close

Вход

Забыли?

вход по аккаунту

?

Патент USA US3087007

код для вставки
Q
‘
3,086,997
,7 Patented App. 23,’ i963
l
'
'
g
.
w
3,086,997
l
.
.
.'
.
ch arge d to the reactor _ Then H28 was
added
until
the
Paulsygvlgxseis gg?glggsimillgfgs‘gg?j‘?gg??ps
ture was then heated to 150° F, and ethylene oxide
hydroxide was all converted to hydrosul?de. This mix
.
,
.
,
.
..
Petroleum Company, a corporation of Delaware
No Drawing. Filed N0“ 7, 1961’ Sen No_ 159,632
3 Claims, ((11, 260.409)
(110g) was added over a period of 7 minutes. The
5 reactlon temperature rose to 125° F. and the pressure
to 40 psig. After allowing a few ‘minutes .to complete
the reaction, the reactor product was neutralized with
This invention relates to a novel synthesis of 2-mersulfuric acid (80 ml., 98 percent) to a‘ pH of 3. Two
captoethanol. In one of its aspects the invention relates
phases were present;
to the synthesis of 2amercaptoethanol by ?rst inter-react- 10
‘ '
.
. ‘ r
Grams
‘
ing sodium hydroxide and hydrogen sul?de to form
sodium hydrosul?de and then inter-reacting the reaction
mass with ethylene oxide and then neutralizing the ?nal
Organic phase _____________________________ __ 287
Water phase _______________________________ __ 446
reaction mass thus obtained.
.
.
.
.
organic
phase showed that it
contained
approximately
.
Zmercaptoethanol, which is valuable as a mercaptan
-
These were separated and an ASTM distillation on the
.
.
l
l
~
and am? as ‘a? wa
alctohol?
l‘argll Wélich (in ble
6r ‘Isou e 1' an p0 is
prepara ‘on o
1
in £116
.
' '
Example II
A stainless-steel autoclave with a l-qu-art capacity was
2H0CHzOHzSNa+HrSO4—>H0CHzOH2SH+Na2s04
used. Charge data on the run are as follows.
Charge:
By proceeding according to the foregoing reactions it
is possible to obtain the 2~mercaptoethanol without the 25
formation of thiodiglycol.
Thus in one process known to me 2-mercaptoethanol
and
oxidethiodiglycol
and hydrogen
are sul?de.
obtainedThis
by can
reaction
be illustrated
of ethylene
by
the following reactions.
30
g
' M°1es
53g
110
Pressure,p_si2
/ \
156_225_
_
25-45.
35 yrogflaatcggltlégmemm-l ------------------------------------ --
7
H2804 (cohcentmted) added _____________________________ H
80‘
CH2———->HOCHlCH2SCH2CHzOH
It is an object of this invention to provide a novel syn-
p
thesis for Z-mercaptoethanol. It is a ‘further object of
_
3.
§3313553353581F_-;;;--;;;~-----------;;;;;;;;;;;;;;;;
this invention to provide a method for producing Z-rner-
captoethanol without the formation of thiodiglycol.
25
l
om??gj‘mumy s F
O
HOCH2CH2SH+CH2
i
?aq?m
OH2~CHZ~0
percent)
..............................
---------------------- "
--
/ \
0H2 CH2+HiS—>HOOH2OHnSH
(2)
.
5400 F)
20
c§2_\_CH2+NaSH___,HOCH2OH2SNa
(1)
.
above
250° F. The distillation end point was 328° F.
showing that no thiodiglycol was formed (boiling point
Les’ ‘ as
been prepared, according to the present invention, by
reactions which can be illustrated by the following:
50 percent Water and 50 percent of mater}a1 bmhng
Distillation 0g No‘ 1 Organic phas
40
2%:
ASTM 13-86, ‘’ 133M760
E‘B'IP' (2 9)
Other aspects, objects and the several advantages of
No‘zwater phase‘
this invention are apparent from a study of this dis
closure .and the appended claims.
According to the present invention there is provided
a process for the synthesis of Z-mercaptoethanol which 45
comprises inter-reacting sodium hydrosul?de and ethylene
loxide at an elevated temperature, and after completion
of the reaction thus obtained, neutralizing the reaction
mass
and
recovering
Z-mercaptoethanol
tralized mass thus obtained.
from
the
__________ __
gilglgfzgg?gét-éaf-r-agx??.
1
of 1\l0_101‘ganic phase ______________ __ 144 g_
neu—
Theoreticalyield ~ - - - - - - - - — - —
In a now preferred form 50
of the invention sodium hydroxide and water are charged
- - - — ~- 195 g
1 Required to add. the ethylene oxide.
_
_
_
to a reactor. Then hydrogen sul?de is added to convert
. It W111 be noted that m the ?ol'egmPg examples the‘re
the sodium hydroxide to hydrosul?de. The mixture thus
obtained is heated to approximately 150° F. Ethylene
1? a Pompleté absence of heif-vy‘end‘s 111 the
d‘ls
UH‘a-UQH- T1115 Shows that thlodl'glycol, the bolllng Polllt
oxide is then added over a period of a few minutes. 55 of Whlch, as stated’ 15 540° F» was not formed
The reaction temperature and pressure are allowed to
rise and after a few minutes, for completion of the ,re_
When the alkali metal hydrosul?de and ethylene oxide
are reacted the temperature is elevated. ‘One skilled in
action, the reaction product is neutralized with sulfuric
the’ art havlng Studled this dlsdo‘suIe W111 detelmlne a
acid to a PH of 3, obtaining two phases, namely an Op
‘desirable temperature. However, the results which have
game Phase and a water phase.
60 been obtained and which have been set out herein can
On separating the phases and distilling the organic
‘be Obtamed by F‘ldmg'ethylene Oxide to the_sodlum hy
phase a distillation end point of 328° F_ can be ob_
drosul?de-zcontalnlng mass at a temperature in the range
tained showing that no thiodiglycol has been formed.
of 125 to 250° F; _
Thiodiglycol boils at 540s R
_
_
_
Reasonable variation and modi?cation are possible
It will be evident to one skilled in the art reading this 65 “£11111 the S€°Pe °f 111? fmgomg ‘1186mm and the
disclosure that other alkali metal hydroxides vcan be
f‘lPPend6d clams m the mventlon ‘the essence,“ Whlch
used and that neutralization can be effected with other
15 that_2‘mer°aPt°§than°1 has been Prepared Wlthout the
acids_
formation of thlodlglycol by inter-reacting sodium hydro
Example I
sul?de and ethylene oxide and then converting the re
A run was made in a 1-liter stainless-steel reactor.
Sodium hydroxide (100 g.) and water (400 g.) were
70 action mass thus obtained by neutralizing the same with
sulfuric acid, ultimately obtaining from the ?nal reaction
mass the 2-mercaptoethanol.
3,086,997
3
4
\I claim:
1. A method of preparing Z-rne-rcaptoethanol which
hydrogen sul?de into a_ reaction zone to produce therein
sodium hydrosul?de, heating the sodium hydrosul?de
thus produced to a temperature of approximately 150° F.,
then adding ethylene oxide and then neutralizing the
comprises interreactinlg sodium hydrosul?de and ethylene
oxide and then neutralizing the reaction mass thus
obtained.
_
2. A process of preparing 2~mercaptoethano1 which
5
comprises interreacti'ng sodium hydrosul?de and‘ ethylene
oxide at, a temperature in the range 1i25-250° F. and
then
sul?uri'c"
neutralizing
acid following
the reaction
which amass
?nal thus
mass obtained
thus obtained
10
is subjected to a recovery process ‘?or‘ recovering 2
me'rcaptoethanol.
v
?nal reaction mass thus obtained with sulfuric acid and
recovering 2¢mercaptoethanol fnorn the neutralized ?nal
reaction mass.
References Cited in the ?le of this patent
FOREIGN PATENTS
769,216
France ______________ __ Aug. 22, 1934
_
3'. A process‘ for the” preparation‘ of 2-1meroaptoethano1
which comprises charging sodium hydroxide, water‘ and
OTHER REFERENCES
Sjoberg- Ber. Deu-t. Chem. 74, 64-72 (1941).
Документ
Категория
Без категории
Просмотров
0
Размер файла
195 Кб
Теги
1/--страниц
Пожаловаться на содержимое документа