Polymer containing hindered amine light stabilizing groups and process of making the same

Claim 1

A process of preparing a cured polyester containing hindered amine light stabilizer groups chemically connected to the polyester comprising curing an unsaturated polyester resin capable of being cured by free radicals in the presence of a curing amount of a compound having the formula ##STR7## wherein p is 1 or 2, and R 1 is selected from hydrogen, substituted or unsubstituted aliphatic of 1-20 carbons, substituted or unsubstituted alicyclic of 5-12 carbons, substituted or unsubstituted araliphatic of 7-22 carbons, substituted or unsubstituted aliphatic acyl of 2-21 carbons, substituted or unsubstituted alicyclic acyl of 6-13 carbons, substituted or unsubstituted aryl acyl of 7-11 carbons, substituted or unsubstituted araliphatic acyl of 7-22 carbons, --C(═O)--N(R 4 )(R 5 ), --C(═O)--O--R 9 , and --(CH 2 --CH(R 4 )--O) r --R 4 where r is 2-50, and R 2 and R 3 may be the same or different and are independently selected from substituted or unsubstituted aliphatic of 1-20 carbons, substituted or unsubstituted aryl of 6-10 carbons, and substituted or unsubstituted araliphatic of 7-22 carbons, and R 2 and R 3 can be taken together with the carbon to which they are attached to form a substituted or unsubstituted saturated alicyclic group of 4-12 carbons, and V is selected from --CH(R 5 )-- and --C(═O)--, and R 4 and R 5 may be the same or different and are independently selected from hydrogen, substituted or unsubstituted aliphatic of 1-20 carbons, substituted or unsubstituted aryl of 6-10 carbons, and substituted or unsubstituted araliphatic of 7-22 carbons, substituted or unsubstituted alicyclic of 5-12 carbons which may optionally contain 1-3 heteroatoms selected from oxygen, sulfur, and nitrogen atoms in the ring, the nitrogen atom having a hydrogen atom or a methyl group bonded thereto, with the proviso that multiple heteroatoms must be separated from each other and from the portion of the compound to which the alicyclic group is bonded by at least one carbon atom, and when V is --CH(R 5 )--, X is selected from ##STR8## R 7 is selected from a substituted or unsubstituted aliphatic diradical of 1-20 carbons, substituted or unsubstituted aryl diradical of 6-10 carbons, substituted or unsubstituted alicyclic diradical of 5-12 carbons, and substituted or unsubstituted araliphatic diradical of 7-22 carbons, and the diradical chain(s) may optionally contain 1-6 heteroatoms selected from oxygen, sulfur, and nitrogen atoms, the nitrogen atom having a hydrogen atom or a methyl group bonded thereto, with the proviso that multiple heteroatoms must be separated from each other and from the portion of the compound to which the diradical is bonded by at least one carbon atom, R 8 is selected from hydrogen, substituted or unsubstituted aliphatic of 1-20 carbons, substituted or unsubstituted alicyclic of 5-12 carbons, substituted or unsubstituted aryl of 6-10 carbons, substituted or unsubstituted araliphatic of 7-22 carbons, --C(═O)--O--R 9 , and --(CH 2 --CH(R 4 )--O) r --R 5 , and W is selected from --O--, --S--, and --N(R 5 )--, and Y is selected from --Z--, --O--, --S--, --N(R 4 )--, --S(═O)--, --O--S(═O)--, --O--S(═O) 2 --, --NH--C(═O)--NH--, --O--C(═O)--O--, --C(═O)--O--, --O--C(═O)--C(═O)--O--, --O--C(═O)--C(═O)--N(R 4 )--, --N(R 4 )--C(═O)--C(═O)--O--, and --N(R 4 )--C(═O)--C(═O)--N(R 4 )--, n, m and q are integers independently selected from 0 and 1 with the proviso that when m is 0, n must be 0, Z is selected from --C(═O)--, --S(═O) 2 --, --C(R 9 )(R 10 )--, --O--C(═O)--, --N(R 4 )--C(═O)--, --O--C(═O)--C(═O)--, --N(R 4 )--C(═O)--C(═O)--, --Si(R 4 )(R 5 )--, --Si(O--R 4 )(O--R 5 )--, and --P(O)(O--R 4 )(O--R 5 )--, and when p is 1, R 6 is selected from hydrogen, substituted or unsubstituted tertiary aliphatic of 4-24 carbons, substituted or unsubstituted tertiary alicyclic of 6-13 carbons, substituted or unsubstituted tertiary araliphatic of 9-24 carbons, substituted or unsubstituted aliphatic acyl of 2-21 carbons, substituted or unsubstituted aryl acyl of 7-11 carbons, substituted or unsubstituted araliphatic acyl of 8-22 carbons, --C(═O)--N(R 4 )(R 5 ), --C(═O)--O--R 9 , --C(R 9 )(R 10 )--C(═O)--O--R 4 , --S(═O) 2 --R 4 , and ##STR9## when p is 2, R 6 is selected from substituted or unsubstituted di-tertiary aliphatic of 6-27 carbons, substituted or unsubstituted di-tertiary alicyclic diradical of 7-14 carbons, substituted or unsubstituted di-tertiary araliphatic of 12-27 carbons, substituted or unsubstituted aliphatic diacyl of 3-21 carbons, substituted or unsubstituted alicyclic diacyl of 7-15 carbons, substituted or unsubstituted aryl diacyl of 8-12 carbons, or substituted or unsubstituted araliphatic diacyl of 9-24 carbons, R 9 and R 10 are independently selected from substituted or unsubstituted aliphatic of 1-20 carbons, substituted or unsubstituted aryl of 6-10 carbons, substituted or unsubstituted araliphatic of 7-22 carbons, and substituted or unsubstituted alicyclic of 5-12 carbons which may optionally contain 1-3 heteroatoms selected from oxygen, sulfur, and nitrogen atoms in the ring, the nitrogen atom having a hydrogen atom or a methyl group bonded thereto, with the proviso that multiple heteroatoms must be separated from each other and from the portion of the compound to which the alicyclic group is bonded by at least one carbon atoms, and when both are present, R 9 and R 10 can be connected to each other by an alkylene diradical bridge containing 4-9 carbons, which may optionally contain 1-3 heteroatoms selected from oxygen, sulfur, and nitrogen atoms in the ring, the nitrogen atom having a hydrogen atom or a methyl group bonded thereto, with the provisos that multiple heteroatoms must be separated from each other and from the portions of the compound to which the diradical bridge is bonded by at least one carbon atom, and when R 6 is tertiary aliphatic, tertiary alicyclic or tertiary araliphatic, R 10 may also be selected from --OO--R 6 and --O--R 9 , and optional substituents for R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 and R 10 are one or more groups selected from halogen, alkyl of 1-8 carbons, alkoxy of 1-8 carbons, --C.tbd.N, --OH, epoxy, carboxy, alkoxycarbonyl of 2-6 carbons, acyloxy of 1-4 carbons, acryloyl, acryloyloxy, methacryloyl, methacryloyloxy, hydroxymethyl, hydroxyethyl, alkylmercapto of 1-4 carbons and trialkoxysilyl of 3-12 carbons.