Bis(1-chloro-N-methylmorpholine onium-2-hydroxy propyl) n-octadecane amine quaternary ammonium salt and preparation method thereof

Abstract

The invention discloses a bis(1-chloro-N-methylmorpholine onium-2-hydroxy propyl) n-octadecane amine quaternary ammonium salt and a preparation method thereof. The method comprises the steps of firstly adding octadecylamine and absolute ethyl alcohol to a reactor, dropwise adding epoxy chloropropane and fully stirring for reflux reaction and carrying out reduced pressure distillation and acetone washing to obtain bis(1-chloro-2-hydroxy propyl) n-octadecane amine; and adding the bis(1-chloro-2-hydroxy propyl) n-octadecane amine, N-methylmorpholine and the absolute ethyl alcohol to another reactor, carrying out full reflux reaction, distilling out ethyl alcohol, carrying out isooctane washing, placing precipitated crystal, carrying out recrystallization by using acetone and carrying out vacuum drying to obtain a target product. An intermediate is synthesized from octadecylamine and epoxy chloropropane as initiators and the absolute ethyl alcohol as a solvent, and a symmetric biquaternary ammonium salt compound is obtained through quaternization, so that penetration of a hydrophobic group and a hydrophilic group into a lipoid layer and a protein layer of a somatic cell separately is facilitated to cause enzyme inactivation and protein denaturation, and the bis(1-chloro-N-methylmorpholine onium-2-hydroxy propyl) n-octadecane amine quaternary ammonium salt has relatively high bactericidal ability.

Description

technical field [0001] The invention belongs to the field of fine organic synthesis, and specifically relates to a bis(1-chloro-N-methylmorpholinium-2-hydroxypropyl) n-octadecylamine quaternary ammonium salt and a preparation method thereof. Background technique [0002] Diquaternary ammonium salt compounds, also known as Gemini-type gemini surfactants, are a type of special surfactants with 2 hydrophilic groups and 2 lipophilic groups. Compared with traditional surfactants, gemini surfactants have high surface activity, low critical micelle concentration and Krafft point, better water solubility, and can be combined with most traditional surfactants to produce stronger synergistic effects. Stronger reduction of oil-water interfacial tension and less irritation to the skin. Because the heterocyclic diquaternary ammonium salt has a quaternary ammonium positive ion, the heterocyclic compound has a strong Π electronic functional group, which enables it to form a Π adsorption o...

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Problems solved by technology

[0003] There have been many studies on the synthesis and application of diquaternary ammonium salt corrosion inhibitors. In 2007, Popova et al. studied the inhibition of nitrogen-containing heterocyclic quaternary ammonium salts (including pyridine, quinoline, and benzothiazole) on acidic low-carbon steel. performance, by increasing the molecular surface area and changing the position of the substituent to improve the inhibition efficiency, but the inhibition performance of morpholine was not studied; in 2012, J. Zhang et al. studied the effect of asymmetric biquaternary ammonium gemini surfactant on Q235 in hydrochloric acid The effective inhibition of steel and its corrosion inhibition mechanism were discussed; Zhu Xun et al. synthesized dichloro-bis(N,N-dimethyl Base-N-tetradecyl)-2-hydroxy-1,3-propanediamine quaternary ammonium salt, this synthetic substance has single performance and does not have sustained release

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