Synthesis and characterization of trifluoromethyl substituted styrene polymers and copolymers with methacrylates

Effects of trifluoromethyl substituent on styrene

Hongxiang Teng, Liping Lou, Kotaro Koike, Yasuhiro Koike, Yoshi Okamoto

Research output: Contribution to journalArticle

19 Citations (Scopus)

Abstract

2-Trifluoromethyl styrene (2TFMS), 2,5-bis(trifluoromethyl) styrene (25BTFMS), and 3,5-bis(trifluoromethyl) styrene (35BTFMS) were synthesized. These styrenes were readily polymerized in bulk and also in solution using AIBN as a free radical initiator. The polymerization rate of these trifluoromethyl substituted styrenes and other monomers such as styrene (St), pentafluorostyrene (PFS) and 4-trifluoromethyl-tetrafluorostyrene (TFMTFS) were measured in benzene and dioxane by monitoring the 1H NMR spectra of the double bond hydrogen. The order of polymerization rates was TFMTFS > 35BTFMS > 25BTFMS > PFS > 2TFMS > St. Tgs of styrene polymers with CF3 substituted on the ortho position of the phenyl ring were much higher than those of the meta and para substituted styrenes due to the steric hindrance of the bulky CF3 group close to the polymer main chain, which resulted in a decrease in the segment mobility of the polymer chains and an increasing Tg of the polymers. The copolymers of 2TFMS with methyl methacrylate (MMA) and also 25BTFMS with trifluoroethyl methacrylate (TFEMA) were prepared. Tgs of the copolymers were in the range of 120-145 °C and the copolymers were transparent and thermally stable. The copolymer films were flexible and exhibited high transmittance as the homopolymers of MMA and TFEMA. Thus, these copolymers may be utilized as novel optical materials.

Original languageEnglish
Pages (from-to)949-953
Number of pages5
JournalPolymer
Volume52
Issue number4
DOIs
Publication statusPublished - 2011 Feb 17

Fingerprint

Styrene
Methacrylates
Polymers
Copolymers
Styrenes
Polymerization
Optical materials
Benzene
Homopolymerization
Free Radicals
Hydrogen bonds
Free radicals
Monomers
Nuclear magnetic resonance

Keywords

  • Copolymer
  • Homopolymer
  • Trifluoromethyl styrenes

ASJC Scopus subject areas

  • Organic Chemistry
  • Polymers and Plastics

Cite this

Synthesis and characterization of trifluoromethyl substituted styrene polymers and copolymers with methacrylates : Effects of trifluoromethyl substituent on styrene. / Teng, Hongxiang; Lou, Liping; Koike, Kotaro; Koike, Yasuhiro; Okamoto, Yoshi.

In: Polymer, Vol. 52, No. 4, 17.02.2011, p. 949-953.

Research output: Contribution to journalArticle

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