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Tailoring the Solid‐State Fluorescence Emission of BODIPY Dyes by <i>meso</i> Substitution
Kim, Sungwoo,Bouffard, Jean,Kim, Youngmi WILEY‐VCH Verlag 2015 Chemistry Vol.21 No.48
<P><B>Abstract</B></P><P>4,4‐Difluoro‐4‐bora‐3a,4a‐diaza‐<I>s</I>‐indacene (BODIPY) derivatives bearing varied substituents at the <I>meso</I> position (i.e., CF<SUB>3</SUB>, CH<SUB>3</SUB>, COOR, CHO, CN, Cl, <I>i</I>Pr) were synthesized to elucidate the structure–property relationships that give rise to emissive J‐aggregates. Several new BODIPY derivatives can be added to the previously reported 1,3,5,7‐tetramethyl‐8‐trifluoromethyl derivative to the list of those forming J‐aggregates, in addition to other dyes that are emissive in the solid state without forming J‐aggregates.</P>
Hydraulic Runner Design Method for Lifetime
Sabourin, Michel,Thibault, Denis,Bouffard, David-Alexandre,Levesque, Martin Korean Society for Fluid machinery 2010 International journal of fluid machinery and syste Vol.3 No.4
Quest for reliability of hydraulic runners is a concern for all mature electricity producers. The fatigue damage caused by dynamics loads is frequently the root cause of runner failure. This paper presents the damage tolerance approach based on fracture mechanics as the method chosen by Alstom and Hydro-Qu$\acute{e}$bec to predict effects of damage on runner lifetime and consequently to be use as a design method. This is sustained by a research on fracture mechanics properties of runner materials and by recommendations on the strategy to define a safety margin for design. The acquired knowledge permits to identify potential improvement of the runner lifetime without significant cost increase, like being more specific on some chemical composition or heat treatment.
Air–Liquid Interfacial Self-Assembly of Non-Amphiphilic Poly(3-hexylthiophene) Homopolymers
Oh, Saejin,Yang, Myungjae,Bouffard, Jean,Hong, Seunghun,Park, So-Jung American Chemical Society 2017 ACS APPLIED MATERIALS & INTERFACES Vol.9 No.14
<P>Here, we demonstrate that the self-assembly of poly(3-hexylthiophene) (P3HT) at the air-water interface can lead to free-standing films of densely packed P3HT nanowires. Interfacial self-assembly on various liquid subphases, such as water, diethylene glycol, and glycerol, indicates that the-viscosity of the subpliase is an important factor for the formation of well-ordered nanostructures. The thin-film morphology is also sensitive to the concentration of P3HT, its molecular weight (MW), and the presence of oxidative defects. The densely packed nanowire films can be easily transferred to solid substrates for device applications. The ultrathin films of P3HT prepared by the interfacial assembly showed significantly higher hole mobility (similar to 3.6 X 10(-2) cm(2)/V s) in a field-effect transistor than comparably thin spin-cast films. This work demonstrates that the air liquid interfacial assembly is not limited to amphiphilic polymers and can, under optimized conditions, be applied to fabricate ultrathin films of widely used conjugated polymers with controlled morphologies.</P>
Advances in tandem reactions with organozinc reagents
Kim, Ju Hyun,Ko, Young Ok,Bouffard, Jean,Lee, Sang-gi The Royal Society of Chemistry 2015 Chemical Society reviews Vol.44 No.8
<P>The design and implementation of tandem reactions provides organic chemists with numerous challenges, in particular that of undesired cross-reactivity between substrates. Among organometallics, the use of organozinc reagents in tandem reactions provides several advantages as a result of their broad functional group tolerance and compatibility with transition metals. This review highlights prominent examples of recent advances in tandem reactions with organozinc reagents that illustrate their potential in organic synthesis.</P> <P>Graphic Abstract</P><P>A review of recent advances in tandem reactions with organozinc reagents that highlight their utility in organic synthesis. <IMG SRC='http://pubs.rsc.org/services/images/RSCpubs.ePlatform.Service.FreeContent.ImageService.svc/ImageService/image/GA?id=c4cs00430b'> </P>
Addition, Substitution, and Ring-Contraction Reactions of Quinones with N-Heterocyclic Carbenes
Ping, Lucy,Bak, JungMin,Kim, Youngmee,Bouffard, Jean American Chemical Society 2018 Journal of organic chemistry Vol.83 No.16
<P>Despite the common use of quinones as oxidizing agents in N-heterocyclic carbene (NHC)-based organocatalysis and transition-metal catalysis, the direct reactivity of quinones with NHCs remains underexplored. In this paper, we report the reactivity of NHCs with common <I>p</I>- and <I>o</I>-quinones, uncovering three unreported reactions involving contractions of the quinone ring that lead to push-pull furanolactone chromophores, NHC fulvalenes, and α-acylimidazolium cyclopentenone derivatives. These experiments also provide a rationale for the superior compatibility of tetra-<I>tert</I>-alkylated diphenoquinones in NHC-based oxidative transformations.</P> [FIG OMISSION]</BR>
Instantaneous Colorimetric and Fluorogenic Detection of Phosgene with a <i>meso</i>-Oxime-BODIPY
Kim, Tae-Il,Hwang, Byunghee,Bouffard, Jean,Kim, Youngmi American Chemical Society 2017 ANALYTICAL CHEMISTRY - Vol.89 No.23
<P>The <I>meso</I>-oxime-substituted-1,3,5,7-tetramethyl BODIPY (<B>1-oxime</B>) was developed into a colorimetric and fluorogenic probe to selectively detect and quantify phosgene. The fast (<10 s) and sensitive (LOD = 0.09 ppb) phosgene detection is achieved by the conversion of the <I>meso</I>-oxime to the <I>meso</I>-nitrile, resulting in a large fluorescence turn-on response. The utility of <B>1-oxime</B> was established for the visual detection of phosgene in solution and in a practical solid-state platform, making it a suitable candidate for on-site monitoring of phosgene gas exposure in the workplace.</P><P><B>Graphic Abstract</B> <IMG SRC='http://pubs.acs.org/appl/literatum/publisher/achs/journals/content/ancham/2017/ancham.2017.89.issue-23/acs.analchem.7b03316/production/images/medium/ac-2017-03316k_0010.gif'></P><P><A href='http://pubs.acs.org/doi/suppl/10.1021/ac7b03316'>ACS Electronic Supporting Info</A></P>