Back to results
US 2013/0158203 A1Published application
Compositions and method of inhibiting polymerization of vinyl-aryl monomers
AssigneesCarnegie Mellon University, Dow Global Technologies LLC
InventorsNathan T. Kendall, Kishore K. Kar, Mark H. McAdon, Krzysztof Matyjaszewski, Laura Mueller, Charles D. Dukes
Life of this patent
Estimating the term…
Abstract
The invention generally relates to a method of inhibiting polymerization of vinyl aryl monomers, a process for increasing number average molecular weight of a polystyrene, and to an inhibitor composition useful therein.
Claims20
An inhibitor composition comprising a mixture of a vinyl-aryl monomer and a polymerization-inhibiting effective amount of a substituted amidine of formula (I):
- or a prototropic tautomer thereof,
- Wherein:
- Z is 1,3-(C3 or C7)hydrocarbylene or 1,3-(C2-C6)heterohydrocarbylene such that ring (r) is a six-membered ring;
- benzo-fused substituted six-membered ring wherein Z comprises a 3-atom linker portion having 2 contiguous ring carbon atoms that are fused to the benzo;
- or 5-membered or 6-membered heteroarylene-fused substituted six-membered ring wherein Z comprises a 3-atom linker portion having 2 contiguous ring carbon atoms that are fused to the 5-membered or 6-membered heteroarylene, wherein when Z is unsubstituted, ring (r) is non-aromatic and when Z is substituted, ring (r) is non-aromatic or aromatic;
- And (a), (b), or (c):
- (a) X is NR2a, C(H)R2b, or O;
- and
- Each of R1, R2a, and R2b independently is a hydrogen atom, (C1-C20)hydrocarbyl, or (C1-C20)heterohydrocarbyl;
- (b) X is NR2a;
- and
- R1 and R2a are taken together to form ZA, wherein ZA independently is as defined for Z;
- or
- (c) X is C(H)R2b;
- and
- R1 and R2b independently are taken together to form ZA, wherein ZA independently is as defined for Z;
- Wherein each heterohydrocarbylene, and heterohydrocarbyl independently comprises carbon atoms, hydrogen atoms, and 1 or 2 heteroatoms wherein each heteroatom independently is O, S, S(O), S(O)2, or N(RN);
- Wherein each RN independently is a hydrogen atom or unsubstituted (C1-C10)alkyl;
- Wherein each benzo, heteroarylene, hydrocarbylene, heterohydrocarbylene, hydrocarbyl, and heterohydrocarbyl independently is unsubstituted or substituted with from 1 to 3 substituents RS;
- and
- Wherein each RS independently is bonded to a carbon atom and is unsubstituted (C1-C10)alkyl, unsubstituted (C3-C10)cyclo alkyl, unsubstituted (C1-C10)alkyl-O—, —OH, oxo (i.e., ═O), or fluorine atom.
18 more elements
Dependencies are inferred from the claim text.