Synthesis and properties of copolymers of methyl methacrylate with 2,3,4,5,6-pentafluoro and 4-trifluoromethyl 2,3,5,6-tetrafluoro styrenes: An intrachain interaction between methyl ester and fluoro aromatic moieties

Liping Lou, Yasuhiro Koike, Yoshiyuki Okamoto

Research output: Contribution to journalArticle

20 Citations (Scopus)

Abstract

2,3,4,5,6-Pentafluoro and 4-trifluoromethyl 2,3,5,6-tetrafluoro styrenes were readily copolymerized with methyl methacrylate (MMA) by a free radical initiator. The copolymers were soluble in tetrahydrofuran and acetone. The films obtained were transparent and flexible. The glass transition temperatures (Tgs) of the copolymers were found positively deviated from the Gordon-Taylor equation. The positive deviation could be accounted for by dipole-dipole intrachain interaction between the methyl ester group of MMA and the highly fluorinated aromatic moiety, which resulted in a decrease in the segmental mobility of the polymer chains and the enhanced Tg values of the copolymers. The water absorption of PMMA was greatly decreased by copolymerization of MMA with the highly fluorinated styrenes. With as little as 10 mol % of pentafluoro styrene content in the copolymer, the water absorption was decreased to one-third of that for pure PMMA. The fluorinated styrenes-MMA copolymers were thermally stable up to 420 °C under air and nitrogen atmospheres. With 50 mol % of MMA in the copolymer, the copolymer was still stable up to 350 °C. Since these copolymers contain a large number of fluorine atoms, the light absorption in the region of the visible to near infrared is decreased in comparison with nonfluorinated polymers. Thus, these copolymers may be suitable for application in optical devices, such as optical fibers and waveguides.

Original languageEnglish
Pages (from-to)4938-4942
Number of pages5
JournalJournal of Polymer Science, Part A: Polymer Chemistry
Volume48
Issue number22
DOIs
Publication statusPublished - 2010 Nov 15

Fingerprint

Styrenes
Methacrylates
Styrene
Esters
Copolymers
Polymethyl Methacrylate
Water absorption
Polymers
Fluorine
Optical waveguides
Optical devices
Acetone
Free radicals
Copolymerization
Light absorption
Free Radicals
Optical fibers
Nitrogen

Keywords

  • copolymerization
  • copolymers
  • fluorinated styrene
  • fluoropolymers
  • refractive index
  • thermal and optical properties
  • thermal properties

ASJC Scopus subject areas

  • Materials Chemistry
  • Polymers and Plastics
  • Organic Chemistry

Cite this

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title = "Synthesis and properties of copolymers of methyl methacrylate with 2,3,4,5,6-pentafluoro and 4-trifluoromethyl 2,3,5,6-tetrafluoro styrenes: An intrachain interaction between methyl ester and fluoro aromatic moieties",
abstract = "2,3,4,5,6-Pentafluoro and 4-trifluoromethyl 2,3,5,6-tetrafluoro styrenes were readily copolymerized with methyl methacrylate (MMA) by a free radical initiator. The copolymers were soluble in tetrahydrofuran and acetone. The films obtained were transparent and flexible. The glass transition temperatures (Tgs) of the copolymers were found positively deviated from the Gordon-Taylor equation. The positive deviation could be accounted for by dipole-dipole intrachain interaction between the methyl ester group of MMA and the highly fluorinated aromatic moiety, which resulted in a decrease in the segmental mobility of the polymer chains and the enhanced Tg values of the copolymers. The water absorption of PMMA was greatly decreased by copolymerization of MMA with the highly fluorinated styrenes. With as little as 10 mol {\%} of pentafluoro styrene content in the copolymer, the water absorption was decreased to one-third of that for pure PMMA. The fluorinated styrenes-MMA copolymers were thermally stable up to 420 °C under air and nitrogen atmospheres. With 50 mol {\%} of MMA in the copolymer, the copolymer was still stable up to 350 °C. Since these copolymers contain a large number of fluorine atoms, the light absorption in the region of the visible to near infrared is decreased in comparison with nonfluorinated polymers. Thus, these copolymers may be suitable for application in optical devices, such as optical fibers and waveguides.",
keywords = "copolymerization, copolymers, fluorinated styrene, fluoropolymers, refractive index, thermal and optical properties, thermal properties",
author = "Liping Lou and Yasuhiro Koike and Yoshiyuki Okamoto",
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T1 - Synthesis and properties of copolymers of methyl methacrylate with 2,3,4,5,6-pentafluoro and 4-trifluoromethyl 2,3,5,6-tetrafluoro styrenes

T2 - An intrachain interaction between methyl ester and fluoro aromatic moieties

AU - Lou, Liping

AU - Koike, Yasuhiro

AU - Okamoto, Yoshiyuki

PY - 2010/11/15

Y1 - 2010/11/15

N2 - 2,3,4,5,6-Pentafluoro and 4-trifluoromethyl 2,3,5,6-tetrafluoro styrenes were readily copolymerized with methyl methacrylate (MMA) by a free radical initiator. The copolymers were soluble in tetrahydrofuran and acetone. The films obtained were transparent and flexible. The glass transition temperatures (Tgs) of the copolymers were found positively deviated from the Gordon-Taylor equation. The positive deviation could be accounted for by dipole-dipole intrachain interaction between the methyl ester group of MMA and the highly fluorinated aromatic moiety, which resulted in a decrease in the segmental mobility of the polymer chains and the enhanced Tg values of the copolymers. The water absorption of PMMA was greatly decreased by copolymerization of MMA with the highly fluorinated styrenes. With as little as 10 mol % of pentafluoro styrene content in the copolymer, the water absorption was decreased to one-third of that for pure PMMA. The fluorinated styrenes-MMA copolymers were thermally stable up to 420 °C under air and nitrogen atmospheres. With 50 mol % of MMA in the copolymer, the copolymer was still stable up to 350 °C. Since these copolymers contain a large number of fluorine atoms, the light absorption in the region of the visible to near infrared is decreased in comparison with nonfluorinated polymers. Thus, these copolymers may be suitable for application in optical devices, such as optical fibers and waveguides.

AB - 2,3,4,5,6-Pentafluoro and 4-trifluoromethyl 2,3,5,6-tetrafluoro styrenes were readily copolymerized with methyl methacrylate (MMA) by a free radical initiator. The copolymers were soluble in tetrahydrofuran and acetone. The films obtained were transparent and flexible. The glass transition temperatures (Tgs) of the copolymers were found positively deviated from the Gordon-Taylor equation. The positive deviation could be accounted for by dipole-dipole intrachain interaction between the methyl ester group of MMA and the highly fluorinated aromatic moiety, which resulted in a decrease in the segmental mobility of the polymer chains and the enhanced Tg values of the copolymers. The water absorption of PMMA was greatly decreased by copolymerization of MMA with the highly fluorinated styrenes. With as little as 10 mol % of pentafluoro styrene content in the copolymer, the water absorption was decreased to one-third of that for pure PMMA. The fluorinated styrenes-MMA copolymers were thermally stable up to 420 °C under air and nitrogen atmospheres. With 50 mol % of MMA in the copolymer, the copolymer was still stable up to 350 °C. Since these copolymers contain a large number of fluorine atoms, the light absorption in the region of the visible to near infrared is decreased in comparison with nonfluorinated polymers. Thus, these copolymers may be suitable for application in optical devices, such as optical fibers and waveguides.

KW - copolymerization

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KW - fluorinated styrene

KW - fluoropolymers

KW - refractive index

KW - thermal and optical properties

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