N,N-disubstituted, .alpha.-(3,5-dialkyl-4-hydroxyphenyl)-.alpha.

Details N,N-disubstituted, .alpha.-(3,5-dialkyl-4-hydroxyphenyl)-.alpha. N,N-disubstituted, .alpha.-(3,5-dialkyl-4-hydroxyphenyl)-.alpha.

1988-02-17

1990-04-24

Hollrah, Glennon H.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

C07D21158, C07D21194

Patent

active

049202286

ABSTRACT:
N-substituted, N-(polysubstituted-4-piperidinyl)-.alpha.-(3,5-dialkyl-4-hydroxyphenyl)-.a lpha.,.alpha.-disubstituted acetamide ("3,5-DHPIPA") generates an exceptionally stable hindered acetamide aroxyl radical which is far more stable than the "blue aroxyl radical" derived from 2,4,6-tri-tert-butyl-phenol, which radical was heretofore adjudged the standard of superior stability and resistance to degradation due to heat, oxygen and light, the compound having been specifically disclosed as a uv-stabilizer. The hindered aroxyl amide radical which is at least ten times more stable than the "blue aroxyl radical" heretofore deemed stable, may be generated by 3,5-DHPIPA compounds prepared by a peculiarly effective synthesis known as the ketoform reaction. This ketoform reaction is unexpectedly well-adapted to produce the 3,5-DHPIPA compounds which we have been unable to produce by any other synthesis known to us. The stability of the hindered aroxyl amide radical inculcates an organic material in which a 3,5-DHPIPA compound is dispersed, with excellent stability. The use of a combination of 3,5-DHPIPA compounds, or a combination of a 3,5-DHPIPA compound with known stabilizers, particularly the phosphites and benzophenones, in a small but stabilizing amount, provides especially effective stabilization in polyolefins and a host of other synthetic resinous materials.

REFERENCES:
patent: 3455994 (1969-07-01), Knell
patent: 4148784 (1979-04-01), Malherbe et al.
patent: 4191683 (1988-12-01), Brunetti et al.
patent: 4197236 (1988-12-01), Rosenberger et al.
patent: 4452884 (1984-06-01), Leppard
patent: 4518679 (1988-12-01), Leppard et al.

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