IP Library Granted Patent US 7,396,803
Granted Patent B2
US 7,396,803 · App. 10/830,429 · Granted Jul 8, 2008

Low foaming, lubricating, water based emulsions

Assignee: Croda Uniqema, Inc.
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Quick Facts
Patent No.
US 7,396,803
App. No.
10/830,429
Granted
Jul 8, 2008
Kind
B2
Abstract

Mixtures of water immiscible components and water dispersible components, in combination with an optional coemulsifier and an optional coupling agent, provide synthetic (water based) emulsions that have enhanced lubricity, provide excellent cooling characteristics, are low foaming and biostable and can be made effectively transparent.

Claims (75)

1. A composition comprising:

(A) at least one water immiscible component selected from the group consisting of polyhydroxystearic acid, a polyhydroxyoleic acid, substantially fully esterified C 1 to C 9 alkyl esters of trimer acid, and mixtures thereof;

(B) at least one water dispersible esterified trimer acid, wherein the water dispersible esterified trimer acid is the esterification product of:

(1) an acid component comprising at least one member of the group consisting of trimer acid, hydrogenated trimer acid, and mixtures thereof; and

(2) an alcohol component comprising:

(i) at least one straight chain or branched saturated monohydric alcohol having from about 1 to about 24 carbon atoms; and

(ii) at least one alkoxy poly(alkylene)glycol having one terminal hydroxyl group etherified with a C 1 to C 4 aliphatic monohydric alcohol and which is alkoxylated with from 2 to 25 moles of a C 2 to C 5 alkylene oxide; and

(C) a co-emulsifier selected from the group consisting of straight chain or branched organic acids having between 8 and 20 carbon atoms and mixtures thereof, wherein the total amount of co-emulsifier is from 0 to about 50 weight percent of the total amount of (A), (B) and (C);

wherein the weight ratio of the total of (A) to the combined total amount of (B) plus (C) is between about 3:1 and about 1:7 and the composition is capable of forming a synthetic system having a pH of greater than about 7.5 when added to water.

2. The composition of claim 1 wherein the weight ratio of the total amount of (A) to the combined total amount of (B) plus (C) is between about 3:1 and about 1:3.

3. The composition of claim 2 wherein the weight ratio of the total amount of (A) to the combined total amount of (B) plus (C) is about 3:1 to 2:3.

4. The composition of claim 1 wherein the total amount of (A) is greater than or equal to the total weight amount of (B) and (C).

5. The composition of claim 2 wherein the total amount of (A) is between about 45 and about 55 weight percent.

6. The composition of claim 2 wherein (A) is selected from the group consisting of methyl trimerate, 2-ethylhexyl trimerate, ethyl trimerate, isopropyl trimerate, butyl trimerate and octyl trimerate.

7. The composition of claim 3 wherein (A) is 2-ethylhexyl trimerate.

8. The composition of claim 2 wherein (i) the acid component of (B) is trimer acid; (ii) the at least one straight chain or branched saturated monohydric alcohol of (B) has 3 to 14 carbon atoms; and (iii) the at least one alkoxy poly(alkylene)glycol of (B) is alkoxylated with from 6 to 12 moles of a 02 to C 3 alkylene oxide.

9. The composition of claim 2 wherein when (C) is present, it is present in a weight amount of at least about 10 weight percent and less than about 35 weight percent of the weight amount of (A), (B) and (C).

10. The composition of claim 9 wherein (C) is an organic acid having between 14 and 18 carbon atoms.

11. The composition of claim 1 wherein: (i) at least one water immiscible component of (A) is selected from the group consisting of methyl trimerate, 2-ethylhexyl trimerate, ethyl trimerate, isopropyl trimerate, butyl trimerate and octyl trimerate; (ii) the acid component of (B) is trimer acid; (iii) the at least one straight chain or branched saturated monohydric alcohol of (B) has 3 to 14 carbon atoms; (iv) the at least one alkoxy poly(alkylene)glycol of (B) is alkoxylated with from 6 to 12 moles of a C 2 alkylene oxide; and (v) when the co-emulsifier is present, it is present in a weight amount of at least about 10 weight percent and less than about 35 weight percent of the weight amount of (A), (B) and (C).

12. The composition of claim 11 wherein the weight ratio of the total amount of (A) to the combined total amount of (B) plus (C) is between about 3:1 and about 1:3, and when the co-emulsifier is present, it is an organic acid having between 14 and 18 carbon atoms.

13. The composition of claim 12 wherein: (i) the total amount of (A) is greater than or about equal to the combined total amount of (B) and (C).

14. The composition of claim 2 wherein (C) is present at 0 weight percent and the synthetic system further comprises (D) an alkoxylate coupling agent selected from the group consisting of glycols, polyglycols, polyalkylene glycols, alkyl alkoxylates obtained from C 4 to C 15 alcohols, and mixtures thereof, wherein the total amount of alkoxylate coupling agent is from 5 to about 20 weight percent of the total amount of (A), (B) and (D).

15. The composition of claim 14 wherein the alkoxylated coupling agent (D) is selected from the group consisting of alkyl alkoxylates and is present from about 10 to about 15 weight percent of the total amount of (A), (B) and (D).

16. A composition comprising:

(A) at least one water immiscible component selected from the group consisting of substantially fully esterified C 1 to C 9 alkyl esters of trimer acid, and mixtures thereof;

(B) at least one water dispersible esterified trimer acid that is the esterification product of:

(1) an acid component comprising at least one member of the group consisting of trimer acid, hydrogenated trimer acid, and mixtures thereof; and

(2) an alcohol component comprising:

(i) at least one straight chain or branched saturated monohydric alcohol having from about 1 to about 24 carbon atoms; and

(ii) at least one alkoxy poly(alkylene)glycol having one terminal hydroxyl group etherified with a C 1 to C 4 aliphatic monohydric alcohol and which is alkoxylated with from 2 to 25 moles of C 2 to C 3 alkylene oxide;

(C) optionally at least one co-emulsifier selected from the group consisting of straight chain or branched organic acids having between 8 and 20 carbon atoms, and mixtures thereof, wherein the total amount of co-emulsifier, when present, is less than about 50 weight percent of the total weight of (A), (B) and (C); and

(D) at least one alkoxylate coupling agent selected from the group consisting of glycols, polyglycols, polyalkylene glycols, alkyl alkoxylates obtained from C 4 to C 15 alcohols, and mixtures thereof, wherein (D) is present from 5 to about 20 weight percent of the weight of (A), (B), (C) and (D);

wherein the weight ratio of the total amount of (A) to the total amount of (B) and (C) is between about 3:1 and about 1:3 and the composition is capable of forming a synthetic system having a pH of greater than about 7.5 when added to water.

17. The composition of claim 16 wherein the total amount (A) is greater than or equal to the combined total amount of (B) and (C) and wherein (C) is present at 0 weight percent.

18. The composition of claim 17 wherein (i) the total number of (A) is about equal to or greater than the combined total amount of (B) plus (C); and (ii) the at least one alkoxylate coupling agent is present from about 10 to about 15 weight percent of the total amount of (A), (B) and (D).

19. The composition of claim 17 wherein: (i) the acid component of (B) is trimer acid; (ii) the at least one straight chain or branched saturated monohydric alcohol of (B) has 3 to 14 carbon atoms; (iii) the at least one alkoxy poly(alkylene)glycol of (B) is alkoxylated with from 6 to 12 moles of a C 2 alkylene oxide; (iv) the at least one alkoxylate coupling agent (D) is selected from the group consisting of polyalkylene glycols, and alkyl alkoxylates obtained from C 4 to C 15 alcohols and mixtures thereof.

20. The composition of claim 19 wherein the at least one water immiscible component (A) is selected from the group consisting of methyl trimerate, 2 ethylhexyl trimerate, ethyl trimerate, isopropyl trimerate, butyl trimerate, octyl trimerate and mixtures thereof.

21. The composition of claim 20 wherein the alkoxylate coupling agent (D) is selected from the group consisting of alkyl alkoxylates.

22. The composition of claim 20 wherein the at least one water immiscible component of (A) is 2-ethylhexyl trimerate.

23. A composition capable of forming a water based emulsion when added to water, comprising: (A) a 2-ethylhexyl ester of trimer acid; (B) a methyl end-capped polyethylene glycol-2-ethylhexyl trimerate wherein the molecular weight of the polyethylene glycol is about 350 and mixtures thereof; (D) a butanol initiated polypropylene glycol coupling agent; and triethanolamine wherein the coupling agent (D) is about 10 to about 15 weight percent of the weight of (A), (B) and (D), and the triethanolamine is present in an amount to obtain a pH of at least 8 for the water based emulsion.

24. A method of working metal, comprising contacting the metal with an emulsion, comprising a composition of claim 1 .

25. A water based hydraulic liquid, comprising an emulsion formed from the composition of claim 1 .

26. An emulsion comprising a composition of claim 1 and water.

27. A composition comprising:

(A) at least one water immiscible component selected from the group consisting of polyhydroxystearic acid, a polyhydroxyoleic acid, substantially fully esterified C 1 to C 9 alkyl esters of trimer acid, and mixtures thereof:

(B) at least one water dispersible esterified trimer acid, wherein the water dispersible esterified trimer acid is the esterification product of:

(1) an acid component comprising at least one member of the group consisting of trimer acid, hydrogenated trimer acid and mixtures thereof; and

(2) an alcohol component comprising:

(i) at least one straight chain or branched saturated monohydric alcohol having from about 1 to about 24 carbon atoms; and

(ii) at least one alkoxy poly(alkylene)glycol having one terminal hydroxyl group etherified with a C 1 to C 4 aliphatic monohydric alcohol and which is alkoxylated with from 2 to 25 moles of a C 2 to C 5 alkylene oxide; and

(C) a co-emulsifier selected from the group consisting of straight chain or branched organic acids having between 8 and 20 carbon atoms and mixtures thereof, wherein the total amount of co-emulsifier is from 0 to about 50 weight percent of the total amount of (A), (B) and (C);

wherein the weight ratio of the total of (A) to the combined amount of (B) plus (C) is between about 3:1 and about 1:7;

said composition further comprising at least about 6 weight percent of a neutralizing agent based on the total amount of (A), (B) and (C);

and wherein said composition is capable of forming a synthetic system having a pH of greater than about 7.5 when added to water.

28. A composition comprising:

(A) at least one water immiscible component selected from the group consisting of substantially fully esterified C 1 to C 9 alkyl esters of trimer acid, and mixtures thereof:

(B) at least one water dispersible esterified trimer acid that is the esterification product of:

(1) an acid component comprising at least one member of the group consisting of trimer acid, hydrogenated trimer acid and mixtures thereof; and

(2) an alcohol component comprising:

(i) at least one straight chain or branched saturated monohydric alcohol having from about 1 to about 24 carbon atoms; and

(ii) at least one alkoxy poly(alkylene)glycol having one terminal hydroxyl group etherified with a C 1 to C 4 aliphatic monohydric alcohol and which is alkoxylated with from 2 to 25 moles of a C 2 to C 3 alkylene oxide;

(C) optionally at least one co-emulsifier selected from the group consisting of straight chain or branched organic acids having between 8 and 20 carbon atoms, and mixtures thereof, wherein the total amount of co-emulsifier, when present, is less than about 50 weight percent of the total weight of (A), (B) and (C); and

(D) at least one alkoxylate coupling agent selected from the group consisting of glycols, polyglycols, polyalkylene glycols, alkyl alkoxylates obtained from C 4 to C 15 alcohols, and mixtures thereof, wherein (D) is present from 5 to about 20 weight percent of the weight of (A), (B), (C) and (D);

wherein the weight ratio of the total of (A) to the combined amount of (B) plus (C) is between about 3:1 and about 1:3;

said composition further comprising at least about 6 weight percent of a neutralizing agent based on the total amount of (A), (B), (C) and (D);

and wherein said composition is capable of forming a synthetic system having a pH of greater than about 8.0 when added to water.

29. A composition according to claim 27 wherein the neutralizing agent is an alkanolamine.

30. A composition according to claim 28 wherein the neutralizing agent is an alkanolamine.

31. A composition capable of forming a water based emulsion when added to water, comprising:

(A) a 2-ethylhexyl ester of trimer acid;

(B) a methyl end-capped polyethylene glycol-2-ethylhexyl trimerate wherein the molecular weight of the polypropylene glycol is about 350 and mixtures thereof;

(D) a butanol initiated polypropylene glycol coupling agent; and

(E) triethanolamine;

wherein (D) is about 10-15 wt % of the total amount of (A), (B) and (D); and

wherein (E) is at least about 6 wt % of the total amount of (A), (B) and (D).

Assignments (6)
CHANGE OF NAME Recorded May 21, 2013
From: UNIQEMA AMERICAS LLC
To: CRODA AMERICAS LLC
Reel/Frame 030462/0911 →
CHANGE OF NAME Recorded Apr 6, 2010
From: CRODA UNIQEMA INC.
To: CRODA UNIQEMA LLC
Reel/Frame 035977/0051 →
CHANGE OF NAME Recorded Apr 6, 2010
From: CRODA UNIQEMA LLC
To: UNIQEMA AMERICAS LLC
Reel/Frame 024202/0142 →
CHANGE OF NAME Recorded Oct 10, 2007
From: ICI UNIQEMA, INC
To: CRODA UNIQEMA, INC.
Reel/Frame 019965/0156 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 10, 2007
From: ICI AMERICAS INC.
To: ICI UNIQEMA, INC.
Reel/Frame 019966/0937 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 14, 2004
From: BINGEMAN, RONALD E.
To: ICI AMERICAS, INC.
Reel/Frame 016076/0252 →
Continuity (2)
Provisional Application 6046513700 · Apr 24, 2003
Related Publication 20050037933A1 · Feb 17, 2005