Mussel-inspired 3D networks with stiff-irreversible or soft-reversible characteristics - It's all a matter of solvent

Polymer Testing

Volumn 62, Issue , 2017, Pages 96-101

  Vatankhah Varnoosfaderani, Mohammad ^a,b,e   Hashmi, Saud ^b,c   Stadler, Florian J ^a,b   GhavamiNejad, Amin ^b,d  

^a SHENZHEN UNIVERSITY   (China)

^b Chonbuk National University   (South Korea)

^c NED UNIVERSITY OF ENGINEERING AND TECHNOLOGY   (Pakistan)

^d UNIVERSITY OF TORONTO   (Canada)

^e DSM Biomedical   (Netherlands)

Author keywords

Catecholic chemistry; Hydrogels; Mussel inspired; Rheology; Self healing

Indexed keywords

CHEMICAL BONDS; CROSSLINKING; GELATION; HYDROGELS; METAL IONS; METALS; MOLLUSCS; OXIDATION; PHENOLS; POLYMERS; RHEOLOGY;

AQUEOUS SOLVENTS; CONTROLLED PROPERTIES; COORDINATION WITH METAL IONS; MUSSEL-INSPIRED; NON-AQUEOUS SOLVENTS; REVERSIBLE NETWORKS; SELF-HEALING; SUPRAMOLECULAR STRUCTURE;

SOLVENTS;

EID: 85021287095     PISSN: 01429418     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.polymertesting.2017.06.007     Document Type: Article

References (50)

1. Zhang, T., Guo, Q., A new route to prepare multiresponsive organogels from a block ionomer via charge-driven assembly. Chem. Commun. (Camb) 49 (2013), 5076–5078.
2. Saha, S., Bachl, J., Kundu, T., Diaz, D.D., Banerjee, R., Amino acid-based multiresponsive low-molecular weight metallohydrogels with load-bearing and rapid self-healing abilities. Chem. Commun. 50 (2014), 3004–3006.
3. Phadke, A., Zhang, C., Arman, B., Hsu, C.C., Mashelkar, R.A., Lele, A.K., Tauber, M.J., Arya, G., Varghese, S., Rapid self-healing hydrogels. P Natl. Acad. Sci. U. S. A. 109 (2012), 4383–4388.
4. South, A.B., Lyon, L.A., Autonomic self-healing of hydrogel thin films. Angew. Chem. Int. Ed. 49 (2010), 767–771.
5. Wei, Z., Yang, J.H., Zhou, J.X., Xu, F., Zrinyi, M., Dussault, P.H., Osada, Y., Chen, Y.M., Self-healing gels based on constitutional dynamic chemistry and their potential applications. Chem. Soc. Rev. 43 (2014), 8114–8131.
6. Zhu, D.D., Ye, Q., Lu, X.M., Lu, Q.H., Self-healing polymers with PEG oligomer side chains based on multiple H-bonding and adhesion properties. Polym. Chem-Uk 6 (2015), 5086–5092.
7. Vatankhah-Varnoosfaderani, M., Ghavaminejad, A., Hashmi, S., Stadler, F.J., Mussel-inspired pH-triggered reversible foamed multi-responsive gel - the surprising effect of water. Chem. Commun. 49 (2013), 4685–4687.
8. Billiet, S., Hillewaere, X.K.D., Teixeira, R.F.A., Du Prez, F.E., Chemistry of crosslinking processes for self-healing polymers. Macromol. Rapid Comm. 34 (2013), 290–309.
9. Holten-Andersen, N., Harrington, M.J., Birkedal, H., Lee, B.P., Messersmith, P.B., Lee, K.Y.C., Waite, J.H., pH-induced metal-ligand cross-links inspired by mussel yield self-healing polymer networks with near-covalent elastic moduli. P Natl. Acad. Sci. U. S. A. 108 (2011), 2651–2655.
10. Faure, E., Falentin-Daudre, C., Jerome, C., Lyskawa, J., Fournier, D., Woisel, P., Detrembleur, C., Catechols as versatile platforms in polymer chemistry. Prog. Polym. Sci. 38 (2013), 236–270.
11. Li, A.L., Mu, Y.B., Jiang, W., Wan, X.B., A mussel-inspired adhesive with stronger bonding strength under underwater conditions than under dry conditions. Chem. Commun. 51 (2015), 9117–9120.
12. Wei, Q., Achazi, K., Liebe, H., Schulz, A., Noeske, P.L.M., Grunwald, I., Haag, R., Mussel-inspired dendritic polymers as universal multifunctional coatings. Angew. Chem. Int. Ed. 53 (2014), 11650–11655.
13. Wei, Q., Haag, R., Universal polymer coatings and their representative biomedical applications. Mater Horiz. 2 (2015), 567–577.
14. Wei, Q., Zhang, F.L., Li, J., Li, B.J., Zhao, C.S., Oxidant-induced dopamine polymerization for multifunctional coatings. Polym. Chem-Uk 1 (2010), 1430–1433.
15. Xu, H., Nishida, J., Ma, W., Wu, H., Kobayashi, M., Otsuka, H., Takahara, A., Competition between oxidation and coordination in cross-linking of polystyrene copolymer containing catechol groups. Acs Macro Lett. 1 (2012), 457–460.
16. Ghadban, A., Ahmed, A.S., Ping, Y., Ramos, R., Arfin, N., Cantaert, B., Ramanujan, R.V., Miserez, A., Bioinspired pH and magnetic responsive catechol-functionalized chitosan hydrogels with tunable elastic properties. Chem. Commun. 52 (2016), 697–700.
17. Nishida, J., Kobayashi, M., Takahara, A., Gelation and adhesion behavior of mussel adhesive protein mimetic polymer. J. Polym. Sci. Pol. Chem. 51 (2013), 1058–1065.
18. Lee, C., Shin, J., Lee, J.S., Byun, E., Ryu, J.H., Um, S.H., Kim, D.I., Lee, H., Cho, S.W., Bioinspired, calcium-free alginate hydrogels with tunable physical and mechanical properties and improved biocompatibility. Biomacromolecules 14 (2013), 2004–2013.
19. GhavamiNejad, A., Park, C.H., Kim, C.S., In Situ synthesis of antimicrobial silver nanoparticles within antifouling zwitterionic hydrogels by catecholic redox chemistry for wound healing application. Biomacromolecules 17 (2016), 1213–1223.
20. Vatankhah-Varnoosfaderani, M., Hashmi, S., GhavamiNejad, A., Stadler, F.J., Rapid self-healing and triple stimuli responsiveness of a supramolecular polymer gel based on boron-catechol interactions in a novel water-soluble mussel-inspired copolymer. Polym. Chem-Uk 5 (2014), 512–523.
21. GhavamiNejad, A., Hashmi, S., Vatankhah-Varnoosfaderani, M., Stadler, F.J., Effect of H2O and reduced graphene oxide on the structure and rheology of self-healing, stimuli responsive catecholic gels. Rheol. Acta 55 (2016), 163–176.
22. He, L.H., Fullenkamp, D.E., Rivera, J.G., Messersmith, P.B., pH responsive self-healing hydrogels formed by boronate-catechol complexation. Chem. Commun. 47 (2011), 7497–7499.
23. Krogsgaard, M., Behrens, M.A., Pedersen, J.S., Birkedal, H., Self-healing mussel-inspired multi-pH-responsive hydrogels. Biomacromolecules 14 (2013), 297–301.
24. Lee, C., Shin, J., Lee, J.S., Byun, E., Ryu, J.H., Um, S.H., Kim, D.I., Lee, H., Cho, S.W., Bioinspired, calcium-free alginate hydrogels with tunable physical and mechanical properties and improved biocompatibility. Biomacromolecules 14:6 (2013), 2004–2013 http://pubs.acs.org/doi/abs/10.1021/bm400352d.
25. Hong, S., Yang, K., Kang, B., Lee, C., Song, I.T., Byun, E., Park, K.I., Cho, S.W., Lee, H., Hyaluronic acid catechol: a biopolymer exhibiting a pH-dependent adhesive or cohesive property for human neural stem cell engineering. Adv. Funct. Mater 23 (2013), 1774–1780.
26. Jung, J.P., Sprangers, A.J., Byce, J.R., Su, J., Squirrell, J.M., Messersmith, P.B., Eliceiri, K.W., Ogle, B.M., ECM-incorporated hydrogels cross-linked via native chemical ligation to engineer stem cell microenvironments. Biomacromolecules 14 (2013), 3102–3111.
27. GhavamiNejad, A., Park, C.H., Kim, C.S., In situ synthesis of antimicrobial silver nanoparticles within antifouling zwitterionic hydrogels by catecholic redox chemistry for wound healing application. Biomacromolecules 17:3 (2016), 1213–1223.
28. Park, J.P., Song, I.T., Lee, J., Ryu, J.H., Lee, Y., Lee, H., Vanadyl-catecholamine hydrogels inspired by ascidians and mussels. Chem. Mater 27 (2015), 105–111.
29. Hou, S., Ma, P.X., Stimuli-Responsive supramolecular hydrogels with high extensibility and fast self-healing via precoordinated mussel-inspired chemistry. Chem. Mater 27 (2015), 7627–7635.
30. Byun, E., Ryu, J.H., Lee, H., Catalyst-mediated yet catalyst-free hydrogels formed by interfacial chemical activation. Chem. Commun. 50 (2014), 2869–2872.
31. Grindy, S.C., Learsch, R., Mozhdehi, D., Cheng, J., Barrett, D.G., Guan, Z.B., Messersmith, P.B., Holten-Andersen, N., Control of hierarchical polymer mechanics with bioinspired metal-coordination dynamics. Nat. Mater 14 (2015), 1210–1216.
32. Wilker, J.J., Self-healing polymers sticky when wet. Nat. Mater 13 (2014), 849–850.
33. Menyo, M.S., Hawker, C.J., Waite, J.H., Versatile tuning of supramolecular hydrogels through metal complexation of oxidation-resistant catechol-inspired ligands. Soft Matter 9 (2013), 10314–10323.
34. Yu, M.E., Hwang, J.Y., Deming, T.J., Role of L-3,4-dihydroxyphenylalanine in mussel adhesive proteins. J. Am. Chem. Soc. 121 (1999), 5825–5826.
35. Vatankhah-Varnoosfaderani, M., GhavamiNejad, A., Hashmi, S., Stadler, F.J., Hydrogen bonding in aprotic solvents, a new strategy for gelation of bioinspired catecholic copolymers with N-Isopropylamide. Macromol. Rapid Comm. 36 (2015), 447–452.
36. Eberhardt, M.K., Colina, R., The reaction of oh radicals with dimethyl-sulfoxide - a comparative-study of fenton reagent and the radiolysis of aqueous dimethyl-sulfoxide solutions. J. Org. Chem. 53 (1988), 1071–1074.
37. Macrides, T.A., Shihata, A., Kalafatis, N., Wright, P.F.A., A comparison of the hydroxyl radical scavenging properties of the shark bile steroid 5 beta-scymnol and plant pycnogenols. Biochem. Mol. Biol. Int. 42 (1997), 1249–1260.
38. Rosenblum, W.I., Elsabban, F., Dimethylsulfoxide (Dmso) and glycerol, hydroxyl radical scavengers, impair platelet-aggregation within and eliminate the accompanying vasodilation of, injured mouse pial arterioles. Stroke 13 (1982), 35–39.
39. Mizrahi, B., Shankarappa, S.A., Hickey, J.M., Dohlman, J.C., Timko, B.P., Whitehead, K.A., Lee, J.J., Langer, R., Anderson, D.G., Kohane, D.S., A stiff injectable biodegradable elastomer. Adv. Funct. Mater 23 (2013), 1527–1533.
40. Lee, B.P., Dalsin, J.L., Messersmith, P.B., Synthesis and gelation of DOPA-Modified poly(ethylene glycol) hydrogels. Biomacromolecules 3 (2002), 1038–1047.
41. Bertoluzza, A., Bonora, S., Fini, G., Battaglia, M.A., Monti, P., Hydrogen bonding in dimethylsulphoxide-proton donor interactions: a Raman and infrared study of the DMSO-HCI system. J. Raman Spectrosc. 11 (1981), 430–436.
42. Kronig, R.d.L., On the theory of the dispersion of X-rays. J. Opt. Soc. Am. 12 (1926), 547–557.
43. Kramers, H.A., La diffusion de la lumiere par les atomes, Atti Cong. Intern. Fisica, (Transactions of Volta Centenary Congress)Como. 1927, 545–557.
44. Stadler, F.J., Münstedt, H., Numerical description of shear viscosity functions of long-chain branched metallocene-catalyzed polyethylenes. J. Newt. Fluid Mech. 151 (2008), 129–135.
45. Olsen, B.D., Johnson, J.A., Reply to Stadler: combining network disassembly spectrometry with rheology/spectroscopy. Proc. Natl. Acad. Sci., 110, 2013, E1973.
46. Stadler, F.J., Quantifying primary loops in polymer gels by linear viscoelasticity. Proc. Natl. Acad. Sci. U. S. A., 110, 2013, E1972.
47. Sim, H.G., Ahn, K.H., Lee, S.J., Large amplitude oscillatory shear behavior of complex fluids investigated by a network model: a guideline for classification. J. Newt. Fluid Mech. 112 (2003), 237–250.
48. Guillet, P., Mugemana, C., Stadler, F.J., Schubert, U.S., Fustin, C.A., Bailly, C., Gohy, J.F., Connecting micelles by metallo-supramolecular interactions: towards stimuli responsive hierarchical materials. Soft Matter 5 (2009), 3409–3411.
49. Suzuki, S., Uneyama, T., Inoue, T., Watanabe, H., Nonlinear rheology of telechelic associative polymer networks: shear thickening and thinning behavior of hydrophobically modified ethoxylated urethane (HEUR) in aqueous solution. Macromolecules 45 (2012), 888–898.
50. Ahn, B.K., Lee, D.W., Israelachvili, J.N., Waite, J.H., Surface-initiated self-healing of polymers in aqueous media. Nat. Mater 13 (2014), 867–872.