U.S. patent number 3,876,551 [Application Number 05/304,807] was granted by the patent office on 1975-04-08 for perfumed aqueous hypochlorite composition and method for preparation of same.
This patent grant is currently assigned to International Flavors & Fragrances Inc.. Invention is credited to John Henry Geiger, Jr., Robert John Laufer.
United States Patent |
3,876,551 |
Laufer , et al. |
April 8, 1975 |
Perfumed aqueous hypochlorite composition and method for
preparation of same
Abstract
A stable single phase aqueous alkali metal hypochlorite liquid
perfumed bleach or sterilizing composition comprising an aqueous
mixture of (1) an amine oxide composition consisting essentially of
at least one morpholino- and/or dimethyl (C.sub.11 -C.sub.13
straight chain alkyl) amine oxide, in an amount greater than 55% of
said amine oxide composition, (2) at least one alkali metal
hydroxide, (3) at least one alkali metal hypochlorite, and (4) a
perfume oil compatible with the mixture capable of imparting a
"woody" or a "floral" or a "clean fresh" or a "musk" or a "citrusy"
note to the bleach or sterilizing composition; the said mixture
having a pH in the range of from 12 to 13.5 and the said mixture
excluding hydrotropes as well as all surfactants except said amine
oxide; and a process for producing said mixture comprising the
steps of combining an amine oxide composition consisting
essentially of one or more morpholino- and/or dimethyl C.sub.11
-C.sub.13 straight chain alkyl amine oxides with a perfume oil to
form an amine oxide-perfume oil premix; admixing the amine oxide -
perfume oil premix with an aqueous alkali metal hypochlorite
solution, and combining an alkali metal hydroxide with the solution
whereby the final pH of the mixture is from 12 up to 13.5. In the
alternative the pH of the aqueous hypochlorite solution is
initially adjusted to the range of 12-13.5 and then the premix is
combined with the pH-adjusted aqueous hypochlorite solution. The
resulting composition when used as a bleach or sterilizing agent
causes the products to which said composition is applied to have
virtually eliminated therefrom the disagreeable characteristic
"hypochlorite" aroma; and instead, a pleasant "clean fresh" or
"floral" or "woody" or "musk" or "citrusy" aroma is imparted to
such treated products. In addition, the hands of the individual
user after using and being in direct contact with the composition
will not have the disagreeable characteristic "hypochlorite" aroma
but instead will have a pleasant "clean fresh" or "floral" or
"woody" or "musk" or "citrusy" aroma.
Inventors: |
Laufer; Robert John (Colts
Neck, NJ), Geiger, Jr.; John Henry (Belford, NJ) |
Assignee: |
International Flavors &
Fragrances Inc. (New York, NY)
|
Family
ID: |
26920312 |
Appl.
No.: |
05/304,807 |
Filed: |
November 8, 1972 |
Related U.S. Patent Documents
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Application
Number |
Filing Date |
Patent Number |
Issue Date |
|
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226210 |
Feb 14, 1972 |
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Current U.S.
Class: |
252/187.25;
510/101; 252/187.26; 510/373 |
Current CPC
Class: |
C11D
1/75 (20130101); C11D 3/50 (20130101); C11D
3/3956 (20130101) |
Current International
Class: |
C11D
3/50 (20060101); C11D 3/395 (20060101); C11D
1/75 (20060101); C11d 009/44 () |
Field of
Search: |
;252/95,98,99,103,110,117 |
References Cited
[Referenced By]
U.S. Patent Documents
Foreign Patent Documents
Primary Examiner: Padgett; Benjamin R.
Assistant Examiner: Nelson; P. A.
Attorney, Agent or Firm: Liberman, Esq.; Arthur L. Haidt,
Esq.; Harold
Parent Case Text
This application is a continuation - in-part of application for
U.S. Pat. No. 226,210 filed on Feb. 14, 1972, now abandoned.
Claims
What is claimed is:
1. An aqueous alkali metal hypochlorite solution free of
hydrotropes comprising as a sole detergent, an amine oxide
composition consisting of amine oxide having the formula:
##SPC3##
wherein R is straight chain alkyl; wherein more than 55% of the R
moieties consists of straight chain alkyl having from 11 up to 13
carbon atoms; and wherein A and B are each separately methyl or,
taken together, complete a morpholine ring and from 0.02% up to
0.2% by weight of a perfume oil capable of imparting to the said
alkali metal hypochlorites solution a "woody" or a "floral" or a
"clean fresh" or a "musk" or a "citrusy" fragrance, said
hypochlorite solution having a pH of from 12 up to 13.5.
2. The composition of claim 1 wherein the amine oxide composition
is selected from the group consisting of dimethyl cocoamine oxide
and N-cocomorpholine oxide.
3. A process for producing a stable single phase aqueous alkali
metal hypochlorite solution having a "woody" or "floral" or "clean
fresh" or "musk" or "citrusy" fragrance consisting of, in order,
the steps of (a) admixing an amine oxide composition consisting of
amine oxide having the formula: ##SPC4##
wherein R is straight chain alkyl; wherein more than 55% of the R
moieties consists of straight chain alkyl having from 11 to 13
carbon atoms; and wherein A and B are each separately methyl or,
taken together, complete a morpholine ring with a perfume oil which
is capable of imparting "woody" or "floral" or "clean fresh" or
"musk" or "citrusy" notes to the said aqueous hypochlorite solution
to form a premix; (b) adding the premix to an aqueous alkali metal
hypochlorite solution; and (c) adding to the resulting mixture an
alkali metal hydroxide such that the pH of the resulting mixture is
from 12 to 13.5.
4. The process of claim 3 wherein the pH of the resulting solution
is adjusted to the range of 12.5 up to 12.9.
5. The process of claim 4 wherein the amine oxide composition used
in step (a) is selected from the group consisting of dimethyl
cocoamine oxide and N-cocomorpholine oxide.
6. A process for producing a stable single phase aqueous alkali
metal hypochlorite solution having a "woody" or a "floral" or a
"clean fresh" or a "musk" or a "citrusy" fragrance consisting, in
order, as the steps of (a) adjusting the pH of an aqueous alkali
metal hypochlorite solution to the range of 12-13.5; (b) admixing
an amine oxide composition consisting of at amine oxide having the
formula: ##SPC5##
wherein R is straight chain alkyl; wherein more than 55% of the R
moieties consists of straight chain alkyl containing from 11 up to
13 carbon atoms; and wherein A and B are each separately methyl or,
taken together, completing a morpholine ring, with a perfume oil
which is capable of imparting "woody" or "floral" or "fresh clean"
or "musk" or "citrusy" notes to said aqueous hypochlorite solution
to form a premix; and (c) adding said premix to the pH-adjusted
hypochlorite solution.
7. The process of claim 6 wherein the pH of the aqueous alkali
metal hypochlorite solution is adjusted to the range of 12.5 -
12.9.
8. The process of claim 7 wherein the amine oxide composition used
in step (b) is selected from the group consisting of dimethyl
cocoamine oxide and N-cocomorpholine oxide.
9. The composition of claim 2 wherein the concentration of the
amine oxide is in the amount of from 0.15% up to 1.0% of the total
weight of aqueous alkali metal hypochlorite solution.
10. The composition of claim 9 wherein the alkali metal
hypochlorite is sodium hypochlorite.
11. The composition of claim 9 wherein the alkali metal
hypochlorite is lithium hypochlorite.
Description
BACKGROUND OF THE INVENTION
Considerable difficulties have heretofore been encountered in
compounded hypochlorite bleach or sterilizing solutions with
perfume oils so that a stable long-lasting single phase
commercially feasible bleach or sterilizing solution has been
difficult to obtain. The problem has been defined in British Patent
Specification No. 886,084 published on Jan. 3, 1962 wherein it is
stated that a stable "dispersion" of hypochlorite-resistant perfume
in aqueous solutions of hypochlorites was formulated. British
Patent Specification No. 886,084 disclosed the preparation of an
aqueous "solution" of a hypochlorite containing a
hypochloriteresistant perfume and a surface active quaternary
ammonium compound of the betaine type soluble in the hypochlorite
solution. Such ammonium compounds have the generic structure:
##SPC1##
wherein each of R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are alkyl.
One of the features of the perfumed solutions produced in
accordance with said British Patent Specification No. 886,084 was
indicated to be that the solution exhibits foaming properties.
Another feature of British Patent Specification No. 886,084 is
stated to be that the perfumed solutions covered by the invention
are found to be clear and homogeneous after eight weeks storage at
room temperature. Nevertheless, betaines such as "Ambiteric D" as
are discussed therein are not so broadly useful when used in the
concentrations of from 0.15% up to 1.0% (based on the total weight
of bleach or sterilizing solution) as to have the ability to be
used in conjunction with "woody" or "floral" or "clean fresh" or
"musk" or "citrusy" types of perfume oils which should be
incorporated into hypochlorite bleaches or sterilizers so that long
lasting stable soluble single phase perfumed aqueous alkali metal
hypochlorite bleach or sterilizing solutions having "woody" or
"musk" or "citrusy" or "floral" or "clean fresh" long lasting
stable aromas are obtained, particularly where the quantity of
perfume oil in the bleach or sterilizing is at levels of between
0.02% and 0.2% by weight of the total bleach or sterilizing
solution. The need for the "woody," "floral" or "clean fresh" or
"musk" or "citrusy" aromas to be present in such bleach or
sterilizing solutions exists so that the disagreeable
characteristic "hypochlorite" aroma is substantially diminished or
eliminated altogether from aromas of the products to which the
bleach or sterilizing solution is applied; particularly on dry-out,
as well as from the aroma of the hands of the user where they are
in direct contact with such bleach or sterilizing solutions.
U.S. Pat. No. 3,560,389 also discloses the feasibility of using
perfume oils in hypochlorite bleaches or sterilizers at Column 3,
lines 37-40 but the disclosure is limited to inclusion of various
detergents in addition to amine oxides, such as lithium lauryl
sulfate and sodium lauryl ether sulfate and/or is further limited
to include hydrotropes such as sodium xylene sulfonate in addition
to the amine oxide. Exclusion of such hydrotropes and additional
detergents is desirable not only to cause the perfume oils which
have the desired "clean fresh" or "floral" or "woody" or "musk" or
"citrusy" aroma to function properly, but also from an ecological
standpoint.
European Chemical News, Volume 13, Jan. 18, 1968, sets forth a
synopsis of a South African Pat. No. 67/4667 which corresponds to
U.S. Pat. No. 3,560,389; but the reference also states at page
42:
"Alternatively a detergent with bleaching or bacteriocidal
properties can be formulated. Perfuming bleaching solutions is now
possible."
Neither the South African nor the United States patents, however,
indicate the advantages and usefulness of limiting the detergents
solely to amine oxides, or of excluding from the formulation a
hydrotrope or of specifying the nature of the perfume oil useful in
the perfumed bleach or sterilizing solution.
THE INVENTION
This invention relates to the production of perfumed single phase
aqueous alkali metal hypochlorite solutions suitable for laundry
and general domestic bleaching and sterilizing purposes. We have
found that it is now possible to provide perfumed aqueous alkali
metal hypochlorite solutions which yield a long lasting perfume
aroma (particularly those having a "woody" or "floral" or "clean
fresh" or "musk" or "citrusy" fragrance) and which are capable of
imparting to surfaces (e.g. laundry and the hands of the user which
are in direct contact with the hypochlorite solutions) to which
they are applied a pleasant "woody" or "floral" or "clean fresh" or
"musk" or "citrusy" aroma, and at the same time substantially
diminishing or eliminating altogether the characteristic
disagreeable "hypochlorite" aroma therefrom.
Accordingly, this invention consists of an aqueous solution of at
least one alkali metal hypochlorite containing a stable perfume oil
and a surface active agent consisting solely of an amine oxide
composition and consists essentially of one or more morpholine
and/or dimethyl C.sub.11 -C.sub.13 straight chain alkyl amine
oxides having the generic structure: ##SPC2##
in an amount greater than 55% of said amine oxide composition
wherein R is straight chain alkyl having from 11 up to 13 carbon
atoms and A and B are each separately methyl, or, taken together,
complete a morpholino ring and having a pH in the range of
12-13.5.
The chain length(s) of the R moiety (or moieties) of the
predominating alkyl dimethyl amine oxide(s) of the amine oxide
composition is critical for providing an aqueous hypochlorite
bleach or sterilizing solution which can be perfumed with the
"woody" or "floral" or "clean fresh" or "musk" or "citrusy"
fragrance formulations required for our invention.
The concentration of the amine oxide composition required to create
the transparent solution of this invention is from 0.15% up to 1.0%
based on the total weight of solution. Concentrations of amine
oxides less than 0.15% will not give rise to the desired single
phase system containing the desired special perfume oil (having the
"woody" or "floral" or "clean fresh" or "musk" or "citrusy" aroma)
required for this invention. From a commercial standpoint
concentrations of amine oxide(s) greater than 1.0% based on total
weight of hypochlorite solution are not needed and give rise to
unnecessary costs.
The pH range of the aqueous alkali metal hypochlorite solution
containing the amine oxide composition and one of the requisite
perfume formulations (which are stable to hypochlorite and which
are capable of yielding and imparting the desired and required
overall "woody" or "floral" or "clean fresh" or "musk" or "citrusy"
fragrance impression) is critical; that is, a pH of from 12 up to
13.5 is required for the composition of our invention, with the
preferred pH range being between 12.5 and 12.9. The requisite pH
range is achieved by adding an aqueous solution of alkali metal
hydroxide (e.g. from 1M up to 12.5M) to the alkali metal
hypochlorite solution which has had or will have added to it the
amine oxide-perfume oil premix.
The percentage of perfume oil having the properties which yield
"woody" or "floral" or "clean fresh" or "musk" or "citrusy" aroma
is in the range of from 0.02% up to 0.2% based on the total final
weight of aqueous alkali metal hypochlorite solution. Lower
concentrations of such perfume oils will not be adequate to give
rise to the desired substantial diminution or elimination of the
characteristic disagreeable hypochlorite aroma (which exists on,
for example, laundry and/or the hands of the individual user which
have been in direct contact with the hypochlorite bleach or
sterilizing solution subsequent to the use of aqueous hypochlorite
solutions as a general domestic bleach or sterilizer). Quantities
of perfume oil greater than 0.2% have been found to be uneconomical
and unnecessary for the practice of our invention.
Several processes may be used in order to produce a hypochlorite
bleaching or sterilizing solution having the desired "woody" or
"floral" or "clean fresh" or "musk" or "citrusy" aromas. Thus, for
example, the perfume oil may be premixed with the amine oxide
solubilizer and the resulting perfume oil-amine oxide premix is
then mixed with the hypochlorite bleaching or sterilizing solution
with stirring. Immediately after such addition an aqueous alkali
metal hydroxide solution is added to the mixture to bring the pH to
the range of 12-13.5. A pH of less than 12 is not desired since it
is difficult to achieve a single phase stable system at such low
pH's. A pH higher than 13.5 will also create a system which (1) is
unnecessarily corrosive; (2) will narrow the range of perfume oils
usable in the system; and (3) will limit the particular ingredients
usable in such perfume oils.
The aqueous alkali metal hydroxide can be added to the aqueous
alkali metal hypochlorite solution before adding the amine oxide or
the perfume oil. Indeed, the ingredients: the perfume oil, the
alkali metal hydroxide and the amine oxide composition may be added
or admixed in any order which is convenient to the formulator. One
desirable process involves first forming the amine oxide
composition perfume oil "premix," mixing the premix with the
aqueous alkali metal hypochlorite solution and finally adjusting
the pH of the solution with alkali metal hydroxide to bring the pH
to within the range of 12-13.5. A second more preferable process
involves first adjusting the pH of the aqueous alkali metal
hypochlorite solution to 12-13.5 and then admixing this solution
with the afore-described "premix."
The alkali metal hypochlorites preferred in the practice of our
invention are: sodium hypochlorite, potassium hypochlorite and
lithium hypochlorite, or mixtures of same. The alkali metal
hydroxides preferred in the practice of this invention are lithium
hydroxide, potassium hydroxide and sodium hydroxide, or, if
desired, mixtures of such hydroxides.
The temperature at which the composition of our invention remains
both substantially stable and commercially usable for the purposes
set forth herein (that is, remains as a clear single aqueous phase
and retains (1) the desired properties inherent in the known
bleaching and sterilizing uses of aqueous alkali metal hypochlorite
solutions, and (2) the properties imparted thereto as a result of
using the perfume oils which impart to the aqueous alkali metal
hypochlorite solutions a "woody"or "floral" or "clean fresh" or
"musk" or "citrusy" aroma) varies from approximately 20.degree. F
up to approximately 120.degree. F. At temperatures below 20.degree.
F a two-phase system usually occurs and at temperatures higher than
120.degree. F the bleaching or sterilizing efficiency of the
composition of our invention is diminished at an excessive
rate.
When it is desired to (1) initially form an amine oxideperfume oil
premix; (2) then combine the resulting premix with an aqueous
alkali metal hypochlorite solution and then (3) adjust the pH of
the resulting solution to the range of 12-13.5, then the following
temperature of mixing ranges are considered to be within the scope
of this invention: (a) Formation of amine oxide-perfume oil premix
20.degree.F-150.degree.F (b) Mixing of premix with aqueous alkali
metal hypochlorite solu- tion 20.degree.F-120.degree.F (c)
Adjustment of pH of solution to the range of 12-13.5 using an
aqueous alkali metal hydroxide solution
20.degree.F-120.degree.F
In any event, wherever a mixing unit operation involves the aqueous
alkali metal hypochlorite solution, the temperature of mixing is
limited to the range of 20.degree.-120.degree. F. Where a mixing
unit operation involves the mixing of a perfume oil, the upper
bound of the temperature range is limited by the stability of the
least stable ingredient in the perfume oil usable in the practice
of our invention; and the lower bound of said temperature range is
limited by the least temperature where a single liquid phase
including the perfume oil will exist. Where a unit mixing operation
of the process of our invention involves the mixing of one or more
amine oxides with other materials, the upper bound of the
temperature range is the decomposition point of any one of the
amine oxide components of the amine oxide composition and the lower
bound is the least temperature where a single liquid phase
including the amine oxide(s) will exist.
Preferred amine oxide compositions from a practical standpoint
useful in the practice of our invention are the commercially
available (1) dimethyl "cocoamine" oxide (a mixture which is
dominated by dimethyl-C.sub.12 -C.sub.16 straight chain alkyl amine
oxide; more particularly a mixture containing approximately 70%
C.sub.12 straight chain amine oxides, approximately 25% C.sub.14 of
straight chain amine oxides and approximately 4% C.sub.16 straight
chain alkyl amine oxides) and (2) N-cocomorpholine oxide, a mixture
dominated by C.sub.12 -C.sub.16 straight chain alkyl morpholine
oxides (specifically containing approximately 70% C.sub.12 straight
chain alkyl morpholine oxide, approximately 25% C.sub.14 straight
chain alkyl morpholine oxide and approximately 4% C.sub.16 straight
chain alkyl morpholine oxide). Commercial examples of such amine
oxide compositions are: Aromox DMC-W and Aromox DMMC-W which are
30% aqueous dimethyl cocoamine oxide solutions and Aromox NCMDW
which is a 40% aqueous N-cocomorpholine oxide solution, each of
which is produced by the Armac Division of AKZO of Chicago,
Illinois. These materials are described in Brochure 68011,
published by Armour Industrial Chemicals, P.O.B. 1805, Chicago,
Illinois 60690. Other preferred amine oxides are n-undecyl dimethyl
amine oxide and n-tridecyl dimethyl amine oxide.
The percentage of hypochlorite ion in the composition of this
invention may vary from about 1% up to about 16% for the desired
effects to be produced using the amine oxide-perfume oil
compositions covered by our invention. The usual percent of alkali
metal hypochlorite in solution is about 5%, the percentage of
sodium hypochlorite in such materials as CLOROX the registered
trademark of Clorox Corporation.
As stated above, the perfume oil used in conjunction with the
aqueous alkali metal hypochlorite solution must have such
properties as to be able (1) to impart to the resulting or "
aqueous alkali metal hypochlorite solution either a "woody" or a
"floral" or a "clean fresh" or "musk" or "citrusy" aroma; (2) to
effect a substantial diminution or elimination of the disagreeable
"hypochlorite" aroma which is imparted to surfaces (e.g. bleached
laundry or the hands of the user which are in direct contact with
the hypochlorite solution) on which known aqueous alkali metal
hypochlorite solutions have been used; and (3) to impart to these
surfaces with which such aqueous alkali metal hypochlorite
solutions are in contact, a pleasant long lasting "clean fresh" or
"floral" or "woody" or "musk" or"citrusy" aroma. Examples of
ingredients usable and suitable for the aforementioned purposes are
as follows:
a. Materials Useful for Imparting a "Woody" Aroma:
1. Cedryl alkyl ethers covered by U.S. Pat. No. 3,373,208 such as
cedryl methyl ether;
2. Isochroman musks covered by U.S. Pat. Nos. 3,360,530 and
3,591,528 such as
6-oxa-1,1,3,3,8-pentamethyl-2,3,5,6,7,8-hexahydro-1H-benz(f)
indene;
3. Polycyclic ethers covered by U.S. Pat. No. 3,281,432, such as
octahydro-1,3a,6-trimethyl-1H-1,6a,ethanopentaleno-(1,2-C)
furan;
4. Polycyclic ketones such as
hexahydro-1,1,5,5-tetramethyl-2H-2,4a-methanonaphthalen-8-(5H)one.
b. Materials Useful for Imparting a "Clean Fresh" Aroma:
1. Acyl norbornenes such as acetyl norbornene;
2. Nitro musks such as musk xylol;
3. Long chain aliphatic nitriles such as n-dodecyl nitrile;
4. 2-t-butyl cyclohexyl acetate.
c. Materials Useful for Imparting a "Floral" Aroma:
1. Indane musks covered by U.S. Pat. No. 2,889,367 such as
4-acetyl-1,1-dimethyl-6-t-butyl indane;
2. Naphthyl ethers such as .beta.-naphthyl methyl ether and
.beta.-naphthyl ethyl ether;
3. Cyclohexyl ethyl ether;
4. Aryl alkanones as described in Canadian Pat. No. 780,489, such
as 2,5-dimethyl-5-phenylhexanone-3.
d. Materials Useful for Imparting a "Musk" Aroma:
1. Isochroman musks covered by U.S. Pat. Nos. 3,360,530 and
3,591,528 such as
6-oxa-1,1,3,3,8-pentamethyl-2,3-5,6,7,8-hexahydro-1H-benz(f)
indene.
2. Cyclopentadecanone.
e. Materials Useful for Imparting a "Citrusy" Aroma:
1. Dihydrolimonene epoxide (1,2 epoxy para methane disclosed in
U.S. Pat. No. 3,014,047).
2. Dodecene-1,2-epoxide.
3. n-undecyl nitrile.
4. 1-n-heptyl-1,3-dioxolane.
5. 3,7-dimethyl-3-octanol.
It will be understood that a number of materials which impart
"woody" or "floral" or "clean fresh" or "musk" or "citrusy" aromas
will not be useful for use in our invention because they are
interalia, easily oxidized by the alkali metal hypochlorite in the
system. Examples are
1,5,9-trimethyl-12-acetyl-cyclododecatriene-1,5,8; and
1,5,9-trimethyl-12-acetyl-cyclododecadiene-1,8 covered by British
Pat. No. 1,204,409.
A basic feature of our invention concerns the fact that the only
detergent group needed or desirable in the composition of our
invention is the class of morpholino and/or dimethyl C.sub.11
-C.sub.13 straight chain alkyl amine oxides. More specifically,
such detergents as sodium decyl ether sulfate, sodium myristyl
ether sulfate, sodium lauryl ether sulfate and lithium lauryl ether
sulfate are neither desired nor are they required. Furthermore the
well known hydrotropes employed in prior art compositions such as
the well known family of clarifying agents comprising the alkali
metal or alkali earth metal salts of mono- or polyalkylated benzene
or naphthalene sulfonates such as sodium xylene sulfonate or
magnasium toluene sulfonate again are neither desired nor are they
required in the compositions intended to be encompassed by the
instant invention.
The following examples are given to illustrate embodiments of the
invention as it is now preferred to practice it. It will be
understood that these examples are illustrative and the invention
is not to be considered as restricted thereto except as indicated
in the appended claims.
EXAMPLE I
PERFUME COMPOSITION
The following mixture is prepared:
Ingredients Parts by Weight ______________________________________
6-Oxa-1,1,2,3,3,8-hexamethyl- 2,3,5,6,7,8-hexahydro-1H-
benz[f]-indene 20 Cedrol methyl ether 55 Phenyl cresol oxide 15
Amyl benzyl ether 25 n-Heptaldehyde dimethyl acetal 15 Dimethyl
benzyl carbinol 40 ______________________________________
The subject mixture has an intense pleasant "woody" aroma.
EXAMPLE II
PERFUME COMPOSITION
The following mixture is prepared:
Ingredients Parts by Weight ______________________________________
Musk xylol [5-t-butyl- 2,4,6-trinitro-m-xylene] 20 n-Dodecyl
nitrile 25 2-Acetyl-5-Norbornene 50 2-t-butyl cyclohexyl acetate 10
Dimethyl benzyl carbinol 35 Hydratropic aldehyde dimethyl acetal 15
______________________________________
The subject perfume composition has an intense "clean fresh"
aroma.
EXAMPLE III
PERFUME COMPOSITION
The following mixture is prepared:
Ingredients Parts by Weight ______________________________________
4-Acetyl-1,1-dimethyl-6-t- butyl indane 8 8.alpha.
,12-oxido-20-methyl-13,14, 15,16-tetrakis-norlabdane 2
2,5-dimethyl-5-phenyl-hexanone-3 12 Cedrol propyl ether 8 Yara yara
30 Cyclohexyl ethyl ether 10 Methyl para-cresol 5
2,6-dimethyl-2-octanol 25
______________________________________
The instant perfume composition has an intense "floral" aroma.
In the following Examples IV-XIV Aromox DMC-W and Aromox DMMC-W are
30% aqueous solutions of dimethyl cocoamine oxide; and Aromox NCMDW
is a 40% aqueous solution of N-cocomorpholine oxide produced by
Armac Division of AKZO of Chicago, Illinois.
EXAMPLE IV
Four drops of a perfume oil, the mixture of Example I, is added to
2 grams of Aromox DMC-W to produce a clear premix. The clear premix
is added to 200 grams of CLOROX with stirring resulting in a clear
stable single phase solution. Sufficient 1M aqueous NaOH is added
to bring the pH of the mixture up to 12.8. The solution remains
substantially stable at 120.degree. F for a period of 7 days. When
the 5% aqueous sodium hypochlorite solution is used as a laundry
bleach, the resulting laundry on dry-out in an atmosphere of 65%
relative humidity yields substantially no characteristic
"hypochlorite" odor but does have a faint pleasant "woody" aroma.
Furthermore, no such characteristic "hypochlorite" aroma is
retained on the hands of the individual handling such laundry in
both the wet and the dry states.
EXAMPLE V
Four drops of the perfume oil, the mixture of Example II is added
to 2 grams of Aromox DMC-W to produce a clear premix. The clear
premix is added to 200 grams of CLOROX with stirring resulting in a
clear stable single phase solution. Sufficient 1M aqueous NaOH is
added to bring the pH of the mixture up to 12.8. The solution
remains substantially stable at 120.degree. F for a period of 7
days. When the 5% aqueous sodium hypochlorite solution is used as a
laundry bleach, the resulting laundry on dry-out in an atmosphere
of 65% relative humidity yields substantially no characteristic
"hypochlorite" odor but does have a faint pleasant "clean fresh"
aroma. Furthermore, no such characteristic "hypochlorite" aroma is
retained on the hands of the individual handling such laundry in
both the wet and the dry states.
EXAMPLE VI
Four drops of the perfume oil, the mixture of Example III is added
to 2 grams of Aromox DMC-W to produce a clear premix. The clear
premix is added to 200 grams of CLOROX with stirring resulting in a
clear stable single phase solution. Sufficient 1M aqueous NaOH is
added to bring the pH of the mixture up to 12.8. The solution
remains substantially stable at 120.degree. F for a period of 7
days. When the 5% aqueous sodium hypochlorite solution is used as a
laundry bleach, the resulting laundry on dry-out in an atmosphere
of 65% relative humidity yields substantially no characteristic
"hypochlorite" odor but does have a faint pleasant "floral" aroma.
Furthermore, no such characteristic "hypochlorite" aroma is
retained on the hands of the individual handling such laundry in
both the wet and the dry states.
EXAMPLE VII
Aromox DMMC-W in various quantities is mixed with 0.1 gram of the
perfume oil prepared in accordance with Example I. The resulting
premixes are then added to 200 grams of an aqueous 5% sodium
hypochlorite solution. Sufficient 12.5M aqueous NaOH is added to
bring the pH of the mixture up to 13. The following results are
obtained:
Percentage Aromox Clarity of hypochlorite solu- DMMC-W tion after
addition of premix ______________________________________ 0.23%
Clear after three days 0.15% Clear after three days 0.08% Initially
slightly turbid; two phases exist after three days.
______________________________________
EXAMPLE VIII
Two grams of Aromox DMMC-W is admixed with eight drops of the
perfume oil of Example II. This premix is then added with stirring
to 200 grams of a 7% aqueous solution of lithium hypochlorite.
Sufficient 3M aqueous LiOH is added to bring the pH of the solution
to 13.4. The mixture is then heated to 120.degree. F and maintained
at that temperature with stirring for a period of 1 week. The
resulting solution remains clear in a single phase. When used as a
laundry bleach, the resulting bleached laundry on dry-out in an
atmosphere of 50% relative humidity retains a "clean fresh" aroma;
whereas without the use of the perfume oil, the bleached laundry
has a faint characteristic disagreeable "hypochlorite" aroma.
EXAMPLE IX
Two grams of Aromox DMMC-W is admixed with eight drops of the
perfume oil of Example II. This premix is then added with stirring
to 200 grams of a mixture containing 4.5% aqueous sodium
hypochlorite and 4.5% aqueous lithium hypochlorite. Sufficient 4M
aqueous LiOH is added to bring the pH of the solution to 13.4. The
mixture is then heated to 120.degree. F and maintained at that
temperature with stirring for a period of 1 week. The resulting
solution remains clear in a single phase. When used as a laundry
bleach, the resulting bleached laundry on dry-out in an atmosphere
of 50% relative humidity retains a "clean fresh" aroma; whereas
without the use of the perfume oil, the bleached laundry has a
faint characteristic disagreeable "hypochlorite" aroma.
EXAMPLE X
Two grams of Aromox DMMC-W is admixed with eight drops of the
perfume oil of Example I. This premix is then added with stirring
to 200 grams of a mixture containing 4.5% aqueous sodium
hypochlorite and 4.5% aqueous lithium hypochlorite. Sufficient 2M
aqueous NaOH is added to bring the pH of the solution to 13.4. The
mixture is then heated to 110.degree. F and maintained at that
temperature with stirring for a period of 2 weeks. The resulting
solution remains clear as a single phase when used as a laundry
bleach. The resulting bleached laundry, on dry-out in an atmosphere
of 50% relative humidity, retains a "woody" aroma whereas, without
the use of the perfume oil of Example I, the bleached laundry has a
faint characteristic disagreeable "hypochlorite" aroma.
EXAMPLE XI
Four drops of a perfume oil, the mixture of Example I, is added to
1.5 grams Aromox NCMDW to produce a clear premix. The clear premix
is added to 200 grams of CLOROX with stirring resulting in a clear
stable single phase solution. Sufficient 1M aqueous NaOH is added
to bring the pH of the mixture up to 12.8. The solution remains
substantially stable at 120.degree. F for a period of 7 days. When
the 5% aqueous sodium hypochlorite solution is used as a laundry
bleach, the resulting laundry on dry-out in an atmosphere of 65%
relative humidity yields substantially no characteristic
"hypochlorite" odor but does have a faint pleasant "woody" aroma.
Furthermore, no such characteristic "hypochlorite" aroma is
retained on the hands of the individual handling such laundry in
both the wet and the dry states.
EXAMPLE XII
Four drops of the perfume oil, the mixture of Example II is added
to 1 gram n-undecyl dimethyl amine oxide to produce a clear premix.
The clear premix is added to 200 grams of CLOROX with stirring
resulting in a clear stable single phase solution. Sufficient 1M
aqueous NaOH is added to bring the pH of the mixture up to 12.8.
The solution remains substantially stable at 120.degree. F for a
period of 7 days. When the 5% aqueous sodium hypochlorite solution
is used as a laundry bleach, the resulting laundry on dry-out in an
atmosphere of 65% relative humidity yields substantially no
characteristic "hypochlorite" odor but does have a faint pleasant
"clean fresh" aroma. Furthermore, no such characteristic
"hypochlorite" aroma is retained on the hands of the individual
handling such laundry in both the wet and the dry states.
EXAMPLE XIII
Four drops of the perfume oil, the mixture of Example III is added
to 1 gram of n-dodecyl dimethyl amine oxide to produce a clear
premix. The clear premix premix is added to 200 grams of CLOROX
with stirring resulting in a clear stable single phase solution.
Sufficient 1M aqueous NaOH is added to bring the pH of the mixture
up to 12.8. The solution remains substantially stable at
120.degree. F for a period of 7 days. When the 5% aqueous sodium
hypochlorite solution is used as a laundry bleach, the resulting
laundry on dry-out in an atmosphere of 65% relative humidity yields
substantially no characteristic "hypochlorite" odor but does have a
faint pleasant "floral" aroma. Furthermore, no such characteristic
"hypochlorite" aroma is retained on the hands of the individual
handling such laundry in both the wet and the dry states.
EXAMPLE XIV
One gram of n-tridecyl dimethyl amine oxide is admixed with eight
drops of the perfume oil of Example II. This premix is then added
with stirring to 200 grams of a 7% aqueous solution of lithium
hypochlorite. Sufficient 3M aqueous LiOH is added to bring pH of
the solution to 13.4. The mixture is then heated to 120.degree. F
and maintained at that temperature with stirring for a period of 1
week. The resulting solution remains clear in a single phase. When
used as a laundry bleach, the resulting bleached laundry on dry-out
in an atmosphere of 50% relative humidity retains a "clean fresh"
aroma; whereas without the use of the perfume oil, the bleached
laundry has a faint characteristic disagreeable "hypochlorite"
aroma.
EXAMPLE XV
A group of five individuals is requested to soak their hands in
various aqueous alkali metal hypochlorite solutions, each solution
being maintained at 72.degree. F, for a period of 30 minutes.
Following this period, the said individuals thoroughly rinse their
hands in running tap water and carefully dry their hands. The
following results concerning the aroma emanating from the hands of
these individuals are obtained:
Nature of Aroma Retained Nature of solution on Hands
__________________________________________________________________________
(1) water 1:1X" A characteristic disagree- (weight ratio) able
"hypochlorite" aroma. (2) Composition produced No disagreeable
"hypochlo- according to Example IV- rite" aroma. Pleasant - H.sub.2
O, 1:1 faint "woody" aroma. (3) Composition produced Pleasant faint
"clean fresh" according to Example V- aroma. No disagreeable
H.sub.2 O, 1:1 "hypochlorite" aroma. (4) Composition produced
Pleasant faint "floral" according to Example VI- aroma. No
disagreeable H.sub.2 O, 1:1 "hypochlorite" aroma.
__________________________________________________________________________
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