Synthesis of polyglycocarbonates through polycondensation of glucopyranosides with CO2

Handle URI:
http://hdl.handle.net/10754/623919
Title:
Synthesis of polyglycocarbonates through polycondensation of glucopyranosides with CO2
Authors:
Pati, Debasis; Chen, Zuliang; Feng, Xiaoshuang; Hadjichristidis, Nikolaos ( 0000-0003-1442-1714 ) ; Gnanou, Yves ( 0000-0001-6253-7856 )
Abstract:
Starting from α-methyl D-glucopyranoside (MDG), three strategies of synthesis of polyglycocarbonates through direct polycondensation with CO2 were tried. Using unprotected MDG for reaction with CO2, water soluble oligoglycocarbonates could be obtained; α-methyl-2,3-di-O-methyl D-glucopyranoside (MDMG) which had its hydroxyls in the C2 and C3 positions protected was also subjected to polycondensation with CO2, affording polyglycocarbonates of limited molar mass due to an equilibrium that prevented the progress of the condensation reaction as in the previous case. Lastly, the polycondensation of MDMG with CO2 and aliphatic or aromatic dihalides was carried out in the presence of Cs2CO3; this resulted in the formation of polyglycocarbonates of rather high molar mass containing either aliphatic or aromatic linkers. The structures of the synthesized monomers and polyglycocarbonates were thoroughly characterized. The thermal properties of the obtained polyglycocarbonates were further investigated by TGA and DSC.
KAUST Department:
Physical Sciences and Engineering (PSE) Division; KAUST Catalysis Center (KCC)
Citation:
Pati D, Chen Z, Feng X, Hadjichristidis N, Gnanou Y (2017) Synthesis of polyglycocarbonates through polycondensation of glucopyranosides with CO2. Polym Chem 8: 2640–2646. Available: http://dx.doi.org/10.1039/c7py00239d.
Publisher:
Royal Society of Chemistry (RSC)
Journal:
Polym. Chem.
Issue Date:
17-Mar-2017
DOI:
10.1039/c7py00239d
Type:
Article
ISSN:
1759-9954; 1759-9962
Sponsors:
We are very grateful to Dr Xianrong Guo (core lab, KAUST) for help with 2D NMR analysis and interpretation.
Additional Links:
http://pubs.rsc.org/en/Content/ArticleLanding/2017/PY/C7PY00239D#!divAbstract
Appears in Collections:
Articles; Physical Sciences and Engineering (PSE) Division; KAUST Catalysis Center (KCC)

Full metadata record

DC FieldValue Language
dc.contributor.authorPati, Debasisen
dc.contributor.authorChen, Zuliangen
dc.contributor.authorFeng, Xiaoshuangen
dc.contributor.authorHadjichristidis, Nikolaosen
dc.contributor.authorGnanou, Yvesen
dc.date.accessioned2017-05-31T11:23:13Z-
dc.date.available2017-05-31T11:23:13Z-
dc.date.issued2017-03-17en
dc.identifier.citationPati D, Chen Z, Feng X, Hadjichristidis N, Gnanou Y (2017) Synthesis of polyglycocarbonates through polycondensation of glucopyranosides with CO2. Polym Chem 8: 2640–2646. Available: http://dx.doi.org/10.1039/c7py00239d.en
dc.identifier.issn1759-9954en
dc.identifier.issn1759-9962en
dc.identifier.doi10.1039/c7py00239den
dc.identifier.urihttp://hdl.handle.net/10754/623919-
dc.description.abstractStarting from α-methyl D-glucopyranoside (MDG), three strategies of synthesis of polyglycocarbonates through direct polycondensation with CO2 were tried. Using unprotected MDG for reaction with CO2, water soluble oligoglycocarbonates could be obtained; α-methyl-2,3-di-O-methyl D-glucopyranoside (MDMG) which had its hydroxyls in the C2 and C3 positions protected was also subjected to polycondensation with CO2, affording polyglycocarbonates of limited molar mass due to an equilibrium that prevented the progress of the condensation reaction as in the previous case. Lastly, the polycondensation of MDMG with CO2 and aliphatic or aromatic dihalides was carried out in the presence of Cs2CO3; this resulted in the formation of polyglycocarbonates of rather high molar mass containing either aliphatic or aromatic linkers. The structures of the synthesized monomers and polyglycocarbonates were thoroughly characterized. The thermal properties of the obtained polyglycocarbonates were further investigated by TGA and DSC.en
dc.description.sponsorshipWe are very grateful to Dr Xianrong Guo (core lab, KAUST) for help with 2D NMR analysis and interpretation.en
dc.publisherRoyal Society of Chemistry (RSC)en
dc.relation.urlhttp://pubs.rsc.org/en/Content/ArticleLanding/2017/PY/C7PY00239D#!divAbstracten
dc.titleSynthesis of polyglycocarbonates through polycondensation of glucopyranosides with CO2en
dc.typeArticleen
dc.contributor.departmentPhysical Sciences and Engineering (PSE) Divisionen
dc.contributor.departmentKAUST Catalysis Center (KCC)en
dc.identifier.journalPolym. Chem.en
kaust.authorPati, Debasisen
kaust.authorChen, Zuliangen
kaust.authorFeng, Xiaoshuangen
kaust.authorHadjichristidis, Nikolaosen
kaust.authorGnanou, Yvesen
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