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Photochromism of diarylethene molecules and crystals.

Irie M - Proc. Jpn. Acad., Ser. B, Phys. Biol. Sci. (2010)

Bottom Line: The thermal irreversibility is an indispensable property for the application of photochromic molecules to optical memories and switches.We have developed a new class of photochromic molecules named "diarylethenes", which show the thermally irreversible photochromic reactivity.The well designed diarylethene derivatives provide outstanding photochromic performance: both isomers are thermally stable for more than 470,000 years, photoinduced coloration/decoloration can be repeated more than 10(5) cycles, the quantum yield of cyclization reaction is close to 1 (100%), and the response times of both coloration and decoloration are less than 10 ps.

View Article: PubMed Central - PubMed

Affiliation: Department of Chemistry and Research Center for Smart Molecules, Rikkyo University, Tokyo, Japan.

ABSTRACT
Photochromism is defined as a reversible transformation of a chemical species between two isomers upon photoirradiation. Although vast numbers of photochromic molecules have been so far reported, photochromic molecules which exhibit thermally irreversible photochromic reactivity are limited to a few examples. The thermal irreversibility is an indispensable property for the application of photochromic molecules to optical memories and switches. We have developed a new class of photochromic molecules named "diarylethenes", which show the thermally irreversible photochromic reactivity. The well designed diarylethene derivatives provide outstanding photochromic performance: both isomers are thermally stable for more than 470,000 years, photoinduced coloration/decoloration can be repeated more than 10(5) cycles, the quantum yield of cyclization reaction is close to 1 (100%), and the response times of both coloration and decoloration are less than 10 ps. This review describes theoretical background of the photochromic reactions, color changes of the derivatives in solution as well as in the single crystalline phase, and application of the crystals to light-driven actuators.

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Color changes of several diarylethene single crystals upon photoirradiation.
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fig08: Color changes of several diarylethene single crystals upon photoirradiation.

Mentions: Most of diarylethene derivatives undergo photochromism even in the single crystalline phase, because the geometrical structural change during the photochromic reaction is very small. Figure 8 shows typical color changes of several diarylethene single crystals.30) Upon irradiation with UV light, colorless crystals turn yellow, red, blue or green, depending on the molecular structure of the diarylethenes. The colored forms are stable even at 100 ℃ and never return to the initial colorless form at room temperature in the dark. The color disappeared by irradiation with visible light. The photoinduced coloration/decoloration cycles can be repeated more than 104–105 times without any destruction of the crystals.


Photochromism of diarylethene molecules and crystals.

Irie M - Proc. Jpn. Acad., Ser. B, Phys. Biol. Sci. (2010)

Color changes of several diarylethene single crystals upon photoirradiation.
© Copyright Policy - open-access
Related In: Results  -  Collection

Show All Figures
getmorefigures.php?uid=PMC3108296&req=5

fig08: Color changes of several diarylethene single crystals upon photoirradiation.
Mentions: Most of diarylethene derivatives undergo photochromism even in the single crystalline phase, because the geometrical structural change during the photochromic reaction is very small. Figure 8 shows typical color changes of several diarylethene single crystals.30) Upon irradiation with UV light, colorless crystals turn yellow, red, blue or green, depending on the molecular structure of the diarylethenes. The colored forms are stable even at 100 ℃ and never return to the initial colorless form at room temperature in the dark. The color disappeared by irradiation with visible light. The photoinduced coloration/decoloration cycles can be repeated more than 104–105 times without any destruction of the crystals.

Bottom Line: The thermal irreversibility is an indispensable property for the application of photochromic molecules to optical memories and switches.We have developed a new class of photochromic molecules named "diarylethenes", which show the thermally irreversible photochromic reactivity.The well designed diarylethene derivatives provide outstanding photochromic performance: both isomers are thermally stable for more than 470,000 years, photoinduced coloration/decoloration can be repeated more than 10(5) cycles, the quantum yield of cyclization reaction is close to 1 (100%), and the response times of both coloration and decoloration are less than 10 ps.

View Article: PubMed Central - PubMed

Affiliation: Department of Chemistry and Research Center for Smart Molecules, Rikkyo University, Tokyo, Japan.

ABSTRACT
Photochromism is defined as a reversible transformation of a chemical species between two isomers upon photoirradiation. Although vast numbers of photochromic molecules have been so far reported, photochromic molecules which exhibit thermally irreversible photochromic reactivity are limited to a few examples. The thermal irreversibility is an indispensable property for the application of photochromic molecules to optical memories and switches. We have developed a new class of photochromic molecules named "diarylethenes", which show the thermally irreversible photochromic reactivity. The well designed diarylethene derivatives provide outstanding photochromic performance: both isomers are thermally stable for more than 470,000 years, photoinduced coloration/decoloration can be repeated more than 10(5) cycles, the quantum yield of cyclization reaction is close to 1 (100%), and the response times of both coloration and decoloration are less than 10 ps. This review describes theoretical background of the photochromic reactions, color changes of the derivatives in solution as well as in the single crystalline phase, and application of the crystals to light-driven actuators.

Show MeSH
Related in: MedlinePlus