Process for the Production of Xylenes
US-2015376086-A1 · Dec 31, 2015 · US
US2016347683A1 · US · A1
| Field | Value |
|---|---|
| Publication number | US-2016347683-A1 |
| Application number | US-201515115087-A |
| Country | US |
| Kind code | A1 |
| Filing date | Jan 28, 2015 |
| Priority date | Jan 28, 2014 |
| Publication date | Dec 1, 2016 |
| Grant date | — |
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The present invention refers to a process of obtaining alkylaromatic compounds where there is a higher selectivity for the production of monoalkylaromatic compounds by selection of modified acid solid catalysts in an integrated process comprising an alkylation and transalkylation of aromatic and/or polyaromatic compounds for the selective production of monoalkylaromatic compounds, as well as regeneration (in situ) of acid solid catalysts selected for this process. The process of the present invention enables the achievement of monoalkylated compounds with high rates of conversion, selectivity and yield.
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1 . Process for producing alkylaromatic compound, characterized in that it comprises the steps of adding at least one olefin; adding at least one aromatic compound; over a catalyst comprising zeolite with SAR of at least 60:1. 2 . Process according to claim 1 characterized in that the catalyst comprises zeolite with SAR higher than 70:1. 3 . Process according to claim 1 , characterized in that the alkylaromatic compound is of formula (I) wherein: R1 is H, CH 3 , C 2 H 5 or C 3 H 7 ; R2 and R3 are independently H or a linear or branched alkyl radical containing from 1 to 12 carbon atoms; comprising the steps of: adding at least one alpha or inner monounsaturated olefin, linear or branched containing from 1 to 12 carbon atoms; adding at least one aromatic compound of formula (II) wherein R1 is H, CH 3 , C 2 H 5 or C 3 H 7 ; over a catalyst comprising dealuminated modified zeolite HY with SAR higher than 70:1 and until 80:1; and wherein the molar ratio of aromatic compound and olefin is between 5:1 and 120:1. 4 . Process according to claim 3 , characterized in that R1 is H and when R2 is H, R3 is a linear or branched alkyl group containing from 1 to 12 carbon atoms, and when R3 is H, R2 is a linear or branched alkyl group containing from 1 to 12 carbon atoms. 5 . Process according to claim 1 , characterized in that the total amount of carbon atoms linked to the aromatic ring of alkylaromatic compound is from 1 to 12. 6 . Process according to claim 1 , characterized in that the zeolite is a dealuminated modified zeolite-USHY. 7 . Process according to claim 1 , characterized in that the zeolite is doped with 5%-10% of niobim and tin. 8 . Process according to claim 1 , characterized in that the temperature is between 80° C. and 200° C. and the pressure is maintained from 100 psi (7 kgf/cm 2 ) to 250 psi (18 kgf/cm 2 ). 9 . Process according to claim 1 , characterized in that the catalyst presents surface area between 200 and 900 m 2 /g. 10 . Process according to claim 1 , characterized in that the catalyst is in a proportion of 5-10% by weight relative to mass of olefin (t/day) arranged in at least one catalytic bed arranged in at least one reactive catalytic distillation column. 11 . Process according to claim 1 , characterized in that the aromatic compound permeates the upstream catalytic bed and the olefin permeates the downstream catalytic bed. 12 . Process according to claim 2 , characterized in that the alkylaromatic compound is of formula (I) wherein when R1 is H and R2 is H; R3 is a linear or branched alkyl containing from 1 to 12 carbon atoms; or when R1 is CH 3 , C 2 H 5 or C 3 H 7 , R2 is H; and R3 is a linear or branched alkyl containing from 1 to 12 carbon atoms. 13 . Process of transalkylation of polyalkylaromatics for selective monoalkylation of alkylaromatic compound, characterized by comprising the steps of: adding at least one aromatic compound; wherein said aromatic compound has zero or one alkyl group linked to the aromatic compound; adding at least one polyalkylaromatic compound; wherein said polyalkylaromatic compound has at least two alkyl groups linked to the polyalkylaromatic compound; over a catalyst comprising zeolite with SAR of at least 80:1. 14 . Process according to claim 13 , characterized in that the product of selective monoalkylation of alkylaromatic compound is of formula (I) wherein when R1 is H and R2 is H and R3 is a linear or branched alkyl containing from 1 to 12 carbon atoms, comprising the steps of: adding an aromatic compound; wherein said aromatic compound has zero or one alkyl group linked to the aromatic compound; adding a polyalkylaromatic compound of formula (I) wherein R1, R2 and R3 are independently H or a linear or branched alkyl containing from 1 to 12 carbon atoms; wherein said polyalkylaromatic compound has at least two alkyl groups linked to the polyalkylaromatic compound; over a catalyst comprising modified zeolite-HY with SAR of at least 80:1 and until 100:1, wherein the molar ratio of aromatic compound to polyalkylaromatic compound is between 15:1 and 120:1. 15 . Process according to claim 13 , characterized in that the molar ratio of aromatic compound to polyalkylaromatic compound is between 20:1 and 40:1. 16 . Process according to claim 13 , characterized in that the zeolite is a dealuminated modified zeolite-USHY. 17 . Process according to claim 13 , characterized in that the zeolite is doped with 5%-10% of niobium and tin. 18 . Process according to claim 13 , characterized in that the temperature is maintained between 80° C. and 200° C. and the pressure is maintained from 100 psi (7 kgf/cm 2 ) to 250 psi (18 kgf/cm 2 ). 19 . Process according to claim 13 , characterized in that the catalyst shows surface area between 200 and 900 m 2 /g. 20 . Process according to claim 13 , characterized in that the aromatic compound permeates the catalytic bed upstream and the polyalkylaromatic compound downstream. 21 . Process of alkylation and transalkylation of aromatic and/or polyaromatic compounds for the selective monoalkylation of alkylaromatic compounds characterized by comprising at least one reactive catalytic distillation column comprising: at least one reaction zone I containing at least one catalytic bed comprising a catalyst comprising zeolite with SAR of at least 60:1; at least one reaction zone II containing at least one catalytic bed comprising a catalyst comprising zeolite with SAR of at least 80:1; wherein the zone II precedes the zone I according to the main feeding stream of the aromatic compound; wherein said process comprises: adding at least one feeding stream of an aromatic compound in the zone II upstream; adding at least one feeding stream of olefin in the zone I downstream. 22 . Process according to claim 21 , characterized in that the reaction zone I contains at least one catalytic bed comprising a catalyst comprising zeolite with SAR higher than 70:1 and until 80:1 and the reaction zone II contains at least one catalytic bed comprising a catalyst comprising zeolite with SAR of at least 80:1 and until 100:1. 23 . Process according to claim 21 characterized in that the product of selective monoalkylation is of formula (I) wherein when R1 is H and R2 is H and R3 is a linear or branched alkyl containing from 1 to 12 carbon atoms; wherein the olefin feeding stream consists of olefin containing from 1 to 12 carbon atoms; wherein the feeding stream of aromatic compound consists of aromatic compound of formula (II)
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