Cargando…

The effect of promoting hydrogen bond aggregation based on PEMTC on the mechanical properties and shape memory function of polyurethane elastomers

In this work, small molecule diols named PEMTC were synthesized from isophorone diisocyanate, N-(2-hydroxyethyl)acrylamide and trimethylolpropane by a semi-directional method. PEMTC (2-(prop-2-enamido)ethyl N-{3-[({[2-ethyl-3-hydroxy-2(hydroxymethyl)propoxy]carbonyl}amino)methyl]-3,5,5-trimethylcycl...

Descripción completa

Detalles Bibliográficos
Autores principales: Wang, Muqun, Liang, Shaofeng, Gao, Wei, Qin, Yuxuan
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8889183/
https://www.ncbi.nlm.nih.gov/pubmed/35316953
http://dx.doi.org/10.1098/rsos.211393
_version_ 1784661340648898560
author Wang, Muqun
Liang, Shaofeng
Gao, Wei
Qin, Yuxuan
author_facet Wang, Muqun
Liang, Shaofeng
Gao, Wei
Qin, Yuxuan
author_sort Wang, Muqun
collection PubMed
description In this work, small molecule diols named PEMTC were synthesized from isophorone diisocyanate, N-(2-hydroxyethyl)acrylamide and trimethylolpropane by a semi-directional method. PEMTC (2-(prop-2-enamido)ethyl N-{3-[({[2-ethyl-3-hydroxy-2(hydroxymethyl)propoxy]carbonyl}amino)methyl]-3,5,5-trimethylcyclohexyl}carbamate) contains hydrogen bond active site and light-initiated C=C. We introduced it as a branch chain block into poly(ε-caprolactone) (PCL). By feeding and monitoring the reaction process, we synthesized a large number of polyurethane elastomers, hydrogen bonds PCL-based elastomer (HPE), which contain a large number of dynamic hydrogen bonds. Under UV irradiation, PEMTC can make HPE molecules aggregate and cross-link, improve the degree of internal hydrogen bonding interaction of HPE materials and endow HPE materials with good elasticity, toughness, heat resistance and shape memory ability. After 270 nm UV irradiation, the elongation at break of HPE materials decreased from 607.14–1463.95% to 426.60–610.36%, but the strength at break of HPE materials increased from 3.36–13.52 to 10.28–41.52 MPa, and the toughness increased from 16.36–129.71 to 40.48–172.22 MJ m(−3). In addition, the highest shape fixation rate of HPE after UV irradiation was 98.0%, and the recovery rate was 93.7%.
format Online
Article
Text
id pubmed-8889183
institution National Center for Biotechnology Information
language English
publishDate 2022
publisher The Royal Society
record_format MEDLINE/PubMed
spelling pubmed-88891832022-03-21 The effect of promoting hydrogen bond aggregation based on PEMTC on the mechanical properties and shape memory function of polyurethane elastomers Wang, Muqun Liang, Shaofeng Gao, Wei Qin, Yuxuan R Soc Open Sci Chemistry In this work, small molecule diols named PEMTC were synthesized from isophorone diisocyanate, N-(2-hydroxyethyl)acrylamide and trimethylolpropane by a semi-directional method. PEMTC (2-(prop-2-enamido)ethyl N-{3-[({[2-ethyl-3-hydroxy-2(hydroxymethyl)propoxy]carbonyl}amino)methyl]-3,5,5-trimethylcyclohexyl}carbamate) contains hydrogen bond active site and light-initiated C=C. We introduced it as a branch chain block into poly(ε-caprolactone) (PCL). By feeding and monitoring the reaction process, we synthesized a large number of polyurethane elastomers, hydrogen bonds PCL-based elastomer (HPE), which contain a large number of dynamic hydrogen bonds. Under UV irradiation, PEMTC can make HPE molecules aggregate and cross-link, improve the degree of internal hydrogen bonding interaction of HPE materials and endow HPE materials with good elasticity, toughness, heat resistance and shape memory ability. After 270 nm UV irradiation, the elongation at break of HPE materials decreased from 607.14–1463.95% to 426.60–610.36%, but the strength at break of HPE materials increased from 3.36–13.52 to 10.28–41.52 MPa, and the toughness increased from 16.36–129.71 to 40.48–172.22 MJ m(−3). In addition, the highest shape fixation rate of HPE after UV irradiation was 98.0%, and the recovery rate was 93.7%. The Royal Society 2022-03-02 /pmc/articles/PMC8889183/ /pubmed/35316953 http://dx.doi.org/10.1098/rsos.211393 Text en © 2022 The Authors. https://creativecommons.org/licenses/by/4.0/Published by the Royal Society under the terms of the Creative Commons Attribution License http://creativecommons.org/licenses/by/4.0/ (https://creativecommons.org/licenses/by/4.0/) , which permits unrestricted use, provided the original author and source are credited.
spellingShingle Chemistry
Wang, Muqun
Liang, Shaofeng
Gao, Wei
Qin, Yuxuan
The effect of promoting hydrogen bond aggregation based on PEMTC on the mechanical properties and shape memory function of polyurethane elastomers
title The effect of promoting hydrogen bond aggregation based on PEMTC on the mechanical properties and shape memory function of polyurethane elastomers
title_full The effect of promoting hydrogen bond aggregation based on PEMTC on the mechanical properties and shape memory function of polyurethane elastomers
title_fullStr The effect of promoting hydrogen bond aggregation based on PEMTC on the mechanical properties and shape memory function of polyurethane elastomers
title_full_unstemmed The effect of promoting hydrogen bond aggregation based on PEMTC on the mechanical properties and shape memory function of polyurethane elastomers
title_short The effect of promoting hydrogen bond aggregation based on PEMTC on the mechanical properties and shape memory function of polyurethane elastomers
title_sort effect of promoting hydrogen bond aggregation based on pemtc on the mechanical properties and shape memory function of polyurethane elastomers
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8889183/
https://www.ncbi.nlm.nih.gov/pubmed/35316953
http://dx.doi.org/10.1098/rsos.211393
work_keys_str_mv AT wangmuqun theeffectofpromotinghydrogenbondaggregationbasedonpemtconthemechanicalpropertiesandshapememoryfunctionofpolyurethaneelastomers
AT liangshaofeng theeffectofpromotinghydrogenbondaggregationbasedonpemtconthemechanicalpropertiesandshapememoryfunctionofpolyurethaneelastomers
AT gaowei theeffectofpromotinghydrogenbondaggregationbasedonpemtconthemechanicalpropertiesandshapememoryfunctionofpolyurethaneelastomers
AT qinyuxuan theeffectofpromotinghydrogenbondaggregationbasedonpemtconthemechanicalpropertiesandshapememoryfunctionofpolyurethaneelastomers
AT wangmuqun effectofpromotinghydrogenbondaggregationbasedonpemtconthemechanicalpropertiesandshapememoryfunctionofpolyurethaneelastomers
AT liangshaofeng effectofpromotinghydrogenbondaggregationbasedonpemtconthemechanicalpropertiesandshapememoryfunctionofpolyurethaneelastomers
AT gaowei effectofpromotinghydrogenbondaggregationbasedonpemtconthemechanicalpropertiesandshapememoryfunctionofpolyurethaneelastomers
AT qinyuxuan effectofpromotinghydrogenbondaggregationbasedonpemtconthemechanicalpropertiesandshapememoryfunctionofpolyurethaneelastomers