U.S. patent application number 15/691836 was filed with the patent office on 2018-02-15 for stabilized hydrogen peroxide compositions and method of making same.
The applicant listed for this patent is Metrex Research, LLC. Invention is credited to Harish Jani, Abhigyan Som.
Application Number | 20180044615 15/691836 |
Document ID | / |
Family ID | 56116241 |
Filed Date | 2018-02-15 |
United States Patent
Application |
20180044615 |
Kind Code |
A1 |
Som; Abhigyan ; et
al. |
February 15, 2018 |
STABILIZED HYDROGEN PEROXIDE COMPOSITIONS AND METHOD OF MAKING
SAME
Abstract
Stabilized hydrogen peroxide-containing compositions and methods
of making same are disclosed. The compositions contain a stabilizer
system made up of a disulfonate surfactant, a diester solvent, and
a sulfonic acid or a salt thereof in a sufficient quantity to
provide the stabilized hydrogen peroxide with an acidic pH value.
The compositions are suitable for use as disinfectants, as cleaning
agents, and in various personal care applications such as hair care
and tooth whitening.
Inventors: |
Som; Abhigyan; (Brea,
CA) ; Jani; Harish; (Lake Forest, CA) |
|
Applicant: |
Name |
City |
State |
Country |
Type |
Metrex Research, LLC |
Orange |
CA |
US |
|
|
Family ID: |
56116241 |
Appl. No.: |
15/691836 |
Filed: |
August 31, 2017 |
Related U.S. Patent Documents
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Application
Number |
Filing Date |
Patent Number |
|
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14729802 |
Jun 3, 2015 |
9765287 |
|
|
15691836 |
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Current U.S.
Class: |
1/1 |
Current CPC
Class: |
C11D 1/24 20130101; C11D
3/2034 20130101; A01N 25/02 20130101; A01N 25/30 20130101; C11D
1/143 20130101; C11D 3/394 20130101; C11D 3/2068 20130101; C11D
3/365 20130101; C11D 3/3947 20130101; C11D 3/2093 20130101; A01N
25/22 20130101; C11D 3/3409 20130101; C11D 3/43 20130101; A01N
59/00 20130101 |
International
Class: |
C11D 3/39 20060101
C11D003/39; C11D 3/36 20060101 C11D003/36; C11D 3/34 20060101
C11D003/34; C11D 3/20 20060101 C11D003/20; A01N 25/22 20060101
A01N025/22; C11D 1/24 20060101 C11D001/24; C11D 1/14 20060101
C11D001/14; A01N 59/00 20060101 A01N059/00; A01N 25/30 20060101
A01N025/30; C11D 3/43 20060101 C11D003/43; A01N 25/02 20060101
A01N025/02 |
Claims
1. A stabilized hydrogen peroxide composition comprising: hydrogen
peroxide; a disulfonate surfactant including one or more
alkyldiphenyloxide disulfonate compounds or salts thereof and
excluding C6 or C10 alkyldiphenyloxide disulfonate compounds or
salts thereof; a diester solvent; a sulfonic acid in a sufficient
quantity to provide the stabilized hydrogen peroxide with an acidic
pH value; and water.
2. The stabilized hydrogen peroxide composition of claim 1, wherein
the hydrogen peroxide is present in the composition in an amount in
a range from about 0.5 wt % to about 10 wt %.
3. The stabilized hydrogen peroxide composition of claim 1, wherein
the sulfonic acid is present in a quantity to provide a pH value of
about 3.5 or less.
4. The stabilized hydrogen peroxide composition of claim 1, wherein
the sulfonic acid is present in a quantity to provide a pH value in
a range from about 1.5 to about 2.5.
5. The stabilized hydrogen peroxide composition of claim 1, wherein
the sulfonic acid is selected from the group consisting of a
hydrocarbon sulfonic acid, a halohydrocarbon sulfonic acid, and
combinations thereof.
6. The stabilized hydrogen peroxide composition of claim 1, further
comprising ethanol or benzyl alcohol, or both.
7. The stabilized hydrogen peroxide composition of claim 1, further
comprising a glycol ether.
8. The stabilized hydrogen peroxide composition of claim 1, further
comprising an aliphatic phosphate ester.
9. The stabilized hydrogen peroxide composition of claim 1, wherein
the disulfonate surfactant includes a C7 to C9 or C11 to C20
mono-alkyldiphenyloxide disulfonate compound, a C7 to C9 or C11 to
C20 di-alkyldiphenyloxide disulfonate compound, or a salt
thereof.
10. The stabilized hydrogen peroxide composition of claim 1,
wherein the composition consists of: the hydrogen peroxide; the
disulfonate surfactant; the diester solvent; the sulfonic acid; the
water; and optionally, one or a combination of an alcohol, a glycol
ether, or an aliphatic phosphate ester, wherein 80% or more of the
hydrogen peroxide present in the composition is stable for at least
12 months under normal room temperature storage conditions.
11. The stabilized hydrogen peroxide composition of claim 10,
wherein the hydrogen peroxide is present in the composition in an
amount in a range from about 0.5 wt % to about 10 wt %, and the
sulfonic acid is present in a quantity to provide a pH value of
about 3.5 or less.
12. A method for stabilizing a hydrogen peroxide composition to
improve and/or maintain the effectiveness of the hydrogen peroxide
composition by formulating hydrogen peroxide with a disulfonate
surfactant including one or more alkyldiphenyloxide disulfonate
compounds or salts thereof and excluding C6 or C10
alkyldiphenyloxide disulfonate compounds or salts thereof; a
diester solvent; a sulfonic acid or a salt thereof in a sufficient
quantity to provide the stabilized hydrogen peroxide with an acidic
pH value; and water, wherein 80% or more of the hydrogen peroxide
present in the composition is stable for at least 12 months under
normal room temperature storage conditions.
13. The method of claim 12, wherein the hydrogen peroxide is
present in the composition in an amount in a range from about 0.5
wt % to about 10 wt %.
14. The method of claim 12, wherein the sulfonic acid is present in
a quantity to provide a pH value of about 3.5 or less.
15. The method of claim 12, wherein the sulfonic acid is present in
a quantity to provide a pH value in a range from about 1.5 to about
2.5.
16. The method of claim 12, wherein the sulfonic acid is selected
from the group consisting of a hydrocarbon sulfonic acid, and a
halohydrocarbon sulfonic acid.
17. The method of claim 12, wherein the hydrogen peroxide
composition further comprises ethanol or benzyl alcohol, or
both.
18. The method of claim 12, wherein the hydrogen peroxide
composition further comprises a glycol ether.
19. The method of claim 12, wherein the hydrogen peroxide
composition further comprises an aliphatic phosphate ester.
20. The method of claim 12, wherein the disulfonate surfactant
includes a C7 to C9 or C11 to C20 mono-alkyldiphenyloxide
disulfonate compound, a C7 to C9 or C11 to C20
di-alkyldiphenyloxide disulfonate compound, or a salt thereof.
21. The stabilized hydrogen peroxide composition of claim 1,
wherein the one or more alkyldiphenyloxide disulfonate compounds
include one or more of disodium hexadecyl diphenyloxide
disulfonate, dihexadecyl diphenyloxide disulfonate, or n-decyl
diphenyloxide disulfonate.
22. The stabilized hydrogen peroxide composition of claim 1,
wherein the diester solvent includes dialkyl methylglutarate,
dialkyl ethylsuccinate, or a combination thereof.
23. The method of claim 12, wherein the hydrogen peroxide
composition consists of the hydrogen peroxide, the disulfonate
surfactant, the diester solvent, the sulfonic acid or the salt
thereof, and the water, and optionally an aliphatic phosphate
ester, and 90% or more of the hydrogen peroxide present in the
composition is stable for at least 12 months under normal room
temperature storage conditions.
Description
CROSS REFERENCE TO RELATED APPLICATIONS
[0001] The present application is a continuation of U.S. patent
application Ser. No. 14/729,802, filed on Jun. 3, 2015, the
disclosure of which is incorporated by reference herein in its
entirety.
TECHNICAL FIELD
[0002] The present invention is generally directed to stabilization
of hydrogen peroxide containing compositions. In particular, the
present invention is directed to stabilized hydrogen peroxide
compositions and methods of making same.
BACKGROUND
[0003] Hydrogen peroxide solutions have been used for many years
for a variety of purposes, including bleaching, disinfecting, and
cleaning a variety of surfaces ranging from skin, hair, and mucous
membranes to contact lenses to household and industrial surfaces
and instruments. Unfortunately, unless stringent conditions are
met, hydrogen peroxide solutions begin to decompose into O.sub.2
gas and water within an extremely short time. Typical hydrogen
peroxide solutions in use for these purposes are in the range of
from about 0.5 to about 10% by weight of hydrogen peroxide in
water. The rate at which such dilute hydrogen peroxide solutions
decompose will, of course, be dependent upon such factors as pH and
the presence of trace amounts of various metal impurities, such as
copper or chromium, which may act to catalytically decompose the
same. Moreover, at moderately elevated temperatures the rate of
decomposition of such dilute aqueous hydrogen peroxide solutions is
greatly accelerated. Hence, hydrogen peroxide solutions, which have
been stabilized against peroxide breakdown, are in very great
demand.
[0004] Stabilizers, which are usually sequestering agents, are
normally added to hydrogen peroxide solutions to combat
decomposition due to trace impurities, mainly dissolved metals.
Many types of compounds have been used to fill this function, such
as diols, quinones, stannate salts, pyrophosphates, various
aromatic compounds and amino carboxylic acid salts. However, many
of the previously suggested compounds have various issues and
challenges associated with them, such as toxicity, environmental
impact and poor performance.
[0005] Examples of specific compounds that have been suggested for
use in solutions to protect against hydrogen peroxide decomposition
include sodium phenolsulfate; sodium stannate; N,N-lower alkyl
aniline, sulfamic acid, sulfolane, and di-straight chain lower
alkyl sulfones and sulfoxides; phosphonic acids and their salts;
acrylic acid polymers; polyphosphates; polyamino polyphosphonic
acids and/or their salts; and specific combinations (or blends) of
such compounds. However, in addition to toxicity and environmental
impact concerns, many of these suggested compounds or blends have
other drawbacks. For example, use of the specific stabilizer(s)
either requires specific conditions to provide adequate hydrogen
peroxide stability, such as specific pH levels, e.g., acidic
conditions, or relatively low hydrogen peroxide concentrations, or
has poor stability performance. The poor stability performance can
either be poor stability performance generally or poor stability
performance in specific formulations that contain other
destabilizing components, e.g., surfactants.
[0006] Despite considerable efforts which have been applied with
available stabilizer compounds to solve the problem, there still
exists a need to provide hydrogen peroxide solutions which are
highly stable without one or more of the aforementioned drawbacks
and disadvantages.
SUMMARY
[0007] In accordance with an embodiment of the present invention, a
stabilized hydrogen peroxide composition is provided that includes
hydrogen peroxide; a disulfonate surfactant; a diester solvent; a
sulfonic acid in a sufficient quantity to provide the stabilized
hydrogen peroxide with an acidic pH value; and water.
[0008] In accordance with another embodiment of the present
invention, a method of stabilizing a hydrogen peroxide containing
composition in provided. The method includes combining an aqueous
hydrogen peroxide solution with a stabilizing system comprising a
disulfonate surfactant, a diester solvent, and a sulfonic acid in a
sufficient quantity to provide the stabilized hydrogen peroxide
with an acidic pH value.
DETAILED DESCRIPTION
[0009] In accordance with embodiments of the present invention, an
aqueous solution of hydrogen peroxide is provided that demonstrates
stability across a wide temperature range by the inclusion of a
stabilizer system comprising a disulfonate surfactant, a diester
solvent, and a sulfonic acid in a sufficient quantity to provide an
acidic pH to the composition. The stabilized hydrogen peroxide
compositions may further comprise additional ingredients, such as
those described herein. In accordance with another embodiment, a
method of stabilizing aqueous hydrogen peroxide compositions is
further provided.
[0010] Hydrogen Peroxide (H.sub.2O.sub.2): In accordance with
embodiments of the present invention, the stabilized hydrogen
peroxide-containing compositions may comprise about 0.5 wt %
hydrogen peroxide or more, wherein wt % is based on the total
weight of the stabilized hydrogen peroxide composition. For
example, the stabilized hydrogen peroxide compositions may comprise
about 0.5 wt % to about 10 wt %, typically about 1 wt % to about 8
wt %, or about 2 wt % to about 7 wt %, or about 3 wt % to about 5
wt %, or about 4 to about 9 wt %, of hydrogen peroxide. The source
of hydrogen peroxide is not particularly limited, and is
conveniently commercially available. Typical industrial or food
grade hydrogen peroxide solutions are provided as aqueous solutions
having about 35 wt % to about 70 wt % hydrogen peroxide, and
therefore may be diluted with water and/or other diluents (e.g., an
alcohol) to achieve the desired final hydrogen peroxide
concentration. The desired stability is imparted to the hydrogen
peroxide composition by the stabilizer system that includes a
disulfonate surfactant, a diester solvent, and a sulfonic acid, as
further described below.
[0011] Disulfonate Surfactant: In accordance with embodiments of
the present invention, the disulfonate surfactant is present in the
stabilized hydrogen peroxide composition in an amount sufficient to
provide the desired level of stability. For example, the
disulfonate surfactant may be present in an amount in a range from
about 0.1 wt % to about 10 wt %, wherein wt % is based on the total
weight of the stabilized hydrogen peroxide composition. For
example, the disulfonate surfactant may be present in the
stabilized hydrogen peroxide composition in an amount of about 0.1
wt %, about 0.5 wt %, about 1 wt %, about 1.5 wt %, about 2 wt %,
about 3 wt %, about 4 wt %, about 5 wt %, about 7 wt % or about 10
wt %, or in a range between any combination of these values. The
disulfonate surfactant may include an alkyldiphenyloxide
disulfonate compound or salt thereof. Exemplary salts include
alkali metal or alkaline earth metal salts. The alkyldiphenyloxide
disulfonate compounds are atypical surfactants and preferably
include one or two alkyl chain groups of C6 to C20, linear and/or
branched. Accordingly, exemplary alkyldiphenyloxide disulfonate
compounds include, but are not limited to, C6 to C20 mono- and/or
di-alkyldiphenyloxide disulfonate compounds. For example, the alkyl
chains may be hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl,
propadecyl, butadecyl, pentadecyl, hexadecyl, heptadecyl,
octadecyl, nonadecyl, or didecyl. For example, Dowfax.TM. 8390,
which is available from Dow Chemical Company, is a diphenyloxide
disulfonate solution including disodium hexadecyl diphenyloxide
disulfonate and dihexadecyl diphenyloxide disulfonate. Another
exemplary alkyldiphenyloxide disulfonate compound solution is
Dowfax.TM. 3B2, which is an n-decyl diphenyloxide disulfonate
solution.
[0012] Diester Solvent: In accordance with embodiments of the
present invention, the diester solvent is present in the stabilized
hydrogen peroxide composition in an amount sufficient to provide
the desired level of stability. For example, the diester solvent
may be present in an amount in a range from about 0.1 wt % to about
10 wt %, wherein wt % is based on the total weight of the
stabilized hydrogen peroxide composition. For example, the diester
solvent may be present in the stabilized hydrogen peroxide
composition in an amount of about 0.1 wt %, about 0.5 wt %, about 1
wt %, about 1.5 wt %, about 2 wt %, about 3 wt %, about 4 wt %,
about 5 wt %, about 7 wt % or about 10 wt %, or in a range between
any combination of these values. Exemplary diester solvents
include, but are not limited to dialkyl methylglutarate, dialkyl
adipate, dialkyl ethylsuccinate, dialkyl succinate, dialkyl
glutarate and any combination thereof. The alkyl groups of the
diester solvents may be the same or different and independently
selected from methyl, ethyl, propyl, isopropyl, n-butyl, pentyl,
isoamyl, hexyl, heptyl or octyl. In one embodiment, the diester
solvent is dimethyl 2-methylglutarate, which is commercially
available from Solvay Chemicals, Inc. as Rhodiasolv.RTM.
Infinity.
[0013] Sulfonic Acid: In accordance with embodiments of the present
invention, the stabilized hydrogen peroxide compositions contain a
sufficient quantity of the sulfonic acid to provide the stabilized
hydrogen peroxide with an acidic pH. Non-limiting examples of
sulfonic acids include an aliphatic or aromatic hydrocarbon
sulfonic acid, a halohydrocarbon sulfonic acid, or combinations
thereof. Exemplary hydrocarbon sulfonic acids include C1 to C6
sulfonic acids, such as methane sulfonic acid, ethane sulfonic
acid, propane sulfonic acid, butane sulfonic acid, pentane sulfonic
acid, hexane sulfonic acid, or benzene sulfonic acid, or C7 to C10
sulfonic acids, such as toluene sulfonic acid, xylene sulfonic
acid, or naphthalene sulfonic acid. In one embodiment, the sulfonic
acid is methane sulfonic acid, which is commercially available from
BASF as Lutropur.RTM. MSA.
[0014] Halohydrocarbon sulfonic acids are hydrocarbon sulfonic
acids in which some or all of the hydrogen atoms on the hydrocarbon
portion are replaced with a halogen, especially chlorine, bromine
or fluorine. Exemplary halohydrocarbon sulfonic acids include
fluoromethane sulfonic acid, difluoromethane sulfonic acid,
trifluoromethane sulfonic acid, trichloroethane sulfonic acid,
trichloromethane sulfonic acid. perchloroethane sulfonic acid,
tribromomethane sulfonic acid, 3,3,3-tribromopropane sulfonic acid,
tris(trifluoromethyl) methane sulfonic acid, and the like.
[0015] The sulfonic acid is present in the stabilized hydrogen
peroxide composition in a sufficient quantity to provide an acidic
pH (i.e., less than 7) at standard temperature and pressure (i.e.,
25.degree. C. and 1 atmosphere). For example, the pH of the
stabilized hydrogen peroxide composition may be about 6.5 or less,
about 6 or less, about 5.5 or less, about 5 or less, about 4.5 or
less, about 4 or less, about 3.5 or less, about 3 or less, about
2.5 or less, about 2 or less, or about 1.5 or less, or in a range
between any combination of these values. Accordingly, the pH of the
stabilized composition may be in a range from about 6.5 to about 1,
from about 3.5 to about 1.5, or from about 2.5 to about 1.5, for
example.
[0016] In the event that it becomes necessary to add base (e.g., an
excessive amount of sulfonic acid was introduced and the pH is
lower than desired), then a base, such as aqueous sodium hydroxide
or aqueous potassium hydroxide, may be added to the composition
until the desired pH is attained. The base should be free from
metal ions that would catalyze decomposition of hydrogen peroxide,
such as ferrous ions, ferric ions, cupric ions, cuprous ions,
manganous ions, and similar transition metal ions. The base should
also be free from both organic and inorganic materials that would
react with the hydrogen peroxide.
[0017] Water: After all the other ingredients have been accounted
for, water comprises the balance of the hydrogen
peroxide-containing composition. Because hydrogen peroxide is
typically commercially available as a 30 wt % to 70 wt % aqueous
solution, it is typically necessary to dilute the hydrogen peroxide
with water or other diluent to obtain the desired hydrogen peroxide
concentration. In accordance with an embodiment, the water or
diluent may be free from metal ions that would catalyze
decomposition of hydrogen peroxide, such as ferrous ions, ferric
ions, cupric ions, cuprous ions, manganous ions, and similar
transition metal ions. In accordance with another embodiment, the
water or diluent may also be free from organic material that would
be oxidized by hydrogen peroxide. In accordance with another
embodiment, the water or diluent may also be free of inorganic
materials that would react with hydrogen peroxide, such as chlorine
(Cl.sub.2), hypochlorous acid (HOCl), and sodium hypochlorite
(NaOCl). Distilled or deionized water may be used.
[0018] Optional Ingredients: Additional ingredients may be included
in the stabilized hydrogen peroxide composition, so long as the
ingredients do not detrimentally affect the stability afforded by
the stabilization system of the disulfonate surfactant, the diester
solvent, and the sulfonic acid. Exemplary optional ingredients
include an alcohol diluent, such as methanol, ethanol, propanol,
butanol, pentanol, hexanol, and/or benzyl alcohol; a glycol ether;
and/or an aliphatic phosphate ester.
[0019] The alcohol may be included in the stabilized hydrogen
peroxide composition as a diluent or co-solvent. For example, when
present, the alcohol may make up about 0.5 wt % to about 70 wt % of
the stabilized hydrogen peroxide composition. In an embodiment, the
stabilized hydrogen peroxide composition further includes about 30
wt % to about 60 wt % ethanol, for example, about 47 wt % SDA 23A,
which is a denatured ethanol including acetone. In another
embodiment, the stabilized hydrogen peroxide composition further
includes about 5-20 wt % benzyl alcohol, for example, about 11 wt
%. In another embodiment, the stabilized hydrogen peroxide
composition further includes both ethanol and benzyl alcohol.
[0020] The glycol ether may be included in the stabilized hydrogen
peroxide composition as a coalescent, a solubilizer, or as a
viscosity reducer. The glycol ether, when present, may make up
about 0.1 wt % to about 10 wt % of the stabilized hydrogen peroxide
composition. For example, the glycol ether may be present in the
stabilized hydrogen peroxide composition in an amount of about 0.1
wt %, about 0.5 wt %, about 1 wt %, about 1.5 wt %, about 2 wt %,
about 3 wt %, about 4 wt %, about 5 wt %, about 7 wt % or about 10
wt %, or in a range between any combination of these values. The
glycol ether may be selected from alkyl glycol ethers, such as
diethylene glycol butyl ether (DGBE), ethylene glycol monomethyl
ether (CH.sub.3OCH.sub.2CH.sub.2OH), ethylene glycol monoethyl
ether (CH.sub.3CH.sub.2OCH.sub.2CH.sub.2OH), ethylene glycol
monopropyl ether (CH.sub.3CH.sub.2CH.sub.2OCH.sub.2CH.sub.2OH),
ethylene glycol monoisopropyl ether
((CH.sub.3).sub.2CHOCH.sub.2CH.sub.2OH), ethylene glycol monobutyl
ether (CH.sub.3CH.sub.2CH.sub.2CH.sub.2OCH.sub.2CH.sub.2OH),
ethylene glycol monophenyl ether
(C.sub.6H.sub.5CH.sub.2OCH.sub.2CH.sub.2OH), ethylene glycol
monobenzyl ether (C.sub.6H.sub.5OCH.sub.2CH.sub.2OH), diethylene
glycol monomethyl ether
(CH.sub.3OCH.sub.2CH.sub.2OCH.sub.2CH.sub.2OH), diethylene glycol
monoethyl ether
(CH.sub.3CH.sub.2OCH.sub.2CH.sub.2OCH.sub.2CH.sub.2OH), diethylene
glycol mono-n-butyl ether
(CH.sub.3CH.sub.2CH.sub.2CH.sub.2OCH.sub.2CH.sub.2OCH.sub.2CH.sub.2OH),
propylene glycol phenyl ether
(C.sub.6H.sub.5CH.sub.2OCH.sub.2CH(CH.sub.3)OH), and/or any
combination thereof. In one embodiment, the glycol ether is
propylene glycol phenyl ether, which is commercially available from
Dow Chemical Company as Dowanol.TM. PPh Glycol Ether solvent.
[0021] The aliphatic phosphate ester may be included in the
stabilized hydrogen peroxide composition and may function as a
hydrotrope or surfactant. When present, the aliphatic phosphate
ester may be present in an amount from about 0.01 wt % to about 3
wt %, wherein wt % is based on the total weight of the stabilized
hydrogen peroxide composition. For example, the aliphatic phosphate
ester may be present in the stabilized hydrogen peroxide
composition in an amount of about 0.01 wt %, about 0.02 wt %, about
0.03 wt %, about 0.04 wt %, about 0.05 wt %, about 0.08 wt %, about
0.1 wt %, about 0.5 wt %, about 1 wt %, about 2 wt %, or about 3 wt
%, or in a range between any combination of these values. An
exemplary aliphatic phosphate ester includes, but is not limited
to, Multitrope.TM. 1214, which is commercially available from
Croda, Inc.
[0022] In accordance with another embodiment, the stabilized
hydrogen peroxide compositions may be free of sodium phenolsulfate;
sodium stannate; N,N-lower alkyl aniline, sulfamic acid, sulfolane,
mono and/or di-straight chain lower alkyl sulfones and sulfoxides;
phosphonic acids and their salts; acrylic acid polymers;
polyphosphates; polyamino polyphosphonic acids and/or their salts.
In accordance with another embodiment, the stabilized hydrogen
peroxide compositions may be free of any peroxycarboxylic acids,
such as peroxyacetic acid.
[0023] In accordance with another embodiment, a method of
stabilizing a hydrogen peroxide composition is provided.
Stabilizing a hydrogen peroxide composition improves and/or
maintains the effectiveness of the hydrogen peroxide composition,
and is realized by formulating hydrogen peroxide with a disulfonate
surfactant; a diester solvent; a sulfonic acid or a salt thereof in
a sufficient quantity to provide the stabilized hydrogen peroxide
with an acidic pH value; and water. In an embodiment, about 90% or
more of the hydrogen peroxide present in the composition is stable
for at least 12 months under normal room temperature (RT) storage
conditions. In other embodiments, about 80% or more, or 70% or
more, or 60% or more of the hydrogen peroxide present in the
composition is stable for at least 12 months under normal room
temperature storage conditions. Room temperature storage conditions
for the hydrogen peroxide compositions are desirable in order to
eliminate costly and inconvenient storage problems. While stability
testing may be actually performed over a year, shelf stability may
also be correlated to an abnormal or exaggerated storage condition
for a predetermined amount of time to ensure a product's stability
under normal storage conditions. One acceptable alternative in the
hydrogen peroxide solution industry is to test stability at
54.degree. C. for/over 14 days.
[0024] The stabilized hydrogen peroxide-containing compositions may
be used in a variety of disinfectant, cleaning, personal care,
pharmaceutical, textile and industrial applications. They disinfect
the surfaces into which they are brought into contact and so can be
used as disinfectant solutions or disinfectant lotions. When a
surfactant is present, they both clean and disinfect the surfaces
into which they are brought into contact. They can be applied by
any method that insures good contact between the object to be
cleaned and/or disinfected and the composition, such as spraying or
wiping, and then removed by, for example, rinsing with water and/or
wiping. The stabilized hydrogen peroxide-containing compositions
may also be used, for example, as liquid detergents and in oral
care applications, such as in tooth bleaching compositions. The
stabilized hydrogen peroxide-containing compositions may also be
applied on woven or nonwoven substrates for use as hydrogen
peroxide wipes.
[0025] The advantageous properties of this invention can be
observed by reference to the following examples, which illustrate
but do not limit the invention.
EXAMPLES
TABLE-US-00001 [0026] TABLE 1 Ingredients used in examples.
Ingredient Chemical(s) Source Comment Hydrogen Peroxide Hydrogen
peroxide ACROS 35 wt % aq. Organics solution Disulfonate Surfactant
Disodium hexadecyl Dow Chemical DOWFAX .TM. 8930 diphenyloxide
disulfonate; Co. Dihexadecyl diphenyloxide disulfonate Diester
Solvent Dimethyl 2-Methylglutarate + Solvay Rhodiasolv .RTM.
proprietary surfactants Infinity Sulfonic Acid Methane sulfonic
acid BASF Lutropur .RTM. MSA, ca. 70% Ethanol Ethanol; acetone
Lyondell SDA 23A Chemical Co. Benzyl Alcohol Benzyl Alcohol Alfa
Aesar 99% Alkyl phosphate ester Polyoxyethylene alkyl ether Croda
Multitrope .TM. 1214 phosphate Glycol ether Propylene glycol phenyl
ether Dow Chemical DOWANOL .TM. PPh Co.
[0027] For Examples 1-4 shown in Table 2 (below), the order of
addition of the ingredients to the mixing vessel are shown in
parenthesis using upper case letters, where A is the first
ingredient added to the mixing vessel.
Example 1
[0028] In one example, a stabilized hydrogen peroxide solution was
prepared by sequentially adding Dowfax.TM. 8390, Rhodiasolv.RTM.
Infinity, Multitrope.TM. 1214, 35% hydrogen peroxide, and
Lutropur.RTM. MSA to a quantity of DI water while stirring.
Hydrogen peroxide content was 8.23 wt % and solution pH was
1.76.
Example 2
[0029] In another example, a stabilized hydrogen peroxide solution
was prepared by sequentially adding Dowfax.TM. 8390,
Rhodiasolv.RTM. Infinity, 35% hydrogen peroxide, and Lutropur.RTM.
MSA to a quantity of DI water while stirring. Hydrogen peroxide
content was 8.18 wt % and solution pH was 1.77.
Example 3
[0030] In another example, a stabilized hydrogen peroxide solution
was prepared by sequentially adding Dowfax.TM. 8390,
Rhodiasolv.RTM. Infinity, 35% hydrogen peroxide, and Lutropur.RTM.
MSA to a quantity of DI water while stirring. Hydrogen peroxide
content was 1.63 wt % and pH was 1.72.
Example 4
[0031] In another example, a stabilized hydrogen peroxide solution
was prepared by sequentially adding benzyl alcohol, Dowanol.TM.
PPh, Rhodiasolv.RTM. Infinity, DI water, Lutropur.RTM. MSA, 35%
hydrogen peroxide, and Dowfax.TM. 8390 to a quantity of SDA 23A
ethanol. Hydrogen peroxide content was 1.63 wt % and solution pH
was 2.50.
[0032] Control: A comparative sample was prepared by mixing DI
water, citric acid, and hydrogen peroxide together. Hydrogen
peroxide content was 1.7 wt % and pH of the solution was 1.87.
TABLE-US-00002 TABLE 2 Exemplary stabilized hydrogen peroxide
compositions and comparative example. Ex-1 Ex-2 Ex-3 Ex-4 Control
Ingredient Wt % Wt % Wt % Wt % Wt % DI water 74.00 (A) 74.00 (A)
93.00 (A) 27.00 (E) 95.32 Citric Acid 3.48 SDA23A 47.00 (A)
Rhodiasolv .RTM. 1.00 (C) 1.00 (C) 1.00 (C) 1.50 (D) Infinity
Dowfax .TM. 8390 1.10 (B) 1.10 (B) 1.10 (B) 0.60 (H) Multitrope
.TM. 1214 0.05 (D) Benzyl Alcohol 11.00 (B) DOWANOL .TM. PPh 5.50
(C) Hydrogen Peroxide, 23.63 (E) 23.63 (D) 4.53 (D) 4.50 (G) 4.69
35% Lutropur .RTM. MSA 0.17 (F) 0.16 (E) 0.20 (E) 0.10 (F) 70% pH
1.76 1.77 1.72 2.50 1.87 HP content (%) 8.23 8.18 1.63 1.63 1.7
Stability: H.sub.2O.sub.2 % (pH) (Batch I) 10 days 10 days 9 days
14 days At RT 8.33 8.30 1.47 1.53 At 4.degree. C. 7.94 8.10 1.91
n/a At 60.degree. C. (*55.degree. C.) 8.02 7.81 1.56 1.45* (Batch
II) 17 days 17 days 17 days 17 days 17 days At RT 8.34 (1.60) 8.33
(1.79) 1.68 (1.85) 1.68 (2.26) 1.67 (1.86) At 40.degree. C. 8.29
(1.66) 8.14 (1.84) 1.65 (1.86) 1.67 (2.23) n/a At 55.degree. C.
8.28 (1.67) 8.16 (1.83) 1.63 (1.87) 1.57 (2.31) 0.98 (1.93) 15
months, 15 months, 2 months, 11 months, (Batch I) 23 days 23 days 6
days 2 days At RT 7.42 (1.74) 7.76 (1.79) 1.64 1.34 (2.44)
[0033] Stability testing: Values of hydrogen peroxide percentages
(concentrations) disclosed herein were measured using the following
method. The hydrogen peroxide-containing solutions were stored for
the stated period of time (e.g., 17 days) and conditions. After the
stated storage time period, the hydrogen peroxide concentration was
measured using the redox titration method. The redox titration
method is a standard method known in the art for measuring peroxide
concentration. Specifically, the redox titration method was
performed by weighing a 0.3 g sample to be tested into a 100 mL
beaker using an analytical balance accurate to 0.001 g, and
recording the weight. Then, 15 ml of refrigerated 10%
H.sub.2SO.sub.4 was added, 5 drops of a Ferroin Indicator was
added, and the initial volume of titrant was recorded. A 0.1 N
Ceric Sulfate volumetric solution was then titrated, adding the
titrant drop-wise until the Salmon color changed to yellow. (The
yellow endpoint should be similar in color to the finished product
solution.) No greater than 3 ml DI water was added as necessary to
rinse the sides of the beaker where solution may have splashed. The
final volume of titrant added for the solution was recorded, and
then the hydrogen peroxide concentration was calculated as
follows:
% H.sub.2O.sub.2=a.times.N.times.1.7/m
where: a=the net volume of ceric sulfate titrant consumed; N=the
exact normality of ceric sulfate used; and m=the mass of the sample
weighed. Hydrogen peroxide content was measured for samples stored
at various temperatures over extended periods of time, as shown in
Table 2.
[0034] When the storage period is long, the concentration of the
hydrogen peroxide can alternatively be determined by measuring the
concentration as described above after at least one hundred and
twenty days and then extrapolating for the remainder of the period
using first order kinetics, as is known in the art. The
above-described method is performed just after manufacture of a
peroxide product and at the end of the specified storage period in
order to determine the absolute hydrogen peroxide concentrations as
well as the percentage of the original concentration remaining, as
is known in the art.
[0035] As used herein and in the appended claims, the singular
forms "a", "an", and "the" include plural reference unless the
context clearly dictates otherwise. As well, the terms "a" (or
"an"), "one or more" and "at least one" can be used interchangeably
herein. It is also to be noted that the terms "comprising",
"including", "characterized by" and "having" can be used
interchangeably.
[0036] While the present invention has been illustrated by the
description of one or more embodiments thereof, and while the
embodiments have been described in considerable detail, they are
not intended to restrict or in any way limit the scope of the
appended claims to such detail. Additional advantages and
modifications will readily appear to those skilled in the art. The
invention in its broader aspects is therefore not limited to the
specific details, representative apparatus and methods and
illustrative examples shown and described. Accordingly, departures
may be made from such details without departing from the scope of
the general inventive concept.
* * * * *