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Process for preparing di-amino-polyalkenyl ethers

Assignee: ExxonMobil Technology and Engineering Co
•
Filing: 1983-12-23
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Granted: 1987-05-12
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Expires: 2003-12-23
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Abstract

Abstract 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.

Inventors

  • 👤 Eugene L. Stogryn
  • 👤 W.S. Winston Ho
  • 👤 Angelo A. Montagna

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 05:45
CPC Classifications
C; C07; C07D; C07D295/00; C07D295/04; C07D295/08; C07D295/084; C07D295/088

Claims Analysis

Total Claims: 18
Claim 1
Independent Claim 10 words
A process for producing a di-amino polyalkenyl ethers comprising reacting:
Claim 2
Dependent Claim 10 words
A process for producing a di-amino polyalkenyl ethers comprising reacting:
Claim 3
Dependent Claim 139 words
(a) one or more acyclic or heterocyclic amino compounds represented by the general formulas: ##STR8## where R 1 and R 2 are independently selected from the group consisting of primary, secondary and tertiary alkyl radicals having 1 to 8 carbon atoms and cycloalkyl radicals having 3 to 8 carbon atoms with the proviso that at least one of R 1 and R 2 is a secondary or tertiary alkyl radical, and hydrogen wherein only one or R 1 or R 2 can be hydrogen, q is the number of carbon atoms in the heterocyclic ring and is a positive integer ranging from 2 to 10, and R 3 , which is optional, is selected from the group consisting of alkyl and cycloalkyl radicals and which may be pendant to one or more of the carbons in the ring; and
Claim 4
Dependent Claim 139 words
(a) one or more acyclic or heterocyclic amino compounds represented by the general formulas: ##STR8## where R 1 and R 2 are independently selected from the group consisting of primary, secondary and tertiary alkyl radicals having 1 to 8 carbon atoms and cycloalkyl radicals having 3 to 8 carbon atoms with the proviso that at least one of R 1 and R 2 is a secondary or tertiary alkyl radical, and hydrogen wherein only one or R 1 or R 2 can be hydrogen, q is the number of carbon atoms in the heterocyclic ring and is a positive integer ranging from 2 to 10, and R 3 , which is optional, is selected from the group consisting of alkyl and cycloalkyl radicals and which may be pendant to one or more of the carbons in the ring; and
Claim 5
Dependent Claim 276 words
(b) a polyalkenyl ether glycol or a polyalkenyl amino ether alcohol having the general formula: ##STR9## where R 4 , R 5 , R 6 , and R 7 are each independently selected from the group consisting of hydrogen, C 1 to C 4 alkyl radicals, and C 3 to C 8 cycloalkyl radicals, with the proviso that if only one of R 1 and R 2 directly attached to the nitrogen atom is a secondary alkyl radical and neither of them is a tertiary alkyl radical, at least one of R 4 and R 5 , or at lest one of R 6 and R 7 directly bonded to the carbon which is bonded to the hydroxyl group, is an alkyl or cycloalkyl radical, x and y are each positive integers idependently ranging from 2 to 4, and z is a positive integer ranging from 1 to 10 when T is a heterocyclic amino group, when T is a hydroxyl group with the proviso that when z is 1, the amino compound reactant in (a) is a heterocyclic amine or the sum of x and y is from 5 to 8, or when T is acyclic secondary amino group with the proviso that when z is 1, the sum of x and y is from 5 to 8, said process being carried out in the presence of a catalytically effective amount of supported Group VIII metal containing hydrogenation catalyst at elevated temperatures and pressures and wherein the mole ratio of amino compound to polyalkenyl ether glycol is at least 2:1 when T is hydroxyl and is at least 1:1 when T is an amino group.
Claim 6
Dependent Claim 276 words
(b) a polyalkenyl ether glycol or a polyalkenyl amino ether alcohol having the general formula: ##STR9## where R 4 , R 5 , R 6 , and R 7 are each independently selected from the group consisting of hydrogen, C 1 to C 4 alkyl radicals, and C 3 to C 8 cycloalkyl radicals, with the proviso that if only one of R 1 and R 2 directly attached to the nitrogen atom is a secondary alkyl radical and neither of them is a tertiary alkyl radical, at least one of R 4 and R 5 , or at lest one of R 6 and R 7 directly bonded to the carbon which is bonded to the hydroxyl group, is an alkyl or cycloalkyl radical, x and y are each positive integers idependently ranging from 2 to 4, and z is a positive integer ranging from 1 to 10 when T is a heterocyclic amino group, when T is a hydroxyl group with the proviso that when z is 1, the amino compound reactant in (a) is a heterocyclic amine or the sum of x and y is from 5 to 8, or when T is acyclic secondary amino group with the proviso that when z is 1, the sum of x and y is from 5 to 8, said process being carried out in the presence of a catalytically effective amount of supported Group VIII metal containing hydrogenation catalyst at elevated temperatures and pressures and wherein the mole ratio of amino compound to polyalkenyl ether glycol is at least 2:1 when T is hydroxyl and is at least 1:1 when T is an amino group.
Claim 7
Dependent Claim 55 words
The process of claim 1 wherein the amino compound is acyclic wherein R 1 is a tertiary alkyl radical having 4 to 6 carbon atoms and R 2 is hydrogen, R 4 , R 5 , R 6 and R 7 are hydrogen, x, y and z are 2, and T is a hydroxyl group.
Claim 8
Dependent Claim 11 words
The process of claim 2 wherein R 1 is tertiary butyl.
Claim 9
Dependent Claim 46 words
The process of claim 1 wherein the amino compound is a heterocyclic compound having 3 to 6 carbons in a saturated ring, R 4 , R 5 , R 6 and R 7 hydrogen, x, y and z are 2, and T is a hydroxyl group.
Claim 10
Dependent Claim 11 words
The process of claim 4 wherein the heterocyclic compound is pyrrolidine.
Claim 11
Dependent Claim 35 words
The process of claim 1 wherein the reaction is carried out at a temperature ranging from about 160° C. to about 425° C. and at a pressure ranging from about 50 to about 3000 psig.
Claim 12
Dependent Claim 35 words
The process of claim 6 wherein the reaction is carried out at a temperature ranging from about 180° C. to about 400° C. and at a pressure ranging from about 100 to about 1000 psig.
Claim 13
Dependent Claim 36 words
The process of claim 7 wherein the reaction is carried out at a temperature ranging from about 190° C. to about 350° C. and at a pressure ranging from about 150 psig to about 750 psig.
Claim 14
Dependent Claim 36 words
The process of claim 3 wherein the reaction is carried out at a temperature ranging from about 190° C. to about 350° C. and at a pressure ranging from about 150 psig to about 750 psig.
Claim 15
Dependent Claim 35 words
The process of claim 5 wherein the reaction is carried out at a temperature ranging from about 190° C. to about 350° C. and at a pressure ranging from about 150 to about 750 psig.
Claim 16
Dependent Claim 30 words
The process of claim 1 wherein the hydrogenation catalyst is a nickel, a cobalt, a nickel-cobalt-copper, or a platinum catalyst all of which are supported on alumina, silica, or alumina-silica.
Claim 17
Dependent Claim 30 words
The process of claim 9 wherein the hydrogenation catalyst is a nickel, a cobalt, a nickel-cobalt-copper, or a platinum catalyst all of which are supported on alumina, silica, or alumina-silica.
Claim 18
Dependent Claim 30 words
The process of claim 10 wherein the hydrogenation catalyst is a nickel, a cobalt, a nickel-cobalt-copper, or a platinum catalyst all of which are supported on alumina, silica, or alumina-silica.

References Cited (Backward Citations)

US4495369A Cited
US4409399A Cited
US4487967A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1990-05-11 1990-11-10 1991-05-12 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1994-05-11 1994-11-10 1995-05-12 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1998-05-11 1998-11-10 1999-05-12 $7700.00 Window Closed / Lapsed

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