Efficient synthesis of block copolymers bearing donor-acceptor chromophores for second-order nonlinear optical applications

Yongrong Li, Kazuma Tsuboi, Tsuyoshi Michinobu, Yoshihito Ishida, Tomoyasu Hirai, Teruaki Hayakawa, Masa Aki Kakimoto

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

Block copolymers composed of unsubstituted polystyrene and electron-rich alkyne functionalized polystyrene segments were prepared by atom transfer radical polymerization (ATRP) of N,N-didodecyl-4-[(4-vinylphenyl)ethynyl]aniline (2) with bromine-terminated polystyrene (1). Subsequently, the atom-economic addition reaction between electron-rich alkynes and tetracyanoethylene (TCNE) was applied as an efficient post-functionalizalion method to introduce donor-acceptor chromophores. All polymers were comprehensively characterized by GPC, 1H NMR, 1R and UV-Vis spectroscopies, and electrochemistry. The TCNE-adducted polymers showed intense charge-transfer (CT) bands, well-defined redox activities, and good thermal stability. Furthermore, the second harmonic generation (SHG) of the spin-coated polymer thin films on a glass slide was measured before and after electric poling, and the SHG coefficient (d33) of the poled thin film reached 3.0 pm V-1.

Original languageEnglish
Pages (from-to)337-342
Number of pages6
JournalJournal of Photopolymer Science and Technology
Volume23
Issue number3
DOIs
Publication statusPublished - Oct 1 2010

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Bearings (structural)
Polystyrenes
Chromophores
Block copolymers
Alkynes
Harmonic generation
Polymers
Bromine
Thin films
Addition reactions
Electrons
Atom transfer radical polymerization
Electrochemistry
Aniline
Ultraviolet spectroscopy
Polymer films
Charge transfer
Thermodynamic stability
Nuclear magnetic resonance
Glass

All Science Journal Classification (ASJC) codes

  • Materials Chemistry
  • Polymers and Plastics
  • Organic Chemistry

Cite this

Efficient synthesis of block copolymers bearing donor-acceptor chromophores for second-order nonlinear optical applications. / Li, Yongrong; Tsuboi, Kazuma; Michinobu, Tsuyoshi; Ishida, Yoshihito; Hirai, Tomoyasu; Hayakawa, Teruaki; Kakimoto, Masa Aki.

In: Journal of Photopolymer Science and Technology, Vol. 23, No. 3, 01.10.2010, p. 337-342.

Research output: Contribution to journalArticle

Li, Yongrong ; Tsuboi, Kazuma ; Michinobu, Tsuyoshi ; Ishida, Yoshihito ; Hirai, Tomoyasu ; Hayakawa, Teruaki ; Kakimoto, Masa Aki. / Efficient synthesis of block copolymers bearing donor-acceptor chromophores for second-order nonlinear optical applications. In: Journal of Photopolymer Science and Technology. 2010 ; Vol. 23, No. 3. pp. 337-342.
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