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Патент USA US2121485

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Patented June 21, 1938
I 2,121,485
METAL SALTS or sunrnom'rnp ALI
'Walter H. McAllister and Robert A. Duncan,
Wyoming, and Oscar T. Quimby, Cincinnati,
Ohio, assignors to The Procter _& Gamble
Company, Cincinnati, Ohio, a corporation of
No Drawing.- Application January 13,1933,
Serial No. 651,626
6 Claims. (Cl. 260-12)
Our invention relates to aqueous solutions of properties of the corresponding alkali-metal
\ soluble heavy metal salts of sulphonated ali
phatic compounds. Its ‘object is to provide at
We have found, however, contrary to what
low cost new products soluble in water, having might be expected, that the heavy metal salts
5 valuable wetting, sudsing, emulsifying and/or of this group can inmost cases be readily pre
detergent properties, .as well as other valuable pared, that many, as explained below, are solu
properties, as described below.
ble‘ in water, and that their solutions possess in
It should be understood that the term "sul
general excellent soap-like properties as well as
phonated” as used herein designates in a general other valuable properties in individual cases.
10 \way compounds of the sulphonic acid type, or of We have discovered that the solubility of the
the sulphuric acid ester type. in which types the
—SO3H group, or the -0—SO3H group,» respec
tively, is attached to the organic radical. The
organic radicals used in making the products
16 claimed in this speci?cation belong to the; all
phatic series, contain at least 8 carbon atoms
heavy metal salts of the sulphonated alcohols
or hydrocarbons is analogous to that of the cor
responding metallic sulphates instead of the
corresponding metallic soaps. For example, the
barium, strontium, calcium, and lead salts of 15
higher aliphatic sulphonated compounds are
in the formula, and must contain no free nor
insoluble, in water, or nearly so, like the barium, ,
combined carboxyl group. Furthermore, in the
claims reference toja "natural fatty oil” desig
strontium, calcium,'and lead sulphates; while
20 nates any member of the group consisting of
natural fats and fatty oils.
It is already known that soluble products
all others, as far, as we are aware, are more or,
less soluble. A primary purpose of our invention 20,...
is the production of water-soluble heavy metal
salts oft-sulphonated higher aliphatic alcohols
having many useful properties, especially strong ~ and unsaturated hydrocarbons. It makes avail
soap-like properties, are obtained by combining able salts of these compounds from heavy metals,
‘25 the alkali metals, or ammonia, or ethanolamine, which metals in some cases are cheaper than
or certain other organic bases, with the sulpho
the alkali metals previously used, and which
nated compounds of‘high-molecular-weight ali
salts in many cases have valuable properties of
phatic alcohols or unsaturated aliphatic hydro
their ‘own. while at the same time they retain
carbons. In some cases the sulphur-containing in general the desirable soap-like properties of
80 group is attached at the hydroxyl group of‘ the the alkali metal salts. 'These general properties, 30
alcohol; in others it is attached at the double .~ of this class of compounds may therefore be com
bond of an unsaturated compound; in others it bined with special properties of value to suit in
may be attached at various places in the mole
dividual requirements by selecting for the base a
cule in place of hydrogen. But regardless of - metal, which ‘ will give ‘to the product the distinc
35 speculative theoretical considerations as to the tive properties desired.
position and mode of attachment of the sulphur
containing group, these various compounds com- ,
prise a group having certain properties in com
mon, in that they have good wetting, sudsing,
'40 emulsifying and/or detergent‘ properties. Alkali
,metal products of this type, usually containing
more than eight carbon atoms in the molecule,
their valuable soap-like and other useful prop
of other classes of organic compounds in addition
to the higher aliphatic alcohols and unsaturated
aliphatic hydrocarbons described herein; for ex
ample, soluble heavy metal salts of sulphonated
hydroaromatic compounds such as CioHm-SOsM;
erties cah be utilized.
of fatty acid esters of sulphonated, polyhydric
are now being used for various purposes where
On the other hand,‘ as far as we are aware,
none of the compounds of the above groups‘ with
We have discovered also that‘ soluble heavy
metal salts possessing valuable foaming, cleans
ing, wetting and emulsifying properties can be
formed with the similarly sulphonated products
heavy metal bases have been previously prepared,
50 possibly for the reason that they would, by anal
,ogy to soap, be expected to be insoluble and
' devoid of the ordinary soap-like and other useful
aliphatic alcohols such as R.CO.O.C2H4.SO3.M
(heavy metal salts of the fatty acid esters of
isethionic acid); of fatty acid amides, (whether
substituted‘or not), derived'from sulphonated
aliphatic nitrogen bases such as
nconcrncim'som _
properties of the corresponding alkali-metal. (heavy metal salts of fatty acid amides of methyl
. compounds,-just as the heavy metal soaps are
etc., in which illustrations R designates ‘
55 insoluble and devoid of the ordinary soap-like ataurine);
straight chain aliphatic radical of 8 or more 55
carbon atoms and M designates such heavy metal
as is used to give the soluble salt possessing'the
desired properties.
Solutions having the desired wetting or soap
like property, etc. together with distinctive colors,’
may be obtained by using the soluble salts of
these compounds with such metals as copper,
manganese, nickel, cobalt, or chromium, etc.
which form naturally colored products.
We have found that soluble salts giving solu
' tions with strong wetting and emulsifying prop
erties, and having strong germicidal or fungicidal
properties, may be made by using as bases with
these compounds metals having germicidal or
fungicidal properties. Silver, mercury, zinc, cad
mium, and copper, are especially valuable as bases
of germicidal products since they all make solu
ble salts with these compounds, and since these
products have not only the usual properties above
mentioned pertaining to this class of compounds,
but also strong germicidal properties.
Copper as a base with these compounds gives
salts having strong fungicidal properties added to
the usual properties of this class of products.
Such salts are of especial value, as compared
with previously used fungicides, because their
water solutions have such extraordinary wetting
properties that they readily wet and spread over
a large surface and adhere tenaciously' to same,‘
30 thus presenting the most favorable conditions
for accomplishing the-desired objects of a fungi
Zinc when used as a base with these com
products it is. not necessary to 'use a
‘sulphonated organic compound by itself, but
mixture of di?erent ones may be used, and it is
particularly advantageous and economical to
use for this purpose a mixture of alcohols ob
tained from a natural fat or fatty oil, such as
cocoanut oil, by converting the same to the al
cohols and forming the sulphonated compound
by means already known. Furthermore, a mix
ture of different metals may also be used if 10
Having thus described our invention, what we
claim as newand desire to secure by Letters Pat
ent, is:—
1. As a new composition adapted for cleansing 15
and wetting of materials, an aqueous solution of
a water-soluble heavy metal salt of a compound
of the group of sulphonated aliphatic compounds
having at least eight carbon atoms in the alkyl
radical consisting of a sulphonated aliphatic hy-v 20
drocarbon, a sulphonated aliphatic alcohol, a
fatty acid ester of isethionic acid, and a fatty
acide amide of methyl taurine, said heavy metal '
being' one whose normal sulphate is water
2. As a wetting, sudsing, and detergent agent,
an aqueous solution of' a heavy metal salt of
a sulphonated aliphatic alcohol containing at
least eight carbon atoms in the formula, said
heavy metal being one whose normal sulphate is 30
soluble, in water.
3. As a wetting, sudsing, and detergent agent,
an aqueous solution of a heavy metal salt of a
pounds yields salts with astringent properties in
sulphonated higher aliphatic monohydric alcohol
Some other uses of these soluble [heavy metal
salts are as a wetting agent in the/textile indus
try, as mordants in dyeing, and in/the tanning of
in water.
addition to the other properties characteristic I obtained from natural fatty oils, said heavy
metal being one whose normal sulphate is soluble
of the group.
4. As a wetting, sudsing, and detergent agent, an aqueous solution of a heavy metal salt of
sulphonated higher aliphatic monohydric alco
Salts of this group can readily be prepared by. hols derived from coconutpil and corresponding
neutralizing reactions, such as by adding the in number-of carbon atoms to fatty acid radi
sulphonated organic compound to a suspension contained therein.
of the oxide or hydroxide of the metal in water, ‘ .5. _As a wetting, sudsing, detergent and germié
cidal agent, an aqueous ‘solution of a heavy metal
45 with agitation, and with heating if necessary,‘ salt 'of sulphonated higher aliphatic monohydric
thus obtaining a solution of the desired salt.
alcohols derived from coconut oil and corre
They can also be formed by a double decompo
sition between solutions of an alkali salt of the .sponding in number or carbon, atoms to fatty
sulphonated organic compound and} a soluble salt acid radicals contained therein, said heavy metal
of the desired metal baseksuch as a chloride, being selected from the group of heavy metals
whose salts have germicidal properties consisting
sulphate or nitrate, for example.
‘ l ,
We ?nd that when the product is formed by of silver, mercury, zinc, cadmium and copper.
6. .As a wetting, sudslng and detergent agent,
double decomposition as above indicated, ity is
not usually essential to purify it from the alkali an aqueous solution of the copper salt of
55 salt formed as by-product unless a high degree
. ‘of purity and activity is needed.
The mixture
of the heavy metal salt of the sulphonated or
ganic compound with the by-products formed in
the reaction usually shows the remarkable wet
ting, sudsing, and emulsifying properties, etc. ‘of
the pure material to a su?icient extent for ordi
nary uses.
It should be understood that in making these
sulphonated higher aliphatic monohydric alco
hols derived from coconut oil and corresponding
inlnumber of carbon atoms to fatty acid radicals
contained therein.
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