132814-91-6

Basic information

• Product Name: α,ω-Dihexylquaterthiophene, 5,5μ-Bis(3-hexyl-2-thienyl)-2,2μ-bithiophene, DH-4T
• Synonyms: 3,3μμμ-Dihexyl-2,2μ:5μ,2μμ:5μμ,2μμμ-quaterthiophene;α,ω-Dihexylquaterthiophene, 5,5μ-Bis(3-hexyl-2-thienyl)-2,2μ-bithiophene, DH-4T;DH-4T;3,3'''-Dihexyl-2,2':5',2'':5'',2'''-quaterthiophene 95%;2-(3-hexylthiophen-2-yl)-5-[5-(3-hexylthiophen-2-yl)thiophen-2-yl]thiophene;3,3'-dihexyl-2,2':5',2:5,2'-quarterthiophene
• CAS NO: 132814-91-6
• Molecular Formula: C₂₈H₃₄S₄
• Molecular Weight: 498.82956
• EINECS: 200-258-5
• Mol File: 132814-91-6.mol
• Article Data: 4

Chemical Properties

• Melting Point: 25-29 °C
• Boiling Point: 592.0±50.0 °C(Predicted)
• Flash Point: 110 °C
• Appearance: /
• Density: 1.131±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: α,ω-Dihexylquaterthiophene, 5,5μ-Bis(3-hexyl-2-thienyl)-2,2μ-bithiophene, DH-4T(CAS DataBase Reference)
• NIST Chemistry Reference: α,ω-Dihexylquaterthiophene, 5,5μ-Bis(3-hexyl-2-thienyl)-2,2μ-bithiophene, DH-4T(132814-91-6)
• EPA Substance Registry System: α,ω-Dihexylquaterthiophene, 5,5μ-Bis(3-hexyl-2-thienyl)-2,2μ-bithiophene, DH-4T(132814-91-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26
• RIDADR: UN 3335
• WGK Germany: 3
• Hazardous Substances Data: 132814-91-6(Hazardous Substances Data)

Usage

Description

α,ω-Dihexylquaterthiophene, 5,5μ-Bis(3-hexyl-2-thienyl)-2,2μ-bithiophene, DH-4T is a dihexyl quarterthiophene derivative that can be used as a donor-acceptor molecule in organic electronic devices. It possesses a field mobility of 0.23 cm2/Vs and acts as an active layer in semiconductors.

Uses

Used in Organic Field Effect Transistor (OFET) Applications:
α,ω-Dihexylquaterthiophene, 5,5μ-Bis(3-hexyl-2-thienyl)-2,2μ-bithiophene, DH-4T is used as a conjugating polymer for the fabrication of organic field effect transistors. Its unique properties allow for efficient charge transport and improved device performance.
Used in Organic Thin Film Transistor (OTFT) Applications:
In the organic thin film transistor industry, α,ω-Dihexylquaterthiophene, 5,5μ-Bis(3-hexyl-2-thienyl)-2,2μ-bithiophene, DH-4T is utilized as a key component in the development of high-performance transistors. Its role as a conjugating polymer contributes to the overall functionality and efficiency of the devices.
Used in Organic Photovoltaics (OPV) Applications:
α,ω-Dihexylquaterthiophene, 5,5μ-Bis(3-hexyl-2-thienyl)-2,2μ-bithiophene, DH-4T is employed as a conjugating polymer in the fabrication of organic photovoltaics. Its ability to facilitate charge transport and act as an active layer in semiconductors enhances the efficiency and performance of these solar energy devices.

Upstream product

• 4805-22-5 5,5'-dibromo-2,2'-bisthiophene 
• 69249-61-2 3-hexyl-2-bromothiophene 
• 239075-02-6 5,5'-di(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)-2,2'-bithiophene 

Downstream Products

• 1346644-09-4 5?-(4-(diphenylamino)phenyl)-3,3?-dihexyl-[2,2':5',2:5,2?-quaterthiophene]-5-carbaldehyde 
• 1346644-10-7 5-((5?-(4-(diphenylamino)phenyl)-3,3?-dihexyl-[2,2':5',2:5,2?-quaterthiophene]-5-yl)methylene)-1-(2-ethylhexyl)-4-methyl-2,6-dioxo-1,2,5,6-tetrahydropyridine-3-carbonitrile 
• 1403604-22-7 2-((5?-(4-(diphenylamino)phenyl)-3,3?-dihexyl-[2,2':5',2:5,2?-quaterthiophen]-5-yl)methylene)malononitrile 
• 1403604-23-8 2-(2-((5?-(4-(diphenylamino)phenyl)-3,3?-dihexyl-[2,2':5',2:5,2?-quaterthiophene]-5-yl)methylene)-3-oxo-2,3-dihydro-1H-inden-1-ylidene)malononitrile 

Relevant articles and documents

Alcohol- and water-soluble bis(tpy)quaterthiophenes with phosphonium side groups: New conjugated units for metallo-supramolecular polymers

Bis(tpy)quaterthiophenes with symmetrically distributed two and four 6-bromohexyl side groups were prepared and modified by the reaction with triethylphosphine to give the corresponding ionic species. Both ionic and non-ionic bis(tpy)quaterthiophenes (unimers) were assembled with Zn2+and Fe2+ions to conjugated metallo-supramolecular polymers (MSPs), of which the ionic ones are soluble in alcohols and those derived from tetrasubstituted unimers are soluble even in water. The differences in assembly are specified between systems with (i) ionic and non-ionic unimers, (ii) Zn2+and Fe2+ion couplers, and (iii) methanol and water solvents. A substantial decrease in the stability of Fe-MSPs and a surprisingly high red shift of the luminescence band of Zn-MSPs were observed on going from methanol to aqueous solutions.

A molecular structure and crystallization correlation study of pyromellitic diimide-based conjugated copolymers

Three pyromellitic diimide(PMDI)-based polymers—poly(pyromellitic diimide-co-bithiophene) [poly(PMDI-BTh)], poly(pyromellitic diimide-co-tetrathiophene) [poly(PMDI-TTh)], and poly(pyromellitic diimide-co-benzodithio- phene) [poly(PMDI-BDTTh)]—are synthesized to study the influence of different thiophene-containing electron-donating groups on the crystallizability of PMDI-based conjugated polymers. Computer simulation using Density Functional Theory (DFT) [Gaussian B3LYP/6–31 + G(d,p)] indicates that poly(PMDI-BDTTh) has a more planar molecular structure than the other two copolymers. Powder XRD diffraction experiment of the poly(PMDI-BDTTh) shows a diffraction peak at about 2θ = 6.0°, but no diffraction peak occurs for poly(PMDI-BTh) and poly(PMDI-TTh). Although PMDI is a planar structure that is favorable for the molecular aggregation, a comonomer with planar structure seems to be very crucial in order to synthesize a crystallizable push–pull-type PMDI-based conjugated copolymer.