U.S. patent number 3,683,004 [Application Number 05/047,605] was granted by the patent office on 1972-08-08 for hair dye protective agent.
Invention is credited to Harold S. Akrongold, 39 Cathay Rd., Island, NY, Michael Goldsmith, 509 Madison Avenue, Rochelle Akrongold, 39 Cathay Rd..
United States Patent |
3,683,004 |
|
August 8, 1972 |
HAIR DYE PROTECTIVE AGENT
Abstract
A protective agent for hair dyes to prevent fading of the dye
because of the action of sunlight or other factors. This agent is a
reaction product of either acrylonitrile or a mixture of
acrylonitrile-benzophenone and an oxy-substituted benzophenone with
phenacetin. The proportion of the two reactants may vary from about
3:1 to about 200:1 parts by weight of the acrylonitrile or
acrylonitrile-benzophenone mixture relative to the phenacetin. 2
Claims, No Drawings
Inventors: |
Harold S. Akrongold, 39 Cathay
Rd. (East Rockaway, Long), Island, NY (N/A), Rochelle
Akrongold, 39 Cathay Rd. (East Rockaway, Long), Island,
NY (N/A), Michael Goldsmith, 509 Madison Avenue (New
York, NY) |
Family
ID: |
21949915 |
Appl.
No.: |
05/047,605 |
Filed: |
June 18, 1970 |
Current U.S.
Class: |
558/462;
424/47 |
Current CPC
Class: |
A61Q
17/04 (20130101); A61K 8/35 (20130101); A61K
8/42 (20130101); A61Q 5/06 (20130101) |
Current International
Class: |
C07c 0121/32 ();
C07c 0121/52 () |
Field of
Search: |
;260/465.9,465D
;424/47 |
Other References
CA., Vol. 64, (1966), Schwarzkopf, pp. 4860-4861.
|
Primary Examiner: Joseph P. Brust
Attorney, Agent or Firm: Arthur A. Jacobs
Claims
1. A reaction product formed by the reaction of (a) either
acrylonitrile or a mixture of acrylonitrile and an oxy-substituted
benzophenone wherein the proportion of acrylonitrile to
oxy-substituted benzophenone is between about 100:1 and 2:1 parts
by weight, and (b) phenacetin, reactants (a) and (b) being in a
proportion of between about 3:1 and 200:1 parts by weight, and the
reaction taking place at a temperature of between about
40.degree.-75.degree. C., said oxy-substituted benzophenone being
selected from the group consisting of 2,2' - dihydroxy - 4,4'
-dimethoxybenzophenone; 2 - hydroxy - 4 -methoxybenzophenone - 5 -
sulfonic acid; 2,2' - dihydroxy - 4 -n - octoxybenzophenone; and 2
-
2. The product of claim 1 wherein reactant (b) is added to reactant
(a) under constant agitation while the temperature is lower than
the boiling point of the reactants, said boiling point being above
75.degree.C., then raising the temperature to a point still below
said boiling point, and within the range of 40.degree.-75.degree.
C., maintaining the last-mentioned temperature until the reaction
is complete, and thereafter lowering the temperature to room
temperature.
Description
This invention relates to a protective agent for dyes, and it
particularly relates to a protective agent for hair dyes.
The color of dyed hair is subject to fading when exposed to the sun
or other source of ultra-violet rays for a significant length of
time. For example, black hair has a tendency to assume a reddish
coloration due to fading of the dye by the action of the
ultra-violet rays. Fading may also be caused by normal exogenous
contactants or by a number of endogenous factors.
It is the primary object of the present invention to provide a
coating for dyed hair which is resistant to fading ordinarily
caused by the action of any single type of source, such as
ultraviolet rays or exogenous or endogenous factors.
Another object of the present invention is to provide a coating of
the aforesaid type that is relatively inexpensive, easy to
formulate, and simple to use.
In accordance with the present invention, the above and other
objects are achieved by utilizing the reaction product of (a)
either acrylonitrile or a mixture of acrylonitrile and an
oxy-substituted benzophenone with (b) phenacetin.
The proportion of the two reactants may vary between about 3:1 and
about 200:1 parts by weight of the acrylonitrile or
acrylonitrile-benzophenone mixture relative to the phenacetin. The
reaction may take place between about 40.degree. and 75.degree.
C.
When the acrylonitrile-oxy-substituted benzophenone mixture is
used, the ratio of the two components may vary between about 100:1
and 2:1 parts by weight of the acrylonitrile relative to the
oxy-substituted benzophenone, although the ratio of the total
mixture relative to the phenacetin remains as indicated above.
Among the substituted benzophenones utilizable in this invention
are 2,2'-dihydroxy-4,4'-dimethoxy-benzophenone, 2-hydroxy-4-
methoxybenzophenone-5-sulfonic acid, 2,2' -dihydroxy-4-n-
octoxybenzophenone and 2-hydroxy-4-n-octylbenzophenone. The
products of this type made by General Aniline & Film Corp.,
under the name "Uvinul" are most satisfactory for the purpose.
The following examples illustrate the present invention but are not
intended to limit it except as claimed:
EXAMPLE 1
100 grams of acrylonitrile were heated to 50.degree.C., after which
5 grams of phenacetin were slowly added over a period of one-half
hour, while maintaining constant agitation. At the end of this
period, the temperature was raised to 65.degree. C. and then
maintained for 5 minutes or until the reaction was complete. The
temperature was then slowly lowered to room temperature over a
period of one-half hour. The resultant product was a viscous yellow
oil.
EXAMPLE 2
100 grams of acrylonitrile was mixed with 20 grams of "Uvinul
N-539" (General Aniline & Film Corp.), a light, yellow liquid
with a melting point of -10.degree.C., a boiling point of
200.degree. C. and a specific gravity of 1.0478. After these
components were thoroughly mixed, 7 grams of phenacetin were slowly
added and the same reaction, including temperatures and times, was
carried out as in Example 1. The same reaction and proportions may
be used with any of the substituted benzophenones specifically set
forth above.
The products of both Examples 1 and 2 are viscous oils which may be
applied directly to the dyed hair by working it into the hair in
the same manner as any ordinary hair dressing, or it may be used in
a liquid or aerosol spray.
The products of this invention may be combined with any standard
hair spray polymer such as PVP (polyvinylpyrrolidone), or one of
the so-called "Gantrez" resins (General Aniline & Film Corp.),
or the so-called "National Starch" resins. The ratio of reaction
product to the polymer may be between about 10:1 and 1:10 percent
by weight of the reaction product relative to the polymer. One such
spray composition is as follows:
EXAMPLE 3
1.3 parts by weight PVP is mixed with 1.6 parts by weight of the
reaction product of Example 2, and 97.1 parts by weight of ethyl
alcohol (FDA 40 anhydrous) is then added. The components are then
thoroughly mixed to form the finished spray. This composition is
formed at room temperature.
The product made with the acrylonitrile itself extends the time of
satisfactory exposure period of the dyed hair to about twice that
when the present coating is not used. However, a product made with
the mixture of acrylonitrile and the oxy-substituted benzophenone
extends the satisfactory period of exposure to about 15 times that
of untreated dyed hair. In this respect, hair dyed black with
p-phenylenediamine in the standard manner was found to exhibit a
reddish tinge after 1 1/2 hours in strong sunlight. The same type
dyed hair, when coated with a product formed in accordance with the
present invention, and utilizing only the acrylonitrile reactant,
did not exhibit any reddish tinge until 3 1/2 hours of exposure to
the same sunlight. The same type dyed hair, when coated with a
product of the present invention made with the
acrylonitrile-substituted benzophenone mixture, did not exhibit any
reddish tinge for 22 hours.
* * * * *