United States Patent (19) 11 3,954,964

Kuderna, Jr. (45) May 4, 1976

(54) AR REODORANT COMPOSITIONS 3,655, 129 4/1972 Seiner............................... 424/76 X
3,688,985 9/1972 Engel.................................... 239/54
(75) Inventor: Jerome G. Kuderna, Jr., Modesto, 3,821,413 6/1974 Hellyer, Jr........................ 424/76 X
Calif. :
FOREIGN PATENTS OR APPLICATIONS
(73) Assignee: Shell Oil Company, Houston, Tex. 1,241,914 8/1971, United Kingdom
22 Filed: Mar. 4, 1974 OTHER PUBLICATIONS
(21) Appl. No.: 448,127 The Merck Index, 8th Ed., (1968), pp. 214, 215,654.
Primary Examiner-Jerome D. Goldberg
(52) U.S. Cl..................................... 424/76; 239/60; Assistant Examiner-Allen J. Robinson
252/522
51) nt. Cl.’....................... A61L 9/00; A61 L9/04; 57 ABSTRACT
A61 L 13/00
58) Field of Search........................ 424/76; 252/522 Long lived, slow-release air reodorant compositions
comprise polyvinyl acetal resins gelled with alkyl salic
(56) References Cited ylates. The gels may additionally contain one or more
UNITED STATES PATENTS fragrances or perfumes, diluents or adjuvants, a minor
amount of water, as well as dyes, surfactants, deodor
2,691,615 10/1954 Turner et al.......................... 424/76 ants and other conventional additives.
2,865,806 12/1958 Bulloff............
2,927,055
a aa a 424/76

3/1960 Lanzet.................................. 424/76 9 Claims, No Drawings

 3,954,964
1. 2
An attempt to achieve these results is outlined in U.S.
AIR REODORANT COMPOSITIONS Pat. No. 3,688,985 wherein a pre-formed-plastic object
is soaked in a stable aqueous emulsion containing an
RELATED APPLICATIONS essential oil and a 'surfactant to impregnate the resin
This application is related to copending Ser. No. 5 with the essential oil thereafter drying the resin to yield
448,126 filed of even date herewith which claims simi a dry impregnated resin which gradually releases the
lar organically gelled air reodorants differing primarily essential oil into the surrounding atmosphere.
in the gelling agent used. w Also mentioned in U.S. Pat. No. 3,688,985 is British
BACKGROUND OF THE INVENTION
Pat. No. 599,237 wherein an essential oil is combined
10 with a plasticized synthetic resin by dispersing the resin
Air reodorizing or deodorizing compositions in gel in a plasticizer, including the essential oil, which is
form are well-known in the art. Primarily they comprise gelled by heat to form the desired article. However, as
an aqueous medium containing a volatile fragrance and reported, the essential oils when heated to the gelling
a small amount of a gelling agent which renders the 15
temperatures break down, thereby causing a change in
compositions in a gel-like or semi-solid form. These the chemical properties of the essential oil so that it can
compositions are popular in that they are easy to han no longer be useful for the intended purpose.
dle, and on exposure to air, the aqueous medium gradu Thus it can be seen that although considerable effort
ally evaporates from the gel releasing the fragrance into has been devoted to the development of stable, long
the surrounding atmosphere. Aqueous gels of this type 20
lived air reodorant formulations, considerable prob
are claimed in U.S. Pat. Nos. 2,691,615 and 2,927,055 lems remain and there is continuing need for improved
and in British Pat. No. 1,241,914. - products. The present invention is directed to one such
One difficulty with most aqueous gels is that they are class of highly advantageous air reodorant composi
relatively short-lived. This is because of the rapid rate tions.
of release of water and fragrance from gels of this type, 25 STATEMENT OF THE INVENTION
and because only a small part of the gel, i.e., from 1 to
10% of the aqueous phase, is available as a fragrance It has now been found that storage stable, dry, long
for acting as a reodorant. Also, because of the rapid lived air reodorant compositions can be made compris
rate of release of water, aqueous gels are necessarily ing certain resin bases which have been gelled with a
30 particular class of organic gelling agents. More specifi
large in size, thus limiting holder design and increasing
shipping costs. Moreover, when subjected to low tem cally, it has been found that when polyvinyl acetal
peratures the aqueous gels might freeze which will resins are combined with alkyl salicylates unique gels
result in excessive bleeding or gel decomposition upon result having highly beneficial properties as air reodo
thawing. In addition, aqueous gels are subject to micro rants. Such gels may additionally contain one or more
bial degradation. 35 fragrances or perfumes, diluents or adjuvants, a minor
As used in this application, the term "reodorant' amount of water, as well as dyes, surfactants, deodor
means an air freshener whereby the odors in the sur ants and other conventional additives. The gels gener
rounding atmosphere are masked or overcome by the ally can be prepared at room temperature but may be
fragrance emitted from the air freshener. As so defined heated to an elevated temperature below that at which
this term is intended to include true deodorants which 40 the gellant, diluent or fragrance decomposes. The re
react with or destroy the odor which is to be overcome. sulting organic gels are dry and rubbery in appearance,
Various types of non-aqueous air fresheners have are storage stable, and release an effective amount of
also been proposed. For example, U.S. Pat. No. fragrance over extended periods of time in addition to
2,865,806 discloses an air odor control agent prepared being very compact. . .
by blending a menthadiene compound, and preferably 45 DETAILED DESCRIPTION OF THE INVENTION
an added antioxidant, with a selected solidifying agent
at an elevated temperature and then cooling the blend. Fundamental to this invention is the discovery that
The solidifying agents are certain polyethylenes and alkyl salicylates act as gelling agents for polyvinyl ace
ethyl celluloses. The menthadiene compounds are tal resins having the following properties:
monocyclic terpenes containing nonconjugated double 50 1. The resin must be compatible with the alkyl sali
bonds, not more than one of which occurs outside the cylate gelling agent. 3 .
six carbon ring, i.e., d- or l-limonene or racemic mix 2. The resin should have a molecular weight of from
tures (dipentene) may be used. An important feature of about 30,000 to about 1,000,000 and preferably
the disclosed non-aqueous air fresheners is said to be 55 from about 180,000 to about 300,000.
that bleeding or exudation of the dipentene to the sur 3. The resin must contain free hydroxyl groups.
face of the molded product occurs which facilitates its While it is not precisely known by what mechanism
removal from the mold. a the alkyl salicylates interacts with the polyvinyl acetal
While bleeding or exudation may be beneficial in resin, it is believed that the mechanism is that of hydro
aiding the release of the molded product, these proper gen bonding between the ester function of the salicyl
ties are generally not desirable to the consumer since 60 ate and the free hydroxyl functions of the resin. Gel
syneresis or bleeding during use can cause liquid drop structures so formed have the capability of absorbing
lets to come in contact with fabrics, furniture and other relatively large amounts of other liquids including
finishes within the home which may cause staining or water if adequately solubilized. Therefore although the
other damage. Hence, from a consumer point of view, gelling agents themselves, i.e., the alkyl salicylates, can
it is desirous to have a solid air reodorant which is 65 serve as fragrances, other fragrances may also be added
storage stable, dry to the touch and yet which permits to the gels of the invention thereby providing the op
adequate release of a fragrance into the surrounding portunity to vary the quality, quantity and intensity of
atmosphere over a sustained period of time. the odor. In other words, practically any odor desired
 3,954,964
3 4.
may be produced in the gels of this invention by appro cheaper than the gelling agent and/or fragrances used
priate selection of fragrance and diluent. and at the same time serve to extend the useful life of
Among the polyacetal resins that can be used accord the gel compositions. In general, any organic diluent
ing to the invention are polyvinyl formal, polyvinyl having a boiling point of between about 175 and 250C
acetal and polyvinyl butyral resins. In general, useful and which is mutually compatible with the gellant and
polyvinyl acetal resins are these consisting essentially fragrance can be used in the present invention. As
of repeating vinyl acetal, vinyl alcohol and vinyl acetate previously mentioned, these diluents should have a
groups represented by the following chemical struc pleasant aroma and blend well with the fragrance and
ture:
O
gelling agent. Typical of the diluents that may be added
in the invention are the menthadienes such as d- and
H CH " H H H l-limonene. Other diluents include beta pinene, amyl
N / N / acetate, isopropyl acetate, alpha terpineol, 2-ethyl
c. -". H CH-C- hexyl alcohol and octyl acetate. Some diluents, for
N / example d-limonene, have a citrus odor. Other diluents
1 N
C sC) used in combination with limonene, for example, 2
H X Y ethylhexyl alcohol, tend to mask the citrus odor of
W limonene and therefore make the added fragrance
more distinct. In addition, minor amounts of water,
e.g., up to about 20% by weight of the total composi
wherein X is H, alkyl, haloalkyl or hydroxyalkyl of 1-820 tion, can be employed as diluent if adequately solubi
carbon atoms, alkenyl of 2-8 carbon atoms, halogen or lized, e.g., by the addition of one or more surfactants.
hydroxyl; Y is alkyl of 1-9 carbon atoms; and u, v and In general, the organic diluents act the same as water in
w indicate the relative percent by weight of the vinyl an aqueous gel formulation except that the organic
acetal, vinyl alcohol and vinyl ester groups, respec 25 diluent in itself is a fragrance as well as a carrier. More
tively, in the resin. over, the diluent tends to come out of the organically
In order to maintain hydrogen-bonding between the gelled formulation at a slower rate than does water
polyvinyl acetal resin and alkyl salicylates as previously from an aqueous air reodorizer, thereby considerably
discussed, it is necessary that the resin contain a certain extending the life of the organically gelled air reodo
number of free hydroxyl groups which will vary some Ze.
what from polymer to polymer. In general, the relative 30 The fragrances or perfumes which may be added to
percentage of vinyl alcohol groups (v in the above the compositions of this invention are many and varied
formula) should be at least 10, preferably from about and it would serve little purpose to try to elucidate each
15 to about 25, most preferably from about 17 to about and every fragrance which can be utilized herein. The
21. The percentage of vinyl acetal groups (u in the only essential requirements for the fragrances herein
above formula) can be from about 30 to about 90, but 35 employed are that they be mutually compatible with
preferably is from about 75 to about 85, while the the gellant and resin (and diluent if employed), and
percentage of vinyl ester groups (w in the above for that they have mutually compatible odors. In general,
mula) can vary from 0 to about 30, but preferably is the fragrances will have a boiling point between about
from 0 to about 5. The sum of u, v and w equals 100. 150-350°C, preferably 200-300°C and will add body
Polyvinyl acetal resins having molecular weights and 40 and contribute a sophisticated quality to the odor of the
vinyl acetal, vinyl alcohol, and vinyl ester contents gel composition.
within the above specified ranges can be prepared by Suitable fragrances may be comprised of single
well known methods and are commercially available. chemical constituents or may be blends of many differ
Among the polyvinyl resins which can be employed in ent chemical compounds which may be of natural or
the reodorant gel compositions of the invention, polyvi 45 synthetic origin. These fragrances include alcohols,
nyl butyrals have been found to be particularly advan aldehydes, ethers, ketones, esters and frequently also
tageous. hydrocarbons which are combined in fixed proportions
Depending upon the odor desired, any alkyl salicyl so that the odor of the individual compound will com
ate compatible with the polyvinyl acetal resin can be bine to produce a harmonious fragrance. In perfumery
utilized. Lower alkyl salicylates are preferred, e.g., C. 50 practice these compounds are combined by the blend
to Cs alkyl salicylates, particularly methyl salicylate, ing of natural essential oils, gums, resins, animal deriva
ethyl salicylate and amyl salicylate. tives, natural isolates and synthetic chemicals. In prac
The alkyl salicylates may be brought into contact tice, most perfumes are blends of many types of chemi
with the polyvinyl acetal resins as a separate ingredient cals and their composition is of a proprietary nature
or they can be present as a component of the perfume 55 and hence normally designated by trade name rather
or fragrance which is added to the polyvinyl acetal than by chemical composition. Because of this, and
resin. In other words the means by which the alkyl since the efficacy of the present gels is not dependent
salicylate gellant and polyvinyl acetal are brought into on the use of any particular perfume, no attempt has
contact is immaterial so long as the requisite amounts been made to define the fragrance with the same chem
of each are present. Hence, as will be apparent to those 60 ical preciseness as the gellant and resin, nor would it be
skilled in the art, perfumes which contain salicylates as possible to do so.
part of their formulation can be suitably employed to From the foregoing it can be seen that the only essen
form gel compositions in accordance with the present tial components of the present reodorant compositions
invention, without the need for separate alkyl salicylate are the alkyl salicylate gellant and the polyvinyl acetal
addition. 65 resin, since the alkyl salicylate can serve as the fra
Various diluents may be added to the compositions grance and/or diluent as well as the gellant. However,
of this invention and act in many ways to enhance its as previously discussed, it is generally desirable from an
acceptability. For example, diluents are usually economic standpoint to employ an additional diluent,
 3,954,964
S 6
and from a fragrance quality standpoint to employ an would be to place the gel in a dish or cup and then
additional fragrance (perfume) to supplement and re cover the dish with a laminate seal which will inhibit
inforce the odor of the alkyl salicylate gellant and/or diffusion until the seal is removed prior to use.
diluent. A very practical and preferred way of regulating the
As also mentioned, alkyl salicylates can be present as rate of release of odorant from the gel is by forming the
a component of a particular perfume or fragrance for gel in a dish thereby providing a single surface, and
mulation in which event suitable reodorant gels can be then placing the dish in a holder which is completely
formed from the alkyl salicylate-containing perfume enclosed but having vents or ventlike openings
and polyvinyl acetal resin alone, without the need for 10 whereby the holder may be in an open position or in a
further salicylate addition. closed position or at any stage in between. When the
As will also be obvious from the above description, gels are not in use, the holder can merely be turned to
the major proportion of the liquid in the gels of the the “off” position until such time as further use is de
present invention is available as a reodorant which has sired. When the gel is depleted, the dish can simply be
a distinct advantage over aqueous gels wherein only a 5 removed from the holder and replaced with a similar
minor portion of the liquid phase is available for air dish containing fresh gel.
freshening purposes, the water serving only as a carrier. A further attractive feature of the present gels is that
In general, the reodorant gel compositions of this they shrink at a predictable rate which is directly pro
invention comprise from about 10 to about 40% by portional to the loss of volatile constituents. This prop
weight of polyvinyl acetal resin and from about 5 to 20 erty can be utilized to give a visual indication of when
about 90% by weight of the alkyl salicylate gellant. The the gel requires replacement. This can be accomplished
reodorant gels may additionally contain from 0 to by providing indicia on the bottom of the dish contain
about 60% by weight of organic diluent and from 0 to ing the gel (e.g., the word "replace') which can be
about 85% by weight of a perfume. Obviously the viewed through a transparent opening in the holder. As
above proportions are heavily weighted at the upper 25 the gel shrinks in thickness through loss of the volatile
limits of diluent, perfume and gellant in that, as previ constituents, the indicia will become visible giving a
ously discussed, it is possible for the alkyl salicylates to visual signal of when the gel is exhausted and requires
function as both perfume and diluent as well as gellant. replacement.
Likewise it is also possible for the fragrance or perfume Reodorant gels in accordance with the invention ca
to also serve as diluent or even gellant, provided it 30 be conveniently made by adding polyvinyl acetal resin
contains the requisite amount of alkyl salicylate. in the form of a powder to the liquid gelling agent (plus
Within preferred limits the resin will normally com diluent and fragrances if desired) with stirring to secure
prise about 15 to about 30% by weight of the composi a homogeneous mixture which can be filled into suit
tion with the gellant comprising about 10 to about 30% able containers or into the holder itself. Upon setting
by weight of the composition. The diluent, in preferred 35 the mixture will form into a firm, dry gel. If desired, the
ranges, will be present in amounts varying from about gellation state may be expedited by subjecting the mix
10 to about 50% by weight, whereas the fragrance or ture to an elevated temperature of about 50°C to 150°C
perfume will be present in an amount of about 1 to before or after filling. The period of heating can vary
about 60% by weight, while water will be present in an from a few minutes to 5 hours or longer. After cooling
amount of from 0 to about 10% by weight. to ambient temperature a firm, rubbery gel is formed
The amount of resin in the composition is critical to 40 which is dry to the touch. Alternatively the gel may be
its function. Too little resin will cause the composition prepared directly in a mold, container or the holder in
not to gel completely or to exhibit certain amounts of which it is to be used. The gels can further be formu
syneresis, whereas too much resin will result in a dry lated by casting, injection molding, extrusion of dry
blend, i.e., a blend wherein not all of the resin is inter blends and other conventional means.
acted with the gellant. In other words, the gellant will 45 The gels can be formed in any desired shape such as
not completely wet the resin that is available. The final sheets, rods, cubes, discs and strips, and can have one
choice of gellant and resin will depend upon the prop or more generating surfaces.
erties desired, the fragrances used and the rate of re Upon storing, the shelf-like of these gels is satisfac
lease that is to be obtained. tory over an extended period of time with no evidence
While the rate of release of the reodorant from the 50 of odor shift or deterioration of fragrance. Preferably
compositions of this invention may be controlled by the the gels are stored in an air-tight atmosphere, for exam
optimization of ingredients contained therein, the rate, ple encased in a laminated plastic film or in a metallic
may be further controlled by physical means. Since the pouch, or in a plastic or metallic dish covered with a
gels function by the migration of the odor-releasing 55 laminate seal.
chemicals from within the matrix to the surface of the If desired, small amounts of non-volatile plasticizers
gel and thence into the surrounding atmosphere, it is conventionally used for plasticization of thermoplastic
obvious that by controlling the available surface area resins can be added without adversely affecting the
(e.g., through size or geometry) the rate of release of properties of the gels. Moreover these plasticizers also
odorants into the atmosphere can be regulated. There 60 tend to increase the porosity of gel in the final stage
fore, gels having a single surface (such as when con which will permit the composition to be more com
tained in a dish or cup having sidewalls) will release its pletely depleted of the fragrance contained therein.
constituents at a slower rate and will be depleted less Examples of such plasticizers are the lower alkyl esters
quickly than will gels having multiple surfaces (such as of dibasic carboxylic acids such as dibutylphthalate,
provided by a cube). Moreover the gels can be dioctylphthalate, di-2-ethylhexylphthalate, dioctyladi
wrapped or placed within a barrier such as an envelope 65 pate, diisobutyladipate and the like.
made of a plastic such as polyethylene which serves to Other conventional additives such as antioxidants,
reduce the rate of diffusion of the volatile constituents surfactants, dyes, deodorants, stabilizers, etc., can also
into the surrounding atmosphere. An example of this be incorporated into the gels of the present invention.
 3,954,964
7 8
The invention will now be further described by prepared by mixing the powdered PVB used in Exam
means of the following examples which are representa ple I with various gelling agents and optionally a diluent
tive only, and should not be construed as limiting. and a commercial fragrance in the proportions shown
in Table B. After curing and weighing, the gels were
EXAMPLE I 5 placed into holders, some of which could be turned to
Ten grams of a polyvinyl butyral polymer having an an “on” or “off” position, and evaluated by a consumer
average molecular weight of about 1.8 to 2.7 x 10 and test panel to determine their acceptability. At the end
containing about 80% by weight of polyvinylbutyral of their effective use life they were again weighed and
units, 18-21% by weight of polyvinyl alcohol units and O weight loss recorded and average; vaporization rate
0-2% by weight polyvinyl acetate units was placed in a (mg/hr) calculated. The formulations tested were as
4 oz polyethylene bottle and a well-mixed solution of follows.
20 grams of methyl salicylate, 15 grams of limonene
and 3 grams of a commercial floral fragrance was
added with stirring.
d
The mixture was cured in an elec- 15 Ingredient D. E. F G H J
tric oven at 80°C for three hours. The cooled gel (47.5 PWB 20 15 20 - 20 24 24 21
g) was firm, rubbery and dry to the touch. Methyl Salicylate
Amyl Salicylate
40 38 40 30 60 60 42
EXAMPLE II Limonene 40 38 30 40 31
a ... Fragrance 9 : 10 10. l6, 6d 6.
Three gels in accordance
a with the invention were 20 "cCommercialial Orange Fraer
Orange Fragrance m
prepared by combining the powdered PVB used in Commercial Floral-Citrus Fragrance
Exampleith
bel
I witha the ingredients
to f
inh the amount indicated
luti
Sterciallyckle Fragrance
Commercial Citrus Fragrance
elow with mixing to form a nomogeneous solution, *Commercial Cherry Fragrance
The gels were cured at about 100°C for a period of
about two to four hours. The cooled gels were firm, 25
rubbery solids which were dry to the touch. The results of testing were as follows.

Initial On-Off Cumulative Average

Weight Holder Use Life Wt. Loss Vap. Rate
Formulation (g) Used (Days) (g) (mg/hr) Comment
D 75 Yes 63 35 23 a)
E 100 Yes 69 61 37
F 60 No. 46 29 26
G. 75. No 22 3 59 b)
H 50 Yes 39 2 3
I. : 50 Yes : . . ; ; ; 36. , ,, 8. : 9
50 No. . . . . . . 28 ,, . 9, 13 a)
"Neutralized unpleasant odors.
'Masked odor in entomology insectory - still effective when withdrawn from test.
. Panel response varies due to olefactory sensitivity of individuals and concentration of fragrance in the available
air space,

EXAMPLE IV
Ingredients %w One gram of PVB as described in Example I, was
A. B C placed in a 50 ml beaker and sufficient of the following
U-...--w-alter-r"
PVB 2O 20 20 50 liquids were mixed to “wet' all of the PVB and leave an
Methyl Salicylate 80 40 excess of liquid. Following initial gellation the gels were
Amyl Salicylate
Linonene
40
30 30
cured at 100°C for 45 minutes. The length of time
Fragrance required for gellation and the appearance of the gels
(floral-citrus O O after curing are recorded in the following table.
55
The salicylate gels such as oil of wintergreen (methyl Appearance
Formulation Gellant Gellation Time After Curing
salicylate) while being pleasant smelling are considera K methyl % - min. dry, firm and
bly enhanced by the addition of a diluent and addi salicylate rubbery
tional fragrance. The above gels with the addition of L ethyl 2 - 1 min. dry, firm and
the floral-citrus fragrance were rated efficacious as air M
salicylate
eugenol only slight
rubbery
quite sticky,
fresheners over a six week period by a consumer testing setting-up not firm or
panel. This compares to an efficacious period of only rubbery
12 to 15 days for a leading commercial aqueous-based
reodorant gel, used under identical conditions of expo
Ste. 65 It is noteworthy that the salicylate formulations (K
EXAMPLE III and L) both resulted in dry rubbery gels while formula
tion M containing a related methoxy substituted phenol
Seven gels in accordance with the invention were did not. Moreover, it has been found that the polyvinyl
 3,954,964
10
acetal resins in accordance with the invention will not vinyl acetal, vinyl alcohol, and vinyl ester groupings of
form gels with limonene although this compound is a the resin, and wherein u is from about 30 to about 90,
satisfactory diluent for use in the present compositions. v is from about 15 to about 25 and w is from 0 to about
EXAMPLE V 5
30, and the sum of u + v -- w equals 100.
2. The composition of claim 1 wherein X is CH and
The following compositions are further illustrative of Y is CH
the gel compositions in accordance with the invention. 3. The composition of claim 2 wherein the reodorant
The concentrations of ingredients are expressed in gel additionally contains from 0 to about 85% by
percent by weight of the total composition. weight of perfume, 0 to about 20% water and 0 to
Gellant Resin Diluent Fragrance
Formulation Type Amount Type Amount Type amount Type Amount
N amyl 40 20 amyl acetate 34 citrus 6
salicylate
O ethyl 35 b 25 pinene 40 m ---
salicylate
P methyl 30 C 18 limonene 32 -
salicylate Water 4
Triton X-100 6
a -polyvinylbutyral having an average molecular weight (weight average) of 1.0 to 1.5 x 10° and containing approximately 80%
by weight polyvinyl butyral units, 17.5-21.0% by weight polyvinyl alcohol units and 0-2.5% by weight of polyvinyl acetate units.
b - polyvinyl butyral having an average molecular weight of 0.38 to 0.45 x 105 and containing approximately 80% by weight
polyvinyl butyral units, 18.0-20.0% by weight polyvinyl alcohol units and 0-1.0% by weight polyvinyl acetate units.
c - polyvinylbutyral as used in Example I.

What is claimed is: about 60% by weight organic diluent, said organic dilu
1. A gelled slow-release air reodorant composition ent being mutually compatible with said alkyl salicylate
comprising (l) as a fragrance from about 5 to about gellant and said perfume.
90% by weight of a C, to C alkyl salicylate in gelling 4. The composition of claim 3 wherein u is from
interaction with (2) from about 10 to about 40% by 30 about 75 to about 85, v is from about 17 to about 21,
weight of a polyvinyl acetal resin compatible with said and w is from 0 to about 5, and the average molecular
salicylate, said polyvinyl acetal resin having a molecu weight of the polyvinyl acetal resin is from about
lar weight of from about 30,000 to about 1,000,000 180,000 to about 300,000.
and consisting essentially of repeating vinyl acetal, 5. The composition of claim 4 wherein the amount of
vinyl alcohol and vinyl acetate groups represented by alkyl salicylate is from about 10 to about 30% by
the structure: 35 weight, the amount of the resin is from about 15 to
about 30% by weight, the amount of organic diluent is
" ych, H H from about 10 to about 50% by weight, the amount of
ch Yc? - ch, ---CH-C--- perfume is from about 1 to about 60% by weight and
h 40 6.amount
the of water is from 0 to about 10% by weight.
The composition of claim 5 wherein the diluent is
Y1 -O a menthadiene.
H1Nx 7. The composition of claim 6 wherein the alkyl sali
w Y
cylate is methyl salicylate, ethyl salicylate or amyl sali
cylate.
wherein X is H, alkyl of 1-8 carbon atoms, haloalkyl of 45 8. The composition of claim 7 wherein the diluent is
1-8 carbon atoms, hydroxyalkyl of 1 8 carbon d- or l-limonene.
atoms, alkenyl of 2-8 carbon atoms, halogen or hy 9. The composition of claim 6 wherein the alkyl sali
droxyl; Y is alkyl of 1-9 carbon atoms; and u, v and w cylate is methyl salicylate. ck sk k ck ck
indicate the relative percent by weight of the respective 50

55

60

65