Percarboxylic acids

Cleaning compositions for solid surfaces – auxiliary compositions – Cleaning compositions or processes of preparing – For cleaning a specific substrate or removing a specific...

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2521861, 25218626, 25218638, 25218642, 510376, 510490, 562 2, 562 4, C07C40700, C07C40940, C11D 339

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active

059143037

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BRIEF SUMMARY
The present invention relates to percarboxylic acids and more particularly to percarboxylic acids which contain within their structure an amido linkage, to the preparation of such percarboxylic acids and to their use in bleaching compositions and in washing compositions.
Organic percarboxylic acids, as a class, more strictly called peroxycarboxylic acids, and sometimes alternatively called organic peracids, are potentially very useful oxidising agents in the home as a result of their high electropotential which enables them to bleach very effectively a wide range of stains that mark domestic laundry or non-absorbent surfaces and very useful disinfectants or sanitizers on account of their biocidal activity against a broad spectrum of pathogenic micro-organisms. Self-evidently, some percarboxylic acids are more effective than others in such activities, but the relative efficacy of the percompounds though of crucial importance, is only one factor in determining the potential usefulness of such percompounds. A second important factor comprises the physico-chemical characteristics of the percarboxylic acids and specifically their sensitivity to impact, pressure or thermal shock and their propensity to decompose during storage, either by themselves or in contact with other components of washing or bleaching compositions. Variation in respect of both factors occurs as a direct result of what else is present in the percarboxylic acid molecule and the structural relationship of for example the miscellaneous substituents to the percarboxylic acid group and to each other.
It is very easy for the skilled person in this field to set out his criteria for a most acceptable peroxyacid, namely effective washing and bleaching performance whilst offering sufficient resistance to impact, pressure and thermal shocks and a long shelf-storage life, ie successful, safe and stable, but it is not at all easy to predict from the formula alone the extent to which at least some sub-classes of peroxyacid satisfy those criteria, despite the impression fostered by the presence of general formulae for peracids in many older patent specifications, eg U.S. Pat. No. 4,259,201 of HO--O--(CO)--R--Y which make no or little distinction between aliphatic and aromatic peroxyacids and the presence or absence of a wide range of substituents.
In U.S. Pat. No. 5,098,598 to Sankey et al, assigned to Interox Chemicals Limited, it is disclosed that there are significant differences in the properties of within the classes of peroxyacids that contain an aromatic moiety, an aliphatic moiety and an amido linking group and satisfy one of two general formulae (R.sup.5)--CO--R.sup.2 --CO--OOH Pat. No. 4,686,063, both assigned to The Procter & Gamble Company and also in EP-A-0 170 386 in the name of the same assignee. Such properties include variations in bleach effectiveness, resistance to shock and storage stability of the various peroxyacids. Sankcey et al were able to demonstrate that a number of the peroxyacids that satisfied one or other of the Burns formulae were either relatively ineffective as a bleach and/or exhibited poor resistance to shock and/or showed relatively poor storage stability, whereas certain other and closely related selections of peroxyacids that were still within the formula surprisingly met all three criteria.
Sankey et al further demonstrated that a similar change such as increasing chain length in an alkylene substituent was shown to result in different effects, depending on the remainder of the molecule, for example improving thermal stability for one sub-set of peroxyacids, but impairing thermal stability for a second subset. One conclusion that can be deduced from the results disclosured by Sankey et al is that in respect of compounds containing an aromatic moiety and an amidoperacid subtituent, it was necessary for the amido linkage to be oriented such that its nitrogen atom is attached directly to the aromatic nucleus in order for those compounds to enjoy an acceptable combination of properties.
It is an object of the present i

REFERENCES:
patent: 4634551 (1987-01-01), Burns et al.
patent: 5503765 (1996-04-01), Schepers et al.
patent: 5672295 (1997-09-01), Gary et al.
Gilbert et al., J. Org. Chem., vol. 27, pp. 1336-1341, 1972.

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