Synthesis and characterization of poly(2-ethylhexyl methacrylate) copolymers containing pendant, self-complementary multiple-hydrogen-bonding sites

Casey L. Elkins, Taigyoo Park, Matthew G. Mckee, Timothy Edward Long

Research output: Contribution to journalArticle

63 Citations (Scopus)

Abstract

The synthesis and characterization of copolymers containing 2-ethylhexyl methacrylate and a quadruple-hydrogen-bonding site, 2-ureido-4[1H]-pyrimidone methacrylate (UPyMA), are described. An analogous dimeric hydrogen-bond- containing copolymer based on 2-ethylhexyl methacrylate and methacrylic acid (PEHMA-co-MAA) was also synthesized for comparative purposes. The glass-transition temperatures of the poly(2-ethylhexyl methacrylate-co-2-ureido- 4[1H]-pyrimidone methacrylate) (PEHMA-co-UPyMA) series increased linearly with increasing UPyMA content. Creep compliance measurements as a function of temperature indicated a decrease in the creep compliance with increasing UPyMA content over the range of 1-10 mol % UPyMA. Melt rheological analysis also showed an increase and lengthening of the plateau modulus as a function of frequency with increasing UPyMA content, as well as increasing complex viscosity as a function of temperature. The analogous PEHMA-co-MAA copolymer, which contained 11 mol % methacrylic acid, showed, in the melt rheological analysis, behavior similar to that of the PEHMA-co-UPyMA copolymer containing only 1 mol % UPyMA units. The multiple-hydrogen-bond-containing copolymers were successfully analyzed with time-temperature superposition for the construction of master curves.

Original languageEnglish
Pages (from-to)4618-4631
Number of pages14
JournalJournal of Polymer Science, Part A: Polymer Chemistry
Volume43
Issue number19
DOIs
Publication statusPublished - 2005 Oct 1
Externally publishedYes

Fingerprint

Methacrylates
Hydrogen bonds
Copolymers
Creep
Acids
Temperature
Viscosity
2-ureido-4-pyrimidone

Keywords

  • Mechanical properties
  • Melt rheology
  • Molecular recognition
  • Multiple hydrogen bonding
  • Radical polymerization
  • Random copolymerization

ASJC Scopus subject areas

  • Polymers and Plastics
  • Organic Chemistry
  • Materials Chemistry

Cite this

Synthesis and characterization of poly(2-ethylhexyl methacrylate) copolymers containing pendant, self-complementary multiple-hydrogen-bonding sites. / Elkins, Casey L.; Park, Taigyoo; Mckee, Matthew G.; Long, Timothy Edward.

In: Journal of Polymer Science, Part A: Polymer Chemistry, Vol. 43, No. 19, 01.10.2005, p. 4618-4631.

Research output: Contribution to journalArticle

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abstract = "The synthesis and characterization of copolymers containing 2-ethylhexyl methacrylate and a quadruple-hydrogen-bonding site, 2-ureido-4[1H]-pyrimidone methacrylate (UPyMA), are described. An analogous dimeric hydrogen-bond- containing copolymer based on 2-ethylhexyl methacrylate and methacrylic acid (PEHMA-co-MAA) was also synthesized for comparative purposes. The glass-transition temperatures of the poly(2-ethylhexyl methacrylate-co-2-ureido- 4[1H]-pyrimidone methacrylate) (PEHMA-co-UPyMA) series increased linearly with increasing UPyMA content. Creep compliance measurements as a function of temperature indicated a decrease in the creep compliance with increasing UPyMA content over the range of 1-10 mol {\%} UPyMA. Melt rheological analysis also showed an increase and lengthening of the plateau modulus as a function of frequency with increasing UPyMA content, as well as increasing complex viscosity as a function of temperature. The analogous PEHMA-co-MAA copolymer, which contained 11 mol {\%} methacrylic acid, showed, in the melt rheological analysis, behavior similar to that of the PEHMA-co-UPyMA copolymer containing only 1 mol {\%} UPyMA units. The multiple-hydrogen-bond-containing copolymers were successfully analyzed with time-temperature superposition for the construction of master curves.",
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