Use of quaternized alkyl amines as additive in fuels and lubricants
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B. Preparation Examples
Preparation Example 1
N,N-dimethyl-N,N-ditallowammonium methyloxalate was Synthesized on the Basis of EP 2 033 945
[0240]N-Methyl-N,N-ditallowamine (90 g) is admixed with dimethyl oxalate (90 g) and lauric acid (1.8 g). The reaction mixture is heated to 120° C. and stirred at this temperature for 4 h. Subsequently, excess dimethyl oxalate is removed at 130° C. under reduced pressure with the aid of a rotary evaporator. This gives 110.8 g of the product as a white wax. 1H NMR (CDCl3) confirms the quaternization.
preparation example 2
N,N-dimethyl-N,N-ditallowammonium salicylate
[0241]N-Methyl-N,N-ditallowamine (80 g) is admixed with methyl salicylate (45.4 g) and 3,5,5-trimethylhexanoic acid (0.8 g). The reaction mixture is heated to 160° C. and stirred at this temperature for 4 h. After cooling to room temperature, 124 g of the product are obtained as a white wax. 1H NMR (CDCl3) confirms the quaternization.
preparation example 3
N-methyl-N-(2-hydroxypropyl)-N,N-ditallowammonium acetate
[0242]In a 2 l autoclave, a solution of N-methyl-N,N-ditallowamine (250 g) in 2-ethylhexanol (250 g) is admixed with acetic acid (100%, 33.5 g). This is followed by purging three times with N2, establishment of an initial pressure of approx. 1.3 bar of N2 and an increase in the temperature to 50° C. Propylene oxide (54 g) is metered in such that the temperature remains between 45-55° C. This is followed by stirring at 50° C. for 10 h, cooling to 25° C., purging with N2 and emptying of the reactor. The product is degassed on a rotary evaporator at 80° C. and 20 mbar for 3 h. This gives 549.4 g of the product in 2-ethylhexanol. 1H NMR (CDCl3) confirms the quaternization. The sample is adjusted to an active ingredient content of 38% by addition of Solvent Naphtha Heavy.
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