İki Farklı Tek Duvarlı Karbon Nanotüp Anyonunun Reaktivite Üstünlüğünün Bir Anhidrit Elektrofil Kullanarak Değerlendirilmesi

İndirgenme kimyası tek duvarlı karbon nanotüpleri (TDKNT’ler) işlevselleştirmek için yaygın olarak kullanılmaktadır. Bugüne kadar, farklı indirgeyici kimyasallar tarafından hazırlanan negatif yüklü TDKNT’lerin (NY-TDKNT) elektrofilik reaktiflere karşı reaktivitesi değerlendirilmemiştir. Burada, iki farklı NY-TDKNT’nin 3-nitroftalik anhidrid’e karşı reaktivite karşılaştırmasının ilk örneği sunulmuştur ve iki yeni işlevselleştirilmiş TDKNT sentezlenmiş ve karakterize edilmiştir. Sırasıyla n-bütil lityum ve lityum naftalinit ilavesiyle hazırlanmış olan NY-TDKNT’ler ([(nBu― TDKNTn )- •Lin + ] ve [TDKNTn-•Lin + ]) kuru koşullar altında 3-nitroftalik anhidrit ile reaksiyona tabi tutulmuşlardır. Elde edilen işlevselleştirilmiş TDKNT’ler Raman, UV-vis-NIR, TGAMS ve TEM ile karakterize edilmiştir. [(nBu― TDKNTn )- •Lin + ]’nin 3-nitroftalik anhidrit elektrofile karşı reaktivitesinin [(nBu― TDKNTn )- •Lin + ]’den daha yüksek olduğu bulunmuştur. Bu muhtemelen yalnız bir elektron çifti ve elektron veren bütil grupları taşıyan [(nBu― TDKNTn )- •Lin ]’nin yüksek nükleofilik karakterinden kaynaklanmaktadır.

Evaluating the Reactivity Superiority of Two Different Single-Walled Carbon Nanotube Anions Using An Anhydride Electrophile

Reductive chemistries have widely been used to functionalize single-walled carbon nanotubes (SWCNTs). However,the reactivity of negatively charged SWCNTs (NC-SWCNTs), prepared by different reductive chemistries, to the sameelectrophilic reagent has not been evaluated. Here in, the first example of the reactivity comparison of two differentNC-SWCNTs towards 3-nitrophthalic anhydride is presented, and two novel functionalized SWCNTs are synthesized andcharacterized. The NC-SWCNTs, that are denoted as [(nBu―SWCNTn)-•Lin+] and [SWCNTn-•Lin+], are prepared via n-butyllithium and lithium naphthalenide addition, respectively, and are reacted by 3-nitrophthalic anhydride under dry conditions.The resulting functionalized SWCNTs are characterized by Raman, UV-vis-NIR, TGA-MS, XPS, and TEM. The reactivity of[(nBu―SWCNTn)-•Lin+] towards electrophilic 3-nitrophthalic anhydride is found to be higher than [SWCNTn-•Lin+]. This isprobably due to the high nucleophilic character of [(nBu―SWCNTn)-•Lin+] which bears lone pair electrons and electrondonating butyl groups

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