2015
DOI: 10.1021/acs.macromol.5b00524
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Tuning Mechanical and Optoelectrical Properties of Poly(3-hexylthiophene) through Systematic Regioregularity Control

Abstract: While the regioregularity (RR) of conjugated polymers is known to have a strong influence on their inherent properties, systematic study of the RR effect has been limited due to the lack of a synthetic methodology. Herein, we successfully produced a series of poly(3-hexylthiophene)s (P3HTs) having a wide range of RR from 64 to 98%. Incorporation of controlled amounts of head-to-head (H−H) coupled dimer in modified Grignard metathesis polymerization allows a facile tuning of the RR of the P3HTs with comparable … Show more

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Cited by 193 publications
(263 citation statements)
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References 70 publications
(103 reference statements)
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“…[104][105][106] Changing the RR also provides a strong mechanism by which to adjust the mechanical properties. 107 Specifically, going from a 98% RR P3HT to a 64% RR P3HT decreases the modulus from 287 to 13 MPa, and the maximum elongation from 0.5 to 5.5%, shown in Figure 10. 107 This change in RR also coincided with significant change in polymer molecular Figure 11 The crystallite origin of the improvement in the stretchability of highly crystalline and low crystalline P3HT films.…”
Section: Polymer Organization and Lengthmentioning
confidence: 93%
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“…[104][105][106] Changing the RR also provides a strong mechanism by which to adjust the mechanical properties. 107 Specifically, going from a 98% RR P3HT to a 64% RR P3HT decreases the modulus from 287 to 13 MPa, and the maximum elongation from 0.5 to 5.5%, shown in Figure 10. 107 This change in RR also coincided with significant change in polymer molecular Figure 11 The crystallite origin of the improvement in the stretchability of highly crystalline and low crystalline P3HT films.…”
Section: Polymer Organization and Lengthmentioning
confidence: 93%
“…107 Specifically, going from a 98% RR P3HT to a 64% RR P3HT decreases the modulus from 287 to 13 MPa, and the maximum elongation from 0.5 to 5.5%, shown in Figure 10. 107 This change in RR also coincided with significant change in polymer molecular Figure 11 The crystallite origin of the improvement in the stretchability of highly crystalline and low crystalline P3HT films. Reproduced from Kim et al with permission from American Chemical Society.…”
Section: Polymer Organization and Lengthmentioning
confidence: 93%
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“…We used 2-octyldodecyl side chains on 2TPD to increase the solubility of the resulting polymer and also provide satisfactory steric hindrance to prevent aggregation. [41,45] Likewise, even though IDT-based copolymers in general show low degree of long-range ordering in the solid state compared to semicrystalline polymers, [46][47][48] we functionalized the planar IDT backbone with bulky p-hexylphenyl substituents (Figure 1b,c), which are expected to further reduce polymer chain aggregations as they align somewhat perpendicular to the planar IDT backbone. [49,50] We obtained higher number-average molecular weight (M n ) for PIDT-2TPD (55.7 kg mol −1 , polydispersity index (PDI) 2.4) due to the much longer side chains attached on 2TPD as compared to PIDT-TPD (26.3 kg mol −1 , PDI 2.1), yet comparable PDIs.…”
Section: Doi: 101002/adma201706584mentioning
confidence: 99%
“…The stressstrain behavior can be measured directly for some materials using a highly sensitive technique developed by Kim and co-workers in which the pull test is carried out with the fi lm supported by water ( Figure 2 a ). 24 Dauskardt and co-workers have developed the four-point bend test ( Figure 2b ) and double-cantilever beam test for determining the cohesive and adhesive fracture energies of semiconducting polymer fi lms. 25 Several techniques have been developed to reconstruct the stress-strain response of thin fi lms by assaying their behavior when strained on elastomeric substrates.…”
Section: Metrologymentioning
confidence: 99%