화학공학소재연구정보센터
Macromolecular Research, Vol.21, No.11, 1274-1280, November, 2013
Preparation of microporous polymers consisting of tetraphenylethene and alkyne units
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We prepared tetraphenylethene (TPE)-based microporous polymers TPE-DB, TPE-TB, and TPE-AD by Sonogashira-Hagihara cross-coupling reaction of tetrakis(4-iodophenyl)ethene with 1,4-diethynylbenzene (DB), 1,3,5-triethynylbenzene (TB), and tetrakis(4-ethynylphenyl)adamantane (AD), respectively. Polymers TPE-DB/TB(1:2) and TPE-DB/TB(3:2) having two different ethynyl units were also obtained by using mixtures of 1,4-diethynylbenzene and 1,3,5-triethynylbenzene in molar ratios of 1: 3 and 1: 1, respectively, for the coupling reaction. The polymers were isolated as aggregated particles. The Brunauer-Emmett-Teller (BET) surface areas of the polymers were dependent on the structures of the ethynylbenzenes. Among the polymers with one type of ethynyl unit, TPETB showed the highest BET surface area of 1,231 m2/g, followed by TPE-DB (404 m2/g) and TPE-AD (615 m2/g). TPE-DB/TB(3:2) with two different ethynyl units exhibited a considerably enhanced BET surface area of 1,835 m2/g compared with TPE-DB and TPE-TB, suggesting the significant change in the polymer microstructure. The polymers except TPE-DB showed CO2 and H2 uptakes over 40 and 100 cm3/g, respectively.
  1. Dawson R, Cooper AI, Adams DJ, Polym. Int., 62, 345 (2013)
  2. Dawson R, Cooper AI, Adams DJ, Prog. Polym. Sci, 37, 530 (2012)
  3. Cooper AI, Adv. Mater., 21(12), 1291 (2009)
  4. Ben T, Ren H, Ma S, Cao D, Lan J, Jing X, Wang W, Xu J, Deng F, Simmons JM, Qiu S, Zhu G, Angew. Chem.-Int. Edit., 48, 9457 (2009)
  5. Schmidt J, Werner M, Thomas A, Macromolecules, 42(13), 4426 (2009)
  6. Yuan DQ, Lu WG, Zhao D, Zhou HC, Adv. Mater., 23(32), 3723 (2011)
  7. Rose M, Klein N, Bohlmann W, Bohringer B, Fichtnerd S, Kaskel S, Soft Matter, 6, 3918 (2010)
  8. Chen Q, Wang Q, Luo M, Mao LJ, Yan CG, Li ZH, Han BH, Polymer, 53(10), 2032 (2012)
  9. Zhang XJ, Bian N, Mao LJ, Chen Q, Fang L, Qi AD, Han BH, Macromol. Chem. Phys., 213, 1575 (2012)
  10. Xu Y, Nagai A, Jiang D, Chem. Commun., 49, 1591 (2013)
  11. Chen L, Yang Y, Jiang DL, J. Am. Chem. Soc., 132(26), 9138 (2010)
  12. Germain J, Svec F, Frechet JMJ, Chem. Mater., 20, 7069 (2008)
  13. Bieri M, Treier M, Cai J, Ait-Mansour K, Ruffieux P, Groning O, Groning P, Kastler M, Rieger R, Feng X, Mullen K, Fasel R, Chem. Commun., 45, 6919 (2009)
  14. Faury T, Clair S, Abel M, Dumur F, Gigmes D, Porte L, J. Phys. Chem. C, 116, 4819 (2012)
  15. Jiang JX, Su F, Trewin A, Wood CD, Campbell NL, Niu H, Dickinson C, Ganin AY, Rosseinsky MJ, Khimyak YZ, Cooper AI, Angew. Chem.-Int. Edit., 46, 8574 (2007)
  16. Jiang JX, Su F, Trewin A, Wood CD, Niu H, Jones JTA, Khimyak YZ, Cooper AI, J. Am. Chem. Soc., 130(24), 7710 (2008)
  17. Dawson R, Laybourn A, Clowes R, Khimyak YZ, Adams DJ, Cooper AI, Macromolecules, 42(22), 8809 (2009)
  18. Jiang JX, Trewin A, Su FB, Wood CD, Niu HJ, Jones JTA, Khimyak YZ, Cooper AI, Macromolecules, 42(7), 2658 (2009)
  19. Dawson R, Laybourn A, Khimyak YZ, Adams DJ, Cooper AI, Macromolecules, 43(20), 8524 (2010)
  20. Morisaki Y, Gon M, Tsuji Y, Kajiwara Y, Chujo Y, Macromol. Chem. Phys., 213, 572 (2012)
  21. Zhang K, Kopetzki D, Seeberger PH, Antonietti M, Vilela F, Angew. Chem.-Int. Edit., 52, 1432 (2013)
  22. Lim H, Chang JY, Macromolecules, 43(17), 6943 (2010)
  23. Park H, Shin DC, Shin SC, Kim JH, Kwon SK, Kim YH, Macromol. Res., 19(9), 965 (2011)
  24. Kwon JH, Yeo HD, Cha HJ, Lee MJ, Park HT, Park JH, Park CE, Kim YH, Macromol. Res., 19(2), 197 (2011)
  25. Oh DH, Zhao Q, Kim S, Park H, Kim YH, Park YS, Kim JJ, Kwon SK, Macromol. Res., 19(6), 629 (2011)
  26. Zhao Z, Chen S, Shen X, Mahtab F, Yu Y, Lu P, Lam JWY, Kwok HS, Tang BZ, Chem. Commun., 46, 686 (2010)
  27. Sengupta S, Synlett, 7, 1191 (2004)
  28. Lu W, Yuan D, Zhao D, Schilling CI, Plietzsch O, Muller T, Brase S, Guenther J, Blumel J, Krishna R, Li Z, Zhou HC, Chem. Mater., 22, 5964 (2010)
  29. Weber J, Schmidt J, Thomas A, Bohlmann W, Langmuir, 26(19), 15650 (2010)
  30. Wang Z, Zhang B, Yu H, Sun L, Jiao C, Liua W, Chem. Commun., 46, 7730 (2010)
  31. Hankova V, Slovakova E, Zednik J, Vohlidal J, Sivkova R, Balcar H, Zukal A, Brus J, Sedlacek J, Macromol. Rapid Commun., 33(2), 158 (2012)
  32. Reich TE, Jackson KT, Li S, Jena P, El-Kaderi HM, J. Mater. Chem., 21, 10629 (2011)