Exxon Research and Engineering Company

Eugene L Stogryn

Guido Sartori

David William Savage

Lawrence P Klemann

W S Ho

Gerald H Newman

Angelo A Montagna

Dan A Farcasiu

Thomas A Whitney

Yen-Chi Pan

Guido Santori

Ws Winston Ho

The present invention relates to a new alkaline absorbent solution that reduces the H.sub.2 S content in a treated gas to below 10 vppm. The absorbent solution contains two severely-hindered amines, such as bis(tertiarybutylaminoethoxy)-ethane (BTEE) and ethoxyethoxyethanol-tertiarybutylamine (EEETB), a severely hindered amine salt, and/or a severely hindered aminoacid. This invention also describes a process for the removal of H.sub.2 S from fluid mixtures using this absorbent solution to produce a very low level of H.sub.2 S in the treated fluid. The process is also suitable for the selective removal of H.sub.2 S from fluid mixtures comprising H.sub.2 S and CO.sub.2.

Absorbent composition containing a severely-hindered amine mixture with

A new alkaline absorbent solution containing a tertiary amino azabicyclic alcohol in combination with its salt with a strong acid and/or in combination with a severely-hindered aminoacid is provided. A process for the removal of H.sub.2 S from fluid mixtures using this absorbent solution to produce a very low level of H.sub.2 S in the treated fluid is also provided. The process is also suitable for the selective removal of H.sub.2 S from fluid mixtures comprising H.sub.2 S and CO.sub.2. Use of the above absorbent solution leads to higher selectivity for H.sub.2 S without damaging capacity than observed when the tertiary amino azabicyclic alcohol is used alone without additive.

Absorbent composition containing a tertiary amino azabicyclic alcohol

The present invention relates to a mixture of severely-hindered amines, such as bis-(tertiarybutylaminoethoxy)-ethane (BTEE) and ethoxyethoxyethanoltertiarybutylamine (EEETB), and a one-step synthesis method for its preparation. Besides, this invention describes the use of the mixture for the removal of H.sub.2 S, especially the selective removal of H.sub.2 S in the presence of CO.sub.2.

Absorbent composition containing severely-hindered amine mixture for the

A novel class of diaminoether compounds wherein one amino group thereof is a tertiary amine in N-heterocyclic form and the other amino group is a severely sterically hindered secondary amino group may be prepared by a three-step process and are useful in the selective removal of H.sub.2 S from mixtures containing H.sub.2 S and CO.sub.2.

Diaminoether compositions

Disclosed is a process for producing di-amino-polyalkenyl ethers by reacting (a) one or more acyclic or heterocyclic amino compounds with (b) one or more polyalkenyl ether glycols or polyalkenyl amino ether alcohols, in the presence of a hydrogenation catalyst, at elevated temperatures and pressures.

Process for preparing di-amino-polyalkenyl ethers

A novel class of severely sterically hindered secondary aminoether alcohols of the general formula: ##STR1## are prepared wherein R.sub.1 and R.sub.2 are each selected from the group consisting of alkyl and hydroxylalkyl radicals R.sub.3, R.sub.4, R.sub.5 and R.sub.6 are each selected from the group consisting of hydrogen, alkyl and hydroxyalkyl radicals, with the proviso that at least one of R.sub.4 or R.sub.5 bonded to the carbon atom directly bonded to the nitrogen atom is an alkyl or hydroxyalkyl radical when R.sub.3 is hydrogen, x and y are each positive integers ranging from 2-4 and z is a positive integer ranging from 1-4. The compounds are useful in the selective removal of H.sub.2 S from mixtures containing H.sub.2 S and CO.sub.2.

Severely sterically hindered secondary aminoether alcohols

The present invention relates to a process for selectively preparing severely sterically hindered secondary aminoether alcohols by reacting a primary amino compound with a polyalkenyl ether glycol in the presence of a hydrogenation catalyst at elevated temperatures and pressures. The severely sterically hindered secondary aminoether alcohols are useful in acid gas scrubbing processes, particularly in the selective removal of H.sub.2 S from gaseous streams containing CO.sub.2 and H.sub.2 S.

Process for preparing secondary aminoether alcohols

The selective removal of H.sub.2 S gas from a normally gaseous mixture containing H.sub.2 S and CO.sub.2 is accomplished by contacting the gaseous mixture with an absorbent solution comprising a nitrogen heterocyclic tertiary aminoalkanol or aminoetheralkanol whereby H.sub.2 S is selectively absorbed from the mixture.

Process for selective removal of H.sub.2 S from mixtures containing H.sub.2

Disclosed is a process for selectively removing one or more acid gases from hydrocarbon feed streams containing the same using hydroxyalkyl pyrrolidones as a physical solvent for each of the acid gases or aqueous mixtures containing the physical solvent. The process may be operated using the generalized flow sheet of a typical industrial acid gas treating plant as shown in FIG. 1.

Process for the removal of acid gases from hydrocarbon gases containing

A novel class of di-secondary aminoethers of the general formula: ##STR1## are disclosed wherein R.sub.1 and R.sub.8 are each independently selected from the group consisting of primary alkyl having 1 to 8 carbon atoms and primary hydroxyalkyl having 2 to 8 carbon atoms, secondary alkyl and secondary hydroxyalkyl radicals having 3 to 8 carbon atoms, tertiary alkyl and tertiary hydroxyalkyl radicals having 4 to 8 carbon atoms, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6 and R.sub.7 are each independently selected from the group consisting of hydrogen, C.sub.1 -C.sub.3 alkyl and hydroxyalkyl radicals, with the proviso that R.sub.2, R.sub.3, R.sub.6, and R.sub.7 are C.sub.1 -C.sub.4 alkyl or hydroxyalkyl radicals when R.sub.1 and R.sub.8 are primary alkyl or hydroxyalkyl radicals, and at least one of R.sub.2 or R.sub.3 and R.sub.6 or R.sub.7 are C.sub.1 to C.sub.3 alkyl or hydroxyalkyl radicals when R.sub.1 and R.sub.8 are secondary alkyl radicals, m, n and p are positive integers ranging from 2 to 4, and o is either zero or a positive integer ranging from 1 to 10. The compounds are useful in the selective removal of H.sub.2 S from gaseous mixtures containing H.sub.2 S and CO.sub.2.

Di-(Secondary and tertiaryalkylaminoalkoxy)alkanes

The selective removal of H.sub.2 S gas from a normally gaseous mixture containing H.sub.2 S and CO.sub.2 is accomplished by contacting the gaseous mixture with an absorbent solution comprising a tertiary amino azabicyclic alcohol whereby H.sub.2 S is selectively absorbed from the mixture.

The selective removal of H.sub.2 S gas from a normally gaseous mixture containing H.sub.2 S and CO.sub.2 is accomplished by contacting the gaseous mixture with an absorbent solution comprising a diaminoether wherein at least one amino group is a tertiary amine whereby H.sub.2 S is selectively absorbed from the mixture.

The selective removal of H.sub.2 S gas from a normally gaseous mixture containing H.sub.2 S and CO.sub.2 is accomplished by contacting the gaseous mixture with an absorbent solution comprising a di-secondary aminoether wherein each amino group has a severely sterically hindered secondary amino moiety whereby H.sub.2 S is selectively absorbed from the mixture.

The selective removal of H.sub.2 S gas from a normally gaseous mixture containing H.sub.2 S and CO.sub.2 is accomplished by contacting the gaseous mixture with an absorbent solution comprising a severely sterically hindered secondary amino compound having a cumulative .sup.- E.sub.s value (Taft's steric hindrance constant) greater than about 1.75 whereby H.sub.2 S is selectively absorbed from the mixture.

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Edison, NJ, United States of America

Eugene L Stogryn