Synthesis of Light-Emitting Conjugated Polymers for Applications in Electroluminescent Devices

Grimsdale, Andrew C.; Chan, Kheong Sann; Martin, Rainer E.; Jokisz, Pawel G.; Holmes, Andrew B.

doi:10.1021/cr000013v

Cited by 2,520 publications

(1,708 citation statements)

References 2,501 publications

(4,728 reference statements)

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“…[24][25][26] In recent years, p-conjugated polymer semiconductors with donor-acceptor (D-A) architectures have attracted considerable attention, since their electro-optical properties make them promising candidates for potential applications in the fields of organic electronics. [27][28][29] In this contribution we describe the synthesis and characterization of four metallo-polymers containing either zinc(II) or ruthenium(II) ions in the main chain. By using different polymerization methods we were able to synthesize, beside the homo-polymers (Zn1, Ru1), also a statistical (Zn1-2) and an alternating (Ru1-2) copolymer of our materials.…”

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confidence: 99%

π‐Conjugated Donor and Donor–Acceptor Metallo‐Polymers

Wild

Schlütter

Pavlov

et al. 2010

Macromol. Rapid Commun.

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Two zinc(II)‐ and two ruthenium(II) containing π‐conjugated metallo‐polymers were synthesized and characterized in detail. We could prove by SEC, analytical ultracentrifugation (AUC) and viscosimetry the ruthenium(II) metallo‐polymers to be high molar mass materials (Mfs = 20 000 g · mol−1 Ru1‐2; Mfs = 34 000 g · mol−1 Ru1) exhibiting intrinsic viscosities of up to [η] = 192 · cm3 · g−1. Applying spin‐coating we produced homogeneous films of the polymers and could, subsequently, investigate the photophysical properties in the solid state. Introducing the Ru(II) metallo‐polymers mixed with PCBM[60] as photoactive layer in bulk‐heterojunction solar cells resulted in very low efficiencies due to morphology problems. magnified image

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mentioning

confidence: 99%

π‐Conjugated Donor and Donor–Acceptor Metallo‐Polymers

Wild

Schlütter

Pavlov

et al. 2010

Macromol. Rapid Commun.

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“…The light yellow oil was further purified with column chromatography to yield 3-methoxy-4-methylthiophene (2.28 g (63%)). 1 H NMR (400 MHz, CDCl 3 , δ, ppm, Figure S1 Synthesis of Precursor 2 (3-(3-Bromo)propoxy-4-methylthiophene). A mixture of 3-methoxy-4-methylthiophene (precursor 1) (0.84 g, 6.60 mmol), 3-bromo-1-propanol (2.00 g, 14.4 mmol), and NaHSO 4 (123 mg, 0.900 mmol) in 15 mL of toluene was added to a two-necked, round-bottomed flask.…”

Section: ■ Experimental Sectionmentioning

confidence: 99%

“…The crude product was purified with column chromatography (silica gel, hexane) to give 1.0 g (65%) of precursor 2 as colorless oil. 1 Colorimetric Analysis. To create a digital array for colorimetric analysis, the samples are placed on UV illumination zone (portable UV lamp, at 365 nm, 8 W) with white background, and digital images are captured using a camera positioned at a fixed distance from the vials.…”

Section: ■ Experimental Sectionmentioning

confidence: 99%

Tailoring Conformation-Induced Chromism of Polythiophene Copolymers for Nucleic Acid Assay at Resource Limited Settings

Rajwar

Ammanath

Cheema

et al. 2016

ACS Appl. Mater. Interfaces

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Here we report on the design and synthesis of cationic water-soluble thiophene copolymers as reporters for colorimetric detection of microRNA (miRNA) in human plasma. Poly(3-alkoxythiophene) (PT) polyelectrolytes with controlled ratios of pendant groups such as triethylamine/1-methyl imidazole were synthesized for optimizing interaction with target miRNA sequence (Tseq). Incorporation of specific peptide nucleic acid (PNA) sequences with the cationic polythiophenes yielded distinguishable responses upon formation of fluorescent PT−PNA−Tseq triplex and weakly fluorescent PT−Tseq duplex, thereby enabling selective detection of target miRNA. Unlike homopolymers of PT (hPT), experimental results indicate the possibility of utilizing copolymers of PT (cPT) with appropriate ratios of pendant groups for miRNA assay in complex matrices such as plasma. As an illustration, colorimetric responses were obtained for lung cancer associated miRNA sequence (mir21) in human plasma, with a detection limit of 10 nM, illustrating the feasibility of proposed methodology for clinical applications without involving sophisticated instrumentation. The described methodology therefore possesses high potential for low-cost nucleic acid assays in resource-limited settings.

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“…[3][4][5] Arylene derivatives with extended π-conjugated systems, such as π-conjugated arylene oligomers, have triggered intense investigations due to their potential applications in photonics and optoelectronics, such as organic light-emitting diodes (OLEDs), solar cells, and field-effect transistors (FETs). [6][7][8][9][10] Those materials offer the possibility of tuning both the characteristics of the emitted light and the efficiency of the devices by means of simple chemical modifications of their structures. The three most common strategies for chemical modification are as follow: (a) the introduction of lateral chains that can improve the solubility of the compounds and effect the conjugation of the system by steric hindrance, [11] (b) the introduction of electron-withdrawing substituents which increase the electron affinity of the molecules, [12,13] and (c) the replacement of the phenylene ring by other aromatic structures.…”

Section: Introductionmentioning

confidence: 99%

A series of linear π conjugated arylene oligomers based on 1,5-naphthalene subunit: synthesis, characterization, and properties

Men

et al. 2014

Designed Monomers and Polymers

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Gao (2014) A series of linear π conjugated arylene oligomers based on 1,5-naphthalene subunit: synthesis, characterization, and properties, Designed Monomers and Polymers, 17:7, 684-692, DOI: 10.1080/15685551.2014 A series of novel alkoxy-substituted arylene-ethynylene oligomers based on 1,5-naphthalene subunit have been successfully synthesized by palladium-catalyzed cross-coupling reaction. The solubility, thermal, optical, and electrochemical properties have been investigated in detail. The title compounds are soluble in common organic solvents and emit a blue color both in solution and in the solid state, indicating that these oligomers might serve as potential materials in optoelectronic devices.

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Synthesis of Light-Emitting Conjugated Polymers for Applications in Electroluminescent Devices

Cited by 2,520 publications

References 2,501 publications

π‐Conjugated Donor and Donor–Acceptor Metallo‐Polymers

π‐Conjugated Donor and Donor–Acceptor Metallo‐Polymers

Tailoring Conformation-Induced Chromism of Polythiophene Copolymers for Nucleic Acid Assay at Resource Limited Settings

A series of linear π conjugated arylene oligomers based on 1,5-naphthalene subunit: synthesis, characterization, and properties

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