Multi-Responsive Hydrogels Functionalized with a Photochromic Spiropyran-Conjugated Chitosan Network

Temmy Pegarro Vales; Isabel Wen T. Badon; Ho-Joong Kim

Macromolecular Research, Vol.26, No.10, 950-953, October, 2018

DOI10.1007/s13233-018-6126-9 Export Citation

Multi-Responsive Hydrogels Functionalized with a Photochromic Spiropyran-Conjugated Chitosan Network

Temmy Pegarro Vales^{1, 2}, Isabel Wen T. Badon¹, and Ho-Joong Kim^{1, †}

¹Department of Chemistry, Chosun University, Gwangju 61452, Korea
²Department of Natural Sciences, Caraga State University, Butuan City 8600, Philippines

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In this study, multi-responsive hydrogels were prepared using spiropyran-conjugated chitosan networks. The intra/inter polymerization of methacrylamide chitosan chains, which interpenetrated into pre-formed poly(hydroxyethyl methacrylate) (pHEMA) hydrogels, and subsequent modification with spiropyran (SP) derivatives resulted in the formation of multi-responsive hydrogels. The photochromic properties of these hydrogels were investigated in response to specific light illumination or acid/base treatment. In this hydrogel system, the colorless spiro form (SP) of spiropyran reversibly isomerized into the ring-open, fluorescent merocyanine (MC) state upon specific light irradiation. The MC form could be further protonated by acid vapors, endowing the hydrogel a yellow color. This process could be reversed by NH3 treatment to obtain a purple hydrogel. It is expected that the synthetic method for spiropyran-modified hydrogels using novel chitosan networks described herein would contribute greatly to the development of photochromic materials and chemical sensors.

Keywords:interpenetrating polymer network hydrogel;methacrylamide chitosan;spiropyran;photochromic

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[1] Choi DH, Ban SY, Kim JH, Bull. Korean Chem. Soc., 24, 441 (2003)

[2] Baumann L, Scholler K, de Courten D, Marti D, Frenz M, Wolf M, Scherer LJ, RSC Adv., 3, 23317 (2013)

[3] Kho YM, Hur DY, Shin EJ, Bull. Korean Chem. Soc., 37, 1728 (2016)

[4] Huang Y, Li F, Ye C, Qin M, Ran W, Song Y, Sci. Rep., 5, 9724 (2015)

[5] Chen L, Zhu Y, Yang D, Zou R, Wu J, Tian H, Sci. Rep., 4, 6860 (2014)

[6] Nam YS, Yoo I, Yarimaga O, Park IS, Park DH, Song S, Lee CW, Chem. Commun., 50, 4251 (2014)

[7] Jeon CH, Tai HH, Bull. Korean Chem. Soc., 36, 1054 (2015)

[8] Chang H, Lee JP, Kim JM, Bull. Korean Chem. Soc., 37, 2047 (2016)

[9] Klajn R, Chem. Soc. Rev., 43, 148 (2014)

[10] Wan S, Zheng Y, Shen J, Yang W, Yin M, ACS Appl. Mater. Interfaces, 6, 19515 (2014)

[11] Florea L, Diamond D, Benito-Lopez F, Macromol. Mater. Eng., 297, 1148 (2012)

[12] Hur DY, Shin EJ, Bull. Korean Chem. Soc., 34, 3125 (2013)

[13] Jeong KS, Kim HJ, Lim HL, Ryu GC, Seo ES, You NH, Jun J, Bull. Korean Chem. Soc., 36, 1649 (2015)

[14] Tomatsu I, Peng K, Kros A, Adv. Drug Deliv. Rev., 63, 1257 (2011)

[15] Matricardi P, Meo CD, Coviello T, Hennink WE, Alhaique F, Adv. Drug Deliv. Rev., 65, 1172 (2013)

[16] Suresh PK, Suryawani SK, Dewangan D, Pharm. Globale, 2(8), 1 (2011)

[17] Ekici S, Saraydin D, Polym. Int., 56, 1371 (2007)

[18] Kumari K, Kundu PP, Bull. Mater. Sci., 31, 159 (2008)

[19] Yu LM, Kazazian K, Shoichet MS, J. Biomed. Mater. Res. A, 82, 243 (2007)

[20] Lee CW, Lee SH, Yang YK, Ryu GC, Kim HJ, J. Appl. Polym. Sci., 134 (2017)

[21] Chen L, Yao X, Gu Z, Zheng K, Zhao C, Lei W, Liu M, Chem. Sci., 3, 8 (2017)

[22] Kundu PK, Olsen GL, Kiss V, Klajn R, Nat. Commun., 5, 3588 (2014)