Hydrogen sulfide scavengers for polymer treated asphalt

Patent metadata

Field	Value
Publication number	US-10544282-B2
Application number	US-201715826408-A
Country	US
Kind code	B2
Filing date	Nov 29, 2017
Priority date	Dec 8, 2016
Publication date	Jan 28, 2020
Grant date	Jan 28, 2020

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.

First claim

What is claimed is:

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. %.

Assignees

• Ecolab Usa Inc

Inventors

• Tong Xiaowei
• Sorrells Jennifer L
• Anantaneni Prakasa Rao

Classifications

• C08L2555/40

  Mixtures based upon bitumen or asphalt containing functional additives · CPC title

• C10C3/026

  with organic compounds · CPC title

• C08L85/02

  containing phosphorus · CPC title

• C01B25/24

  Condensed phosphoric acids · CPC title

• C07D251/24

  to three ring carbon atoms · CPC title