화학공학소재연구정보센터
홈 로그인 로그아웃 연락처 사이트맵
Macromolecular Research, Vol.28, No.2, 136-144, February, 2020
DOI10.1007/s13233-020-8015-2  Export Citation
Insertion of a Cardo Structure into a Polyurethane Framework Using a pH Indicator and Its Impact on Tensile and Shape Memory Properties
Yong-Chan Chung, Dong Eui Kim1, Jae Won Choi1, and Byoung Chul Chun1, †
  • Department of Chemistry, The University of Suwon, Hwaseong 18323, Korea
  • 1School of Nano Engineering, Inje University, Gimhae 50834, Korea
E-mail:
Perpendicular cardo structural units were inserted into a polyurethane (PU) framework from the pH indicator (phenolphthalein (PP), phenol red (PR), or bromocresol green (BG)) sharing a triphenylmethyl group. The thermal transitions, mechanical properties, pH-sensitive color change, and low temperature flexibility of the PU modified with the cardo structural units were compared with those of the ordinary PU. Slight cross-linking between PU chains was performed because the insertion of the indicator moieties deteriorated the mechanical properties. The breaking tensile stress and shape recovery capability at 0 °C of the BG-PU series surpassed those of the PP-PU and PR-PU series. The inserted pH indicator moieties did not show the color change under different pH conditions because the isomerization under basic conditions was blocked. Among the three series of PUs, the BG-PU demonstrated the best low temperature flexibility compared with that of the PP-PU and PR-PU due to the functional groups on the phenyl rings of BG. Insertion of a cardo structural unit from the pH indicator reduced the molecular interaction between PU chains.
Keywords:cardo structure;pH indicator;polyurethane;low temperature flexibility
  1. Korshak VV, Vinogradova SV, Vygodskii YS, J. Macromol. Sci. C, 9, 45 (1974)
  2. Liaw DJ, Wang KL, Huang YC, Lee KR, Lai JY, Ha CS, Prog. Polym. Sci, 37, 907 (2012)
  3. Liu CL, Mao HC, Zheng JF, Zhang SB, J. Membr. Sci., 530, 1 (2017)
  4. Liaw DJ, Liaw BY, Polym. Adv. Technol., 9, 740 (1998)
  5. Hsiao SH, Lee CT, Chern YT, J. Polym. Sci. Pol. Chem., 37, 1619 (1999)
  6. Liaw DJ, Liaw BY, Chung CY, Macromol. Chem. Phys., 201, 1887 (2000)
  7. Wen P, Kim Y, Chun H, Yang SY, Lee MH, Mater. Chem. Phys., 139(2-3), 923 (2013)
  8. Chen G, Zhang XS, Zhang SB, Chen TL, Wul YL, J. Appl. Polym. Sci., 106(4), 2808 (2007)
  9. Guo QP, Huang JY, Chen TL, Polym. Bull., 20, 517 (1988)
  10. Wang ZG, Chen TL, Xu JP, J. Appl. Polym. Sci., 64(9), 1725 (1997)
  11. Li L, Wang YX, J. Membr. Sci., 246(2), 167 (2005)
  12. Strukelj M, Hay AS, Macromolecules, 25, 4721 (1992)
  13. Guo RL, Lane O, VanHouten D, McGrath JE, Ind. Eng. Chem. Res., 49(23), 12125 (2010)
  14. Gao NA, Zhang SB, J. Appl. Polym. Sci., 128(1), 1 (2013)
  15. Rao AHN, Kim HJ, Nam S, Kim TH, Polymer, 54(26), 6918 (2013)
  16. Yang CP, Chen YY, Hsiao SH, J. Appl. Polym. Sci., 104(2), 1104 (2007)
  17. Camacho-Zuniga C, Ruiz-Trevino FA, Zolotukhin MG, del Castillo LF, Guzman J, Chavez J, Torres G, Gileva NG, Sedova EA, J. Membr. Sci., 283(1-2), 393 (2006)
  18. Qiu CQ, Zhang QTNL, Ping ZH, Sep. Purif. Technol., 51(3), 325 (2006)
  19. Iwan A, Schab-Balcerzak E, Korona KP, Grankowska S, Kaminska M, Synth. Met., 185, 17 (2013)
  20. Seymour RB, Kauffman GB, J. Chem. Ed., 69, 909 (1992)
  21. Engels HW, Pirkl HG, Albers R, Albach RW, Krause J, Hoffmann A, Casselmann H, Dormish J, Angew. Chem.-Int. Edit., 52, 9422 (2013)
  22. Zdrahala RJ, Zdrahala IJ, J. Biomater. Appl., 14, 67 (1999)
  23. Tan KT, Obendorf SK, J. Membr. Sci., 289(1-2), 199 (2007)
  24. He CL, Wang M, Cai XM, Huang XB, Li L, Zhu HM, Shen J, Yuan J, Appl. Surf. Sci., 258(2), 755 (2011)
  25. Bagheri M, Pourmoazzen Z, React. Funct. Polym., 68(2), 507 (2008)
  26. Buruiana EC, Melinte V, Buruiana T, Lippert T, Yoshikawa H, Mashuhara H, J. Photoch. Photobio. A, 171, 261 (2005)
  27. Chung YC, Kim HY, Choi JW, Chun BC, Polym. Eng. Sci., 58(11), 2088 (2018)
  28. Chung YC, Kim DE, Choi JW, Chun BC, Polym. Plast. Technol., 58, 656 (2019)
  29. Chung CY, Kim DE, Choi JW, Chun BC, Bull. Korean Chem. Soc., 39, 583 (2018)
  30. Ibarra JC, Ortiz-Gutierrez M, Alonso-Magana P, Opt. Mater., 27, 567 (2004)
  31. Jurmanovic S, Kordic S, Steinberg MD, Steinberg IM, Thin Solid Films, 518(8), 2234 (2010)
  32. Van der Schueren L, Mollet T, Ceylan O, De Clerck K, Eur. Polym. J., 46, 2229 (2010)
  33. Wang Y, Tong LL, Sens. Actuators B-Chem., 150, 43 (2010)
  34. Chung YC, Jung IH, Chun BC, Color. Technol., 133, 243 (2017)
  35. Chung YC, Kim HY, Choi JW, Chun BC, J. Macromol. Sci. A, 54, 427 (2017)
  36. Hu ZQ, Li SJ, Zhang CH, J. Appl. Polym. Sci., 107(2), 1288 (2008)
  37. Choi T, Weksler J, Padsalgikar A, Runt J, Polymer, 51(19), 4375 (2010)
  38. Russo P, Lavorgna M, Piscitelli F, Acierno D, Di Maio L, Eur. Polym. J., 49, 379 (2013)