Molecules 2010, 15(5), 3661-3682; doi:10.3390/molecules15053661
Article

Synthesis and Characterization of Polycarbonates by Melt Phase Interchange Reactions of Alkylene and Arylene Diacetates with Alkylene and Arylene Diphenyl Dicarbonates

Received: 4 March 2010; in revised form: 17 May 2010 / Accepted: 18 May 2010 / Published: 18 May 2010
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
Abstract: This work presents a new synthetic approach to aromatic and aliphatic polycarbonates by melt polycondensation of bisphenol A diacetates with alkylene- and arylenediphenyl dicarbonates. The diphenyl dicarbonates were prepared from phenyl chloroformate and the corresponding dihydroxy compounds. The process involved a precondensation step under a slow stream of dry argon with the elimination of phenyl acetate, followed by melt polycondensation at high temperature and under vacuum. The potential of this reaction is demonstrated by the successful synthesis of a series of aromatic-aromatic and aromatic-aliphatic polycarbonates having inherent viscosities from 0.19 to 0.43 dL/g. Thus low to intermediate molecular mass polymers were obtained. The 13C-NMR spectra of the carbon of the carbonate group showed that the formed polycarbonates contain partial random sequence distribution of monomer residues in their chains. The polycarbonates were characterized by inherent viscosity, FTIR, 1H-NMR and 13C-NMR spectroscopy. The glass transition temperatures, measured by DSC, of the polycarbonates were in the range 13–108 ºC. The thermogravimetric curves of showed that these polymers have good thermal stability up to 250 ºC. The present approach may open the door for novel polycarbonates containing other organic functional groups.
Keywords: diphenyl dicarbonate; diacetates; polycondensation; polycarbonates; synthesis; interchange reactions
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MDPI and ACS Style

Sweileh, B.A.; Al-Hiari, Y.M.; Kailani, M.H.; Mohammad, H.A. Synthesis and Characterization of Polycarbonates by Melt Phase Interchange Reactions of Alkylene and Arylene Diacetates with Alkylene and Arylene Diphenyl Dicarbonates. Molecules 2010, 15, 3661-3682.

AMA Style

Sweileh BA, Al-Hiari YM, Kailani MH, Mohammad HA. Synthesis and Characterization of Polycarbonates by Melt Phase Interchange Reactions of Alkylene and Arylene Diacetates with Alkylene and Arylene Diphenyl Dicarbonates. Molecules. 2010; 15(5):3661-3682.

Chicago/Turabian Style

Sweileh, Bassam A.; Al-Hiari, Yusuf M.; Kailani, Mohammad H.; Mohammad, Hani A. 2010. "Synthesis and Characterization of Polycarbonates by Melt Phase Interchange Reactions of Alkylene and Arylene Diacetates with Alkylene and Arylene Diphenyl Dicarbonates." Molecules 15, no. 5: 3661-3682.

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