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Patented Nov. 5, v1946
2,410,688
ETE"SATES PATENT
FFICEv
2,410,688
METHOD OF
PROTECTIVE COM
PGSITEQN ANB RESULTING PRODUCT
Carl ‘L. Shapiro, New York, N. ‘1., assignori to
Lynnwcod Laboratories, Inc” Essex County,
N. .15., a corporation of New Jersey
Nc'Drawing. Application January 6, 194:0,v
Serial No. 312,684
8 Claims.
1
’
(Cl. 106—219)
.
2
The present invention is directed to coating
mixing the ingredients and allowing the same to
compositions, and more particularly to a com?
stand at ordinary room temperatures. for a num_ber of hours will cause the desired reaction to
position which is adapted for use in protecting
surfaces of non-ferrous metals and making the
same resistant to corrosion.
proceed to completion. However, if desired, one
may slightly warm or even heat the mixture to,
In application Serial No. 309,448, ?led October
accelerate the reaction.
'
20, 1939, in which thepresent applicant is one
It has been found that this reaction goes to,
of the joint applicants, there was described. the
completion, that is, a point is. reached Where. no
treatment of surfaces, usually of metal, in order
more reaction takes place, even though there may
to protect the same against corrosion. As de 10 be still present an excess of the strong acid. In
scribed in said application, there was provided an
oil which was generally the glyceride of a higher
fatty acid or a mixture of fatty acids, to which
there was usually added solid material of resin;
such case, several layers are formed and the re
action product of the strong acid with the fatty
acid may be readily isolated from the stratified
materials by usual and well known methods.
ous character. To such a composition there was 15
The reaction product may now be used for ad..
added a small amount of an inorganic or an or
dition to the coating compositions such as those
ganic acid which caused a reaction to take place,
wherein the added acid united with one or more
of the constituents of the composition. A com
position of this character had a very greatly im
proved eifect in increasing the corrosion re
sistance of the surface coated with the above de
set forth in the above-identi?ed copending ap
plication. Upon addition of the reaction prod
uct thereto, no further reaction takes placeand
20 one may add any suitable proportion of the re-..
action product to the coating composition. Even
if no further reaction takes place in the compo
sition, still when the same is-coated upon suitable
strong acid was quite small, but the results ob- '
surfaces to be protected and the composition is
tained in imparting resistance to corrosion were 25 baked at a relatively high temperature, the cor,
extremely bene?cial.
rosion resistance imparted to. the material to
While the compositiondescribed in said appli
be protected is complete and highly effective.
Compositions made in accordance with the
cation gave the desired results, it has been found
present invention may be used for coating non
that sometimes difficulty is encountered in that
when a strong acid, such as hydrochloric, nitric 30 metallic. as well as metallic materials, but it has
or the like, is added to the oil composition, the
been found that such compositions are eminently
reaction goes on to the desired point, but does
suitable for coating non-ferrous metals. Among
not always stop. Sometimes the reaction may
such metals which have been successfully treated
go on to an undesirable extent and, in some of
are the alloys of magnesium, aluminum, nickel,
the compositions of said application, it was dif
Zinc, copper, brass and various other alloys re
gardless of chemical composition. It is also ap
?cult to cause the acid reaction to go to exactly
the extent desired. '
plicable to any of the various commercial ferrous
The present invention, seeks to overcome the
and non-ferrous metals and alloys. It has not yet
been determined what chemical reactions or
di?iculties encountered in the addition of acid. to
a coating composition of‘ the type described'in the
physical phenomena are involved, but experi
aforesaid application, and to provide a simple
ments have proven that ferrous and non-ferrous
and effective means whereby the necessary and
metals when coated with the compositions of the
optimum amounts of acid may be incorporated
type described above show extremely high 're-.
into the ?nal coating composition.
sistance to corrosion. Such resistance, as far
In carrying the objects of the present inven 45 as applicant is aware, cannot be obtained by
other means.
tion into e?ect, I" provide an organic acid of high
molecular weight, such as for example, the higher
Among the high molecular weight organic acids,
fatty acids having Hi, It and i8 carbon atoms,
which may be reacted with the strong acids or
and including as examples thereof stearic, oleic,
may be used without such reaction, are not onlyv
1inoleic, dehydrated ricinoleic, and similar fatty 50 those named above. but various other acids such
acids. To such an acid or a mixture of such acids
as the natural resin acids, including abietic, the
there is added a substantial quantity of a strong
mixture of fatty acids obtained by the hydrolysis
acid, that is, one which has a high degree of disso- _
of vegetable or animal oils such as ‘p-erilla fatty
ciation. Such strong acids may be of organic or
acids, the fatty acid (9, 11 octadecadienic) ob
inorganic nature, but usually the ordinary strong 55 tained by the dehydration of ricinoleic acid, and
inorganic acids are used, such as hydrochloric,
various other acids of the same general nature.
nitric and the like.
Among the strong acids which may be used for
The amount of such strong acid, equal to say
applicants vpurpose are not only those named
up to 20%, is added to the fatty acid and a reac
above, but also such acids as orthophosphoric,
scribed composition. Usually, the amount of such
tion is allowed‘ to take place.
Usually, merely 60 acid, picric acid, citric acid, hydrochloric, and var
2,410,688
3
4
ions others. It is essential, of course, that the
> The same mixture of resins, oils and asphaltum
was made as in Example I. To this mixture is
added 10% by volume of the above described re
action product. An aluminum surface is coated
acid used ‘be su?iciently strong so that either
upon mixing with a high molecular weight fatty
acid a reaction will take place between the two, .
‘
or upon the application of heat the reaction will
by spraying or by brushing with the composition.
take place.
Various coating compositions may be treated
with the reaction product described above. Pref
Thereafter, the coated article is placed in an oven
at about 650° F. for eight minutes. to cause bak
ing to take place, after which the article is re
erably, such reaction products are incorporated
moved.
with compositions of the character described in 10
The coated surface has been found to be ex—
tremely resistant to the influence of various sub
stances which ordinarily corrode aluminum rap
idly. For instance, it was subjected to a test
by immersion in boiling potash for ten minutes,
the aforesaid copending application, but various
other lacquers, varnishes and other ?lm-forming
compositions may be made by the addition of
said reaction products thereto. It has also been
found that a coating composition may be made
using two or more oils of vegetable or animal ori
gin which are ordinarily not fully compatible
with each other. In such case, the addition of
the reaction product of the present invention
seems to make the same more compatible and suc
cessful compositions of this character have been
made.
The following are speci?c examples of the op
eration of the present invention:
Example I
A composition is made from a mixture of two
parts by volume of a paracoumarone-indene resin
cooked in oil an one part of boiled linseed oil
and one part of asphaltum.
The mixture is ,
removed therefrom, washed and dried. As a re
sult, there was no noticeable loss of weight. It
was then subjected to the same test with hydro
chloric acid as in Example If, as the result of
which the loss by weight was .0039 gram per
square inch.
Example IV
The same mixture of resins, oils and asphaltum
was made as in Example I.
To this mixture was
added 10% by volume of dehydrated ricinoleic
acid and an aluminum article was treated with
the resulting composition exactly as set forth
above, the ‘baking taking place at the stated time
and temperature.‘ When subjected to the above
hydrochloric acid test, the loss in weight was
.0060 gram per square inch, compared to a loss
sprayed upon the aluminum surface to be pro
of .019 gram per square inch where no free fatty
tected until a coat of uniform thickness is ob
acid was contained in the composition.
tained. Because of the viscosity of the solution,
The presence of acid in the composition, that
the same will adhere properly even vbefore drying.
is,
the pH value thereof, bene?cially affects the
Thereupon, the article is placed in an oven main 35
adherence, ?exibility, gloss, color retentivity, cor
tained at 650° F. for eight minutes, after which
rosion resistance, and general wearing character
it is removed. The article may be allowed to cool
istics of the resultant coat. The addition of
in the air or it may be immediately quenched in
the various organic and inorganic acids, bases
water, brine or oil without adversely affecting the
and salts to a fatty acid, which is then incorpo
40
surface.
rated
in the coating material, creates a better
A comparative test was made by subjecting the
control over the coating material than direct ad
article so treated with a 20% solution of sodium
dition thereof to the coating material. Thereby
hydroxide at 100-110“ F. for ten minutes. The
the initial reaction takes place apart from the
weight of the article was taken both before and
material,
thus avoiding undesired thickening of
after the test. It showed a loss of .0012 gram per
said material and continued changes therein.
square inch. An identical article which was not
Such additions to the fatty acids are particularly
treated showed under identical conditions a loss
necessary where strong acids, such as hydrochlo
of .0319 gram per square inch.
ric, are introduced.
Example If
The compositions are applicable to both ferrous
and non-ferrous bodies. The acids used in said
The same mixture of resins, oils and asphaltum
compositions are not equally suitable for all met
was made as in Example I. The identical ar
als. For example, a hydrochloric acid containing
ticle was coated in the same manner with this
composition is especially suitable for non-ferrous
composition and baked as statedabove at 650°
F. for eight minutes.
CW LI metals, whereas nitric acid containing composi
tions are superior to the hydrochloric composi
A comparative test was made by subjecting the
tions for ferrous metals. For the various types of
article so treated with a 50% solution of hydro
metals and alloys, the best compositions should
chloric acid at room temperature for ten min
be determined by suitable preliminary tests.
utes. The weight of the article was taken both
Coated articles constitute an excellent base for
before and after the test. It showed a loss of
surface enamels and other coatings, which adhere
.0190 gram per square inch. An identical article
strongly to the treated articles.
which was not treated showed in only a ?ve min
What is claimed is:
ute test under identical conditions, a loss of
1. A method of making a composition adapted
.5942 gram per square inch.
‘
for application as a ?lm-forming coating mate
Example III
Fully dehydrated ricinoleic acid is mixed with
10% by volume of commercial concentrated by
rial for protective purposes which comprises pro
viding a higher unsaturated fatty acid taken from
the class having 14, 16 and 18 carbon atoms,
adding thereto .an acid having a high degree of
drochloric acid and the mixture is vigorously
stirred. It is allowed to stand for about twenty 70. dissociation, the dissociation being su?iciently
high so that upon mixing the same with said
four hours, as the result of which the reaction
fatty acid a reaction takes place between said
product of the two acids separates from the ex
acids without the application of heat, allowing
cess of hydrochloric acid and forms a layer on
the mixture to stand at about room temperature
top of the same. It is removed from the excess
for several hours until the reaction between the
hydrochloric acid solution.
‘
2,410,688
5
strong acid and organic acid is completed, the
reaction taking place without the application of
heat whereby a reaction takes place between said
acids, removing the product of said reaction from
residual added acid, introducing the same into an
oleoresinous ?lm-forming material, the result
ing composition having greater adherence to arti
6
adding thereto up to about 20% of hydrochloric
acid, allowing the mixture to stand at about room
temperature for several hours until the reaction
between the strong acid and organic acid is com
pleted, the reaction taking place without the ap
plication of heat whereby a reaction takes place
between said acids, removing the product of said
cles to be coated and imparting to such articles
reaction from residual hydrochloric acid, intro~
ducing said product into an oleoresinous ?lm
greater resistance to corrosion.
2. A method of making a composition adapted 10 forming material in amount of 10% by volume,
for application as a ?lm-forming coating material
the resulting composition having greater adher
for protective purposes which comprises provid
ence to articles to be coated and imparting to
ing a higher unsaturated fatty acid taken from
such articles greater resistance to corrosion.
6. A composition adapted for application as a
the class having 14, 16 and 18 carbon atoms,
adding thereto an acid having a high degree of 15 ?lm-forming material for protective purposes
comprising, an oleoresinous ?lm-forming material
dissociation taken from the class consisting of
having incorporated therein the reaction product
hydrochloric, nitric, citric, picric, and phosphoric
of an acid having a degree of dissociation suf
acids, allowing the mixture to stand at about
?ciently high so that upon mixing the same with
room temperature for several hours until the re
action between the strong acid and organic acid 20 a higher fatty acid a reaction takes place be
is completed, the reaction taking place without
tween the two acids without the application of
the application of heat whereby a reaction takes
heat, with higher unsaturated fatty acids hav
place between said acids, removing the product
ing 14, 16 and 18 carbon atoms obtained by mix
ing the fatty acid with the ?rst-named acid and
of said reaction from residual added acid, intro
ducing the same into an oleoresinous ?lm-form
allowing the mixture to stand at about room tem
ing material, the resulting composition having
perature for several hours until the reaction be
tween the ?rst-named acid and organic acid is
greater adherence to articles to be coated and
imparting to such articles greater resistance to
completed, the reaction taking place without the
application of heat, said reaction product being
corrosion.
3. A method of making a composition adapted 30 a minor part of said composition.
for application as a ?lm-forming coating material
7. A method of making a composition adapted
for protective purposes which comprises provid
for application as a ?lm-forming coating mate
rial for protective purposes which comprises pro
ing fully dehydrated ricinoleic acid, adding there
viding a higher unsaturated fatty acid having
to an acid having a high degree of dissociation,
the dissociation being su?iciently high so that 35 taken from the class having 14, 16 and 18 carbon
upon mixing the same with said fatty acid a re
atoms, adding thereto an acid having a high
action takes place between said acids without
degree of dissociation, the dissociation being
the application of heat, allowing the mixture to
sufficiently high so that upon mixing the same
stand at about room temperature for several
with said fatty acid a reaction takes place
hours until the reaction between the strong acid 40 between said acids without the application of
and organic acid is completed, the reaction tak
heat, allowing the mixture to stand at about
ing place without the application of heat where
room temperature for several hours until the
by a reaction takes place between said acids, re
reaction between the added acid and organic
moving the product of said reaction from residual
added acid is completed, the reaction taking
added acid, introducing the same into an oleo
place without the application of heat where
resinous ?lm-forming material, the resulting com
by a reaction takes place between said acids, re
position having greater adherence to articles to
be coated and imparting to such articles greater
moving the product of said reaction from resid
ual acid, introducing the same into an oleoresinous
resistance to corrosion.
?lm-forming material, said reaction product
4. A method of making a composition adapted 50 being a minor part of said composition, the re
for application as a ?lm-forming coating mate
sulting composition having greater adherence to
rial for protective purposes which comprises pro
articles to be coated and imparting to such arti
viding fully dehydrated ricinoleic acid, adding
cles greater resistance to corrosion.
thereto an acid having a high degree of dissocia
8. A composition adapted for application as a
tion, the dissociation being‘ su?iciently high so 55 ?lm-forming material for protective purposes
that upon mixing the same with said fatty acid
comprising an oleoresinous ?lm-forming material
a reaction takes place between said acids with
having incorporated therein the reaction prod
out the application of heat, allowing the mixture
uct of an acid having a degree of dissociation
to stand at about room temperature for several
suf?ciently high so that upon mixing the same
hours until the reaction between the strong acid 60 with a higher fatty acid a reaction takes place
and organic acid is completed, the reaction taking
between the two acids without the application of
place without the application of heat whereby
a reaction takes place between said acids, remov
ing the product of said reaction from residual
added acid, introducing the same into an oleo
resinous ?lm-forming material consisting essen
tially of an oleoresinous varnish, the resulting
composition having greater adherence to articles
to be coated and imparting to such articles great
heat, with higher unsaturated fatty acids having
14, 16 and 18 carbon atoms obtained by mixing
the fatty acid with the added acid and allowing
the mixture to stand at about room temperature
for several hours until the reaction between the
?rst-named added acid and organic ?rst~named
acid is completed, the reaction taking place with
out the application of heat, said added acid
er resistance to corrosion.
70 being sufficiently strong so that upon mixing the
5. A method of making a composition adapted
same with said fatty acid a reaction takes place
for application as a ?lm-forming coating mate
between said acids with or without the applica
rial for protective purposes which comprises pro
tion of heat.
viding a higher unsaturated fatty acid taken from
CARL L. SHAPIRO.
the class having 14, 16 and 18 carbon atoms, 75
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