1351986-34-9

Basic information

• Product Name: 2,5-Dihydro-2,5-bis(2-octyldodecyl)-3,6-bis[5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-thiophen-2-yl]pyrrolo[3,4-c]pyrrol-1,4-dione
• Synonyms: 2,5-Dihydro-2,5-bis(2-octyldodecyl)-3,6-bis[5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-thiophen-2-yl]pyrrolo[3,4-c]pyrrol-1,4-dione;3,6-bis(5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiophen-2-yl)-2,5-bis(2-octyldodecyl)pyrrolo[3,4-c]pyrrole-1,4(2H,5H)-dione;2,5-Bis(2-octyldodecyl)-3,6-bis[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-thienyl]-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione;DPP812-2B
• CAS NO: 1351986-34-9
• Molecular Formula: C66H110B2N2O6S2
• Molecular Weight: 1113.3414
• EINECS: -0
• Product Categories: Diketopyrrolopyrrole
• Mol File: 1351986-34-9.mol
• Article Data: 8

Chemical Properties

• Melting Point: 168°C(lit.)
• Boiling Point: 1027.7±65.0 °C(Predicted)
• Appearance: /
• Density: 1.06±0.1 g/cm3(Predicted)
• PKA: -4.80±0.60(Predicted)
• CAS DataBase Reference: 2,5-Dihydro-2,5-bis(2-octyldodecyl)-3,6-bis[5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-thiophen-2-yl]pyrrolo[3,4-c]pyrrol-1,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 2,5-Dihydro-2,5-bis(2-octyldodecyl)-3,6-bis[5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-thiophen-2-yl]pyrrolo[3,4-c]pyrrol-1,4-dione(1351986-34-9)
• EPA Substance Registry System: 2,5-Dihydro-2,5-bis(2-octyldodecyl)-3,6-bis[5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-thiophen-2-yl]pyrrolo[3,4-c]pyrrol-1,4-dione(1351986-34-9)

Safety Data

• Hazardous Substances Data: 1351986-34-9(Hazardous Substances Data)

Usage

Description

2,5-Dihydro-2,5-bis(2-octyldodecyl)-3,6-bis[5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-thiophen-2-yl]pyrrolo[3,4-c]pyrrol-1,4-dione is a complex organic compound with a unique structure that includes two octyldodecyl chains and two 5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-thiophene groups attached to a pyrrolo[3,4-c]pyrrol-1,4-dione core. 2,5-Dihydro-2,5-bis(2-octyldodecyl)-3,6-bis[5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-thiophen-2-yl]pyrrolo[3,4-c]pyrrol-1,4-dione is known for its tailored electronic properties, high stability, and potential for straightforward chemical modification, making it a promising candidate for the development of advanced organic electronics.

Uses

Used in Organic Electronics Industry:
2,5-Dihydro-2,5-bis(2-octyldodecyl)-3,6-bis[5-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-thiophen-2-yl]pyrrolo[3,4-c]pyrrol-1,4-dione is used as a key component in the development of highly efficient and durable organic electronic devices. Its tailored electronic properties, high stability, and potential for straightforward chemical modification contribute to the creation of advanced materials that can be used in various electronic applications, such as organic solar cells, organic light-emitting diodes (OLEDs), and organic field-effect transistors (OFETs). These devices benefit from the compound's ability to enhance performance, improve durability, and enable new functionalities.

Upstream product

• 69620-20-8 9-(bromomethyl)nonadecane 
• 1267540-02-2 2,5-bis(2-octyldodecyl)-3,6-di(thiophen-2-yl)-2,5-dihydropyrrolo[3,4-c]pyrrole-1,4-dione 
• 5333-42-6 2-octyldodecan-1-ol 
• 61676-62-8 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 

Relevant articles and documents

Selenium in diketopyrrolopyrrole-based polymers: Influence on electronic properties and charge carrier mobilities

Diketopyrrolopyrrole (DPP)-based π-conjugated copolymers with thiophene have exceptionally high electron mobilities. This paper investigates electronic properties and charge carrier mobilities of selenophene containing analogues. Two new copolymers, with

An ultra-low bandgap diketopyrrolopyrrole (DPP)-based polymer with balanced ambipolar charge transport for organic field-effect transistors

A new A1-A2 type polymer pDTDPP-TTF containing diketopyrrolopyrrole (DPP) and 2-ethylhexyl-3-fluorothieno[3,4-b]thiophene-2-carboxylate (TTF) as the main electron-accepting building blocks has been synthesized via Suzuki cross-coupling polycondensation. The introduction of TTF as an additional electron-deficient unit significantly lowers the LUMO energy level of this DPP containing polymer to -4.37 eV which is beneficial for efficient electron injection and transport. The pDTDPP-TTF polymer shows an ultra narrow optical bandgap of 1.06 eV with a broad absorption spectra covering the visible to near infrared region of up to 1300 nm. Solution-processed OFET devices with pDTDPP-TTF as the active semiconducting layer have been fabricated with the configurations of both bottom-gate bottom-contact (BG-BC) and top-gate bottom-contact (TG-BC). The BG-BC devices with SiO2 as a dielectric exhibit ambipolar behavior with a hole and electron mobility of 1.85 × 10-4 and 3.55 × 10-5 cm2 V-1 s-1, respectively. Improved OFET performance has been achieved in TG-BC devices by using PMMA as the dielectric; balanced ambipolar charge transport is obtained with a hole and electron mobility of 6.17 × 10-3 cm2 V-1 s-1 and 3.13 × 10-3 cm2 V-1 s-1, respectively. To the best of our knowledge, our work is among the very few examples of ultra-low bandgap semiconducting polymers with balanced ambipolar charge transport properties.

Novel 4,8-benzobisthiazole copolymers and their field-effect transistor and photovoltaic applications

A series of copolymers containing the benzo[1,2-d:4,5-d′]bis(thiazole) (BBT) unit has been designed and synthesised with bisthienyl-diketopyrrolopyrrole (DPP), dithienopyrrole (DTP), benzothiadiazole (BT), benzodithiophene (BDT) or 4,4′-dialkoxybithiazole (BTz) comonomers. The resulting polymers possess a conjugation pathway that is orthogonal to the more usual substitution pathway through the 2,6-positions of the BBT unit, facilitating intramolecular non-covalent interactions between strategically placed heteroatoms of neighbouring monomer units. Such interactions enable a control over the degree of planarity through altering their number and strength, in turn allowing for tuning of the band gap. The resulting 4,8-BBT materials gave enhanced mobility in p-type organic field-effect transistors of up to 2.16 × 10-2 cm2 V-1 s-1 for pDPP2ThBBT and good solar cell performance of up to 4.45% power conversion efficiency for pBT2ThBBT.