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Application of cyclohexene oxide modified chitosan for paper preservation

  • Xuemei Wang , Yingping Qi , Yongfeng Shen and Hua Li EMAIL logo
Published/Copyright: April 28, 2022
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Abstract

A new chitosan derivative (CS-CHO) was successfully synthesized based on chitosan (CS) and cyclohexene oxide (CHO). It proved that CHO was successfully grafted onto the amino group of CS by N-alkylation reaction through the characterization of FTIR, XRD and DSC-TGA. The mechanical properties (tensile strength, folding endurance, tearing strength), optical properties (whiteness, glossiness) of the CS-CHO coated paper sample were tested. The results showed that the mechanical properties of the paper treated with 10 % CS-CHO increased significantly without changing the appearance of the paper. The paper permanence (tensile strength, folding endurance, tearing strength and pH) of the treated paper samples tested by dry-heat aging test. The results showed that the permanence of the treated paper samples was significantly improved compared with the blank aged paper samples, which indicated that CS-CHO had the function of deacidification while reinforcing the paper samples, providing the possibility for deacidification and reinforcement in one-step method and playing a positive role in the paper preservation.

Funding statement: This work was supported by National Undergraduate Training Program for Innovation and Entrepreneurship in 2021, No. 202110459035.

  1. Conflict of interest: The authors declare no conflict of interest regarding the publication of this paper.

References

Area, M., Cheradame, H. (2011) Paper aging and degradation: recent findings and research methods. BioResources 6(4):5307–5337.10.15376/biores.6.4.5307-5337Search in Google Scholar

Baty, J., Maitland, C., Minter, W., Hubbe, M., Jordan-Mowery, S. (2010) Deacidification for the conservation and preservation of paper-based works: a review. BioResources 5(3):1955–2023.10.15376/biores.5.3.1955-2023Search in Google Scholar

Dehnad, D., Mirzaei, H., Emam-Djomeh, Z., Jafari, S., Dadashi, S. (2014) Thermal and antimicrobial properties of chitosan-nanocellulose films for extending shelf life of ground meat. Carbohydr. Polym. 109:148–154.10.1016/j.carbpol.2014.03.063Search in Google Scholar PubMed

Dong, F., Li, S., Jin, C., Liu, Z., Zhu, K., Zou, H., Wang, X. (2016) Effect of nanocellulose/chitosan composite coatings on cucumber quality and shelf life. Toxicol. Environ. Chem. 98(3):450–461.10.1080/02772248.2015.1123488Search in Google Scholar

Eriksson, M., Notley, S., Wågberg, L. (2005) The influence on paper strength properties when building multilayers of weak polyelectrolytes onto wood fibres. J. Colloid Interface Sci. 292(1):38–45.10.1016/j.jcis.2005.05.058Search in Google Scholar PubMed

Fernandes, S., Freire, C., Silvestre, A., Neto, C., Gandini, A. (2011) Novel materials based on chitosan and cellulose. Polym. Int. 60(6):875–882.10.1002/pi.3024Search in Google Scholar

Gallstedt, M., Hedenqvist, M. (2006) Packaging-related mechanical and barrier properties of pulp-fiber-chitosan sheets. Carbohydr. Polym. 63(1):46–53.10.1016/j.carbpol.2005.07.024Search in Google Scholar

Gao, H., Wang, F., Shao, Z. (2016) Study on the rheological model of Xuan paper. Wood Sci. Technol. 50(2):427–440.10.1007/s00226-015-0781-1Search in Google Scholar

Giorgi, R., Dei, L. Ceccato, M., Schettino, C., Baglioni, P. (2002) Nanotechnologies for conservation of cultural heritage: paper and canvas deacidification. Nature 18(21):8198–8203.10.1021/la025964dSearch in Google Scholar

Jiang, F., Yang, Y., Weng, J., Zhang, X. (2016) Layer-by-layer self-assembly for reinforcement of aged papers. Ind. Eng. Chem. Res. 55(40):10544–10554.10.1021/acs.iecr.6b02988Search in Google Scholar

Khalil, H., Saurabh, C. Adnan, A.S., Fazita, M., Syakir, M., Davoudpour, Y., Rafatullah, M., Abdullah, C., Haafiz, M., Dungani, R. (2016) A review on chitosan-cellulose blends and nanocellulose reinforced chitosan biocomposites: properties and their applications. Carbohydr. Polym. 150:216–226.10.1016/j.carbpol.2016.05.028Search in Google Scholar PubMed

Kim, J., Wang, N., Chen, Y. (2007) Effect of chitosan and ions on actuation behavior of cellulose-chitosan laminated films as electro-active paper actuators. Cellulose 14(5):439–445.10.1007/s10570-007-9134-zSearch in Google Scholar

Kim, U., Kim, D., You, J., Choi, J., Kimura, S., Wada, M. (2018) Preparation of cellulose-chitosan foams using an aqueous lithium bromide solution and their adsorption ability for Congo red. Cellulose 25(4):2615–2628.10.1007/s10570-018-1742-2Search in Google Scholar

Kong, M., Chen, X., Xing, K., Park, H. (2010) Antimicrobial properties of chitosan and mode of action: a state of the art review. Int. J. Food Microbiol. 144(1):51–63.10.1016/j.ijfoodmicro.2010.09.012Search in Google Scholar PubMed

Kong, S., Bai, Y., Wang, L., Liu, X., Wang, S. (2017) Assembled chitosan-nanocellulose paper and molecular dynamics simulation. J. Biobased Mater. Bioenergy 11(6):533–542.10.1166/jbmb.2017.1712Search in Google Scholar

Kumar, S., Koh, J. (2013) Synthesis, physiochemical and optical properties of chitosan based dye containing naphthalimide group. Carbohydr. Polym. 94(1):221–228.10.1016/j.carbpol.2013.01.011Search in Google Scholar PubMed

Li, J., Hu, J., Li, S., Li, J., Liu, J. (2018) The effect of guar gum and chitosan on fiber and fiber fine micromorphology in paper-process reconstituted tobacco pulp. Carbohydr. Polym. 196:102–109.10.1016/j.carbpol.2018.04.125Search in Google Scholar PubMed

Li, Q., Xi, S., Zhang, X. (2014) Deacidification of paper relics by plasma technology. J. Cult. Heritage 15(2):159–164.10.1016/j.culher.2013.03.004Search in Google Scholar

Li, Y., Li, Z., Shen, G., Zhan, Y. (2019) Paper conservation with an aqueous NaOH/urea cellulose solution. Cellulose 26(7):4589–4599.10.1007/s10570-019-02375-3Search in Google Scholar

Ly-Chatain, M., Moussaoui, S., Vera, A., Rigobello, V., Demarigny, Y. (2013) Antiviral effect of cationic compounds on bacteriophages. Front. Microbiol. 4(3):46.10.3389/fmicb.2013.00046Search in Google Scholar PubMed PubMed Central

Mesquita, J., Donnici, C., Teixeira, I., Pereira, F. (2012) Bio-based nanocomposites obtained through covalent linkage between chitosan and cellulose nanocrystals. Carbohydr. Polym. 90(1):210–217.10.1016/j.carbpol.2012.05.025Search in Google Scholar PubMed

Nada, A., El-Sakhawy, M., Kamel, S., Eid, M., Adel, A. (2006) Mechanical and electrical properties of paper sheets treated with chitosan and its derivatives. Carbohydr. Polym. 63(1):113–121.10.1016/j.carbpol.2005.08.028Search in Google Scholar

Page, D.H. (1969) A theory for tensile strength of paper. Tappi J. 52(4):674.Search in Google Scholar

Pillai, C., Paul, W., Sharma, C. (2009) Chitin and chitosan polymers: chemistry, solubility and fiber formation. Prog. Polym. Sci. 34(7):641–678.10.1016/j.progpolymsci.2009.04.001Search in Google Scholar

Rahmaninia, M., Rohi, M., Hubbe, M., Zabihzadeh, S., Ramezani, O. (2018) The performance of chitosan with bentonite microparticles as wet-end additive system for paper reinforcement. Carbohydr. Polym. 179:328–332.10.1016/j.carbpol.2017.09.036Search in Google Scholar PubMed

Sadeghi-Kiakhani, M., Tehrani-Bagha, A., Safapour, S. (2018) Enhanced anti-microbial, anti-creasing and dye absorption properties of cotton fabric treated with Chitosan-Cyanuric Chloride hybrid. Cellulose 25(1):883–893.10.1007/s10570-017-1591-4Search in Google Scholar

Salam, A., Lucia, L., Jameel, H. (2016) Chitosan-based reagents endow recycled paper fibers with remarkable physical and antimicrobial properties. Ind. Eng. Chem. Res. 55(27):7282–7286.10.1021/acs.iecr.6b00776Search in Google Scholar

Samuels, R. (1981) Solid state characterization of the structure of chitosan films. J. Polym. Sci., Part A, Polym. Chem. 19(7):1081–1105.10.1002/pol.1981.180190706Search in Google Scholar

Scarpellini, E., Ortolani, M., Nucara, A., et al. (2016) Stabilization of the tensile strength of aged cellulose paper by cholinium-amino acid ionic liquid treatment. J. Phys. Chem. C 120(42):24088–24097.10.1021/acs.jpcc.6b06845Search in Google Scholar

Sequeira, S., Casanova, C., Cabrita, E. (2006) Deacidification of paper using dispersions of Ca(OH)2 nanoparticles in isopropanol. Study of efficiency. J. Cult. Heritage 7(4):264–272.10.1016/j.culher.2006.04.004Search in Google Scholar

Stefanescu, C., Daly, W., Negulescu, I. (2012) Biocomposite films prepared from ionic liquid solutions of chitosan and cellulose. Carbohydr. Polym. 87(1):435–443.10.1016/j.carbpol.2011.08.003Search in Google Scholar PubMed

Tang, R., Yu, Z., Zhang, Y., Qi, C. (2016) Synthesis, characterization, and properties of antibacterial dye based on chitosan. Cellulose 23(3):1741–1749.10.1007/s10570-016-0935-9Search in Google Scholar

Tang, Y., Smith, G. (2013) Fluorescence and photodegradation of Xuan paper: the photostability of traditional Chinese handmade paper. J. Cult. Heritage 14(6):464–470.10.1016/j.culher.2012.11.002Search in Google Scholar

The Chinese National Standards (2002) Chinese standard: Paper, board and pulps – Standard atmosphere for conditioning and testing. GB/T 10739-2002, The Chinese National Standards, Beijing, China.Search in Google Scholar

The Chinese National Standards (2002) Chinese standard: Paper and board determ ination of tearing resistance. GB/T 455-2002, The Chinese National Standards, Beijing, China.Search in Google Scholar

The Chinese National Standards (2002) Chinese standard: Paper,board and pulp-Measurement of brightness-diff/Geometry. GB/T 7974-2002, The Chinese National Standards, Beijing, China.Search in Google Scholar

The Chinese National Standards (2008b) Chinese standard: paper and board-Determination of tensile properties. GB/T12914-2008, The Chinese National Standards, Beijing, China.Search in Google Scholar

The Chinese National Standards (2008a) Chinese standard: paper and board-Determination of folding endurance. GB/T 457-2008, The Chinese National Standards, Beijing, China.Search in Google Scholar

The Chinese National Standards (2008) Chinese standard: Paper and board-Sampling for testing and identification of machine and cross direction, wire side and felt side. GB/T 450-2008, The Chinese National Standards, Beijing, China.Search in Google Scholar

The Chinese National Standards (2008) Chinese standard: Paper and board-Accelerated aging-Dry heat treatment. GB/T 464-2008, The Chinese National Standards, Beijing, China.Search in Google Scholar

The Chinese National Standards (2013) Chinese standard: Paper and board-Measurement of specular gloss. GB/T 8941-2013, The Chinese National Standards, Beijing, China.Search in Google Scholar

Tian, X., Hua, F., Lou, C., Jiang, X. (2018) Cationic cellulose nanocrystals (CCNCs) and chitosan nanocomposite films filled with CCNCs for removal of reactive dyes from aqueous solutions. Cellulose 25(7):3927–3939.10.1007/s10570-018-1842-zSearch in Google Scholar

Tran, C., Duri, S., Delneri, A., Franko, M. (2013) Chitosan-cellulose composite materials: preparation, characterization and application for removal of microcystin. J. Hazard. Mater. 252:355–366.10.1016/j.jhazmat.2013.02.046Search in Google Scholar PubMed PubMed Central

Valle, L., Díaz, A., Puiggalí, J. (2017) Hydrogels for biomedical applications: cellulose, chitosan, and protein/peptide derivatives. Gels 3(3):27–55.10.3390/gels3030027Search in Google Scholar PubMed PubMed Central

Vartiainen, J., Motion, R., Kulonen, H., Ratto, M., Skytta, E., Ahvenainen, R. (2004) Chitosan-coated paper: effects of nisin and different acids on the antimicrobial activity. J. Appl. Polym. Sci. 94(3):986–993.10.1002/app.20701Search in Google Scholar

Violante, C., Teodonio, L., Conte, A., Pulci, O., Kupchak, I., Missori, M. (2015) An ab-initio approach to cultural heritage: the case of ancient paper degradation. Phys. Status Solidi B 252(1):112–117.10.1002/pssb.201350403Search in Google Scholar

Wang, K., Du, L., Zhang, C., Lu, Z., Lu, F., Zhao, H. (2019) Preparation of chitosan/curdlan/carboxymethyl cellulose blended film and its characterization. J. Food Sci. Technol. 56(12):5396–5404.10.1007/s13197-019-04010-2Search in Google Scholar PubMed PubMed Central

Wang, X., Qi, Y., Wu, F., Shen, Y., Gao, D., Li, H. (2020) Application of CS-CHO-g-PMMA emulsion in paper reinforcement and protection. Nord. Pulp Pap. Res. J. 35(4):641–648.10.1515/npprj-2020-0044Search in Google Scholar

Xie, Y., Liu, X., Chen, Q. (2007) Synthesis and characterization of water-soluble chitosan derivate and its antibacterial activity. Carbohydr. Polym. 69(1):142–147.10.1016/j.carbpol.2006.09.010Search in Google Scholar

Xu, K., Liu, C., Kang, K., Zheng, Z., Wang, S., Tang, Z., Yang, W. (2017) Isolation of nanocrystalline cellulose from rice straw and preparation of its biocomposites with chitosan: physicochemical characterization and evaluation of interfacial compatibility. Compos. Sci. Technol. 154:8–17.10.1016/j.compscitech.2017.10.022Search in Google Scholar

Yu, Y., Xue, G., Gu, C., Lou, J., Li, S. (2013) Preparation of chitosan modified talc and its application in high filler content paper. J. Appl. Polym. Sci. 129(5):2692–2698.10.1002/app.38992Search in Google Scholar

Received: 2022-02-04
Accepted: 2022-04-12
Published Online: 2022-04-28
Published in Print: 2022-06-27

© 2022 Walter de Gruyter GmbH, Berlin/Boston

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