Characterization of N-phenylmaleimide-terminated poly(ethylene glycol)s and their application to a tetra-arm poly(ethylene glycol) gel

Abstract

Tetra-arm poly(ethylene glycol) (TetraPEG) gels are tough materials whose toughness originates from their uniform network structure. They can be formed by combining the termini of tetra-arm polymers via chemical reactions...

Module‐Assembled Elastomer Showing Large Strain Stiffening Capability and High Stretchability

“…The hydroxy groups at each chain end were then modified with a phenylmaleimide (Ph-Mal) moiety. [12,13] We synthesized three precursor polymers: 3arm with M n = 32 kDa, 4-arm with M n = 24 kDa, and 4-arm with M n = 44 kDa. We refer to these precursors as 3-arm 30k, 4-arm 20k, and 4-arm 40k, respectively.…”

Maleimidophenyl isocyanates adducts as versatile post‐polymerization modification agents for biobased furan polymers

“…Maleimide reagents were prepared via an addition reaction between PMPI and alcohol or amine, following methods detailed in previous studies. [32][33][34]…”

“…In other words, an easy process for obtaining maleimide would freely modify BFP derived from furfuryl compounds. In response to this requirement, we previously developed a modification reaction using p-maleimidophenyl isocyanate (PMPI) and its analogies [32][33][34] for the introduction of the maleimide structure into polymer scaffolds. While the utilization of PMPI had been reported in the fields of medicine 35,36 and materials, [37][38][39] we have achieved the development of simple synthetic methods and characterization of PMPI analogies to expand their practical use.…”

“…Maleimide-based modification agents arise from utilizing maleimide from specific amines or alcohols due to the orthogonal reactivity of isocyanate and maleimide in the PMPI structure. PMPI has been used to introduce maleimide groups into polymers based on the reactivity of isocyanate to form polymer network, 33,[38][39][40] however, this is the first attempt to use the orthogonality of PMPI to modify BFPs and to focus on the structure of the linkage introduced into polymer main chain. This paper introduces an effective method that can endow furan-based polymers with desirable functions and changes in their physical properties to expand the practical accessibility of BFP derived from furfural.…”

Star polymer networks: a toolbox for cross-linked polymers with controlled structure

“…N-Alkyl MI undergoes light-induced [2 + 2] dimerization, 134 leading to uncontrolled, spontaneous linking between chains. Takashima and coworkers 135,136 found that N-arylmaleimide (PhMI) had improved stability against dimerization while exhibiting even higher reactivity toward Michael addition compared with the N-alkyl analog. Commercially available 4f-PEG-OH could be easily functionalized with isocyanate-bearing PhMI.…”