Stable fragrances for bleaching compounds

The present invention is directed to a stable fragrant bleaching composition which comprises (a) a bleaching agent having a reduction potential from about -0.7 v to about +0.4 v; and (b) an organoleptic effective amount of a fragrant agent which is (i) stable to the bleaching agent; (ii) does not decompose the bleaching agent; and (iii) is not substantially hygroscopic. This invention also pertains to methods for making and employing the stable fragranced bleaching compounds.

FIELD OF THE INVENTION 
The present invention is directed to bleaching compositions containing a 
stable fragrant agent. The stable fragrant bleaching composition comprises 
(a) a bleaching agent having a reduction potential from about -0.7 v to 
about +0.4 v compared to an Ag/AgCl electrode; and (b) an organoleptic 
effective amount of a fragrant agent which is (i) stable to the bleaching 
agent; (ii) does not decompose the bleaching agent; and (iii) is not 
substantially hygroscopic. This invention also pertains to methods for 
making and employing the stable fragranced bleaching compounds. 
DESCRIPTION OF THE BACKGROUND 
Odor is that property of a substance that makes it perceptible to the sense 
of smell. Specifically, odor is that property that is manifested by a 
physiological sensation caused by contact of the molecules of a substance 
with the olfactory nervous system. Although molecular structure is 
believed to influence odor, there is little correlation, at the present 
time, between odor and molecular structure. 
Odor modification is the intentional change of one odor by the addition of 
another. The importance of odor modification is its usefulness as a method 
of odor control. Air fresheners, perfumes, and industrial deodorants are 
examples of odor modifiers. Perfumers employ the principles of odor 
modification by creating fragrances. Thus, odor modification refers 
specifically to the use of fragrance materials for odor control. Many 
odorous and nonodorous chemicals are used to control odors, but only those 
that work essentially by altering the way the nose perceives the character 
and intensity are true odor modifiers. 
A problem in the field of odor modification is in the area of perfuming 
bleaching compositions. Because of the inherent ability of a bleaching 
agent to destroy odors, it is difficult to effectively perfume a bleaching 
composition so that the perfume remains stable during storage and is 
available for effective delivery without being altered or destroyed by the 
bleach. 
Bleaching agents are materials that lighten or whiten a substrate through 
chemical action. This action can involve either oxidative or reductive 
processes that make color bodies in the substrate more soluble and more 
easily removed during processing. The color producing agents in fibers are 
often organic compounds that contain conjugated chains, that is, 
alternating single and double bonds, called chromophores. Decolorization 
often can be achieved by destroying one or more of the double bonds in the 
conjugated systems such as by adding to, or cleaving, the double bond. 
Bleaching agents can be classified into three catagories: chlorine 
containing bleaching agents, peroxygen compounds, and reducing bleaches. 
Three classes of chlorine-containing compounds used as bleaching agents 
are: chlorine, hypochlorites and N-chloro compounds, and chlorite and 
chlorine dioxide. The first two classes, termed available-chlorine 
compounds, produce hypochlorous acid and hypochlorite anion in bleaching 
baths. Peroxygen or active oxygen compounds contain a peroxide linkage 
(--O--O--) in which one oxygen atom is active, such as hydrogen peroxide. 
The reducing agents generally used in bleaching include sulfur dioxide, 
sulfurous acid, bisulfites, sulfites, hydrosulfites (dithionites), sodium 
formaldehyde sulfoxylate, and sodium borohydride. 
U.S. Pat. No. 4,663,068 (Hagemann et al.) discloses a bleach-stable 
deodorant perfume stable in the presence of sodium perborate tetrahydrate 
and N,N,N',N'-tetraacetyl ethylenediamine. Specifically, Hagemann et al. 
discloses a detergent powder product suitable for use in the washing of 
fabrics which comprises (i) from 5 to 40% by weight of non-soap detergent 
active compound comprising an anionic detergent active compound; (ii) from 
1 to 90% by weight of a non-soap detergency builder; (iii) from 1 to 30% 
by weight of peroxy bleach compound together with an activator; (iv) from 
0.1 to 5% by weight of a bleach-stable perfume which comprises from 50 to 
100% by weight of bleach-stable deodorant perfume components having a 
Lipoxidase-Inhibiting Capacity of at least 50% or a Raoult Variance Ratio 
of at least 1.1. The components are allocated to one of the following six 
classes: Class 1: Phenolic substances; Class 2: Essential oils, extracts, 
resins and synthetic oils; Class 3 Aldehydes and ketones; Class 4: 
Nitrogen-containing compounds; Class 5: Esters; Class 6: Alcohols and 
ethers. The components are selected so that: (a) the bleach-stable 
deodorant perfume contains at least five different components; and (b) the 
bleach-stable deodorant perfume contains components from at least four of 
the six classes. 
U.S. Pat. No. 4,579,677 (Hooper et al.) discloses a deodorant product 
having a deodorant value of from 0.50 to 3.5 as measured by the Deodorant 
Value Test. Specifically, Hooper et al. discloses a deodorant product 
suitable for application to surfaces other than human skin, which product 
comprises (i) from 0.1 to 50% by weight of a bleaching agent; and (ii) 
from 0.1 to 20% by weight of a deodorant composition comprising from 45 to 
100% by weight of deodorant active components, the components having a 
Lipoxidase-Inhibiting Capacity of at least 50% or a Raoult Variance Ratio 
of at least 1.1. The components are classified into the following six 
classes: Class 1: phenolic substances; Class 2: essential oils, extracts, 
resins and synthetic oils; Class 3: aldehydes and ketones; Class 4: 
polycyclic compounds; Class 5: esters; Class 6: alcohols. The components 
are selected so that (a) the deodorant composition contains at least five 
components of which at least one must be selected from each of Class 1, 
Class 2 and Class 4; and (b) the deodorant composition contains components 
from at least 4 of the 6 classes. 
SUMMARY OF THE INVENTION 
The present invention is directed to a stable, fragrant bleaching 
composition which comprises: 
(a) a bleaching agent having a reduction potential from about -0.7 v to 
about +0.4 v compared to an Ag/AgCl electrode; and 
(b) an organoleptic effective amount of a fragrant agent which is (i) 
stable to the bleaching agent; (ii) does not decompose the bleaching 
agent; and (iii) is not substantially hygroscopic. 
This invention also pertains to methods for making and employing the stable 
fragranced bleaching compounds. 
DETAILED DESCRIPTION OF THE INVENTION 
In accord with the present invention, applicants have discovered that 
stable, fragrant bleaching compositions can be prepared having improved 
properties over conventional bleaching compositions. The bleaching 
compositions comprise a bleaching agent having a reduction potential from 
about -0.7 v to about +0.4 v compared to an Ag/AgCl electrode, and a 
fragrant agent which (i) must be stable to the bleaching agent; (ii) must 
not decompose the bleaching agent; and (iii) must not be hygroscopic. The 
stable, fragrant bleaching compositions can be prepared using a wide 
variety of components. This invention also pertains to methods for making 
and employing the stable, fragrant bleaching compounds. 
The following terms are used throughout the specification and are defined 
as follows unless otherwise indicated. 
The term "halogen", as used herein, refers to the chemically related 
elements consisting of chlorine and bromine. 
The term "lower-alkyl", as used herein, means branched- or 
unbranched-hydrocarbon radicals containing from 1 to 12 carbon atoms, 
preferably from 1 to 6 carbon atoms. Nonlimiting examples of branched and 
unbranched lower-alkyl groups having from 1 to 12 carbon atoms are methyl, 
ethyl, n-propyl, i-propyl, n-butyl, sec-butyl, tert-butyl, n-pentyl, 
sec-pentyl, tert-pentyl, and the like. 
The terms "odor", "fragrance", and "smell", as used herein, are used 
interchangeably whenever a compound is referred to as an organoleptic 
which is intended to stimulate the sense of smell. 
The term "organoleptic", as used herein, refers to compounds of the 
invention which stimulate the sense of smell, and are thus perceived as 
having a characteristic odor. 
The term "organoleptic effective amount", as used herein, means a level or 
amount of a fragrant agent(s) present in a composition at which the 
incorporated agent(s) exhibit(s) a sensory effect. 
The term "not substantially hygroscopic", as used herein, refers to a 
compound, such as a fragrant agent, which does not have the property of 
adsorbing substantial moisture from the air. The fragrant agents of the 
present invention which are not substantially hygroscopic and do not 
adsorb substantial moisture from the air may adsorb up to about 3%, 
preferably up to about 2%, more preferably up to about 1%, and most 
preferably up to about 0.5%, by weight. 
The bleaching agents which may be employed in the present invention may be 
selected from a wide variety of compounds. Suitable bleaching agents which 
may be employed have a reduction potential from about -0.7 v to about +0.4 
v, preferably from about -0.4 v to about +0.2 v, more preferably from 
about -0.2 v to about +0.1 v, and most preferably about -0.2 v, compared 
to an Ag/AgCl reference electrode. Preferably, the bleaching agent is 
selected from the group consisting of chlorine containing bleaching 
agents, peroxygen compounds, and reducing bleaches. The 
chlorine-containing bleaching compounds may be selected from the group 
consisting of chlorine, hypochlorites and N-chloro compounds, and chlorite 
and chlorine dioxide. 
In a preferred embodiment, the bleaching agent is a halogenated hydantoin 
(halohydantoin). The structure of some typical halogenated hydantoins is 
set out below. 
______________________________________ 
1 #STR1## 
X Y 
______________________________________ 
1,3-Dichloro-5,5-dimethylhydantoin (DCDMH) 
Cl Cl 
1-Bromo-3-chloro-5,5-dimethylhydantoin (BCDMH) 
Br Cl 
1,3-Dibromo-5,5-dimethylhydantoin (DBDMH) 
Br Br 
where R is methyl. 
______________________________________ 
Halogenated hydantoins include, but are not limited to, N-monohalogenated 
hydantoins such as N-chloro-5,5-dimethylhydantoin (MCDMH) and 
N-bromo-5,5-dimethyhydantoin (MBDMH), and dihalogenated hydantoins such as 
1,3-dichloro-5,5-dimethylhydantoin (DCDMH), 
1,3-dibromo-5,5-dimethylhydantoin (DBDMH), and 
1-bromo-3-chloro-5,5-dimethylhydantoin (BCDMH). Halogenated methyl 
ethylhydantoins may also be employed such as 
N-chloro-5-methyl-5-ethylhydantoin (MCMEH), 
1,3-dichloro-5-methyl-5-ethylhydantoin (DCMEH), 
N-bromo-5-methyl-5-ethylhydantoin (MBMEH), 
1,3-dibromo-5-methyl-5-ethylhydantoin (DBMEH), and 
1-bromo-3-chloro-5-methyl-5-ethylhydantoin (BCMEH). Alkyl substitution is 
not limited to methyl and ethyl but also includes lower-alkyl mixtures of 
C1 to C12 isomers. Preferably, the bleaching agent is selected from the 
group consisting of 1,3-dichloro-5,5-dimethylhydantoin and 
1-bromo-3-chloro-5,5-dimethylhydantoin, and more preferably the bleaching 
agent is 1,3-dichloro-5,5-dimethylhydantoin. 
The term "reduction" refers to a chemical reaction in which hydrogen 
combines with another substance or in which oxygen is removed from a 
substance. More generally, the term "reduction" refers to a chemical 
change in which the valence state of an atom of an element is decreased as 
a result of the gain of one or more electrons. The standard hydrogen 
electrode provides the reference for all oxidation-reduction systems. The 
hydrogen half-cell or hydrogen electrode is defined as set out below. 
EQU H.sup.+ (aq)+e=1/2H.sub.2 (g) 
By definition, the potential of this system is zero (E.sup.0 =0.000V) at 
all temperatures when an inert metallic electrode dips into a solution of 
hydrogen ions of unit activity, i.e., pH =0, in equilibrium with hydrogen 
gas at one atmosphere pressure. The potential of all other electrodes are 
then referred to this defined zero. The absolute potential of other 
electrodes may be either greater or smaller, and thus may be positive or 
negative relative to the potential of the standard hydrogen electrode. 
The reduction potential of some typical halogenated hydantoins is set out 
below. 
______________________________________ 
Cyclic Voltammetry (CV) 
Halogenated Hydantoin 
peak potentials: 
______________________________________ 
Bromodimethyhydantoin (MBDMH) 
+0.2 v 
Chlorodimethylhydantoin (MCDMH) 
-0.7 v 
Dibromodimethylhydantoin (DBDMH) 
+0.1 v, +0.4 v 
Dichlorodimethylhydantoin (DCDMH) 
-0.2 v 
______________________________________ 
Reference literature electrode is Ag/AgCl; Reference literature reports 
Cl.sub.2 as +1.36 v and Br.sub.2 as +1.08 v. 
Other brominated and chlorinated oxidizing materials include, but are not 
limited to, the alkali metal salts of dihalocyanurates, such as sodium 
dichloroisocyanurate, trichlorocyanuric acid, various halogenated 
glycolurils, and halogenated aromatic sulfonamides such as chloramine T, 
chloramine B, and halogenated sulfamates. 
A particularly preferred bleaching agent is DANTOCHLOR.RTM. RW, 
1,3-dichloro-5,5-dimethylhydantoin. DANTOCHLOR.RTM. RW is used as an aid 
in the control of bacterial, fungal, and algal slimes in evaporative 
condensers, recirculating cooling tower systems, influent systems such as 
flow through filters, lagoons, industrial wet scrubber systems, and 
brewery pasteurizers. DANTOCHLOR.RTM. RW is also used as an antimicrobial 
for pulp and for the manufacture of non-food grades of paper and 
paperboard and for enhanced oil recovery. DANTOCHLOR.RTM. RW is a 
proprietary hydantoin derivative in briquette form and functions as a 
microbiocide through the controlled release of active chlorine. The 
chemical composition, physical properties, and solution properties of 
DANTOCHLOR.RTM. RW are set out below. 
______________________________________ 
DANTOCHLOR .RTM. RW 
______________________________________ 
Chemical Composition 
1,3-Dichloro-5,5-dimethylhydantoin 
86.0% 
1,3-Dichloro-5-ethyl-5-methylhydantoin 
3.0% 
Other related compounds 10.0% 
Inert Ingredients 1.0% 
Physical Properties 
Color White 
Total Available Chlorine, % 
68.0 
Active Chlorine, % 34.0 Min. 
Odor Slight Halogen 
Briquette Wt. (g) 12 
Briquette Density (g/cm.sup.3) 
1.6 
Briquette Bulk Density (lb/ft.sup.3) 
65.0 
Nominal Briquette Dimensions (cm) 
4.2 .times. 2.2 .times. 1.3 
Melting Range, powder, (.degree. C.) 
106-130 
pH, (1% Slurry at 25.degree. C.) 
3.4 
Decomposition Temperature (.degree. C.) 
180.0 
Volatiles, % 0.5 Max. 
CHCl.sub.3 Insolubles, % 
0.5 Max. 
Solution Properties 
Solubility in Water (g/100 g at 25.degree. C.) 
0.43 
Total Insolubles, % Nil 
Physical Stability in Water 
Stable 
Odor in Solution Slight Chlorine 
Moisture Retention, % 3 
(6 hour soak in water at 25.degree. C.) 
______________________________________ 
The fragrant agents which may be employed in the present invention may be 
selected from a wide variety of compounds. Suitable fragrant agents which 
may be employed (i) are stable to the bleaching agent; (ii) do not 
decompose the bleaching agent; and (iii) is not substantially hygroscopic. 
Fragrant agents which are considered to be stable to the bleaching agent 
and do not decompose the bleaching agent are those fragrant agents which 
have an odor value of "C" or better as defined in Table 1. In another 
embodiment, fragrant agents which are considered to be stable to the 
bleaching agent and do not decompose the bleaching agent are those 
fragrant agents which have an odor value of "B" or better as defined in 
Table 1. 
In a preferred embodiment, the fragrant agent is stable to the bleaching 
agent; (ii) does not decompose the bleaching agent; and (iii) is not 
substantially hygroscopic, with the proviso that the fragrant agent is not 
an essential oil, extract, resin, or synthetic oil. In another preferred 
embodiment, the fragrant agent is stable to the bleaching agent; (ii) does 
riot decompose the bleaching agent; and (iii) is not substantially 
hygroscopic, with the proviso that the fragrant agent is not a polycyclic 
compound. 
Preferably, the fragrant agent has an odor value of C or better. More 
preferably, the fragrant agent has an odor value of C or better and is 
selected from the group consisting of Isoamyl phenyl ether (commercially 
available under the trade name "Anther" from PPF Norda, East Hanover, 
N.J.), Isoborneol, Isoborneol methyl ether, 
2,2-dimethylbicyclo2.2.1!heptane-3-carboxylic acid, methyl ester 
(commercially available under the trade name "Cistulate" from Naarden 
International, New York, N.Y.), 2-Tertiary pentyl cyclohexanyl acetate 
(commercially available under the trade name "Coniferan" from 
International Fragrances & Flavors, Union Beach, N.J.), 
7-Octen-2-ol-2,6-dimethyl acetate (commercially available under the trade 
name "Dihydro Myrcenyl Acetate" from Quest International Fragances 
Company, Mount Olive, N.J.), 1-Methyl-4-isopropyl cyclohexan-8-yl acetate 
(commercially available under the trade name "Dihydro Terpinyl Acetate" 
from International Fragrances & Flavors, Union Beach, N.J.), 
Tetrahydrogeraniol, 2,6-dimethylheptan-2-ol (commercially available under 
the trade name "Dimetol" from Givaudan, Clifton, N.J.), Diphenyl methane 
(commercially available from Elan Chemical Company Incorporated, Newark, 
N.J.), Diphenyl oxide (Diphenyl Ether, commercially available from 
Polarome Manufacturing Company, Incorporated, Jersey City, N.J.), 
Eucalyptol (commercially available from Ungerer & Company, Lincoln Park, 
N.J.), alpha-Fenchyl acetate (commercially available from Citrus & Allied 
Essences Ltd., Floral Park, N.J.), 1,3-Dioxane-2,4,6-trimethyl-4-phenyl 
(commercially available under the trade name "Floropal" from Haarmann & 
Reimer Corp., Springfield, N.J.), 
4-Methyl-2-(2-methylpropyl)tetrahydro-2H-pyran-4-ol (commercially 
available under the trade name "Florosa (Q)" from Quest International 
Fragances Company, Mount Olive, N.J.), Ethyl 
tricyclo5.2.1.02,6!decan-2-carboxylate (commercially available under the 
trade name "Fruitate" from KAO Corporation, Tokyo, Japan), 
2-Methyldecanonitrile (commercially available under the trade name 
"Frutonile" from Quest International Fragances Company, Mount Olive, 
N.J.), 2-Butyl-4,4,6-trimethyl-1,3-dioxane (commercially available under 
the trade name "Herboxane" from Quest International Fragances Company, 
Mount Olive, N.J.), 2-Butyl-4,4,6-trimethyl-1,3-dioxane (commercially 
available from Roure Betrand Dupont, Inc., Teaneck, N.J.), Limetol 
(commercially available from Quest International Fragances Company, Mount 
Olive, N.J.), 3,12-Tridecadiene nitrile (commercially available under the 
trade name "Mandaril" from Haarmann & Reimer Corp., Springfield, N.J.), 
Methyl lavender ketone (commercially available from International 
Fragrances & Flavors, Union Beach, N.J.), Octanal dimethyl acetal 
(commercially available under the trade name "Octacetal" from 
International Fragrances & Flavors, Union Beach, N.J.), Orange flower 
ether (commercially available from International Fragrances & Flavors, 
Union Beach, N.J.), p-Tertiary butyl cyclohexanol (commercially available 
under the trade name "Patchone" from International Fragrances & Flavors, 
Union Beach, N.J.), Benzene pentanol, Gamma-Methyl (commercially available 
under the trade name "Phenoxanol" from International Fragrances & Flavors, 
Union Beach, N.J.), 3-Octanol (commercially available under the trade name 
"Tetrahydroalloocimenol" from Union Camp Corporation, Jacksonville, Fla.), 
3,7-Dimethyl-3-octanol (commercially available under the trade name 
"Tetrahydrolinalool" from Givaudan, Clifton, N.J.), 
:2,6-Dimethyl-2-octanol (commercially available under the trade name 
"Tetrahydromyrcenol" from SCM Glidco Organics Corp., Jacksonville, Fla.), 
Thymyl methyl ether, ortho-Tertiary butyl cyclohexanyl acetate 
(commercially available under the trade name "Verdox" from International 
Fragrances & Flavors, Union Beach, N.J.), Benzene, 2-(1-Ethoxyethoxy) 
ethyl-1-ethoxy-1-(2-phenylethoxy)ethane! (commercially available under the 
trade name "Vertocinth" from Bush Boake Allen Inc., Montvale, N.J.), 
Cyclohexyl phenyl ethyl ether (commercially available under the trade name 
"Phenafleur" from International Fragrances & Flavors, Union Beach, N.J.), 
1-(4-Isopropylcyclohexyl)ethanol (commercially available under the trade 
name "Mugetanol" from Haarmann & Reimer Corp., Springfield, N.J.), and 
Bicyclo2.2.1!heptane-2-ethyl-5(or 6)-methoxytricyclo2.2.1.0.2.6!heptane, 
1-ethyl-3-methoxy (commercially available under the trade name "Neoproxen" 
from International Fragrances & Flavors, Union Beach, N.J.). 
More preferably, the fragrant agent comprises a mixture of two members 
selected from the group consisting of Iso amyl phenyl ether, Isoborneol, 
Isoborneol methyl ether, 2,2-Dimethylbicyclo2.2.1!heptane-3-carboxylic 
acid, methyl ester, 2-Tertiary pentyl cyclohexanyl acetate, 
7-Octen-2-ol-2,6-dimethyl acetate, 1-Methyl-4-isopropyl Cyclohexan-8-yl 
acetate, Tetrahydrogeraniol, 2,6-Dimethylheptan-2-ol, Diphenyl methane, 
Diphenyl oxide, Eucalyptol, alpha-Fenchyl acetate, 
1,3-Dioxane-2,4,6-trimethyl-4-phenyl, 
4-Methyl-2-(2-methylpropyl)tetrahydro-2H-pyran-4-ol, Ethyl 
tricyclo5.2.1.02,6!decan-2-carboxylate, 2-Methyldecanonitrile, 
2-Butyl-4,4,6-trimethyl-1,3-dioxane, 2-Butyl-4,4,6-trimethyl-1,3-dioxane, 
Limetol, 3,12-Tridecadiene nitrile, Methyl lavender ketone, Octanal 
dimethyl acetal, Orange flower ether, p-Tertiary butyl cyclohexanol, 
Benzene pentanol, gamma-Methyl, 3-octanol, 3,7-Dimethyl-3-octanol, 
2,6-Dimethyl-2-octanol, Thymyl methyl ether, ortho-Tertiary butyl 
cyclohexanyl acetate, Benzene, 2-(1-ethoxyethoxy) 
ethyl-1-ethoxy-1-(2-phenylethoxy)ethane, Cyclohexyl phenyl ethyl ether, 
1-(4-isopropylcyclohexyl)ethanol, and Bicyclo2.2.1!heptane-2-ethyl-5(or 
6)methoxytricyclo2.2.1.0.2.6!heptane, 1-ethyl-3-methoxy, wherein at least 
one member has an odor value of C or better. 
Most preferably, the fragrant agent comprises a mixture of three members 
selected from the group consisting of Iso amyl phenyl ether, Isoborneol, 
Isoborneol Methyl ether, 2,2-Dimethylbicyclo2.2.1!heptane-3-carboxylic 
acid, methyl ester, 2-Tertiary pentyl cyclohexanyl acetate, 
7-Octen-2-ol-2,6-dimethyl acetate, 1-Methyl-4-isopropyl cyclohexan-8-yl 
acetate, Tetrahydrogeraniol, 2,6-Dimethylheptan-2-ol, Diphenyl methane, 
Diphenyl oxide, Eucalyptol, alpha-Fenchyl acetate, 
1,3-Dioxane-2,4,6-trimethyl-4-phenyl, 
4-Methyl-2-(2-methylpropyl)tetrahydro-2H-pyran-4-ol, Ethyl 
tricyclo5.2.1.02,6!decan-2-carboxylate, 2-Methyldecanonitrile, 
2-Butyl-4,4,6-trimethyl-1,3-dioxane, 2-Butyl-4,4,6-trimethyl-1,3-dioxane, 
Limetol, 3,12-Tridecadiene nitrile, Methyl lavender ketone, Octanal 
dimethyl acetal, Orange flower ether, p-Tertiary butyl cyclohexanol, 
Benzene pentanol, gamma-Methyl, 3-octanol, 3,7-Dimethyl-3-octanol, 
2,6-Dimethyl-2-octanol, Thymyl methyl ether, ortho-Tertiary butyl 
cyclohexanyl acetate, Benzene, 2-(1-ethoxyethoxy) 
ethyl-1-ethoxy-1-(2-phenylethoxy)ethane, Cyclohexyl phenyl ethyl ether, 
1-(4-isopropylcyclohexyl)ethanol, and Bicyclo2.2.1!heptane-2-ethyl-5(or 
6)-methoxytricyclo2.2.1.0.2.6!heptane, 1-ethyl-3-methoxy, wherein at 
least one member has an odor value of C or better. 
In a preferred embodiment, the fragrant agent has an odor value of B or 
better. More preferably, the fragrant agent has an odor value of B or 
better and is selected from the group consisting of Iso amyl phenyl ether, 
Isoborneol, Isoborneol methyl ether, 
2,2-Dimethylbicyclo2.2.1!heptane-3-carboxylic acid, methyl ester, 
2-Tertiary pentyl cyclohexanyl acetate, 7-Octen-2-ol-2,6-dimethyl acetate, 
1-Methyl-4-isopropyl cyclohexan-8-yl acetate, Tetrahydrogeraniol, 
2,6-Dimethylheptan-2-ol, Diphenyl methane, Diphenyl oxide, Eucalyptol, 
alpha-Fenchyl acetate, 1,3-Dioxane-2,4,6-trimethyl-4-phenyl, 
4-Methyl-2-(2-methylpropyl)tetrahydro-2H-pyran-4-ol, Ethyl 
tricyclo5.2.1.02,6!decan-2-carboxylate, 2-Methyldecanonitrile, 
2-Butyl-4,4,6-trimethyl-1,3-dioxane, 2-Butyl-4,4,6-trimethyl-1,3-dioxane, 
Limetol, 3,12-Tridecadiene nitrile, Methyl lavender ketone, Octanal 
dimethyl acetal, Orange flower ether, p-Tertiary butyl cyclohexanol, 
Benzene pentanol, gamma-Methyl, 3-octanol, 3,7-Dimethyl-3-octanol, 
2,6-Dimethyl-2-octanol, Thymyl methyl ether, ortho-Tertiary butyl 
cyclohexanyl acetate, Benzene, 2-(1-ethoxyethoxy) 
ethyl-1-ethoxy-1-(2-phenylethoxy)ethane, Cyclohexyl phenyl ethyl ether, 
1-(4-isopropylcyclohexyl)ethanol, and Bicyclo2.2.1!heptane-2-ethyl-5(or 
6)-methoxytricyclo2.2.1.0.2.6!heptane, 1-ethyl-3-methoxy. 
The fragrant agent may also comprise a diluent. Suitable diluents may be 
selected from the group consisting of Isopar L, Isopar M, and Isopar H. 
Preferably, the diluent is Isopar M. Isopar L, Isopar M, and Isopar H are 
clear, colorless, liquid, synthetic, isoparaffinic hydrocarbons which are 
commercially available from Exxon Chemical Company, Houston Tex. 
In a preferred embodiment, the fragrant agent comprises a mixture (no. 1) 
of the following components in the proportions set out below: 
______________________________________ 
Ingredient Name Quantity 
______________________________________ 
2,2-Dimethylbicyclo2.2.1!heptane-3-carboxylic acid, 
2 
methyl ester 
7-Octen-2-ol-2,6-dimethyl acetate 
100 
1-Methyl-4-isopropyl cyclohexan-8-yl acetate 
300 
2,6-Dimethylheptan-2-ol 30 
Diphenyl oxide 10 
Eucalyptol 50 
alpha-Fenchyl acetate 50 
4-Methyl-2-(2-methylpropyl)tetrahydro-2H-pyran-4-ol 
25 
Ethyl tricyclo5.2.1.02,6!decan-2-carboxylate 
2.5 
2-Butyl-4,4,6-trimethyl-1,3-dioxane 
50 
Isoborneol 3.5 
Isoborneol methyl ether 25 
Isopar M 50 
Methyl lavender ketone 5 
Octanal dimethyl acetal 7 
Tetrahydrogeraniol 30 
3,7-Dimethyl-3-octanol 200 
ortho-Tertiary butyl cyclohexanyl acetate 
60 
Total 1000 
______________________________________ 
In another preferred embodiment, the fragrant agent comprises a mixture 
(no. 2) of the following components in the proportions set out below: 
______________________________________ 
Ingredient Name Quantity 
______________________________________ 
7-Octen-2-ol-2,6-dimethyl acetate 
150 
1-Methyl-4-isopropyl cyclohexan-8-yl acetate 
150 
Tetrahydrogeraniol, 2,6-dimethylheptan-2-ol 
150 
Diphenyl oxide 15 
1,3-Dioxane-2,4,6-trimethyl-4-phenyl 
25 
Ethyl tricyclo5.2.1.02,6!decan-2-carboxylate 
18 
Limetol 10 
Octanal dimethyl acetal 10 
2,6-Dimethyl-2-octanol 400 
Thymyl methyl ether 2 
ortho-Tertiary butyl cyclohexanyl acetate 
70 
Total 1000 
______________________________________ 
In another preferred embodiment, the fragrant agent comprises a mixture 
(no. 3) of the following components in the proportions set out below: 
______________________________________ 
Ingredient Name Quantity 
______________________________________ 
Iso amyl phenyl ether 15 
2,2-Dimethylbicyclo2.2.1!heptane-3-carboxylic acid, 
5 
methyl ester 
2-Tertiary pentyl cyclohexanyl acetate 
25 
7-Octen-2-ol-2,6-dimethyl acetate 
400 
Diphenyl methane 15 
Eucalyptol 15 
alpha-Fenchyl acetate 100 
Isobornyl methyl ether 200 
3,7-Dimethyl-3-octanol 150 
ortho-Tertiary butyl cyclohexanyl acetate 
65 
2-(1-Ethoxyethoxy) ethyl-1-ethoxy-1-(2-phenylethoxy)ethane 
10 
Total 1000 
______________________________________ 
In another preferred embodiment, the fragrant agent comprises a mixture 
(no. 4) of the following components in the proportions set out below: 
______________________________________ 
Ingredient Name Quantity 
______________________________________ 
Diphenyl Methane 350 
Eucalyptol 450 
Ethyl tricyclo5.2.1.02,6!decan-2-carboxylate 
25 
Isopar M 115 
Octanal dimethyl acetal 25 
Tetrahydrogeraniol 35 
Total 1000 
______________________________________ 
The amount of fragrant agent present in the stable fragrant bleaching 
compositions of the present invention is an organoleptic effective amount. 
An organoleptic effective amount of fragrant agent is that amount of 
fragrant agent necessary to exhibit a sensory effect and thereby mask or 
odor modify the bleaching agent in the bleaching composition. The exact 
amount of fragrant agent is a matter of preference subject to such factors 
as the type of fragrant agent and bleaching agent employed as well as the 
other ingredients present in the bleaching composition. In a preferred 
embodiment, the fragrant agent is present in the stable fragrant bleaching 
compositions in an amount from about 1% to about 10%, preferably from 
about 2% to about 8%, more preferably from about 4% to about 6%, and most 
preferably about 5%, by weight of the stable, fragrant bleaching 
composition. 
Once prepared, the inventive stable fragrant bleaching compositions may be 
stored for future use or may be formulated in effective amounts with 
acceptable carriers to prepare a wide variety of fragrant compositions. 
Suitable carriers include sodium sulfate, and the like. Other ingredients 
will usually be incorporated into the composition as dictated by the 
nature of the desired composition as well known by those having ordinary 
skill in the art. The ultimate bleaching compositions are readily prepared 
using methods generally known in the chemical arts. Illustrative 
non-limiting additive categories and examples of formulating materials 
that may be employed in the stable fragrant bleaching compositions of the 
present invention include solubility modifiers (for example, sodium 
bicarbonate, aluminum hydroxide, magnesium oxide, barium hydroxide and 
sodium carbonate; see U.S. Pat. No. 4,537,697); compaction aids (for 
example, inorganic salts comprised of hydrogen, lithium, sodium, 
potassium, magnesium and calcium cations associated with carbonate, 
bicarbonate, borate, silicate, phosphate, precarbonate, and perphosphate; 
see U.S. Pat. No. 4,677,130); fillers (for example, inorganic salts such 
as combinations of lithium, sodium, potassium, magnesium and calcium 
cations with sulfate and chloride anions as well as other inorganics such 
as clays and zeolites); surfactants (for example, sodium dioctyl 
sulfosuccinate, disodium lauryl sulfosuccinate, sodium lauryl sulfoacetate 
and sodium cocoylisethionate); dyes (for example, copper phthalocyanine 
terasulfonic acid tetra sodium salt dye, derivitized and underivitized 
phthalocyanines such as Pigment Green 7, Pigment Blue 15, and Pigment Blue 
86 as well as inorganic pigments such as lazurite); fragrances (for 
example, BBA-Pine Herbal); dispersants (for example, polyacrylic acid and 
secondary and tertiary polymers of the polyacrylic acid based dispersants 
and 2-phosphono-1,2,4-butanetricarboxylic acid tetra-Na salt, 
"BAYHIBIT.TM. S"); lubricants/mold release agents (for example, magnesium, 
calcium, and sodium stearate); binders (for example, 
ethylene-bis-stearamide, "ACRAWAX.RTM. C"); chelants (for example, sodium 
gluconate, ethylene diamine tetraacetic acid (EDTA), citric acid and 
sodium nitrilotriacetate (NTA)); stabilizers (for example, dimethyl 
hydantoin, N-hydrogen stabilizers such as 5,5-dimethyl hydantoin (DMH), 
5,5-ethylmethyl hydantoin (EMH), cyanuric acid, sulfamic acid, urea, 
4,4-dimethyl-2-oxazolidinome, sulfonamides (for example, benzene 
sulfonamide, p-toluene sulfonamide, and methane sulfonamide), sulfamates, 
glycoluril and succinimide), biocides (for example, copper sulfate, 
molybdates, selenates, tungstates, and chromates; see U.S. Pat. No. 
4,995,987); bromide sources (for example, sodium bromide and potassium 
bromide); corrosion inhibitors (for example, sodium silicate and sodium 
benzoate); and oxidizing halogenated biocides (for example, 
bromochlor-5,5-dimethylhydantoin (BCDMH), halogenated hydantoins, 
chlorinated isocyanurates and other halogenated n-hydrogen compounds). 
The present invention extends to methods for making and employing the 
stable, fragrant bleaching compositions. In general, a fragrant bleaching 
composition is made and employed by admixing an organoleptic effective 
amount of a fragrant agent with a bleaching agent and the other 
ingredients of the final desired bleaching composition. 
The present invention is further illustrated by the following examples 
which are not intended to limit the effective scope of the claims. All 
parts and percentages in the examples and throughout the specification and 
claims are by weight of the final composition unless otherwise specified.

EXAMPLE I 
This example illustrates a method for preparing a solid, stable, fragrant 
bleaching composition in tablet form containing a fragrant agent and a 
bleaching agent compound according to the present invention. 
The formula for making a tablet of solid, stable, fragrant bleaching 
composition for testing is set out below: 
______________________________________ 
Component % by weight. 
______________________________________ 
1. Precipitated silica 
2.00 
2. Fragrance 5.00 
3. Dioctyl sodium sulfosuccinate 
4.00 
4. Sodium sulfate 4.00 
5. Bleaching agent 85.00 
Total 100.00 
______________________________________ 
All work preparing the solid, stable, fragrant bleaching composition was 
performed in a ventilating hood using protective gloves, a dust mask, and 
goggles. Components #1 and #2 were pre-mixed until a dry powder was 
formed. Components #3 through #5 were then added in order and mixed until 
uniform. A quantity of 10 grams of the above mixture was placed in a 
chrome plated dye set and then placed in a Carver Press where 20,000 psi 
was applied for 5 seconds. The pressure was relieved by loosening the 
hydraulic bleed valve. The tablet was then removed from the dye by 
inverting the dye and placing a flange between the dye and the press. The 
press was pumped until the tablet was released. The pressure was again 
released by loosening the hydraulic bleed valve and removing the dye and 
tablet. One 10 gm tablet was then placed in 500 ml of tap water and the 
odor was evaluated as described below. 
A number of fragrances materials were tested in a block tablet, prepared as 
described above, at a 5.00% level, by weight, employing DANTOCHLOR.RTM. RW 
powder as the bleaching agent. Table 1, set out below, summarizes the 
results of the odor and color observations of the tablets after storage 
for two weeks, at room temperature, and at 110.degree. F. 
TABLE 1 
______________________________________ 
2 weeks 2 weeks 
Room Temperature 
110.degree. F. 
Component Color Odor Color Odor 
______________________________________ 
No fragrance 0 A 0 B 
Anther 0 B 0 C 
Iso borneol 0 A 0/+ B 
Iso borneol methyl ether 
0 A/B + B 
Cistulate 0 B 0/+ B/C 
Coniferan 0 B 0/+ C 
Dhydro myrenyl acetate 
0 B 0/+ D 
Dihydro terpinyl acetate 
0 B ++ D 
Tetrahydro geraniol 
0 A/B 0/+ B 
Dimetol 0 A 0/+ C 
Diphenyl methane 
0 A 0/+ B 
Diphenyl oxide 
++ B +++ C 
Eucalyptol (1,8-Cineole) 
0 A 0 B 
Fenchyl acetate, alpha 
0 A 0 C 
Floropal 0 C ++ D 
Florosa (QST-120) 
0 B + C 
Fruitate 0 A 0/+ B 
Frutonile (QST-20) 
0 A ++ C 
Herboxane 0 B ++ D 
Limetol (LRG 1182) 
0 B 0 D 
Mandaril 0 B 0/+ D 
Methyl lavender ketone 
0 B 0/+ D 
Octacetal 0 A 0 B 
Orange flower ether 
0 B/C 0 D 
Isopar M 0 A 0 A/B 
Patchone ++++ N/S N/S N/S 
Phenoxanol + C ++ D 
Tetrahydro allo ocimenol 
0 A/B 0/+ D 
Tetrahydro linalool 
0 B 0/+ D 
Tetrahydro myrcenol 
0 A/B 0/+ D 
Thymyl methyl ether 
++ B +++ C 
Verdox 0 B 0 C 
Vertocinth (efetaal) 
0 B + D 
Phenafleur (IFF-121) 
+ B + D 
Mugetanol (HNR-50) 
++++ N/S N/S N/S 
Neoproxen (IFF-149) 
0 B 0/+ 0 
______________________________________ 
Color Stability 
++++ = Severe intense discoloration 
+++ = Considerable discoloration 
++ = Moderate discoloration 
+ = Slight discoloration 
0 = Essentially no color change relative to unfragranced base 
Odor Stability 
A = Stable 
B = Acceptably stable, slight change 
C = Less stable, not disagreeable 
D = Unstable, "off" note 
N\S = No Sample due to reaction at room temperature 
Based on the observations set out in Table 1, fragrance mixtures no. 1 
through 4 were prepared with the components, and in the proportions, set 
out below. 
______________________________________ 
Ingredient Name Quantity 
______________________________________ 
Fragrance Mixture no. 1., Lavanda Verde 
2,2-Dimethylbicyclo2.2.1!heptane-3-carboxylic acid, 
2 
methyl ester 
7-Octen-2-ol-2,6-dimethyl acetate 
100 
1-Methyl-4-isopropyl cyclohexan-8-yl acetate 
300 
2,6-Dimethylheptan-2-ol 30 
Diphenyl oxide 10 
Eucalyptol 50 
alpha-Fenchyl acetate 50 
4-Methyl-2-(2-methylpropyl)tetrahydro-2H-pyran-4-ol 
25 
Ethyl tricyclo5.2.1.02,6!decan-2-carboxylate 
2.5 
2-Butyl-4,4,6-trimethyl-1,3-dioxane 
50 
Isoborneol 3.5 
Isoborneol methyl ether 25 
Isopar M 50 
Methyl lavender ketone 5 
Octanal dimethyl acetal 7 
Tetrahydrogeraniol 30 
3,7-Dimethyl-3-octanol 200 
ortho-Tertiary butyl cyclohexanyl acetate 
60 
Total 1000 
Fragrance Mixture no. 2, Herbal Citrus Bouquet 
7-Octen-2-ol-2,6-dimethyl acetate 
150 
1-Methyl-4-isopropyl cyclohexan-8-yl acetate 
150 
Tetrahydrogeraniol, 2,6-dimethylheptan-2-ol 
150 
Diphenyl oxide 15 
1,3-Dioxane-2,4,6-trimethyl-4-phenyl 
25 
Ethyl Tricyclo5.2.1.02,6!decan-2-carboxylate 
18 
Limetol 10 
Octanal dimethyl acetal 10 
2,6-Dimethyl-2-octanol 400 
Thymyl methyl ether 2 
ortho-Tertiary butyl cyclohexanyl acetate 
70 
Total 1000 
Fragrance Mixture no. 3, Herbal Pine Bouquet 
Iso amyl phenyl ether 15 
2,2-Dimethylbicyclo2.2.1!heptane-3-carboxylic acid, 
5 
methyl ester 
2-Tertiary pentyl cyclohexanyl acetate 
25 
7-Octen-2-ol-2,6-dimethyl acetate 
400 
Diphenyl methane 15 
Eucalyptol 15 
alpha-Fenchyl acetate 100 
Isobornyl methyl ether 200 
3,7-Dimethyl-3-octanol 150 
ortho-Tertiary butyl cyclohexanyl acetate 
65 
2-(1-Ethoxyethoxy) ethyl-1-ethoxy-1-(2-phenylethoxy)ethane 
10 
Total 1000 
Fragrance Mixture no. 4, Lavender Bouquet 
Diphenyl methane 350 
Eucalyptol 450 
Ethyl tricyclo5.2.1.02,6!decan-2-carboxylate 
25 
Isopar M 115 
Octanal dimethyl acetal 25 
Tetrahydrogeraniol 35 
Total 1000 
______________________________________ 
Fragrance mixtures no. 1 through 4 were tested in a block tablet, prepared 
as described above, at a 5.00% level, by weight, employing DANTOCHLOR.RTM. 
RW powder as the bleaching agent. Table 2, set out below, summarizes the 
results of the odor and color observations of the tablets after storage 
for two weeks, at room temperature, and at 110.degree. F. 
TABLE 2 
______________________________________ 
2 weeks 2 weeks 
Room Temperature 
110.degree. F. 
Component Color Odor Color 
Odor 
______________________________________ 
No fragrance 
0 A 0 B 
Mixture 1 0 B + C 
Mixture 2 0 A 0 B 
Mixture 3 0 A 0 C 
Mixture 4 0 A 0 B 
______________________________________ 
Color Stability 
++++ = Severe intense discoloration 
+++ = Considerable discoloration 
++ = Moderate discoloration 
+ = Slight discoloration 
0 = Essentially no color change relative to unfragranced base 
Odor Stability 
A = Stable 
B = Acceptably stable, slight change 
C = Less stable, not disagreeable 
D = Unstable, "off" note 
When 1,3-dibromo-5,5-dimethylhydantoin was substituted for 
1,3-dichloro-5,5-dimethylhydantoin, the results of the stability testing 
showed that a fragrant mixture of eucalyptol/fenchyl acetate mixture was 
relatively stable at room temperature but lost some of its piney odor 
character at 90.degree. F., although it was still recognizable as a 
pine-note. A slightly yellow discoloration was also noted. At 100.degree. 
F. and 110.degree. F., the piney odor completely disappeared and the 
1,3-dibromo-5,5-dimethylhydantoin tablets showed a strong yellow 
discoloration. 
The invention being thus described, it will be obvious that the same may be 
varied in many ways. Such variations are not to be regarded as a departure 
from the spirit and scope of the invention and all such modifications are 
intended to be included within the scope of the following claims.