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Sains Malaysiana 49(11)(2020): 2689-2698
http://dx.doi.org/10.17576/jsm-2020-4911-08
Synthesis of Hydroxylated
Polyisoprene-Graft-Polylactide Copolymer
(Sintesis Kopolimer Poliisoprena Terhidroksil-Cangkuk-Polilaktida)
BENJAMIN
NEOH DI-SHEN1, SITI FAIRUS MOHD YUSOFF1,2 TAKENO AKIYOSHI3, TAKAHASHI SHINYA3 & FARAH
HANNAN ANUAR1,2*
1Department of Chemical Sciences, Faculty of Science and Technology, Universiti Kebangsaan Malaysia, 43600 UKM Bangi, Selangor Darul Ehsan, Malaysia
2Polymer Research Center (PORCE), Faculty
of Science and Technology, Universiti Kebangsaan Malaysia, 43600 UKM Bangi,
Selangor Darul Ehsan, Malaysia
3Department of Chemistry and Biomolecular Science,
Faculty of Engineering,
Gifu University,
Japan Tokai National Higher Education and Research System,
1-1 Yanagido, Gifu-shi, Gifu, 501-1193
Received:
3 December 2019/Accepted: 20 May 2020
ABSTRACT
Polyisoprene (PI) has been widely used in
many industries for decades. Many researches have reported that most
significant weaknesses of polyisoprene are caused by unsaturated double bond
C=C. The aim of this research was to synthesis and characterize a new copolymer
utilizing the unsaturated double bond C=C of polyisoprene. PI is first modified
to form hydroxylated polyisoprene (PIOH). The absence of alkene proton peak in
NMR spectrum of PIOH is a strong evidence that the unsaturation of PI has been
reduced. After that, PIOH is subjected as an initiator for the ring-opening
polymerization of D,L-lactide in bulk condition to form hydroxylated
polyisoprene-graft-polylactide copolymer (PI-g-PLA). The NMR spectrum of the
new copolymer structure showed an unique peak at 4.09 ppm corresponding to
methine proton of polyisoprene backbone adjacent to the PLA chains, indicating
the grafting of D,L-lactide is successful to form PIOH-g-PLA. The average
molecular weight, Mw of PIOH-g-PLA was significantly increased
compared to PIOH, from 38260 to 56870 according to GPC. The surface of
PIOH-g-PLA displayed significantly higher wettability and hidrophilicity than polyisoprene with water contact angle of below
30°. This owes to the terminal hydroxyl groups of PLA chains that lead to the
formation of hydrogen bonds. Thermal stability studies by TGA and DTG of
PIOH-g-PLA indicated two thermal degradations at Tmax 260 and 392 ℃ corresponding to PLA side chains and PIOH backbone,
respectively, with PIOH exhibiting highest thermal stability compared to PI and
the graft copolymer.
Keywords: Graft copolymer; hydroxylated
polyisoprene; polylactide; ring opening polymerization
ABSTRAK
Poliisoprena (PI) mempunyai kegunaan yang meluas dalam pelbagai industri. Kebanyakan laporan kajian menunjukkan bahawa kelemahan sifat poliisoprena adalah disebabkan ketidaktepuan ikatan ganda dua C=C pada rantai poliisoprena. Kajian ini bertujuan untuk mensintesis dan mencirikan kopolimer baharu melalui tindak balas pada ikatan ganda dua tidak tepu C=C poliisoprena. PI pada mulanya diubah suai untuk membentuk poliisoprena terhidroksil (PIOH). Kehilangan puncak hidrogen alkena dalam spektrum NMR PIOH merupakan bukti kukuh bahawa ketidaktepuan PI telah berkurangan. Kemudian, PIOH digunakan sebagai pemula bagi tindak balas pempolimeran buka gelang dalam keadaan pukal untuk menghasilkan kopolimer poliisoprena terhidroksil-cangkuk-polilaktida (PIOH-g-PLA). Spektrum NMR struktur kopolimer baharu tersebut menunjukkan puncak unik pada 4.09 ppm yang ditetapkan kepada hidrogen metina rantai tulang belakang poliisoprena bersebelahan dengan rantai PLA, membuktikan bahawa cangkukan D,L-laktida berjaya membentuk PIOH-g-PLA. Berat purata berat molekul, Mw PIOH-g-PLA telah meningkat berbanding PIOH, daripada 38260 kepada 56870 seperti yang ditunjukkan melalui GPC. Sifat permukaan PIOH-g-PLA menunjukkan kebolehbasahan yang tinggi dan lebih hidrofilik dengan sudut sentuhan air kurang daripada 30°. Ini adalah kerana kumpulan berfungsi hidroksil hujung rantai PLA telah menyumbang kepada ikatan hidrogen. Pencirian kestabilan terma PIOH-g-PLA menggunakan TGA dan DTG menunjukkan dua penguraian terma pada Tmax 260 dan 392℃ bagi rantai sisi PLA dan rantai tulang belakang PIOH masing-masing, dengan PIOH mempunyai kestabilan terma yang lebih tinggi berbanding PI dan kopolimer cangkuk.
Kata kunci: Kopolimer cangkuk; pempolimeran buka gelang; poliisoprena terhidroksil; polilaktida
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*Corresponding
author; email: farahhannan@ukm.edu.my
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