Triphenylene discotic liquid crystal trimers synthesized by Co2(CO)8-catalyzed terminal alkyne [2 + 2 + 2] cycloaddition

نویسندگان

  • Bin Han
  • Ping Hu
  • Bi-Qin Wang
  • Carl Redshaw
  • Ke-Qing Zhao
چکیده

The synthesis of star-shaped discotic liquid crystal trimers using Co2(CO)8-catalyzed terminal alkyne [2 + 2 + 2] cycloaddition reaction is reported. The trimers consist of three triphenylene discotic units linked to a central 1,2,4-trisubstituted benzene ring via flexible spacers. The trimers were synthesized in the yields up to 70% by mixing the monomers with 10 mol % of Co2(CO)8 as the catalyst in refluxing 1,4-dioxane. The liquid crystalline properties were investigated by using polarizing optical microscopy (POM), differential scanning calorimetry (DSC) and X-ray diffraction (XRD). Trimer 4 with an ester connecting group and a longer spacer exhibited a rectangular columnar mesophase, while 5b and 5c possessing an ether linkage and a shorter spacer display a hexagonal columnar mesophase. The connecting functional group and the length of the flexible spacer between the central benzene ring and the triphenylene units have pivotal influence on the mesomorphism.

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

Poster 71 New Discotic Triphenylene Derivatives exhibiting a Cholesteric Blue Phase and Ferroelectric Switching in Columnar Mesophases

Since a very early stage of discotic liquid crystal research, triphenylene derivatives are known to be useful materials for the study of discotic liquid crystals. Recently, their importance as photoconducting materials was recognized [1]. Blue phases had only been observed in binary mixtures [2, 3]. It took over ten years to experimentally verify [4] J. Prost’s prediction of ferroelectricity in...

متن کامل

A solanesol-derived scaffold for multimerization of bioactive peptides.

A flexible molecular scaffold bearing varying numbers of terminal alkyne groups was synthesized in five steps from solanesol. R(CO)-MSH(4)-NH(2) ligands, which have a relatively low affinity for binding at the human melanocortin 4 receptor (hMC4R), were prepared by solid phase synthesis and were N-terminally acylated with 6-azidohexanoic acid. Multiple copies of the azide N(3)(CH(2))(5)(CO)-MSH...

متن کامل

Modulation of phase behaviors and charge carrier mobilities by linkage length in discotic liquid crystal dimers.

A clear structure-property relationship was revealed in a series of triphenylene-based dimers, which contained two triphenylene nuclei each bearing five β-OC4H9 substituents and are linked through a flexible O(CH2)nO polymethylene chain (n=6-12). Dimers with the linkage close to twice the length of the free side chains (n=8, 9) exhibited a single Colhp phase, while others with the linkage short...

متن کامل

Novel conducting nanocomposites: synthesis of triphenylene-covered gold nanoparticles and their insertion into a columnar matrix

Gold nanoparticles fully covered with triphenylene-based discotic liquid crystals (DLCs) were synthesized and dispersed in a columnar matrix. The thermophysical properties of these nanocomposites, studied using polarizing optical microscopy, differential scanning calorimetry and small angle X-ray diffraction studies (SAXS), confirm their insertion into the columnar matrix. The presence of the g...

متن کامل

Transition metal catalyzed neoglycoconjugate syntheses*

Carbohydrate-containing clusters of various valency were synthesized using transition metal-catalyzed reactions. Thus, Grubbs’ ruthenium benzylidene catalyst was used successfully in olefin self-and cross-metathesis reactions from both O-and C-alkenyl glycopyranosides. The reaction was also used to generate C-linked pseudodisaccharides. Oxidative dimerization of terminal alkynes such as 2-propy...

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:

دوره 9  شماره 

صفحات  -

تاریخ انتشار 2013