Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – At least one aryl ring which is part of a fused or bridged...
Patent
1997-05-12
1998-10-13
Hoke, Veronica P.
Synthetic resins or natural rubbers -- part of the class 520 ser
Synthetic resins
At least one aryl ring which is part of a fused or bridged...
524108, 524240, 524260, 524285, 524287, 524288, 524290, C08K 532, C08K 518, C08K 515, C08K 512, C08K 510
Patent
active
058212922
DESCRIPTION:
BRIEF SUMMARY
BACKGROUND OF THE INVENTION
1. Field Of The Invention
The present invention relates to the use of 3-arylacrylic esters of the general formula I ##STR2## where Ar is an aryl radical which can additionally carry substituents, carbon atoms, where the carbon chain can be interrupted by up to 9 non-adjacent oxygen atoms, or of an n-hydric cyclo-aliphatic polyol having 5 to 20 carbon atoms in which ring carbon atoms can also be replaced by non-adjacent oxygen atoms, organic material.
2. Description Of The Background Art
3-Arylacrylic esters of the abovementioned type, for example 2-ethylhexyl p-methoxycinnamate, have been known for a long time in cosmetics for protecting the human skin against the action of light.
The compounds used to date to protect non-living organic material, in particular plastics and surface coatings, have had different chemical structures, for example sterically hindered amines of the polyalkylpiperidine type or benzotriazole derivatives. Agents of this type are intended to combat the damage to organic material which is normally manifested by yellowing or discoloration and embrittlement of the organic material.
Said prior art agents are frequently still unsatisfactory in that their compatibility with plastics is too low, the duration of the protective effect is too short, the substances have an intrinsic color and are volatile, and the stabilizers undergo thermal decomposition on incorporation at elevated temperature.
SUMMARY OF THE INVENTION
It is an object of the present invention to provide stabilizers, in particular against the action of light, which afford more effective protection for organic material. It was particularly intended to increase the duration of the protective effect.
We have found that this object is achieved by using the 3-aryl-acrylic esters I defined at the outset. radical which can be substituted by one to three C.sub.1 --C.sub.4 -alkyl groups, C.sub.1 --C.sub.4 -alkoxy groups, hydroxyl groups, phenoxy groups, amino groups which can be mono- or disubstituted by C.sub.1 --C.sub.4 -alkyl groups, or halogen atoms, nitro groups or a methylene-dioxy group, it being possible for the substituents to be identical or different.
Examples of Ar which may be mentioned are:
C.sub.1 --C.sub.4 -Alkoxyphenyl radicals are particularly preferred, especially when the alkoxy radical is in the p position on the phenyl nucleus. Among these radicals, attention is drawn particularly to p-methyoxyphenyl.
Where n=1, examples of R.sup.1 are the following aliphatic radicals: methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl, isopentyl, sec-pentyl, tert-pentyl, neopentyl, n-hexyl, n-heptyl, n-octyl, 2-ethylhexyl, n-nonyl, isononyl, n-decyl, n-undecyl, n-dodecyl, n-tridecyl, isotridecyl, n-tetra-decyl, n-hexadecyl, n-octadecyl, n-eicosyl, vinyl, allyl, methallyl, oleyl, linolyl and linolenyl. Of these, straight-chain or branched C.sub.5 --C.sub.16 -alkyl groups, in particular straight-chain or branched C.sub.8 --C.sub.12 -alkyl groups, are preferred. Straight-chain or branched C.sub.8 -alkyl groups including, in particular, 2-ethylhexyl are of particular interest.
where n=2 to 10, suitable examples of n-valent radicals R.sup.1 derived from polyols of the formula R.sup.1 (OH).sub.n are, in particular, those which have 2 to 12 carbon atoms and which can be interrupted in their linear or branched carbon framework by up to 3 non-adjacent oxygen atoms or which can contain individual oxygen atoms in their cyclic carbon framework. A few examples thereof are: ##STR3##
Examples of suitable polyvalent cycloaliphatic radicals are those which are derived from the polyhydric alcohols 1,3-cyclopentanediol, 1,3-cyclohexanediol or, particularly, from 1,4-cyclohexanediol or 1,4-cyclohexanedimethanol, it also being possible for the cycloalkyl rings to be substituted by further alkyl groups.
The variable n is preferably a number from 1 to 6, in particular from 1 to 4, but especially 1 or 2.
The radicals R.sup.2 and R.sup.3 are, independently of one another, in particular h
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Aumuller Alexander
Goetze Wolfgang
Holderbaum Martin
Krockenberger Jurgen
Trauth Hubert
BASF - Aktiengesellschaft
Hoke Veronica P.
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