162151-09-9

Basic information

• Product Name: 5,5μ-Bis(3-dodecyl-2-thienyl)-2,2μ-bithiophene
• Synonyms: 3,3μμμ-Didodecyl-2,2μ:5μ,2μμ:5μμ,2μμμ-quaterthiophene;5,5μ-Bis(3-dodecyl-2-thienyl)-2,2μ-bithiophene;2,2':5',2'':5'',2'''-Quaterthiophene, 3,3'''-didodecyl-;2-(3-dodecylthiophen-2-yl)-5-[5-(3-dodecylthiophen-2-yl)thiophen-2-yl]thiophene
• CAS NO: 162151-09-9
• Molecular Formula: C₄₀H₅₈S₄
• Molecular Weight: 667.162
• Mol File: 162151-09-9.mol
• Article Data: 8

Chemical Properties

• Melting Point: 55-59 °C
• Appearance: /
• CAS DataBase Reference: 5,5μ-Bis(3-dodecyl-2-thienyl)-2,2μ-bithiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 5,5μ-Bis(3-dodecyl-2-thienyl)-2,2μ-bithiophene(162151-09-9)
• EPA Substance Registry System: 5,5μ-Bis(3-dodecyl-2-thienyl)-2,2μ-bithiophene(162151-09-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 162151-09-9(Hazardous Substances Data)

Usage

Uses

Semiconducting oligomer (p-type), also used as monomer to prepare poly(3,3′′′-dialkyl-quaterthiophene) polymers (PQTs).

Upstream product

• 139100-06-4 2-bromo-3-dodecylthiophene 
• 143367-56-0 5,5'-bis(trimethylstannyl)-2,2'-bithiophene 
• 4805-22-5 5,5'-dibromo-2,2'-bisthiophene 
• 208053-19-4 tri-n-butyl(3-n-dodecylthiophen-2-yl)stannane 

Downstream Products

• 1384110-11-5 1,4-phenylenebis((3,3'''-didodecyl-[2,2':5',2'':5'',2'''-quaterthiophen]-5-yl)methanol) 
• 1384110-12-6 N-((3,3'''-didodecyl-[2,2':5',2'':5'',2'''-quaterthiophen]-5-yl)methylene)aniline 
• 1384110-13-7 N-((3,3'''-didodecyl-[2,2':5',2'':5'',2'''-quaterthiophen]-5-yl)methyl)aniline 
• 1179993-70-4 2,2’-distannyl-3,3’’’-didodecyl-2,2’:5’,2’’:5’’,2’’’-quaterthiophene 
• 1245634-21-2 (3,3'''-didodecyl-[2,2':5',2'':5'',2'''-quaterthiophene]-5,5'''-diyl)bis(tributylstannane) 
• 1327277-79-1 3,3'''-didodecyl-2,2′;5′,2″;5″,2'''-quaterthiophene-5-carbaldehyde 
• 1352147-29-5 C₄₂H₅₈O₂S₄ 
• 561068-09-5 5,5'''-dibromo-3,3'''-bis(dodecyl)-2,2':5',2'':5'',2'''-quarterthiophene 

Relevant articles and documents

High-Performance Semiconducting Polythiophenes for Organic Thin-Film Transistors

Conjugated polymers have been widely studied as potential semiconductor materials for organic thin-film transistors (TFTs). However, they have provided functionally poor transistor properties when the TFTs are fabricated in air. We have developed a class of liquid crystalline regioregular polythiophenes, PQTs, that possess sufficient air stability to enable achievement of excellent TFT properties under ambient conditions. These polythiophenes exhibit unique self-assembly ability and form highly structured thin films when deposited from solution under appropriate conditions. TFTs fabricated in air with PQT channel layers have provided high field-effect mobility to 0.14 cm2 V-1 s-1 and high current modulation to over 107, together with other desirable transistor properties. These high-performance polythiophenes will therefore help bring the long-standing concept of low-cost organic/polymer transistor circuits closer to commercial reality. Copyright

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).

SMALL MOLECULAR THIOPHENE COMPOUND HAVING DIVALENT LINKAGE

A small molecular thiophene compound consisting of: at least one divalent linkage; and a plurality of thiophene units, each thiophene unit being represented by structure (A) wherein each thiophene unit is bonded at either or both of the second ring positi