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Synthesis of Vinylphenyl Oligomeric Silsesquioxane Based on MQ Silicone Resin
Corresponding Author(s) : Bailing Liu
Asian Journal of Chemistry,
Vol. 25 No. 5 (2013): Vol 25 Issue 5
Abstract
A novel vinylphenyl oligomeric silsesquioxane (VPOSS) based on MQ silicone resins were synthesised by cohydrolysis and polycondensation of phenyltriethyloxysilane, tetraethyloxysilane, 1,4-divinyltetramethyldisiloxane and hexamethyldisiloxane. The structure, morphology and properties of the developed copolymers were investigated by FTIR, DSC, XRD, 1H and 29Si NMR, GPC, TGA and SEM. The heat of fusion (DHf) measured for crystal melting was 21.27 J/g for VPOSS V. The results indicated that the cage and/or ladder structure and the decreasing content of M unit (mol %) in copolymers enhanced the thermal properties of the VPOSSs. The scanning electron microscopy images showed curved surface and lamellar fracture of VPOSS, which can be specialties of potential materials for connectivity and supporter of catalyst. Also, the most important applications are that multifunctional VPOSSs can be used as potential moieties for temperature resistance pressure sensitive adhensive and high performance liquid silicone rubber as light emitting diode encapsulation materials.
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- H.W. Brandhorst, F.J. Feher, P.D. Lickiss, K. Chaloupka, C. HartmannThompson, Springer Netherlands, Vol. 3, p. 420 (2011).
- H. Ghanbari, B.G. Cousins and A.M. Seifalian, Macromol. Rapid Commun., 32, 1032 (2011).
- R.M. Laine and M.F. Roll, Macromolecules, 44, 1073 (2011).
- D.B. Cordes, P.D. Lickiss and F. Rataboul, Chem. Rev., 110, 2081 (2010).
- P.D. Lickiss and F. Rataboul, In eds.: F.H. Anthony and J.F. Mark, Advances in Organometallic Chemistry, Academic Press, Vol. 57, pp. 1-116 (2008).
- P.R. Chinnam and S.L. Wunder, Chem. Mater., 23, 5111 (2011).
- R.H. Baney, M. Itoh, A. Sakakibara and T. Suzuki, Chem. Rev., 95, 1409 (1995).
- A.J. Barry, W.H. Daudt, J.J. Domicone and J.W. Gilkey, J. Am. Chem. Soc., 77, 4248 (1955).
- E. Markovic, K. Constantopolous and J.G. Matisons, In ed.: C. HartmannThompson, Applications of Polyhedral Oligomeric Silsesquioxanes, Springer Netherlands, Vol. 3, pp. 1-46 (2011).
- W. Huang, Y. Huang and Y.Z. Yu, J. Appl. Polym. Sci., 70, 1753 (1998).
- L.N. Lewis, J.H. Wengrovius, T.B. Burnell and J.D. Rich,Chem. Mater., 9, 761 (1997).
- H.W. Zhan, X.L. Lu and J. Cao, J. Polym. Eng., 17, 339 (1997).
- G. Lai, H. Dong, X. Yang, C. Wu and J. Jiang, CN Patent 101323667 (2008).
- W.H. Daudt, L.J. Tyler and M. Midland, US Patent 2676182 (1954).
- T. Ganicz, T. Pakula and W.A. Stanczyk, J. Organomet. Chem., 691, 5052 (2006).
- S.-W. Kuo and F.-C. Chang, Prog. Polym. Sci., 36, 1649 (2011).
- C. Zhang and R.M. Laine, J. Am. Chem. Soc., 122, 6979 (2000).
- A. Sellinger and R.M. Laine, Macromolecules, 29, 2327 (1996).
- S. Xing and Y. Wang, In Synthesis and Application of Organosilicon. Chemical Industry Press, Beijing, pp. 811-834 (2000).
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- H. Seki, T. Kajiwara, Y. Abe and T. Gunji, J. Organomet. Chem., 695, 1363 (2010).
- E.S. Park, H.W. Ro, C.V. Nguyen, R.L. Jaffe and D.Y. Yoon, Chem. Mater., 20, 1548 (2008).
- M.F. Roll, J.W. Kampf, Y. Kim, E. Yi and R.M. Laine, J. Am. Chem. Soc., 132, 10171 (2010).
- D.B. Cordes and P.D. Lickiss, In ed.: C. Hartmann-Thompson, Applications of Polyhedral Oligomeric Silsesquioxanes, Springer Netherlands, Vol. 3, pp. 47-133 (2011).
- J. Schraml, In eds.: Z. Rappoport and Y. Apeloig, In The Chemistry of Organic Silicon Compounds, John Wiley & Sons, Ltd., Great Britain, Vol. 3, pp. 223-339 (2001).
- G.N. Babu, S.S. Christopher and R.A. Newmark, Macromolecules, 20, 2654 (1987).
- W. Huang, Graduate University of Chinese Academy of Sciences (1998).
- C.W. Lewis, J. Polym. Sci., 37, 425 (1959).
- T.H. Thomas and T.C. Kendrick, J. Polym. Sci. A-2: Polym. Phys., 7, 537 (1969).
- T.H. Thomas and T.C. Kendrick, J. Polym. Sci. A-2: Polym. Phys., 8, 1823 (1970).
- Z.-X. Zhang, J.K. Hao, P. Xie, X.J. Zhang, C.C. Han and R.B. Zhang, Chem. Mater., 20, 1322 (2008)
References
H.W. Brandhorst, F.J. Feher, P.D. Lickiss, K. Chaloupka, C. HartmannThompson, Springer Netherlands, Vol. 3, p. 420 (2011).
H. Ghanbari, B.G. Cousins and A.M. Seifalian, Macromol. Rapid Commun., 32, 1032 (2011).
R.M. Laine and M.F. Roll, Macromolecules, 44, 1073 (2011).
D.B. Cordes, P.D. Lickiss and F. Rataboul, Chem. Rev., 110, 2081 (2010).
P.D. Lickiss and F. Rataboul, In eds.: F.H. Anthony and J.F. Mark, Advances in Organometallic Chemistry, Academic Press, Vol. 57, pp. 1-116 (2008).
P.R. Chinnam and S.L. Wunder, Chem. Mater., 23, 5111 (2011).
R.H. Baney, M. Itoh, A. Sakakibara and T. Suzuki, Chem. Rev., 95, 1409 (1995).
A.J. Barry, W.H. Daudt, J.J. Domicone and J.W. Gilkey, J. Am. Chem. Soc., 77, 4248 (1955).
E. Markovic, K. Constantopolous and J.G. Matisons, In ed.: C. HartmannThompson, Applications of Polyhedral Oligomeric Silsesquioxanes, Springer Netherlands, Vol. 3, pp. 1-46 (2011).
W. Huang, Y. Huang and Y.Z. Yu, J. Appl. Polym. Sci., 70, 1753 (1998).
L.N. Lewis, J.H. Wengrovius, T.B. Burnell and J.D. Rich,Chem. Mater., 9, 761 (1997).
H.W. Zhan, X.L. Lu and J. Cao, J. Polym. Eng., 17, 339 (1997).
G. Lai, H. Dong, X. Yang, C. Wu and J. Jiang, CN Patent 101323667 (2008).
W.H. Daudt, L.J. Tyler and M. Midland, US Patent 2676182 (1954).
T. Ganicz, T. Pakula and W.A. Stanczyk, J. Organomet. Chem., 691, 5052 (2006).
S.-W. Kuo and F.-C. Chang, Prog. Polym. Sci., 36, 1649 (2011).
C. Zhang and R.M. Laine, J. Am. Chem. Soc., 122, 6979 (2000).
A. Sellinger and R.M. Laine, Macromolecules, 29, 2327 (1996).
S. Xing and Y. Wang, In Synthesis and Application of Organosilicon. Chemical Industry Press, Beijing, pp. 811-834 (2000).
S.S. Choi, A.S. Lee, H.S. Lee, H.Y. Jeon, K.-Y. Baek, D.H. Choi and S.S. Hwang, J. Polym. Sci. A: Polym. Chem., 49, 5012 (2011).
S. Chang, T. Matsumoto, H. Matsumoto and M. Unno, Appl. Organomet. Chem., 24, 241 (2010).
H. Seki, T. Kajiwara, Y. Abe and T. Gunji, J. Organomet. Chem., 695, 1363 (2010).
E.S. Park, H.W. Ro, C.V. Nguyen, R.L. Jaffe and D.Y. Yoon, Chem. Mater., 20, 1548 (2008).
M.F. Roll, J.W. Kampf, Y. Kim, E. Yi and R.M. Laine, J. Am. Chem. Soc., 132, 10171 (2010).
D.B. Cordes and P.D. Lickiss, In ed.: C. Hartmann-Thompson, Applications of Polyhedral Oligomeric Silsesquioxanes, Springer Netherlands, Vol. 3, pp. 47-133 (2011).
J. Schraml, In eds.: Z. Rappoport and Y. Apeloig, In The Chemistry of Organic Silicon Compounds, John Wiley & Sons, Ltd., Great Britain, Vol. 3, pp. 223-339 (2001).
G.N. Babu, S.S. Christopher and R.A. Newmark, Macromolecules, 20, 2654 (1987).
W. Huang, Graduate University of Chinese Academy of Sciences (1998).
C.W. Lewis, J. Polym. Sci., 37, 425 (1959).
T.H. Thomas and T.C. Kendrick, J. Polym. Sci. A-2: Polym. Phys., 7, 537 (1969).
T.H. Thomas and T.C. Kendrick, J. Polym. Sci. A-2: Polym. Phys., 8, 1823 (1970).
Z.-X. Zhang, J.K. Hao, P. Xie, X.J. Zhang, C.C. Han and R.B. Zhang, Chem. Mater., 20, 1322 (2008)