Epoxide polymerization—VII. Propylene oxide polymerization using the diphenylzinc-water system in benzene at 60°

Rabagliati, Franco M.; López‐Carrasquero, Francisco

doi:10.1016/0014-3057(85)90215-0

Cited by 16 publications

(4 citation statements)

References 12 publications

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“…Addition of water resulted negative effect, when the molar ratio of H 2 O to Al(i-Bu) 3 increased from 0.5 to 2, the M n of the obtained PFO dropped from 1.7 kg/mol to 1.0 kg/mol, accompanied by the decrease of yield from 77% to 17%. This result was contrary to the polymerization of ethylene oxide(EO) or propylene oxide(PO) initiated by H 2 O/Ph 2 Zn, where a suitable H 2 O/Ph 2 Zn molar ratio gave maximum yield and M n , [23,24] indicating different polymerization mechanism for FO catalyzed by H 2 O/Al(iBu) 3 . Though currently the exact reason was not clear, a possible explanation was that the polymerization had cationic characteristics.…”

Section: Polymerization Of Focontrasting

confidence: 77%

Synthesis and properties of regio-regular poly(2-furyloxirane) using tri-isobutyl aluminium as catalyst

Qin

Qiao

et al. 2011

J Polym Res

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2-Furyloxirane(FO) with purity of over 99% was prepared in 80% yield by epoxidation of furfural with trimethylsulfonium chloride and potassium hydroxide in acetonitrile/water solution. Polymerization of FO was realized using tri-isobutyl aluminum (Al(i-Bu) 3 ) as catalyst, when Al(i-Bu) 3 concentration was 0.009 mol/L, poly(2-furyloxirane)(PFO) with M n of 3.4 kg/mol and a polydispersity index of 1.5 was obtained in yield of 88% after polymerization at 25°C for 48 h. The corresponding PFO showed glass transition temperature (T g ) of Ca. 1°C and 5 wt% thermal decomposition temperature (T d ) of 260°C. The obtained PFO was almost 100% head-totail structure, and it was a good plasticizer and thermal stabilizer for poly(propylene carbonate)(PPC), an alternate copolymer of propylene oxide and carbon dioxide. For PFO/PPC polyblend with PFO loading of 2 wt%, its T d increased by 50°C from 214°C of pure PPC to 264°C, while its elongation at break increased from 13% of pure PPC to 29%.

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Section: Polymerization Of Focontrasting

confidence: 77%

Synthesis and properties of regio-regular poly(2-furyloxirane) using tri-isobutyl aluminium as catalyst

Qin

Qiao

et al. 2011

J Polym Res

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“…The integration of methine signals at 78.64, 78.11 and 76.7-77.7 ppm in the 13 C NMR spectrum, which is better resolved than the corresponding 1 H pattern, provides a ratio of about 1:1:1 for the threo-diisotactic, heterotactic and threo-disyndiotactic diads, respectively (Figure S11; Entry 5, Table 1; see additionally COSY and HSQC spectrum of Figures S12-S14, respectively, for the corresponding assignments). The noteworthy cationic polymerization of CHO initiated by strong Brønsted or Lewis acids such as ZnR 2 /H 2 O (R = Et, Ph) [(ZnEt 2 /H 2 O) [30][31][32] or metal catalysts such as yttrium alkoxides [33] and aluminium amine-phenolate catalysts [34] yielded PCHOs with the same NMR fingerprints. The polymer structure was in all cases defined as atactic, not considering that a truly atactic pattern would correspond to the intensity ratio of 1:2:1 for the threo-diisotactic, heterotactic and threo-disyndiotactic diads.…”

Section: Rocop Of Cho With Co2 Promoted By 1 and Bnoh As Initiatormentioning

confidence: 99%

Perfluoroaryl Zinc Catalysts Active in Cyclohexene Oxide Homopolymerization and Alternating Copolymerization with Carbon Dioxide

et al. 2022

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The zinc complex Zn(C6F5)2(toluene) (1) behaves as a very active and selective catalyst in cyclohexene oxide (CHO) polymerization to produce poly(cyclohexene oxide) (PCHO) by the trans-ring-opening of CHO with remarkable TOF values at room temperature. The ring-opening copolymerization (ROCOP) of CO2 with CHO catalysed by 1 yields poly(cyclohexene carbonate) (PCHC) when using benzyl alcohol (BnOH) as an initiator at 120°C. The 1H NMR monitoring of the in situ reaction of 1 with BnOH highlighted the formation of the dinuclear species [(C6F5)2Zn2(BnO)2 (2) that was isolated and found an active catalyst in the ROCOP of CO2 with CHO in the absence of initiators. Interestingly, PCHCs by 2 in solventless conditions show polydispersity index (Mw/Mn) values close to 2, corresponding to those expected for a single-site catalyst; on the contrary, a broader polydispersity index of the polymer products was found in toluene solution, suggesting the formation of new zinc catalysts during the polymerization reaction.

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“…In 1985, Rabagliati and co-workers reported a ZnPh 2 /H 2 O system for polymerization of propylene oxide that demonstrated the strong influence of the Zn:H 2 O ratio on the regioregularity of the polymer. An equimolar Zn:H 2 O ratio yielded a highly regioregular polymer, whereas lower Zn:H 2 O ratios produced regioerrors.…”

Section: Stereoselective Epoxide Homopolymerizationmentioning

confidence: 99%

Stereoselective Epoxide Polymerization and Copolymerization

et al. 2014

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Epoxide polymerization—VII. Propylene oxide polymerization using the diphenylzinc-water system in benzene at 60°

Cited by 16 publications

References 12 publications

Synthesis and properties of regio-regular poly(2-furyloxirane) using tri-isobutyl aluminium as catalyst

Synthesis and properties of regio-regular poly(2-furyloxirane) using tri-isobutyl aluminium as catalyst

Perfluoroaryl Zinc Catalysts Active in Cyclohexene Oxide Homopolymerization and Alternating Copolymerization with Carbon Dioxide

Stereoselective Epoxide Polymerization and Copolymerization

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