Photocrosslinking of styrene-butadiene-styrene (SBS) networks formed by thiol-ene reactions and their influence on cell survival

Biomedical Materials (Bristol)

Volumn 10, Issue 6, 2015, Pages

  Gidon, Dogan ^a   Aydin, Derya ^a   Kizilel, Seda ^a  

^a KOÇ UNIVERSITY   (Turkey)

Author keywords

crosslinking; photopolymerization; SBS polymer; scaffold; thiol ene chemistry

Indexed keywords

BUTADIENE; CELL CULTURE; MEDICAL APPLICATIONS; PHOTOPOLYMERIZATION; SCAFFOLDS; STIMULATED BRILLOUIN SCATTERING; STYRENE; SYNTHETIC RUBBER;

BIOMEDICAL APPLICATIONS; CROSS-LINK DENSITIES; EFFECTIVE APPROACHES; RHEOLOGICAL ANALYSIS; SBS POLYMERS; STYRENE BUTADIENE STYRENES; THIOL-ENE CHEMISTRIES; THIOL-ENE REACTIONS;

CROSSLINKING;

COPOLYMER; STYRENE BUTADIENE STYRENE; THIOL; UNCLASSIFIED DRUG; 1,3 BUTADIENE DERIVATIVE; BIOMATERIAL; CROSS LINKING REAGENT; STYRENE DERIVATIVE; THIOL DERIVATIVE;

ARTICLE; CELL ADHESION; CELL SURVIVAL; CELL SWELLING; CELL VIABILITY; CHEMICAL REACTION; CONTROLLED STUDY; CROSS LINKING; ELECTRON MICROSCOPE; FEMALE; FIBROBLAST; FLUORESCENCE IMAGING; HELA CELL LINE; HUMAN; HUMAN CELL; INFRARED SPECTROMETRY; MOLECULAR WEIGHT; PHOTO CROSS LINKING; TISSUE ENGINEERING; 3T3 CELL LINE; ANIMAL; CHEMISTRY; DOSE RESPONSE; DRUG EFFECTS; MATERIALS TESTING; MOUSE; RADIATION RESPONSE; SYNTHESIS;

ANIMALS; BIOCOMPATIBLE MATERIALS; BUTADIENES; CELL SURVIVAL; CROSS-LINKING REAGENTS; DOSE-RESPONSE RELATIONSHIP, DRUG; HELA CELLS; HUMANS; MATERIALS TESTING; MICE; NIH 3T3 CELLS; STYRENES; SULFHYDRYL COMPOUNDS;

EID: 84950105915     PISSN: 17486041     EISSN: 1748605X     Source Type: Journal    
DOI: 10.1088/1748-6041/10/6/065001     Document Type: Article

References (44)

1. Decker C and Viet T N T 2000 High-speed photocrosslinking of thermoplastic styrene-butadiene elastomers J. Appl. Polym. Sci. 77 1902-12
2. Kennedy J E and Higginbotham C L 2011 Synthesis and characterisation of styrene butadiene styrene based grafted copolymers for use in potential biomedical applications Biomedical Engineering, Trends in Materials Science ed A Laskovski (Rijeka: InTech) pp 465-88
3. Yoda R 1998 Elastomers for biomedical applications J. Biomater. Sci. Polym. Ed. 9 561-626
4. Ranade S V, Richard R E and Helmus M N 2005 Styrenic block copolymers for biomaterial and drug delivery applications Acta Biomater. 1 137-44
5. Dong-Hyuk Lim H-S D, Kim H-J, Bang J-S and Yoon G-H 2007 Preparation of SIS-SBS-based UV-cross-linkable pressure-sensitive adhesives using the thiol-ene reaction J. Adhes. Sci. Technol. 21 589-603
6. Yang J M, Wang M C, Hsu Y G, Chang C H and Lo S K 1998 Preparation of heparin containing SBS-g-VP copolymer membrane for biomaterial usage J Membr. Sci. 138 19-27
7. Yang J M and Tsai S C 2010 Biocompatibility of epoxidized styrene-butadiene-styrene block copolymer membrane Mater. Sci. Eng. C 30 1151-6
8. Mateo J L, Calvo M and Bosch P 2003 Physical and mechanical properties of photopolymerized SBS-methacrylic monomer systems J. Appl. Polym. Sci. 89 2857-64
9. Roh D K, Koh J K, Chi W S, Shul Y G and Kim J H 2011 Proton conducting crosslinked polymer electrolyte membranes based on SBS block copolymer J. Appl. Polym. Sci. 121 3283-91
10. Bai J, Shi Z X, Yin J and Tian M 2014 A simple approach to preparation of polyhedral oligomeric silsesquioxane crosslinked poly(styrene-b-butadiene-b-styrene) elastomers with a unique micro-morphology via UV-induced thiol-ene reaction Polym. Chem. 5 6761-9
11. Bai J, Shi Z X, Yin J and Tian M 2014 Tailoring the morphologies and mechanical properties of styrene-butadiene-styrene triblock copolymers by the incorporation of thiol functionalized benzoxazine Macromolecules 47 2964-73
12. Wang Y K, Zhu G M, Tang Y S, Xie J Q, Liu T T and Liu Z 2014 Mechanical and shape memory behavior of chemically cross-linked SBS/LDPE blends J. Polym. Res. 21 1-10
13. Jagur-Grodzinski J 2010 Polymeric gels and hydrogels for biomedical and pharmaceutical applications Polym. Adv. Technol. 21 27-47
14. Guoliang Wu Y J, Ye L, Zeng S, Yu P and Xu W 2010 A novel UV-crosslinked pressure-sensitive adhesive based on photoinitiator-grafted SBS Int. J. Adhes. Adhes. 30 43-6
15. Decker C and Viet T N T 2000 Photocrosslinking of functionalized rubbers IX. Thiol-ene polymerization of styrene-butadiene-block-copolymers Polymer 41 3905-12
16. Fraser A K, Ki C S and Lin C-C 2014 PEG-based microgels formed by visible-light-mediated thiol-ene photo-click reactions Macromol. Chem. Phys. 215 507-15
17. Shih H and Lin C C 2013 Visible-light-mediated thiol-ene hydrogelation using eosin-Y as the only photoinitiator Macromol. Rapid Commun. 34 269-73
18. Shih H, Fraser A K and Lin C C 2013 Interfacial thiol-ene photoclick reactions for forming multilayer hydrogels ACS Appl. Mater. Interfaces 5 1673-80
19. Koo S P S, Stamenović M M, Arun Prasath R, Inglis A J, Du Prez F E, Barner-Kowollik C, Van Camp W and Junkers T 2010 Limitations of radical thiol-ene reactions for polymer-polymer conjugation J. Polym. Sci. A 48 1699-713
20. Nazli C, Ergenc T I, Yar Y, Acar H Y and Kizilel S 2012 RGDS-functionalized polyethylene glycol hydrogel-coated magnetic iron oxide nanoparticles enhance specific intracellular uptake by HeLa cells Int. J. Nanomed. 7 1903-20
21. Bal T, Nazli C, Okcu A, Duruksu G, Karaoz E and Kizilel S 2014 Mesenchymal stem cells and ligand incorporation in biomimetic poly(ethylene glycol) hydrogels significantly improve insulin secretion from pancreatic islets J. Tissue Eng. Regen. Med. doi: 10.1002/term.1965
22. Kizilel S, Perez-Luna V H and Teymour F 2004 Photopolymerization of poly(ethylene glycol) diacrylate on eosin-functionalized surfaces Langmuir: ACS J. Surf. Colloids 20 8652-8
23. Kanyas S, Aydin D, Kizilel R, Demirel A L and Kizilel S 2014 Nanoparticle and gelation stabilized functional composites of an ionic salt in a hydrophobic polymer matrix PLoS One 9 e88125
24. Ozlem Cevik D G and Kizilel S 2014 Visible-light-induced synthesis of pH-responsive composite hydrogels for controlled delivery of the anticonvulsant drug pregabalin Acta Biomater. 11 51-161
25. Winter H H 1987 Can gel point of a cross-linking polymer be detected by the G′-G″ crossover? Polym. Eng. Sci. 27 1698-702
26. Mortimer S, Ryan A J and Stanford J L 2001 Rheological behavior and gel-point determination for a model Lewis acid-initiated chain growth epoxy resin Macromolecules 34 2973-80
27. Flory P J 1953 Principles of Polymer Chemistry (Ithaca, NY: Cornell University Press)
28. Sperling L H 2006 Introduction to Physical Polymer Science (Bethlehem, PA: Wiley)
29. Diez E, Ovejero G, Romero M D and Diaz I 2011 Polymer-solvent interaction parameters of SBS rubbers by inverse gas chromatography measurements Fluid Phase Equilibr. 308 107-13
30. Canal T and Peppas N A 1989 Correlation between mesh Size and equilibrium degree of swelling of polymeric networks J. Biomed. Mater. Res. 23 1183-93
31. Bal T, Kepsutlu B and Kizilel S 2014 Characterization of protein release from poly(ethylene glycol) hydrogels with crosslink density gradients J. Biomed. Mater. Res. A 102 487-95
32. Tanaka F 2011 Polymer Physics Applications to Molecular Association and Thermoreversible Gelation (Cambridge: Cambridge University Press)
33. Smith G D and Paul W 1998 United atom force field for molecular dynamics simulations of 1,4-polybutadine based on quantum chemistry calculations on model molecules J. Phys. Chem. A 102 1200-8
34. Vaughan A D 2011 Reaction Analysis of Templated Polymer Systems: Proquest (Aubum University: Umi Dissertation Publishing) 294
35. Godbey W T, Hindy S B, Sherman M E and Atala A 2004 A novel use of centrifugal force for cell seeding into porous scaffolds Biomaterials 25 2799-805
36. Decker C and Viet T N T 1999 Photocrosslinking of functionalized rubbers, 8. The thiol-polybutadiene system Macromol. Chem. Phys. 200 1965-74
37. Koo S P et al 2010 Limitations of radical thiol-ene reactions for polymer-polymer conjugation J. Polym. Sci. A 48 1699-713
38. Munteanu S and Vasile C 2005 Spectral and thermal characterization of styrene-butadiene copolymers with different architectures J. Optoelectron. Adv. Mater. 7 3135
39. Savas H and Guven O 2001 Investigation of active substance release from poly(ethylene oxide) hydrogels Int. J. Pharm. 224 151-8
40. Michael Rubinstein R H C 2003 Polymer Physics (Oxford: Oxford University Press)
41. Faustini M, Nicole L, Boissiere C, Innocenzi P, Sanchez C and Grosso D 2010 Hydrophobic, antireflective, self-cleaning, and antifogging sol-gel coatings: an example of multifunctional nanostructured materials for photovoltaic cells Chem Mater. 22 4406-13
42. Frey S, Richter R P and Gorlich D 2006 FG-rich repeats of nuclear pore proteins form a 3D meshwork with hydrogel-like properties Science 314 815-7
43. Peppas N A, Bures P, Leobandung W and Ichikawa H 2000 Hydrogels in pharmaceutical formulations Eur. J. Pharm. Biopharm. 50 27-46
44. Wortinger M A, Quardokus E M and Brun Y V 1998 Morphological adaptation and inhibition of cell division during stationary phase in caulobacter crescentus Mol. Microbiol. 29 963-73