Poly(acrylated polyol) and method for making and using thereof as asphalt rubber modifiers, adhesive, fracking additives, or fracking fluids

Patent metadata

Field	Value
Publication number	US-10066051-B2
Application number	US-201514717777-A
Country	US
Kind code	B2
Filing date	May 20, 2015
Priority date	May 21, 2014
Publication date	Sep 4, 2018
Grant date	Sep 4, 2018

Abstract

The present invention relates to a thermoplastic copolymer, block copolymer, and statistical copolymer comprising plural acrylated polyol monomeric units having different degrees of acrylation of hydroxyl groups. The acrylated polyol monomeric units have an average degree of acrylation greater than 1 and less than the number of the hydroxyl groups of the polyol. The present invention also relates to a method of making the thermoplastic copolymer, block copolymer, and statistical copolymer, and using them in various applications, such as asphalt rubber modifiers, adhesives, or an additive in a fracking fluid for oil fracking.

First claim

What is claimed:

1. A thermoplastic copolymer comprising plural acrylated polyol monomeric units having different degrees of acrylation of hydroxyl groups, wherein the acrylated polyol monomeric units have an average degree of acrylation greater than 1 and less than the number of the hydroxyl groups of the polyol, and wherein the polymer chain of the thermoplastic copolymer is based on polymerization of radically polymerizable acrylic (O═C—C═C) moieties.

2. The thermoplastic copolymer of claim 1 , wherein the thermoplastic copolymer has a linear or branched-chain structure.

3. The thermoplastic copolymer of claim 1 , wherein the thermoplastic copolymer has a molecular weight of at least 1 KDa.

4. The thermoplastic copolymer of claim 1 , wherein the thermoplastic copolymer has a molecular weight ranging from 50 KDa to 10 MDa.

5. The thermoplastic copolymer of claim 1 , wherein the thermoplastic copolymer has a transition temperature (T g ) below 0° C.

6. The thermoplastic copolymer of claim 1 , wherein the thermoplastic copolymer has a T g ranging from −60° C. to −15° C.

7. The thermoplastic copolymer of claim 1 , wherein the polyol is selected from the group consisting of ethylene glycol, propylene glycol, dipropylene glycol, 1,2,4-butanetriol, 1,7-heptanediol, glycerol, panaxatriol, panaxytriol, balsaminol B, momordol, erythritol, enterodiol, xylitol, miglitol, sorbitol, mannitol, galactitol, isomalt, maltitol, aldohexose, aldopentose, aldotetrose, aldotriose, aldose, allose, altrose, arabinose, amylopectin, amylose, dextrose, erythrose, fructose, galactose, glucose, gulose, hexose, idose, ketohexose, ketose, lactose, lyxose, maltose, mannose, pentose, ribose, saccharose, sucrose, talose, tetrose, triose, xylose, amylopectin, and stereoisomers thereof.

8. The thermoplastic copolymer of claim 1 , wherein the polyol is glycerol.

9. The thermoplastic copolymer of claim 8 , wherein the average degree of acrylation ranges from 1.001 to 2.9.

10. The thermoplastic copolymer of claim 8 , wherein the average degree of acrylation ranges from 1.001 to 1.25.

11. The thermoplastic copolymer of claim 1 , wherein the polyol is sorbitol.

12. The thermoplastic copolymer of claim 11 , wherein the average degree of acrylation ranges from 1.001 to 3.

13. The thermoplastic copolymer of claim 1 , wherein the polyol is dextrose.

14. The thermoplastic copolymer of claim 13 , wherein the average degree of acrylation ranges from 1.001 to 3.

15. The thermoplastic copolymer of claim 1 , wherein one or more acrylated polyol monomeric units contain one or more alkoxy groups derived from esterification of the un-acrylated hydroxy groups.

16. The thermoplastic copolymer of claim 15 , wherein one or more acrylated polyol monomeric units contain one or more methoxy or ethoxy groups.

17. An asphalt binder composition comprising:
the thermoplastic copolymer of claim 1 ; and
a crumb rubber.

18. An adhesive or sealant composition comprising:
the thermoplastic copolymer of claim 1 ; and
a tackifier, and/or a plasticizer, and/or a solvent.

19. A tire composition comprising:
the thermoplastic copolymer of claim 1 ; and
a rubber compound.

20. A fracking fluid composition comprising:
water;
sand;
the thermoplastic copolymer of claim 1 as a chemical additive; and
optionally a thermoplastic polymer block added to confer a desired fluid property to the thermoplastic copolymer, thermoplastic statistical copolymer, or thermoplastic block copolymer.

21. An asphalt composition comprising:
i) an asphalt component;
ii) a crumb rubber having a weight percentage in the range of 1% to 15%; and
iii) the thermoplastic copolymer of claim 1 as an asphalt additive, modifier, and/or filler having a weight percentage in the range of 0.01% to 1.05%.

22. The asphalt composition of claim 21 , wherein the crumb rubber is a ground tire rubber.

23. The asphalt composition of claim 22 , wherein the ground tire rubber comprises particles capable of passing a 30 mesh screen.

24. The asphalt composition of claim 21 , wherein the weight concentration of the thermoplastic copolymer relative to the weight of the crumb rubber has a range of 2.5% to 6.5%.

25. The asphalt composition of claim 21 , wherein the polyol is glycerol and the average degree of acrylation ranges from 1.001 to 1.25, the thermoplastic copolymer has a molecular weight ranging from 50 KDa to 200 KDa, and the weight concentration of the thermoplastic copolymer relative to the weight of the crumb rubber is 4.5%.

26. The asphalt composition of claim 25 , wherein said asphalt composition has one or more of the following properties: a high temperature grade higher than 78° C., a low temperature grade no higher than −29° C., a grade range higher than 107° C., a minimum mixing temperature lower than 171° C., and a minimum compaction temperature lower than 161° C.

27. The asphalt composition of claim 21 , wherein the polyol is glycerol and the average degree of acrylation ranges from 1.001 to 1.25, the thermoplastic copolymer has a molecular weight ranging from 50 KDa to 200 KDa, and the weight concentration of the thermoplastic copolymer relative to the weight of the crumb rubber is 6.5%.

28. The asphalt composition of claim 27 , wherein said asphalt composition has one or more of the following properties: a high temperature grade higher than 82° C., a low temperature grade no higher than −28.5° C., a grade range higher than 110° C., a minimum mixing temperature lower than 179° C., and a minimum compaction temperature lower than 168° C.

29. The asphalt composition of claim 21 , wherein said asphalt composition is stable and homogenous for at least 3 days under a temperature of 130° C. to 180° C.

30. A method for preparing a homogeneous asphalt composition, comprising:
mixing the thermoplastic copolymer of claim 1 as an asphalt additive, modifier, and/or filler, with a weight percentage in the range of 0.01% to 1.05%, into an asphalt composition comprising i) an asphalt component, and ii) a crumb rubber having a weight percentage in the range of 1% to 15%, to form a homogeneous asphalt composition.

31. The method of claim 30 , wherein the crumb rubber is a ground tire rubber.

32. The method of claim 31 , wherein the ground tire rubber comprises particles capable of passing a 30 mesh screen.

33. The method of claim 30 , wherein the weight concentration of the thermoplastic copolymer-relative to the weight of the crumb rubber ranges from 2.5% to 6.5%.

34. The method of claim 30 , wherein the polyol is glycerol and the average degree of acrylation ranges from 1.001 to about 1.25, the thermoplastic copolymer has a molecular weight ranging from 50 KDa to 200 KDa, and the weight concentration of the thermoplastic copolymer relative to the weight of the crumb rubber is 4.5%.

35. The method of claim 30 , wherein the polyol is glycerol and the average degree of acrylation ranges from 1.001 to about 1.25, the thermoplastic copolymer has a molecular weight ranging from 50 KDa to 200 KDa, and the weight concentration of the thermoplastic copolymer relative to the weight of the crumb rubber is 6.5%.

36. The method of claim 30 , wherein said mixing is carried out at a temperature of 130° C. to 180° C.

Assignees

• Univ Iowa State Res Found Inc

Inventors

• Cochran Eric W
• Williams R Christopher
• Hernandez Nacu
• Ferreira Peralta Elvira Joana
• Forrester Michael John

Classifications

• C08F122/1006 Primary

  of polyhydric alcohols or polyhydric phenols, e.g. ethylene glycol dimethacrylate · 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

• C08F2438/03

  Use of a di- or tri-thiocarbonylthio compound, e.g. di- or tri-thioester, di- or tri-thiocarbamate, or a xanthate as chain transfer agent, e.g . Reversible Addition Fragmentation chain Transfer [RAFT] or Macromolecular Design via Interchange of Xanthates [MADIX] · CPC title

• C08L2205/03

  containing three or more polymers in a blend · CPC title

• C08L95/00

  Compositions of bituminous materials, e.g. asphalt, tar, pitch · CPC title