Diglycerol-based polyesters: Melt polymerization with hydrophobic anhydrides

Deivasagayam Dakshinamoorthy; Allison K. Weinstock; Krishnan Damodaran; David F. Iwig; Robert T. Mathers

doi:10.1002/cssc.201402249

Diglycerol-based polyesters: Melt polymerization with hydrophobic anhydrides

Deivasagayam Dakshinamoorthy, Allison K. Weinstock, Krishnan Damodaran, David F. Iwig, Robert T. Mathers

Penn State New Kensington

Research output: Contribution to journal › Article › peer-review

39 Scopus citations

Abstract

The melt polymerization of diglycerol with bicyclic anhydride monomers derived from a naturally occurring monoterpene provides an avenue for polyesters with a high degree of sustainability. The hydrophobic anhydrides are synthesized at ambient temperature via a solvent-free Diels-Alder reaction of α-phellandrene with maleic anhydride. Subsequent melt polymerizations with tetra-functional diglycerol are effective under a range of [diglycerol]/[anhydride] ratios. The hydrophobicity of α-phellandrene directly impacts the swelling behavior of the resulting polyesters. The low E factors (<2), large amount of bio-based content (>75%), ambient temperature monomer synthesis, and polymer degradability represent key factors in the design of these sustainable polyesters.

Original language	English (US)
Pages (from-to)	2923-2929
Number of pages	7
Journal	ChemSusChem
Volume	7
Issue number	10
DOIs	https://doi.org/10.1002/cssc.201402249
State	Published - Oct 2014

All Science Journal Classification (ASJC) codes

Environmental Chemistry
General Chemical Engineering
General Materials Science
General Energy

Access to Document

10.1002/cssc.201402249

Cite this

@article{20e7182d0a494095b1af8149cadd1e03,

title = "Diglycerol-based polyesters: Melt polymerization with hydrophobic anhydrides",

abstract = "The melt polymerization of diglycerol with bicyclic anhydride monomers derived from a naturally occurring monoterpene provides an avenue for polyesters with a high degree of sustainability. The hydrophobic anhydrides are synthesized at ambient temperature via a solvent-free Diels-Alder reaction of α-phellandrene with maleic anhydride. Subsequent melt polymerizations with tetra-functional diglycerol are effective under a range of [diglycerol]/[anhydride] ratios. The hydrophobicity of α-phellandrene directly impacts the swelling behavior of the resulting polyesters. The low E factors (<2), large amount of bio-based content (>75%), ambient temperature monomer synthesis, and polymer degradability represent key factors in the design of these sustainable polyesters.",

author = "Deivasagayam Dakshinamoorthy and Weinstock, {Allison K.} and Krishnan Damodaran and Iwig, {David F.} and Mathers, {Robert T.}",

note = "Publisher Copyright: {\textcopyright} 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.",

year = "2014",

month = oct,

doi = "10.1002/cssc.201402249",

language = "English (US)",

volume = "7",

pages = "2923--2929",

journal = "ChemSusChem",

issn = "1864-5631",

publisher = "Wiley-VCH Verlag",

number = "10",

}

TY - JOUR

T1 - Diglycerol-based polyesters

T2 - Melt polymerization with hydrophobic anhydrides

AU - Dakshinamoorthy, Deivasagayam

AU - Weinstock, Allison K.

AU - Damodaran, Krishnan

AU - Iwig, David F.

AU - Mathers, Robert T.

PY - 2014/10

Y1 - 2014/10

N2 - The melt polymerization of diglycerol with bicyclic anhydride monomers derived from a naturally occurring monoterpene provides an avenue for polyesters with a high degree of sustainability. The hydrophobic anhydrides are synthesized at ambient temperature via a solvent-free Diels-Alder reaction of α-phellandrene with maleic anhydride. Subsequent melt polymerizations with tetra-functional diglycerol are effective under a range of [diglycerol]/[anhydride] ratios. The hydrophobicity of α-phellandrene directly impacts the swelling behavior of the resulting polyesters. The low E factors (<2), large amount of bio-based content (>75%), ambient temperature monomer synthesis, and polymer degradability represent key factors in the design of these sustainable polyesters.

AB - The melt polymerization of diglycerol with bicyclic anhydride monomers derived from a naturally occurring monoterpene provides an avenue for polyesters with a high degree of sustainability. The hydrophobic anhydrides are synthesized at ambient temperature via a solvent-free Diels-Alder reaction of α-phellandrene with maleic anhydride. Subsequent melt polymerizations with tetra-functional diglycerol are effective under a range of [diglycerol]/[anhydride] ratios. The hydrophobicity of α-phellandrene directly impacts the swelling behavior of the resulting polyesters. The low E factors (<2), large amount of bio-based content (>75%), ambient temperature monomer synthesis, and polymer degradability represent key factors in the design of these sustainable polyesters.

UR - http://www.scopus.com/inward/record.url?scp=84923105716&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84923105716&partnerID=8YFLogxK

U2 - 10.1002/cssc.201402249

DO - 10.1002/cssc.201402249

M3 - Article

C2 - 25138308

AN - SCOPUS:84923105716

SN - 1864-5631

VL - 7

SP - 2923

EP - 2929

JO - ChemSusChem

JF - ChemSusChem

IS - 10

ER -

Diglycerol-based polyesters: Melt polymerization with hydrophobic anhydrides

Abstract

All Science Journal Classification (ASJC) codes

Access to Document

Other files and links

Fingerprint

Cite this