End-functionalized polymers by controlled free-radical polymerization process and polymers made therefrom
AssigneeThe BFGoodrich Company
InventorsJinsong Lee, Paul Peter Nicholas, Naser Pourahmady, Rutger D. Puts
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Abstract
A controlled free-radical polymerization process for forming end-functionalized polymers is disclosed, particularly by degenerative iodine transfer. The end-functionalized polymers are characterized by a polydispersity less than 2.5 and a predetermined molecular weight. The end-functionalized polymers are useful as reactive intermediates in condensation polymerization, chain polymerization and heterogeneous polymerization reactions.
Claims21
A process for forming a polymer having a functional end group comprising heating a mixture of a functionalized iodine reagent containing a functional group selected from the group consisting of OR.sub.1, N(R.sub.1).sub.2, SR.sub.1, COOR.sub.1, COOM, an olefin of the type --CR.sub.1 .dbd.C(R.sub.1).sub.2, an epoxide of the type ##STR8## SO.sub.3 M, PO(OR.sub.1).sub.2, PO(R.sub.1).sub.3 --N.dbd.C.dbd.O, and --CR.sub.1 .dbd.O, wherein R.sub.1 is independently H or a group having 1 to 20 carbon atoms, and M represents a metal ion;
- a free radical initiator;
- and at least one polymerizable monomer, wherein the molar ratio of the free-radical initiator to said reagent being 10 to 0.001, and the molar ratio of said monomer to said reagent being 10 to 1000.
A process for forming a polymer having at least one functionalized end group, the process comprising the step of:
- (a) heating a mixture of a functionalized iodine reagent, a free-radical initiator, and at least one polymerizable monomer to form a pre-polymer, the functionalized iodine reagent being of the formula
- Z.sub.2 --R--I
- where R contains at least one radical stabilizing group and has 1-50 carbon atoms, the iodine and the radical stabilizing group are attached to the same carbon atom in R, and the radical stabilizing group is selected from the group consisting of an aryl, alkene, ester, acid, amide, ketone, nitrile, halogen, isocyanate, nitro and amine, and
- where Z.sub.2 is selected from the group consisting of:
- OR.sub.1, N(R.sub.1).sub.2, SR.sub.1, COOR.sub.1, COOM, olefin of the type --CR.sub.1 .dbd.C(R.sub.1).sub.2, epoxide of the type ##STR10## SO.sub.3 M, PO(OR.sub.1).sub.2, PO(R.sub.1).sub.3, P(R.sub.1).sub.3, --N.dbd.C.dbd.O and --CR.sub.1 .dbd.O, wherein R.sub.1 is equal to H or a group having 1-20 carbon atoms, R.sub.1 being the same or different for any Z.sub.2 having more than one R.sub.1, and wherein M is a metal ion.
Dependencies are inferred from the claim text.