Hybrid organic semiconductors from P3HT and cellulose nanocrystals modified with 3-thiopheneacetic acid

Silva, A.C.D.; Filho, Francisco Moura; Alvès, Margot; Menezes, Aparecido Júnior de; Silva, M.C.

doi:10.1016/j.synthmet.2021.116804

Cited by 4 publications

(6 citation statements)

References 47 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Peaks at 1604 and 1221 cm − 1 are associated with carboxylic groups. The peaks at 1268, 1160, and 1096 cm − 1 correspond to C-O vibration of aromatic ester, symmetric C-O-C bond vibration, and C-S stretching vibration, respectively [40]. In the CDs/P3HT composite, these peaks are nearly identical but with increased intensity and shifts in the C-H bond peak to 2968 cm − 1 , the C = O bond peak to 1606 cm − 1 , and the C-O bond peak to 1265 cm − 1 .…”

Section: Resultsmentioning

confidence: 99%

Enhancing Broadband Absorption and Photocurrent Generation in Carbon Dots via P3HT Integration

Gopi,

Ponnusamy

2024

Preprint

View full text Add to dashboard Cite

The growing interest in carbon dots (CDs) arises from their diverse applications and unique properties. This study addresses challenges in CDs for photodetector (PD) applications, specifically surface defects and trap states hindering efficient charge transport. CDs/P3HT composites were prepared to overcome these issues by incorporating CDs in a poly(3-hexylthiophene) (P3HT) matrix. Broad absorption in spectroscopic characterization revealed its utility in fabricating a broadband PD. The CDs/P3HT PD displays a remarkable broadband photoresponse, spanning both UV and visible regions. The CDs and P3HT are effectively combined via non-covalent π-π interactions constituted by their conjugated systems. The π-π interaction increases electron delocalization and facilitates efficient charge transfer due to band alignment at the junction interface. Hence, fabricated CDs/P3HT PD demonstrated enhanced photocurrent compared to pure CDs, exhibiting high responsivity of 6.12×10-3 AW-1 and detectivity of 0.69×109 Jones. This study highlights the potential of CD/P3HT composites for broadband photodetector applications with enhanced photoelectric conversion.

show abstract

Section: Resultsmentioning

confidence: 99%

Enhancing Broadband Absorption and Photocurrent Generation in Carbon Dots via P3HT Integration

Gopi,

Ponnusamy

2024

Preprint

View full text Add to dashboard Cite

show abstract

“…The absorption band in the P3HT spectrum at 1641 cm −1 is assigned to the O−H bond attributed to KBr residual moisture. 54 The bands at 2954, 2923, and 2856 cm −1 are assigned to antisymmetric CH 3 stretching, antisymmetric −CH 2 −, and symmetric −CH 2 − stretching vibrations of the alkyl side chains, respectively. 55−57 IR spectra of P3HT can reveal the conformation of the side chain group.…”

Section: Resultsmentioning

confidence: 99%

Negatively Charged Poly(acrylic acid) Side Chains Grafted onto Poly(3-hexylthiophene): Impact on the Structural Order and Molecular Dynamics

Zujovic,

Chan,

Travas-Sejdic

2024

Macromolecules

View full text Add to dashboard Cite

Conducting polymer poly(3-hexylthiophene) (P3HT) and a graft copolymer of P3HT with poly(acrylic acid) (P3HT-g-PAA) were synthesized. The structure and molecular dynamics of P3HT and P3HT-g-PAA were investigated by solidstate NMR (SSNMR), Fourier transform infrared (FTIR), Raman, UV−vis, and fluorescence spectroscopies and X-ray diffraction (XRD) technique. The spectroscopic data confirmed the grafting of the PAA chains from the P3HT backbone at the molar ratio of ≈3:1 and significant changes in molecular dynamics in the grafted sample. XRD results suggested that overall grafting introduced the structural order in P3HT-g-PAA due to steric effects probably caused by charged polyanionic side chains. Solution NMR indicates the prevalence of the head-to-tail, HT-HT sequence in P3HT-g-PAA. The spin−lattice relaxation time constant, T 1 ( 13 C), for the thiophene rings in P3HT-g-PAA (13.5 s) is approximately an order of magnitude longer than T 1 ( 13 C) for the thiophene rings in P3HT (1.8 s). The rotating-frame relaxation time constants T 1ρ ( 1 H) for the thiophene ring carbons in P3HT were 2.2 and 3.2 (0.5) and 26.1 (0.5) ms for P3HT-g-PAA s, respectively. The longer component of the cross-polarization time T CH in P3HT (5.3 ms) becomes ca. 5 times shorter for P3HT-g-PAA (1.1 ms). The carbon rotating-frame relaxation time constants T 1ρ ( 13 C) were 13.3 and 29.1 ms for the thiophene ring carbons in P3HT and P3HT-g-PAA, respectively. The T 1ρ ( 1 H), T 1 ( 13 C), and T 1ρ ( 13 C) for the side chains in P3HT and P3HT-g-PAA were measured in the aliphatic spectral region. T 1ρ ( 1 H) constants were 2.9 and 27.0 ms for P3HT and P3HT-g-PAA, respectively. T 1 ( 13 C) values were 0.4 for P3HT and 0.5 (0.65) and 5.6 (0.35) ms for P3HT-g-PAA. T 1ρ ( 13 C) values were 7.0 (0.45) and 1.1 (0.55) ms for P3HT and 19.0 (0.75) and 0.9 (0.25) ms for P3HT-g-PAA. The data imply significant changes in structural order and molecular dynamics after grafting the PAA polyelectrolyte side chains.

show abstract

“…Additionally, this work also reported a great improvement of charge carrier mobility in the P3HT films that contain polymer-grafted CNCs. Direct grafting of P3HT onto CNC surfaces through oxidative polymerization has also been reported in two recent studies [18,20]. None of these above-mentioned works focused on exploring nanoscale morphology, manifested by evolution of molecular geometry of the P3HT chains, following interactions with CNCs, nor did those works report the interesting optical and electronic properties of these new composites.…”

Section: Introductionmentioning

confidence: 98%

“…On the other hand, there has been considerable excitement in recent years in studying the nanocomposites of cellulose nanocrystals (CNCs) with structural polymers for mechanical reinforcement [8][9][10][11], and in exploiting the chiral nematic phase of CNCs to form iridescent films and composites with suitable polymers [12,13]. In comparison, there has been considerably less work on studying electronic composites containing CNCs and the few existing reports have tended to focus on conducting polymers such as polypyrrole, polyaniline and poly (3,4-ethylenedioxythiophene): poly(styrene sulfonate) (PEDOT:PSS) [14][15][16], and semiconducting polymers such as zinc phthalocyanine (ZnPc) and P3HT [17][18][19][20]. The spontaneous orientation of CNCs in isotropic polymer melts [21] and their self-ordering [22,23] motivated us to examine the ordering and aggregation effects that can potentially occur in the blends with semiconducting polymers that are used as the active layer in organic electronic devices such as, organic light emitting diodes (OLEDs), organic thin film transistors (OTFTs) and organic photovoltaics (OPVs).…”

Section: Introductionmentioning

confidence: 99%

Enhanced luminescence sensing performance and increased intrachain order in blended films of P3HT and cellulose nanocrystals

Alam

Garcia²,

Kiriakou³

et al. 2023

Nanotechnology

View full text Add to dashboard Cite

Blended films comprising poly(butyl acrylate) (PBA)-grafted cellulose nanocrystals (CNCs) and poly(3-hexylthiophene) (P3HT), exhibited more intense photoluminescence (PL) and longer PL emission lifetimes compared to pristine P3HT films. Optical absorption and photoluminescence spectra indicated reduced torsional disorder i.e., enhanced backbone planarity in the P3HT@CNC blended composites compared to the bare P3HT. Such molecule-level geometrical modification resulted in both smaller interchain and higher intrachain exciton bandwidth in the blended composites compared to the bare P3HT, because of reduced interchain interactions and enhanced intrachain order. These results indicate a potential switch of the aggregation behavior from dominant H-aggregates to J-aggregates, supported by Raman spectroscopy. The reorganization of micromolecular structure and concomitant macroscopic aggregation of the conjugated polymer chains resulted in a longer conjugation length for the P3HT@CNC blended composites compared to the bare P3HT. Additionally, this nanoscale morphological change produced a reduction in the highest occupied molecular orbital (HOMO)-lowest unoccupied molecular orbital (LUMO) energy gap of the blends, evidenced from optical absorption spectra. Classical molecular dynamics simulation studies predicted the probability of enhanced planarity in the polymer backbone following interactions with CNC surfaces. Theoretical results from density functional theory calculations corroborate the experimentally observed reduction of optical bandgap in the blends compared to bare P3HT. The blended composite outperformed the bare P3HT in nitro-group PL sensing tests with a pronounced difference in the reaction kinetics. While the PL quenching dynamics for bare P3HT followed Stern-Volmer kinetics, the P3HT@CNC blended composite exhibited a drastic deviation from the same. This work shows the potential of a functionalized rod-like biopolymer in tuning the optoelectronic properties of a technologically important polymeric organic semiconductor through control of the nanoscale morphology.

show abstract

Hybrid organic semiconductors from P3HT and cellulose nanocrystals modified with 3-thiopheneacetic acid

Cited by 4 publications

References 47 publications

Enhancing Broadband Absorption and Photocurrent Generation in Carbon Dots via P3HT Integration

Enhancing Broadband Absorption and Photocurrent Generation in Carbon Dots via P3HT Integration

Negatively Charged Poly(acrylic acid) Side Chains Grafted onto Poly(3-hexylthiophene): Impact on the Structural Order and Molecular Dynamics

Enhanced luminescence sensing performance and increased intrachain order in blended films of P3HT and cellulose nanocrystals

Contact Info

Product

Resources

About