2014
DOI: 10.1021/ma5009429
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Controlled Living Polymerization of Carbodiimides Using Versatile, Air-Stable Nickel(II) Initiators: Facile Incorporation of Helical, Rod-like Materials

Abstract: The new polymerization of carbodiimides using two, simple [bis(triphenylphosphino)aryl]nickel(II) bromide complexes has been discovered to occur in a controlled, living fashion. These initiators are substantially more air and moisture stable compared to their titanium(IV) counterparts making them significantly easier to synthesize, purify, and utilize. The polymerization is initiated via aryl ligand transfer to the electrophilic center carbon of the carbodiimide. Sequential insertions of the carbodiimide π-bon… Show more

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Cited by 35 publications
(50 citation statements)
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“…The opposite terminus of the polymer was previously shown to become protonated upon precipitation in MeOH during work-up as evident of MALDI-TOF MS. 40 The proton associated with this end group is also visible at 3.96 ppm in the 1 H NMR of PPMC-1. To confirm this, the polymer was redissolved in THF-d 8 , and ∼2 drops of D 2 O were added to the NMR sample, causing the peak to disappear in the spectra.…”
Section: ■ Results and Discussionmentioning
confidence: 94%
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“…The opposite terminus of the polymer was previously shown to become protonated upon precipitation in MeOH during work-up as evident of MALDI-TOF MS. 40 The proton associated with this end group is also visible at 3.96 ppm in the 1 H NMR of PPMC-1. To confirm this, the polymer was redissolved in THF-d 8 , and ∼2 drops of D 2 O were added to the NMR sample, causing the peak to disappear in the spectra.…”
Section: ■ Results and Discussionmentioning
confidence: 94%
“…The appearance of the single peak at 21.0 ppm in the 31 P NMR of this initiator confirms the formation of the desired trans-substituted nickel(II) complex and is comparable to previously reported chemical shifts of similar complexes ( Figure S1). 40,49 The 1 H NMR, 13 C NMR, and HRMS-ESI characterization data for Ni-1 can also be found in the Supporting Information. This complex was applied in the polymerization of the chiral PMC monomer forming the rigid-rod, mesogenic polycarbodiimide PPMC-1 with the protected alkyne functional end group (Scheme 2).…”
Section: ■ Results and Discussionmentioning
confidence: 99%
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“…[13][14][15][16][17][18][19][20][21] Macroinitiators were prepared from end-functionalized polymers available, which initiate or catalyze living polymerizations of desired monomers to obtain welldened diblock copolymer. [22][23][24][25][26] Moreover, click coupling reaction of two end-functionalized macromolecular chains has been employed to synthesize diblock copolymers in recent years.…”
Section: -11mentioning
confidence: 99%