A novel wholly aromatic liquid crystalline epoxy monomer based on 2,7-naphthalene mesogen: Synthesis and curing with aromatic diamine

Le Hoang Sinh; Seunghan Shin; Dong-Guk Lim; Nguyen Ngoc Trung; Bui Thanh Son; Jin-Young Bae

Macromolecular Research, Vol.21, No.10, 1105-1109, October, 2013

DOI10.1007/s13233-013-1153-z Export Citation

A novel wholly aromatic liquid crystalline epoxy monomer based on 2,7-naphthalene mesogen: Synthesis and curing with aromatic diamine

Le Hoang Sinh, Seunghan Shin¹, Dong-Guk Lim¹, Nguyen Ngoc Trung, Bui Thanh Son, and Jin-Young Bae^†

Department of Polymer Science and Engineering, Sungkyunkwan University, Gyeonggi, 440-746, Korea
¹Korea Institute of Industrial Technology, Gyeonggi, 426-171, Korea

E-mail:

A novel all aromatic 2,7-naphthalene-based liquid crystalline epoxy (LCE) was synthesized successfully in this study. The thermal transition of the synthesized LCE was characterized by wide angle X-ray diffraction (WAXD), differential scanning calorimetry (DSC), and polarized optical microscopy (POM). The characterization showed that the LCE had a low melting temperature of 65 °C and was in a nematic state in temperature range of 65-75 °C. The curing reaction between LCE and 4,4′-diaminodiphenylsulfone (DDS) was investigated, using 2-methylimidazole (2MI) as the reaction catalyst. Upon the addition of 1 phr of 2MI, the curing temperature was dramatically decreased from 227 to 128 °C, which is 99 °C lower than that of a reaction without the use of a catalyst system.

Keywords:wholly aromatic;liquid crystalline epoxy;differential scanning calorimetry;curing;polarized optical microscopy

[References]

Moon HG, Jung MS, Chang JH, Macromol. Res., 19(1), 2 (2011)
Ratna D, Handbook of Thermoset Resins, Ismithers, Shropshire, 2009.
Shivakumar E, Das CK, Pandey KN, Alam S, Mathur GN, Macromol. Res., 13(2), 81 (2005)
Shin SM, Kim SH, Song JK, Macromol. Res., 17(3), 149 (2009)
Carfagna C, Amendola E, Giamberini M, Prog. Polym. Sci, 22, 1607 (1997)
Ba GH, Cluff EF, Polymeric Liquid Crystals, Plenum Press, New York, 1985.
Wang XJ, Zhou QF, Liquid Crystalline Polyesters, World Scientific, Singapore, 2004.
Sinh LH, Son BT, Trung NN, Lim DG, Shin S, Bae JY, React. Funct. Polym., 72(8), 542 (2012)
Mallon JJ, Adams PM, J. Polym. Sci. A: Polym. Chem., 31, 2249 (1993)
Broer DJ, Lub J, Mol GN, Macromolecules, 26, 1244 (1993)
Jahromi S, Lub J, Mol GN, Polymer, 35(3), 622 (1994)
Barclay GG, Ober CK, Papathomas KI, Wang DW, J. Polym. Sci. A: Polym. Chem., 30, 1831 (1992)
Shiota A, Ober CK, J. Polym. Sci. A: Polym. Chem., 34(7), 1291 (1996)
Carfagna C, Amendola E, Giamberini M, Macromol. Chem. Phys., 195, 2307 (1994)
Carfagna C, Amendola E, Giamberini M, Macromol. Chem. Phys., 195, 279 (1994)
Ribera D, Mantecon A, Serra A, Macromol. Chem. Phys., 202, 1658 (2001)
Choi EJ, Ahn HK, Lee JK, Jin JI, Polymer, 41(21), 7617 (2000)
Lee JY, Jang JS, Hwang SS, Hong SM, Kim KU, Polymer, 39(24), 6121 (1998)

[1] Moon HG, Jung MS, Chang JH, Macromol. Res., 19(1), 2 (2011)

[2] Ratna D, Handbook of Thermoset Resins, Ismithers, Shropshire, 2009.

[3] Shivakumar E, Das CK, Pandey KN, Alam S, Mathur GN, Macromol. Res., 13(2), 81 (2005)

[4] Shin SM, Kim SH, Song JK, Macromol. Res., 17(3), 149 (2009)

[5] Carfagna C, Amendola E, Giamberini M, Prog. Polym. Sci, 22, 1607 (1997)

[6] Ba GH, Cluff EF, Polymeric Liquid Crystals, Plenum Press, New York, 1985.

[7] Wang XJ, Zhou QF, Liquid Crystalline Polyesters, World Scientific, Singapore, 2004.

[8] Sinh LH, Son BT, Trung NN, Lim DG, Shin S, Bae JY, React. Funct. Polym., 72(8), 542 (2012)

[9] Mallon JJ, Adams PM, J. Polym. Sci. A: Polym. Chem., 31, 2249 (1993)

[10] Broer DJ, Lub J, Mol GN, Macromolecules, 26, 1244 (1993)

[11] Jahromi S, Lub J, Mol GN, Polymer, 35(3), 622 (1994)

[12] Barclay GG, Ober CK, Papathomas KI, Wang DW, J. Polym. Sci. A: Polym. Chem., 30, 1831 (1992)

[13] Shiota A, Ober CK, J. Polym. Sci. A: Polym. Chem., 34(7), 1291 (1996)

[14] Carfagna C, Amendola E, Giamberini M, Macromol. Chem. Phys., 195, 2307 (1994)

[15] Carfagna C, Amendola E, Giamberini M, Macromol. Chem. Phys., 195, 279 (1994)

[16] Ribera D, Mantecon A, Serra A, Macromol. Chem. Phys., 202, 1658 (2001)

[17] Choi EJ, Ahn HK, Lee JK, Jin JI, Polymer, 41(21), 7617 (2000)

[18] Lee JY, Jang JS, Hwang SS, Hong SM, Kim KU, Polymer, 39(24), 6121 (1998)