Chemistry of Styrene Oxide. Comparison with Phenyl Glycidyl Ether in Model Compound Reactions

1957 ◽  
Vol 49 (7) ◽  
pp. 1107-1109 ◽  
Author(s):  
Leon Schechter ◽  
John Wynstra ◽  
Raymond Kurkjy
Molecules ◽  
2020 ◽  
Vol 25 (18) ◽  
pp. 4044
Author(s):  
Muneer Shaik ◽  
Vamshi K. Chidara ◽  
Srinivas Abbina ◽  
Guodong Du

Ring opening copolymerization (ROCOP) of epoxides and cyclic anhydrides has become an attractive approach for the synthesis of biodegradable polyesters with various compositions. Encouraged by the efficiency and versatility of a series of amido-oxazolinate zinc complexes, in this study they were shown to be active catalysts for the synthesis of unsaturated polyesters via ROCOP of maleic anhydride and various epoxides. The relative activity of epoxides in these reactions was observed to be styrene oxide > cyclohexene oxide > phenyl glycidyl ether, which could be correlated with the electronic and steric features of the substrate. To provide more structural possibilities for the polyesters, the difference in epoxide reactivity was exploited in an attempt to prepare block terpolymers from one anhydride and two epoxides. Terpolymerization was carried out in one or two steps in a single pot. The thermal characterization by thermogravimetric analysis (TGA) and differential scanning calorimetry (DSC) techniques suggested that the resulting materials were mostly random terpolymers.


Polymers ◽  
2021 ◽  
Vol 13 (11) ◽  
pp. 1785
Author(s):  
Wiktor Bukowski ◽  
Agnieszka Bukowska ◽  
Aleksandra Sobota ◽  
Maciej Pytel ◽  
Karol Bester

The effect of ligand structure on the catalytic activity of amine-bis(phenolate) chromium(III) complexes in the ring-opening copolymerization of phthalic anhydride and a series epoxides was studied. Eight complexes differing in the donor-pendant group (R1) and substituents (R2) in phenolate units were examined as catalysts of the model reaction between phthalic anhydride and cyclohexane oxide in toluene. They were used individually or as a part of the binary catalytic systems with nucleophilic co-catalysts. The co-catalyst was selected from the following organic bases: PPh3, DMAP, 1-butylimidazole, or DBU. The binary catalytic systems turned out to be more active than the complexes used individually, and DMAP proved to be the best choice as a co-catalyst. When the molar ratio of [PA]:[epoxide]:[Cr]:[DMAP] = 250:250:1:1 was applied, the most active complex (R1-X = CH2NMe2, R2 = F) allowed to copolymerize phthalic anhydride with differently substituted epoxides (cyclohexene oxide, 4-vinylcyclohexene oxide, styrene oxide, phenyl glycidyl ether, propylene oxide, butylene oxide, and epichlorohydrin) within 240 min at 110 °C. The resulting polyesters were characterized by Mn up to 20.6 kg mol−1 and narrow dispersity, and they did not contain polyether units.


Author(s):  
Priya Saini ◽  
Naveen Kumar ◽  
Shadil Ibrahim Wani ◽  
Shilpi Sharma ◽  
Swapandeep Singh Chimni ◽  
...  

ChemInform ◽  
2010 ◽  
Vol 25 (11) ◽  
pp. no-no
Author(s):  
V. V. MIKHEEV ◽  
N. G. GAFIATULLIN

1975 ◽  
Vol 17 (8) ◽  
pp. 1892-1900 ◽  
Author(s):  
Kh.A. Arutyunyan ◽  
A.O. Tonoyan ◽  
S.P. Davtyan ◽  
B.A. Rozenberg ◽  
N.S. Yenikolopyan

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