Cleaning compositions for solid surfaces – auxiliary compositions – Cleaning compositions or processes of preparing – For cleaning a specific substrate or removing a specific...
Reexamination Certificate
2001-05-18
2002-07-23
Delcotto, Gregory (Department: 1751)
Cleaning compositions for solid surfaces, auxiliary compositions
Cleaning compositions or processes of preparing
For cleaning a specific substrate or removing a specific...
C510S303000, C510S372000, C510S376000, C510S499000, C252S186380, C564S123000, C564S199000
Reexamination Certificate
active
06423676
ABSTRACT:
TECHNICAL FIELD
This case relates to O-substituted N,N-diacylhydroxylamine bleach activators, compositions and methods employing the same. In particular, this case relates to bleach additive and bleaching compositions in both liquid and granular form employing O-substituted N,N-diacylhydroxylamine bleach activators. The activators are particularly useful in laundry, automatic dishwashing and hard surface cleaning compositions.
BACKGROUND OF THE INVENTION
The formulation of bleaching compositions which effectively removes a wide variety of soils and stains from fabrics under wide-ranging usage conditions remains a considerable challenge to the laundry detergent industry. Challenges are also faced by the formulator of hard surface cleaning compositions and automatic dishwashing detergent compositions (ADD's), which are expected to efficiently cleanse and sanitize dishware, often under heavy soil loads. The challenges associated with the formulation of truly effective cleaning and bleaching compositions have been increased by legislation which limits the use of effective ingredients such as phosphate builders in many regions of the world.
Oxygen bleaching agents, such as hydrogen peroxide, have become increasingly popular in recent years in household and personal care products to facilitate stain and soil removal. Bleaches are particularly desirable for their stain-removing, dingy fabric cleanup, whitening and sanitization properties. Oxygen bleaching agents have found particular acceptance in laundry products such as detergents, in automatic dishwashing products and in hard surface cleaners. Oxygen bleaching agents, however, are somewhat limited in their effectiveness. Some frequently encountered disadvantages include color damage on fabrics and surfaces. In addition, oxygen bleaching agents tend to be extremely temperature rate dependent. Thus, the colder the solution in which they are employed, the less effective the bleaching action. Temperatures in excess of 60° C. are typically required for effectiveness of an oxygen bleaching agent in solution.
To solve the aforementioned temperature rate dependency, a class of compounds known as “bleach activators” has been developed. Bleach activators, typically perhydrolyzable acyl compounds having a leaving group such as oxybenzenesulfonate, react with the active oxygen group, typically hydrogen peroxide or its anion, to form a more effective peroxyacid oxidant. It is the peroxyacid compound which then oxidizes the stained or soiled substrate material. However, bleach activators are also somewhat temperature dependent. Bleach activators are more effective at warm water temperatures of from about 40° C. to about 60° C. In water temperatures of less than about 40° C., the peroxyacid compound loses some its bleaching effectiveness.
Numerous substances have been disclosed in the art as effective bleach activators. One widely-used bleach activator is tetraacetyl ethylene diamine (TAED). TAED provides effective hydrophilic cleaning especially on beverage stains, but has limited performance on hydrophobic stains, e.g. dingy, yellow stains such as those resulting from body oils. Another type of activator, such as nonanoyloxybenzenesulfonate (NOBS) and other activators which generally comprise long chain alkyl moieties, is hydrophobic in nature and provides excellent performance on dingy stains. However, many of the hydrophobic activators developed demonstrate limited performance on hydrophilic stains.
The search, therefore, continues for more effective activator materials, especially for those which provide satisfactory performance on both hydrophilic and hydrophobic soils and stains. Improved activator materials should be safe, effective, and will preferably be designed to interact with troublesome soils and stains. Various activators have been described in the literature. Many are esoteric and expensive.
It has now been determined that certain selected bleach activators are unexpectedly effective in removing both hydrophilic and hydrophobic soils and stains from fabrics, hard surfaces and dishes. When formulated as described herein, bleach additive and bleaching compositions are provided using the selected bleach activators to remove soils and stains not only from fabrics, but also from dishware in automatic dishwashing compositions, from kitchen and bathroom hard surfaces, and the like, with excellent results.
BACKGROUND ART
Bleach activators of various types are described in U.S. Pat. Nos. 3,730,902; 4,179,390; 4,207,199; 4,221,675; 4,772,413; 5,106,528; European Patent 063,017; European Patent 106,584; European Patent 163,331; Japanese Patent 08/27487 and PCT Publication W.O. 94/18298. Imide Compounds of various types are disclosed in U.S. Pat. Nos. 4,745,103 and 4,851,138.
SUMMARY OF THE INVENTION
The present invention discloses O-substituted N,N-diacylhydroxylamine bleach activators for use in both solid and liquid additive, bleaching and detergent compositions. The O-substituted N,N-diacylhydroxylamine bleach activators of the present invention display the unique ability to form both hydrophilic and hydrophobic bleaching agents in aqueous liquors such as bleaching solutions. Thus, fabrics, hard surfaces or dishes having hydrophobic stains such as dingy and/or hydrophilic stains such as beverages can be effectively cleaned or bleached using the bleach activators of the present invention. Accordingly, the imide bleach activators of the present invention provide a unique and superior capability and benefit over the activators of the prior art.
According to a first embodiment of the present invention, a bleach activator compound is provided. The bleach activator of the present invention is an O-substituted N,N-diacylhydroxylamine having the formula:
wherein X is selected from O, NR
16
and S; e is 0 or 1; f is 0 or 1; R
16
is selected from H and C
1
-C
4
linear or branched, saturated or unsaturated alkyl groups; and
(i) R
1
may be selected from the group consisting of (a) phenyl, C
7
-C
13
linear or branched chain, saturated or unsaturated alkyl, C
7
-C
13
linear or branched chain, saturated or unsaturated alkaryl; C
7
-C
13
linear or branched chain, saturated or unsaturated aralkyl, (b) a moiety having the formula:
wherein n is an integer from about 0 to about 12, and (c) a moiety having the formula:
(Y
a−
)
1/a
Q—E—
wherein Q has the formula R
13
R
14
R
15
N
+
and any of R
13
, R
14
and R
15
is independently selected from the group consisting of substituted or unsubstituted alkyl, substituted or unsubstituted alkaryl and substituted or unsubstituted aryl; E is a substituted or unsubstituted polyalkylene, substituted or unsubstituted arylalkylene, substituted or unsubstituted arylpolyalkylene, substituted or unsubstituted polyalkylenearylalkylene or substituted or unsubstituted polyalkylenearylpolyalkylene; a is 1 or higher; and (Y
a−
)
1/a
is a charge-balancing compatible anion;
(ii) R
2
is selected from the group consisting of (a) C
1
-C
10
branched or unbranched, saturated or unsaturated alkyl, C
1
-C
10
branched or unbranched, saturated or unsaturated alkaryl, C
1
-C
10
branched or unbranched, saturated or unsaturated aralkyl, and phenyl, (b) (CH
2
)k′CO
2
R
8
, where R
8
is defined as in (ii)(a) and k′ is an integer ranging from about 1 to about 5, (c) (CH
2
)
k
N
+
R
4
R
5
R
6
(Y
a−
)
1/a′
where k is an integer ranging from about 2 to about 6, R
4
and R
5
are independently selected from the group consisting of substituted or unsubstituted alkyl, substituted or unsubstituted alkaryl and substituted or unsubstituted aryl; R
6
is independently selected from H, R
4
, —O
−
, (CH
2
)
q
SO
3
−
, (CH
2
)
q
CO
2
−
where q is an integer ranging from about 1 to about 5, and CH
2
CHR
7
OSO
3
−
where R
7
is a C
1
-C
10
branched or unbranched, saturated or unsaturated alkyl, a is an integer having a value of at least one, (Y
a−
)
1/a
is a charge-balancing compatible anion and further provided that R
1
and R
2
can not both contain a quate
Dykstra Robert Richard
Miracle Gregory Scot
Cook C. Brant
Delcotto Gregory
Echler Sr. Richard S.
McBride James F.
The Procter & Gamble & Company
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