Cleaning compositions for solid surfaces – auxiliary compositions – Cleaning compositions or processes of preparing – Specific organic component
Reexamination Certificate
2001-10-24
2004-02-10
Delcotto, Gregory (Department: 1751)
Cleaning compositions for solid surfaces, auxiliary compositions
Cleaning compositions or processes of preparing
Specific organic component
C510S302000, C510S303000, C510S311000, C510S376000, C510S370000, C510S499000, C510S501000
Reexamination Certificate
active
06689738
ABSTRACT:
TECHNICAL FIELD
The present invention generally relates to an oxidation process and composition, especially for laundry bleaching. More in particular, it relates to an oxidation process and composition wherein an oxidisable substance is reacted with molecular oxygen in the presence of a compound which enhances the oxidation reaction.
BACKGROUND AND PRIOR ART
Oxidative and bleaching processes and compositions are widely used, both in industry and in domestic applications. Examples are paper and pulp production, textile industry, water treatment and an many cleaning products in the home, e.g. laundry detergents. Conventional modern detergent compositions for washing fabrics are complex mixtures of ingredients which act to remove soil from the fabric during the washing process.
It is known that a significant improvement in the performance of a detergent compositions can be achieved by the addition of bleaching systems which react chemically with stains present on the fabrics and thereby decolourize the stains. Examples of efficient bleaching systems are tetra acetyl ethylene diamine (TAED)/sodium perborate, and SNOBS.
Although some of these approaches have been successful to a certain extent, there is a continued need for improved or alternative oxidative and bleaching processes and compositions, especially for effective bleach systems, which can be used in cold water and during short wash cycles.
It is therefor an object of the present invention to provide such effective alternative or improved oxidative and bleaching processes and compositions.
We have now surprisingly found that these and other objects can be achieved by using certain hydrazine compounds in combination with molecular oxygen, in the absence of peroxidase.
In the “Enzyme Nomenclature 1978, IUB”, Academic Press, New York, San Fransisco, London (1979), peroxidases are classified in class 1.11.1.7. Several applications of peroxidases in oxidative processes have been described. Such applications include, amongst others, stain bleaching and anti dye-transfer in detergents (WO-A-89/09813 and WO-A-91/05839, Novo-Nordisk), polymerization of lignin, in-situ depolymerization of lignin in Kraft pulp, bleaching of denim dyed garments, polymerization of phenolic substances in juices and beverages and hair bleaching (WO-A-92/18683, WO-A-95/07988, WO-A-95/01426).
DEFINITION OF THE INVENTION
According to a first aspect of the invention, there is provided an oxidation process wherein an oxidisable substance is reacted with (a) a compound having the formula:
wherein Z
1
is any organic group e.g. (substituted)-(hetero)-(polycyclic)-aromatic, substituted (cyclo)-alkyl containing hetero atoms, and Z
2
is electron withdrawing group (as described in J. March, ′Advanced Organic Chemistry, pg 17, 3d ed. (1985)), selected from the group consisting of option all y substituted alkyl/(hetero)aryl- -sulfone, -sulfoxide, -sulfonate, -carbonyl, -oxalyl, -amidoxalyl, -hydrazidoxalyl, -carboxyl and esters and salts thereof, -amidyl, -hydrazidyl, nitrile, and
(b) molecular oxygen,
in the absence of peroxidase.
According to a second aspect, there is provided a composition for stain bleaching and/or anti dye-transfer, comprising (a) a surfactant and (b) a compound having the formula:
wherein Z
1
and Z
2
have the meaning given above, said composition being essentially free from peroxidase.
DESCRIPTION OF THE INVENTION
In a first aspect, the invention relates to an enzymatic oxidation process wherein an oxidisable substance is reacted with (a) a specific hydrazine compound and (b) molecular oxygen, in the absence of peroxidase.
The oxidation process can be used within a detergent composition, specifically suited for stain bleaching and/or dye transfer prevention purposes, and this constitutes a second aspect of the invention. The detergent composition may take any suitable physical form, such as a powder, an aqueous or non aqueous liquid, a paste or a gel.
a. The Hydrazine Compound
The novel oxidation process according to the present invention is based on the presence of a specific hydrazine compound. The compounds have the formula:
wherein:
wherein Z
1
is any organic group e.g. (substituted)-(hetero)-(polycyclic)-aromatic, substituted (cyclo)-alkyl containing hetero atoms, and Z
2
is electron withdrawing group (as described in J. March, ′Advanced Organic Chemistry, pg 17, 3d ed. (1985)), selected from the group consisting of optionally substituted alkyl/(hetero)aryl- -sulfone, -sulfoxide, -sulfonate, -carbonyl, -oxalyl, -amidoxalyl, -hydrazidoxalyl, -carboxyl and esters and salts thereof -amidyl, -hydrazidyl, nitrile.
Preferably, the compound has the formula:
wherein Z
2
is as defined before and Ar is an optionally substituted aromatic or heteroaromatic group e.g. phenyl, phenyl substituted with halogen(s), alkoxy, alkyl, (alkyl)amino substituents, pyridinyl, alkyl-pyridinyl, furanyl. Especially preferred compounds have the generic structures:
wherein the Ar group is as defined before and R1 is an optionally substituted alkyl, oxyalkyl, aryl, arylhydrazide, arylhydrazine or oxyaryl group.
Of particular interest are derivatives of 2′-phenylbenzohydrazide, having the following structure:
2-phenylhydrazide oxalate, having the following structure:
and oxalic acid bis(2-phenylhydrazide), having the following structure:
with R representing one or more substitutions independently selected from hydrogen, halogen(s), alkoxy, alkyl, (alkyl)amino, carbonate, carbonate ester, sulphonate, sulfonamide. Examples of such preferred compounds are:
2′-phenylbenzohydrazide
2′-m-tolylbenzohydrazide
2′-p-tolylbenzohydrazide
2′-o-tolylbenzohydrazide
Ethyl[2-(m-tolyl)]hydrazide oxalate
Ethyl[2-(p-tolyl)]hydrazide oxalate
Ethyl[2-(o-tolyl)]hydrazide oxalate
Oxalic acid bis(2-phenylhydrazide)
Oxalic acid bis(2-m-tolylhydrazide)
Oxalic acid bis(2-o-tolylhydrazide)
The compounds used in the present invention can usefully be added to compositions in any suitable form, i.e. the form of a granular composition, a liquid or a slurry of the compound, with a carrier or a coating.
The enzymatic oxidation composition will comprise about 0.1 &mgr;M to 10 mM of the compound, preferably between 1 &mgr;M and 1 mM, most preferably between 10 &mgr;M and 200 &mgr;M.
(b) The Source of Molecular Oxygen
Another ingredient of the bleaching process according to the invention is a source of molecular oxygen. Obviously, the most preferable source of molecular oxygen is air, as this is abundantly available. Alternatively, one may employ a molecular oxygen liberating system. The oxygen-generating system may in principle be chosen from the various oxygen-generating systems which have been disclosed in the art. For example, one may use catalase enzymes, that generate oxygen from hydrogen peroxide.
(c) Peroxidase
The oxidation composition according to the invention is essentially free from peroxidase. A peroxidase is defined for the purpose of this invention as en enzyme having peroxidase activity, i.e. an enzyme capable of catalysing those enzymatic reactions that result in the oxidation of organic compounds, whereby hydrogen peroxide acts as the electron acceptor. Examples of such organic compounds are 2,2′Azinobis(3-ethyl benzo thiazoline-6-sulfonic acid ammonium salt (ABTS), guiacol, syringaldazine, or phenothiazine-10-propionic acid. Suitable examples of peroxidases are the enzymes of EC 1.11.1, in particular any peroxidase comprised by the enzyme classification EC 1.11.1.7; peroxidase fragments exhibiting peroxidase activity, as well as synthetic and semi-synthethic peroxidase derivatives (e.g. pophyrin ring systems), or microperoxidases (see U.S. Pat. No. 4,077,768, EP-A-537 381, WO-A-91/05858 and WO-A92/16634) are also relevant in the context of the invention. Also suitable can be transition metal complexes that display peroxidase activity.
(d) Compositions for Oxidizing Substances
Composition for oxidizing substances can be useful for several industrial applications. The present invention is of particul
Convents Daniel
Doornink Monique
Smith Richard George
Thornthwaite David William
Delcotto Gregory
Mitelman Rimma
Unilever Home and Personal Care USA Division of Conopco, Inc.
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