Titanium complexes bearing benzotriazole iminophenolate ligands as efficient catalysts for ring-opening polymerization of cyclic esters

Dei Cheng Liu; Chen Yu Li; Pei Hua Lin; Jhy Der Chen; Chen Yen Tsai; Chia Her Lin; Bao Tsan Ko

doi:10.1016/j.inoche.2018.01.018

Titanium complexes bearing benzotriazole iminophenolate ligands as efficient catalysts for ring-opening polymerization of cyclic esters

Dei Cheng Liu, Chen Yu Li, Pei Hua Lin, Jhy Der Chen, Chen Yen Tsai^*, Chia Her Lin, Bao Tsan Ko

^*Corresponding author for this work

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

10 Citations (Scopus)

Abstract

Titanium catalysts incorporated by imino-benzotriazole phenolate (IBTP) ligands (^C1NNIBTP, ^C1FuIBTP and ^C1NOIBTP) were synthesized and structurally characterized. The reaction of Ti(OⁱPr)₄ with ^C1NNIBTP-H (1.0 molar equiv.) in toluene produced hexa-coordinated mono-adduct titanium complex [(^C1NNIBTP)Ti(OⁱPr)₃] (1). However, six-coordinated bis-adduct Ti complex [(^C1FuIBTP)₂Ti(OⁱPr)₂] (2) or [(^C1NOIBTP)₂Ti(OⁱPr)₂] (3) resulted from treatment of Ti(OⁱPr)₄ with ^C1FuIBTP-H or ^C1NOIBTP-H in CH₂Cl₂ using a Ti to ligand precursor ratio of 1:2. Catalytic studies for ring-opening polymerization of ε-caprolactone (ε-CL) or L-lactide utilizing complex 1 were detailedly investigated. Titanium complex 1 was shown to effectively catalyze the ε-CL polymerization not only in a “controlled” fashion but also an “immortal” manner, giving narrowly dispersed polymers having the expected molecular weights.

Original language	English
Pages (from-to)	1-7
Number of pages	7
Journal	Inorganic Chemistry Communications
Volume	90
DOIs	https://doi.org/10.1016/j.inoche.2018.01.018
Publication status	Published - 2018 Apr
Externally published	Yes

Keywords

Benzotriazole iminophenolate ligand
Catalyst
Lactide
Ring-opening polymerization
Titanium complex
ε-caprolactone

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Inorganic Chemistry
Materials Chemistry

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10.1016/j.inoche.2018.01.018

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title = "Titanium complexes bearing benzotriazole iminophenolate ligands as efficient catalysts for ring-opening polymerization of cyclic esters",

abstract = "Titanium catalysts incorporated by imino-benzotriazole phenolate (IBTP) ligands (C1NNIBTP, C1FuIBTP and C1NOIBTP) were synthesized and structurally characterized. The reaction of Ti(OiPr)4 with C1NNIBTP-H (1.0 molar equiv.) in toluene produced hexa-coordinated mono-adduct titanium complex [(C1NNIBTP)Ti(OiPr)3] (1). However, six-coordinated bis-adduct Ti complex [(C1FuIBTP)2Ti(OiPr)2] (2) or [(C1NOIBTP)2Ti(OiPr)2] (3) resulted from treatment of Ti(OiPr)4 with C1FuIBTP-H or C1NOIBTP-H in CH2Cl2 using a Ti to ligand precursor ratio of 1:2. Catalytic studies for ring-opening polymerization of ε-caprolactone (ε-CL) or L-lactide utilizing complex 1 were detailedly investigated. Titanium complex 1 was shown to effectively catalyze the ε-CL polymerization not only in a “controlled” fashion but also an “immortal” manner, giving narrowly dispersed polymers having the expected molecular weights.",

keywords = "Benzotriazole iminophenolate ligand, Catalyst, Lactide, Ring-opening polymerization, Titanium complex, ε-caprolactone",

author = "Liu, {Dei Cheng} and Li, {Chen Yu} and Lin, {Pei Hua} and Chen, {Jhy Der} and Tsai, {Chen Yen} and Lin, {Chia Her} and Ko, {Bao Tsan}",

note = "Publisher Copyright: {\textcopyright} 2018 Elsevier B.V.",

year = "2018",

month = apr,

doi = "10.1016/j.inoche.2018.01.018",

language = "English",

volume = "90",

pages = "1--7",

journal = "Inorganic Chemistry Communications",

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publisher = "Elsevier BV",

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TY - JOUR

T1 - Titanium complexes bearing benzotriazole iminophenolate ligands as efficient catalysts for ring-opening polymerization of cyclic esters

AU - Liu, Dei Cheng

AU - Li, Chen Yu

AU - Lin, Pei Hua

AU - Chen, Jhy Der

AU - Tsai, Chen Yen

AU - Lin, Chia Her

AU - Ko, Bao Tsan

PY - 2018/4

Y1 - 2018/4

N2 - Titanium catalysts incorporated by imino-benzotriazole phenolate (IBTP) ligands (C1NNIBTP, C1FuIBTP and C1NOIBTP) were synthesized and structurally characterized. The reaction of Ti(OiPr)4 with C1NNIBTP-H (1.0 molar equiv.) in toluene produced hexa-coordinated mono-adduct titanium complex [(C1NNIBTP)Ti(OiPr)3] (1). However, six-coordinated bis-adduct Ti complex [(C1FuIBTP)2Ti(OiPr)2] (2) or [(C1NOIBTP)2Ti(OiPr)2] (3) resulted from treatment of Ti(OiPr)4 with C1FuIBTP-H or C1NOIBTP-H in CH2Cl2 using a Ti to ligand precursor ratio of 1:2. Catalytic studies for ring-opening polymerization of ε-caprolactone (ε-CL) or L-lactide utilizing complex 1 were detailedly investigated. Titanium complex 1 was shown to effectively catalyze the ε-CL polymerization not only in a “controlled” fashion but also an “immortal” manner, giving narrowly dispersed polymers having the expected molecular weights.

AB - Titanium catalysts incorporated by imino-benzotriazole phenolate (IBTP) ligands (C1NNIBTP, C1FuIBTP and C1NOIBTP) were synthesized and structurally characterized. The reaction of Ti(OiPr)4 with C1NNIBTP-H (1.0 molar equiv.) in toluene produced hexa-coordinated mono-adduct titanium complex [(C1NNIBTP)Ti(OiPr)3] (1). However, six-coordinated bis-adduct Ti complex [(C1FuIBTP)2Ti(OiPr)2] (2) or [(C1NOIBTP)2Ti(OiPr)2] (3) resulted from treatment of Ti(OiPr)4 with C1FuIBTP-H or C1NOIBTP-H in CH2Cl2 using a Ti to ligand precursor ratio of 1:2. Catalytic studies for ring-opening polymerization of ε-caprolactone (ε-CL) or L-lactide utilizing complex 1 were detailedly investigated. Titanium complex 1 was shown to effectively catalyze the ε-CL polymerization not only in a “controlled” fashion but also an “immortal” manner, giving narrowly dispersed polymers having the expected molecular weights.

KW - Benzotriazole iminophenolate ligand

KW - Catalyst

KW - Lactide

KW - Ring-opening polymerization

KW - Titanium complex

KW - ε-caprolactone

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DO - 10.1016/j.inoche.2018.01.018

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SP - 1

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JO - Inorganic Chemistry Communications

JF - Inorganic Chemistry Communications

ER -

Titanium complexes bearing benzotriazole iminophenolate ligands as efficient catalysts for ring-opening polymerization of cyclic esters

Abstract

Keywords

ASJC Scopus subject areas

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