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• Benkaddour, A
• Jradi, K
• Robert, S
• Daneault, C
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• Jradi, K
• Robert, S
• Daneault, C
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• Jradi, K
• Robert, S
• Daneault, C

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Nanomaterials 2013, 3(1), 141-157; doi:10.3390/nano3010141

Article

Grafting of Polycaprolactone on Oxidized Nanocelluloses by Click Chemistry

Abdelhaq Benkaddour ^1,* , Khalil Jradi ¹ , Sylvain Robert ¹  and Claude Daneault ²

¹ Lignocellulosic Materials Research Center, University of Quebec at Trois-Rivières, 3351 des Forges avenue, Trois-Rivières, QC G9A-5H7, Canada ² Canada Research Chair on Value-Added papers, Trois-Rivières, QC G9A-5H7, Canada

* Author to whom correspondence should be addressed.

Received: 8 December 2012; in revised form: 30 January 2013 / Accepted: 13 February 2013 / Published: 1 March 2013

(This article belongs to the Special Issue Composite Nanomaterials)

Download PDF Full-Text [1984 KB, uploaded 1 March 2013 09:10 CET]

Abstract: The main objective of this work is the grafting of polycaprolactone diol (PCL) on the surface of oxidized nanocelluloses (ONC) in order to enhance the compatibility between the hydrophilic cellulose nanofibres and the hydrophobic polymer matrix. This grafting was successfully realized with a new strategy known as click chemistry. In this context, the oxidized nanocelluloses bearing alkyl groups (ONC-PR) were prepared by reacting amino groups of propargylamine (PR) with carboxyl groups of ONC. In parallel, PCL was converted into azido-polycaprolactone (PCL-N₃) in two steps: (i) tosylation of polycaprolactone (PCL-OTs) and (ii) conversion of PCL-OTs into PCL-N₃ by nucleophilic displacement using sodium azide. Finally, ONC-PR was reacted with PCL-N₃ in heterogeneous conditions through click chemistry in order to prepare polycaprolactone grafted oxidized nanocellulose (ONC-g-PCL), which could be suitable for improving the interfacial adhesion in the composite materials. The grafted samples were characterized by transmission electron microscopy and by Fourier transform infrared spectroscopy (FTIR), X-ray photoelectron spectroscopy (XPS) and Carbon-13 nuclear magnetic resonance spectroscopy (¹³C-NMR) spectroscopic techniques.

Keywords: oxidized nanocelluloses; polycaprolactone; click chemistry; composites; grafting

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