Note: Descriptions are shown in the official language in which they were submitted.
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Aluminum compounds, particularly those formed through the reaction
of aluminum chlorhydroxides and hydroxylic compounds such as a polyhydroxy
alkyl compound, e.g. propylene glycol, are known to be useful in antiperspirant
compositions. U.S. Letters Patent No. 3,359,169 describes such compounds.
An alcohol soluble aluminum allantoin propylene glycol complex, likewise use-
ful in antiperspirant compositions, is described in U.S. Letters Patent No.
3,632,596.
Glycine (aminoacetic acid) is an amino acid which may be formed by
ammonolysis of chloroacetic acid (see Kirk-Othmer, Encyclopedia of Chemical
10 Technology, 2nd Edition, Vol. 2, p. 350, Interscience, 1963). Glycine is a
simple amino acid and has found use, for example, when reacted with an aluminum
derivative of isopropyl alcohol as a gastric antacid (Kirk-Othmer, Encylopedia
of Chemical Technology, 2nd Edition, Vol. 2, p. 430, Interscience, 1963).
It is an object of this invention to provide novel complexes con-
taining aluminum chlorhydroxide or alumi~um chlorhydroxy propylene glycol and
glycine which are stable, both in dry form and in solutions and are not sensi-
tive to heat and which may be utili~ed in a variety of cosmetic formulations
for their beneficial effects.
The present invention relates to novel complexes of aluminum
chlorhydroxide propylene glycol and glycine and, more particularly, to an
aluminum chlorhydroxy propylene glycol glycinate complex.
The novel complexes of this invention may be depicted as having the
formula:
[~12( )4 ~ r3 8 ~ x ~ [H2NCH2cOo~ (aluminum chlorhydroxy
propylene glycol glycinate) wherein x and y are each about 1 and refer to
the number of mols of each component. In the foregoing formulas, A12(OH)4Cl
represents aluminum chlorhydroxide, H2NCH2COOH represents glycine and C3H802
represents propylene glycol.
It is not necessary to utilize special reaction conditions to form
the desired complexes. The complexes may be formed by a procedure in which the
alumlnum chlorhydroxy propylene glycol are combined with glycine and formed
into a uniformly mixed damp mass with the addition of small quantities of water.
The damp mass is then dried at 160 F. to 180 F. until the product ls dry and
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has a relatively constant weight. In another procedure, boiling water is
added to a mixture of al~tminum chlorhydroxy propylene glycol and glycine. The
amount of water used in the reaction is notcritical so long as an amount is
ùtilized sufficient to wet the intimate mixture of reactants and form a slurry
or solution of the reactants. After the reaction is complete water is pre-
ferably removed from the product to a level below about 1%, by weight, based
on the weight of the complex. This may be accomplished by heating the complex
to a temperature of from about 150F. to about 160F. until the product is
dry and has a relatively constant weight. Any drying means, including spray
drying, may be employed, and vacuum may be employed to assist drying.
It has also been found that the desired complexes may be prepared
in a solid state reaction in ~hich aluminum chlorhydroxy propylene glycol
are combined with glycine and thoroughly blended to form a uniform mix~ure.
The mixture is then passed through a micronizer where the material is pul-
verized to an extremely fine size (generally less than 10 microns) and in-
timately admixed with the formation of the desired complex occurring in a solid
~tate reaction.
The relative proportions of aluminum chlorhydroxy propylene glycol
and glycine utilized in forming the desired complexes may vary somewhat. Re-
gardless of the proportions, however, the products are complex chemical com-
pounds in which the components are chemically bound.
In the complexes of this invention, the aluminum chlrohydroxy propy-
lene glycol are preferably combined with glycine in a mol ratio of about 1 to
- 1. Therefore, in the preferred embodiments of this invention, aluminum chlor-
hydroxy propylene glycol and glycine are combined in a mol ratio of about 1
to 1 to form the aluminum chlorhydroxy propylene glycol glycinate complex.
It has been found that the complexes produced as the result of the
present invention are remarkably stable whether in solution (aqueous or alcohol)
or heated. The complexes have the combined attributes of the aluminum con-
taining compound and glycine, e.g. the astringent, bacteriostatic propertiesof the aluminum chlrohydroxide component and the buffering, moisturizing and
conditioning properties of glycine. The complexes are thus useful in a my-
riad of topical preparations such as deodorants, antiperspirants and the like.
0475:17
The complexes have been found to be especially useful in antipers-
pirant-deodorane products especially antiperspirant-deodorant products formu-
lated with aluminum salts such as aluminum sulfate, aluminum chloride and
aluminum chlorhydroxide. Such products cause staining, destruction or charring
of wearing apparel which becomes impregnated with the aluminum salts through
contact with those areas of the body where the antiperspirant-deodorant productshave been applied. High temperatures encountered in laundering, ironing or
pressing the apparel causes the impregnated aluminum salts to decompose forming
their corresponding aluminum acids which cause the undersired staining or
possible charring and destruction of the clothing.
Surprisingly, it has been found that formulating antiperspirant-
deodorant products with the complexes of this invention eliminates the unde-
sired staining and destruction of clothing. It is thought that the heat
encountered in laundering causes ammonia to be released from the glycine
component of the complex. The ammonia neutralizes the acid produced through
decomposition of the aluminum salt portion of the complex, thereby eliminating
the destructive effects of the acid.
It has further been found that the glycine phase of the complex
acts as a buffer for any free acid liberated through body heat or perspiration.
The complex thus contributes "built-in" anti-staining and buffering action to
antiperspirant-deodorant products. The built-in buffering action imparts
anti-irritant and hypoallergenic properties to antiperspirant-deodorant products,
especially those products containing the aluminum chlorhydroxy glycine complex,
thereby increasing the spectrum of persons who can utilize such products with-
out adverse effects.
The invention will now be described further by way of the following
example, which is purely illustrative of the invention and is in no way intendedto be limiting thereon.
EXAMPLE
230 g. of aluminum chlorhydroxy propylene glycol are thoroughly
mixed wlth 75 g. of glycine, 10 cc. of distilled water is then added and the
mixture is triturated until a uniformly mixed damp mass is formed. The re-
sulting mass is then dried for 1/2 to l hour at 160 F. to 180 F. to a granular
-- 3 --
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powder. The product is an aluminum chlorhydroxy propylene glycol glycinate
complex having the formula:
[LA12(0H)4C1~ IC3H821] X LH2NCH2COOH~
where x and y are each about 1 based on glycine and A1203 content. A 20%
solution of the complex has a pH of about 4.5 to about 6.5. The complex is
soluble in alcohol and water. The complex may be formulated in pharmaceut-
ically acceptable carriers at levels of from about 10 to about 25%, by weight,
based on the weight of the products to form an antiperspirant composition. A
like complex is formed by suspending 230 g. of aluminum chlorhydroxy propylene
glycol and 75 g. of glycine in 200 cc. of boiling, distilled water, followed
by evaporating the reaction mixture to dryness reduced pressure at 150
to 160F. Similarly, a l$ke complex is formed by thoroughly blending 230 g.
of aluminum chlorhydroxy propylene glycol and 75 g. of glycine and micronizing
the mixture to a pa-ticle size less than 10 microns.
