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Патент USA US2114437

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Patented Apr. 19, 1938
Henry G. Berger and Edwin M. Nygaard, Wood
bury, N. J., assignors to Socony-Vacunm Oil
Company, Incorporated, New York, N. Y., a cor
Duration of New York
No Drawinl. Application April 15, 1936.
Serial No. 74,510
4011mm. (01. 44-9)
This invention relates to distillate petroleum and the colors after 48 hours, being as shown in
products, more particularly to light distillates the following table:
such as gasoline and kerosene, and to the stabi
lization thereof with respect to color and gum
Amount Color
5 formation, and the removal of color developed
therein during storage.
The purpose of the invention is to produce
stabilized and decolorized distillates by the addi
tion of an agent of suitable composition, and par
10 ticularly of an agent which will function success
fully notwithstanding the presence of water in
the distillate.
In U. 8. Letters Patent Nos. 1,959,316 and
1,959,317, to James B. Rather et al. it is disclosed
15 that alkyl substituted hydroxy-benzenes have de
colorizing and stabilizing properties similar to
those of the corresponding hydroxy~benzenes,
but are preferable to the latter by reason of the
fact that they are less soluble in water, and are
therefore more effective where water is present in
the distillates to which they are added.
This test showed no advantage in using a quan-
tity greater than one part in 50,000.
In another test similar to that above described,
on an American kerosene showing a Saybolt color
of —16, cyclohexylphenol improved the color to 16
Isomeric forms of the same substituted hy
droxybenzenes have, apparently, substantially
equal e?icacy. In the last mentioned test, for
example, the ortho and the para forms of cyclo
hexyl phenol gave the same results.
We have discovered that similar desirable char
We claim as our invention:
acteristics are possessed by certain cyclohexyl~
1. The combination, with a low-boiling normal
substituted hydroxybenzenes, which also are less ’ly light colored distillate petroleum product, of
soluble in water than the simple hydroxybenzenes, the class of gasoline or kerosene, which tends to 25
and therefore constitute superior decolorizing and develop color and gum during storage,‘ of mate
stabilizing agents where water is present.
rial from the class consisting of, the cyclohexyl
The hydroiwbenzene constituting the basis of substitution products of hydroquinone and pyro
the stabilizing agent, to which this invention re
gallol, in a quantity su?icient to reduce appreci
30 lates, may be phenol, hydroquinone or pyrogallol. ably the tendency to such deterioration or the 80
The substitution products may be made by re
color already so developed.
acting the hydroxybenzenes with cyclohexyl alco
2. The method of reducing the color developed,
hol in the presence of dehydrating agents such as the result of oxidation during storage, in nor
as freshly fused zinc chloride, phosphorous pent
mally light colored distillate petroleum of the
35 oxide, concentrated sulphuric acid or 70% sul
class of gasoline and kerosene, which consists in
phuric acid and glacial acetic acid, in a manner treating the same with material from the class
already known.
consisting of the cyclohexyl substitution products
Any of these substitution compounds. when of hydroquinone and pyrogallol, in a quantity suf
thoroughly mixed with the distillate to be treated, ilcient to produce appreciable diminution of such
40 is effective in a very small quantity, of the order
oi’ .002% or less.
The compound may be dis
solved in the distillate conveniently by perco
lating the latter through a crystalline mass of the
compound, or by dissolving the compound in a
45 small quantity of a solvent, such as isopropyl al
cohol, which is miscible with the distillate, and
adding this concentrated solution to the distil
3. The combination, with a low boiling normal
ly light colored distillate petroleum product, of
the class of gasoline or kerosene, of cyclohexyl
hydroquinone in a quantity su?icient to diminish
appreciably the visible effects of oxidation dur
ing storage.
4. ‘The combination, with a low boiling nor
The compounds in question act to inhibit the ,maliy light colored distillate petroleum product,
50 ‘development of color and gum, and they also act of the class of gasoline or kerosene, of cyclohexyl 50
to destroy or remove color previously developed. pyrogallol in a quantity suil‘lcient to diminish ap
As an example of the decolorizing e?‘ects of the preciably the visible effects of oxidation during
compounds in question, tests were made on a
discolored American kerosene having a Sayboit
55 color of 6, the compounds and quantities used,
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