-3-isothiazolone; 2-n-octyl-3-isothiazolone; 4,5-dichloro-2-n-octyl-3-isothiazolone; 4,5-dichloro-2-cyclohexyl-3-isothiazolone; 4,5-dichloro-2-cyclohexyl-3-isothiazolone; 3-iodo-2-propynyl butyl carbamate; 1,2-dibromo-2,4-dicyanobutane; methylene-bis-thiocyanate; 2-thiocyanomethylthiobenzothiazole; 2,4,5,6-tetrachloroisophthalonitrile; 5-bromo-5-nitro-1,3-dioxane; 2,2-dibromo-3-nitrilopropionamide; 3-bromo-1-chloro-5,5-dimethylhydantoin; 1,2-benzisothiazolin-3-one; 2-methyl-4,5-trimethylene-3-isothiazolone; 3,4,4'-trichlorocarbanilide; dithiocarbamate derivatives; nitrophenol derivatives; heterocyclic structures; halogenated fungicides; fungicidal antibiotics; diphenyl sulfone; dodine; methoxyl; 1-thiocyano-2,4-dinitrobenzene; 1-phenylthiosemicarbazide; thiophanate-methyl; cymoxanil; acylalanines; phenylbenzamide; amino acid derivatives; methoxyacrylates; propamocarb; imazalil; carbendazim; myclobutanil; fenbuconazole; tridemorph; pyrazophos; fenarimol; fenpiclonil; pyrimethanil; carboxylic acid derivatives; carbamic acid derivatives; substituted ureas; substituted triazines; diphenyl ether derivatives; anilides; oxyphenoxy herbicides; uracils; nitriles; dithiopyr; thiazopyr; acephate; aldicarb; alpha-cypermethrin; azinphos-methyl; bifenthrin; binapacryl; buprofezin; carbaryl; carbofuran; cartap; chlorpyrifos; chlorpyrifos methyl; clofentezine; cyfluthrin; cyhexatin; cypermethrin; cyphenothrin; deltamethrin; demeton; demeton-S-methyl; demeton-O-methyl; demeton-S; demeton-S-methyl sulfoxid; demephion-O; demephion-S; dialifor; diazinon; dicofol; dicrotophos; diflubenzuron; dimethoate; dinocap; endosulfan; endothion; esfenvalerate; ethiofencarb; ethion; ethoate-methyl; ethoprop; etrimfos; fenamiphos; fenazaflor; fenbutatin-oxide; fenitrothion; fenoxycarb; fensulfothion; fenthion; fenvalerate; flucycloxuron; flufenoxuron; fluvalinate; fonofos; fosmethilan; furathiocarb; hexythiazox; isazophos; isofenphos; isoxathion; methamidophos; methidathion; methiocarb; methomyl; methyl parathion; mevinphos; mexacarbate; monocrotophos; nicotine; omethoate; oxamyl; parathion; permethrin; phorate; phosalone; phosmet; phosphamidon; pirimicarb; pirimiphos-ethyl; profenofos; promecarb; propargite; pyridaben; resmethrin; rotenone; tebufenozide; temephos; TEPP; terbufos; thiodicarb; tolclofos-methyl; triazamate; triazophos; and vamidothion.
Claim 11
Dependent Claim 31 words
The composition of claim 7 wherein the biologically active compound is a microbicide selected from the group consisting of: 2-methyl-3-isothiazolone; 5-chloro-2-methyl-3-isothiazolone; 2-n-octyl-3-isothiazolone; 4,5-dichloro-2-n-octyl-3-isothiazolone; 4.5-dichloro-2-cyclohexyl-3-isothiazolone; 1,2-benzisothiazolin-3-one; 2-methyl-4,5-trimethylene-3-isothiazolone; 3-iodo-2-propynyl butyl carbamate; and 3,4,4'-trichlorocarbanilide.
Claim 12
Independent Claim 236 words
A method of controlling the release of biologically active compounds comprising the step of incorporating the biologically active compounds in a metal oxide glass having a porous matrix, wherein: (a) the biologically active compound is selected from the group consisting of microbicide, marine antifouling agent, and agricultural pesticide, and (b) the metal oxide glass is prepared by polymerizing one or more metal alkoxide monomers of formula (I): (R 2 ) n M 1 +m (OR 1 ) 3 optionally in the presence of one or more metal alkoxide monomers of formula (II): (R 5 ) y R 4 R 3 M 2 +x OR 1 wherein M 1 and M 2 are independently selected from silicon, aluminum, zirconium, titanium, tin, vanadium, and iron; R 1 = (C 1 - 4 )alkyl; R 2 , R 3 , R 4 and R 5 are independently selected from OR 1 , (C 1-12 )alkyl, substituted (C 1-12 )alkyl, (C 2 - 10 )alkenyl, halosubstituted (C 2 - 10 )alkenyl, (C 3 - 10 )alkynyl, halosubstituted (C 3 - 10 )alkynyl, phenyl, substituted phenyl, (C 7 - 10 )aralkyl; m and x are independently 3 or 4; n = m-3; and y = x-3; with the provision that when the biologically active compound is an agricultural pesticide, at least one metal alkoxide monomer of formula (II) is present where R 3 or R 4 is not OR 1 .
Claim 13
Independent Claim 236 words
A method of controlling the release of biologically active compounds comprising the step of incorporating the biologically active compounds in a metal oxide glass having a porous matrix, wherein: (a) the biologically active compound is selected from the group consisting of microbicide, marine antifouling agent, and agricultural pesticide, and (b) the metal oxide glass is prepared by polymerizing one or more metal alkoxide monomers of formula (I): (R 2 ) n M 1 +m (OR 1 ) 3 optionally in the presence of one or more metal alkoxide monomers of formula (II): (R 5 ) y R 4 R 3 M 2 +x OR 1 wherein M 1 and M 2 are independently selected from silicon, aluminum, zirconium, titanium, tin, vanadium, and iron; R 1 = (C 1 - 4 )alkyl; R 2 , R 3 , R 4 and R 5 are independently selected from OR 1 , (C 1-12 )alkyl, substituted (C 1-12 )alkyl, (C 2 - 10 )alkenyl, halosubstituted (C 2 - 10 )alkenyl, (C 3 - 10 )alkynyl, halosubstituted (C 3 - 10 )alkynyl, phenyl, substituted phenyl, (C 7 - 10 )aralkyl; m and x are independently 3 or 4; n = m-3; and y = x-3; with the provision that when the biologically active compound is an agricultural pesticide, at least one metal alkoxide monomer of formula (II) is present where R 3 or R 4 is not OR 1 .
Claim 14
Dependent Claim 186 words
The method of claim 11 wherein the biologically active compound is selected from the group consisting of 5-chloro-2-methyl-3-isothiazolone; 2-methyl-3-isothiazolone; 2-n-octyl-3-isothiazolone; 4,5-dichloro-2-n-octyl-3-isothiazolone; 4,5-dichloro-2-cyclohexyl-3-isothiazolone; 4,5-dichloro-2-cyclohexyl-3-isothiazolone; 3-iodo-2-propynyl butyl carbamate; 1,2-dibromo-2,4-dicyanobutane; methylene-bis-thiocyanate; 2-thiocyanomethylthiobenzothiazole; 2,4,5,6-tetrachloroisophthalonitrile; 5-bromo-5-nitro-1,3-dioxane; 2,2-dibromo-3-nitrilopropionamide; 3-bromo-1-chloro-5,5-dimethylhydantoin; 1,2-benzisothiazolin-3-one; 2-methyl-4,5-trimethylene-3-isothiazolone; 3,4,4'-trichlorocarbanilide; dithiocarbamate derivatives; nitrophenol derivatives; heterocyclic structures; halogenated fungicides; fungicidal antibiotics; diphenyl sulfone; dodine; methoxyl; 1-thiocyano-2,4-dinitrobenzene; 1-phenylthiosemicarbazide; thiophanate-methyl; cymoxanil; acylalanines; phenylbenzamide; amino acid derivatives; methoxyacrylates; propamocarb; imazalil; carbendazim; myclobutanil; fenbuconazole; tridemorph; pyrazophos; fenarimol; fenpiclonil; pyrimethanil; carboxylic acid derivatives; carbamic acid derivatives; substituted ureas; substituted triazines; diphenyl ether derivatives; anilides; oxyphenoxy herbicides; uracils; nitriles; dithiopyr; thiazopyr; acephate; aldicarb; alphacypermethrin; azinphos-methyl; bifenthrin; binapacryl; buprofezin; carbaryl; carbofuran; cartap; chlorpyrifos; chlorpyrifos methyl; clofentezine; cyfluthrin; cyhexatin; cypermethrin; cyphenothrin; deltamethrin; demeton; demeton-S-methyl; demeton-O-methyl; demeton-S; demeton-S-methyl sulfoxid; demephion-O; demephion-S; dialifor; diazinon; dicofol; dicrotophos; diflubenzuron; dimethoate; dinocap; endosulfan; endothion; esfenvalerate; ethiofencarb; ethion; ethoate-methyl; ethoprop; etrimfos; fenamiphos; fenazaflor; fenbutatin-oxide; fenitrothion; fenoxycarb; fensulfothion; fenthion; fenvalerate; flucycloxuron; flufenoxuron; fluvalinate; fonofos; fosmethilan; furathiocarb; hexythiazox; isazophos; isofenphos; isoxathion; methamidophos; methidathion; methiocarb; methomyl; methyl parathion; mevinphos; mexacarbate; monocrotophos; nicotine; omethoate; oxamyl; parathion; permethrin; phorate; phosalone; phosmet; phosphamidon; pirimicarb; pirimiphos-ethyl; profenofos; promecarb; propargite; pyridaben; resmethrin; rotenone; tebufenozide; temephos; TEPP; terbufos; thiodicarb; tolclofos-methyl; triazamate; triazophos; and vamidothion.
Claim 15
Independent Claim 253 words
A method of controlling the release of biologically active compounds comprising the step of incorporating the biologically active compounds in an organo-metal oxide glass having a porous matrix, wherein: the biologically active compound is selected from the group consisting of microbicide, marine antifouling agent, and agricultural pesticide; and the organo-metal oxide glass is prepared by polymerizing, in the presence of a hydroxylic compound, one or more metal alkoxide monomers of formula (I): (R 2 ) n M 1 +m (OR 1 ) 3 optionally in the presence of one or more metal alkoxide monomers of formula (II): (R 5 ) y R 4 R 3 M 2 +x OR 1 wherein M 1 and M 2 are independently selected from silicon, aluminum, zirconium, titanium, tin, vanadium, and iron; R 1 = (C 1 - 4 )alkyl; R 2 , R 3 , R 4 and R 5 are independently selected from OR 1 , (C 1 - 12 )alkyl, substituted (C 1 - 12 )alkyl, (C 2 - C 10 )alkenyl, halosubstituted (C 2 - 10 )alkenyl, (C 3 - 10 )alkynyl, halosubstituted (C 3 - 10 )alkynyl, phenyl, substituted phenyl, (C 7 - 10 )aralkyl; m and x are independently 3 or 4; n = m-3; and y = x-3; and wherein the hydroxylic compound is selected from the group consisting of (C 4 - 20 )alkyl alcohols; (C 7 - 10 )aralkyl alcohols: (C 2 - 20 )glycols; poly(ethylene glycol) alkyl ethers; poly(ethylene glycol) aralkyl ethers; and poly(ethylene glycol) aryl ethers.
Claim 16
Independent Claim 253 words
A method of controlling the release of biologically active compounds comprising the step of incorporating the biologically active compounds in an organo-metal oxide glass having a porous matrix, wherein: the biologically active compound is selected from the group consisting of microbicide, marine antifouling agent, and agricultural pesticide; and the organo-metal oxide glass is prepared by polymerizing, in the presence of a hydroxylic compound, one or more metal alkoxide monomers of formula (I): (R 2 ) n M 1 +m (OR 1 ) 3 optionally in the presence of one or more metal alkoxide monomers of formula (II): (R 5 ) y R 4 R 3 M 2 +x OR 1 wherein M 1 and M 2 are independently selected from silicon, aluminum, zirconium, titanium, tin, vanadium, and iron; R 1 = (C 1 - 4 )alkyl; R 2 , R 3 , R 4 and R 5 are independently selected from OR 1 , (C 1 - 12 )alkyl, substituted (C 1 - 12 )alkyl, (C 2 - C 10 )alkenyl, halosubstituted (C 2 - 10 )alkenyl, (C 3 - 10 )alkynyl, halosubstituted (C 3 - 10 )alkynyl, phenyl, substituted phenyl, (C 7 - 10 )aralkyl; m and x are independently 3 or 4; n = m-3; and y = x-3; and wherein the hydroxylic compound is selected from the group consisting of (C 4 - 20 )alkyl alcohols; (C 7 - 10 )aralkyl alcohols: (C 2 - 20 )glycols; poly(ethylene glycol) alkyl ethers; poly(ethylene glycol) aralkyl ethers; and poly(ethylene glycol) aryl ethers.
Claim 17
Dependent Claim 185 words
The method of claim 13 wherein the biologically active compound is selected from the group consisting of: 5-chloro-2-methyl-3-isothiazolone; 2-methyl-3-isothiazolone; 2-n-octyl-3-isothiazolone; 4,5-dichloro-2-n-octyl-3-isothiazolone; 4,5-dichloro-2-cyclohexyl-3-isothiazolone; 4,5-dichloro-2-cyclohexyl-3-isothiazolone; 3-iodo-2-propynyl butyl carbamate; 1,2-dibromo-2,4-dicyanobutane; methylene-bis-thiocyanate: 2-thiocyanomethylthiobenzothiazole; 2,4,5,6-tetrachloroisophthalonitrile; 5-bromo-5-nitro-1,3-dioxane; 2,2-dibromo-3-nitrilopropionamide; 3-bromo-1-chloro-5,5-dimethylhydantoin; 1,2-benzisothiazolin-3-one; 2-methyl-4,5-trimethylene-3-isothiazulone; 3,4,4'-trichlorocarbanilide; dithiocarbamate derivatives; nitrophenol derivatives; heterocyclic structures; halogenated fungicides; fungicidal antibiotics; diphenyl sulfone; dodine; methoxyl; 1-thiocyano-2,4-dinitrobenzene; 1-phenylthiosemicarbazide; thiophanate-methyl; cymoxanil; acylalanines; phenylbenzamide; amino acid derivatives; methoxyacrylates; propamocarb; imazalil; carbendazim; myclobutanil; fenbuconazole; tridemorph; pyrazophos; fenarimol; fenpiclonil; pyrimethanil; carboxylic acid derivatives; carbamic acid derivatives; substituted ureas; substituted triazines; diphenyl ether derivatives; anilides; oxyphenoxyherbicides; uracils; nitriles; dithiopyr; thiazopyr; acephate; aldicarb; alphacypermethrin; azinphos-methyl; bifenthrin; binapacryl; buprofezin; carbaryl; carbofuran; cartap; chlorpyrifos; chlorpyrifos methyl; clofentezine; cyfluthrin; cyhexatin; cypermethrin; cyphenothrin; deltamethrin; demeton; demeton-S-methyl; demeton-O-methyl; demeton-S; demeton-S-methyl sulfoxid; demephion-O; demephion-S; dialifor; diazinon; dicofol; dicrotophos; diflubenzuron; dimethoate; dinocap; endosulfan; endothion; esfenvalerate; ethiofencarb; ethion; ethoate-methyl; ethoprop; etrimfos; fenamiphos; fenazaflor; fenbutatin-oxide; fenitrothion; fenoxycarb; fensulfothion; fenthion; fenvalerate; flucycloxuron; flufenoxuron; fluvalinate; fonofos; fosmethilan; furathiocarb; hexythiazox; isazophos; isofenphos; isoxathion; methamidophos; methidathion; methiocarb; methomyl; methyl parathion; mevinphos; mexacarbate; monocrotophos; nicotine; omethoate; oxamyl; parathion; permethrin; phorate: phosalone; phosmet; phosphamidon; pirimicarb; pirimiphos-ethyl; profenofos; promecarb; propargite; pyridaben; resmethrin; rotenone; tebufenozide; temephos; TEPP; terbufos; thiodicarb; tolclofos-methyl; triazamate; triazophos; and vamidothion.
Claim 18
Dependent Claim 32 words
A method of controlling or inhibiting the growth of pests at a locus comprising introducing into or onto the locus to be protected an effective amount of the compositions of claim 1.
Claim 19
Dependent Claim 32 words
A method of controlling or inhibiting the growth of pests at a locus comprising introducing into or onto the locus to be protected an affective amount of the compositions of claim 7.

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