ARYLAMINOMETHYLENE CAMPHOR DERIVATIVE AND ITS USE

PROBLEM TO BE SOLVED: To obtain the subject new compound having excellent light stability and high solubility in oil, exhibiting high absorption peak in UV-A region and suitable as a UV-A filter. SOLUTION: This compound is expressed by formula I [the configuration of the C=C double bond is Z or E; R...

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Bibliographische Detailangaben
Hauptverfasser: BOMM VOLKER DR, SCHEHLMANN VOLKER DR, DROEGEMUELLER MICHAEL DR, WESTENFELDER HORST
Format: Patent
Sprache:eng
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Zusammenfassung:PROBLEM TO BE SOLVED: To obtain the subject new compound having excellent light stability and high solubility in oil, exhibiting high absorption peak in UV-A region and suitable as a UV-A filter. SOLUTION: This compound is expressed by formula I [the configuration of the C=C double bond is Z or E; R is H or CH3 ; R is H, a 1-6C alkyl, etc.; R is H, a 1-6C alkyl, etc; Ar is a (substituted) taryl or a (substituted) heteroaryl, preferably a 2-(alkoxycarboxy)-phenyl]. The compound can be produced by reacting a hydroxymethylene camphor compound of formula II with equimolar amount of an amine (e.g. p-aminobenzoic acid 2'-ethylhexyl ester) in the presence of a base (e.g. pyridine) or an acid (e.g. hydrochloric acid) and optionally a solvent (e.g. methanol) at 0-200 deg.C for 1-5hr. The compound of the formula I is especially suitable for cosmetics and pharmacological uses as a light-shielding agent, especially as a UV-A filter. In the case of using the compound of the formula I as an additive for a cosmetic or a cosmetic composition, it is added in an amount of 0.1-15wt.% based on the preparation.