Template-enhanced ring-opening metathesis polymerization

Clinton R. South, Marcus Weck

Research output: Contribution to journalArticle

Abstract

The template-enhanced ring-opening metathesis polymerization (ROMP) of a norbornene-based thymine monomer was examined. The template, based on diaminopyridine functionalized norbornenes that are designed to recognize thymine substrates with high fidelity, was synthesized via ROMP. The resulting template was used to harness the polymerization of the thymine monomer producing a bis-poly(norbornene) complex. Using 1H NMR spectroscopy, we determined that the polymerization conditions do not disrupt the hydrogen bonding. In addition, the template enhances the rate of the polymerization by inducing an increase in local monomer concentration. To examine whether the polymerization is controlled, we synthesized a solid-supported diaminopyridine template. After the polymerization off this solid-supported template, we extracted the daughter polymer from the support. Detailed analysis of the daughter template proved that the templated polymerization was controlled and that the supported template produces a well-defined daughter polymer.

Original languageEnglish (US)
Pages (from-to)1386-1394
Number of pages9
JournalMacromolecules
Volume40
Issue number5
DOIs
StatePublished - Mar 6 2007

Fingerprint

Ring opening polymerization
Polymerization
Thymine
Monomers
Polymers
Nuclear magnetic resonance spectroscopy
Hydrogen bonds
Substrates

ASJC Scopus subject areas

  • Materials Chemistry

Cite this

Template-enhanced ring-opening metathesis polymerization. / South, Clinton R.; Weck, Marcus.

In: Macromolecules, Vol. 40, No. 5, 06.03.2007, p. 1386-1394.

Research output: Contribution to journalArticle

South, Clinton R. ; Weck, Marcus. / Template-enhanced ring-opening metathesis polymerization. In: Macromolecules. 2007 ; Vol. 40, No. 5. pp. 1386-1394.
@article{7b71f30f8dc64451b2c01a7ce1ceedc8,
title = "Template-enhanced ring-opening metathesis polymerization",
abstract = "The template-enhanced ring-opening metathesis polymerization (ROMP) of a norbornene-based thymine monomer was examined. The template, based on diaminopyridine functionalized norbornenes that are designed to recognize thymine substrates with high fidelity, was synthesized via ROMP. The resulting template was used to harness the polymerization of the thymine monomer producing a bis-poly(norbornene) complex. Using 1H NMR spectroscopy, we determined that the polymerization conditions do not disrupt the hydrogen bonding. In addition, the template enhances the rate of the polymerization by inducing an increase in local monomer concentration. To examine whether the polymerization is controlled, we synthesized a solid-supported diaminopyridine template. After the polymerization off this solid-supported template, we extracted the daughter polymer from the support. Detailed analysis of the daughter template proved that the templated polymerization was controlled and that the supported template produces a well-defined daughter polymer.",
author = "South, {Clinton R.} and Marcus Weck",
year = "2007",
month = "3",
day = "6",
doi = "10.1021/ma062360y",
language = "English (US)",
volume = "40",
pages = "1386--1394",
journal = "Macromolecules",
issn = "0024-9297",
publisher = "American Chemical Society",
number = "5",

}

TY - JOUR

T1 - Template-enhanced ring-opening metathesis polymerization

AU - South, Clinton R.

AU - Weck, Marcus

PY - 2007/3/6

Y1 - 2007/3/6

N2 - The template-enhanced ring-opening metathesis polymerization (ROMP) of a norbornene-based thymine monomer was examined. The template, based on diaminopyridine functionalized norbornenes that are designed to recognize thymine substrates with high fidelity, was synthesized via ROMP. The resulting template was used to harness the polymerization of the thymine monomer producing a bis-poly(norbornene) complex. Using 1H NMR spectroscopy, we determined that the polymerization conditions do not disrupt the hydrogen bonding. In addition, the template enhances the rate of the polymerization by inducing an increase in local monomer concentration. To examine whether the polymerization is controlled, we synthesized a solid-supported diaminopyridine template. After the polymerization off this solid-supported template, we extracted the daughter polymer from the support. Detailed analysis of the daughter template proved that the templated polymerization was controlled and that the supported template produces a well-defined daughter polymer.

AB - The template-enhanced ring-opening metathesis polymerization (ROMP) of a norbornene-based thymine monomer was examined. The template, based on diaminopyridine functionalized norbornenes that are designed to recognize thymine substrates with high fidelity, was synthesized via ROMP. The resulting template was used to harness the polymerization of the thymine monomer producing a bis-poly(norbornene) complex. Using 1H NMR spectroscopy, we determined that the polymerization conditions do not disrupt the hydrogen bonding. In addition, the template enhances the rate of the polymerization by inducing an increase in local monomer concentration. To examine whether the polymerization is controlled, we synthesized a solid-supported diaminopyridine template. After the polymerization off this solid-supported template, we extracted the daughter polymer from the support. Detailed analysis of the daughter template proved that the templated polymerization was controlled and that the supported template produces a well-defined daughter polymer.

UR - http://www.scopus.com/inward/record.url?scp=33947252363&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=33947252363&partnerID=8YFLogxK

U2 - 10.1021/ma062360y

DO - 10.1021/ma062360y

M3 - Article

AN - SCOPUS:33947252363

VL - 40

SP - 1386

EP - 1394

JO - Macromolecules

JF - Macromolecules

SN - 0024-9297

IS - 5

ER -