A Thermoreversible Supramolecular Polyurethane with Excellent Healing Ability at 45 °C

Feula, Antonio; Pethybridge, Alexander; Giannakopoulos, Ioannis; Tang, Xue-Gang; Chippindale, Ann M.; Siviour, Clive R.; Buckley, C. P.; Hamley, Ian W.; Hayes, Wayne

doi:10.1021/acs.macromol.5b01162

Cited by 96 publications

(78 citation statements)

References 76 publications

(117 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Stronger phase separation between the linker and H‐bonding groups was accomplished through exchange of PIB for a hydrogenated polybutadiene linker, and by including additional aromatic end groups (π–π stacking) . Enhanced network formation was indeed confirmed by X‐ray scattering and resulted in a self‐healing supramolecular material.…”

Section: Adhesives Based On Hydrogen Bondingmentioning

confidence: 95%

Bioinspired Underwater Adhesives by Using the Supramolecular Toolbox

et al. 2018

View full text Add to dashboard Cite

several excellent reviews. [9][10][11][12] Recently, it was emphasized by Waite that catechol moieties alone are insufficient to ensure proper underwater adhesion and that the performance is a complex interplay between DOPA and its local environment. [13] Therefore, attention is shifted to include other (noncovalent) interactions used in these natural glues, and much progress has been made in understanding both their performance and delivery process. [14] In this review, we take the sandcastle worm and mussel as a basis for inspiration. We discuss (noncovalent) interactions found in these natural adhesive systems and extend our discussion to additional supramolecular moieties that can be used to control the adhesive and cohesive performance of synthetically designed adhesives. In Section 2, we examine the natural systems and identify the versatile supramolecular interactions used in such protein-based adhesives. These include electrostatic interactions, hydrogen bonding, hydrophobic forces, π-π interactions, metal coordination, cation-π complexation, and dynamic covalent linkages. The use of these interactions in synthetic adhesive systems is explored in the subsequent sections. Section 3 is devoted to the different interactions that catechols (the functional group of DOPA) display to bond to a submerged substrate or to provide cohesive properties to the adhesive. Despite the fact that catechols have already been the topic of many excellent reviews, [9,13,17] we believe that catechols play a pivotal role in both the sandcastle worm and the mussel adhesive systems and, therefore, should not be omitted from this review. In Section 4, we discuss the use of electrostatic interactions in protein-based and synthetic adhesive formulations for wet conditions. These interactions can be tailored to a wide distribution of bond strengths and thus can be tuned to change multi ple mechanical properties, which is essential for design of an adhesive. Besides the effect on the adhesive and cohesive properties, we highlight work where electrostatic interactions cause liquid-liquid phase separation in aqueous polymer solutions. The resulting (complex) coacervate is a concentrated, liquid, yet water-insoluble phase of the adhesive material, which can act as a powerful delivery tool for underwater adhesives. Hydrogen bonding in adhesives is explored in Section 5. The use of hydrogen bonding to adjust the viscoelastic properties of adhesives has been identified decades, ago, and hydrogen bonding moieties are commonly used in pressure sensitive adhesives (PSAs). However, besides simple, single hydrogen bonding motifs, many interesting alternative Nature has developed protein-based adhesives whose underwater performance has attracted much research attention over the last few decades. The adhesive proteins are rich in catechols combined with amphiphilic and ionic features. This combination of features constitutes a supramolecular toolbox, to provide stimuli-responsive processing of the adhesive, to secure strong adhesion to a variety of...

show abstract

Section: Adhesives Based On Hydrogen Bondingmentioning

confidence: 95%

Bioinspired Underwater Adhesives by Using the Supramolecular Toolbox

et al. 2018

View full text Add to dashboard Cite

show abstract

“…To date, the self‐healing polymer systems have been frequently reported by taking advantages of non‐covalent and covalent reversible interaction. The non‐covalent chemistries were employed to construct the self‐healing systems by the pioneers relying on the H‐bonding interaction, π–π stacking, metal–ligand coordination, and electrostatic binding . Those bonds linkages are sensitive and fragile albeit fast.…”

Section: Introductionmentioning

confidence: 99%

Design and development of self‐repairable and recyclable crosslinked poly(thiourethane‐urethane) via enhanced aliphatic disulfide chemistry

Liu

Zheng

et al. 2020

Journal of Polymer Science

View full text Add to dashboard Cite

Thermoset polymer elastomers that are capable of autonomous repairability upon physical damage at ambient temperature are highly desirable because of their thermal and environmental resistance, outstanding mechanical toughness and stability. To aim at this goal, we demonstrated that tris(diethylamino) phosphine was initially proven as an efficient catalyst for the aliphatic disulfide exchange at mild condition. By making use of the aliphatic disulfide bond reshuffling and elasticity of polyurethane elastomers, the inherently crosslinked polysulfide-based poly(thiourethane-urethane) elastomers were prepared and exhibited the ability to mend without extrinsic stimuli in the presence of phosphorus catalyst at room temperature after artificially damaged. The self-healing efficiency via the mechanical recovery approach was investigated to be mainly dependent upon the cross-linking density of polysulfide and hard segments chemistry, which in turns determined the molecular chain diffusion and reshuffling that was corroborated by the stress-relaxation study. The thermoset elastomer based on asymmetric diisocynate showed a maximum self-healing efficiency of 85.6% compared to 71.6% for the elastomer with symmetric monomer building blocks. The self-healable polymer was confirmed to be recyclable and reprocessable through a cut-compression processing cycle under a quite mild pressure and temperature thanks to the disulfide bond reshuffling. Meanwhile, the recycled thermoset elastomer well maintained the mechanical properties to its original material. K E Y W O R D Scatalyzed disulfide chemistry, crosslinked polyurethane, elastomers, remolding, self-repairable

show abstract

“…However, recently some literatures have reported that more than one type of reversible crosslinks can be introduced in polyurethane to form a multifunctional healing system. [19][20][21] Feula et al 22 synthesized a healable, elastomeric supramolecular polyurethane, which could heal at 45 C in 15 min to recover its mechanical properties, resulting from its p-p stacking and hydrogen bonding interaction. In addition, through small-angle X-ray scattering, a micro-separated morphology was observed; it disappeared at 60 C, indicating that supramolecular network was being disrupted.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of self-healing waterborne polyurethanes containing sulphonate groups

2017

View full text Add to dashboard Cite

Polyurethanes can be modified to obtain an intrinsic self-healing property, which is the ability to selfrecover from the damage of bulk materials, by changing the ways of increasing the density of hydrogen bonds or by inducing additional reversible crosslinks. An environment-friendly self-healing waterborne polyurethane (SHWPU) containing sulphonate groups was synthesized from isophorone diisocyanate, poly(tetramethylene glycol) and poly(1,4-butylene adipate glycol) and dispersed in water using the aliphatic diamine sulphonate as a hydrophilic chain-extender. The SHWPU coatings show a higher healing efficiency than the coatings without sulphonate group chains extended by ethylenediamine (EDA). With an increase in the soft contents, the healing efficiency increases, by virtue of which the polymer can completely recover itself at a temperature of 100 C for 18 h. Moreover, significant phase separation of the continuous soft phase distributed with a spot-like hard phase is observed, which is due to the formation of ionic clusters.Scheme 1 Comparison of the dual self-healing polyurethane system with sulphonate groups and hydrogen bonds and without sulphonate groups.

show abstract

A Thermoreversible Supramolecular Polyurethane with Excellent Healing Ability at 45 °C

Cited by 96 publications

References 76 publications

Bioinspired Underwater Adhesives by Using the Supramolecular Toolbox

Bioinspired Underwater Adhesives by Using the Supramolecular Toolbox

Design and development of self‐repairable and recyclable crosslinked poly(thiourethane‐urethane) via enhanced aliphatic disulfide chemistry

Synthesis of self-healing waterborne polyurethanes containing sulphonate groups

Contact Info

Product

Resources

About