Synthesis of a Self-Healing Polymer Based on Reversible Diels–Alder Reaction: An Advanced Undergraduate Laboratory at the Interface of Organic Chemistry and Materials Science

2011 ◽  
Vol 88 (8) ◽  
pp. 1137-1140 ◽  
Author(s):  
Haim Weizman ◽  
Christian Nielsen ◽  
Or S. Weizman ◽  
Sia Nemat-Nasser
Keyword(s):  
Organic Chemistry ◽  
Materials Science ◽  
Alder Reaction ◽  
Diels Alder ◽  
Self Healing ◽  
Diels Alder Reaction ◽  
Undergraduate Laboratory

Self-Healing Hydrophobic POSS-functionalized Fluorinated Copolymer via RAFT Polymerization and dynamic Diels-Alder Reaction

2021 ◽  
Author(s):  
Siva Ponnupandian ◽  
Prantik Mondal ◽  
Thomas Becker ◽  
Richard Hoogenboom ◽  
Andrew B Lowe ◽  
...  
Keyword(s):  
Chain Transfer ◽  
Raft Polymerization ◽  
Alder Reaction ◽  
Diels Alder ◽  
Self Healing ◽  
Diels Alder Reaction ◽  
Reversible Addition

This investigation reports the preparation of a tailor-made copolymer of furfuryl methacrylate (FMA) and trifluoroethyl methacrylate (TFEMA) via reversible addition-fragmentation chain transfer (RAFT) polymerization. The furfuryl groups of the copolymer...

New Chain Extenders for Self-Healing Polymers

2021 ◽  
Vol 899 ◽  
pp. 628-637
Author(s):  
Daria V. Zakharova ◽  
Zalina A. Lok’yaeva ◽  
Alexander A. Pavlov ◽  
Alexander V. Polezhaev
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Hydroxyl Groups ◽  
Structural Fragment ◽  
Self Healing ◽  
Diels Alder Reaction ◽  
Small Series ◽  
Chain Extenders ◽  
Reversible Covalent ◽  
Thermochemical Parameters

We present here a small series of compounds designed to modify the polymer chain of various polyurethanes in order to introduce a structural fragment with the ability of thermally-triggered reversible covalent interactions. Bismaleimides (2a-2e) were synthesized from commercially available aromatic and aliphatic symmetric diamines (1a-1e) and were further introduced into the Diels-Alder reaction with furfuryl alcohol as dienophiles. The Diels-Alder adducts (3a-3e) were obtained as a mixture of endo- and exo-isomer. The presence of symmetrical hydroxyl groups in the structure of the obtained compounds makes them suitable as chain extenders of low molecular weight diisocyanate prepolymers. The presence of a thermally reversible Diels-Alder reaction adduct in the structure of potential chain-extenders opens a possibility to create unique materials with self-healing properties. All compounds obtained were characterized by 1H, 13C NMR, ESI-HRMS, and IR spectroscopy. The thermochemical parameters of the reverse Diels-Alder reaction were established using DSC analysis.

Bio-based self-healing coatings based on thermo-reversible Diels-Alder reaction

2017 ◽  
Vol 111 ◽  
pp. 38-46 ◽  
Author(s):  
Daniel H. Turkenburg ◽  
Yvon Durant ◽  
Hartmut R. Fischer
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Self Healing ◽  
Diels Alder Reaction

Self-healing behavior of polyurethanes based on dual actions of thermo-reversible Diels-Alder reaction and thermal movement of molecular chains

Polymer ◽  
2017 ◽  
Vol 124 ◽  
pp. 48-59 ◽  
Author(s):  
Libang Feng ◽  
Zhengyang Yu ◽  
Yaohui Bian ◽  
Junshan Lu ◽  
Xueting Shi ◽  
...  
Keyword(s):  
Alder Reaction ◽  
Diels Alder ◽  
Self Healing ◽  
Diels Alder Reaction ◽  
Thermal Movement

scholarly journals Alkynes as Privileged Synthons in Selected Organic Name Reactions

2019 ◽  
Vol 16 (2) ◽  
pp. 205-243 ◽  
Author(s):  
Majid M. Heravi ◽  
Mahzad Dehghani ◽  
Vahideh Zadsirjan ◽  
Manijheh Ghanbarian
Keyword(s):  
Organic Chemistry ◽  
Click Reaction ◽  
Alder Reaction ◽  
Unsaturated Hydrocarbon ◽  
Diels Alder ◽  
Biologically Active ◽  
Organic Reactions ◽  
Sonogashira Reaction ◽  
High Status ◽  
Diels Alder Reaction

Background:Alkynes are actually basic chemicals, serving as privileged synthons for planning new organic reactions for assemblage of a reactive motif, which easily undergoes a further desirable transformation. Name reactions, in organic chemistry are referred to those reactions which are well-recognized and reached to such status for being called as their explorers, discoverers or developers. Alkynes have been used in various name reactions. In this review, we try to underscore the applications of alkynes as privileged synthons in prevalent name reactions such as Huisgen 1,3-dipolar cycloaddtion via Click reaction, Sonogashira reaction, and Hetero Diels-Alder reaction.Objective:In this review, we try to underscore the applications of alkynes as privileged synthons in the formation of heterocycles, focused on the selected reactions of alkynes as a synthon or impending utilization in synthetic organic chemistry, which have reached such high status for being included in the list of name reactions in organic chemistry.Conclusion:Alkynes (including acetylene) are an unsaturated hydrocarbon bearing one or more triple C-C bond. Remarkably, alkynes and their derivatives are frequently being used as molecular scaffolds for planning new organic reactions and installing reactive functional group for further reaction. It is worth mentioning that in general, the terminal alkynes are more useful and more frequently being used in the art of organic synthesis. Remarkably, alkynes have found different applications in pharmacology, nanotechnology, as well as being known as appropriate starting precursors for the total synthesis of natural products and biologically active complex compounds. They are predominantly applied in various name reactions such as Sonogashira, Glaser reaction, Friedel-crafts reaction, Castro-Stephens coupling, Huisgen 1.3-dipolar cycloaddtion reaction via Click reaction, Sonogashira reaction, hetero-Diels-Alder reaction. In this review, we tried to impress the readers by presenting selected name reactions, which use the alkynes as either stating materials or precursors. We disclosed the applications of alkynes as a privileged synthons in several popular reactions, which reached to such high status being classified as name reactions. They are thriving and well known and established name reactions in organic chemistry such as Regioselective, 1,3-dipolar Huisgen cycloaddtion reaction via Click reaction, Sonogashira reaction and Diels-Alder reaction.

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