Use of quaternized alkylamines as additives in fuels and lubricants
A technology of quaternizing reagents and quaternizing nitrogen, which is applied in the direction of fuel additives, additives, fuels, etc., and can solve problems such as insufficient activity, no residue-free combustion, and incomplete reaction conditions for quaternization
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[0107] A5) preparation of additive of the present invention:
[0108] a) Quaternization
[0109] The quaternization is carried out in a manner known per se.
[0110] (1) For quaternization, a tertiary amine is mixed with at least one compound of formula 1 or 2 above, especially in a stoichiometric amount to achieve the desired quaternization. For example, 0.1 to 5.0, 0.2 to 3.0, or 0.5 to 2.5 equivalents of quaternizing agent may be used per equivalent of quaternizable tertiary nitrogen atoms. More specifically, however, in order to completely quaternize the tertiary amine groups, about 1 to 2 equivalents of the quaternizing agent are used relative to the amount of tertiary amine.
[0111] Typical operating temperatures here are in the range of 50 to 180°C, eg 90 to 160°C, or 100 to 140°C. The reaction time can be several minutes or several hours, for example about 10 minutes up to about 24 hours. The reaction can be carried out at a pressure of about 0.1 to 20 bar, for ex...
preparation example 1
[0293] Preparation Example 1: Synthesis of N,N-dimethyl-N,N-ditallowyl ammonium oxalate methyl ester based on EP 2 033 945
[0294] N-Methyl-N,N-ditallowylamine (90 g) was mixed with dimethyl oxalate (90 g) and lauric acid (1.8 g). The reaction mixture was heated to 120 °C and stirred at this temperature for 4 h. Subsequently, excess dimethyl oxalate was removed under reduced pressure at 130° C. by means of a rotary evaporator. 110.8 g of a white waxy product are obtained. 1 H NMR (CDCl 3 ) confirms the quaternization reaction.
preparation example 2
[0295] Preparation Example 2: N,N-Dimethyl-N,N-Ditallow Ammonium Salicylate
[0296] N-Methyl-N,N-ditallowylamine (80 g) was mixed with methyl salicylate (45.4 g) and 3,5,5-trimethylhexanoic acid (0.8 g). The reaction mixture was heated to 160 °C and stirred at this temperature for 4 h. After cooling to room temperature, 124 g of a white waxy product are obtained. 1 H NMR (CDCl 3 ) confirms the quaternization reaction.
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