Malaysian Journal of Analytical Sciences Vol 21 No 6 (2017): 1380 - 1388

DOI: 10.17576/mjas-2017-2106-20

 

 

 

IN SITU HYDROGENATION OF LIQUID EPOXIDIZED NATURAL RUBBER USING DIIMIDE

 

(Penghidrogenan In Situ Getah Asli Cecair Terepoksida Menggunakan Diimida)

 

Nur Hanis Adila Azhar¹, Hamizah Md Rasid¹, Nur Aidasyakirah Mohd Tahir¹, Siti Fairus M. Yusoff^{1, 2}*

 

¹School of Chemical Science and Food Technology, Faculty of Science and Technology

²Polymer Research Center (PORCE), Faculty of Science and Technology

Universiti Kebangsaan Malaysia, 43600 UKM Bangi, Selangor, Malaysia

 

*Corresponding author:  sitifairus@ukm.edu.my

 

 

Received: 28 September 2016; Accepted: 6 March 2017

 

 

Abstract

A low-molecular-weight liquid epoxidized natural rubber (LENR) was prepared through photosensitized degradation of epoxidized natural rubber with 50 mol percent of epoxy content (ENR-50). LENR was modified into hydrogenated liquid epoxidized natural rubber (HLENR) via in situ thermal degradation of arylsulfonyl hydrazide as a hydrogenating agent. The chemical structures of LENR and HLENR were characterized using Fourier transform infrared (FTIR) and ¹H nuclear magnetic resonance (NMR) spectroscopies. The thermal behaviour of LENR and HLENR were analysed using thermogravimetric analysis (TGA). The molecular weight and polydispersity index (PDI) of LENR and HLENR were determined using gel permeation chromatography (GPC). The parameter studies on the hydrogenation of LENR were investigated based on the source of diimide, weight ratios of LENR: p-toluenesulfonyl hydrazide (TSH), temperature, reaction time and solvent of the reaction. The highest conversion of hydrogenation was achieved at 130 °C for 4 hours reaction time, with 1:1 weight ratio of LENR: TSH using o-xylene as a solvent.

 

Keywords:  hydrogenation, liquid natural rubber, epoxidized, hydroxylated

 

Abstrak

Getah asli cecair terepoksida (LENR) dihasilkan melalui penguraian fotopemeka yang dijalankan ke atas getah asli terepoksida yang mempunyai 50 mol% kandungan epoksi (ENR-50). LENR dihidrogenkan kepada LENR terhidrogen (HLENR) melalui penguraian terma in situ dengan menggunakan agen penghidrogenan iaitu arilsulfonil hidrazida. Struktur kimia LENR dan HLENR dicirikan menggunakan spektroskopi inframerah transformasi Fourier (FTIR) dan resonans magnet nukleus (NMR). Sifat terma LENR dan HLENR dikaji menggunakan analisis termogravimetri (TGA). Berat molekul dan indeks kepoliserakan (PDI) dikaji menggunakan kromatografi penelapan gel (GPC). Kajian mengenai penghidrogenan LENR dikaji berdasarkan beberapa parameter tindak balas seperti sumber diimida, nisbah berat LENR: p-toluenasulfonil hidrazida (TSH), suhu, masa dan pelarut tindak balas. Penukaran penghidrogenan yang tertinggi diperolehi apabila tindak balas dijalankan pada suhu 130 °C selama 4 jam, dengan nisbah berat LENR:TSH sebanyak 1:1 serta menggunakan o-xilena sebagai pelarut.

 

Kata kunci:  penghidrogenan, getah asli cecair, terepoksida, terhidroksil

 

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