US 4,199,466 AGranted

Activated bleaching process and compositions therefor

AssigneeShell Oil Company

InventorHerbert L. Benson, Jr.

Life of this patent

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Abstract

A process for the activation of peroxide-based bleaches comprising conjointly incorporating into an aqueous medium a peroxide-based bleach, sufficient buffering agent to maintain the aqueous medium under alkaline conditions, and a cyanoamine of the general formula ##STR1## as a peroxide activator. Stable peroxide-based bleaching and detergent compositions are also disclosed.

Claims28

Dependent claims

A process for activating a peroxide-based bleach which comprises conjointly incorporating into an aqueous medium (a) a peroxide-activating amount of a cyanoamine having an equivalent weight of about 44 to about 600 and represented by the formula:

##STR6## where R.sub.1 and R.sub.2 taken together with the amino nitrogen to which they are attached form a ring containing 4 to 6 carbon atoms, which carbon atoms may be substituted with a C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.5 alkoxy, C.sub.1 -C.sub.5 alkanoyl, phenyl, middle halogen, amino, amine salt, cyano or cyanoamino group, or with a nitrogen-containing heterocyclic group of 4 to 6 carbon atoms where the nitrogen atom is substituted with a cyano group, or
where R.sub.1 and R.sub.2 taken together with the amino nitrogen to which they are attached are part of a heterocyclic ring of 5 to 7 atoms containing in addition to the indicated nitrogen, one or two additional hetero atoms selected from the group consisting of O, S and N--R.sub.3, where R.sub.3 is hydrogen or a C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.5 alkenyl, C.sub.2 -C.sub.5 alkynyl, phenyl, C.sub.7 -C.sub.9 aralkyl, C.sub.5 -C.sub.7 cycloalkyl, C.sub.1 -C.sub.5 alkanoyl or cyano group, or another heterocyclic ring of 5 to 7 atoms containing one to three nitrogen atoms substituted with a cyano group, and where the carbon atoms of the first heterocyclic ring or substituent heterocyclic ring can be substituted with a C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.5 alkoxy, C.sub.1 -C.sub.5 alkanoyl, middle halogen, amino, amine salt, cyano or cyanoamino group;
or
where R.sub.1 and R.sub.2 are the same or different and independently represent hydrogen, C.sub.1 -C.sub.20 alkyl (straight chain, branched chain or cycloalkyl), C.sub.2 -C.sub.20 alkenyl, C.sub.2 -C.sub.20 alkynyl, C.sub.1 -C.sub.20 alkanoyl, C.sub.1 -C.sub.20 ethoxylate or propoxylate, phenyl, C.sub.7 -C.sub.20 aralkyl, alkenylcyanoamino or a polyalkenylamino of the type ##STR7## where n=1-2 and x is 1-10 and R.sub.4 is H or cyano, a Group IA metal, or any of the foregoing radicals containing a substitutable carbon atom on which is substituted a C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.5 alkoxy, C.sub.1 -C.sub.5 alkanoyl, middle halogen, amino or an amine salt, cyano, cyanoamino or hydroxyl group, provided that when either of R.sub.1 or R.sub.2 is hydrogen or a Group IA metal, the other of R.sub.1 or R.sub.2 is not hydrogen or a Group IA metal, and further provided that when either R.sub.1 or R.sub.2 is phenyl, the other of R.sub.1 or R.sub.2 is not hydrogen or a Group IA metal, (b) a peroxide-based bleach and (c) a buffering agent to maintain the aqueous medium under alkaline conditions.

1 more element

A stable concentrated bleaching composition consisting essentially of (a) from 1 to 35% by weight, calculated as hydrogen peroxide, of the total composition of a peroxide-based bleach, (b) a peroxide activating amount of a cyanoamine having an equivalent weight of about 44 to about 600 and represented by the formula:

##STR8## where R.sub.1 and R.sub.2 taken together with the amino nitrogen to which they are attached form a ring containing 4 to 6 carbon atoms, which carbon atoms may be substituted with a C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.5 alkoxy, C.sub.1 -C.sub.5 alkanoyl, phenyl, middle halogen, amino, amine salt, cyano or cyanoamino group, or with a nitrogen-containing heterocyclic group of 4 to 6 carbon atoms where the nitrogen atom is substituted with a cyano group, or
where R.sub.1 and R.sub.2 taken together with the amino nitrogen to which they are attached are part of a heterocyclic ring of 5 to 7 atoms containing in addition to the indicated nitrogen, one or two additional hetero atoms selected from the group consisting of O, S and N--R.sub.3, where R.sub.3 is hydrogen or a C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.5 alkenyl, C.sub.2 -C.sub.5 alkynyl, phenyl, C.sub.7 -C.sub.9 aralkyl, C.sub.5 -C.sub.7 cycloalkyl, C.sub.1 -C.sub.5 alkanoyl or cyano group, or another heterocyclic ring of 5 to 7 atoms containing one to three nitrogen atoms substituted with a cyano group, and where the carbon atoms of the first heterocyclic ring or substituent heterocyclic ring can be substituted with a C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.5 alkoxy, C.sub.1 -C.sub.5 alkanoyl, middle halogen, amino, amine salt, cyano or cyanoamino group;
or
where R.sub.1 and R.sub.2 are the same or different and independently represent hydrogen, C.sub.1 -C.sub.20 alkyl (straight chain, branched chain or cycloalkyl), C.sub.2 -C.sub.20 alkenyl, C.sub.2 -C.sub.20 alkynyl, C.sub.1 -C.sub.20 alkanoyl, C.sub.1 -C.sub.20 ethoxylate or propoxylate, phenyl, C.sub.7 -C.sub.20 aralkyl, alkenylcyanoamino or a polyalkenylamino of the type ##STR9## where n=1-2 and x is 1-10 and R.sub.4 is H or cyano, a Group IA metal, or any of the foregoing radicals containing a substitutable carbon atom on which is substituted a C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.5 alkoxy, C.sub.1 -C.sub.5 alkanoyl, middle halogen, amino or amine salt, cyano, cyanoamino, or hydroxyl group, provided that when either of R.sub.1 or R.sub.2 is hydrogen or a Group IA metal, the other of R.sub.1 or R.sub.2 is not hydrogen or a Group IA metal, and further provided that when either R.sub.1 or R.sub.2 is phenyl, the other of R.sub.1 or R.sub.2 is not hydrogen or a Group IA metal, (c) a buffering agent to maintain the aqueous medium under alkaline conditions.

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A bleaching/washing composition consisting essentially of an aqueous medium containing (a) from 2 to about 600 millimoles/liter of a peroxide-based bleach, (b) a peroxide-activating amount of a cyanoamine having an equivalent weight of about 44 to about 600 and represented by the formula:

##STR10## where R.sub.1 and R.sub.2 taken together with the amino nitrogen to which they are attached form a ring containing 4 to 6 carbon atoms, which carbon atoms may be substituted with a C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.5 alkoxy, C.sub.1 -C.sub.5 alkanoyl, phenyl, middle halogen, amino, amine salt, cyano or cyanoamino group, or with a nitrogen-containing heterocyclic group of 4 to 6 carbon atoms where the nitrogen atom is substituted with a cyano group;
or
where R.sub.1 and R.sub.2 taken together with the amino nitrogen to which they are attached are part of a heterocyclic ring of 5 to 7 atoms containing in addition to the indicated nitrogen, one or two additional hetero atoms selected from the group consisting of O, S and N--R.sub.3, where R.sub.3 is hydrogen or a C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.5 alkenyl, C.sub.2 -C.sub.5 alkynyl, phenyl, C.sub.7 -C.sub.9 aralkyl, C.sub.5 -C.sub.7 cycloalkyl, C.sub.1 -C.sub.5 alkanoyl or cyano group, or another heterocyclic ring of 5 to 7 atoms containing one to three nitrogen atoms substituted with a cyano group, and where the carbon atoms of the first heterocyclic ring or substituent heterocyclic ring can be substituted with a C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.5 alkoxy, C.sub.1 -C.sub.5 alkanoyl, middle halogen, amino, amine salt, cyano or cyanoamino group;
or
where R.sub.1 and R.sub.2 are the same or different and independently represent hydrogen, C.sub.1 -C.sub.20 alkyl (straight chain, branched chain or cycloalkyl), C.sub.2 -C.sub.20 alkenyl, C.sub.2 -C.sub.20 alkynyl, C.sub.1 -C.sub.20 alkanoyl, C.sub.1 -C.sub.20 ethoxylate or propoxylate, phenyl, C.sub.7 -C.sub.20 aralkyl, alkenylcyanoamino or a polyalkenylamino of the type ##STR11## where n=1-2 and x is 1-10 and R.sub.4 is H or cyano, a Group IA metal, or any of the foregoing radicals containing a substitutable carbon atom on which is substituted a C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.5 alkoxy, C.sub.1 -C.sub.5 alkanoyl, middle halogen, amino or an amine salt, cyano, cyanoamino or hydroxyl group, provided that when either of R.sub.1 or R.sub.2 is hydrogen or a Group IA metal, the other of R.sub.1 or R.sub.2 is not hydrogen or a Group IA metal, and further provided that when either R.sub.1 or R.sub.2 is phenyl, the other of R.sub.1 or R.sub.2 is not hydrogen or a Group IA metal (c) a buffering agent to maintain the pH of the aqueous medium above 7 and (d) a bleachable substance.

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A built laundry detergent composition consisting essentially of (a) a major amount of a synthetic detergent and an alkaline detergent builder, (b) a minor amount of from 0.1 to 8% by weight, calculated as hydrogen peroxide, of a peroxide-based bleach, (c) a peroxide activating amount of a cyanoamine having an equivalent weight of about 44 to about 600 and represented by the formula:

##STR12## where R.sub.1 and R.sub.2 taken together with the amino nitrogen to which they are attached form a ring containing 4 to 6 carbon atoms, which carbon atoms may be substituted with a C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.5 alkoxy, C.sub.1 -C.sub.5 alkanoyl, phenyl, middle halogen, amino, amine salt, cyano or cyanoamino group, or with a nitrogen-containing heterocyclic group of 4 to 6 carbon atoms where the nitrogen atom is substituted with a cyano group;
or
where R.sub.1 and R.sub.2 taken together with the amino nitrogen to which they are attached are part of a heterocyclic ring of 5 to 7 atoms containing in addition to the indicated nitrogen, one or two additional hetero atoms selected from the group consisting of O, S and N--R.sub.3, where R.sub.3 is hydrogen or a C.sub.1 -C.sub.5 alkyl C.sub.2 -C.sub.5 alkenyl, C.sub.2 -C.sub.5 alkynyl, phenyl, C.sub.7 -C.sub.9 aralkyl, C.sub.5 -C.sub.7 cycloalkyl, C.sub.1 -C.sub.5 alkanoyl or cyano group, or another heterocyclic ring of 5 to 7 atoms containing one to three nitrogen atoms substituted with a cyano group, and where the carbon atoms of the first heterocyclic ring or substituent heterocyclic ring can be substituted with a C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.5 alkoxy, C.sub.1 -C.sub.5 alkanoyl, middle halogen, amino, amine salt, cyano or cyanoamino group;
or
where R.sub.1 and R.sub.2 are the same or different and independently represent hydrogen, C.sub.1 -C.sub.20 alkyl (straight chain, branched chain or cycloalkyl), C.sub.2 -C.sub.20 alkenyl, C.sub.2 -C.sub.20 alkynyl, C.sub.1 -C.sub.20 alkanoyl, C.sub.1 -C.sub.20 ethoxylate or propoxylate, phenyl, C.sub.7 -C.sub.20 aralkyl, alkenylcyanoamino or a polyalkenylamino of the type ##STR13## where n=1-2 and x is 1-10 and R.sub.4 is H or cyano, a Group IA metal, or any of the foregoing radicals containing a substitutable carbon atom on which is substituted a C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.5 alkoxy, C.sub.1 -C.sub.5 alkanoyl, middle halogen, amino or an amine salt, cyano, cyanoamino or hydroxyl group, provided that when either of R.sub.1 or R.sub.2 is hydrogen or a Group IA metal, the other of R.sub.1 or R.sub.2 is not hydrogen or a Group IA metal, and further provided that when either R.sub.1 or R.sub.2 is phenyl, the other of R.sub.1 or R.sub.2 is not hydrogen or a Group IA metal.

2 more elements

Dependencies are inferred from the claim text.

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Abstract

##STR6## where R.sub.1 and R.sub.2 taken together with the amino nitrogen to which they are attached form a ring containing 4 to 6 carbon atoms, which carbon atoms may be substituted with a C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.5 alkoxy, C.sub.1 -C.sub.5 alkanoyl, phenyl, middle halogen, amino, amine salt, cyano or cyanoamino group, or with a nitrogen-containing heterocyclic group of 4 to 6 carbon atoms where the nitrogen atom is substituted with a cyano group, or
where R.sub.1 and R.sub.2 taken together with the amino nitrogen to which they are attached are part of a heterocyclic ring of 5 to 7 atoms containing in addition to the indicated nitrogen, one or two additional hetero atoms selected from the group consisting of O, S and N--R.sub.3, where R.sub.3 is hydrogen or a C.sub.1 -C.sub.5 alkyl, C.sub.2 -C.sub.5 alkenyl, C.sub.2 -C.sub.5 alkynyl, phenyl, C.sub.7 -C.sub.9 aralkyl, C.sub.5 -C.sub.7 cycloalkyl, C.sub.1 -C.sub.5 alkanoyl or cyano group, or another heterocyclic ring of 5 to 7 atoms containing one to three nitrogen atoms substituted with a cyano group, and where the carbon atoms of the first heterocyclic ring or substituent heterocyclic ring can be substituted with a C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.5 alkoxy, C.sub.1 -C.sub.5 alkanoyl, middle halogen, amino, amine salt, cyano or cyanoamino group;
or
where R.sub.1 and R.sub.2 are the same or different and independently represent hydrogen, C.sub.1 -C.sub.20 alkyl (straight chain, branched chain or cycloalkyl), C.sub.2 -C.sub.20 alkenyl, C.sub.2 -C.sub.20 alkynyl, C.sub.1 -C.sub.20 alkanoyl, C.sub.1 -C.sub.20 ethoxylate or propoxylate, phenyl, C.sub.7 -C.sub.20 aralkyl, alkenylcyanoamino or a polyalkenylamino of the type ##STR7## where n=1-2 and x is 1-10 and R.sub.4 is H or cyano, a Group IA metal, or any of the foregoing radicals containing a substitutable carbon atom on which is substituted a C.sub.1 -C.sub.5 alkyl, C.sub.1 -C.sub.5 alkoxy, C.sub.1 -C.sub.5 alkanoyl, middle halogen, amino or an amine salt, cyano, cyanoamino or hydroxyl group, provided that when either of R.sub.1 or R.sub.2 is hydrogen or a Group IA metal, the other of R.sub.1 or R.sub.2 is not hydrogen or a Group IA metal, and further provided that when either R.sub.1 or R.sub.2 is phenyl, the other of R.sub.1 or R.sub.2 is not hydrogen or a Group IA metal, (b) a peroxide-based bleach and (c) a buffering agent to maintain the aqueous medium under alkaline conditions.

1 more element