CA1193199A - Slowly releasing perfume compositions - Google Patents

Slowly releasing perfume compositions

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Publication number
CA1193199A
CA1193199A CA000400999A CA400999A CA1193199A CA 1193199 A CA1193199 A CA 1193199A CA 000400999 A CA000400999 A CA 000400999A CA 400999 A CA400999 A CA 400999A CA 1193199 A CA1193199 A CA 1193199A
Authority
CA
Canada
Prior art keywords
perfume
composition
copolymer
vinyl acetate
granulated
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
CA000400999A
Other languages
French (fr)
Inventor
Yuuichi Matsumoto
Kiyomitsu Kawasaki
Masato Ishitani
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Soda Aromatic Co Ltd
Original Assignee
Soda Aromatic Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Soda Aromatic Co Ltd filed Critical Soda Aromatic Co Ltd
Priority to CA000400999A priority Critical patent/CA1193199A/en
Application granted granted Critical
Publication of CA1193199A publication Critical patent/CA1193199A/en
Expired legal-status Critical Current

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  • Fats And Perfumes (AREA)
  • Disinfection, Sterilisation Or Deodorisation Of Air (AREA)

Abstract

ABSTRACT

A slowly releasing perfume composition is obtained by mixing a granulated ethylene-vinyl acetate copolymer and a perfume which contains hydrocarbons and/or esters as an essential fragrant component, at a temperature in the range of about 10°C
to about 50°C.

Description

SLOWLY RELEASING PERFUME OOMPOSITIONS

Background of the Invention The present invention relates to slo~Jly releasing perfume compositions.
As slo~ly releasing perfume compositions mainly occupy-ing the aromatic market at present there are so-called gel aromatics comprising water-soluble gels such as agar and carrageenan and perfumes dispersed therein using surfactants. Such gel aromatics have a superior volatilization mechanism such that they slowly release the perfumes dispersed therein along with gradual evaporation of water, and they c~ be colored easily into beautiful colors.
Because of these superior characteristics, such gel aromatics are relatively popular. However, such gel aromatics have various drawbacks. For e~ample, they always require a solid container as a protector for covering up the drawback of water-soluble gels that the gels easily get out of shape when a physical external force is exerted thereon; the amount of a perfume which can be dispersed in the gel is at most 10% or so of the weight of the gel9 therefore in order to be fully effective during the period of use requlred of ordinary aromatics, namely, one to two months, it i5 necessary to use a relatively large amount, 70 to 150 grams, of a gel aromatic for each aromatic commodity; because the gel used is a water-soluble gel, it easily freezes at a temperature bel~w 0C and causes a phenomenon of water separation when thawing;
and because the gel surface hardens in the form of a film along with evaporation of water, the effective volatlllzation percentage of the perfume dlspersed in the gei is relatlvely small (35% or so of the dispersed perfume on an average)~
There are also known various scented plastics comprlsing : . ,.

~, ~

~3~L~Y~

thermoplastic resins and small amounts of perfumes contained therein~ Such scented plastics are obtained by adding a perfume beforehand to a starting resin before molding followed by melt-kneading under application of heat at a temperature of about 150C to about 200C and then moldin~ the mixture by a conventional molding me-thod. In such a method, however, the hea-ting step causes volatilization of a low boiling por-tion of the perfume and a quali-ta-tive -thermode-terioration, thus resulting in that the fragrance of the resultant scented molding is in many cases markedly different from that of the perfume used, and in order to prevent such an inconvenience it is inevitably required to restrict the perfume components used to high boiling components difficult to underyo such volatilization and thermal deterioration. Moreover, such scented plastics are not considered to satisfy both intensity and durability of fragrance.

_ummary of the Invention It is an object of the present invention to provide novel, slowly releasing perfume compositions which permit a uniform volatilization of perfume over a long period of time.
It is another object of the present invention to pro-vide novel, slowly releasing perfume compositions which do not undergo swelling, softening, deforma-tion or the like even if the perfume content thereof is relatively large.
In accordance with the present invention, -there is -thus provided a slowly releasiny perfume composition comprising a granulated ethylene-vinyl acetate copol~ner having a perEume absorbed therein and containing granules of abou-t 1 to about 10 mm in diameter, the ethylene-vinyl ace-tate copolymer containiny about 19 to about ~0% by weight of vinyl ace-ta-te .~

and the perfume containing as an essential component at least one fragrant component selected from the group consisting of hydrocarbons and esters, the total amount of hydrocarbon(s) and ester(s), in the perfume being not less than about 30%.
The perfume composition of the invention is prepared by mixing the granulated copolymer and the perfume at a temperature in the range of about 10C to about 50C to cause absorption of the perfume in the granulated copolymer.

Detailed Description of the Invention The ethylene-vinyl acetate copolymer used in the present invention has a vinyl acetate content in the range of 19% to 40%, preferably 25% to 33%, by weight. If the vinyl acetate content is lower than this range, a sub~tantial absorption of perfume cannot be expected, and if it exceeds this range, the resulting product will swell and soften remarkably.
It is necessary that the ethylene-vinyl acetate co-polymer used in the invention be preformed into granules preferably having a spherical, cylindrical or like shape of a diameter of about 1 to about 10 mm, particularly about 2 to about 6 mm, although the shape of the granules is not limited thereto.
The per-fume used in the presen-t invention contains as an essential cornponent hydrocarbons and/or esters. As hydro-carbons there rnay be exemplified monoterpene hydrocarbons such as limonene, ~-pinene and ~-pinene, sesquiterpene hydro-carbons such as caryophyllene, santalene, thujopsene and cedrene, diterpene hydrocarbons such as abie-tin and camphorene, and aroma-tic hydrocarbons such as p-cymene and styrene. As esters there may be exernplified aliphatic and aromatic carboxylic acid es-ters haviny usually not more than 20, ~L~

preferably not more than 15, carbon atoms, such as isoamyl acetate, geranyl acetate, citronellyl acetate, linalyl aceta-te, benzyl aceta-te, benzyl benzoate, benzyl salicylate, cinnamyl cinnamate, isoamyl undecylate and cedryl acetate.
The perfume used in the invention is u~ually a mixed perfume and it is desirable that not less than 30%, par-ticular-ly not less than 50%, of all the perfume components be occupied by _ 3a y~

the hydrocarbons and/or esters as exemplified above. The perfume may contain a fixative. ks the fixative it is also preferable to use hydrocarbon and ester type fixatives.
If hydrocar~ons or esters are little contained as a perf~e component~ a suEficient efEect of impregnation of the perfume cannot be expected.
~ he operation for impregnation and absorption of the perfume is carried out by m xing the perfume and ~he granulated copolymer at a temperature in the range of about 10C to absut 50C. Operating temperatures higher than 50~C would cause a change in quality of the perfume or other bad influence, and if the operating temperature is too low9 it will be impossible ~o obtain a sufficient effect of a~sorption of the perfume.
In the mixing of the perfume and the granulated cDpolymer, it is desirable that the perfume be used in an equivalent amount, preferably in an amount ranging from about 5% to about 50% by weight, based on the amount of the granulated copolymer, and that substantially all the perfume present ln the system be impregnated and a~sorbed into the granulated copolymer.
~0 ~le granulated ethylene-vlnyl acetate copolymer containing the perfume thus obtained may increase ln its volume according to the amount of the perfume impregnated and abso~bed therein, but it will never exhibit a marked softening~ deformation, collapse or ~he llke. besides, beca~e the perfume content is high as previously noted, it is ~ufficient to use only a very ~mall amount of 6uch perfume-impregnated granules in the caae of using the granule~ as a volatlllzation matri~., and the granules can be put to the use of aromatics and llke co}~modities by merely charging or sealing lnto a ~i~ple and llght container ~uch as 3 for example, a bag made of a non-woverl fabric or a pack of polyethylene fllm 1~ _ having a vent hole.
In this molded article, moreover, the perfume is impregnated and absorbed -thereln in the form of a plasticizer for resin or the like, so that its volatilization is slow and durable, and as to its effective volatilization percentage, it is possible to at-tain a very high value of not less than 50%.
Furthermore, the molded article can be colored beautifully simultaneously with the impregnation and absorption of the perfume easily by dissolving an oil-soluble coloring matter of a desired color beforehand in the perfume.
The following are working examples of the present in-vention, but it is to be understood that the vinyl aceta-te con-tent of the granular ethylene-vinyl acetate copolyrners used therein and the shape, etc. of the resultant molded articles are not limited to those exemplified therein.

Example 1 70 g~ of transparent pellets (each being a spherical body having a diameter of about 5mm) of an e-thylene-vinyl acetate copolymer EVAFLEX-150 (tradernark, manufactured by Mi-tsui Poly-chemical Co., vinyl acetate content 33%~ and 30 g. of a mixedlemon perfume (containing 32 wt.% of limonene and other hydro-carbons) which had been yellowed with Oil yellow 3G were sealed into an eggplant type flask (capacity: 2 liters) of a rotary evaporator and the flask was rotated a-t a rate of ~0 r.p.m. In about 20 minutes -the pelle-ts absorbed the perfume nearly comple-tely. In this s-tage the surfaces of -the pellets were wet, so the rotation was further continued, as a resul-t the perfume penetrated into the pellets, -thus allowiny the surfaces of the pellets to dry gradually, and after 1 hour there were obtained perfume-containing pelle-ts ~,. ~,~, .,.~
, .Ir~' ~

3 a~

having a good fluidity. The pellets were dry, translucen~ and yellow.
10 g. of the perfume containing pellets were charged into a bag made of a thin non-woven fabric and the bag thus charged with the pellets was allowed to stand for 50 days within a flush toilet (3.8 m3). The performance of the pellets as an aromatic was evaluated by an organoleptic panel test, as a result, the fragrance intensity during that period proved to be in the range of 4 to 2.75 (according ~o the 6-stage odor indication method~.
After termina~ion of the above period, the volatilization percentage of the perfume was determined. As a result, it proved to be 58% Closs of weight 1.74g./amount of perfume impregnated 3g. x 100) and thus a very good result could be obtained.

Example 2 70 g. of transparent pellets (each being a spherical body having a diameter of about 5 mm) of an et~ylene-vinyl acetate copolymer "EVAFLEX-460" (manufactured by Mitsui Pol~chemlcal Co., vinyl acetate content 19%) and 30 g. of a mixed lemon perfume (contalning 32 wt.% of limonene and other hydrocarbons) which had been yellowed with Oil yell~w 3G were sealed into the flask of the rotary evaporator in the same way as in Exa~ple 1 and the flask w~s ro~ated a~ a rate of 30 r.p.m. while dipping the lower surfaee of the flask ln a water bath held at 45~C. After 5 hour6, there were obtained perfume-impregnated pellets like the pellets obtained in Example 1. The performance of the pellets as an aroma~ic was ~us~ the ~ame as that evalua~ed ln Example 1.

Example 3 70 g. of transparent pellet3 of the "EvAFL~X~150"

~3~3 described in Example 1 and 30 g. of a mixed fragrant olive perfume (containing 43% of esters such as ethyl acetate, amyl acetate, amyl butyrate, ethyl caproate and benzyl acetate~ which had been colored to orange color were sealed into the flask of the ro~ary evaporator in the same way as in Example 1 and the flask was rotated at a rate of 30 r.p~m. while dipping the lower surface of the flask in a water ba~h held at 30~C. AEter 2 hours, there were obtained perfume-impregnated pellets like the pellets o~tained in Example 1. The performance of the pellets as an aromatic was jus~ the same as that evaluated ln Example 1D

Claims (6)

The embodiments of the invention in which an exclusive property or privilege is claimed are defined as follows:-
1. A slowly releasing perfume composition comprising a granulated ethylene-vinyl acetate copolymer having a perfume absorbed therein and containing granules of about 1 to about 10 mm in diameter, said ethylene-vinyl acetate copolymer containing about 19 to about 40% by weight of vinyl acetate and said perfume containing as an essential component at least one fragrant component selected from the group consisting of hydrocarbons and esters, the total amount of hydrocarbon(s) and ester(s) in said perfume being not less than about 30%, said perfume composition being prepared by mixing said granulated copolymer and said perfume at a temperature in the range of about 10°C to about 50°C to cause absorption of said perfume in said granulated copolymer.
2. The composition of claim 1, wherein said ethylene-vinyl acetate copolymer contains about 25 to about 33% by weight of vinyl acetate.
3. The composition of claim 1, wherein the diameter of each granule of said granulated copolymer is in the range of about 2 to about 6 mm.
4. The composition of claim 1, wherein said hydrocarbons are selected from the group consisting of monoterpene hydro-carbons sesquiterpene hydrocarbons, diterpene hydrocarbons and aromatic hydrocarbons.
5. The composition of claim 1, wherein said esters are selected from the group consisting of aliphatic and aromatic carboxylic acid esters having not more than 20 carbon atoms.
6. The composition of claim 1, wherein said perfume is used in an equivalent amount or less based on the amount of said granulated copolymer and substantially all the amount thereof is absorbed in said granulated copolymer.
CA000400999A 1982-04-14 1982-04-14 Slowly releasing perfume compositions Expired CA1193199A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
CA000400999A CA1193199A (en) 1982-04-14 1982-04-14 Slowly releasing perfume compositions

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CA000400999A CA1193199A (en) 1982-04-14 1982-04-14 Slowly releasing perfume compositions

Publications (1)

Publication Number Publication Date
CA1193199A true CA1193199A (en) 1985-09-10

Family

ID=4122579

Family Applications (1)

Application Number Title Priority Date Filing Date
CA000400999A Expired CA1193199A (en) 1982-04-14 1982-04-14 Slowly releasing perfume compositions

Country Status (1)

Country Link
CA (1) CA1193199A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
USD838818S1 (en) 2017-06-06 2019-01-22 Gpcp Ip Holdings Llc Urinal screen
US10267027B2 (en) 2015-10-05 2019-04-23 Gpcp Ip Holdings Llc Urinal screens
US10640959B2 (en) 2017-06-06 2020-05-05 Gpcp Ip Holdings Llc Urinal screens and assemblies

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US10267027B2 (en) 2015-10-05 2019-04-23 Gpcp Ip Holdings Llc Urinal screens
USD838818S1 (en) 2017-06-06 2019-01-22 Gpcp Ip Holdings Llc Urinal screen
US10640959B2 (en) 2017-06-06 2020-05-05 Gpcp Ip Holdings Llc Urinal screens and assemblies

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