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Патент USA US2106551

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Jan‘, 25, 1938}
R. L. JENKINS
2,106,551
4-AMINODIPHENYL COMPOUNDS
v
Filed Jan. 24, 1955
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FREEZING
POINT DIAGRAM
A-4~AM|N0 DIPHENYL
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IINVENTOR
RLJENKINS
Y
W 5”“
TORNEY‘
Patented Jan. 25, 1938
2,106,551
UNITED STATES PATENT OFFICE
2,106,551
4-AMINODIPHENYL COMPOUNDS
Russell L. Jenkins, Anniston, Ala., assignor, by
mesne assignments, to Monsanto Chemical
Company, a corporation of Delaware
Application January 24, 1935, Serial No. 3,265
2 Claims.
(Cl. 260-1305)
This invention comprises a molecular com
stituent compounds thereof. This fact affords a
ready means for removing from solution either
one of the constituent compounds by the addition
of a solution containing the requisite quantity of
pound of 4-aminodiphenyl and beta-naphthol.
One object of this invention is to provide a new
compound of 4-aminodiphenyl and beta-naphthol
5 which is useful as an antioxidant or a constituent
the other compound.
thereof, or which may be used for disinfecting or
preservative purposes and for other general chem
_
ical purposes where the amino and phenolic
grouping in complex form is desired.
10
Reference is made to the accompanying draw
ing, the single ?gure of which illustrates the freez
ing point of my new compound and also the ini
tial freezing point (or hold point) of compositions
addition of either an alkali or an acid to the
complex. Accordingly, I may add an acid to the
complex and thereby form the acid salt of the
amine. If the acid so chosen forms an insoluble
salt, I leach the acidi?ed mixture with an appro
priate solvent to remove the other constituent.
containing varying proportions of the complexes.
15
In the same manner I may add an alkaline solu
In the drawing:
Figure 1 shows the melting point range for the
tion to the complex, form the naphtholate, and 15
then dissolve the naphtholate from the mixture.
Having now particularly described my inven
system: 4-aminodiphenyl, beta-naphthol, and
indicates a molecular compound of the type NI-Iz
tion and the manner of compounding the same, it
(para)C12H9.C1oHaOH, having a melting point of
will be apparent that it is susceptible to various
20 approximately 132° C. This compound is a crys
changes and modi?cations without departing 20
talline body. This ?gure also illustrates the
freezing points (or hold points) of compositions
containing varying proportions of the compound
from the spirit thereof, and I desir ,
cated at one end of the curve.
The compound herein disclosed may be pre
addition product being characterized by the fact
pared by mixing together the constituent sub
are less soluble in most solvents than the con
v erefore,
that it be not limited except as indicated by the
prior art or as set out in the appended claims.
What I claim is:
1. As a chemical compound the addition prod- 25
uct of 4-aminodiphenyl and beta naphthol, said
together with one or the other of its constituent
25 substances. The presence of a eutectic is indi
stances in the proportion indicated and melting
30
and then cooling the mixture. An alternative
method is to effect the combination by mixing to
gether solutions containing the constituent com
pounds and thereby causing the compound to pre
cipitate from solution.
35
I have observed that the compounds described
The molecular compound may be broken up by
forming a salt of one of the constituents by the
that upon the addition of acid thereto 4-aminodi
phenyl acid addition salt and beta naphthol are 30
_
liberated.
2. A method of preparing the addition prod
uct of 4-aminodiphenyl and beta naphthol which
comprises heating a mixture of said materials in
the absence of solvents to melting temperature.
35
RUSSELL L. JENKINS.
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