CA1041018A - 4-cyclohexyl-4-methyl-2-pentanone as deodorants - Google Patents
4-cyclohexyl-4-methyl-2-pentanone as deodorantsInfo
- Publication number
- CA1041018A CA1041018A CA213,096A CA213096A CA1041018A CA 1041018 A CA1041018 A CA 1041018A CA 213096 A CA213096 A CA 213096A CA 1041018 A CA1041018 A CA 1041018A
- Authority
- CA
- Canada
- Prior art keywords
- methyl
- pentanone
- cyclohexyl
- malodor
- aerosol
- 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
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/35—Ketones, e.g. benzophenone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L9/00—Disinfection, sterilisation or deodorisation of air
- A61L9/01—Deodorant compositions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q15/00—Anti-perspirants or body deodorants
Abstract
MALODOR COUNTERACTANTS
Abstract of the Disclosure Compositions and methods for counteracting malodors.
4-cyclohexyl-4-methyl-2-pentanone has been found to be particu-larly useful in such compositions and methods.
Abstract of the Disclosure Compositions and methods for counteracting malodors.
4-cyclohexyl-4-methyl-2-pentanone has been found to be particu-larly useful in such compositions and methods.
Description
, 43-4125A
104101l3 MALODOR COUNTERACTANTS
Cross-References to Related Applications None.
Field of the Invention This invention relates to the art of treatment of offensive odors, more particularly, to compositions and methods to counteract certain malodors.
Descripti_n of the Prior Art The art of perfumery began, perhaps, in the ancient cave dwellings of prehistoric man. From its inception, and until comparatively recently, the perfumer has utilized natural perfume chemicals of animal and vegetable origin. Thus, natural perfume chemicals such as the essential oils, for example, oil of rose and oil of cloves, and animal secretions such as musk, have been mani-pulated by the perfumer to achieve a variety of fragrances. In more recent years, however, research perfume chemists have developed a large number of synthetic odoriferous chemicals possessing aroma characteristics particularly desired in the art. These synthetic aroma chemicals have added-a new dimension to the ancient art of the perfumer, since the compounds prepared are usually of a stable chemical nature, are inexpensive as compared with the n~tural per-fume chemicals and lend themselves more easily to manipulation than the natural perfume chemicals since such natural perfume chem-icals are usually a complex mixture of substances which defy chemical analysis. In contrast thereto, the synthetic aroma chemicals possess a known chemical structure and may therefore be manipulated by the perfumer to suit specific needs. Such needs vary over a very wide spectrum. Accordingly, there is a great need in the art of fragrance compositions for compounds possessing specific olfactory characteristics~
104101l3 MALODOR COUNTERACTANTS
Cross-References to Related Applications None.
Field of the Invention This invention relates to the art of treatment of offensive odors, more particularly, to compositions and methods to counteract certain malodors.
Descripti_n of the Prior Art The art of perfumery began, perhaps, in the ancient cave dwellings of prehistoric man. From its inception, and until comparatively recently, the perfumer has utilized natural perfume chemicals of animal and vegetable origin. Thus, natural perfume chemicals such as the essential oils, for example, oil of rose and oil of cloves, and animal secretions such as musk, have been mani-pulated by the perfumer to achieve a variety of fragrances. In more recent years, however, research perfume chemists have developed a large number of synthetic odoriferous chemicals possessing aroma characteristics particularly desired in the art. These synthetic aroma chemicals have added-a new dimension to the ancient art of the perfumer, since the compounds prepared are usually of a stable chemical nature, are inexpensive as compared with the n~tural per-fume chemicals and lend themselves more easily to manipulation than the natural perfume chemicals since such natural perfume chem-icals are usually a complex mixture of substances which defy chemical analysis. In contrast thereto, the synthetic aroma chemicals possess a known chemical structure and may therefore be manipulated by the perfumer to suit specific needs. Such needs vary over a very wide spectrum. Accordingly, there is a great need in the art of fragrance compositions for compounds possessing specific olfactory characteristics~
-2-:
" .
, ~ 43-412SA
104iO18 Heretofore a major effort in the art of perfumery has been directed to providing means of treating odors that are offensive to the human sense of smell. Such odors encompass a variety of odors such as bathroom-odor, kitchen-odor, body-odor, cigar smoke-odor, etc. Many products have been developed in an attempt to overcome these odors. So-called "room fresheners" or "deodorants" are illustrative of such products.
In general these products provide a masking effect by one of two mechanisms. The maskant fragrance is provided either to suppress the offensive odor by providing a more pleasing aroma in large quantities or by providing an aroma that blends with the offensive odor to provide a different and more desirable aroma.
Unfortunately, in both instances a large amount of fragrance must be utilized which in itself often proves to be offensive. ~urther-more, the offensive odor is usually still detectable at the levels of maskant fragrances that are reasonably tolerable. Accordingly, compositions and methods for counteracting such offensive odors which would substantially eliminate such odors without the above noted disadvantages are particularly desirable.
Particularly noxious odors are caused by compounds which have a pronounced tendency to either donate or accept protons.
Such compounds will hereinafter be referred to as "malodors".
They include the olfactory notorious classes of lower carboxylic acids, thiols, thiophenols, phenols, lower amines, phosphines and arsines.
Summary of the Invention The present invention provides novel compositions which are especially useful in view of their ability to counteract mal-- odors. Furthermore, novel methods are provided, i.e. the use of - 30 such novel compositions to counteract malodors.
The instant substance which exhibits this surprising ,- .
4~412SA
~ 041018 ability to counteract malodors is 4-cyclohexyl-4-methyl-2-pentanone (hereinafter referred to as "~MP").
Description of the Preferred Embodiments The term "counteract" as used herein means the effect on the human sense of smell and/or the malodor resulting in alle-viating the offensiveness of the malodor to the human sense of smell. It is not intended that this term be limited to any par-ticular mechanism by which such a result may be obtained.
Surprisingly CMP is capable of effectively counteracting malodors when utilized in small quantities. CMP can he used in many different mediums to counteract malodors. For instance, use in room fresheners or deodorants in the form of aerosols (sprays, etc.), liquids (wick type), solids (wax bases as in pomander, plastics, etc.), powders (sachets, dry sprays) and gels (solid gel sticks) are particularly preferred. Other illustrative uses are in clothes deodorants as applied by washing machine applications such as in detergents, powders, liquids, whiteners or fabric soft-eners or by other applications such as closet blocks, closet aerosol sprays, or clothes storage areas or in dry cleaning to overcome residual solvent notes on clothes; in cleansers such as disinfectants and toilet bowl cleaners; in bathroom accessories such as paper towels, bathroom tissues, sanitary napkins, towel-lets, disposable wash cloths, disposable diapers, and diaper pail deodorants; in cosmetic products such as antiperspirant and under-arm deodorantsj general body deodorants in the form of powders, aerosols, liquids or solid, or hair care products such as hair sprays, conditioners, rinses, hair colors and dyes, permanent waves, depilatories, hair straighteners, hair groom applications such as pomade, creams, lotions, etc., medicated hair care pro-ducts containing such ingredients as S-Selenium-sulfide, coal tar, salicy;ates, etc., or shampoos, or foot care products such as foot powders, liquids, or colognes, after shaves and body lotions, , 43-4125A
~.04101f~
or soaps and synthetic detergents such as bars, liquids, foams, or powders; in odor control such as during manufacturing pro-~esses, such as in the textile finishing industry and the printing industry ~inks and paper); in effluent control such as in pro-cesses involved in pulping, stock yard and meat processing, sewage treatment, or garbage disposal, or in product odor control as in textile finished goods, rubber finished goods, car fresheners, etc.;
in agricultural and pet care products such as dog and hen house effluents, and domestic animal and pet care products such as deodorants, shampoo or cleaning agents, or animal li-cter materials;
in large scale closed air systems such as auditoriums, and subways and transport systems.
The amount of CMP to be utilized depends, in general, on the particular malodor involved and its concentra*ion and on other variables such as the medium in which it is used and the temperature, humidity and air circulation. An effective amount should be used. In general, CMP is effective when present in the air (in which the malodor is located) at a level as low as about 0.01 mg./cubic meter of air. Any concentration above this amount will generally be effective. However, from a practical point of view, more than about 1 mg./cubic meter of air is probably un-necessary with even the most offensive and concentrated malodors.
~ MP can be prepared by reacting benzene with mesityl oxide to form 4-methyl-4-phenyl-2-pentanone which is then sub-jected to appropriate hydrogenation.
The following examples are ~iven to illustrate the in-stant invention in detail. It is to be understood that the specific details given in the examples are not to be construed as limiting the scope of the invention. The symbol "mg./cu. meter"
refers to the weight (in milligrams) of material prfse~t in one cubic meter of air.
.
' . 4~-412SA
104~0~8 Example 1 The following malodor concentrates were prepared:
Burned Tobacco Malodor Concentrate Com~onent Parts by Wt.
-furfural 5.0 pyridine 0.1 - methyl ethyl pyridine 12.6 : 95% aqueous solution of thioglycolic acid 0.7 Beechwood cresote 1.2 pyroligneous acid 30.6 dipropylene glycol 49.8 Body Malodor Concentrate Component Parts by Wt.
: n-caproic acid 30O00 isovaleraldehyde 30.00 . phenylacetic acid 3.00 butyric acid 0.25 indole (0.5% solution in dipropylene glycol) 1.50 para-cresyl isovalerate 1.50 para-cresyl phenyl acetate 2.75 95% aqueous solution of thioglycolic acid 5,00 dipropylene glycol 26~00 Bathroom Malodor Concentrate Component Parts by Wt.
skatole 0.91 -thionaphthol 0.91 95% aqueous solution of thioglycolic acid 21.18 n-caproic acid 6.00 p-cresyl isovalerate 2.18 N-methyl morpholine 6cOO
dipropylene glycol 62~82 104~0~8 Aerosol cans were prepared with each of the above malodors with the following concentrations:
Burned Tobacco Malodor Aerosol Component Parts by Wt.
Burned Tobacco Malodor Concentrate 0.2 dipropylene glycol 4.8 Fluorocarbon* propellant -F 11/12 (50/50) 95.0 Body Malodor Aerosol Component Parts by Wt.
10 Body Malodor Concentrate 0.1 dipropylene glycol ~.9 Fluorocarbon* propellant -F 11/12 (50/50) 95.0 Bathroom Malodor Aerosol Component Parts by Wt.
Bathroom Malodor Concentrate 0.1 dip pylene glycol 4.9 Fluorocarbon* propellant -F 11/12 (50/50) 95.0 Four fragrance compositions were prepared, each con-taining 10% by weight of CMP. These are identified, based on the 20 fragrance effect, as:
Fraqrance ; Floral bouquet Cologne spice Lavender bouquet Ozone type Aerosol cans were prepared with each of the above fra-grance compositions with the fragrance composition being present in a concentration of 0.5X with fluorocarbon* propellant -F 11/12 (50/50) constituting the remaining material in the system.
A test chamber having inside dimensions of 3.35 x 3.65 x 2.44 meters with a total volume of 29.9 cubic meters, hav~ng an access door - ~2he product marketed under the trade mark "FREON") ~7-, 43-4125A
lV4~Ql~
and an exhaust fan was provided. The capacîty of the exhaust ~an was 14 cu. meters/mln. order to ir,sure satisfactory evacuation the exhaust fan was operated for five minutes between tests and an olfactory check was made to determine if any residual odor could be detected prior to conducting the next test.
After the test chamber had been suitably evacuated the malodor to be utilized was sprayed from the aerosol can for about five seconds. After a delay of from 10-15 seconds the fragrance composition aerosol was sprayed for about five seconds (five seconds being an average time such an aerosol would usually be used by a housewife). One minute thereafter a 10 member panel (consisting of 7 persons skilled in perfumery and odor evaluation and 3 persons having no such special skills but being familiar with fragrances in general) entered the test chamber~ performed ; an olfactory evaluation for detection of the malodor and recorded their observations. All tests were performed with only one (l) member of the panel ~eing aware of the identity of the material being tested.
Based on flow rates through the valves utilized in the aerosol cans the approximate amounts of aerosol containing the malodor concentrate introduced into the test chamber are: -Aerosol Containing Amount Malodor Concentrate(mg./cu.meter) Burned Tobacco 267 Body 166 Bathroom 267 The amount of aerosol containing the fragrance composi-tions introduced into the test chamber is approximately 260 mg./
cu. meter.
When the above described test procedure was carried out using each of the fragrance composition aerosols containing CMP
1~)4101~
(tested against each of the three above-mentioned malodors) at least eight (8) members of the panel could not detect the presence of the malodors. These are particularly surprising results be-cause when the floral bouquet fragrance composition aerosol not containing CMP is tested at least six (6) members of the panel detected the presence of the malodors.
Example 2 Four well known commercial products were also utilized in the above-described test procedures against each of the above-described malodors. (Amounts utilized based on 5 second spray):
Commercial Amount Product (mq./cu. meter) C ,150 With all of these commercial products at least six (6)members of the panel detected the presence of the malodors.
Example 3 An aerosol can was prepared with the following concen-trations:
Component Parts by Wt.
CMP 0'05 Fluorocarbon * propellant -F 11/12 (50/50) 99.95 The aerosol was utilized in the above-described test procedures against each of the above-described malodors (aerosol 267 mg./cu. meter). At least eight (8) members of the panel could not detect the presence of the malodors.
This ability of CMP to counteract malodors is particularly surprising in view of the fact that a closely related compound 4-cyclohexyl-3-methyl-2-pentanone, has little or no such ability.
*(The product marketed under the trade mark "FREON") _g _ ~ ,~, v ` ~ 43-4125A
1()~1018 While the invention has been described herein with regard to certain specific embodiments, it is not so limited. It is to be understood that variations and modifications thereof may be made by those skilled in the art without departing from the spirit and scope of the invention.
" .
, ~ 43-412SA
104iO18 Heretofore a major effort in the art of perfumery has been directed to providing means of treating odors that are offensive to the human sense of smell. Such odors encompass a variety of odors such as bathroom-odor, kitchen-odor, body-odor, cigar smoke-odor, etc. Many products have been developed in an attempt to overcome these odors. So-called "room fresheners" or "deodorants" are illustrative of such products.
In general these products provide a masking effect by one of two mechanisms. The maskant fragrance is provided either to suppress the offensive odor by providing a more pleasing aroma in large quantities or by providing an aroma that blends with the offensive odor to provide a different and more desirable aroma.
Unfortunately, in both instances a large amount of fragrance must be utilized which in itself often proves to be offensive. ~urther-more, the offensive odor is usually still detectable at the levels of maskant fragrances that are reasonably tolerable. Accordingly, compositions and methods for counteracting such offensive odors which would substantially eliminate such odors without the above noted disadvantages are particularly desirable.
Particularly noxious odors are caused by compounds which have a pronounced tendency to either donate or accept protons.
Such compounds will hereinafter be referred to as "malodors".
They include the olfactory notorious classes of lower carboxylic acids, thiols, thiophenols, phenols, lower amines, phosphines and arsines.
Summary of the Invention The present invention provides novel compositions which are especially useful in view of their ability to counteract mal-- odors. Furthermore, novel methods are provided, i.e. the use of - 30 such novel compositions to counteract malodors.
The instant substance which exhibits this surprising ,- .
4~412SA
~ 041018 ability to counteract malodors is 4-cyclohexyl-4-methyl-2-pentanone (hereinafter referred to as "~MP").
Description of the Preferred Embodiments The term "counteract" as used herein means the effect on the human sense of smell and/or the malodor resulting in alle-viating the offensiveness of the malodor to the human sense of smell. It is not intended that this term be limited to any par-ticular mechanism by which such a result may be obtained.
Surprisingly CMP is capable of effectively counteracting malodors when utilized in small quantities. CMP can he used in many different mediums to counteract malodors. For instance, use in room fresheners or deodorants in the form of aerosols (sprays, etc.), liquids (wick type), solids (wax bases as in pomander, plastics, etc.), powders (sachets, dry sprays) and gels (solid gel sticks) are particularly preferred. Other illustrative uses are in clothes deodorants as applied by washing machine applications such as in detergents, powders, liquids, whiteners or fabric soft-eners or by other applications such as closet blocks, closet aerosol sprays, or clothes storage areas or in dry cleaning to overcome residual solvent notes on clothes; in cleansers such as disinfectants and toilet bowl cleaners; in bathroom accessories such as paper towels, bathroom tissues, sanitary napkins, towel-lets, disposable wash cloths, disposable diapers, and diaper pail deodorants; in cosmetic products such as antiperspirant and under-arm deodorantsj general body deodorants in the form of powders, aerosols, liquids or solid, or hair care products such as hair sprays, conditioners, rinses, hair colors and dyes, permanent waves, depilatories, hair straighteners, hair groom applications such as pomade, creams, lotions, etc., medicated hair care pro-ducts containing such ingredients as S-Selenium-sulfide, coal tar, salicy;ates, etc., or shampoos, or foot care products such as foot powders, liquids, or colognes, after shaves and body lotions, , 43-4125A
~.04101f~
or soaps and synthetic detergents such as bars, liquids, foams, or powders; in odor control such as during manufacturing pro-~esses, such as in the textile finishing industry and the printing industry ~inks and paper); in effluent control such as in pro-cesses involved in pulping, stock yard and meat processing, sewage treatment, or garbage disposal, or in product odor control as in textile finished goods, rubber finished goods, car fresheners, etc.;
in agricultural and pet care products such as dog and hen house effluents, and domestic animal and pet care products such as deodorants, shampoo or cleaning agents, or animal li-cter materials;
in large scale closed air systems such as auditoriums, and subways and transport systems.
The amount of CMP to be utilized depends, in general, on the particular malodor involved and its concentra*ion and on other variables such as the medium in which it is used and the temperature, humidity and air circulation. An effective amount should be used. In general, CMP is effective when present in the air (in which the malodor is located) at a level as low as about 0.01 mg./cubic meter of air. Any concentration above this amount will generally be effective. However, from a practical point of view, more than about 1 mg./cubic meter of air is probably un-necessary with even the most offensive and concentrated malodors.
~ MP can be prepared by reacting benzene with mesityl oxide to form 4-methyl-4-phenyl-2-pentanone which is then sub-jected to appropriate hydrogenation.
The following examples are ~iven to illustrate the in-stant invention in detail. It is to be understood that the specific details given in the examples are not to be construed as limiting the scope of the invention. The symbol "mg./cu. meter"
refers to the weight (in milligrams) of material prfse~t in one cubic meter of air.
.
' . 4~-412SA
104~0~8 Example 1 The following malodor concentrates were prepared:
Burned Tobacco Malodor Concentrate Com~onent Parts by Wt.
-furfural 5.0 pyridine 0.1 - methyl ethyl pyridine 12.6 : 95% aqueous solution of thioglycolic acid 0.7 Beechwood cresote 1.2 pyroligneous acid 30.6 dipropylene glycol 49.8 Body Malodor Concentrate Component Parts by Wt.
: n-caproic acid 30O00 isovaleraldehyde 30.00 . phenylacetic acid 3.00 butyric acid 0.25 indole (0.5% solution in dipropylene glycol) 1.50 para-cresyl isovalerate 1.50 para-cresyl phenyl acetate 2.75 95% aqueous solution of thioglycolic acid 5,00 dipropylene glycol 26~00 Bathroom Malodor Concentrate Component Parts by Wt.
skatole 0.91 -thionaphthol 0.91 95% aqueous solution of thioglycolic acid 21.18 n-caproic acid 6.00 p-cresyl isovalerate 2.18 N-methyl morpholine 6cOO
dipropylene glycol 62~82 104~0~8 Aerosol cans were prepared with each of the above malodors with the following concentrations:
Burned Tobacco Malodor Aerosol Component Parts by Wt.
Burned Tobacco Malodor Concentrate 0.2 dipropylene glycol 4.8 Fluorocarbon* propellant -F 11/12 (50/50) 95.0 Body Malodor Aerosol Component Parts by Wt.
10 Body Malodor Concentrate 0.1 dipropylene glycol ~.9 Fluorocarbon* propellant -F 11/12 (50/50) 95.0 Bathroom Malodor Aerosol Component Parts by Wt.
Bathroom Malodor Concentrate 0.1 dip pylene glycol 4.9 Fluorocarbon* propellant -F 11/12 (50/50) 95.0 Four fragrance compositions were prepared, each con-taining 10% by weight of CMP. These are identified, based on the 20 fragrance effect, as:
Fraqrance ; Floral bouquet Cologne spice Lavender bouquet Ozone type Aerosol cans were prepared with each of the above fra-grance compositions with the fragrance composition being present in a concentration of 0.5X with fluorocarbon* propellant -F 11/12 (50/50) constituting the remaining material in the system.
A test chamber having inside dimensions of 3.35 x 3.65 x 2.44 meters with a total volume of 29.9 cubic meters, hav~ng an access door - ~2he product marketed under the trade mark "FREON") ~7-, 43-4125A
lV4~Ql~
and an exhaust fan was provided. The capacîty of the exhaust ~an was 14 cu. meters/mln. order to ir,sure satisfactory evacuation the exhaust fan was operated for five minutes between tests and an olfactory check was made to determine if any residual odor could be detected prior to conducting the next test.
After the test chamber had been suitably evacuated the malodor to be utilized was sprayed from the aerosol can for about five seconds. After a delay of from 10-15 seconds the fragrance composition aerosol was sprayed for about five seconds (five seconds being an average time such an aerosol would usually be used by a housewife). One minute thereafter a 10 member panel (consisting of 7 persons skilled in perfumery and odor evaluation and 3 persons having no such special skills but being familiar with fragrances in general) entered the test chamber~ performed ; an olfactory evaluation for detection of the malodor and recorded their observations. All tests were performed with only one (l) member of the panel ~eing aware of the identity of the material being tested.
Based on flow rates through the valves utilized in the aerosol cans the approximate amounts of aerosol containing the malodor concentrate introduced into the test chamber are: -Aerosol Containing Amount Malodor Concentrate(mg./cu.meter) Burned Tobacco 267 Body 166 Bathroom 267 The amount of aerosol containing the fragrance composi-tions introduced into the test chamber is approximately 260 mg./
cu. meter.
When the above described test procedure was carried out using each of the fragrance composition aerosols containing CMP
1~)4101~
(tested against each of the three above-mentioned malodors) at least eight (8) members of the panel could not detect the presence of the malodors. These are particularly surprising results be-cause when the floral bouquet fragrance composition aerosol not containing CMP is tested at least six (6) members of the panel detected the presence of the malodors.
Example 2 Four well known commercial products were also utilized in the above-described test procedures against each of the above-described malodors. (Amounts utilized based on 5 second spray):
Commercial Amount Product (mq./cu. meter) C ,150 With all of these commercial products at least six (6)members of the panel detected the presence of the malodors.
Example 3 An aerosol can was prepared with the following concen-trations:
Component Parts by Wt.
CMP 0'05 Fluorocarbon * propellant -F 11/12 (50/50) 99.95 The aerosol was utilized in the above-described test procedures against each of the above-described malodors (aerosol 267 mg./cu. meter). At least eight (8) members of the panel could not detect the presence of the malodors.
This ability of CMP to counteract malodors is particularly surprising in view of the fact that a closely related compound 4-cyclohexyl-3-methyl-2-pentanone, has little or no such ability.
*(The product marketed under the trade mark "FREON") _g _ ~ ,~, v ` ~ 43-4125A
1()~1018 While the invention has been described herein with regard to certain specific embodiments, it is not so limited. It is to be understood that variations and modifications thereof may be made by those skilled in the art without departing from the spirit and scope of the invention.
Claims (10)
1. A composition to be used to counteract malodors comprising an effective amount of 4-cyclohexyl-4-methyl-2-pentanone together with a carrier therefor.
2. A composition of claim 1 wherein 4-cyclohexyl-4-methyl-2-pentanone is present in an amount sufficient to pro-vide at least about 0.01 mg./cubic meter of air containing the malodor.
3. A composition of claim 1 characterized as a room freshener.
4. A composition of claim 3 characterized by being utilized in the form of an aerosol.
5. A method of treating malodors to alleviate their offensive odors characterized by treating the environment con-taining the malodor with an effective amount of 4-cyclohexyl-4-methyl-2-pentanone.
6. A method of claim 5 wherein the 4-cyclohexyl-4-methyl-2-pentanone is provided in an amount sufficient to provide at least 0.01 mg./cubic meter of air in the environment containing the malodor.
7. A method of claim 5 characterized wherein 4-cyclo-hexyl-4-methyl-2-pentanone is utilized in the form of a room freshener.
8. A method of claim 7 characterized wherein the room freshener is introduced as an aerosol.
9. A method as defined in claim 5, 6 or 7, wherein the environment is treated with a composition comprising 4-cyclohexyl-4-methyl-2-pentanone together with a carrier therefor.
10. A method as defined in claim 8, wherein the environment is treated with a composition comprising 4-cyclohexyl-4-methyl-2-pentanone together with a carrier therefor.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US41308273A | 1973-11-05 | 1973-11-05 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA1041018A true CA1041018A (en) | 1978-10-24 |
Family
ID=23635742
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA213,096A Expired CA1041018A (en) | 1973-11-05 | 1974-11-04 | 4-cyclohexyl-4-methyl-2-pentanone as deodorants |
Country Status (7)
| Country | Link |
|---|---|
| JP (1) | JPS5077547A (en) |
| AU (1) | AU7503474A (en) |
| BE (1) | BE821827A (en) |
| CA (1) | CA1041018A (en) |
| CH (1) | CH615828A5 (en) |
| DE (1) | DE2452212A1 (en) |
| GB (1) | GB1464167A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8012554B2 (en) | 2007-09-12 | 2011-09-06 | Pactiv Corporation | Bags having odor management capabilities |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6044937B2 (en) * | 1976-12-16 | 1985-10-07 | ブッシュ・ボ−ク・アレン・インコ−ポレイテッド | Bad odor treatment method |
-
1974
- 1974-11-02 JP JP49126123A patent/JPS5077547A/ja active Pending
- 1974-11-04 GB GB4753574A patent/GB1464167A/en not_active Expired
- 1974-11-04 CA CA213,096A patent/CA1041018A/en not_active Expired
- 1974-11-04 BE BE150189A patent/BE821827A/en unknown
- 1974-11-04 AU AU75034/74A patent/AU7503474A/en not_active Expired
- 1974-11-04 DE DE19742452212 patent/DE2452212A1/en active Pending
- 1974-11-05 CH CH1476874A patent/CH615828A5/en not_active IP Right Cessation
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8012554B2 (en) | 2007-09-12 | 2011-09-06 | Pactiv Corporation | Bags having odor management capabilities |
Also Published As
| Publication number | Publication date |
|---|---|
| DE2452212A1 (en) | 1975-05-07 |
| CH615828A5 (en) | 1980-02-29 |
| AU7503474A (en) | 1976-05-06 |
| JPS5077547A (en) | 1975-06-24 |
| GB1464167A (en) | 1977-02-09 |
| BE821827A (en) | 1975-05-05 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| US4009253A (en) | 4-cyclohexyl-4-methyl-2-pentanone useful as a malodor counteractant | |
| US4187251A (en) | Malodor counteractants | |
| US4310512A (en) | Derivatives of acetic and propionic acids, compositions containing same and use as malodor counteractants | |
| US4719105A (en) | Method, compositions and compounds useful in room fresheners employing cyclohexyl alcohol and ester derivatives | |
| US4622221A (en) | Method, compositions and compounds, useful in room fresheners employing cyclohexyl alcohol and ester derivatives | |
| US8772354B2 (en) | Malodor counteracting compositions and method for their use | |
| ES2706288T3 (en) | Compositions that neutralize odors and procedure for their use | |
| ES2426440T3 (en) | Perfume compositions | |
| CN111432851B (en) | Use of volatile components to limit or eliminate perception of malodor | |
| ES2530061T3 (en) | Reducing composition of bad smell and uses thereof | |
| JP2012502092A (en) | Divinyl ether derivatives capable of releasing active aldehydes and ketones and methods of use on aromatic surfaces | |
| KR101605211B1 (en) | Phenylpropanoid compound | |
| ES2687171T3 (en) | Organoleptic compounds | |
| CA1108648A (en) | Malodor counteractants | |
| CA1041018A (en) | 4-cyclohexyl-4-methyl-2-pentanone as deodorants | |
| KR101781657B1 (en) | Deodorant composition comprising essential oil from plant | |
| CA1107201A (en) | Malodor counteractants | |
| MX2014012661A (en) | 3-(cyclohex-1-en-1-yl)propionates and their use in perfume compositions. | |
| CN106999619A (en) | The macrocyclic ketone of composition is offset as stench | |
| US20130149269A1 (en) | Novel malodor counteractant | |
| GB1590485A (en) | Malodor counteractants | |
| WO2000027442A1 (en) | Malodour counteractant compositions | |
| KR102094550B1 (en) | A fragrance composition for ammonia selective deodorant | |
| CN116763963A (en) | Spiro compounds as malodor counteracting ingredients |