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Patent 2364591 Summary

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(12) Patent Application: (11) CA 2364591
(54) English Title: PERFUMED LIQUID HOUSEHOLD CLEANING FABRIC TREATMENT AND DEODORIZING COMPOSITIONS PACKAGED IN POLYETHYLENE BOTTLES MODIFIED TO PRESERVE PERFUME INTEGRITY
(54) French Title: COMPOSITIONS LIQUIDES PARFUMEES POUR LE TRAITEMENT DE TISSUS D'ENTRETIEN MENAGER ET COMPOSITIONS DEODORANTES CONDITIONNEES DANS DES BOUTEILLES EN POLYETHYLENE POUR PRESERVER L'INTEGRALITE DU PARFUM
Status: Dead
Bibliographic Data
(51) International Patent Classification (IPC):
  • C11D 3/50 (2006.01)
  • C11D 17/04 (2006.01)
(72) Inventors :
  • REECE, STEVEN (United States of America)
  • SCHNEIDERMAN, EVA (United States of America)
  • IRETON, KIMBERLY ANN (United States of America)
  • FRITZ, MARK DAVID (United States of America)
  • STREUTKER, ALEN DAVID (United States of America)
  • WOO, RICKY AH-MAN (United States of America)
(73) Owners :
  • THE PROCTER & GAMBLE COMPANY (United States of America)
(71) Applicants :
  • THE PROCTER & GAMBLE COMPANY (United States of America)
(74) Agent: DIMOCK STRATTON LLP
(74) Associate agent:
(45) Issued:
(86) PCT Filing Date: 2000-03-17
(87) Open to Public Inspection: 2000-09-21
Examination requested: 2001-08-31
Availability of licence: N/A
(25) Language of filing: English

Patent Cooperation Treaty (PCT): Yes
(86) PCT Filing Number: PCT/US2000/007137
(87) International Publication Number: WO2000/055292
(85) National Entry: 2001-08-31

(30) Application Priority Data:
Application No. Country/Territory Date
60/125,043 United States of America 1999-03-18

Abstracts

English Abstract




Bottle aqueous household cleaning, fabric treatment and deodorizing
compositions comprising surfactant, and a perfume which contains a substantial
proportion of hydrophobic perfume ingredients having a ClogP of greater than
3. The bottles are made of high density polyethylene wherein the bottles have
a continuous inner surface layer of nylon, polyetheneterephthalate or
fluorinated polyethylene in order to prevent migration into and/or
transmission through the high density polyethylene of the hydrophobic perfume
ingredients.


French Abstract

Compositions aqueuses pour le traitement de tissus pour l'entretien ménager et compositions déodorantes, conditionnées en bouteilles, comprenant un agent tensio-actif et un parfum renfermant une proportion importante d'ingrédients parfumés hydrophobes ayant un ClogP supérieur à 3 : Les bouteilles sont en polyéthylène haute densité et présentent une couche superficielle interne continue en Nylon, polyéthylènetéréphtalate ou polyéthylène fluoré, en vue d'empêcher la migration dans/ et/ou la transmission, au travers du polyéthylène haute densité, desdits ingrédients parfumés hydrophobes.

Claims

Note: Claims are shown in the official language in which they were submitted.





19
WHAT IS CLAIMED IS:
1. A bottled aqueous household cleaning, fabric treatment or deodorizing
composition
wherein the composition comprises, in addition to water, from 0.01% to 50% of
a
surfactant and from 0.003% to 5%of a perfume wherein the perfume contains at
least 10%
of one or more hydrophobic perfume ingredients having a ClogP of greater than
3, and
wherein said composition is contained in a high density polyethylene bottle
wherein the
bottle has an inner surface layer of a material selected from the group
consisting of:
a) nylon,
b) polyethylene terephthalate,
d) perfume is present at a levelfluorinated high density polyethylene
2. The bottled composition of Claim 1 wherein the amount of perfume in the
composition is from 0.003 to 1%
3. The bottled composition of Claim 2 wherein the perfume contains at least
50% of
perfume ingredients having a ClogP of greater than 3.
4. The bottled composition of claim 3 wherein the perfume contains at least
70% of
perfume ingredients having a ClogP of greater than 3.
5. The bottled composition of Claim 3 wherein the perfume level in the
composition is
from 0.05 to 0.2% and wherein said composition additionally comprises from
0.1% to
20% of cyclodextrin and from 0.15 to 20% of a cyclodextrin-compatible perfume.
6. The bottled composition of Claim 5 wherein the inner surface layer of the
bottle is
nylon.
7. The bottled composition of Claim 5 wherein the inner surface layer of the
bottle is
polyethyleneterephthalate.
8. The bottled composition of Claim 5 wherein the inner surface layer of the
bottle is
fluorinated polyethylene.

Description

Note: Descriptions are shown in the official language in which they were submitted.




CA 02364591 2001-08-31
WO 00/55292 PCT/US00/07137
PERFUMED LIQUID HOUSEHOLD CLEANING FABRIC TREATMENT AND
DEODORIZING COMPOSITIONS PACKAGED IN POLYETHYLENE BOTTLES
MODIFIED TO PRESERVE PERFUME INTEGRITY
FIELD OF THE INVENTION
The present invention relates to stable aqueous perfiuned household cleaning
and
deodorizing compositions containing a surfactant and a perfume. The perfume is
in a
solubilized or emulsified state and contains a substantial proportion of
hydrophobic
perfume materials in order to impart a clean, desirable, scent to substrates
upon which the
product is used. The composition is packaged in a polyethylene bottle wherein
the
interior of the bottle has been modified in order to prevent undesirable
changes in the
perfume caused by absorption and/or transmission of the hydrophobic components
into
and/or through the polyethylene during storage.
BACKGROUND
It is recognized that consumers appreciate household cleaning, fabric
treatment
and deodorizing products which impart a pleasant odor to surfaces treated with
said
products. It has been found that in the formulation of perfumes for said
products, the use
of a substantial proportion of hydrophobic perfume materials in said perfumes
is
desirable.
For convenience and flexibility in use, it is highly desirable that household
cleaning and deodorizing and fabric treatment compositions be in liquid form
and
packaged in plastic bottles. For cost reasons, polyethylene is a preferred
material for
manufacturing bottles for such compositions. It has been found however, that
hydrophobic perfume materials have a tendency to be lost from the liquid
product by
absorption into and/or transmission through the polyethylene during storage of
the
composition. This results in a change in the odor character of the composition
and a



CA 02364591 2001-08-31
WO 00/55292 PCT/US00/07137
2
reduction in the fragrance benefit which would otherwise be obtained on
surfaces treated
with the composition.
All documents referred to herein are incorporated by reference and all
percentages
and proportions are by weight, unless otherwise specified.
SUMMARY OF THE INVENTION
The present invention relates to a bottled aqueous household cleaning, fabric
treatment or deodorizing product comprising, in addition to water, from 0.01%
to 50% of
a surfactant and from 0.003% to 5% of a perfume wherein the perfume contains
at least
10% of one or more hydrophobic perfume ingredients having a ClogP of greater
than 3,
and wherein the said product is present in a high density polyethylene bottle
and wherein
the bottle has a continuous inner surface layer of a material selected from
the group
consisting of:
a) nylon
b) polyethylene terephthalate and
c) fluorinated high density polyethylene
DETAILED DESCRIPTION OF THE INVENTION
In accordance with the present invention it has been found that when aqueous
household cleaning, fabric treatment or deodorizing compositions comprising
water,
surfactant and perfume are packaged in conventional high density polyethylene
(HDPE)
bottles there is a tendency for certain hydrophobic perfume ingredients (i.e.
those having a
ClogP of about 3 or greater) to be lost from the perfume. This is apparently
by migration
into and/or through the polyethylene bottle material. When the perfumes
contain
substantial amounts of such perfume ingredients, such loss considerably alters
the
intended fragrance character of the perfume. Bottles made of polyethylene
terephthalate
(PET) or glass do not exhibit this detrimental effect on perfumes. However,
consumers
prefer plastic containers over glass, and polyethylene is a less expensive
plastic than PET.
It has now been found that by use of HDPE bottles which have certain interior
surface
modifications, the loss of these hydrophobic perfume ingredients can be
substantially
eliminated.
The present invention is a bottled aqueous household cleaning, fabric
treatment or
deodorizing composition comprising, in addition to water, from 0.01 % to 50%
of a



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WO 00/55292 PCT/US00/07137
3
surfactant and from 0.003% to 5% of a perfume wherein the perfume contains at
least
10% of one or more hydrophobic perfume ingredients having a ClogP of greater
than 3,
and wherein the said composition is present in a high density polyethylene
bottle wherein
the bottle has a continuous inner surface layer of a material selected from
the group
consisting o~
a) nylon
b) polyethylene terephthalate and
c) fluorinated high density polyethylene
A. Surfactants
Surfactants suitable for use in the compositions of the present invention can
be
any of those suitable for use in household cleaning, fabric treatment or
deodorizing
compositions. These include anionic, nonionic, cationic, ampholytic and
zwitterionic
detergents.
Examples of anionic detergents include C8-Cz, alkyl sulfates, alkylbenzene
sulfonates having from 9 to 1 S carbon atoms in the alkyl group, alkyl
ethyleneoxide ether
sulfates having from 8-22 carbon atoms in the alkyl chain and from 1 to 30
ethylene oxide
groups, and C8 to C" fatty acid soaps. Examples of nonionic surfactants
include
condensates of from 3 to 30 moles of ethylene oxide with an aliphatic alcohol
of 8 to 22
carbon atoms, condensates of 5 to 30 moles of ethylene oxide with an alkyl
phenol
wherein the alkyl contains 9 to 15 carbon atoms, and C8 to C" alkyl dimethyl
amine
oxides. Examples of ampholytic and zwitterionic surfactants are found in U.S.
Pat.
3,929,678, Laughlin et al, issued December 30, 1975 at Col, 19, line 38
through Col. 22
line 48. Examples of cationic surfactants are tetraalkyl quaternary ammonium
salts
having at least one alkyl chain of 8 to 22 carbon atoms, wherein the other
alkyl groups
can contain from 1 to 22 carbon atoms and wherein the anionic counterion is
halogen,
ethylsulfate or methylsulfate. The term ""household cleaning and fabric
treatment and
deodorizing compositions" herein includes fabric laundering, softening and
freshening
compositions, and floor, rug and other household surface treatment
compositions where it
is desired to clean and/or impart a beneficial treatment or property to the
surface.
Surfactants are used at levels of from 0.01% to 50%, depending on the intended
usage of
the product. Typical levels are from 0.1 % to 30% and 5% to 20%



CA 02364591 2001-08-31
WO 00/55292 PCT/US00/07137
4
Additional surfactants are disclosed in U.S. Pat.3,664,961, Norns, issued May
23,
1972.
B. Perfumes
The compositions of the present invention contain perfumes at levels of from
S 0.003% to 5% , preferably from 0.003% to 1% and more preferably from 0.05%
to 0.2%.
The perfumes contain a substantial portion of perfume ingredients (at least
about 10%,
preferably at least 50%, more preferably at least 70%) which have a ClogP of
at least 3.
The IogP of many perfume ingredients has been reported; for example, the
Pomona92 database, available from Daylight Chemical Information Systems, Inc.
(Daylight CIS), Irvine, California, contains many, along with citations to the
original
literature. However, the loge values are most conveniently calculated by the
Pamona
Med Chem/Daylight "CLOGP" program, Version 4.42 available from Biobyte
Corporation, Claremont, California. This program also lists experimental loge
values
when they are available in the Pomona92 database. The "calculated IogP"
(ClogP) is
determined by the fragment approach of Hansch and Leo ( cf., A. Leo, in
Comprehensive
Medicinal Chemistry, Vol. 4, C. Hansch, P. G. Sammens, J. B. Taylor and C. A.
Ramsden, Eds., p. 295, Pergamon Press, 1990, incorporated herein by
reference). The
fragment approach is based on the chemical structure of each perfume
ingredient, and
takes into account the numbers and types of atoms, the atom connectivity, and
chemical
bonding. The ClogP values, which are the most reliable and widely used
estimates for
this physicochemical property, are preferably used instead of the experimental
loge
values in the selection of perfume ingredients which are useful in the present
invention.
The following table contains a listing of examples of perfume ingredients
having a
CIogP of at least 3 which are useful in the present invention.



CA 02364591 2001-08-31
WO 00/55292 PCT/US00/07137
Table I
Ingredient ClogP


Citronellol 3.25


Vertenex 4.06


5 Terpinyl acetate 3.58


geranyl acetate 3.72


biphenyl methane 4.06


Lilial (P.T. Bucinal) 3.86


Hexyl cinnamic aldehyde 4.85


Cedryl acetate 5.48


Tonalid 6.25


d-Limonene 4.35


Tetrahydro linalool 3.52


Dihydro myrcenol 3.03


1 S Benzyl salicylate 4.21


Gamma methyl ionone 4.02


Cis-hexenyl salicylate 4.61


Hexyl cinnamic aldehyde 4.85


Phentolide 5.98


Phenyl ethyl phenyl acetate 3.77


p' Cymene 4.07


Alpha pinene 4.18


Isononyl alcohol 3.08


C. Optional inuredients
In addition to surfactant and perfume, aqueous cleaning, fabric treatment and
deodorizing compositions of the present invention can contain the usual
adjuvants found
in such compositions. These include builders (e.g. phosphates, citrates,
polycarboxylates,
silicates, etc.), soil suspending agents (e.g. carboxymethyl cellulose),
antimicrobial agents
(e.g. cyclohexidine, biguanides, etc.), hydrotropes (e.g. sodium cumene
sulfonate,
propylene glycol), enzymes (e.g. proteases) and polar solvents (e.g. ethanol,
ethylene
glycol monobutyl ether).



CA 02364591 2001-08-31
WO 00/55292 PCT/US00/07137
6
In addition to the perfume ingredients which have a ClogP greater than 3, the
perfume can contain perfume ingredients which have a ClogP of less than 3.
Examples of
such ingredients are shown in Table 2. Perfume ingredients which have a ClogP
of less
than 3 can be used at levels up to 90% in the perfumes herein.
Table 2
In erg diem CIo~P


Amyl acetate 2.30


Anisaldehyde 1.78


Benzyl acetate 1.96


Cinnamic alcohol 1.41


Eucalyptol 2.76


Citral 2.95


Ethyl benzoate 2.64


Camphor gum 2.18


1 Dimethyl benzyl carbinol 1.89
S


Eugenol 2.40


Hexyl acetate 2.83


Isoamyl alcohol 1.22


Fenchyl alcohol 2.58


Methyl pentyl ketone 1.91


Nerol 2.77


p-Cresol 1.97


Phenylethyl alcohol 2.13


Preferred compositions herein which
have an especially good deodorizing
effect


on surfaces (e.g. fabrics, carpets,
counter tops, etc.) treated with
the composition, contain


cyclodextrin. In addition to the perfume
in the composition providing the
desired odor, to


the treated surface. Cyclodextrin absorb odors such as
has the ability to present in


perspiration, urine, etc. present
on the treated surface.


Preferably, the cyclodextrins used
in the present invention are highly
water-


soluble such as, alpha-cyclodextrin
and/or derivatives thereof, gamma-cyclodextrin
and/or


derivatives thereof, derivatised beta-cyclodextrins,and/or mixtures thereof.
The


derivatives of cyclodextrin consist s wherein some of the
mainly of molecule OH groups





CA 02364591 2001-08-31
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7
are converted to OR groups. Cyclodextrin derivatives include, e.g., those with
short chain
alkyl groups such as methylated cyclodextrins, and ethylated cyclodextrins,
wherein R is
a methyl or an ethyl group; those with hydroxyalkyl substituted groups, such
as
hydroxypropyl cyclodextrins and/or hydroxyethyl cyclodextrins, wherein R is a -
CH2-
CH(OH)-CH3 or a -CH2CH2-OH group; branched cyclodextrins such as maltose-
bonded
cyclodextrins; cationic cyclodextrins such as those containing 2-hydroxy-3-
(dimethylamino)propyl ether, wherein R is CH2-CH(OH)-CH2-N(CH3)2 which is
cationic at low pH; quaternary ammonium, e.g., 2-hydroxy-3-
(trimethylammonio)propyl
ether chloride groups, wherein R is CH2-CH(OH)-CH2-N+(CH3)3Cl-; anionic
cyclodextrins such as carboxymethyl cyclodextrins, cyclodextrin sulfates, and
cyclodextrin succinylates; amphoteric cyclodextrins such as
carboxymethyl/quaternary
ammonium cyclodextrins; cyclodextrins wherein at least one glucopyranose unit
has a 3-
6-anhydro-cyclomalto structure, e.g., the mono-3-6-anhydrocyclodextrins, as
disclosed in
"Optimal Performances with Minimal Chemical Modification of Cyclodextrins", F.
Diedaini-Pilard and B. Perly, The 7th International Cyclodextrin Symposium
Abstracts,
April 1994, p. 49, said references being incorporated herein by reference; and
mixtures
thereof. Other cyclodextrin derivatives are disclosed in U.S. Pat. Nos:
3,426,011,
Parmerter et al., issued Feb. 4, 1969; 3,453,257; 3,453,258; 3,453,259; and
3,453,260, all
in the names of Parmerter et al., and all issued July 1, 1969; 3,459,731,
Gramera et al.,
issued Aug. 5, 1969; 3,553,191, Parmerter et al., issued Jan. 5, 1971;
3,565,887,
Parmerter et al., issued Feb. 23, 1971; 4,535,152, Szejtli et al., issued Aug.
13, 1985;
4,616,008, Hirai et al., issued Oct. 7, 1986; 4,678,598, Ogino et al., issued
Jul. 7, 1987;
4,638,058, Brandt et al., issued Jan. 20, 1987; and 4,746,734, Tsuchiyama et
al., issued
May 24, 1988; all of said patents being incorporated herein by reference.
Highly water-soluble cyclodextrins are those having water solubility of at
least
about 10 g in 100 ml of water at room temperature, preferably at least about
20 g in 100
ml of water, more preferably at least about 25 g in 100 ml of water at room
temperature.
The availability of solubilized, uncomplexed cyclodextrins is essential for
effective and
efficient odor control performance. Solubilized, water-soluble cyclodextrin
can exhibit
more efficient odor control performance than non-water-soluble cyclodextrin
when
deposited onto surfaces, especially fabric.



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8
Examples of preferred water-soluble cyclodextrin derivatives suitable for use
herein are hydroxypropyl alpha-cyclodextrin, methylated alpha-cyclodextrin,
methylated
beta-cyclodextrin, hydroxyethyl beta-cyclodextrin, and hydroxypropyl beta-
cyclodextrin.
Hydroxyalkyl cyclodextrin derivatives preferably have a degree of substitution
of from
about 1 to about 14, more preferably from about 1.5 to about 7, wherein the
total number
of OR groups per cyclodextrin is defined as the degree of substitution.
Methylated
cyclodextrin derivatives typically have a degree of substitution of from about
1 to about
18, preferably from about 3 to about 16. A known methylated beta-cyclodextrin
is
heptakis-2,6-di-O-methyl-~3-cyclodextrin, commonly known as DIMEB, in which
each
glucose unit has about 2 methyl groups with a degree of substitution of about
14. A
preferred, more commercially available, methylated beta-cyclodextrin is a
randomly
methylated beta-cyclodextrin, commonly known as RAMEB, having different
degrees of
substitution, normally of about 12.6. RAMEB is more preferred than DIMEB,
since
DIMEB affects the surface activity of the preferred surfactants more than
RAMEB. The
1 S preferred cyclodextrins are available, e.g., from Cerestar USA, Inc. and
blacker
Chemicals (USA), Inc.
It is also preferable to use a mixture of cyclodextrins. The amount of
cyclodextrins used in the compositions will range from 0,01 % to about 20%. If
the
composition is intended to be diluted before use it will contain from 3% to
20%,
preferably 5% to 10%. Compositions intended to be used in undiluted form will
generally
contain from 0.01% to S%, preferably 0.1% to 3%, more preferably 0.5% to 2%.
When formulating compositions with cyclodextrins, it is desirable to use
surfactants which have especially good compatibility with cyclodextrin.
Suitable
cyclodextrin-compatible surfactants can be readily identified by the absence
of effect of
cyclodextrin on the surface tension provided by the surfactant. This is
achieved by
determining the surface tension (in dyne/cm2) of aqueous solutions of the
surfactant in
the presence and in the absence of about 1 % of a specific cyclodextrin in the
solutions.
The aqueous solutions contain surfactant at concentrations of approximately
0.5%, 0.1%,
0.01%, and 0.005%. The cyclodextrin can affect the surface activity of a
surfactant by
elevating the surface tension of the surfactant solution. If the surface
tension at a given
concentration in water differs by more than about 10% from the surface tension
of the



CA 02364591 2001-08-31
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9
same surfactant in the 1 % solution of the cyclodextrin, that is an indication
of a strong
interaction between the surfactant and the cyclodextrin. The preferred
surfactants herein
should have a surface tension in an aqueous solution that is different (lower)
by less than
about 10%, preferably less than about 5%, and more preferably less than about
1% from
that of the same concentration solution containing 1% cyclodextrin.
(a) Block Copolymers
Nonlimiting examples of cyclodextrin-compatible nonionic surfactants include
block copolymers of ethylene oxide and propylene oxide. Suitable block
polyoxyethylene-polyoxypropylene polymeric surfactants, that are compatible
with most
cyclodextrins, include those based on ethylene glycol, propylene glycol,
glycerol,
trimethylolpropane and ethylenediamine as the initial reactive hydrogen
compound.
Polymeric compounds made from a sequential ethoxylation and propoxylation of
initial
compounds with a single reactive hydrogen atom, such as C12-18 aliphatic
alcohols, are
not generally compatible with the cyclodextrin. Certain of the block polymer
surfactant
compounds designated Pluronic~ and Tetronic~ by the BASF-Wyandotte Corp.,
Wyandotte, Michigan, are readily available.
Nonlimiting examples of cyclodextrin-compatible surfactants of this type
include:
Pluronic Surfactants with the general formula H(EO)n(PO)m(EO)nH,
wherein EO is an ethylene oxide group, PO is a propylene oxide group, and n
and m are
numbers that indicate the average number of the groups in the surfactants.
Typical
examples of cyclodextrin-compatible Pluronic surfactants are:
Name Average MW Average n Average m
L-101 3,800 4 59
L-81 2,750 3 42
L-44 2,200 10 23
L-43 1,850 6 22
F-38 4,700 43 16
P-84 4,200 19 43,
and mixtures thereof.
Tetronic Surfactants with the general formula:



CA 02364591 2001-08-31
WO 00/55292 PCT/US00/07137
H(EO)n(PO) ~ ,(p0)m(EO)nH
NCH2CH2N
H(EO)n(PO)rri ~((PO)m(EO)nH
wherein EO, PO, n, and m have the same meanings as above. Typical examples of
cyclodextrin-compatible Tetronic surfactants are:
S Name Average MW Average n Average m
901 4,700 3 18
908 25,000 114 22,
and mixtures thereof.
"Reverse" Pluronic and Tetronic surfactants have the following general
formulas:
10 Reverse Pluronic Surfactants H(PO)m(EO)n(PO)mH
Reverse Tetronic Surfactants
H(PO)n(EO)rr~ /(EO)m(PO)nH
NCHZCH2N
H(PO)n(EO)rri ~ (EO)m(PO)nH
wherein EO, PO, n, and m have the same meanings as above. Typical examples of
cyclodextrin-compatible Reverse Pluronic and Reverse Tetronic surfactants are:
Reverse Pluronic surfactants:
Name Average MW Average n Average m
10 RS 1,950 8 22
25 Rl 2,700 21 6
Reverse Tetronic surfactants
Name Average MW Average n Average m
130 R2 7,740 9 26
70 R2 3,870 4 13
and mixtures thereof.
(b) Siloxane Surfactants



CA 02364591 2001-08-31
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11
A preferred class of cyclodextrin-compatible nonionic surfactants are the
polyalkyleneoxide polysiloxanes having a dimethyl polysiloxane hydrophobic
moiety and
one or more hydrophilic polyalkylene side chains and have the general formula:
R'-(CH3)ZSiO-[(CH3)ZSiO]a-[(CH3)(R')Si0]e Si(CH3)Z R'
wherein a + b are from about 1 to about 50, preferably from about 3 to about
30 , more
preferably from about 10 to about 25, and each R' is the same or different and
is selected
from the group consisting of methyl and a poly(ethyleneoxide/propyleneoxide)
copolymer
group having the general formula:
-(CH2)n O(C2 H4 O)c (C3 H6 O)d R2
with at least one R' being a poly(ethyleneoxide/propyleneoxide) copolymer
group, and
wherein n is 3 or 4, preferably 3; total c (for all polyalkyleneoxy side
groups) has a value of
from 1 to about 100, preferably from about 6 to about 100; total d is from 0
to about 14,
preferably from 0 to about 3; and more preferably d is 0; total c+d has a
value of from
about 5 to about 150, preferably from about 9 to about 100 and each R2 is the
same or
different and is selected from the group consisting of hydrogen, an alkyl
having 1 to 4
carbon atoms, and an acetyl group, preferably hydrogen and methyl group.
Examples of this type of surfactants are the Silwet~ surfactants which are
available
OSi Specialties, Inc., Danbury, Connecticut. Representative Silwet surfactants
are as
follows.
Name Average MW Average a+b Average total
c


L-7608 600 1 9


L-7607 1,000 2 17


L-77 600 1 9


L-7605 6,000 20 99


L-7604 4,000 21 53


L-7600 4,000 11 68


L-7657 5,000 20 76


L-7602 3,000 20 29





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12
The molecular weight of the polyalkyleneoxy group (R1) is less than or equal
to
about 10,000. Preferably, the molecular weight of the polyalkyleneoxy group is
less than or
equal to about 8,000, and most preferably ranges from about 300 to about
5,000. Thus, the
values of c and d can be those numbers which provide molecular weights within
these
ranges. However, the number of ethyleneoxy units (-C2H40) in the polyether
chain (R1)
must be sufficient to render the polyalkyleneoxide polysiloxane water
dispersible or water
soluble. If propyleneoxy groups are present in the polyalkylenoxy chain, they
can be
distributed randomly in the chain or exist as blocks. Preferred Silwet
surfactants are L-
7600, L-7602, L-7604, L-7605, L-7657, and mixtures thereof. Besides surface
activity,
polyalkyleneoxide polysiloxane surfactants can also provide other benefits,
such as
antistatic benefits, lubricity and softness to fabrics.
The preparation of polyalkyleneoxide polysiloxanes is well known in the art.
Polyalkyleneoxide polysiloxanes of the present invention can be prepared
according to
the procedure set forth in U.S. Pat. No. 3,299,112, incorporated herein by
reference.
Typically, polyalkyleneoxide polysiloxanes of the surfactant blend of the
present
invention are readily prepared by an addition reaction between a hydrosiloxane
(i.e., a
siloxane containing silicon-bonded hydrogen) and an alkenyl ether (e.g., a
vinyl, allyl, or
methallyl ether) of an alkoxy or hydroxy end-blocked polyalkylene oxide). The
reaction
conditions employed in addition reactions of this type are well known in the
art and in
general involve heating the reactants (e.g., at a temperature of from about
85° C. to 110°
C.) in the presence of a platinum catalyst (e.g., chloroplatinic acid) and a
solvent (e.g.,
toluene).
(c) Anionic Surfactants
Nonlimiting examples of cyclodextrin-compatible anionic surfactants are the
alkyldiphenyl oxide disulfonate, having the general formula:
S03Na S03Na
O
R



CA 02364591 2001-08-31
WO 00/55292 PCT/US00/07137
13
wherein R is an alkyl group. Examples of this type of surfactants are
available from the
Dow Chemical Company under the trade name Dowfax~ wherein R is a linear or
branched C6-C 16 alkyl group. An example of these cyclodextrin-compatible
anionic
surfactant is Dowfax 3B2 with R being approximately a linear C 10 group. These
anionic
surfactants are preferably not used when the antimicrobial active or
preservative, etc., is
cationic to minimize the interaction with the cationic actives, since the
effect of both
surfactant and active are diminished.
The surfactants above are either weakly interactive with cyclodextrin (less
than
5% elevation in surface tension, or non-interactive (less than 1% elevation in
surface
tension). Normal surfactants like sodium dodecyl sulfate and
dodecanolpoly(6)ethoxylate
are strongly interactive, with more than a 10% elevation in surface tension in
the presence
of a typical cyclodextrin like hydroxypropyl beta-cyclodextrin and methylated
beta-
cyclodextrin.
Typical levels of cyclodextrin-compatible surfactants in usage compositions
are
from about 0.01% to about 2%, preferably from about 0.03% to about 0.6%, more
preferably from about 0.05% to about 0.3%, by weight of the composition.
Typical levels
of cyclodextrin-compatible surfactants in concentrated compositions are from
about 0.1
to about 8%, preferably from about 0.2% to about 4%, more preferably from
about 0.3%
to about 3%, by weight of the concentrated composition.
Deodorizing compositions containing cyclodextrin are more fully described in
pending Provisional Application 60/109834, filed November 25, 1998. HDPE
Bottles.
(d) High Density Polyethylene Bottles.
The modified HDPE bottles used in the present invention are modified by
having,
as their interior surface, a material selected from nylon, polyethylene
terephthalate or
fluorinated polyethylene, which acts as a barrier to prevent absorption into
and/or
transmission through the HDPE.
HDPE bottles of this type are known to the art. HDPE bottles with a nylon or
PET inner layer can be made by the blow molding process wherein concentric
layers of
heat softened HDPE, an adhesive, and nylon or PET are formed into a parison
and
coextruded as a hollow tube into a mold cavity and forced by pressurized air
against the



CA 02364591 2001-08-31
WO 00/55292 PCT/US00/07137
14
walls of the cold mold cavity to form the bottle. The bottle solidifies by
cooling to form
an HDPE bottle which has an inner surface of nylon or PET.
HDPE bottles having an inner surface of fluorinated HDPE can be made by
known methods whereby the inner surface of heated, preformed HDPE bottles are
subjected to contact with fluorine gas. The fluorine reacts with the
polyethylene to form a
layer of fluorinated polyethylene. See Surface Treatment Improves Polyethylene
Barrier
Protection Package En ing eerin~. November, 1981 p.64. Also U.S. Pats
4,081,574, issued
March 28, 1964 and 3,998,180, issued December 21, 1976.
The inner layer of nylon, PET or fluorinated polyethylene should be continuous
and have a thickness of at least about 0.0005 in.
The following examples are presented for illustrative purposes, and are not
intended to, in any way, limit the scope of the invention.
EXAMPLE I
In this example the following deodorizing composition for inanimate surfaces
(e.g.
rugs, clothing, counter tops, etc.) containing a perfume, wherein the perfume
consisted of
approximately 75% ingredients having a ClogP greater than 3 and about 25%
ingredients
having a ClogP less than 3,was evaluated in HDPE bottles for perfume
ingredient loss.
In e~ diem Parts
Silwet 7600* 0.10
Hydroxypropyl beta cyclodextrin 1.10
Diethylene glycol 0.38
Kathon CG** 0.0003
HCl 0.001
Perfume 0.065
Ethanol 3.00
Water B alance
* Alkylethyleneoxide-polysiloxane surfactant from Osi Specialties Inc.
** Antimicrobial from Rhom and Haas
The compositions were stored in HDPE bottles for 8 weeks at ambient
temperature. After
storage, gas chromatography analysis was used to determine the amount of the
various
perfume ingredients remaining in the composition and approximate loss was
calculated,
based on the amount of each ingredient originally present.



CA 02364591 2001-08-31
WO 00/55292 PCT/US00/07137
Perfume Ingredients with Clogp Perfume Ingredients with Clogp
<3 >3


Cineol Vertenex


Linalool Terpinyl acetate


5 Camphor Geranyl acetate


2,3-dimethyl octanol biphenyl methane


Alpha terpineol Hexyl cinnamic aldehyde


Methyl dihydrojasmonate Phentolid


Nerol Methyl cedrylone major


10 Linalyl formate Cedryl acetate


Eugenol Tonalid


Diethyl phthalate Benzyl salicylate


Dihydromyrcenol Phenyl ethyl phenyl acetate


Ligustral Gamma-decalactone


15 Phenylethyl alcohol Gamma-methylionone


Beta-terpineol Beta-ionone


Benzyl acetate Fleuramone


MPCA Alpha-methyl ionone


Linalyl acetate Frutene


Sanjinol Dibenzyl ether


Helional Cis-hexenyl salicylate


Benzyl benzoate


Exaltolide


Average % Lost = < 10 >50
This test demonstrates that perfume ingredients of ClogP greater than 3
undergo
significant loss when stored in HDPE bottles.
EXAMPLE II
In this example a composition of the same base formula as above, containing
0.065% of the same perfume was placed in several bottle variations and stored
at 70°F and
120°F, respectively.



CA 02364591 2001-08-31
WO 00/55292 PCT/US00/07137
16
It had been previously observed that perfume ingredients with ClogP above 3
tend
to cause this composition to be cloudy, thus an increase in light
transmittance can be used
to indicate loss of these ingredients from the composition.
The % light transmittance of product stored in the various bottles is shown
below.



CA 02364591 2001-08-31
WO 00/55292 PCT/US00/07137
17
Transmittance % Transmittance
70°F 120°F
Glass 2 13
HDPE 97 99
Polyvinyl chloride 92 98
HDPE w/ F12 treated interior 2 32
HDPE w/ nylon interior 2 25
Polyethylene terephthalate 2 12
These results demonstrate the advantages of the use of modified HDPE bottles
in
accordance with the present invention.
EXAMPLE III
A fruity lemon perfume suitable for use in the invention is formulated as
follows:
In egr diem Parts


Dihydro myrcenol 1.0


Alpha pinene 2.5


p-Cymene 0.5


Isononyl alcohol 0.5


Tetrahydro linalool 45.0


d-Limonene 44.0


Verdox 1.0


Camphor gum 0.5


Dimethyl benzyl carbinol 1.0


Eucalyptol 1.0


Fenchyl alcohol 1.5


Dimetol 1.5





CA 02364591 2001-08-31
WO 00/55292 PCT/US00/07137
18
EXAMPLE IV
A liquid fabric softener in accordance with the present invention is made
according to the following formula and is packaged in HDPE bottles having an
inner
surface of PET.
In erg diem Parrs
di(hydrogenated tallow)dimethyl ammonium chloride 5.25
Perfume of Example III 1.00
Water To 100
EXAMPLE V


A liquid laundry detergent of the present inventionfollowing
is made to the


formula and is packaged in bottles having an inner polyethylene.
surface of fluorinated


Ingredient Parts


K/Na C13 linear alkylbenzene sulfonate 7.2


K/Na C14-15 alkyl polyethoxylate(2.25) sulfonate 10.8


C12-13 alcohol poly(6.5)ethoxylate 6.5


C 12 alkyltrimethyl ammonium chloride 1.2


C12-14 fatty acid 13.0


Oleic acid 2.0


Citric acid (anhydrous) 4.0


Diethylenetriamine pentaacetic acid 0.23


Enzyme 0.91


Ethoxylated tetraethylene pentamine(15-18 mol. EO 1.5
at each H)


Monoethanolamine 2.0


Propylene glycol 7.25


Ethanol 7.75


Formic acid 0.66


Calcium ion 0.03


Perfume of Example III 0.65


Water and minors To 100



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Administrative Status

For a clearer understanding of the status of the application/patent presented on this page, the site Disclaimer , as well as the definitions for Patent , Administrative Status , Maintenance Fee  and Payment History  should be consulted.

Administrative Status

Title Date
Forecasted Issue Date Unavailable
(86) PCT Filing Date 2000-03-17
(87) PCT Publication Date 2000-09-21
(85) National Entry 2001-08-31
Examination Requested 2001-08-31
Dead Application 2006-04-05

Abandonment History

Abandonment Date Reason Reinstatement Date
2005-04-05 R30(2) - Failure to Respond
2005-04-05 R29 - Failure to Respond
2006-03-17 FAILURE TO PAY APPLICATION MAINTENANCE FEE

Payment History

Fee Type Anniversary Year Due Date Amount Paid Paid Date
Request for Examination $400.00 2001-08-31
Registration of a document - section 124 $100.00 2001-08-31
Registration of a document - section 124 $100.00 2001-08-31
Registration of a document - section 124 $100.00 2001-08-31
Application Fee $300.00 2001-08-31
Maintenance Fee - Application - New Act 2 2002-03-18 $100.00 2001-08-31
Maintenance Fee - Application - New Act 3 2003-03-17 $100.00 2003-01-06
Maintenance Fee - Application - New Act 4 2004-03-17 $100.00 2003-12-23
Maintenance Fee - Application - New Act 5 2005-03-17 $200.00 2005-01-05
Owners on Record

Note: Records showing the ownership history in alphabetical order.

Current Owners on Record
THE PROCTER & GAMBLE COMPANY
Past Owners on Record
FRITZ, MARK DAVID
IRETON, KIMBERLY ANN
REECE, STEVEN
SCHNEIDERMAN, EVA
STREUTKER, ALEN DAVID
WOO, RICKY AH-MAN
Past Owners that do not appear in the "Owners on Record" listing will appear in other documentation within the application.
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Document
Description 
Date
(yyyy-mm-dd) 
Number of pages   Size of Image (KB) 
Claims 2001-08-31 1 38
Abstract 2001-08-31 1 58
Description 2001-08-31 18 692
Description 2004-07-02 18 663
Cover Page 2002-01-28 1 37
Claims 2004-07-02 1 28
PCT 2001-08-31 9 349
Assignment 2001-08-31 13 564
Prosecution-Amendment 2003-12-31 4 148
Prosecution-Amendment 2004-10-05 2 59
Prosecution-Amendment 2004-07-02 8 330