CH625957A5 - Sunscreen oils - Google Patents
Sunscreen oils Download PDFInfo
- Publication number
- CH625957A5 CH625957A5 CH114977A CH114977A CH625957A5 CH 625957 A5 CH625957 A5 CH 625957A5 CH 114977 A CH114977 A CH 114977A CH 114977 A CH114977 A CH 114977A CH 625957 A5 CH625957 A5 CH 625957A5
- Authority
- CH
- Switzerland
- Prior art keywords
- sun protection
- water
- oils
- phenyl
- fatty acid
- Prior art date
Links
Classifications
-
- 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
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
-
- 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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/35—Ketones, e.g. benzophenone
-
- 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
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
-
- 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
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
- A61K8/4946—Imidazoles or their condensed derivatives, e.g. benzimidazoles
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Emergency Medicine (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
Description
Die vorliegende Erfindung betrifft Sonnenschutzöle, die eine besonders hohe Lichtschutzwirkung und damit einen hohen Lichtschutzfaktor, verbesserte Resorption sowie verbesserte kosmetische Eigenschaften besitzen. The present invention relates to sun protection oils which have a particularly high sun protection effect and thus a high sun protection factor, improved absorption and improved cosmetic properties.
Der Lichtschutzfaktor eines Lichtschutzmittels gibt an, um wievielmal länger die Haut, durch dieses Mittel geschützt, der Sonne bei gleichem Effekt ausgesetzt werden kann als ohne dessen Anwendung. The sun protection factor of a sun protection agent indicates by how many times the skin, protected by this agent, can be exposed to the sun with the same effect as without its use.
Es ist bekannt, dass Sonnenschutzöle, verglichen mit Emulsionen, z.B. Milch, Creme usw., bei gleichem Gehalt an Lichtschutzsubstanzen nur eine sehr schwache Lichtschutzwirkung aufweisen. In der Regel liegen die Werte für die Lichtschutzfaktoren bei Ölen zwischen 1,5 und maximal 3. Diese Tatsache ist überraschend, da innerhalb des Sonnenschutzöles eine völlig gleichmässige Verteilung der Lichtschutzsubstanz vorliegt. Auch eine Steigerung der Konzentration der Filtersubstanzen bewirkt nur eine unwesentliche Erhöhung der Lichtschutzfaktoren. It is known that sunscreen oils compared to emulsions e.g. Milk, cream etc., have only a very weak light protection effect with the same content of light protection substances. As a rule, the values for the sun protection factors for oils are between 1.5 and a maximum of 3. This fact is surprising since there is a completely uniform distribution of the sun protection substance within the sun protection oil. An increase in the concentration of the filter substances only causes an insignificant increase in the sun protection factors.
Auch die Kombination verschiedener Lichtschutzsubstanzen und die Variation bzw. Kombination verschiedener Ölkomponenten bringt nur eine geringfügige Verbesserung der Lichtschutzwirkung. The combination of different light protection substances and the variation or combination of different oil components bring only a slight improvement in the light protection effect.
Es wurde nun gefunden, dass Sonnenschutzöle, die Wasser und wenigstens eine hydrophile Substanz mit öliger Konsistenz enthalten, eine besonders hohe Lichtschutzwirkung, verbesserte Resorption und verbesserte kosmetische Eigenschaften aufweisen. Dabei kann der Wassergehalt mehr oder weniger gross sein, wobei es jedoch wesentlich ist, dass die typischen ölmerkmale (Aussehen, klare Lösung, Hautgefühl) erhalten werden. Dafür ist der Zusatz der hydrophilen Substanz(en) mit öliger Konsistenz erforderlich. It has now been found that sun protection oils which contain water and at least one hydrophilic substance with an oily consistency have a particularly high light protection effect, improved absorption and improved cosmetic properties. The water content can be more or less high, but it is essential that the typical oil characteristics (appearance, clear solution, skin feel) are preserved. This requires the addition of the hydrophilic substance (s) with an oily consistency.
Fig. 1 zeigt die Abhängigkeit des Lichtschutzfaktors von der Konzentration der Filtersubstanz bei einem herkömmlichen Sonnenschutzöl im Vergleich zu einem erfindungsgemäs-sen Sonnenschutzöl. 1 shows the dependence of the sun protection factor on the concentration of the filter substance in a conventional sun protection oil compared to a sun protection oil according to the invention.
In dieser Fig. 1 ist auf der x-Achse der Filtergehalt in %, auf der y-Achse der Lichtfaktor angegeben. Die obere Linie bedeutet ein erfindungsgemässes, die untere Linie ein herkömmliches Sonnenschutzöl. In this FIG. 1, the filter content is given in% on the x-axis and the light factor on the y-axis. The top line means an inventive sunscreen oil, the bottom line a conventional sunscreen oil.
Der Lichtschutzfaktor wird also wesentlich durch den Wassergehalt beeinflusst. Wie stark dieser Einfluss ist, zeigt Fig. 2. Darin ist auf der x-Achse der Wassergehalt in % und auf der y-Achse der Lichtschutzfaktor angegeben; der Filtergehalt ist konstant. The sun protection factor is therefore significantly influenced by the water content. Fig. 2 shows how strong this influence is. It shows the water content in% on the x-axis and the sun protection factor on the y-axis. the filter content is constant.
Es ist als ausgesprochen überraschend zu bezeichnen, dass die erfindungsgemässen Sonnenschutzöle Lichtschutzfaktoren grösser als 7 erreichen. Sie ermöglichen erstmals, sowohl öllösliche als auch wasserlösliche Lichtschutzfilter zu verwenden. It can be described as extremely surprising that the sun protection oils according to the invention achieve light protection factors greater than 7. For the first time, they make it possible to use both oil-soluble and water-soluble light protection filters.
Dies war um so weniger zu erwarten, als die bisher realisierbaren Lichtschutzfaktoren von Sonnenschutzölen in der Regel für intensive Sonneneinstrahlung nicht ausreichend waren, so dass zur Erzielung von besserem Schutz andere Präparate, z.B. Emulsionen oder wässrig-alkoholische Lösungen, verwendet werden mussten. This was all the less to be expected since the sun protection oils of sun protection oils which were previously feasible as a rule were not sufficient for intensive sun exposure, so that other preparations, e.g. Emulsions or aqueous-alcoholic solutions had to be used.
Neben der guten Lichtschutzwirkung der erfindungsgemässen Sonnenschutzöle zeichnen sich diese Präparate noch durch ihr hervorragendes Eindringvermögen aus, ein kosmetisch und dermatologisch erwünschter Effekt. Ein besseres Eindringen verhindert auch Verluste an Sonnenschutzpräparaten durch Abwischen usw., wie diese bei den bisherigen Ölen bekannt sind. Ausserdem lassen sich Flecken in Kleidungsstücken ohne grösseren Aufwand durch einfaches Herauswaschen mit kaltem Wasser entfernen. In addition to the good sun protection effect of the sun protection oils according to the invention, these preparations are also distinguished by their excellent penetration, a cosmetically and dermatologically desired effect. A better penetration also prevents losses of sun protection preparations by wiping, etc., as are known with the previous oils. In addition, stains in clothing can be easily removed by simply washing them out with cold water.
Als Wirkstoffe kommen praktisch alle in der kosmetischen Industrie üblichen Lichtschutzmittel in Betracht. (Siehe G. A. Nowak: «Die kosmetischen Präparate», Verlag für ehem. Industrie, 1969, Seiten 495—500.) Zusätzlich zu den in dieser Literaturstelle genannten Lichtschutzmittel seien die folgenden genannt: Methylphenylbenzoxazol, 3-(4-Methylbenzyliden)-D,L-campher, äthoxylierten p-Aminobenzoesäureäthylester, p-Dimethylaminobenzoesäure-2-äthylhexylester, Zimtsäure-oktylester, p-Methoxyzimtsäure-2-äthoxyäthylester, 2,4-Dihy-droxybenzophenon, Dianisoylmethan, 2-(2'-Hydroxy-5'-me-thylphenyl)-benzotriazol, l-Phenyl-3-(3-pyridyl)-l,3-propan-dion. Die erfindungsgemässen Präparate enthalten neben Wasser hydrophile, ölartige Substanzen. In Betracht kommen: Po-lyoxyäthylen-glycerin-fettsäureester, Polyol-fettsäureester, Al-kyl- oder/und Aryl-polyglykoläther bzw. ähnlich stark hydrophile Substanzen und Substanzmischungen. Practically all light stabilizers customary in the cosmetic industry can be considered as active ingredients. (See GA Nowak: "The cosmetic preparations", publishing house for former industry, 1969, pages 495-500.) In addition to the light stabilizers mentioned in this reference, the following are mentioned: methylphenylbenzoxazole, 3- (4-methylbenzylidene) -D, L-camphor, ethoxylated p-aminobenzoic acid ethyl ester, p-dimethylaminobenzoic acid 2-ethylhexyl ester, cinnamic acid octyl ester, p-methoxycinnamic acid 2-ethoxyethyl ester, 2,4-dioxy-hydroxybenzophenone, dianisoyl-methane, 2- (2 methylphenyl) benzotriazole, l-phenyl-3- (3-pyridyl) -1, 3-propanedione. In addition to water, the preparations according to the invention contain hydrophilic, oil-like substances. The following can be considered: polyoxyethylene glycerol fatty acid esters, polyol fatty acid esters, alkyl or / and aryl polyglycol ethers or similarly strongly hydrophilic substances and substance mixtures.
Beispielsweise seien genannt: Examples include:
— Polyoxyäthylen-glycerinmonostearat - Polyoxyethylene glycerol monostearate
— Polyoxyäthylen-glycerin-monooleat - Polyoxyethylene glycerol monooleate
— Polyoxyäthylen-glycerin-monolaurat - Polyoxyethylene glycerol monolaurate
— Polyoxyäthylen-glycerin-monoricinoleat - Polyoxyethylene glycerol monoricinoleate
— Polyglykol-glycerin-kokosfettsäureester - Polyglycol-glycerin-coconut fatty acid esters
Die erfindungsgemässen Präparate können praktisch unbegrenzte Mengen Wasser enthalten, vorzugsweise jedoch 10-50% Wasser. Sie können bis zu 80% Lichtschutzsubstanzen, vorzugsweise jedoch 3-10%, enthalten. The preparations according to the invention can contain practically unlimited amounts of water, but preferably 10-50% water. They can contain up to 80% light protection substances, but preferably 3-10%.
Die Menge und Art des zu verwendenden hydrophilen Öles wird durch die Zusammensetzung der Präparate bestimmt und muss jeweils empirisch ermittelt werden. Die Mengen liegen vorzugsweise zwischen 20 und 70%. The amount and type of the hydrophilic oil to be used is determined by the composition of the preparations and must be determined empirically in each case. The amounts are preferably between 20 and 70%.
Die erfindungsgemässen Sonnenschutzöle werden in gleicher Weise wie die bekannten Sonnenschutzöle angewendet. The sun protection oils according to the invention are used in the same way as the known sun protection oils.
Beispiel 1 example 1
Methyl-phenyl-benzoxazol 2,00 Methyl phenyl benzoxazole 2.00
Isopropylpalmitat 10,00 Isopropyl palmitate 10.00
Kokosfettsäure-polyglykol-glycerinester 67,00 Coconut fatty acid polyglycol glycerol ester 67.00
2-phenyl-benzimidazol-5-sulfonsaures Natrium 3,00 2-phenyl-benzimidazole-5-sulfonic acid sodium 3.00
Propylenglykol 5,00 Propylene glycol 5.00
Konservierungsmittel/Parfum 3,00 Preservative / Perfume 3.00
Wasser entmin. 10,00 Demineralize water 10.00
100,00 100.00
Beispiel 2 Example 2
Methyl-phenyl-benzoxazol 2,00 Methyl phenyl benzoxazole 2.00
Isopropylpalmitat 10,00 Isopropyl palmitate 10.00
Kokosfettsäure-polyglykol-glycerinester 37,00 Coconut fatty acid polyglycol glycerol ester 37.00
2-phenyl-benzimidazol-5-sulfonsaures Natrium 3,00 2-phenyl-benzimidazole-5-sulfonic acid sodium 3.00
Propylenglykol 5,00 Propylene glycol 5.00
Konservierungsmittel/Parfum 3,00 Preservative / Perfume 3.00
Wasser entmin. 40,00 Demineralize water 40.00
100,00 100.00
Beispiel 3 Example 3
3-(4-Methylbenzyliden)-D,L-campher 2,00 3- (4-methylbenzylidene) -D, L-camphor 2.00
Isopropylpalmitat 10,00 Isopropyl palmitate 10.00
Kokosfettsäure-polyglykol-glycerinester 38,00 Coconut fatty acid polyglycol glycerol ester 38.00
Wasser entmin. 40,00 Demineralize water 40.00
Propylenglykol 8,00 Propylene glycol 8.00
Konservierungsmittel/Parfum 2,00 Preservative / perfume 2.00
100,00 100.00
5 5
10 10th
15 15
20 20th
25 25th
30 30th
35 35
40 40
45 45
50 50
55 55
60 60
65 65
3 625 957 3,625,957
Beispiel 4 Beispiel 7 Example 4 Example 7
verschiedene p-Methoxy-zimtsäureester 2,00 Methyl-phenyl-benzoxazol 3,00 various p-methoxy-cinnamic acid esters 2.00 methyl-phenyl-benzoxazole 3.00
3-(4-Methylbenzyliden)-D,L-campher 2,00 verschiedene p-Methoxy-zimtsäureester 3,00 3- (4-methylbenzylidene) -D, L-camphor 2.00 different p-methoxy-cinnamic acid esters 3.00
Isopropylpalmitat 8,00 Isopropylpalmitat 8,00 Isopropyl palmitate 8.00 isopropyl palmitate 8.00
Kokosfettsäure-polyglykol-glycerinester 34,00 5 Kokosfettsäure-polyglykol-glycerinester 35,00 Coconut fatty acid polyglycol glycerol ester 34.00 5 Coconut fatty acid polyglycol glycerol ester 35.00
2-Phenyl-benzimidazol-5-sulfonsaures Natrium 3,00 2-Phenyl-benzimidazol-5-sulfonsaures Natrium 3,00 2-phenyl-benzimidazole-5-sulfonic acid sodium 3.00-2-phenyl-benzimidazole-5-sulfonic acid sodium 3.00
Wasser entmin. 43,00 Wasser entmin. 40,00 Demineralize water 43.00 demineralize water. 40.00
Propylenglykol 5,00 Propylenglykol 5,00 Propylene glycol 5.00 Propylene glycol 5.00
Parfum/Konservierungsmittel 3,00 Parfum/Konservierungsmittel 3,00 Perfume / preservative 3.00 perfume / preservative 3.00
io io
100,00 100,00 100.00 100.00
Beispiel 8 Example 8
Beispiel 5 Methyl-phenyl-benzoxazol 0,50 Example 5 Methyl-phenyl-benzoxazole 0.50
Methyl-phenyl-benzoxazol 2,00 verschiedene p-Methoxy-zimtsäureester 0,50 Methyl-phenyl-benzoxazole 2.00 various p-methoxy-cinnamic acid esters 0.50
Isopropylpalmitat 10,00 i5 Isopropylpalmitat 11,50 Isopropyl palmitate 10.00 i5 isopropyl palmitate 11.50
Polyoxyäthylen-glycerin-monolaurat 58,00 Kokosfettsäure-polyglykol-glycerinester 37,00 Polyoxyethylene glycerol monolaurate 58.00 Coconut fatty acid polyglycol glycerol ester 37.00
2-Phenyl-benzimidazol-5-sulfonsaures Natrium 3,00 2-Phenyl-benzimidazol-5-sulfonsaures Natrium 0,50 2-phenylbenzimidazole-5-sulfonic acid sodium 3.002-phenylbenzimidazole-5-sulfonic acid sodium 0.50
Propylenglykol 5,00 Wasser entmin. 40,00 Demineralize propylene glycol 5.00 water. 40.00
Wasser entmin. 20,00 Propylenglykol 7,50 Demineralize water 20.00 propylene glycol 7.50
Parfum/Konservierungsmittel 2,00 20 Parfum/Konservierungsmittel 2,50 Perfume / preservative 2.00 20 perfume / preservative 2.50
100,00 100,00 100.00 100.00
Beispiel 9 Example 9
Beispiel 6 verschiedene p-Methoxy-zimtsäureester 2,00 Example 6 various p-methoxy cinnamic acid esters 2.00
Methyl-phenyl-benzoxazol 2,00 25 3-(Methylbenzyliden)-D,L-campher 2,00 Methyl-phenyl-benzoxazole 2.00 25 3- (methylbenzylidene) -D, L-camphor 2.00
Isopropylpalmitat 10,00 Isopropylpalmitat 8,00 Isopropyl palmitate 10.00 isopropyl palmitate 8.00
Polyoxyäthylen-glycerin-monoricinoleat 58,00 Kokosfettsäure-polyglykol-glycerinester 34,00 Polyoxyethylene glycerol monoricinoleate 58.00 Coconut fatty acid polyglycol glycerol ester 34.00
2-Phenyl-benzimidazol-5-sulfonsaures Natrium 3,00 2-Phenyl-benzimidazol-5-sulfonsaures Natrium 3,00 2-phenylbenzimidazole-5-sulfonic acid sodium 3.002-phenylbenzimidazole-5-sulfonic acid sodium 3.00
Propylenglykol 5,00 Wasser entmin. 44,00 Demineralize propylene glycol 5.00 water. 44.00
Wasser entmin. 20,00 30 Propylenglykol 5,00 Demineralize water 20.00 30 propylene glycol 5.00
Parfum/Konservierungsmittel 2,00 Parfum/Konservierungsmittel 2,00 Perfume / preservative 2.00 perfume / preservative 2.00
100,00 100,00 100.00 100.00
Zur Herstellung der in den Beispielen genannten Sonnen- Lösen aufgekocht, und nach dem Abkühlen werden die beiden schutzöle wurden die öllöslichen Lichtschutzfilter heiss in den Lösungen gemischt und verrührt, bis eine klare Lösung ent- To prepare the sun solutions mentioned in the examples, boiled, and after cooling, the two protective oils are mixed hot in the solutions and stirred until the solution is clear.
Ölkomponenten gelöst. Die Mischung aus Wasser, Propylen- steht. Parfum und Konservierungsmittel werden nach Bedarf glykol und wasserlöslichem Lichtschutzfilter wird bis zum klaren zugesetzt. Oil components released. The mixture of water, propylene stands. Perfume and preservatives are added as required, glycol and water-soluble light protection filter is added until clear.
s s
1 Blatt Zeichnungen 1 sheet of drawings
Claims (2)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19762604121 DE2604121C3 (en) | 1976-02-04 | 1976-02-04 | Sunscreen preparations |
Publications (1)
Publication Number | Publication Date |
---|---|
CH625957A5 true CH625957A5 (en) | 1981-10-30 |
Family
ID=5968937
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CH114977A CH625957A5 (en) | 1976-02-04 | 1977-01-31 | Sunscreen oils |
Country Status (12)
Country | Link |
---|---|
AT (1) | ATA73077A (en) |
BE (1) | BE851087A (en) |
CH (1) | CH625957A5 (en) |
DE (1) | DE2604121C3 (en) |
DK (1) | DK45877A (en) |
ES (1) | ES455414A1 (en) |
FR (1) | FR2340086A1 (en) |
GB (1) | GB1555204A (en) |
GR (1) | GR62411B (en) |
IT (1) | IT1078014B (en) |
NL (1) | NL7701106A (en) |
SE (1) | SE440447B (en) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2509989A1 (en) * | 1981-07-27 | 1983-01-28 | Oreal | Cosmetic contg. water soluble sunscreening agent - in aq. phase of water in oil dispersion |
CA2137143A1 (en) * | 1992-09-30 | 1994-04-14 | Barry A. Salka | Methods for improving uv absorbance of sunscreen compounds |
FR2765104B1 (en) * | 1997-06-26 | 2000-05-05 | Jean Noel Thorel | COSMETIC COMPOSITIONS AND USES FOR PROTECTION AGAINST UV-A AND UV-B RADIATION |
Family Cites Families (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE1221398B (en) * | 1964-06-02 | 1966-07-21 | Hollichem Corp | Effective means against harmful living beings |
FR1458243A (en) * | 1965-07-16 | 1966-03-04 | Miles Lab | Composition for aerosol propulsion |
DE1593929A1 (en) * | 1967-01-21 | 1970-12-10 | Merck Patent Gmbh | UV light protection agents for cosmetic purposes |
GB1292640A (en) * | 1968-12-20 | 1972-10-11 | Basf Wyandotte Corp | Preparation of aqueous gel compositions containing a water-insoluble organic ingredient |
GB1411432A (en) * | 1972-01-10 | 1975-10-22 | Medisan Ab | Skin treating compositions |
-
1976
- 1976-02-04 DE DE19762604121 patent/DE2604121C3/en not_active Expired
-
1977
- 1977-01-28 ES ES455414A patent/ES455414A1/en not_active Expired
- 1977-01-31 CH CH114977A patent/CH625957A5/en not_active IP Right Cessation
- 1977-01-31 GB GB384077A patent/GB1555204A/en not_active Expired
- 1977-02-02 IT IT1989977A patent/IT1078014B/en active
- 1977-02-02 NL NL7701106A patent/NL7701106A/en not_active Application Discontinuation
- 1977-02-03 DK DK45877A patent/DK45877A/en not_active Application Discontinuation
- 1977-02-03 SE SE7701174A patent/SE440447B/en not_active IP Right Cessation
- 1977-02-03 GR GR52704A patent/GR62411B/en unknown
- 1977-02-04 FR FR7703211A patent/FR2340086A1/en active Granted
- 1977-02-04 AT AT73077A patent/ATA73077A/en unknown
- 1977-02-04 BE BE174658A patent/BE851087A/en not_active IP Right Cessation
Also Published As
Publication number | Publication date |
---|---|
BE851087A (en) | 1977-08-04 |
DE2604121C3 (en) | 1982-04-29 |
ATA73077A (en) | 1979-05-15 |
GB1555204A (en) | 1979-11-07 |
FR2340086B1 (en) | 1981-12-24 |
DE2604121A1 (en) | 1977-08-11 |
DK45877A (en) | 1977-08-05 |
DE2604121B2 (en) | 1981-07-23 |
FR2340086A1 (en) | 1977-09-02 |
IT1078014B (en) | 1985-05-08 |
GR62411B (en) | 1979-04-11 |
SE7701174L (en) | 1977-08-05 |
NL7701106A (en) | 1977-08-08 |
SE440447B (en) | 1985-08-05 |
ES455414A1 (en) | 1978-01-01 |
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PL | Patent ceased |