Liquid acid catalyzed alkylation process
A process for acid catalyzed alkylation involving the use of surfactants which form bi-continuous micro-emulsions with the liquid acid and the hydrocarbon is described. The bicontinuous phase formed between the hydrocarbon and liquid acid phases at surfactant addition facilitates and improves the liquid acid catalyzed alkylation reactions including motor-fuel alkylation reaction.
1. A process for acid catalyzed alkylation comprising:
reacting an olefin and an isoparaffin or an aromatic compound in the presence of a liquid acid catalyst and a surfactant in an alkylation reaction zone operating at alkylation reaction conditions to form a reaction mixture comprising an alkylation product, the reaction mixture comprising a Winsor Type III phase system, wherein the surfactant has a solubility at 25° C. of 0.5% or less in the olefin, the isoparaffin, the liquid acid catalyst, and the alkylation product.
2. The process of claim 1 wherein the surfactant comprises a quaternary ammonium cationic salt, or a quaternary phosphonium cationic salt, or combinations thereof.
3. The process of claim 2 wherein the quaternary ammonium cationic salt or a quaternary phosphonium cationic salt comprises a quaternary ammonium halide, a quaternary ammonium sulfate, a quaternary ammonium hydrogen sulfate, a quaternary ammonium nitrate, a quaternary ammonium carbonate, a quaternary ammonium bicarbonate, a quaternary phosphonium halide, a quaternary phosphonium sulfate, a quaternary phosphonium hydrogen sulfate, a quaternary phosphonium nitrate, a quaternary phosphonium carbonate, a quaternary phosphonium bicarbonate, or combinations thereof.
4. The process of claim 1 wherein the surfactant comprises dibutyl dioctyldecyl ammonium chloride, dimethyl dipentadecyl ammonium chloride, diethyl dipentadecyl ammonium chloride, dipropyl dipentadecyl ammonium chloride, dibutyl dipentadecyl ammonium chloride, dimethyl dihexadecyl ammonium chloride, diethyl dihexadecyl ammonium chloride, dipropyl dihexadecyl ammonium chloride, dibutyl dihexadecyl ammonium chloride, dimethyl dioctadecyl ammonium chloride, diethyl dioctadecyl ammonium chloride, dipropyl dioctadecyl ammonium chloride, dimethyl dinonadecyl ammonium chloride, diethyl dinonadecyl ammonium chloride, dipropyl dinonadecyl ammonium chloride, dibutyl dinonadecyl ammonium chloride, dimethyl diicosylecyl ammonium chloride, diethyl diicosyldecyl ammonium chloride, dipropyl diicosyldecyl ammonium chloride, dibutyl diicosyldecyl ammonium chloride, or combinations thereof.
5. The process of claim 1 further comprising:
separating the alkylation product from the reaction mixture.
6. The process of claim 1 wherein an amount of the surfactant is in a range of 0.010 to 0.25 wt % of an amount of the liquid acid.
7. The process of claim 1 further comprising an additional surfactant or co-surfactant.
8. The process of claim 1 wherein a molar feed ratio of liquid acid to olefin is in a range of 0.005:1 to 100:1.
9. The process of claim 1 further comprising recycling at least a portion of the liquid acid, the surfactants, or both.
10. The process of claim 1 wherein the liquid acid comprises sulfuric acid, hydrofluoric acid, an acidic ionic liquid, or combinations thereof.
11. The process of claim 1 wherein the olefin comprises a C 2 -C 20 olefin.
12. The process of claim 1 wherein the alkylation reaction conditions include at least one of: a temperature of from 0° to 50° C., a pressure of from 100 kPa to 2100 kPa, or a liquid hourly space velocity of from 2.0 to 60.0 hr −1 .
13. The process of claim 1 further comprising at least one of:
sensing at least one parameter of the process and generating a signal or data from the sensing; or
generating and transmitting a signal; or
generating and transmitting data.
14. A process for sulfuric acid catalyzed alkylation comprising:
reacting an olefin and an isoparaffin or aromatic compound in the presence of a sulfuric acid catalyst and a surfactant in an alkylation reaction zone operating at alkylation reaction conditions to form a reaction mixture comprising an alkylation product, the reaction mixture comprising a Winsor Type III phase system, wherein the surfactant has a solubility at room temperature of 0.5% or less in the olefin, the isoparaffin or aromatic compound, the sulfuric acid, and the alkylation product, wherein an amount of the surfactant is in a range of 0.010 to 0.25 wt % of an amount of the sulfuric acid, and wherein a molar feed ratio of liquid acid to olefin is in a range of 0.005:1 to 100:1.
15. The process of claim 14 wherein the surfactant comprises a quaternary ammonium cationic salt, or a quaternary phosphonium cationic salt, or combinations thereof.
16. The process of claim 14 further comprising:
separating the alkylation product from the reaction mixture.
17. The process of claim 14 further comprising recycling at least a portion of the sulfuric acid, the surfactant, or both.
18. The process of claim 14 wherein the olefin comprises a C 2 -C 20 olefin.
19. The process of claim 14 wherein the alkylation reaction conditions include one or more of: a temperature of from 0° to 50° C., a pressure of from 100 kPa to 2100 kPa, or a liquid hourly space velocity of from 2.0 to 60.0 hr −1 .
20. The process of claim 14 , wherein the liquid acid comprises sulfuric acid, hydrofluoric acid, or combinations thereof.