Organometallic polymers from N,N-diethylpropargylamine containing Ni coordination centers

Furlani, A.; Russo, Maria Vittoria; Gigante, Denise M.; Polzonetti, Giovanni

doi:10.1016/s0032-3861(97)10262-2

Cited by 2 publications

(4 citation statements)

References 12 publications

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“…This result was not unanticipated as there are several references to metal complexation to polymers produced in other late-transition-metal catalyzed polymerizations of monosubstituted acetylenes containing polar functional groups. [74][75][76][77][78][79][80] Figure 4 suggests one possible mode of metal complexation that has been suggested in the literature. To date, this metal complexation hypothesis has been supported only by deviant elemental analyses and upon X-ray photoelectron spectroscopy data.…”

Section: Resultsmentioning

confidence: 70%

“…The polymer appears to have substantial residual catalyst incorporated into it, a feature noted previously by others when using late-transition-metal catalysts for acetylene polymerization. [74][75][76][77][78][79][80] Nevertheless, the polymers could be characterized as poly(cyanoacetylene), and several distinct influences of the reaction conditions on the polymer yield are noted.…”

Section: Resultsmentioning

confidence: 99%

“…Nickel salts are well-known to cyclotrimerize, cyclotetramerize, and to polymerize acetylene, producing benzene, cyclooctatetraene, and amorphous presumably low molecular weight poly(acetylene). − Recently, there have been several reports of the polymerization of acetylene derivatives using late-transition-metal catalysts based on rhodium, − palladium, and nickel. − Late-transition-metal catalysts are particularly attractive as they tend to exhibit greater functional group tolerance than the more electron-deficient early-transition-metal catalysts. To our knowledge, these catalysts have not been applied to the synthesis of poly(cyanoacetylene).…”

Section: Introductionmentioning

confidence: 99%

“…[51][52][53][54] Recently, there have been several reports of the polymerization of acetylene derivatives using late-transition-metal catalysts based on rhodium, [55][56][57][58][59][60][61][62][63][64][65][66][67][68][69][70][71][72] palladium, and nickel. [73][74][75][76][77][78][79][80][81][82] Late-transition-metal catalysts are particularly attractive as they tend to exhibit greater functional group tolerance than the more electron-deficient earlytransition-metal catalysts. To our knowledge, these catalysts have not been applied to the synthesis of poly-(cyanoacetylene).…”

Section: Introductionmentioning

confidence: 99%

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Preparation of Poly(cyanoacetylene) Using Late-Transition-Metal Catalysts

et al. 1999

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Poly(cyanoacetylene) has been prepared by polymerization of cyanoacetylene using a variety of late-transition-metal (Pd- and Ni-based) catalysts. The effect of reaction conditions on molecular weight and polymer yield was explored. Significant catalyst residues remain in the polymer samples. However, spectra are consistent with the proposed poly(cyanoacetylene) structure. Notable differences in molecular weight, effective conjugation length, and ability to undergo thermal cyclization to a supposed aromatic ladder polymer were observed between these polymers and those prepared using conventional anionic or radical initiators.

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Section: Resultsmentioning

confidence: 70%

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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Preparation of Poly(cyanoacetylene) Using Late-Transition-Metal Catalysts

et al. 1999

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Soluble polymers of monosubstituted acetylenes with quaternary ammonium pendant groups: structure and morphology

Venditti

Fratoddi

Battocchio

et al. 2011

Polymer International

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Soluble conjugated polymers were obtained in the presence of Pd(II), Pt(II) and Rh(I) complexes from monosubstituted acetylene 3-dimethylamino-1-propyne (H-C equivalent to CCH(2)N(CH(3))(2), 1) and the corresponding hydrochloride (H-C equivalent to CCH(2)N(CH(3))2 center dot HCl, 2) and hydrobromide (H-C equivalent to CCH(2)N(CH(3))(2)center dot HBr, 3) derivatives. A series of reactions were performed to achieve the optimization of the polymerization conditions. The highest yields were found for polymers synthesized using Pd(II) bisacetylides specially prepared, i.e. trans-[Pd(PPh(3))(2)(C equivalent to CCH(2)N(CH(3))(2))(2)], trans-[Pd(PPh(3))(2)(C equivalent to CCH(2)N(CH(3))(2))(2)HCl] and trans-[Pd(PPh(3))(2)(C equivalent to CCH(2)N(CH(3))(2))(2)HBr], respectively. The dimension and size distribution of the polymers were investigated using dynamic light scattering. Polymers containing quaternary ammonium groups showed evidence of a hydrodynamic radius of about 300 nm if prepared with the Rh(I) catalyst and of 160 nm if prepared with the Pd(II) catalysts. Polymers obtained from 1 showed smaller hydrodynamic radius compared to polymers obtained from 2 and 3, regardless the polymerization catalyst. The ionic polymeric materials were soluble in organic solvents and, more interestingly, in water. The formation of nanoparticles with pearl-like morphology was achieved using a recently developed osmosis-based method, with dimensions varying from 60 nm up to micrometres. (C) 2011 Society of Chemical Industr

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Organometallic polymers from N,N-diethylpropargylamine containing Ni coordination centers

Cited by 2 publications

References 12 publications

Preparation of Poly(cyanoacetylene) Using Late-Transition-Metal Catalysts

Preparation of Poly(cyanoacetylene) Using Late-Transition-Metal Catalysts

Soluble polymers of monosubstituted acetylenes with quaternary ammonium pendant groups: structure and morphology

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