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Sommaire du brevet 1245986 

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L'apparition de différences dans le texte et l'image des Revendications et de l'Abrégé dépend du moment auquel le document est publié. Les textes des Revendications et de l'Abrégé sont affichés :

  • lorsque la demande peut être examinée par le public;
  • lorsque le brevet est émis (délivrance).
(12) Brevet: (11) CA 1245986
(21) Numéro de la demande: 1245986
(54) Titre français: COMPOSITION DE TRAITEMENT DE LA CHEVELURE POUR PREVENIR LA NAISSANCE DE PELLICULES
(54) Titre anglais: HAIR TREATMENT COMPOSITION FOR PREVENTION OF DANDRUFF IN HAIR
Statut: Durée expirée - après l'octroi
Données bibliographiques
(51) Classification internationale des brevets (CIB):
  • A61K 8/67 (2006.01)
  • A61K 8/42 (2006.01)
  • A61Q 5/00 (2006.01)
(72) Inventeurs :
  • YANAGI, MITSUO (Japon)
  • OGAWA, MASATAKA (Japon)
  • TAMURA, UHEI (Japon)
  • SAKAMOTO, TETSUO (Japon)
(73) Titulaires :
  • SHISEIDO COMPANY LTD.
(71) Demandeurs :
  • SHISEIDO COMPANY LTD.
(74) Agent: BORDEN LADNER GERVAIS LLP
(74) Co-agent:
(45) Délivré: 1988-12-06
(22) Date de dépôt: 1984-12-20
Licence disponible: S.O.
Cédé au domaine public: S.O.
(25) Langue des documents déposés: Anglais

Traité de coopération en matière de brevets (PCT): Non

(30) Données de priorité de la demande: S.O.

Abrégés

Abrégé anglais


HAIR TREATMENT COMPOSITION FOR PREVENTION OF
DANDRUFF IN HAIR
ABSTRACT OF THE DISCLOSURE
A hair treatment composition comprising 0.1% by
weight or more of 3,4,4'-trichlorocarbanilide and 0.03%
by weight or more of vitamine E acetate in an aqueous
medium.
This hair treatment composition can effectively
prevent dandruff in the hair without causing adverse
side effects to the skin or scalp.

Revendications

Note : Les revendications sont présentées dans la langue officielle dans laquelle elles ont été soumises.


THE EMBODIMENTS OF THE INVENTION IN WHICH AN EXCLUSIVE property OR PRIVILEGE
IS CLAIMED ARE DEFINED AS FOLLOWS:
1. An aqueous anti-dandruff composition consisting essentially of 9.15
to 0.5% by weight of 3,4,4'-trichlorocarbanilide and 0.04% to 0.3% by weight
of vitamin E acetate in an aqueous medium, the weight ratio of
3,4,4'-trichlorocarbanilide to the vitamin E acetate being 12.5:1 to 0.5:1.
- 20 -

Description

Note : Les descriptions sont présentées dans la langue officielle dans laquelle elles ont été soumises.


S9~36
HAIR TREATMENT COMPOSITION FOR PREVENTION OE
DANDRUFF IN HAIR
BACKGROUND OE THE INVENTION
1. Field of the Invention
The present invention relates to a hair
treatment composition suitable for use in preventing
dandruff (or scurf) in the hair. More specifically, it
relates to a hair treatment composition suitable for use
in preventing dandruff in the hair containing, as
effective or active ingredients, trichlorocarbanilide
tor triclocarban) and vitamin E acetate (i.e., the
acetic acid ester of vitamin E).
2. Description of the Related Art
It is generally believed that dandruff is
composed of, for example, secretions from the sebaceous
glands, secretions of the sweat glands, and the scalings
of the cuticle layers, and that dandruff is profused by
excess secreations of, for example, the sebaceous
glands. It is further believed that, when the skin or
scalp is infected with bacteria or yeasts, dandruff is
abnormally accelerated. For this reason, hair treatment
compositions containing bacteriocides have been hereto-
fore used for preventing dandruff in the hair. For
example, it is well-known in the art that zinc pyrithione
(i.e., "ZPT" hereinbelow) when used in the haîr treatment
composition is the most effective agent for preventing
dandruff in the hair.
However, some bacteriocides have adverse side
effects and, therefore, it is desirable to avoid the use
of a relatively large amount of bactericides in hair
- treatment compositions.
SUMMARY OF THE INVENTION
Accordingly, the objects of the present invention
are to eliminate the above-mentioned problems and to
provide a hair treatment composition having no adverse
.,

i;2~5~36
-- 2 --
side effects on the skin or scalp and capable of effec-
tively preventing dandruff in the hair.
Other objects and advantages of the present inven-
tion will be apparent from the description set forth
hereinbelow.
In accordance with the present invention~ there is
provided an aqueous anti-dandruff composition consisting
essentially of 0.15% to 0.5% by ~eight of 3,4,4'-
trichlorocarbanilide (i.e., "TCC" hereinbelow) and 0.04%
to 0.3% by weight of vitamin E acetate (i.e., "VEA"
hereinbelow) in an aqueous medium, the weight ratio of
3,4,4'-trichlorocarbanilide to the vitamin E acetate
being 12.5:1 to 0.5:1.
D~SC~IPTION OF THE PR~FERRED EM~ODI~EN~S
According to the present invention, dandruf~ is
effectively prevented by the use of the hair treatment
composition containing, as effective or active ingredi-
ents, TCC and VEA. Although it is not clearly understood
how dandruf~ in the hair can be prevented by the hair
treatment composition according to the present invention,
it i5 believed, without prejudice to the present inven-
tionl that the metabolic reac~ion in the scalp is
adequately or moderately adjusted to prevent dandruff in
the hair. It has been ~ound that the effect of the
combined use of TCC and VEA on the prevention of dandruff
in the hair is far superior to that of the sole use of
TCC or VE~ and is also superior to that of the use of
conventional ZP~.
The TCC usable as one of the active ingredients in
the hair treatment composition is 3,4,4'-trichloro-
carbanilide, which is commercially available in the name
of ~CC. TCC is generally produced in the form of a
white powder and is generally soluble in organic solvents
such as acetone, dimethylformamide, methylisobutylketone,
and dioxane and certain polyols such as polyethylene
glycol, dipropylene glycol, and butylene glycol.
.~ However, TCC is insoluble or only slightly soluble in
water and alcohols te.g., ethanol). TCC can be readily
formulated into hair treatment compositions in any

S9~6
conventional manner already used for formulating powdery
substances into cosmetic compositions. For example, TCC
can be dispersed in an aqueous or oily medium by a
conventional agitating means.
VEA usable as the other active ingredient in the
hair treatment composition is a viscous amorphous oily
substance, and is soluble in, for example, fats and
fatty oils, paraffins, and organic solvents such as
acetone, methanol, ethanol, and chloroform. ~Iowever,
VEA is insoluble or only slightly soluble in water or
aqueous organic solvents. VEA can be formulated in any
conventional manner already used for ~ormulating oily
substances into cosmetic compositions.
A too small amount of TCC or VEA contained in the
hair treatment composition is not effective for prevent-
ing dandruff in the hair~ Accordingly, the hair treat-
ment composition according to the present invention
should contain 0.1~ by weight or more, preferably 0.1
to 1~ by weight, of TCC and 0.03~ by weight or more,
preferably 0.03% to 3~ by weight, of VEA in an aqueous
medium.
When TCC alone is formulated in an amount of 3% by
weight or more, preferahly 5% by weight or more, into a
hair treatment composition, the desired prevention of
dandruff in the hair can be obtained. However, when a
too large amount of TCC is formulated into a hair
treatment composition, adverse side effects are likely
to occur together with stability problems in the disper-
sion or solution systems. For this reason, the use of a
large amount of TCC in the hair treatment composition
should be avoided.
Furthermore, when VEA alone is formulated in an
~ amount of l~ by weight or more into a hair treatment
composition, the resultant hair treatment composition
can prevent dandruff in the hair. However, when VEA is
used in combination with 0.1~ by weight of TCC in a hair
treatment composition, only a very small amount (i.e.,

-- 4 --
0.03~ by weight or more) of VEA is sufficient to provide
a dandruff preventing effect superior to or comparable
to that of ZPT conventionally used in hair treatment
compositions.
The term "a hai~ treatment composition" used herein
includes any cosmetic composition capable of being
applied to the hair or scalp. Examples of such cosmetic
compositions are hair tonics, hair liquids, liquid
creams for scalp treatment, hair creams, hair shampoos,
hair rinses, hair conditioners, hairdressing, and hair
sprays .
The hair treatment composition according to the
present invention can be prepared by including the
above-mentioned amounts of TCC and VEA in any aqueous
medium in any conventional manner. The aqueous medium
can optionally contain any conventional optional ingredi-
ents used in cosmetic treatments. Examples of such
optional ingredients are 1% to 75% by weight of alcohols
such as ethanol~ 0.1% to 50% by weight of oily components
such as octyldodecanol, mineral oil, silicone oil, fatty
alcohols, and squalane, 0.01~ to 70% by weight of
.surfactants such as polyoxyethylene hydrogenated castor
oil, polysorbates, lauryl ether sul~ates cocoamphoglici-
nates, and coconut fatty acid diethanolamide 0.1% to 30%
by weight of humectant such as glycerin, propylene
glycol, polyethylene glycol, dipropylene glycol, and
butylene glycol, 0.01~ to 5% by weight of thickening
agents such as methylcellulose, hydroxyethylcellulose,
carboxyvinylpolymer, magnesium aluminum silicate, and
xantham gum, 0.001~ to 0.5% by weight of preser~atlves
such as parabenes, and benzoic acid and the salts
thereof, 0.05% to 0.5% by weight of ultraviolet absorbers
- such as 2-hydroxy-4-methoxybenzophenone, 0.00001% to
0.1~ by weight of coloring agents such as dyes and
pigments and 0~01% to 3% by weight of various perfumes.
EXAMPLES
The present invention ~ill now be further illus-

5~8~
-- 5 --
trated by, but is by no means limited to, the followingexamples.
Example 1
A 0.3% weight of TCC and 0. lQo by weight of VEA were
formulated into a hair shampoo. The antidandruff effect
of this hair shampoo was evaluated as compared with a
shampoo containing ZPT.
A 15 g amount of triethanolamine lauryl sulfate,
5 g of coconut fatty acid diethanolamide, 0.3 g of TCC,
0.1 g of VEA, and appropriate amounts of a coloring
agent ~i.e.~ FD fi C yellow No. 5~ and a perfume were
added in that order into 79.6g of purified water (i.e.,
deionized water~. The mixture was heated to a tempera-
ture of 70C for 30 minutes, while stirring, and the
resultant mixture was cooled to a room temperature.
Thus, a hair shampoo composition I was obtained.
As a control, a commercially available hair shampoo
composition II containing 1% by weight of ZPT was used.
The e~fects of the hair shampoo compositions I
and II on the prevention of dandruff were evaluated by
using a test panel comprising 5 males aged 22 to 36
.having a scalp condition wherein a relatively large
amount of dandruff is profused.
A sample of each of the hair shampoo compositions I
and II was applied to 3 males.
The test was carried out as follows. That is, the
hair was washed with a conventional shampoo before the
start of the test. The dandruff accumulated for three
days after the shampooing was collected and weighed.
Furthermore, the hair was washed with the above-mentioned
hair shampoo composition I or ~I once every three days
for one month and, thereafter, the dandruff accumulated
- for three days after the final shampooing during the
test period was weighed. The collection of the accumu-
lated dandruff was carried out by cleaning the head
portion with a suction device provided with a cloth
filter.
, . . .~ . . . .

:~245986
-- 6 ~
The results were as shown in Table 1. The dandruff
reduction percentage in the case o~ each shampoo composi-
tion was calculated as follows:
Amount of dandruff~ fAmc~nt of dandruffl
. ~before test I ~1 month after test/
Reductlon (%) = -- - - x 100
Amount of dandruff ~efore test
Table 1
.
~unt of dandruff
(m~) '
Sample Panel Before 1 month Reduction ~verage
test after test am~unt tmq) reduction
.,.
Shampoo I 1 45.43 32.34 28~8
(TCC + VE~~ 51.68 25.39 50.9 36.8
3 39.67 23.85 30.6
Shampoo II4 123.2 90.2 26.8
(ZPT) i 5 42.6 29.8 30.0 30.4
6 33.4 2l.9 34 D 4
As is clear from the results shown in Table 1, the
shampoo composition I containing TCC and VEA according
to the present invention exhibited the antidandruff
effects approximately comparable to or somewhat superior
to that of the shampoo composition II.
The effects of the hair shampo~ compositions on the
prevention of dandruff were evaluated by changing the
concentrations of TCC and VEA. The samples were prepared
by formulating TCC and VEA in the amounts listed in
Table 2 into a commercially available shampoo composition
comprising containing sodium lauryl ethe.r sulfate and
coconut fatty acid diethanolamide in an aqueous medium.

_ 7 _ 12 ~59B6
Table 2
Concentrating of TCC Concentration of VEA
Sample No. (~ by wei~ht) (% by w~ight) ;
1 5.0 0
2 0.5 0
3 0.5 0.1
4 0.3 0
0.3 0.1
6 0.1 0,Q5
7 0.1 0.1
8 0 0.5
The test was carried out by using 40 males aged 22
to 36 randomly selected and divided into 8 groups. Each
sample was applied to 5 males in each group.
The shampoo sample was applied to the hair after
the hair was washed once three days. The amount of
dandruff accumulated for three days after the final
shampooing before the test and the amount of dandruff
accumulated for three days after the final shampooing
during the test period was weighed. From the amounts of
the accumulated dandruff thus obtained, the reduction
percentage of the dandruff by the use of the shampoo
composition was calculated as mentioned above. The
results were evaluated as effective where the reduction
percentage was not less than 10% and as ineffective
where the reduction percentage was less than 10%.
The results were as shown in Table 3.

~z~
Table 3
Effect on prevention
of dandruff
Sa~ple No.
Effective Inef~ective
(No. of male~)(No. of males)
1 4
2 ~ 5
3 4
4 0 5
0
6 3 2
7 3 2
8 0 5
As is clear from the results shown in Table 3, no
effect on the prevention of dandruff was exhibited for
all of the five members in the case of sample No. 4
containing 0.3% by weight of TCC alone. Contrary to
this, the desired effect on the prevention of dandruff
was exhibited for all of the five members in the case of
sample No. 5 containing both 0.3% by weight of TCC and
O.1% by weight of VEA.
Furthermore, it was observed that I10 effect was
exhibited for all of the five members in the case of
sample No. 2 containing only 0.5% by weight of TCC,
whereas the desired effect was exhibited for four in
five members in the case of sample No. 3 containing both
0.5% by weight of TCC and 0.1% by weight of VEA.
Contrary to above, no effect was exhibited in the
case of sample No. 8 containing 0.5% by weight of VEA
alone.

~598~
g
As is clear rom the above results, the desired
effect on the prevention of dandruff can be ex~ibited by
using shampoo compositions containing 0~3% by we.ight or
more of TCC and 0.1~ by weight or more of VEA~
Example 2
A shampoo composition having the following composi-
tion was prepared in the same manner as in Example 1.
_ Inqredients ~ by weiaht
:
Sodium lauryl sulfate 5
Lauryl sulfate - triethanolamine 5
Lauryl dimethylamino acetic acid betaine 6
Ethylene glycol distearate 2
Polyethylene glycol (M.W. = 400) 5
TCC 0.3
VE~ O . 1
Perfwme O.3
Purified water to 100~
b~ weight
The resultant shampoo composition was evaluated in
the same manner as in Example 1, in comparison with a
comparative shampoo composition containing neither TCC
nor VEA. As a result, the desired effect on preventing
dandruff was obtained for five members in the shampoo
composition obtained above.
~ E~
A shampoo composition having the following composi-
tion was prepaxed in the same manner as in Example 1.
~,

LS~6
I_~redients% by weight
Polyoxyethylene (Ave. E.O. = 3 mol)
lauryl ether sulfate - Na 10
Polyoxyethylene (Ave. E.O. = 3 mol)
lauryl ether sulfate - trie ~ nolamine 7
Lauric acid diethanol amide 4
Dipropylene glycol 5
TCC 0,3
VE.P~. O . 1
Per ~.e 0,3
Purified water to 100%
by weight
The resultant shampoo composition was evaluated in
the same manner as in Example 1, in comparison with a
comparative shampoo composition containing neither TCC
nor VEA. As a result, the desired antidandruff effects
were obtained for five members in the shampoo composition
obtained above.
Example 4
A shampoo composition having the following composi-
tion was prepared in the same manner as in Lxample 1.
,~

59~6
In~redients _ % bY weight
Sodium lauro~l methyl taurine 10
Lauryl dimethyl aminoacetic acid be ~ ne 8
Lauric acid diethanol amide 4
Ethylene glycol fatty acid ester 1.5
Polyethylene glycol (M.W. = 1500) 5
TCC 0.3
VE~ O . 1
Perfume 0.3
Purified water to 100~
by weight
The resultant shampoo composition was evaluated in
the same manner as in Example 1, in comparison with a
comparative shampoo composition containing neither TCC
nor VE~. As a result, the desired effect on preventing
dandruff was obtained for five members in the shampoo
composition obtained above.
Example 5
A shampoo composition having the following composi-
tion was prepared in the same manner as in Example 1.

L?~ 6
Inaredients% by weight
_
Sodium cocoyl methyl taurine10
A ~ 1 (Cll) imidazolinium betaine 6
Coconut fatty acid die ~ nol amide
Polyoxyethylene ~Ave. E.O. = 13 mol)
polyoxypropylene (Ave. P.O. = 30 mol~
block poly~er 3
TCC 0 3
VE.~ O . 1
Per~u~e 3
Purified water to 100%
by weight
The resultant shampoo composition was evaluated in
the same manner as in Example 1, in comparison with a
- comparative shampoo composition containing neither TCC
nor VEA. As a result, the desired antidandruff effects
were obtained for five members in the shampoo composition
obtained above.
Example 6
A shampoo composition having the following composi-
tion was prepared in the same manner as in Example 1.

9~
- 13 -
In~redients _ % by weiqht
Sodium lauroyl sarcosine lO
Lauryl di~ethylamino acetic acid betaine 8
Lauric acid diethanol amide 4
Polyoxypropylene lAve. P.O. = 9 mol)
diglyc ~ l ether 5
TCC 0'3
V~P,. O . 1
Perfume 0.3
Purified water to 100%
by wei~ht
The resultant shampoo composition was evaluated in
the same manner as in Example 1, in comparison with a
comparative shampoo composition containing neither TCC
nor VEA. As a result, the desired antidandruf effects
were obtained for five members in the shampoo composition
obtained above.
Examples 7 to 13
Hair rinse compositions having the composi~ions
listed in Table 4 were prepared in the manner as des-
cribed in Example l.
The antidandruff effects of the resultant rinsecompositions thus prepared were evaluated as follows.
That is, the hair was washed with a conventional
shampoo composition containing neither TCC nor VEA, and
then treated with the hair rinse compositions obtained
above. The results were evaluated in the same manner as
in Exa~ple l.
-

~4~i98~
Table 4
% by weight
Example No.
Ingredients - -
7 8 9 10 11* 12* 13*
Dipropylene glycol 4 4 4 4 4 4 4
Stearyl trimethylammonium
chloride 2 2 2 2 2 2 2
Stearyl alcohol
Polyoxyethylene (Ave. EØ=
60 mol) hydrogenated castor 0.5 0.5 0.5 0.5 0.5 0.5 0.5
oil
Glyceryl stearate 0.5 0.5 0.5 0.5 0.5 0.5 0.5
TCC 002 0.3 0.15 0.5 0.5 0 0.05
VEA 0.05 0.1 0.3 0.0~ 0 0.5 0.01
Perfume 0.3 0.3 0.3 0.3 0.3 0.3 0.3
Purified water Amount to 100% by weight in total
Anti- EffectiVe 4 5 ~ 4 0
dandruff (No. of members)
effect
(total 5 Ineffective 1 0 1 1 5 5 5
members) (No. of nembers)
___ _ _ . .. .
* Cc~parative Examples

~2~5~318~
- 15 -
As is clear from the results shown in Table 4, the
hair rinse compositions of Examples 7 to lO according to
the present invention exhibited the desired antidandruff
effects.
Example 14
A hair tonic composition having the following
composition was prepared by first mixing the ingredients
other than water, while stirring, followed by adding
water thereto.
In~redients ~ by we~
95% ethyl alcohol 50
Polyoxyethylene (E.O.= 40 mol)
hydrogenated castor oil 0.5
TCC 0 3
VE~ ' 0.1
Per~m~
Water to 100~
by weight
The resultant hair tonic composition exhibited
excellent antidandruff effects, when tested in a manner
as in Example 1
Example 15
A hair liquid composition having the following
composition was prepared in the same manner as in
Example 14.

5~8~;
16 -
Ingredients% by weight
95% ethyl alcohol 50
Polyoxypropylene (P.O. = 40 mol)
butyl alcohol 15
TCC 0 3
. 0.1
Perfume 0.5
Purified water to 100%
by weight
The resultant hair liquid composition exhibited
excellent antidandruff effects when evaluated in a
manner as in Example 1.
Example 16
A hair cream composition having the following
composition was prepared by first mixing, while stirring,
the ingredients of Part ~A~ upon heating, and then
adding the resultant mixture to the heated mixture of
Part IB~ followed by cooling.

~2~5986
- 17 -
Part (A)
Ingredients % by weight
Liquid paraffin 15
Cetyl alcohol 5
Vaseline 4
Glycerine monostearate 3
Polyoxyethylene tE.O. = 20 mol)
oleyl alcohol
TCC 0.3
VE.P. O . 1
Perfume 5
Part tB)
Ingredients ~ by weight
Dipropylene glycol 10
Purified water to 100% by weight
in total of (A) & tB)
.
The resultant O/W type hair cream composition
exhibited excellent antidandruff effects, when evaluated
in a manner as in Example 1.
Example 17
A hair lotion having the following composition was
prepared by mixing, while stirring, the ingredients of
Part (A), and then adding the resultant mixture to the
mixture of Part (B).

- 18 -
Part (A)
Ingredients % by weight
95% Ethyl alcohol 40
Dim~ethylpolysiloxane O.5
Liquid paraffin 0.5
Polyoxyethylene (E.O. = 40 mole)
hydrogenated oil 0.5
Acrylic resin alkanol amine solution 0.5
TCC
VEP,, O . 1
Perfume 0.2
Part (B)
ngredients ~ by weight
Dipropylene glycol 3
Purifled water to 100% by weight
in total of (A) ~ (B) 1.
The resultant hair lotion obtained above exhibited
! excellent antidandruff effects, when evaluated in a
manner as in Example 1.
Example 18
A hair lotion having the following composition was
prepared in the same manner as in Example 17.

9~36
-- 19 --
Part (A)
Ingredients _ % bY weight
95~ Ethyl alcohol 50
Dimethyl polysiloxane 2
Liquid paraffin 2
Stearyl trimethyl ammonium chloride 0.3
TCC 0~3
O . 1
Perfume 0.2
Part tB~
Inqredients % by weight
1,3-Prcpylene glycol 5
Purified water to 100% by weight
in total of (A) & tB)
The resultant hair lotion composition ob~ained
above exhibited excellent antidandruff effects.
.

Dessin représentatif

Désolé, le dessin représentatif concernant le document de brevet no 1245986 est introuvable.

États administratifs

2024-08-01 : Dans le cadre de la transition vers les Brevets de nouvelle génération (BNG), la base de données sur les brevets canadiens (BDBC) contient désormais un Historique d'événement plus détaillé, qui reproduit le Journal des événements de notre nouvelle solution interne.

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Pour une meilleure compréhension de l'état de la demande ou brevet qui figure sur cette page, la rubrique Mise en garde , et les descriptions de Brevet , Historique d'événement , Taxes périodiques et Historique des paiements devraient être consultées.

Historique d'événement

Description Date
Inactive : CIB désactivée 2013-11-12
Inactive : CIB attribuée 2013-06-26
Inactive : CIB attribuée 2013-06-26
Inactive : CIB attribuée 2013-06-26
Inactive : CIB en 1re position 2013-06-26
Inactive : Périmé (brevet sous l'ancienne loi) date de péremption possible la plus tardive 2005-12-06
Accordé par délivrance 1988-12-06

Historique d'abandonnement

Il n'y a pas d'historique d'abandonnement

Titulaires au dossier

Les titulaires actuels et antérieures au dossier sont affichés en ordre alphabétique.

Titulaires actuels au dossier
SHISEIDO COMPANY LTD.
Titulaires antérieures au dossier
MASATAKA OGAWA
MITSUO YANAGI
TETSUO SAKAMOTO
UHEI TAMURA
Les propriétaires antérieurs qui ne figurent pas dans la liste des « Propriétaires au dossier » apparaîtront dans d'autres documents au dossier.
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Page couverture 1993-10-07 1 15
Abrégé 1993-10-07 1 12
Dessins 1993-10-07 1 14
Revendications 1993-10-07 1 11
Description 1993-10-07 19 510