Tailor-made polymethacrylate bearing bicyclo-alkenyl functionality via selective ATRP at ambient temperature and its post-polymerization modification by ‘thiol–ene’ reaction

Abstract

This investigation reports a facile synthetic route for the preparation of tailor-made polymers bearing reactive pendant bicyclo-alkenyl functionality via selective atom transfer radical polymerization at ambient temperature (AT-ATRP). In this case dicyclopentenyloxyethyl methacrylate (DCPMA) was polymerized at ambient temperature (30 C) using CuBr or CuCl as the catalyst in combination with different ligands, such as N,N,N 0 ,N 00 ,N 00 -pentamethyldiethylenetriamine (PMDETA) and 4,4 0 -di(5-nonyl)-2,2 0 -bipyridine (dNbpy). The polymerization was very fast and very high conversion ($90%) was achieved in 2 min. 1 H NMR and MALDI-TOF-MS analysis confirmed the presence of a bicyclic alkenyl pendant group in the polymer prepared by ATRP. This alkenyl functionality was successfully modified by the 'thiol-ene' reaction, as evidenced by 1 H NMR and FT-IR analysis.

Strategy for the Improvement of the Mechanical Properties of Cellulose Nanofiber-Reinforced High-Density Polyethylene Nanocomposites Using Diblock Copolymer Dispersants

“…Two classes of polymethacrylates (Figure c) with linear and cyclic aliphatic side chains were selected as hydrophobic (dispersion) blocks. The polymethacrylates with linear aliphatic side chains are PMMA ( T g = 105 °C), PBMA ( T g = 20 °C), and PLMA ( T g = −65 °C), and those with cyclic aliphatic side chains are PCHMA ( T g = 83 °C), PBCHMA ( T g = 76 °C), and PDCPMA ( T g = 28 °C) Table shows the characteristics of these copolymers.…”

“…The molecular characteristics, including number-average molecular weight and polydispersity index, of the dispersants used in this study are presented in Table . The reported T g values of the dispersion blocks are used. , All other chemicals were obtained from commercial sources and used without further purification.…”

“… a Number-average molecular weight ( M n ) and polydispersity index ( M w / M n ) obtained from GPC (THF as an eluent). b Composition ratio determined by 1 H NMR. c Glass transition temperature of the dispersion blocks shown in refs and . …”

“…The reported T g values of the dispersion blocks are used. 39,40 All other chemicals were obtained from commercial sources and used without further purification.…”

Preparation and characterization of an azide–alkyne cycloaddition based self-healing system via a semiencapsulation method

“…[18][19][20] Click chemistry is a powerful coupling approach which in combination with ATRP can be used for generation of polymers having almost all of the desired properties. [21][22][23][24][25] Click chemistry has been extensively used as a crosslinking reaction while designing self-healing polymers providing high healing efficiency. Among these reactions the Huisgen 1,3dipolar cycloaddition reaction of organic azides and alkynes also known as CuAAC has gained considerable attention as they are very robust, simple, insensitive and can be used as a polymerization reaction for synthesis of long linear polymers.…”