Pyrene and anthracene dicarboxylic acids as fluorescent brightening comonomers for polyester

Connor, Daniel M.; Kriegel, Robert M.; Collard, David M.; Liotta, Charles L.; Schiraldi, David A.

doi:10.1002/(sici)1099-0518(20000415)38:8<1291::aid-pola13>3.3.co;2-t

Cited by 4 publications

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“…According to the literature, a solution of bromine (5.1 mL, 99.4 mmol) in CH 2 Cl 2 (200 mL) was added dropwise over 8 h to a solution of pyrene (10.00 g, 49.7 mmol) in CH 2 Cl 2 (125 mL) in a 500 mL three‐necked flask fitted with a mechanical stirrer. After about 4 h (ca.…”

Section: Methodsmentioning

confidence: 99%

Development of Pyrene Derivatives as Promising n‐Type Semiconductors: Synthesis, Structural and Spectral Properties

et al. 2017

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A series of promising candidates for n‐type semiconductors, which were based on a 1,6‐, 1,8‐ and mono‐substituted pyrene‐thiophene backbone with a cyano group and dicyanovinylene moieties, were synthesized. The compounds were characterized using NMR spectroscopy, elemental analysis, UV‐vis, photoluminescence (PL), thermogravimetric analysis (TGA), differential scanning calorimetry (DSC), cyclic voltametry (CV) and DFT calculations. The substituent effects on molecular properties were studied in detail. It was found that the dicyanovinylene substitution enhanced the coplanarity of the π‐conjugated systems as compared to cyano substitution. The LUMO energy level was located deeply, and one of them had LUMO of below −4.00 eV, indicating that they may be promising candidates for n‐type semiconductors.

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Section: Methodsmentioning

confidence: 99%

Development of Pyrene Derivatives as Promising n‐Type Semiconductors: Synthesis, Structural and Spectral Properties

et al. 2017

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“…Dimethyl isophthalate, dimethyl phthalate, dimethyl 1,5‐naphthoate, and dimethyl 1,8‐naphthoate were purchased from Aldrich Chemical Co. (Milwaukee, WI) and used without further purification. Dimethyl 2,6‐anthracenate,13, 14 dimethyl 1,8‐anthracenate,15 and dimethyl 2,7‐pyrene dicarboxylate16 were prepared by the literature method 16. The structures of the various comonomer units are summarized in Table I.…”

Section: Methodsmentioning

confidence: 99%

Oxygen‐barrier properties of polyethylene terephthalate modified with a small amount of aromatic comonomer

Polyakova

Connor

Collard

et al. 2001

J Polym Sci B Polym Phys

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The oxygen‐barrier properties of amorphous copolyesters based on ethylene terephthalate with 10%, or less, of an acid comonomer were examined. Comonomer units were isophthalate, phthalate, 1,5‐naphthalate, 1,8‐naphthalate, 2,6‐naphthalate, 1,8‐anthracenate, 2,6‐anthracenate, and 2,7‐pyrenate. Even 2.5 mol % comonomer significantly affected the permeability. Linear comonomers decreased the permeability. In contrast, small amounts of a kinked comonomer increased the permeability. However, increasing the amount of kinked comonomer further (gradually) decreased permeability P below that of polyethylene terephthalate. Generally, comonomer affected solubility S less than diffusivity D; therefore, changes in P reflected primarily changes in D. The solubility and diffusivity depended on copolymer composition in accordance with static and dynamic free‐volume concepts of gas permeability in glassy polymers. The solubility correlated with the amount of free volume, as determined by the glass‐transition temperature. This study also explored the relationship of dynamic free volume, which determines D, to thermally accessible segmental motions of the polymer chain. The effect of comonomer on D correlated with the intensity of the gauche component of the subambient γ relaxation. Changes in the fraction of gauche‐glycol conformations resulting from copolymerization were confirmed by Fourier transform infrared spectroscopy. © 2001 John Wiley & Sons, Inc. J Polym Sci Part B: Polym Phys 39: 1900–1910, 2001

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“…Li 2 ‐ADC was prepared in a 7‐step sequence with a 30 % overall yield (Scheme ). Two functional‐group transformations were identified as key steps: the introduction of carboxylic groups from amino derivatives (from diaminoanthraquinone to 3 ) and the reduction of anthraquinone to anthracene (from 3 to 6 ) …”

Section: Resultsmentioning

confidence: 99%

Empowering organic‐based negative electrode material based on conjugated lithium carboxylate through molecular design

et al. 2020

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In this article, we describe the design and gram‐scale synthesis of a new anthracene‐based negative electrode material for Li‐ion batteries. Based on rational design, featuring a strong electronic delocalization and a long conjugation length, this material has power performance to date unmatched for a conjugated lithium carboxylate, displaying a gravimetric capacity of 150 mAh g−1 at a cycling rate of 20 Li+/h (10 C) without any electrode engineering. Additionally, to the design, partial solubility of the fully reduced phase may also explain the electrochemical performances obtained at a low and high rate.

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Pyrene and anthracene dicarboxylic acids as fluorescent brightening comonomers for polyester

Cited by 4 publications

References 0 publications

Development of Pyrene Derivatives as Promising n‐Type Semiconductors: Synthesis, Structural and Spectral Properties

Development of Pyrene Derivatives as Promising n‐Type Semiconductors: Synthesis, Structural and Spectral Properties

Oxygen‐barrier properties of polyethylene terephthalate modified with a small amount of aromatic comonomer

Empowering organic‐based negative electrode material based on conjugated lithium carboxylate through molecular design

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