Tacticity control in the radical polymerization of 2,2,2-trifluoroethyl methacrylate with fluoroalcohol

Weihong Liu, Kai Tang, Yinzhong Guo, Yasuhiro Koike, Yoshi Okamoto

Research output: Contribution to journalArticle

26 Citations (Scopus)

Abstract

The free-radical polymerization of 2,2,2-trifluoroethyl methacrylate (TEMA) was carried out in fluoroalcohols to achieve stereoregulation. The polymerization reactivity at low temperature and syndiotactic specificity were enhanced by the use of fluoroalcohol as a solvent. The polymer having triad syndiotacticity (rr) of 70% was obtained in perfluoro- t -butyl alcohol. It was noted that the stereochemistry was nearly independent of reaction temperature. The stereoeffect of fluoroalcohols seemed to be due to the hydrogen-bonding interaction between the alcohol and the monomer or growing species. The hydrogen-bonding formation was determined by FTIR. The copolymerization of TEMA with methyl methacrylate (MMA) in hexafluoroisopropanol afforded a copolymer with syndiotactic specificity. By this method, a cladding material for an optical fiber based on poly(methyl methacrylate) (PMMA) with high mechanical strength and low refractive index could be obtained.

Original languageEnglish
Pages (from-to)147-151
Number of pages5
JournalJournal of Fluorine Chemistry
Volume123
Issue number1
DOIs
Publication statusPublished - 2003 Sep 1

Fingerprint

Hydrogen Bonding
Free radical polymerization
polymerization
Polymerization
alcohol
Hydrogen bonds
alcohols
Alcohols
hydrogen
Optical Fibers
Refractometry
1-Butanol
Stereochemistry
Temperature
Methacrylates
stereochemistry
copolymerization
Polymethyl Methacrylate
free radical
Fourier Transform Infrared Spectroscopy

Keywords

  • 2,2,2-Trifluoroethyl methacrylate
  • Copolymerization
  • Fluoroalcohol
  • Optical fiber
  • Radical polymerization
  • Tacticity

ASJC Scopus subject areas

  • Inorganic Chemistry
  • Organic Chemistry
  • Materials Chemistry
  • Polymers and Plastics

Cite this

Tacticity control in the radical polymerization of 2,2,2-trifluoroethyl methacrylate with fluoroalcohol. / Liu, Weihong; Tang, Kai; Guo, Yinzhong; Koike, Yasuhiro; Okamoto, Yoshi.

In: Journal of Fluorine Chemistry, Vol. 123, No. 1, 01.09.2003, p. 147-151.

Research output: Contribution to journalArticle

Liu, Weihong ; Tang, Kai ; Guo, Yinzhong ; Koike, Yasuhiro ; Okamoto, Yoshi. / Tacticity control in the radical polymerization of 2,2,2-trifluoroethyl methacrylate with fluoroalcohol. In: Journal of Fluorine Chemistry. 2003 ; Vol. 123, No. 1. pp. 147-151.
@article{86cd079e3ffe45ab85b5374d6da46907,
title = "Tacticity control in the radical polymerization of 2,2,2-trifluoroethyl methacrylate with fluoroalcohol",
abstract = "The free-radical polymerization of 2,2,2-trifluoroethyl methacrylate (TEMA) was carried out in fluoroalcohols to achieve stereoregulation. The polymerization reactivity at low temperature and syndiotactic specificity were enhanced by the use of fluoroalcohol as a solvent. The polymer having triad syndiotacticity (rr) of 70{\%} was obtained in perfluoro- t -butyl alcohol. It was noted that the stereochemistry was nearly independent of reaction temperature. The stereoeffect of fluoroalcohols seemed to be due to the hydrogen-bonding interaction between the alcohol and the monomer or growing species. The hydrogen-bonding formation was determined by FTIR. The copolymerization of TEMA with methyl methacrylate (MMA) in hexafluoroisopropanol afforded a copolymer with syndiotactic specificity. By this method, a cladding material for an optical fiber based on poly(methyl methacrylate) (PMMA) with high mechanical strength and low refractive index could be obtained.",
keywords = "2,2,2-Trifluoroethyl methacrylate, Copolymerization, Fluoroalcohol, Optical fiber, Radical polymerization, Tacticity",
author = "Weihong Liu and Kai Tang and Yinzhong Guo and Yasuhiro Koike and Yoshi Okamoto",
year = "2003",
month = "9",
day = "1",
doi = "10.1016/S0022-1139(03)00114-3",
language = "English",
volume = "123",
pages = "147--151",
journal = "Journal of Fluorine Chemistry",
issn = "0022-1139",
publisher = "Elsevier BV",
number = "1",

}

TY - JOUR

T1 - Tacticity control in the radical polymerization of 2,2,2-trifluoroethyl methacrylate with fluoroalcohol

AU - Liu, Weihong

AU - Tang, Kai

AU - Guo, Yinzhong

AU - Koike, Yasuhiro

AU - Okamoto, Yoshi

PY - 2003/9/1

Y1 - 2003/9/1

N2 - The free-radical polymerization of 2,2,2-trifluoroethyl methacrylate (TEMA) was carried out in fluoroalcohols to achieve stereoregulation. The polymerization reactivity at low temperature and syndiotactic specificity were enhanced by the use of fluoroalcohol as a solvent. The polymer having triad syndiotacticity (rr) of 70% was obtained in perfluoro- t -butyl alcohol. It was noted that the stereochemistry was nearly independent of reaction temperature. The stereoeffect of fluoroalcohols seemed to be due to the hydrogen-bonding interaction between the alcohol and the monomer or growing species. The hydrogen-bonding formation was determined by FTIR. The copolymerization of TEMA with methyl methacrylate (MMA) in hexafluoroisopropanol afforded a copolymer with syndiotactic specificity. By this method, a cladding material for an optical fiber based on poly(methyl methacrylate) (PMMA) with high mechanical strength and low refractive index could be obtained.

AB - The free-radical polymerization of 2,2,2-trifluoroethyl methacrylate (TEMA) was carried out in fluoroalcohols to achieve stereoregulation. The polymerization reactivity at low temperature and syndiotactic specificity were enhanced by the use of fluoroalcohol as a solvent. The polymer having triad syndiotacticity (rr) of 70% was obtained in perfluoro- t -butyl alcohol. It was noted that the stereochemistry was nearly independent of reaction temperature. The stereoeffect of fluoroalcohols seemed to be due to the hydrogen-bonding interaction between the alcohol and the monomer or growing species. The hydrogen-bonding formation was determined by FTIR. The copolymerization of TEMA with methyl methacrylate (MMA) in hexafluoroisopropanol afforded a copolymer with syndiotactic specificity. By this method, a cladding material for an optical fiber based on poly(methyl methacrylate) (PMMA) with high mechanical strength and low refractive index could be obtained.

KW - 2,2,2-Trifluoroethyl methacrylate

KW - Copolymerization

KW - Fluoroalcohol

KW - Optical fiber

KW - Radical polymerization

KW - Tacticity

UR - http://www.scopus.com/inward/record.url?scp=0043287900&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=0043287900&partnerID=8YFLogxK

U2 - 10.1016/S0022-1139(03)00114-3

DO - 10.1016/S0022-1139(03)00114-3

M3 - Article

AN - SCOPUS:0043287900

VL - 123

SP - 147

EP - 151

JO - Journal of Fluorine Chemistry

JF - Journal of Fluorine Chemistry

SN - 0022-1139

IS - 1

ER -