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Патент USA US3075857

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United States Patent 0 '~
C6
3,075,849
Patented Jan. 29,. 19.63;
1
2
3,075,849
solutions, emulsions, dispersions, and the like coating
materials.
PROCESS. OF RETARDING SEDIMENTATION 0F
PIGMENTS IN FILM-FORMING COATING MA
Stillanothe-r object of the'present invention isto provide
a simple and effective process of producing such new and
TERIALS, AND COMPOSITIONS
valuable salts of high-molecular organic bases with in,
organic acids or with compounds ofacid reaction.
‘Other objects of the present invention and advantageous~~
features'thereof will become apparent as the description
Emil Dreher, Uberlingen (Bodensee), and Fritz Raeck and
Karl Bolz, Konstanz (Bodensee), Germany, assignors to
Byk-Gulden Lomberg Chemische Fabrik G.m.b.H.,
Koustanz (Bodensee), Germany, a corporation of Ger
many
No Drawing. Filed Mar. 30, 1959, Ser. No. 802,641:
8 Claims. (Cl. 106-177)
proceeds.
10
The present invention relates to a suspending agent for
pigment-containing lacquers and other ?lm-forming
coating materials, to a process ofpreventing sedimenta
in principle, the present invention-relates to new-salts
which have provedto be excellent suspending agents for
pigmentecontaining paints, enamels, lacquers and other
?lm-forming compositions. Said saltsare salts of high
molecular organic bases, such- as polyamines or basic
tion and dry-caking of pigments and other ?nely pul 15 polyamides, with inorganic or organic acids and, more
verized ?llers in such lacquers and ?lmeforming coating
particularly, withphosphoric acids, diesters of ‘glycols or
materials, and to a process of preparing such suspending.
polyglycols wherein part of the hydroxyl' groups isesteri
agents.
tied‘ with sat-urated'or unsaturated fatty acids having
The present application is a. continuation-in-part of
10—_‘18 carbon atoms and‘ the remainder witlisaturatedv or
copending application Serial No. 750,597, ?led on July’ 20 unsaturated dioarboxylic acids. The basic'polyamide is
24, 1958, now US. Patent No. 2,973,382, and entitled
for instance, the condensation product of’ apolyamine
“Salts of Acid Diesters of Polyglycols With Organic
such as ethylene diamine with di-meric or trimeric un
Bases, and Process of Making and Using Same."
saturated fatty acids, such as linoleic acid; Such‘ poly
Paints, enamels, and lacquers, containing pigments as
amides are, sold,’ for instance, under. the trademark
well as. other ?lm-forming plastic solutions, emulsions, 25 “Nordac.”
and dispersions have the disadvantage that the pigments
The newsalts are prepared, according to'the'present
and other ?ller materials frequently settle on prolonged
storage, thus causing sedimentation and dry-caking of
invention, by reacting, for instance, polyamides with such
inorganic or organic acids or compounds of acid reaction.
pigment in the can. It is evident that such sedimenta
The preferred salts, however, are salts of‘ acids, with
tion and dry-caking render proper application of such 30 basic condensation. products of polyamiues with‘ un
coating materials rather. dil?cult and often cause ?ow or
saturated fatty acids of the consistency of a soft resin,_
sag of the material as applied.
7
which basic condensation products are used in place of‘
To prevent such sedimentation there has been sug
the polyam-ines for salt formation.
gested the addition of a number of suspending agents
As stated above, phosphoric acids ‘are suitable inorganic
of di?erent chemical composition to such paints, enamels, 35 acid components of the new salts. Higher molecular
lacquers, and the like coating materials, high molecular
unsaturated fatty acids and their polyester-derivatives
with polyalcohols have proved to be especially suitable
wax-like materials, such as metal soaps, alcohol sul
organic acidsfor salt formation. Theacid diesters of
fonates, other anionic or cationic surface active agents,
glycol and polyglycols which are prepared by ?rst react
and the like. Salts of fatty acids with low-molecular
amines and more particularly with low-molecular hydroxy 40 ing said glycols and polyglyeols with a saturated or un
saturated fatty acid having 10 to 18 carbon atoms and"
amines have also been used for this purpose. These salts
subsequently with saturated» or unsaturated dicarboxylic
prevent sedimentation of pigments‘ in lacquers in. the
presence of small amounts of water.
:acid are also valuable acid components of the-new. salts. .
Such known suspending agents, however, have often 45 Salt formation is preferably eifected'in polar and non
polar solvents wherein thevnew salts are soluble. The
an adverse effect upon the properties of the coating, ob
resulting solution can directly be added as suspending
tained on applying such coating materials. For instance,
they reduce the strength-properties of the coating, its
and anti-sediment-_ation~ agent tothe lacquers and other
?lm-forming , compositions.
adherence to the coating surface, the, fastness to light
of such coatings, its resistance to moisture and water, 50 The acid diesters of glycol and polyglycols, are pre
pared, for instance, by- heating. a mixture of the poly.-v
and the like.
alkylene glycol compound and a, fatty acid, for instance,
It is one object of the present invention to provide
a fatty acid mixture obtained from tall oil, castorzoil, or
the like,_to a temperature of about 205° C.‘ in the presence
solutions, emulsions, dispersions and the like coating 55 of a dehydrating agent such as boric acidanhydride,
while. passing, nitrogen- through the.- reaction: mixture.
materials, which suspending agents are free of the dis
After the. calculated amount of water has been distilled
advantages of the known suspending agents and'prevent
off, the resulting mono-ester compound is- cooled‘ to about
sedimentation and dry-caking of pigments and other
140° C. The di-. or polycarboxylic acid-compoundislthen
?nely pulverized ?llers in such coating materials.
Another object of the present invention is to provide 60 added and the mixture is again heated to about 220°C.
in the. presence of boric acid anhydride while passing
a process of preventing sedimentation and'dry~caking- of
new and valuable suspending agents‘ for pigment-con
taining lacquers, paints, enamels, ?lm-forming plastic
pigments‘ and other ?nely pulverized ?llers in pigment;
containing paints, enamels, lacquers, ?lm-forming, plastic.
nitrogentherethrough.
As soonv as mono-esteri?cation
of the di- or polycarboxylic acid isvcompleted, themix
ture is cooled. The resulting oily-di-esteris thenamixed _
solutions, dispersions, suspensions, and other coating 65 with
the stoichiometric amount of the respective poly
materials.
A further object of. the present invention is to pro
vide new and valuable salts of speci?c high-molecular
organic bases with inorganic or organic acids. or com-
pounds of acidreaction, whichsalts are useful suspend 70
ing agents for pigment-containing paints, enamels, lac
quers ‘and otherpigment-containing ?lm-forming plastic
amine-or basic condensation product of‘ such a polyamine
with an unsaturated’ fatty acid, preferably-inthe presence
of an organic solvent, such as xylene or- mixtures of
xylene and butanol.
‘
The new salts are quite soluble inbothpolar andj-nonr»
polarorganicjsolvents; Theyv do not, have any adverse:
effect; uponthe lacquer and the like ?lm-,orcoatingg- On“;
3,075,849
clohexylamine, cyclohexylamine, triethanolamine and the
like amines. The preferred acid components of said salt
the contrary, due to their high molecular structure they
are well compatible with many lacquer ingredients. In
the dry lacquer ?lm or coating they behave like materials
related to the lacquer ?lm or coating. On baking they
are diesters of polyalkylene glycols wherein the one of its
ester groups is a fatty acid ester group and the other one
is a polycarboxylic acid monoester group. Such com
become frequently a component of the lacquer film or
coating due to the cross-linkage with the ?lm-forming
material.
The new salts do not produce any of the adverse effects
of known anthsedimentation agents upon the lacquer
?lm, such as swelling, retardation of the drying process,
causing disturbances in the flow of the lacquer and the
like coating composition, and even rust-formation under
neath the lacquer film or coating. Ordinarily addition of
an amount of 0.2% to 1.0% of said new suspending salt,
calculated for the solid content of the paint, enamel, 15
lacquer, and other ?lm-forming composition, is sufficient
to reliably prevent any sedimenation of the solid matter
contained therein for a prolonged periodof time. The
salts are preferably added to the lacquer and other ?lm
forming compositions in the form of their solutions in
suitable lacquer sol 'ents. Such solutions may be added
during the manufacture of the lacquer and the like ?lm—
forming composition or after their manufacture. If the
pounds are disclosed and claimed in copending applica
tion Serial No. 750,597 of Emil Dreher, ?led July 24,
1958, and entitled “Salts of Acid Diesters of Polyglycols
With Organic Bases, and Process of Making and Using
Same.”
The following examples serve to illustrate the prepara
tion of the new salts and of solutions thereof as well as
their use as suspending agents in pigment-containing
paints, enamels, lacquers, ?lm-forming plastic solutions,
emulsions, dispersions, or other coating materials, with
out, however, limiting the invention to said examples.
Example 1
200 g. (1 mole) of polyethylene glycol with an average
molecular weight of 260 and 286 g. (1 mole) of castor
oil fatty acids are gradually heated to 200° C. in the
presence of 0.6 g. of boric acid anhydride, while passing
nitrogen through the reaction mixture. The mixture is
solution is added during the manufacturing process, such
kept at said temperature until the stoichiometric amount
addition facilitates also wetting of the pigments and has 25 of water is distilled off. The resulting mono-ester is
a viscosity lowering effect.
cooled to 140° C. and 98 g. (1 mole) of maleic acid
It is, of course, understood that not only neutral salts
anhydride are added thereto. The mixture is again
can be produced, but also basic salts or acid salts by vary
gradually heated to and kept at 200° C. for 1 hour. The
ing the amount of acid added to the basic component.
reaction product is allowed to cool, whereby the acid oily
As a result thereof, the new salts can be used for lacquer 30 diester is obtained in the form of a dark viscous oil.
and the like ?lm-forming compositions of the most varied
composition by selecting the most suitable di?erent sol
vents for each type of coating composition.
33.2 kg. of said acid diester are dissolved in 20 kg. of
xylene. A solution of 16.8 kg. of a basic polyamide of
soft resinlike consistency with an I-I-active equivalent
weight of 300, as sold under the trademark “Laromid
R,” in 22 kg. of Xylene and 8 kg. of butanol are gradu
The new suspending salts can also be used in mixture
with other suitable suspending agents and, especially with
the salts of acid diesters of polyalkylene glycols having a
free carboxyl group in their molecule, with low-molecular
tertiary water-insoluble organic amines. Such salts cor
respond, for instance, to the following formula
ally added thereto while stirring. The temperature dur~
iug addition is maintained between about 40° C. and
about 50° C. Subsequently, stirring of the mixture is
continued at said temperature for 2 hours. In this manner
40 a 50% solution of the neutral salt is obtained.
The H-active equivalent weight of 300 mentioned here
inabove indicates that 300 parts, by weight, of “Laromid
R” are neutralized by one gram-mole of hydrogen ions,
i.e. by one mold of a monobasic acid.
X is an alkylene radical with 2 to 3 carbon atoms;
R1 represents a member selected from the group consist
ing of a saturated alkyl radical having 11 to 23 carbon
atoms, a saturated alkyl radical having 11 to 23 carbon
atoms and being substituted by a hydroxyl group, an
45
The basic polyamide “Laromid R” is the reaction prod
uct of lower aliphatic polyamines, such as ethylene di
arnine, diethylene triamine, or triethylene tetramine with
monomeric unsaturated fatty acids such as linoleic acid,
castor oil fatty acids, tall oil fatty acids, and mixtures
thereof.
0.5 kg. of said solution are added to 100 kg. of a syn
unsaturated alkyl radical having 11 to 23 carbon atoms,
and an unsaturated alkyl radical having 11 to 23 carbon
thetic resin lacquer paint containing chrome yellow and
atoms and being substituted by a hydroxyl group;
blanc ?xe. Said synthetic resin lacquer paint has the
R2 represents a member selected from the group consist
following composition:
ing of a phenylene radical, a saturated alkylene radical, 55
a saturated alkylene radical substituted by a member
200 g. of chrome yellow,
selected from the group consisting of a hydroxyl group
200 g. of barite (blanc ?xe),
and a carboxyl group, an unsaturated alkylene radical,
100 g. of zinc oxide,
and an unsaturated alkylene radical substituted by a
235 g. of linseed oil modi?ed alkyd resin (sold under the
member selected from the group consisting of a hy 60
trademark “Alkydal L extra”),
droxyl group and a carboxyl group, said saturated and
250 g. of white spirit,
unsaturated alkylene radicals having 2 to 3 carbon
50 g. of turpentine,
atoms;
30 g. or" xylene,
R3 and R4 represent members selected from the group
10 g. of butanol,
consisting of hydrogen, a lower alkyl radical, a lower 65 10 g. of a 50% (W./v.) solution of xylenols dissolved in
alkyl radical substituted by a hydroxyl group, and a
dipentene,
cyclohexyl radical; and
10 g. of a 33% (w./v.) solution of cobalt-lead-manganese
R5 represents a member selected from the group consist
naphthenate dissolved in xylene.
ing of a lower alkyl radical substituted by a hydroxyl
group, and a cyclohexyl radical, while
70 The resulting lacquer does not show sedimentation of
n is an integer ranging from 4 to 25.
the pigments .for several months. Without the addition
of the suspending salt according to this example, a solid
Especially suitable salts of this type are the salts of
hard cake of the pigments is formed after standing for
polyethylene glycol diesters of tall oil fatty acids, castor
7 days.
oily fatty acids, linseed oil fatty acids, on the one hand,
and maleic acid, and on the other hand, with dimethyl cy 75 Addition of the new suspending salt, does not in the
3,075,849
5v
6,
least impair the advantageous properties of the base.
lacquer and ?lm formation.
Example 2
769 g. of- an oil-modi?ed dried alkyd resin containing
58% of phthalate and 42% of dehydrated ricinoleic
acid, sold under the trademark “Beckosol 5.”
05 kg. of the above mentioned solutionof the salt of.
Asolution of 28.1 kg.‘ of the same basic polyamide as 5
ortho-phosphoric acid with the basic polyamide are added
used in Example 1, in 25 kg. of xylene and 5 kg. of
to said priming varnish. The addition preventssedimen-v
butanol are added to a solution of 21.9 kg. of tall oil fatty
tation of'the pigments on storage forv several months.
acids in‘20 kg. of xylene. The temperature and the other
Withoutaddition of the salt according to the present in
reaction conditions are the same as used in Example 1.
vention there. is obtained a hard sediment after; a short
A 50% light yellow, viscous, odorless solution of. the
corresponding neutral salt is obtained thereby.
10 period of time. ' The resulting. lacquer ?lm obtained with
such aprimingvarnish according to the present invention.
0.4 kg. of said salt solution is added to a lacquercon
is homogeneous and insensitive to water.
Of course, the salt solutions obtained according to the
present invention can be diluted with other solvents, for
taining 100. kg. of solid‘matter. The lacquer used has
the following composition:
75 g. of linseed oil,
15 instance, witlihydrocarbon ?llers, such as petroleum sol
75 g. of tung oil,
vent. naphta with. 90—95% of aromaticcomponents, cy
150 g. of copal resin,
mene, toluene, dipentene, methyl isobutyl ketone, ethyl
1200 g. of linseed oil-modi?ed alkydresin “Alkydal L
amyl ketone, butyl acetate,'and_the like.
extra,”
’
In place of tall oil fatty acids used in example 2, there
'
1000 g. of white spirit,
20 ‘may be employed other fatty acids, such as castor oil fatty
150 g. of xylene, and
acids, linseed.v oil fatty acids, other. fatty acids having
50 g. of butanol.
10 to 24car-bon atoms, such as lauric acid, palmitic acid,
stearic’acid, arachic acid, lignocer-ic acid, oleic acid, eru
To each 470 g. of such a synthetic resin lacquer there
are added:
25 cic . acid, linoleic acid, linolenic acid, eleostear-ic acid,
ricinolei'c‘acid, and other. natural or synthetic saturated
g. of chrome yellow,
onunsaturated, hydroxy-substituted or unsubstituted fatty
g. of barite (Blanc ?xe),
acids, or. mixtures thereof, or theqmixtures obtained by
g. of zinc oxide,
saponi?cationof natural oils. orfats, such-as rape seed
g. of white spirit,
oil, cotton seed oil,v tung oil, peanut oil, sun?ower oil,
30 g. of turpentine,
30 oiticica oils, ?sh oils, soybean oil, and'others.
15 g. of xylene,
The same. acids may, also be used for esterifying the
5 g. of butanol, and
polyalkylene glycols. Such polyalkylene glycols can be.’
10 g. of a 33% (w./v.) solution of cobalt-lead-manganese
straight-chain or branched polyalkylene glycols, forv in
200
200
100
150
naphthenate in xylene.
stance, polypropylene-l,3-glycols, polypropylene-1,2-gly
The salt addition has anexcellent sedimentation inhibit- 35 col's, polyethylene glycols, preferably having a molecular
weight between about 200 and about 1000, and others.
ing e?ect.
In place of maleic acid anhydride used in Example 1
Example 3
as. the other esterifying acid component, there may be
Asolution of 14.2 kg. of the basicpolyamide used-‘in 40 employed- phthalic acid anhydride, citricv acid, tartaric
acid,“glutaric acid, fumaric acid, succinic acid, pyrotar
Example 1 in 24.1 kg. of butanol and 24.1 kg. of xylene
t-aric acid, itaconic acid, malic acid, aspartic acid, glu
is added to 11.6 kg. of 85% ortho-phosphoric acid while
tamic acid, isophthalic acid, terephthalic acid, and other
stirring. The temperature during addition is maintained
di- and’ polycarboxylic acids Whichmay be substituted by
below 80° C. by cooling. Thereby, a slightly yellow vis
ooussolution of a pH of 7.0 is obtained.
4,. hydroxyl or carboxyl groups.
In place of the higher basic polyamide used in the pre
A pigment-contairung priming varnish consisting of 21
ceding examples, theremay be employedv other higher
kg. of chrome yellow, 21 kg. of barite, 5.3 kg. of titanium.
basic polyamides, as they are obtained by reaction of di
dioxide, and 52.7 kg. of a nitro cellulose lacquer is.
mericor trimeric unsaturated fatty acids such as linoleic
adusted to a viscosity of 50 seconds/20° C., determined
.
.
.
-
.
.
.
.
0
in the Ford beaker 4 mm., by the addition of a su?icient 5O acid withethylene diamine, diethylene triamine, triethyl
ene tetramine, or higher polyamines as they areobtained
amount of a mixture of 10 kg. of acetic acid butyl ester,
by~reaction of 1 mole of an epoxy resin with 2 molesof"
25 kg. of acetic acid ethyl ester, 2 kg. of butanol, 4 kg.
of ethanol, 4 kg. of xylene, and 8 kg. oftoluene. The
unpigmented nitro cellulose lacquer has the following
composition:
200 g. of collodion cotton E 730,
288 g. of collodion cotton E 330,
a lowerpolyamine of the. general formula:
55
OH
-—CH2—CH2-; -—CH2—-CH2—NH—CH2--CH2;
128 g. of propyl glycol ether,
or, respectively,
96g. of glycolic acid butyl ester,
60 g. of dibutyl phthalate,
1400 g. of acetic acid ethyl ester,
640 g. of acetic acid butyl ester,
256 g. of butanol,
1703 g. of toluene,
100 g. of xylene,
310 g. of a mixture of—,_
5% of lactic acid ethyl ester,
5% of glycolic acid butyl ester, and
90% of cymene,
152 g. of benzene, (pure),
88 g. of the resinous condensation product of carbamic
acid butyl ester with formaldehyde, sold under the
trademark “Uresin B,”
124 g. of lactic acid ethyl ester,
600 g. of ethanol,
OH
wherein R" indicates radicals of the formulas:
60v
—CH2-CHFNH-CH2—CHz-NH—CH2-CH2—.
Such reaction products are described, for instance,.b.y Lee’
in. his book on. “Epoxy Resins.”
Thev suspending agentsvaccor-ding to the presentinven
65 tion cannot only be used with advantage in nitro cellulose
or syntheticv resin. lacquers as shown. in the. preceding.
examples, but also in’ other ?lm-forming compositions,
such as. nitro-cellulose combination lacquers, spirit'var
nishes, acidhardening lacquers, lacquers based onester ~
70 and/or. ketone soluble polymers, lacquers based- on addi
tion polymers, and others.
'
Of course, many changes and variations in the com
position of the new suspending salt, the polyamines and
basic polyamides used for forming the salts with inor
75 ganic and organic acid and compounds of acid reaction,
3,075,849
a.
the solvents employed when preparing solutions of said
131 distributed throughout and suspended in said vehicle,
salts, the amounts of suspending agents added to the va
and, as the suspending and pigment sedimentation retard
ing agent, between about 0.2% and about 1.0%, calcu
rious pigment-containing lacquers and the like ?lm-form
ing compositions, the composition of the pigment-contain
lated for the solid matter content of such a coating com
ing lacquers, varnishes, paints, enamels, ?lm-forming
position, of the salt of the basic polyamide of an aliphatic
polyamine with 2 to 6 carbon atoms and 2 to 4 amino
plastic solutions, emulsions, suspension, and other ?lm
forming coating materials, the pigments and ?ller mate
groups and an unsaturated higher fatty acid with
rials added to such lacquers and the like ?lm-forming
10 to 18 carbon atoms, with an acid compound selected
compositions, the method of preparing the suspending
from the group consisting of phosphoric acid, a higher
salts according to the present invention, and the like may 10 fatty acid, and the acid diester of a polyalkylene glycol,
be made by those skilled in the art in accordance with
the one ester group of said diester being a higher fatty
the principles set forth herein and in the claims annexed
acid ester group with 10 to 18 carbon atoms and the
hereto.
other ester group being a polycarboxylic acid mono-ester
We claim:
group.
1. The process of preventing sedimentation of pig 15
6. A pigmented paint, lacquer, and the like pigmented
ments in pigmented paints, lacquers, and other ?lm-form
?lm-forming coating composition of high stability on
ing coating compositions, said process consisting in ad
storage, said pigmented coating composition comprising
mixing to such a pigmented composition at any stage of
its manufacture, as the suspending and pigment sedimen
a vehicle, a ?nley divided pigment intimately and uni~
formly distributed throughout and suspended in said ve~
hicle, and, as the suspending and pigment sedimentation
retarding agent between about 0.2% and about 1.0%,
tation inhibiting agent, between about 0.2% and about
1.0%, calculated for the solid matter content of such
a coating composition, of the salt of the basic polyamide
of an aliphatic polyamine with 2 to 6 carbon atoms and
2 to 4 amino groups and an unsaturated higher fatty
calculated for the solid matter content of such a coating
composition, of the salt of the basic polyarnide of an
aliphatic polyamine with 2 to 6 carbon atoms and 2 to 4
acid with 10 to 18 carbon atoms, with an acid compound
amino groups and an unsaturated higher fatty acid with
selected from the group consisting of phosphoric acid, a
10 to 18 carbon atoms, with phosphoric acid.
higher fatty acid with 10 to 18 carbon atoms, and the
7. A pigmented paint, lacquer, and the like pigmented
acid diester of a polyalkylene glcol, the one ester group
?lm-forming coating composition of high stability on stor
of said diester being a higher fatty acid ester group with
age, said pigmented coating composition comprising a
10 to 18 carbon atoms and the other ester group being 30 vehicle, a ?nely divided pigment intimately and uniformly
a polycarboxylic acid mono-ester group.
distributed throughout and suspended in said vehicle, and,
2. The process of preventing sedimentation of pig
‘as the suspending and pigment sedimentation retarding
ments in pigmented paints, lacquers, and other ?lm-form
agent, between about 0.2% and about 1.0%, calculated
ing coating compositions, said process consisting in ad—
for the solid matter content of such a coating composi
mixing to such a pigmented composition at any stage of 35 tion, of the salt of the basic polyamide of an aliphatic
its manufacture, as the suspending ‘and pigment sedimen‘
polyamine with 2 to 6 carbon atoms and 2 to 4 amino
‘cation inhibiting agent, between about 0.2% and about
groups and an unsaturated higher fatty acid With 10 to
1.0%, calculated for the solid matter content of such
18 carbon atoms, with the acid diestcr of a polyalkylene
a coating composition, of the salt of the basic polyamide
glycol, the one ester group of said diester being a higher
of an aliphatic polyamine with 2 to 6 carbon atoms and 40 fatty acid ester group with 10 to 18 carbon atoms and
2 to 4 amino groups, and an unsaturated higher fatty acid
the other ester group being a polycarboxylic acid mono
with 10 to 18 carbon atoms, with phosphoric acid.
ester group.
3. The process of preventing sedimentation of pigments
8. A pigmented paint, lacquer, and the like pigmented
in pigmented paints, lacquers, and other ?lm-forming
?lm-forming coating composition of high stability on stor
coating compositions, said process consisting in admixing 45 age, said pigmented coating composition comprising a
to such a pigmented composition at any stage of its manu~
vehicle, a finely divided pigment intimately and uniformly
facture, as the suspending and pigment sedimentation in
distributed throughout and suspended in said vehicle, and,
hibiting agent, between about 0.2% and about 1.0%, cal
as the suspending and pigment sedimentation retarding
agent, between about 0.2% and about 1.0%, calculated
composition, of the salt of the basic polyamide of an 50 for the solid matter content of such a coating composi
aliphatic polyamine with 2 to 6 carbon atoms and 2 to 4
tion, of the salt of the basic polyamide of an aliphatic
amino groups, and an unsaturated higher fatty acid with
polyamine with 2 to 6 carbon atoms and 2 to 4 amino
culated for the solid matter content of such a coating
10 to 18 carbon atoms, with the acid diester of a poly
groups and an unsaturated higher fatty acid with 10 to
alkylene glycol, the one ester group of said diester being
to 18 carbon atoms, with a higher fatty acid.
a higher fatty acid ester group with 10 to 18 carbon 65
atoms and the other ester group being a polycarboxylic
References Cited in the ?le of this patent
acid mono-ester group.
UNITED STATES PATENTS
4. The process of preventing sedimentation of pigments
in pigmented paints, lacquers, and other ?lm-forming
coating compositions, said process consisting in admixing 60
to such a pigmented composition at any stage of its manu
facture, as the suspending and pigment sedimentation in
hibiting agent, between about 0.2% and about 1.0%,
calculated for the solid matter content of such a coating
composition, of the salt of the basic polyamide of an 85
aliphatic polyamine with 2 to 6 carbon atoms and 2 to 4
amino groups and an unsaturated higher fatty acid with
10 to 18 carbon atoms, with a higher fatty acid.
5. A pigmented paint, lacquer, and the like pigmented
?lm-forming coating composition of high stability on stor 70
age, said pigmented coating composition comprising a.
vehicle, a ?nely divided pigment intimately and uniform
2,371,866
Barrett ______________ __ Mar. 20, 1945
2,379,507
2,522,488
2,540,678
Deyrup _____________ __ July 3, 1945
Bersworth ___________ .. Sept. 19, 1950
Kelly _______________ __ Feb. 6, 1951
2,632,770
Hunter ______________ __ Mar. 24, 1953
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2,824,018
Garceau _____________ __ Sept. 25, 1956
Cornwell ____________ __ Feb. 18, 1958
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2,888,416
Riegler et al. ________ __ Sept. 16, 1958
Giness et a1 ___________ __ May 26, 1959
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Clem ______________ __ Feb. 14,
Wilcox ______________ __ May 2,
Wilcox ______________ __ Sept. 5,
Fellelschin ___________ __ Sept. 19,
3,000,750
1961
1961
1961
1961
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