188917-80-8

Upstream product

• 1003-09-4 2-bromothiophene 
• 514188-75-1 5-bromo-5’-decyl-2,2’-bithiophene 
• 1081-34-1 2,2':5',2''-terthiophene 
• 5713-61-1 thiophen-2-yl magnesium bromide 
• 188917-65-9 1-[2,2';5',2'']Terthiophen-5-yl-decan-1-one 
• 514188-72-8 2-bromo-5-decylthiophene 
• 188918-00-5 5-decyl-2,2’-bithiophene 
• 112-29-8 1-bromo dodecane 
• 24769-39-9 2-decyl-thiophene 

Downstream Products

• 188917-39-7 1-(5''-Decyl-[2,2';5',2'']terthiophen-5-yl)-decan-1-one 
• 1220188-25-9 C₂₃H₂₈OS₃ 

Relevant academic research and scientific papers

Synthesis and thermal behaviour of α,α′-didecyloligothiophenes

α,α′-Didecylquater-, -quinque- and -sexi-thiophenes were synthesized by Kumada cross-coupling and oxidative coupling reactions. For the former reaction Pd(dppf)Cl2 was found to be a more efficient catalyst than the usually applied Ni(dppp)Cl2. Thermal behaviour of all new oligothiophenes was investigated by differential scanning calorimetry and polarizing optical microscopy. It was shown that all these compounds possess not only crystal phases but also high temperature ordered smectic mesophases and that the clearing point increases linearly with the number of conjugated thiophene rings. A degree of order in the crystal phase was estimated on the basis of thermodynamic data. The highest degree of order was proposed for α,α′-didecylquaterthiophene, which explains why the mobility of end-α,α′-capped quaterthiophenes in FET (field effect transistor) devices is comparable or sometimes better than those of corresponding quinque- and sexi-thiophene derivatives.

Synthesis and characterization of a class of donor-acceptor conjugated molecules: Experiments and theoretical calculations

A class of conjugated molecules containing donor (thiophene) and acceptor (malononitrile) is synthesized by Knoevenagel condensation reaction between 2-(2,6-dimethyl-4H-pyran-4-ylidene) malononitrile and thiophene carbaldehyde containing two and three thiophene units. The resulting molecules are characterized by 1H and 13C NMR. We have performed UV-vis absorption, fluorescence, and cyclic voltammetry measurements on these materials. The spectroscopic and electrochemical measurements proved beyond doubt that these materials possess low excitation gap and are suitable for being an active material in various electronic devices. We have also performed electronic structure calculations using density functional theory (DFT) and INDO/SCI methods to characterize the ground and excited states of this class of molecules. These donor-acceptor molecules show a strong charge transfer character that increases with the increase in the number of thiophene rings coupled to the malononitrile acceptor moiety. We have also calculated the π-coherence length, Stokes shift, and effect of solvents on excited states for this class of molecules. Our theoretical values agree well with experimental results.

THE SYNTHESIS AND LIQUID CRYSTAL PROPERTIES OF CERTAIN 5,5''-DISUBSTITUTED 2,2':5',2''-TERTHIOPHENES

The synthesis and liquid crystal properties of eight members of an homologous series of 5-n-alkanoyl-5''-n-alkyl-2,2':5',2''-terthienyls and the corresponding eight 5,5''-di-n-alkyl-2,2':5',2''-terthienyls are reported.The disposition of the three thiophene rings is sufficiently linear that suitably substituted compounds are mesomorphic, and the liquid crystal transition temperatures of related members of the two series are compared.Correasonding 5,5'-disubstituted 2,2'-bithienyls are not liquid crystalline.