Synthesis and liquid crystalline behavior of bulky poly(methacrylamide)s

Kylie B. Manning, Alexander G. Shtukenberg, Shane M. Nichols, Bart Kahr, Marcus Weck

Research output: Contribution to journalArticle

Abstract

N-(Bis(4-(2-ethylhexyloxy)phenyl)(phenyl)-methyl)methacrylamide was synthesized and polymerized via reversible addition-fragmentation chain-transfer (RAFT) polymerization. The chain-transfer agent (4-cyano-4-(phenylcarbonothioylthio) pentanoic acid (CPADB)), combined with a chiral additive, and a radical initiator yielded polymers with dispersities between 1.2 and 1.4. At low concentrations, the polymers are soluble in hexanes and chloroform while at higher concentrations they swell in these solvents. Characterization of the polymers by wide-angle X-ray scattering (WAXS) revealed an interplanar distance of 19.0 Å. The WAXS data combined with polarized optical microscopy support a lamellar crystallization and lyotropic liquid crystalline behavior in hexanes and chloroform.

Original languageEnglish (US)
Pages (from-to)2563-2568
Number of pages6
JournalJournal of Polymer Science, Part A: Polymer Chemistry
Volume53
Issue number22
DOIs
StatePublished - Nov 15 2015

Fingerprint

Polymers
Hexanes
Chloroform
Chlorine compounds
Crystalline materials
Hexane
X ray scattering
Liquids
Pentanoic Acids
Crystallization
Optical microscopy
Polymerization
Acids
methacrylamide

Keywords

  • helical polymer
  • helix-sense selective polymerization
  • liquid-crystalline polymers (LCP)
  • lyotropic liquid crystal
  • methacrylate
  • reversible addition fragmentation chain transfer (RAFT)
  • spherulites

ASJC Scopus subject areas

  • Materials Chemistry
  • Polymers and Plastics
  • Organic Chemistry

Cite this

Synthesis and liquid crystalline behavior of bulky poly(methacrylamide)s. / Manning, Kylie B.; Shtukenberg, Alexander G.; Nichols, Shane M.; Kahr, Bart; Weck, Marcus.

In: Journal of Polymer Science, Part A: Polymer Chemistry, Vol. 53, No. 22, 15.11.2015, p. 2563-2568.

Research output: Contribution to journalArticle

Manning, Kylie B. ; Shtukenberg, Alexander G. ; Nichols, Shane M. ; Kahr, Bart ; Weck, Marcus. / Synthesis and liquid crystalline behavior of bulky poly(methacrylamide)s. In: Journal of Polymer Science, Part A: Polymer Chemistry. 2015 ; Vol. 53, No. 22. pp. 2563-2568.
@article{fd7b712f500e49edb2a7684e77ad0cb0,
title = "Synthesis and liquid crystalline behavior of bulky poly(methacrylamide)s",
abstract = "N-(Bis(4-(2-ethylhexyloxy)phenyl)(phenyl)-methyl)methacrylamide was synthesized and polymerized via reversible addition-fragmentation chain-transfer (RAFT) polymerization. The chain-transfer agent (4-cyano-4-(phenylcarbonothioylthio) pentanoic acid (CPADB)), combined with a chiral additive, and a radical initiator yielded polymers with dispersities between 1.2 and 1.4. At low concentrations, the polymers are soluble in hexanes and chloroform while at higher concentrations they swell in these solvents. Characterization of the polymers by wide-angle X-ray scattering (WAXS) revealed an interplanar distance of 19.0 {\AA}. The WAXS data combined with polarized optical microscopy support a lamellar crystallization and lyotropic liquid crystalline behavior in hexanes and chloroform.",
keywords = "helical polymer, helix-sense selective polymerization, liquid-crystalline polymers (LCP), lyotropic liquid crystal, methacrylate, reversible addition fragmentation chain transfer (RAFT), spherulites",
author = "Manning, {Kylie B.} and Shtukenberg, {Alexander G.} and Nichols, {Shane M.} and Bart Kahr and Marcus Weck",
year = "2015",
month = "11",
day = "15",
doi = "10.1002/pola.27774",
language = "English (US)",
volume = "53",
pages = "2563--2568",
journal = "Journal of Polymer Science, Part A: Polymer Chemistry",
issn = "0887-624X",
publisher = "John Wiley and Sons Inc.",
number = "22",

}

TY - JOUR

T1 - Synthesis and liquid crystalline behavior of bulky poly(methacrylamide)s

AU - Manning, Kylie B.

AU - Shtukenberg, Alexander G.

AU - Nichols, Shane M.

AU - Kahr, Bart

AU - Weck, Marcus

PY - 2015/11/15

Y1 - 2015/11/15

N2 - N-(Bis(4-(2-ethylhexyloxy)phenyl)(phenyl)-methyl)methacrylamide was synthesized and polymerized via reversible addition-fragmentation chain-transfer (RAFT) polymerization. The chain-transfer agent (4-cyano-4-(phenylcarbonothioylthio) pentanoic acid (CPADB)), combined with a chiral additive, and a radical initiator yielded polymers with dispersities between 1.2 and 1.4. At low concentrations, the polymers are soluble in hexanes and chloroform while at higher concentrations they swell in these solvents. Characterization of the polymers by wide-angle X-ray scattering (WAXS) revealed an interplanar distance of 19.0 Å. The WAXS data combined with polarized optical microscopy support a lamellar crystallization and lyotropic liquid crystalline behavior in hexanes and chloroform.

AB - N-(Bis(4-(2-ethylhexyloxy)phenyl)(phenyl)-methyl)methacrylamide was synthesized and polymerized via reversible addition-fragmentation chain-transfer (RAFT) polymerization. The chain-transfer agent (4-cyano-4-(phenylcarbonothioylthio) pentanoic acid (CPADB)), combined with a chiral additive, and a radical initiator yielded polymers with dispersities between 1.2 and 1.4. At low concentrations, the polymers are soluble in hexanes and chloroform while at higher concentrations they swell in these solvents. Characterization of the polymers by wide-angle X-ray scattering (WAXS) revealed an interplanar distance of 19.0 Å. The WAXS data combined with polarized optical microscopy support a lamellar crystallization and lyotropic liquid crystalline behavior in hexanes and chloroform.

KW - helical polymer

KW - helix-sense selective polymerization

KW - liquid-crystalline polymers (LCP)

KW - lyotropic liquid crystal

KW - methacrylate

KW - reversible addition fragmentation chain transfer (RAFT)

KW - spherulites

UR - http://www.scopus.com/inward/record.url?scp=84942834716&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=84942834716&partnerID=8YFLogxK

U2 - 10.1002/pola.27774

DO - 10.1002/pola.27774

M3 - Article

VL - 53

SP - 2563

EP - 2568

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

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

SN - 0887-624X

IS - 22

ER -