An Eco-Friendly Scheme for the Cross-Linked Polybutadiene Elastomer via Thiol-Ene and Diels-Alder Click Chemistry

Macromolecules

Volumn 48, Issue 11, 2015, Pages 3539-3546

  Bai, Jing ^a   Li, Hui ^a   Shi, Zixing ^a   Yin, Jie ^a  

^a Shanghai Jiao Tong University   (China)

Author keywords

[No Author keywords available]

Indexed keywords

AROMATIC COMPOUNDS; ELASTOMERS; ORGANIC POLLUTANTS; PLASTICS; POLYBUTADIENES; RECYCLING; SUSTAINABLE DEVELOPMENT;

CLICK CHEMISTRY; CROSS-LINKED NETWORKS; DIELS-ALDER CLICK REACTION; PLASTIC MATERIALS; RECYCLING SOLUTIONS; SOLVENT RESISTANCE; SYNTHETIC ROUTES; THIOL-ENE REACTIONS;

CROSSLINKING;

EID: 84931282075     PISSN: 00249297     EISSN: 15205835     Source Type: Journal    
DOI: 10.1021/acs.macromol.5b00389     Document Type: Article

References (24)

1. Fang, Y.; Zhan, M.; Wang, Y. The Status of Recycling of Waste Rubber Mater. Des. 2001, 22, 123-128
2. Tambouratzis, T.; Karalekas, D.; Moustakas, N. A Methodological Study for Optimizing Material Selection in Sustainable Product Design J. Ind. Ecol. 2014, 18, 508-516
3. Adhikari, B.; De, D.; Maiti, S. Reclamation and Recycling of Waste Rubber Prog. Polym. Sci. 2000, 25, 909-948
4. Liu, Y.-L.; Chuo, T.-W. Self-Healing Polymers Based on Thermally Reversible Diels-Alder Chemistry Polym. Chem. 2013, 4, 2194-2205
5. Rowan, S. J.; Cantrill, S. J.; Cousins, G. R. L.; Sanders, J. K. M.; Stoddart, J. F. Dynamic Covalent Chemistry Angew. Chem., Int. Ed. 2002, 41, 898-952
6. Murphy, E. B.; Wudl, F. The World of Smart Healable Materials Prog. Polym. Sci. 2010, 35, 223-251
7. Pratama, P. A.; Sharifi, M.; Peterson, A. M.; Palmese, G. R. Room Temperature Self-Healing Thermoset Based on the Diels-Alder Reaction ACS Appl. Mater. Interfaces 2013, 5, 12425-12431
8. Liu, Y.-L.; Hsieh, C.-Y. Crosslinked Epoxy Materials Exhibiting Thermal Remendablility and Removability from Multifunctional Maleimide and Furan Compounds J. Polym. Sci., Part A: Polym. Chem. 2006, 44, 905-913
9. Chen, X.; Dam, M. A.; Ono, K.; Mal, A.; Shen, H.; Nutt, S. R.; Sheran, K.; Wudl, F. A Thermally Remendable Cross-Linked Polymeric Material Science 2002, 295, 1698-1702
10. Yu, S.; Zhang, R.; Wu, Q.; Chen, T.; Sun, P. Bio-Inspired High-Performance and Recyclable Cross-Linked Polymers Adv. Mater. 2013, 25, 4912-4917
11. Pratama, P. A.; Peterson, A. M.; Palmese, G. R. Diffusion and Reaction Phenomena in Solution-Based Healing of Polymer Coatings Using the Diels-Alder Reaction Macromol. Chem. Phys. 2012, 213, 173-181
12. Heo, Y.; Sodano, H. A. Self-Healing Polyurethanes with Shape Recovery Adv. Funct. Mater. 2014, 24, 5261-5268
13. Zhang, Y.; Broekhuis, A. A.; Picchioni, F. Thermally Self-Healing Polymeric Materials: The Next Step to Recycling Thermoset Polymers? Macromolecules 2009, 42, 1906-1912
14. Gandini, A.; Coelho, D.; Gomes, M.; Reis, B.; Silvestre, A. Materials from Renewable Resources Based on Furan Monomers and Furan Chemistry: Work in Progress J. Mater. Chem. 2009, 19, 8656-8664
15. Bergman, S. D.; Wudl, F. Mendable Polymers J. Mater. Chem. 2008, 18, 41-62
16. Murphy, E. B.; Bolanos, E.; Schaffner-Hamann, C.; Wudl, F.; Nutt, S. R.; Auad, M. L. Synthesis and Characterization of a Single-Component Thermally Remendable Polymer Network: Staudinger and Stille Revisited Macromolecules 2008, 41, 5203-5209
17. Tasdelen, M. A. Diels-Alder "Click" Reactions: Recent Applications in Polymer and Material Science Polym. Chem. 2011, 2, 2133-2145
18. Sanyal, A. Diels-Alder Cycloaddition-Cycloreversion: A Powerful Combo in Materials Design Macromol. Chem. Phys. 2010, 211, 1417-1425
19. ten Brummelhuis, N.; Diehl, C.; Schlaad, H. Thiol-Ene Modification of 1,2-Polybutadiene Using UV Light or Sunlight Macromolecules 2008, 41, 9946-9947
20. David, R. L. A.; Kornfield, J. A. Facile, Efficient Routes to Diverse Protected Thiols and to Their Deprotection and Addition to Create Functional Polymers by Thiol-Ene Coupling Macromolecules 2008, 41, 1151-1161
21. Lowe, A. B. Thiol-Ene "Click" Reactions and Recent Applications in Polymer and Materials Synthesis Polym. Chem. 2010, 1, 17-36
22. Hoyle, C. E.; Bowman, C. N. Thiol-Ene Click Chemistry Angew. Chem., Int. Ed. 2010, 49, 1540-1573
23. Hoyle, C. E.; Lowe, A. B.; Bowman, C. N. Thiol-Click Chemistry: a Multifaceted Toolbox for Small Molecule and Polymer Synthesis Chem. Soc. Rev. 2010, 39, 1355-1387
24. Trovatti, E.; Lacerda, T. M.; Carvalho, A. J. F.; Gandini, A. Recycling Tires? Reversible Crosslinking of Poly(butadiene) Adv. Mater. 2015, 27, 2242-2245