Non-migrating 1-hydrocarbyloxy-2,2,6,6-tetramethylpiperidine...

C - Chemistry – Metallurgy – 07 – D

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C07D 401/14 (2006.01) C07D 401/12 (2006.01) C07D 405/14 (2006.01) C07F 7/10 (2006.01) C08G 18/28 (2006.01) C08G 18/38 (2006.01) C08K 5/3492 (2006.01) C09K 15/30 (2006.01) C10M 133/40 (2006.01)

Patent

CA 2095415

1-Hydrocarbyloxy-2,2,6,6-tetramethylpiperidine derivatives of s-triazines having functional groups such as hydroxy, amino, carboxy, epoxy, isocyanate or the like present are capable of chemically bonding with polymer substrates having anhydride, epoxide, alkoxymethylmelamine or isocyanate moieties present. This chemical bonding prevents migration or loss of the stabilizer during subsequent processing or end-use application of the stabilized polymer. The derivatives of the following formulae form one aspect of the invention: (see formula I) (see formula II) (see formula III) (see formula IV) (see formula V) (see formula VI) (see formula VII) (see formula VIII) (see formula IX) (See Formula X) (See Formula XI) wherein E1, E2, E3 and E4 are independently alkyl of 1 to 4 carbon atoms, or E1 and E2 are independently alkyl of 1 to 4 carbon atoms and E3 and E4 taken together are pentamethylene, or El and E2; and E3 and E4 each taken together are pentamethylene, R1 is alkyl of 1 to 18 carbon atoms, cycloalkyl of 5 to 12 carbon atoms, a bicyclic or tricyclic hydrocarbon radical of 7 to 12 carbon atoms, phenylalkyl of 7 to 15 carbon atoms, aryl of 6 to 10 carbon atoms or said aryl substituted by one to three alkyl of 1 to 8 carbon atoms, R2 is hydrogen or a linear or branched chain alkyl of 1 to 12 carbon atoms, R3 is alkylene of 1 to 8 carbon atoms, or R3 is -CO-, -CO-R4-, -CONR2-; or -CO-NR2-R4-, R4 is alkylene of 1 to 8 carbon atoms, R5 is hydrogen, a linear or branched chain alkyl of 1 to 12 carbon atoms, or (see formula XII) or when R4 is ethylene, two R5 methyl substituents can be linked by a direct bond so that the triazine bridging group -N(R5)-R4-N(R5)- is a piperazin-1,4-diyl moiety, R6 is alkylene of 2 to 8 carbon atoms or R6 is (see formula XIII) with the proviso that Y is not -OH when R6 is the structure depicted above, A is -O- or -NR7- where R7 is hydrogen, a straight or branched chain alkyl of 1 to 12 carbon atoms, or R7 is (see formula XIV) T is phenoxy, phenoxy substituted by one or two alkyl groups of 1 to 4 carbon atoms, alkoxy of 1 to 8 carbon atoms or -N(R2)2 with the stipulation that R2 is not hydrogen, or T is (See Formula XV) X is -NH2, -NCO, -OH, -O-glycidyl, or -NHNH2, and Y is -OH, -NH2, -NHR2 where R2 is not hydrogen; or Y is -NCO, -COOH, oxiranyl, -O-glycidyl, or -Si(OR2)3; or the combination R3-Y- is -CH2CH(OH)R2 where R2 is alkyl or said alkyl interrupted by one to four oxygen atoms, or R3-Y- is -CH2OR2.

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