← Back to Patent Explorer
US4954338A Expired / Lapsed US ⏱️ 0.0 years remaining

Microbicidal microemulsion

Assignee: Rohm and Haas Co
•
Filing: 1988-06-22
•
Granted: 1990-09-04
•
Expires: 2008-06-22
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract Disclosed are dilutable oil-in-water microemulsions of low water soluble microbicidal isothiazolones and their method of preparation.

Inventors

  • 👤 John R. Mattox

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-23 14:51
CPC Classifications
C; C02; C02F; C02F1/00; C02F1/50; A; A01; A01N; A01N25/00; A01N25/02; A01N25/04; A01N43/00; A01N43/72; A01N43/80; C02F2103/00; C02F2103/02; C02F2103/023; C02F2103/16; C02F2305/00; C02F2305/14

Claims Analysis

Total Claims: 31
Claim 1
Independent Claim 311 words
A microemulsion comprising from 0.1-50% by weight of an isothiazolone having a water solubility of less than 1% by weight of the formula: ##STR5## wherein Y is an unsubstituted alkyl group of 2 to 18 carbon atoms, a substituted alkyl group of 2 to 18 carbon atoms having at least one hydrogen atom replaced by hydroxy, halo, cyano, alkylamino, dialkylamino, phenylamino, halophenylamino, carboxy, carbalkoxy, alkoxy, aryloxy, morpholino, piperidino, pyrrolidonyl, carbamoxy, or isothiazolonyl, wherein the total number of carbon atoms in the substituted alkyl group does not exceed 18, an unsubstituted or halo-substituted alkenyl group of 4 to 18 carbon atoms, unsubstituted or halo-substituted alkynyl group of 4 to 18 carbon atoms, an unsubstituted or alkyl-substituted cycloalkyl group having a four to six carbon atom ring and up to 12 carbon atoms, 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 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; and R and R 1 are the same or different substituent selected from hydrogen, halogen, or a (C 1 -C 4 ) alkyl group; and from 0.1 to 25% by weight of an anionic surfactant; from 0.1 to 25% by weight of a cosurfactant selected from alkyl alcohols and alkylalkoxylated alcohols; from 0.5 to 50% by weight of a polyoxyethylene/polyoxypropylene block copolymer of the formula: ##STR6## wherein R 3 is lower alkoxy or a radical of the formula HO(CH 2 CH 2 O) n 1 where m 1 is an integer greater than 15 and n 1 is an integer greater than 10; from 10 to 99% by weight of water; and from 0 to 30% by weight of an adjuvant or adjuvants.
Claim 2
Dependent Claim 311 words
A microemulsion comprising from 0.1-50% by weight of an isothiazolone having a water solubility of less than 1% by weight of the formula: ##STR5## wherein Y is an unsubstituted alkyl group of 2 to 18 carbon atoms, a substituted alkyl group of 2 to 18 carbon atoms having at least one hydrogen atom replaced by hydroxy, halo, cyano, alkylamino, dialkylamino, phenylamino, halophenylamino, carboxy, carbalkoxy, alkoxy, aryloxy, morpholino, piperidino, pyrrolidonyl, carbamoxy, or isothiazolonyl, wherein the total number of carbon atoms in the substituted alkyl group does not exceed 18, an unsubstituted or halo-substituted alkenyl group of 4 to 18 carbon atoms, unsubstituted or halo-substituted alkynyl group of 4 to 18 carbon atoms, an unsubstituted or alkyl-substituted cycloalkyl group having a four to six carbon atom ring and up to 12 carbon atoms, 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 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; and R and R 1 are the same or different substituent selected from hydrogen, halogen, or a (C 1 -C 4 ) alkyl group; and from 0.1 to 25% by weight of an anionic surfactant; from 0.1 to 25% by weight of a cosurfactant selected from alkyl alcohols and alkylalkoxylated alcohols; from 0.5 to 50% by weight of a polyoxyethylene/polyoxypropylene block copolymer of the formula: ##STR6## wherein R 3 is lower alkoxy or a radical of the formula HO(CH 2 CH 2 O) n 1 where m 1 is an integer greater than 15 and n 1 is an integer greater than 10; from 10 to 99% by weight of water; and from 0 to 30% by weight of an adjuvant or adjuvants.
Claim 3
Dependent Claim 64 words
The microemulsion of claim 1 comprising from 1 to 30% by weight of the isothiazolone; from 1 to 15% by weight of the anionic surfactant; from 1 to 20% by weight of the cosurfactant; from 1 to 40% by weight of the polyoxyethylene/polyoxypropylene copolymer; from 20 to 98% by weight of water and from 0 to 20% by weight of an adjuvant or adjuvants.
Claim 4
Dependent Claim 50 words
The microemulsion of claim 1 comprising from 1 to 12:5% by weight of the isothiazolone; from 1 to 4% of the anionic surfactant, from 1 to 6% of the cosurfactant; from 1 to 10% of the copolymer; from 50 to 90% water and from 0 to 16% of an adjuvant.
Claim 5
Dependent Claim 45 words
The microemulsion of claim 3 wherein the anionic surfactant is selected from alkylaryl sulfonate salts, alkyl (C 8 -C 20 ) sulfate salts; C 10 -C 20 fatty alcohol ethoxylate sulfate salts, mono- and dialkyl (C 4 -C 3 ) sulfosuccinate salts, or sulfated oils.
Claim 6
Dependent Claim 69 words
The microemulsion of claim 3 wherein the cosurfactant is selected from C 4 to C 10 alkyl alcohols or alkylalkoxylated alcohols of the formula CH 3 (CH 2 ) n (OC 2 H 4 ) m OH or CH 3 (CH 2 ) n (OC 3 H 6 ) m OH wherein n is an integer of 0 to 7 and m is an integer of 1 to 4.
Claim 7
Dependent Claim 15 words
The microemulsion of claim 3 wherein the polyoxyethylene/polyoxypropylene copolymer has a molecular weight above 1750.
Claim 8
Dependent Claim 15 words
The microemulsion of claim 3 wherein the polyoxyethylene/polyoxypropylene copolymer has a molecular weight above 3000.
Claim 9
Dependent Claim 10 words
The microemulsion of claim 2 wherein the isothiazolone is n-octyl-4-isothiazolin-3-one.
Claim 10
Dependent Claim 10 words
The microemulsion of claim 6 wherein the isothiazolone is n-octyl-4,5-dichloroisothiazolone.
Claim 11
Independent Claim 318 words
A method for preparing a microemulsion of a compound having a water solubility of less than 1% by weight of the formula: ##STR7## wherein Y is an unsubstituted alkyl group of 2 to 18 carbon atoms, a substituted alkyl group of 2 to 18 carbon atoms having at least one hydrogen atom replaced by hydroxy, halo, cyano, alkylamino, dialkylamino, phenylamino, halophenylamino, carboxy, carbalkoxy, alkoxy, aryloxy, morpholino, piperidino, pyrrolidonyl, carbamoxy, or isothiazolonyl, wherein the total number of carbon atoms in the substituted alkyl group does not exceed 18, an unsubstituted or halo-substituted alkenyl group of 4 to 18 carbon atoms, unsubstituted or halo-substituted alkynyl group of 4 to 18 carbon atoms, an unsubstituted or alkyl-substituted cycloalkyl group having a four to six carbon atom ring and up to 12 carbon atoms, 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 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; and R and R 1 are the same or different substituent selected from hydrogen, halogen, or a (C 1 -C 4 ) alkyl group; and which comprises mixing from 0.1 to 50% parts by weight of the compound with from 0.1 to 25% an anionic surfactant; from 0.1 to 25% a cosurfactant selected from alkyl alcohols or alkylalkoxylated alcohol; from 0.5 to 50% by weight of a polyoxyethylene/polyoxypropylene block copolymer of the formula: ##STR8## wherein R 3 is lower alkoxy or a radical of the formula HO(CH 2 CH 2 O) n 1 where m 1 is an integer greater than 15 and n 1 is an integer greater than 10; from 10 to 99% by weight of water; and from 0 to 30% by weight of an adjuvant or adjuvants.
Claim 12
Independent Claim 318 words
A method for preparing a microemulsion of a compound having a water solubility of less than 1% by weight of the formula: ##STR7## wherein Y is an unsubstituted alkyl group of 2 to 18 carbon atoms, a substituted alkyl group of 2 to 18 carbon atoms having at least one hydrogen atom replaced by hydroxy, halo, cyano, alkylamino, dialkylamino, phenylamino, halophenylamino, carboxy, carbalkoxy, alkoxy, aryloxy, morpholino, piperidino, pyrrolidonyl, carbamoxy, or isothiazolonyl, wherein the total number of carbon atoms in the substituted alkyl group does not exceed 18, an unsubstituted or halo-substituted alkenyl group of 4 to 18 carbon atoms, unsubstituted or halo-substituted alkynyl group of 4 to 18 carbon atoms, an unsubstituted or alkyl-substituted cycloalkyl group having a four to six carbon atom ring and up to 12 carbon atoms, 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 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; and R and R 1 are the same or different substituent selected from hydrogen, halogen, or a (C 1 -C 4 ) alkyl group; and which comprises mixing from 0.1 to 50% parts by weight of the compound with from 0.1 to 25% an anionic surfactant; from 0.1 to 25% a cosurfactant selected from alkyl alcohols or alkylalkoxylated alcohol; from 0.5 to 50% by weight of a polyoxyethylene/polyoxypropylene block copolymer of the formula: ##STR8## wherein R 3 is lower alkoxy or a radical of the formula HO(CH 2 CH 2 O) n 1 where m 1 is an integer greater than 15 and n 1 is an integer greater than 10; from 10 to 99% by weight of water; and from 0 to 30% by weight of an adjuvant or adjuvants.
Claim 13
Dependent Claim 51 words
The method of claim 10 which comprises mixing from 1 to 30% of the compound; from 1 to 15% of the anionic surfactant; from 1 to 20% of the cosurfactant; from 1 to 40% of the copolymer; from 20 to 98% of water; and from 0 to 20% of an adjuvant.
Claim 14
Dependent Claim 51 words
The method of claim 11 which comprises mixing from 1 to 12.5% of the compound, from 1 to 4% of the anionic surfactant; from 1 to 6% of the cosurfactant, from 1 to 10% of the copolymer; from 50 to 90% of water; and from 0 to 16% of an adjuvant.
Claim 15
Dependent Claim 48 words
The method of claim 12 wherein the anionic surfactant is selected from an alkylaryl sulfonate salts , alkyl (C 8 -C 20 ) sulfate salts; C 10 -C 20 fatty alcohol ethoxylate sulfate salts, mono- and dialkyl (C 4 14 C 13 ) sulfosuccinate salts, or sulfated oils.
Claim 16
Dependent Claim 69 words
The method of claim 13 wherein the cosurfactant is selected from C 4 to C 10 alkyl alcohols or alkylalkoxylated alcohols of the formula: CH 3 (CH 2 ) n (OC 2 H 4 ) m OH or CH 3 (CH 2 ) n (OC 3 H 6 ) m OH wherein n is an integer of 0 to 7 and m is an integer of 1 to 4.
Claim 17
Dependent Claim 15 words
The method of claim 14 wherein the polyoxyethylene/polyoxypropylene copolymer has a molecular weight above 1750.
Claim 18
Dependent Claim 14 words
The method of claim 15 wherein the copolymer has a molecular weight above 3000.
Claim 19
Dependent Claim 10 words
The method of claim 16 wherein the compound is n-octyl-4-isothiazolin-3-one.
Claim 20
Dependent Claim 10 words
The method of claim 16 wherein the compound is n-octyl-4,5-dichloroisothiazolone.
Claim 21
Independent Claim 60 words
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, the microemulsion of claims 1, 2, 3, 4, 5, 6, 7, 8 or 9.
Claim 22
Dependent Claim 12 words
The method of claim 19 wherein the locus is an aqueous medium.
Claim 23
Dependent Claim 13 words
The method of claim 19 wherein the locus is a cutting oil formulation.
Claim 24
Dependent Claim 12 words
The method of claim 19 wherein the locus is a water-cooling system.
Claim 25
Dependent Claim 15 words
The method of claim 19 wherein the locus is a solid protective of decorative film.
Claim 26
Dependent Claim 14 words
The method of claim 19 wherein the locus is fabric, leather, paper, or wood.
Claim 27
Dependent Claim 12 words
The method of claim 19 wherein the locus is laundry wash water.
Claim 28
Dependent Claim 12 words
The method of claim 19 wherein the locus is a cosmetic formulation.
Claim 29
Dependent Claim 12 words
The method of claim 19 wherein the locus is a fuel system.
Claim 30
Dependent Claim 10 words
The method of claim 19 wherein the locus is plastic.
Claim 31
Dependent Claim 11 words
The method of claim 19 wherein the locus is an emulsion.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1993-09-03 1994-03-05 1994-09-04 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1997-09-03 1998-03-05 1998-09-04 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2001-09-03 2002-03-05 2002-09-04 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag