1224430-28-7

Basic information

• Product Name: 4,4'-Dibutoxy-2,2'-bis(trimethylstannyl)-5,5'-bithiazole
• Synonyms: 4,4'-Dibutoxy-2,2'-bis(trimethylstannyl)-5,5'-bithiazole;3,6-bis(5-bromothiophene-2-yl)-2,5-bis(2-decyltetradecyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione;4,4'-Dibutoxy-2,2'-bis(trimethylstannyl)-5,5'-bithiazol;DPP1014-2Br
• CAS NO: 1224430-28-7
• Molecular Formula: C₆₂H₁₀₂Br₂N₂O₂S₂
• Molecular Weight: 638.06204
• EINECS: 200-258-5
• Mol File: 1224430-28-7.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 983.2±65.0 °C(Predicted)
• Appearance: /
• Density: 1.15±0.1 g/cm3(Predicted)
• PKA: -5.38±0.60(Predicted)
• CAS DataBase Reference: 4,4'-Dibutoxy-2,2'-bis(trimethylstannyl)-5,5'-bithiazole(CAS DataBase Reference)
• NIST Chemistry Reference: 4,4'-Dibutoxy-2,2'-bis(trimethylstannyl)-5,5'-bithiazole(1224430-28-7)
• EPA Substance Registry System: 4,4'-Dibutoxy-2,2'-bis(trimethylstannyl)-5,5'-bithiazole(1224430-28-7)

Safety Data

• Hazardous Substances Data: 1224430-28-7(Hazardous Substances Data)

Usage

General Description

4,4'-Dibutoxy-2,2'-bis(trimethylstannyl)-5,5'-bithiazole is a chemical compound that belongs to the class of bithiazole derivatives. It consists of a bithiazole core with two butoxy groups and two trimethylstannyl groups attached to the 4 and 4' positions, respectively. 4,4'-Dibutoxy-2,2'-bis(trimethylstannyl)-5,5'-bithiazole is commonly used as a building block in organic synthesis and materials science, particularly in the development of organic semiconductors for electronic applications. Additionally, its stannyl groups can facilitate further functionalization of the molecule, making it a versatile starting material for the synthesis of more complex organic compounds.

Upstream product

• 1312588-15-0 2,5-bis(2-decyltetradecyl)-3,6-di(thiophen-2-yl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione 
• 5333-42-6 2-octyldodecan-1-ol 
• 1267540-02-2 2,5-bis(2-octyldodecyl)-3,6-di(thiophen-2-yl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione 
• 732276-63-0 11-bromomethyl-tricosane 
• 58670-89-6 2-decylteradecanol 

Relevant articles and documents

Influence of fluorination in π-extended backbone polydiketopyrrolopyrroles on charge carrier mobility and depth-dependent molecular alignment

A series of π-extended polydiketopyrrolo[3,4-c]pyrroles with a varying degree of fluorination on the thiophene-phenyl-thiophene comonomer was synthesized by Stille polycondensation. The influence of the degree of fluorination was studied with regard to th

Highly reproducible organic field-effect transistor from pseudo 3-dimensional triphenylamine-based amorphous conjugated copolymer

An easily accessible 3D donor-acceptor polymer based on triphenylamine (PTPA-co-DTDPP) is synthesized by a simple and efficient route. Owing to its non-fibrillar structure, PTPA-co-DTDPP features highly reproducible charge carrier mobility of up to 3.3 × 10-3 cm2 V -1 s-1 at various fabrication conditions.

Poly(diketopyrrolopyrrole-benzothiadiazole) with ambipolarity approaching 100% equivalency

As a characteristic feature of conventional conjugated polymers, it has been generally agreed that conjugated polymers exhibit either high hole transport property (p-type) or high electron transport property (n-type). Although ambipolar properties have been demonstrated from specially designed conjugated polymers, only a few examples have exhibited ambipolar transport properties under limited conditions. Furthermore, there is, as yet, no example with 'equivalent' hole and electron transport properties. We describe the realization of an equivalent ambipolar organic field-effect transistor (FET) by using a single-component visible-near infrared absorbing diketopyrrolopyrrole (DPP)-benzothiadiazole (BTZ) copolymer, namely poly[3,6-dithiene-2-yl-2,5-di(2- decyltetradecyl)-pyrrolo[3,4-c]pyrrole-1,4-dione-5',5''-diyl-alt-benzo-2,1, 3-thiadiazol-4,7-diyl] (PDTDPP-alt-BTZ). PDTDPP-alt-BTZ shows not only ideally balanced charge carrier mobilities for both electrons (e = 0.09 cm2V-1s-1) and holes (h = 0.1 cm2V-1s-1) but also its inverter constructed with the combination of two identical ambipolar FETs exhibits a gain of ～35 that is much higher than usually obtained values for unipolar logic. Copyright

A high-performance ambipolar organic field-effect transistor based on a bidirectional π-extended diketopyrrolopyrrole under ambient conditions

A novel bidirectional π-extended 2,5-dihydro-1,4-dioxo-3,6-di-2-thienyl-1,4-diketopyrrolo[3,4-c]pyrrole derivative (DPP-2T) with the 4-(2,2-dicyanovinyl)phenyl group, (DPP-2T2P-2DCV), has been synthesized and characterized in order to achieve a high-performance organic semiconductor. The HOMO/LUMO energies of DPP-2T2P-2DCV were estimated to be -5.36 and -3.81 eV, respectively, based on their redox potentials, which were very similar to the other bidirectional π-extended DPP-2T analogue DPP-4T-2DCV. The calculated HOMO/LUMO values (HOMO: -5.43 eV, LUMO: -3.56 eV) based on the optimized geometry agreed well with the experimental values. DPP-2T2P-2DCV exhibits ambipolar TFT response with reasonably balanced electron and hole mobilities of 0.168 cm2 V-1 s-1 and 0.015 cm2 V-1 s-1 by solution process, respectively, which is the best result for solution processable DPP-based ambipolar small molecule semiconductors measured under ambient atmosphere.

Synthesis, characterization, and solar cell and transistor applications of phenanthro[1,2-b:8,7-b′]dithiophene-diketopyrrolopyrrole semiconducting polymers

Synthesis, characterization, and polymer solar cell and transistor application of a series of phenanthro[1,2-b:8,7-b′]dithiophene-based donor-acceptor (D-A)-type semiconducting polymers combined with a diketopyrrolopyrrole unit are reported. The present polymers showed some unique features such as strong aggregation behavior, high thermal stability, and short π-π stacking distance (3.5-3.6 ?), which are suitable for high performance organic materials. In addition, they have a significantly extended absorption up to 1000 nm with a band gap of ca. 1.2 eV. However, such strong intermolecular interaction reduced their solubility and molecular weights, which resulted in low crystalline nature and moderate field-effect mobility of 0.01 cm2 V-1 s-1. Furthermore, such strong aggregation behavior led to the large-scale phase separation in the blend films, which may prevent the effective photocurrent generation, limiting Jsc and power conversion efficiency of 2.0%.