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Didecyldimethylammonium lactates

Didecyldimethylammonium L-lactate and didecyldimethylammonium D,L-lactate are new biocidal compounds, containing an expanded ammonium cation, giving them biocidal properties and a lactate anion, non-toxic and pharmaceutically acceptable. Their biocidal action is most effective against the following microorganisms: Micrococcus luteus, Staphylococcus aureus, Staphylococcus epidermidis, Enterococcus faecium, Escherichia coli, Bacillus subtilis, Moraxella catarhalis, Rhodotorula rubra.

Didecyldimethylammonium lactates are food deterrents against insects e.g. khapra beetle Trogoderma granarium (larva) and wheat weevil Sitophilus granarius (beetle), i.e. chemical substances, which act on taste organs of the insects, reducing their appetite, up to total stopping of foraging, what eventually brings them to death.

They belong to the group of cationic surface active compounds. They display also electrostatic properties.

Didecyldimethylammonium L-lactate and didecyldimethylammonium D,L-lactate can be constituents of:

  • biocidal preparations,
  • insecticidal preparations,
  • disinfecting/washing preparations.


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R = C10H21

Didecyldimethylammonium lactates are thick liquids, soluble in water, acetone and ethanol. They are thermally stable compounds, with decomposition temperature > 200 °C.

They have no toxic effect on warm-blooded organisms (toxicity class IV).


A brief description of the process

Didecyldimethylammonium lactates are obtained in reaction between didecyldimethylammonium chloride and a potassium salt of L-lactic (or D,L-lactic) acid, in aqueous environment at temperature 40 °C. The product is separated after distilling off water under reduced pressure and filtering off the by-product potassium chloride.

In order to remove water it is necessary additional drying at elevated temperature and under reduced pressure.


Advantages of the technology offered

The technology is simple, low-waste and substrates are cheap. The environment of the reaction is water and the by-product is potassium chlorine.

The reaction yield is high.


Equipment

The apparatus set comprises a glass reactor with bottom draining valve, equipped with

a high-speed mechanical stirrer, a thermometer and a dephlegmator (which can be exchanged for a distillation set) and a heating-cooling jacket, allowing to heat up and cool down the contents. Auxiliary equipment comprises:

  • thermostat,
  • membrane vacuum pump,
  • vacuum evaporator (to distillate off water from the post-reaction mixture and for final drying of the product).


Advancement of proceedings

There has been compiled documentation concerning physicochemical properties and analytic methods have been developed. Acute toxicity studies have been performed. There have been performed trials to obtain didecyldimethylammonium lactates on the scale of 1.5 kg of the product.


Patents

Pat. PL 207 844 (2010) „New quaternary ammonium salts of lactic acid and a method to obtain new quaternary ammonium salts of lactic acid”.

pat. PL 208 418 (2010) „Application of dialkyldimethylammonium lactate as a food deterrent”.

pat. PL 208 417 (2010 „Application of dialkyldimethylammonium lactate in washing and disinfection”.


Market competitiveness

New ionic liquids are novel compounds with fungicidal and bactericidal properties. Due to their big efficiency, obtaining the desired effect requires only small concentration of these compounds in preparations.


Type of expected cooperation

Cooperation in compiling registration documentation, deployment and launching production of the preparation.


Information

Anna Wiśniewska, M.Sc., Chem. Eng.

phone: + 48 22 568 21 93