Synthesis and properties of novel dicyanate with low dielectric and water absorption performance
Zhongyun Zhang
Key Laboratory for Specially Functional Polymeric Materials and Related Technology of the Ministry of Education, School of Materials Science and Engineering, East China University of Science and Technology, Shanghai 200237, People's Republic of China
Search for more papers by this authorRuobing Yu
Key Laboratory for Specially Functional Polymeric Materials and Related Technology of the Ministry of Education, School of Materials Science and Engineering, East China University of Science and Technology, Shanghai 200237, People's Republic of China
Search for more papers by this authorFan Wang
Key Laboratory for Specially Functional Polymeric Materials and Related Technology of the Ministry of Education, School of Materials Science and Engineering, East China University of Science and Technology, Shanghai 200237, People's Republic of China
Search for more papers by this authorCorresponding Author
Jialiang Wang
Key Laboratory for Specially Functional Polymeric Materials and Related Technology of the Ministry of Education, School of Materials Science and Engineering, East China University of Science and Technology, Shanghai 200237, People's Republic of China
Key Laboratory for Specially Functional Polymeric Materials and Related Technology of the Ministry of Education, School of Materials Science and Engineering, East China University of Science and Technology, Shanghai 200237, People's Republic of China===Search for more papers by this authorYangsheng Jiao
Key Laboratory for Specially Functional Polymeric Materials and Related Technology of the Ministry of Education, School of Materials Science and Engineering, East China University of Science and Technology, Shanghai 200237, People's Republic of China
Search for more papers by this authorZhongyun Zhang
Key Laboratory for Specially Functional Polymeric Materials and Related Technology of the Ministry of Education, School of Materials Science and Engineering, East China University of Science and Technology, Shanghai 200237, People's Republic of China
Search for more papers by this authorRuobing Yu
Key Laboratory for Specially Functional Polymeric Materials and Related Technology of the Ministry of Education, School of Materials Science and Engineering, East China University of Science and Technology, Shanghai 200237, People's Republic of China
Search for more papers by this authorFan Wang
Key Laboratory for Specially Functional Polymeric Materials and Related Technology of the Ministry of Education, School of Materials Science and Engineering, East China University of Science and Technology, Shanghai 200237, People's Republic of China
Search for more papers by this authorCorresponding Author
Jialiang Wang
Key Laboratory for Specially Functional Polymeric Materials and Related Technology of the Ministry of Education, School of Materials Science and Engineering, East China University of Science and Technology, Shanghai 200237, People's Republic of China
Key Laboratory for Specially Functional Polymeric Materials and Related Technology of the Ministry of Education, School of Materials Science and Engineering, East China University of Science and Technology, Shanghai 200237, People's Republic of China===Search for more papers by this authorYangsheng Jiao
Key Laboratory for Specially Functional Polymeric Materials and Related Technology of the Ministry of Education, School of Materials Science and Engineering, East China University of Science and Technology, Shanghai 200237, People's Republic of China
Search for more papers by this authorAbstract
The 1,4-bis (3,5-dimethyl-4-cyanatobenzyl) benzene (BBZCy) was synthesized successfully by the reaction of 1,4-bis (3,5-dimethyl-4-hydroxybenzyl)benzene(BBZ) with cyanogen chloride in the presence of triethylamine at −5–0°C. Its structure was confirmed by means of FTIR, elemental analysis, MS, and 1H NMR spectra. The monomer of BBZCy was cured by itself or cured with catalysts to form sym-triazine structure. Thermal properties of cured BBZCy were studied using DSC, DMA, TMA, and TGA. Compared with the commercial bisphenol A dicyanate resin (BADCy), the cured BBZCy resin exhibited a lower dielectric constant (2.66 at 1 GHz), a lower dissipation factor (0.0054 at 1 GHz), lower water absorption (0.8% at 100 h), less thermal stability, and lower glass transition temperature. © 2011 Wiley Periodicals, Inc. J Appl Polym Sci, 2011
References
- 1 Matthew, L.; Dawn, D. D.; Teddy, M. K. J Polym Sci Part A Polym Chem 2006, 44, 4559.
- 2 Hamerton, I.; Hay, J. N. Polym Int 1998, 47, 465.
- 3 Nair, C. P. R.; Mathew, D.; Ninan, K. N. Adv Polym Sci 2001, 155, 24.
- 4 Anuradha, G.; Sarojadevi, M. J Appl Polym Sci 2008, 110, 938.
- 5 Fang, T.; Shimp, D. A. Prog Polym Sci 1995, 20, 61.
- 6 Shieh, J. Y.; Hwang, H. J.; Yang, S. P.; Wang, C. S. J Polym Sci Part A Polym Chem 2005, 43, 671.
- 7 Ehrler, S. Circ World 2002, 28, 38.
- 8 Hwang, H. J.; Li, C. H.; Wang, C. S. J Appl Polym Sci 2005, 96, 2079.
- 9 Lin, C. H.; Hsiao, C. N.; Li, C. H.; Wang, C. S. J Polym Sci Part A Polym Chem 2004, 42, 3986.
- 10 Shimp, D. A.; Christenso, J. R.; Ising, S. J. 34th Int SAMPE Symp Exhib 1989, 34, 222.
- 11 Eva, M. M.; Arthur, W. S.; Leonard, J. B. J Polym Sci Part A Polym Chem 2008, 41, 67.
- 12 S. C. Thierauf; Ed. High-Speed Circuit Board Signal Integrity; Artech House Publishers: London, 2006.
- 13
Blackshaw, M. F.;
Lee, L. H.;
Burt, R.
Circ World
1991,
17,
11.
10.1108/eb046141 Google Scholar
- 14 Eva, M. M.; Arthur, W. S.; Leonard, J. B. Macromolecules 2002, 35, 460.
- 15
I. Hamerton, Ed.
Chemistry and Technology of Cyanate Ester Resins;
Blackie Academic and Professional:
London,
1994.
10.1007/978-94-011-1326-7 Google Scholar
- 16 Andrew, J. G.; Gregory, R. Y.; Michael, E. W.; Brian, J. P. Macromolecules 2006, 39, 6046.
- 17 Arthur, W. S.; Leonard, J. B.; Paul, A. J Polym Sci Part A Polym Chem 1999, 37, 135.
- 18
Pankratov, V. A.;
Vinogradova, S. V.;
Korshak, V. V.
Russ Chem Rev
1977,
46,
278.
10.1070/RC1977v046n03ABEH002132 Google Scholar
- 19 Craig, W. M. US Patent 5,162,574, 1992.
- 20 Shimp, D. A. Proc Am Chem Soc Div Polym Mater Sci Eng 1986, 54, 107.
- 21 Hameed, N.; Sreekumar, P. A.; Francis, B.; Yang, W. M.; Thomas, S. Compos Part A: Appl Sci Manufact 2007, 38, 2422.
- 22 Fan, J.; Hu, X.; Yue, C. Y. Polym Int 2003, 52, 15.
- 23 Ramirez, M. L.; Walters, R.; Lyon, R. E.; Savitski, E. P. Polym Degrad Stabil 2002, 78, 73.
- 24 Sharma, J.; Choate, M.; Peters, S. IPC Printed Circuit Expo 2002, pp S05–1-1.
- 25 IPC-TM-650 Test Methods Manual 2.6.2, IPC Association.
- 26 Hwang, H. J.; Shieh, J. Y.; Li, C. H.; Wang, C. S. J Appl Polym Sci 2007, 103, 1942.