IP Library Granted Patent US 8,232,235
Granted Patent B2
US 8,232,235 · App. 12/557,610 · Granted Jul 31, 2012

Ternary azeotropes containing 1,1,1,2,2,3,4,5,5,5-decafluoro-3-methoxy-4-(trifluoromethyl)-pentane 5 and compositions made therefrom

Assignee: 3M Innovative Properties Company
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Quick Facts
Patent No.
US 8,232,235
App. No.
12/557,610
Granted
Jul 31, 2012
Kind
B2
Abstract

Compositions are provided that include blends that consist essentially of 1,1,1,2,2,3,4,5,5,5-decafluoro-3-methoxy-4-(trifluoromethyl)pentane, trans-1,2-dichloroethylene, and a third component. The third component is selected from methanol, ethanol, isopropanol, t-butanol, and 1-propanol. The blends form ternary azeotropes. Provided compositions can be useful for cleaning electronic parts, as coating solvent components, as heat transfer fluids, and as lubricants.

Claims (46)

1. A composition comprising a blend of 1,1,1,2,2,3,4,5,5,5-decafluoro-3-methoxy-4-(trifluoromethyl)pentane, trans-1,2-dichloroethylene, and a third component, wherein the third component is selected from:

(i) methanol, wherein the composition, when fractionally distilled, forms a distillate fraction that is an azeotrope consisting essentially of about 18.6 weight percent of 1,1,1,2,2,3,4,5,5,5-decafluoro-3-methoxy-4-(trifluoromethyl)pentane, 73.0 weight percent of trans-1,2-dichloroethylene, and 8.4 weight percent of methanol, the distillate fraction boiling at about 40° C. at ambient pressure;

(ii) ethanol, wherein the composition, when fractionally distilled, forms a distillate fraction that is an azeotrope consisting essentially of about 20.2 weight percent of 1,1,1,2,2,3,4,5,5,5-decafluoro-3-methoxy-4-(trifluoromethyl)pentane, 75.3 weight percent of trans-1,2-dichloroethylene, and 4.5 weight percent of ethanol, the distillate fraction boiling at about 45° C. at ambient pressure;

(iii) isopropanol, wherein the composition, when fractionally distilled, forms a distillate fraction that is an azeotrope consisting essentially of about 20.5 weight percent of 1,1,1,2,2,3,4,5,5,5-decafluoro-3-methoxy-4-(trifluoromethyl)pentane, 77.3 weight percent of trans-1,2-dichloroethylene, and 2.2 weight percent of isopropanol, the distillate fraction boiling at about 45° C. at ambient pressure;

(iv) t-butanol, wherein the composition, when fractionally distilled, forms a distillate fraction that is an azeotrope consisting essentially of about 21.0 weight percent of 1,1,1,2,2,3,4,5,5,5-decafluoro-3-methoxy-4-(trifluoromethyl)pentane, 77.8 weight percent of trans-1,2-dichloroethylene and 1.2 weight percent of t-butanol, the distillate fraction boiling at about 46° C. at ambient pressure; and

(v) 1-propanol, wherein the composition, when fractionally distilled, forms a distillate fraction that is an azeotrope consisting essentially of 24.5 weight percent of 1,1,1,2,2,3,4,5,5,5-decafluoro-3-methoxy-4-(trifluoromethyl)pentane, 74.9 weight percent of trans-1,2-dichloroethylene and 0.6 weight percent of 1-propanol, the distillate fraction boiling at about 46° C. at ambient pressure.

2. A composition according to claim 1 , wherein the concentrations of 1,1,1,1,2,2,3,4,5,5,5-decafluoro-3-methoxy-4-(trifluoromethyl)pentane, trans-1,2-dichloroethylene, and the third component in the composition differ from the concentrations of such components in the corresponding azeotrope by no more than about ten percent.

3. A composition according to claim 1 wherein the concentrations of the 1,1,1,2,2,3,4,5,5,5-decafluoro-3-methoxy-4-(trifluoromethyl)pentane, trans-1,2-dichloroethylene, and the third component in the composition differ from the concentrations of such components in the corresponding azeotrope by no more than about five percent.

4. A composition according to claim 1 wherein the composition is an azeotrope.

5. A composition according to claim 1 comprising a blend of 1,1,1,2,3,3-hexafluoro-3-methoxy-propane, trans-1,2-dichloroethylene and a third component, wherein the third component is selected from:

(i) methanol, wherein the blend consists essentially of from about 16.7 to about 20.5 weight percent of 1,1,1,2,2,3,4,5,5,5-decafluoro-3-methoxy-4-(trifluoromethyl)pentane, from about 65.7 to about 80.3 weight percent of trans-1,2-dichloroethylene, and from about 7.6 to about 9.2 weight percent of methanol;

(ii) ethanol, wherein the blend consists essentially of from about 18.2 to about 22.2 weight percent of 1,1,1,2,2,3,4,5,5,5-decafluoro-3-methoxy-4-(trifluoromethyl)pentane, from about 67.8 to about 82. 8 weight percent of trans-1,2-dichloroethylene, and from about 4.1 to about 5.0 weight percent of ethanol;

(iii) isopropanol, wherein the blend consists essentially of from about 18.5 to about 22.6 weight percent of 1,1,1,2,2,3,4,5,5,5-decafluoro-3-methoxy-4-(trifluoromethyl)pentane, from about 69.6 to about 85.0 weight percent of trans-1,2-dichloroethylene, and from about 2.0 to about 2.4 weight percent of isopropanol;

(iv) t-butanol, wherein the blend consists essentially of from about 18.9 to about 23.1 weight percent of 1,1,1,2,2,3,4,5,5,5-decafluoro-3-methoxy-4-(trifluoromethyl)pentane, from about 70.0 to about 85.6 weight percent of trans-1,2-dichloroethylene, and from about 1.1 to 1.3 weight percent of t-butanol; and

(v) 1-propanol, wherein the blend consists essentially of from about 22.1 to about 27.0 weight percent of 1,1,1,2,2,3,4,5,5,5-decafluoro-3-methoxy-4-(trifluoromethyl)pentane, from about 67.4 to about 82.4 weight percent of trans-1,2-dichloroethylene, and from about 0.5 to 0.7 weight percent of 1-propanol.

6. A composition according to claim 1 comprising a blend of 1,1,1,2,3,3-hexafluoro-3-methoxy-propane, trans-1,2-dichloroethylene and a third component, wherein the third component is selected from:

(i) methanol, wherein the blend consists essentially of from about 17.7 to about 19.5 weight percent of 1,1,1,2,2,3,4,5,5,5-decafluoro-3-methoxy-4-(trifluoromethyl)pentane, from about 69.4 to about 76.7 weight percent of trans-1,2-dichloroethylene, and from about 8.0 to about 8.8 weight percent of methanol;

(ii) ethanol, wherein the blend consists essentially of from about 19.2 to about 21.2 weight percent of 1,1,1,2,2,3,4,5,5,5-decafluoro-3-methoxy-4-(trifluoromethyl)pentane, from about 71.5 to about 79. 1 weight percent of trans-1,2-dichloroethylene, and from about 4.3 to about 4.7 weight percent of ethanol;

(iii) isopropanol, wherein the blend consists essentially of from about 19.5 to about 21.5 weight percent of 1,1,1,2,2,3,4,5,5,5-decafluoro-3-methoxy-4-(trifluoromethyl)pentane, from about 73.4 to about 81.2 weight percent of trans-1,2-dichloroethylene, and from about 2.1 to about 2.3 weight percent of isopropanol;

(iv) t-butanol, wherein the blend consists essentially of from about 20.0 to about 22.1 weight percent of 1,1,1,2,2,3,4,5,5,5-decafluoro-3-methoxy-4-(trifluoromethyl)pentane, from about 73.9 to about 81.7 weight percent of trans-1,2-dichloroethylene, and from about 1.1 to 1.3 weight percent of t-butanol; and

(v) 1-propanol, wherein the blend consists essentially of from about 23.3 to about 25.7 weight percent of 1,1,1,2,2,3,4,5,5,5-decafluoro-3-methoxy-4-(trifluoromethyl)pentane, from about 71.2 to about 78.6 weight percent of trans-1,2-dichloroethylene, and from about 0.57 to 0.63 weight percent of 1-propanol.

7. A composition that includes an azeotropic mixture comprising a blend of 1,1,1,2,2,3,4,5,5,5-decafluoro-3-methoxy-4-(trifluoromethyl)pentane, trans-1,2-dichloroethylene, and a third component wherein the blend is selected from:

(i) about 18.6 weight percent of 1,1,1,2,2,3,4,5,5,5-decafluoro-3-methoxy-4-(trifluoromethyl)pentane, about 73.0 weight percent of trans-1,2-dichloroethylene, and about 8.4 weight percent of methanol;

(ii) about 20.2 weight percent of 1,1,1,2,2,3,4,5,5,5-decafluoro-3-methoxy-4-(trifluoromethyl)pentane, about 75.3 weight percent of trans-1,2-dichloroethylene, and about 4.5 weight percent of ethanol;

(iii) about 20.5 weight percent of 1,1,1,2,2,3,4,5,5,5-decafluoro-3-methoxy-4-(trifluoromethyl)pentane, about 77.3 weight percent of trans-1,2-dichloroethylene, and about 2.2 weight percent of isopropanol;

(iv) about 21.0 weight percent of 1,1,1,2,2,3,4,5,5,5-decafluoro-3-methoxy-4-(trifluoromethyl)pentane, about 77.8 weight percent of trans-1,2-dichloroethylene, and about 1.2 weight percent of t-butanol; and

(v) about 24.5 weight percent of 1,1,1,2,2,3,4,5,5,5-decafluoro-3-methoxy-4-(trifluoromethyl)pentane, about 74.9 weight percent of trans-1,2-dichloroethylene, and about 0.6 weight percent of 1-propanol.

8. A coating mixture comprising:

a coating material; and

a composition according to claim 1 .

9. A coated article comprising a coating mixture according to claim 8 .

10. A heat transfer fluid comprising a composition according to claim 1 .

11. A cleaning fluid comprising a composition according to claim 1 .

12. A process for cleaning electronic devices comprising:

providing an electronic device; and

contacting the device with a composition according to claim 1 .

13. A process for depositing a coating on a substrate comprising applying the coating mixture according to claim 8 to at least a portion of the substrate.

14. A working fluid comprising the composition according to claim 1 and a lubricious additive.

15. A working fluid according to claim 14 , wherein said lubricious additive is volatile.

16. A composition according to claim 1 , further comprising hydrofluoric acid.

17. A process for lubricating metal, cermet, or composite, wherein said process is lubricated using the working fluid of claim 14 .

18. A process for removing contaminants from a substrate comprising:

contacting the substrate with one or more compositions according to claim 1 ;

dissolving, dispersing, or displacing contaminants in or by the composition, and

removing the composition containing the contaminants from the surface of the substrate.

19. A process for heat transfer wherein at least one of the compositions according to claim 1 is used as a heat-transfer fluid.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Sep 11, 2009
From: OWENS, JOHN G.
To: 3M INNOVATIVE PROPERTIES COMPANY
Reel/Frame 023218/0159 →
Continuity (1)
Related Publication 20110065620A1 · Mar 17, 2011