Ring opening metathesis polymerization (ROMP) and thio‐bromo “click” chemistry approach toward the preparation of flame‐retardant polymers

Abstract

This contribution describes our recent efforts geared toward the use of a general, thio-bromo "click" reaction as a post-polymerization method for the preparation of flameresistant polymeric materials. a-bromo ester-containing polymers could easily be prepared using ROMP and a subsequent, facile thio-bromo click reaction was used for the installation of a phosphorus-moiety that was shown to impart flame-resistant/self-extinguishing properties to these polymers. The extent of their flame resistance was then ascertained by treating paper (previously coated with polymer) to standard burn tests as well as measuring the limiting oxygen index (LOI). V C 2017 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2018, 56, 645-652

Post-Polymerization Modification of Ring Opening Metathesis Polymerization (ROMP)-Derived Materials Using Wittig Reactions

“…For the last few years, our laboratory [28][29][30][31][32][33] (among others [34][35][36]) has been interested in the utilization of a "thio-bromo" click [37,38] reaction for carrying out PPMs. Of particular interest to us is the modification of polymeric materials prepared from ROMP [21].…”

Post‐Polymerization Thiol Substitutions Facilitated by Mechanochemistry

“…It has since been used as an efficient tool for the modification of polymers prepared using a variety of controlled radical polymerization (CRP) techniques . We found this reaction to be useful for modifying materials prepared using ring opening metathesis polymerization (ROMP) . In all of these cases, typical solution‐based chemistry was used to carry out these reactions and solvent precipitations were required for product isolation, generating undesirable waste.…”

Combining ATRP and ROMP with Thio‐Bromo, Copper‐Catalyzed, and Strain‐Promoted Click Reactions for Brush Copolymer Synthesis Starting from a Single Initiator/Monomer/Click Partner

“…In addition, interesting polymeric architectures can also be constructed through the combination of controlled polymerizations with efficient, atom‐economical “click” reactions. Various click strategies (Cu‐catalyzed alkyne/azide cycloaddition (CuAAC), thiol‐ene, strain‐promoted alkyne/azide cycloaddition (SPAAC), thio‐bromo, etc.) have been utilized to impart large amounts of functionality to linear polymeric backbones, side chains, and end groups .…”

“…We recently reported on the efficient, post‐polymerization installation of functionality to α‐bromo ester‐decorated polymers (prepared from α‐bromo ester‐containing norbornenes and cyclooctene derivatives) using a thio‐bromo click reaction (first described by Percec et al …”