IP Library Granted Patent US 8,187,376
Granted Patent B2
US 8,187,376 · App. 12/786,881 · Granted May 29, 2012

Defoamers for hydratable cementitious compositions

View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 8,187,376
App. No.
12/786,881
Granted
May 29, 2012
Kind
B2
Abstract

The present invention discloses additive compositions, cementitious compositions, and methods for controlling air in cementitious compositions, wherein a polyalkoxylated polyalkylene polyamine defoamer is deployed in combination with one or more air-entraining agents, such as higher alkanolamines, water-reducing agents including oxyalkylene-containing superplasticizers, or other air entraining agents.

Claims (28)

1. A composition for controlling air in hydratable cementitious compositions, comprising:

(A) at least one agent operative to entrain air in a hydratable cementitious composition, said at least one agent comprising a higher trialkanolamine, a lignosulfonate, a naphthalene sulfonate, a melamine sulfonate, an oxyalkylene-containing superplasticizer, an oxyalkylene-containing shrinkage reducing agent, or mixture thereof;

(B) a polyalkoxylated polyalkylene polyamine defoamer formed by alkoxylating a polyalkylene polyamine with ethylene oxide, propylene oxide, or mixture thereof, wherein the amount of ethylene oxide groups is in the range of 0%-40% based on total weight of polyethers, and the amount of polypropylene oxide groups is in the range of 60%-100% based on total weight of polyethers, the molar ration of propylene oxide to ethylene oxide being greater than 1, said polyalkoxylated polyalkylene polyamine defoamer having a structure represented by formula (1)

or salt thereof, or combination of said defoamer and salt thereof, wherein each of R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , and R 7 independently represents a hydrogen, C 1 -C 4 alkyl group, —CH 2 —OH, or -(AO) x —R 8 ; and wherein at least one of said R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , and R 7 is -(AO x )—R 8 ; and wherein AO represents propylene oxide (“PO”) or a mixture of PO and ethylene oxide (“EO”) wherein the molar ratio of PO to EO is at least 100:0 to 100:90; “x” represents an integer of 4 to 100; and R 8 represents hydrogen or an alkyl group; “n” represents an integer of 0 to 100; and

wherein, if “n” is 0 then the amount of EO is less than 10% by weight based on total weight of said polyalkoxylated polyalkylene polyamine defoamer; and

(C) The ratio of component A to component B is in the range of 5 to 100 by dry weight.

2. The composition of claim 1 wherein said polyalkylene polyamine is selected from the group consisting of ethylene diamine, diethylene triamine, triethylene tetramine, tetraethylene pentamine, pentaethylene hexamine, propylene diamine, dipropylene triamine, tripropylene tetramine, tetrapropylene pentamine, pentapropylene hexamine, N,N-dimethylethylene diamine, N,N′-dimethylethylene diamine, N,N-dimethylpropylene diamine, N,N′-dimethylpropylene diamine, N,N-diethylethylene diamine, N,N′-diethylethylene diamine, N,N-diethylpropylene diamine, N,N′-diethylpropylene diamine.

3. The composition of claim 1 wherein said polyalkylene polyamine is ethylene diamine, diethylene triamine, triethylene tetramine, or mixture thereof.

4. The composition of claim 1 wherein said polyalkylene polyamine is diethylene triamine.

5. The composition of claim 1 wherein “x” is an integer of 20 to 80.

6. The composition of claim 1 wherein “x” is an integer of 35 to 60.

7. The composition of claim 1 wherein said polyalkoxylated polyalkylene polyamine defoamer of component B has a number-average molecular weight of 500-7,000.

8. The composition of claim 1 wherein said polyalkoxylated polyalkylene polyamine defoamer of component B has a number-average molecular weight of 1,000-5,000.

9. The composition of claim 1 wherein said polyalkoxylated polyalkylene polyamine defoamer of component B has a number-average molecular weight of 2,000-3,500.

10. The composition of claim 1 wherein the ratio of component A to component B is in the range of 14 to 70 by percentage weight based on total weight of said composition for controlling air.

11. The composition of claim 1 wherein the ratio of component A to component B is in the range of 20 to 50 by percentage weight based on total weight of said composition for controlling air.

12. The composition of claim 1 wherein said polyalkoxylated polyalkylene polyamine is neutralized with an acid.

13. The composition of claim 12 wherein said acid is selected from formic acid, acetic acid, propionic acid, hydrochloric acid, nitric acid, sulfuric acid, or a mixture thereof.

14. The composition of claim 12 wherein said acid is formic acid or acetic acid.

15. The composition of claim 12 wherein said acid is an oxyalkylene-containing superplasticizer.

16. A cement compostion comprising a hydratable cementitious binder and the composition of claim 1 .

17. A polypropoxylated composition for controlling air in hydratable cementitious compositions, comprising:

(A) at least one agent operative to entrain air in a hydratable cementitious composition, said at least one agent comprising a higher trialkanolamine, a lignosulfonate, a naphthalene sulfonate, a melamine sulfonate, an oxyalkylene-containing superplasticizer, an oxyalkylene-containing shrinkage reducing agent, or mixture thereof;

(B) a polypropoxylated polyalkylene polyamine defoamer comprising ethylene oxide, propylene oxide, or mixture thereof, wherein the amount of ethylene oxide groups is in the range of 0%-40% based on total weight of polyethers, and the amount of polypropylene oxide groups is in the range of 60%-100% based on total weight of polyethers, the molar ratio of propylene oxide to ethylene oxide being greater than 1, said polypropoxylated polyalkylene polyamine defoamer having a structure represented by Formula (1)

or salt thereof, or combination of said defoamer and salt thereof, wherein each of R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , and R 7 independently represents a hydrogen, C 1 -C 4 alkyl group, —CH 2 —OH, or -(AO) x —R 8 ; and wherein at least one of said R 1 , R 2 , R 3 , R 4, R 5 , R 6 , and R 7 is -(AO) x —R 8 ; and wherein AO represents propylene oxide (“PO”) or a mixture of PO and ethylene oxide (“EO”) wherein the molar ratio of PO to EO is at least 100:0 to 100:90; “x” represents an integer of 4 to 100; and R 8 represents hydrogen or an alkyl group;

“n” represents an integer of 0 to 100; and

wherein, if “n” is 0 then the amount of EO is less than 10% by weight based on total weight of said polypropoxylated polyalkylene polyamine defoamer; and

(C) The ratio of component A to component B is in the range of 5 to 100 by dry weight.

Assignments (8)
RELEASE OF SECURITY INTEREST Recorded Sep 27, 2022
From: DEUTSCHE BANK AG NEW YORK BRANCH, AS COLLATERAL AGENT
To: DE NEEF CONSTRUCTION CHEMICALS (US) INC.; VERIFI LLC; GCP APPLIED TECHNOLOGIES INC.
Reel/Frame 061553/0521 →
RELEASE OF SECURITY AGREEMENT RECORDED AT REEL/FRAME NO.: 032159/0384 Recorded Apr 3, 2018
From: GOLDMAN SACHS BANK USA, AS THE COLLATERAL AGENT
To: W.R. GRACE & CO.-CONN.
Reel/Frame 045832/0887 →
CORRECTIVE ASSIGNMENT TO CORRECT THE APPLICATION NUMBER 13353676 PREVIOUSLY RECORDED ON REEL 037701 FRAME 0396. ASSIGNOR(S) HEREBY CONFIRMS THE ASSIGNMENT. Recorded Mar 17, 2016
From: W. R. GRACE & CO.-CONN.
To: GCP APPLIED TECHNOLOGIES INC.
Reel/Frame 038289/0821 →
SECURITY INTEREST Recorded Mar 7, 2016
From: GCP APPLIED TECHNOLOGIES INC.
To: DEUTSCHE BANK AG NEW YORK BRANCH, AS COLLATERAL AGENT
Reel/Frame 038012/0407 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 5, 2016
From: W. R. GRACE & CO.-CONN.
To: GCP APPLIED TECHNOLOGIES INC.
Reel/Frame 037701/0396 →
RELEASE OF SECURITY INTEREST Recorded Feb 2, 2016
From: GOLDMAN SACHS BANK USA
To: W. R. GRACE & CO.-CONN.
Reel/Frame 037681/0323 →
SECURITY AGREEMENT Recorded Feb 4, 2014
From: W.R. GRACE & CO.-CONN.
To: GOLDMAN SACHS BANK USA, AS THE COLLATERAL AGENT
Reel/Frame 032159/0384 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 3, 2010
From: KUO, LAWRENCE L.
To: W. R. GRACE & CO.-CONN.
Reel/Frame 024935/0683 →