Post-functionalization of perfluorophenyl ester-functional acyclic diene metathesis polymer

Ozgun Daglar; Hakan Durmaz; Gurkan Hizal; Umit Tunca

doi:10.1002/pola.28137

Post-functionalization of perfluorophenyl ester-functional acyclic diene metathesis polymer

Ozgun Daglar, 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

5 Citations (Scopus)

Abstract

The acyclic diene metathesis (ADMET) polymerization was utilized for the design of the ADMET polymer (M_n = 21,200 g/mol, M_w/M_n = 1.74) with pendant perfluorophenyl ester functionality using Grubbs first generation catalysis overnight in bulk at 80 °C. Next, a wide variety of functional groups, like benzyl, octyl, propargyl, allyl, and furfuryl was quantitatively incorporated to the ADMET polymer backbone through various amines using activated ester substitution reaction. The ADMET polymers studied in this work were characterized using ¹H, ¹³C, and ¹⁹F NMR, GPC and DSC and displayed a monomodal distribution and a rather broad polydispersity index in the range of −1.33 to 1.90.

Original language	English
Pages (from-to)	2593-2598
Number of pages	6
Journal	Journal of Polymer Science, Part A: Polymer Chemistry
Volume	54
Issue number	16
DOIs	https://doi.org/10.1002/pola.28137
Publication status	Published - 15 Aug 2016

Bibliographical note

Publisher Copyright:
© 2016 Wiley Periodicals, Inc.

Keywords

activated ester substitution reaction
acyclic diene metathesis (ADMET) polymerization
allylamine
benzylamine
DSC
furfurylamine
NMR
octylamine
perfluorophenyl ester
propargylamine

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10.1002/pola.28137

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title = "Post-functionalization of perfluorophenyl ester-functional acyclic diene metathesis polymer",

abstract = "The acyclic diene metathesis (ADMET) polymerization was utilized for the design of the ADMET polymer (Mn = 21,200 g/mol, Mw/Mn = 1.74) with pendant perfluorophenyl ester functionality using Grubbs first generation catalysis overnight in bulk at 80 °C. Next, a wide variety of functional groups, like benzyl, octyl, propargyl, allyl, and furfuryl was quantitatively incorporated to the ADMET polymer backbone through various amines using activated ester substitution reaction. The ADMET polymers studied in this work were characterized using 1H, 13C, and 19F NMR, GPC and DSC and displayed a monomodal distribution and a rather broad polydispersity index in the range of −1.33 to 1.90.",

keywords = "activated ester substitution reaction, acyclic diene metathesis (ADMET) polymerization, allylamine, benzylamine, DSC, furfurylamine, NMR, octylamine, perfluorophenyl ester, propargylamine",

author = "Ozgun Daglar and Hakan Durmaz and Gurkan Hizal and Umit Tunca",

note = "Publisher Copyright: {\textcopyright} 2016 Wiley Periodicals, Inc.",

year = "2016",

month = aug,

day = "15",

doi = "10.1002/pola.28137",

language = "English",

volume = "54",

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T1 - Post-functionalization of perfluorophenyl ester-functional acyclic diene metathesis polymer

AU - Daglar, Ozgun

AU - Durmaz, Hakan

AU - Hizal, Gurkan

AU - Tunca, Umit

PY - 2016/8/15

Y1 - 2016/8/15

N2 - The acyclic diene metathesis (ADMET) polymerization was utilized for the design of the ADMET polymer (Mn = 21,200 g/mol, Mw/Mn = 1.74) with pendant perfluorophenyl ester functionality using Grubbs first generation catalysis overnight in bulk at 80 °C. Next, a wide variety of functional groups, like benzyl, octyl, propargyl, allyl, and furfuryl was quantitatively incorporated to the ADMET polymer backbone through various amines using activated ester substitution reaction. The ADMET polymers studied in this work were characterized using 1H, 13C, and 19F NMR, GPC and DSC and displayed a monomodal distribution and a rather broad polydispersity index in the range of −1.33 to 1.90.

AB - The acyclic diene metathesis (ADMET) polymerization was utilized for the design of the ADMET polymer (Mn = 21,200 g/mol, Mw/Mn = 1.74) with pendant perfluorophenyl ester functionality using Grubbs first generation catalysis overnight in bulk at 80 °C. Next, a wide variety of functional groups, like benzyl, octyl, propargyl, allyl, and furfuryl was quantitatively incorporated to the ADMET polymer backbone through various amines using activated ester substitution reaction. The ADMET polymers studied in this work were characterized using 1H, 13C, and 19F NMR, GPC and DSC and displayed a monomodal distribution and a rather broad polydispersity index in the range of −1.33 to 1.90.

KW - activated ester substitution reaction

KW - acyclic diene metathesis (ADMET) polymerization

KW - allylamine

KW - benzylamine

KW - DSC

KW - furfurylamine

KW - NMR

KW - octylamine

KW - perfluorophenyl ester

KW - propargylamine

UR - http://www.scopus.com/inward/record.url?scp=84992300107&partnerID=8YFLogxK

U2 - 10.1002/pola.28137

DO - 10.1002/pola.28137

M3 - Article

AN - SCOPUS:84992300107

SN - 0887-624X

VL - 54

SP - 2593

EP - 2598

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

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

IS - 16

ER -

Post-functionalization of perfluorophenyl ester-functional acyclic diene metathesis polymer

Abstract

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Keywords

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