Synthesis and characterization of polyazomethines – Towards a semiconducting paper
- 1Faculté des Sciences et Techniques, Université de Limoges, 123, Av. Albert Thomas, Limoges, France, 87060
- 2Université du Québec à Trois-Rivières, 3351 boul. des ForgesC.P. 500(QC, Trois-Rivières, Canada, G9A 5H7
- 3Cnam, Conservatoire National des Arts et Métiers, 292 rue Saint Martin, Paris, France, 75003
Abstract
Novel organic semiconductor poly(azomethine) materials were synthesized via the polycondensation of terephthalaldehyde with two distinct diamines: para-phenylenediamine and 4,4’-diaminodiphenylmethane. These synthetic routes yielded a fully conjugated polyimine (P1) and a polyimine featuring a more restricted conjugation domain interrupted by a methylene spacer (P2), respectively. A comparative study was conducted to evaluate the influence of the conjugation length on some of their properties, mainly optoelectrical. Hydrochloric acid was employed as a dopant to enhance the electrical performance of the synthetized macromolecules. Furthermore, in alignment with eco-design principles to promote renewable and sustainable solutions, these polymers were integrated onto cellulosic supports either through physical deposition on cellulose filaments or via covalent grafting onto propargylated Kraft pulp fibers using copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC). Structural, morphological, and optical characterizations, including Fourier-transform infrared (FTIR) and UV-Visible spectroscopies, solid-state 13C NMR, X-ray photoelectron spectroscopy (XPS), scanning electron microscopy (SEM), and atomic force microscopy (AFM), confirmed the successful synthesis, functionalization, and fabrication of the biocomposite materials. Conductivity measurements and optical band gap (Eg) estimations revealed that the conformational flexibility of polymer P2 promotes tighter molecular packing and effective inter-chain interactions (π-π stacking), thereby enabling the development of bio-based semiconductor materials with promising potential for organic electronics.
Related
- Vapor phase growth and characterization of van der Waals BiSbTeSe platelets on semiconducting MoS2
- Semiconducting and magnetic lanthanide MXenes from intercalated halides
- Synthesis and characterization of luminescent properties of ceramics derived from polysilylcarbodiimides
- Green Synthesis of Silver Nanoparticles Using Ammoides pusilla Extract: Optimization, Characterization, and Antimicrobial Activity
- Morphological, genetic, and phenolic characterization of Baccharis glutinosa and Baccharis salicifolia and their application in the biogenic synthesis of silver nanoparticles
BibTeX
@misc{ismaili2026synthesis,
title = {{Synthesis and characterization of polyazomethines – Towards a semiconducting paper}},
author = {Jihane Ismaili and Hamza Abbassi and Fatima-Zahra Aït Bihi and Chouki Zerrouki and Najla Fourati and Daniel Montplaisir and Nicolas Villandier and Rachida Zerrouki and Rachida ZERROUKI},
howpublished = {ChemRxiv},
year = {2026},
month = oct,
doi = {10.26434/chemrxiv.15010497/v1},
url = {https://chemrxiv.org/doi/full/10.26434/chemrxiv.15010497/v1},
note = {CC BY-NC-ND},
}
RIS
TY - UNPB
TI - Synthesis and characterization of polyazomethines – Towards a semiconducting paper
AU - Jihane Ismaili
AU - Hamza Abbassi
AU - Fatima-Zahra Aït Bihi
AU - Chouki Zerrouki
AU - Najla Fourati
AU - Daniel Montplaisir
AU - Nicolas Villandier
AU - Rachida Zerrouki
AU - Rachida ZERROUKI
PY - 2026
DA - 2026/10/15
PB - ChemRxiv
DO - 10.26434/chemrxiv.15010497/v1
UR - https://chemrxiv.org/doi/full/10.26434/chemrxiv.15010497/v1
AB - Novel organic semiconductor poly(azomethine) materials were synthesized via the polycondensation of terephthalaldehyde with two distinct diamines: para-phenylenediamine and 4,4’-diaminodiphenylmethane. These synthetic routes yielded a fully conjugated polyimine (P1) and a polyimine featuring a more restricted conjugation domain interrupted by a methylene spacer (P2), respectively. A comparative study was conducted to evaluate the influence of the conjugation length on some of their properties, mainly optoelectrical. Hydrochloric acid was employed as a dopant to enhance the electrical performance of the synthetized macromolecules. Furthermore, in alignment with eco-design principles to promote renewable and sustainable solutions, these polymers were integrated onto cellulosic supports either through physical deposition on cellulose filaments or via covalent grafting onto propargylated Kraft pulp fibers using copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC). Structural, morphological, and optical characterizations, including Fourier-transform infrared (FTIR) and UV-Visible spectroscopies, solid-state 13C NMR, X-ray photoelectron spectroscopy (XPS), scanning electron microscopy (SEM), and atomic force microscopy (AFM), confirmed the successful synthesis, functionalization, and fabrication of the biocomposite materials. Conductivity measurements and optical band gap (Eg) estimations revealed that the conformational flexibility of polymer P2 promotes tighter molecular packing and effective inter-chain interactions (π-π stacking), thereby enabling the development of bio-based semiconductor materials with promising potential for organic electronics.
ER -