Control of the Orientation and Photoinduced Phase Transitions of Macrocyclic Azobenzene
Photoinduced phase transitions caused by photochromic reactions bring about a change in the state of matter at constant temperature. Herein, we report the photoinduced phase transitions of crystals of a photoresponsive macrocyclic compound bearing two azobenzene groups (1) at room temperature on irr...
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| Veröffentlicht in: | Chemistry : a European journal 2013-12, Vol.19 (51), p.17391-17397 |
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| creator | Uchida, Emi Sakaki, Kouji Nakamura, Yumiko Azumi, Reiko Hirai, Yuki Akiyama, Haruhisa Yoshida, Masaru Norikane, Yasuo |
| description | Photoinduced phase transitions caused by photochromic reactions bring about a change in the state of matter at constant temperature. Herein, we report the photoinduced phase transitions of crystals of a photoresponsive macrocyclic compound bearing two azobenzene groups (1) at room temperature on irradiation with UV (365 nm) and visible (436 nm) light. The trans/trans isomer undergoes photoinduced phase transitions (crystal–isotropic phase–crystal) on UV light irradiation. The photochemically generated crystal exhibited reversible phase transitions between the crystal and the mesophase on UV and visible light irradiation. The molecular order of the randomly oriented crystals could be increased by irradiating with linearly polarized visible light, and the value of the order parameter was determined to be −0.84. Heating enhances the thermal cis‐to‐trans isomerization and subsequent cooling returned crystals of the trans/trans isomer.
Melt, crystallize, and align by light: A macrocyclic compound bearing two azobenzene groups exhibits crystal–liquid–crystal phase transitions on irradiation with UV light (see figure). The photochemically generated crystal underwent reversible phase transitions between the crystal and the mesophase on UV and visible‐light irradiation. The molecular order of the randomly oriented crystals could be increased by irradiating with linearly polarized visible light; the value of the order parameter was 0.84. |
| doi_str_mv | 10.1002/chem.201302674 |
| format | Article |
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Melt, crystallize, and align by light: A macrocyclic compound bearing two azobenzene groups exhibits crystal–liquid–crystal phase transitions on irradiation with UV light (see figure). The photochemically generated crystal underwent reversible phase transitions between the crystal and the mesophase on UV and visible‐light irradiation. The molecular order of the randomly oriented crystals could be increased by irradiating with linearly polarized visible light; the value of the order parameter was 0.84.</description><identifier>ISSN: 0947-6539</identifier><identifier>EISSN: 1521-3765</identifier><identifier>DOI: 10.1002/chem.201302674</identifier><identifier>PMID: 24318266</identifier><identifier>CODEN: CEUJED</identifier><language>eng</language><publisher>Weinheim: WILEY-VCH Verlag</publisher><subject>Bearing ; Chemistry ; crystal growth ; Crystal structure ; Crystals ; Irradiation ; Isomerization ; Isomers ; Light irradiation ; Linear polarization ; Macrocyclic compounds ; Mesophase ; Order parameters ; Phase transformations ; Phase transitions ; photochemistry ; photochromism ; Room temperature ; self-assembly ; Ultraviolet radiation</subject><ispartof>Chemistry : a European journal, 2013-12, Vol.19 (51), p.17391-17397</ispartof><rights>Copyright © 2013 WILEY‐VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.</rights><rights>Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim</rights><rights>Copyright Wiley Subscription Services, Inc. Dec 2013</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c5754-fefa953fc8b80a1e27c096bf1daaa9b83a70e871a3903a72d5cb602e850103bf3</citedby><cites>FETCH-LOGICAL-c5754-fefa953fc8b80a1e27c096bf1daaa9b83a70e871a3903a72d5cb602e850103bf3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fchem.201302674$$EPDF$$P50$$Gwiley$$H</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fchem.201302674$$EHTML$$P50$$Gwiley$$H</linktohtml><link.rule.ids>315,781,785,1418,27929,27930,45579,45580</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/24318266$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Uchida, Emi</creatorcontrib><creatorcontrib>Sakaki, Kouji</creatorcontrib><creatorcontrib>Nakamura, Yumiko</creatorcontrib><creatorcontrib>Azumi, Reiko</creatorcontrib><creatorcontrib>Hirai, Yuki</creatorcontrib><creatorcontrib>Akiyama, Haruhisa</creatorcontrib><creatorcontrib>Yoshida, Masaru</creatorcontrib><creatorcontrib>Norikane, Yasuo</creatorcontrib><title>Control of the Orientation and Photoinduced Phase Transitions of Macrocyclic Azobenzene</title><title>Chemistry : a European journal</title><addtitle>Chem. Eur. J</addtitle><description>Photoinduced phase transitions caused by photochromic reactions bring about a change in the state of matter at constant temperature. Herein, we report the photoinduced phase transitions of crystals of a photoresponsive macrocyclic compound bearing two azobenzene groups (1) at room temperature on irradiation with UV (365 nm) and visible (436 nm) light. The trans/trans isomer undergoes photoinduced phase transitions (crystal–isotropic phase–crystal) on UV light irradiation. The photochemically generated crystal exhibited reversible phase transitions between the crystal and the mesophase on UV and visible light irradiation. The molecular order of the randomly oriented crystals could be increased by irradiating with linearly polarized visible light, and the value of the order parameter was determined to be −0.84. Heating enhances the thermal cis‐to‐trans isomerization and subsequent cooling returned crystals of the trans/trans isomer.
Melt, crystallize, and align by light: A macrocyclic compound bearing two azobenzene groups exhibits crystal–liquid–crystal phase transitions on irradiation with UV light (see figure). The photochemically generated crystal underwent reversible phase transitions between the crystal and the mesophase on UV and visible‐light irradiation. The molecular order of the randomly oriented crystals could be increased by irradiating with linearly polarized visible light; the value of the order parameter was 0.84.</description><subject>Bearing</subject><subject>Chemistry</subject><subject>crystal growth</subject><subject>Crystal structure</subject><subject>Crystals</subject><subject>Irradiation</subject><subject>Isomerization</subject><subject>Isomers</subject><subject>Light irradiation</subject><subject>Linear polarization</subject><subject>Macrocyclic compounds</subject><subject>Mesophase</subject><subject>Order parameters</subject><subject>Phase transformations</subject><subject>Phase transitions</subject><subject>photochemistry</subject><subject>photochromism</subject><subject>Room temperature</subject><subject>self-assembly</subject><subject>Ultraviolet radiation</subject><issn>0947-6539</issn><issn>1521-3765</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2013</creationdate><recordtype>article</recordtype><recordid>eNqFkc9v0zAYhi0EYmVw5YgiceGS8vm3fZyisaGtjENRj5bjOGpGag870ej-ehJ1qxAHdvJn6XkfffaL0HsMSwxAPrut3y0JYApESPYCLTAnuKRS8JdoAZrJUnCqT9CbnG8BQAtKX6MTwihWRIgF2lQxDCn2RWyLYeuLm9T5MNihi6GwoSm-b-MQu9CMzs8Xm32xTjbkbibynFpZl6Lbu75zxdlDrH148MG_Ra9a22f_7vE8RT--nK-ry_L65uJrdXZdOi45K1vfWs1p61StwGJPpJt2rFvcWGt1raiV4JXElmqYZtJwVwsgXnHAQOuWnqJPB-9dir9Gnwez67LzfW-Dj2M2WEoFIIjGz6NMCCqZAjKhH_9Bb-OYwvQQQxjBjDGq9P-oycUVExrERC0P1PRNOSffmrvU7WzaGwxm7tDMHZpjh1Pgw6N2rHe-OeJPpU2APgD3Xe_3z-hMdXm--lteHrJdHvzvY9amn0ZIKrnZfLswq0pcrTcrMGv6B5QHtgE</recordid><startdate>20131216</startdate><enddate>20131216</enddate><creator>Uchida, Emi</creator><creator>Sakaki, Kouji</creator><creator>Nakamura, Yumiko</creator><creator>Azumi, Reiko</creator><creator>Hirai, Yuki</creator><creator>Akiyama, Haruhisa</creator><creator>Yoshida, Masaru</creator><creator>Norikane, Yasuo</creator><general>WILEY-VCH Verlag</general><general>WILEY‐VCH Verlag</general><general>Wiley Subscription Services, Inc</general><scope>BSCLL</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7SR</scope><scope>8BQ</scope><scope>8FD</scope><scope>JG9</scope><scope>K9.</scope><scope>7X8</scope></search><sort><creationdate>20131216</creationdate><title>Control of the Orientation and Photoinduced Phase Transitions of Macrocyclic Azobenzene</title><author>Uchida, Emi ; Sakaki, Kouji ; Nakamura, Yumiko ; Azumi, Reiko ; Hirai, Yuki ; Akiyama, Haruhisa ; Yoshida, Masaru ; Norikane, Yasuo</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c5754-fefa953fc8b80a1e27c096bf1daaa9b83a70e871a3903a72d5cb602e850103bf3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2013</creationdate><topic>Bearing</topic><topic>Chemistry</topic><topic>crystal growth</topic><topic>Crystal structure</topic><topic>Crystals</topic><topic>Irradiation</topic><topic>Isomerization</topic><topic>Isomers</topic><topic>Light irradiation</topic><topic>Linear polarization</topic><topic>Macrocyclic compounds</topic><topic>Mesophase</topic><topic>Order parameters</topic><topic>Phase transformations</topic><topic>Phase transitions</topic><topic>photochemistry</topic><topic>photochromism</topic><topic>Room temperature</topic><topic>self-assembly</topic><topic>Ultraviolet radiation</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Uchida, Emi</creatorcontrib><creatorcontrib>Sakaki, Kouji</creatorcontrib><creatorcontrib>Nakamura, Yumiko</creatorcontrib><creatorcontrib>Azumi, Reiko</creatorcontrib><creatorcontrib>Hirai, Yuki</creatorcontrib><creatorcontrib>Akiyama, Haruhisa</creatorcontrib><creatorcontrib>Yoshida, Masaru</creatorcontrib><creatorcontrib>Norikane, Yasuo</creatorcontrib><collection>Istex</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Engineered Materials Abstracts</collection><collection>METADEX</collection><collection>Technology Research Database</collection><collection>Materials Research Database</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>MEDLINE - Academic</collection><jtitle>Chemistry : a European journal</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Uchida, Emi</au><au>Sakaki, Kouji</au><au>Nakamura, Yumiko</au><au>Azumi, Reiko</au><au>Hirai, Yuki</au><au>Akiyama, Haruhisa</au><au>Yoshida, Masaru</au><au>Norikane, Yasuo</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Control of the Orientation and Photoinduced Phase Transitions of Macrocyclic Azobenzene</atitle><jtitle>Chemistry : a European journal</jtitle><addtitle>Chem. 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The molecular order of the randomly oriented crystals could be increased by irradiating with linearly polarized visible light, and the value of the order parameter was determined to be −0.84. Heating enhances the thermal cis‐to‐trans isomerization and subsequent cooling returned crystals of the trans/trans isomer.
Melt, crystallize, and align by light: A macrocyclic compound bearing two azobenzene groups exhibits crystal–liquid–crystal phase transitions on irradiation with UV light (see figure). The photochemically generated crystal underwent reversible phase transitions between the crystal and the mesophase on UV and visible‐light irradiation. The molecular order of the randomly oriented crystals could be increased by irradiating with linearly polarized visible light; the value of the order parameter was 0.84.</abstract><cop>Weinheim</cop><pub>WILEY-VCH Verlag</pub><pmid>24318266</pmid><doi>10.1002/chem.201302674</doi><tpages>7</tpages></addata></record> |
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| subjects | Bearing Chemistry crystal growth Crystal structure Crystals Irradiation Isomerization Isomers Light irradiation Linear polarization Macrocyclic compounds Mesophase Order parameters Phase transformations Phase transitions photochemistry photochromism Room temperature self-assembly Ultraviolet radiation |
| title | Control of the Orientation and Photoinduced Phase Transitions of Macrocyclic Azobenzene |
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