Renewable polyamides via thiol-ene ‘click’ chemistry and long-chain aliphatic segments

Tutkimustuotos: Lehtiartikkeli

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Renewable polyamides via thiol-ene ‘click’ chemistry and long-chain aliphatic segments. / Nguyen, Phan Huy; Spoljaric, Steven; Seppälä, Jukka.

julkaisussa: Polymer, Vuosikerta 153, 26.09.2018, s. 183-192.

Tutkimustuotos: Lehtiartikkeli

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Bibtex - Lataa

@article{98a64f4d3d9b4d02a714e517d199e69d,
title = "Renewable polyamides via thiol-ene ‘click’ chemistry and long-chain aliphatic segments",
abstract = "Thiol-ene ‘click’ chemistry was utilised to prepare dicarboxylic acid monomers containing two sulphur units within the backbone, which subsequently underwent polycondensation to yield a series of renewable, long-chain, fatty-acid derived linear polyamides. The linear sulphur-containing polyamides displayed number-average molecular weights of 8000–55,000 g·mol−1 and broad polydispersities biased towards higher weight fractions. Glass transition values were slightly above room temperature (31–35 °C), while melting temperatures ranged from 121 to 170 °C. This novel class of polymers exhibited an impressive property profile, most notably exceptional impact resistance, tear strength, high elasticity, very low water absorption yet high oxygen- and water vapour permeability. The presence of sulphur and the increased aliphatic segment length influenced a wide spectrum of polyamide properties due to the reduced amide linkage (and inter-chain hydrogen bonding) density and less-effective chain packing ability due to the increased atomic radii of the sulphur atoms. The data highlights the technical advantages of these polymers, while also expanding the repertoire and structure-property relationships of both long-chain- and sulphur-containing polyamides, and encouraging further development of polyamide derivatives from renewable sources.",
keywords = "Impact resistance, Polyamide, Thiol-ene ‘click’ chemistry",
author = "Nguyen, {Phan Huy} and Steven Spoljaric and Jukka Sepp{\"a}l{\"a}",
year = "2018",
month = "9",
day = "26",
doi = "10.1016/j.polymer.2018.08.033",
language = "English",
volume = "153",
pages = "183--192",
journal = "Polymer",
issn = "0032-3861",

}

RIS - Lataa

TY - JOUR

T1 - Renewable polyamides via thiol-ene ‘click’ chemistry and long-chain aliphatic segments

AU - Nguyen, Phan Huy

AU - Spoljaric, Steven

AU - Seppälä, Jukka

PY - 2018/9/26

Y1 - 2018/9/26

N2 - Thiol-ene ‘click’ chemistry was utilised to prepare dicarboxylic acid monomers containing two sulphur units within the backbone, which subsequently underwent polycondensation to yield a series of renewable, long-chain, fatty-acid derived linear polyamides. The linear sulphur-containing polyamides displayed number-average molecular weights of 8000–55,000 g·mol−1 and broad polydispersities biased towards higher weight fractions. Glass transition values were slightly above room temperature (31–35 °C), while melting temperatures ranged from 121 to 170 °C. This novel class of polymers exhibited an impressive property profile, most notably exceptional impact resistance, tear strength, high elasticity, very low water absorption yet high oxygen- and water vapour permeability. The presence of sulphur and the increased aliphatic segment length influenced a wide spectrum of polyamide properties due to the reduced amide linkage (and inter-chain hydrogen bonding) density and less-effective chain packing ability due to the increased atomic radii of the sulphur atoms. The data highlights the technical advantages of these polymers, while also expanding the repertoire and structure-property relationships of both long-chain- and sulphur-containing polyamides, and encouraging further development of polyamide derivatives from renewable sources.

AB - Thiol-ene ‘click’ chemistry was utilised to prepare dicarboxylic acid monomers containing two sulphur units within the backbone, which subsequently underwent polycondensation to yield a series of renewable, long-chain, fatty-acid derived linear polyamides. The linear sulphur-containing polyamides displayed number-average molecular weights of 8000–55,000 g·mol−1 and broad polydispersities biased towards higher weight fractions. Glass transition values were slightly above room temperature (31–35 °C), while melting temperatures ranged from 121 to 170 °C. This novel class of polymers exhibited an impressive property profile, most notably exceptional impact resistance, tear strength, high elasticity, very low water absorption yet high oxygen- and water vapour permeability. The presence of sulphur and the increased aliphatic segment length influenced a wide spectrum of polyamide properties due to the reduced amide linkage (and inter-chain hydrogen bonding) density and less-effective chain packing ability due to the increased atomic radii of the sulphur atoms. The data highlights the technical advantages of these polymers, while also expanding the repertoire and structure-property relationships of both long-chain- and sulphur-containing polyamides, and encouraging further development of polyamide derivatives from renewable sources.

KW - Impact resistance

KW - Polyamide

KW - Thiol-ene ‘click’ chemistry

UR - http://www.scopus.com/inward/record.url?scp=85053776082&partnerID=8YFLogxK

U2 - 10.1016/j.polymer.2018.08.033

DO - 10.1016/j.polymer.2018.08.033

M3 - Article

VL - 153

SP - 183

EP - 192

JO - Polymer

JF - Polymer

SN - 0032-3861

ER -

ID: 28561163