Process for producing renewable mono-methyl alkylbenzene products
AssigneeUop LLC
InventorsGeoffrey W. Fichtl, Phuong T.M. Do, James T. Wexler, Hai Du, Eseoghene Jeroro, Patrick C. Whitchurch
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Abstract
Processes for producing mono-methyl alkylbenzenes from natural oils are described. The processes includes a linear selective cracking process to crack C14+ chains into C9 to C14 chains which are useful for making linear alkylbenzene for use in detergents and a hydroisomerization step to produce paraffins with mono-methyl branching which can be reacted with benzene to form the mono-methyl alkyl benzenes.
Claims19
A method for production of a mono methyl alkyl benzene product from a natural oil comprising:
- deoxygenating the natural oil to form a paraffin stream comprising C9 to C28 carbon chains;
- linear selective cracking the paraffin stream in a separate linear selective cracking unit under linear selective cracking conditions in the presence of a linear selective cracking catalyst to form a first stream comprising normal or lightly branched C9 to C14 paraffins, a second stream comprising C14+ paraffins, and a third stream comprising iso paraffins;
- isomerizing the first stream under isomerization conditions in the presence of an isomerization catalyst to form an isomerized stream comprising C9 to C14 mono-methyl paraffins, wherein the isomerization catalyst comprises one or more zeolites comprising a 10-ring AEL framework;
- removing contaminants from the isomerized stream to form a decontaminated stream wherein the contaminants comprise sulfur compounds, or nitrogen compounds, or phosphorous compounds, or oxygenates, or aromatics, or combinations thereof;
- dehydrogenating the decontaminated stream to provide a dehydrogenated stream comprising mono-olefins, di-olefins, and aromatics;
- selectively hydrogenating the di-olefins in the dehydrogenated stream to form additional mono-olefins, and separating and removing the aromatics from the mono-olefins to form an aromatics stream comprising the aromatics and a mono-olefins stream comprising the mono-olefins;
- alkylating benzene with the mono-olefins under alkylation conditions to provide an alkylation effluent comprising alkylbenzenes and benzene;
- and
- isolating the alkylbenzenes to provide the alkylbenzene product derived from the natural oil.
A method for production of a mono-methyl alkyl benzene product from a natural oil comprising:
- deoxygenating the natural oil to form a paraffin stream comprising C9 to C28 carbon chains;
- linear selective cracking the paraffin stream in a separate linear selective cracking unit under linear selective cracking conditions in the presence of a linear selective cracking catalyst to form a first stream comprising normal or lightly branched C9 to C14 paraffins, a second stream comprising C14+ paraffins, and a third stream comprising iso paraffins;
- isomerizing the first stream under isomerization conditions in the presence of an isomerization catalyst to form an isomerized stream comprising C9 to C14 mono-methyl paraffins, wherein the isomerization catalyst comprises one or more zeolites comprising a 10-ring AEL framework;
- removing contaminants from the isomerized stream to form a decontaminated stream wherein the contaminants comprise sulfur compounds, or nitrogen compounds, or phosphorous compounds, or oxygenates, or aromatics, or combinations thereof;
- dehydrogenating the decontaminated stream to provide a dehydrogenated stream comprising mono-olefins, di-olefins, and aromatics;
- selectively hydrogenating the di-olefins in the dehydrogenated stream to form additional mono-olefins, and separating and removing the aromatics from the mono-olefins to form an aromatics stream comprising the aromatics and a mono-olefins stream comprising the mono-olefins:
- alkylating benzene with the mono-olefins under alkylation conditions to provide an alkylation effluent comprising alkylbenzenes and benzene;
- isolating the alkyl benzenes to provide the alkylbenzene product derived from the natural oil;
- and
- separating the isomerized stream through a first absorption separation system, wherein the mono methyl paraffins in the mixture are preferentially adsorbed by the adsorbent and where the non-mono methyl paraffins remain in the fluid phase before removing the contaminants from the isomerized stream, wherein the adsorbent in the first absorption separation system is divided into a plurality of adsorbent bed zones;
- or
- separating the decontaminated stream through a second absorption separation system, wherein the mono methyl paraffins in the mixture are preferentially adsorbed by the adsorbent and where the non-mono methyl paraffins remain in the fluid phase before dehydrogenating the decontaminated stream, wherein the adsorbent in the second absorption separation system is divided into a plurality of adsorbent bed zones.
Dependencies are inferred from the claim text.