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Патент USA US2106158

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Patented Jam-25, 11938
"om-to STAT-ES PATEINT" oFFicE "f ;
Friedrich Povenz; Rhcinfelden/Baden, and Alli-ed
Rieche, Wolien, Krcis Bitter-told, Germany; 'as- '
~signors‘to I. G. Farbenlndustrie “Akticngesell
,schaft, Frankfort-on-the-Main, Germany
‘No Drawing. Application June is, 1936, Serial
‘No. 85,916.
InGcrmany July 4, 1935
'3 claims‘. (01. 260-162) ,
The present invention relates to a process for
explanation of the effect of compounds, of the
purifying chlorinated hydrocarbons.
The chlorine derivatives of many aliphatic
type ‘of ethylene oxide in contrast with that or
the known agents suchas alkalls is that they
hydrocarbons, particularly those of ' methane, vethylene oxide dissolves as an organic compound
5 acetylene, ethylene and ethane, have a tendency in the chlorinated hydrocarbon and is thus‘ in a 5
to decompose which is particularly noticeable as position to decdmpose any molecular Compound
a development of an acid reaction during storage. between the metal Salt and the chlorohydl‘ocar
Even a product which has been carefully dis-
bon which may be present.‘ Sultableagents of
tilled possesses this tendency in a more or less 3116 kind in question are ethylene Oxide. and its
10 high degree.‘
In order to limit as far as possible this prop- erty which for practical purposes is disadvan-
vtageous in the chlorohydrocarbons, ‘it, has been
a practice to add to the materials so-called sta-
homologues and its substitution products, for in- 10
stance, epichlorhydrln,‘ phenyl ethylene. Oxide,
DhenlJXy Propene Oxide."
The following example illustrates the inven
~ ’ ;
15 bilizers, the action of which depends on a tehd- I Gaseous ethylene oxide is passed into the chlor- 15
ency to counteract 'a production of hydrogen ‘ inated ,hydmcarbon 01‘ a liquid compound of the
chloride. Obviously, the e?ect of these stabilizers
cthylene‘oxide type ‘is added to the chlorinated
is limited in period, of time, the more so- as the _ hydrocarbon; The’ proportion of the ethylene;
stabilizer during the _ma,ny, operations which the oxide used depends on the amount of metal salt
20 materialundergoes in practice, for example, dur- ' contained in the‘ illuminated hydrocarbon \The. 20
ing distillation, is more ’or less removed, , ‘I '
chlorinated hydrocarbon is then distilled in the
The present invention is based on the observa- presence of a small quantity‘ of water or in a ’
tion that’ the decomposition of chlorinated hydro- current of Steam- ' Alternatively the ethylene
carbons is favoured by the presence of sman pro- oxide may be introduced during the distillation.
25 portions of the chlorides of metals, for example, Preferably there' is added an ?dsol'ption agent, 25
iron chloride or zinc chloride.v Metal chlorides f0!‘ instance Precipitated alumina. activated char
have the further unpleasant‘ property that they coal or the like, in' order to bind the ?nely divided
act injuriously owing to catalytic effect in various metal compound :fol‘med- I‘? J5 915° practicable '
reactions in which the halogen hydrocarbbn is to remove the precipitated matter from the
30 used as solvent, for instance, in chlorinations. 'chlol'ohydl‘ocarbon which has been treated with 30
These metal chlorides, the formation of which is, . ethylene Oxide by ?ltmmn if desired after addi
quite unavoidable in the production of ohlori-v tion‘ of an adsorbing agent- The chlprohydro
hated hydrocarbons, cannon be completely re- carbon thus puri?ed is completely neutral and
moved by distiilatioh or washing with alkali or“ retains its neutrality even after ‘long standing ,
85 acid or by absorption agents‘.
I ‘
The invention consistsin aprocess of removing
and even in the presence of ‘light, air or mois- 35
turn, and when a halogen hydrocarbon thus
in a, very sim'pie manner these metal salts from » treated is used as a solvent, for, instance in a
the chiorinat'ed hydrocarbon by'treatmg the lattel- with a body of the type of ethylene oxide’
40 preferably in, the presence of a Sui-9.11 proportion
of water_ In this manner the metal salts are
precipitated‘ in a nomvoiatile form presumably
chlorinated hydrocarbons is thereforea consider
able advance in the technical ‘applicability of the _
as hydroxides or basic salts which, unlike 01110:
cm” mated hydrocarbon‘-
rides, can be separated by subsequent distillation
' 45
chlorination, it is found that the disadvantages
of a catalytic/ effector the metal salt has dis
appeared. This elimination of metal salts from 40
- ‘- ,
As chlorinated hydrocarbon? which may be
of the hydrocarbon or by union with an adsorb
mg agent such as alumina, charcoal or the like
stabilized in the manner described above, there 45 may be mentioned trichlorethylene, dichlorethyl'
or by a combination of these processes or ?nally
eng’lt?lré egg?pleangizrz?cséggithigg puri?cation
by suitable ?ltration’ so that chlorohydmca'rbon.
ma be carried out in em 10 in ,homolo ues of
50 free from metal salts is obtained. The fact that
ethgleneroxide, such as pigpyileng oxide dfbutyh 50
ethylene oxide can form their hydroxides in aque- -‘ ene oxide or another alkylen oxide instead of i
011s solutions of metal salts is in Itself known-
The application of this reaction of ethylene oxide 1 pheny] ethylené oxide, phendxypropene oxide or -:
for puri?cation 0f chlo?nated hydrocarbons is. ?nally epichlorhydrin, are likewise suitable for
55 however, new and surprising.
ethylene oxide. Substitution products, such as
The most probable ‘ the ‘process set forth.
What we claim is:—
1. The process for purifying halogenated hy
drocarbons oi’ the group consisting of halogenated
methane, ethane, ethylene and acetylene which
6 are contaminated with metal chlorides, which
comprises converting the metal salt by addition
drocarbons or the group consisting of halogenated
methane; ethane, ethylene and acetylene which '
are contaminated with metal chlorides, which
comprises adding ethylene oxide to the chlori
nated hydrocarbon‘ and distilling the latter in
the presence of water.
3. The process for purifying halogenated hy->
drocarbqns of the group consisting of halogenated
--c----o- '
methane, ethane, ethylene and acetylene which
are contaminated with metal chlorides, which
comprises adding, ethylene oxide to the chlori
of the group consisting of alkylene oxides, phenyl
alkylene oxides, phenoxypropene oxide and epi-. nated hydrocarbon and‘distilling the latter in
chlorhydrin with simultaneous action of water the presence of water and of an adsorption agent.
5 into a non-volatile substance and separating the
latter from the halogenated hydrocarbons.
2. The process for purifying halogenated hy
of a. compound containing the molecular con
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