U.S. patent number 3,608,070 [Application Number 04/866,028] was granted by the patent office on 1971-09-21 for new surgical dressing.
Invention is credited to Lucien Nouvel.
United States Patent |
3,608,070 |
Nouvel |
September 21, 1971 |
**Please see images for:
( Certificate of Correction ) ** |
NEW SURGICAL DRESSING
Abstract
The dressing excipient is composed essentially of vinyl
pyrrolidone-vinylacetate copolymer which is soluble in a lower
aqueous alcohol and which is capable of giving a film on the skin;
a thixotropic agent of a triglyceride of hydroxylated fatty acids
having 12-24 carbon atoms, preferably 12-hydroxystearic acid
glyceride; a solvent for the resin, which fairly rapidly dries on
the skin, namely aqueous alcohol; and a plasticizer of
polyoxyethylene-glycol and/or acetoglycerides.
Inventors: |
Nouvel; Lucien (Paris,
XVII.degree., FR) |
Family
ID: |
9035419 |
Appl.
No.: |
04/866,028 |
Filed: |
October 13, 1969 |
Current U.S.
Class: |
514/772.5;
602/52; 424/78.02; 602/904 |
Current CPC
Class: |
C08L
39/06 (20130101); C08L 1/08 (20130101); A61L
26/0014 (20130101); A61L 26/0014 (20130101); A61K
9/7015 (20130101); A61L 26/0023 (20130101); A61L
26/0066 (20130101); A61L 26/0023 (20130101); Y10S
602/904 (20130101); A61L 2300/404 (20130101); A61L
2300/41 (20130101); A61L 2300/802 (20130101) |
Current International
Class: |
A61K
8/66 (20060101); A61K 9/70 (20060101); A61K
8/30 (20060101); A61L 26/00 (20060101); A61K
8/02 (20060101); A61b 017/04 (); A61k 015/00 ();
A61l 015/00 () |
Field of
Search: |
;128/156,334
;424/78,80 |
References Cited
[Referenced By]
U.S. Patent Documents
Primary Examiner: Rose; Shep K.
Claims
What is claimed is:
1. An excipient for an adhering abrasion-resistant dry flexible
surgical wound dressing applicable to an injured region of the skin
for forming a solid nonocclusive film, covering the skin and
permitting cutaneous breathing and perspiration thereof, upon
drying, which consists essentially of, for each 100 parts of a
copolymer of vinylpyrrolidone and vinylacetate, 15-35 parts of a
thixotropic agent imparting rigidity, hardness and water resistance
to the film, of a triglyceride of hydroxylated fatty acid of 12-24
carbon atoms, 20-40 parts of a plasticizer, preventing the film
from pulling the skin, selected from the group consisting of the
diacetic ester of glyceryl monooleate, polyoxyethylene glycol, and
mixtures thereof, and 60-120 parts of an aqueous alcoholic solvent
for the resin.
2. An excipient according to claim 1 wherein said thixotropic agent
also comprises up to 80 percent thereof of a siliceous mineral
material chosen from the group consisting of bentonite, colloidal
silica and kaolin.
3. An excipient according to claim 1 wherein said thixotropic agent
is the triglyceride of 12-hydroxystearic acid.
4. An excipient according to claim 1, characterized in that the
plasticizer consists of the diacetic ester of glyceryl
monooleate.
5. An excipient according to claim 1 wherein the solvent is aqueous
ethanol.
Description
The invention concerns a new surgical dressing applicable to the
skin in the form of an ointment or cream which, on drying, leaves a
solid, but flexible film.
It is often useful to be able to cover an injured region of the
skin with an adhering film in order to maintain it in contact with
a medicament substance, because it frequently occurs that known
adhesive tapes must be avoided in certain patients because they
produce manifestations of intolerance. On the other hand, on
certain parts of the body, it is difficult or even impossible to
apply an ordinary or adhering dressing. It is also known that
difficulties are often encountered in removing a dressing from a
painful part; even if there is no manifestation of particular
intolerance, the removal may be very painful.
While adhering wound-dressing compositions embodying a
water-soluble polymer have been contemplated, and some have even
been commercialized, these prior compositions have not been
entirely satisfactory and even those commercialized have not found
wide usage. These prior compositions inevitably suffer from one or
more of the following defects:
1. The drying time for the formation of the protective film is too
long.
2. The film shrinks when drying.
3. The dried film peels off.
4. The dried film is not sufficiently flexible.
5. The dressing is difficult to remove with water.
6. The dressing is likely to stain garments when coloring
substances, such as dyestuffs or tar, are present.
7. There is no sufficiently intimate adherence to dermatosis, and
peripheral diffusion, causing secondary inflammation around the
dermatosis, frequently occurs.
8. The dressing does not allow cutaneous perspiration to take
place.
9. The dressing is too occlusive and does not let skin breath.
10. The medicament contained therewith too rapidly penetrates the
patient's body.
The present invention solves these difficult problems and makes it
possible to secure firmly over a small or large area of any part of
the body a special dressing which can be readily positioned and
removed. A considerable advantage of the new dressing resides in
that it can be positioned in an extremely short time, for example
of the order of 1 minute, and that is removed simply by dissolving
it in water, accompanied by very light rubbing, so that the patient
does not suffer any pain (on the other hand, the dressing will
remain intact even when wetted as long as it is not rubbed).
Another advantage of the new dressing according to the invention is
the possibility which it offers for containing the desired
medicament substances and the dressing permits only slow
penetration of the medicament to the patient thus avoiding overall
resorption. Thus, this new dressing can cover the skin and retain
in position thereon an appropriate medicament, or even itself
contain, in dispersion or solution, one or more suitable medicament
substances. Other advantages include absence of staining, intimate
adherence to dermatosis and the ability to permit both cutaneous
perspiration and breathing of the covered skin.
The excipient of the new dressing may contain notably various
active principles employed in dermatology, such as antibiotics and
other bactericides, disinfectants, cicatrizants, cellular
regeneration elements, antimycotics, anti-inflammatory agents,
venotonic agents, anticoagulants, coagulants, analgesics,
antiallergic diffusion products, keratolytics, revulsants, radio
protectors, ichthammol, antisolar agents, antitussives,
decontractants, local anaesthetics, sulphonamides, benzyl alcohol,
quaternary ammonium compounds, zinc salts, enzymes, tars, coloring
agents, and the like.
On the other hand, the excipient according to the invention is very
suitable for the preparation of a paste based upon a radiological
protector, for example Pb powder, Pb silicate or sulfate or the
like.
It is known that such effective dermatological products as tars and
various colored substances, for example parachlorophenoxetol, have
unpleasant properties; these products stain everything and their
stains are difficult to remove. Now, when they are incorporated in
the excipient according to the invention, they remain just as
effective, but completely cease to stain, since this excipient,
which contains tar or coloring agent, forms on the skin a dry,
completely nonsoiling film which can readily be removed with water.
The application of the invention to this kind of medicament
materials therefore affords a considerable advance.
The dressing excipient according to the invention is composed
essentially of vinyl pyrrolidone-vinylacetate copolymer which is
soluble in a lower aqueous alcohol and which is capable of giving a
film on the skin; a thixotropic agent of a triglyceride of
hydropylated fatty acids having 12-24 carbon atoms, preferably
12-hydroxystearic acid glyceride; a solvent for the resin, which
fairly rapidly dries on the skin, namely aqueous alcohol; and a
plasticizer preferably of polyoxyethylene-glycol and/or
acetoglycerides.
The proportions of these constituents are such that the product
obtained is in the form of an ointment or a cream, depending upon
the concentration.
In addition to the essential triglyceride of hydroxylated fatty
acid having 12-24 carbon atoms, such as the preferred
12-hydroxystearic acid glyceride or the alternate glycerides of
acids such as ricinoleic, ricinostearolic, hydroxypalmitic,
hydroxycapric or hydroxy arachidic, the thixotropic agent may also
comprise other materials known to produce thixotropic effects, as
referred to, for example, in Modern Plastics Encyclopedia, 1968,
page 396. Such agents may be notable mineral, organic or mixed
compounds, namely siliceous minerals, more particularly based on
aluminum, magnesium and/or silicon and comprising hydroxy groups;
kaolin; colloidal or microcrystalline silica; clays, above all of
the montmorillonite group, notably bentonite, optionally modified
by organic compounds such as amines or compounds having onium
groups which replace some of the cations (Na) of the bentonite;
oxides; carbonates or sulfates of alkaline-earth metals; metallic
stearates, more particularly those of aluminum, zinc or calcium;
waxes; etc; those preferred are cationic bentonite, kaolin and/or
colloidal silic, particularly in extra fine form, e.g., aerosil.
Where used, such other thixotropic agents may comprise up to 80
percent of the total thixotropic material present, the remainder
being the triglyceride, preferably the triglyceride of
12-hydroxystearic acid.
The thixotropic agent performs a very special and important
function in the dressing according to the invention, since it
imparts to the product the mechanical stability necessary for
obtaining an ointment. Without this constituent, the product would
form a too-fluid mixture; owing to its presence, the ointment
acquires, immediately after it has been spread onto the skin,
appropriate rigidity and hardness, due to the thixotropic effect of
the adjuvant. In addition, the thixotropic agent, more particularly
triglyceride of hydroxystearic acid, imparts to the film obtained
the desired resistance to water and to mechanical actions.
The proportion of thixotropic agent in the dressing composition may
vary somewhat; generally, it is from 15 to 35 parts by weight based
on 100 parts by weight of the resin, and preferably it comprises
18-27 parts by weight.
The plasticizer has the function of preventing the film from
pulling the skin and flaking. As plasticizer there may be employed:
(1) a polyoxyalkylene polyol (ether), such as polyoxyethylene
glycol; (2) a mixed ester of polyol, i.e., a combination of a
polyol (glycol, glycerine) with two different organic carboxylic
acids, one of which is a fatty acid and the other a lower aliphatic
acid; (3) a mixture of an ether (1) with an ester (2). The mixed
esters can be illustrated by the following formulas in the cases of
ethylene-glycol and of glycerine taken as polyols:
where R-CCOH is an aliphatic lower acid, such as for example
acetic, propionic, butyric, etc., up to six carbon atoms, and
R'-COOH is a fatty acid, for instance oleic, stearic, palmitic,
etc.
Particularly useful seem acetoglycerides, that is mixed esters of
glycerine as above, in which RCOO- is acetic group and R'COO- fatty
acid moiety, mainly oleic. A particularly advantageous plasticizer
is the diacetic ester of glyceryl monoleate. These materials
function very well and are harmless to the skin. The proportion of
plasticizer may be from 20 to 40 parts per 100 parts resin and
preferably from 25 to 30 parts based on the weight of the
resin.
The solvent most commonly employed in pharmacy being ethyl alcohol,
it is ethanol (95.degree.) [95 percent by volume] which constitutes
the most suitable solvent for the excipient according to the
invention. The total quantity of solvent is generally of the same
order, i.e., about 60 to 120 parts per 100 parts resin, as that of
the resin. However, the preferred quantity is 70-80 parts solvent
per 100 parts resin.
The specific resin for use according to the invention is a
copolymer of vinylpyrrolidone and vinyl acetate, containing by
weight 20 to 80 percent of vinylpyrrolidone and 80 to 20 percent of
vinylacetate. Best copolymers are those which contain 30 to 70
percent of vinylpyrrolidone with 70 to 30 percent vinylacetate. It
has been found that particularly suitable excipient is obtained
when one mixes a copolymer rich in vinylpyrrolidone (e.g., 60 to 70
percent vinylpyrrolidone) with a copolymer poor in vinylpyrrolidone
(for instance having 30 to 40 percent of vinylpyrrolidone). Thus, a
preferred dressing, according to the invention, contains a mixture
of copolymers, such that in 100 parts of the mixture there are:
25 to 45 and better yet 28 to 38 parts of a copolymer having 60 to
70 percent vinylpyrrolidone, remainder vinylacetate and
75 to 55 and better yet 72 to 62 parts of a copolymer having 30 to
40 percent vinylpyrrolidone, remainder vinylacetate.
The new excipient is prepared by very intimately mixing the four
kinds or more of the above-indicated compounds. It is to be noted
that the finer the dispersion of the triglyceride of
12-hydroxystearic acid (with or without added bentonite) in the
product formed, the more the latter imparts a favorable thixotropy
to the formation of the dressing on the skin. As indicated above,
various medicament substances may be incorporated in the excipient;
this incorporation may take place during the preparation, or after
the latter, by mixing the medicaments with the ointment already
formed.
The invention is illustrated by the following nonlimiting
examples:
EXAMPLE 1
Preparation of an excipient according to the invention. The weights
are in grams.
Resin: vinyl polyvinylpyrrolidone acetate (PVP/AV) 630 [60% VP-40%
V Acetate] 15 (PVP/AV) 335 [30% VP-70% V Acetate] 30 Thixotropic
agents: triglyceride of 12-hydroxy-stearic acid ("Trixcin R") 4
aerosil 6 Plasticizers: polyoxyethylene glycol (Carbowax 400") 5
acetoglycerides LC (diacetic ester of glyceryl monooleate 7
Solvents: sterilized water 14.7 ethanol (95.degree.) 2.4 egg yolk
alcoholate (15%) 15.9
In the course of the manufacture, it is necessary to add a certain
quantity of 95.degree. ethyl alcohol in order to counteract the
losses 1% the evaporation of the solvent. 2% 630 and the
triglycerides of 12-hydroxystearic acid are first introduced. The
two powders are first well mixed by stirring and the acetoglyceride
LC and the egg yolk alcoholate are added. The mixture is stirred
until a paste is obtained, whereafter the aerosil (colloidal
silica) is added in proportions of 4 percent to 7 percent, and then
the water. The mixture is stirred until all the lumps have
disappeared. The polyoxyethylene glycol (Carbowax) is added and
then the alcohol, if necessary, and finally the PVP/VA 335.
There is thus obtained a very unctuous ointment which can be
readily applied to the skin. When used in a thin layer, it dries in
less than a minute and gives a film having suitable resistance to
abrasion, which is readily soluble in water, which facilitates
washing, i.e., removal of the dressing.
EXAMPLE 2
Formula (a)
In 100 parts by weight of excipient prepared in accordance with
example 1 is incorporated the following mixture:
0.4 part of Biclotymol, i.e., 2,2'-methylene-bis
(4-chlorothymol)
0.2 part of parachlorphenoxytol
0.2 part of vitamin A acetate (100,000 IU/g)
0.6 g. of lignocain hydrochloride
6.0 parts of ethyl alcohol (95.degree.)
0.12 part of 2.5 percent eosin solution.
Formula (b)
For an ointment for use by sportsmen.
Glycerol ether of ortho-cresol 10 g. Methyl nicotate 1 g. Escin
(anti-inflammatory substance emanating from horsechestnut) 1 g.
Glycol salicylate 5 g. Excipient q.s.%
Formula (c)
A product for application to the chest for coughing.
Isopropyl myristate 0.25 g. Methyl nicotate 0.25 g. Guaiacyl
nicotate 0.50 g. Eucalyptole 3.0 g. Camphor 0.50 g. Pine oil 2.0 g.
Thyme oil 1.0 g. Spirit of turpentine 2.0 g. Thymol essence 0.25
g.
Formula (d)
For blood circulation and massage of aching legs.
Escine 1.0 g. Lysozyme 1.0 g. Heparin 10,000 IU Hesperidin methyl
chalcone 1% Nicotinic acid 2%
EXAMPLE 3
From 0.1 to 1 g. of hydrocortisone acetate is incorporated in the
excipient of example 1, which gives an excellent anti-inflammatory
dermatological dressing.
EXAMPLES 4 to 8
The following formulas, for 100 g. of excipient of example 1
illustrate some of the dressings comprising medicamental substances
incorporated in accordance with the invention.
(Example 4) 0.10 to 1 g. of Biclotymol 0.10 to 1 g. of
triamcinolone acetonide
(Example 5) 0.10 to 1 g. of neomycin sulfate (expressed as
base)
(Example 6) 5 to 20 g. of undecylenic acid
(Example 7) 5 to 10 g. of flavonoids
(Example 8) 1 to 5 g. of promethazine
OTHER EXAMPLES
dihydroxyanthranol 0.2-10% Salicylic acid 1-20% or more (up to
500%) Resorcinol 1-20% Thioresorcinol 1-20% Coal tar 1-40%
Vegetable tar 1-40% Thuya dye 1-20% Derivative of lead or other
radio protector 1-100% Sulfur 5-30%
Other compositions according to the invention comprise the
excipient, in which there has previously been dissolved or
dispersed a dyestuff, for example methylene blue, acridine yellow,
mercurochrome, silver fluoresceinate or the like. They may also
serve as bases in antiacne masks. The excipient according to the
invention is also suitable as a support for allergens.
* * * * *