Pentacoordinated iron(II) complexes with 2,6-bis[(imino)ethyl]pyridine- Schiff base ligands as new catalyst systems mediated atom transfer radical polymerization of (meth)acrylate monomers

Adnan Abu-Surrah, Khalid A. Ibrahim, Maher Y. Abdalla, Ayman A. Issa

Research output: Contribution to journalArticle

20 Citations (Scopus)

Abstract

2,6-bis[1-(cis)-myrtanylimino)ethyl]pyridineiron(II) chloride (2) and 2,6-bis[(1-phenylimino)ethyl]pyridineiron(II) chloride (3) were investigated as novel complexes for iron-mediated atom transfer radical polymerization (ATRP) of methyl methacrylate (MMA) and tert-butyl acrylate (tBA) using toluene as the solvent, and ethyl 2-bromoisobutyrate as the initiator. A catalyst/initiator molar ratio as low as 0.1/1 was used in order to reduce catalyst contamination to the polymers. Both complexes produced PMMA and PtBA polymers with controlled structures and very low molecular weight distributions as low as 1.07, in particular for complex 3. High to moderate conversions (30-45%) were obtained in 20 h, although very diluted amount of catalyst was used and in the absence of any reducing agent which indicates an efficient catalyst system. The resulting polymers were characterized by NMR, GPC, and DSC. Syndio-rich atactic poly(t-BA) and poly(MMA) with relatively high [rr] diads (50%, 42%, respectively) were isolated.

Original languageEnglish (US)
Pages (from-to)59-66
Number of pages8
JournalJournal of Polymer Research
Volume18
Issue number1
DOIs
StatePublished - Jan 1 2011

Fingerprint

Schiff Bases
Atom transfer radical polymerization
Pyridine
Iron
Monomers
Ligands
Polymers
Catalysts
Polymethyl Methacrylate
Chlorides
Initiators (chemical)
Methacrylates
Reducing Agents
Toluene
Reducing agents
Molecular weight distribution
Polymethyl methacrylates
Contamination
Nuclear magnetic resonance
acrylic acid

Keywords

  • ATRP
  • Bis(imino)pyridineiron(II) complexes
  • Methyl methacrylate
  • Molecular weight distribution
  • Tacticity
  • Tert-Butylacrylate

ASJC Scopus subject areas

  • Polymers and Plastics
  • Organic Chemistry
  • Materials Chemistry

Cite this

@article{3f9bb63b7258494b8129e0828ec6338d,
title = "Pentacoordinated iron(II) complexes with 2,6-bis[(imino)ethyl]pyridine- Schiff base ligands as new catalyst systems mediated atom transfer radical polymerization of (meth)acrylate monomers",
abstract = "2,6-bis[1-(cis)-myrtanylimino)ethyl]pyridineiron(II) chloride (2) and 2,6-bis[(1-phenylimino)ethyl]pyridineiron(II) chloride (3) were investigated as novel complexes for iron-mediated atom transfer radical polymerization (ATRP) of methyl methacrylate (MMA) and tert-butyl acrylate (tBA) using toluene as the solvent, and ethyl 2-bromoisobutyrate as the initiator. A catalyst/initiator molar ratio as low as 0.1/1 was used in order to reduce catalyst contamination to the polymers. Both complexes produced PMMA and PtBA polymers with controlled structures and very low molecular weight distributions as low as 1.07, in particular for complex 3. High to moderate conversions (30-45{\%}) were obtained in 20 h, although very diluted amount of catalyst was used and in the absence of any reducing agent which indicates an efficient catalyst system. The resulting polymers were characterized by NMR, GPC, and DSC. Syndio-rich atactic poly(t-BA) and poly(MMA) with relatively high [rr] diads (50{\%}, 42{\%}, respectively) were isolated.",
keywords = "ATRP, Bis(imino)pyridineiron(II) complexes, Methyl methacrylate, Molecular weight distribution, Tacticity, Tert-Butylacrylate",
author = "Adnan Abu-Surrah and Ibrahim, {Khalid A.} and Abdalla, {Maher Y.} and Issa, {Ayman A.}",
year = "2011",
month = "1",
day = "1",
doi = "10.1007/s10965-010-9391-7",
language = "English (US)",
volume = "18",
pages = "59--66",
journal = "Journal of Polymer Research",
issn = "1022-9760",
publisher = "Springer Netherlands",
number = "1",

}

TY - JOUR

T1 - Pentacoordinated iron(II) complexes with 2,6-bis[(imino)ethyl]pyridine- Schiff base ligands as new catalyst systems mediated atom transfer radical polymerization of (meth)acrylate monomers

AU - Abu-Surrah, Adnan

AU - Ibrahim, Khalid A.

AU - Abdalla, Maher Y.

AU - Issa, Ayman A.

PY - 2011/1/1

Y1 - 2011/1/1

N2 - 2,6-bis[1-(cis)-myrtanylimino)ethyl]pyridineiron(II) chloride (2) and 2,6-bis[(1-phenylimino)ethyl]pyridineiron(II) chloride (3) were investigated as novel complexes for iron-mediated atom transfer radical polymerization (ATRP) of methyl methacrylate (MMA) and tert-butyl acrylate (tBA) using toluene as the solvent, and ethyl 2-bromoisobutyrate as the initiator. A catalyst/initiator molar ratio as low as 0.1/1 was used in order to reduce catalyst contamination to the polymers. Both complexes produced PMMA and PtBA polymers with controlled structures and very low molecular weight distributions as low as 1.07, in particular for complex 3. High to moderate conversions (30-45%) were obtained in 20 h, although very diluted amount of catalyst was used and in the absence of any reducing agent which indicates an efficient catalyst system. The resulting polymers were characterized by NMR, GPC, and DSC. Syndio-rich atactic poly(t-BA) and poly(MMA) with relatively high [rr] diads (50%, 42%, respectively) were isolated.

AB - 2,6-bis[1-(cis)-myrtanylimino)ethyl]pyridineiron(II) chloride (2) and 2,6-bis[(1-phenylimino)ethyl]pyridineiron(II) chloride (3) were investigated as novel complexes for iron-mediated atom transfer radical polymerization (ATRP) of methyl methacrylate (MMA) and tert-butyl acrylate (tBA) using toluene as the solvent, and ethyl 2-bromoisobutyrate as the initiator. A catalyst/initiator molar ratio as low as 0.1/1 was used in order to reduce catalyst contamination to the polymers. Both complexes produced PMMA and PtBA polymers with controlled structures and very low molecular weight distributions as low as 1.07, in particular for complex 3. High to moderate conversions (30-45%) were obtained in 20 h, although very diluted amount of catalyst was used and in the absence of any reducing agent which indicates an efficient catalyst system. The resulting polymers were characterized by NMR, GPC, and DSC. Syndio-rich atactic poly(t-BA) and poly(MMA) with relatively high [rr] diads (50%, 42%, respectively) were isolated.

KW - ATRP

KW - Bis(imino)pyridineiron(II) complexes

KW - Methyl methacrylate

KW - Molecular weight distribution

KW - Tacticity

KW - Tert-Butylacrylate

UR - http://www.scopus.com/inward/record.url?scp=78650780347&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=78650780347&partnerID=8YFLogxK

U2 - 10.1007/s10965-010-9391-7

DO - 10.1007/s10965-010-9391-7

M3 - Article

AN - SCOPUS:78650780347

VL - 18

SP - 59

EP - 66

JO - Journal of Polymer Research

JF - Journal of Polymer Research

SN - 1022-9760

IS - 1

ER -