219597-02-1

Basic information

• Product Name: DPh-BDT
• Synonyms: 2,6-Diphenylbenzo[1,2-b:4,5-b′]dithiophene;DPh-BDT
• CAS NO: 219597-02-1
• Molecular Formula: C22H14S2
• Molecular Weight: 342.47656
• Mol File: 219597-02-1.mol

Chemical Properties

• Melting Point: 421-426°C
• Appearance: /
• CAS DataBase Reference: DPh-BDT(CAS DataBase Reference)
• NIST Chemistry Reference: DPh-BDT(219597-02-1)
• EPA Substance Registry System: DPh-BDT(219597-02-1)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 219597-02-1(Hazardous Substances Data)

Usage

Uses

Used in Organic Field Effect Transistor (OFET) Materials:
DPh-BDT is used as an organic semiconductor material for OFETs due to its high charge carrier mobility, excellent stability, and compatibility with other organic materials. This enables the development of high-performance and flexible electronic devices.
Used in p-Type Organic Semiconductors:
DPh-BDT serves as a p-type organic semiconductor, which is essential for the fabrication of various electronic devices, such as solar cells, light-emitting diodes, and sensors. Its unique electronic properties and stability contribute to improved device performance and reliability.
Used in p-Type Small Molecules:
As a p-type small molecule, DPh-BDT is utilized in the development of novel materials for electronic applications. Its small size and high purity allow for better control over the material properties and device fabrication processes.
Used in Sublimed Grade Materials:
DPh-BDT is available in a sublimed grade, which ensures high purity and minimal impurities. This makes it suitable for use in high-quality electronic devices and materials, where purity and consistency are crucial for optimal performance.

Upstream product

• 591-50-4 iodobenzene 
• 267-65-2 benzo[1,2-b:4,5-b']dithiophene 
• 536-74-3 phenylacetylene 
• 63262-06-6 1,4-dibromo-2,5-diiodobenzene 
• 97094-33-2 ((2,5-dibromo-1,4-phenylene)bis(ethyne-2,1-diyl))dibenzene 

Relevant articles and documents

2,6-Diphenylbenzo[1,2-b:4,5-b′]dichalcogenophenes: A New Class of High-Performance Semiconductors for Organic Field-Effect Transistors

2,6-Diphenylbenzo[1,2-b:4,5-b′]dichalcogenophenes including thiophene, selenophene, and tellurophene analogues as organic semiconductors for field-effect transistors were effectively synthesized in three steps from commercially available 1,4-dibromobenzen

Nickel-catalyzed and Li-mediated regiospecific C-H arylation of benzothiophenes

A nickel-based catalytic system for the regiospecific C2-H arylation of benzothiophene has been established. NiCl2(bpy) is used as a catalyst in combination with LiHMDS as a base in dioxane. The catalytic system is applicable to a variety of functionalized benzothiophenes, as well as other heteroarenes including thiophene, benzodithiophene, benzofuran and selenophene in combination with iodo aryl electrophiles. The role of LiHMDS as a uniquely potent base and a postulated mechanism are discussed. The applicability of this system is finally demonstrated for the synthesis of an intermediate of an active pharmaceutical ingredient.

METHOD FOR PRODUCING AROMATIC COMPOUND

Disclosed is a method for producing an aromatic compound represented by the general formula (2) below, which is characterized in that a compound represented by the general formula (1) below is reacted with a sulfur compound (at least one member selected from the group consisting of sulfur, hydrogen sulfide, metal hydrosulfides and metal sulfides) or a selenium compound. (In the formula (1), R1 represents a hydrogen atom, a halogen atom, a hydroxyl group, a cyano group, a nitro group, an ester group, an optionally substituted alkyl group having 1-18 carbon atoms or the like; R2 represents a halogen atom; R3 represents a hydrogen atom, C≡C-R1 or R2; and n represents an integer of 0-4. When n is not less than 2, R3's may be the same as or different from each other.) (In the formula (2), R1, R3 and n are as defined in the formula (1); and X represents a sulfur atom or a selenium atom.)

One-pot synthesis of benzo[b]thiophenes and benzo[b]selenophenes from o-halo-substituted ethynylbenzenes: convenient approach to mono-, bis-, and tris-chalcogenophene-annulated benzenes

A convenient one-pot procedure for the synthesis of benzo[b]thiophenes and selenophenes from readily available o-halo-ethynylbenzene precursors is described. Regardless of the substituent on the acetylene terminus or the number of cyclization moieties on the precursors, various benzo[b]thiophenes and selenophenes, including not only the parent, alkyl-, and phenyl-substituted derivatives but also benzo[1,2-b:4,5-b']dithiophenes and diselenophenes and benzo[1,2-b:3,4-b':5,6-b'']trithiophenes and triselenophenes can be prepared in good to high yields.