Synthesis, structural characterisation of new oligomeric alkyl aluminium (2,2′-methylene-p-chloro-bisphenoxides) and application as catalysts in polymerisation reactions involving cyclohexene oxide
“…The 13 C NMR spectrum revealed one signal (at 32.76 ppm) of the CH 2 bridge carbons of the diolate units, indicating that the two methylene groups were equivalent in solution. Similarly to the ethyl aluminium-(2,2 0 -methylene-p-chloro-bisphenoxide) reported by Zevaco et al [10], the 13 C NMR spectrum of 1 exhibited twelve aromatic carbon signals (see Section 3).…”
Section: Resultssupporting
confidence: 59%
“…Although proper crystals of 1 were not grown for X-ray measurements, we proposed the trinuclear structure of the compound on the basis of the well-documented structure of the ethyl aluminium derivative Et 5 Al 3 [OC 6 H 3 (Cl)CH 2 -C 6 H 3 (Cl)O] 2 [10]. According to our studies [14], methyl and ethyl aluminium diolates exhibit the same structures.…”
Section: Resultsmentioning
confidence: 66%
“…During the last decade, aluminium 2,2 0 -methylene-bisphenoxides have been extensively studied by Lin [1][2][3][4][5][6][7], Okuda et al [8] and Lewiński et al [9] in the polymerisation of lactones, e-caprolactone and lactides, in Diels-Alder coupling reactions and in the Meerwein-Pondorf-Verley reduction. It has recently been shown by Zevaco et al [10] that ethyl aluminium 2,2 0 -methylene-p-chloro-bisphenoxides are highly active in the ROP of cyclohexene oxide and in the copolymerisation of cyclohexene oxide with CO 2 . New aluminium complexes for special purposes, such as catalysis of organic syntheses and polymerisation, are still in demand.…”
“…The 13 C NMR spectrum revealed one signal (at 32.76 ppm) of the CH 2 bridge carbons of the diolate units, indicating that the two methylene groups were equivalent in solution. Similarly to the ethyl aluminium-(2,2 0 -methylene-p-chloro-bisphenoxide) reported by Zevaco et al [10], the 13 C NMR spectrum of 1 exhibited twelve aromatic carbon signals (see Section 3).…”
Section: Resultssupporting
confidence: 59%
“…Although proper crystals of 1 were not grown for X-ray measurements, we proposed the trinuclear structure of the compound on the basis of the well-documented structure of the ethyl aluminium derivative Et 5 Al 3 [OC 6 H 3 (Cl)CH 2 -C 6 H 3 (Cl)O] 2 [10]. According to our studies [14], methyl and ethyl aluminium diolates exhibit the same structures.…”
Section: Resultsmentioning
confidence: 66%
“…During the last decade, aluminium 2,2 0 -methylene-bisphenoxides have been extensively studied by Lin [1][2][3][4][5][6][7], Okuda et al [8] and Lewiński et al [9] in the polymerisation of lactones, e-caprolactone and lactides, in Diels-Alder coupling reactions and in the Meerwein-Pondorf-Verley reduction. It has recently been shown by Zevaco et al [10] that ethyl aluminium 2,2 0 -methylene-p-chloro-bisphenoxides are highly active in the ROP of cyclohexene oxide and in the copolymerisation of cyclohexene oxide with CO 2 . New aluminium complexes for special purposes, such as catalysis of organic syntheses and polymerisation, are still in demand.…”
“…[8][9][10][11][12][13][14] In addition, aluminum alkoxide derivatives have proven to be very efficient catalysts in many polymerization reactions, such as ring-opening polymerization. [15][16][17][18][19][20] The appeal of aluminum is complemented by a rich structural chemistry; thus aluminum derivatives of a vast nuclearity range have been described. [21][22][23][24][25][26][27][28] In this note we report the synthesis and structural characterization of new aluminum aryloxide complexes.…”
The reaction of AlMe 3 with 3,5-(CF 3 ) 2 C 6 H 3 OH at room temperature renders the dinuclear [AlMe 3) derivative depending on the reaction conditions (solvent and stoichiometry of the reagents). All compounds have been characterized by elemental analysis and NMR spectroscopy, and their crystal structures determined by X-ray diffraction methods. Catalytic studies reveal that these compounds show high activity in ring-opening polymerization of cyclohexene oxide (CHO). The activity in the catalytic process varies significantly with solvent and temperature conditions.
“…It can be seen that the g values are ranging between 23 and 37 ∘ C. These g values are different from that observed by Yahiaoui et al ( g = 75.23 ∘ C) over a clay catalyst [2]. As for the PCHO prepared by Zevaco et al over Aluminium alkoxides catalyst [20], the authors reported that they have not observed a clear glass transition temperature but a broad endotherm between 66 and 100 ∘ C (max at 70 ∘ C) which they have attributed to a melting point of their resulting polymer. The difference in the g value between our polymer and that of Yahiaoui et al and Zevaco et al might be due to the difference in the microstructure of the prepared polymer.…”
Polymerization of 1,2-cyclohexene oxide (CHO) in dichloromethane was catalyzed by 12-tungstophosphoric acid (H3PW12O40·13H2O) as a super solid acid. The effect of polymerization parameters such as reaction time, temperature, and catalyst amount was investigated. The effect of acetic anhydride as a ring-opening agent was also investigated. The resulting poly(1,2-cyclohexene oxide) (PCHO) was characterized by Fourier transform infrared (FTIR), nuclear magnetic resonance spectroscopy (1HNMR), gel-permeation chromatography (GPC), and differential scanning calorimetry (DSC). It has been found that the PCHO prepared over H3PW12O40·13H2O has a stereoregularity higher than that prepared over clay and Aluminium alkoxide catalysts. TheTgvalue obtained is due to the microstructure but not to molecular weight. The yield and the molecular weight of the polymer depend strongly on the reaction conditions. Molecular weights can be readily controlled by changing reaction temperature, reaction time, and catalyst amount. Contrary to most polymerization reactions, the molecular weight increases with the temperature increase. Addition of acetic anhydride to the reaction medium increased the yield threefold.
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