561068-09-5

Basic information

• Product Name: 5,5'''-dibromo-3,3'''-bis(dodecyl)-2,2':5',2'':5'',2'''-quarterthiophene
• Synonyms: 5,5'''-dibromo-3,3'''-bis(dodecyl)-2,2':5',2'':5'',2'''-quarterthiophene
• CAS NO: 561068-09-5
• Molecular Weight: 824.957
• Mol File: 561068-09-5.mol

Chemical Properties

• CAS DataBase Reference: 5,5'''-dibromo-3,3'''-bis(dodecyl)-2,2':5',2'':5'',2'''-quarterthiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 5,5'''-dibromo-3,3'''-bis(dodecyl)-2,2':5',2'':5'',2'''-quarterthiophene(561068-09-5)
• EPA Substance Registry System: 5,5'''-dibromo-3,3'''-bis(dodecyl)-2,2':5',2'':5'',2'''-quarterthiophene(561068-09-5)

Safety Data

• Hazardous Substances Data: 561068-09-5(Hazardous Substances Data)

Upstream product

• 162151-09-9 3,3?-didodecyl-2,2′;5′,2″;5″,2?-quaterthiophene 
• 4805-22-5 5,5'-dibromo-2,2'-bisthiophene 
• 208053-19-4 tri-n-butyl(3-n-dodecylthiophen-2-yl)stannane 
• 139100-06-4 2-bromo-3-dodecylthiophene 
• 143367-56-0 5,5'-bis(trimethylstannyl)-2,2'-bithiophene 

Downstream Products

• 960152-10-7 C₆₆H₉₀O₆S₄ 
• 960152-13-0 C₇₆H₁₁₀O₆S₄ 
• 960152-07-2 C₆₄H₈₆O₆S₄ 

Relevant articles and documents

High performance semiconducting polymers containing bis(bithiophenyl dithienothiophene)-based repeating groups for organic thin film transistors

New dithienothiophene-containing conjugated polymers, such as poly(2,6-bis(2-thiophenyl-3-dodecylthiophene-2-yl)dithieno[3,2-b;2′, 3′-d]thiophene, 4 and poly(2,6-bis (2-thiophenyl-4-dodecylthiophene-2-yl) dithieno[3,2-b;2′,3′-d]thiophene, 8 have been successfully synthesized via Stille coupling reactions using dodecyl-substituted thiophene-based monomers, bistributyltin dithienothiophene, and bistributyltin bithiophene; these polymers have been fully characterized. The main difference between the two polymers is the substitution position of the dodecyl side chains in the repeating group. Grazing-incidence X-ray diffraction (GI-XRD) gave clear evidence of edge-on orientation of polycrystallites to the substrate. The semiconducting properties of the two polymers have been evaluated in organic thin film transistors (OTFTs). The two conjugated polymers 4 and 8 exhibit fairly high hole carrier mobilities as high as μave = 0.05 cm 2/Vs (ION/OFF = 3.42 × 104) and μave = 0.01 cm2/Vs, (ION/OFF = 1.3 × 105), respectively, after thermal annealing process. The solvent annealed films underwent reorganization of the molecules to induce higher crystallinity. Well-defined atomic force microscopy (AFM) topography supported a significant improvement in TFT device performance. The hole carrier mobilities of the solvent annealed films are comparable to those obtained for a thermally annealed sample, and were one-order higher than those obtained with a pristine sample. Copyright

Tetrathiafulvalene (TTF)-functionalized thiophene copolymerized with 3,3′-didodecylquaterthiophene: Synthesis, TTF trapping activity, and response to trinitrotoluene

We report a synthesis route to a thiophene polymer where the repeat unit consists of 3,3′-didodecylquaterthiophene (as in PQT12) plus an additional thiophene ring from which other functional groups may be projected. The hydroxymethyl form of this polymer, while only a poor semiconductor in its own right, serves as a vehicle for compatibilizing PQT12 itself with arbitrary functional groups. In this article, we focus on tetrathiafulvalene (TTF) as the functionality. As expected, the TTF group acts as a hole trap, as shown by loss of hole mobility and a surprising negative Seebeck coefficient, but this enables a current-increase response to trinitrotoluene as an analyte and confirms a similar observation we recently reported for a dissolved TTF. Added dopants also fill the trap states, restoring hole mobility and the typical positive Seebeck coefficient.

The influence of electron deficient unit and interdigitated packing shape of new polythiophene derivatives on organic thin-film transistors and photovoltaic cells

A series of new polythiophene derivatives containing a thiazole ring as an electron deficient unit were successfully synthesized via Stille coupling reactions. Synthesized polymers were classified into two types (H-shape packing and A-shape packing) based on their interdigitated packing structure induced by different side chain configurations. The thiophene derivatives that contained a thiazole unit (PT50Tz50, PTz100, and PTTz) exhibited much better thermal stability than did the full thiophene polymers (PT100 and PTT). The polymers containing the thiazole unit (PTz100 and PTTz) showed a red-shifted absorption spectrum with clear vibronic structure. In addition, the XRD and AFM results showed that the polymers containing the thiazole unit and interdigitated H-shape exhibited much better ordered and connected intermolecular structures than did other polymers. The improved intermolecular ordering and surface morphologies directly facilitated charge carrier transport in thin film transistor (TFT) devices, without introducing charge traps, and yielded higher solar cell performance. Among these polymers, the PTTz copolymer exhibited the best TFT performance (μ = 0.050 cm2 V-1 s-1, on/off ratio = 106, and Vth = -2 V) and solar cell performance (PCE = 1.39%, Jsc = 6.58 mA cm-2, and Voc = 0.58 V).

Discrete photopatternable π-conjugated oligomers for electrochromic devices

Three discrete oligomeric systems including an all-thiophene (T6) system, a thiophene/phenylene (TPTTPT) system, and a thiophene/EDOT/phenylene (TPEEPT) system have been constructed and characterized with emphasis on structural, optical, electrochemical,

Complex liquid-crystalline superstructure of a π-conjugated oligothiophene

(Chemical Equation Presented) A good connection: A polyphilic oligothiophene derivative (see formula) forms a complex liquid-crystalline phase, in which the π-conjugated rods are organized in a honeycomb-like network of square cylinders (see picture). Thi