Stabilizer mixture composed of chroman derivatives, organic phos

Details Stabilizer mixture composed of chroman derivatives, organic phos Stabilizer mixture composed of chroman derivatives, organic phos

1996-08-21

1998-09-15

Richter, Johann

Compositions

Preservative agents

Anti-oxidants or chemical change inhibitants

524110, C08K 552

Patent

active

058075046

DESCRIPTION:

BRIEF SUMMARY
This application is a 371 of PCT/EP95/00478 filed Feb. 10, 1995.
The present invention relates to a novel stabilizer mixture composed of chroman derivatives, organic phosphites or phosphonites and amines for stabilizing organic material, in particular plastics, against the action of light, oxygen and, in particular, heat.
DE-A 36 34 531 discloses stabilizer mixtures for stabilizing plastics composed of chroman derivatives (vitamin E, .alpha.-tocopherol) and organic phosphites or phosphonites. However, the mixtures have the disadvantage that they are unstable both on storage and after incorporation into the plastics. Probably owing to hydrolysis reactions in the presence of traces of moisture from the atmosphere, there is found to be a decrease in the content of chroman derivatives and thus a reduction in the stabilizing effect on the plastics.
It is an object of the present invention to provide a stable stabilizer mixture.
We have found that this object is achieved by a stabilizer mixture comprising ##STR5## where R.sup.1 is a group of the formula ##STR6## wherein Z is C.sub.7 -C.sub.30 -alkyl, preferably C.sub.13 -bis C.sub.19 -alkyl, --CH.sub.2 CH.sub.2 --S--(C.sub.1 -C.sub.30 -alkyl), preferably --CH.sub.2 CH.sub.2 --S--(C.sub.8 -C.sub.20 -alkyl), or ##STR7## b) one or more organic phosphites of the general formula II ##STR8## where R.sup.2 to R.sup.4 are each C.sub.2 -C.sub.12 -alkyl, preferably C.sub.6 -C.sub.11 -alkyl, in particular C.sub.8 -C.sub.10 -alkyl, or C.sub.6 -C.sub.18 -aryl, preferably phenyl, which can be substituted by C.sub.1 -C.sub.18 -alkyl groups, preferably one to three C.sub.4 -C.sub.12 -alkyl groups, ##STR9## or mixtures of the phosphites II and the phosphonite III and c) one or more amines of the general formula IV ##STR10## where R.sup.5 to R.sup.7 in each case is hydrogen, is C.sub.1 -C.sub.18 -alkyl, which can be interrupted by up to 5 non-adjacent oxygen atoms or groups of the formula --NR.sup.8 -- and can be substituted by up to 3 hydroxyl groups, where R.sup.8 is hydrogen or C.sub.1 -C.sub.4 -alkyl, or is phenyl which can be substituted by up to 3 C.sub.4 -C.sub.18 -alkyl groups, with the exception of NH.sub.3 as amine IV, present in an amount of from 0.01 to 2.0%, preferably 0.02 to 1.0%, in particular 0.03 to 0.5%, of the weight of (a)+(b) in the stabilizer mixture.
Particularly suitable chroman derivatives I are =--CH.sub.2 CH.sub.2 --O--CO--C.sub.17 H.sub.35) and, in particular, .alpha.-tocopherols, preferably DL-.alpha.-tocopherol(R.sup.1 =--(CH.sub.2).sub.3 --CH(CH.sub.3)--(CH.sub.2).sub.3 --CH(CH.sub.3)--(CH.sub.2).sub.3 --C(CH.sub.3).sub.2).
The organic phosphites II which can be used according to the invention are both liquid and crystalline products. Examples of such phosphites which should be mentioned are: alkyl groups such as octyl, nonyl, isononyl, decyl or isodecyl groups; groups such as phenyl, nonylphenyl or 2,4-di-tert-butylphenyl groups; pentaerythritol diphosphite.
The phosphites of the formula II can be synthesized by known methods, for example by reaction of PCl.sub.3 with monohydric or polyhydric alcohols in the presence of an organic base or with unsubstituted or substituted phenols without solvent at from 20.degree. to 250.degree. C. The mixed alkyl aryl phosphites are prepared, for example, by reacting triphenyl phosphite with monohydric or polyhyric alcohols in the presence of a basic catalyst, preferably without solvent.
The phosphonite III is known and is commercially obtainable under the name Irgafos.RTM. P-EPQ from Ciba-Geigy.
The amines IV which can be used according to the invention can be primary,
Examples which may be mentioned of such amines are: butylamine, dibutylamine, tributylamine, tripropylamine, triisopropylamine, octylamine, diisobutylamine or stearylamine.
Also preferred are amines which have C.sub.2 -C.sub.18 radicals containing hydroxyl groups for R.sup.5 to R.sup.7, eg. ethanolamine, diethanolamine, triethanolamine, propanolamine, dipropanolamine, tripropanolamine, isopropanolamine, diisopropanolamine and, in particular, triis

REFERENCES:
patent: 4806580 (1989-02-01), Bock et al.

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