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Frontiers of Materials Science

ISSN 2095-025X

ISSN 2095-0268(Online)

CN 11-5985/TB

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2018 Impact Factor: 1.701

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Front. Mater. Sci.    2017, Vol. 11 Issue (3) : 215-222    https://doi.org/10.1007/s11706-017-0392-x
RESEARCH ARTICLE
A soft tissue adhesive based on aldehyde-sodium alginate and amino-carboxymethyl chitosan preparation through the Schiff reaction
Yu WU1, Liu YUAN1, Nai-an SHENG1, Zi-qi GU1, Wen-hao FENG1, Hai-yue YIN1, Yosry MORSI2, Xiu-mei MO1,3()
1. Key Laboratory of Textile Science & Technology (Ministry of Education), College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, Shanghai 201620, China
2. Faculty of Engineering and Industrial Sciences, Swinburne University of Technology, Hawthorn, Vic 3122, Australia
3. Shandong International Biotechnology Park Development Co., Ltd., Yantai 264003, China
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Abstract

Sodium alginate and carboxymethyl chitosan have been extensively applied in tissue engineering and other relative fields due to their low price and excellent biocompatibility. In this paper, we oxidized sodium alginate with sodium periodate to convert 1,2-hydroxyl groups into aldehyde groups to get aldehyde-sodium alginate (A-SA). Carboxymethyl chitosan was modified with ethylenediamine (ED) in the presence of water-soluble N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (EDC) to introduce additional amino groups to get amino-carboxymethyl chitosan (A-CS). Upon mixing the A-SA and A-CS aqueous solutions together, a gel rapidly formed based on the Schiff’s base reaction between aldehyde groups in A-SA and amino groups in A-CS. FTIR analysis confirmed the characteristic peak of Schiff’s base group in the hydrogel. It was confirmed that the gelation time be dependent on the aldehyde group content in A-SA and amino group content in A-CS. The fasted hydrogel formation takes place within 10 min. The data of bonding strength and cytotoxicity measurement also showed that the hydrogel had good adhesion and biocompatibility. All these results support that this gel has the potential as soft tissue adhesive.
Keywords oxidized sodium alginate      amino-carboxymethyl chitosan      tissue adhesive      Schiff’s base     
Corresponding Author(s): Xiu-mei MO   
Online First Date: 14 August 2017    Issue Date: 24 August 2017
 Cite this article:   
Yu WU,Liu YUAN,Nai-an SHENG, et al. A soft tissue adhesive based on aldehyde-sodium alginate and amino-carboxymethyl chitosan preparation through the Schiff reaction[J]. Front. Mater. Sci., 2017, 11(3): 215-222.
 URL:  
https://academic.hep.com.cn/foms/EN/10.1007/s11706-017-0392-x
https://academic.hep.com.cn/foms/EN/Y2017/V11/I3/215
Fig.1  The reaction scheme of A-SA.
Fig.2  FTIR spectra of SA and A-SA.
Sample n(NaIO4)/n(SA unit) Oxidation degree /%
SA – –
A-SA-1 1:1 53.56
A-SA-2 6:5 63.69
A-SA-3 3:2 75.24
Tab.1  The oxidation degrees of A-SA samples
Fig.3  The modification scheme of A-CS.
Fig.4  The Schiff’s base reaction between aldehyde group of A-SA crosslinking amino group of A-CS.
Fig.5  FTIR spectra of A-SA, A-CS and hydrogel.
Sample Gelation time /min
A-SA-3/A-CS 5–10
A-SA-2/A-CS 15–20
A-SA-1/A-CS 15–20
A-SA-3/CS 15–20
A-SA-2/CS 20–25
A-SA-1/CS 20–25
Tab.2  The gelation time of hydrogels
Fig.6  The swelling ratios of hydrogels.
Fig.7  The lap shear strength of porcine skin adhered by hydrogels.
Sample Max stress /MPa Max strain /%
A-SA-3/A-CS 0.0219±0.0034 26.43±5.40
A-SA-2/A-CS 0.0098±0.0018 23.31±3.11
A-SA-1/A-CS 0.0024±0.0003 5.55±0.40
A-SA-3/CS 0.0022±0.0004 11.55±1.82
A-SA-2/CS 0.0033±0.0006 8.60±1.75
A-SA-1/CS 0.0015±0.0001 5.63±2.01
Tab.3  The max bonding stress and bonding strain of hydrogels
Fig.8  The degradation of hydrogels.
Fig.9  The cell viability of hydrogels.
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[1] Liu YUAN, Wenshuai FAN, Linyingjun HAN, Changan GUO, Zuoqin YAN, Meifang ZHU, Xiumei MO. Evaluation of hydrogels for soft tissue adhesives in vitro and in vivo analyses[J]. Front. Mater. Sci., 2018, 12(1): 95-104.
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