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. 2022 Mar 2;9(3):211393.
doi: 10.1098/rsos.211393. eCollection 2022 Mar.

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

Affiliations

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

Muqun Wang et al. R Soc Open Sci. .

Abstract

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%.

Keywords: hydrogen bond elastomer; polyurethane; shape memory; toughness.

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Conflict of interest statement

There are no conflicts to declare.

Figures

Figure 1.
Figure 1.
The diagram of synthesis of PEMTC.
Figure 2.
Figure 2.
The diagram of synthesis of HPEs.
Figure 3.
Figure 3.
FT-IR spectra of PEITC and its reactants (a); FT-IR spectra of PEMTC and its reactants (b); 1H NMR spectrum of PEMTC (c).
Figure 4.
Figure 4.
FT-IR spectra of HPE-6 before and after UV irradiation (a); FT-IR spectra of HPEs (b); FT-IR spectra of HPE-6 film before UV irradiation fitted by Gauss–Lorentz curves (c) and FT-IR spectra of HPE-6 film after UV irradiation fitted by Gauss–Lorentz curves (d).
Figure 5.
Figure 5.
Stress–strain curves of HPEs before UV irradiation (a); stress–strain curves of HPEs after UV irradiation (b); the elongation at break of HPEs before and after UV irradiation (c); the break strength of HPEs before and after UV irradiation (d); the elasticity modulus of HPEs before and after UV irradiation (e) and the toughness of HPEs before and after UV irradiation (f).
Figure 6.
Figure 6.
Wide-angle X-ray diffraction (WAXD) curves of PCL (a); WAXD curves of HPE-0, HPE-3, HPE-6, HPE-8 and HPE-9 (b).
Figure 7.
Figure 7.
Schematic diagram of polymerization principle.
Figure 8.
Figure 8.
TEM images of samples HPE-0 (a), HPE-3 (b), HPE-6 (c), HPE- 8 (d) and HPE- 9 (e); the scale bar is 50 nm.
Figure 9.
Figure 9.
TGA curves of HPEs (a); DTG curves of HPEs (b); DTA curves of HPEs (c) and melting temperature and decomposition temperature of HPEs (d).
Figure 10.
Figure 10.
Shape memory behaviour of HPE-6 at 60°C.
Figure 11.
Figure 11.
Stress–strain curve of HPEs at 60°C (a); shape memory DMA curves of HPE-0 (b), HPE-3 (c), HPE-6 (d), HPE-8 (e) and HPE-9 (f).

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