Azeotrope and Azeotrope-like Compositions Comprising Neopentane and Isomers of HFO-1336mzz
The present application relates to azeotrope and azeotrope-like compositions comprising neopentane and a compound selected from E-1,1,1,4,4,4-hexafluoro-2-butene (HFO-1336mzz(E)) and Z-1,1,1,4,4,4-hexafluoro-2-butene (HFO-1336mzz(Z)). Methods of using the compositions of the invention in propellant applications, heat transfer applications, and refrigeration applications are also provided.
1 . A composition, comprising:
i) neopentane; and
ii) a compound selected from E-1,1,1,4,4,4-hexafluoro-2-butene and Z-1,1,1,4,4,4-hexafluoro-2-butene,
wherein the E-1,1,1,4,4,4-hexafluoro-2-butene or Z-1,1,1,4,4,4-hexafluoro-2-butene is present in the composition in an amount effective to form an azeotrope composition or an azeotrope-like composition with the neopentane.
2 . The composition of claim 1 , wherein the composition comprises neopentane and E-1,1,1,4,4,4-hexafluoro-2-butene, wherein the E-1,1,1,4,4,4-hexafluoro-2-butene is present in the composition in an amount effective to form an azeotrope composition or an azeotrope-like composition with the neopentane.
3 . The composition of claim 2 , wherein the composition comprises an azeotrope of from about 40 to about 60 mol % neopentane and about 60 to about 40 mol % E-1,1,1,4,4,4-hexafluoro-2-butene.
4 . The composition of claim 3 , which has a boiling point of from about −40° C. to about 120° C. at a pressure of from about 2 psi to about 390 psi.
5 . (canceled)
6 . (canceled)
7 . (canceled)
8 . (canceled)
9 . The composition of claim 2 , wherein the composition comprises an azeotrope-like composition of from about 98.4 to about 99.8 mol % neopentane and about 1.6 to about 0.2 mol % E-1,1,1,4,4,4-hexafluoro-2-butene.
10 . The composition of claim 9 , which has a boiling point of from about 8.3° C. to about 9.3° C. at a pressure of about 1 atm.
11 . (canceled)
12 . The composition of claim 2 , wherein the composition comprises an azeotrope-like composition of from about 38.4 to about 62.6 mol % neopentane and about 65.2 to about 37.4 mol % E-1,1,1,4,4,4-hexafluoro-2-butene.
13 . (canceled)
14 . (canceled)
15 . (canceled)
16 . (canceled)
17 . (canceled)
18 . The composition of claim 2 , wherein the composition comprises an azeotrope-like composition of:
from about 99.8 to about 98.2 mol % neopentane and about 0.2 to about 1.8 mol % E-1,1,1,4,4,4-hexafluoro-2-butene; or
from about 71.6 to about 47.6 mol % neopentane and about 28.4 to about 52.4 mol % E-1,1,1,4,4,4-hexafluoro-2-butene; or
from about 1.2 to about 0.2 mol % neopentane and about 98.8 to about 99.8 mol % E-1,1,1,4,4,4-hexafluoro-2-butene; or
from about 99.8 to about 98.4 mol % neopentane and about 0.2 to about 1.6 mol % E-1,1,1,4,4,4-hexafluoro-2-butene; or
from about 66.6 to about 40.8 mol % neopentane and about 33.4 to about 59.2 mol % E-1,1,1,4,4,4-hexafluoro-2-butene; or
from about 1.8 to about 0.2 mol % neopentane and about 98.2 to about 99.8 mol % E-1,1,1,4,4,4-hexafluoro-2-butene; or
from about 62.8 to about 35.2 mol % neopentane and about 37.2 to about 64.8 mol % E-1,1,1,4,4,4-hexafluoro-2-butene; or
from about 2.6 to about 0.2 mol % neopentane and about 97.4 to about 99.8 mol % E-1,1,1,4,4,4-hexafluoro-2-butene; or
from about 59.8 to about 30.2 mol % neopentane and about 40.2 to about 69.8 mol % E-1,1,1,4,4,4-hexafluoro-2-butene; or
from about 3.4 to about 0.2 mol % neopentane and about 96.6 to about 99.8 mol % E-1,1,1,4,4,4-hexafluoro-2-butene; or
from about 58.4 to about 28.2 mol % neopentane and about 41.6 to about 71.8 mol % E-1,1,1,4,4,4-hexafluoro-2-butene; or
from about 3.8 to about 0.2 mol % neopentane and about 96.2 to about 99.8 mol % E-1,1,1,4,4,4-hexafluoro-2-butene; or
from about 57.2 to about 26.4 mol % neopentane and about 42.8 to about 73.6 mol % E-1,1,1,4,4,4-hexafluoro-2-butene; or
from about 4.4 to about 0.2 mol % neopentane and about 95.6 to about 99.8 mol % E-1,1,1,4,4,4-hexafluoro-2-butene; or
from about 55.4 to about 23.6 mol % neopentane and about 44.6 to about 76.4 mol % E-1,1,1,4,4,4-hexafluoro-2-butene; or
from about 5.2 to about 99.1 mol % neopentane and about 94.8 to about 0.9 mol % E-1,1,1,4,4,4-hexafluoro-2-butene; or
from about 99.8 to about 98.6 mol % neopentane and about 0.2 to about 1.4 mol % E-1,1,1,4,4,4-hexafluoro-2-butene; or
from about 53.8 to about 23.2 mol % neopentane and about 46.2 to about 76.8 mol % E-1,1,1,4,4,4-hexafluoro-2-butene; or
from about 5.4 to about 0.2 mol % neopentane and about 94.6 to about 99.8 mol % E-1,1,1,4,4,4-hexafluoro-2-butene; or
from about 56 to about 24.4 mol % neopentane and about 44.0 to about 75.6 mol % E-1,1,1,4,4,4-hexafluoro-2-butene; or
from about 4.6 to about 0.2 mol % neopentane and about 95.4 to about 99.8 mol % E-1,1,1,4,4,4-hexafluoro-2-butene; or
from about 57.2 to about 3.8 mol % neopentane and about 42.8 to about 96.2 mol % E-1,1,1,4,4,4-hexafluoro-2-butene; or
from about 2.6 to about 0.2 mol % neopentane and about 97.4 to about 99.8 mol % E-1,1,1,4,4,4-hexafluoro-2-butene.
19 . The composition of claim 18 , which has a boiling point of from about −20° C. to about 120° C. at a pressure of about 1 atm.
20 . (canceled)
21 . The composition of claim 1 , wherein the composition comprises neopentane and Z-1,1,1,4,4,4-hexafluoro-2-butene, wherein the Z-1,1,1,4,4,4-hexafluoro-2-butene is present in the composition in an amount effective to form an azeotrope composition or an azeotrope-like composition with the neopentane.
22 . The composition of claim 21 , wherein the composition comprises an azeotrope of from about 60 to about 93 mol % neopentane and about 40 to about 7 mol % Z-1,1,1,4,4,4-hexafluoro-2-butene.
23 . The composition of claim 22 , which has a boiling point of from about −40° C. to about 120° C. at a pressure of from about 1.5 psi to about 310 psi.
24 . (canceled)
25 . (canceled)
26 . (canceled)
27 . (canceled)
28 . The composition of claim 21 , wherein the composition comprises an azeotrope-like composition of from about 99.6 to about 79.2 mol % neopentane and about 0.4 to about 20.8 mol % Z-1,1,1,4,4,4-hexafluoro-2-butene.
29 . The composition of claim 28 , which has a boiling point of from about 7.8° C. to about 9.4° C. at a pressure of about 1 atm.
30 . (canceled)
31 . The composition of claim 21 , wherein the composition comprises an azeotrope-like composition of from about 3.2 to about 1.6 mol % neopentane and about 96.8 to about 98.4 mol % Z-1,1,1,4,4,4-hexafluoro-2-butene.
32 . The composition of claim 31 , which has a boiling point of from about 32.6° C. to about 33.0° C. at a pressure of about 1 atm.
33 . (canceled)
34 . The composition of claim 21 , wherein the composition comprises an azeotrope of:
from about 99.8 to about 85.2 mol % neopentane and about 0.2 to about 14.8 mol % Z-1,1,1,4,4,4-hexafluoro-2-butene; or
from about 99.8 to about 80.8 mol % neopentane and about 0.2 to about 19.2 mol % Z-1,1,1,4,4,4-hexafluoro-2-butene; or
from about 99.8 to about 76.2 mol % neopentane and about 0.2 to about 23.8 mol % Z-1,1,1,4,4,4-hexafluoro-2-butene; or
from about 99.8 to about 61.8 mol % neopentane and about 0.2 to about 38.2 mol % Z-1,1,1,4,4,4-hexafluoro-2-butene; or
from about 0.4 to about 0.2 mol % neopentane and about 99.6 to about 99.8 mol % Z-1,1,1,4,4,4-hexafluoro-2-butene; or
from about 99.8 to about 69.8 mol % neopentane and about 0.2 to about 30.2 mol % Z-1,1,1,4,4,4-hexafluoro-2-butene; or
from about 99.8 to about 67.6 mol % neopentane and about 0.2 to about 32.4 mol % Z-1,1,1,4,4,4-hexafluoro-2-butene; or
from about 99.8 to about 95.0 mol % neopentane and about 0.2 to about 5 mol % Z-1,1,1,4,4,4-hexafluoro-2-butene; or
from about 86.4 to about 63.6 mol % neopentane and about 13.6 to about 36.4 mol % Z-1,1,1,4,4,4-hexafluoro-2-butene; or
from about 0.4 to about 0.2 mol % neopentane and about 99.6 to about 99.8 mol % Z-1,1,1,4,4,4-hexafluoro-2-butene; or
from about 99.8 to about 96.6 mol % neopentane and about 0.2 to about 3.4 mol % Z-1,1,1,4,4,4-hexafluoro-2-butene; or
from about 80.6 to about 59.6 mol % neopentane and about 19.4 to about 40.4 mol % Z-1,1,1,4,4,4-hexafluoro-2-butene; or
from about 99.8 to about 97.6 mol % neopentane and about 0.2 to about 2.4 mol % Z-1,1,1,4,4,4-hexafluoro-2-butene; or
from about 74.2 to about 56.0 mol % neopentane and about 25.8 to about 44.0 mol % Z-1,1,1,4,4,4-hexafluoro-2-butene; or
from about 0.2 to about 0.8 mol % neopentane and about 99.2 to about 99.8 mol % Z-1,1,1,4,4,4-hexafluoro-2-butene; or
from about 99.8 to about 98.2 mol % neopentane and about 0.2 to about 1.8 mol % Z-1,1,1,4,4,4-hexafluoro-2-butene; or
from about 76.6 to about 50.0 mol % neopentane and about 23.4 to about 50.0 mol % Z-1,1,1,4,4,4-hexafluoro-2-butene; or
from about 1.0 to about 0.2 mol % neopentane and about 99.0 to about 99.8 mol % Z-1,1,1,4,4,4-hexafluoro-2-butene.
35 . The composition of claim 34 , which has a boiling point of from about −20° C. to about 120° C. at a pressure of about 1 atm.
36 . (canceled)