Self-Healing and Reprocessable Terpene Polysiloxane-Based Poly(thiourethane-urethane) Material with Reversible Thiourethane Bonds

Qian, Yiwen; Dong, Faqin; Guo, Lizhen; Lu, Shanling; Xu, Xu; Liu, He

doi:10.1021/acs.biomac.2c01230

Cited by 12 publications

(9 citation statements)

References 39 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Literature reports have demonstrated the self-healing properties of various PU-like network materials that exhibit reprocessability. ,,− However, no study has considered the self-healing properties of NIPTU networks with both disulfide and thionourethane cross-links. Here, we provide an initial demonstration of the latter using NIPTU(Cyclo).…”

Section: Resultsmentioning

confidence: 99%

Biobased, Reprocessable Non-isocyanate Polythiourethane Networks with Thionourethane and Disulfide Cross-Links: Comparison with Polyhydroxyurethane Network Analogues

Chen

Torkelson

2023

Macromolecules

View full text Add to dashboard Cite

Here, we report the first study of the reprocessability and properties of non-isocyanate polythiourethane (NIPTU) networks in which the cross-links are of two types, thionourethane and disulfide, the latter obtained by auto-oxidation of pendant thiol groups. Our two NIPTU networks are biowaste based because starting materials can be derived from cashew nutshells or rice husks. We use dynamic mechanical analysis, tensile testing, and water sorption studies to compare our NIPTU networks with structurally analogous polyhydroxyurethane (PHU) networks, which are non-isocyanate polyurethanes (PUs). With significant advantages in reactivity, mechanical properties, and cross-link density, NIPTU networks can be favorable alternatives to PHU networks. Our biobased NIPTU networks also exhibit better water resistance, with a factor of ∼3 reductions in water sorption relative to their PHU analogues. Due to their dynamic covalent cross-links, our NIPTUs show excellent reprocessability with complete recovery of cross-link density after multiple reprocessing steps as well as potential as self-healing polymers. Although their creep viscosity activation energies differ by a factor of 2, both NIPTU networks exhibit excellent creep resistance up to 80–100 °C. Thus, with elevated-temperature creep resistance and significant advantages in reactivity, mechanical properties, and water resistance, in many applications, e.g., water-resistant coatings, biobased NIPTU networks are favored as non-isocyanate substitutes for PU networks.

show abstract

Section: Resultsmentioning

confidence: 99%

Biobased, Reprocessable Non-isocyanate Polythiourethane Networks with Thionourethane and Disulfide Cross-Links: Comparison with Polyhydroxyurethane Network Analogues

Chen

Torkelson

2023

Macromolecules

View full text Add to dashboard Cite

show abstract

“…Their activation energy (125 kJ/mol [49]) is promising for efficient self-healing providing suitable mobility of polymer chains. Consequently, hydrophobic polysiloxanes with side isobornyl acrylate and thiol groups (Scheme 11) exhibited good mechanical performance and could be reprocessed and recycled at 150 °C [49]. Silicone elastomers can be also crosslinked by means of dynamic covalent thiouretane bonds.…”

Section: Silicone Elastomers Self-healed By Means Of Hydrogen Bondingmentioning

confidence: 99%

“…Silicone elastomers can be also crosslinked by means of dynamic covalent thiouretane bonds. Their activation energy (125 kJ/mol [ 49 ]) is promising for efficient self-healing providing suitable mobility of polymer chains. Consequently, hydrophobic polysiloxanes with side isobornyl acrylate and thiol groups ( Scheme 11 ) exhibited good mechanical performance and could be reprocessed and recycled at 150 °C [ 49 ].…”

Section: General Characteristics Of Self-healing Mechanisms In Silico...mentioning

confidence: 99%

Synergistic Self-Healing Enhancement in Multifunctional Silicone Elastomers and Their Application in Smart Materials

Kowalewska,

Majewska-Smolarek

2024

Polymers

View full text Add to dashboard Cite

Organosilicon polymers (silicones) are of enduring interest both as an established branch of polymer chemistry and as a segment of commercial products. Their unique properties were exploited in a wide range of everyday applications. However, current silicone trends in chemistry and materials engineering are focused on new smart applications, including stretchable electronics, wearable stress sensors, protective coatings, and soft robotics. Such applications require a fresh approach to methods for increasing the durability and mechanical strength of polysiloxanes, including crosslinked systems. The introduction of self-healing options to silicones has been recognized as a promising alternative in this field, but only carefully designed multifunctional systems operating with several different self-healing mechanisms can truly address the demands placed on such valuable materials. In this review, we summarized the progress of research efforts dedicated to the synthesis and applications of self-healing hybrid materials through multi-component systems that enable the design of functional silicon-based polymers for smart applications.

show abstract

“…Figure 3 presents the SHSMs based on covalent interactions such as reversible Diels–Alder interactions [ 38 , 39 , 40 , 41 , 42 , 43 , 44 , 45 , 46 ], disulfide [ 47 , 48 , 49 ], boronic ester [ 50 ], boroxine [ 51 , 52 ], imine [ 53 , 54 , 55 , 56 , 57 ], hydrazine-based [ 58 ], thiourethane [ 59 ], hindered urea bonds [ 60 ], and metal–ligand interactions [ 19 , 61 , 62 , 63 , 64 , 65 , 66 , 67 , 68 , 69 , 70 , 71 , 72 , 73 , 74 , 75 , 76 , 77 , 78 , 79 , 80 ]. Some examples of covalent SHSMs are shown in Table 1 .…”

Section: Self-healing Silicone Materials: Looking Backmentioning

confidence: 99%

Self-Healing Silicone Materials: Looking Back and Moving Forward

Deriabin,

Filippova,

Islamova

2023

Biomimetics

View full text Add to dashboard Cite

This review is dedicated to self-healing silicone materials, which can partially or entirely restore their original characteristics after mechanical or electrical damage is caused to them, such as formed (micro)cracks, scratches, and cuts. The concept of self-healing materials originated from biomaterials (living tissues) capable of self-healing and regeneration of their functions (plants, human skin and bones, etc.). Silicones are ones of the most promising polymer matrixes to create self-healing materials. Self-healing silicones allow an increase of the service life and durability of materials and devices based on them. In this review, we provide a critical analysis of the current existing types of self-healing silicone materials and their functional properties, which can be used in biomedicine, optoelectronics, nanotechnology, additive manufacturing, soft robotics, skin-inspired electronics, protection of surfaces, etc.

show abstract

Self-Healing and Reprocessable Terpene Polysiloxane-Based Poly(thiourethane-urethane) Material with Reversible Thiourethane Bonds

Cited by 12 publications

References 39 publications

Biobased, Reprocessable Non-isocyanate Polythiourethane Networks with Thionourethane and Disulfide Cross-Links: Comparison with Polyhydroxyurethane Network Analogues

Biobased, Reprocessable Non-isocyanate Polythiourethane Networks with Thionourethane and Disulfide Cross-Links: Comparison with Polyhydroxyurethane Network Analogues

Synergistic Self-Healing Enhancement in Multifunctional Silicone Elastomers and Their Application in Smart Materials

Self-Healing Silicone Materials: Looking Back and Moving Forward

Contact Info

Product

Resources

About