Cyclic oligomers in saturated polyesters

Lisbeth Ahjopalo (Corresponding Author), Heidi Österholm, Hannele Järvinen, Lars-Olof Pietilä

Research output: Contribution to journalArticleScientificpeer-review

13 Citations (Scopus)

Abstract

To get an in-depth understanding of the structure–property relationship in saturated polyester resins, the reactivity of various diols and diacids as well as reaction conditions were studied. Adipic acid (AA), phthalic anhydride (PA), isophthalic acid (IPA), terephthalic acid (TPA), 2-butyl-2-ethyl-1,3-propanediol (BEPD) and 2,2-dimethyl-1,3-propanediol (NPG) were addressed. It was found that in addition to linear oligomers with carboxyl and/or hydroxyl end groups cyclic oligomers were detected. Cyclic dimers of TPA and NPG are known to migrate to the coating surface causing “blooming”. The understanding of this phenomenon and the monomers capable of forming cyclic dimers are the subject of this study, where we combined molecular modeling and analytical characterization. The probability of the formation of macrocyclic structures was shown to decrease in the order: BEPD–PA>BEPD–AA≥BEPD–IPA>BEPD–TPA. The temperature dependence was found to be small.
Original languageEnglish
Pages (from-to)8283 - 8290
Number of pages8
JournalPolymer
Volume41
Issue number23
DOIs
Publication statusPublished - 2000
MoE publication typeA1 Journal article-refereed

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Polyesters
Oligomers
Dimers
Polyester resins
Molecular modeling
Acids
Hydroxyl Radical
Monomers
Coatings
Temperature
terephthalic acid
adipic acid
isophthalate
2-butyl-2-ethyl-1,3-propanediol
phthalic anhydride
2,2-dimethyl-1,3-propanediol

Cite this

Ahjopalo, L., Österholm, H., Järvinen, H., & Pietilä, L-O. (2000). Cyclic oligomers in saturated polyesters. Polymer, 41(23), 8283 - 8290. https://doi.org/10.1016/S0032-3861(00)00257-3
Ahjopalo, Lisbeth ; Österholm, Heidi ; Järvinen, Hannele ; Pietilä, Lars-Olof. / Cyclic oligomers in saturated polyesters. In: Polymer. 2000 ; Vol. 41, No. 23. pp. 8283 - 8290.
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Ahjopalo, L, Österholm, H, Järvinen, H & Pietilä, L-O 2000, 'Cyclic oligomers in saturated polyesters', Polymer, vol. 41, no. 23, pp. 8283 - 8290. https://doi.org/10.1016/S0032-3861(00)00257-3

Cyclic oligomers in saturated polyesters. / Ahjopalo, Lisbeth (Corresponding Author); Österholm, Heidi; Järvinen, Hannele; Pietilä, Lars-Olof.

In: Polymer, Vol. 41, No. 23, 2000, p. 8283 - 8290.

Research output: Contribution to journalArticleScientificpeer-review

TY - JOUR

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AU - Ahjopalo, Lisbeth

AU - Österholm, Heidi

AU - Järvinen, Hannele

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AB - To get an in-depth understanding of the structure–property relationship in saturated polyester resins, the reactivity of various diols and diacids as well as reaction conditions were studied. Adipic acid (AA), phthalic anhydride (PA), isophthalic acid (IPA), terephthalic acid (TPA), 2-butyl-2-ethyl-1,3-propanediol (BEPD) and 2,2-dimethyl-1,3-propanediol (NPG) were addressed. It was found that in addition to linear oligomers with carboxyl and/or hydroxyl end groups cyclic oligomers were detected. Cyclic dimers of TPA and NPG are known to migrate to the coating surface causing “blooming”. The understanding of this phenomenon and the monomers capable of forming cyclic dimers are the subject of this study, where we combined molecular modeling and analytical characterization. The probability of the formation of macrocyclic structures was shown to decrease in the order: BEPD–PA>BEPD–AA≥BEPD–IPA>BEPD–TPA. The temperature dependence was found to be small.

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Ahjopalo L, Österholm H, Järvinen H, Pietilä L-O. Cyclic oligomers in saturated polyesters. Polymer. 2000;41(23):8283 - 8290. https://doi.org/10.1016/S0032-3861(00)00257-3