Akademie Der Wissenschaften Der Ddr

Horst Seibt

Detlef Ballschuh

Jochen Rusche

Roland Ohme

Kristina Geneis

Elke Krause

Gunter Kretzschmar

Kurt Schaurich

Egon Gruendemann

Novel 3-sulfinatomethyl or 3-sulfonatomethyl-4-sulfomethyl-pyrrolidinium betaines are disclosed which have the formula ##STR1## These novel compounds are obtained by reacting diallyl-triallyl ammonium salts or their methallyl derivatives with hydrogen sulfite in the presence of peroxo disulfates alone or in a mixture with other oxidation agents with a pH-value-range from 1.5 to 6.0 in a watery solution, whereby in light of the selection of the amount of hydrogen sulfite in combination with the amount peroxo disulfate different SO.sub.2.sup.- --or SO.sub.3 .sup.- substituted sulfomethyl-pyrralidinium betaines are generated. The novel compounds are effective as specific tensides in a wide pH-range and can be extensively used as intermediary products.

Novel 3-sulfinatomethyl-or 3-sulfonatomethyl-4-sulfomethyl pyrrolidinium

Novel 2-substituted 3-sulfo propyl-ammonium betaines are disclosed which have the formula ##STR1## and which are obtained in accordance with the invention by reacting allyl-or methallyl ammonium salt with hydrogen sulfite in the pH-value- of 2,0 to 4,0 in the presence of a peroxo disulfates, if need be, in combination with other oxidation agents in watery solution. The novel compounds are useable in a wide pH-value effective tensides or may be used as reactive intermediary products.

Novel 2-substituted 3-sulfopropyl-ammonium betaines and processes for

The invention relates to new sulfobetaines and a process for the manufacture of cyclic sulfobetaines of a substituted 4-sulfomethyl-pyrrolidinium betaine type. Diallylammonium combinations are converted with salts of sulfurous acid, under good mixing and mild reaction conditions, in the presence of catalytic acting transition metallic ions of the first, fifth, seventh or eighth secondary groups of the Period Table and initiators at pH 2-9. The process is technologically easily carried out, requires only little energy, while the combinations according to this invention can be selectively manufactured with a nearly quantitative yield. The fact that no carcinogenic alkylates are employed, technical chemicals and tap water may be used, and hardly any by-products are formed, may be regarded as further advantages of this process. The substances can be used for multiple purposes, for instance as conductive coating and antistatic materials. Moreover, long-chained substituted compounds have valuable surface tension qualities and an excellent cleaning power at low temperatures.

Sulfobetaines

The invention relates to a process for the manufacture of N-substituted 3-sulfopropylammonium betaines. N-substituted allylammonium compounds are reacted in the presence of initiators, such as oxygen, and catalytic acting transition metallic ions of the first, fifth, seventh or eighth secondary groups of the Periodic Table, with salts of sulfurous acid under mild reaction conditions. The process can be executed with simple equipment and requires only small energy expenditures, the compounds of the present invention being produced selectively in an almost quantitative yield. Further advantages of the process: the use of carcinogenic alkylates can be avoided, chemicals of technical purity and tap water can be employed and hardly any by-products result. The substances have surface tension qualities and can be employed in many technical fields, especially in laundry agent formulations for energy-saving laundering processes.

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Berlin, Germany

Horst Seibt