Dual-function additives and cleaning compositions including the same
Acylated benzene sulfonated compounds with dual functionality can have the following structure: wherein each R is independently hydrogen or a C1 to C11 alkyl, each X is independently an alkali metal ion, an alkaline earth metal ion, and/or a quaternary ammonium cation, n is 1 to 3, and m is 1 to 2, with the proviso that when m is 2, the —OC(O)R groups are not located in an ortho configuration at positions 1 and 2 of the benzene ring. Cleaning compositions including the acylated benzene sulfonated compound are also disclosed.
1 . An acylated benzene sulfonate additive that functions as both a chelating agent and a bleach activator for cleaning compositions, the additive comprising a compound having a structure of Formula Ia:
wherein:
R is hydrogen or a C1 to C11 alkyl,
each X is independently an alkali metal ion, an alkaline earth metal ion, and/or a quaternary ammonium cation, and
n is 2 or 3.
2 . The additive according to claim 1 , wherein R is hydrogen or C1 to C3 alkyl.
3 . The additive according to claim 1 , wherein R is methyl.
4 . The additive according to claim 1 , wherein X is Na.
5 . The additive according to claim 1 , wherein X is K.
6 . The additive according to claim 1 , wherein:
R is hydrogen or methyl,
each X is an alkali metal ion,
n is 2, and
—SO 3 X is substituted on positions 2 and 4 of the benzene ring.
7 . The additive according to claim 1 , wherein:
R is hydrogen or methyl,
each X is an alkali metal ion,
n is 3, and
—SO 3 X is substituted on positions 2, 4, and 6 of the benzene ring.
8 . The additive according to claim 1 , wherein the additive has the structure:
9 . The additive according to claim 1 , wherein the additive has the structure:
10 . An automatic dishwasher (ADW) detergent composition comprising:
(i) an acylated benzene sulfonate additive that functions as both a chelating agent and a bleach activator comprising a compound having a structure of Formula Ia:
wherein:
R is hydrogen or a C1 to C11 alkyl,
each X is independently an alkali metal ion, an alkaline earth metal ion, and/or a quaternary ammonium cation, and
n is 2 or 3; and
(ii) a peroxide source.
11 . The automatic dishwasher (ADW) detergent composition according to claim 10 , comprising the acylated benzene sulfonate in an amount of 0.1 to 25% by weight based on the total weight of the automatic dishwasher (ADW) detergent composition.
12 . The automatic dishwasher (ADW) detergent composition according to claim 10 , comprising the acylated benzene sulfonate in an amount of 0.1 to 10% by weight based on the total weight of the automatic dishwasher (ADW) detergent composition.
13 . The automatic dishwasher (ADW) detergent composition according to claim 10 , further comprising an additional chelating agent.
14 . The automatic dishwasher (ADW) detergent composition according to claim 10 , further comprising an additional bleach activator.
15 . The automatic dishwasher (ADW) detergent composition according to claim 10 , further comprising an additional chelating agent and an additional bleach activator.
16 . The automatic dishwasher (ADW) detergent composition according to claim 10 , wherein the automatic dishwasher (ADW) detergent does not include an additional bleach activator.
17 . The automatic dishwasher (ADW) detergent composition according to claim 10 , further comprising an additional chelating agent, wherein the automatic dishwasher (ADW) detergent does not include an additional bleach activator.
18 . The automatic dishwasher (ADW) detergent composition according to claim 10 , wherein the automatic dishwasher (ADW) detergent composition comprises no greater than 2% by weight of the acylated benzene sulfonate and no greater than 15% by weight of an additional chelating agent, each based on the total weight of the automatic dishwasher (ADW) detergent composition.
19 . The automatic dishwasher (ADW) detergent composition according to claim 18 , wherein the automatic dishwasher (ADW) detergent does not include an additional bleach activator.
20 . The automatic dishwasher (ADW) detergent composition according to claim 10 , wherein:
R is hydrogen or methyl,
each X is an alkali metal ion,
n is 2, and
—SO 3 X is substituted on positions 2 and 4 of the benzene ring.
21 . The automatic dishwasher (ADW) detergent composition according to claim 10 , wherein:
R is hydrogen or methyl,
each X is an alkali metal ion,
n is 3, and
—SO 3 X is substituted on positions 2, 4, and 6 of the benzene ring.
22 . The automatic dishwasher (ADW) detergent composition according to claim 10 , wherein the additive has the structure:
23 . The automatic dishwasher (ADW) detergent composition according to claim 10 , wherein the additive has the structure:
24 . A method of cleaning glassware, dishware and/or silverware, comprising:
supplying an automatic dishwasher (ADW) detergent composition to an automatic dishwasher including glassware, dishware and/or silverware, wherein:
the automatic dishwasher (ADW) detergent composition comprises an acylated benzene sulfonate additive and a peroxide source, and
the acylated benzene sulfonate additive functions as both a chelating agent and a bleach activator and comprises a compound having a structure of Formula Ia:
wherein:
R is hydrogen or a C1 to C11 alkyl,
each X is independently an alkali metal ion, an alkaline earth metal ion, and/or a quaternary ammonium cation, and
n is 2 or 3; and
operating the automatic dishwasher.
25 . The method according to claim 24 , wherein:
R is hydrogen or methyl,
each X is an alkali metal ion,
n is 2, and
—SO 3 X is substituted on positions 2 and 4 of the benzene ring.
26 . The method according to claim 24 , wherein:
R is hydrogen or methyl,
each X is an alkali metal ion,
n is 3, and
—SO 3 X is substituted on positions 2, 4, and 6 of the benzene ring.
27 . The method according to claim 24 , wherein the additive has the structure:
28 . The method according to claim 27 , wherein:
the automatic dishwasher (ADW) detergent composition comprises no greater than 2% by weight of the acylated benzene sulfonate and no greater than 15% by weight of an additional chelating agent, each based on the total weight of the automatic dishwasher (ADW) detergent composition;
glassware is present in the automatic dishwasher; and
operating the automatic dishwasher comprises washing the glassware with the automatic dishwasher (ADW) detergent composition to provide glassware having a spot and/or film rating of 3.0 or less, as measured in accordance with ASTM D3556-14.
29 . The method according to claim 27 , wherein:
the automatic dishwasher (ADW) detergent composition comprises no greater than 2% by weight of the acylated benzene sulfonate and no greater than 15% by weight of an additional chelating agent, each based on the total weight of the automatic dishwasher (ADW) detergent composition;
dishware is present in the automatic dishwasher; and
operating the automatic dishwasher comprises washing the dishware with the automatic dishwasher (ADW) detergent composition to provide dishware having:
a tea stain removal rating in a range from 8 to 10 measured in accordance with IKW Methods for Ascertaining the Cleaning Performance of Dishwasher Detergents (Part B, updated 2005) modified to consider only tea stain removal; and/or
a burnt skim milk soil removal rating in a range from 5 to 9 measured in accordance with IKW Methods for Ascertaining the Cleaning Performance of Dishwasher Detergents (Part B, updated 2005) modified to consider only burnt skim milk soil removal; and/or
a cooked pasta soil removal rating in a range from 8 to 10 measured in accordance with IKW Methods for Ascertaining the Cleaning Performance of Dishwasher Detergents (Part B, updated 2005) modified to consider only cooked pasta soil removal; and/or
an egg yolk soil removal rating in a range from 75% to 95% measured in accordance with IKW Methods for Ascertaining the Cleaning Performance of Dishwasher Detergents (Part B, updated 2005) modified to consider only egg yolk soil removal.