Division of Materials Science,Nara Institute of Science and Technology Photonic and Reactive Molecular Science Laboratory



New Functional Photo-reactive Molecules

Photochromic reaction of organic molecules in crystal
Proc. Jpn. Acad., Ser. B, 2001, 30-35

Photochromic molecules undergo reversible photo-induced isomerization under light irradiation. We explore new photoreactive molecules which exhibit reversible switching and manipulating various chemical functionality. We also study on new photopolymer systems, radio-sensing materials and photo-patterning materials.

1. Structure and Photoreactivity of Triangle Terarylenes

Chem. Commun., 2004, 72-73
Eur. J. Org. Chem., 2007, 3212-3218

Terarylenes undergo reversible photocyclization under UV light irradiation and three aromatic units are collapsed with one-photon photoexcitation.

2. Terarylenes of High Photosensitivity

Angew. Chem., Int. Ed., 2011, 50, 1565-1568.

We have developed photochromic terarylene showing "Photon-Quantitative Reaction", which means almost 100% of photochemical quantum yield. In the new substance, unique S/N and CH/Ninteraction operate to stabilize the photo-reactive conformation.

3. New Photo-Acid Generator, PAG, of high Photosensitivity and Chemical Reactivity

J. Am. Chem. Soc, 2015, 137, 7023-7026.
Chem. Commun., 2017, 53, 4339-4341.

As the new PAG, the new substances release strong acids from their ring-closed forms, which trigger polymerization of epoxy monomers forming photopatternings.

Chem. Eur. J., 2016, 22, 16250-16257.
J. Am. Chem. Soc., 2019, 141, 20043-20047.

We delivered highly reactive Lewis Acid after light irradiation to the newly synthesized Photo Lewis Acid Generator, PLAG, which triggers even Mukaiyama-Aldhol reaction under light irradiation.

4. New Redox Cascade Molecules

J. Phys. Chem., 1995, 99, 6110-6114.

We demonstrated terarylene showing efficient ring-opening reactivity triggered by oxidization. The redox cascade reaction promotes amplifiedring-opening reaction, for even 1000 molecules after one electron oxidation.

Chem. Eur. J., 2016, 22, 10002-10008.

Chem. Sci., 2020, 11, 2504-2510.

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