IP Library › Granted Patent US 10,544,282
Granted Patent B2
US 10,544,282 · App. 15/826,408 · Granted Jan 28, 2020

Hydrogen sulfide scavengers for polymer treated asphalt

Inventors: Xiaowei Tong (Sugarland, TX); Jennifer L. Sorrells (Houston, TX); Prakasa Rao Anantaneni (Richmond, TX)
Assignee: ECOLAB USA INC.
C08K5/3492C01B17/167C07D251/24C07D487/18C08G79/04C08L85/02C08L95/00C10C3/026C08L2555/60C08L2555/80
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Quick Facts
Patent No.
US 10,544,282
App. No.
15/826,408
Granted
Jan 28, 2020
Kind
B2
Abstract

Scavenging compounds and compositions useful in reducing sulfide emissions from polymer treated asphalt, such as polyphosphoric acid, are disclosed. The scavengers include hexamethyl-enetetramine, water-free triazine, and water-free 1,3,5-triazine derivatives of formula I. Methods of using the compositions to reduce hydrogen sulfide emissions from asphalt are also disclosed.

Claims (27)

1. A composition, comprising:

(a) asphalt or an asphalt mix further comprising polyphosphoric acid; and

a water-free triazine sulfide scavenging agent.

2. The composition of claim 1 , wherein the water-free triazine further comprises a low volatile polar solvent.

3. The composition of claim 2 , wherein the low volatile polar solve is selected from diethylene glycol, 2-butoxyethanol, propylene glycol, monoethanol amine, and mixtures of the same.

4. The composition of claim 1 , wherein the polyphosphoric acid is present in the asphalt or asphalt mix at about 1 wt. %.

5. A method of reducing hydrogen sulfide emission from asphalt, comprising:

combining polyphosphoric acid treated asphalt or asphalt mix with a sulfide scavenging agent, the sulfide scavenging agent selected from the group consisting of: water-free triazine, 1,3,5-triazine derivatives of formula I, and any combination thereof, wherein formula I comprises:

where each of R 1 , R 2 , and R 3 is independently selected from straight or branched C 1 -C 30 alkyl, hydroxyl substituted straight or branched C 1 -C 3 o alkyl, straight or branched C 1 -C 30 alkyl substituted with straight or branched C 1 -C 30 alkoxy.

6. The method of claim 5 , wherein the scavenger is of formula I, and each of R 1 , R 2 , and R 3 is independently selected from straight or branched C 6 -C 30 alkyl, hydroxyl substituted straight or branched C 6 -C 30 alkyl, straight or branched C 6 -C 30 alkoxy substituted with straight or branched C 1 -C 30 alkoxy.

7. The method of claim 5 , wherein the scavenger is of formula I, and each of R 1 , R 2 , and R 3 is the same.

8. The method of claim 5 , wherein the scavenger is of formula I, and at least one of R 1 , R 2 , and R 3 is different from the other R 1 , R 2 , and R 3 .

9. The method of claim 5 , wherein R 1 is —CH 2 CH 2 OH, R 2 is —CH 2 CH 2 OH, and R 3 is —CH 2 CH 2 OH.

10. The method of claim 5 , wherein the scavenger is water-free triazine.

11. The method of claim 5 , wherein the water-free triazine further comprises a low volatile polar solvent.

12. The composition of claim 1 , further comprising hexamethylenetetramine.

13. The method of claim 5 , further comprising combining the polyphosphoric acid treated asphalt or the asphalt mix with hexamethylenetetramine.

14. A composition, comprising:

(a) asphalt or an asphalt mix further comprising polyphosphoric acid; and

(b) a sulfide scavenging agent selected from the group consisting of: water-free triazine, a 1,3,5-triazine derivative of formula I, and any combination thereof, wherein formula I comprises:

wherein each of R 1 , R 2 , and R 3 is independently selected from straight or branched C 1 -C 30 alkyl, hydroxyl substituted straight or branched C 1 -C 30 alkyl, straight or branched C 1 -C 30 alkyl substituted with straight or branched C 1 -C 30 alkoxy.

15. The composition of claim 14 , wherein the scavenger is of formula I, and each of R 1 , R 2 , and R 3 is independently selected from straight or branched C 6 -C 30 alkyl, hydroxyl substituted straight or branched C 6 -C 30 alkyl, straight or branched C 6 -C 30 alkoxy substituted with straight or branched C 1 -C 30 alkoxy.

16. The composition of claim 14 , wherein the scavenger is of formula I, and each of R 1 , R 2 , and R 3 is selected from C 1 -C 9 straight or branched alkyl.

17. The composition of claim 14 , wherein the scavenger is of formula I, and each of R 1 , R 2 , and R 3 is the same.

18. The composition of claim 14 , wherein the scavenger is of formula I, and at least one of R 1 , R 2 , and R 3 is different from the other R 1 , R 2 , and R 3 .

19. The composition of claim 14 , wherein R 1 is —CH 2 CH 2 OH, R 2 is —CH 2 CH 2 OH, and R 3 is —CH 2 CH 2 OH.

20. The composition of claim 14 , wherein the polyphosphoric acid is present in the asphalt or asphalt mix at about 1 wt. %.

Assignments (2)
CHANGE OF ADDRESS Recorded Oct 9, 2019
From: ECOLAB USA, INC.
To: ECOLAB USA, INC.
Reel/Frame 050695/0743 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 30, 2017
From: TONG, XIAOWEI; SORRELLS, JENNIFER L.; ANANTANENI, PRAKASA RAO
To: ECOLAB USA INC.
Reel/Frame 044267/0524 →
Continuity (2)
Provisional Application 62431676 · Dec 8, 2016
Related Publication 20180163021A1 · Jun 14, 2018