2013•Polymer(Korea)Open access

Ring-Opening Polymerization of L-lactide with Glycidol as Initiator

Jin‐Heong Yim, Dahee Kim, Young Soo Ko

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Abstract

$Al(O-i-Pr)_3$ 을 촉매로 이용하고 중합 개시제로 glycidol을 사용하여 L-lactide를 개환중합하여 glycidol-poly(lactide)(Gly-PLA)를 얻었다. $^1H$ NMR 분석 결과 glycidol의 말단에 존재하는 수산기가 Gly-PLA에는 존재하지 않았고 이를 통해 glycidol의 말단에 존재하는 OH기가 개시제의 역할을 하여 중합이 진행되었음을 확인하였다. Llactide용액중합과 벌크중합을 진행하였으며, L-lactide/glycidol 몰비, 중합 온도와 시간에 따라 생성된 Gly-PLA의 분자특성을 관찰하였다. L-lactide/glycidol 몰비가 증가할수록 수율과 분자량은 증가하였다. 또한 L-lactide/glycidol 몰비가 증가할수록 저분자량에 해당하는 낮은 녹는점 피크는 줄어들고, 고분자량에 해당하는 높은 녹는점 피크가 증가하였다. Glycidol-poly(lactide) (Gly-PLA) were synthesized via L-lactide ring opening polymerization with glycidol as an initiator and $Al(O-i-Pr)_3$ catalyst. The structure of Gly-PLA was analyzed and successfully confirmed by 1H NMR. The OH group of glycidol in Gly-PLA was absent according to the $^1H$ NMR analysis, indicating that the terminal OH group of glycidol successfully served as an initiator in the L-lactide polymerization. The solution and bulk polymerizations of L-lactide with glycidol were performed to examine the effect of L-lactide/glycidol molar ratio, polymerization temperature and time on the molecular characteristics of Gly-PLA. The conversion and molecular weight increased with an increase in L-lactide/glycidol molar ratio. Gly-PLA showed the bimodal type DSC curve. The low $T_m$ peak of low molecular weight reduced but the high $T_m$ peak of high molecular weight increased as L-lactide/glycidol molar ratio increased.

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$Al(O-i-Pr)_3$ 을 촉매로 이용하고 중합 개시제로 glycidol을 사용하여 L-lactide를 개환중합하여 glycidol-poly(lactide)(Gly-PLA)를 얻었다. $^1H$ NMR 분석 결과 glycidol의 말단에 존재하는 수산기가 Gly-PLA에는 존재하지 않았고 이를 통해 glycidol의 말단에 존재하는 OH기가 개시제의 역할을 하여 중합이 진행되었음을 확인하였다. Llactide용액중합과 벌크중합을 진행하였으며, L-lactide/glycidol 몰비, 중합 온도와 시간에 따라 생성된 Gly-PLA의 분자특성을 관찰하였다. L-lactide/glycidol 몰비가 증가할수록 수율과 분자량은 증가하였다. 또한 L-lactide/glycidol 몰비가 증가할수록 저분자량에 해당하는 낮은 녹는점 피크는 줄어들고, 고분자량에 해당하는 높은 녹는점 피크가 증가하였다. Glycidol-poly(lactide) (Gly-PLA) were synthesized via L-lactide ring opening polymerization with glycidol as an initiator and $Al(O-i-Pr)_3$ catalyst. The structure of Gly-PLA was analyzed and successfully confirmed by 1H NMR. The OH group of glycidol in Gly-PLA was absent according to the $^1H$ NMR analysis, indicating that the terminal OH group of glycidol successfully served as an initiator in the L-lactide polymerization. The solution and bulk polymerizations of L-lactide with glycidol were performed to examine the effect of L-lactide/glycidol molar ratio, polymerization temperature and time on the molecular characteristics of Gly-PLA. The conversion and molecular weight increased with an increase in L-lactide/glycidol molar ratio. Gly-PLA showed the bimodal type DSC curve. The low $T_m$ peak of low molecular weight reduced but the high $T_m$ peak of high molecular weight increased as L-lactide/glycidol molar ratio increased.

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Available abstract

$Al(O-i-Pr)_3$ 을 촉매로 이용하고 중합 개시제로 glycidol을 사용하여 L-lactide를 개환중합하여 glycidol-poly(lactide)(Gly-PLA)를 얻었다. $^1H$ NMR 분석 결과 glycidol의 말단에 존재하는 수산기가 Gly-PLA에는 존재하지 않았고 이를 통해 glycidol의 말단에 존재하는 OH기가 개시제의 역할을 하여 중합이 진행되었음을 확인하였다. Llactide용액중합과 벌크중합을 진행하였으며, L-lactide/glycidol 몰비, 중합 온도와 시간에 따라 생성된 Gly-PLA의 분자특성을 관찰하였다. L-lactide/glycidol 몰비가 증가할수록 수율과 분자량은 증가하였다. 또한 L-lactide/glycidol 몰비가 증가할수록 저분자량에 해당하는 낮은 녹는점 피크는 줄어들고, 고분자량에 해당하는 높은 녹는점 피크가 증가하였다. Glycidol-poly(lactide) (Gly-PLA) were synthesized via L-lactide ring opening polymerization with glycidol as an initiator and $Al(O-i-Pr)_3$ catalyst. The structure of Gly-PLA was analyzed and successfully confirmed by 1H NMR. The OH group of glycidol in Gly-PLA was absent according to the $^1H$ NMR analysis, indicating that the terminal OH group of glycidol successfully served as an initiator in the L-lactide polymerization. The solution and bulk polymerizations of L-lactide with glycidol were performed to examine the effect of L-lactide/glycidol molar ratio, polymerization temperature and time on the molecular characteristics of Gly-PLA. The conversion and molecular weight increased with an increase in L-lactide/glycidol molar ratio. Gly-PLA showed the bimodal type DSC curve. The low $T_m$ peak of low molecular weight reduced but the high $T_m$ peak of high molecular weight increased as L-lactide/glycidol molar ratio increased.

Key concepts: Glycidol, Lactide, Polymerization, Ring-opening polymerization, Polymer chemistry, Chemistry, Organic chemistry, Catalysis

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