Asphalt products and methods of producing them for rejuvenation and softening of asphalt

Patent metadata

Field	Value
Publication number	US-10570286-B2
Application number	US-201715691295-A
Country	US
Kind code	B2
Filing date	Aug 30, 2017
Priority date	Aug 30, 2016
Publication date	Feb 25, 2020
Grant date	Feb 25, 2020

Abstract

The present invention relates to relates to a method of producing an improved asphalt. This method includes providing an asphalt binder and providing a compound of formula (I):

as described herein. The asphalt binder is mixed with the compound of formula (I) under conditions effective to produce an improved asphalt. Also disclosed are an asphalt product and a method of making asphalt material.

First claim

What is claimed:

1. A method of producing an improved asphalt comprising:
providing an asphalt binder;
providing a compound of formula (I):

wherein:
each A is selected independently at each occurrence thereof from the group consisting of

and
wherein at least one A is

n=1-12;
each

represents the point of attachment to a —CH 2 — group;
R is selected from the group consisting of C 3 -C 23 alkyl and benzyl, wherein the C 3 -C 23 alkyl can be optionally substituted with an aryl, heteroaryl, or heterocyclyl;
R 1 and R 2 are independently selected from the group consisting of H, C 1 -C 23 alkyl and benzyl, wherein the C 1 -C 23 alkyl can be optionally substituted with an aryl, heteroaryl, or heterocyclyl, wherein the compound of formula (I) is selected from the group consisting of epoxidized benzyl soyate and epoxidized isoamyl soyate and
mixing the asphalt binder with the compound of formula (I) under conditions effective to produce an improved asphalt.

2. A method of producing an improved asphalt comprising:
providing an asphalt binder;
providing a compound of formula (I):

wherein:
each A is selected independently at each occurrence thereof from the group consisting of

and
wherein at least one A is

n=1-12:
each

represents the point of attachment to a —CH 2 — group;
R is selected from the group consisting of C 3 -C 23 alkyl and benzyl, wherein the C 3 -C 23 alkyl can be optionally substituted with an aryl, heteroaryl, or heterocyclyl;
R 1 and R 2 are independently selected from the group consisting of H, C 1 -C 23 alkyl and benzyl, wherein the C 1 -C 23 alkyl can be optionally substituted with an aryl, heteroaryl, or heterocyclyl, wherein the compound of formula (I) is methylated, hydrogenated, and/or hydrolyzed; and
mixing the asphalt binder with the compound of formula (I) under conditions effective to produce an improved asphalt.

3. The product of the method of claim 1 .

4. The product of the method of claim 2 .

5. A method of producing an improved asphalt comprising:
providing an asphalt binder;
providing a compound of formula (I):

wherein:
each A is selected independently at each occurrence thereof from the group consisting of

and
wherein at least one A is

n=1-12;
each

represents the point of attachment to a —CH 2 — group;
R is selected from the group consisting of C 3 -C 23 alkyl and benzyl, wherein the C 3 -C 23 alkyl can be optionally substituted with an aryl, heteroaryl, or heterocyclyl;
R 1 and R 2 are independently selected from the group consisting of H, C 1 -C 23 alkyl and benzyl, wherein the C 1 -C 23 alkyl can be optionally substituted with an aryl, heteroaryl, or heterocyclyl;
mixing the asphalt binder with the compound of formula (I) under conditions effective to produce an improved asphalt and
mixing the improved asphalt with a carboxyl additive.

6. The method of claim 5 further comprising:
mixing the improved asphalt with a styrene-butadiene type polymer.

7. The method of claim 4 , wherein the styrene-butadiene type polymer comprises at least one of SB rubber, SBS linear type, SBS radial type, and SB sulphur linked type polymers.

8. An asphalt product comprising:
an asphalt binder and
a compound of formula (I):

wherein:
each A is selected independently at each occurrence thereof from the group consisting of

and
wherein at least one A is

n=1-12;
each

represents the point of attachment to a —CH 2 — group;
R is selected from the group consisting of C 3 -C 23 alkyl and benzyl, wherein the C 3 -C 23 alkyl can be optionally substituted with an aryl, heteroaryl, or heterocyclyl;
R 1 and R 2 are independently selected from the group consisting of H, C 1 -C 23 alkyl and benzyl, wherein the C 1 -C 23 alkyl can be optionally substituted with an aryl, heteroaryl, or heterocyclyl, wherein the compound of formula (I) is selected from the group consisting of epoxidized benzyl soyate and epoxidized isoamyl soyate.

9. The asphalt product of claim 8 , wherein the asphalt product has a high temperature performance grade measured at a temperature between about −28° C. to 116° C., wherein the high temperature performance grade of the asphalt product is achieved at a temperature, which is reduced by 3° C. to 90° C. compared to that produced by an asphalt product prepared in the absence of the compound of formula (I).

10. The asphalt product of claim 8 , wherein the asphalt product has a low temperature performance grade measured at a temperature between about −16° C. to −40° C., wherein the low temperature performance grade of the asphalt product is achieved at a temperature, which is reduced by 3° C. to 60° C. compared to that produced by an asphalt product prepared in the absence of the compound of formula (I).

11. A roofing shingle, wherein the improvement comprises the asphalt product of claim 8 .

12. An asphalt product comprising:
an asphalt binder and
a compound of formula (I):

wherein:
each A is selected independently at each occurrence thereof from the group consisting of

and
wherein at least one A is

n=1-12:

each represents the point of attachment to a —CH 2 — group;
R is selected from the group consisting of C 3 -C 23 alkyl and benzyl, wherein the C 3 -C 23 alkyl can be optionally substituted with an aryl, heteroaryl, or heterocyclyl;
R 1 and R 2 are independently selected from the group consist

Assignees

• Univ Iowa State Res Found Inc

Inventors

• Williams Ronald Christopher
• Podolsky Joseph H
• Hernandez Nacu
• Cochran Eric W
• Hohmann Austin
• Elkashef Mohamed

Classifications

• C08J2495/00

  Bituminous materials, e.g. asphalt, tar or pitch · CPC title

• C08L91/00

  Compositions of oils, fats or waxes; Compositions of derivatives thereof · CPC title

• C08J3/226

  using a polymer as a carrier · CPC title

• C08L2555/34

  Recycled or waste materials, e.g. reclaimed bitumen, asphalt, roads or pathways, recycled roof coverings or shingles, recycled aggregate, recycled tires, crumb rubber, glass or cullet, fly or fuel ash, or slag · CPC title

• C08L2555/28

  Asphalt produced between 0°C and below 65°C, e.g. cold mix asphalt produced between 0°C and 35°C · CPC title