U.S. patent application number 14/722703 was filed with the patent office on 2015-09-10 for cosmetic compositions containing phenolic compounds.
The applicant listed for this patent is L'OREAL. Invention is credited to Nghi Van Nguyen, Hashimoto Sawa.
Application Number | 20150250711 14/722703 |
Document ID | / |
Family ID | 45098603 |
Filed Date | 2015-09-10 |
United States Patent
Application |
20150250711 |
Kind Code |
A1 |
Nguyen; Nghi Van ; et
al. |
September 10, 2015 |
COSMETIC COMPOSITIONS CONTAINING PHENOLIC COMPOUNDS
Abstract
A method of photoprotecting a keratinous substrate comprising
applying a composition onto the keratinous substrate, the
composition comprising at least one phenolic compound chosen from
at least one ortho-diphenol, at least one phenolic compound having
a carboxylic acid moiety, and mixtures thereof; a compound chosen
from at least one polyamine, at least one water soluble metal salt,
and mixtures thereof; and a cosmetically acceptable carrier. The
present disclosure also relates to photoprotective compositions for
application onto hair and skin, the compositions comprising at
least one phenolic compound chosen from at least one
ortho-diphenol, at least one phenolic compound having a carboxylic
acid moiety, and mixtures thereof; a compound chosen from at least
one polyamine, at least one water soluble metal salt, and mixtures
thereof; and a cosmetically acceptable carrier.
Inventors: |
Nguyen; Nghi Van; (Edison,
NJ) ; Sawa; Hashimoto; (Garwood, NJ) |
|
Applicant: |
Name |
City |
State |
Country |
Type |
L'OREAL |
PARIS |
|
FR |
|
|
Family ID: |
45098603 |
Appl. No.: |
14/722703 |
Filed: |
May 27, 2015 |
Related U.S. Patent Documents
|
|
|
|
|
|
Application
Number |
Filing Date |
Patent Number |
|
|
13702993 |
Feb 19, 2013 |
9044416 |
|
|
PCT/US11/39366 |
Jun 7, 2011 |
|
|
|
14722703 |
|
|
|
|
61352153 |
Jun 7, 2010 |
|
|
|
61352158 |
Jun 7, 2010 |
|
|
|
61352146 |
Jun 7, 2010 |
|
|
|
Current U.S.
Class: |
424/60 ;
424/59 |
Current CPC
Class: |
A61K 8/27 20130101; A61K
8/365 20130101; A61K 8/88 20130101; A61K 8/41 20130101; A61Q 17/04
20130101; A61K 8/9789 20170801; A61K 8/84 20130101; A61Q 5/00
20130101 |
International
Class: |
A61K 8/97 20060101
A61K008/97; A61K 8/365 20060101 A61K008/365; A61Q 5/00 20060101
A61Q005/00; A61K 8/84 20060101 A61K008/84; A61K 8/88 20060101
A61K008/88; A61K 8/41 20060101 A61K008/41; A61Q 17/04 20060101
A61Q017/04; A61K 8/27 20060101 A61K008/27 |
Claims
1. A photoprotective composition comprising: (a) at least one
phenolic compound chosen from at least one ortho-diphenol, at least
one phenolic compound having a carboxylic acid moiety, and mixtures
thereof; (b) a compound chosen from at least one polyamine, at
least one water soluble metal salt, and mixtures thereof; (c) a
cosmetically acceptable carrier.
2. The composition according to claim 1, wherein (a) is chosen from
compounds derived from plant extracts, fruit extracts, citrus fruit
extracts, and vegetable extracts.
3. The composition according to claim 1, wherein (a) is an
ortho-diphenol compound chosen from phenolic compounds,
polyphenolic compounds, catechol compounds, catechin/epicatechin
compounds, betacyanin compounds, polycyclic compounds having at
least one 1,2-dihydroxybenzene moiety, and mixtures thereof.
4. The composition according to claim 1, wherein (a) is an
ortho-diphenol compound chosen from caffeoylquinic acid, caffeic
acid, dihydrocaffeic acid, n-hexadecyl caffeate, caffeoyltartaric
acid, chlorogenic acid, rosmarinic acid, oleuropein,
hydroxytyrosol, pyrogallol, quercetin, myricetin, luteolin,
isoquercitrin, carnosic acid, rutin, baicalein, gallic acid,
epigallocatechol gallate, ethylhexyl gallate, digalloyl trioleate,
catechin, epicatechin, epigallocatechol gallate epigallocatechin,
cichoric acid, and mixtures thereof.
5. The composition according to claim 1, wherein (a) is a phenolic
compound having a carboxylic acid moiety chosen from polyphenolic
compounds, catechol compounds, catechin/epicatechin compounds,
betacyanin compounds, polycyclic compounds, and mixtures
thereof.
6. The composition according to claim 1, wherein (a) is a phenolic
compound having a carboxylic acid moiety chosen from ferulic acid,
caffeoylquinic acid, caffeic acid, dihydrocaffeic acid, n-hexadecyl
caffeate, caffeoyltartaric acid and its derivatives, chlorogenic
acid, rosmarinic acid, oleuropein, hydroxytyrosol, pyrogallol,
quercetin, myricetin, luteolin, isoquercitrin, carnosic acid,
rutin, baicalein, kaempferol, gallic acid, epigallocatechol
gallate, ethylhexyl gallate, digalloyl trioleate, digalloyl
trioleate, catechin, epicatechin, epicatechin-3-gallate,
epigallocatechin, epigallocatechin-3-gallate, peonidin, oenin,
cichoric acid, coumaric acid, quinic acid, and mixtures
thereof.
7. The composition according to claim 1, wherein (a) is selected
from ferulic acid and caffeic acid, their salts, their esters and
mixtures thereof.
8. The composition according to claim 1, wherein (a) is present in
an amount ranging from greater than 0% by weight to about 20% by
weight, based on the total weight of the composition.
9. The composition according to claim 1, wherein (a) is present in
an amount ranging from greater than 0.1% by weight to about 5% by
weight, based on the total weight of the composition.
10. The composition according to claim 1, wherein (b) is a
polyamine chosen from a polyethyleneimine, a polyvinylamine, an
aminated polysaccharide, an amine substituted polyalkylene glycol,
an amine substituted polyacrylate crosspolymer, an amine
substituted polyacrylate, an amine substituted polymethacrylate, an
aminosilicone, a protein, an amine substituted polyester, a
polyamino acid, an amodimethicone, a polyalkylamine, diethylene
triamine, triethylenetetramine, spermidine, spermine and mixtures
thereof.
11. The composition according to claim 1, wherein (b) is selected
from polyethyleneimine, an alkoxylated polyamine, and a polyamino
acid chosen from polylysine, polyarginine, chitosan, and mixtures
thereof.
12. The composition according to claim 1, wherein (b) is a
polyamine present in an amount ranging from greater than 0% by
weight to about 50% by weight, based on the total weight of the
composition.
13. The composition according to claim 1, wherein (b) is a
polyamine present in an amount ranging from about 0.1 to about 20%
by weight, based on the total weight of the composition.
14. The composition according to claim 1, wherein (b) is a water
soluble metal salt chosen from a water soluble divalent metal
salt.
15. The composition according to claim 1, wherein (b) is a water
soluble metal salt present in an amount ranging from greater than
0% by weight to about 20% by weight, based on the total weight of
the composition.
16. The composition according to claim 1, wherein (b) is a water
soluble metal salt present in an amount ranging from about 0.1% to
about 5% by weight, based on the total weight of the
composition.
17. The composition according to claim 1, wherein (b) is selected
from zinc sulfate, zinc acetate and zinc chloride.
18. The composition according to claim 1, wherein (b) is zinc
chloride.
19. A photoprotective composition comprising: (a) from about 0.1%
to about 5% by weight of at least one phenolic compound chosen from
caffeic acid, ferulic acid, their salts, their esters, and mixtures
thereof, and (b) from about 0.1% to about 5% by weight of at least
one polyamine chosen from polyethyleneimine, a polyamino acid, an
alkoxylated polyamine and mixtures thereof; (c) a cosmetically
acceptable carrier, wherein all weights are based on the total
weight of the photoprotective composition.
20. A photoprotective composition comprising: (a) from about 0.1%
to about 5% by weight of at least one phenolic compound chosen from
caffeic acid, ferulic acid, their salts, their esters, and mixtures
thereof; (b) from about 0.1% to about 5% by weight of at least one
water soluble zinc metal salt; (c) from about 0.1% to about 20% by
weight of at least one polyamine chosen from polyethyleneimine, a
polyamino acid, an alkoxylated polyamine and mixtures thereof; (d)
a cosmetically acceptable carrier, wherein all weights are based on
the total weight of the photoprotective composition.
Description
CROSS-REFERENCE TO RELATED APPLICATIONS
[0001] This application is a divisional application of U.S.
application Ser. No. 13/702,993 filed on Feb. 19, 2013, which is a
371 of International Application No. PCT/US2011/039366 filed on
Jun. 7, 2011, which claims the benefit of U.S. Provisional Patent
Application Nos. 61/352,146, 61/352,153 and 61/352,158, filed Jun.
7, 2010, the disclosures of which are hereby incorporated herein by
reference.
TECHNICAL FIELD
[0002] The present invention relates to methods and compositions of
photoprotecting keratinous substrates using phenolic compounds and
a compound chosen from at least one polyamine, at least one water
soluble metal salt, or mixtures thereof.
BACKGROUND OF THE DISCLOSURE
[0003] It is known that UV and visible radiations can damage
keratinous substrates such as skin and hair and as a result, there
are rising concerns among consumers and experts alike regarding the
effects of these radiations on the human body. Cosmetic and
personal care products aimed at protecting keratinous substrates,
in particular the skin, from visible and ultraviolet light, are
readily available, with particular emphasis on applying sunscreen
to the skin before sun exposure. However, sun exposure of
unprotected hair can also have deleterious effects on the hair,
resulting in, for example, the degradation of the natural and
artificial color of hair, dry and brittle hair, reduced strength of
the hair fibers and an overall unhealthy appearance to the hair
which is undesirable to the consumer.
[0004] Photoprotective or sunscreen compositions currently
available to consumers tend to easily be removed from the body upon
contact with water. This can occur upon bathing in the ocean or in
a swimming pool, in the shower or when engaged in water sports.
Conventional photoprotective or sunscreen compositions do not
continue to provide the desired photoprotection as soon as the
keratinous substrate to which they have been applied comes in
contact with water, thereby leaving the consumer unsatisfied with
the efficacy of available photoprotective products. Thus, there is
still a need to improve currently marketed anti-sun or sunscreen
compositions which impart to the keratinous substrates effective
photoprotection. There also continues to be a need for such
compositions to be stable over time and resistant to water and that
provide other desirable benefits such as more conditioned hair,
less damaged hair and a better look and feel to the hair.
[0005] Thus one of the objects of this invention is related to a
composition and method that will provide desirable photoprotective
benefits to keratinous substrates such as hair and minimize the
deleterious effect of the sun on hair.
[0006] It has been surprisingly and unexpectedly discovered that a
composition containing the combination of a phenolic compound and a
second compound chosen from at least one polyamine, at least one
water soluble metal salt, or mixtures thereof imparts highly
desirable cosmetic benefits such as less damaged hair, durability
on the hair, shine on hair, improvements in the retention and
enhancement of artificial or natural hair color, and hair fiber
strength.
[0007] Moreover, the use of this composition on keratinous
substrates, such as hair and skin, can result in desirable and
beneficial effects, such as improved conditioning and protection
from environmental and chemical damage.
BRIEF SUMMARY OF THE DISCLOSURE
[0008] The present invention is directed to a method of
photoprotecting a keratinous substrate comprising applying a
composition onto the keratinous substrate, the composition
comprising: [0009] (a) at least one phenolic compound chosen from
at least one ortho-diphenol, at least one phenolic compound having
a carboxylic acid moiety, and mixtures thereof; [0010] (b) a
compound chosen from at least one polyamine, at least one water
soluble metal salt, and mixtures thereof; [0011] (c) a cosmetically
acceptable carrier.
[0012] The present invention is also directed to a photoprotective
composition for application onto hair and skin, the composition
comprising at least one phenolic compound chosen from at least one
ortho-diphenol, at least one phenolic compound having a carboxylic
acid moiety, and mixtures thereof; a compound chosen from at least
one polyamine, at least one water soluble metal salt, and mixtures
thereof; and a cosmetically acceptable carrier.
DETAILED DESCRIPTION OF THE DISCLOSURE
[0013] Other than in the operating examples, or where otherwise
indicated, all numbers expressing quantities of ingredients and/or
reaction conditions are to be understood as being modified in all
instances by the term "about," meaning within 10% to 15% of the
indicated number.
[0014] The term "comprising" (and its grammatical variations) as
used herein is used in the inclusive sense of "having" or
"including" and not in the exclusive sense of "consisting only of".
The terms "a" and "the" as used herein are understood to encompass
the plural as well as the singular.
[0015] "At least one" as used herein means one or more and thus
includes individual components as well as
mixtures/combinations.
[0016] The term "water-soluble metal salt" as used herein is
understood to mean any organic or inorganic metal salt having a
solubility of more than 0.2 grams at 25 degrees Celsius per liter
of water.
[0017] The compositions and methods of the present invention can
comprise, consist of, or consist essentially of the essential
elements and limitations of the invention described herein, as well
as any additional or optional ingredients, components, or
limitations described herein or any otherwise useful ingredient
found in personal care compositions intended for application to
keratinous materials.
[0018] The present invention relates to a method for treating a
keratinous substrate such as hair, the method involving the steps
of providing a hair cosmetic composition containing at least one
phenolic compound chosen from at least one ortho-diphenol, at least
one phenolic compound having a carboxylic acid moiety, or mixtures
thereof; A second compound chosen from at least one polyamine, at
least one water soluble metal salt, or mixtures thereof; and a
cosmetically acceptable carrier, and applying said composition onto
the keratinous substrate.
[0019] The present invention also relates to compositions for
application onto hair and which may be utilized in leave-on
conditioners, permanent waving compositions, hair coloring
products, hair care products, hair treatment and hair masque
products, and hair styling products. The compositions of the
present invention may also be utilized in other personal care
compositions such as body washes, skin care, sun care, nail care
and facial care. In addition, such compositions may be used in
makeup products such as foundation, eye color, lip color and lip
gloss.
[0020] 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.
[0021] Phenolic Compound
[0022] The at least one phenolic compound of the present invention
can be chosen from ortho-diphenols, phenolic compounds having a
carboxylic acid moieties, and mixtures thereof.
[0023] Ortho-Diphenol
[0024] The at least one ortho-diphenol compound of the present
invention can be chosen from phenolic compounds, polyphenolic
compounds, catechol compounds, catechin/epicatechin compounds,
betacyanin compounds, polycyclic compounds having at least one
1,2-dihydroxybenzene moiety, and mixtures thereof.
[0025] The at least one ortho-diphenol compound of the present
invention can also contain one or more substitutents on the
aromatic ring wherein said one or more substituents are
ortho-diphenolic groups.
[0026] The at least one ortho-diphenol compound of the present
invention can also contain one or more substitutents on the
aromatic ring wherein said one or more substituents have one or
more ortho-diphenolic groups.
[0027] The at least one ortho-diphenol compound of the present
invention may be chosen from compounds of Formula I:
##STR00001##
[0028] wherein the R.sub.1, R.sub.2, R.sub.3, and R.sub.4
substituents, which are identical or different, represent a
hydrogen atom, an --OH group, a heteroatom, an amine, a substituted
amine, --NO.sub.2, a methyl, a saturated or unsaturated,
substituted or unsubstituted, linear or branched alkyl radical, a
saturated or unsaturated, substituted or unsubstituted, linear or
branched alkenyl radical, substituted or unsubstituted, a
substituted or unsubstituted heterocyclic radical, cycloalkyl
radical, a substituted or unsubstituted aryl group, alkylaryl group
wherein the alkyl is saturated or unsaturated, substituted or
unsubstituted, linear or branched, an alkoxy group, an alkoxyalkyl
group, an alkoxyaryl group, a carboxylate group, a radical
containing one or more silicon atoms, --COOH, --OCO.sub.5,
--COOR.sub.5, --R.sub.6--COOH, --R.sub.6--COOR.sub.5,
--CH.dbd.CH--R.sub.5, --CH.dbd.CH--COOR.sub.5, --CO--R.sub.5,
--CHOH--R.sub.5, --OOC--R.sub.5, --CHR.sub.5--CH3, where two of the
components R.sub.1 to R.sub.4 jointly form a saturated or
unsaturated cycle optionally containing one or more heteroatoms and
optionally condensed with one ore more saturated or unsaturated
cycles optionally containing one or more heteroatoms, and
[0029] wherein group R.sub.5 is chosen from a hydrogen atom, an
--OH group, a heteroatom, an amine, a substituted amine,
--NO.sub.2, a methyl, a saturated or unsaturated, substituted or
unsubstituted, linear or branched alkyl radical, a saturated or
unsaturated, substituted or unsubstituted, linear or branched
alkenyl radical, substituted or unsubstituted, a substituted or
unsubstituted heterocyclic radical, cycloalkyl radical, a
substituted or unsubstituted aryl group, alkylaryl group wherein
the alkyl is saturated or unsaturated, substituted or
unsubstituted, linear or branched, an alkoxy group, an alkoxyalkyl
group, an alkoxyaryl group, a carboxylate group, a radical
containing one or more silicon atoms, and a carboxylate group
and
[0030] wherein R.sub.6 is chosen from an alkyl radical, alkenyl
radical, aryl radical, alkylaryl radical, and alkenylaryl
radical.
[0031] In addition, the R.sub.1, R.sub.2, R.sub.3, and R.sub.4
substituents of the at least one ortho-diphenol compound according
to Formula (1) can independently be ortho-diphenolic groups and/or
can contain one or more ortho-diphenolic groups.
[0032] The at least one ortho-diphenol compound of the present
invention may also be chosen from polycyclic compounds having at
least one 1,2-dihydroxybenzene moiety wherein the at least one
1,2-dihydroxybenzene moiety can be substituted with a group chosen
from a hydrogen atom, an --OH group, a heteroatom, an amine, a
substituted amine, --NO.sub.2, a methyl, a saturated or
unsaturated, substituted or unsubstituted, linear or branched alkyl
group, alkylaryl group wherein the alkyl is saturated or
unsaturated, substituted or unsubstituted, linear or branched, a
carboxylate group, --COOH, --OCOR, --COOR, --R--COOH, --R--COOR,
--CH.dbd.CH--R, --CH.dbd.CH--COOR, --CO--R, --CHOH--R, --OOC--R,
--CHR--CH3, and
wherein group R is independently chosen from a hydrogen atom, an
--OH group, a heteroatom, a methyl, a saturated or unsaturated,
substituted or unsubstituted, linear or branched alkyl group, a
substituted or unsubstituted cyclic group, a substituted or
unsubstituted heterocyclic group, a substituted or unsubstituted
aryl group, an alkylaryl group wherein the alkyl is saturated or
unsaturated, substituted or unsubstituted, linear or branched, a
carboxylate group, an amine, a substituted amine, and
--NO.sub.2.
[0033] The at least one ortho-diphenol compound of the present
invention may be chosen from flavonols, anthocyanidins,
anthocynanins, hydroxybenzoates, flavones, and iridoids which may
be osylated or glucosylated and/or may be in the form of oligomers
(procyanidins).
[0034] Examples of the at least one ortho-diphenol compound of the
present invention are caffeoylquinic acid, caffeic acid,
dihydrocaffeic acid, n-hexadecyl caffeate, caffeoyltartaric acid,
chlorogenic acid, rosmarinic acid, oleuropein, hydroxytyrosol,
pyrogallol, quercetin, myricetin, luteolin, isoquercitrin, carnosic
acid, rutin, baicalein, gallic acid, epigallocatechol gallate,
ethylhexyl gallate, digalloyl trioleate, catechin, epicatechin,
epigallocatechol gallate epigallocatechin, cichoric acid, and
mixtures thereof.
[0035] The at least one ortho-diphenol compound of the present
invention includes ortho-diphenol compounds derived from plant
extracts, fruit extracts, citrus fruit extracts, and vegetable
extracts.
[0036] The at least one ortho-diphenol compound may also be present
in the compositions of the present disclosure as components of
plant extracts, fruit extracts, citrus fruit extracts, and
vegetable extracts, the extracts themselves being added to said
compositions.
[0037] The plant extracts include rose and tea extracts.
[0038] The fruit extracts include apple, grape (more particularly,
grape seeds), blueberry, pomegranate, and banana extracts.
[0039] The vegetable extracts include potato extracts.
[0040] It is also possible to use plant and/or fruit extract blends
such as apple and tea extract blends and grape and apple extract
blends.
[0041] The at least one ortho-diphenol compound of the present
invention includes phenolic compounds, polyphenolic compounds,
catechol compounds, catechin/epicatechin compounds, betacyanin
compounds, and polycyclic compounds having at least one
1,2-dihydroxybenzene moiety which have antioxidant properties.
[0042] The at least one ortho-diphenol compound of the present
invention is preferably chosen from dihydroxycinnamates, such as
caffeic acid, its salts and esters and mixtures thereof.
[0043] Phenolic Compound Having at Least One Carboxylic Acid
Moiety
[0044] The at least one phenolic compound having at least one
carboxylic acid moiety of the present invention may be chosen from
compounds of Formula I:
##STR00002##
[0045] wherein the R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5
substituents, which are identical or different, represent a
hydrogen atom, an --OH group, a heteroatom, an amine, a substituted
amine, --NO.sub.2, a methyl, a saturated or unsaturated,
substituted or unsubstituted, linear or branched alkyl radical, a
saturated or unsaturated, substituted or unsubstituted, linear or
branched alkenyl radical, substituted or unsubstituted, a
substituted or unsubstituted heterocyclic radical, cycloalkyl
radical, a substituted or unsubstituted aryl group, alkylaryl group
wherein the alkyl is saturated or unsaturated, substituted or
unsubstituted, linear or branched, an alkoxy group, an alkoxyalkyl
group, an alkoxyaryl group, a carboxylate group, a radical
containing one or more silicon atoms, --COOH, --OCOR.sub.6,
--COOR.sub.6, --R.sub.7--COOH, --R.sub.7--COOR.sub.6,
--CH.dbd.CH--R.sub.6, --CH.dbd.CH--COOR.sub.6, --CO--R.sub.6,
--CHOH--R.sub.6, --OOC--R.sub.6, --CHR.sub.6--CH3, where two of the
components R.sub.1 to R.sub.5 jointly form a saturated or
unsaturated cycle optionally containing one or more heteroatoms and
optionally condensed with one ore more saturated or unsaturated
cycles optionally containing one or more heteroatoms,
[0046] wherein group R.sub.6 is chosen from a hydrogen atom, an
--OH group, a heteroatom, an amine, a substituted amine,
--NO.sub.2, a methyl, a saturated or unsaturated, substituted or
unsubstituted, linear or branched alkyl radical, a saturated or
unsaturated, substituted or unsubstituted, linear or branched
alkenyl radical, substituted or unsubstituted, a substituted or
unsubstituted heterocyclic radical, cycloalkyl radical, a
substituted or unsubstituted aryl group, alkylaryl group wherein
the alkyl is saturated or unsaturated, substituted or
unsubstituted, linear or branched, an alkoxy group, an alkoxyalkyl
group, an alkoxyaryl group, a carboxylate group, a radical
containing one or more silicon atoms, and a carboxylate group,
[0047] wherein R.sub.7 is chosen from an alkyl radical, alkenyl
radical, aryl radical, alkylaryl radical, and alkenylaryl radical
and
[0048] wherein at least one of the R.sub.1 to R.sub.5 substituents
is a carboxylic acid moiety (--COOH) and/or at least one of the
R.sub.1 to R.sub.5 substituents carries a carboxylic acid moiety
(--COOH).
[0049] The at least one phenolic compound having at least one
carboxylic acid moiety of the present invention may also be chosen
from polycyclic compounds.
[0050] The at least one phenolic compound having at least one
carboxylic acid moiety of the present invention can also contain
one or more substitutents on the aromatic ring wherein said one or
more substituents are phenolic groups which may be substituted with
carboxylic acid moieties.
[0051] The at least one phenolic compound having at least one
carboxylic acid moiety of the present invention can also contain
one or more substitutents on the aromatic ring wherein said one or
more substituents have phenolic groups which may be substituted
with carboxylic acid moieties.
[0052] The at least one phenolic compound having at least one
carboxylic acid moiety of the present invention may be chosen from
flavonols, anthocyanidins, anthocynanins, hydroxybenzoates,
flavones, and iridoids which may be osylated or glucosylated and/or
may be in the form of oligomers (procyanidins).
[0053] Examples of the at least one phenolic compound having at
least one carboxylic acid moiety of the present invention are
ferulic acid, caffeoylquinic acid, caffeic acid, dihydrocaffeic
acid, n-hexadecyl caffeate, caffeoyltartaric acid and its
derivatives, chlorogenic acid, rosmarinic acid, oleuropein,
hydroxytyrosol, pyrogallol, quercetin, myricetin, luteolin,
isoquercitrin, carnosic acid, rutin, baicalein, kaempferol, gallic
acid, epigallocatechol gallate, ethylhexyl gallate, digalloyl
trioleate, digalloyl trioleate, catechin, epicatechin,
epicatechin-3-gallate, epigallocatechin,
epigallocatechin-3-gallate, peonidin, oenin, cichoric acid,
coumaric acid, quinic acid, and mixtures thereof.
[0054] The at least one phenolic compound having at least one
carboxylic acid moiety of the present invention includes
ortho-diphenol compounds derived from plant extracts, fruit
extracts, citrus fruit extracts, and vegetable extracts.
[0055] The at least one phenolic compound having at least one
carboxylic acid moiety may also be present in the compositions of
the present disclosure as components of plant extracts, fruit
extracts, citrus fruit extracts, and vegetable extracts, the
extracts themselves being added to said compositions.
[0056] The plant extracts include rose and tea extracts.
[0057] The fruit extracts include apple, grape (more particularly,
grape seeds), blueberry, pomegranate, and banana extracts.
[0058] The vegetable extracts include potato extracts.
[0059] It is also possible to use plant and/or fruit extract blends
such as apple and tea extract blends and grape and apple extract
blends.
[0060] The at least one phenolic compound having at least one
carboxylic acid moiety of the present invention includes
polyphenolic compounds, catechol compounds, catechin/epicatechin
compounds, betacyanin compounds, and polycyclic compounds which
have antioxidant properties.
[0061] A phenolic compound having at least one carboxylic acid
moiety suitable for use in the present invention is ferulic
acid.
[0062] Another phenolic compound having at least one carboxylic
acid moiety suitable for use in the present invention is caffeic
acid.
[0063] Particularly preferred phenolic compounds of the present
invention are green tea extract, also known as Camellia Sinensis
Leaf Extract, ferulic acid, and caffeic acid.
[0064] The at least one phenolic compound of the present invention
is present in an amount ranging from greater than 0% by weight to
about 20% by weight, preferably from about 0.05% to about 10% by
weight, more preferably from about 0.1% to about 5% by weight, by
weight, based on the total weight of the composition of the present
invention.
[0065] Polyamine
[0066] The at least one polyamine compound of the present invention
comprises at least two amino groups and typically comprises at
least 3 amino groups.
[0067] The at least one polyamine may, for example, be chosen from
a polyethyleneimine, a polyvinylamine, an aminated polysaccharide,
an amine substituted polyalkylene glycol, an amine substituted
polyacrylate crosspolymer, an amine substituted polyacrylate, an
amine substituted polymethacrylate, an aminosilicone, a protein, an
amine substituted polyester, a polyamino acid, an amodimethicone, a
polyalkylamine, diethylene triamine, triethylenetetramine,
spermidine, spermine and mixtures thereof.
[0068] The at least one polyamine may also, for example, be chosen
from alkoxylated polyamines.
[0069] The at least one polyamine compound may, for example, be
chosen from polymers such as homopolymers comprising at least three
amino groups, copolymers comprising at least three amino groups,
and terpolymers comprising at least three amino groups. Thus, the
at least one polyamine compound comprising at least three amino
groups may be chosen from, for example, polymers comprising at
least three amino groups formed from (i) at least one monomer unit
comprising at least one amino group as defined herein, and,
optionally, (ii) at least one additional monomer unit different
from the at least one monomer (i); and polymers comprising at least
three amino groups formed from (i) at least one monomer comprising
at least three amino groups as defined herein, and, optionally,
(ii) at least one additional monomer unit different from the at
least one monomer (i). According to the present invention, the at
least one additional monomer different from the at least one
monomer (i) may or may not comprise at least one amino group as
defined herein.
[0070] The at least one polyamine may also be chosen from
polyethyleneimines (also commonly designated as PEI).
Polyethyleneimines suitable for use in the compositions of the
present invention may optionally be substituted. Non-limiting
examples of polyethyleneimine include Lupasol.RTM. products
commercially available from BASF. Suitable examples of Lupasol.RTM.
polyethyleneimines include Lupasol.RTM. PS, Lupasol.RTM. PL,
Lupasol.RTM. PR8515, Lupasol.RTM. G20, Lupasol.RTM. G35 as well as
Lupasol.RTM. SC Polyethyleneimine Reaction Products (such as
Lupasol.RTM. SC-61B, Lupasol.RTM. SC-62J, and Lupasol.RTM. SC-86X).
Other non-limiting examples of polyethyleneimines which may be used
in the composition according to the present invention are the
Epomin.RTM. products commercially available from Aceto. Suitable
examples of Epomin.RTM. polyethyleneimines include Epomin.RTM.
SP-006, Epomin.RTM. SP-012, Epomin.RTM. SP-018, and Epomin.RTM.
P-1000. These examples include substituted polyethyleneimines.
[0071] Polyamines suitable for use in the present invention may
also be chosen from polyvinylamines. Examples thereof include
Lupamines.RTM. 9095, 9030, 9010, 5095, 1595 from BASF.
[0072] The at least one polyamine compound may, for example, be
chosen from aminated polysaccharides comprising at least three
amino groups.
[0073] Polyamines suitable for use in the present invention include
an aminosilicone includes Dow Corning.RTM. 2-8566 Amino Fluid, an
amino functional polydimethylsiloxane fluid from Dow
Corning.RTM..
[0074] Another suitable polyamine is an amine substituted
polyacrylate crosspolymer, including Carbopol Aqua CC polymer from
Noveon, Inc.
[0075] The at least one polyamine compound may also be chosen from
proteins and protein derivatives. Non-limiting examples of suitable
proteins and protein derivatives for use in the present invention
include those listed at pages 2719 to 2722 of the C.T.F.A.
International Cosmetic Ingredient Dictionary and Handbook, 11th
edition, vol. 3, (2006).
[0076] In one embodiment, the at least one polyamine compound is
chosen from wheat protein, soy protein, oat protein, collagen, and
keratin protein.
[0077] The at least one polyamine compound may also be chosen from
compounds comprising lysine, compounds comprising arginine,
compounds comprising histidine, and compounds comprising
hydroxylysine.
[0078] In one embodiment, the at least one polyamine compound
includes polylysine, chitosan, polyarginine, and mixtures
thereof.
[0079] Non-limiting preferred examples of suitable alkoxylated
polyamines include hydrocarbyl amines which have at least one
primary nitrogen atom and include compounds corresponding to
formula (I):
NH.sub.2R(R'CHCH.sub.2O).sub.x(R'CHCH.sub.2O).sub.y(R'CHCH.sub.2O).sub.z-
RNH.sub.2 (I)
wherein R represents a --CHCH.sub.3-- or --C(CH.sub.3).sub.2--
group, or a hydrocarbon radical containing at least 3 carbon atoms
that can be linear or branched, acyclic or cyclic, saturated or
unsaturated, aliphatic or aromatic, substituted or unsubstituted;
x, y, and z independently of one another, represent numbers of from
0 to 100; R' represents hydrogen, or an alkyl group, preferably a
methyl group; and the sum of x+y+z is at least 1.
[0080] In formula (I), R is preferably a linear or branched,
acyclic alkyl or alkenyl group or an alkyl phenyl group; x, y, and
z independently of one another, preferably represent numbers
ranging from 2 to 100.
[0081] Examples of the alkoxylated polyamines for use in the
present invention which correspond to formula (I) include, for
example, tetradecyloxypropyl-1,3-diaminopropane; C.sub.12-14 alkyl
oxypropyl-1,3-diaminopropane; C.sub.12-15 alkyloxypropyl amine and
other similar materials that are commercially available from Tomah
under the tradename of TOMAH.RTM. DA-17.
[0082] Other examples of alkoxylated polyamines of Formula (IA) are
diamine compounds belonging to the Jeffamine series such as the
Jeffamine.RTM. D and Jeffamine.RTM. ED series available from
Huntsman Corporation, Salt Lake City, Utah. Examples of these
Jeffamine compounds are JEFFAMINE D230, JEFFAMINE D400, JEFFAMINE
D2000, JEFFAMINE D4000, JEFFAMINE HK-511, JEFFAMINE ED600,
JEFFAMINE ED900, and JEFFAMINE ED2003. Jeffamine.RTM. D series
compounds are amine terminated PPGs (polypropylene glycols) and
Jeffamine.RTM. ED series compounds are polyether diamine based with
a predominantly PEG (polyethylene glycol) backbone.
[0083] Other non-limiting preferred examples of suitable
alkoxylated polyamines in the diamine form include compounds
corresponding to formula (II):
NH.sub.2(CH.sub.2).sub.xOCH.sub.2CH.sub.2O(CH.sub.2).sub.xNH.sub.2
(II)
wherein x is 2 or 3.
[0084] Examples of alkoxylated polyamines of Formula (II) are
diamine compounds belonging to the JEFFAMINE series available from
Huntsman Corporation, Salt Lake City, Utah, such as JEFFAMINE
EDR148, and JEFFAMINE EDR176.
[0085] Additional non-limiting preferred examples of alkoxylated
polyamines in the triamine form include compounds corresponding to
formula (III):
##STR00003##
wherein R is hydrogen or --C.sub.2H.sub.5, n=0 or 1, and x, y, and
z independently of one another, represent numbers of from 0 to 100
and the sum of x+y+z is at least 1.
[0086] Examples of alkoxylated polyamines for use in the present
invention which correspond to formula (III) are triamine compounds
belonging to the Jeffamine series such as the Jeffamine.RTM. T
series available from Huntsman Corporation, Salt Lake City, Utah.
Examples of the Jeffamine.RTM. T series compounds are JEFFAMINE
T403, JEFFAMINE T3000, and JEFFAMINE T5000. Jeffamine.RTM. T series
compounds are triamines made by reacting PO with a triol initiator
followed by aminating the terminal hydroxyl groups.
[0087] Another type of preferred alkoxylated polyamines include
compounds of formulas (IV) and (V) hereunder:
##STR00004##
wherein R in formula (IV) represents the alkyl group derived from
tallow and R in formula (V) represents the alkyl group derived from
coconut oil; n in both formulas (IV) and (V) has a total value
ranging from 10 to 20; m in both formulas (IV) and (V) has a value
ranging from 2 to 6; and x in both formulas (IV) and (V) has a
value ranging from 2 to 4.
[0088] Examples of alkoxylated polyamines of Formulas (IV) and (V)
are PEG-15 Tallow Polyamine and PEG-15 Cocopolyamine,
respectively.
[0089] Particularly preferred polyamines of the present invention
include LUPASOL.RTM. G 35, polyethyleneimine, commercially
available from BASF; and Jeffamine ED-400, polyethylene glycol
diamine, commercially available from Huntsman Corporation.
[0090] The at least one polyamine is present in the composition of
the present invention in an amount ranging from greater than 0% by
weight to about 50% by weight, preferably from about 0.05 to about
40% by weight, more preferably from about 0.1 to about 30% by
weight, even more preferably from about 0.1 to about 20% by weight,
based on the total weight of the composition.
[0091] Water-Soluble Metal Salt
[0092] The at least one water-soluble metal salt of the present
invention may be selected from a large number of compounds, wherein
the metal donor may be selected from Ti, V, Cr, Mn, Fe, Co, Ni, Cu,
Zn, Se, Sr, Be, Ba, Ca, Mg, Al and Mo.
[0093] The at least one water-soluble metal salt of the present
invention may be chosen from polyvalent metal salts, including
divalent metal salts.
[0094] The at least one water-soluble metal salt of the present
invention may be also chosen from chloride, bromide, fluoride,
iodide, sulfate, nitrate, phosphate, citrate, acetate salts,
carboxylic acid salts and mixtures thereof.
[0095] The at least one water-soluble metal salt of the present
invention is preferably a divalent metal salt.
[0096] Examples of the at least one water-soluble metal salt are
zinc chloride, magnesium chloride, ferrous chloride, manganese
chloride, cupric chloride, calcium chloride, cobalt dichloride,
zinc sulfate, magnesium sulfate, ferrous sulfate, manganese
sulfate, copper sulfate, cobalt sulfate, zinc acetate, magnesium
acetate, ferrous acetate, manganese acetate, cupric acetate,
calcium acetate, cobalt acetate, magnesium citrate, ferrous
citrate, manganese citrate, calcium chloride, calcium citrate and
mixtures thereof.
[0097] The at least one water-soluble metal salt of the present
invention is preferably a divalent metal chloride salt such as zinc
chloride, calcium chloride, and mixtures thereof.
[0098] The at least one water-soluble metal salt of the present
invention is present in an amount ranging from greater than 0% by
weight to about 20% by weight, preferably from about 0.05% to about
10% by weight, more preferably from about 0.1% to about 5% by
weight, based on the total weight of the composition of the present
invention.
[0099] Cosmetically Acceptable Carrier
[0100] The at least one cosmetically acceptable carrier may be
chosen from water, organic solvents and mixtures thereof. By way of
organic solvent, suitable examples may be chosen from C1-C4 lower
alkanols, such as ethanol and isopropanol; for example, polyols and
polyol ethers such as 2-butoxyethanol, propylene glycol, propylene
glycol monomethyl ether, diethylene glycol monoethyl ether and
monomethyl ether, for example, and aromatic alcohols such as benzyl
alcohol or phenoxyethanol, for example, and mixtures thereof. Other
examples of solvents for use in the present invention are
hexyleneglycol and dipropylene glycol, and mixtures thereof.
[0101] In one embodiment of the present invention, the cosmetically
acceptable carrier is water.
[0102] In another embodiment of the present invention, the
cosmetically acceptable carrier is an organic solvent.
[0103] In another embodiment of the present invention, the
cosmetically acceptable carrier is a polar organic solvent.
[0104] In one preferred embodiment of the present invention, the
cosmetically acceptable carrier comprises water, at least one
organic solvent and mixtures thereof.
[0105] In another preferred embodiment of the present invention,
the cosmetically acceptable carrier comprises a solvent chosen from
water, at least one alcohol and mixtures thereof.
[0106] The at least one cosmetically acceptable carrier is present
in an amount ranging from about 1% to about 99.9% by weight,
preferably from about 2% to about 95% by weight, more preferably
from about 5% to about 80% by weight, based on the total weight of
the composition of the present invention.
[0107] Other cosmetically acceptable carriers may include mineral
oils, silicone oils, synthetic or natural esters, fatty acids,
humectants, straight chain hydrocarbons, isoparaffins, esters,
silicone oils, waxes and mixtures thereof. The cosmetically
acceptable carriers may also include polybutene, hydrogenated
polyisobutene, hydrogenated polydecene, polydecene, squalene,
petrolatum, and mixtures thereof. Amounts of these materials may
range from about 0.1 to about 95%, preferably from about 0.5 to
about 50%, more preferably from about 1 to about 20% by weight of
the composition.
[0108] The composition(s) of the present invention may also
comprise organic and inorganic sunscreens or UV filters.
[0109] The composition(s) of the present invention may also
comprise additives, for instance those chosen from the
non-exhaustive list such as rheology-modifying agents, film-forming
agents, conditioning agents, humectants, reducing agents,
surfactants, antioxidants, sequestering agents, softeners,
antifoams, moisturizers, emollients, basifying agents, gelling
agents, wetting agents, thickening agents, spreading agents,
dispersants, plasticizers, preservatives, sunscreens, direct dyes
or oxidation dyes, pigments, mineral fillers, clays, colloidal
minerals, nacres, nacreous agents, emulsifying agents, fragrances,
peptizers, preserving agents, fixing or non-fixing polymers,
ceramides, proteins, active agents, vitamins, antidandruff agents,
aliphatic or aromatic alcohols, and more particularly ethanol,
benzyl alcohol, modified or unmodified polyols, such as glycerol,
glycol, propylene glycol, dipropylene glycol, butylene glycol or
butyl diglycol, volatile silicones, mineral, organic or plant oils,
oxyethylenated or non-oxyethylenated waxes, paraffins, fatty acids,
associative or non-associative thickening polymers, fatty amides,
fatty esters, fatty alcohols, and the like.
[0110] The compositions of the present invention can be formulated
as oil-in-water or water-in-oil emulsions, water-silicone
emulsions, aqueous compositions, and aqueous-alcoholic
compositions.
[0111] The compositions of the present invention can also be in the
form of sprays, mousses, creams, lotions, paste, and gels.
[0112] According to one embodiment of the present invention, there
is provided a method for photoprotecting keratinous substrates,
such as hair, by applying the above-disclosed composition onto the
keratinous material.
[0113] According to another embodiment of the present invention,
there is provided a method for photoprotecting keratinous
substrates, such as skin, by applying the above-disclosed
composition onto skin.
[0114] According to one preferred embodiment of the present
invention, there is provided a composition for photoprotecting
keratinous substrates, such as hair and skin, the composition
containing at least one phenolic compound and at least one water
soluble metal salt, wherein the at least one phenolic compound and
the at least one water soluble metal salt are present in the
composition in amounts effective to protect the keratinous
substrates from UV damage.
[0115] According to another preferred embodiment of the present
invention, there is provided a composition for photoprotecting
keratinous substrates, such as hair and skin, the composition
containing at least one phenolic compound and at least one
polyamine, wherein the at least one phenolic compound and the at
least one polyamine are present in the composition in effective
amounts such that the composition has an enhanced photoprotective
property.
[0116] The following examples further describe and demonstrate
embodiments within the scope of the present invention. The examples
are given solely for the purpose of illustration and are not to be
construed as limitations of the present invention, as many
variations thereof are possible without departing from the spirit
and scope of the invention. All exemplified amounts are
concentrations by weight of the total composition, unless otherwise
specified.
Example 1
Hair Treatment Composition Containing Caffeic Acid and Zinc
Chloride
[0117] Hair fibers taken from natural white hair were prepared and
soaked for 20 minutes in solutions A, B, and C and in a 60:40
water/ethanol mixture (D, control) (each solution adjusted to pH
7.0 with HCl or NaOH):
TABLE-US-00001 % by % by % by % by weight in A weight in B weight
in C weight in D Ingredient (Test) (Test) (Test) (Control) Caffeic
acid 1.0% 1.0% Zinc chloride 0.76% 0.76% Water/ethanol 98.24%
99.00% 99.24% 100% (60:40)
[0118] After soaking, the hair fibers from each treatment were
divided into two sets--one set of hair fibers was dried and exposed
to UV radiation (Xenotest, 45 W/m2, 40 hours, 70% relative humidity
(RH), 35.degree. C. and the other set of hair fibers was not
exposed to UV radiation.
[0119] The exposed and unexposed hair was analyzed by HP-DSC
(Differential Scanning Calorimetry), at 80-180.degree. C. at
10.degree. C./minute, in order to determine T.sub.d, the
denaturation temperature for each hair fiber sample. The %
efficiency in hair protection against UV radiation was calculated
using the formula:
[ ( T d Control ) Unexp - ( T d Control ) Exp ] - [ ( T d Test )
Unexp - ( T d Test ) Exp ] [ ( T d Control ) Unexp - ( T d Control
) Exp ] .times. 100 ##EQU00001##
[0120] A higher calculated % efficiency means greater protection
against UV damage.
[0121] The results obtained were:
TABLE-US-00002 Solution % efficiency A 42.72% B 22.5% C -13.01%
[0122] The data above shows that the hair treated with the solution
(A) containing Zn salt and an ortho-diphenol compound performed
significantly better than the hair treated with the solution
containing the ortho-diphenol compound alone or the Zn salt
alone.
Example 2
Hair Treatment Composition Containing Green Tea Extract and Zinc
Chloride
[0123] Hair fibers taken from natural white hair were prepared and
soaked for 20 minutes in solutions A, B, and C and in a 60:40
water/ethanol mixture (D, control) (each solution adjusted to pH
7.0 with HCl or NaOH):
TABLE-US-00003 % by % by % by % by weight in A weight in B weight
in C weight in D Ingredient (Test) (Test) (Test) (Control) Green
Tea 1.0% 1.0% Extract Zinc chloride 0.76% 0.76% Water/ethanol
98.24% 99.00% 99.24% 100% (60:40)
[0124] After soaking, the hair fibers were exposed to UV radiation
(Xenotest) and analyzed by HP-DSC following the procedure above in
Example 1.
[0125] The results obtained were:
TABLE-US-00004 Solution % efficiency A 47.24% B 19.43% C
-13.01%
[0126] The data above shows that the hair treated with the solution
(A) containing Zn salt and green tea extract performed
significantly better than the hair treated with the solution
containing the green tea extract alone or the Zn salt alone.
Example 3
Hair Treatment Composition Containing Ferulic Acid and
Polyethyleneimine
[0127] Hair fibers taken from natural white hair were prepared and
soaked for 20 minutes in solutions A, B, and C and in a 70:30
water/ethanol mixture (D, control) (each solution adjusted to pH
7.0 with HCl or NaOH):
TABLE-US-00005 % by % by % by % by weight in A weight in B weight
in C weight in D Ingredient (Test) (Test) (Test) (Control) Ferulic
acid 1.0% 1.0% Polyethyl- 0.27% 0.27% eneimine Water/ethanol 98.73%
99.00% 99.73% 100%
[0128] After soaking, the hair fibers from each treatment were
divided into two sets--one set of hair fibers was dried and exposed
to UV radiation (Xenotest, 45 W/m2, 40 hours, 70% relative humidity
(RH), 35.degree. C. and the other set of hair fibers was not
exposed to UV radiation.
[0129] The exposed and unexposed hair was analyzed by HP-DSC
(Differential Scanning Calorimetry), at 80-180.degree. C. at
10.degree. C./minute, in order to determine T.sub.d, the
denaturation temperature for each hair fiber sample. The %
efficiency in hair protection against UV radiation was calculated
using the formula:
[ ( T d Control ) Unexp - ( T d Control ) Exp ] - [ ( T d Test )
Unexp - ( T d Test ) Exp ] [ ( T d Control ) Unexp - ( T d Control
) Exp ] .times. 100 ##EQU00002##
[0130] A higher calculated % efficiency means greater protection
against UV damage.
[0131] The results obtained were:
TABLE-US-00006 Solution % efficiency A 44.79% B 16.18% C 27.33%
[0132] The data above shows that the hair treated with the solution
(A) containing polyethyleneimine and ferulic acid was better
protected against UV damages than hair treated with ferulic acid
alone or with polyethyleneimine alone.
Example 4
Hair Treatment Composition Containing Ferulic Acid and
Polylysine
[0133] Hair fibers taken from natural white hair were prepared and
soaked for 20 minutes in solutions A, B, and C and in a 70:30
water/ethanol mixture (D, control) (each solution adjusted to pH
7.0 with HCl or NaOH):
TABLE-US-00007 % by % by % by % by weight in A weight in B weight
in C weight in D Ingredient (Test) (Test) (Test) (Control) Ferulic
Acid 1.0% 1.0% Polylysine 0.28% 0.28% Water/ethanol 98.72% 99.00%
99.72% 100%
[0134] After soaking, the hair fibers were exposed to UV radiation
(Xenotest) and analyzed by HP-DSC following the procedure above in
Example 3.
[0135] The results obtained were:
TABLE-US-00008 Solution % efficiency A 34.52% B 16.18% C 13.14%
[0136] The data above shows that the hair treated with the solution
(A) containing polylysine and ferulic acid was better protected
against UV damages than hair treated with ferulic acid alone or
with polylysine alone.
Example 5
Hair Treatment Composition Containing
[0137] Ferulic Acid and Polypropylene Glycol Diamine
(PolyPPGDiamine, Jeffamine D4000)
[0138] Hair fibers taken from natural white hair were prepared and
soaked for 20 minutes in solutions A, B, and C and in a 60:40
water/ethanol mixture (D, control) (each solution adjusted to pH
7.0 with HCl or NaOH):
TABLE-US-00009 % by % by % by % by weight in A weight in B weight
in C weight in D Ingredient (Test) (Test) (Test) (Control) Ferulic
Acid 1.0% 1.0% PolyPPG- 1.65% 1.65% Diamine Water/ethanol 97.35%
99.00% 99.46% 100%
[0139] After soaking, the hair fibers were exposed to UV radiation
(Xenotest) and analyzed by HP-DSC following the procedure above in
Example 3.
[0140] The results obtained were:
TABLE-US-00010 Solution % efficiency A 33.15% B 16.18% C -1.06%
[0141] The data above shows that the hair treated with the solution
(A) containing PolyPPGDiamine and ferulic acid was better protected
against UV damages than hair treated with ferulic acid alone or
with PolyPPGDiamine alone.
Example 6
Hair Treatment Composition Containing Ferulic Acid and Polyethylene
Glycol Diamine (PolyPEGDiamine, Jeffamine ED400)
[0142] Hair fibers taken from natural white hair were prepared and
soaked for 20 minutes in solutions A, B, and C and in a 60:40
water/ethanol mixture (D, control) (each solution adjusted to pH
7.0 with HCl or NaOH):
TABLE-US-00011 % by % by % by % by weight in A weight in B weight
in C weight in D Ingredient (Test) (Test) (Test) (Control) Ferulic
Acid 2.5% 2.5% PolyPEG- 11.25% 11.25% Diamine Water/ethanol 86.25%
97.5% 88.75% 100%
[0143] After soaking, the hair fibers were exposed to UV radiation
(Xenotest) and analyzed by HP-DSC following the procedure above in
Example 3.
[0144] The results obtained were:
TABLE-US-00012 Solution % efficiency A 52.78% B 21.15% C 0.35%
[0145] The data above shows that the hair treated with the solution
(A) containing PolyPEGDiamine and ferulic acid was better protected
against UV damages than hair treated with ferulic acid alone or
with PolyPEGDiamine alone.
Example 7
Hair Treatment Composition Containing Ferulic Acid,
Polyethyleneimine and Zinc Chloride
[0146] Hair fibers taken from natural white hair were prepared and
soaked for 20 minutes in solutions A, B, and C and in a 60:40
water/ethanol mixture (D, control) (each solution adjusted to pH
7.0 with HCl or NaOH):
TABLE-US-00013 % by % by % by % by weight in weight in weight in
weight in Ingredient A (Test) B (Test) C (Test) D (Control) Caffeic
acid 1.0% 1.0% 1.0% Polyethyleneimine 0.59% Zinc Chloride 0.76%
0.76% Water/ethanol 97.65% 98.24% 99.0% 100%
[0147] After soaking, the hair fibers from each treatment were
divided into two sets--one set of hair fibers was dried and exposed
to UV radiation (Xenotest, 45 W/m2, 40 hours, 70% relative humidity
(RH), 35.degree. C. and the other set of hair fibers was not
exposed to UV radiation.
[0148] The exposed and unexposed hair was analyzed by HP-DSC
(Differential Scanning Calorimetry), at 80-180.degree. C. at
10.degree. C./minute, in order to determine T.sub.d, the
denaturation temperature for each hair fiber sample. The %
efficiency in hair protection against UV radiation was calculated
using the formula:
[ ( T d Control ) Unexp - ( T d Control ) Exp ] - [ ( T d Test )
Unexp - ( T d Test ) Exp ] [ ( T d Control ) Unexp - ( T d Control
) Exp ] .times. 100 ##EQU00003##
[0149] A higher calculated % efficiency means greater protection
against UV damage.
[0150] The results obtained were:
TABLE-US-00014 Solution % efficiency A 66.86% B 42.72% C 22.50%
[0151] The data above shows that the hair treated with the solution
(A) containing polyethyleneimine, caffeic acid and zinc chloride
was better protected against UV damages than hair treated with the
caffeic acid-Zinc chloride combination alone or with caffeic acid
alone.
* * * * *