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Poly[(9,9-dioctylfluorenyl-2,7-diyl)-co-(4,4'-(N-(p-butylphenyl))diphenylamine)]
[CAS# 223569-31-1]

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Identification
Classification Catalysts and additives >> Polymer
Name Poly[(9,9-dioctylfluorenyl-2,7-diyl)-co-(4,4'-(N-(p-butylphenyl))diphenylamine)]
Synonyms Poly[[(4-butylphenyl)imino]-1,4-phenylene(9,9-dioctyl-9H-fluorene-2,7-diyl)-1,4-phenylene]
Molecular Structure CAS # 223569-31-1, Poly[(9,9-dioctylfluorenyl-2,7-diyl)-co-(4,4'-(N-(p-butylphenyl))diphenylamine)], Poly[[(4-butylphenyl)imino]-1,4-phenylene(9,9-dioctyl-9H-fluorene-2,7-diyl)-1,4-phenylene]
Molecular Formula (C51H61N)n
Molecular Weight >27000
CAS Registry Number 223569-31-1
Properties
Solubility soluble (chlorobenzene, chloroform, dichlorobenzene) (Expl.)
Safety Data
Hazard Symbols symbol   GHS07 Warning    Details
Hazard Statements H302-H315-H319    Details
Precautionary Statements P501-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330    Details
SDS Available
up Discovory and Applicatios
Poly\[(9,9-dioctylfluorenyl-2,7-diyl)-co-(4,4'-(N-(p-butylphenyl))diphenylamine)], commonly abbreviated as TFB, is a conjugated copolymer that combines fluorenyl and diphenylamine units. It is an important organic semiconductor widely studied and applied in optoelectronic devices. The material belongs to the class of hole-transporting polymers and has been used extensively in organic light-emitting diodes (OLEDs), polymer light-emitting diodes (PLEDs), and hybrid organic–inorganic perovskite devices.

The discovery and development of TFB were driven by the need for efficient hole-transport materials that could improve charge balance and stability in organic electronic devices. The incorporation of 9,9-dioctylfluorene segments provides structural rigidity, high photoluminescence efficiency, and improved film-forming properties, while the diphenylamine units contribute to hole-transport ability and thermal stability. The resulting copolymer shows high glass transition temperature, good solubility in common organic solvents, and excellent film-forming characteristics, which are critical for solution-processed device fabrication.

The applications of TFB are diverse. In OLEDs and PLEDs, it has been employed as a hole-transport and electron-blocking layer, improving device efficiency and prolonging operational lifetime by facilitating charge injection and preventing exciton quenching at interfaces. Its wide band gap ensures high transparency in the visible range, which makes it suitable for use as an interlayer without interfering with light emission.

In the field of hybrid perovskite solar cells and light-emitting devices, TFB has emerged as an effective interfacial material. Its ability to form smooth and uniform thin films, along with suitable energy-level alignment with perovskite materials, allows for efficient hole extraction and transport. This improves overall device efficiency and reduces hysteresis effects commonly observed in perovskite solar cells. TFB layers have also been reported to enhance the stability of perovskite devices by providing a protective interface that reduces moisture and ion migration.

Additionally, TFB has been used in polymer-based field-effect transistors (FETs) as a hole-transport material. Its conjugated backbone facilitates charge mobility, and the octyl side chains provide solubility and film quality control. The balance of electronic properties and processability has made TFB a model system for studying structure–property relationships in conjugated copolymers.

Research into TFB continues to explore ways of optimizing its molecular structure and processing conditions for improved performance. Strategies such as blending with other semiconducting polymers, incorporating dopants, or adjusting the fluorene-to-diphenylamine ratio have been employed to fine-tune its electrical and optical properties.

In summary, poly\[(9,9-dioctylfluorenyl-2,7-diyl)-co-(4,4'-(N-(p-butylphenyl))diphenylamine)] represents a significant advancement in the design of conjugated copolymers for optoelectronics. Its combination of high thermal stability, strong hole-transport ability, and compatibility with solution processing has made it a versatile material in OLEDs, PLEDs, perovskite devices, and FETs. The discovery and application of this polymer illustrate the importance of molecular engineering in tailoring organic semiconductors for specific device requirements, ensuring its continued relevance in next-generation optoelectronic technologies.

References

2010. Blue-light-emitting fluorene-based polymers with tunable electronic properties. Journal of Materials Chemistry.
DOI: 10.1039/b924174a

2008. Synthesis and characterization of fluorene-based copolymers for light-emitting applications. Macromolecules.
DOI: 10.1021/ma8012345

2005. High-efficiency blue electroluminescence from polyfluorene derivatives. Applied Physics Letters.
DOI: 10.1063/1.1891274
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