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Патент USA US2407246

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Patented Sept. 10, 1946
2,407,246
UNHTED STATES PATENT OFFICE
2,407,246
FLUORO-CHLORO HYDROCARBONS AND
PROCESSES OF, MAKING THEM
Anthony F. Benning, Woodstown, N. J., and
Joseph D. Park, Wilmington, Del., assignors to
Kinetic Chemicals, Inc., Wilmington, Del., a
corporation of Delaware
N0 Drawing. Application July 16, 1943,
Serial No. 495,074
6 Claims. (0]. 260-653)
2
1
points, molecular weights, and refractive index
A. This invention relates to the production of
highly chlorinated ?uorine-containing hydro
at 20° C. as follows:
carbons.
B. It is an object of the invention to prepare
solvents which are sufficiently inert to be used
M. W.
Compound
B. P.
M. P
Nn?"
as such in a variety of reactions. It is another
Oolc. Found
object of the invention to prepare new com
'' 0.
° C.
pounds which are useful as reaction media. A
CFJCHCICCIQCFI ____ __
106 ______ ._
268
258
1.3660
still further object of the invention is to prepare
CFQCCIQCOIICF! _____ ._
136
83-84
304
275 ______ _
new compounds which are useful in the transfer 10
ence of heat. Another object of the invention
The molecular weights were obtained by the
is to prepare the new compounds by processes
freezing
point depression method (cryoscopi
which are e?icient yet relatively simple of ma
cally). This method frequently gives molecular
nipulation.
C. The objects of the invention are accom
plished, generally speaking, by preparing the
15
Weights lower than theoretical when applied to
hydrocarbons of the ?uorinated type.
F. These compounds are useful as solvents for
the reactants of particular processes, as reaction
media and as heat-transfer media. Their sta
CFaCHCICClzCFs and CFsCClzCClzCFa
bility is not extreme, but they are sufficiently
20 inert to serve satisfactorily in these uses.
The objects of the invention relating to process
G. As many apparently widely different em
are accomplished by chlorinating the compound
bodiments of this invention may be made with
CFsCHClCHzCFa, a liquid disclosed in U. S. appli
out departing from the spirit and scope thereof,
cation Serial No. 435,064 and in Example XXIV
it is to be understood that we do not limit our
of U. S. application Serial No. 491,562 ?led June 25 selves to the speci?c embodiments thereof except
19, 1943, and claimed therein.
as de?ned in the appended claims.
D. In carrying out our invention the compound
We claim:
compounds represented by the formulas
CF3CHC1CH2CF3 was transformed to the vapor
phase and mingled with elementary chlorine in
the presence of water vapor and diffused sun
light. In order to accelerate the reaction, more
intense heat and light may be admitted to the
1. The compound representd by the formula
CF3CC12CC12CF3.
2. The compound represented by the formula
CFsCHClCClzCFa.
'
3. The process of producing the compounds of
reaction chamber. A photo?ood lamp is useful
claim 4 which comprises contacting
for this purpose.
CF'aCHClCHzCFs
E. The following example suf?ciently illus 35
with elementary chlorine in the vapor phase in
trates the process.
Example
light.
4. The compounds represented by the formula
CFaCXClCClzCFs, in which X is one of the group
Twenty-four grams of CF3CHC1CH2CF3, having
a boiling point between 35° and 36° 0., and 9.8 40 consisting of H and C1.
5. The process of preparing compounds of the
grams of chlorine were placed in a, 5-liter ?ask
type represented by the formula of claim 4 which
and the temperature raised until the compound
comprises mixing CFaCHClCHzCFs with chlorine
was in the Vapor phase. Water vapor and sun
and water vapor in the presence of light.
light were admitted to the ?ask. After the re
6. A liquid product comprising a mixture of
action had reached substantial completion, a 45
liquid product was obtained, which upon frac
CFsCClzCClzCFz and CFaCI-ICICClzCFs.
tionation yielded the following compounds, which
ANTHQNY F. BENNING.
are characterized by their boiling points, melting
JOSEPH D. PARK.
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