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US 2006/0235249 A1Published application
Alkylation of aromatic compounds
AssigneeE. I. Du Pont de Nemours and Company
InventorsMark Harmer, Christopher Junk, Leo Manzer
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Abstract
The present invention relates to the synthesis of alkylated aromatic compounds using ionic liquids as the solvent. Alkylated aromatic compounds are synthesized by reacting an aromatic compound with a monoolefin in the presence of an acid catalyst.
Claims5
A process for making at least one alkylated aromatic compound of the Formula:
- wherein:
- a) Q1 is H, —CH3, —C2H5, or CH3—CH—CH3;
- b) Q2 is H, —CH3 or —C2H5;
- and
- c) Q3 is —C2H5 or C3 to C18 straight chain alkyl group having therein a single CH group, the carbon atom of which is bonded to the aromatic compound;
- by a process comprising:
- (1) reacting a C2 to C18 straight-chain monoolefin with an aromatic compound of the Formula:
- wherein Q1 and Q2 are as defined above;
- in an ionic liquid of the Formula:
- wherein:
- (i) Z is —(CH2)n—, wherein n is an integer from 2 to 12;
- (ii) R2, R3 and R4 taken independently are H, —CH3, —CH2CH3 or C3 to C6 straight-chain or branched monovalent alkyl;
- and
- (iii) A− is an anion selected from the group consisting of [BF4]−, [PF6]−, [SbF6]−, [CH3CO2]−, [HSO4]−, [CF3SO3]−, [HCF2CF2SO3]−, [CF3HFCCF2SO3]−, [HCClFCF2SO3]−, [(CF3SO2)2N]−, [AlCl4]−, [CF3CO2]−, [NO3]−, [SO4]2−, Cl−, Br−, I−, and F−;
- in the presence of an acid catalyst that is soluble in the ionic liquid, at a temperature between about 25 degrees C. and about 200 degrees C., and a pressure between atmospheric pressure and that pressure required to maintain the reactants in a liquid state, wherein at the start of the reaction the aromatic compound is in molar excess relative to the monoolefin,
- to form a reaction product that comprises an organic phase that contains the at least one alkyl aromatic compound and an ionic liquid phase that contains the acid catalyst, and
- (2) separating the organic phase comprising the at least one alkylated aromatic compound from the ionic liquid phase.
14 more elements
Dependencies are inferred from the claim text.