2018
DOI: 10.1021/acs.macromol.8b00977
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Fulvenyl-Functionalized Polyisocyanides: Cross-Conjugated Electrochromic Polymers with Variable Optical and Electrochemical Properties

Abstract: We describe the preparation of arylisocyanide monomers bearing conjugated fulvenyl groups derived from 9-benzylidene-9H-fluorene (Flu), 5-benzylidene-1,2,3,4-tetraphenyl­cyclopentadiene (TPCp), and 5-benzylidene-5H-dibenzo­[a,d]­cycloheptene (Dbs). The electrochemical and optical properties of the monomers and their precursors have been characterized and consistently showed the effect of the conjugation of the respective functional group (−NO2, −NH2, −NHCHO, and −NC) with the fulvenyl moiety. The isocyanides … Show more

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Cited by 28 publications
(36 citation statements)
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“…In our group, we also take an interest in harnessing the properties of fulvenes to prepare electroactive materials with tailored electrochemical and optical properties. To this end, we have recently published the synthesis of the fulvenyl‐functionalized isocyanides L1 – L3 (Scheme ), and the corresponding poly(isocyanide)s along with studies of their electrochemical and optical properties . In order to elucidate the properties of compounds L1 – L3 as ligands in coordination chemistry, we proceeded to preparing the gold(I) complexes ( C1 – C3 , Scheme ) of these compounds.…”
Section: Introductionsupporting
confidence: 74%
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“…In our group, we also take an interest in harnessing the properties of fulvenes to prepare electroactive materials with tailored electrochemical and optical properties. To this end, we have recently published the synthesis of the fulvenyl‐functionalized isocyanides L1 – L3 (Scheme ), and the corresponding poly(isocyanide)s along with studies of their electrochemical and optical properties . In order to elucidate the properties of compounds L1 – L3 as ligands in coordination chemistry, we proceeded to preparing the gold(I) complexes ( C1 – C3 , Scheme ) of these compounds.…”
Section: Introductionsupporting
confidence: 74%
“…Hexane was dried by distillation from CaH 2 under argon atmosphere prior to use. The ligands L1 [9‐( p ‐isocyanobenzylidene)‐9 H ‐fluorene], L2 [(5‐ p ‐isocyano benzylidene)‐1,2,3,4‐tetraphenylcyclopentadiene], and L3 [5‐( p ‐isocyanobenzylidene)‐5 H ‐dibenzo[ a,d ]cycloheptene] were prepared according to a published procedure . Other commercially available solvent and reagents (Merck, VWR, Acros, Alfa Aesar) were either used as obtained or purified by standard procedures.…”
Section: Methodsmentioning
confidence: 99%
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“…Polymers having highly ordered structures exhibit various macroscopic properties, including ionic conduction [13], mechanical properties [4,5], and characteristic morphologies [6,7]. Conjugated polymers, a type of emerging functional materials with excellent semiconductive properties for applications in photovoltaics [8,9] as well as electroluminescent [8,10,11] and electrochromic [12,13] materials, have also been extensively reported during the previous two decades. The usage of various processing techniques for controlling the macroscopic order of conjugated polymers is considered to be both attractive and valuable.…”
Section: Introductionmentioning
confidence: 99%