DE843285C - Light stabilizers - Google Patents
Light stabilizersInfo
- Publication number
- DE843285C DE843285C DEC1371D DEC0001371D DE843285C DE 843285 C DE843285 C DE 843285C DE C1371 D DEC1371 D DE C1371D DE C0001371 D DEC0001371 D DE C0001371D DE 843285 C DE843285 C DE 843285C
- Authority
- DE
- Germany
- Prior art keywords
- esters
- light stabilizers
- naphthoic acid
- light
- absorption
- 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
- 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
-
- 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
- A61K8/36—Carboxylic acids; Salts or anhydrides thereof
- A61K8/368—Carboxylic acids; Salts or anhydrides thereof with carboxyl groups directly bound to carbon atoms of aromatic rings
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)
- Emergency Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
Description
Es wurde gefunden, daß man zu einem für die menschliche Haut indifferenten Lichtschutzmittel, welches die schädlichen Ultraviolettstrahlen absorbiert, gelangen kann, wenn man als Filtersubstanz aromatische und fettaromatische Ester der a-Naphthoesäure verwendet.It has been found that a light protection agent which is indifferent to human skin, which absorbs the harmful ultraviolet rays, can get if one acts as a filter substance aromatic and fatty aromatic esters of α-naphthoic acid are used.
Für die Absorption ist die Gruppierung der a-Naphthoesäure von wesentlicherBedeutung; Durch Veresterung dieser Säure ergibt sich ein günstigerer Verlauf der Extinktionskurve. Da diese Ester neutral reagierende Körper sind, üben sie keine schädlichen Wirkungen auf die Haut aus. Viele der bekannten Lichtschutzmittel reagieren entweder nicht neutral, da sie z. B. phenolische Hydroxylgruppen oder Stickstoffgruppen enthalten oder Alkalisalze schwacher Carbon- oder Sulfosäuren sind, wie z. B. Naphthol-, Naphthylamin- und Naphthalinsulfosäuren, oder sie enthalten Gruppierungen, wie z. B. ungesättigte aliphatische Seitenketten oder auch Laktonringe, die vom dermato- ao logischen Standpunkt im Hinblick auf die Möglichkeit der Sensibilisierung als nicht für jede menschliche Haut gleich unschädlich angesehen werden dürfen. Es wurden auch schon Äther und Ester einer Oxynaphthoesäure bzw. Oxynaphthoesäure als ultraviolettes Licht absorbierende Stoffe zur Herstellung von Lichtschutzmitteln für die menschliche Haut verwendet. Während in Körpern dieser Gruppe die Absorption der ultravioletten Strahlen gemeinsam bedingt wird durch den Naphthalinring, die Carboxylgruppe und die besonders auxochrom wirkende Oxygruppe, wird sie bei den Estern der a-Naphthoesäure nach vorliegender Erfindung nur durch den Naphthalinring und die CarboxylgruppeThe grouping of the a-naphthoic acid is of essential importance for the absorption; By Esterification of this acid results in a more favorable course of the extinction curve. Because this ester are neutral reacting bodies, they have no harmful effects on the skin. Many the known light stabilizers either do not react neutrally because they are such. B. phenolic hydroxyl groups or contain nitrogen groups or alkali salts of weak carboxylic or sulfonic acids are, such as B. naphthol, naphthylamine and naphthalenesulfonic acids, or they contain groups, such as B. unsaturated aliphatic side chains or lactone rings that dermato- ao logical point of view in terms of the possibility of raising awareness than not for each human skin may be regarded as harmless. There were also ethers and esters an oxynaphthoic acid or oxynaphthoic acid as ultraviolet light absorbing substances for Manufacture of sunscreens used for human skin. While in bodies this Group the absorption of ultraviolet rays is caused jointly by the naphthalene ring, the carboxyl group and the particularly auxochrome acting oxy group, it becomes in the esters of the α-Naphthoic acid according to the present invention only through the naphthalene ring and the carboxyl group
bestimmt. Es fehlt1 söinit die,« wie bekannt, als besonders bathochrom wirkende Oxygruppe und es muß als überraschend und unerwartet bezeichnet werden, daß auch die Ester der a-Naphthaiincarbonsäure, welche keine auxochromen Gruppen enthalten, eine ausreichende Absorption im ultravioletten Bereich des Spektrums aufweisen, so daß sich solche Verbindungen in vorzüglicher Weise zur Verwendung in Lichtschutzmitteln eignen. Diecertainly. It lacks 1 söinit the, "as is well known, particularly bathochromic acting oxy group, and it must be regarded as surprising and unexpected that also the esters of a-Naphthaiincarbonsäure which contain no auxochromic groups, a sufficient absorption in the ultraviolet region of the spectrum comprising, so that such compounds are particularly suitable for use in light stabilizers. the
ίο dem Lichtschutzmittel nach der Erfindung zugrunde liegenden Ester der a-Naphthoesäure weisen weiterhin den Vorteil der leichten Zugänglichkeit auf. Überdies sind siegeruchlos und leicht lipoidlöslich. In den meisten Fällen genügt eine Konzentration an a-Naphthoesäureestern von etwa 4 bis 6°/o, wobei die Ester einzeln oder auch verschiedene Ester in Mischung verwendet werden können. Gegebenenfalls ist ein Zusatz von Deckmitteln, wie z. B. Zinkoxyd oder Erdfarben, und/oder resorptionsfördern-ίο the light stabilizer according to the invention lying esters of α-naphthoic acid also have the advantage of easy accessibility. In addition, they are odorless and easily soluble in lipids. In most cases one concentration is sufficient of α-naphthoic acid esters from about 4 to 6%, where the esters can be used individually or different esters can be used as a mixture. Possibly is an addition of covering agents, such as B. zinc oxide or earth colors, and / or absorption-promoting
ao den Stoffen, wie Cholesterin oder deren Ester, zweckmäßig.ao the substances such as cholesterol or their esters, expedient.
Die neuen Lichtschutzmittel können in Form von Kremen, ölen oder Salben Verwendung finden.The new light protection agents can be used in the form of creams, oils or ointments.
Herstellung eines Lichtschutzöls:Production of a light protection oil:
6 g α-Naphfhoesäurebenzylester werden in
20 g Erdnußöl in der Wärme gelöst und diese Lösung in ein Gemisch von 50 g Erdnußöl und6 g of α-naphthoic acid benzyl ester are in
Dissolve 20 g of peanut oil in the heat and convert this solution into a mixture of 50 g of peanut oil and
24 g Paraffinöl eingetragen, gut durchgemischt und parfümiert.24 g of paraffin oil added, mixed well and perfumed.
B'e i spiel 2 Herstellung eines Lichtschutzkrems:B'e i game 2 Production of a light protection cream:
4.5 S a-Naphthoesäurephenylester werden gelöst in einer Schmelze von4.5 S a-naphthoic acid phenyl ester are dissolved in a melt of
6 g Ozokerit
12 g Paraffin 50/520 6 g ozokerite
12 g paraffin 50/52 0
5 g Cerylalkohol5 g ceryl alcohol
8 g Vaselin
20 g Paraffinöl
37 g Erdnußöl8 g of petroleum jelly
20 g paraffin oil
37 g peanut oil
3 g Adeps lanae3 g of Adeps lanae
0,5 g Cholesterin.0.5 g cholesterol.
Nach Erkalten bis auf 6o° werden noch 4 g Wasser derselben Temperatur eingetragen und das Ganze kalt gerührt und entsprechend parfümiert.After cooling down to 60 °, 4 g of water at the same temperature are added and that Whole stirred cold and perfumed accordingly.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH863023X | 1939-02-08 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE843285C true DE843285C (en) | 1952-07-07 |
Family
ID=4543333
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DEC1371D Expired DE843285C (en) | 1939-02-08 | 1939-12-09 | Light stabilizers |
Country Status (3)
| Country | Link |
|---|---|
| CH (1) | CH212058A (en) |
| DE (1) | DE843285C (en) |
| FR (1) | FR863023A (en) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2801212A1 (en) * | 1999-11-19 | 2001-05-25 | Oreal | Cosmetic composition contains a naphthalenic compound and a UV filter system containing 1,4-di(3-methylidene-10-camphosulfonic acid)benzene |
| FR2801210A1 (en) * | 1999-11-19 | 2001-05-25 | Oreal | Cosmetic or dermatological composition comprises aqueous phase(s), oil phase(s), a UV photoprotective system and naphthalenic compound(s) of triplet excitation energy 56-61 kcal/mol |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1511874A (en) * | 1922-06-02 | 1924-10-14 | Eder Josef Maria | Method of protecting against light of short wave length and composition of matter therefor |
| DE451784C (en) * | 1924-07-23 | 1927-10-28 | J D Riedel Akt Ges | Process for the manufacture of products which absorb ultraviolet light |
| DE676103C (en) * | 1933-03-31 | 1939-05-25 | I G Farbenindustrie Akt Ges | Radiation protection agents |
-
1939
- 1939-02-08 CH CH212058D patent/CH212058A/en unknown
- 1939-12-09 DE DEC1371D patent/DE843285C/en not_active Expired
-
1940
- 1940-01-23 FR FR863023D patent/FR863023A/en not_active Expired
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US1511874A (en) * | 1922-06-02 | 1924-10-14 | Eder Josef Maria | Method of protecting against light of short wave length and composition of matter therefor |
| DE451784C (en) * | 1924-07-23 | 1927-10-28 | J D Riedel Akt Ges | Process for the manufacture of products which absorb ultraviolet light |
| DE676103C (en) * | 1933-03-31 | 1939-05-25 | I G Farbenindustrie Akt Ges | Radiation protection agents |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2801212A1 (en) * | 1999-11-19 | 2001-05-25 | Oreal | Cosmetic composition contains a naphthalenic compound and a UV filter system containing 1,4-di(3-methylidene-10-camphosulfonic acid)benzene |
| FR2801210A1 (en) * | 1999-11-19 | 2001-05-25 | Oreal | Cosmetic or dermatological composition comprises aqueous phase(s), oil phase(s), a UV photoprotective system and naphthalenic compound(s) of triplet excitation energy 56-61 kcal/mol |
Also Published As
| Publication number | Publication date |
|---|---|
| CH212058A (en) | 1940-10-31 |
| FR863023A (en) | 1941-03-21 |
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