Antioxidants containing phenol groups and aromatic amine groups

C - Chemistry – Metallurgy – 07 – C

Patent

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Details

C07C 323/60 (2006.01) C07C 317/44 (2006.01) C07C 323/52 (2006.01) C08K 5/18 (2006.01) C09K 15/28 (2006.01)

Patent

CA 2235315

The invention relates to compounds of formula (I) in which R is C1-C18alkyl, C5-C8cycloalkyl, C7-C9phenylalkyl, -CH2-A-R2 or a group of formula (II), R1 is C1-C18alkyl, C5-C8cycloalkyl, C7-C9phenylalkyl or a group of formula (II), R2 is C4-C18alkyl, -(CH2)m-COOR5 or a group of formula (III), R3 is hydrogen, C5- C8cycloalkyl or C1-C12 alkyl, R4 is C1-C18alkyl, C5-C8cycloalkyl, C7- C9phenylalkyl or a group of formula (II) or (IV), A is S or SO, E is a direct bond, -CH2-, -CH2-O- or -CH2-NH-, G is -O- or -NR3-, Y is C1-C18alkyl, cyclohexyl, phenyl or alpha- or beta-naphthyl, R5 is C1-C18alkyl, and m is 1 or 2, with the provisos that either at least one of the radicals R and R4 conforms to a group of formula (II) or R is CH2-A-R2 and R4 is a group of formula (IV). The compounds are suitable for stabilizing organic material, in particular synthetic and natural rubber vulcanizates.

L'invention concerne des composés de la formule (I) dans laquelle R représente alkyle C¿1?-C¿18?, cycloalkyle C¿5?-C¿8?, phénylalkyle C¿7?-C¿9?, -CH¿2?-A-R¿2? ou un groupe de la formule (II), R¿1? représente alkyle C¿1?-C¿18?, cycloalkyle C¿5?-C¿8?, phénylalkyle C¿7?-C¿9? ou un groupe de la formule (II), R¿2? représente alkyle C¿4?-C¿18?, -(CH¿2?)¿m?-COOR¿5?, ou un groupe de la formule (III), R¿3? représente hydrogène, cycloalkyle C¿5?-C¿8? ou alkyle C¿1?-C¿12?, R¿4? représente alkyle C¿1?-C¿18?, cycloalkyle C¿5?-C¿8?, phénylalkyle C¿7?-C¿9?, ou un groupe des formules (II) ou (IV), A représente S ou SO, E représente une liaison directe, -CH¿2?-, -CH¿2?O- ou -CH¿2?-NH-, G représente -O- ou -NR¿3?-, Y représente alkyle C¿1?-C¿18?, cyclohexyle, phényle ou alpha ou bêta-naphtyle, R¿5? représente alkyle C¿1?-C¿18? et m vaut 1 ou 2, à la condition que, soit au moins l'un des radicaux R et R¿4? s'adapte à un groupe de la formule (II), soit R représente CH¿2?-A-R¿2? et R¿4? représente un groupe de la formule (IV). Ces composés sont conçus pour stabiliser un matériau organique, notamment des vulcanisats de caoutchouc naturel et synthétique.

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