Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1999-03-26
2000-09-05
Raymond, Richard L.
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
544302, 549274, 568376, C07D31156
Patent
active
061145467
DESCRIPTION:
BRIEF SUMMARY
TECHNICAL FIELD
The present invention relates to aminomethylene derivatives having excellent ultraviolet absorptivity and high light stability, and ultraviolet absorbent, cosmetic materials and weatherproofing polymer composition comprising thereof, and methods for producing above described aminomethylene derivatives.
PRIOR ART
It has been known that organic substances, especially polymer compounds, are subjected to yellowing, discoloration, cracking or embrittlement by the action of ultraviolet rays. Meanwhile, ultraviolet rays that reach to the ground surface consist mostly of UV-B (280 to 320 nm) and UV-A (320 to 400 nm). Among them, ultraviolet rays of the UV-A range, when more than a certain amount of them is applied to the skin, cause rash or blisters and are also considered to causes lowering of elasticity or browning of the skin. In order to prevent such changes of the skin caused by ultraviolet rays of the UV-A range, so called sunscreen cosmetics which contain ultraviolet absorbent are known. As known ultraviolet absorbents that have been used there are benzophenone derivatives including 4-phenylbenzophenone and 2-hydroxy-4-methoxybenzophenone-5-sulfonic acid, dibenzoylmethane derivatives including 4-tert-butyl-4'-methoxydibenzoylmethane, and benzotriazole derivatives including 2-(2-hydroxy-5-methoxyphenyl)benzotriazole.
Above described conventional synthetic compounds which are used as ultraviolet absorbent for UV-A in organic substances, especially in polymer compounds, have defect that they react with metal ions and cause coloring. Further, since ultraviolet absorbents themselves are colored in general, the amount of use is restricted. On the other hand, conventionally known synthetic compounds used as UV-A absorbents which are usually added to cosmetic materials and others, have limits on the amount can be used because of their irritativeness to the skin, and therefore, they cannot be used at the sufficient amount required for protecting the skin from sunburn and can provide only smaller UV-A protection effect. Therefore, development of a synthetic compound that absorbs ultraviolet rays of the UV-A range and shows much high absorption, in other words has higher molecular absorptivity, has been expected.
OBJECT OF THE INVENTION
The primary object of the present invention is to provide a novel compound showing much high absorption, in other words has higher molecular absorptivity, and a method for producing the same.
The second object of the present invention is to provide a novel ultraviolet absorbent through utilizing above described ultraviolet absorptivity, a cosmetic material and a weatherproofing organic polymer composition including thereof.
DISCLOSURE OF THE INVENTION
The first aspect of the present invention relates to an aminomethylene derivative represented by general formula (I): ##STR3## in which A is a cyclic oxo group selected from the group consisting of following general formulae (a), (b), (c), (d) and (e), ##STR4## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 each independently are groups selected from the group consisting of a hydrogen atom, linear or branched, saturated or unsaturated alkyl groups, cycloalkyl groups, aralkyl groups and aryl groups, R.sup.6 is a group selected from the group consisting of linear or branched, saturated or unsaturated alkyl groups, cycloalkyl groups, aralkyl groups, aryl groups, a hydroxyl group, alkoxy groups, alkoxycarbonyl groups, acyl groups, an amino group, acylamino groups, alkylamino groups, dialkylamino groups, arylamino groups and halogens, R.sup.7 and R.sup.8 each independently are groups selected from the group consisting of linear or branched, saturated or unsaturated alkyl groups, cycloalkyl groups, aralkyl groups and aryl groups, further R.sup.1 and R.sup.2 or R.sup.7 and R.sup.8 can, together, form a tetramethylene group, pentamethylene group or hexamethylene group, and R is a group selected from the group consisting of linear or branched, saturated or unsaturated alkyl groups, aralkyl groups, aryl groups, cyc
REFERENCES:
Uray, G. et al., ".beta., .beta.-Diacyl-enamine Und-enole," Journal of Molecular Structure, 54, 1979, pp. 77-88.
Hukuoka Naohiko
Yasuda Heinosuke
Balasubramanian Venkataraman
Chemipro Kasei Kaisha, Limited
Raymond Richard L.
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