IP Library Granted Patent US 12,215,232
Granted Patent B2
US 12,215,232 · App. 17/424,351 · Granted Feb 4, 2025

Asphalt compositions including recycled polymer and epoxy-functionalized ethylene copolymer

Inventors: Cristina Serrat (Lake Jackson, TX); Charles J. DuBois, Jr. (Lake Jackson, TX); Hayley A. Brown (Lake Jackson, TX); Jorge C. Gomes (São Paulo, BR); Renata de Oliveria Pimentel (São Paulo, BR)
Assignee: Dow Global Technologies LLC
C08L95/00E01C7/265C08L2205/03C08L2555/34
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Quick Facts
Patent No.
US 12,215,232
App. No.
17/424,351
Granted
Feb 4, 2025
Kind
B2
Abstract

The present disclosure provides embodiments of an asphalt composition and methods of making that may include asphalt binder; a recycled polymer component; an epoxy-functionalized ethylene copolymer, the epoxy-functionalized ethylene copolymer having the formula E/X/Y/Z. E may be a copolymer unit —(CH 2 CH 2 )— derived from ethylene; X may be a copolymer unit —(CH 2 CR 1 R 2 )—, where R 1 is hydrogen, methyl, or ethyl, and R 2 is carboalkoxy, acyloxy, or alkoxy of 1 to 10 carbon atoms, present in from 0 to about 40 weight % of the copolymer; Y may be a copolymer unit —(CH 2 CR 3 R 4 )—, where R 3 is hydrogen or methyl and R 4 is carboglycidoxy or glycidoxy present in from 0 to about 25 weight % of the copolymer; Z may be a copolymer derived from comonomers including carbon monoxide, sulfur dioxide, acrylonitrile, or other monomers, present from 0 to about 10 weight % of the copolymer.

Claims (43)

1. An asphalt composition comprising:

asphalt binder in about 70 to about 99.5 weight %, based on the total weight of the asphalt composition;

a recycled polymer component in about 0.25 to 20 weight %, based on the total weight of the asphalt composition, wherein the recycled polymer component comprises:

from 51 wt. % to 99.99 wt. % of a linear low density polyethylene, based on the total weight of the recycled polymer component;

a polyamide; and

an ethylene vinyl alcohol; and

an epoxy-functionalized ethylene copolymer in about 0.1 to 10 weight %, based on the total weight of the asphalt composition, the epoxy-functionalized ethylene copolymer having the formula E/X/Y/Z,

wherein E is the copolymer unit —(CH 2 CH 2 )— derived from ethylene;

X is the copolymer unit —(CH 2 CR 1 R 2 )—, where R 1 is hydrogen, methyl, or ethyl, and R 2 is carboalkoxy, acyloxy, or alkoxy of 1 to 10 carbon atoms, present in from 0 to about 40 weight % of the copolymer;

Y is the copolymer unit —(CH 2 CR 3 R 4 )—, where R 3 is hydrogen or methyl and R 4 is carboglycidoxy or glycidoxy present in from 0.1 to about 25 weight % of the copolymer;

Z is the copolymer unit derived from comonomers including carbon monoxide, sulfur dioxide, acrylonitrile, or other monomers, present from 0 to about 10 weight % of the copolymer.

2. The asphalt composition of claim 1 wherein the recycled polymer component comprises from 1 wt. % to 99.99 wt. % of one or more of an ethylene-based polymer, a propylene-based polymer, a polyester, a poly(vinyl chloride), a polystyrene, or the polyamide, the ethylene vinyl alcohol, an ethylene vinyl acetate, or a poly-vinyl chloride based on the total weight of the recycled polymer component.

3. The asphalt composition of claim 1 , wherein the recycled polymer component has a density of from about 0.858 grams per cubic centimeter (g/cc) to about 0.970 g/cc.

4. The asphalt composition of claim 1 , wherein the recycled polymer component has a melt index, I 2 , of less than about 20 grams per ten minutes (g/10 min) when measured according to ASTM D1238 at 190° C. and 2.16 kg load.

5. The asphalt composition of claim 1 , wherein Y is selected from the group consisting of glycidyl acrylate, glycidyl methacrylate, glycidyl butyl acrylate, glycidyl vinyl ether, and combinations of two or more of glycidyl acrylate, glycidyl methacrylate, glycidyl butyl acrylate, and glycidyl vinyl ether.

6. The asphalt composition of claim 1 , wherein the epoxy-functionalized ethylene copolymer is an ethylene vinyl acetate glycidyl methacrylate terpolymer, an ethylene n-butyl acrylate glycidyl methacrylate terpolymer or an ethylene methyl acrylate glycidyl methacrylate terpolymer.

7. The asphalt composition of claim 1 , further comprising styrene/conjugated diene copolymer.

8. The asphalt composition of claim 1 , further comprising an acid or anhydride.

9. The asphalt composition of claim 8 , comprising the acid, wherein the acid is a polyphosphoric acid.

10. The asphalt composition of claim 8 , comprising from 0.05 wt. % to 1 wt. % of the acid or anhydride, based on the total weight of the asphalt composition.

11. The asphalt composition of claim 1 , wherein:

the asphalt composition has an upper continuous grade greater than 58° C.;

the asphalt composition has an elastic recovery greater than 50%;

or both.

12. The asphalt composition of claim 1 , wherein at least one of:

the recycled polymer component further comprises at least 0.01 wt. % of contaminants based on the total weight of the recycled polymer component;

the recycled polymer component has a yellowness index that is non-zero when measured according to ASTM D6290;

or both.

13. A method of making an asphalt composition comprising:

combining an asphalt binder, a recycled polymer component, and an epoxy-functionalized ethylene copolymer, the epoxy-functionalized ethylene copolymer having the formula E/X/Y/Z, wherein:

E is the copolymer unit —(CH 2 CH 2 )— derived from ethylene;

X is the copolymer unit —(CH 2 CR 1 R 2 )—, where R 1 is hydrogen, methyl, or ethyl, and R 2 is carboalkoxy, acyloxy, or alkoxy of 1 to 10 carbon atoms, present in from 0 to about 40 weight % of the copolymer;

Y is the copolymer unit —(CH 2 CR 3 R 4 )—, where R 3 is hydrogen or methyl and R 4 is carboglycidoxy or glycidoxy present in from 0.1 to about 25 weight % of the copolymer;

Z is the copolymer unit derived from comonomers including carbon monoxide, sulfur dioxide, acrylonitrile, or other monomers, present from 0 to about 10 weight % of the copolymer; and

wherein the recycled polymer component comprises:

from 51 wt. % to 99.99 wt. % of a linear low density polyethylene, based on the total weight of the recycled polymer component;

a polyamide; and

an ethylene vinyl alcohol.

14. The asphalt composition of claim 1 , further comprising a polyphosphoric acid or anhydride.

15. The asphalt composition of claim 1 , comprising the epoxy-functionalized ethylene copolymer in about 1.0 to 10 weight %, based on the total weight of the asphalt composition.

16. The asphalt composition of claim 1 , further comprising an anhydride.

17. The asphalt composition of claim 1 , wherein the recycled polymer component has a yellowness index that is greater than 5 when measured according to ASTM D6290.

18. The asphalt composition of claim 1 , wherein the recycled polymer component is selected from linear low density polyethylene-rich post-consumer recycled resin, linear low density polyethylene-rich post-industrial recycled resin, or combinations thereof.

Assignments (7)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 22, 2021
From: GOMES, JORGE CAMINERO
To: DOW BRASIL INDÚSTRIA E COMÉRCIO DE PRODUTOS QUÍMICOS LTDA.
Reel/Frame 058180/0212 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 22, 2021
From: PERFORMANCE MATERIALS NA, INC.
To: THE DOW CHEMICAL COMPANY
Reel/Frame 058180/0649 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 22, 2021
From: DUBOIS, JR., CHARLES J.; PIMENTEL, RENATA DE OLIVEIRA
To: PERFORMANCE MATERIALS NA, INC.
Reel/Frame 058218/0796 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 22, 2021
From: SERRAT, CRISTINA; BROWN, HAYLEY A.
To: DOW GLOBAL TECHNOLOGIES LLC
Reel/Frame 058180/0029 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Nov 22, 2021
From: DOW BRASIL INDÚSTRIA E COMÉRCIO DE PRODUTOS QUÍMICOS LTDA.
To: DOW GLOBAL TECHNOLOGIES LLC
Reel/Frame 058180/0322 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 14, 2021
From: THE DOW CHEMICAL COMPANY
To: DOW GLOBAL TECHNOLOGIES LLC
Reel/Frame 057813/0928 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 14, 2021
From: PERFORMANCE MATERIALS NA, INC.
To: THE DOW CHEMICAL COMPANY
Reel/Frame 057813/0792 →