Organic compounds -- part of the class 532-570 series – Organic compounds – Sulfonic acids or salts thereof
Patent
1998-09-01
2000-07-11
Geist, Gary
Organic compounds -- part of the class 532-570 series
Organic compounds
Sulfonic acids or salts thereof
562 95, C07C30900
Patent
active
060875291
DESCRIPTION:
BRIEF SUMMARY
BACKGROUND OF THE INVENTION
This invention relates to treatments and compositions of sulfonic acids and their derivatives, particularly to sulfonic acids and their derivatives with improved odour and colour characteristics.
Methods and treatments have been proposed which improve the characteristics of sulfonic acids and their derivatives. U.S. Pat. No. 4,153,627 describes sulfonic acids which contain at least 1% by weight of an olefin with improved thermal and colour stability of the acids and reduced sludge and sulfuric acid content. Indeed, the olefins disclosed in above specification U.S. Pat. No. 4,153,627 are derived from propylene and butene oligomers, such as trimers and, tetramers of propylene. EPA-520 808 describes a sulfonic acid treatment with unsaturated hydrocarbon having a number average molecular weight between about 600 and 3000. However, the above specifications do not report the effect of unsaturated hydrocarbon structure on sulfonic acid purification. Furthermore, the above specifications do not disclose the treatment of sulfonic acids and their derivatives with selective types of unsaturated hydrocarbons to resolve problems of odour and colour. In particular, the problem of high H.sub.2 S and mercaptan content of the sulfonic acid and their derivatives have not been addressed. High H.sub.2 S and mercaptan content give rise to undesirable odour.
It is found, according to this invention, that particular types of unsaturated hydrocarbons can be used to selectively control the colour and odour characteristics of the sulfonic acids and their subsequent derivatives. Thus, one skilled in the art can now improve the colour and odour characteristics of sulfonic acids and their derivatives while maintaining the known advantages of sludge and sulfuric acid reduction and good thermal stability.
SUMMARY OF THE INVENTION
This invention relates to methods of treatment and compositions of sulfonic acids of selective characteristics comprising contacting the sulfonic acid with: at least one unsaturated hydrocarbon selected from at least one of (A), (B), (C) or (D) each having at most 36 carbon atoms, where atoms bonded by said bond being unsubstituted or being substituted with one hydrocarbyl group in total; atoms bonded by said bond being substituted with two hydrocarbyl groups in total; by said bond being substituted with three hydrocarbyl groups in total; and by said bond being substituted with four hydrocarbyl groups in total; with the proviso that if (B), (C) and (D) together are used then at least one thereof has from 2 to 8 carbon atoms or from 25 to 36 carbon atoms.
An advantage of this invention is the flexibility provided in controlling the odour and colour characteristics of the resulting sulfonic acid or sulfonic acid derivative by treating the sulfonic acid with the unsaturated hydrocarbon while maintaining sludge and sulfuric acid reduction and good thermal stability. Indeed, by varying the ratio of at least two of (A), (B), (C) or (D), the odour and colour characteristics of the sulfonic acid may be controlled.
A further aspect of the present invention is, therefore, a process for improving the odour of a sulfonic acid comprising contacting the sulfonic acid with at least one of (A) or (B).
DETAILED DESCRIPTION OF THE INVENTION
The techniques of the present invention may be applied to a wide variety of sulfonic acids including aliphatic and alkylaryl sulfonic acids obtained by any sulfonation process. They are however primarily directed at the purification of sulfonic acids which contain more than 1 wt. %, particularly those containing more than 2 wt. % of sulfuric acid.
Examples of suitable aliphatic sulfonic acids are those which contain from 7 to 80 carbon atoms, such as described in U.S. Pat. No. 3,629,109.
Examples of alkylaryl sulfonic acid include acids derived from alkylated mono- or poly-nuclear aromatic compounds known as alkylates. The invention is primarily concerned with sulfonic acids derived from mono-nuclear aromatic compounds; the aromatic nucleus may contain the s
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Legac Jean Michel
Letailleur Olivier
Mathieu Edouard
Moulin Dominique
Exxon Chemical Patents Inc.
Geist Gary
Oh Taylor Victor
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