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Mechanofluorochromism of D-A typed phenothiazine derivative

[Display omitted] •A phenothiazine derivative (MPTPM) containing two benzoyl groups.•MPTPM was a D-A typed molecule.•MPTPM showed reversible mechanofluorochromic nature.•Mechanofluorochromic nature was generated through crystalline-amorphous phase transformation under external pressure. A D-A typed...

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Published in:	Journal of photochemistry and photobiology. A, Chemistry. Chemistry., 2018-06, Vol.361, p.112-116
Main Authors:	Jia, Junhui, Zhang, Huijuan
Format:	Article
Language:	English
Subjects:	Chemical synthesis D-A typed Dichloromethane Emission Fluorescence Friedel-Crafts reaction Grinding Heating ICT Mechanoﬂuorochromism Molecular structure Phase transitions Phenothiazine Solid solutions Solid state physics
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container_title	Journal of photochemistry and photobiology. A, Chemistry.
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creator	Jia, Junhui Zhang, Huijuan
description	[Display omitted] •A phenothiazine derivative (MPTPM) containing two benzoyl groups.•MPTPM was a D-A typed molecule.•MPTPM showed reversible mechanofluorochromic nature.•Mechanofluorochromic nature was generated through crystalline-amorphous phase transformation under external pressure. A D-A typed phenothiazine derivative MPTPM has been designed and synthesized via a Friedel-Crafts reaction, which contains two benzoyl groups. It was found that MPTPM gave strong emission in solution and in solid state, and the solid fluorescence quantum yield was as high as 0.60. Moreover, an excellent reversible mechanofluorochromic behavior was realized upon the treatment of grinding/fuming with CH2Cl2 or heating in spite of a very simple molecular structure. The emission color of MPTPM changed from green to orange-yellow after grinding and could be restored via fuming with CH2Cl2 or heating with a spectra shift of ∼63 nm. Photophysical, XRD, DSC studies indicated the mechanofluorochromic properties of MPTPM originating from the transformation between crystalline phase and amorphous phase.
doi_str_mv	10.1016/j.jphotochem.2018.05.012
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A D-A typed phenothiazine derivative MPTPM has been designed and synthesized via a Friedel-Crafts reaction, which contains two benzoyl groups. It was found that MPTPM gave strong emission in solution and in solid state, and the solid fluorescence quantum yield was as high as 0.60. Moreover, an excellent reversible mechanofluorochromic behavior was realized upon the treatment of grinding/fuming with CH2Cl2 or heating in spite of a very simple molecular structure. The emission color of MPTPM changed from green to orange-yellow after grinding and could be restored via fuming with CH2Cl2 or heating with a spectra shift of ∼63 nm. Photophysical, XRD, DSC studies indicated the mechanofluorochromic properties of MPTPM originating from the transformation between crystalline phase and amorphous phase.</description><identifier>ISSN: 1010-6030</identifier><identifier>EISSN: 1873-2666</identifier><identifier>DOI: 10.1016/j.jphotochem.2018.05.012</identifier><language>eng</language><publisher>Lausanne: Elsevier B.V</publisher><subject>Chemical synthesis ; D-A typed ; Dichloromethane ; Emission ; Fluorescence ; Friedel-Crafts reaction ; Grinding ; Heating ; ICT ; Mechanoﬂuorochromism ; Molecular structure ; Phase transitions ; Phenothiazine ; Solid solutions ; Solid state physics</subject><ispartof>Journal of photochemistry and photobiology. 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A, Chemistry.</title><description>[Display omitted] •A phenothiazine derivative (MPTPM) containing two benzoyl groups.•MPTPM was a D-A typed molecule.•MPTPM showed reversible mechanofluorochromic nature.•Mechanofluorochromic nature was generated through crystalline-amorphous phase transformation under external pressure. A D-A typed phenothiazine derivative MPTPM has been designed and synthesized via a Friedel-Crafts reaction, which contains two benzoyl groups. It was found that MPTPM gave strong emission in solution and in solid state, and the solid fluorescence quantum yield was as high as 0.60. Moreover, an excellent reversible mechanofluorochromic behavior was realized upon the treatment of grinding/fuming with CH2Cl2 or heating in spite of a very simple molecular structure. The emission color of MPTPM changed from green to orange-yellow after grinding and could be restored via fuming with CH2Cl2 or heating with a spectra shift of ∼63 nm. Photophysical, XRD, DSC studies indicated the mechanofluorochromic properties of MPTPM originating from the transformation between crystalline phase and amorphous phase.</description><subject>Chemical synthesis</subject><subject>D-A typed</subject><subject>Dichloromethane</subject><subject>Emission</subject><subject>Fluorescence</subject><subject>Friedel-Crafts reaction</subject><subject>Grinding</subject><subject>Heating</subject><subject>ICT</subject><subject>Mechanoﬂuorochromism</subject><subject>Molecular structure</subject><subject>Phase transitions</subject><subject>Phenothiazine</subject><subject>Solid solutions</subject><subject>Solid state physics</subject><issn>1010-6030</issn><issn>1873-2666</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2018</creationdate><recordtype>article</recordtype><recordid>eNqFkEtrwzAQhEVpoenjPxh6truSLdmipzR9QkovuQtbXmGZ2HIlJ5D--iqk0GNPuwszs8xHSEIho0DFfZ_1U-dmpzscMga0yoBnQNkZWdCqzFMmhDiPO1BIBeRwSa5C6AGgKAq6IA8fqLt6dGa7cz6GeDfYMCTOJE_pMpkPE7bJ1OHo5s7W33bEpEVv9_Vs93hDLky9DXj7O6_J5uV5s3pL15-v76vlOtV5IeZU5BLB8CqXjcZSlgJAoMBCm7Ip8rYpuNHx0LquOIeWNkwyyVHwSnOUPL8md6fYybuvHYZZ9W7nx_hRMagYKyXwMqqqk0p7F4JHoyZvh9ofFAV1JKV69UdKHUkp4CqSitbHkxVjib1Fr4K2OGpsrUc9q9bZ_0N-AFbMdzk</recordid><startdate>20180615</startdate><enddate>20180615</enddate><creator>Jia, Junhui</creator><creator>Zhang, Huijuan</creator><general>Elsevier B.V</general><general>Elsevier BV</general><scope>AAYXX</scope><scope>CITATION</scope><scope>7QL</scope><scope>7T7</scope><scope>7U9</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>H94</scope><scope>M7N</scope><scope>P64</scope></search><sort><creationdate>20180615</creationdate><title>Mechanofluorochromism of D-A typed phenothiazine derivative</title><author>Jia, Junhui ; Zhang, Huijuan</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c346t-639e0f5839bce7976006e6e4cf7b43db45fc4cfcca8550d1b29295e658c5e953</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2018</creationdate><topic>Chemical synthesis</topic><topic>D-A typed</topic><topic>Dichloromethane</topic><topic>Emission</topic><topic>Fluorescence</topic><topic>Friedel-Crafts reaction</topic><topic>Grinding</topic><topic>Heating</topic><topic>ICT</topic><topic>Mechanoﬂuorochromism</topic><topic>Molecular structure</topic><topic>Phase transitions</topic><topic>Phenothiazine</topic><topic>Solid solutions</topic><topic>Solid state physics</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Jia, Junhui</creatorcontrib><creatorcontrib>Zhang, Huijuan</creatorcontrib><collection>CrossRef</collection><collection>Bacteriology Abstracts (Microbiology B)</collection><collection>Industrial and Applied Microbiology Abstracts (Microbiology A)</collection><collection>Virology and AIDS Abstracts</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><collection>Biotechnology and BioEngineering Abstracts</collection><jtitle>Journal of photochemistry and photobiology. A, Chemistry.</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Jia, Junhui</au><au>Zhang, Huijuan</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Mechanofluorochromism of D-A typed phenothiazine derivative</atitle><jtitle>Journal of photochemistry and photobiology. A, Chemistry.</jtitle><date>2018-06-15</date><risdate>2018</risdate><volume>361</volume><spage>112</spage><epage>116</epage><pages>112-116</pages><issn>1010-6030</issn><eissn>1873-2666</eissn><abstract>[Display omitted] •A phenothiazine derivative (MPTPM) containing two benzoyl groups.•MPTPM was a D-A typed molecule.•MPTPM showed reversible mechanofluorochromic nature.•Mechanofluorochromic nature was generated through crystalline-amorphous phase transformation under external pressure. A D-A typed phenothiazine derivative MPTPM has been designed and synthesized via a Friedel-Crafts reaction, which contains two benzoyl groups. It was found that MPTPM gave strong emission in solution and in solid state, and the solid fluorescence quantum yield was as high as 0.60. Moreover, an excellent reversible mechanofluorochromic behavior was realized upon the treatment of grinding/fuming with CH2Cl2 or heating in spite of a very simple molecular structure. The emission color of MPTPM changed from green to orange-yellow after grinding and could be restored via fuming with CH2Cl2 or heating with a spectra shift of ∼63 nm. Photophysical, XRD, DSC studies indicated the mechanofluorochromic properties of MPTPM originating from the transformation between crystalline phase and amorphous phase.</abstract><cop>Lausanne</cop><pub>Elsevier B.V</pub><doi>10.1016/j.jphotochem.2018.05.012</doi><tpages>5</tpages></addata></record>
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subjects	Chemical synthesis D-A typed Dichloromethane Emission Fluorescence Friedel-Crafts reaction Grinding Heating ICT Mechanoﬂuorochromism Molecular structure Phase transitions Phenothiazine Solid solutions Solid state physics
title	Mechanofluorochromism of D-A typed phenothiazine derivative
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