Reversible polymer networks containing covalent and hydrogen bonding interactions

European Polymer Journal

Volumn 50, Issue 1, 2014, Pages 127-134

  Araya Hermosilla, R ^a   Broekhuis, A A ^a   Picchioni, F ^a  

^a UNIVERSITY OF GRONINGEN   (Netherlands)

Author keywords

Diels Alder reaction; Hydrogen bonding interaction; Paal Knorr chemical modification; Thermoreversible polymer

Indexed keywords

DIELS-ALDER REACTION; DMTA MEASUREMENTS; HIGH-GLASS TRANSITION TEMPERATURES; HYDROGEN BONDING INTERACTIONS; PAAL-KNORR; PROOF OF PRINCIPLES; REVERSIBLE POLYMERS; THERMOREVERSIBLE POLYMERS;

AROMATIC COMPOUNDS; CHEMICAL MODIFICATION; HYDROGEN BONDS; KETONES; MECHANICAL PROPERTIES; ORGANIC POLLUTANTS; THERMOSETS;

POLYMERS;

EID: 84891629901     PISSN: 00143057     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.eurpolymj.2013.10.014     Document Type: Article

References (45)

1. M. Al-Maaded, N.K. Madi, R. Kahraman, A. Hodzic, and N.G. Ozerkan An overview of solid waste management and plastic recycling in Qatar J Polym Environ 20 1 2012 186 194
2. R. Cossu, T. Lai, and K. Pivnenko Waste washing pre-treatment of municipal and special waste J Hazard Mater 207 2012 65 72
3. V. Goodship Introduction to plastics recycling 2nd ed. 2007 Smithers Rapra Technology Limited Shrewsbury, UK
4. I. Jakubowicz, and J. Enebro Effects of reprocessing of oxobiodegradable and non-degradable polyethylene on the durability of recycled materials Polym Degrad Stab 97 3 2012 316 321
5. S.S. Muthu, Y. Li, J.Y. Hu, P.Y. Mok, and X. Ding Eco-impact of plastic and paper shopping bags J Eng Fibers Fabr 7 1 2012 26 37
6. S. Rajendran, L. Scelsi, A. Hodzic, C. Soutis, and M.A. Al-Maadeed Environmental impact assessment of composites containing recycled plastics Resour Conserv Recycl 60 2012 131 139
7. B.F. Gibbs, and C.N. Mulligan Styrene toxicity: an ecotoxicological assessment Ecotoxicol Environ Saf 38 3 1997 181 194 (Pubitemid 28082350)
8. A.L. Andrady Microplastics in the marine environment Mar Pollut Bull 62 8 2011 1596 1605
9. J. Oehlmann, M. Oetken, and U. Schulte-Oehlmann A critical evaluation of the environmental risk assessment for plasticizers in the freshwater environment in Europe, with special emphasis on bisphenol A and endocrine disruption Environ Res 108 2 2008 140 149
10. S. Flint, T. Markle, S. Thompson, and E. Wallace Bisphenol A exposure, effects, and policy: a wildlife perspective J Environ Manage 104 2012 19 34
11. S. Rajendran, A. Hodzic, C. Soutis, and M.A. Al-Maadeed Review of life cycle assessment on polyolefins and related materials Plast Rubber Compos 41 4-5 2012 159 168
12. W. Tsai Human health risk on environmental exposure to bisphenol-A: a review J Environ Sci Health Part C-Environ Carcinog Ecotoxicol Rev 24 2 2006 225
13. S.S. Kistler Thermoplastic behaviour of linear and 3-dimensional polymers J Appl Phys 11 1940 769 778
14. P.J. Flory Constitution of 3-dimensional polymers and the theory of gelation J Phys Chem 46 1942 132 140
15. P.J. Flory, and J.J. Rehner Statistical mechanics of cross-linked polymer networks II. Swelling J Chem Phys 11 11 1943 521 526
16. W.H. Stockmayer Theory of molecular-size distribution and gel formation in branched-chain polymers J Chem Phys 11 1943 45 55
17. W.H. Stockmayer Theory of molecular-size distribution and gel formation in branched polymers. II. General cross linking J Chem Phys 12 1944 125 131
18. D.A. Kourtides Thermochemical and flammability properties of some thermoplastic and thermoset polymers - review Polym Plast Technol Eng 11 2 1978 159 198
19. M.B. Roller Thermoset and coatings technology - challenge of interdisciplinary chemistry Polym Eng Sci 19 10 1979 692 698 (Pubitemid 9480420)
20. L.A. Berglund, and J.M. Kenny Processing science for high-performance thermoset composites SAMPE J 27 2 1991 27 37
21. M. Gascons, N. Blanco, and K. Matthys Evolution of manufacturing processes for fiber-reinforced thermoset tanks, vessels, and silos: a review IIE Trans 44 6 2012 476 489
22. C. Toncelli, D. De Reus, A.A. Broekhuis, and F. Picchioni Thermoreversibility in polymeric systems M. Amendola, V. Meneghetti, Self-healing at the nanoscale 2011 CRC Press New York 199
23. S.H. Cho, H.M. Andersson, S.R. White, N.R. Sottos, and P.V. Braun Polydimethylsiloxane-based self-healing materials Adv Mater 18 8 2006 997 1000
24. X. Liu, J.K. Lee, S.H. Yoon, and M.R. Kessler Characterization of diene monomers as healing agents for autonomic damage repair J Appl Polym Sci 101 3 2006 1266 1272 (Pubitemid 44076912)
25. J.W.C. Pang, and I.P. Bond A hollow fibre reinforced polymer composite encompassing self-healing and enhanced damage visibility Composites Sci Technol 65 11-12 2005 1791 1799 (Pubitemid 40936396)
26. J.W.C. Pang, and I.P. Bond 'Bleeding composites' - damage detection and self-repair using a biomimetic approach Compos Part A-Appl Sci Manuf 36 2 2005 183 188
27. S. White, N. Sottos, P. Geubelle, J. Moore, M. Kessler, and S. Sriram et al. Autonomic healing of polymer composites Nature 409 6822 2001 794 797 (Pubitemid 32165320)
28. J. Ax, and G. Wenz Thermoreversible networks by Diels-Alder reaction of cellulose furoates with bismaleimides Macromol Chem Phys 213 2 2012 182 186
29. X. Chen, M. Dam, K. Ono, A. Mal, H. Shen, and S. Nutt et al. A thermally re-mendable cross-linked polymeric material Science 295 5560 2002 March 1 1698 1702 (Pubitemid 34202902)
30. Craven J, Wilmington C, inventors. Anonymous Croos-linked thermally reversible polymers produced from condensation polymers with pendant furan groups cross-linked with maleimides. 1969.
31. E. Goiti, M. Huglin, and J. Rego Thermal breakdown by the retro Diels-Alder reaction of crosslinking in poly[styrene-co-(furfuryl methacrylate)] Macromol Rapid Commun 24 11 2003 692 696
32. C. Toncelli, D.C. De Reus, F. Picchioni, and A.A. Broekhuis Properties of reversible Diels-Alder furan/maleimide polymer networks as function of crosslink density Macromol Chem Phys 213 2 2012 157 165
33. Y. Zhang, A.A. Broekhuis, and F. Picchioni Thermally self-healing polymeric materials: the next step to recycling thermoset polymers Macromolecules 42 6 2009 1906 1912
34. J.M. Chang, and J.J. Aklonis A photothermal reversibly crosslinkable polymer system J Polym Sci Part C-Polym Lett 21 12 1983 999 1004 (Pubitemid 14492010)
35. M. Burnworth, L. Tang, J.R. Kumpfer, A.J. Duncan, F.L. Beyer, and G.L. Fiore et al. Optically healable supramolecular polymers Nature 472 7343 2011 334 338
36. Q. Zhang, D. Qu, J. Wu, X. Ma, Q. Wang, and H. Tian A dual-modality photoswitchable supramolecular polymer Langmuir 29 17 2013 5345 5350
37. A. Gandini The furan/maleimide Diels-Alder reaction: a versatile click-unclick tool in macromolecular synthesis Prog Polym Sci 38 1 2013 1 29
38. Y. Liu, and T. Chuo Self-healing polymers based on thermally reversible Diels-Alder chemistry Polym Chem 4 7 2013 2194 2205
39. Y. Zhang, A.A. Broekhuis, M.C.A. Stuart, and F. Picchioni Polymeric amines by chemical modifications of alternating aliphatic polyketones J Appl Polym Sci 107 1 2008 262 271 (Pubitemid 350221621)
40. Y. Zhang, A.A. Broekhuis, M.C.A. Stuart, T.F. Landaluce, D. Fausti, and P. Rudolf et al. Cross-linking of multiwalled carbon nanotubes with polymeric amines Macromolecules 41 16 2008 6141 6146
41. Drent E, Keijsper J, inventors. AnonymousPolyketone polymer preparation with tetra alkyl bis phosphine ligand and hydrogen. 1993.
42. W.P. Mul, H. Dirkzwager, A.A. Broekhuis, H.J. Heeres, A.J. van der Linden, and A.G. Orpen Highly active, recyclable catalyst for the manufacture of viscous, low molecular weight, CO-ethene-propene-based polyketone, base component for a new class of resins Inorg Chim Acta 327 2002 147 159
43. A.I.M. Hamarneh Novel wood adhesives from bio-based materials and polyketones 2010 University of Groningen The Netherlands
44. R.M. Silverstein, G.C. Bassler, and T.C. Morrill Spectrometric identification of organic compounds 1991 John Wiley and sons, Inc. Canada
45. F.J. Uribe-Romo, J.R. Hunt, H. Furukawa, C. Klock, M. O'Keeffe, and O.M. Yaghi A crystalline imine-linked 3-D porous covalent organic framework J Am Chem Soc 131 13 2009 4570 4571