Abstract
Ultraviolet (UV)-curable and highly condensed (>86%) methacrylate phenyl oligo-siloxane (MPO) was synthesized by non-hydrolytic sol–gel condensation reaction between methacrylate and phenyl silane precursor. The MPO resin was then cured by an UV-initiated free-radical polymerization to fabricate a transparent (>90% at 550 nm) methacrylate–siloxane hybrid material (methacrylate hybrimer). An urethane butanediol dimethacrylate (UBDM) monomer was synthesized as a cross-linker into the methacrylate hybrimer networks without micro-phase separation. The UBDM increased methacrylate conversion and mechanical properties due to the hydrogen bonding of the urethane linkage. The hardness, modulus, and strength were improved by UBDM insertion, the flexibility was even increased with 140% elongation, compared to neat MH. In addition, a storage modulus related to the thermo-mechanical properties was also enhanced by a denser cross-linkage with the urethane linkage.
Highlights
-
UV-curable methacrylate phenyl oligo-siloxane and methacryalte hybrimer can be simply fabricated by non-hydrolytic sol-gel reaction and free-radical polymerization.
-
Urethane butandiol dimethacrylate (UBDM) can be synthesized by a simple reaction and the UBDM can be chemically connected with methacrylate hybrimer without micro-phase separation.
-
Incorporation of the urethane linkage considerably enhances methacrylate conversion, mechanical and thermo-mechanical properties of methacrylate polymer, compared to other cross-linkers
Similar content being viewed by others
References
Sharp KG (1998) Adv Mater 10:1243
Eo Y-J, Kim JH, Ko JH, Bae B-S (2005) J Mater Res 20:401
Sanchez C, Julián B, Belleville P, Popall M (2005) J Mater Chem 15:3559
Sanchez C, Lebeau B, Ribot F, In M (2000) J Sol-Gel Sci Technol 19:31
Oliver MS, Dubois G, Sherwood M et al. (2010) Adv Funct Mater 20:2884
Jin J, Ko J-H, Yang S, Bae B-S (2010) Adv Mater 22:4510
Choi G-M, Jin J, Shin D et al. (2017) Adv Mater 29:1700205
Oh J-H, Kwak S-Y, Yang S-C, Bae B-S (2010) ACS Appl Mater Interfaces 2:913
Yang S, Kwak S-Y, Jin J, Bae B-S (2009) ACS Appl Mater Interfaces 1:1585
Kim YH, Bae J-Y, Jin J, Bae B-S (2014) ACS Appl Mater Interfaces 6:3115
Decker C (1996) Prog Polym Sci 21:593
Jin J, Yang S, Bae B-S (2012) J Sol-Gel Sci Technol 61:321
Kim YH, Lim Y-W, Lee D et al. (2016) J Mater Chem C 4:10791
Ritchie RO (2011) Nat Mater 10:817
Boyarchuk YM, Rappoport LY, Nikitin VN, Apukhtina NP (1965) Polym Sci USSR 7:859
Yen Fu-Sen, Lieh-Li Lin A, Hong J-L (1999) Macromolecules 32:3068
Majumdar P, Webster DC (2005) Macromolecules 38:5857
Dzunuzovic JV, Pergal MV, Poreba R, Ostojic S, Lazic N, Spirkova M, Jovanovic S (2012) Ind Eng Chem Res 51:10824
Lungu A, Sulca NM, Vasile E, Badea N, Parvu C, Iovu H (2011) J Appl Polym Sci 121:2919
Jin J, Yang S, Bae B-S (2011) Polym Chem 2:168
Bae J-Y, Yang S, Jin JH et al. (2011) J Sol-Gel Sci Technol 58:114
Jung KH, Bae B-S (2008) J Appl Polym Sci 108:3169
Stansbury JW, Dickens SH (2001) Dent Mater 17:71
Kim YH, Choi G-M, Bae JG, Kim YH, Bae B-S (2018) Polymers 10:449
Meredith HJ, Wilker JJ (2015) Adv Funct Mater 25:5057
Oliver WC, Pharr GM (1992) J Mater Res 7:1564
Yang S, Jin J, Kwak S-Y, Bae B-S (2012) J Appl Polym Sci 126:E380
Yang SC, Jin JH, Kwak S-Y, Bae B-S (2011) Macromol Res 19:1166
Buruiana T, Melinte V, Jitaru F, Buruiana EC, Balan L (2012) Polym Chem 50:874
Krakovsky I, Bubenikova Z, Urakawa H, Kajiwara K (1997) Polymer 38:3637
Velankar S, Cooper SL (2000) Macromolecules 33:382
Acknowledgements
This work was supported by the Wearable Platform Materials Technology Center (WMC) supported by a National Research Foundation of Korea (NRF) Grant funded by the Korean Government (MSIP) (NRF-2016R1A5A1009926). This work was also supported by a grant from the Korea Evaluation Institute of Industrial Technology (Project number: 10051337).
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Kim, Y.H., Choi, GM., Kim, Y.H. et al. Mechanically improved sol-gel derived methacrylate-siloxane hybrid materials with urethane linkage. J Sol-Gel Sci Technol 89, 111–119 (2019). https://doi.org/10.1007/s10971-018-4803-y
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10971-018-4803-y