Macromolecular Research, Vol.28, No.13, 1282-1288, December, 2020
Photocatalytic Microporous Polymer-Hydrogel Composites for the Removal of a Dye in Water
E-mail:
Photocatalytic hydrogel composites were prepared by using multifunctional microporous polymer particles as a reinforcing agent and also as a catalytic species. A benzothiadiazole-based conjugated microporous polymer (BTCMP) was synthesized by the Sonogashira-Hagihara reaction between 4,7-dibromo-2,1,3-benzothiadiazole and 1,3,5-triethynylbenzene as insoluble particles. BTCMP particles were functionalized with acryl groups via the thiol-yne click reaction with 2-aminoethanethiol and subsequent reaction with acryloyl chloride. Acrylated BTCMP particles were polymerized with acrylamide in a glass mold to yield a highly elastic hydrogel
composite sheet. The tensile test results showed that covalently incorporated BTCMP particles significantly enhanced the mechanical properties of the hydrogels compared with a pure polyacrylamide hydrogel. A possible application of the hydrogel composites for the removal of a dye in water was studied using methylene blue as an exemplary dye. The maximum methylene blue adsorption capacity of the hydrogel composite containing 2 wt% of BTCMP particles was 2.6 times higher than that of the pure polyacrylamide hydrogel. The hydrogel composite with photocatalytic activity originated from benzothiadiazole groups degraded adsorbed methylene blue molecules in an aqueous solution upon UV irradiation. The hydrogel composite could be reused for the methylene blue removal without any significant decrease in adsorption capacity and catalytic activity.
- Zhang Y, Zhou Z, Shen Y, Zhou Q, Wang J, Liu A, Liu S, Zhang Y, ACS Nano, 10, 9036 (2016)
- Im K, Nguyen DN, Kim S, Kong HJ, Kim Y, Park CS, Kwon OS, Yoon H, ACS Appl. Mater. Interfaces, 9, 10768 (2017)
- Rajabi M, Mahanpoor K, Moradi O, RSC Adv., 7, 47083 (2017)
- Zhang GC, Li X, Li YJ, Wu T, Sun DJ, Lu FJ, Desalination, 274(1-3), 255 (2011)
- Oladoja NA, Raji IO, Olaseni SE, Onimisi TD, Chem. Eng. J., 171(3), 941 (2011)
- Koyuncu I, Desalination, 143(3), 243 (2002)
- Upadhyay RK, Soin N, Roy SS, RSC Adv., 4, 3823 (2014)
- Li B, Dong YC, Zou C, Xu YM, Ind. Eng. Chem. Res., 53(11), 4199 (2014)
- Che JW, Bae NRC, Noh JR, Kim TH, Yoo PJ, Shin TJ, Park JH, Macromol. Res., 27(4), 427 (2019)
- Azhar FH, Harun Z, Alias SS, Yunos MZ, Ibrahim SA, Abdullahi T, Ahmad A, Othman MHD, Macromol. Res., 28(6), 625 (2020)
- Li Y, Xu H, Ouyang S, Ye J, Phys. Chem. Chem. Phys., 18, 7563 (2016)
- Li Q, Fan ZL, Xue DX, Zhang YF, Zhang ZH, Wang Q, Sun HM, Gao Z, Bai J, J. Mater. Chem. A, 6, 2148 (2018)
- Velo-Gala I, Lopez-Penalver JJ, Sanchez-Polo M, Rivera-Utrilla J, Appl. Catal. B: Environ., 142, 694 (2013)
- Zhang D, Liu T, Chen S, Miao M, Cheng J, Chen S, Du D, Li J, Macromol. Res., 24(10), 892 (2016)
- Panthi G, Park M, Park SJ, Kim HY, Macromol. Res., 23(2), 149 (2015)
- Zhi Y, Li K, Xia H, Xue M, Mu Y, Liu X, J. Mater. Chem. A, 5, 8697 (2017)
- Jiang JX, Li YY, Wu XF, Xiao JL, Adams DJ, Cooper AI, Macromolecules, 46(22), 8779 (2013)
- Kuchaiyaphum P, Chotichayapong C, Butwong N, Bua-ngern W, Macromol. Res., 28(9), 844 (2020)
- Thi TTH, Lee YK, Thi PL, Park KD, Macromol. Res., 27(8), 811 (2019)
- Thi PL, Son JY, Lee YK, Ryu SB, Park KM, Park KD, Macromol. Res., 28(4), 400 (2020)
- Park KE, Kim YJ, Lee KJ, Macromol. Res., 28(6), 580 (2020)
- Ahn GS, Yu GS, Abdullah A, Kim YN, Lee DH, Macromol. Res., 27(6), 579 (2019)
- Katmiwati E, Nakanishi T, Macromol. Res., 22(7), 731 (2014)
- Giovannini G, Kunc F, Piras CC, Stranik O, Edwards AA, Hall AJ, Gubala V, RSC Adv., 7, 19924 (2017)
- Okay O, Oppermann W, Macromolecules, 40(9), 3378 (2007)
- Wu CJ, Gaharwar AK, Chan BK, Schmidt G, Macromolecules, 44(20), 8215 (2011)
- Wu X, Huang J, Yu S, Ruan P, Sun R, Wong CP, Macromol. Res., 28(4), 373 (2020)
- Liu R, Liang S, Tang XZ, Yan D, Li X, Yu ZZ, J. Mater. Chem., 22, 14160 (2012)
- Liu J, An T, Chen Z, Wang Z, Zhou H, Fan T, Zhang D, Antonietti M, J. Mater. Chem. A, 5, 8933 (2017)
- Bin Imran A, Esaki K, Gotoh H, Seki T, Ito K, Sakai Y, Takeoka Y, Nat. Commun., 5, 5124 (2014)
- Xia S, Song S, Ren X, Gao G, Soft Matter, 13, 6059 (2017)
- Kim DY, Choi TJ, Kim JG, Chang JY, ACS Omega, 3, 8745 (2018)
- Kim JG, Cha MC, Lee J, Choi T, Chang JY, ACS Appl. Mater. Interfaces, 9, 38081 (2017)
- Lee J, Chang JY, RSC Adv., 7, 25277 (2018)
- Lee J, Chang JY, Chem. Commun., 52, 10419 (2016)
- Lim Y, Cha MC, Chang JY, Sci. Rep., 5, 15957 (2015)
- Lee JM, Chang JY, Macromol. Res., 27(10), 991 (2019)
- Wang F, Ren F, Mu P, Zhu Z, Sun H, Ma C, Xiao C, Liang W, Chen L, Li A, J. Mater. Chem. A, 5, 11348 (2017)
- Ma BC, Ghasimi S, Landfester K, Vilela F, Zhang KAI, J. Mater. Chem. A, 3, 16064 (2015)
- Zhang K, Kopetzki D, Seeberger PH, Antonietti M, Vilela F, Angew. Chem.-Int. Edit., 52, 1432 (2013)
- Hou HJ, Zhang XH, Huang DK, Ding X, Wang SY, Yang XL, Li SQ, Xiang YG, Chen H, Appl. Catal. B: Environ., 203, 563 (2017)
- Leventis N, Chidambareswarapattar C, Mohite DP, Larimore ZJ, Lu H, Sotiriou-Leventis C, J. Mater. Chem., 21, 11981 (2011)
- Rana S, Shetake NG, Barick KC, Pandey BN, Salunke HG, Hassan PA, Dalt. Trans., 45, 17401 (2016)
- Li R, Ma BC, Huang W, Wang L, Wang D, Lu H, Landfester K, Zhang KAI, ACS Catal., 7, 3097 (2017)
- Sun XG, Fang Y, Jiang X, Yoshii K, Tsuda T, Dai S, Chem. Commun., 52, 292 (2016)
- Chakraborty S, Colon YJ, Snurr RQ, Nguyen ST, Chem. Sci.., 6, 384 (2015)
- Du R, Zhang N, Xu H, Mao NN, Duan WJ, Wang JY, Zhao QC, Liu ZF, Zhang J, Adv. Mater., 26(47), 8053 (2014)
- Weber J, Bergstrom L, Langmuir, 26(12), 10158 (2010)
- Wang ZJ, Ghasimi S, Landfester K, Zhang KAI, Chem. Mater., 27, 1921 (2015)
- Peng N, Hu D, Zeng J, Li Y, Liang L, Chang C, ACS Sustain. Chem. Eng., 4, 7217 (2016)
- Seo M, Kim S, Oh J, Kim SJ, Hillmyer MA, J. Am. Chem. Soc., 137(2), 600 (2015)
- Saba SA, Mousavi MPS, Buhlmann P, Hillmyer MA, J. Am. Chem. Soc., 137(28), 8896 (2015)
- Liang Y, Wu B, Wu D, Xu F, Li Z, Luo J, Zhong H, Fu R, Matyjaszewski K, J. Mater. Chem., 21, 14424 (2011)
- Ma Y, Wang J, Xu S, Zheng Z, Du J, Feng S, Wang J, RSC Adv., 7, 15077 (2017)
- Urakami H, Zhang K, Vilela F, Chem. Commun., 49, 2353 (2013)