A road map to stable, soluble, easily crystallized pentacene derivatives.

نویسندگان

  • John E Anthony
  • David L Eaton
  • Sean R Parkin
چکیده

[structure: see text] A series of 6,13-disubstituted pentacenes, in which the substituents are functionalized ethyne units, were synthesized and analyzed by X-ray crystallography. The resulting pentacene derivatives were highly soluble and oxidatively stable and exhibited a significant amount of pi-stacking in the crystal.

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

Robust, soluble pentacene ethers.

We report the synthesis and characterization of a series of alkoxy-substituted silylethynylated pentacene derivatives (R = CH(2)CH(2), CHCH, CH(2)). All three compounds are easily prepared, soluble in common organic solvents, and stable both as solids and in solution. Two of the derivatives possess significant pi-face interactions in the crystal. Values for lambda(max) for these new pentacene d...

متن کامل

A new functionalization strategy for pentacene.

Functionalization of the pro-cata positions of pentacene with groups held perpendicular to the aromatic plane, in this case through a rigid 1,3-dioxole unit, yields pentacene derivatives that are stable and soluble, and still maintain edge-to-face interactions in the solid state.

متن کامل

Synthesis and characterization of electron-deficient pentacenes.

[structure: see text]. Halogen functional groups on pentacene can be used both as synthetic handles for further functionalization as well as to tune the pi-stacking in these systems. The halogenated pentacene derivatives described here (X = Br, X' = H, and X = X' = F) are all stable and soluble, with reduction potentials significantly lower than that of the parent functionalized pentacene (X = ...

متن کامل

Soluble n-type pentacene derivatives as novel acceptors for organic solar cells†

6,13-Bis(triisopropylsilylethynyl) (TIPS)-pentacene has proven to be a promising soluble p-type material for organic thin film transistors as well as for photovoltaics. In this work, we show that adding electron-withdrawing nitrile functional groups to TIPS-pentacene turns it into an n-type material, which can be used as an acceptor for organic solar cells. Several new cyanopentacenes with diff...

متن کامل

Water soluble pentacene †

This journal is a The Royal Society of Water soluble pentacene† Chandrani Pramanik, Yushu Li, Anup Singh, Weimin Lin, Jennifer L. Hodgson, Jonathan B. Briggs, Simka Ellis, Peter Müller, Nicol E. McGruer and Glen P. Miller* Awater soluble pentacene, potassium 3,30-(pentacene-6,13-diylbis(sulfanediyl))dipropanoate (4), has been synthesized and characterized. The synthesis of 4 is straightforward ...

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

عنوان ژورنال:
  • Organic letters

دوره 4 1  شماره 

صفحات  -

تاریخ انتشار 2002