Functionalized polyamines for clay mitigation

Patent metadata

Field	Value
Publication number	US-9950953-B2
Application number	US-201214378158-A
Country	US
Kind code	B2
Filing date	May 11, 2012
Priority date	Feb 22, 2012
Publication date	Apr 24, 2018
Grant date	Apr 24, 2018

Abstract

The present invention provides methods and compositions for treating clay-bearing aggregates, particularly those used for construction purposes, whereby inclusion of fines is maximized due to minimization of clay washing which tends to remove such fines, and whereby performance of the aggregate-containing construction material is enhanced. Exemplary methods comprise introducing to clay a water-soluble, functionalized polyamine comprising a water-soluble polyamine formed by reacting an amine compound with an epoxy compound, the polyamine thus reacted being functionalized through the use of certain halide, sulfate, or epoxy compounds.

First claim

It is claimed:

1. A method for mitigating the effects of clay in aggregates, comprising:
introducing to clay contained in a plurality of aggregates, in an amount of 2% to 25% by weight based on dry weight of the clay contained in said aggregates, a water-soluble functionalized polyamine comprising a water-soluble polyamine formed by reacting at least one of the amine compounds represented by the structural formulae (A) through (C) below with an epoxy compound represented by the structural formula (D) below:

wherein R1 to R12 each independently represent hydrogen or a C 1 to C 3 alkyl group; “m” and “n” each independently represent an integer of 1 to 6; “X” represents chlorine; and the molar ratio of hydrogen bonded to nitrogen of said amine compound to the epoxy group of said epoxy compound is from 50:50 to 75:25;
wherein said water-soluble polyamine is functionalized with 3-chloro-2-hydroxypropyl trimethyl-ammonium chloride as a functionalizing agent; and
wherein the dry weight ratio of said polyamine to said functionalizing agent is from 99.5:0.5 to 75:25.

2. The method of claim 1 wherein said aggregates are selected from mortar aggregates, concrete aggregates, asphalt aggregates, and road base aggregates.

3. The method of claim 1 wherein said water-soluble functionalized polyamine is introduced to clay contained in a plurality of aggregates in an amount of 1% to 50% by weight based on dry weight of the clay contained in said aggregates.

4. The method of claim 1 wherein said amine compound is represented by structural formula (A) and comprises an ammonia, methylamine, ethylamine, propylamine, dimethylamine, diethylamine, dipropylamine, methyl ethyl amine, methyl propyl amine, ethyl propyl amine, or mixture thereof.

5. The method of claim 4 wherein said amine compound is dimethylamine.

6. The method of claim 1 wherein said amine compound is represented by structural formula (B) and comprises ethylene diamine, 1,3-propylene diamine, 1,4-butylene diamine, 1,5-pentamethylene diamine, 1,6-hexamethylene diamine, or mixture thereof.

7. The method of claim 6 wherein said amine compound comprises ethylene diamine, hexamethylene diamine, or mixture thereof.

8. The method of claim 1 wherein said amine compound is represented by structural formula (C) and comprises diethylene triamine, triethylene tetramine, tetraethylene pentamine, or mixture thereof.

9. The method of claim 8 wherein said amine compound is tetraethylene pentamine.

10. The method of claim 1 wherein said amine compound is a mixture of dimethylamine and ethylene diamine in the molar ratio of 99.9:0.1 to 90:10.

11. The method of claim 1 wherein said amine compound is a mixture of dimethylamine and tetraethylene pentamine in the molar ratio of 99.9:0.1 to 92:8.

12. The method of claim 1 wherein said weight ratio of said polyamine to said functionalizing agent is from 99:1 to 85:15.

13. The method of claim 12 wherein said weight ratio of said water-soluble polyamine to said functionalizing agent is from 99:1 to 90:10.

14. The method of claim 1 wherein said water-soluble functionalized polyamine has a Brookfield viscosity of 2 to 500 centipoise at 50 wt % aqueous solution as measured at 60 rpm and 25° C. with a Brookfield Viscometer model DV-II+, spindle LV-1.

15. An aggregate composition provided by the method of claim 1 .

16. An aggregate composition comprising:
a plurality of clay-bearing aggregates selected from the group of natural and/or manufactured sand, crushed stone, crushed gravel, crushed rock, crushed shale, or mixtures thereof; and, in an amount of 2% to 25% by weight based on dry weight of the clay contained in said aggregates,
a water-soluble functionalized polyamine comprising a water-soluble polyamine formed by reacting at least one of the amine compounds represented by the structural formulae (A) through (C) below with an epoxy compound represented by the structural formula (D) below:

wherein R1 to R12 each independently represents hydrogen or a Cl to C3 alkyl group; “m” and “n” each independently represent an integer of 1 to 6; “X” represents chlorine; and the molar ratio of hydrogen bonded to nitrogen of said amine compound to the epoxy group of said epoxy compound is from 50:50 to 75:25;
wherein said water-soluble polyamine is functionalized using 3-chloro-2-hydroxypropyl trimethylammonium chloride as a functionalizing agent; and
wherein the dry weight ratio of said polyamine to said functionalizing agent is from 99:1 to 75:25.

17. Method for modifying a hydratable cementitious composition comprising: combining a hydratabe coment with said aggregate composition of claim 16 .

18. A method for modifying a hydratable cementitious composition containing clay-bearing aggregates, comprising: introducing to clay-bearing aggregates an admixture composition comprising:
at least one chemical admixture selected from the group of water reducing agents, set retarders, set accelerators, defoamers, air entraining agents, surface active agents, and mixtures thereof; and
a water-soluble functionalized polyamine comprising a water-soluble polyamine formed by reacting at least one of the amine compounds represented by the structural formulae (A) through (C) below with an epoxy compound represented by the structural formula (D) below:

wherein R1 to R12 each independently represent hydrogen or a C 1 to C 3 alkyl group; “m” and “n” each independently represent an integer of 1 to 6; “X” represents chlorine; and the molar ratio of hydrogen bonded to nitrogen of said amine compound to the epoxy group of said epoxy compound is from 50:50 to 75:25;
wherein said water-soluble polyamine is functionalized using 3-chloro-2-hydroxypropyl trimethylammonium chloride as a functionalizing agent; “X” represents a chlorine; and
wherein the dry weight ratio of said polyamine to said functionalizing agent is from 99:1 to 85:15.

19. A method for mitigating the effects of clay in aggregates, comprising:
introducing to clay contained in a plurality of aggregates, in an amount of 2% to 25% by weight based on dry weight of the clay contained in said aggregates, a water-soluble functionalized polyamine comprising a water-soluble polyamine formed by reacting at least one of the amine compounds represented by the structural formulae (A) through (C) below with an epoxy compound represented by the structural formula (D) below:

wherein R1 to R12 each independently represent hydrogen or a C 1 to C 3 alkyl group; “m” and “n” each independently represent an integer of 1 to 6; “X” represents chlorine; and the molar ratio of hydrogen bonded to nitrogen of said amine compound to the epoxy group of said epoxy compound is from 50:50 to 75:25;
wherein said water-soluble polyamine is functionalized with the following compound represented by the structural formula (H):

wherein R14 to R16 each independently represent an aliphatic or aromatic, saturated or unsaturated, C 1 to C 16 alkyl group; R17 represents a hydrogen, C 1 t

Assignees

• Kuo Lawrence L
• Favero Cedrick
• Roux Christophe
• Tregger Nathan A
• Gcp Applied Tech Inc
• Snf Sas

Inventors

• Kuo Lawrence L
• Favero Cedrick
• Roux Christophe
• Tregger Nathan A

Classifications

• C04B20/023

  Chemical treatment · CPC title

• C08G73/022

  from polyamines and epihalohydrins · CPC title

• C04B2103/40

  Surface-active agents, dispersants · CPC title

• C04B14/10

  Clay {(sepiolite C04B14/042; grog C04B18/025)} · CPC title

• C09K8/467

  containing additives for specific purposes · CPC title