Process for conversion of acyclic C5 compounds to cyclic C5 compounds and catalyst composition for use therein

Patent metadata

Field	Value
Publication number	US-9849440-B2
Application number	US-201615288391-A
Country	US
Kind code	B2
Filing date	Oct 7, 2016
Priority date	Nov 4, 2015
Publication date	Dec 26, 2017
Grant date	Dec 26, 2017

Abstract

Disclosed is a process for the conversion of acyclic C 5 feedstock to a product comprising cyclic C 5 compounds, such as for example, cyclopentadiene, and catalyst compositions for use in such process. The process comprising the steps of contacting said feedstock and, optionally, hydrogen under acyclic C 5 conversion conditions in the presence of a catalyst composition to form said product. The catalyst composition comprises a Group 10 metal, and, optionally, a Group 11 metal, on a catalyst support with a Group 1 alkali metal silicate and/or a Group 2 alkaline earth metal silicate.

First claim

What is claimed is:

1. A process for conversion of an acyclic C 5 feedstock to a product comprising cyclic C 5 compounds including cyclopentadiene, said process comprising the steps of contacting said feedstock and, optionally, hydrogen under acyclic C 5 conversion conditions in the presence of a catalyst composition to form said product, wherein said catalyst composition comprises a Group 10 metal on a catalyst support, with a Group 1 alkali metal silicate and/or a Group 2 alkaline earth metal silicate and, optionally, a Group 11 metal.

2. A process for conversion of an acyclic C 5 feedstock to a product comprising cyclic C 5 compounds including cyclopentadiene, said process comprising the steps of contacting said feedstock and, optionally, hydrogen under acyclic C 5 conversion conditions in the presence of a catalyst composition to form said product, wherein said catalyst composition is made by the method comprising the steps of:
(a) contacting a catalyst support with a source of a Group 1 alkali metal silicate and/or a Group 2 alkaline earth metal silicate to form a silicate-containing catalyst precursor;
(b) heating said silicate-containing catalyst precursor in one or more steps to a first temperature of 450° C. or above and then cooling to form a heat-treated silicate-modified catalyst precursor;
(c) contacting said heat-treated silicate-modified catalyst precursor of step (b) with a source of a Group 10 metal, and, optionally, a Group 11 metal, to form a metal silicate catalyst precursor; and
(d) drying said metal silicate catalyst precursor in one or more steps at temperatures from 90° C. to 400° C. to form said catalyst composition, whereby said catalyst composition having said Group 10 metal, and, optionally, a Group 11 metal, deposited thereon.

3. The process of claim 1 , wherein said catalyst composition has a Group 10 metal content and, optionally, a Group 11 metal content in the range from 0.005 wt % to 10 wt %, based on the weight of the catalyst composition.

4. The process of claim 1 , wherein said Group 10 metal is platinum, and said Group 11 metal is copper or silver.

5. The process of claim 4 , wherein said source of platinum is selected from the group consisting of platinum nitrate, chloroplatinic acid, platinous chloride, platinum amine compounds, platinum acetylacetonate, tetraamine platinum hydroxide, and mixtures of two or more thereof, and/or said Group 11 metal is copper and said source of copper is selected from the group consisting of copper nitrate, copper nitrite, copper acetate, copper hydroxide, copper acetylacetonate, copper carbonate, copper lactate, copper sulfate, copper phosphate, copper chloride, and mixtures of two or more thereof, and/or said Group 11 metal is silver, and/or said source of silver is selected from the group consisting of silver nitrate, silver nitrite, silver acetate, silver hydroxide, silver acetylacetonate, silver carbonate, silver lactate, silver sulfate, silver phosphate, and mixtures of two or more thereof.

6. The process of claim 1 , wherein said Group 1 alkali metal is selected from the group consisting of lithium, sodium, potassium, rubidium, cesium, and mixtures of two or more thereof.

7. The process of claim 1 , wherein said Group 2 alkaline earth metal is selected from the group consisting of beryllium, magnesium, calcium, strontium, barium, and mixtures of two or more thereof.

8. The process of claim 1 , wherein said catalyst support is a clay or an inorganic oxide.

9. The process of claim 1 , wherein said catalyst support comprises silica, alumina, zirconia, titania, lanthania, ceria, yttria, beryllia, magnesia or mixtures of two or more thereof.

10. The process of claim 1 , wherein said Group 1 alkali metal silicate comprises potassium silicate or sodium silicate.

11. The process of claim 1 , wherein said Group 2 alkaline earth metal silicate comprises calcium silicate or magnesium silicate.

12. The process of claim 1 , wherein said catalyst composition provides a carbon selectivity to cyclic C 5 of at least 10% under acyclic C 5 conversion conditions including an n-pentane feedstock with equimolar H 2 , a temperature in the range of 400° C. to 600° C., an n-pentane partial pressure between 3 psia and 30 psia at the reactor inlet (21 to 207 kPa-a), and an n-pentane weight hourly space velocity between 1 hr −1 and 20 hr −1 .

13. The process of claim 1 , wherein said product comprises a molar ratio of cyclic C 5 to C 1-4 of at least 1.5 under acyclic C 5 conversion conditions including an n-pentane feedstock with equimolar H 2 , a temperature in the range of 550° C. to 600° C., an n-pentane partial pressure between 3 psia and 30 psia at the reactor inlet (21 to 207 kPa-a), and an n-pentane weight hourly space velocity between 10 hr −1 and 20 hr −1 .

14. The process of claim 1 , wherein said acyclic C 5 feedstock comprises pentane, pentene, pentadiene or mixtures of two or more thereof.

15. The process of claim 1 , wherein said cyclic C 5 compounds comprise cyclopentane, cyclopentene, cyclopentadiene or mixtures of two or more thereof.

16. The process of claim 1 , wherein said acyclic C 5 feedstock comprises at least 75 wt % n-pentane.

17. The process of claim 1 , wherein said cyclic C 5 compounds comprise at least 20 wt % cyclopentadiene.

18. The process of claim 1 , wherein said acyclic C 5 conversion conditions include at least a temperature of 450° C. to 650° C., the molar ratio of said optional hydrogen co-feed to the acyclic C 5 feedstock is in the range of 0.01 to 3, said acyclic C 5 feedstock has a partial pressure in the range of 3 psia to 100 psia at the reactor inlet (21 to 689 kPa-a), and said acyclic C 5 feedstock has a weight hourly space velocity in the range from 1 hr −1 to 50 hr −1 .

Assignees

• Exxonmobil Chemical Patents Inc

Inventors

• Iaccino Larry L
• Bedard Jeremy W
• Beutel Tilman W
• Kowalski Jocelyn A

Classifications

• B01J23/58 Primary

  with alkali- or alkaline earth metals · CPC title

• B01J35/40

  characterised by dimensions, e.g. grain size (in a colloidal state B01J35/23; crystallite size B01J35/77) · CPC title

• C07C13/15

  with a cyclopentadiene ring · CPC title

• C07C2523/58

  with alkali- or alkaline earth metals or beryllium · CPC title

• C07C2101/10

  Chemistry & Metallurgy · mapped topic