Removal of sulfur contaminants from hydrocarbons using N-halogeno compounds
AssigneeExxon Chemical Company
InventorJohn D. Y. Ou
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Abstract
The present invention is directed to a process for removal of sulfur contaminants from hydrocarbons using processes which rely upon the reaction of organosulfur compounds with N-halogeno compounds. The sulfur removal may be effected by using liquid/liquid extraction processes or one of two reactive adsorption processes involving injecting a stoichiometric amount of N-halogeno compounds into hydrocarbon and then passing the stream through an adsorbent column to adsorb the N-halogeno-sulfur compounds and any unreacted N-halogeno compounds; or using adsorbents which are pre-loaded with N-halogeno compounds which are placed in a fixed-bed column for sulfur removal.
Claims24
A process for the removal of organosulfur compounds from a liquid hydrocarbon stream containing organosulfur compounds, said process comprising:
- exposing a liquid hydrocarbon stream comprising an organosulfur compound to a material comprising a N-halogeno compound under conditions and time effective to permit said organosulfur compound to react with said N-halogeno compounds to result in a resultant liquid hydrocarbon stream which is substantially devoid of sulfur.
A process for the removal of organosulfur compounds from a liquid hydrocarbon stream containing organosulfur compounds, said process comprising:
- exposing a liquid hydrocarbon stream comprising an organosulfur compound to an adsorbent which has been pre-loaded with N-halogeno compounds by saturating a porous support molecular sieve material selected from the group consisting of highly crystalline molecular sieve materials having a pore size within the range of more than 5 Angstrom units to about 15 Angstrom units with said N-halogeno compounds to result in a N-halogeno compound-loaded adsorbent;
- and then supplying said N-halogeno compound-loaded adsorbent in a fixed-bed column;
- and subsequently passing said hydrocarbon stream comprising an organosulfur compound through said fixed-bed column containing said N-halogeno compound-loaded adsorbent, wherein said N-halogeno compound is selected from the group of halogen-compounds having a general formula selected from the following group of formulae:
- R.sub.1 SO.sub.2 NXM (I)
- wherein R.sub.1 is a member selected from the group consisting of Ph, PhCH.sub.2, p--CH.sub.3 C.sub.6 H.sub.4, p--ClC.sub.6 H.sub.4, p--BRC.sub.6 H.sub.4, p--NO.sub.2 C.sub.6 H.sub.4, p--CH.sub.3 CONHC.sub.6 H.sub.4, p--NH.sub.2 C.sub.6 H.sub.4, p--PhN.dbd.NC.sub.6 H.sub.4, 2-Thienyl, and (CH.sub.3).sub.m (CH.sub.2).sub.n, where m and n are integers equal to or greater than zero;
- X is a radical selected from the group consisting of chlorine, bromine, and iodine radicals;
- and M is a radical selected from the group consisting of hydrogen, lithium, sodium, and potassium radicals;
- R.sub.2 CONXM (II)
- wherein R.sub.2 is a member selected from the group consisting of CH.sub.2 Cl, CHCl.sub.2, CHBr.sub.2, NH.sub.2, Ph, p--CH.sub.3 OC.sub.6 H.sub.4, (CH.sub.3).sub.m (CH.sub.2).sub.n, and (CH.sub.3).sub.m (CH.sub.2).sub.n O, wherein m and n are integers equal to or greater than zero, X is a radical selected from the group consisting of chlorine, bromine, and idozine radicals;
- and M is a radical selected from the group consisting of hydrogen, lithium, sodium, and potassium radicals;
- ##STR3## wherein R.sub.3 is a member selected from the group consisting of CH.sub.3 and Ph, and wherein R.sub.4 is a member selected from the group consisting of H, NH.sub.2, N(CH.sub.3).sub.2, (CH.sub.2).sub.3, Ph, PhCl.sub.2, p--CH.sub.3 C.sub.6 H.sub.4, o--CH.sub.3 C.sub.6 H.sub.4, p--ClC.sub.6 H.sub.4, o--ClC.sub.6 H.sub.4, and 2-Pyridyl;
- X is a radical selected from the group consisting of chlorine, bromine, and iodine radicals;
- and M is a radical selected from the group consisting of hydrogen, lithium, sodium, and potassium radicals;
- and
- C.sub.4 H.sub.4 O.sub.2 NX (IV)
- wherein X is a radical selected from the group consisting of chlorine, bromine, and iodine radicals, said exposing comprising using a technique selected from the group consisting of a liquid-liquid reactive extraction process and a reactive adsorption process under conditions and time effective to permit said organosulfur compound to react with said N-halogeno compounds to result in a resultant liquid hydrocarbon stream which is substantially devoid of sulfur.
Dependencies are inferred from the claim text.