3-hydroxybenzyl-oxadiazolone and -thiadiazolone derivatives

C - Chemistry – Metallurgy – 07 – D

Patent

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C07D 271/10 (2006.01) C07D 271/113 (2006.01) C07D 285/12 (2006.01) C07D 285/13 (2006.01) C07D 307/75 (2006.01) C08K 5/35 (2006.01) C08K 5/378 (2006.01) C08K 5/47 (2006.01)

Patent

CA 1046068

Abstract of the Disclosure The invention relates to 1,3,4-oxadiazolones and 1,3,4- thiadiaxolones of the general formula I Image (I) wherein R1 denotes alkyl, cycloalkyl or aralkyl, R2 denotes hydrogen, alkyl, cycloalkyl or aralkyl, R3 denotes hydrogen or alkyl with 1 to 4 C-atoms, R4, if ??1, denotes hydrogen, alkyl, oxaalkyl, thiaalkyl, cycloalkyl, an alkylthio or alk- oxy froup, a substituted or unsubstituted aralkyl or arly group or a group Image or if ??2, denotes alkylene, oxaalkylene or thiaalkylene, vinylene or arylene, Y and Z independently of one another denote oxygen or sulphur and m denotes the number 1 or 2. Hindered p-hydroxybenzyl residue and in position 5 by a mono- or divalent hydrocarbon residue or by an alkoxy or alkylthio residue. Further representatives are the 2-thiono. These compounds can be synthesized by hydroxybenzylation of the corresponding 3-hydrogen compounds for instance with form- aldehyde and a sterically hindered phenol. The products are stabilizers for organic polymers to protect them against thermo-oxydative degadation. They show an outstanding stability against discoloration.

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