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Patented Oct. 22, 1946
2,409,877
UNITED STATES PATENT OFFICE
_
2,409,877
wnnrcarmo on.
Robert L. May, Chicago, Ill., asslgnor to Sinclair
Re?ning Company, New York, N. Y., a corpora
tion oi’ Maine
No Drawing. A'pplication July 15, 1944,
Serial No. 545,193
4 ‘Claims. (Cl. 252-46.?)
This invention relates to a lubricating oil com
2
various other organic calcium salts have been
position ' having improved characteristics espe
found particularly e?ective as detergents in lubri
cially with respect to oxidation and corrosion.
cating oil compositions used in internal combus
My improved lubricating oil composition may be
tion engines, the two particularly named calcium
used with particular advantage as a heavy duty 5 compounds being more fully described in Letters
oil lubricant for gasoline and Diesel engines, and
Patent 2,347,547 and 2,339,692, issued on applica~ ,
is also particularly desirable as a turbine oil, as
tions of Willard L. Finley.
an hydraulic ?uid or for like purposes.
A further highly effective lubricating oil com
In my Patent 2,379,312, I have described and
position contemplated by my present invention
claimed a novel class of compounds resulting from 10 is one comprising, in addition to the lubricating
the reaction of an alkylated phenol with the con
densation product of a terpene, such as present
in turpentine, and phosphorus pentasul?de, P285.
The turpentine-P285 condensation product is the _,
oil constituents and my inhibitor, a calcium pe
troleum sulfonate, as a. detergent. Other deter
gents which may be used with advantage include
the barium phenolate of sulfurized diamyl phenol,
subject of my co-pending application Serial No. 15 such as currently marketed under the trade name
'
“Aerolube B,”‘metallic phenolatcs of sulfurized
I have now discovered that the compounds
_ ' tertiary amyl phenol, such as currently marketed
which my Patent 2,379,312 is directed are espe
under the‘trade names “Calcium Paranox” and
cially eifective in repressing or inhibiting the
“Barium Paranox," and various other metallic
deterioration of lubricating oil compositions and 20 soaps, either basic or neutral, metallic sulfonates,
494,688, filed July 14, 1943.
the corrosion of metal parts in contact therewith.
alcoholates and alkoxides and metallic deriva
I am at present unable to de?nitely de?ne by
tives of alkylated salicylic acid.
_
chemical formula either the condensation prod
When used in conjunction with these deter
ucts of turpentine and P285, or the products re
gents, particularly the calcium salts, including
sulting from the reaction of said condensation 25 the calcium petroleum sulfonates previously men
products with the alkylated phenols. For brevity,
tioned, these detergents and my inhibitors have
I shall herein refer to the former as the turpen
been found to complement each other, so that
tine-P285 condensation product and to the com
the effectiveness of each is promoted. For ex
pounds resulting from the reaction of said con
ample, the phosphorus acidity of the inhibitor
densation products with the alkylated phenols as 30 appears to be neutralized by the calcium. of the
my inhibitor.
detergent, thus minimizing any tendency of the
The characteristics of the inhibitor used in the
former to promote sludge formation. Further the
compounding of the lubricating oil composition
tendency of the detergent to promote oxidation of
of my present invention vary somewhat depending
the oil at the termination of its oxidation induc—
upon the characteristics of the turpentine-P285
tion period is also minimized by the presence of
condensation product and the nature and pro
my inhibitor. Each of these desirable ends is
portions of alkylated phenol used in its prepera
accomplished without destroying the e?'ectlveness
tion. Generally, these compounds are relatively
of either the detergent or the inhibitor.
acidic and are highly soluble in mineral oils.
The proportions of the inhibitor used in the
The lubricating oil composition of my present 40 compounding of my improved lubricating oil com
invention may consist solely of the lubricating oil
positions may be varied somewhat but, in any
constituent and my inhibitor. However, the in
case, only a minor proportion is used. The opti
hibitors of my present invention have been found
mum proportion to be used will depend upon
to be compatible with other desirable lubricating
whether or not a detergent, such as previously
oil addends and the inclusion of such other ad
mentioned, is present and the particular use to
dends, especially addends of the type known as de
which the lubricating oil composition is to be
tergents, is within the contemplation of my pres
put. The optimum proportion will also vary, de
ent invention and constitutes an important aspect
pending upon the particular member of my new
thereof.
class of inhibitors used.
The inclusion of certain so-called detergents, 50 In the preparation of my improved lubricating
for instance, in internal combustion engine lubri
oil composition, I have found it advantageous to
cants, has been found highly advantageous. An
prepare the inhibitor in solution in about an equal
especially e?’ective lubricating oil composition for
weight of a petroleum lubricating oil fraction,
the lubrication of internal combustion engines,
as hereinafter more fully described. As a motor
and the like, contemplated by the present inven 55 oil which does not contain detergents, 0.2 to 0.5%
tion, is one comprising, in addition to the lubri
of the 50% concentrate of my inhibitor may,
cating oil fraction and my inhibitor, a minor pro
with advantage, be admixed with the lubricating
portion of a calcium-containing detergent, for
oil constituent. When used as an anti-oxidant
instance, a calcium salt of iso-octyl salicylate, or
in turbine oils or hydraulic oils, the 50% con
a. calcium salt of capryl salicylate. These and 60 centrate may be added to the lubricating con
2,409,877
3
4
stituent in proportions advantageously ranging
from about 0.1 to about 0.3% by weight. In
‘heavy duty oils containing detergents, such as
istics of the turpentine-P285 condensation prod
uct used in its preparation and the nature and
proportions of the alkylated phenol reacted there
with, the illustrations of my lubricating oil com
previously mentioned, for use in gasoline or Diesel
engines, the 50% concentrate of my inhibitor may, '
positions will include a description of the prep
with advantage, be added in proportions ranging
from about 1% to about 5% by weight, depending
aration of the particular inhibitor used.
In the preparation of the intermediate tur
pentine-P285 condensation product to be used
upon the nature and concentration of the deter
gent, the severity of the service for which the
in preparing my inhibitor, the molar ratio of
lubricating oil composition is to be used and the 10 turpentine to Pass used is with advantage ap
particular inhibitor employed.
proximately 3:1, though this ratio may be varied
somewhat as subsequently described. '
However, these inhibitors are acidic phosphorus
derivatives and phosphorus acidity has been
The reaction of turpentine with P235 is highly
exothermic and proceeds spontaneously after
found to have a general tendency to‘ promote
polymerization and sludge formation in mineral 15 being initiated by slight heating. A desirable
lubricating oils. In internal combustion. engine
method of effecting the reaction is to heat the
turpentine in a vessel to about 200° F. or slightly
lubricants, where sludge formation must be mini
mized, the use of the inhibitor in proportions .ex
higher and then, without further heating, slowly
stirring in the phosphorus pentasul?de in the ceeding about 1% by weight, in the absence of de
tergents such as previously noted, is not generally 20 powdered form. The heat of reaction is great
advisable. However, proportions within the in
and, consequently, the addition should be made
dicated range will be found not to cause noticeable
slowly, so as to avoid the possibility of the reac
or objectionable sludging under such conditions.
tion's becoming uncontrollable. The character
istics of the inhibitor are favorably affected by
In gear lubricants, for example, where polymer
ization and sludging is less critical, larger pro
25 using in its preparation a turpentine-Pass con
portions of the inhibitor may be employed.
densation product in the preparation of which
For optimum results, when used in conjunction
the temperature during the mixing was not
with one of the previously-noted calcium deter
permitted to exceed about 250° F., although
gents, the proportion of the inhibitor should gen
higher temperatures are permissible.
erally not exceed that which will be neutralized 30 After the addition is completed, it is usually
by the calcium salt detergent, for, with an ex
necessary to apply heat externally to complete
cess of the inhibitor, residual phosphorus acidity
the reaction. The temperature during this last
will remain with its characteristic tendency to
stage is preferably maintained at about 300° F.,
promote sludge formation. The optimum ratio
though temperatures of about 200° F. to 400° F.
of the inhibitor to the detergent will depend upon 35 may be employed. This second stage of the
the basicity of the detergent and upon the amount
operation should be continued until all of the
of P255 equivalent, used in the preparation of the
P235 is dissolved. The material thus prepared
inhibitor, and may be determined for any partic
is a viscous liquid at elevated temperatures
ular set of conditions by simple test.
which solidi?es on cooling to room temperature.
Various petroleum lubricating oil fractions may 40 The turpentine-P285 concentration products,
thus prepared, are, in the absence of excess
be used, for instance, solvent-treated Mid-Con
tinent neutrals or a blend of such Mid-Continent
turpentine, brittle, resinous solids which‘ dis
neutrals with bright stock or a. solvent-re?ned
solve readily in lubricating oils or in excess tur
lubricating oil fraction from a Pennsylvania
pentine to form liquids. Such solutions of high
crude. Characteristics of two lubricating oil con 45 concentration are relatively viscous. However,
the viscosity of the solution decreases rapidly
stituents which have been used with advantage,
as the proportion of the solvent is increased from
and which were used in the compounding of the
- lubricants hereinafter set forth as illustrative of
25% to 75%.
my invention, appear in the following Table-I, in
In general, my inhibitor may be prepared by
which base oil-A is a solvent-treated Mid-Conti 60 adding the alkylated phenol gradually to the
nent, S. A. E. 10 oil and base oil B is a sulfonated
turpentine-P285 condensation product prepared
Mid-Continent S. A. E. 30 oil prepared by treat
‘ as previously described. Such addition is ad
ing a raw Mid-Continent stock with 40 pounds
vantageous at a temperature of about 230° F.
of 99.3% sulfuric acid per barrel, separating the
However, this temperature may be varied, tem- ,
sludge formed, neutralizing the acid oil with 55 peratures as high as 300° F. being used without
lime, heating the mixture to drive oil.’ all water
damage to the product.
present and ?ltering the dehydrated oil.
In reacting the alkylated phenol with the tur
pentine-P285 condensation product, very little
Table I
heat is evolved. After the alkylated phenol has
been added, the mixture is maintained at an
Base oil
A
Gravity, ° A. P. I.
'
The proportions of the alkylated phenol may
25.5
Flash, ° F _______ __
435
Fire, ° F ________________ __
Viscosity at 100° F. SUS. _
elevated temperature, advantageously about 200°
F. for about an hour with‘ stirring.‘
B
500
249. 6
512. l
49. 0
60. 2
be varied over a considerable range without loss
of the effectiveness of the resulting inhibitor.
The optimum proportion of alkylated phenol
used is, to a considerable extent, dependent upon
Viscosity index _______ __
92. 8
77.0
,the
ratio of turpentine to P285 used in the prep
Pour, “F ...... __
5
5
aration of the intermediate condensation prod
Percent sulfur..."
-__
0. 20
0. 35
Percent calcium __________________________________________ _ _
0. 061
70 uct. Particularly desirable results’ have been
obtained using proportions of. reactants equiv
The invention will hereinafter be illustrated
alent to about .2 moles of P235, 6 moles of tur
by speci?c examples of my improved lubricating
pentine and 3 moles of alkylated phenol, assum
oil composition. Since the characteristics of the
ing the molecular weight of turpentine to be 136.
inhibitor are somewhat affected by the character 76 However, the proportions of these constituents
Viscosity at 210° F. SUS
2,409,877
6
may be varied somewhat. Satisfactory results
stood, however, that my invention is not limited to
lubricating oil compositions containing the par
ticular inhibitors illustrated.
may- be obtained where for each two moles of
P255, 5 to 7 moles of turpentine and 1 to 5 moles
of the alkylated phenols are used. However,
I have found it desirable that the total number
ExAMPLE I‘
of moles of turpentine and alkylated phenol used
2040 grams of turpentine was placed in a ?ask
for each two moles of P285 fall within a range of
equipped with stirrers, a thermometer and a fun
about 8 to 10. Also, in the preparation of the
nel and heated to a temperature of 240% F.
turpentine P285 condensation product used in
There was then slowly added with stirring 1110
preparing the inhibitor, I have found it desir 10 grams of powdered phosphorous pentasulflde at
able that no unreacted P255 remain in the
a rate such that the temperature of the mixture
product.
did not ‘rise above 275° F. After all of the phos
In the preparation of my new class of inhibi
phorus pentasul?de had been added, the temper
tors, considerable latitude 'is permissible in the
ature of the mixture was raised to 300° F. and
selection of the alkylated phenol used. In general, 15 maintained at this temperature for 2 hours, at
the alkyl radical of the alkylated phenol should
the end of which period all of the Pass had dis
be a saturated aliphatic group. Each molecule
solved and the product was a viscous amber
of the alkylated phenol may contain one or more
colored liquid. This turpentine-P255 condensa
such groups. The number of carbon atoms in
tion product was then cooled to 230° F. and 1230 '
each aliphatic group is not critical. Desirable 20 grams of p-tert-amylphenol was added and the
products may be obtained where each such group
mixture heated for 1 hour at a temperature of
contains from 1 up to 12 to 16, or even up to
200° F. with stirring. The resulting product
25 to 35 carbon atoms. Alkylated phenols con
was found by analysis to have an acid number
taining 5 or more carbon atoms in each alkyl
of 46.5 and a saponi?cation number of 132.1, and
group have been found especially desirable in 25 to contain 6.82% phosphorus and 17.4% sulfur
the preparation of my new inhibitors, because of
4380 grams of this product was admixed with
the great-oil solubility of the resultant products.
4380 grams of a light petroleum lubricating oil
The alkyl group or groups may be either normal
or branched ‘chain.
'
fraction having the characteristics set forth in
the following Table II. The 50% concentrate
I
Alkylated phenols, herein designated codimer
thus prepared was found by analysis to have an
alkylated phenols, such as- prepared by the re 30 acid number of 30, a saponi?cation number of 65.5
action, in the presence of sulfuric acid, of phe
and an A. P. I. gravity of 11.4 and to contain
nols with the ole?nes in commercial codimer,
3.42% phosphorus and 9.55% sulfur.
resulting from the phosphoric acid polymeriza
EXAMPLE II
per molecule and comprising propylene, butene
To a turpentine-P285 condensation product,
1, butene-2 and lso-butylene, the codimer con
prepared as described in the foregoing example
sisting of a major portion of Ca ole?nes, together
from 1632 grams of turpentine and 888 grams of
P285, at a temperature of 300° F. there was added
with some C8, C1, ‘C9, C10, C11, C12 and higher
ole?nes, have been used with advantage. These 40 1404 grams of diamylphenol, and the mixture
codimer alkylated phenols are comprised pri
heated at 250° F. for 1 hour with stirring. To
marily of mono- and poly-alkylated phenols
the resulting product there was added 3,924
having alkyl groups, as noted above, but with Ca
grams of the base oil used in Example I to pro
alkyl groups predominating.
duce a 50% concentrate which was found by
I have further used with advantage in the 45 analysis to have an acid number of 27.5, a saponi
preparation of my improved inhibitors, alkylated
?cation number of 60.7 and an A. P. I. gravity of
tion of mixed ole?nes of 4 carbon atoms or less 35
phenols, herein designated codimer bottoms alkyl
ated phenols, herein designated codimer bottoms
alkylated phenols, prepared by the method just
described for the preparation of codimer alkyl
ated phenols except that'the phenol was reacted
with codimer bottoms, the codimer bottoms used
being the bottoms obtained by a redistillation of
13.4, and to contain 3.04% phosphorus and 8.30%
of sulfur.
50
EXAMPLE III
To a turpentine-Pass condensation product,
prepared as in Example I from 2040 grams of tur
pentine and 1110 grams of P285, at a temperature
of 230° F. there was added 1425 grams of a butene
the previously described codimer to a 350 to 360°
alkylated phenol having a phenol number of
F. end point overhead. This bottoms was com 55 294.3 and an apparent molecular weight'of 190.
prised primarily of C12 ole?nes, but contains
some somewhat lower and some somewhat higher
molecular weight ole?nes.
,
In the preparation of the turpentine-P285 con
densation product, either steam-distilled wood
turpentine or gum spirits may be used.
Such tur
pentine consists mainly of alpha pinene, a bi
cylic terpene having the empirical formula CIOHIG
- The mixture was heated at a temperature of 200°
F. for 1 hour with stirring. The resultant prod
uct was found by analysis to have an acid number
of 57.5, a saponi?cation number of 136.0 and to
60 contain 7.13% of phosphorous and 17.82% sulfur,
4575 grams of the product prepared as described
was thoroughly blended with an equal weight of
the light petroleum lubricating oil fraction used
Pure alpha pinene and other more costly ter
in Example I to produce a 50% concentrate of
penes will react similarly with P255, but, for 65 the inhibitor. This concentrate was found by
reasons including economic considerations, I pre
analysis to have an acid number of 30.3, saponi
fer to use the more readily available turpentines.
The turpentine used in the speci?c examples
?cation number 01’ 65.6 and an A. P. I. gravity of
12.2 and to contain 3.75% phosphorus and 9.31%
sulfur.
turpentine comprising about 90% alpha pinene.
EXAMPLE IV
The following speci?c examples of inhibitors 70 To a turpentine-P255 condensation product
used in the compounding of my improved lubri
prepared as in Example I, from 2040 grams of
cating oil compositions and the procedure by
turpentine and 1110 grams of P285, there was
which such inhibitors may be prepared are given
added 1700 grams of a codimer alkylated phenol
as illustrative of my invention. It will be under 76 having a phenol number of 247.4 and an apparent
herein was a technical grade steam-distilled wood
2,409,877
‘8
7
molecular weight of 227. The mixture was re
acted by heating at a temperature of 250° F. for 1
hour with stirring. 4850 grams of the product
thus prepared was then intimately blended with
an equal weight of the petroleum lubricating oil
fraction of the type used in Example I to pro
duce a 50% concentrate of the inhibitor. This
concentrate was found by analysis to have an
acid number of 25.8, a saponi?cation number of
61.6 and an A. P. I. gravity of 12.6 and to contain 10
3.22% phosphorus and 8.63% sulfur.
apparent molecular weight of 448. The mixture
was heated for 1 hour at 200° F. with stirring.
The product was found by analysis to have an
acid number ,of 45.8 and a saponi?cation number
of 98.0 and to contain 4.82% phosphorus and
12.68% sulfur.
Exzmru: X
A. turpentine-P255 condensation product, pre
pared as in Example I, from 1632 grams of tur
pentine and 888 grams of PzSs, was reacted as
previously described with 2570 grams of codimer
EXAMPLE V
bottoms alkylated phenol consisting of equal pro
portions of a codimer bottoms alkylated phenol
To a turpentine-Pass condensation product
having a phenol number of 134.9 and an apparent
prepared as in Example I from 816 grams of tur
molecular weight of 415 and a codimer bottoms
pentine and 444 grams of P285. there was added
alkylated phenol having a phenol number of 127.5
1293 grams of a codimer bottoms alkylated phenol
and an apparent molecular weight of 441. The
having a phenol number of 129.6 and an apparent
product was found by analysis to have an acid
molecular weight of 432. This mixture was
caused to react by heating at a temperature of 20 number of 40 and a saponi?cation number of 97.1
and to contain 4.72% phosphorus and 12.12%
' 200° F. for one hour with stirring. The product
sulfur.
was then diluted and intimately blended with an
The light petroleum lubricating oil fraction
equal weight of the petroleum lubricating oil
'used as the diluent in various of the foregoing
fraction used in Example I to produce a 50%
concentrate of the inhibitor. This concentrate 25 speci?c examples was a Mid-Continent neutral
having the characteristics set forth in the follow
was found by analysis to have an acid number of
17.5, a saponi?cation number of 43.0 and an
A. P. I. gravity of 16.3, and to contain 2.78%
phosphorus and 6.87% sulfur.
ing table:
Table]!
Gravity, °A. P. I_..__.. _________________ __
27.9
365
30 Flash, °F
EXAMPLE 'VI
Fire, °F ______________________________ __
405
To a turpentine-P285 condensation product,
Viscosity at 100° F., SUS_______________ .. 107.8
prepared as in Example I from 2040 grams of tur
‘Viscosity at 210° F., SUS ______________ __ 39.5
pentine and 1110 grams of P285, cooled to a tem
Pour,v °F
20
perature of 230° F., there was added 1755 grams 35 Color
2__
of diamyl phenol and the mixture heated with
The codimer alkylated phenol and the codimer
stirring for about 1 hour at a temperature of 190
bottoms alkylated phenol were those previously
to 200° F. The product was found by analysis to
described herein.
‘
have an acid number of 51.2, a saponi?cation
For the purpose of further illustrating my in
number of 120.4 and to contain 6.26% phosphorus 40
vention and the advantage derived therefrom, I
and 16.3% sulfur.
have herein set forth the results of oxygen ab
EXAMPLE VII
sorption and bearing corrosion tests of various of
my improved lubricating oil compositions. The
A turpentine-P285 condensation product, pre
advantages of my present invention with respect
pared as in Example I from 2040 grams of tur
pentine and 1110 grams of Past. was admixed 45 to oxidation and corrosion characteristics of my
improved lubricating oil compositions are illus
with 2050 grams of codimer alkylated phenol hav
ing a phenol number of 203.7 and an apparent
trated by their mean oxygen absorption rates, as
compared with the oxygen absorption rates of the
molecular weight of 275 and the mixture heated
at 200° F. for 1 hour with stirring. The product
base oil, and the corrosion losses of bearing metal
. was found by analysis to have an acid number 50 in contact with the respective lubricants.
These tests were carried out in a closed system
of 51.3 and a saponi?cation number of 117.6 and
in which pure oxygen was circulated through
to contain 3.98% phosphorus and 15.82% sulfur.
156 grams of the lubricant being tested. The
pressure of the system was maintained constant
A turpentine-P285 condensation product, pre- ,55 by introducing oxygen from a burette, and the
sample was maintained at 360° F. and in contact
pared as in Example I from 1632 grams of tur
with two pieces of copper-lead bearings having
pentine and 888 grams of P285, was reactedas
an approximate combined area of one square inch
previously described with 2149 grams of a codimer
of copper-lead alloy surface and one square inch
bottoms alkylated phenol having a phenol num
ber of 151.2 and an apparent molecular weight of 60 of steel surface. The rate of oxygen absorption
is calculated as milliliters of oxygen absorbed per
371. The product was found by analysis to have
minute per 100 grams of oil, measuring the
an acid number of 45.5, a saponification number
oxygen under standard condition of temperature
of 104.5 and to contain 5.15% phosphorus and
and pressure. The bearing corrosion loss is re
13.93% sulfur.
EXAMPLE VIII
»
ExAurLn IX
‘
65 ported as milligrams, the plus sign indicating gain
in weight.
When subjected to the foregoing test, the mean
pared as in Example I from 2040 grams of ‘tur
oxygen absorption rate of base oil A, previously
pentine and 1110 grams 01' Pass, was admixed
identi?ed, was 25.6 milliliters, and the bearing
with 2670 grams of codimer bottoms alkylated 70 corrosion loss was 5.8 milligrams. By incorporat
phenol consisting of equal proportions of a codi
ing in this base 011 0.1% of my inhibitor prepared
mer bottoms alkylated phenol having a phenol
as described in Example 11, the mean oxygen ab
A turpentine-Pass condensation product, pre
number of 125.9 and an apparent molecular
sorption rate was reduced to 9.5 milliliters and
weight of 445 and a, codimer bottoms alkylated
the bearing corrosion loss reduced to 5.2 milli
phenol having a phenol number of 124.7 and an 75 grams. By compounding with this same base oil
2,409,877
10
0.25% of said inhibitor, the mean oxygen absorp
tion rate was reduced to 2.0 milliliters and the
noted, for instance, calcium petroleum sulfonates.
However, the latter compositions are particularly
there being an increase in the bearing weight of
.
The proportions of inhibitor indicated as used
.>
or also contains a detergent, such as previously
bearing corrosion loss completely eliminated,
1.2 milligrams.
i
the lubricating oil constituent and my inhibitor
‘in ‘
in each of the tests herein are based on the
advantageous, as previously noted herein.
I claim:
‘
1. A lubricating oil composition comprising a
major
proportion 01' a petroleum lubricating oil
from the 50% concentrate previously described.
and
a
minor
proportion, effective to retard oxida
Further illustrations of my improved lubricat
tion of the oil, of an inhibitor resulting from the
ing oil compositions and the characteristics
reaction of an alkylated phenol with the conden
thereof with respect to oxygen absorption rates
sation
product of turpentine and phosphorus
and bearing corrosion losses are set forth in the »
pentasul?de. the alkyl group of the alkylated
following Table III. In each instance, the inhibi
tor was compounded with previously identified 15 phenol being a saturated aliphatic radical
2. A lubricating oil composition comprising a
base oil B, the characteristics of base oil B with
major
proportion of a. petroleum lubricating oil
out the inhibitor being included for comparison.
and about 0.1 to 2.5%, based on the weight of the
Table III
oil constituent, of an inhibitor resulting from the
weight of the undiluted inhibitor, as distinguished
Inhibitor
.
Identity
Noni‘ . . _ _ _ _ . . . _
Example I ____________ -_
Example VI __________ _-
.
Prp‘g‘getlll‘zn’
. _ _ . _ ._
l\/(l’)e,a;1b;rli)tri;]of Deming
mm- W est.‘ it:
.
100
Q
mgs.
reaction of an allqrlated phenol with the con
20 densation product of turpentine and phosphorus
pentasul?de, the alkyl group of the alkylated
phenol being a saturated aliphatic radical.
, ,
21. 6
9.8
0.1
0.1
4.08
3. 80
+1. 5
+0. 6
0.1
0.1
0. 1
0.1
0. l
4. 28
3. 74
4. 15
3.19
4. 07
+0. 2
+2.0
+1. 5
+1. 2
+1. 7
_
3. A lubricating oil composition comprising a
major proportion of a petroleum lubricating oil
25 and a minor proportion, effective to retard oxl_
dation of the oil, of an inhibitor resulting from
the reaction of diamyl phenol with the condensa
tion product of turpentine and phosphorus penta
sul?de.
30
4. A lubricating oil composition comprising a
major
proportion of a. petroleum lubricating oil
From the results of these tests, it appears that
and a minor proportion, e?'ective to retard oxida
though the base oil had high corrosion rates and
tion of the oil, of an inhibitor resulting from the
high oxygen absorption rates, the lubricating oil
compositions prepared therefrom, in accordance 35 reaction of an alkylated phenol with the conden
sation product of turpentine and phosphorus
with my invention, showed in each instance sub
pentasul?de, the alkyl group of the alkylated
stantially reduced oxygen absorption rates and
phenol being a saturated aliphatic radical con—
bearing corrosion losses. These results are ob
taining
at least 5 carbon atoms.
tained where the composition consists solely of
ROBERT L. vMAY.
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