Effect of alkoxy-spacer length and solvent on diluted solutions of cationic isothiouronium polythiophenes

Domínguez, Sergio E.; Meriläinen, M.; Ääritalo, Timo; Damlin, Pia; Kvarnström, Carita

doi:10.1039/c6ra21451g

Cited by 8 publications

(24 citation statements)

References 49 publications

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“…In regard to absorbance, in Figure S1 , it is observed that both polymers show a linear increase with concentration in every solvent, which allows for estimating their molar absorption coefficient (ε), as stated before. 46 This parameter indicates that PT2 has better absorption properties than PT1 because it has larger ε values in every solvent.…”

Section: Results and Discussionmentioning

confidence: 99%

“…This is apparently related to specific polymer–water interaction in the diluted solutions, causing a conformation of a higher energy. 46 …”

Section: Results and Discussionmentioning

confidence: 99%

“…Figure 5 shows that for PT1, water generates the largest Δυ, particularly in the DIS state as previously analyzed with the Lippert–Mataga plot. 46 However, this method is not suitable for the analysis of aggregates. 67 PT2 shows similar Δυ values of 9–10 eV in all aggregation states.…”

Section: Results and Discussionmentioning

confidence: 99%

“…Scheme 1 shows the structure of the two cationic isothiouronium polythiophenes used in this study, that is, poly-3-( N , N -diethyl- S -iso-thiouronium)ethyloxy-4-methyl thiophene, termed PT1, and poly-3-( N , N -diethyl- S -iso-thiouronium)hexyloxy-4-methyl thiophene, termed PT2. 46 …”

Section: Methodsmentioning

confidence: 99%

“…As discussed previously, 46 both polymers are assumed to have the same tacticity (mainly head-to-tail), degree of polymerization (20–30 repeating units), and dispersity ( Đ = M w / M n = 1–3).…”

Section: Methodsmentioning

confidence: 99%

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Effect of Spacer Length and Solvent on the Concentration-Driven Aggregation of Cationic Hydrogen-Bonding Donor Polythiophenes

et al. 2018

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Aggregation of cationic isothiouronium polythiophenes with alkoxy-spacers of different lengths at the 3-position of the thiophene ring was studied in solvents of different polarities. Hydrogen-bonding capacity was assessed by steady-state absorption and fluorescence spectroscopy, whereas the aggregation in aqueous solutions was studied by electron paramagnetic resonance spectroscopy, using paramagnetic probes of different polarities. The two polymers displayed similar features in respect to conformation, effect of cosolvents on aggregation, unstructured absorption–fluorescence spectra, Stokes shifts when aggregated, solvatochromic effect, and self-quenching concentration. However, these polymers also showed different specific interactions with water, Stokes shifts in water, effect of the solvent on the extent of dominant state of the S1 level, and also different inner cavities and hydrophobic–hydrophilic surface area in aqueous solution aggregates. Water maximized the difference between the polymers concerning the effect of specific increases in concentration, whereas the presence of 1,4-dioxane generated almost identical effects on both polymers.

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Section: Results and Discussionmentioning

confidence: 99%

“…This is apparently related to specific polymer–water interaction in the diluted solutions, causing a conformation of a higher energy. 46 …”

Section: Results and Discussionmentioning

confidence: 99%

Section: Results and Discussionmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

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Effect of Spacer Length and Solvent on the Concentration-Driven Aggregation of Cationic Hydrogen-Bonding Donor Polythiophenes

et al. 2018

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Shedding Light on Highly Emissive 1,4‐Dihydropyrrolo[3,2‐b]pyrrole Derivatives: Synthesis and Aggregate‐Dependent Emission

Abatti,

Decarli,

Gogoc

et al. 2023

ChemPlusChem

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Three tetraaryl‐1,4‐dihydropyrrolo[3,2‐b]pyrrole derivatives containing different number of long alkoxy chains (2, 4 and 6) were synthesized, characterized and applied in Organic Light Emitting Diodes (OLEDs). The compounds showed good emission properties with Photoluminescence Quantum Yields (PLQYs) higher than 80% in solution and 50% in solid state (thin film). The solvatochromism results revealed a pronounced vibronic emission in methylcyclohexane and toluene, characterized by two distinct sharp emission peaks and a small redshift in the following order: methylcyclohexane > toluene > dichloromethane > tetrahydrofuran > acetonitrile. Also, the compounds formed aggregates with redshifted emission, which can be attributed to excimer formation. This phenomenon was observed in solutions containing 90% water and with the concentration variation in methylcyclohexane (MCH). Compounds with a greater number of peripheral chains showed the capacity to keep hexagonal columnar organization in films after fast cooling from liquid state. OLEDs fabricated with these compounds showed turn‐on voltages lower than 4.0 V, with luminance higher than 1400 cd.m2, electroluminescence spectra with Full Width at Half Maximum lower than 70 nm and maximum External Quantum Efficiency between 7.2% and 4.3%. Overall, this shows that the 1,4‐dihydropyrrolo[3,2‐b]pyrrole moiety is promising for applications where luminescence is paramount, as in organic light‐emitting devices

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A minimized fluorescent chemosensor array utilizing carboxylate-attached polythiophenes on a chip for metal ions detection

Sasaki

Lyu

Zhang

et al. 2021

Front. Chem. Sci. Eng.

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Effect of alkoxy-spacer length and solvent on diluted solutions of cationic isothiouronium polythiophenes

Abstract: We present a study on two cationic isothiouronium polythiophenes with alkoxy chains of different length in the 3-position of the thiophene ring. The compounds were characterized using experimental and theoretical techniques.

Cited by 8 publications

References 49 publications

Effect of Spacer Length and Solvent on the Concentration-Driven Aggregation of Cationic Hydrogen-Bonding Donor Polythiophenes

Effect of Spacer Length and Solvent on the Concentration-Driven Aggregation of Cationic Hydrogen-Bonding Donor Polythiophenes

Shedding Light on Highly Emissive 1,4‐Dihydropyrrolo[3,2‐b]pyrrole Derivatives: Synthesis and Aggregate‐Dependent Emission

A minimized fluorescent chemosensor array utilizing carboxylate-attached polythiophenes on a chip for metal ions detection

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