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Tripodal hydrogen bond donor binding with sulfonic acid enables ring-opening polymerization

H-bond donor (HBD) and Broensted acid (BA) co-catalysis (HBD-BA) performed ring-opening polymerization (ROP) of cyclic esters in solution at room temperature. The HBD-BA strategy using thiophosphoric triamide (TPTA) binding with methanesulfonic acid (MSA) enabled the ROP of l-lactide (LA) to polylac... Full description

Journal Title: Polymer Chemistry February 2016, Vol.7(7), pp.1368-1374
Main Author: Li, Xiaopei
Other Authors: Zhang, Qiguo , Li, Zhenjiang , Xu, Songquan , Zhao, Chengxu , Chen, Cheng , Zhi, Xu , Wang, Huiying , Zhu, Ning , Guo, Kai
Format: Electronic Article Electronic Article
Language: English
Subjects:
ID: ISSN: 1759-9954 ; E-ISSN: 1759-9962 ; DOI: 10.1039/c5py01931a
Link: http://search.proquest.com/docview/1800470798/?pq-origsite=primo
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title: Tripodal hydrogen bond donor binding with sulfonic acid enables ring-opening polymerization
format: Article
creator:
  • Li, Xiaopei
  • Zhang, Qiguo
  • Li, Zhenjiang
  • Xu, Songquan
  • Zhao, Chengxu
  • Chen, Cheng
  • Zhi, Xu
  • Wang, Huiying
  • Zhu, Ning
  • Guo, Kai
subjects:
  • Polymerization
  • Sulfonates
  • Carbonates
  • Hydrogen Bonds
  • Esters
  • Manganese
  • Binding
  • Catalysis
  • Chemical and Electrochemical Properties (Ep)
ispartof: Polymer Chemistry, February 2016, Vol.7(7), pp.1368-1374
description: H-bond donor (HBD) and Broensted acid (BA) co-catalysis (HBD-BA) performed ring-opening polymerization (ROP) of cyclic esters in solution at room temperature. The HBD-BA strategy using thiophosphoric triamide (TPTA) binding with methanesulfonic acid (MSA) enabled the ROP of l-lactide (LA) to polylactide (PLA) with predicted molecular weights (M sub(n) = 2.9-13.8 kDa) and low dispersities (D= 1.18-1.22). Associations of TPTA with MSA through triple hydrogen bonds stabilized the sulfonate anion and enhanced the catalytic performance of TPTA-MSA. Homopolymers of LA, trimethylene carbonate (TMC), delta -valerolactone, and epsilon -caprolactone (CL), and diblock copolymers PLA-b-PTMC and PLA-b-PCL with predicted M sub(n) and narrow Dwere synthesized. NMR measurements, kinetics investigations, and chain extension experiments indicated that the TPTA-MSA catalyzed ROPs were controlled/living in nature. This is the first Broensted acidic catalysis platform workable in all of the three major types of cyclic ester monomers including lactides, cyclic carbonates, and lactones.
language: eng
source:
identifier: ISSN: 1759-9954 ; E-ISSN: 1759-9962 ; DOI: 10.1039/c5py01931a
fulltext: fulltext
issn:
  • 17599954
  • 1759-9954
  • 17599962
  • 1759-9962
url: Link


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titleTripodal hydrogen bond donor binding with sulfonic acid enables ring-opening polymerization
creatorLi, Xiaopei ; Zhang, Qiguo ; Li, Zhenjiang ; Xu, Songquan ; Zhao, Chengxu ; Chen, Cheng ; Zhi, Xu ; Wang, Huiying ; Zhu, Ning ; Guo, Kai
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subjectPolymerization ; Sulfonates ; Carbonates ; Hydrogen Bonds ; Esters ; Manganese ; Binding ; Catalysis ; Chemical and Electrochemical Properties (Ep)
descriptionH-bond donor (HBD) and Broensted acid (BA) co-catalysis (HBD-BA) performed ring-opening polymerization (ROP) of cyclic esters in solution at room temperature. The HBD-BA strategy using thiophosphoric triamide (TPTA) binding with methanesulfonic acid (MSA) enabled the ROP of l-lactide (LA) to polylactide (PLA) with predicted molecular weights (M sub(n) = 2.9-13.8 kDa) and low dispersities (D= 1.18-1.22). Associations of TPTA with MSA through triple hydrogen bonds stabilized the sulfonate anion and enhanced the catalytic performance of TPTA-MSA. Homopolymers of LA, trimethylene carbonate (TMC), delta -valerolactone, and epsilon -caprolactone (CL), and diblock copolymers PLA-b-PTMC and PLA-b-PCL with predicted M sub(n) and narrow Dwere synthesized. NMR measurements, kinetics investigations, and chain extension experiments indicated that the TPTA-MSA catalyzed ROPs were controlled/living in nature. This is the first Broensted acidic catalysis platform workable in all of the three major types of cyclic ester monomers including lactides, cyclic carbonates, and lactones.
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titleTripodal hydrogen bond donor binding with sulfonic acid enables ring-opening polymerization
descriptionH-bond donor (HBD) and Broensted acid (BA) co-catalysis (HBD-BA) performed ring-opening polymerization (ROP) of cyclic esters in solution at room temperature. The HBD-BA strategy using thiophosphoric triamide (TPTA) binding with methanesulfonic acid (MSA) enabled the ROP of l-lactide (LA) to polylactide (PLA) with predicted molecular weights (M sub(n) = 2.9-13.8 kDa) and low dispersities (D= 1.18-1.22). Associations of TPTA with MSA through triple hydrogen bonds stabilized the sulfonate anion and enhanced the catalytic performance of TPTA-MSA. Homopolymers of LA, trimethylene carbonate (TMC), delta -valerolactone, and epsilon -caprolactone (CL), and diblock copolymers PLA-b-PTMC and PLA-b-PCL with predicted M sub(n) and narrow Dwere synthesized. NMR measurements, kinetics investigations, and chain extension experiments indicated that the TPTA-MSA catalyzed ROPs were controlled/living in nature. This is the first Broensted acidic catalysis platform workable in all of the three major types of cyclic ester monomers including lactides, cyclic carbonates, and lactones.
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abstractH-bond donor (HBD) and Broensted acid (BA) co-catalysis (HBD-BA) performed ring-opening polymerization (ROP) of cyclic esters in solution at room temperature. The HBD-BA strategy using thiophosphoric triamide (TPTA) binding with methanesulfonic acid (MSA) enabled the ROP of l-lactide (LA) to polylactide (PLA) with predicted molecular weights (M sub(n) = 2.9-13.8 kDa) and low dispersities (D= 1.18-1.22). Associations of TPTA with MSA through triple hydrogen bonds stabilized the sulfonate anion and enhanced the catalytic performance of TPTA-MSA. Homopolymers of LA, trimethylene carbonate (TMC), delta -valerolactone, and epsilon -caprolactone (CL), and diblock copolymers PLA-b-PTMC and PLA-b-PCL with predicted M sub(n) and narrow Dwere synthesized. NMR measurements, kinetics investigations, and chain extension experiments indicated that the TPTA-MSA catalyzed ROPs were controlled/living in nature. This is the first Broensted acidic catalysis platform workable in all of the three major types of cyclic ester monomers including lactides, cyclic carbonates, and lactones.
doi10.1039/c5py01931a
urlhttp://search.proquest.com/docview/1800470798/
date2016-02-01