Synthesis and Structural Characterization of Zn and Mg Complexes Supported by Tetradentate Amino-Benzotriazole Phenoxide Ligands : Efficient Catalysts for Ring-Opening Polymerization of Cyclic Esters
碩士 === 中原大學 === 化學研究所 === 99 === Two novel amino-benzotriazole phenol ligands, 2-(2H-benzotriazol-2-yl) -6-((N,N,N-trimethylethylenediamine)methyl)-4-tert-octylphenyl-phenol and 2- (2H-benzotriazol-2-yl)-6-((N-(2-methoxyethyl)methylamine)methyl)-4-tert-octylphenyl-phenol (C8NNBTP-H,C8NOBTP-H) were p...
Main Authors: | , |
---|---|
Other Authors: | |
Format: | Others |
Language: | zh-TW |
Published: |
2011
|
Online Access: | http://ndltd.ncl.edu.tw/handle/jvnmh3 |
id |
ndltd-TW-099CYCU5065012 |
---|---|
record_format |
oai_dc |
spelling |
ndltd-TW-099CYCU50650122019-05-15T20:42:25Z http://ndltd.ncl.edu.tw/handle/jvnmh3 Synthesis and Structural Characterization of Zn and Mg Complexes Supported by Tetradentate Amino-Benzotriazole Phenoxide Ligands : Efficient Catalysts for Ring-Opening Polymerization of Cyclic Esters 含四芽胺基苯並三唑苯酚氧基之鋅與鎂錯合物之合成、結構鑑定及環酯類聚合反應的催化應用 Chang-Yu Sung 宋昌豫 碩士 中原大學 化學研究所 99 Two novel amino-benzotriazole phenol ligands, 2-(2H-benzotriazol-2-yl) -6-((N,N,N-trimethylethylenediamine)methyl)-4-tert-octylphenyl-phenol and 2- (2H-benzotriazol-2-yl)-6-((N-(2-methoxyethyl)methylamine)methyl)-4-tert-octylphenyl-phenol (C8NNBTP-H,C8NOBTP-H) were prepared though the Mannich condensation of 4-tert-octylphenyl-2-(2H-benzotriazol-2-yl)phenol with the mixtures of excess paraformaldehyde and N,N,N-trimethylethylenediamine) methylamine or N-(2-methoxyethyl)methyl amine under reflux condition. Zinc and magnesium complexes (1-6) supported by amino-benzotriazole phenoxide ligands were synthesized and fully characterized. Among them, complex 1 and 4 are demonstrated to catalyze ring-opening polymerization (ROP) of ε-caprolactone (ε-CL) and L-lactide in the presence of 9-anthracenemethanol. However, the catalytic activity and “controlled” character of complex 4 are higher than those of complex 1. Additionally, complex 4 is also a good catalyst for “controlled” ROP of β-butyrolactone (β-BL). To examine stereoselectivity of PLAs, complex 1 and 4 were employed as catalysts towards ROP of rac-lactide. Expermental results exhibit that complex 1 catalyzes LA to produce stereoblock isotactic-enrich PLA (Pm=0.59), and complex 4 favors to yield heterotactic-enrich PLA (Pr=0.65). According to spectroscopic studies of UV-Vis and PL in bis-adduct complexes 2, 3, 5 and 6. We found that absorption and emission wavelengths of complexes are red-shifted in comparison with those of ligands (L1 and L2). It’s believed that the little red-shift (<20nm) results from the change of ligand structure after coordinating to the metal center. Bao-Tsan Ko 柯寶燦 2011 學位論文 ; thesis 175 zh-TW |
collection |
NDLTD |
language |
zh-TW |
format |
Others
|
sources |
NDLTD |
description |
碩士 === 中原大學 === 化學研究所 === 99 === Two novel amino-benzotriazole phenol ligands, 2-(2H-benzotriazol-2-yl) -6-((N,N,N-trimethylethylenediamine)methyl)-4-tert-octylphenyl-phenol and 2- (2H-benzotriazol-2-yl)-6-((N-(2-methoxyethyl)methylamine)methyl)-4-tert-octylphenyl-phenol (C8NNBTP-H,C8NOBTP-H) were prepared though the Mannich condensation of 4-tert-octylphenyl-2-(2H-benzotriazol-2-yl)phenol with the mixtures of excess paraformaldehyde and N,N,N-trimethylethylenediamine) methylamine or N-(2-methoxyethyl)methyl amine under reflux condition. Zinc and magnesium complexes (1-6) supported by amino-benzotriazole phenoxide ligands were synthesized and fully characterized. Among them, complex 1 and 4 are demonstrated to catalyze ring-opening polymerization (ROP) of ε-caprolactone (ε-CL) and L-lactide in the presence of 9-anthracenemethanol. However, the catalytic activity and “controlled” character of complex 4 are higher than those of complex 1. Additionally, complex 4 is also a good catalyst for “controlled” ROP of β-butyrolactone (β-BL).
To examine stereoselectivity of PLAs, complex 1 and 4 were employed as catalysts towards ROP of rac-lactide. Expermental results exhibit that complex 1 catalyzes LA to produce stereoblock isotactic-enrich PLA (Pm=0.59), and complex 4 favors to yield heterotactic-enrich PLA (Pr=0.65).
According to spectroscopic studies of UV-Vis and PL in bis-adduct complexes 2, 3, 5 and 6. We found that absorption and emission wavelengths of complexes are red-shifted in comparison with those of ligands (L1 and L2). It’s believed that the little red-shift (<20nm) results from the change of ligand structure after coordinating to the metal center.
|
author2 |
Bao-Tsan Ko |
author_facet |
Bao-Tsan Ko Chang-Yu Sung 宋昌豫 |
author |
Chang-Yu Sung 宋昌豫 |
spellingShingle |
Chang-Yu Sung 宋昌豫 Synthesis and Structural Characterization of Zn and Mg Complexes Supported by Tetradentate Amino-Benzotriazole Phenoxide Ligands : Efficient Catalysts for Ring-Opening Polymerization of Cyclic Esters |
author_sort |
Chang-Yu Sung |
title |
Synthesis and Structural Characterization of Zn and Mg Complexes Supported by Tetradentate Amino-Benzotriazole Phenoxide Ligands : Efficient Catalysts for Ring-Opening Polymerization of Cyclic Esters |
title_short |
Synthesis and Structural Characterization of Zn and Mg Complexes Supported by Tetradentate Amino-Benzotriazole Phenoxide Ligands : Efficient Catalysts for Ring-Opening Polymerization of Cyclic Esters |
title_full |
Synthesis and Structural Characterization of Zn and Mg Complexes Supported by Tetradentate Amino-Benzotriazole Phenoxide Ligands : Efficient Catalysts for Ring-Opening Polymerization of Cyclic Esters |
title_fullStr |
Synthesis and Structural Characterization of Zn and Mg Complexes Supported by Tetradentate Amino-Benzotriazole Phenoxide Ligands : Efficient Catalysts for Ring-Opening Polymerization of Cyclic Esters |
title_full_unstemmed |
Synthesis and Structural Characterization of Zn and Mg Complexes Supported by Tetradentate Amino-Benzotriazole Phenoxide Ligands : Efficient Catalysts for Ring-Opening Polymerization of Cyclic Esters |
title_sort |
synthesis and structural characterization of zn and mg complexes supported by tetradentate amino-benzotriazole phenoxide ligands : efficient catalysts for ring-opening polymerization of cyclic esters |
publishDate |
2011 |
url |
http://ndltd.ncl.edu.tw/handle/jvnmh3 |
work_keys_str_mv |
AT changyusung synthesisandstructuralcharacterizationofznandmgcomplexessupportedbytetradentateaminobenzotriazolephenoxideligandsefficientcatalystsforringopeningpolymerizationofcyclicesters AT sòngchāngyù synthesisandstructuralcharacterizationofznandmgcomplexessupportedbytetradentateaminobenzotriazolephenoxideligandsefficientcatalystsforringopeningpolymerizationofcyclicesters AT changyusung hánsìyáànjīběnbìngsānzuòběnfēnyǎngjīzhīxīnyǔměicuòhéwùzhīhéchéngjiégòujiàndìngjíhuánzhǐlèijùhéfǎnyīngdecuīhuàyīngyòng AT sòngchāngyù hánsìyáànjīběnbìngsānzuòběnfēnyǎngjīzhīxīnyǔměicuòhéwùzhīhéchéngjiégòujiàndìngjíhuánzhǐlèijùhéfǎnyīngdecuīhuàyīngyòng |
_version_ |
1719102539418304512 |