Patent TW-555800-B (TW)
Title: Polymeric articles containing hindered amine light stabilizers based on multi-functional carbonyl compounds
Inventor: SASSI THOMAS PATRICK
IPC: C07D211/46
Filed: 2001-11-02
Granted: 2003-10-01
Abstract: Polymeric articles containing at least one polymeric material and a sufficient amount of at least one novel hindered amine light stabilizers to inhibit at least one of photo-or thermal degradation. The hindered amine light stabilizer may be a monomeric or an oligomeric hindered amine light stabilizer. A polymeric article comprising at least one polymeric material and a sufficient amount of at least one compound of formula I, II or III to inhibit at least one of photo- or thermal degradation, wherein the compound of formula (I) is: RZ-CO-CRaRb-(CRcRd)n-NH-(Y)m-CO-A, wherein n is an integer from 1 to 15, m is either 0 or 1; Ra, Rb, Rc, and Rd are each a hydrogen or a hydrocarbyl group; Y is CO-(CReRf)p, wherein Re and Rf are each a hydrogen or hydrocarbyl group and p is zero or an integer from 1 to 20 or CO-C6H4-, wherein the substitution pattern on the phenylene group is an ortho, meta, or para substitution pattern and one or more of the hydrogens of the phenylene group may be substituted by a hydrocarbyl group or a functional group; Z is -O- or -NG-, wherein G is H, C1-C12 alkyl or the radical R; and wherein R is wherein R1 is hydrogen, C1-C18 alkyl, O, OH, CH2CN, C1-C18 alkoxy, C1-C18 hydroxyalkoxy, C5-C12 cycloalkoxy, C5-C12 hydrocycloalkoxy, C3-C6 alkenyl, C1-C18 hydroxyalkoxy, C5-C12 cycloalkoxy, C5-C12 hydrocycloalkoxy, C3-C6 alkenyl, C1-C18 alkynyl, C7-C9 phenylalkyl, unsubstituted or substituted on the phenyl with 1, 2 or 3 C1-C4 alkyls, or an aliphatic C1-C8 acyl; R2 is hydrogen, C1-C8 alkyl, or benzyl; R3, R4, R5, and R6 are each a hydrogen, C1-C8 alkyl, benzyl or phenethyl, or two geminal R moieties, which together with the carbon to which they are attached form a C5-C10 cycloalkyl; and A is either ZR or a hydrocarbyl group; the compound of formula II is: T-(E-F)i-(E-F')j-(E'-F)k-(E'-F')l-S, wherein i, j, k, and l are integers from 0 to 300 and the sum of i, j, k, and l is greater than 2, wherein E-F is formula; E-F' is formula; E'-F is formula; E'-F' is formula, S is a hydrogen, or a unit derived from a piperidin-4-ol or a 4-aminopiperidine moiety having the structure and T is a hydrogen or a unit derived from a multi-functional carbonyl compound having the structure, wherein D is a hydrocarbyl group, n is an integer from 1 to 15, m is either 0 or 1, s is 0 or an integer from 1 to 10; Ra, Rb, Rc, and Rd, are each a hydrogen or a hydrocarbyl group; Y is CO-(CReRf)p, wherein Re and Rf are each a hydrogen or hydrocarbyl group and p is an integer from 0 to 20 or CO-C6H4-, wherein the substitution pattern on the phenylene group is an ortho, meta, or para substitution pattern, and one or more of the hydrogens of the phenylene group may be substituted by a hydrocarbyl group or a functional group; R2 is hydrogen, C1-C8 alkyl, or benzyl; R3, R4, R5, and R6 are each a hydrogen, C1-C8 alkyl, benzyl or phenethyl, or two geminal R moieties, which together with the carbon to which they are attached form a C5-C10 cycloalkyl; Z is -O- or NG, wherein G is H or C1-C12 alkyl; and P is NH or O; and the compound of formula III is: T-(M-F)i-(M-F')j-M, wherein i and j are integers from 0 to 300 and the sum of i and j is greater than 2, M-F is formula; M-F' is formula; T is a hydrogen or a unit derived from a multi-functional carbonyl compound having the structure, wherein D is a hydrocarbyl group, n is an integer from about 1 to 15, m is either 0 or 1, Ra, Rb, Rc, and Rd, are each a hydrogen or a hydrocarbyl group; Y is CO-(CReRf)p, wherein Re and Rf are each a hydrocarbyl group and p is an integer from about 0 to 20 or CO-C6H4-, wherein the substitution pattern on the phenylene group is an ortho, meta, or para substitution pattern, and one or more of the hydrogens of the phenylene group may be substituted by a hydrocarbyl group or a functional group; and M is one or more diamino or a dihydroxy groups that contains a 4-aminopiperidine radical of general structure, wherein R1 represents hydrogen, C1-C18 alkyl, O, OH, C1-C18 alkoxy, C1-C18 hydroxyalkoxy, C5-C12 cycloalkoxy, C5-C12 hydroxycycloalkoxy, CH2CN, C3-C6 alkenyl, C1-C18 alkynyl, C7-C9 phenylalkyl, unsubstituted or substituted on the phenyl with 1, 2 or 3 C1-C4 alkyls, or an aliphatic C1-C8 acyl; R2 is hydrogen, C1-C18 alkyl, or benzyl; R3, R4, R5, and R6 are each a hydrogen, C1-C8 alkyl, benzyl or phenethyl, or two geminal R moieties, which together with the carbon to which they are attached, form a C5-C10 cycloalkyl; and M is bonded to the multi-functional carbonyl compound by the hydroxy or amino group of M.