1100243-35-3

Usage

Uses

Used in Polymer Semiconductors:
4,9-Dibromo-2,7-bis(2-octyldodecyl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone is used as a solubility enhancer in polymer semiconductors for its ability to improve the solubility of the polymer and contribute to the formation of a crystalline structure in films, which enhances device performance.
Used in Organic Solar Cells:
In the application industry of organic solar cells, 4,9-Dibromo-2,7-bis(2-octyldodecyl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone is used as a component in the active layer of the solar cells. Its incorporation into the polymer matrix helps to improve the solubility and crystallinity of the active layer, leading to enhanced charge transport and overall device efficiency.
Used in Field-Effect Transistors:
In the field of field-effect transistors, 4,9-Dibromo-2,7-bis(2-octyldodecyl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone is used as a component in the semiconductor material. Its presence in the polymer matrix improves solubility and promotes crystallization, which can lead to better charge transport properties and improved transistor performance.
Used in Optoelectronic Devices:
4,9-Dibromo-2,7-bis(2-octyldodecyl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone is used in the development of optoelectronic devices, such as light-emitting diodes and photodetectors. Its role in enhancing solubility and promoting crystallization in polymer matrices can contribute to improved device performance and efficiency in these applications.

Upstream product

• 62281-06-5 2-octyldodecylamine 
• 83204-68-6 2,6-dibromo-1,4,5,8-naphthalenetetracarboxylic acid dianhydride 

Downstream Products

• 1426582-16-2 C₇₂H₉₂F₆N₂O₄ 
• 1426582-15-1 C₇₀H₉₄N₂O₄ 
• 1426582-13-9 C₉₄H₁₁₂N₄O₄ 
• 1426582-25-3 C₇₀H₉₆N₄O₂ 

Relevant academic research and scientific papers

Conjugated NDI-donor polymers: Exploration of donor size and electrostatic complementarity

Conjugated donor-acceptor copolymers comprised of electron-deficient 1,4,5,8-naphthalenetetracarboxylic diimide (NDI) linked to a series of relatively electron-rich aromatics via ethynyl spacers were synthesized and characterized. While LUMO levels remained constant at -3.75 eV, HOMO levels were sensitive to the relatively electron-rich aromatic donors and systematically tuned from -5.68 to -5.17 eV. Regardless of the electron-rich comonomer, fluorescence and X-ray diffraction data were consistent with the polymer chains being assembled through the stacking of NDI moieties in an offset face-to-face fashion rather than alternating donor-acceptor stacks.

Molecular Encapsulation of Naphthalene Diimide (NDI) Based π-Conjugated Polymers: A Tool for Understanding Photoluminescence

Conjugated polymers are an important class of chromophores for optoelectronic devices. Understanding and controlling their excited state properties, in particular, radiative and non-radiative recombination processes are among the greatest challenges that must be overcome. We report the synthesis and characterization of a molecularly encapsulated naphthalene diimide-based polymer, one of the most successfully used motifs, and explore its structural and optical properties. The molecular encapsulation enables a detailed understanding of the effect of interpolymer interactions. We reveal that the non-encapsulated analogue P(NDI-2OD-T) undergoes aggregation enhanced emission; an effect that is suppressed upon encapsulation due to an increasing π-interchain stacking distance. This suggests that decreasing π-stacking distances may be an attractive method to enhance the radiative properties of conjugated polymers in contrast to the current paradigm where it is viewed as a source of optical quenching.

Regioirregular ambipolar naphthalenediimide-based alternating polymers: Synthesis, characterization, and application in field-effect transistors

In this work, we report the synthesis, characterization, and application of two regioirregular naphthalenediimide (NDI)-based alternating conjugated polymers, namely P1 and P2, in which nitrile-substituted moiety, 2,3-bis(thiophen-2-yl)acrylonitrile and N

Effect of alkyl-chain branching position on nanoscale morphology and performance of all-polymer solar cells

Manipulating the alkyl-chain branching position afforded two naphthalene diimide-based polymers (C1 and C3). The optoelectronic properties, including the absorption spectra and electronic energy levels, conformations and photovoltaic properties of the two

Air-stable ambipolar organic field-effect transistors based on naphthalenediimide-diketopyrrolopyrrole copolymers

Two air-stable polymeric semiconductors were rationally designed and synthesized, namely PNDI-DPP and PNDI-T(DPP)T, containing naphthalenediimide (NDI) units and diketopyrrolopyrrole (DPP). The coplanar thiophene-substituted DPP moieties act as donors rather than acceptors, even though DPP is an electron-deficient core. In a bottom-gate/top-contact device architecture, the effect of changing the number of thiophene linkers on the performance of the two completely different OFETs was investigated. PNDI-T(DPP)T presented unipolar p-type behaviour with an average hole mobility of 0.02 cm2 V-1 s-1, while PNDI-DPP exhibited ambipolar transport with average electron and hole mobilities of 5.7 × 10-3 and 1.6 × 10-3 cm2 V-1 s-1, respectively. Moreover, OFETs based on the two polymers showed good air-stability with negligible changes after being stored under ambient conditions for over 3 months. This journal is