Ring-opening polymerization of L-lactide by using sodium complexes bearing amide as catalysts in high polar solvent

Feng Jie Lai; Cheng Hsun Lee; Kuo Hui Wu; Yu Lun Chang; Yi Chun Lai; Hsuan Ying Chen; Shangwu Ding; Chian Hui Lai

doi:10.1007/s00289-020-03240-1

Ring-opening polymerization of L-lactide by using sodium complexes bearing amide as catalysts in high polar solvent

Feng Jie Lai, Cheng Hsun Lee, Kuo Hui Wu, Yu Lun Chang, Yi Chun Lai, Hsuan Ying Chen, Shangwu Ding, Chian Hui Lai

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

1 Scopus citations

Abstract

In this study, a series of sodium complexes with amidate ligands, including sulfonamide, acylamide, and aryl carbamate, were synthesized. These sodium complexes were used as catalysts to study the L-lactide (LA) polymerization in high polar solvent (dimethyl sulfoxide: tetrahydrofuran = 1:4). Among these sodium complexes, C^TolOMe-Na (5) exhibited the highest catalytic activity (10 s, conversion > 99% with the ratio [LA]:[C^TolOMe-Na (5)]:[BnOH] = 800:1:120, [C^TolOMe-Na (5)] = 1.25 mM at 0 °C) and controllability (Đ = 1.10). To prove that C^TolOMe-Na (5) can polymerize LA with special initiators in polar solvent, 1,4-benzenedimethanol and pentaerythritol were used as initiators in LA polymerization. The polymerization results revealed that end-chain-modified poly(lactides) with a precise molar mass (Mn_GPC: 3000–8800) and narrow dispersity (1.04–1.28) can be synthesized.

Original language	English
Pages (from-to)	2813-2827
Number of pages	15
Journal	Polymer Bulletin
Volume	78
Issue number	5
DOIs	https://doi.org/10.1007/s00289-020-03240-1
State	Published - May 2021

Keywords

L-lactide
Ring-opening polymerization
Sodium complex

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10.1007/s00289-020-03240-1

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title = "Ring-opening polymerization of L-lactide by using sodium complexes bearing amide as catalysts in high polar solvent",

abstract = "In this study, a series of sodium complexes with amidate ligands, including sulfonamide, acylamide, and aryl carbamate, were synthesized. These sodium complexes were used as catalysts to study the L-lactide (LA) polymerization in high polar solvent (dimethyl sulfoxide: tetrahydrofuran = 1:4). Among these sodium complexes, CTolOMe-Na (5) exhibited the highest catalytic activity (10 s, conversion > 99% with the ratio [LA]:[CTolOMe-Na (5)]:[BnOH] = 800:1:120, [CTolOMe-Na (5)] = 1.25 mM at 0 °C) and controllability ({\D} = 1.10). To prove that CTolOMe-Na (5) can polymerize LA with special initiators in polar solvent, 1,4-benzenedimethanol and pentaerythritol were used as initiators in LA polymerization. The polymerization results revealed that end-chain-modified poly(lactides) with a precise molar mass (MnGPC: 3000–8800) and narrow dispersity (1.04–1.28) can be synthesized.",

keywords = "L-lactide, Ring-opening polymerization, Sodium complex",

author = "Lai, {Feng Jie} and Lee, {Cheng Hsun} and Wu, {Kuo Hui} and Chang, {Yu Lun} and Lai, {Yi Chun} and Chen, {Hsuan Ying} and Shangwu Ding and Lai, {Chian Hui}",

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year = "2021",

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doi = "10.1007/s00289-020-03240-1",

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T1 - Ring-opening polymerization of L-lactide by using sodium complexes bearing amide as catalysts in high polar solvent

AU - Lai, Feng Jie

AU - Lee, Cheng Hsun

AU - Wu, Kuo Hui

AU - Chang, Yu Lun

AU - Lai, Yi Chun

AU - Chen, Hsuan Ying

AU - Ding, Shangwu

AU - Lai, Chian Hui

PY - 2021/5

Y1 - 2021/5

N2 - In this study, a series of sodium complexes with amidate ligands, including sulfonamide, acylamide, and aryl carbamate, were synthesized. These sodium complexes were used as catalysts to study the L-lactide (LA) polymerization in high polar solvent (dimethyl sulfoxide: tetrahydrofuran = 1:4). Among these sodium complexes, CTolOMe-Na (5) exhibited the highest catalytic activity (10 s, conversion > 99% with the ratio [LA]:[CTolOMe-Na (5)]:[BnOH] = 800:1:120, [CTolOMe-Na (5)] = 1.25 mM at 0 °C) and controllability (Đ = 1.10). To prove that CTolOMe-Na (5) can polymerize LA with special initiators in polar solvent, 1,4-benzenedimethanol and pentaerythritol were used as initiators in LA polymerization. The polymerization results revealed that end-chain-modified poly(lactides) with a precise molar mass (MnGPC: 3000–8800) and narrow dispersity (1.04–1.28) can be synthesized.

AB - In this study, a series of sodium complexes with amidate ligands, including sulfonamide, acylamide, and aryl carbamate, were synthesized. These sodium complexes were used as catalysts to study the L-lactide (LA) polymerization in high polar solvent (dimethyl sulfoxide: tetrahydrofuran = 1:4). Among these sodium complexes, CTolOMe-Na (5) exhibited the highest catalytic activity (10 s, conversion > 99% with the ratio [LA]:[CTolOMe-Na (5)]:[BnOH] = 800:1:120, [CTolOMe-Na (5)] = 1.25 mM at 0 °C) and controllability (Đ = 1.10). To prove that CTolOMe-Na (5) can polymerize LA with special initiators in polar solvent, 1,4-benzenedimethanol and pentaerythritol were used as initiators in LA polymerization. The polymerization results revealed that end-chain-modified poly(lactides) with a precise molar mass (MnGPC: 3000–8800) and narrow dispersity (1.04–1.28) can be synthesized.

KW - L-lactide

KW - Ring-opening polymerization

KW - Sodium complex

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U2 - 10.1007/s00289-020-03240-1

DO - 10.1007/s00289-020-03240-1

M3 - 期刊論文

AN - SCOPUS:85087476485

SN - 0170-0839

VL - 78

SP - 2813

EP - 2827

JO - Polymer Bulletin

JF - Polymer Bulletin

IS - 5

ER -

Ring-opening polymerization of L-lactide by using sodium complexes bearing amide as catalysts in high polar solvent

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