화학공학소재연구정보센터
Journal of Industrial and Engineering Chemistry, Vol.91, 102-109, November, 2020
Novel copolymers with intrinsic microporosity containing tetraphenyl-bipyrimidine for enhanced gas separation
E-mail:
The gas separation of polymers of intrinsic microporosity (PIMs) was enhanced by incorporating bipyrimidine (bpy) into the polymer (PIM-bpy-x) through the polycondensation of a novel tetraphenyl-bipyrimidine monomer. The structures of PIM-bpy-x were investigated with 1H NMR and FT-IR. Because of the excellent heat resistance imparted by the tetraphenyl-bipyrimidine unit, PIM-bpy-x displayed better thermal stability than did PIM-1. These polymers displayed large Brunauer-Emmett-Teller (BET) surface areas, ranging from 656 to 728 m2 g-1. The BET surface area of PIM-bpy-5 was 728 m2 g-1, which was similar to that of PIM-1 (774 m2 g-1). PIM-bpy-x exhibited excellent gas separation performance. PIM-bpy-5 showed the highest CO2 permeability (5141 barrer), which was much higher than that of PIM-1 (4234 barrer). The increase in CO2 permeability is due to the affinity between the N-rich bipyrimidine units and CO2. Furthermore, PIM-bpy-x also showed greater resistance to aging than did PIM-1. All of the above indicate that introducing bipyrimidine units into the polymers can enhance the gas separation performance of PIMs.
  1. Jiang X, Li S, Shao L, Energy Environ. Sci., 10, 1339 (2017)
  2. Doney SC, Fabry VJ, Feely RA, Kleypas JA, Ann Rev Mar Sci, 1, 169 (2009)
  3. Guinotte JM, Fabry VJ, Ann N Y Acad Sci, 1134, 320 (2008)
  4. Chuah CY, Goh K, Yang YQ, Gong HQ, Li W, Karahan HE, Guiver MD, Wang R, Bae TH, Chem. Rev., 118(18), 8655 (2018)
  5. Bui M, Adjiman CS, Bardow A, Anthony EJ, Boston A, Brown S, Fennell PS, et al., Energy Environ. Sci., 11, 1062 (2018)
  6. Sekizkardes AK, Kusuma VA, Dahe G, Roth EA, Hill LJ, et al., Chem. Commun, 52, 11768 (2016)
  7. Baker RW, Low BT, Macromolecules, 47(20), 6999 (2014)
  8. Galizia M, Chi WS, Smith ZP, Merkel TC, Baker RW, Freeman BD, Macromolecules, 50(20), 7809 (2017)
  9. Weber J, Su Q, Antonietti M, Thomas A, Macromol. Rapid Commun., 28, 1871 (1876)
  10. Sulub-Sulub R, Loria-Bastarrachea MI, Vazquez-Torres H, Santiago-Garcia JL, Aguilar-Vega M, J. Membr. Sci., 563, 134 (2018)
  11. Low ZX, Budd PM, McKeown NB, Patterson DA, Chem. Rev., 118(12), 5871 (2018)
  12. McKeown NB, Budd PM, Chem. Soc. Rev., 35, 675 (2006)
  13. Chaoui N, Trunk M, Dawson R, Schmidt J, Thomas A, Chem. Soc. Rev., 46, 3302 (2017)
  14. Budd PM, Ghanem BS, Makhseed S, McKeown NB, Msayib KJ, Tattershall CE, Chem. Commun., 203 (2004).
  15. Budd PM, Elabas ES, Ghanem BS, Makhseed S, McKeown NB, Msayib KJ, Tattershall CE, Wang D, Adv. Mater., 5, 456 (2004)
  16. Nguyen TB, Rodrigue D, Kaliaguine S, J. Membr. Sci., 548, 429 (2018)
  17. Cheng YD, Wang XR, Jia CK, Wang YX, Zhai LZ, Wang Q, Zhao D, J. Membr. Sci., 539, 213 (2017)
  18. Wang Z, Ren H, Zhang S, Zhang F, Jin J, J. Mater. Chem. A, 5, 10968 (2017)
  19. Ghalei B, Kinoshita Y, Wakimoto K, Sakurai K, Mathew S, Yue Y, Kusuda H, Imahori H, Sivaniah E, J. Mater. Chem. A, 5, 4686 (2017)
  20. Yang Y, Goh K, Wang R, Bae TH, Chem. Commun., 53, 4254 (2017)
  21. Morris CG, Jacaues NM, Godfrey HGW, Mitra T, et al., Chem. Sci., 8, 3239 (2017)
  22. Santoso B, Yanaranop P, Kang H, Leung IKH, Jin J, Macromolecules, 50(7), 3043 (2017)
  23. Jue ML, Breedveld V, Lively RP, J. Membr. Sci., 530, 33 (2017)
  24. Liao KS, Lai JY, Chung TS, J. Membr. Sci., 515, 36 (2016)
  25. Kinoshita Y, Wakimoto K, Gibbons AH, Isfahani AP, Kusuda H, Sivaniah E, Ghalei B, J. Membr. Sci., 539, 178 (2017)
  26. Liao KS, Japip S, Lai JY, Chung TS, J. Membr. Sci., 534, 92 (2017)
  27. Satilmis B, Alnajrani MN, Budd PM, Macromolecules, 48(16), 5663 (2015)
  28. Li FY, Xiao YC, Chung TS, Kawi S, Macromolecules, 45(3), 1427 (2012)
  29. Mason CR, Maynard-Atem L, Heard KWJ, Satilmis B, Budd PM, Friess K, Lanc M, Bernardo P, Clarizia G, Jansen JC, Macromolecules, 47(3), 1021 (2014)
  30. Mason CR, Maynard-Atem L, Al-Harbi NM, Budd PM, Bernardo P, Bazzarelli F, Clarizia G, Jansen JC, Macromolecules, 44(16), 6471 (2011)
  31. Carta M, Malpass-Evans R, Croad M, Rogan Y, Jansen JC, Bernardo P, Bazzarelli F, McKeown NB, Science, 339(6117), 303 (2013)
  32. Carta M, Croad M, Malpass-Evans R, Jansen JC, Bernardo P, Clarizia G, Friess K, Lanc M, McKeown NB, Adv. Mater., 26(21), 3526 (2014)
  33. Ma X, Ghanem B, Salines O, Litwiller E, Pinnau I, ACS Macro. Lett., 4, 231 (2015)
  34. Bezzu CG, Carta M, Tonkins A, Jansen JC, Bernardo P, Bazzarelli F, McKeown NB, Adv. Mater., 24(44), 5930 (2012)
  35. Ghanem BS, Swaidan R, Litwiller E, Pinnau I, Adv. Mater., 26(22), 3688 (2014)
  36. Xiao YC, Zhang LL, Xu L, Chung TS, J. Membr. Sci., 521, 65 (2017)
  37. Short R, Carta M, Bezzu CG, Fritsch D, Kariuki BM, McKeown NB, Chem. Commun., 47, 6822 (2011)
  38. Carta M, Bernardo P, Clarizia G, Jansen JC, McKeown NB, Macromolecules, 47(23), 8320 (2014)
  39. Shrimant B, Shaligram SV, Kharul UK, Wadgaonkar PP, J. Polym. Sci. A: Polym. Chem., 56(1), 16 (2018)
  40. Carta M, Bezzu CG, Vile J, Kariuki BM, McKeown NB, Polymer, (2017).
  41. Wang ZG, Liu X, Wang D, Jin J, Polym. Chem., 5, 2793 (2014)
  42. Ma X, Pinnau I, Polym. Chem., 7, 1244 (2016)
  43. Zhu X, Do-Thanh CL, Murdock CR, Nelson KM, et al., ACS Macro. Lett., 2, 660 (2013)
  44. Hao GP, Li WC, Qian D, Lu AH, Adv. Mater., 22(7), 853 (2010)
  45. Zhu X, Chai SH, Tian CC, Fulvio PF, Han KS, Hagaman EW, Veith GM, Mahurin SM, Brown S, Liu HL, Dai S, Macromol. Rapid Commun., 34(5), 452 (2013)
  46. Takara Y, Kusamoto T, Masui T, Nishikawa M, Kume S, Nishihara H, Chem. Commun., 51, 2896 (2015)
  47. Moussa ME, Attenberger B, Seidl M, Schreiner A, Scheer M, Eur. J. Inorg. Chem., 2017, 5616 (2017)
  48. van Cleuvenbergen S, Kedziora P, Fillaut JL, Verbiest T, Clays K, Akdas-Kilig H, Camerel F, Angew. Chem.-Int. Edit., 56, 9546 (2017)
  49. Ilmi R, Iftikhar K, Polyhedron, 102, 16 (2015)
  50. Park HJ, Han SH, Lee JY, Chem.- Asian J., 12, 2494 (2017)
  51. Du NY, Robertson GP, Pinnau I, Guiver MD, Macromolecules, 42(16), 6023 (2009)
  52. Yuan KY, Liu C, Zhang SH, Jiang LM, Liu CD, Yu GP, Wang JY, Jian XG, J. Membr. Sci., 541, 403 (2017)
  53. Polak-Krasna K, Dawson R, Holyfield LT, Bowen CR, Burrows AD, Mays TJ, J. Mater. Sci., 52(7), 3862 (2017)
  54. McDermott AG, Larsen GS, Budd PM, Colina CM, Runt J, Macromolecules, 44(1), 14 (2011)
  55. Klumpen C, Breunig M, Homburg T, Stock N, Senker J, Chem. Mater., 28, 5461 (2016)
  56. Li H, Ding XS, Zhao YC, Han BH, Polymer, 89, 112 (2016)
  57. Emmler T, Heinrich K, Fritsch D, Budd PM, Chaukura N, Ehlers D, Ratzke K, Faupel F, Macromolecules, 43(14), 6075 (2010)
  58. Jeon JW, Kim DG, Sohn EH, Yoo Y, Kim YS, Kim BG, Lee JC, Macromolecules, 50(20), 8019 (2017)
  59. Ali Akbar Razavi S, Morsali A, Coord. Chem. Rev., 399, 213023 (2019)