IP Library › Granted Patent US 10,604,539
Granted Patent B2
US 10,604,539 · App. 16/240,493 · Granted Mar 31, 2020

Sulfur scavenging materials

Inventors: Dylan J. Boday (Tucson, AZ); Jeannette M. Garcia (San Leandro, CA); James L. Hedrick (Pleasanton, CA); Rudy J. Wojtecki (San Jose, CA)
Assignee: International Business Machines Corporation
C07F7/025B01D39/04B01D53/02B01D53/48B01D53/508B01D53/82B01J20/22B01J20/28016B01J20/28019B01J20/3255C02F1/288C07D251/24C07F7/0836C07F7/1804C08K5/3492B01D2253/106B01D2253/20B01D2253/25B01D2253/304B01D2257/30B01D2257/304B01D2257/306C02F1/285C02F2101/101C02F2103/10C02F2103/365C02F2303/08Y10T428/2982Y10T428/2991Y10T428/2993Y10T428/2995
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Quick Facts
Patent No.
US 10,604,539
App. No.
16/240,493
Granted
Mar 31, 2020
Kind
B2
Abstract

Materials which react with (“scavenge”) sulfur compounds, such as hydrogen sulfide and mercaptans, are useful for limiting sulfur-induced corrosion. Surface-modified particles incorporating a hexahydrotriazine moiety are disclosed and used as sulfur scavengers. These surface-modified particles are used a filter media in fixed filter systems and as additives to fluids including sulfur compounds. The hexahydrotriazine moiety can react with sulfur compounds in such a manner as to bind sulfur atoms to the surface-modified particles, thus allowing removal of the sulfur atoms from fluids such as crude oil, natural gas, hydrocarbon combustion exhaust gases, sulfur polluted air and water. The surface-modified particles may, in general, be sized to allow separation of the particles from the process fluid by sedimentation, size-exclusion filtration or the like.

Claims (29)

1. A surface-attached molecule, comprising:

wherein:

LG is a linking group covalently bonded to a nitrogen atom of a hexahydrotriazine moiety and a surface, and

AR is an electron-donating group.

2. The surface-attached molecule of claim 1 , wherein the electron-donating group includes an aromatic moiety.

3. The surface-attached molecule of claim 1 , wherein the electron-donating group is a N,N-dimethylamino-p-phenyl group.

4. The surface-attached molecule of claim 1 , wherein the electron-donating group is a phenyl group.

5. The surface-attached molecule of claim 1 , wherein the electron-donating group is one of a methyl ether, a pyrene, a hydroxyl group, a sulfhydryl group, or an alkylthio group.

6. The surface-attached molecule of claim 1 , wherein the linking group is a straight-chain alkyl group including at least three carbon atoms.

7. The surface-attached molecule of claim 1 , wherein the linking group is an alkyl silyl group.

8. The surface-attached molecule of claim 7 , wherein the alkyl silyl group is a propyltriethoxysilyl group.

9. The surface-attached molecule of claim 1 , wherein AR is at least one of the following:

10. The surface-attached molecule of claim 1 , wherein the surface is an outer surface of a silica particle.

11. A surface-attached molecule, comprising:

wherein:

LG is a linking group covalently bonded to a nitrogen atom of a hexahydrotriazine moiety and a surface, and

AR is an electron-donating group, the electron-donating group comprising an aromatic moiety.

12. The surface-attached molecule of claim 11 , wherein the electron-donating group is a N,N-dimethylamino-p-phenyl group.

13. The surface-attached molecule of claim 11 , wherein the electron-donating group is a phenyl group.

14. The surface-attached molecule of claim 11 , wherein the linking group comprises a straight-chain alkyl group including at least three carbon atoms.

15. The surface-attached molecule of claim 11 , wherein the linking group comprises an alkyl silyl group.

16. The surface-attached molecule of claim 15 , wherein the alkyl silyl group is a propyltriethoxysilyl group.

17. The surface-attached molecule of claim 11 , wherein AR is at least one of the following:

18. The surface-attached molecule of claim 11 , wherein the surface is an outer surface of a silica particle.

19. A surface-attached molecule, comprising:

wherein:

LG is a linking group covalently bonded to a nitrogen atom of a hexahydrotriazine moiety and a surface, wherein the linking group comprises a straight-chain alkyl group having at least three carbon atoms, and

AR is an electron-donating group, the electron-donating group comprising an aromatic moiety.

20. The surface-attached molecule of claim 19 , wherein the surface is an outer surface of a silica particle.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 4, 2019
From: BODAY, DYLAN J.; GARCIA, JEANNETTE M.; HEDRICK, JAMES L.; WOJTECKI, RUDY J.
To: INTERNATIONAL BUSINESS MACHINES CORPORATION
Reel/Frame 047907/0366 →
Continuity (3)
Division 15158356 · May 18, 2016
Division 14294220 · Jun 3, 2014
Related Publication 20190135839A1 · May 9, 2019
Cited By (1)
US 12,637,627