Alternating Poly(ester-anhydride) by Insertion Polycondensation

Moran Haim-Zada; Arijit Basu; Tal Hagigit; Ron Schlinger; Michael Grishko; Alexander Kraminsky; Ezra Hanuka; Abraham J. Domb

doi:10.1021/acs.biomac.6b00523

Alternating Poly(ester-anhydride) by Insertion Polycondensation

Moran Haim-Zada, Arijit Basu, Tal Hagigit, Ron Schlinger, Michael Grishko, Alexander Kraminsky, Ezra Hanuka, Abraham J. Domb

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13 Scopus citations

Abstract

We report on a synthetic method where polyanhydride is used as starting material and the ester monomers are inserted through complete esterification, leading to an alternating ester-anhydride copolymer. The molar ratio of ricinoleic acid (RA) and sebacic acid (SA) was optimized until polysebacic acid is completely converted to carboxylic acid-terminated RA-SA and RA-SA-RA ester-dicarboxylic acids. These dimers and trimers were activated with acetic anhydride, polymerized under heat and vacuum to yield alternating RA-SA copolymer. The resulting alternating poly(ester-anhydride) have the RA at regular intervals. The regular occurrences of RA side chains prevent anhydride interchange, enhancing hydrolytic stability, which allows storage of the polymer at room temperature.

Original language	English
Pages (from-to)	2253-2259
Number of pages	7
Journal	Biomacromolecules
Volume	17
Issue number	6
DOIs	https://doi.org/10.1021/acs.biomac.6b00523
State	Published - 13 Jun 2016
Externally published	Yes

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Publisher Copyright:
© 2016 American Chemical Society.

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abstract = "We report on a synthetic method where polyanhydride is used as starting material and the ester monomers are inserted through complete esterification, leading to an alternating ester-anhydride copolymer. The molar ratio of ricinoleic acid (RA) and sebacic acid (SA) was optimized until polysebacic acid is completely converted to carboxylic acid-terminated RA-SA and RA-SA-RA ester-dicarboxylic acids. These dimers and trimers were activated with acetic anhydride, polymerized under heat and vacuum to yield alternating RA-SA copolymer. The resulting alternating poly(ester-anhydride) have the RA at regular intervals. The regular occurrences of RA side chains prevent anhydride interchange, enhancing hydrolytic stability, which allows storage of the polymer at room temperature.",

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AU - Haim-Zada, Moran

AU - Basu, Arijit

AU - Hagigit, Tal

AU - Schlinger, Ron

AU - Grishko, Michael

AU - Kraminsky, Alexander

AU - Hanuka, Ezra

AU - Domb, Abraham J.

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Y1 - 2016/6/13

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AB - We report on a synthetic method where polyanhydride is used as starting material and the ester monomers are inserted through complete esterification, leading to an alternating ester-anhydride copolymer. The molar ratio of ricinoleic acid (RA) and sebacic acid (SA) was optimized until polysebacic acid is completely converted to carboxylic acid-terminated RA-SA and RA-SA-RA ester-dicarboxylic acids. These dimers and trimers were activated with acetic anhydride, polymerized under heat and vacuum to yield alternating RA-SA copolymer. The resulting alternating poly(ester-anhydride) have the RA at regular intervals. The regular occurrences of RA side chains prevent anhydride interchange, enhancing hydrolytic stability, which allows storage of the polymer at room temperature.

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Alternating Poly(ester-anhydride) by Insertion Polycondensation

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