Catalyst-Free Room-Temperature Self-Healing Polymer Networks Based on Dynamic Covalent Quinone Methide-Secondary Amine Chemistry

2021 ◽  
Author(s):  
Yuanxing Zhang ◽  
Ying Wu ◽  
Jiayi Li ◽  
Ke Zhang
Keyword(s):  
Secondary Amine ◽  
Michael Addition ◽  
Room Temperature ◽  
Polymer Networks ◽  
Quinone Methide ◽  
Self Healing ◽  
Ambient Conditions ◽  
Catalyst Free ◽  
External Stimuli

An aza-Michael addition between 2,6-di-t-butyl-7-phenyl-p-quinone methide and secondary amine was demonstrated to hold the dynamic covalent reaction property under ambient conditions requiring no external stimuli. Based on this dynamic covalent...

Visible-light-initiated Catalyst-free Oxidative Cleavage of Triaryl-Substituted Alkenes C=C Bonds under Ambient Conditions

2021 ◽  
Author(s):  
Wenjing Li ◽  
Shun Li ◽  
Lihua Luo ◽  
Yichen Ge ◽  
Jiaqi Xu ◽  
...  
Keyword(s):  
Visible Light ◽  
Room Temperature ◽  
Ambient Air ◽  
Oxidative Cleavage ◽  
Ambient Conditions ◽  
Blue Led ◽  
Catalyst Free

The catalyst-free oxidative cleavage of (Z)-triaryl-substituted alkenes bearing pyridyl motif with ambient air under irradiation of blue LED at room temperature has been developed. The reaction was facile and scalable,...

scholarly journals Room-temperature autonomous self-healing glassy polymers with hyperbranched structure

2020 ◽  
Vol 117 (21) ◽  
pp. 11299-11305 ◽  
Author(s):  
Hao Wang ◽  
Hanchao Liu ◽  
Zhenxing Cao ◽  
Weihang Li ◽  
Xin Huang ◽  
...  
Keyword(s):  
Hydrogen Bonds ◽  
Room Temperature ◽  
Glassy State ◽  
Glassy Polymers ◽  
Self Healing ◽  
External Branch ◽  
Healing Efficiency ◽  
High Degree ◽  
External Stimuli ◽  
Hyperbranched Structure

Glassy polymers are extremely difficult to self-heal below their glass transition temperature (Tg) due to the frozen molecules. Here, we fabricate a series of randomly hyperbranched polymers (RHP) with high density of multiple hydrogen bonds, which showTgup to 49 °C and storage modulus up to 2.7 GPa. We reveal that the hyperbranched structure not only allows the external branch units and terminals of the molecules to have a high degree of mobility in the glassy state, but also leads to the coexistence of “free” and associated complementary moieties of hydrogen bonds. The free complementary moieties can exchange with the associated hydrogen bonds, enabling network reconfiguration in the glassy polymer. As a result, the RHP shows amazing instantaneous self-healing with recovered tensile strength up to 5.5 MPa within 1 min, and the self-healing efficiency increases with contacting time at room temperature without the intervention of external stimuli.

Accelerating dynamic exchange and self-healing using mechanical forces in crosslinked polymers

2020 ◽  
Vol 7 (6) ◽  
pp. 1581-1587 ◽  
Author(s):  
Nethmi De Alwis Watuthanthrige ◽  
Ballal Ahammed ◽  
Madison T. Dolan ◽  
Qinghua Fang ◽  
Jian Wu ◽  
...  
Keyword(s):  
Room Temperature ◽  
Mechanical Forces ◽  
Self Healing ◽  
Ambient Conditions ◽  
Crosslinked Polymers ◽  
Dynamic Exchange

Surprisingly, a few seconds–minutes of compression at room temperature can increase the rate of dynamic bond exchange as measured by better self-healing, even for thermoresponsive dynamic bonds which do not exchange under ambient conditions.

Michael Addition of Aryl Thiols to 3-(2,2,2-Trifluoroethylidene)Oxindoles under Catalyst-Free Conditions: The Rapid Synthesis of Sulfur-Containing Oxindole Derivatives

2018 ◽  
Vol 42 (4) ◽  
pp. 210-214
Author(s):  
Bo Chen ◽  
Jiaheng Lei ◽  
Junling Zhao
Keyword(s):  
Michael Addition ◽  
Room Temperature ◽  
Rapid Synthesis ◽  
Efficient Catalyst ◽  
Mild Conditions ◽  
Catalyst Free ◽  
Wide Range ◽  
High Yields ◽  
The Michael Addition ◽  
Sulfur Containing

A mild and efficient catalyst-free method for the rapid synthesis at room temperature of 3-thiomethylated oxindole derivatives has been achieved via the Michael addition of aryl thiols to ring and 1-substituted 3-(2,2,2-trifluoroethylidene)oxindoles in dichloromethane. The method was applicable to a wide range of thiols and variously substituted 3-(2,2,2-trifluoroethylidene)oxindoles under mild conditions as demonstrated by the synthesis in high yields with good diastereoselectivities of 30 3-thiomethylated oxindoles bearing a trifluoromethyl group.

scholarly journals Tough Supramolecular Polymer Networks with Extreme Stretchability and Fast Room-Temperature Self-Healing

2017 ◽  
Vol 29 (22) ◽  
pp. 1605325 ◽  
Author(s):  
Ji Liu ◽  
Cindy Soo Yun Tan ◽  
Ziyi Yu ◽  
Nan Li ◽  
Chris Abell ◽  
...  
Keyword(s):  
Room Temperature ◽  
Polymer Networks ◽  
Supramolecular Polymer ◽  
Self Healing

Catalyst-Free One-Pot Synthesis of Chromeno-Imidazo-Pyridinones by an Aza-Michael Addition/Rearrangement/Heterocyclization Tandem Reaction

Synlett ◽  
2018 ◽  
Vol 29 (11) ◽  
pp. 1437-1440 ◽  
Author(s):  
Oualid Talhi ◽  
Norah Bennamane ◽  
Artur Silva ◽  
Houria Lakhdari ◽  
Ridha Hassaine ◽  
...  
Keyword(s):  
Michael Addition ◽  
Room Temperature ◽  
Addition Reaction ◽  
2D Nmr ◽  
X Ray Diffraction ◽  
One Pot ◽  
X Ray ◽  
Catalyst Free ◽  
One Pot Synthesis ◽  
New Compounds

A one-pot synthesis of a novel series of chromeno-imidazo-pyridinone derivatives from 3-[(2-hydroxyphenyl)-3-oxoprop-1-en-1-yl]chromones and ethane-1,2-diamine at room temperature under catalyst-free conditions has been successfully developed. This approach involves a tandem aza-Michael addition reaction, a chromone-to-chromanone rearrangement, and a heterocyclization sequence, leading to chromeno-imidazo-pyridinone polyheterocycles. The structure and absolute configurations of the new compounds were elucidated by a combination of 1D- and 2D-NMR analyses and single-crystal X-ray diffraction.

Catalyst-free room-temperature self-healing elastomers based on aromatic disulfide metathesis

2014 ◽  
Vol 1 (2) ◽  
pp. 237-240 ◽  
Author(s):  
Alaitz Rekondo ◽  
Roberto Martin ◽  
Alaitz Ruiz de Luzuriaga ◽  
Germán Cabañero ◽  
Hans J. Grande ◽  
...  
Keyword(s):  
Room Temperature ◽  
Self Healing ◽  
Catalyst Free

scholarly journals Self-Healing in Mobility-Restricted Conditions Maintaining Mechanical Robustness: Furan–Maleimide Diels–Alder Cycloadditions in Polymer Networks for Ambient Applications

Polymers ◽  
2020 ◽  
Vol 12 (11) ◽  
pp. 2543 ◽  
Author(s):  
Dorothee Ehrhardt ◽  
Jessica Mangialetto ◽  
Jolien Bertouille ◽  
Kurt Van Durme ◽  
Bruno Van Mele ◽  
...  
Keyword(s):  
Structural Integrity ◽  
Network Formation ◽  
Polymer Networks ◽  
Mechanical Analysis ◽  
Diels Alder ◽  
Self Healing ◽  
Ambient Conditions ◽  
Scanning Calorimetry ◽  
Diffusion Controlled ◽  
Cure Temperature

Two reversible polymer networks, based on Diels–Alder cycloadditions, are selected to discuss the opportunities of mobility-controlled self-healing in ambient conditions for which information is lacking in literature. The main methods for this study are (modulated temperature) differential scanning calorimetry, microcalorimetry, dynamic rheometry, dynamic mechanical analysis, and kinetic simulations. The reversible network 3M-3F630 is chosen to study the conceptual aspects of diffusion-controlled Diels–Alder reactions from 20 to 65 °C. Network formation by gelation is proven and above 30 °C gelled glasses are formed, while cure below 30 °C gives ungelled glasses. The slow progress of Diels–Alder reactions in mobility-restricted conditions is proven by the further increase of the system’s glass transition temperature by 24 °C beyond the cure temperature of 20 °C. These findings are employed in the reversible network 3M-F375PMA, which is UV-polymerized, starting from a Diels–Alder methacrylate pre-polymer. Self-healing of microcracks in diffusion-controlled conditions is demonstrated at 20 °C. De-gelation measurements show the structural integrity of both networks up to at least 150 °C. Moreover, mechanical robustness in 3M-F375PMA is maintained by the poly(methacrylate) chains to at least 120 °C. The self-healing capacity is simulated in an ambient temperature window between −40 and 85 °C, supporting its applicability as self-healing encapsulant in photovoltaics.

Ultrasound-Irradiated Michael Addition of Amines to Ferrocenylenones under Solvent-Free and Catalyst-Free Conditions at Room Temperature.

ChemInform ◽  
2005 ◽  
Vol 36 (44) ◽  
Author(s):  
Jin-Ming Yang ◽  
Shun-Jun Ji ◽  
Da-Gong Gu ◽  
Zhi-Liang Shen ◽  
Shun-Yi Wang
Keyword(s):  
Michael Addition ◽  
Room Temperature ◽  
Solvent Free ◽  
Catalyst Free

Ultrasound-irradiated Michael addition of amines to ferrocenylenones under solvent-free and catalyst-free conditions at room temperature

2005 ◽  
Vol 690 (12) ◽  
pp. 2989-2995 ◽  
Author(s):  
Jin-Ming Yang ◽  
Shun-Jun Ji ◽  
Da-Gong Gu ◽  
Zhi-Liang Shen ◽  
Shun-Yi Wang
Keyword(s):  
Michael Addition ◽  
Room Temperature ◽  
Solvent Free ◽  
Catalyst Free
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