Note: Descriptions are shown in the official language in which they were submitted.
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BLEACHING AND CLEANING
COMPOSITIONS CONTAINING FRAGRANCES
Field of the Invention
The present invention is directed to a shaped bleaching block containing a
stable fragrant agent. The stable fragrant bleaching block comprises (a) a
bleaching agent
having a reduction potential from about -0.7v to about +0.4v compared to an
AgIAgCI
electrode: and (b) an organoleptic effective amount of a fragrant agent which
(i) is 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 block.
Description of the Background
Odor is that property of a substance that makes it perceptible to the sense of
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2
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 and clean substrates, e.g., textiles, by removing soil. 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 categories: chlorine containing
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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.
United States Patent 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 SO%
or a Raoult variance ratio of at least 1.1. The components are allocated to
one of the
following six classes: Class l: 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.
United States Patent 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
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from 45 to 100% by weight of deodorant active components, the components
having a
Lipoxidase-inhibiting capacity of at least 50% or a Roaoult variance ratio of
at least l.l. 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 l, Class 2 and Class 4; and (b) the
deodorant
composition contains components from at least four of the six classes.
Summary of the Invention
The present invention relates to a shaped fragrant bleaching block and methods
for making and employing the block. In general, a fragrant bleaching block 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 composition and
compression-molding,
melt-casting, or extruding the composition to form a block.
The shaped fragrant bleaching block comprises:
(a) a bleaching agent having a reduction potential from about
-0.7v to about +0.4v compared to an Ag/AgCI electrode; and
(b) an organoleptic effective amount of a fragrant agent which (i) is stable
to
the bleaching agent, (ii) does not decompose the bleaching agent, and (iii) is
not substantially
hygroscopic.
In a preferred embodiment, the present invention relates to a method of making
shaped fragrance bleaching blocks and, in particular, urinal blocks. The
shaped fragrance
bleaching blocks may be produced, for example, by (a) admixing the bleaching
agent and
,
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fragrant agent and the other desired components and placing the mixture into a
mold of a
predetermined size and shape; (b) compressing the mold for a period of time
and at a
pressure sufficient to produce a solid fragranced bleaching block; and (c)
recovering the solid
shaped fragranced bleaching block from the mold. Another example of a method
for
5 producing the shaped fragranced bleaching blocks of this invention comprises
(a) admixing
the aforesaid composition and extruding a melt or partial melt of the mixture
into a mold of
the predetermined size and shape; (b) cooling the mold to solidify the shaped
fragranced
bleaching block: and (c) recovering the solid shaped fragranced bleaching
block from the
mold. To achieve a melt or partial melt in accordance with the present
invention, the
composition mixture is heated for a time sufficient to melt or partially melt
the quantity of
composition mixture placed in the oil bath.
Methods for cleaning, reducing or retarding bacterial, fungal and algal
growth,
and controlling biofilm are also provided by this invention. According to the
method of this
invention, a shaped fragranced bleaching block of this invention is placed in
a toilet fixture
for a time sufficient to reduce or retard the growth of bacteria, fungus or
algae in the toilet
fixture. In a preferred embodiment, the growth of bacteria, fungus and algae
in a toilet bowl
or urinal is reduced or retarded by placing a urinal block in a toilet
fixture. The block may
be placed in the tank or under the rim of the fixture. As used herein, a
toilet fixture
includes, for example, toilets and urinals.
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 -0.7v to about +0.4v compared to an
Ag/AgCI
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
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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, tent-butyl, n-
pentyl, sec-pentyl, ten-pentyl, and the like.
The terms "odor" , "fragrance" , and "smell" as used herein are used
interchangeable 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 level or
amount of fragrant agents) present in a composition at which the incorporated
agents)
exhibits) 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 gf the present invention which are not
substantially
hygroscopic and do not adsorb substantial moisture form 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
r ,
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0.5 % , by weight.
The term "shaped fragranced bleaching block" as used herein refers to a solid
product having a predetermined shape, which is hard, organoleptic, shape-
retentive, and dust-
s free.
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 -0.7v to about +0.4v,
preferably from about
-0.4v to about +0.2v, more preferably from about -0.2v to about +0. lv, and
most preferably
about -0.2v, compared to an Ag/AgCI 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.
R H 3 ir0
X'N~N-Y
0
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X Y
I,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-S,5-dimethylhydantoin (MCDMH) and N-bromo-5,5-
dimethylhydantoin (MBDMH), and dihalogenated hydantoins such as 1,3-dichloro-
5,5-
dimethylhydantoin(DCDMH), I,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-~-methyl-5-
ethylhydantoin
(BCMEH). Alkyl substitution is not limited to methyl and ethyl but also
includes lower-alkyl
mixtures of C, to C,~ isomers. Preferably, the bleaching agent is selected
from the group
consisting of I,3-dichloro-5,5-dimethylhydantoin and I-bromo-3-chloro-5,5
dimethylhydantoin, and more preferably the bleaching agent is I,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.
H+ (aq) + a = 1/2 H2 (g)
By definition, the potential of this system is zero (E° = O.OOOV) 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 of pressure. The
potential of all other
electrodes are then referred to this defined zero. The absolute potential of
other electrodes
r i
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may be either greater or small, 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:
Bromodimethylhydantoin (MBDMH) +0.2v
Chlorodimethylhydantoin (MCDMH)-0.7v
Dibromodimethylhydantoin (DBDMH)+O.lv, + 0.4v
Dichlorodimethylhydantoin (DCDMH)-0.2v
Reference literature electrode is Ag/AgCI; Reference literature reports CL, as
+ 1.36v and
Br, as + 1.08v.
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~ RW, a mixture of 1,3-
dichloro-5,5-dimethylhydantoin and 1,3-dichloro-5,5-diethylhydantoin.
Dantochlor~ 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~ 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~ RW is a proprietary hydantoin
derivative in
briquette form and functions as a microbicide through the controlled release
of active
chlorine.
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) are
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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 (i) is stable to the bleaching
agent, (ii) does not decompose the bleaching agent, and (iii) is not
substantially hygroscopic,
10 with the proviso that the fragrant agent is not an essential oil, extract,
resin, or synthetic oil.
In another preferred embodiment, the fragrant agent (i) 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 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, New Jersey), isoborneol, isoborneol methyl
ether, 2,2-
dimethylbicyclo[2.2.1]heptane-3-carboxylic acid, methyl ester (commercially
available under
the trade name "Cistulate" from Naarden International, New York, New York), 2-
tertiary
pentyl cyclohexanyl acetate (commercially available under the trade name
"Coniferan" from
International Fragrances & Flavors, Union Beach, New Jersey), 7-octen-2-ol-2,6-
dimethyl
acetate (commercially available under the trade name "Dihydro Myrcenyl
Acetate"
from Quest International Fragrances Company, Mount Olive, New Jersey), 1-
methyl-4-
isopropyl cyclohexan-8-yl acetate (commercially available under the trade name
"Dihydro
Terpinyl Acetate" from International Fragrances & Flavors, Union Beach, New
Jersey),
tetrahydrogeraniol, 2,6-dimethylheptan-2-of (commercially available under the
trade name
"Dimetol" from Givaudan, Clifton, New Jersey), Biphenyl methane (commercially
available
from EIan Chemical Company Incorporated, Newark, New Jersey), Biphenyl oxide
Biphenyl
ether (commercially available from Polarome Manufacturing Company,
Incorporated, Jersey
City, New Jersey), eucalyptol (commercially available from Ungerer & Company,
Lincoln
Park, New Jersey ), alpha-fenchyl acetate (commercially available from Citrus
& Allied
Essences Ltd., Floral Park, New Jersey), 1,3-dioxane-2,4,6-trimethyl-4-phenyl
(commercially
available under the trade name "Floropal" from Haarmann & Reimer Corp.,
Springfield, New
Jersey), 4-methyl-2-(2-methylpropyl)tetrahydro-2H-pyran-4-of (commercially
available under
the trade name "Florosa (Q)" from Quest International Fragrances Company,
Mount Olive,
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New Jersey), ethyl tricyclo[5.2.1.02,6]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 Fragrances
Company, Mount Olive, New Jersey), 2-butyl-4,4,6-trimethyl-1,3-dioxane
(commercially
available under the trade name "Herboxane" from Quest International Fragrances
Company,
Mount Olive, New Jersey), 2-butyl-4,4,6-trimethyl-1,3-dioxane (commercially
available from
Roure Betrand Dupont, Inc. , Teaneck, New Jersey), limetol (commercially
available from
Quest International Fragrances Company, Mount Olive New Jersey), 3,12-
tridecadiene nitrite
(commercially available under the trade name "Mandaril" from Haarmann & Reimer
Corp.,
Springfield, New Jersey), methyl lavender ketone (commercially available from
International
Fragrances & Flavors, Union Beach, New Jersey), octanal dimethyl acetal
(commercially
available under the trade name "Octacetal" from International Fragrances &
Flavors, Union
Beach, New Jersey), orange flower ether (commercially available from
International
Fragrances & Flavors, Union Beach, New Jersey), p-tertiary butyl cyclohexanol
(commercially available under the trade name "Patchone" from International
Fragrances &
Flavors, Union Beach, New Jersey), benzene pentanol, gamma-methyl
(commercially
available under the trade name "Phenoxanol" from International Fragrances &
Flavors, Union
Beach, New Jersey), 3-octanol (commercially available under the trade name
"Tetrahydro-
alloocimenol" from Union Camp Corporation, Jacksonville, Florida), 3,7-
dimethyl-3-octanol
(commercially available under the trade name "Tetrahydrolinalool" from
Givaudan, Clifton,
New Jersey), 2,6-dimethyl-2-octanol (commercially available under the trade
name
"Tetrahydromyrcenol" from SCM Glidco Organics Corp., Jacksonville, Florida),
thymyl
methyl ether, ortho-tertiary butyl cyclohexanyl acetate (commercially
available under the trade
name "Verdox" from International Fragrances & Flavors, Union Beach, New
Jersey),
benzene,2-{1-ethoxyethoxy)ethyl-1-ethoxy-1-(2-phenylethoxy)ethane(commercially
available
under the trade name "Vertocinth" from Bush Boake Allen Inc., Montvale, New
Jersey),
cyclohexyl phenyl ethyl ether (commercially available under the trade name
"Phenafleur"
from International Fragrances & Flavors, Union Beach, New Jersey), 1-(4-isopro-
pylcyclohexyl)ethanol (commercially available under the trade name "Mugetanol"
from
Haarmann & Reimer Corp., Springfield, New Jersey), and bicyclo[2.2.1]heptane-2-
ethyl-5(or
6)-methoxytricyclo[2.2.1Ø2.6]heptane, 1-ethyl-3-
methoxy(commerciallyavailableunder the
trade name "Neoproxen" from International Fragrances & Flavors. Union Beach,
New
Jersey).
More preferably, the fragrant agent comprises a mixture of two members
selected from the group consisting of isoamyl phenyl ether, isoborneol,
isoborneol methyl
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ether, 2,2-dimethylbicyclo[2.2.1]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 tricyclo[5.2.1.02,6]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 nitrite, methyl lavender ketone, octanal dimethyl
acetal,
orange flower ether, p-tertiary butyl cyclohexanol, benzene pentanol,
gammamethyl, 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-
isopropylcyclohexyi)ethanol, and
bicyclo[2.2.1]heptane-2-ethyl-5(or 6)-methoxytricyclo[2.2.1Ø2.6]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 isoamyl phenyl ether, isoborneol,
isoborneol methyl
ether, 2,2-dimethylbicyclo[2.2.1]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, diphenyi 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 tricyclo[5.2.1.02,6]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-tridecadine nitrite, methyl lavender ketone, octanal dimethyl
acetal,
orange flower ether, p-tertiary butyl cyclohexanol, benzene pentanol,
gammamethyl, 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
bicyclo[2.2.1]heptane-2-ethyl-5(or 6)-methoxytricyclo[2.2.1Ø2.6]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 isoamyl phenyl ether, isoborneol, isoborneol methyl ether,
2,2-
dimethylbicyclo[2.2. i]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,
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alpha-fenchyl acetate, 1,3-dioxane-2,4,6-trimethyl-4-phenyl, 4-methyl-2-(2-
methylpropyl)tetrahydro-2H-pyran-4-ol, ethyl tricyclo[5.2.1.02,6]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 nitrite, methyl lavender ketone, octanaI dimethyl
acetal,
orange flower ether, p-tertiary butyl cyclohexanol, benzene pentanol,
gammamethyl, 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-
isopropyicyclohexyl)ethanol, and
bicyclo[2.2.1]heptane-2-ethyl-5(or 6)-methoxytricyclo[2.2.1Ø2.6]heptane, 1-
ethyl-3-methoxy.
IO
The fragrant agent may also comprise a diluent. Suitable diluents may be
selected from the group consisting of Isopar L (light), Isopar M (mediumj, and
Isopar H
(heavy). 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, Texas.
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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-Dimethylbicycto[2.2.1]heptane-3-carboxylic 2
acid, methyl ester
7-Octen-2-ol-2,6-dimethyl acetate 100
1-Methyl-4-isopropyl cyclohexan-8-yl acetate 300
2, 6-Dimethylheptan-2-of 30
biphenyl oxide 10
Eucalyptol 50
alpha-Fenchyl acetate 50
4-Methyl-2-(2-methylpropyl)tetrahydro-2H-pyran-4-of25
Ethyl tricyclo[5.2.1.02,6]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
Octanal dimethyl acetal 7
Tetrahydrogeraniol 30
3 , 7-Dimethyl-3-octanol 200
ortho-Tertiary butyl cyclohexanyl acetate 60
Total 1000
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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
5 7-Octen-2-ol-2,6-dimethyl acetate 150
1-Methyl-4-isopropyl cyclohexan-8-yl acetate 150
Tetrahydrogeraniol, 2,6-dimethylheptan-2-of 150
biphenyl oxide 15
1, 3-Dioxane-2,4, 6-trimethyl-4-phenyl 25
10 Ethyl tricyclo[5.2.1.02,6]decan-2-carboxylate 18
Limetol 10
Octanal dimethyl acetal 10
2,6-Dimethyl-2-octanol 400
Thymyl methyl ether 2
15 ortho-Tertiary butyl cyclohexanyl acetate 70
Total 1000
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16 -
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
Isoamyl phenyl ether 15
2,2-Dimethylbicyclo[2.2.1]heptane-3-carboxylic acid,
methyl ester 5
2-Tertiary pentyl cyclohexanyl acetate 25
7-Octen-2-ol-2.6-dimethyl acetate 400
biphenyl methane 15
Eucalyptol 15
alpha-Fenchyl acetate 100
Isoborneol methyl ether 200
3,7-Dimethyl-3-octanol ' 150
ortho-Tertiary butyl cyclohexanyl acetate 65
2-(1-Ethoxyethoxy) ethyl-I-ethoxy-1-(2-phenylethoxy)ethane
Total 1000
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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
biphenyl methane 350
Eucalyptol 450
Ethyl tricyclo[5.2.1.02.6]decan-2-carboxylate25
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.
In a preferred embodiment, the present invention is directed to shaped
fragrance bleaching blocks. In particular, a fragranced urinal block is
provided by this
invention. The shaped fragranced bleaching blocks comprise a bleaching agent
having a
reduction potential from about -0.7v to about +0.4v compared to an Ag/AgCI
reference
electrode, an organoleptic effective amount of a fragrant agent which (i) is
stable to the
bleaching agent, (ii) does not decompose the bleaching agent, and (iii) is not
substantially
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hygroscopic, and at least one of the following additives: a solubility
modifier, a compaction
aid, a filler, a surfactant, a dye, a dispersant, a binder, a Iubricant/mold
release agent, a
detergent builder, a corrosion inhibitor, a chelant, a stabilizer, a biocide,
a bromide source.
and an oxidizing halogenated biocide. In a more preferred embodiment, the
shaped
fragranced bleaching block contains a bleaching agent composition containing
chlorinated
hydantoins and combinations thereof. For example, the shaped fragranced
bleaching block
may contain approximately eighty percent 1,3-dichloro-5,5-dimethylhydantoin
and twenty
percent 1,3-dichloro-5,5-methylethylhydantoin ("Dantochlor~"), and the binder
ethylene-bis-
stearamide ("Acrawax~ C").
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. Patent No.
4,537,697);
compaction aids (for example, inorganic salts comprised of hydrogen, lithium,
sodium,
potassium, magnesium and calcium canons associated with carbonate,
bicarbonate, borate,
silicate, phosphate, percarbonate, and perphosphate: see U.S. Patent 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 cocoylisothionate); dyes
(for example,
copper phthalocyanine tetrasulfonic acid tetra sodium salt dye, derivitized
and underivitized
phthaiocyanines 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~ S"); lubricants/mold release agents (for example, magnesium,
calcium, and
sodium stearate); binders (for example, ethylene-bis-stearamide, "Acrawax~
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
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such as ~,5-dimethyl hydantoin (DMH), 5,5-ethylmethyl hydantoin (EMH),
cyanuric acid,
sulfarnic 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. Patent No. 4,995,987); bromide sources (for example,
sodium bromide
and potassium bromide); corrosion inhibitors (for example, sodium silicate and
sodium
benzoatej; and oxidizing halogenated biocides (for example, bromochlor-5,5-
dimethylhydantoin (BCDMH), halogenated hydantoins, chlorinated isocyanurates
and other
halogenated n-hydrogen compounds).
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:
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Component % by weight
1. Precipitated silica 2.00
2. Fragrance 5.00
5 3. Dioctyl sodium sulfosuccinate 4.00
4. Sodium sulfate 4.00
S. 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 die 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 die by inverting the die and
placing a
flange between the die and the press. The press was pumped until the tablet
was released.
The pressure was again released by loosing the hydraulic bleed valve and
removing the die
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~ 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°F.
r
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Table 1
2 weeks 2 weeks
Component Room Temperature 110 Odor
Color Odor F
Color
No fragrance 0 A 0 B
Anther 0 B 0 C
Isoborneol 0 A 0/ + B
Isoborneol methyl ether0 A/B + B
Cistulate 0 B 0/ + B/C
Coniferan 0 B 0/ + C
Dihydro myrenyl acetate,0 B 0/ + D
Dihydro terpinyl acetate0 B ++ D
Tetrahydrogeraniol 0 A/B 0/+ B
Dimetol 0 A 0/+ C
biphenyl methane 0 A 0/ + B
biphenyl oxide + + B + + C
+
Eucalyptol (1,8-cineole)0 A 0 B
Fenchyl acetate, alpha0 A 0 C
Floropal 0 C + + D
Florosa (QST-120) 0 B + C
Fruitate 0 A 0/+ B
Frutonile QST-20) 0 A + + C
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Table 1 (continued)
2 weeks 2 weeks
Component Room Temperature 110F Odor
Color Odor Color
Herboxane 0 B + + D
Limetol (LRG 1182) 0 B 0 D
Mandaril 0 B 0/ + D
Methyl lavender ketone0 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 alto ocimenol0 A/B O/+ D
Tetrahydro linalool 0 B 0/+ 0
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
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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 Nos. I
through 4 were prepared with the components, and in the proportions, set out
below.
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Fragrance Mixture No. 1 Lavanda Verde
Ingredient Name Quantity
2 , 2-Dimethylbicyclo[2.2.1 ]heptane-
3-carboxylic acid, methyl ester 2
7-Octen-2-ol-2,6-dimethyl acetate 100
1-Methyl-4-isopropyl cyclohexan-8-yl acetate 300
2,6-Dimethylheptan-2-of 30
biphenyl oxide 10
Eucalyptol 50
alpha-Fenchyl acetate 50
4-Methyl-2-(2-methylpropyl)tetrahydro-2H-pyran-4-of25
Ethyl tricyclo[5.2.1.02,6]decan-2-carboxylate 2_5
2-Butyl-4,4,6-dimethyl-1,3-dioxane 50
Isoborneol 3.5
Isoborneol methyl ether 25
Isopar M 50
Methyl lavender ketone - -w
OctanaI dimethyl acetal
Tetrahydrogeraniol 30
3,7-Dimethyl-3-octanol 200
ortho-Tertiary butyl cyclohexanyl acetate 60
Total 1000
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Fragrance Mixture No. 2, Herbal Citrus Bouquet
Ingredient Name Quantity
5 7-Octen-2-ol-2,6-dimethyl acetate 150
1-Methyl-4-isopropyl cyclohexan-8-yl acetate 150
Tetrahydrogeraniol, 2,6-dimethylheptan-2-of 150
biphenyl oxide 15
1,3-Dioxane-2,4,6-trimethyl-4-phenyl 25
10 Ethyl tricyclo[5.2.1.02,6]decan-2-carboxylate18
Limetol 10
Octanal dimethyl acetal 10
2 , 6-Dimethyl-2-octanol 400
Thymyl methyl ether 2
15 ortho-Tertiary butyl cyclohexanyl acetate 70
Total 1000
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Fragrance Mixture No. 3 Herbal Pine Bouquet
Ingredient Name Quantity
Isoamyl phenyl ether 15
2,2-Dimethylbicyclo[2.2.1)heptane-
3-carboxylic acid, methyl ester
2-tertiary pentyl cyclohexanyl acetate 25
7-Octen-2-ol-2,6-dimethyl acetate 400
biphenyl methane 15
Eucalyptol 15
alpha-Fenchyl acetate 100
Isoborneol methyl ether 200
3,7-Dimethyl-3-octanol 150
ortho-Tertiary butyl cyclohexanyl acetate 65
2-(I-Ethoxyethoxy) ethyl-1-ethoxy-1-(2-phenylethoxy)ethane10
Total 1000
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27
Fragrance Mixture No. 4, Lavender Bouquet
Ingredient Name Quantity
S biphenyl methane 350
Eucalyptol 450
Ethyl tricyclo[5.2.I.02,6]decan-2-carboxylate 25
Isopar M 115
Octanal dimethyl acetal 25
Tetrahydrogeraniol 35
Total 1000
Fragrance mixtures Nos. 1 through 4 were tested in a block tablet, prepared
as described above, at a 5.00%o level, by weight, employing Dantochlor~ 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°F.
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Table 2
2 weeks 2 weeks
Room Temperature 110F
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 was relatively stable at room temperature but lost
some of its piney
odor character at 90°F, although it was still recognizable as a pine-
note. A slightly yellow
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discoloration was also noted. At 100°F and 110°F, the piney odor
completely disappeared
and the 1.3-dibromo-5,5-dimethylhydantoin tablets showed a strong yellow
discoloration.
Example II
This example illustrates a method of preparing a solid block using melt
techniques. Several blocks were produced containing various additives
including: solubility
modifiers, fillers, surfactants, dyes, fragrances, dispersants,
lubricants/mold release agents,
detergent builder, corrosion inhibitor, chelants, stabilizers, and biocides.
The blocks were produced by admixing the bleaching agent (90 % ) and the
additive ( 10 % ) or fragrant agent ( 10 % ) and placing the mixture into a
test tube and heating
in an oil bath having a temperature ranging from 85° to 95°C.
The bleaching agents tested
consisted of two compositions, identified as Composition A and Composition B
in Table 3.
Composition A contains a 50/50 mixture of methylethylhydantoin and
dimethylhydantoin,
which is an all chlorine halohydantoin. Composition B contains a 50/50 mixture
of
methylethylhydantoin and dimethylhydantoin, which is a 3:1 chlorine to bromine
halohydantoin. The mixture was heated until it melted. Upon melting, the
mixture was
poured into a small hexagonal plastic mold and allowed to cool. The solid
block was
removed from the mold. Criteria for successful blocks were no visual
discoloration and the
production of a solid, dust-free form.
All of the additives tested produced solid, dust-free blocks with no visible
discoloration. Such blocks would be useful as urinal blocks. The additives
tested are set
forth in Table 3:
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Table 3
Melt Cast Compositions
HalohydantoinAdditive Category Additive Example
5 Comp. A Solubility modifier Aluminum hydroxide
Comp. A Compaction aids Sodium bicarbonate
Comp. A Filler Sodium sulfate
Comp. A Surfactant Sodium dioctyl sulfosuccinate
"Aerosol" OTB"
Comp. A Dye Sulfonated copper phthalocyanine
10 Comp. A Fragrance BBA - Pine Herbal
Comp. A Dispersant Polyacrylic acid
Comp. A Dispersant Phosphonobutanetricarboxylic
acid
"BayhibitT" S"
Comp. A Binder Ethylene-bis-stearamide
"Acrawax~ C"
Comp. A Detergent builder Sodium tripolyphosphate
15 Comp. A Corrosion inhibitor Sodium silicate
Comp. A Corrosion inhibitor Sodium benzoate
Comp. A Chelant Sodium gluconate
Comp. A Stabilizer Dimethyl hydantoin
Comp. A Biocide Copper sulfate
20 Comp. A Bromide source Sodium bromide
Comp. A i Oxidizing halogen compositionBCDMH
Comp. B Solubility modifier Aluminum hydroxide
Comp. B Filler Sodium sulfate
Comp. B Dispersant Polyacrylic acid
25
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EXAMPLE III
This example illustrates a method of preparing a urinal block contain
ing a fragrant agent, a bleaching agent and at least one additive using
compression
techniques.
The formula for making a tablet of solid, stable, fragrant bleaching
composition for testing is set out below:
Component % By Weight
Bleaching agent 85.00
Fragrance (BBA-Pine or
Citric/Herbal) 5.00
Binder 10.00
(Ethylene-bis-stearamide)
TOTAL 100.00
The bleaching agent contained approximately eighty percent 1,3-
dichloro-5,5-dimethylhydantoin and twenty percent I,3-dichloro-5,5-
methylethylhydantoin. All work preparing the solid, stable, fragrant bleaching
composition was performed in a ventilating hood using protective gloves, a
dust
mask, and goggles. All of the components were mixed together until uniform. A
quantity of 50 grams of the above mixture was placed in a chrome plated die
set and
then placed in a Carver Press where approximately 18,000 psi to approximately
22,000 psi was applied for approximately 5 to 10 seconds. The pressure was
relieved by loosening the hydraulic bleed valve. The tablet was then removed
from
the die by inverting the die and placing a flange between the die 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 die and tablet.
The longevity of each urinal block was tested by placing the urinal
block (weighing approximately 50 g) in 500 ml of tap water for a specific
period of
time each day for three consecutive days. On Day l, the urinal block was
initially
weighed and then placed in water for 7 hours. The urinal block was weighed to
determine the percentage of block dissolved. On Day 2, the urinal block was
again
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32
placed in water for 7 hours and then subsequently weighed. On Day 3, the test
was
run for 8 hours. The results of the three day trial revealed that
approximately 8
of the urinal block was dissolved during each experiment. These results
demonstrate
that after three days, approximately 75 % of the urinal block was intact.
Next, the longevity of the urinal block was compared with the
longevity of a commercial urinal block. The experiment was conducted in actual
working urinals over a two week period of time. The bleaching agent in the
commercial urinal block was paradichlorobenzene. The results are illustrated
in the
table below.
Invention Commercial
Initial wt. 84.64 g 83.63 g
Weight after 1 week 71.64 g 40.90 g
% wt. loss after 1 15 % 51 %
week
Weight after 2 weeks 52.81 g 2.65 g
% wt. loss after 2 38 % 97 %
weeks
As illustrated above, the commercial urinal block dissolved almost
completely within 2 weeks while only 38 % of the urinal block of the present
invention dissolved within 2 weeks. Thus, the urinal blocks produced by the
present
invention have a significantly greater longevity compared to commercial urinal
blocks.
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.
