129607-86-9

Usage

Uses

Used in Organic Electronics Industry:
3-n-Undecylthiophene is used as a semiconducting material for its application in organic thin-film transistors and solar cells. Its good solubility in common organic solvents facilitates solution processing and film fabrication, making it an advantageous choice for these applications.
3-n-Undecylthiophene is also used as a component in electronic devices due to its high charge carrier mobility and stability, which contribute to the performance and reliability of the devices in various electronic applications.

InChI:InChI=1/C15H26S/c1-2-3-4-5-6-7-8-9-10-11-15-12-13-16-14-15/h12-14H,2-11H2,1H3

Upstream product

• 10486-61-0 3-thienyl iodide 
• 645-66-9 lauric anhydride 
• 872-31-1 3-Bromothiophene 
• 117286-10-9 undecylmagnesium bromide 

Downstream Products

• 1454583-76-6 C₆₂H₈₂O₆S₄ 
• 1454583-64-2 C₃₁H₄₂O₃S₂ 
• 1454583-88-0 C₅₆H₇₄O₆S₄ 

Relevant academic research and scientific papers

Nickel-Catalyzed Decarboxylative Alkylation of Aryl Iodides with Anhydrides

We present the anhydride-based decarboxylative alkylation of aryl iodides catalyzed by nickel. This method of decarboxylative coupling works with a broad scope of aliphatic carboxylic anhydrides and tolerates synthetically useful aromatic substituents. Assisted by a redox system of pyridine N-oxide and zinc additives, the current reaction occurs under mild conditions and without the assistance of photocatalyst. Notably, this method features high chemoselectivity toward alkyl migration with mixed aliphatic/aromatic anhydrides. Thus, it provides a powerful synthetic tool to modify high-valued aliphatic carboxylic acids by converting them into mixed anhydrides using readily available aryl carboxylic acids such as p-toluic acid. We propose a catalytic cycle that involves the key steps of free radical-based decarboxylation and subsequent alkyl transfer to nickel that precedes an oxidatively induced C-C reductive elimination from Ni(III).

Transition between triangular and square tiling patterns in liquid-crystalline honeycombs formed by tetrathiophene-based bolaamphiphiles

A series of 5,5′′′-diphenyl tetrathiophenes with polar glycerol groups at each end and two lateral flexible chains self-assemble into a series of liquid-crystalline honeycombs, formed by the π-conjugated rods which enclose polygonal prismatic cells filled by the lateral chains. With increasing chain length a discontinuous transition from triangular to square honeycombs takes place. At this transition a periodic honeycomb composed of a mixture of square and triangular cells in a ratio 1:2 was formed at low temperature, whereas at higher temperature a hexagonal columnar phase composed of triangular and randomly distributed rhombic cells, a new kind of cybotactic nematic phase, and also a cybotactic isotropic phase, both composed of square honeycomb fragments, represent the intermediate states. This provides an example of a dynamic self-assembled system where, depending on the molecular mobility, the transition between two periodic structures with different symmetry either leads to an increase of complexity, or to a chaotic regime with reduced order.