Synthesis of a diamine cross-linker containing Diels–Alder adducts to produce self-healing thermosetting epoxy polymer from a widely used epoxy monomer

2013 ◽  
Vol 4 (3) ◽  
pp. 724-730 ◽  
Author(s):  
Nan Bai ◽  
Kei Saito ◽  
George P. Simon
Keyword(s):  
Epoxy Polymer ◽  
Diels Alder ◽  
Self Healing ◽  
Epoxy Monomer ◽  
Cross Linker ◽  
Thermosetting Epoxy

Facile fabrication of fast recyclable and multiple self-healing epoxy materials through diels-alder adduct cross-linker

2015 ◽  
Vol 53 (18) ◽  
pp. 2094-2103 ◽  
Author(s):  
Xiao Kuang ◽  
Guoming Liu ◽  
Xia Dong ◽  
Xianggui Liu ◽  
Jianjun Xu ◽  
...  
Keyword(s):  
Diels Alder ◽  
Self Healing ◽  
Facile Fabrication ◽  
Cross Linker ◽  
Alder Adduct

scholarly journals Preparation and Characterization of Self-Healing Polyurethane Powder Coating Using Diels–Alder Reaction

Polymers ◽  
2021 ◽  
Vol 13 (21) ◽  
pp. 3803
Author(s):  
Negin Farshchi ◽  
Michaela Gedan-Smolka ◽  
Markus Stommel
Keyword(s):  
Single Molecule ◽  
Cycloaddition Reaction ◽  
Film Surface ◽  
Powder Coating ◽  
Healing Time ◽  
Diels Alder ◽  
Curing Temperature ◽  
Self Healing ◽  
Melt Mixing ◽  
Cross Linker

Although powder coating systems offer many environmental, ecological and energy related benefits over liquid based coatings, in the case of uretdione based polyurethane systems, high curing temperature is still an issue. On the other hand, powder coating systems make it possible to reduce the costs and enhance the process of forming complex 3D structures using the deep drawing method by pre-coated metal substrates. During this processing method, there is a probability of micro crack formation in the coated film due to strain impact on the coating layer. A powder coating with self-healing ability is an ultimate solution to face not only this kind of fraction but also any other possible ones (such as defects caused by any impact on film surface during processing, transporting or even service). Here, a single molecule that is prepared via Diels–Alder cycloaddition reaction and retro Diels–Alder cleavage reaction was utilized as a self-healing additive to achieve self-healing ability in the powder coating system that is based on a commercially available uretdione cross-linker and OH-polyester resin. Coatings were prepared through melt mixing of components in a lab mixer, milling, sieving, and then application on the metal substrate through the electrostatic spraying method. To illustrate the role of self-healing additive, various concentrations (4 and 9% wt.) in combination with different curing temperatures (80 °C to 200 °C) were investigated. Both samples containing HA showed self-healing ability at elevated temperature around 120 °C for about 30 min with acceptable roughness and surface properties. Hardness measurement of cured film as well as thermal investigation indicate the chemical reaction of HA in a cross-linked network of cross-linker and resin. In addition, using HA leads to a 40 K drop in curing temperature of the system without using any catalyst. A 2.58% improvement in hardness values at a lower curing temperature and healing time of around 12.5 min at 120 °C to recover 100% of initial scratch (more than 10 cycles) in the sample containing 9% wt. HA was observed.

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...

scholarly journals Recyclable Self-Healing Polyurethane Cross-Linked by Alkyl Diselenide with Enhanced Mechanical Properties

Polymers ◽  
2019 ◽  
Vol 11 (5) ◽  
pp. 773 ◽  
Author(s):  
Yuqing Qian ◽  
Xiaowei An ◽  
Xiaofei Huang ◽  
Xiangqiang Pan ◽  
Jian Zhu ◽  
...  
Keyword(s):  
Mechanical Properties ◽  
Room Temperature ◽  
Amide Bond ◽  
Self Healing ◽  
Healing Efficiency ◽  
Polyurethane Networks ◽  
Combined Action ◽  
Cross Linker ◽  
Dynamic Structures ◽  
External Interventions

Dynamic structures containing polymers can behave as thermosets at room temperature while maintaining good mechanical properties, showing good reprocessability, repairability, and recyclability. In this work, alkyl diselenide is effectively used as a dynamic cross-linker for the design of self-healing poly(urea–urethane) elastomers, which show quantitative healing efficiency at room temperature, without the need for any catalysts or external interventions. Due to the combined action of the urea bond and amide bond, the material has better mechanical properties. We also compared the self-healing effect of alkyl diselenide-based polyurethanes and alkyl disulfide-based polyurethanes. The alkyl diselenide has been incorporated into polyurethane networks using a para-substituted amine diphenyl alkyl diselenide. The resulting materials not only exhibit faster self-healing properties than the corresponding disulfide-based materials, but also show the ability to be processed at temperatures as low as 60 °C.

Self-healing poly(siloxane-urethane) elastomers with remoldability, shape memory and biocompatibility

2016 ◽  
Vol 7 (47) ◽  
pp. 7278-7286 ◽  
Author(s):  
Jian Zhao ◽  
Rui Xu ◽  
Gaoxing Luo ◽  
Jun Wu ◽  
Hesheng Xia
Keyword(s):  
Mechanical Property ◽  
Shape Memory ◽  
Microphase Separation ◽  
Diels Alder ◽  
Good Mechanical Property ◽  
Self Healing ◽  
Healing Efficiency ◽  
Good Biocompatibility

The poly(siloxane-urethane) elastomers with microphase separation structure and Diels–Alder bonds show high healing efficiency, good mechanical property and good biocompatibility.

Synthesis and properties of strong and tough Diels–Alder self-healing crosslinked polyamides

2021 ◽  
Vol 28 (4) ◽  
Author(s):  
Jinnan Zhao ◽  
Shuo Chen ◽  
Jingbo Zhao ◽  
Zhiyuan Zhang ◽  
Junying Zhang
Keyword(s):  
Diels Alder ◽  
Self Healing

Fast‐reprocessing, Post‐adjustable, Self‐healing Covalent Adaptable Networks with Schiff base and Diels‐Alder Adduct

2022 ◽  
pp. 2100777
Author(s):  
Xiwei Xu ◽  
Songqi Ma ◽  
Sheng Wang ◽  
Binbo Wang ◽  
Hongzhi Feng ◽  
...  
Keyword(s):  
Schiff Base ◽  
Diels Alder ◽  
Self Healing ◽  
Alder Adduct

Self-healable Functional Polymers based on Diels-Alder ‘Click Chemistry’ Involving Substituted Furan and Triazolinedione Derivatives; A Simple and Very Fast Approach

2021 ◽  
Author(s):  
Prantik Mondal ◽  
Gourhari Jana ◽  
Tuhin Subhra Pal ◽  
Pratim K. Chattaraj ◽  
Nikhil K Singha
Keyword(s):  
Click Chemistry ◽  
Materials Science ◽  
Functional Polymers ◽  
Diels Alder ◽  
Polymer Materials ◽  
Self Healing ◽  
Natural Phenomena ◽  
Science And Engineering ◽  
Fast Approach ◽  
Materials Science And Engineering

Nowadays, the design of functional polymer materials that can mimic natural phenomena, e.g., self-healing of skin cuts, has got a tremendous interest in materials science and engineering. Recently, 1,2,4-triazoline-3,5-dione (TAD)...

scholarly journals A review on Diels-Alder based self-healing polymer composites

2018 ◽  
Vol 377 ◽  
pp. 012007 ◽  
Author(s):  
N I Khan ◽  
S Halder ◽  
S B Gunjan ◽  
T Prasad
Keyword(s):  
Polymer Composites ◽  
Diels Alder ◽  
Self Healing
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