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Reversible photochromism of polynorbornenes bearing spiropyran side groups.

Hauser L, Knall AC, Roth M, Trimmel G, Edler M, Griesser T, Kern W - Monatsh. Chem. (2012)

Bottom Line: In this paper, the synthesis and characterization of poly(norbornene) homo- and copolymers bearing spiropyran side groups are described.Difficulties in the homopolymerization of spiropyrans due to the opened merocyanine form were observed leading to low polymerization yields for homopolymers while copolymers with 10 mol% spiropyran content were prepared in good yield.The switching between the apolar spiropyran form and the zwitterionic merocyanine form also leads to switchable wettability as evidenced by contact angle measurements.

View Article: PubMed Central - PubMed

Affiliation: Institute for Chemistry and Technology of Materials, Graz University of Technology, Stremayrgasse 9, 8010 Graz, Austria.

ABSTRACT

Abstract: In this paper, the synthesis and characterization of poly(norbornene) homo- and copolymers bearing spiropyran side groups are described. Difficulties in the homopolymerization of spiropyrans due to the opened merocyanine form were observed leading to low polymerization yields for homopolymers while copolymers with 10 mol% spiropyran content were prepared in good yield. Spiropyrans are characterized by their reversible photochromism, which was conserved in the polymers as shown by UV-Vis spectroscopy and FT-IR spectroscopy. The switching between the apolar spiropyran form and the zwitterionic merocyanine form also leads to switchable wettability as evidenced by contact angle measurements.

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Sch1:  

Mentions: Fischer and Hirshberg [1] were the first to report the reversible photochromism of spiropyrans in 1952. Upon irradiation with ultraviolet light (365 nm), the spiro C–O bond is cleaved, resulting in the zwitterionic merocyanine form. Because of the additional double bond, an extension of the π-system in the merocyanine causes a deep blue color. A reversion of this reaction can be achieved either thermally or by irradiation with longer wavelengths (>500 nm, Scheme 1).Scheme 1


Reversible photochromism of polynorbornenes bearing spiropyran side groups.

Hauser L, Knall AC, Roth M, Trimmel G, Edler M, Griesser T, Kern W - Monatsh. Chem. (2012)

 
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Related In: Results  -  Collection

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getmorefigures.php?uid=PMC4495054&req=5

Sch1:  
Mentions: Fischer and Hirshberg [1] were the first to report the reversible photochromism of spiropyrans in 1952. Upon irradiation with ultraviolet light (365 nm), the spiro C–O bond is cleaved, resulting in the zwitterionic merocyanine form. Because of the additional double bond, an extension of the π-system in the merocyanine causes a deep blue color. A reversion of this reaction can be achieved either thermally or by irradiation with longer wavelengths (>500 nm, Scheme 1).Scheme 1

Bottom Line: In this paper, the synthesis and characterization of poly(norbornene) homo- and copolymers bearing spiropyran side groups are described.Difficulties in the homopolymerization of spiropyrans due to the opened merocyanine form were observed leading to low polymerization yields for homopolymers while copolymers with 10 mol% spiropyran content were prepared in good yield.The switching between the apolar spiropyran form and the zwitterionic merocyanine form also leads to switchable wettability as evidenced by contact angle measurements.

View Article: PubMed Central - PubMed

Affiliation: Institute for Chemistry and Technology of Materials, Graz University of Technology, Stremayrgasse 9, 8010 Graz, Austria.

ABSTRACT

Abstract: In this paper, the synthesis and characterization of poly(norbornene) homo- and copolymers bearing spiropyran side groups are described. Difficulties in the homopolymerization of spiropyrans due to the opened merocyanine form were observed leading to low polymerization yields for homopolymers while copolymers with 10 mol% spiropyran content were prepared in good yield. Spiropyrans are characterized by their reversible photochromism, which was conserved in the polymers as shown by UV-Vis spectroscopy and FT-IR spectroscopy. The switching between the apolar spiropyran form and the zwitterionic merocyanine form also leads to switchable wettability as evidenced by contact angle measurements.

No MeSH data available.