Heterograft brush copolymers via romp and triple click reaction strategies involving CuAAC, diels-alder, and nitroxide radical coupling reactions

Nese Cakir; Merve Yavuzarslan; Hakan Durmaz; Gurkan Hizal; Umit Tunca

doi:10.1002/pola.26447

Heterograft brush copolymers via romp and triple click reaction strategies involving CuAAC, diels-alder, and nitroxide radical coupling reactions

Nese Cakir, Merve Yavuzarslan, Hakan Durmaz, Gurkan Hizal, Umit Tunca^*

^*Corresponding author for this work

Department of Chemistry

Istanbul Technical University

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

37 Citations (Scopus)

Abstract

In this study, an equimolar mixture of oxanorbornenyl-anthracene (ONB-anthracene), oxanorbornenyl-bromide (ONB-Br), and oxanorbornenyl tosylate (ONB-OTs) was polymerized via ring opening metathesis polymerization using the first generation Grubbs' catalyst in CH₂Cl₂ at room temperature to form poly(ONB-anthracene-co-ONB-Br-co-ONB-OTs)₁₀ copolymer as a main backbone. Next, this main backbone was sequentially clicked with a furan protected maleimide-terminated poly(methyl methacrylate), 2,2,6,6-tetramethyl-1-piperidinyloxy-terminated poly(ethylene glycol), and alkyne-terminated poly(ε-caprolactone) (PCL₂₀-alkyne) via Diels-Alder, nitroxide radical coupling, and copper-catalyzed azide-alkyne cycloaddition, respectively, to yield a poly(ONB-g-PMMA-co-ONB-g-PEG-co-ONB-g- PCL)₁₀ heterograft brush copolymer

Original language	English
Pages (from-to)	899-907
Number of pages	9
Journal	Journal of Polymer Science, Part A: Polymer Chemistry
Volume	51
Issue number	4
DOIs	https://doi.org/10.1002/pola.26447
Publication status	Published - 15 Feb 2013

Keywords

brush copolymers
copper-catalyzed azide alkyne cycloaddition (CuAAC)
Diels-Alder reaction
gel permeation chromatography (GPC)
nitroxide radical coupling reaction (NRC)
ring opening metathesis polymerization (ROMP)

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title = "Heterograft brush copolymers via romp and triple click reaction strategies involving CuAAC, diels-alder, and nitroxide radical coupling reactions",

abstract = "In this study, an equimolar mixture of oxanorbornenyl-anthracene (ONB-anthracene), oxanorbornenyl-bromide (ONB-Br), and oxanorbornenyl tosylate (ONB-OTs) was polymerized via ring opening metathesis polymerization using the first generation Grubbs' catalyst in CH2Cl2 at room temperature to form poly(ONB-anthracene-co-ONB-Br-co-ONB-OTs)10 copolymer as a main backbone. Next, this main backbone was sequentially clicked with a furan protected maleimide-terminated poly(methyl methacrylate), 2,2,6,6-tetramethyl-1-piperidinyloxy-terminated poly(ethylene glycol), and alkyne-terminated poly(ε-caprolactone) (PCL20-alkyne) via Diels-Alder, nitroxide radical coupling, and copper-catalyzed azide-alkyne cycloaddition, respectively, to yield a poly(ONB-g-PMMA-co-ONB-g-PEG-co-ONB-g- PCL)10 heterograft brush copolymer",

keywords = "brush copolymers, copper-catalyzed azide alkyne cycloaddition (CuAAC), Diels-Alder reaction, gel permeation chromatography (GPC), nitroxide radical coupling reaction (NRC), ring opening metathesis polymerization (ROMP)",

author = "Nese Cakir and Merve Yavuzarslan and Hakan Durmaz and Gurkan Hizal and Umit Tunca",

year = "2013",

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T1 - Heterograft brush copolymers via romp and triple click reaction strategies involving CuAAC, diels-alder, and nitroxide radical coupling reactions

AU - Cakir, Nese

AU - Yavuzarslan, Merve

AU - Durmaz, Hakan

AU - Hizal, Gurkan

AU - Tunca, Umit

PY - 2013/2/15

Y1 - 2013/2/15

N2 - In this study, an equimolar mixture of oxanorbornenyl-anthracene (ONB-anthracene), oxanorbornenyl-bromide (ONB-Br), and oxanorbornenyl tosylate (ONB-OTs) was polymerized via ring opening metathesis polymerization using the first generation Grubbs' catalyst in CH2Cl2 at room temperature to form poly(ONB-anthracene-co-ONB-Br-co-ONB-OTs)10 copolymer as a main backbone. Next, this main backbone was sequentially clicked with a furan protected maleimide-terminated poly(methyl methacrylate), 2,2,6,6-tetramethyl-1-piperidinyloxy-terminated poly(ethylene glycol), and alkyne-terminated poly(ε-caprolactone) (PCL20-alkyne) via Diels-Alder, nitroxide radical coupling, and copper-catalyzed azide-alkyne cycloaddition, respectively, to yield a poly(ONB-g-PMMA-co-ONB-g-PEG-co-ONB-g- PCL)10 heterograft brush copolymer

AB - In this study, an equimolar mixture of oxanorbornenyl-anthracene (ONB-anthracene), oxanorbornenyl-bromide (ONB-Br), and oxanorbornenyl tosylate (ONB-OTs) was polymerized via ring opening metathesis polymerization using the first generation Grubbs' catalyst in CH2Cl2 at room temperature to form poly(ONB-anthracene-co-ONB-Br-co-ONB-OTs)10 copolymer as a main backbone. Next, this main backbone was sequentially clicked with a furan protected maleimide-terminated poly(methyl methacrylate), 2,2,6,6-tetramethyl-1-piperidinyloxy-terminated poly(ethylene glycol), and alkyne-terminated poly(ε-caprolactone) (PCL20-alkyne) via Diels-Alder, nitroxide radical coupling, and copper-catalyzed azide-alkyne cycloaddition, respectively, to yield a poly(ONB-g-PMMA-co-ONB-g-PEG-co-ONB-g- PCL)10 heterograft brush copolymer

KW - brush copolymers

KW - copper-catalyzed azide alkyne cycloaddition (CuAAC)

KW - Diels-Alder reaction

KW - gel permeation chromatography (GPC)

KW - nitroxide radical coupling reaction (NRC)

KW - ring opening metathesis polymerization (ROMP)

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M3 - Article

AN - SCOPUS:84872041498

SN - 0887-624X

VL - 51

SP - 899

EP - 907

JO - Journal of Polymer Science, Part A: Polymer Chemistry

JF - Journal of Polymer Science, Part A: Polymer Chemistry

IS - 4

ER -

Heterograft brush copolymers via romp and triple click reaction strategies involving CuAAC, diels-alder, and nitroxide radical coupling reactions

Abstract

Keywords

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