Heat transfer and refrigerant compositions comprising 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and a fluoroether

Abstract

Disclosed herein are 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene compositions for use in refrigeration and air conditioning systems, particularly in centrifugal compressor systems. Also disclosed are 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene in combination with fluoroethers, which are azeotropic or near azeotropic.

1 . A refrigerant or heat transfer fluid composition comprising 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and at least one fluoroether selected from the group consisting of: 
       1-(difluoromethoxy)-1,2,2-trifluoroethane; 
       2-fluoromethoxy-1,1,1,2-tetrafluoroethane; 
       1-methoxy-1,1,2,2-tetrafluoroethane; 
       2-methoxy-1,1,1,2-tetrafluoroethane; 
       1-difluoromethoxy-2,2-difluoroethane; 
       2-methoxy-1,1,2-trifluoroethane; 
       1,1-difluoro-2-methoxyethane; 
       1,1,1,2-tetrafluoro-2-(1,1,2,2-tetrafluoroethoxy)ethane; 
       1,1′-oxybis(1,2,2,2-tetrafluoro)ethane; 
       2-(difluoromethoxy)-1,1,1,3,3,3-hexafluoropropane; 
       3-(difluoromethoxy)-1,1,1,2,2,3-hexafluoropropane; 
       1,1,2,2-tetrafluoro-3-(trifluoromethoxy)propane; 
       1-(2,2-difluoroethoxy)-1,1,2,2,2-pentafluoroethane; 
       3-(difluoromethoxy)-1,1,1,2,2-pentafluoropropane; 
       1,1,1,3,3,3-hexafluoro-2-(fluoromethoxy)propane; 
       1,1,2-trifluoro-1-methoxy-2-(trifluoromethoxy)ethane; 
       1,1,1,2,3,3-hexafluoro-3-methoxypropane; 
       1,1,1,3,3,3-hexafluoro-2-methoxypropane; 
       1,1,2,2,3,3-hexafluoro-3-methoxypropane; 
       3-(difluoromethoxy)-1,1,2,2-tetrafluoropropane; 
       1,1,1,2,2-pentafluoro-3-methoxypropane; 
       2-(difluoromethoxy)-1,1,1-trifluoropropane; 
       2-ethoxy-1,1,1,2-tetrafluoroethane; 
       1-ethoxy-1,1,2,2-tetrafluoroethane; 
       1,1,1-trifluoro-2-ethoxyethane; 
       1,1,1-trifluoro-3-methoxypropane; 
       1,1,1-trifluoro-2-methoxypropane; 
       1-ethoxy-1,2,2-trifluoroethane; 
       2-ethoxy-1,1,1,2,3,3,3-heptafluoropropane; 
       3-ethoxy-1,1,1,2,2,3,3-heptafluoropropane; 
       1-(1,1,2,2-tetrafluoroethoxy)propane and 
       2,3-difluoro-4-(trifluoromethyl)oxetane. 
     
     
         2 . A refrigerant or heat transfer fluid composition as in  claim 1 , wherein the composition is selected from the group consisting of: 
       3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 1-(difluoromethoxy)-1,2,2-trifluoroethane; 
       3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 2-fluoromethoxy-1,1,1,2-tetrafluoroethane; 
       3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 1-methoxy-1,1,2,2-tetrafluoroethane; 
       3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 2-methoxy-1,1,1,2-tetrafluoroethane; 
       3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 1-difluoromethoxy-2,2-difluoroethane; 
       3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 2-methoxy-1,1,2-trifluoroethane; 
       3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 1,1-difluoro-2-methoxyethane; 
       3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 1,1,1,2-tetrafluoro-2-(1,1,2,2-tetrafluoroethoxy)ethane; 
       3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 1,1′-oxybis(1,2,2,2-tetrafluoro)ethane; 
       3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 2-(difluoromethoxy)-1,1,1,3,3,3-hexafluoropropane; 
       3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 3-(difluoromethoxy)-1,1,1,2,2,3-hexafluoropropane; 
       3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 1,1,2,2-tetrafluoro-3-(trifluoromethoxy)propane; 
       3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 1-(2,2-difluoroethoxy)-1,1,2,2,2-pentafluoroethane; 
       3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 3-(difluoromethoxy)-1,1,1,2,2-pentafluoropropane; 
       3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 1,1,1,3,3,3-hexafluoro-2-(fluoromethoxy)propane; 
       3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 1,1,2-trifluoro-1-methoxy-2-(trifluoromethoxy)ethane; 
       3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 1,1,1,2,3,3-hexafluoro-3-methoxypropane; 
       3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 1,1,1,3,3,3-hexafluoro-2-methoxypropane; 
       3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 1,1,2,2,3,3-hexafluoro-3-methoxypropane; 
       3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 3-(difluoromethoxy)-1,1,2,2-tetrafluoropropane; 
       3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 1,1,1,2,2-pentafluoro-3-methoxypropane; 
       3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 2-(difluoromethoxy)-1,1,1-trifluoropropane; 
       3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 2-ethoxy-1,1,1,2-tetrafluoroethane; 
       3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 1-ethoxy-1,1,2,2-tetrafluoroethane; 
       3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 1,1,1-trifluoro-2-ethoxyethane; 
       3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 1,1,1-trifluoro-3-methoxypropane; 
       3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 1,1,1-trifluoro-2-methoxypropane; 
       3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 1-ethoxy-1,2,2-trifluoroethane; 
       3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 2-ethoxy-1,1,1,2,3,3,3-heptafluoropropane; 
       3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 3-ethoxy-1,1,1,2,2,3,3-heptafluoropropane; 
       3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 1-(1,1,2,2-tetrafluoroethoxy)propane; and 
       3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 2,3-difluoro-4-(trifluoromethyl)oxetane. 
     
     
         3 . A refrigerant or heat transfer fluid composition as in  claim 1 , wherein the composition is an azeotropic or near-azeotropic composition selected from the group consisting of:
 about 1 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 99 weight percent of 1-(difluoromethoxy)-1,2,2-trifluoroethane;   about 1 to about 75 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 25 to about 99 weight percent of 2-fluoromethoxy-1,1,1,2-tetrafluoroethane;   about 1 to about 63 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 37 to about 99 weight percent of 1-methoxy-1,1,2,2-tetrafluoroethane;   about 1 to about 64 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 36 to about 99 weight percent of 2-methoxy-1,1,1,2-tetrafluoroethane;   about 1 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 99 weight percent of 1-difluoromethoxy-2,2-difluoroethane;   about 20 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 80 weight percent of 2-methoxy-1,1,2-trifluoroethane;   about 1 to about 81 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 19 to about 99 weight percent of 1,1-difluoro-2-methoxyethane;   about 1 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 99 weight percent of 1,1,1,2-tetrafluoro-2-(1,1,2,2-tetrafluoroethoxy)ethane;   about 1 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 99 weight percent of 1,1′-oxybis(1,2,2,2-tetrafluoro)ethane;   about 1 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 99 weight percent of 2-(difluoromethoxy)-1,1,1,3,3,3-hexafluoropropane;   about 1 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 99 weight percent of 3-(difluoromethoxy)-1,1,1,2,2,3-hexafluoropropane;   about 1 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 99 weight percent of 1,1,2,2-tetrafluoro-3-(trifluoromethoxy)propane;   about 1 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 99 weight percent of 1-(2,2-difluoroethoxy)-1,1,2,2,2-pentafluoroethane;   about 1 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 99 weight percent of 3-(difluoromethoxy)-1,1,1,2,2-pentafluoropropane;   about 1 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 99 weight percent of 1,1,1,3,3,3-hexafluoro-2-(fluoromethoxy)propane;   about 1 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 99 weight percent of 1,1,2-trifluoro-1-methoxy-2-(trifluoromethoxy)ethane;   about 1 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 99 weight percent of 1,1,1,2,3,3-hexafluoro-3-methoxypropane;   about 1 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 99 weight percent of 1,1,1,3,3,3-hexafluoro-2-methoxypropane;   about 1 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 99 weight percent of 1,1,2,2,3,3-hexafluoro-3-methoxypropane;   about 1 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 99 weight percent of 3-(difluoromethoxy)-1,1,2,2-tetrafluoropropane;   about 1 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 99 weight percent of 1,1,1,2,2-pentafluoro-3-methoxypropane;   about 1 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 99 weight percent of 2-(difluoromethoxy)-1,1,1-trifluoropropane;   about 1 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 99 weight percent of 2-ethoxy-1,1,1,2-tetrafluoroethane;   about 1 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 99 weight percent of 1-ethoxy-1,1,2,2-tetrafluoroethane;   about 1 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 99 weight percent of 1,1,1-trifluoro-2-ethoxyethane;   about 1 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 99 weight percent of 1,1,1-trifluoro-3-methoxypropane;   about 1 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 99 weight percent of 1,1,1-trifluoro-2-methoxypropane;   about 1 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 99 weight percent of 1-ethoxy-1,2,2-trifluoroethane;   about 1 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 99 weight percent of 2-ethoxy-1,1,1,2,3,3,3-heptafluoropropane;   about 1 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 99 weight percent of 3-ethoxy-1,1,1,2,2,3,3-heptafluoropropane;   about 1 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 99 weight percent of 1-(1,1,2,2-tetrafluoroethoxy)propane; and   about 1 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 99 weight percent of 2,3-difluoro-4-(trifluoromethyl)oxetane.   
     
     
         4 . A refrigerant or heat transfer fluid composition as in  claim 1 , wherein the composition is an azeotropic or near-azeotropic composition selected from the group consisting of:
 about 20 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 80 weight percent of 1-(difluoromethoxy)-1,2,2-trifluoroethane;   about 1 to about 60 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 40 to about 99 weight percent of 2-fluoromethoxy-1,1,1,2-tetrafluoroethane;   about 1 to about 40 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 60 to about 99 weight percent of 1-methoxy-1,1,2,2-tetrafluoroethane;   about 1 to about 40 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 60 to about 99 weight percent of 2-methoxy-1,1,1,2-tetrafluoroethane;   about 20 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 80 weight percent of 1-difluoromethoxy-2,2-difluoroethane;   about 40 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 60 weight percent of 2-methoxy-1,1,2-trifluoroethane;   about 30 to about 81 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 19 to about 70 weight percent of 1,1-difluoro-2-methoxyethane;   about 20 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 80 weight percent of 1,1,1,2-tetrafluoro-2-(1,1,2,2-tetrafluoroethoxy)ethane;   about 20 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 80 weight percent of 1,1′-oxybis(1,2,2,2-tetrafluoro)ethane;   about 20 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 80 weight percent of 2-(difluoromethoxy)-1,1,1,3,3,3-hexafluoropropane;   about 20 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 80 weight percent of 3-(difluoromethoxy)-1,1,1,2,2,3-hexafluoropropane;   about 20 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 80 weight percent of 1,1,2,2-tetrafluoro-3-(trifluoromethoxy)propane;   about 20 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 80 weight percent of 1-(2,2-difluoroethoxy)-1,1,2,2,2-pentafluoroethane;   about 20 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 80 weight percent of 3-(difluoromethoxy)-1,1,1,2,2-pentafluoropropane;   about 20 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 80 weight percent of 1,1,1,3,3,3-hexafluoro-2-(fluoromethoxy)propane;   about 20 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 80 weight percent of 1,1,2-trifluoro-1-methoxy-2-(trifluoromethoxy)ethane;   about 10 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 90 weight percent of 1,1,1,2,3,3-hexafluoro-3-methoxypropane;   about 20 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 80 weight percent of 1,1,1,3,3,3-hexafluoro-2-methoxypropane;   about 40 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 60 weight percent of 1,1,2,2,3,3-hexafluoro-3-methoxypropane;   about 20 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 80 weight percent of 3-(difluoromethoxy)-1,1,2,2-tetrafluoropropane;   about 20 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 80 weight percent of 1,1,1,2,2-pentafluoro-3-methoxypropane;   about 20 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 80 weight percent of 2-(difluoromethoxy)-1,1,1-trifluoropropane;   about 20 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 80 weight percent of 2-ethoxy-1,1,1,2-tetrafluoroethane;   about 20 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 80 weight percent of 1-ethoxy-1,1,2,2-tetrafluoroethane;   about 10 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 90 weight percent of 1,1,1-trifluoro-2-ethoxyethane;   about 20 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 80 weight percent of 1,1,1-trifluoro-3-methoxypropane;   about 1 to about 80 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 20 to about 99 weight percent of 1,1,1-trifluoro-2-methoxypropane;   about 20 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 80 weight percent of 1-ethoxy-1,2,2-trifluoroethane;   about 20 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 80 weight percent of 2-ethoxy-1,1,1,2,3,3,3-heptafluoropropane;   about 20 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 809 weight percent of 3-ethoxy-1,1,1,2,2,3,3-heptafluoropropane;   about 20 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 80 weight percent of 1-(1,1,2,2-tetrafluoroethoxy)propane; and   about 20 to about 99 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and about 1 to about 80 weight percent of 2,3-difluoro-4-(trifluoromethyl)oxetane.   
     
     
         5 . A refrigerant or heat transfer fluid composition as in  claim 1 , wherein the composition is an azeotropic composition selected from the group consisting of:
 42.7 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 57.3 weight percent of 1-(difluoromethoxy)-1,2,2-trifluoroethane having a vapor pressure of about 14.7 psia (101 kPa) at a temperature of about 49.9° C.;   12.3 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 87.7 weight percent of 2-fluoromethoxy-1,1,1,2-tetrafluoroethane having a vapor pressure of about 14.7 psia (101 kPa) at a temperature of about 42.8° C.;   4.5 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 95.5 weight percent of 1-methoxy-1,1,2,2-tetrafluoroethane having a vapor pressure of about 14.7 psia (101 kPa) at a temperature of about 37.2° C.;   7.5 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 92.5 weight percent of 2-methoxy-1,1,1,2-tetrafluoroethane having a vapor pressure of about 14.7 psia (101 kPa) at a temperature of about 37.9° C.;   52.3 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 47.7 weight percent of 1-difluoromethoxy-2,2-difluoroethane having a vapor pressure of about 14.7 psia (101 kPa) at a temperature of about 49.8° C.;   57.1 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 42.9 weight percent of 2-methoxy-1,1,2-trifluoroethane having a vapor pressure of about 14.7 psia (101 kPa) at a temperature of about 48.5° C.;   50.5 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 49.5 weight percent of 1,1-difluoro-2-methoxyethane having a vapor pressure of about 14.7 psia (101 kPa) at a temperature of about 43.3° C.;   42.2 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 57.8 weight percent of 1,1,1,3,3,3-hexafluoro-2-(fluoromethoxy)propane having a vapor pressure of about 14.7 psia (101 kPa) at a temperature of about 57.1° C.;   45.6 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 54.4 weight percent of 1,1,2-trifluoro-1-methoxy-2-(trifluoromethoxy)ethane having a vapor pressure of about 14.7 psia (101 kPa) at a temperature of about 57.1° C.;   15.9 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 84.1 weight percent of 1,1,1,2,3,3-hexafluoro-3-methoxypropane having a vapor pressure of about 14.7 psia (101 kPa) at a temperature of about 54.2° C.;   36.6 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 63.4 weight percent of 1,1,1,3,3,3-hexafluoro-2-methoxypropane having a vapor pressure of about 14.7 psia (101 kPa) at a temperature of about 47.8° C.;   98.2 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 1.8 weight percent of 1,1,2,2,3,3-hexafluoro-3-methoxypropane having a vapor pressure of about 14.7 psia (101 kPa) at a temperature of about 59.0° C.;   53.9 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 46.1 weight percent of 2-ethoxy-1,1,1,2-tetrafluoroethane having a vapor pressure of about 14.7 psia (101 kPa) at a temperature of about 55.4° C.;   45.0 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 55.0 weight percent of 1-ethoxy-1,1,2,2-tetrafluoroethane having a vapor pressure of about 14.7 psia (101 kPa) at a temperature of about 54.3° C.;   21.8 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 78.2 weight percent of 1,1,1-trifluoro-2-ethoxyethane having a vapor pressure of about 14.7 psia (101 kPa) at a temperature of about 49.6° C.;   46.4 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 53.6 weight percent of 1,1,1-trifluoro-3-methoxypropane having a vapor pressure of about 14.7 psia (101 kPa) at a temperature of about 52.9° C.;   8.2 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 91.8 weight percent of 1,1,1-trifluoro-2-methoxypropane having a vapor pressure of about 14.7 psia (101 kPa) at a temperature of about 47.8° C.;   29.1 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 70.9 weight percent of 1-ethoxy-1,2,2-trifluoroethane having a vapor pressure of about 14.7 psia (101 kPa) at a temperature of about 51.5° C.;   54.5 weight percent of 3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene and 45.5 weight percent of 2,3-difluoro-4-(trifluoromethyl)oxetane having a vapor pressure of about 14.7 psia (101 kPa) at a temperature of about 54.6° C.;   
     
     
         6 . A method for producing refrigeration, said method comprising evaporating the refrigerant or heat transfer composition of  claim 1  in the vicinity of a body to be cooled, and thereafter condensing said composition. 
     
     
         7 . A method for producing heat, said method comprising condensing the refrigerant or heat transfer composition of  claim 1  in the vicinity of a body to be heated, and thereafter evaporating said composition. 
     
     
         8 . A method for transferring heat, said method comprising transferring the compositions of  claim 1  from a heat source to a heat sink. 
     
     
         9 . A composition as in  claim 1  further comprising at least one ultra-violet fluorescent dye selected from the group consisting of naphthalimides, perylenes, coumarins, anthracenes, phenanthracenes, xanthenes, thioxanthenes, naphthoxanthenes, fluoresceins, derivatives of said dye and combinations thereof. 
     
     
         10 . A composition as in  claim 9 , further comprising at least one solubilizing agent selected from the group consisting of hydrocarbons, dimethylether, polyoxyalkylene glycol ethers, amides, ketones, nitriles, chlorocarbons, esters, lactones, aryl ethers, hydrofluoroethers, and 1,1,1-trifluoroalkanes; and wherein the refrigerant and solubilizing agent are not the same compound. 
     
     
         11 . A composition as in  claim 9 , wherein said solubilizing agent is selected from the group consisting of:
 a) polyoxyalkylene glycol ethers represented by the formula R 1 [(OR 2 ) x OR 3 ] y , wherein: x is an integer from 1 to 3; y is an integer from 1 to 4; R 1  is selected from hydrogen and aliphatic hydrocarbon radicals having 1 to 6 carbon atoms and y bonding sites; R 2  is selected from aliphatic hydrocarbylene radicals having from 2 to 4 carbon atoms; R 3  is selected from hydrogen, and aliphatic and alicyclic hydrocarbon radicals having from 1 to 6 carbon atoms; at least one of R 1  and R 3  is selected from said hydrocarbon radicals; and wherein said polyoxyalkylene glycol ethers have a molecular weight of from about 100 to about 300 atomic mass units;   b) amides represented by the formulae R 1 C(O)NR 2 R 3  and cyclo-[R 4 CON(R 5 )—], wherein R 1 , R 2 , R 3  and R 5  are independently selected from aliphatic and alicyclic hydrocarbon radicals having from 1 to 12 carbon atoms, and at most one aromatic radical having from 6 to 12 carbon atoms; R 4  is selected from aliphatic hydrocarbylene radicals having from 3 to 12 carbon atoms; and wherein said amides have a molecular weight of from about 100 to about 300 atomic mass units;   c) ketones represented by the formula R 1 C(O)R 2 , wherein R 1  and R 2  are independently selected from aliphatic, alicyclic and aryl hydrocarbon radicals having from 1 to 12 carbon atoms, and wherein said ketones have a molecular weight of from about 70 to about 300 atomic mass units;   d) nitriles represented by the formula R 1 CN, wherein R 1  is selected from aliphatic, alicyclic or aryl hydrocarbon radicals having from 5 to 12 carbon atoms, and wherein said nitriles have a molecular weight of from about 90 to about 200 atomic mass units;   e) chlorocarbons represented by the formula RCl x , wherein; x is 1 or 2; R is selected from aliphatic and alicyclic hydrocarbon radicals having from 1 to 12 carbon atoms; and wherein said chlorocarbons have a molecular weight of from about 100 to about 200 atomic mass units;   f) aryl ethers represented by the formula R 1 OR 2 , wherein: R 1  is selected from aryl hydrocarbon radicals having from 6 to 12 carbon atoms; R 2  is selected from aliphatic hydrocarbon radicals having from 1 to 4 carbon atoms; and wherein said aryl ethers have a molecular weight of from about 100 to about 150 atomic mass units;   g) 1,1,1-trifluoroalkanes represented by the formula CF 3 R 1 , wherein R 1  is selected from aliphatic and alicyclic hydrocarbon radicals having from about 5 to about 15 carbon atoms;   h) fluoroethers represented by the formula R 1 OCF 2 CF 2 H, wherein R 1  is selected from aliphatic, alicyclic and aromatic hydrocarbon radicals having from about 5 to about 15 carbon atoms; or wherein said fluoroethers are derived from fluoro-olefins and polyols, wherein said fluoro-olefins are of the type CF 2 ═CXY, wherein X is hydrogen, chlorine or fluorine, and Y is chlorine, fluorine, CF 3  or OR f , wherein R f  is CF 3 , C 2 F 5 , or C 3 F 7 ; and said polyols are linear or branched, wherein said linear polyols are of the type HOCH 2  (CHOH) x (CRR′) y CH 2 OH, wherein R and R′ are hydrogen, CH 3  or C 2 H 5 , x is an integer from 0-4, y is an integer from 0-3 and z is either zero or 1, and said branched polyols are of the type C(OH) t (R) u (CH2OH) v [(CH2) m CH2OH] w , wherein R may be hydrogen, CH 3  or C 2 H 5 , m is an integer from 0 to 3, t and u are 0 or 1, v and w are integers from 0 to 4, and also wherein t+u+v+w=4; and   i) lactones represented by structures [B], [C], and [D]:   
       
         
           
           
               
               
           
         
       
       wherein, R 1  through R 8  are independently selected from hydrogen, linear, branched, cyclic, bicyclic, saturated and unsaturated hydrocarbyl radicals; and the molecular weight is from about 100 to about 300 atomic mass units; and
 j) esters represented by the general formula R 1 CO 2 R 2 , wherein R 1  and R 2  are independently selected from linear and cyclic, saturated and unsaturated, alkyl and aryl radicals; and wherein said esters have a molecular weight of from about 80 to about 550 atomic mass units. 
 
     
     
         12 . A method for detecting the composition of  claim 9  in a compression refrigeration or air conditioning apparatus, said method comprising providing said composition to said apparatus, and providing a suitable means for detecting said composition at a leak point or in the vicinity of said apparatus. 
     
     
         13 . A method of producing refrigeration as in  claim 6 , wherein the refrigerant or heat transfer composition further comprises at least one ultra-violet fluorescent dye selected from the group consisting of naphthalimides, perylenes, coumarins, anthracenes, phenanthracenes, xanthenes, thioxanthenes, naphthoxanthenes, fluoresceins, derivatives of said dye and combinations thereof. 
     
     
         14 . A method of producing heat as in  claim 7 , wherein the refrigerant or heat transfer composition further comprises at least one ultra-violet fluorescent dye selected from the group consisting of naphthalimides, perylenes, coumarins, anthracenes, phenanthracenes, xanthenes, thioxanthenes, naphthoxanthenes, fluoresceins, derivatives of said dye and combinations thereof. 
     
     
         15 . A composition as in  claim 1  further comprising a stabilizer, water scavenger, or odor masking agent. 
     
     
         16 . A composition as in  claim 15  wherein said stabilizer is selected from the group consisting of nitromethane, hindered phenols, hydroxylamines, thiols, phosphites and lactones. 
     
     
         17 . A method as in  claim 6 , wherein said method comprises producing refrigeration in a refrigeration or air conditioning apparatus employing a multi-stage centrifugal compressor. 
     
     
         18 . The method as in  claim 17  wherein said multi-stage centrifugal compressor is a two-stage centrifugal compressor. 
     
     
         18 . A method as in  claim 7 , wherein said method comprises producing heat in a refrigeration apparatus employing a multi-stage centrifugal compressor. 
     
     
         19 . A method as in  claim 18  wherein said multi-stage centrifugal compressor is a two-stage centrifugal compressor. 
     
     
         20 . The composition of  claim 15  wherein said water scavenger is an ortho ester. 
     
     
         21 . A method as in  claim 6 , wherein said method comprises producing refrigeration in a refrigeration or air conditioning apparatus employing a mini-centrifugal compressor powered by an engine exhaust gas driven turbine. 
     
     
         22 . A method as in  claim 6 , wherein said method comprises producing refrigeration in a refrigeration or air conditioning apparatus employing a mini-centrifugal compressor powered by a ratioed gear drive assembly with a ratioed belt drive. 
     
     
         23 . A process for removing residue from a surface comprising:
 (a) contacting the surface with an azeotropic or azeotrope-like composition comprising perfluorobutylethylene (3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene (PFBE)) and at least one fluoroether selected from the group consisting of:   
       1-(difluoromethoxy)-1,2,2-trifluoroethane; 
       2-fluoromethoxy-1,1,1,2-tetrafluoroethane; 
       1-methoxy-1,1,2,2-tetrafluoroethane; 
       2-methoxy-1,1,1,2-tetrafluoroethane; 
       1-difluoromethoxy-2,2-difluoroethane; 
       2-methoxy-1,1,2-trifluoroethane; 
       1,1-difluoro-2-methoxyethane; 
       1,1,1,2-tetrafluoro-2-(1,1,2,2-tetrafluoroethoxy)ethane; 
       1,1′-oxybis(1,2,2,2-tetrafluoro)ethane; 
       2-(difluoromethoxy)-1,1,1,3,3,3-hexafluoropropane; 
       3-(difluoromethoxy)-1,1,1,2,2,3-hexafluoropropane; 
       1,1,2,2-tetrafluoro-3-(trifluoromethoxy)propane; 
       1-(2,2-difluoroethoxy)-1,1,2,2,2-pentafluoroethane; 
       3-(difluoromethoxy)-1,1,1,2,2-pentafluoropropane; 
       1,1,1,3,3,3-hexafluoro-2-(fluoromethoxy)propane; 
       1,1,2-trifluoro-1-methoxy-2-(trifluoromethoxy)ethane; 
       1,1,1,2,3,3-hexafluoro-3-methoxypropane; 
       1,1,1,3,3,3-hexafluoro-2-methoxypropane; 
       1,1,2,2,3,3-hexafluoro-3-methoxypropane; 
       3-(difluoromethoxy)-1,1,2,2-tetrafluoropropane; 
       1,1,1,2,2-pentafluoro-3-methoxypropane; 
       2-(difluoromethoxy)-1,1,1-trifluoropropane; 
       2-ethoxy-1,1,1,2-tetrafluoroethane; 
       1-ethoxy-1,1,2,2-tetrafluoroethane; 
       1,1,1-trifluoro-2-ethoxyethane; 
       1,1,1-trifluoro-3-methoxypropane; 
       1,1,1-trifluoro-2-methoxypropane; 
       1-ethoxy-1,2,2-trifluoroethane; 
       2-ethoxy-1,1,1,2,3,3,3-heptafluoropropane; 
       3-ethoxy-1,1,1,2,2,3,3-heptafluoropropane; 
       1-(1,1,2,2-tetrafluoroethoxy)propane and 
       2,3-difluoro-4-(trifluoromethyl)oxetane
 (b) recovering the surface from the composition. 
 
     
     
         24 . A process as in  claim 23  wherein said residue comprises an oil. 
     
     
         25 . A process as in  claim 23  wherein said residue comprises a rosin flux. 
     
     
         26 . A process as in  claim 23  wherein the surface is an integrated circuit device.