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Ring-Opening Polymerization of ε-Caprolactone Using Soluble Tin(II) n-Butoxide-L-Lactide Macroinitiators


Paper Type 
 Contributed Paper
Title 
 Ring-Opening Polymerization of ε-Caprolactone Using Soluble Tin(II) n-Butoxide-L-Lactide Macroinitiators
Author 
 Manita Dumklang*, Wanich Limwanich, Sawarot Phetsuk, Puttinan Meepowpan and Winita Punyodom
Email 
 manitajun@rmutl.ac.th
Abstract:
Novel soluble tin(II) n-butoxide-L-lactide macroinitiators (SnLL) were successfully synthesized
from ring-opening polymerization (ROP) of L-lactide (LL) initiated by 4.0 and 8.0 mol% of tin(II)
n-butoxide (Sn(OnBu)2) which were noted as SnLL4 and SnLL8, respectively. Chemical structures and
thermal properties of these macroinitiators were completely characterized by Fourier transform infrared
spectroscopy (FT-IR) and proton nuclear magnetic resonance spectroscopy (1H-NMR). Reactivity
of the synthesized macroinitiators in the ROP of ε-caprolactone (ε-CL) was rapidly investigated by
non-isothermal differential scanning calorimetry (DSC) technique. The polymerization exotherms for
the ROP of ε-CL with SnLL8 occurred at lower temperature range than SnLL4 for all heating rates.
From Friedman and Kissinger-Akahira-Sunose (KAS) isoconversional kinetics analysis, the values
of activation energy (Ea) for the ROP of ε-CL with SnLL8 (Ea = 32.4 - 48.1 kJ/mol) were lower than
SnLL4 (Ea = 54.9 - 98.1 kJ/mol). The efficiency of the synthesized macroinitiators in the bulk ROP
of ε-CL was compared with conventional initiating systems of stannous octoate (Sn(Oct)2. The result
showed that SnLL4 can control the synthesis of high molecular weight poly(ε-caprolactone) (PCL)
more efficiently. The molecular weights of PCL decreased with increasing SnLL4 concentrations.
From the obtained results, the novel SnLL macroinitiator was an effective initiator for the ROP of
cyclic esters along with other beneficial properties such as being easier to handle and use.
Start & End Page 
 312 - 322
Received Date 
 2020-09-23
Revised Date 
Accepted Date 
 2021-01-26
Full Text 
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Keyword 
 ring-opening polymerization, tin(II) n-butoxide, macroinitiator, ε-caprolactone, kinetics
Volume 
 Vol.48 No.2 (March 2021)
DOI 
Citation 
 Dumklang M., Limwanich W., Phetsuk S., Meepowpan P. and Punyodom W., Ring-Opening Polymerization of ε-Caprolactone Using Soluble Tin(II) n-Butoxide-L-Lactide Macroinitiators, Chiang Mai J. Sci., 2021; 48(2): 312-322.
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