One-pot synthesis of ABC type triblock copolymers via in situ Click [3 + 2] and diels-alder [4 + 2] reactions

Hakan Durmaz; Aydan Dag; Ozean Altintas; Tuba Erdogan; Gurkan Hizal; Umit Tunca

doi:10.1021/ma061819l

One-pot synthesis of ABC type triblock copolymers via in situ Click [3 + 2] and diels-alder [4 + 2] reactions

Hakan Durmaz, Aydan Dag, Ozean Altintas, Tuba Erdogan, Gurkan Hizal^*, Umit Tunca

^*Corresponding author for this work

Department of Chemistry

Istanbul Technical University

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

226 Citations (Scopus)

Abstract

We report a one-pot synthesis of ABC triblock copolymers of poly(ethylene glycol)- (PEG-) polystyrene- (PS-) poly(methyl methacrylate) (PMMA), and poly(e-caprolactone)- (PCL-) PS-PMMA by combining in situ click [3 + 2] and Diels-Alder [4 + 2] reactions. For this purpose, furan-protected maleimide end-functionalized PMMA, PS with α-anthracene and ω-azide end-functionality, and PEG or PCL with an alkyne end-functional group were reacted in N,N-dimehtylformamide (DMF) for 36 h at 120°C in order to give the corresponding triblock copolymers. All polymeric precursors with narrow molecular weight distribution and well-defined chain-end functionalities were achieved from living polymerization methods, except PEG. The obtained polymers were characterized by ¹H NMR (250 MHz), gel permeation chromatography (GPC), and differential scanning calorimetry (DSC) measurements.

Original language	English
Pages (from-to)	191-198
Number of pages	8
Journal	Macromolecules
Volume	40
Issue number	2
DOIs	https://doi.org/10.1021/ma061819l
Publication status	Published - 23 Jan 2007

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title = "One-pot synthesis of ABC type triblock copolymers via in situ Click [3 + 2] and diels-alder [4 + 2] reactions",

abstract = "We report a one-pot synthesis of ABC triblock copolymers of poly(ethylene glycol)- (PEG-) polystyrene- (PS-) poly(methyl methacrylate) (PMMA), and poly(e-caprolactone)- (PCL-) PS-PMMA by combining in situ click [3 + 2] and Diels-Alder [4 + 2] reactions. For this purpose, furan-protected maleimide end-functionalized PMMA, PS with α-anthracene and ω-azide end-functionality, and PEG or PCL with an alkyne end-functional group were reacted in N,N-dimehtylformamide (DMF) for 36 h at 120°C in order to give the corresponding triblock copolymers. All polymeric precursors with narrow molecular weight distribution and well-defined chain-end functionalities were achieved from living polymerization methods, except PEG. The obtained polymers were characterized by 1H NMR (250 MHz), gel permeation chromatography (GPC), and differential scanning calorimetry (DSC) measurements.",

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T1 - One-pot synthesis of ABC type triblock copolymers via in situ Click [3 + 2] and diels-alder [4 + 2] reactions

AU - Durmaz, Hakan

AU - Dag, Aydan

AU - Altintas, Ozean

AU - Erdogan, Tuba

AU - Hizal, Gurkan

AU - Tunca, Umit

PY - 2007/1/23

Y1 - 2007/1/23

N2 - We report a one-pot synthesis of ABC triblock copolymers of poly(ethylene glycol)- (PEG-) polystyrene- (PS-) poly(methyl methacrylate) (PMMA), and poly(e-caprolactone)- (PCL-) PS-PMMA by combining in situ click [3 + 2] and Diels-Alder [4 + 2] reactions. For this purpose, furan-protected maleimide end-functionalized PMMA, PS with α-anthracene and ω-azide end-functionality, and PEG or PCL with an alkyne end-functional group were reacted in N,N-dimehtylformamide (DMF) for 36 h at 120°C in order to give the corresponding triblock copolymers. All polymeric precursors with narrow molecular weight distribution and well-defined chain-end functionalities were achieved from living polymerization methods, except PEG. The obtained polymers were characterized by 1H NMR (250 MHz), gel permeation chromatography (GPC), and differential scanning calorimetry (DSC) measurements.

AB - We report a one-pot synthesis of ABC triblock copolymers of poly(ethylene glycol)- (PEG-) polystyrene- (PS-) poly(methyl methacrylate) (PMMA), and poly(e-caprolactone)- (PCL-) PS-PMMA by combining in situ click [3 + 2] and Diels-Alder [4 + 2] reactions. For this purpose, furan-protected maleimide end-functionalized PMMA, PS with α-anthracene and ω-azide end-functionality, and PEG or PCL with an alkyne end-functional group were reacted in N,N-dimehtylformamide (DMF) for 36 h at 120°C in order to give the corresponding triblock copolymers. All polymeric precursors with narrow molecular weight distribution and well-defined chain-end functionalities were achieved from living polymerization methods, except PEG. The obtained polymers were characterized by 1H NMR (250 MHz), gel permeation chromatography (GPC), and differential scanning calorimetry (DSC) measurements.

UR - https://www.scopus.com/pages/publications/33846974308

U2 - 10.1021/ma061819l

DO - 10.1021/ma061819l

M3 - Article

AN - SCOPUS:33846974308

SN - 0024-9297

VL - 40

SP - 191

EP - 198

JO - Macromolecules

JF - Macromolecules

IS - 2

ER -

One-pot synthesis of ABC type triblock copolymers via in situ Click [3 + 2] and diels-alder [4 + 2] reactions

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