US5073635A — Process of preparing linearly-extended polyalkyle…

Claim 1

Independent Claim 128 words

A process of preparing linearly-extended polyalkylenepolyamines comprising contacting a difunctional aliphatic alcohol, characterized as having (a) at least one hydroxyl moiety bound to a primary carbon atom, and (b) at least one additional moiety selected from the group consisting of hydroxyl, primary amine and secondary amine functionalities, with ammonia or any primary or secondary aliphatic amine which is capable of animating the difunctional alcohol, the contacting occurring in the presence of a catalytic amount of a metal silicate wherein the metal is selected from the group consisting of Groups IIIB, IVB, VB and the lanthanide metals with the proviso that the Group IVB metal silicate is essentially free of phosphorus, the contacting occurring under reaction conditions such that a mixture of polyalkylenepolyamines enriched in linearly-extended products is produced.

Claim 2

Dependent Claim 128 words

A process of preparing linearly-extended polyalkylenepolyamines comprising contacting a difunctional aliphatic alcohol, characterized as having (a) at least one hydroxyl moiety bound to a primary carbon atom, and (b) at least one additional moiety selected from the group consisting of hydroxyl, primary amine and secondary amine functionalities, with ammonia or any primary or secondary aliphatic amine which is capable of animating the difunctional alcohol, the contacting occurring in the presence of a catalytic amount of a metal silicate wherein the metal is selected from the group consisting of Groups IIIB, IVB, VB and the lanthanide metals with the proviso that the Group IVB metal silicate is essentially free of phosphorus, the contacting occurring under reaction conditions such that a mixture of polyalkylenepolyamines enriched in linearly-extended products is produced.

Claim 3

Dependent Claim 103 words

The process of claim 1 wherein the difunctional alcohol is represented by the formula: ##STR8## wherein A is OH or NHR; each B is independently NR or O; each R is independently hydrogen, an alkyl moiety of C 1 -C 12 carbon atoms, a hydroxyalkyl or aminoalkyl moiety of C 1 -C 12 carbon atoms, or a phenyl or tolyl moiety, and further wherein R is attached to carbon, R is also hydroxyl or amino: x is an integer from 2 to about 12: k is an integer from 0 to about 150: and z is an integer from 1 to about 12.

Claim 4

Dependent Claim 10 words

The process of claim 2 wherein each R is hydrogen.

Claim 5

Dependent Claim 13 words

The process of claim 3 wherein x is 2 and z is 1.

Claim 6

Dependent Claim 28 words

The process of claim 4 wherein each R is hydrogen, A is NH 2 , k is 0, z is 1, and the difunctional aliphatic alcohol is monoethanolamine.

Claim 7

Dependent Claim 101 words

The process of claim 1 wherein the difunctional alcohol is represented by the following formula: ##STR9## wherein each B is independently NR or 0; each R is independently hydrogen, an alkyl moiety of C 1 -C 12 carbon atoms, a hydroxyalkyl or aminoalkyl moiety of C 1 -C 12 carbon atoms, or a phenyl or tolyl moiety, and further wherein R is attached to carbon, R is also hydroxyl or amino: each y is independently an integer from 0 to about 12; j is an integer from 1 to about 6: and h is an integer from 0 to about 6.

Claim 8

Dependent Claim 11 words

The process of claim 6 wherein the difunctional alcohol is N-(2-hydroxyethyl)piperazine.

Claim 9

Dependent Claim 91 words

The process of claim 1 wherein the reactant amine is represented by the formula: ##STR10## wherein each B is independently NR or 0: each R is independently hydrogen, an alkyl moiety of C 1 -C 12 carbon atoms, a hydroxyalkyl or aminoalkyl moiety of C 1 -C 12 carbon atoms, or a phenyl or tolyl moiety, and further wherein R is attached to carbon, R is also hydroxyl or amino; each x is independently an integer from 2 to about 12, and n is an integer from 0 to about 150.

Claim 10

Dependent Claim 10 words

The process of claim 8 wherein each B is NR.

Claim 11

Dependent Claim 11 words

The process of claim 9 wherein the amine is an ethylenepolyamine.

Claim 12

Dependent Claim 95 words

The process of claim 1 wherein the reactant amine is represented by the formula: ##STR11## wherein each R is independently hydrogen, an alkyl moiety of C 1 -C 12 carbon atoms, a hydroxyalkyl or aminoalkyl moiety of C 1 -C 12 carbon atoms, or a phenyl or tolyl moiety, and further wherein R is attached to carbon, R is also hydroxyl or amino; each y is independently an integer from 0 to about 12; each 1 is independently an integer from 0 to about 6: and j is an integer from 1 to about 6.

Claim 13

Dependent Claim 27 words

The process of claim 11 wherein each R is hydrogen, y is 0, j is 1, and each 1 is 0, and the reactant amine is piperazine.

Claim 14

Dependent Claim 21 words

The process of claim 1 wherein the mole ratio of reactant amine to difunctional aliphatic alcohol is at least about 1.

Claim 15

Dependent Claim 15 words

The process of claim 1 wherein the metal silicate catalyst is essentially free of aluminum.

Claim 16

Dependent Claim 20 words

The process of claim 14 wherein the aluminum concentration of the metal silicate is less than about 1 weight percent.

Claim 17

Dependent Claim 22 words

The process of claim 1 wherein the phosphorus concentration of the Group IVB metal silicate is less than about 1 weight percent.

Claim 18

Dependent Claim 31 words

The process of claim 1 wherein the metal of the metal silicate is selected from the group consisting of scandium, yttrium, lanthanum, actinium, titanium, zirconium, hafnium, vanadium, niobium, tantalum, and cerium.

Claim 19

Dependent Claim 26 words

The process of claim 17 wherein the metal of the metal silicate is selected from the group consisting of yttrium, lanthanum, titanium, zirconium, niobium, and cerium.

Claim 20

Dependent Claim 12 words

The process of claim 18 wherein the metal silicate is yttrium silicate.

Claim 21

Dependent Claim 12 words

The process of claim 18 wherein the metal silicate is zirconium silicate.

Claim 22

Dependent Claim 31 words

The process of claim 1 wherein the amount of catalyst is in the range from about 0.1 weight percent to about 20 weight percent based on the weight of reactant amine.

Claim 23

Dependent Claim 20 words

The process of claim 1 wherein the temperature is in the range from about 200° C. to about 350° C.

Claim 24

Dependent Claim 19 words

The process of claim 1 wherein the pressure is in the range from about atmospheric to about 4000 psig.

Claim 25

Dependent Claim 33 words

The process of claim 1 wherein the liquid hourly space velocity is in the range from about 0.1 g ml -1 hr -1 to about 10.0 g ml -1 hr -1 . .

Claim 26

Dependent Claim 110 words

The process of claim 1 wherein the linearly-extended polyalkylenepolyamines are represented by the formula: ##STR12## wherein each B is independently NR or O, each R is independently hydrogen, an alkyl moiety of C 1 -C 12 carbon atoms, a hydroxyalkyl or aminoalkyl moiety of C 1 -C 12 carbon atoms, or a phenyl or tolyl moiety, and further wherein R is attached to carbon, R is also hydroxyl or amino; each x is independently an integer from 2 to about 12: z is an integer from 1 to about 12: k and n are each integers from 1 to about 150; and wherein A 1 is OH, NHR or: ##STR13##

Claim 27

Dependent Claim 10 words

The process of claim 25 wherein each R is hydrogen.

Claim 28

Dependent Claim 22 words

The process of claim 26 wherein A 1 is NH 2 , k is 0, y is 2, and z is 1.

Claim 29

Dependent Claim 101 words

The process of claim 1 wherein the polyalkylenepolyamine product is an alcohol-extended or amine-extended piperazino which is represented by the general formula: ##STR14## wherein each B is independently O or NR; each R is independently hydrogen, an alkyl moiety of C 1 -C 12 carbon atoms, a hydroxyalkyl or aminoalkyl moiety of C 1 -C 12 carbon atoms, and further wherein R is attached to carbon, R is also hydroxyl or amino; each y is independently an integer from 0 to about 12; h and h' are each independently integers from 0 to about 6; and j' is 1 or 2.

Claim 30

Dependent Claim 48 words

The process of claim 1 wherein the polyalkylenepolyamine product is an amine-extended piperazine which is represented by the general formula: ##STR15## wherein each B is NR; each R is hydrogen, each y is 2, h is 1, j' and h' are each 0, and the compound is N-(2-aminoethyl)piperazine.

Claim 31

Dependent Claim 90 words

A process of preparing non-cyclic polyethylene polyamines comprising contacting monoethanolamine with ethylenediamine in the presence of a catalytic amount of niobium silicate, the contacting occurring at a temperature in the range from about 200° C. to about 350° C., a pressure in the range from about 100 psig to about 3000 psig, and a liquid hourly space velocity in the range from about 0 1 g ml -1 hr -1 to about 10.0 g ml -1 hr -1 such that a mixture of polyethylenepolyamines enriched in linearly-extended products is formed.

Claim 32

Dependent Claim 90 words

A process of preparing non-cyclic polyethylene polyamines comprising contacting monoethanolamine with ethylenediamine in the presence of a catalytic amount of niobium silicate, the contacting occurring at a temperature in the range from about 200° C. to about 350° C., a pressure in the range from about 100 psig to about 3000 psig, and a liquid hourly space velocity in the range from about 0 1 g ml -1 hr -1 to about 10.0 g ml -1 hr -1 such that a mixture of polyethylenepolyamines enriched in linearly-extended products is formed.

Claim 33

Dependent Claim 15 words

The process of claim 30 wherein the DETA/PIP mole ratio is at least about 2.

Claim 34

Dependent Claim 20 words

The process of claim 30 wherein the percentage of triethylenetetramines which is non-cyclic is at least about 70 weight percent.

Claim 35

Dependent Claim 119 words

A process of preparing alcohol-extended and/or amine-extended piperazines comprising contacting monoethanolamine with piperazine in the presence of a catalytic amount of a metal silicate selected from the group consisting of Group IIIB, IVB, VB and the lanthanide metal silicates with the proviso that the Group IVB metal silicate is essentially free of phosphorus, the contacting occurring at a temperature in the range from about 200° C. to about 350° C., a pressure in the range from about 100 psig to about 3000 psig, and a liquid hourly space velocity in the range from about 0.1 g ml -1 hr -1 to about 10.0 g ml -1 hr -1 such that a mixture of alcohol-extended and/or amine-extended piperazines is formed.

Claim 36

Dependent Claim 119 words

A process of preparing alcohol-extended and/or amine-extended piperazines comprising contacting monoethanolamine with piperazine in the presence of a catalytic amount of a metal silicate selected from the group consisting of Group IIIB, IVB, VB and the lanthanide metal silicates with the proviso that the Group IVB metal silicate is essentially free of phosphorus, the contacting occurring at a temperature in the range from about 200° C. to about 350° C., a pressure in the range from about 100 psig to about 3000 psig, and a liquid hourly space velocity in the range from about 0.1 g ml -1 hr -1 to about 10.0 g ml -1 hr -1 such that a mixture of alcohol-extended and/or amine-extended piperazines is formed.

Claim 37

Dependent Claim 16 words

The process of claim 33 wherein the metal silicate is yttrium, zirconium, titanium or cerium silicate.

Annuity Stage	Window Opens	Payment Deadline	Surcharge Period Until	Estimated Fee	Status
3.5 Years (Year 4)	1994-12-16	1995-06-17	1995-12-17	$2000.00	Window Closed / Lapsed
7.5 Years (Year 8)	1998-12-16	1999-06-17	1999-12-17	$3760.00	Window Closed / Lapsed
11.5 Years (Year 12)	2002-12-16	2003-06-17	2003-12-17	$7700.00	Window Closed / Lapsed

Process of preparing linearly-extended polyalkylenepolyamines employing metal silicate catalysts

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