CA1063029A - Glycyrrhizins in hair-treating compositions - Google Patents
Glycyrrhizins in hair-treating compositionsInfo
- Publication number
- CA1063029A CA1063029A CA254,702A CA254702A CA1063029A CA 1063029 A CA1063029 A CA 1063029A CA 254702 A CA254702 A CA 254702A CA 1063029 A CA1063029 A CA 1063029A
- Authority
- CA
- Canada
- Prior art keywords
- hair
- glycyrrhizin
- weight
- salt
- days
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/02—Preparations for cleaning the hair
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/63—Steroids; Derivatives thereof
Abstract
Abstract of the Disclosure The incorporation of an effective amount of glycyrrhizin or a salt thereof into a hair-treating composition having a pH of between 5 and 9 provides for an anti-grease effect, the hair becoming less quickly greasy again.
Description
J 244 (R) 10630Z~
The present invention relates to a cosmetic prepara-tion, in particular to a hair treating preparation having improved sebostatic or sebo-repressing activity, It is generally known that seborrhoea of the human scalp is a s`erious problem. Seborrhoea of the scalp is caused by excessive secretion Or the sebaceou~ glands, the result of which i8 that the hair, after being washed, becomes rapidly greasy again and consequently wispy and untidy in appearance.
The object of the invention therefore is to provide a cosmetic preparation, in particular a hair treating preparation by which a significànt decreaæe of subsequent or recurrent greasing is obtained.
This object is achieved in that it was found that hair treating preparations with a pH within a ~pecific range, which contain glycyrrhizin or salts thereof, cause a substantial decrease of recurrent greasing of the hair treated with them. Whereas on applying conventional hair ;-tréating preparations renewed grease formation will often set in after two days already, the result Or hair treat-ment with the preparations according to the invention -depending on which type of glycyrrhizin is used - i8 that grease formation may only recur after. 5 dayD.
"~ Accordingly the present invention relates to a cos-
The present invention relates to a cosmetic prepara-tion, in particular to a hair treating preparation having improved sebostatic or sebo-repressing activity, It is generally known that seborrhoea of the human scalp is a s`erious problem. Seborrhoea of the scalp is caused by excessive secretion Or the sebaceou~ glands, the result of which i8 that the hair, after being washed, becomes rapidly greasy again and consequently wispy and untidy in appearance.
The object of the invention therefore is to provide a cosmetic preparation, in particular a hair treating preparation by which a significànt decreaæe of subsequent or recurrent greasing is obtained.
This object is achieved in that it was found that hair treating preparations with a pH within a ~pecific range, which contain glycyrrhizin or salts thereof, cause a substantial decrease of recurrent greasing of the hair treated with them. Whereas on applying conventional hair ;-tréating preparations renewed grease formation will often set in after two days already, the result Or hair treat-ment with the preparations according to the invention -depending on which type of glycyrrhizin is used - i8 that grease formation may only recur after. 5 dayD.
"~ Accordingly the present invention relates to a cos-
2~5 metic preparation, in particular a cosmetic hair treating preparation~ with sebostatic or sebo-repressing action, having a pH within a speciric range and comprising an e~fective amount Or glycyrrhizin or salts thereof.
::: , ,:
2 - ~
. '~ ' ' i. ', ~ ' ' ' ' . ', ',, ' ~' ', ' ' ' . ' ' .. ' I
J 244 (R) Glycyrrhizin is a compound, known per se, and is the g~ycoside Or 1 mole glycyrrhetinic acid and 2 moles glucur-onic acid. According to the invention glycyrrhizin can be used either as such or in the rorm Or its salts as e.g.
potassium, a~monium or calcium salts and other soluble salts, including hydrolysed potassium/calcium glycyrrhizinate. For the purpose of the invention the ammonium salt is preferred.
The proportion of glycyrrhizin or salts thereof to be used is of course dependent on the purity Or the product;
in general, however, the proportion thereor is in the range of 0.1-10, preferably between 0.25-5, in particular between 0.5-1.5%, calculated on the hair treating prepara-tion.
The ,~H require~ for the hair treating p~eparation according to ~he in~ention is between 5.0 and 9.~, pre~er-ably between 6.0 and 8.o.
The preparation according to the invention may be provided in any suitable form. It may for instance be formulated into an aqueous or aqueous/alcoholic solution;
it may also be applied in the form of a gel by means of suitable thickening agents or it may be administered in the form of a spray. Further forms Or application are hair setting agents,hair-cure preparations, hair creams, hair lotionR, etc. It is prererred that the compositions ., :,- : .
2~~ Or the invention do not contain reducing agents of the type ` used in cold permanent waYe compositions, such as thio-glycolates ~r cysteine hydrochloride, as these may interfere w~th the sebostatic or sebo-suppressing action or the ~ 3 -, - , . , . . ~ , .
- : : ., ,", J 244 (R) glycyrrhizin or the salts thereof. A preferred embodiment of the present invention is however a shampoo which in addition to glycyrrhizin or salts thereof essentially comprises a detergent-active material. Examples of such detergent-active materials are anionic surfactants such as alkylaryl sulphonate, alkyl- and alkylarylether sulphate, alkyl sulphate, sarcoside, ~atty acid alkylolamide sulphate, sulphuric acid ester o~ monoglycerides,peptide fatty acid condensates,alkylpolyglycolether carboxylic acids, alkyl-and alkylether phosphate, alpha olefin sulphonate, etc.
Also cationic surfactants may be used, such as quaternary ammonium compounds, as well as ampholytic surractants such as betaines and sulpho-betaines, alkylamino carboxylic acids, imidazoline derivatives. Further, nonionic surfactants may be used, such as for instance fatty alcohol polyglycolethers, fatty acid polyglycol esters, alkylphenolpolyglycols, ethoxylated amides and amines. Furthermore also tertiary amine-oxides may be used. The proportion of detergent-active material amounts in general to 5 to ~0% by weight, prefer-ably 10-80% by weight.
The shampoos according to the invention may rurther contain the usual additives as e.g. thickening agents, foam improvers, foam stabilizers, conditioning agents, antistatic agents, pH controllers, opaci~iers and gloss improving agents, solubilizers, perrumes, preservatives, colourants, etc. The pre~erred shampoos are liquid aqueous compositions according to the invention.
The present invention is further illustrated by the ., .
- :: .
. .: . . : - . :. : : :. :
:, . . .: - .
, . . ;- . , . , -:
.. . . . . . . .
1063029 J 244 (R) ~ollowing examples.
Example I
The following liquid shampoo was prepared:
wt.%
A B
Sodium laurylethersulphate 70.0 70.0 Coconut fatty acid diethanolamide2.0 2.0 Formalin 0.1 0.1 Perfume 0.5 -5 NaCl 3.0 4.0 Distilled water 24.3822.4 Citric acid 0.02 Ammoniumglycyrrhizinate (100% active ingredient) - 1.0 15 ~ pH-value 6.9 6-7 Each shampoo was used one time by a test panel of 40 members, who had very greasy hair; subsequently the results on the hair were observed over a12days' period, without the hair being washed again during this period.
With product A recurrent grease ~ormation could be ob~erved a~ter one day already, whereas with product B recurrent greasing could be observed only after six days.
Example II
The followinE shampoos were prepared:
, , - - 5 -.
. - ~ . -.. . . .
1063029 J 2 4 4 ( R ) U~ o CO
~: 3 0 o:
S~
Ln ' o U~
,., ~ O O~
L~
O ~ O o 1~ 0 ~J ~1 0 If~ 3
::: , ,:
2 - ~
. '~ ' ' i. ', ~ ' ' ' ' . ', ',, ' ~' ', ' ' ' . ' ' .. ' I
J 244 (R) Glycyrrhizin is a compound, known per se, and is the g~ycoside Or 1 mole glycyrrhetinic acid and 2 moles glucur-onic acid. According to the invention glycyrrhizin can be used either as such or in the rorm Or its salts as e.g.
potassium, a~monium or calcium salts and other soluble salts, including hydrolysed potassium/calcium glycyrrhizinate. For the purpose of the invention the ammonium salt is preferred.
The proportion of glycyrrhizin or salts thereof to be used is of course dependent on the purity Or the product;
in general, however, the proportion thereor is in the range of 0.1-10, preferably between 0.25-5, in particular between 0.5-1.5%, calculated on the hair treating prepara-tion.
The ,~H require~ for the hair treating p~eparation according to ~he in~ention is between 5.0 and 9.~, pre~er-ably between 6.0 and 8.o.
The preparation according to the invention may be provided in any suitable form. It may for instance be formulated into an aqueous or aqueous/alcoholic solution;
it may also be applied in the form of a gel by means of suitable thickening agents or it may be administered in the form of a spray. Further forms Or application are hair setting agents,hair-cure preparations, hair creams, hair lotionR, etc. It is prererred that the compositions ., :,- : .
2~~ Or the invention do not contain reducing agents of the type ` used in cold permanent waYe compositions, such as thio-glycolates ~r cysteine hydrochloride, as these may interfere w~th the sebostatic or sebo-suppressing action or the ~ 3 -, - , . , . . ~ , .
- : : ., ,", J 244 (R) glycyrrhizin or the salts thereof. A preferred embodiment of the present invention is however a shampoo which in addition to glycyrrhizin or salts thereof essentially comprises a detergent-active material. Examples of such detergent-active materials are anionic surfactants such as alkylaryl sulphonate, alkyl- and alkylarylether sulphate, alkyl sulphate, sarcoside, ~atty acid alkylolamide sulphate, sulphuric acid ester o~ monoglycerides,peptide fatty acid condensates,alkylpolyglycolether carboxylic acids, alkyl-and alkylether phosphate, alpha olefin sulphonate, etc.
Also cationic surfactants may be used, such as quaternary ammonium compounds, as well as ampholytic surractants such as betaines and sulpho-betaines, alkylamino carboxylic acids, imidazoline derivatives. Further, nonionic surfactants may be used, such as for instance fatty alcohol polyglycolethers, fatty acid polyglycol esters, alkylphenolpolyglycols, ethoxylated amides and amines. Furthermore also tertiary amine-oxides may be used. The proportion of detergent-active material amounts in general to 5 to ~0% by weight, prefer-ably 10-80% by weight.
The shampoos according to the invention may rurther contain the usual additives as e.g. thickening agents, foam improvers, foam stabilizers, conditioning agents, antistatic agents, pH controllers, opaci~iers and gloss improving agents, solubilizers, perrumes, preservatives, colourants, etc. The pre~erred shampoos are liquid aqueous compositions according to the invention.
The present invention is further illustrated by the ., .
- :: .
. .: . . : - . :. : : :. :
:, . . .: - .
, . . ;- . , . , -:
.. . . . . . . .
1063029 J 244 (R) ~ollowing examples.
Example I
The following liquid shampoo was prepared:
wt.%
A B
Sodium laurylethersulphate 70.0 70.0 Coconut fatty acid diethanolamide2.0 2.0 Formalin 0.1 0.1 Perfume 0.5 -5 NaCl 3.0 4.0 Distilled water 24.3822.4 Citric acid 0.02 Ammoniumglycyrrhizinate (100% active ingredient) - 1.0 15 ~ pH-value 6.9 6-7 Each shampoo was used one time by a test panel of 40 members, who had very greasy hair; subsequently the results on the hair were observed over a12days' period, without the hair being washed again during this period.
With product A recurrent grease ~ormation could be ob~erved a~ter one day already, whereas with product B recurrent greasing could be observed only after six days.
Example II
The followinE shampoos were prepared:
, , - - 5 -.
. - ~ . -.. . . .
1063029 J 2 4 4 ( R ) U~ o CO
~: 3 0 o:
S~
Ln ' o U~
,., ~ O O~
L~
O ~ O o 1~ 0 ~J ~1 0 If~ 3
3 0 ~ I I ~ O o ~ ~O O
~1 ~ ., ~1 u~
O
~ , O O
O C~l O O o o O ~1 3 '~ o o Lt~ 1 ~ ~ a' :
1~ ~ .
O ~ ..
' ~ ~ O ~ ,, : s ~ a ~ . ...... ............ .
.3 3 h ~a ~ ~ td N N ~D
S O ~ ~ S h h N al ~ h ~ ~ ~
h ~ c h S
S ~ 3 ~ ~ O
6 - .
:: :
', ', ;,. ',' '",' ' ,"' ' ' ' ::,'' '" ':, " ' .,' '' ' '.'' . '' , ':." ' ''; ' 1063029 J 2 4 4 ( R ) X I ' '~l o~ .
C~
"~
O O ~D
~o U~
o' I I o o .~ I o CO
,~ o ~
- ~: ~ ~ I I . , O O OD
~ ~, O ~ O a:~
~o C' o I I I I
m . , , -~
O O
O ' ~O
s o : ~o S ~
. . O . ~ O ~ ~:
- . .
J 244 (R) ` 1063029 The above shampoos were each tested by a panel Or - 25 members, who showed fairly severe scalp and hair greasing (age of test members in each group 24-45 years; men:women about 50:50); The washing tests were so arranged that as many shampoos as possible were tested under analogous conditions so as to exclude climatic influence as much as possible. The treatment was erfected,in such a way that during six weeks one hair washing was performed once a week. The initial assessment, which preceded the issue of shampoo, was made by personnel who were experts in the ' assessment of human scalp and hair. At the end of the six -weeks' treatment the extent of recurrent grease forma~ion of scalp and hair was subjected ror 10 days to a visual ''' and manual assessment. The following results were obtained:
Recurrent grease formation Or scalp and hair o~'the head after one weekly hair washing performance over a period Or six weeks Shampoo Numbers of Number of testers with grease ~testers formation back at starting value ?o 1 2 3 4 5 6 7 8 9 10 days ,' after last treat-~,~ , ment .
: 25 A 25 9 12 3 1 - - - ,- - -C 25 1 - 14 7 1 - - _ _ _ : ~ D 25 4 12 8 E 25 - ~ 5 2 10 8 - ~ - -~:30 F 25 - 1 3 3 8 8 ~: ~ G 25 ~ ~ ~ 1 1 8 12 3 : g H 25 ~ ~ ~ 2 3 6 8 4 2 J 25 ~ - - - 2 2 4 15 2 - -K 25 . ~ ~ ~ 2 12 8 3 ~ ~ ' : . . , . , . :
- J 244 (R) These results show that on us-ing shampoos A and D, which contained no glycyrrhizinate, grease formation had returned to the initial value after 1-2 days already. With shampoos B and C this occurred only after 3-4 days and with shampoosE-K grease formation was back at starting value only after 5-7 days. Recurrent grease formation was therefore substantially reduced by the use of the preparations of the invention, as compared with placebos A and D.
On comparing shampoos H, G, J and K (pH values 6, 7, 8 and 9) it was found that shampoosH, G and J-showed a comparable effect and that shampoo K was rela-tively less effective. Moreover, on using shampoo H
it was found that the hair could be very easily dressed.
15 Example III
In the manner as described in Example II, composi-tions ~, G, J (pH values 6, 7 and 8) were compared with composition L. L was identical to the other compositions, except that it did not contain Na2HPO4.2H2O nor NaOH, and 20 that its pH was adjusted with HCl to 4.
The test-period was 14 day~, and the hair-washing .
took place twice a week. The results showed that with composition L grease formation returned to the initial ~ .
value after two days with 5% of the testers, after three 25 days with another 5% of the testers, and after four days ~-~ with another 10% o~ the testers. With the compositions H, G and J no grease ~ormation occurred at all until arter four days~ when 8, 4 and 8% o~ the testers showed ~;;J
~ ~ 9 , ,. , . . , - .. ,- ~ . ~
~1., t ~, , ~
J 244 (R) ~063029 Lrease formation.
Example IV
A te~t as described in Example III with three identical compositions as composition J, having a pH of 8, but with 0.3, 0.5 and 1.0% ammoniumglycyrrhizinate showed a relative increase in effectiveness of the same order.
Example V
Using higher amounts of ammoniumglycyrrhizinate in Example I B, e.g. 1.5, 2 and 5%, produced similar results, but at the higher concentrations the appearance of the hair becomes cosmetically less attractive.
.
,, . , . , . .,, . . . .
~. '' !;, '
~1 ~ ., ~1 u~
O
~ , O O
O C~l O O o o O ~1 3 '~ o o Lt~ 1 ~ ~ a' :
1~ ~ .
O ~ ..
' ~ ~ O ~ ,, : s ~ a ~ . ...... ............ .
.3 3 h ~a ~ ~ td N N ~D
S O ~ ~ S h h N al ~ h ~ ~ ~
h ~ c h S
S ~ 3 ~ ~ O
6 - .
:: :
', ', ;,. ',' '",' ' ,"' ' ' ' ::,'' '" ':, " ' .,' '' ' '.'' . '' , ':." ' ''; ' 1063029 J 2 4 4 ( R ) X I ' '~l o~ .
C~
"~
O O ~D
~o U~
o' I I o o .~ I o CO
,~ o ~
- ~: ~ ~ I I . , O O OD
~ ~, O ~ O a:~
~o C' o I I I I
m . , , -~
O O
O ' ~O
s o : ~o S ~
. . O . ~ O ~ ~:
- . .
J 244 (R) ` 1063029 The above shampoos were each tested by a panel Or - 25 members, who showed fairly severe scalp and hair greasing (age of test members in each group 24-45 years; men:women about 50:50); The washing tests were so arranged that as many shampoos as possible were tested under analogous conditions so as to exclude climatic influence as much as possible. The treatment was erfected,in such a way that during six weeks one hair washing was performed once a week. The initial assessment, which preceded the issue of shampoo, was made by personnel who were experts in the ' assessment of human scalp and hair. At the end of the six -weeks' treatment the extent of recurrent grease forma~ion of scalp and hair was subjected ror 10 days to a visual ''' and manual assessment. The following results were obtained:
Recurrent grease formation Or scalp and hair o~'the head after one weekly hair washing performance over a period Or six weeks Shampoo Numbers of Number of testers with grease ~testers formation back at starting value ?o 1 2 3 4 5 6 7 8 9 10 days ,' after last treat-~,~ , ment .
: 25 A 25 9 12 3 1 - - - ,- - -C 25 1 - 14 7 1 - - _ _ _ : ~ D 25 4 12 8 E 25 - ~ 5 2 10 8 - ~ - -~:30 F 25 - 1 3 3 8 8 ~: ~ G 25 ~ ~ ~ 1 1 8 12 3 : g H 25 ~ ~ ~ 2 3 6 8 4 2 J 25 ~ - - - 2 2 4 15 2 - -K 25 . ~ ~ ~ 2 12 8 3 ~ ~ ' : . . , . , . :
- J 244 (R) These results show that on us-ing shampoos A and D, which contained no glycyrrhizinate, grease formation had returned to the initial value after 1-2 days already. With shampoos B and C this occurred only after 3-4 days and with shampoosE-K grease formation was back at starting value only after 5-7 days. Recurrent grease formation was therefore substantially reduced by the use of the preparations of the invention, as compared with placebos A and D.
On comparing shampoos H, G, J and K (pH values 6, 7, 8 and 9) it was found that shampoosH, G and J-showed a comparable effect and that shampoo K was rela-tively less effective. Moreover, on using shampoo H
it was found that the hair could be very easily dressed.
15 Example III
In the manner as described in Example II, composi-tions ~, G, J (pH values 6, 7 and 8) were compared with composition L. L was identical to the other compositions, except that it did not contain Na2HPO4.2H2O nor NaOH, and 20 that its pH was adjusted with HCl to 4.
The test-period was 14 day~, and the hair-washing .
took place twice a week. The results showed that with composition L grease formation returned to the initial ~ .
value after two days with 5% of the testers, after three 25 days with another 5% of the testers, and after four days ~-~ with another 10% o~ the testers. With the compositions H, G and J no grease ~ormation occurred at all until arter four days~ when 8, 4 and 8% o~ the testers showed ~;;J
~ ~ 9 , ,. , . . , - .. ,- ~ . ~
~1., t ~, , ~
J 244 (R) ~063029 Lrease formation.
Example IV
A te~t as described in Example III with three identical compositions as composition J, having a pH of 8, but with 0.3, 0.5 and 1.0% ammoniumglycyrrhizinate showed a relative increase in effectiveness of the same order.
Example V
Using higher amounts of ammoniumglycyrrhizinate in Example I B, e.g. 1.5, 2 and 5%, produced similar results, but at the higher concentrations the appearance of the hair becomes cosmetically less attractive.
.
,, . , . , . .,, . . . .
~. '' !;, '
Claims (3)
OR PRIVILEGE IS CLAIMED ARE DEFINED AS FOLLOWS:
1. An aqueous hair-treating composition, having sebostatic and sebo-repressing activity, comprising a) from 0.25-5% by weight of glycyrrhizin or a salt thereof, said salt being selected from the group consisting of potassium, ammonium and calcium glycyrrhizinate, and b) from 5-90% by weight of an anionic surface-active detergent material, said composition having a pH within the range of 6-8, and not containing thioglycolates of cysteine hydro-chloride.
2. The composition according to claim 1, wherein the glycyrrhizin or salt thereof is present in an amount of from 0.5-1.5% by weight.
3. The composition according to claim 1, comprising from 0.25-5% by weight of ammonium glycyrrhizinate.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB2523775A GB1512083A (en) | 1975-06-12 | 1975-06-12 | Hair shampoo |
Publications (1)
Publication Number | Publication Date |
---|---|
CA1063029A true CA1063029A (en) | 1979-09-25 |
Family
ID=10224432
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CA254,702A Expired CA1063029A (en) | 1975-06-12 | 1976-06-11 | Glycyrrhizins in hair-treating compositions |
Country Status (6)
Country | Link |
---|---|
AT (1) | ATA426976A (en) |
CA (1) | CA1063029A (en) |
CH (1) | CH618603A5 (en) |
DE (1) | DE2626349A1 (en) |
FR (1) | FR2313913A1 (en) |
GB (1) | GB1512083A (en) |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
LU81256A1 (en) * | 1979-05-15 | 1980-12-16 | Oreal | HAIR COSMETIC COMPOSITION, IN PARTICULAR FOR WASHING AND / OR UNMAKING HAIR, BASED ON AN EXTRACT OF PLANTS CONTAINING SAPONOSIDES |
GB2050825B (en) * | 1979-06-14 | 1983-07-27 | Kanebo Ltd | Creamy or milky skin cosmetic compositions |
GB2071494B (en) * | 1980-03-08 | 1984-05-31 | Maruzen Kasei Co Ltd | Cosmetics containing 18-glycyrrhizins |
GB2072014B (en) * | 1980-03-08 | 1984-02-15 | Kanebo Ltd | Cosmetics containing 18-glycyrrhizins |
DE10232774B4 (en) * | 2002-07-18 | 2004-07-15 | Cognis Deutschland Gmbh & Co. Kg | Cosmetic preparations with antibacterial properties |
DE102004024463A1 (en) * | 2004-05-14 | 2005-12-08 | Phenion Gmbh & Co. Kg | Use of ammonium salts of glycyrrhizic acid and glycyrrhetinic acid for epilation |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR1312458A (en) * | 1961-09-21 | 1962-12-21 | Acidic cosmetic detergent compositions based on glycyrrhetinic acid | |
JPS4947520A (en) * | 1972-09-12 | 1974-05-08 |
-
1975
- 1975-06-12 GB GB2523775A patent/GB1512083A/en not_active Expired
-
1976
- 1976-06-11 CA CA254,702A patent/CA1063029A/en not_active Expired
- 1976-06-11 CH CH746376A patent/CH618603A5/en not_active IP Right Cessation
- 1976-06-11 DE DE19762626349 patent/DE2626349A1/en active Pending
- 1976-06-11 AT AT426976A patent/ATA426976A/en not_active Application Discontinuation
- 1976-06-11 FR FR7617759A patent/FR2313913A1/en active Granted
Also Published As
Publication number | Publication date |
---|---|
FR2313913A1 (en) | 1977-01-07 |
GB1512083A (en) | 1978-05-24 |
CH618603A5 (en) | 1980-08-15 |
ATA426976A (en) | 1977-10-15 |
FR2313913B1 (en) | 1979-05-25 |
DE2626349A1 (en) | 1976-12-23 |
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