“Fibonacci’s Route” to Regioregular Oligo(3-hexylthiophene)s

Koch, Felix P.; Smith, Paul; Heeney, Martin

doi:10.1021/ja4057932

Cited by 94 publications

(123 citation statements)

References 26 publications

(42 reference statements)

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“…We note that the peaks around 2.65 ppm are likely related to regiochemical defects such as head-to-head or tail-to-tail couplings in the backbone [43], as well as the methylene region from the chain end [44]. Integration of this region with respect to the overall methylene region gives approximate regioregularites of 92 and 97% for P3OT- b -F-P3OT 2:1 and P3OT- b -F-P3OT 1:4, respectively.…”

Section: Resultsmentioning

confidence: 99%

Comparing blends and blocks: Synthesis of partially fluorinated diblock polythiophene copolymers to investigate the thermal stability of optical and morphological properties

Boufflet

Wood²,

Wade³

et al. 2016

Beilstein J. Org. Chem.

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SummaryThe microstructure of the active blend layer has been shown to be a critically important factor in the performance of organic solar devices. Block copolymers provide a potentially interesting avenue for controlling this active layer microstructure in solar cell blends. Here we explore the impact of backbone fluorination in block copolymers of poly(3-octyl-4-fluorothiophene)s and poly(3-octylthiophene) (F-P3OT-b-P3OT). Two block co-polymers with varying block lengths were prepared via sequential monomer addition under Kumada catalyst transfer polymerisation (KCTP) conditions. We compare the behavior of the block copolymer to that of the corresponding homopolymer blends. In both types of system, we find the fluorinated segments tend to dominate the UV–visible absorption and molecular vibrational spectral features, as well as the thermal behavior. In the block copolymer case, non-fluorinated segments appear to slightly frustrate the aggregation of the more fluorinated block. However, in situ temperature dependent Raman spectroscopy shows that the intramolecular order is more thermally stable in the block copolymer than in the corresponding blend, suggesting that such materials may be interesting for enhanced thermal stability of organic photovoltaic active layers based on similar systems.

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Section: Resultsmentioning

confidence: 99%

Comparing blends and blocks: Synthesis of partially fluorinated diblock polythiophene copolymers to investigate the thermal stability of optical and morphological properties

Boufflet

Wood²,

Wade³

et al. 2016

Beilstein J. Org. Chem.

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“…Thus the Fibonacci mechanism appears to be a specific analogue of a polymer synthesis via the polyaddition reaction. In fact, this mechanism has recently been exploited to synthesize a regioregular conjugated polymer (Koch et al, 2013). Polyurethanes are synthesized in such a step-growth polyaddition reaction by coupling of sub-chains from earlier generations.…”

Section: Polyaddition and Fibonacci Sequencesmentioning

confidence: 99%

Quasiperiodicity and the nanoscopic morphology of some polyurethanes

Stribeck¹,

Li²,

Eling³

et al. 2015

J Appl Cryst

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When straining polyurethane elastomers (PUEs), it is often observed that the long-period peak of the small-angle X-ray scattering (SAXS) does not shift normally. An explanation is indicated for some PUEs in the real-space chord distribution. It exhibits a sequence of constant long-period bands. The band positions form a Fibonacci sequence. This relates to the underlying chemical synthesis by polyaddition of hard and soft modules, indicating a nearly quasiperiodic setup in sequences of stringed hard domains. These sequences appear to be the probes provided by SAXS for the study of morphology evolution in such PUEs. Should a regular-as-possible arrangement of physical crosslinks optimize a property of the material, then in the synthesis the mole fraction n H of hard modules should be chosen to be n H = /(1 + ) ' 0.62, where is the golden ratio. research papers J. Appl. Cryst. (2015). 48, 313-317 Norbert Stribeck et al. Quasiperiodicity and polyurethanes 317

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“…This is supported by the d-spacing of the (020) pi-pi stacking peak observed from the in plane profiles (d 020 5 0.379 and 0.375 nm, respectively) and the melting range observed in the DSC graphs of Figure 1(a). 26 Consequently, the calculation of DH 1 m in this work will be only related to the Form I P3HT crystal.…”

Section: Dsc Analysismentioning

confidence: 99%

Enthalpy of fusion of poly(3-hexylthiophene) by differential scanning calorimetry

Remy

Weiss

Nguyen

et al. 2014

J. Polym. Sci. Part B: Polym. Phys.

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The enthalpy of fusion for a perfect, infinite poly(3-hexylthiophene) (P3HT) crystal (DH 1 m ) must be known to evaluate the absolute crystallinity of P3HT. This value, however, is still ambiguous as different values have been reported using various experimental techniques. Here, we extrapolate the enthalpy of fusion for extended chain crystals of oligomeric P3HT to infinite molecular weight and obtain a value of DH 1 m 42.9 6 2 J/g employing differential scanning calorimetry with a correction based on grazing incidence small angle X-ray scattering data. Also, we define the onset of chain folding within P3HT crystallites at a chain length of 5 Kuhn segments. Knowledge of DH 1 m allows calculation of P3HT percent crystallinity in thin films for applications such as organic field effect transistors and solar cells. V C 2014 Wiley Periodicals, Inc. J. Polym.

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“Fibonacci’s Route” to Regioregular Oligo(3-hexylthiophene)s

Cited by 94 publications

References 26 publications

Comparing blends and blocks: Synthesis of partially fluorinated diblock polythiophene copolymers to investigate the thermal stability of optical and morphological properties

Comparing blends and blocks: Synthesis of partially fluorinated diblock polythiophene copolymers to investigate the thermal stability of optical and morphological properties

Quasiperiodicity and the nanoscopic morphology of some polyurethanes

Enthalpy of fusion of poly(3-hexylthiophene) by differential scanning calorimetry

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