scholarly journals Preparation and Characterization of Isosorbide-Based Self-Healable Polyurethane Elastomers with Thermally Reversible Bonds

Molecules ◽  
2019 ◽  
Vol 24 (6) ◽  
pp. 1061 ◽  
Author(s):  
Han-Na Kim ◽  
Dae-Woo Lee ◽  
Hoon Ryu ◽  
Gwang-Seok Song ◽  
Dai-Soo Lee

Polyurethane (PU) is a versatile polymer used in a wide range of applications. Recently, imparting PU with self-healing properties has attracted much interest to improve the product durability. The self-healing mechanism conceivably occurs through the existence of dynamic reversible bonds over a specific temperature range. The present study investigates the self-healing properties of 1,4:3,6-dianhydrohexitol-based PUs prepared from a prepolymer of poly(tetra-methylene ether glycol) and 4,4′-methylenebis(phenyl isocyanate) with different chain extenders (isosorbide or isomannide). PU with the conventional chain extender 1,4-butanediol was prepared for comparison. The urethane bonds in 1,4:3,6-dianhydrohexitol-based PUs were thermally reversible (as confirmed by the generation of isocyanate peaks observed by Fourier transform infrared spectroscopy) at mildly elevated temperatures and the PUs showed good mechanical properties. Especially the isosorbide-based polyurethane showed potential self-healing ability under mild heat treatment, as observed in reprocessing tests. It is inferred that isosorbide, bio-based bicyclic diol, can be employed as an efficient chain extender of polyurethane prepolymers to improve self-healing properties of polyurethane elastomers via reversible features of the urethane bonds.

Molecules ◽  
2019 ◽  
Vol 24 (8) ◽  
pp. 1492 ◽  
Author(s):  
Dae-Il Lee ◽  
Seung-Hyun Kim ◽  
Dai-Soo Lee

In this study, environmentally friendly, self-healing waterborne polyurethanes (WPUs) were prepared based on the disulfide metathesis reaction in cystamine. The cystamine acted as a chain extender in the WPU film, which showed a high mechanical strength of 19.1 MPa. The possibility of self-healing reaction was simultaneously modeled via liquid chromatography–mass spectrometry (LC-MS). WPU was confirmed to self-heal a surface crack thermally after a scratch test, and the efficiency was measured by comparing the mechanical properties before and after a cut-and-healing test. In addition, the disulfide-thiol exchange reaction was confirmed to occur in WPU with cystamine as a chain extender and 2-mercaptoethanol. Hot press tests confirmed the possibility of reprocessing the WPU. The WPU incorporating disulfide groups showed great potential as a smart self-healing material.


2011 ◽  
Vol 399-401 ◽  
pp. 359-362 ◽  
Author(s):  
Yi Chun Wang ◽  
Zheng Wei Dai ◽  
Yuan Xue

Thermo-sensitive polyurethane (TSPU) was synthesized from poly(ε-caprolactone) and 4,4’-methylenebis (phenyl isocyanate) by a two-step process with 1,4-butanediol as the chain extender. Following that, a novel temperature-sensitive material was created by the strategy of IPN from TSPU and PNIPAAm in the method of in situ polymerization. The chemical structure and thermo properties of the semi-IPN were characterized with FT-IR and DSC. The results prove that intensive inter-molecular interactions exist between TSPU and PNIPAAm chains, which have significant influence on the phase transition behaviors of the material. According to these results, the transition temperature of the semi-IPN can be adjusted in the range of 30~40 °C by controlling the composition of TSPU and the semi-IPNs.


Proceedings ◽  
2018 ◽  
Vol 2 (8) ◽  
pp. 454 ◽  
Author(s):  
Liberato Ferrara ◽  
Estefania Cuenca Asensio ◽  
Francesco Lo Monte ◽  
Marta Roig Flores ◽  
Mercedes Sanchez Moreno ◽  
...  

RSC Advances ◽  
2018 ◽  
Vol 8 (37) ◽  
pp. 20701-20711 ◽  
Author(s):  
Wei Juan Xu ◽  
Jian Jun Wang ◽  
Shi Yu Zhang ◽  
Jun Sun ◽  
Chuan Xiang Qin ◽  
...  

Ester-containing ferrocenyl diols are introduced as chain extenders to tune the polyurethane superstructure to optimize thermo-stability and elasticity simultaneously.


2003 ◽  
Vol 776 ◽  
Author(s):  
Renu Ravindranath ◽  
Suresh Valiyaveettil ◽  
Chinnapan Baskar ◽  
Ananda Putra ◽  
Fitri Fitrilawati ◽  
...  

AbstractConducting polymers are interesting materials due to their wide range of applications in electronics, sensing, photonics and display applications. The present paper delineates the synthesis and characterization of the three functionalized poly (p-phenylene)s (PPP) (A-C) and solution properties of the polymers. The self-assembly of the polymers were investigated on various substrates and the optical/morphological properties of thin films of these polymers were also studied. The spontaneous self assembly of the modified PPP's lead to the formation of thin films on both hydrophilic and modified surfaces.


2015 ◽  
Vol 3 (10) ◽  
pp. 5599-5607 ◽  
Author(s):  
Wei Wang ◽  
Likun Xu ◽  
Huyuan Sun ◽  
Xiangbo Li ◽  
Shouhuan Zhao ◽  
...  

ACSECM monitored the self-healing process of scratched epoxy resin coatings with hexamethylene diisocyanate trimer microcapsules as functional additives.


Molecules ◽  
2019 ◽  
Vol 24 (12) ◽  
pp. 2201 ◽  
Author(s):  
Dae-Woo Lee ◽  
Han-Na Kim ◽  
Dai-Soo Lee

Urethane groups formed by reacting phenolic hydroxyl groups with isocyanates are known to be reversible at high temperatures. To investigate the intrinsic self-healing of polyurethane via a reversible urethane group, we synthesized vanillyl alcohol (VA)-based polyurethanes. The phenolic hydroxyl group of vanillyl alcohol allows the introduction of a reversible urethane group into the polyurethane backbone. Particularly, we investigated the effects of varying the concentration of reversible urethane groups on the self-healing of the polyurethane, and we proposed a method that improved the mobility of the molecules contributing to the self-healing process. The concentration of reversible urethane groups in the polyurethanes was controlled by varying the vanillyl alcohol content. Increasing the concentration of the reversible urethane group worsened the self-healing property by increasing hydrogen bonding and microphase separation, which consequently decreased the molecular mobility. On the other hand, after formulating a modified chain extender (m-CE), hydrogen bonding and microphase separation decreased, and the mobility (and hence the self-healing efficiency) of the molecules improved. In VA40-10 (40% VA; 10% m-CE) heated to 140 °C, the self-healing efficiency reached 96.5% after 30 min, a 139% improvement over the control polyurethane elastomer (PU). We conclude that the self-healing and mechanical properties of polyurethanes might be tailored for applications by adjusting the vanillyl alcohol content and modifying the chain extender.


2012 ◽  
Vol 22 (48) ◽  
pp. 25437 ◽  
Author(s):  
Ru Tian ◽  
Xiaoli Fu ◽  
Yudong Zheng ◽  
Xin Liang ◽  
Qiaoli Wang ◽  
...  

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