Adsorbent for heteroatom species removal and uses thereof

Patent metadata

Field	Value
Publication number	US-2016167015-A1
Application number	US-201514966534-A
Country	US
Kind code	A1
Filing date	Dec 11, 2015
Priority date	Dec 12, 2014
Publication date	Jun 16, 2016
Grant date	—

Abstract

Adsorbent materials including a porous material support and about 0.5 wt. % to about 30 wt. % of a Group 8 metal ion are provide herein. Methods of making the adsorbent material and processes of using the adsorbent material, e.g., for heteroatom species separation, are also provided herein.

First claim

What is claimed is:

1 . An adsorbent material comprising:
(i) a porous material support; and (ii) about 0.5 wt. % to about 30 wt. % of a Group 8 metal ion.

2 . The adsorbent material of claim 1 , wherein the porous material support is selected from the group consisting of an organosilica material, which is a polymer comprising independent units of a monomer of Formula [Z 1 OZ 2 OSiCH 2 ] 3 (I), wherein Z 1 and Z 2 each independently represent a hydrogen atom, a C 1 -C 4 alkyl group, or a bond to a silicon atom of another monomer; another siliceous material; and a combination thereof.

3 . The adsorbent material of claim 2 , wherein Z 1 and Z 2 each independently represent a hydrogen atom, a C 1 -C 2 alkyl group, or a bond to a silicon atom of another monomer.

4 . The adsorbent material of claim 2 , wherein Z 1 and Z 2 each independently represent a hydrogen atom, ethyl, or a bond to a silicon atom of another monomer.

5 . The adsorbent material of claim 2 , wherein the organosilica material further comprises at least one other monomer selected from the group consisting of:
(i) an independent unit of Formula [Z 3 OZ 4 SiCH 2 ] 3 (II), wherein each Z 3 represents a hydrogen atom, a C 1 -C 4 alkyl group, or a bond to a silicon atom of another monomer and Z 4 represents a C 1 -C 6 alkyl group; (ii) an independent unit of Formula Z 5 OZ 6 Z 7 Z 8 Si (III), wherein each Z 5 represents a hydrogen atom, a C 1 -C 4 alkyl group, or a bond to a silicon atom of another monomer; and Z 6 , Z 7 , and Z 8 are each independently selected from the group consisting of a hydroxyl group, a C 1 -C 4 alkyl group, a C 1 -C 4 alkoxy group, a nitrogen-containing C 1 -C 10 alkyl group, a nitrogen-containing heteroalkyl group, a nitrogen-containing optionally substituted heterocycloalkyl group, and an oxygen atom bonded to a silicon atom of another monomer; (iii) an independent unit of Formula Z 9 Z 10 Z 11 Si—R—SiZ 9 Z 10 Z 11 (IV), wherein each Z 9 independently represents a hydroxyl group, a C 1 -C 4 alkoxy group, or an oxygen atom bonded to a silicon atom of another comonomer; each Z 10 and Z 11 independently represent a hydroxyl group, a C 1 -C 4 alkoxy group, a C 1 -C 4 alkyl group, or an oxygen atom bonded to a silicon atom of another monomer; and R is selected from the group consisting a C 1 -C 8 alkylene group, a C 2 -C 8 alkenylene group, a C 2 -C 8 alkynylene group, a nitrogen-containing C 1 -C 10 alkylene group, an optionally substituted C 6 -C 20 aralkyl, and an optionally substituted C 4 -C 20 heterocycloalkyl group; (iv) an independent cyclic polyurea monomer of Formula

 wherein each R 1 independently is a X 1 OX 2 X 3 SiX 4 group, wherein each X 1 represents a hydrogen atom, a C 1 -C 4 alkyl group or a bond to a silicon atom of another monomer unit; X 2 and X 3 each independently represent a hydroxyl group, a C 1 -C 4 alkyl group, a C 1 -C 4 alkoxy group or an oxygen atom bonded to a silicon atom of another monomer unit; and each X 4 represents a C 1 -C 8 alkylene group bonded to a nitrogen atom of the cyclic polyurea.
(v) an independent unit of Formula M 1 (OZ 12 ) 3 (VI), wherein M 1 represents a Group 13 metal and each Z 12 independently represents a hydrogen atom, a C 1 -C 6 alkyl, or a bond to a silicon atom of another monomer;
(vi) an independent unit of Formula (Z 13 O) 2 M 2 -O—Si(OZ 14 ) 3 (VII), wherein M 2 represents a Group 13 metal and Z 13 and Z 14 each independently represent a hydrogen atom, a C 1 -C 6 alkyl group, or a bond to a silicon atom of another monomer; and
(vii) a combination thereof.

6 . The adsorbent material of claim 5 , wherein at least one independent unit of Formula (II) is present, wherein each Z 3 represents a hydrogen atom, a C 1 -C 2 alkyl group, or a bond to a silicon atom of another siloxane monomer; and each Z 4 represents a C 1 -C 2 alkyl group.

7 . The adsorbent material of claim 6 , wherein each Z 3 represents a hydrogen atom, ethyl, or a bond to a silicon atom of another siloxane monomer; and each Z 4 represents methyl.

8 . The adsorbent material of claim 5 , wherein at least one independent unit of Formula (III) is present, wherein each Z 5 represents a hydrogen atom, a C 1 -C 2 alkyl group, or a bond to a silicon atom of another comonomer; and Z 6 , Z 7 , and Z 8 are each independently selected from the group consisting of a hydroxyl group, a C 1 -C 2 alkyl group, C 1 -C 2 alkoxy group, a nitrogen-containing C 3 -C 10 alkyl group, a nitrogen-containing C 4 -C 10 heteroalkyl group, a nitrogen-containing optionally substituted C 4 -C 10 heterocycloalkyl group, and an oxygen atom bonded to a silicon atom of another monomer.

9 . The adsorbent material of claim 8 , wherein each Z 5 represents a hydrogen atom, methyl, ethyl, or a bond to a silicon atom of another comonomer; and Z 6 , Z 7 , and Z 8 are each independently selected from the group consisting of a hydroxyl group, methyl, methoxy, ethoxy,

10 . The adsorbent material of claim 5 , wherein at least one independent unit of Formula (IV) is present, wherein each Z 9 represents a hydroxyl group, a C 1 -C 2 alkoxy group, or an oxygen atom bonded to a silicon atom of another comonomer; each Z 10 and Z 11 independently represent a hydroxyl group, a C 1 -C 2 alkoxy group, a C 1 -C 2 alkyl group, or an oxygen atom bonded to a silicon atom of another monomer; and R is selected from the group consisting of a C 1 -C 4 alkylene group, a C 2 -C 4 alkenylene group, a C 2 -C 4 alkynylene group, a nitrogen-containing C 4 -C 10 alkylene group, an optionally substituted C 6 -C 10 aralkyl and an optionally substituted C 4 -C 12 heterocycloalkyl group.

11 . The adsorbent material of claim 10 , wherein each Z 9 represents a hydroxyl group, methoxy, ethoxy, or an oxygen atom bonded to a silicon atom of another comonomer; each Z 10 and Z 11 independently represent a hydroxyl group, methoxy, ethoxy, methyl, or an oxygen atom bonded to a silicon atom of another monomer; and R is selected from the group consisting of —CH 2 —, —CH 2 CH 2 —, HC═CH—,

12 . The adsorbent material of claim 5 , wherein at least one independent unit of Formula (V) is present, wherein each X 1 represents a hydrogen atom, a C 1 -C 2 alkyl group, or a bond to a silicon atom of another monomer unit; X 2 and X 3 each independently represent a hydroxyl group, a C 1 -C 2 alkyl group, a C 1 -C 2 alkoxy group, or an oxygen atom bonded to a silicon atom of another monomer unit; and each X 4 represents a C 1 -C 4 alkylene group bonded to a nitrogen atom of the cyclic compound.

13 . The adsorbent material of claim 12 , wherein each X 1 represents a hydrogen atom, methyl or a bond to a silicon atom of another monomer unit; X 2 and X 3 each independently represent a hydroxyl group, methoxy or an oxygen atom bonded to a silicon atom of another monomer unit and each X 4 represents —CH 2 CH 2 CH 2 — bonded to a nitrogen atom of the cyclic polyurea.

14 . The adsorbent material of claim 5 , wherein at least one independent unit of Formula (VI) is present, wherein M 1 is Al or B and each Z 12 independently represents a hydrogen atom, a C 1 -C 4 alkyl group, or a bond to a silicon atom or another monomer.

15 . The adsorbent material of claim 5 , where

Assignees

• Podsiadlo Paul
• Wu Jianxin
• Benitez Kiara M
• Li Quanchang
• Calabro David Charles
• Exxonmobil Res & Eng Co

Inventors

• Podsiadlo Paul
• Wu Jianxin
• Benitez Kiara M
• Li Quanchang
• Calabro David Charles

Classifications

• B01J20/0237

  Compounds of Cu · CPC title

• B01J20/16

  Alumino-silicates (B01J20/12 takes precedence) · CPC title

• B01J20/262 Primary

  obtained otherwise than by reactions only involving carbon to carbon unsaturated bonds, e.g. obtained by polycondensation (macromolecular compounds obtained otherwise than by reactions only involving unsaturated carbon-to-carbon bonds per se C08G) · CPC title

• B01J20/3204

  Inorganic carriers, supports or substrates · CPC title

• B01J20/18

  Synthetic zeolitic molecular sieves · CPC title