Compositions – Fire-extinguishing – Foam-stabilizant or colloid-stabilizant containing
Patent
1994-10-18
1995-11-28
Kalafut, Stephen
Compositions
Fire-extinguishing
Foam-stabilizant or colloid-stabilizant containing
252 89, 811551, 568 27, 568 28, C07C31718, C11D 300
Patent
active
054704936
DESCRIPTION:
BRIEF SUMMARY
BACKGROUND OF THE INVENTION
1. Field of the Invention
This invention relates to thiodiglycol derivatives, to their production by reaction of thiodiglycol with alcohols in the presence of acidic compounds and subsequent oxidation to the sulfoxide and/or sulfone. The invention also relates to the use of the described thiodiglycol derivatives for softening fabrics.
2. Discussion of Related Art
Domestic and institutional fabric softeners contain above all quaternary ammonium compounds, more particularly of the dimethyl distearyl ammonium chloride type or, more recently, compounds of similar structure containing one, two or three fatty acyloxyalkyl groups. On account of the increasing significance of stability in storage, viscosity characteristics and, in particular, biodegradability, above all in the case of highly concentrated fabric softeners, numerous proposals for replacing these components by nitrogen-free substitute compounds or corresponding systems have been published. These proposals encompass both inorganic components, more particularly inorganic insoluble components, such as layer silicate compounds (see, for example, DE-PS 23 34 899), and also selected organic components, for example disalts of long-chain .alpha.-sulfofatty acids, and combinations of such systems (see, for example, DE-PS 36 04 039).
Thiodiglycol derivatives, a process for their production and their use for softening fabrics are already known from German patent application DE 39 36 862 A1. However, on account of their limited solubility in water and their melting points, these compounds can only be made up into dispersions by laborious mixing. The ethoxylates of thiodiglycol derivatives described in German patent application P 40 21 694.2 represent an improvement in this regard. They are produced from .alpha.-olefin epoxides. Accordingly, the problem addressed by the present invention was to provide thiodiglycol derivatives suitable for softening fabrics using renewable raw materials, another problem addressed by the invention being to provide a process for the production of these compounds which would enable even relatively large quantities to be readily produced.
DESCRIPTION OF THE INVENTION
Accordingly, the present invention relates to thiodiglycol derivatives corresponding to general formula I: --C.sub.2 H.sub.4 --O).sub.2 --(C.sub.2 H.sub.4 --O).sub.y --R.sup.2 (I) branched alkyl or alkenyl groups containing 6 to 30 carbon atoms or hydrogen,
Accordingly, the thiodiglycol derivatives according to the invention are ethoxylated and non-ethoxylated bisethers of thiodiglycol sulfoxides or sulfones. Preferred thiodiglycol derivatives of formula I are those in which the substituents R.sup.1 and R.sup.2 derived from fatty alcohols are linear alkyl or alkenyl groups preferably containing 8 to 22 carbon atoms. Even though, in principle, R.sup.1 and R.sup.2 may be derived from fatty alcohols containing a uniform number of carbon atoms, it is best for reasons of cost to use naturally occurring fatty alcohol mixtures for the production of the thiodiglycol derivatives. Examples of inexpensively available fatty alcohol mixtures are coconut oil fatty alcohol, tallow fatty alcohol, palm oil and palm kernel oil fatty alcohol or even peanut oil fatty alcohol. The substituents R.sup.1 and R.sup.2 may be the same or different. However, since thiodiglycol derivatives containing the same substituents R.sup.1 and R.sup.2 are easier to produce, thiodiglycol derivatives in which R.sup.1 and R.sup.2 are the same are preferred. Where ethoxylated fatty alcohols are used as the starting material, correspondingly ethoxylated thiodiglycol derivatives, which are also effective fabric softeners, are obtained. Sulfoxides (z=1) or sulfones (z=2) are obtained, depending on the extent to which the thiodiglycol derivatives are oxidized. Thiodiglycol derivatives in which z=2, i.e. thiodiglycol sulfones, are preferred.
The present invention also relates to a process for the production of thiodiglycol derivatives corresponding to formula I, characterized in that th
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Journal of the American Chemical Society, vol. 110, No. 20, 28 Sep. 1988, Gaston, Pa. US pp. 6840-6845 J.-H. Fuhrhop et al. "A Macrocyclic Tetraether Bolaamphiphile and a Oligoamino a, w-Dicarboxylate Combine to Form Monolayered, Porous Vesicle Membranes, which are Reversibly Sealed by EDTA and Other Bulky Anions".
Berger Faize
Daute Peter
Meffert Alfred
Wegener Ingo
Grandmaison Real J.
Henkel Kommanditgesellschaft auf Aktien
Jaeschke Wayne C.
Kalafut Stephen
Silbermann James M.
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