Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1993-06-18
1995-11-14
Haley, Jacqueline
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
252 96, 252100, 8111, C07D20948
Patent
active
054668255
DESCRIPTION:
BRIEF SUMMARY
This application is a National Stage application of PCT/GB91/02280 filed Dec. 19, 1991, now WO 92/11238, published Jul. 9, 1992.
The present invention relates to peroxycarboxylic acids and more particularly to peroxycarboxylic acids which contain within their structure an imido linkage, to the preparation of such percarboxylic acids and to their use in bleaching compositions and in washing compositions.
Organic peroxycarboxylic acids, sometimes alternatively called percarboxylic acids or organic peracids, as a class, are potentially very useful oxidising agents 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 in the home 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 is only one key factor in determining the potential usefullness of such percompounds because they vary also in a second key area, which is the physical characteristics of the percompounds 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 very acceptable peroxyacid, namely effective washing and bleaching performance whilst offering sufficient resistance to impact, pressure and thermal shocks and a long shelf-storage life, i.e., successful, safe and stable, but it is not at all easy to predict from the formula alone the extent to which many sub-classes of peroxyacid attain those criteria, despite the impression fostered by the presence of general formulae for peracids in many patent specifications, e.g. U.S. Pat. No. 4,259,201 of HO--O--(CO)--R--Y which appear to equate aliphatic and aromatic peroxyacids and a wide range of substituents. None the less, as the present investigations into the preparation of a wide range of peroxyacids and their properties progressed, the present investigators became aware of certain correlations within any given sub-class of peroxyacids.
One of the sub-classes of peroxyacids tested in the course of the present investigations comprised those containing within their structure an imide link. In the last year or so, applications have been published in the names of Interox Chemicals Limited (PCT/GB 89/01524), Hoechst (EP-A-0 349 940) and Ausimont spa (EP-A-0 325 288 and EP-A-0 325 289) relating to phthalimidoalkylperoxycarboxylic acids as such and/or for use as a bleach. A few of the compounds described in those applications meet to a reasonable extent the desideratum of simultaneously exhibiting the chemico-physical properties of good storage stability and safe handling with good bleaching and disinfection performance. As a result of conducting a range of comparative tests on the imidoperoxyacids, the instant inventors concluded that the imidoperoxyacid exhibiting the best combination of properties comprised phthalimido-6-peroxyhexanoic acid, alternatively referred to by some as phthalimidoperoxycaproic acid or its abbreviation PIPCA or PAP. None the less, the instant inventors continued to seek products that are superior to PIPCA and have now discovered a range of compounds that is related to PIPCA, but shows enhanced washing performance.
According to the present invention there is provided an organic peroxyacid which satisfies general formula (1): ##STR2## in which X represents hydrogen or a compatible non-released substituent, Y represents a group of formula (CH.sub.2).sub.z H, x, y an
REFERENCES:
patent: 4119660 (1978-10-01), Hutchins
patent: 4172086 (1979-10-01), Berkowitz
patent: 4233235 (1980-11-01), Camden et al.
patent: 4337213 (1982-06-01), Marynowski et al.
patent: 5208340 (1993-05-01), Cavallotti et al.
Carr Graham
Harrison Paul R.
James Alun P.
Haley Jacqueline
Solvay Interox Limited
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