U.S. patent application number 10/532317 was filed with the patent office on 2006-11-16 for heat activated durable styling compositions comprising saccharide type compounds and film forming agents.
This patent application is currently assigned to L'OREAL. Invention is credited to David W. Cannell, Nghi Nguyen.
Application Number | 20060257344 10/532317 |
Document ID | / |
Family ID | 32170643 |
Filed Date | 2006-11-16 |
United States Patent
Application |
20060257344 |
Kind Code |
A1 |
Nguyen; Nghi ; et
al. |
November 16, 2006 |
Heat activated durable styling compositions comprising saccharide
type compounds and film forming agents
Abstract
A composition for durable non-permanent shaping or durable
retention of a non-permanent shape of least one keratinous fiber
comprising: (a) at least one film forming agent; and (b) at least
one saccharide type compound chosen from C.sub.3 to C.sub.5
monosaccharides, optionally substituted with at least one C.sub.1
to C.sub.22 carbon chain, and compounds comprising at least one
C.sub.5 to C.sub.7 saccharide unit substituted with at least one
amino group.
Inventors: |
Nguyen; Nghi; (Edison,
NJ) ; Cannell; David W.; (Plainfield, NJ) |
Correspondence
Address: |
C. IRVIN MCCLELLAND;OBLON, SPIVAK, MCCLELLAND, MAIER & NEUSTADT, P.C.
1940 DUKE STREET
ALEXANDRIA
VA
22314
US
|
Assignee: |
L'OREAL
14, rue ROYALE
PARIS
FR
75008
|
Family ID: |
32170643 |
Appl. No.: |
10/532317 |
Filed: |
October 22, 2002 |
PCT Filed: |
October 22, 2002 |
PCT NO: |
PCT/IB02/04734 |
371 Date: |
May 12, 2006 |
Current U.S.
Class: |
424/70.7 ;
424/70.13; 424/70.15 |
Current CPC
Class: |
A61K 8/732 20130101;
A61K 8/8152 20130101; A61Q 5/04 20130101; A61K 8/602 20130101; A61K
8/60 20130101; A61K 8/8182 20130101; A61K 2800/5426 20130101; A61Q
5/06 20130101; A61K 2800/5424 20130101; A61K 8/8158 20130101 |
Class at
Publication: |
424/070.7 ;
424/070.15; 424/070.13 |
International
Class: |
A61K 8/81 20060101
A61K008/81; A61K 8/73 20060101 A61K008/73 |
Claims
1-20. (canceled)
21. A composition for durable non-permanent shaping or durable
retention of a non-permanent shape of at least one keratinous
fiber, comprising: (a) at least one film forming agent; and (b) at
least one saccharide compound selected from the group consisting of
a C.sub.3 to C.sub.5 monosaccharide and a compound having at least
one C.sub.5 to C.sub.7 saccharide unit substituted with at least
one amino group; wherein the film forming agent and the saccharide
compound are present in an amount effective to impart a durable
non-permanent shape to the keratinous fiber or to durably retain a
non-permanent shape of the keratinous fiber.
22. The composition according to claim 21, wherein the saccharide
compound comprises a C.sub.3 to C.sub.5 monosaccharide substituted
with at least one C.sub.1 to C.sub.22 carbon chain.
23. The composition according to claim 21, wherein the film-forming
agent comprises at least one selected from the group consisting of
a film forming polymer and a film forming resin.
24. The composition according to claim 21, wherein the film forming
agent comprises a cationic polymer.
25. The composition according to claim 21, wherein the film forming
agent comprises at least one selected from the group consisting of
polyquaternium-16, polyquaternium-46 and polyquaternium-44.
26. The composition according to claim 21, wherein the film forming
polymer comprises at least one nonionic polymer.
27. The composition according to claim 21, wherein the film forming
polymer comprises at least one nonionic polymer selected from the
group consisting of (i) a polymer derived from (1) corn starch and
(2) polyvinylpyrrolidone; and (ii) a copolymer comprising
copolymerized units of (1) vinyl acetate and (2)
vinylpyrrolidone.
28. The composition according to claim 21, wherein the film forming
polymer comprises at least one anionic polymer.
29. The composition according to claim 21, wherein the film forming
polymer comprises at least one anionic polymer selected from the
group consisting of (i) a polymer containing polymerized units of
(1) vinyl acetate, (2) crotonic acid and (3) vinyl neodecanoate;
(ii) a polymer containing polymerized units of (1) acrylic acid,
(2) an acrylate, (3) a hydroxyacrylate, and (4) succinic acid; and
(iii) a polymer containing polymerized units of at least two
different monomers each selected from the group consisting of
acrylic acid, methacrylic acid, an ester of acrylic acid, and an
ester of methacrylic acid.
30. The composition according to claim 21, wherein the film forming
agent comprises at least one neutralized anionic polymer.
31. The composition according to claim 21, wherein the film forming
agent is present in an amount of from 0.01% to 30% by weight based
on the total weight of the composition.
32. The composition according to claim 21, wherein the saccharide
compound comprises at least one C.sub.3 to C.sub.5 monosaccharide
selected from the group consisting of a pentose, a tetrose, a
triose, a furanose, a derivative of a pentose, a derivative of a
tetrose, a derivative of a triose, a derivative of a furanose, and
a derivative of a C.sub.3 to C.sub.5 monosaccharide.
33. The composition according to claim 21, wherein the saccharide
compound comprises at least one C.sub.3 to C.sub.5 monosaccharide
selected from the group consisting of an imine derivative of a
C.sub.3 to C.sub.5 monosaccharide, a hemiacetal derivative of a
C.sub.3 to C.sub.5 monosaccharide, a hemiketal derivative of a
C.sub.3 to C.sub.5 monosaccharide, and an oxidized derivative of a
C.sub.3 to C.sub.5 monosaccharide.
34. The composition according to claim 21, wherein the saccharide
compound comprises at least one compound having at least one
C.sub.5 to C.sub.7 saccharide unit selected from the group
consisting of a pentosamine, a hexosamine and a heptosamine.
35. The composition according to claim 21, further comprising at
least one additional sugar different from the saccharide
compound.
36. The composition according to claim 35, wherein the additional
sugar is at least one selected from the group consisting of allose,
altrose, glucose, mannose, gulose, idose, galactose, talose,
sorbose, psicose, fructose, and tagatose.
37. The composition according to claim 35, wherein the additional
sugar is present in an amount of from 0.01% to 10% by weight based
on the total weight of the composition.
38. The composition according to claim 21, wherein the composition
is in the form of a liquid, oil, paste, stick, dispersion,
emulsion, lotion, gel, or cream.
39. The composition according to claim 21, further comprising at
least one additive selected from the group consisting of an anionic
surfactant, a cationic surfactant, a nonionic surfactant, an
amphoteric surfactant, a fragrance, a penetrating agent, an
antioxidant, a sequestering agent, an opacifying agent, a
solubilizing agent, an emollient, a colorant, a screening agent, a
preserving agent, a protein, a vitamin, a silicone, a polymer, a
thickening polymer, a plant oil, a mineral oil, and a synthetic
oil.
40. The composition according to claim 21, wherein the film forming
agent and the saccharide compound are present in an amount
effective to impart a durable non-permanent shape to the keratinous
fiber.
41. The composition according to claim 21, wherein the film forming
agent and the saccharide compound are present in an amount
effective for durably retaining a non-permanent shape of the
keratinous fiber.
42. A method for durably and non-permanently shaping at least one
keratinous fiber or durably retaining a non-permanent shape of at
least one keratinous fiber, comprising: applying the composition
according to claim 21 to at least one keratinous fiber; and heating
the keratinous fiber; wherein the film forming agent and the
saccharide compound are present in an amount effective to impart a
durable non-permanent shape to the keratinous fiber or to durably
retain a non-permanent shape of the keratinous fiber, and wherein
the applying is carried out prior to the heating, during the
heating or both prior to and during the heating.
43. A kit for protecting at least one keratinous fiber from
extrinsic damage or for repairing at least one keratinous fiber
following extrinsic damage, said kit comprising: at least one
compartment, wherein the compartment contains a composition
comprising at least one C.sub.3 to a C.sub.5 monosaccharide
substituted with at least one C.sub.1 to C.sub.22 carbon chain, and
wherein the monosaccharide is present in the composition in an
amount effective to impart a durable non-permanent shape to the
keratinous fiber or durably retain a non-permanent shape of the
keratinous fiber.
44. The composition of claim 21, wherein the film forming agent and
the saccharide compound are present in an amount effective for
retaining a shape in the keratinous fiber after six shampoos in
comparison to the ability of an untreated keratinous fiber to
retain a shape.
Description
[0001] The present invention relates to compositions, kits
comprising these compositions, and methods for using these
compositions for durable non-permanent shaping or for durable
retention of a non-permanent shape of at least one keratinous
fiber, including human keratinous fibers, by applying to the at
least one keratinous fiber compositions which comprise at least one
saccharide type compound chosen from C.sub.3 to C.sub.5
monosaccharides, optionally substituted with at least one C.sub.1
to C.sub.22 carbon chain, and compounds comprising at least one
C.sub.5 to C.sub.7 saccharide unit substituted with at least one
amino group, and, in certain embodiments, at least one film forming
agent different from the at least one compound, and heating the at
least one keratinous fiber. These compositions may both impart a
durable non-permanent shape to the at least one keratinous fiber
and durably retain a non-permanent shape of the at least one
keratinous fiber.
[0002] In today's market, many consumers prefer the flexibility of
non-permanent hairstyles, that is, those styles obtained via
non-permanent shaping of the hair. Typically, such non-permanent
styles disappear when the hair is wetted, especially when the hair
is washed with water and/or shampoo. Methods for non-permanent
shaping of keratinous fibers include, for example, brushing,
teasing, braiding, the use of hair rollers, and heat styling,
optionally with a commercially available styling product.
Non-limiting examples of heat styling include blow drying, crimping
and curling methods using elevated temperatures (such as, for
example, setting hair in curlers and heating, and curling with a
curling iron and/or hot rollers).
[0003] While such compositions and methods may provide for
non-permanent shaping of keratinous fibers, many consumers desire a
higher degree of styling than most commercially available products
and methods employing these products provide. For example, many
consumers desire compositions and methods that improve
non-permanent curl formation. There is a need, therefore, for
compositions and methods for non-permanent shaping of keratinous
fibers that result in a higher degree of styling, such as
non-permanent curl formation.
[0004] Further, many people desire compositions and methods for
retaining a particular non-permanent shape or style of keratinous
fibers such as hair. A common way to retain a particular hairstyle
is with the use of a hairspray, typically applied after styling the
hair. Other methods to retain a hairstyle or shape of keratinous
fibers include the use of mousses, gels, and lotions. The materials
in these compositions are generally film forming agents, resins,
gums, and/or adhesive polymers.
[0005] While such compositions and methods may provide for
non-permanent shaping of keratinous fibers, many consumers desire
compositions and methods for durable retention of a particular
non-permanent shape or style of keratinous fibers such as hair,
such as, for example, those that hold or maintain a shape of a
keratinous fiber until the keratinous fiber is washed with water
and/or shampoo. Further, many consumers desire compositions and
methods that allow hair to retain a particular shape longer than
untreated hair, even after washing or shampooing the hair.
[0006] Thus, while commercially available compositions may provide
temporary setting benefits, many consumers desire a higher level of
retention or hold. Good holding power is one attribute a consumer
looks for in styling products for keratinous fibers. Specifically,
curl retention under conditions of changing humidity, for example
changes to a higher humidity, is sought after by the consumer.
Further, good curl retention in damaged hair is important to the
consumer since the hair fiber has been weakened and will be less
likely to maintain the curl. Therefore, there is also a need for
methods for durably retaining a shape of keratinous fibers even
under conditions of high humidity, such as at atmospheric humidity
above 40%.
[0007] Sugars and sugar derivatives are one class of the countless
number of compounds that have been added to hair care compositions.
Documented uses of sugars in hair care compositions include: the
use of glucose to improve the tactile and elastic properties of
natural hair (Hollenberg and Mueller, SOFW J. 121(2) (1995)); the
use of glucose for hair damage prophylaxis and damaged hair repair
(Hollenberg & Matzik, Seifen. Oele. Fette. Wachase 117(1)
(1991)); the use of glucose in shampoos (J04266812, assigned to
Lion Corp.); the use of trehalose for moisture retention
(J06122614, assigned to Shiseido Co. Ltd.); a composition for the
lanthionization of hair comprising a sugar (U.S. Pat. Nos.
5,348,737 and 5,641,477, assigned to Avion Ind. Inc.); the
incorporation of xylobiose into cosmetic compositions to provide
enhanced moisture retention and reduce excessive roughness and
dryness of the skin and hair (U.S. Pat. No. 5,660,838, assigned to
Suntory Ltd.); a composition for the regeneration of hair
split-ends that contains at least one mono- or di-saccharide (U.S.
Pat. No. 4,900,545, assigned to Henkel); hair care compositions to
improve hair strength, hold and volume that contain C.sub.5 to
C.sub.6 carbohydrates such as glucose; the use of fucose in a hair
treatment to prevent split ends (DE29709853, assigned to Goldwell
GMBH); and the use of saccharides in a shampoo to improve combing
properties and control hair damage (J09059134, assigned to Mikuchi
Sangyo KK).
[0008] In essence, sugars have been applied to hair for countless
reasons from moisturizing to enhancing hair growth (J10279439,
assigned to Kureha Chem. Ind. Co. Ltd.). Clearly, however, not all
sugars are the same and not all sugars impart the same properties
when applied to a keratinous fiber.
[0009] The inventors have envisaged the application to at least one
keratinous fiber of at least one composition comprising at least
one saccharide type compound chosen from C.sub.3 to C.sub.5
monosaccharides, optionally substituted with at least one C.sub.1
to C.sub.22 carbon chain, and compounds comprising at least one
C.sub.5 to C.sub.7 saccharide unit substituted with at least one
amino group. In particular, the inventors have discovered that
compositions and methods using these compositions comprising
applying to the at least one keratinous fiber at least one
saccharide type compound chosen from C.sub.3 to C.sub.5
monosaccharides, optionally substituted with at least one C.sub.1
to C.sub.22 carbon chain, and compounds comprising at least one
C.sub.5 to C.sub.7 saccharide unit substituted with at least one
amino group, and heating the at least one keratinous fiber are
useful for durable non-permanent shaping of at least one keratinous
fiber or for durable retention of a non-permanent shape of at least
one keratinous fiber.
[0010] Thus, to achieve at least one of these and other advantages,
the present invention, in one aspect, provides a composition for
durable non-permanent shaping of at least one keratinous fiber or
durable retention of a non-permanent shape of at least one
keratinous fiber comprising at least one saccharide type compound
chosen from C.sub.3 to C.sub.5 monosaccharides, optionally
substituted with at least one C.sub.1 to C.sub.22 carbon chain, and
compounds comprising at least one C.sub.5 to C.sub.7 saccharide
unit substituted with at least one amino group, and at least one
film forming agent different from the at least one compound,
wherein the at least one compound and the at least one film forming
agent are present in an amount effective to impart a durable
non-permanent shape to the at least one keratinous fiber or to
durably retain a non-permanent shape of the at least one keratinous
fiber. In one embodiment, the composition is heat-activated.
[0011] In another embodiment, the present invention is drawn to a
method for durable non-permanent shaping of at least one keratinous
fiber or durable retention of a non-permanent shape of at least one
keratinous fiber comprising applying to the at least one keratinous
fiber (i) at least one saccharide type compound chosen from C.sub.3
to C.sub.5 monosaccharides, optionally substituted with at least
one C.sub.1 to C.sub.22 carbon chain, and compounds comprising at
least one C.sub.5 to C.sub.7 saccharide unit substituted with at
least one amino group and (ii) at least one film forming agent
different from the at least one compound; and heating the at least
one keratinous fiber, wherein the at least one compound and at
least one film forming agent are present in an amount effective to
impart a durable non-permanent shape to the at least one at least
one keratinous fiber or to durably retain a non-permanent shape of
the at least one keratinous fiber, and further wherein the
composition is applied prior to or during heating.
[0012] The present invention, in another aspect, provides a
composition for durable non-permanent shaping of at least one
keratinous fiber or durable retention of a non-permanent shape of
at least one keratinous fiber comprising at least one saccharide
type compound chosen from C.sub.3 to C.sub.5 monosaccharides,
optionally substituted with at least one C.sub.1 to C.sub.22 carbon
chain, and compounds comprising at least one C.sub.5 to C.sub.7
saccharide unit substituted with at least one amino group, wherein
the at least one compound is present in an amount effective to
impart a durable non-permanent shape to the at least one keratinous
fiber or to durably retain a non-permanent shape of the at least
one keratinous fiber. In one embodiment, the composition is
heat-activated.
[0013] In another embodiment, the present invention is drawn to a
method for durable non-permanent shaping of at least one keratinous
fiber or durable retention of a non-permanent shape of at least one
keratinous fiber comprising applying to the at least one keratinous
fiber at least one saccharide type compound chosen from C.sub.3 to
C.sub.5 monosaccharides, optionally substituted with at least one
C.sub.1 to C.sub.22 carbon chain, and compounds comprising at least
one C.sub.5 to C.sub.7 saccharide unit substituted with at least
one amino group; and heating the at least one keratinous fiber,
wherein the at least one compound is present in an amount effective
to impart a durable non-permanent shape to the at least one at
least one keratinous fiber or to durably retain a non-permanent
shape of the at least one keratinous fiber, and further wherein the
composition is applied prior to or during heating.
[0014] In yet another embodiment, the present invention provides a
kit for durable non-permanent shaping of at least one keratinous
fiber or durable retention of a non-permanent shape of at least one
keratinous fiber comprising at least one compartment, wherein a
first compartment comprises a first composition comprising at least
one saccharide type compound chosen from C.sub.3 to C.sub.5
monosaccharides, optionally substituted with at least one C.sub.1
to C.sub.22 carbon chain, and compounds comprising at least one
C.sub.5 to C.sub.7 saccharide unit substituted with at least one
amino group. In one embodiment, at least one compartment comprises
at least one additional sugar, different from the at least one
compound, and in another embodiment, at least one compartment
comprises at least one film forming agent.
[0015] Certain terms used herein are defined below:
[0016] "At least one" as used herein means one or more and thus
includes individual components as well as
mixtures/combinations.
[0017] "Durable retention of a shape" as used herein means that,
following at least six shampoos after treatment, treated hair still
retains the ability to retain a particular shape after styling as
compared to the ability of untreated hair to retain a particular
shape after styling.
[0018] "Durable shaping," as used herein, refers to holding or
keeping a shape of a keratinous fiber until the keratinous fiber is
washed with water and/or shampoo. Retention of a shape can be
evaluated by measuring, and comparing, the ability to retain a curl
under conditions of high relative humidity of the treated hair and
of the is untreated hair in terms of Curl Efficiency (for example,
see Examples 1 and 2).
[0019] "Heating" refers to the use of elevated temperature (i.e.,
above 100.degree. C.). In one embodiment, the heating in the
inventive method may be provided by directly contacting the at
least one keratinous fiber with a heat source, e.g., by heat
styling of the at least one keratinous fiber. Non-limiting examples
of heat styling by direct contact with the at least one keratinous
fiber include flat ironing, and curling methods using elevated
temperatures (such as, for example, setting hair in curlers and
heating, and curling with a curling iron and/or hot rollers). In
another embodiment, the heating in the inventive method may be
provided by heating the at least one keratinous fiber with a heat
source which may not directly contact the at least one keratinous
fiber. Non-limiting examples of heat sources which may not directly
contact the at least one keratinous fiber include blow dryers, hood
dryers, heating caps and steamers.
[0020] "A heat-activated" composition, as used herein, refers to a
composition which, for example, shapes the at least one keratinous
fiber better than the same composition which is not heated during
or after application of the composition. Another example includes
composition which retains a shape of at least one keratinous fiber
better than the same composition which is not heated during or
after application.
[0021] "High humidity" as defined herein refers to atmospheric
humidity above 40%.
[0022] "Keratinous fibers" as defined herein may be human
keratinous fibers, and may be chosen from, for example, hair.
[0023] "Non-permanent shaping" of keratinous fibers, as used
herein, refers to a method of setting keratinous fibers in a
particular shape or style which does not comprise breaking and
reforming disulfide bonds within a keratinous fiber.
[0024] "Non-permanent shape" of keratinous fibers, as used herein,
refers a shape or style of keratinous fibers obtained without
breaking and reforming disulfide bonds within a keratinous
fiber.
[0025] "Oligosaccharides" as defined herein refers to compounds
generally comprising from two to ten monosaccharide units, which
may be identical or different, bonded together.
[0026] "Polysaccharides" as defined herein refers to compounds
generally comprising greater than ten monosaccharide units, which
may be identical or different, bonded together.
[0027] "Polymers" as defined herein comprise copolymers (including
terpolymers) and homopolymers.
[0028] It is to be understood that both the foregoing general
description and the following detailed description are exemplary
and explanatory only and are not restrictive of the invention, as
claimed. Reference will now be made in detail to exemplary
embodiments of the present invention.
[0029] As described above, sugars have been used in hair care
compositions and other treatments for their moisture retaining
properties. However, it was unexpectedly discovered by the present
inventors that, in addition to retaining moisture, a certain class
of sugars imparted a durable non-permanent shape or durable
retention of a non-permanent shape or style to at least one
keratinous fiber. In particular with respect to hair, saccharide
type compound chosen from C.sub.3 to C.sub.5 monosaccharides,
optionally substituted with at least one C.sub.1 to C.sub.22 carbon
chain, and compounds comprising at least one C.sub.5 to C.sub.7
saccharide unit substituted with at least one amino group were
found to impart good curl formation to the at least one keratinous
fiber, and to prevent such curls from drooping, for example, due to
humidity. Further, these compounds may impart to the at least one
keratinous fiber an ability to retain a particular style even after
shampooing the at least one keratinous fiber subsequent to
treatment with a composition comprising at least one such compound.
This is particularly true when the compounds are applied to the
hair, and then the hair is heated.
[0030] Thus, the invention provides compositions for durable
non-permanent shaping of at least one keratinous fiber or durable
retention of a non-permanent shape of at least one keratinous fiber
comprising (i) at least one saccharide type compound chosen from
C.sub.3 to C.sub.5 monosaccharides, optionally substituted with at
least one C.sub.1 to C.sub.22 carbon chain, and compounds
comprising at least one C.sub.5 to C.sub.7 saccharide unit
substituted with at least one amino group and, optionally, (ii) at
least one film forming agent, wherein the at least one compound
and, optionally, the at least one film forming agent are present in
an amount effective either to impart a durable non-permanent shape
to the at least one keratinous fiber or to durably retain a
non-permanent shape of the at least one keratinous fiber, depending
on the embodiment. In one embodiment, the composition is
heat-activated. In another embodiment, the composition both imparts
a durable non-permanent shape to the at least one keratinous fiber
and durably retains a non-permanent shape of the at least one
keratinous fiber. The composition may further comprise at least one
additional sugar.
[0031] The present invention also provides methods for durable
non-permanent shaping of at least one keratinous fiber or for
durable retention of a non-permanent shape of at least one
keratinous fiber comprising applying to the at least one keratinous
fiber a composition comprising (i) at least one saccharide type
compound chosen from C.sub.3 to C.sub.5 monosaccharides, optionally
substituted with at least one C.sub.1 to C.sub.22 carbon chain, and
compounds comprising at least one C.sub.5 to C.sub.7 saccharide
unit substituted with at least one amino group, (ii) at least one
film forming agent; and heating the at least one keratinous fiber.
The composition may be applied prior to or during heating. Further,
the at least one compound and, optionally, the at least one film
forming agent are present in an amount effective either to impart a
durable non-permanent shape to the at least one keratinous fiber or
to durably retain a non-permanent shape of the at least one
keratinous fiber, depending on the embodiment. In one embodiment,
the composition both imparts a durable non-permanent shape to the
at least one keratinous fiber and durably retains a non-permanent
shape of the at least one keratinous fiber. The composition may
further comprise at least one additional sugar.
[0032] According to certain embodiments of the present invention,
the at least one compound may be used in conjunction with at least
one film-forming agent, such as, for example, film forming polymers
and resins. For example, the film forming polymers may be chosen
from cationic polymers, anionic polymers and nonionic polymers.
Non-limiting examples of the at least one film forming agent are
those listed at pages 1744 to 1747 of the CTFA International
Cosmetic Ingredient Dictionary, 8.sup.th edition (2000). In one
embodiment, the at least one film forming agent may be chosen from
water soluble compounds, oil soluble compounds and compounds
soluble in organic solvents. According to the present invention,
the at least one film forming agent may be present in an amount
generally ranging from 0.01% to 30% of active material by weight
relative to the total weight of the composition, such as from 0.1%
to 10% of active material by weight. One of ordinary skill in the
art will recognize that the at least one film forming agent
according to the present invention may be commercially available,
and may come from suppliers in the form of a dilute solution. The
amounts of the at least one film is forming agent disclosed herein
therefore reflect the weight percent of active material.
[0033] Non-limiting examples of the at least one film forming agent
are those disclosed in WO 01/18096, the disclosure of which is
incorporated herein by reference. Other non-limiting examples of
the at least one film forming agent include copolymers derived from
(i) at least one vinyl monomer comprising at least one quaternary
ammonium group and (ii) at least one additional monomer chosen from
acrylamide, methacrylamide, alkyl acrylamides, dialkyl acrylamides,
alkyl methacrylamides, dialkyl methacrylamides, alkyl acrylate,
alkyl methacrylate, vinyl caprolactone, vinyl pyrrolidone, vinyl
esters, vinyl alcohol, maleic anhydride, propylene glycol, and
ethylene glycol. [0034] Further non-limiting examples of the at
least one film forming agent include:--vinyl acetate/vinyl tert
butylbenzoate/crotonic acid terpolymers such as those described in
U.S. Pat. No. 4,282,203, the disclosure of which is incorporated
herein by reference; [0035] N-octylacrylamide/methyl
methacrylate/hydroxypropyl methacrylate/acrylic
acid/tert-butylamino-ethyl methacrylate copolymers such as those
sold by NATIONAL STARCH under the name "AMPHOMER LV-71"; [0036]
corn starch/polyvinylpyrrolidone copolymers such as Corn Starch
Modified sold by National Starch and Chemicals under the name
Amaize.RTM.;
[0037] vinylpyrrolidone/vinyl acetate copolymers such as those sold
by BASF under the name "LUVISKOL VA 64 Powder";
[0038] vinyl acetate/crotonic acid/vinyl neodecanoate terpolymers
such as those sold by NATIONAL STARCH under the name "RESYN.RTM.
28-2930"; [0039] acrylic acid/ethyl acrylate/N-tert-butylacrylamide
terpolymers such as those sold by BASF under the name "ULTRA-HOLD
8"; [0040] acrylic acid/acrylates/hydroxyacrylates/succinic acid
copolymers such as Acrylates/C1-2 succinates hydroxyacrylates
copolymer sold by ISP as ALLIANZ LT-120; [0041] vinyl
acetate/crotonic acid (90/10) copolymers such as those sold by BASF
under the name "LUVISET CA 66"; [0042] acrylic acid/methacrylic
acid/acrylates/methacrylates copolymers such as Acrylates Copolymer
sold by Amerchol Corp. (Edison, N.J., USA); and [0043]
vinylcaprolactam/vinylpyrrolidone/dimethylamino ethyl methacrylate
copolymers such as those sold by GAF under the name "POLYMER ACP-1
018".
[0044] Further non-limiting examples of the at least one film
forming agent include: [0045] copolymers derived from (i)
1-vinyl-2-pyrrolidone and (ii) 1-vinyl-3-methylimidazolium salt
(CTFA designation: polyquaternium-16), which is commercially
available from BASF Corporation under the LUVIQUAT tradename (e.g.,
LUVIQUAT FC 370); [0046] copolymers derived from reaction of (i)
vinylcaprolactam and (ii) vinylpyrroldone with
methylvinylimidazolium methosulfate, (CTFA designation:
polyquaternium-46), which is commercially available from BASF;
[0047] copolymers derived from (i) vinylpyrrolidone and (ii)
quaternized imidazoline monomers (CTFA designation:
polyquaternium-44), which is commercially available from BASF;
[0048] copolymers derived from (i) 1-vinyl-2-pyrrolidone and (ii)
1-vinyl-3-methylimidazolium salt (CTFA designation:
polyquaternium-16), which is commercially available from BASF
Corporation under the LUVIQUAT tradename (e.g., LUVIQUAT FC 370);
[0049] poly(vinylamine), optionally quaternized; [0050]
poly-4-vinyl pyridine, optionally quaternized; [0051]
poly(ethyleneimine), optionally quaternized; [0052]
dimethyldiallylammonium chloride homopolymer (CTFA designation:
polyquaternium-6); [0053] copolymers derived from (i) acrylamide
and (ii) dimethyldiallylammonium chloride (CTFA designation:
polyquaternium-7); [0054] copolymers derived from (i)
dimethyldiallylammonium chloride and (ii) sodium acrylate (CTFA
designation: Polyquaternium-22); and [0055] terpolymers derived
from (i) dimethyldiallylammonium chloride, (ii) acrylic amide and
(iii) sodium acrylate (CTFA designation: Polyquaternium-39).
[0056] Other non-limiting examples of the at least one film forming
agent include derivatives of polysaccharide polymers such as
cationic cellulose derivatives, for example, cationic cellulose,
which is available from Amerchol Corp. (Edison, N.J., USA) in their
Polymer JR.TM., LR.TM. and SR.TM. series of polymers, as salts of
hydroxyethyl cellulose reacted with trimethyl ammonium substituted
epoxide (CTFA designation: polyquaternium-10); polymeric quaternary
ammonium salts of hydroxyethyl cellulose reacted with lauryl
dimethyl ammonium-substituted epoxide (CTFA designation:
polyquaternium-24), which is available from Amerchol Corp. (Edison,
N.J., USA) under the tradename Polymer LM-200.TM.; and cationic
starch and derivatives thereof, such as quaternary starch, which is
available from Croda.
[0057] In one embodiment, the at least one film forming agent is
chosen from cationic polymers such as polyquaternium-16,
polyquaternium-46, and polyquaternium-44. In another embodiment,
the at least one film forming agent is chosen from nonionic
polymers such as polymers derived from (1) corn starch and (2)
polyvinylpyrrolidone; and copolymers derived from (1) vinyl acetate
and (2) vinylpyrrolidone. In yet another embodiment, the at least
one film forming agent is chosen from anionic polymers such as
polymers derived from (1) vinyl acetate, (2) crotonic acid and (3)
vinyl neodecanoate, polymers derived from (1) acrylic acid, (2)
acrylates, (3) hydroxyacrylates and (4) succinic acid, and polymers
derived from at least two monomers chosen from acrylic acid,
methacrylic acid, esters of acrylic acid and esters of methacrylic
acid. The at least one film forming agent chosen from anionic
polymers can be neutralized in order to render the anionic polymers
soluble.
[0058] The C.sub.3 to C.sub.5 monosaccharides according to the
present invention may be chosen from any triose, tetrose and
pentose. Further, the C.sub.3 to C.sub.5 monosaccharides can be
chosen from the D-form, L-form and mixtures of any of the
foregoing. Non-limiting examples of C.sub.3 to C.sub.5
monosaccharides include aldopentoses (such as xylose, arabinose,
lyxose, and ribose), ketopentoses (such as ribulose and xylulose),
aldotetroses (such as erythrose and treose), ketotetroses (such as
erythrulose), aldotrioses (such as glyceraldehyde) and ketotrioses
(such as dihydroxyacetone). The C.sub.3 to C.sub.5 monosaccharides
may be chosen from C.sub.3 to C.sub.5 monosaccharides comprising
aldehyde groups (aldoses), furanoses and other ring structures. The
C.sub.3 to C.sub.5 monosaccharides may be further substituted with
at least one group different from the C.sub.1 to C.sub.22 carbon
chain.
[0059] Derivatives of C.sub.3 to C.sub.5 monosaccharides
substituted with at least one C.sub.1 to C.sub.22 carbon chain may
be used as the at least one compound of the present invention. For
example, ammonias or primary amines may react with the aldehyde or
ketone group of a sugar to form an imine derivative (i.e., a
compound containing the functional group C.dbd.N). These imine
compounds are sometimes also referred to as Schiff bases. Other
non-limiting examples of derivatives of C.sub.3 to C.sub.5
monosaccharides are hemiacetal derivatives of C.sub.3 to C.sub.5
monosaccharides, hemiketal derivatives of C.sub.3 to C.sub.5
monosaccharides and any oxidized derivatives of C.sub.3 to C.sub.5
monosaccharides. These derivatives may be formed, for example, from
the reaction of the aldehyde or ketone group of a sugar with an
alcohol. Other exemplary derivatives of C.sub.3 to C.sub.5
monosaccharides may also include, but are not limited to,
oligosaccharides derived from C.sub.3 to C.sub.5 monosaccharides,
such as xylobiose. As previously mentioned, the at least one
compound chosen from C.sub.3 to C.sub.5 monosaccharides substituted
with at least one C.sub.1 to C.sub.22 carbon chain may be further
substituted with at least one group different is from the at least
one C.sub.1 to C.sub.22 carbon chain. Thus, in one embodiment, the
derivatives of C.sub.3 to C.sub.5 monosaccharides may be further
substituted with at least one group different from the at least one
C.sub.1 to C.sub.22 carbon chain.
[0060] According to the present invention, the at least one C.sub.1
to C.sub.22 carbon chain may be chosen from linear, branched and
cyclic C.sub.1 to C.sub.22 carbon chains, which are saturated or
unsaturated. The at least one C.sub.1 to C.sub.22 carbon chain may
optionally be substituted. In one embodiment, the at least one
C.sub.1 to C.sub.22 carbon chain is chosen from C.sub.16 to
C.sub.18 carbon chains. In another embodiment, the at least one
C.sub.1 to C.sub.22 carbon chain is chosen from C.sub.16 carbon
chains and C.sub.18 carbon chains. Non-limiting examples of
C.sub.16 carbon chains are linear hexadecyl chains, and
non-limiting examples of C.sub.18 carbon chains are linear
octadecyl chains.
[0061] Further, the C.sub.3 to C.sub.5 monosaccharides may be
substituted with the at least one C.sub.1 to C.sub.22 carbon chain
at any position on the sugar. For example, in one embodiment, a
C.sub.3 to C.sub.5 monosaccharide is substituted with at least one
C.sub.1 to C.sub.22 carbon chain at the C1 position of the C.sub.3
to C.sub.5 monosaccharide. In another embodiment, a C.sub.3 to
C.sub.5 monosaccharide is substituted with the at least one C.sub.1
to C.sub.22 carbon chain at at least one of the hydroxyl groups of
the C.sub.3 to C.sub.5 monosaccharide. As used herein, substituted
at at least one of the hydroxyl groups of a C.sub.3 to C.sub.5
monosaccharide means at least one of substitution on the hydroxyl
group itself (i.e., formation of an ether linkage between the
C.sub.3 to C.sub.5 monosaccharide and the C.sub.1 to C.sub.22
carbon chain) and substitution on the carbon atom to which the
hydroxyl group is commonly bonded. Further, the C.sub.3 to C.sub.5
monosaccharides may be substituted with the at least one C.sub.1 to
C.sub.22 carbon chain at a carbon atom bearing no hydroxyl groups
(i.e., a CH.sub.2 within the C.sub.3 to C.sub.5 monosaccharide or a
carbon atom within the C.sub.3 to C.sub.5 monosaccharide bearing
substituents other than a hydroxyl group). Further, the C.sub.3 to
C.sub.5 monosaccharides may be further substituted with at least
one substituent different from the at least one C.sub.1 to C.sub.22
carbon chain.
[0062] In one embodiment, the at least one film forming agent is
chosen from cationic polymers such as polyquaternium-16,
polyquaternium-46, and polyquaternium-44. In another embodiment,
the at least one film forming agent is chosen from nonionic
polymers such as polymers derived from (1) corn starch and (2)
polyvinylpyrrolidone; and copolymers derived from (1) vinyl acetate
and (2) vinylpyrrolidone. In yet another embodiment, the at least
one film forming agent is chosen from anionic polymers such as
polymers derived from (1) vinyl acetate, (2) crotonic acid and (3)
vinyl neodecanoate, polymers derived from (1) acrylic acid, (2)
acrylates, (3) hydroxyacrylates and (4) succinic acid, and polymers
derived from at least two monomers chosen from acrylic acid,
methacrylic acid, esters of acrylic acid and esters of methacrylic
acid. The at least one film forming agent chosen from anionic
polymers can be neutralized in order to render the anionic polymers
soluble.
[0063] The at least one C.sub.5 to C.sub.7 saccharide unit
according to the present invention may be chosen from any pentose,
hexose and heptose. Further, the at least one C.sub.5 to C.sub.7
saccharide unit can be chosen from the D-form, L-form and mixtures
of any of the foregoing. Non-limiting examples of C.sub.5 to
C.sub.7 saccharide units are aldopentoses (such as xylose,
arabinose, lyxose, and ribose), ketopentoses (such as ribulose and
xylulose), aldohexoses (such as glucose and galactose), ketohexoses
(such as fructose and sorbose), and heptoses (such as aldoheptoses
and ketoheptoses, e.g., galactoheptulose and glucoheptulose). The
at least one C.sub.5 to C.sub.7 saccharide unit may be chosen from
those comprising aldehyde groups (aldoses), furanoses and other
ring structures. The at least one C.sub.5 to C.sub.7 saccharide
unit may be further substituted with at least one group different
from the at least one amino group.
[0064] Derivatives of C.sub.5 to C.sub.7 saccharide units may also
be used as the at least one C.sub.5 to C.sub.7 saccharide unit in
the present invention. For example, ammonias or primary amines may
react with the aldehyde or ketone group of a saccharide unit to
form an imine derivative (i.e., a compound containing the
functional group C.dbd.N). These imine compounds are sometimes also
referred to as Schiff bases. Other non-limiting examples of
derivatives of C.sub.5 to C.sub.7 saccharide units are hemiacetal
derivatives of C.sub.5 to C.sub.7 saccharide units, hemiketal
derivatives of C.sub.5 to C.sub.7 saccharide units and any oxidized
derivatives of C.sub.5 to C.sub.7 saccharide units. These
derivatives may be formed, for example, from the reaction of the
aldehyde or ketone group of a saccharide unit with an alcohol. As
previously mentioned, the at least one C.sub.5 to C.sub.7
saccharide unit may be further substituted with at least one group
different from the at least one amino group. Thus, in one
embodiment, the derivatives of C.sub.5 to C.sub.7 saccharide units
may be further substituted with at least one group different from
the at least one amino group.
[0065] According to the present invention, the at least one amino
group may be chosen from substituted and unsubstituted amino
groups. For example, the at least one amino group may be chosen
from N-acetyl amino groups.
[0066] Further, the at least one C.sub.5 to C.sub.7 saccharide unit
may be substituted with the at least one amino group at any
position on the saccharide unit. For example, in one embodiment,
the at least one C.sub.5 to C.sub.7 saccharide unit is substituted
with the at least one amino group at the C1 position of the at
least one C.sub.5 to C.sub.7 saccharide unit. In another
embodiment, the at least one C.sub.5 to C.sub.7 saccharide unit is
substituted with the at least one amino group at the C2 position of
the at least one C.sub.5 to C.sub.7 saccharide unit.
[0067] Non-limiting examples of the at least one compound include
C.sub.5 monosaccharides substituted with at least one amino group,
C.sub.6 monosaccharides substituted with at least one amino group,
C.sub.7 monosaccharides substituted with at least one amino group,
polymers comprising at least one C.sub.5 monosaccharide substituted
with at least one amino group, polymers comprising at least one
C.sub.6 monosaccharide substituted with at least one amino group,
polymers comprising at least one C.sub.7 monosaccharide substituted
with at least one amino group, and glycoproteins comprising at
least one C.sub.5 to C.sub.7 saccharide unit substituted with at
least one amino group. In one embodiment, the at least one compound
is chosen from oligosaccharides derived from the at least one
C.sub.5 to C.sub.7 saccharide unit substituted with at least one
amino group which may be further substituted with at least one
group different from the at least one amino group.
[0068] Non-limiting examples of C.sub.5 monosaccharides substituted
with at least one amino group are pentosamines. In one embodiment,
the pentosamines are chosen from aldopentosamines and
ketopentosamines (such as xylosamine, arabinosamine, lyxosamine,
ribosamine, ribulosamine and xylulosamine).
[0069] Non-limiting examples of C.sub.6 monosaccharides substituted
with at least one amino group include hexosamines (such as
aldohexosamines and ketohexosamines). In one embodiment, for
example, the hexosamines are chosen from glucosamine,
galactosamine, allosamine, altrosamine, mannosamine, gulosamine,
idosamine, galactosamine, and talosamine. In another embodiment,
the at least one compound is glucosamine, and in another
embodiment, is galactosamine.
[0070] Non-limiting examples of C.sub.7 monosaccharides substituted
with at least one amino group are heptosamines. For example,
heptosamines may be chosen from aldoheptosamines and
ketoheptosamines.
[0071] According to the present invention, the at least one
saccharide type compound is present in the composition in an amount
generally ranging from 0.01% to 10% by weight relative to the total
weight of the composition, such as from 0.1% to 5% by weight.
[0072] The compositions of the present invention as well as those
of the inventive methods may further comprise at least one
additional sugar which is different from the at least one compound
chosen from C.sub.3 to C.sub.5 monosaccharides substituted with at
least one C.sub.1 to C.sub.22 carbon chain. The at least one
additional sugar may, for example, aid in moisture retention. The
effectiveness of a sugar in aiding in moisture retention may be
measured by monitoring a DSC peak at a temperature ranging from
75.degree. C. to 200.degree. C.
[0073] The at least one additional sugar may be chosen from any
sugar, carbohydrate and carbohydrate moiety. Non-limiting examples
of the at least one additional sugar are monosaccharides, which
include, but are not limited to, three to seven carbon sugars such
as pentoses (for example, ribose, arabinose, xylose, lyxose,
ribulose, and xylulose) and hexoses (for example, allose, altrose,
glucose, mannose, gulose, idose, galactose, talose, sorbose,
psicose, fructose, and tagatose); oligosaccharides such as
disaccharides (such as maltose, sucrose, cellobiose, trehalose and
lactose); and polysaccharides such as starch, dextrins, cellulose
and glycogen. In one embodiment, the at least one additional sugar
of the invention are chosen from any aldoses and ketoses.
[0074] Further, the at least one additional sugar may be
substituted or unsubstituted. For example, the at least one
additional sugar may be substituted with at least one C.sub.1 to
C.sub.22 carbon chain. In one embodiment, the at least one C.sub.1
to C.sub.22 carbon chain is chosen from linear, branched and cyclic
C.sub.1 to C.sub.22 carbon chains, which are saturated or
unsaturated. For example, the at least one C.sub.1 to C.sub.22
carbon chain may be chosen from C.sub.16 to C.sub.18 carbon chains
(such as C.sub.16 carbon chains and C.sub.18 carbon chains).
Further, for example, C.sub.16 carbon chains may be chosen from
linear hexadecyl chains and C.sub.18 carbon chains may be chosen
from linear octadecyl chains. In one embodiment, the at least one
additional sugar is substituted with at least one C.sub.1 to
C.sub.22 carbon chain at the C1 position of the at least additional
one sugar.
[0075] According to the present invention, the at least one
additional sugar is present in the composition in an amount
generally ranging from 0.01% to 10% by weight relative to the total
weight of the composition, such as from 0.1% to 5% by weight.
[0076] The compositions of the present invention as well as those
of the inventive methods may be in the form of a liquid, an oil, a
paste, a stick, a dispersion, an emulsion, a lotion, a gel, or a
cream. Further, these compositions may further comprise at least
one suitable additive chosen from additives commonly used in
compositions for keratinous fibers. Non-limiting examples of the at
least one suitable additive include anionic surfactants, cationic
surfactants, nonionic surfactants, amphoteric surfactants,
fragrances, penetrating agents, antioxidants, sequestering agents,
opacifying agents, solubilizing agents, emollients, colorants,
screening agents (such as sunscreens and UV filters), preserving
agents, proteins, vitamins, silicones, polymers such as thickening
polymers, plant oils, mineral oils, synthetic oils and any other
additive conventionally used in compositions for the care and/or
treatment of keratinous fibers. Needless to say, a person skilled
in the art will take care to select the at least one suitable
additive such that the advantageous properties of the composition
in accordance with the invention are not, or are not substantially,
adversely affected by the addition(s) envisaged.
[0077] The compositions of the present invention and those used in
the method of the present invention may also be provided as
one-part compositions comprising at least one compound chosen from
C.sub.3 to C.sub.5 monosaccharides substituted with at least one
C.sub.1 to C.sub.22 carbon chain and, optionally, at least one
additional sugar, and further, optionally at least one film forming
agent, or in the form of a multi-component treatment or kit. The
skilled artisan, based on the stability of the composition and the
application envisaged, will be able to determine how the
composition and/or multicomponent compositions should be stored and
mixed. For example, simple sugars such as C.sub.3 to C.sub.5
monosaccharides are known to be stable at pH levels ranging from 4
to 9. In compositions where the pH range is below or above these
levels, the sugars would be stored separately and added to the
composition only at the time of application.
[0078] Thus, the present invention also relates to a kit for
durable non-permanent shaping of at least one keratinous fiber or
for durable retention of a non-permanent shape of at least one
keratinous fiber comprising at least one compartment, wherein a
first compartment comprises a first composition comprising at least
one compound chosen from C.sub.3 to C.sub.5 monosaccharides
substituted with at least one C.sub.1 to C.sub.22 carbon chain. In
one embodiment, the first composition further comprises at least
one additional sugar, different from the at least one compound,
while in another embodiment, the first composition further
comprises at least one film forming agent.
[0079] According to one aspect of the invention, the at least one
compound suitable for the present invention is a mixture of
pentoses substituted with at least one C.sub.1 to C.sub.22 carbon
chain. XYLIANCE brand modified pentoses is a blend of hexadecyl
glycosides and octadecyl glycosides wherein the glycosides comprise
D-xylosides, L-arabinosides, and D-glucosides. XYLIANCE may be
obtained from Soliance, Route de Bazancourt--51110 Pomacle,
France.
[0080] Unless otherwise indicated, all numbers expressing
quantities of ingredients, reaction conditions, and so forth used
in the specification and claims are to be understood as being
modified in all instances by the term "about." Accordingly, unless
indicated to the contrary, the numerical parameters set forth in
the following specification and attached claims are approximations
that may vary depending upon the desired properties sought to be
obtained by the present invention. At the very least, and not as an
attempt to limit the application of the doctrine of equivalents to
the scope of the claims, each numerical parameter should be
construed in light of the number of significant digits and ordinary
rounding approaches.
[0081] Notwithstanding that the numerical ranges and parameters
setting forth the broad scope of the invention are approximations,
the numerical values set forth in the specific examples are
reported as precisely as possible. Any numerical value, however,
inherently contains certain errors necessarily resulting from the
standard deviation found in their respective testing measurements.
The following examples are intended to illustrate the invention
without limiting the scope as a result.
EXAMPLES 1 AND 2
[0082] Unless otherwise noted, the following procedure was used in
the following examples to determine the efficiency of C.sub.3 to
C.sub.5 monosaccharides substituted with at least one C.sub.1 to
C.sub.22 carbon chain. Hair swatches (2 g., 6.5-7.5 in.) were
treated with a solution of film former/XYLIANCE (0.5 g solution/g
of hair) then blow dried. The hair swatches were then styled with a
curling iron for 1 minute and the curly swatches were placed in a
humidity chamber at 90% relative humidity for 1 hour.
[0083] The Curl Efficiency was calculated as:
L.sub.t/L.sub.o.times.100
[0084] Where: [0085] L.sub.o represents the original length of
fully extended hair [0086] L.sub.t represents the length of the
hair after 1 hour in the humidity chamber
[0087] A lower Curl Efficiency represents a better curl
retention.
EXAMPLE 1
Curl Efficiency of XYLIANCE and Film Former
[0088] Hair was treated as described above with styling solutions
that contain 3% of
Octylacrylamide/Acrylates/Butylaminoethyl/Methacrylate Copolymer
(AMP HOMER LV-71 from National Starch and Chemicals Co.), and
varying amounts of XYLIANCE. The results are shown in Table 1.
TABLE-US-00001 TABLE 1 Curl Efficiency of Hair Treated with
Amphomer LV-71 and XYLIANCE Curl Styling Solution Efficiency 3%
Amphomer LV-71/0% XYLIANCE 76 3% Amphomer LV-71/0.1% XYLIANCE 72 3%
Amphomer LV-71/0.5% XYLIANCE 61 3% Amphomer LV-71/1% XYLIANCE
60
[0089] The data indicates that XYLIANCE improved the curl
efficiency of hair that was treated with styling polymer.
EXAMPLE 2
Effects of Xyliance and Neutralized Film Former
[0090] Hair was treated as described above with solutions of 0.5%
XYLIANCE and 6% Amphomer LV-71 that had been neutralized with AMP
at various degrees of neutralization. The results are shown in
Table 2. TABLE-US-00002 TABLE 2 Curl Efficiency of Hair Treated
with 0.5% XYLIANCE and 6% Amphomer LV-71 with Various Degrees of
Neutralization Degree of Neutralization Curl Efficiency 0%
Neutralization/0% XYLIANCE 84 0% Neutralization/0.5% XYLIANCE 73
40% Neutralization/0% XYLIANCE 67 40% Neutralization/0.5% XYLIANCE
57 80% Neutralization/0% XYLIANCE 63 80% Neutralization/0.5%
XYLIANCE 59 100% Neutralization/0% XYLIANCE 59 100%
Neutralization/0.5% XYLIANCE 56
[0091] The data indicate that XYLIANCE improved the curl retention
of hair that was heat treated with styling polymer with various
degrees of neutralization.
EXAMPLE 3
[0092] The following procedure was used to treat the hair and
measure the Curl Droop: Hair swatches (2 g., 6.5-7.5 in.) were
treated with an ethanol solution containing 6% Resyn.RTM. 28-2930
(neutralized to 85% with AMP) and 1% Xyliance (0.5 g solution/g of
hair) then blow dried. The hair swatches were then heated with a
flat iron for 1 minute and then shampooed with 10% sodium laureth
sulfate (SLES). The treatment was repeated up to 6 times, as
indicated. The treated hair swatches were shampooed 2, 4, and 6
times, then styled with a curling iron for 30 seconds and placed in
a humidity chamber at 90% relative humidity to measure the Curl
Droop. As the curl slowly relaxed in the humidity chamber, the
length of the hair swatches was measured every minute (up to 15
minutes).
[0093] The Curl Droop was calculated as:
[(L.sub.o-L.sub.t)/(L.sub.o-L.sub.i)].times.100
[0094] Where: [0095] L.sub.o represents the original length of
fully extended hair [0096] L.sub.t represents the length of the
hair at time t in the humidity chamber [0097] L.sub.i represents
the initial length of the hair at time 0 in the humidity chamber
(i.e., after styling with a curling iron for 30 seconds)
[0098] A higher Curl Droop represents a better curl retention.
TABLE-US-00003 TABLE 1 Curl Droop of Hair Treated with Corn Starch
Modified Solution Comprising 6% (active) Resyn .RTM. 28-2930 0 5 10
15 (85% neutralized) minutes minutes minutes minutes Without
Xyliance, after 100 94 86 75 treatment With Xyliance, after 100 95
89 77 treatment Without Xyliance, after 2 100 91 83 71 shampoos
With glucosamine, after 2 100 93 86 72 shampoos Without
glucosamine, after 100 90 75 57 4 shampoos With glucosamine, after
4 100 91 78 65 shampoos Without glucosamine, after 100 59 45 27 6
shampoos With glucosamine, after 100 88 75 57 6 shampoos
[0099] The data showed that hair treated with at least one film
forming agent (Resyn.RTM. 28-2930 (neutralized to 85% with AMP)),
at least one compound chosen from C.sub.3 to C.sub.5
monosaccharides substituted with at least one C.sub.1 to C.sub.22
carbon chain (Xyliance) and heat had a higher curl retention than
hair treated with at least one film forming agent (Resyn.RTM.
28-2930 (neutralized to 85% with AMP)) and heat but without at
least one compound chosen from C.sub.3 to C.sub.5 monosaccharides
substituted with at least one C.sub.1 to C.sub.22 carbon chain even
after 6 shampoos.
[0100] Unless otherwise noted, the procedure used to treat the hair
and measure the Curl Droop is as follows: Hair swatches (2 g.,
6.5-7.5 in.) were treated with a solution of film former/Xylose
(0.5 g solution/g of hair) then blow dried. The hair swatches were
then heated with a flat iron for 1 minute and then shampooed with
10% sodium laureth sulfate (SLES). The treatment was repeated up to
8 times, as indicated. The hair swatches were then styled with a
curling iron for 30 seconds and placed in a humidity chamber at 90%
relative humidity to measure the Curl Droop for the heat activated
test (Examples 1 through 8). For the durability test (Example 9),
the hair swatches were shampooed up to 6 times then styled and
placed in a humidity chamber. As the curl slowly relaxed in the
humidity chamber, the length of the hair swatches was measured
every minute (up to 15 minutes).
[0101] The Curl Droop was calculated as:
[(L.sub.o-L.sub.t)/(L.sub.o-L.sub.i)].times.100
[0102] Where: [0103] L.sub.o represents the original length of
fully extended hair [0104] L.sub.t represents the length of the
hair at time t in the humidity chamber [0105] L.sub.i represents
the initial length of the hair at time 0 in the humidity chamber
(i.e., after styling with a curling iron for 30 seconds)
[0106] A higher Curl Droop represents a better curl retention.
EXAMPLES 4-7
[0107] Examples 4 through 7 show the usefulness of cationic
polymers as the at least one film forming agent in the compositions
of the present invention as well as the compositions used in the
methods of the present invention.
EXAMPLE 4
Heat Activated Styling with Polyquaternium-16
[0108] Following the above procedure, bleached hair was treated 8
times with either a solution comprising 6% (active)
polyquaternium-16 without xylose (Composition (a)) or a solution
comprising 6% (active) polyquaternium-16 and 1% xylose (Composition
(b)). Polyquaternium-16 is a polymeric quaternary ammonium salt
formed from methylvinylimidazolium chloride and vinylpyrrolidone.
The results are shown in Table 1. TABLE-US-00004 TABLE 1 Curl Droop
of Hair Treated with Polyquaternium-16 Time (minutes) 0 1 2 3 4 5 6
7 8 9 10 11 12 13 14 15 (a) 100 66 44 35 26 19 16 16 16 15 14 9 9 9
9 9 (b) 100 97 83 74 51 47 35 31 31 24 23 23 22 22 22 22
EXAMPLE 5
Heat Activated Styling with Polyquaternium-46
[0109] Following the above procedure, normal brown hair was treated
8 times with either a solution comprising 6% (active)
polyquaternium-46 without xylose (Composition (a)) or a solution
comprising 6% (active) polyquaternium-46 and 1% xylose (Composition
(b)). Polyquaternium-46 is a polymeric quaternary ammonium salt
prepared by reaction of vinylcaprolactam and vinylpyrrolidone with
methylvinylimidazolium methosulfate. The results are shown in Table
2. TABLE-US-00005 TABLE 2 Curl Droop of Hair Treated with
Polyquaternium-46 Time (minutes) 0 1 2 3 4 5 6 7 8 9 10 11 12 13 14
15 (a) 100 68 47 41 26 15 8 8 6 6 6 6 4 4 4 4 (b) 100 94 90 74 58
47 41 39 39 38 37 37 35 35 35 35
EXAMPLE 6
Heat Activated Styling with Polyquaternium-44
[0110] Following the above procedure, bleached hair was treated 8
times with either a solution comprising 6% (active)
polyquaternium-44 without xylose (Composition (a)) or a solution
comprising 6% (active) polyquaternium-44 and 1% xylose (Composition
(b)). Polyquaternium-44 is a polymeric quaternary ammonium salt
prepared by reaction of vinylpyrrolidone and quaternized
imidazoline monomer. The results are shown in Table 3.
TABLE-US-00006 TABLE 3 Curl Droop of Hair Treated with
Polyquaternium-44 Time (minutes) 0 1 2 3 4 5 6 7 8 9 10 11 12 13 14
15 (a) 100 88 82 74 60 44 43 39 35 29 24 21 19 19 19 19 (b) 100 100
99 94 82 69 63 57 46 39 39 39 34 34 34 34
EXAMPLES 7 AND 8
[0111] Examples 7 and 8 show the usefulness of nonionic
water-soluble polymers as the at least one film forming agent in
the compositions of the present invention as well as the
compositions used in the methods of the present invention.
EXAMPLE 7
Heat Activated Styling with Corn Starch
[0112] Following the above procedure, bleached hair was treated 8
times with either a solution comprising 6% (active) Corn Starch
Modified without xylose (Composition (a)) or a solution comprising
6% (active) Corn Starch Modified and 1% xylose (Composition (b)).
Corn Starch Modified is prepared by the reaction of corn starch and
polyvinylpyrrolidone. The results are shown in Table 4.
TABLE-US-00007 TABLE 4 Curl Droop of Hair Treated with Corn Starch
Time (minutes) 0 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 (a) 100 97 96
91 89 86 80 78 70 66 56 43 43 32 27 25 (b) 100 93 93 92 92 90 90 87
83 73 64 62 62 56 55 55
EXAMPLE 8
Heat Activated Styling with Corn Starch
[0113] Following the above procedure, normal brown hair was treated
8 times with either a solution comprising 6% (active) PVP/VA
Copolymer without xylose (Composition (a)) or a solution comprising
6% (active) PVP/VA Copolymer and 1% xylose (Composition (b)).
PVP/VA Copolymer is a copolymer of vinyl acetate and
vinylpyrrolidone. The results are shown in Table 5. TABLE-US-00008
TABLE 5 Curl Droop of Hair Treated with PVP/VA Copolymer Time
(minutes) 0 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 (a) 100 94 86 73 71
60 56 54 44 43 35 27 21 21 21 21 (b) 100 92 86 77 75 71 70 65 63 62
58 56 52 52 52 52
EXAMPLES 9-11
[0114] Examples 9 through 11 show the usefulness of anionic
polymers as the at least one film forming agent in the compositions
of the present invention as well as the compositions used in the
methods of the present invention.
EXAMPLE 9
Heat Activated Styling with VA/Crotonates/Vinyl Neodecanoate
Copolymer
[0115] Following the above procedure, bleached hair was treated 4
times with either a solution comprising 6% (active)
VA/Crotonates/Vinyl Neodecanoate Copolymer without xylose
(Composition (a)) or a solution comprising 6% (active)
VA/Crotonates/Vinyl Neodecanoate Copolymer and 1% xylose
(Composition (b)). VA/Crotonates/Vinyl Neodecanoate Copolymer is
formed from vinyl acetate, crotonic acid and vinyl neodecanoate
monomers. The polymer was neutralized to 100% neutralization with
AMP (amino methylpyridine). The results are shown in Table 6.
TABLE-US-00009 TABLE 6 Curl Droop of Hair Treated with
VA/Crotonates/Vinyl Neodecanoate Copolymer Time (minutes) 0 1 2 3 4
5 6 7 8 9 10 11 12 13 14 15 (a) 100 81 71 61 41 41 39 33 29 27 25
25 25 25 25 25 (b) 100 98 98 96 95 95 94 92 88 88 83 81 80 79 79
79
EXAMPLE 10
Heat Activated Styling with Acrylates/C1-2 Succinates
Hydroxyacrylates Copolymer
[0116] Following the above procedure, bleached hair was treated 8
times with either a solution comprising 6% (active) Acrylates/C1-2
Succinates Hydroxyacrylates Copolymer without xylose (Composition
(a)) or a solution comprising 6% (active) Acrylates/C1-2 Succinates
Hydroxyacrylates Copolymer and 1% xylose (Composition (b)).
Acrylates/C1-2 Succinates Hydroxyacrylates Copolymer is formed from
acrylic acid, acrylates, hydroxyacrylates and succinic acid. The
polymer was neutralized to 100% neutralization with AMP. The
results are shown in Table 7. TABLE-US-00010 TABLE 7 Curl Droop of
Hair Treated with Acrylates/C1-2 Succinates Hydroxyacrylates
Copolymer Time (minutes) 0 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 (a)
100 52 44 27 21 12 11 11 9 3 3 2 0 0 0 0 (b) 100 94 90 78 62 60 57
41 35 33 33 33 33 33 31 31
EXAMPLE 11
Heat Activated Styling with Acrylates Copolymer
[0117] Following the above procedure, normal brown hair was treated
8 times with either a solution comprising 6% (active) Acrylates
Copolymer without xylose (Composition (a)) or a solution comprising
6% (active) Acrylates Copolymer and 1% xylose (Composition (b)).
Acrylates Copolymer is a copolymer of two or more monomers chosen
from acrylic acid, methacrylic acid and simple esters thereof. The
polymer was neutralized to 100% neutralization with AMP. The
results are shown in Table 8. TABLE-US-00011 TABLE 8 Curl Droop of
Hair Treated with Acrylates Copolymer Time (minutes) 0 1 2 3 4 5 6
7 8 9 10 11 12 13 14 15 (a) 100 92 88 74 73 59 52 50 46 34 11 11 11
11 11 11 (b) 100 96 90 86 81 77 76 58 58 52 52 52 52 52 52 52
EXAMPLE 12
Heat Activated Durability with Corn Starch
[0118] Following the procedure for durability testing, bleached
hair was treated 8 times with a solution comprising 6% (active)
Corn Starch Modified either without xylose or with 1% xylose. The
Curl Droop at 15 minutes was measured at the indicates times. The
results are shown in Table 9. TABLE-US-00012 TABLE 9 Curl Droop of
Hair Treated with Corn Starch Modified After Various Numbers of
Shampoos Solution Comprising 6% (active) Curl Droop Corn Starch
Modified; After 15 Minutes in Time of Measurement of Curl Droop 90%
Relative Humidity Without xylose; after treatment 15 (no shampoos)
With 1% xylose; after treatment 31 (no shampoos) Without xylose;
after 2 shampoos 10 With 1% xylose; after 2 shampoos 18 Without
xylose; after 6 shampoos 0.1 With 1% xylose; after 6 shampoos 4
[0119] The data showed that hair treated with at least one film
forming agent (Corn Starch Modified), at least one sugar chosen
from C.sub.3 to C.sub.5 monosaccharides (xylose) and heat had a
higher curl retention than hair treated with at least one film
forming agent (Corn Starch Modified) and heat but without at least
one sugar chosen from C.sub.3 to C.sub.5 monosaccharides (xylose)
even after 6 shampoos.
EXAMPLE 13
[0120] The following procedure was used to treat the hair and
measure the Curl Droop: Hair swatches (2 g., 6.5-7.5 in.) were
treated with a solution containing 6% Corn Starch Modified and 1%
Glucosamine (0.5 g solution/g of hair) then blow dried. The hair
swatches were then heated with a flat iron for 1 minute and then
shampooed with 10% sodium laureth sulfate (SLES). The treatment was
repeated up to 8 times, as indicated. The treated hair swatches
were shampooed 2, 4, and 6 times, then styled with a curling iron
for 30 seconds and placed in a humidity chamber at 90% relative
humidity to measure the Curl Droop. As the curl slowly relaxed in
the humidity chamber, the length of the hair swatches was measured
every minute (up to 15 minutes).
[0121] The Curl Droop was calculated as explained previously.
TABLE-US-00013 TABLE 1 Curl Droop of Hair Treated with Corn Starch
Modified Solution Comprising 6% (active) O 5 10 15 Corn Starch
Modified minutes minutes minutes minutes Without glucosamine, after
100 85 75 62 treatment With glucosamine, after 100 88 76 65
treatment Without glucosamine, after 100 83 68 37 2 shampoos With
glucosamine, after 2 100 85 72 40 shampoos Without glucosamine,
after 100 81 62 27 4 shampoos With glucosamine, after 4 100 83 71
32 shampoos Without glucosamine, after 100 77 47 13 6 shampoos With
glucosamine, after 6 100 80 66 19 shampoos
[0122] The data showed that hair treated with at least one film
forming agent (Corn Starch Modified), at least one compound
comprising at least one C.sub.5 to C.sub.7 saccharide unit
substituted with at least one amino group (glucosamine) and heat
had a higher curl retention than hair treated with at least one
film forming agent (Corn Starch Modified) and heat but without at
least one compound comprising at least one C.sub.5 to C.sub.7
saccharide unit substituted with at least one amino group even
after 6 shampoos.
* * * * *