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A base-conjugate-acid pair for living/controlled ring-opening polymerization of trimethylene carbonate through hydrogen-bonding bifunctional synergistic catalysis

The ring-opening polymerization (ROP) of trimethylene carbonate (TMC) using a base-acid binary organocatalyst system of 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene (MTBD) and Broensted acid trifluoromethanesulfonic acid (TFA) with benzyl alcohol (BnOH) as the initiator has been investigated. The MT... Full description

Journal Title: Polymer Chemistry September 2014, Vol.5(20), pp.6051-6059
Main Author: Wang, Xin
Other Authors: Cui, Saide , Li, Zhenjiang , Kan, Suli , Zhang, Qiguo , Zhao, Chengxu , Wu, Hao , Liu, Jingjing , Wu, Wenzhuo , Guo, Kai
Format: Electronic Article Electronic Article
Language: English
Subjects:
ID: ISSN: 1759-9954 ; E-ISSN: 1759-9962 ; DOI: 10.1039/c4py00773e
Link: http://search.proquest.com/docview/1660090080/?pq-origsite=primo
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title: A base-conjugate-acid pair for living/controlled ring-opening polymerization of trimethylene carbonate through hydrogen-bonding bifunctional synergistic catalysis
format: Article
creator:
  • Wang, Xin
  • Cui, Saide
  • Li, Zhenjiang
  • Kan, Suli
  • Zhang, Qiguo
  • Zhao, Chengxu
  • Wu, Hao
  • Liu, Jingjing
  • Wu, Wenzhuo
  • Guo, Kai
subjects:
  • Molecular Structure
  • Chains
  • Activation
  • Polymerization
  • Carbonates
  • Benzyl Alcohol
  • Binary Systems
  • Nuclear Magnetic Resonance
  • Chemical and Electrochemical Properties (Ep)
ispartof: Polymer Chemistry, September 2014, Vol.5(20), pp.6051-6059
description: The ring-opening polymerization (ROP) of trimethylene carbonate (TMC) using a base-acid binary organocatalyst system of 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene (MTBD) and Broensted acid trifluoromethanesulfonic acid (TFA) with benzyl alcohol (BnOH) as the initiator has been investigated. The MTBD and its conjugate-acid pair H-bonding bifunctional synergistic activation mechanism was demonstrated by NMR measurements, and the living/controlled nature of MTBD/TFA catalyzed ROP of TMC was confirmed by the kinetic and chain extension experiments. The controlled ROP of TMC with the optimal molar ratio of MTBD/TFA = 2/1 proceeded to afford well-defined PTMC with narrow molecular weight distributions (M sub(w)/M sub(n) similar to 1.1). The molecular weights determined by super(1)H NMR are in precise agreement with the theoretical values. super(1)H NMR, SEC, and MALDI-ToF MS measurements confirmed the structure of the obtained homopolymer PTMC. In addition, a diblock copolymer consisting of poly(trimethylene carbonate) and poly(l-lactide) (PTMC-b-PLLA) was synthesized successfully by the MTBD/TFA binary catalyst system.
language: eng
source:
identifier: ISSN: 1759-9954 ; E-ISSN: 1759-9962 ; DOI: 10.1039/c4py00773e
fulltext: fulltext
issn:
  • 17599954
  • 1759-9954
  • 17599962
  • 1759-9962
url: Link


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titleA base-conjugate-acid pair for living/controlled ring-opening polymerization of trimethylene carbonate through hydrogen-bonding bifunctional synergistic catalysis
creatorWang, Xin ; Cui, Saide ; Li, Zhenjiang ; Kan, Suli ; Zhang, Qiguo ; Zhao, Chengxu ; Wu, Hao ; Liu, Jingjing ; Wu, Wenzhuo ; Guo, Kai
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ispartofPolymer Chemistry, September 2014, Vol.5(20), pp.6051-6059
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subjectMolecular Structure ; Chains ; Activation ; Polymerization ; Carbonates ; Benzyl Alcohol ; Binary Systems ; Nuclear Magnetic Resonance ; Chemical and Electrochemical Properties (Ep)
descriptionThe ring-opening polymerization (ROP) of trimethylene carbonate (TMC) using a base-acid binary organocatalyst system of 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene (MTBD) and Broensted acid trifluoromethanesulfonic acid (TFA) with benzyl alcohol (BnOH) as the initiator has been investigated. The MTBD and its conjugate-acid pair H-bonding bifunctional synergistic activation mechanism was demonstrated by NMR measurements, and the living/controlled nature of MTBD/TFA catalyzed ROP of TMC was confirmed by the kinetic and chain extension experiments. The controlled ROP of TMC with the optimal molar ratio of MTBD/TFA = 2/1 proceeded to afford well-defined PTMC with narrow molecular weight distributions (M sub(w)/M sub(n) similar to 1.1). The molecular weights determined by super(1)H NMR are in precise agreement with the theoretical values. super(1)H NMR, SEC, and MALDI-ToF MS measurements confirmed the structure of the obtained homopolymer PTMC. In addition, a diblock copolymer consisting of poly(trimethylene carbonate) and poly(l-lactide) (PTMC-b-PLLA) was synthesized successfully by the MTBD/TFA binary catalyst system.
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titleA base-conjugate-acid pair for living/controlled ring-opening polymerization of trimethylene carbonate through hydrogen-bonding bifunctional synergistic catalysis
descriptionThe ring-opening polymerization (ROP) of trimethylene carbonate (TMC) using a base-acid binary organocatalyst system of 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene (MTBD) and Broensted acid trifluoromethanesulfonic acid (TFA) with benzyl alcohol (BnOH) as the initiator has been investigated. The MTBD and its conjugate-acid pair H-bonding bifunctional synergistic activation mechanism was demonstrated by NMR measurements, and the living/controlled nature of MTBD/TFA catalyzed ROP of TMC was confirmed by the kinetic and chain extension experiments. The controlled ROP of TMC with the optimal molar ratio of MTBD/TFA = 2/1 proceeded to afford well-defined PTMC with narrow molecular weight distributions (M sub(w)/M sub(n) similar to 1.1). The molecular weights determined by super(1)H NMR are in precise agreement with the theoretical values. super(1)H NMR, SEC, and MALDI-ToF MS measurements confirmed the structure of the obtained homopolymer PTMC. In addition, a diblock copolymer consisting of poly(trimethylene carbonate) and poly(l-lactide) (PTMC-b-PLLA) was synthesized successfully by the MTBD/TFA binary catalyst system.
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abstractThe ring-opening polymerization (ROP) of trimethylene carbonate (TMC) using a base-acid binary organocatalyst system of 7-methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene (MTBD) and Broensted acid trifluoromethanesulfonic acid (TFA) with benzyl alcohol (BnOH) as the initiator has been investigated. The MTBD and its conjugate-acid pair H-bonding bifunctional synergistic activation mechanism was demonstrated by NMR measurements, and the living/controlled nature of MTBD/TFA catalyzed ROP of TMC was confirmed by the kinetic and chain extension experiments. The controlled ROP of TMC with the optimal molar ratio of MTBD/TFA = 2/1 proceeded to afford well-defined PTMC with narrow molecular weight distributions (M sub(w)/M sub(n) similar to 1.1). The molecular weights determined by super(1)H NMR are in precise agreement with the theoretical values. super(1)H NMR, SEC, and MALDI-ToF MS measurements confirmed the structure of the obtained homopolymer PTMC. In addition, a diblock copolymer consisting of poly(trimethylene carbonate) and poly(l-lactide) (PTMC-b-PLLA) was synthesized successfully by the MTBD/TFA binary catalyst system.
doi10.1039/c4py00773e
urlhttp://search.proquest.com/docview/1660090080/
date2014-09-01