US5041232A
Expired / Lapsed
US
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Sulfonimines as bleach catalysts
Assignee: Lever Brothers Co
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Filing: 1990-03-16
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Granted: 1991-08-20
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Expires: 2010-03-16
Abstract
Abstract Novel bleach catalysts, a method for bleaching substrates using these catalysts and detergent compositions containing the catalysts are reported. The catalysts are sulfonimines. Substrates such as fabrics may be bleached in an aqueous solution containing the sulfonimine and a peroxygen compound.
Inventors
- 👤 David J. Batal
- 👤 Stephen A. Madison
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 18:44
CPC Classifications
C; C11; C11D; C11D7/00; C11D3/00; C11D3/39; C11D3/3902; C11D3/3905; C11D3/3907; C11D3/3917; C11D3/392
Claims Analysis
Total Claims: 36
Claim 1
Independent Claim
157 words
A detergent-bleaching composition comprising: (i) from about 1 to about 60% by weight of a peroxygen compound; (ii) from about 0.05 to about 10% of an oxygen transfer agent whose structure is: R.sup.1 R.sup.2 C═NSO.sub.2 R.sup.3 wherein: R 1 may be a substituted or unsubstituted radical selected from the group consisting of hydrogen, phenyl, aryl, heterocyclic ring, alkyl and cycloalkyl radicals; R 2 may be a substituted or unsubstituted radical selected from the group consisting of hydrogen, phenyl, aryl, heterocyclic ring, alkyl, cycloalkyl, R 1 C═NSO 2 R 3 , nitro, halo, cyano, alkoxy, keto, carboxylic and carboalkoxy radicals; R 3 may be a substituted or unsubstituted radical selected from the group consisting of phenyl, aryl, heterocyclic ring, alkyl, cycloalkyl, nitro, halo, and cyano radicals; R 1 with R 2 and R 2 with R 3 may respectively together form a cycloalkyl, heterocyclic, and aromatic ring system; and (iii) from about 0.5 to 50% of a surfactant.
Claim 2
Dependent Claim
157 words
A detergent-bleaching composition comprising: (i) from about 1 to about 60% by weight of a peroxygen compound; (ii) from about 0.05 to about 10% of an oxygen transfer agent whose structure is: R.sup.1 R.sup.2 C═NSO.sub.2 R.sup.3 wherein: R 1 may be a substituted or unsubstituted radical selected from the group consisting of hydrogen, phenyl, aryl, heterocyclic ring, alkyl and cycloalkyl radicals; R 2 may be a substituted or unsubstituted radical selected from the group consisting of hydrogen, phenyl, aryl, heterocyclic ring, alkyl, cycloalkyl, R 1 C═NSO 2 R 3 , nitro, halo, cyano, alkoxy, keto, carboxylic and carboalkoxy radicals; R 3 may be a substituted or unsubstituted radical selected from the group consisting of phenyl, aryl, heterocyclic ring, alkyl, cycloalkyl, nitro, halo, and cyano radicals; R 1 with R 2 and R 2 with R 3 may respectively together form a cycloalkyl, heterocyclic, and aromatic ring system; and (iii) from about 0.5 to 50% of a surfactant.
Claim 3
Dependent Claim
17 words
A composition according to claim 1 further comprising from about 1 to 80% of a detergent builder.
Claim 4
Dependent Claim
29 words
A composition according to claim 1 further comprising an effective amount for cleaning of an enzyme selected from the group consisting of proteases, cellulases, lipases, amylases and mixtures thereof.
Claim 5
Dependent Claim
26 words
A composition according to claim 1 delivered in a form selected from the group consisting of a powder, sheet, pouch, tablet, aqueous liquid and non-aqueous liquid.
Claim 6
Dependent Claim
37 words
A composition according to claim 1 wherein the peroxygen compound is present in an amount from about 1.5 to 25% and the oxygen transfer agent is present in an amount from about 0.2 to 5% by weight.
Claim 7
Dependent Claim
27 words
A composition according to claim 1 wherein the peroxygen compound is an inorganic material selected from the group consisting of perborate, percarbonate, perphosphate, persilicate and monopersulphate salts.
Claim 8
Dependent Claim
14 words
A composition according to claim 1 wherein the peroxygen compound is an organic peroxyacid.
Claim 9
Dependent Claim
24 words
A composition according to claim 5 wherein the organic peroxyacid is selected from the group consisting of peracetic acid, monoperoxyphthalic acid and diperoxydodecanedioic acid.
Claim 10
Dependent Claim
17 words
A composition according to claim 8 wherein the monoperoxyphthalic acid is present as a magnesium hexahydrate salt.
Claim 11
Dependent Claim
26 words
A composition according to claim 1 wherein at least one of R 1 , R 2 and R 3 is substituted with a water-solubilizing functional group.
Claim 12
Dependent Claim
31 words
A composition according to claim 10 wherein the water-solubilizing functional group is selected from the group consisting of carboxylic acid, phosphoric acid, phosphonic acid, sulfuric acid, sulphonic acid and salts thereof.
Claim 13
Dependent Claim
61 words
A composition according to claim 1 wherein said substituent on R 1 , R 2 and R 3 is a functional unit selected from the group consisting of nitro, halo, cyano, C 1 -C 20 alkyl, amino, aminoalkyl, thioalkyl, sulfoxyalkyl, carboxyester, hydroxy, C 1 -C 20 alkoxy, polyalkoxy, C 1 -C 40 quaternary di- or tri-alkylammonium functional units and mixtures thereof.
Claim 14
Dependent Claim
16 words
A composition according to claim 12 wherein said quaternary alkylammonium functional unit is a cholyl group.
Claim 15
Dependent Claim
13 words
A composition according to claim 1 wherein the oxygen transfer agent is N-(4-carboxybenzylidene)-4-chlorobenzenesulfonamide.
Claim 16
Dependent Claim
13 words
A composition according to claim 1 wherein the oxygen transfer agent is N-(4-carboxybenzylidene)benzenesulfonamide.
Claim 17
Dependent Claim
13 words
A composition according to claim 1 wherein the oxygen transfer agent is N-(4-chlorobenzylidene)-4-carboxybenzaldehyde.
Claim 18
Dependent Claim
13 words
A composition according to claim 1 wherein the oxygen transfer agent is N-benzylidene-4-carboxybenzenesulfonamide.
Claim 19
Dependent Claim
13 words
A composition according to claim 1 wherein the oxygen transfer agent is N-(4-carboxybenzylidene)-4-carboxybenzenesulfonamide.
Claim 20
Dependent Claim
13 words
A composition according to claim 1 wherein the oxygen transfer agent is N-(4-carboxybenzylidene)-3-nitrobenzenesulfonamide.
Claim 21
Dependent Claim
13 words
A composition according to claim 1 wherein the oxygen transfer agent is N-(4-cyanobenzylidene)-4-carboxybenzenesulfonamide.
Claim 22
Dependent Claim
13 words
A composition according to claim 1 wherein the oxygen transfer agent is N-(4-methoxybenzylidene)-4-carboxybenzenesulfonamide.
Claim 23
Dependent Claim
13 words
A composition according to claim 1 wherein the oxygen transfer agent is N-(3-hydroxybenzylidene)-4-chlorobenzenesulfonamide.
Claim 24
Dependent Claim
15 words
A composition according to claim 1 wherein the oxygen transfer agent is N-terephthalidene-bis(4-carboxybenzenesulfonamide) (SULF-10) benzenesulfonamide.
Claim 25
Dependent Claim
13 words
A composition according to claim 1 wherein the oxygen transfer agent is 3-methyl-1,2-benzisothiazole-1,1-dioxide.
Claim 26
Dependent Claim
13 words
A composition according to claim 1 wherein the oxygen transfer agent is N-Benzylidenebenzenesulfonamide.
Claim 27
Dependent Claim
13 words
A composition according to claim 1 wherein the oxygen transfer agent is 1,2-benzisothiazole-1,1-dioxide.
Claim 28
Dependent Claim
14 words
A composition according to claim 1 wherein the oxygen transfer agent is N-(3-pyridinylmethylene) benzenesulfonamide.
Claim 29
Independent Claim
177 words
A method for bleaching a stained substrate, said method comprising contacting said stained substrate in an aqueous medium with a peroxygen compound, a surfactant in an effective amount to clean said substrate and with an oxygen transfer agent whose structure is: R.sup.1 R.sup.2 C═NSO.sub.2 R.sup.3 wherein: R 1 may be a substituted or unsubstituted radical selected from the group consisting of hydrogen, phenyl, aryl, heterocyclic ring, alkyl and cycloalkyl radicals; R 2 may be a substituted or unsubstituted radical selected from the group consisting of hydrogen, phenyl, aryl, heterocyclic ring, alkyl, cycloalkyl, R 1 C═NSO 2 R 3 , nitro, halo, cyano, alkoxy, keto, carboxylic and carboalkoxy radicals; R 3 may be a substituted or unsubstituted radical selected from the group consisting of phenyl, aryl, heterocyclic ring, alkyl, cycloalkyl, nitro, halo, and cyano radicals; R 1 with R 2 and R 2 with R 3 may respectively together form a cycloalkyl, heterocyclic, and aromatic ring system; and said peroxygen compound to oxygen transfer agent being present in a molar ratio ranging from about 250:1 to about 1:2.
Claim 30
Independent Claim
177 words
A method for bleaching a stained substrate, said method comprising contacting said stained substrate in an aqueous medium with a peroxygen compound, a surfactant in an effective amount to clean said substrate and with an oxygen transfer agent whose structure is: R.sup.1 R.sup.2 C═NSO.sub.2 R.sup.3 wherein: R 1 may be a substituted or unsubstituted radical selected from the group consisting of hydrogen, phenyl, aryl, heterocyclic ring, alkyl and cycloalkyl radicals; R 2 may be a substituted or unsubstituted radical selected from the group consisting of hydrogen, phenyl, aryl, heterocyclic ring, alkyl, cycloalkyl, R 1 C═NSO 2 R 3 , nitro, halo, cyano, alkoxy, keto, carboxylic and carboalkoxy radicals; R 3 may be a substituted or unsubstituted radical selected from the group consisting of phenyl, aryl, heterocyclic ring, alkyl, cycloalkyl, nitro, halo, and cyano radicals; R 1 with R 2 and R 2 with R 3 may respectively together form a cycloalkyl, heterocyclic, and aromatic ring system; and said peroxygen compound to oxygen transfer agent being present in a molar ratio ranging from about 250:1 to about 1:2.
Claim 31
Dependent Claim
22 words
A method according to claim 28 wherein the ratio of peroxygen compound to oxygen transfer agent ranges from about 100:1 to 1:1.
Claim 32
Dependent Claim
21 words
A method according to claim 28 wherein said substrate is selected from the group consisting of fabrics, household fixtures and tableware.
Claim 33
Dependent Claim
12 words
A method according to claim 28 wherein said substrate is a denture.
Claim 34
Independent Claim
192 words
A method for bleaching a stained substrate, said method comprising contacting said stained substrate in an aqueous medium with a peroxygen compound and with an oxygen transfer agent whose structure is: R.sup.1 R.sup.2 C═NSO.sub.2 R.sup.3 wherein: R 1 may be a substituted or unsubstituted radical selected from the group consisting of hydrogen, phenyl, aryl, heterocyclic ring, alkyl and cycloalkyl radicals; R 2 may be a substituted or unsubstituted radical selected from the group consisting of hydrogen, phenyl, aryl, heterocyclic ring, alkyl, cycloalkyl, R 1 C═NSO 2 R 3 , nitro, halo, cyano, alkoxy, keto, carboxylic and carboalkoxy radicals; R 3 may be a substituted or unsubstituted radical selected from the group consisting of phenyl, aryl, heterocyclic ring, alkyl, cycloalkyl, nitro, halo, and cyano radicals; R 1 with R 2 and R 2 with R 3 may respectively together form a cycloalkyl, heterocyclic, and aromatic ring system; and said contacting to achieve bleaching being performed in said medium containing about 0.05 to about 250 ppm active oxygen from the peroxygen compound, about 0.01 to about 300 ppm oxygen transfer agent and from about 0.05 to about 1.0 grams surfactant per liter of medium.
Claim 35
Independent Claim
192 words
A method for bleaching a stained substrate, said method comprising contacting said stained substrate in an aqueous medium with a peroxygen compound and with an oxygen transfer agent whose structure is: R.sup.1 R.sup.2 C═NSO.sub.2 R.sup.3 wherein: R 1 may be a substituted or unsubstituted radical selected from the group consisting of hydrogen, phenyl, aryl, heterocyclic ring, alkyl and cycloalkyl radicals; R 2 may be a substituted or unsubstituted radical selected from the group consisting of hydrogen, phenyl, aryl, heterocyclic ring, alkyl, cycloalkyl, R 1 C═NSO 2 R 3 , nitro, halo, cyano, alkoxy, keto, carboxylic and carboalkoxy radicals; R 3 may be a substituted or unsubstituted radical selected from the group consisting of phenyl, aryl, heterocyclic ring, alkyl, cycloalkyl, nitro, halo, and cyano radicals; R 1 with R 2 and R 2 with R 3 may respectively together form a cycloalkyl, heterocyclic, and aromatic ring system; and said contacting to achieve bleaching being performed in said medium containing about 0.05 to about 250 ppm active oxygen from the peroxygen compound, about 0.01 to about 300 ppm oxygen transfer agent and from about 0.05 to about 1.0 grams surfactant per liter of medium.
Claim 36
Dependent Claim
25 words
A method according to claim 32 wherein the oxygen transfer agent is present from about 5 ppm to about 100 ppm per liter of medium.
References Cited (Backward Citations)
US3183266A
Cited
US4412934A
Cited
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