1619967-09-7

Basic information

• Product Name: (3,3'-Difluoro-[2,2'-bithiophene]-5,5'-diyl)bis(trimethylstannane)
• Synonyms: (3,3'-Difluoro-[2,2'-bithiophene]-5,5'-diyl)bis(trimethylstannane);Stannane, 1,1'-(3,3'-difluoro[2,2'-bithiophene]-5,5'-diyl)bis[1,1,1-trimethyl-
• CAS NO: 1619967-09-7
• Molecular Formula: C14H20F2S2Sn2
• Molecular Weight: 527.8554064
• Mol File: 1619967-09-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 410.9±55.0 °C(Predicted)
• Appearance: /
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• CAS DataBase Reference: (3,3'-Difluoro-[2,2'-bithiophene]-5,5'-diyl)bis(trimethylstannane)(CAS DataBase Reference)
• NIST Chemistry Reference: (3,3'-Difluoro-[2,2'-bithiophene]-5,5'-diyl)bis(trimethylstannane)(1619967-09-7)
• EPA Substance Registry System: (3,3'-Difluoro-[2,2'-bithiophene]-5,5'-diyl)bis(trimethylstannane)(1619967-09-7)

Safety Data

• Hazardous Substances Data: 1619967-09-7(Hazardous Substances Data)

Usage

Description

3,3'-Difluoro-5,5'-bis(trimethylstannyl)-2,2'-bithiophene is?used for the synthesis of small molecules or polymer semiconductors in organic electronic applications, such as?P(NDI2OD-T2F).

Upstream product

• 1619967-08-6 5,5'-bisbromo-3,3'-difluoro-2,2'-bithiophene 
• 1066-45-1 trimethyltin(IV)chloride 
• 207742-50-5 3,3'-dibromo-5,5'-bis(trimethylsilyl)-2,2'-bithiophene 

Relevant articles and documents

Preparation method of 5, 5-bis(trimethylstannyl)-3, 3-difluoro-2, 2-bithiophene

The invention discloses a preparation method of 5, 5-bis(trimethylstannyl)-3, 3-difluoro-2, 2-bithiophene. The method comprises the following steps: S1: synthesizing 3, 3-difluoro-2, 2-bithiophene; and S2: performing synthesis of 5, 5-bis(trimethylstannyl)-3, 3-difluoro-2, 2-bithiophene: adding the 3, 3-difluoro-2, 2-bithiophene obtained in S1 into a reaction vessel, performing dissolving with anhydrous tetrahydrofuran, performing cooling to 42-38 DEG C, dropwise adding butyl lithium, performing reacting at low temperature for 25-35 minutes, naturally performing heating to room temperature, performing reacting for 0.8-1.2 hours, performing cooling to -42-38 DEG C, and dropwise adding a tetrahydrofuran solution of trimethyltin chloride; and naturally performing heating to room temperature,reacting for 2-5 hours, and performing washing and crystallizing to obtain a white flaky target object 5, 5-bis(trimethylstannyl)-3, 3-difluoro-2, 2-bithiophene. According to the method, cheaper 3, 3-dibromo-2, 2-bithiophene is used as a starting raw material, the process route is relatively short, the reaction yield of each step is very high, and the overall yield can reach 75-80%.

Fluorination of polythiophene derivatives for high performance organic photovoltaics

For the purpose of examining the tuning of photophysical property by fluorine atom substitution, fluorinated and nonfluorinated poly(3,4- dialkylterthiophenes) (PDATs) were synthesized, and their photovoltaic properties were compared. Fluorinated PDATs exhibit a deeper highest occupied molecular orbital energy level than nonfluorinated ones, leading to higher open-circuit voltage in organic solar cells and also enhanced molecular ordering as evidenced by a vibronic shoulder in UV-vis spectra, π-π scattering in GIWAXS, and a well-developed fibril structure in TEM, which contributes to efficient charge transport. As a result, the fluorine substitution increases the power conversion efficiency by 20% to 250% as compared with nonfluorinated PDATs.