US4920137A
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US
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Method for stabilizing isothiazolinones
Assignee: Bromine Compounds Ltd
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Filing: 1988-07-21
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Granted: 1990-04-24
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Expires: 2008-07-21
Abstract
Abstract A method for stabilizing compositions containing one or more 3-isothiazolinones, which method includes adding to the 3-isothiazolinone composition an amount effective to stabilize the composition of one or more stabilizing compounds having the formula: [R.sub.x A-C.sub.6 H.sub.2 R.sup.1 R.sup.2 ].sub.y -Z wherein Z is selected from AR x , R 1 , R 2 , alkoxymethylene, methylene and alkylidene; R, R 1 and R 2 are independently selected from hydrogen, straight-chained, branched and cyclic alkyl, aryl and arylalkyl; A is oxygen or nitrogen, provided that when A is oxygen, x is 0 or 1, when A is nitrogen, x is 1 or 2; and y is 1 or 2.
Inventors
- 👤 Jeane Segall
- 👤 Leonard M. Shorr
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 12:44
CPC Classifications
C; C07; C07D; C07D275/00; C07D275/02; C07D275/03; A; A01; A01N; A01N43/00; A01N43/72; A01N43/80
Claims Analysis
Total Claims: 24
Claim 1
Independent Claim
137 words
A method for stabilizing compositions comprising one or more 3-isothiazolinones, said method comprising adding to a composition comprising said one or more 3-isothiazolinones, an amount effective to stabilize said one or more 3-isothiazolinones of one or more stabilizing compounds having the formula: [R.sub.x A-C.sub.6 H.sub.2 R.sup.1 R.sup.2 ].sub.y -Z wherein Z is selected from the group consisting of AR x , R 1 , R 2 , alkoxymethylene, methylene and alkylidene; R, R 1 and R 2 are independently selected from the group consisting of hydrogen, straight-chained, branched and cyclic alkyl, aryl and arylalkyl; A is oxygen or nitrogen, provided that when A is oxygen, x is 0 or 1 and when A is nitrogen, x is 1 or 2; and y is 1 or 2, so that degradation of said one or more 3-isothiazolinones is inhibited.
Claim 2
Independent Claim
137 words
A method for stabilizing compositions comprising one or more 3-isothiazolinones, said method comprising adding to a composition comprising said one or more 3-isothiazolinones, an amount effective to stabilize said one or more 3-isothiazolinones of one or more stabilizing compounds having the formula: [R.sub.x A-C.sub.6 H.sub.2 R.sup.1 R.sup.2 ].sub.y -Z wherein Z is selected from the group consisting of AR x , R 1 , R 2 , alkoxymethylene, methylene and alkylidene; R, R 1 and R 2 are independently selected from the group consisting of hydrogen, straight-chained, branched and cyclic alkyl, aryl and arylalkyl; A is oxygen or nitrogen, provided that when A is oxygen, x is 0 or 1 and when A is nitrogen, x is 1 or 2; and y is 1 or 2, so that degradation of said one or more 3-isothiazolinones is inhibited.
Claim 3
Dependent Claim
34 words
The method of claim 1, wherein at least one of said stabilizing compounds have the formula: ##STR3## provided that when A is oxygen, x is 1 and when A is nitrogen, x is 2.
Claim 4
Dependent Claim
29 words
The method of claim 2, wherein at least one of said stabilizing compounds is selected from the group consisting of tert-butylcatechol, p-methoxyphenol, p-phenylenediamine, N,N'-di-sec-butyl-p-phenylenediamine, N,N'-diisopropyl-p-phenylenediamine, tert-butylhydroxyanisole, hydroquinone and quinhydrone.
Claim 5
Dependent Claim
17 words
The method of claim 1, wherein at least one of said stabilizing compounds has the formula: ##STR4##
Claim 6
Dependent Claim
23 words
The method of claim 4, wherein at least one of said stabilizing compounds is selected from the group consisting of quinone and quinhydrone.
Claim 7
Dependent Claim
17 words
The method of claim 1, wherein said one or more 3-isothiazolinones are embedded in a solid support.
Claim 8
Dependent Claim
18 words
The method of claim 1, wherein said composition comprises an aqueous solution of said one or more 3-isothiazolinones.
Claim 9
Dependent Claim
25 words
The method of claim 1, wherein said composition comprises a solution of said one or more 3-isothiazolinones in an organic solvent having hydroxylic functional groups.
Claim 10
Dependent Claim
23 words
The method of claim 1, wherein said one or more stabilizing compounds are present in an amount less than about 10% by weight.
Claim 11
Dependent Claim
25 words
The method of claim 9, wherein said one or more stabilizing compounds are present in an amount between about 0.2 and about 5.0% by weight.
Claim 12
Dependent Claim
15 words
The method of claim 1, wherein said one or more 3-isothiazolinones comprise N-alkyl-isothiazolin-3-one and N-alkyl-5-chloro-isothiazolin-3-one.
Claim 13
Dependent Claim
15 words
The method of claim 11, wherein said one or more 3-isothiazolinones comprise N-methyl-isothiazolin-3-one and N-methyl-5-chloro-isothiazolin-3-one.
Claim 14
Dependent Claim
70 words
The method of claim 1, further comprising the step of adding to said one or more 3-isothiazolinones an amount of one or metal salts selected from the group consisting of metal nitrate stabilizers and salts of metals of Group IA and IIA of the Periodic Table of the elements, which amount is effective to synergistically improve said inhibition of said 3-isothiazolinones from degradation by said one or more stabilizing compounds.
Claim 15
Dependent Claim
34 words
The method of claim 13, wherein said one or more metal salts are selected from the group consisting of magnesium nitrate hexahydrate, K 2 HPO 4 , KH phthalate, magnesium acetate and potassium permanganate.
Claim 16
Dependent Claim
25 words
The method of claim 1, further comprising the step of aerating said 3-isothiazolinone composition after the step of adding said one or more stabilizing compounds.
Claim 17
Dependent Claim
124 words
In combination, a composition comprising one or more 3-isothiazolinones, and an amount effective to stabilize said one or more 3-isothiazolinones, of one or more stabilizing compounds having the formula: [R.sub.x A-C.sub.6 H.sub.2 R.sup.1 R.sup.2 ].sub.y -Z wherein Z is selected from the group consisting of AR x , R 1 , R 2 , alkoxymethylene, methylene and alkylidine; R, R 1 and R 2 are independently selected from the group consisting of hydrogen, straight-chained, branched and cyclic alkyl, aryl and arylalkyl; A is oxygen or nitrogen, provided that when A is oxygen, x is 0 or 1 and when A is nitrogen, x is 1 or 2; and y is 1 or 2, so that degradation of said one or more 3-isothiazolinones is inhibited.
Claim 18
Dependent Claim
124 words
In combination, a composition comprising one or more 3-isothiazolinones, and an amount effective to stabilize said one or more 3-isothiazolinones, of one or more stabilizing compounds having the formula: [R.sub.x A-C.sub.6 H.sub.2 R.sup.1 R.sup.2 ].sub.y -Z wherein Z is selected from the group consisting of AR x , R 1 , R 2 , alkoxymethylene, methylene and alkylidine; R, R 1 and R 2 are independently selected from the group consisting of hydrogen, straight-chained, branched and cyclic alkyl, aryl and arylalkyl; A is oxygen or nitrogen, provided that when A is oxygen, x is 0 or 1 and when A is nitrogen, x is 1 or 2; and y is 1 or 2, so that degradation of said one or more 3-isothiazolinones is inhibited.
Claim 19
Dependent Claim
34 words
The combination of claim 16, wherein at least one of said stabilizing compounds have the formula: ##STR5## provided that when A is oxygen, x is 1 and when A is nitrogen, x is 2.
Claim 20
Dependent Claim
29 words
The combination of claim 17, wherein at least one of said stabilizing compounds is selected from the group consisting of tert-butylcatechol, p-methoxyphenol, p-phenylenediamine, N,N'-di-sec-butyl-p-phenylenediamine, N,N'-diisopropyl-p-phenylenediamine, tert-butylhydroxyanisole, hydroquinone and quinhydrone.
Claim 21
Dependent Claim
17 words
The combination of claim 16, wherein at least one of said stabilizing compounds has the formula: ##STR6##
Claim 22
Dependent Claim
23 words
The combination of claim 19, wherein at least one of said stabilizing compounds is selected from the group consisting of quinone and quinhydrone.
Claim 23
Dependent Claim
59 words
The combination of claim 16, further comprising an amount of one or more metal salts selected from the group consisting of metal nitrate stabilizers and salts of metals of Group IA and IIA of the Periodic Table of the elements, which amount is effective to synergistically improve the stabilization of said 3-isothiazolinones by said one or more stabilizing compounds.
Claim 24
Dependent Claim
34 words
The combination of claim 21, wherein said one or more metal salts are selected from the group consisting of magnesium nitrate hexahydrate, K 2 HPO 4 , KH phthalate, magnesium acetate and potassium permanganate.
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