469912-82-1

Basic information

• Product Name: 2,5‐ bis(triMethylstannyl)th ieno[3,2‐b]thiophene
• Synonyms: 2,5‐ bis(triMethylstannyl)th ieno[3,2‐b]thiophene;Silane, thieno[3,2-b]thiophene-2,5-diylbis[trimethyl-;2,5-Bis(trimethylstannyl)thieno[3,2-b]thiophene
• CAS NO: 469912-82-1
• Molecular Formula: C₁₂H₂₀S₂Sn₂
• Molecular Weight: 465.8372
• Product Categories: OPV,OLED
• Mol File: 469912-82-1.mol
• Article Data: 11

Chemical Properties

• Melting Point: 127-132 °C
• Boiling Point: 383.8±52.0 °C(Predicted)
• Appearance: /
• CAS DataBase Reference: 2,5‐ bis(triMethylstannyl)th ieno[3,2‐b]thiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5‐ bis(triMethylstannyl)th ieno[3,2‐b]thiophene(469912-82-1)
• EPA Substance Registry System: 2,5‐ bis(triMethylstannyl)th ieno[3,2‐b]thiophene(469912-82-1)

Safety Data

• Hazard Codes: T+,N
• Statements: 26/27/28-50/53
• Safety Statements: 26-27-28-45-60-61
• RIDADR: UN 3146 6.1/PG I
• HazardClass: 6.1
• PackingGroup: I
• Hazardous Substances Data: 469912-82-1(Hazardous Substances Data)

Usage

Description

2,5-bis(trimethylstannyl)thieno[3,2-b]thiophene can be prepared by using thieno[3,2-b]thiophene?as starting material, further reaction with dibromo compounds (Stille Coupling) to form oligomers or polymers which can be used for organic electronic devices.

Uses

2,5-Bis(trimethylstannyl)-thieno[3,2-b]thiophene can be used as a copolymer in the synthesis of thiophene based materials for the fabrication of organic electronic devices such as organic field effect transistors (OFETs), organic thin film transistors(OTFTs) and organic photovoltaic cells (OPVs).

General Description

2,5-Bis(trimethylstannyl)-thieno[3,2-b]thiophene is a conducting polymer that can be used in the formation of the hole transporting material (HTM) with improved charge mobility. It is a majorly utilized as a copolymer in the polymerization of new thieno(3,2-b)thiophene based polymers.

Upstream product

• 1066-45-1 trimethyltin(IV)chloride 
• 25121-87-3 2,5-dibromothieno[3,2-b]thiophene 
• 251-41-2 thieno[3,2-b]thiophene 
• 930-96-1 3-bromo-2-thiophenecarboxaldehyde 
• 1723-27-9 thieno[3,2-b]thiophene-2-carboxylic acid 
• 201004-08-2 ethyl thieno[3,2,-b]thiophene-2-carboxylate 

Downstream Products

• 1372768-50-7 C₇₂H₉₂O₆S₄ 
• 1372768-51-8 C₇₂H₈₈O₄S₄ 
• 1008531-82-5 2,5-bis(3-hexylthiophen-2-yl)thieno[3,2-b]thiophene 
• 1369360-49-5 C₂₄H₂₀O₄S₂ 
• 1369360-51-9 C₇₆H₉₂O₄S₂ 
• 1369360-50-8 C₇₆H₉₆O₆S₂ 

Relevant articles and documents

Synthesis and redox property of the binuclear Pt(II) complexes bridged by thieno[3,2-b]thiophenes

The binuclear Pt(II) complexes bridged by thieno[3,2-b]thiophenes were prepared and their redox behavior was measured by cyclic voltammetry. The complexes showed two one-electron quasi-reversible waves and their first redox potentials are comparable with that of ferrocene. The oxidation potentials of the complexes and the related complexes are explained by the result of the MO calculation. The one-electron oxidation of some complexes gave stable oxidized complexes which showed no IT band in the near infrared region. The electronic and EPR spectra suggest that an unpaired electron is localized on the Pt atom.

High-performance conjugated terpolymer-based organic bulk heterojunction solar cells

Recently, conjugated terpolymers comprising three components have attracted tremendous attention. However, quite a few examples of high-performance terpolymers have been reported. We present here two novel terpolymers named PtDDA and PtDAA, in which bithiophene (BT) and benzo[1,2-c:4,5-c′]dithiophene-4,8-dione (T1) were chosen as the donor and acceptor units, respectively. Thieno[3,2-b]thiophene (TT) and thiazolo[5,4-d]thiazole (TTz) were used as the third component. It is interesting to find that the PtDDA terpolymer shows a typical D1-D2-D1-A1 structure while PtDAA shows a D1-A1-D1-A2 structure. Without using additives or post-annealing processes, PtDAA-based solar cells show a high PCE of 8.1%, with an unprecedented fill factor (FF) of 0.74, which is much higher than those of PtDDA-based devices (PCE = 3.4%, FF = 0.55). The high efficiency of 8.1% is one of the highest values reported so far for organic solar cells based on conjugated terpolymers. The high performance is mainly ascribed to the efficient carrier transport in the PtDAA:PC71BM active layer, high crystallinity of PtDAA, and high domain purity. The results suggest that constructing conjugated terpolymers with one donor and two acceptor units is an effective strategy for designing high-performance solar cell materials.

Conjugated polymer for organic thin-film transistor comprising of Quinoxaline and Thieno[3,2-b]thiophene

The present invention refers to [...] thieno [3, 2-b] thiophene using organic thin film transistor (organic thin-film transistor, OTFT) (conjugated polymer) relates to conjugated macromolecule type transition for electrolyte, more particularly 2, 3-bis (4- [...]) [...] -5, 8-(2, -5, 8-dibromoquinoxaline 3-Bis (4-hexylphenyl)) and 2, 5-bis (tri-n-methyl [...])-thieno [3, 2-b] thiophene (2, 5-Bis (Tri-n-methylstannyl)-thieno [3, 2-b] thiophene) Stille-coupling reactions of a produced through forging by use of conjugated macromolecule relates to (conjugated polymer). The present invention according to a heat conjugated macromolecule , each -3.3eV and -5.1eV HOMO and a LUMO value, the (band gap energy) 1.8eV band gap energy to useful as for anti-organic solar cells can be used. (by machine translation)

HETEROACENE COMPOUNDS FOR ORGANIC ELECTRONICS

The present invention provides compounds of formula (1) wherein o is 1, 2 or 3, p is 0, 1 or 2, n is 0, 1 or 2, m is 0, 1 or 2, and A is a mono-or polycyclic ring system, which may contain at least one heteroatom, and an electronic device comprising the compounds as semiconducting material.