1044795-04-1

Basic information

• Product Name: 4,5-b']dithiophene
• Synonyms: 4,8-Bis(dodecyloxy)benzo[1,2-b:4,5-b']dithiophene
• CAS NO: 1044795-04-1
• Molecular Formula: C₃₄H₅₄O₂S₂
• Molecular Weight: 558.92
• EINECS: -0
• Mol File: 1044795-04-1.mol
• Article Data: 11

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4,5-b']dithiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-b']dithiophene(1044795-04-1)
• EPA Substance Registry System: 4,5-b']dithiophene(1044795-04-1)

Safety Data

• Hazardous Substances Data: 1044795-04-1(Hazardous Substances Data)

Usage

Description

4,5-b']dithiophene is an organic compound that consists of two thiophene rings connected by a carbon-carbon bond. It is a key building block in the synthesis of various organic materials and has unique electronic properties due to its conjugated structure.

Uses

Used in Polymer Solar Cells:
4,5-b']dithiophene is used as a building block for the preparation of pendent thiophene side-chain benzodithiophenes. These side-chains enhance the light absorption and charge transport properties of the polymers, leading to improved performance in polymer solar cells.
Used in Organic Electronics:
4,5-b']dithiophene is also used in the development of organic electronic materials, such as organic field-effect transistors (OFETs) and organic light-emitting diodes (OLEDs), due to its ability to form stable and highly conductive materials.
Used in Chemical Synthesis:
4,5-b']dithiophene serves as an important intermediate in the synthesis of various organic compounds, including pharmaceuticals, dyes, and other functional materials. Its versatile chemical properties allow for a wide range of reactions and modifications, making it a valuable component in the chemical industry.

Upstream product

• 32281-36-0 4,8-dihydrobenzo[1,2-b:4,5-b']dithiophene-4,8-dione 
• 10157-76-3 dodecyl 4-methylbenzenesulphonate 
• 143-15-7 1-dodecylbromide 
• 1357156-35-4 4,8-dihydroxybenzo[1,2-b:4,5-b']dithiophene 

Downstream Products

• 1056457-29-4 C₄₆H₅₂F₁₀O₂S₂ 
• 1056457-31-8 C₄₈H₅₂F₁₄O₂S₂ 

Relevant articles and documents

New low band gap 2-(4-(trifluoromethyl)phenyl)-1H-benzo[d]imidazole and benzo[1,2-c;4,5-c′]bis[1,2,5]thiadiazole based conjugated polymers for organic photovoltaics

Two new low band gap D-A structured conjugated polymers, PBDTTBI and PBDTBBT, based on 2-(4-(trifluoromethyl)phenyl)-1H-benzo[d]imidazole and benzo[1,2-c;4,5-c′]bis[1,2,5]thiadiazole acceptor units with benzo[1,2-b;3,4-b′]dithiophene as a donor unit have been designed and synthesized via a Stille coupling reaction. The incorporation of the benzo[1,2-c;4,5-c′]bis[1,2,5]thiadiazole unit into PBDTBBT has significantly altered the optical and electrochemical properties of the polymer. The optical band gap estimated from the onset absorption edge is ～1.88 eV and ～1.1 eV, respectively for PBDTTBI and PBDTBBT. It is observed that PBDTBBT exhibited a deeper HOMO energy level (-4.06 eV) with strong intramolecular charge transfer interactions. Bulk heterojunction solar cells fabricated with a configuration of ITO/PEDOT:PSS/PBDTBBT:PC71BM/Al exhibited a best power conversion efficiency of 0.67%, with a short circuit current density of 4.9 mA cm-2, an open-circuit voltage of 0.54 V and a fill factor of 25%.

Binuclear Ruthenium Complexes with Benzo[1,2-b;4,5-b′]dithiophene Analogues as Bridge Ligands: Syntheses, Characterization and Notable Difference on Electronic Coupling

Diruthenium ethynyl complexes 1–3 (1: 1,5-dithia-s-indacene-4,8-dione; 2: 4,8-diethoxybenzo[1,2-b:4,5- b']dithiophene; 3: 4,8-didodecyloxybenzo[1,2-b:4,5-b']dithiophene) have been synthesized by incorporating the respective conjugated heterocyclic spacer

Low bandgap polymers with benzo [1,2-b:4,5-b′] dithiophene and bisthiophene-dioxopyrrolothiophene units for photovoltaic applications

New donor/acceptor polymers PBDTTPT1 and PBDTTPT2 with alternating benzodithiophene (BDT) and bisthiophene-dioxopyrrolothiophene (TPT) units were synthesized by Stille coupling reaction. The polymers had optical bandgaps of 1.78 and 1.82 eV, and HOMO energy levels of -5.30 and -5.35 eV for PBDTTPT1 and PBDTTPT2, respectively. Polymeric solar cell devices based on these copolymers as donors and PC71BM as acceptor showed the highest open circuit voltage of 0.95 V and power conversion efficiency of 2.68% under the illumination of AM 1.5, 100 mW/cm2.

Hole transporting material for perovskite solar cell and application thereof

The invention discloses a hole transporting material 2,6-bistriphenylamine-4,8-bis(alkoxy)benzo[1,2-B:4,5-B']dithiophene for a perovskite solar cell. The hole transporting material has simple molecular structures, high hole mobility, high efficiency, high conductivity and good solubility; aromatic functional radicals can be introduced into lateral groups; the perovskite solar cell prepared from the hole transporting material can be matched with the energy level of perovskite. The invention also discloses a preparation method of the hole transporting material. The hole transporting material for the perovskite solar cell is prepared and obtained by using 2,6-dibromo-4,8-bis(alkoxy)benzo[1,2-B:4,5-B']dithiophene and 4-(Diphenylamino)phenylboronicacid as raw materials through a one-step SUZUKI reaction. The preparation method provided by the invention has the characteristics that the operation is simple, the raw materials are low-cost and easily obtained, the separation is easy, and the yield is high.