Aniline was oxidized with ammonium peroxydisulfate (APS) in aqueous solutions of various phenolic acids: 5-sulfosalicylic acid (SSA), 3,5-dinitrosalicylic acid (DNSA) and gallic acid (GA). Polymerizations were performed at the constant molar ratios [acid]/[aniline] = 0.5 and [APS]/ /[aniline] = 1.25. The conductivity of synthesized polyaniline (PANI) is affected by the dopant anion type and decreases in order: PANI-SSA > > PANI-DNSA > PANI-GA, the last polymer being nonconducting. This decrease is in accordance with the increase of initial pH value of the reaction mixture. The differences in molecular structure of synthesized PANI have been revealed by FTIR spectroscopy. FTIR spectra of PANI-SSA and PANI-DNSA show typical features of PANI conductive emeraldine salt segments. On the contrary, FTIR spectrum of PANI-GA shows absence of bands typical for conducting PANI polaronic lattice, and indicates the higher oxidation state of this polymer than that of emeraldine, the presence of subs...tituted phenazines as constitutional units, as well as significant content of monosubstituted benzene rings which reflects low polymerization degree and/or pronounced chain branching. The strong hydrogen bonding between GA and PANI can obstruct propagation of oligoanilines and formation of longer conducting PANI chains.
Polianilin (PANI) sintetisan je oksidacijom anilina u vodenim rastvorima fenolnih kiselina: 5-sulfosalicilne (SSA), 3,5-dinitrosalicilne (DNSA) i galne kiseline (GA), koristeći amonijum-peroksidisulfat (APS) kao oksidaciono sredstvo. Sinteze su urađene pri konstantnim polaznim molskim odnosima kiselina/anilin i APS/anilin. Utvrđeno je da sa porastom jačine fenolne kiseline raste električna provodljivost dobijenih polianilina. PANI-GA je neprovodan, PANI-DNSA pokazuje provodljivost ~10-3 S cm-1, dok je provodljivost PANI-SSA ~10-1 S cm-1. Na osnovu uporedne analize FTIR spektara protonovanih i deprotonovanih formi ovih polimera diskutovane su razlike u njihovoj molekulskoj strukturi.
TY - JOUR
AU - Janošević, Aleksandra
AU - Ćirić-Marjanović, Gordana
PY - 2010
UR - https://farfar.pharmacy.bg.ac.rs/handle/123456789/1438
AB - Aniline was oxidized with ammonium peroxydisulfate (APS) in aqueous solutions of various phenolic acids: 5-sulfosalicylic acid (SSA), 3,5-dinitrosalicylic acid (DNSA) and gallic acid (GA). Polymerizations were performed at the constant molar ratios [acid]/[aniline] = 0.5 and [APS]/ /[aniline] = 1.25. The conductivity of synthesized polyaniline (PANI) is affected by the dopant anion type and decreases in order: PANI-SSA > > PANI-DNSA > PANI-GA, the last polymer being nonconducting. This decrease is in accordance with the increase of initial pH value of the reaction mixture. The differences in molecular structure of synthesized PANI have been revealed by FTIR spectroscopy. FTIR spectra of PANI-SSA and PANI-DNSA show typical features of PANI conductive emeraldine salt segments. On the contrary, FTIR spectrum of PANI-GA shows absence of bands typical for conducting PANI polaronic lattice, and indicates the higher oxidation state of this polymer than that of emeraldine, the presence of substituted phenazines as constitutional units, as well as significant content of monosubstituted benzene rings which reflects low polymerization degree and/or pronounced chain branching. The strong hydrogen bonding between GA and PANI can obstruct propagation of oligoanilines and formation of longer conducting PANI chains.
AB - Polianilin (PANI) sintetisan je oksidacijom anilina u vodenim rastvorima fenolnih kiselina: 5-sulfosalicilne (SSA), 3,5-dinitrosalicilne (DNSA) i galne kiseline (GA), koristeći amonijum-peroksidisulfat (APS) kao oksidaciono sredstvo. Sinteze su urađene pri konstantnim polaznim molskim odnosima kiselina/anilin i APS/anilin. Utvrđeno je da sa porastom jačine fenolne kiseline raste električna provodljivost dobijenih polianilina. PANI-GA je neprovodan, PANI-DNSA pokazuje provodljivost ~10-3 S cm-1, dok je provodljivost PANI-SSA ~10-1 S cm-1. Na osnovu uporedne analize FTIR spektara protonovanih i deprotonovanih formi ovih polimera diskutovane su razlike u njihovoj molekulskoj strukturi.
PB - Savez hemijskih inženjera, Beograd
T2 - Hemijska industrija
T1 - Oxidation of aniline in the presence of phenolic acids
T1 - Oksidativna polimerizacija anilina u prisustvu fenolnih kiselina
VL - 64
IS - 3
SP - 215
EP - 220
DO - 10.2298/HEMIND091221031J
ER -
@article{
author = "Janošević, Aleksandra and Ćirić-Marjanović, Gordana",
year = "2010",
abstract = "Aniline was oxidized with ammonium peroxydisulfate (APS) in aqueous solutions of various phenolic acids: 5-sulfosalicylic acid (SSA), 3,5-dinitrosalicylic acid (DNSA) and gallic acid (GA). Polymerizations were performed at the constant molar ratios [acid]/[aniline] = 0.5 and [APS]/ /[aniline] = 1.25. The conductivity of synthesized polyaniline (PANI) is affected by the dopant anion type and decreases in order: PANI-SSA > > PANI-DNSA > PANI-GA, the last polymer being nonconducting. This decrease is in accordance with the increase of initial pH value of the reaction mixture. The differences in molecular structure of synthesized PANI have been revealed by FTIR spectroscopy. FTIR spectra of PANI-SSA and PANI-DNSA show typical features of PANI conductive emeraldine salt segments. On the contrary, FTIR spectrum of PANI-GA shows absence of bands typical for conducting PANI polaronic lattice, and indicates the higher oxidation state of this polymer than that of emeraldine, the presence of substituted phenazines as constitutional units, as well as significant content of monosubstituted benzene rings which reflects low polymerization degree and/or pronounced chain branching. The strong hydrogen bonding between GA and PANI can obstruct propagation of oligoanilines and formation of longer conducting PANI chains., Polianilin (PANI) sintetisan je oksidacijom anilina u vodenim rastvorima fenolnih kiselina: 5-sulfosalicilne (SSA), 3,5-dinitrosalicilne (DNSA) i galne kiseline (GA), koristeći amonijum-peroksidisulfat (APS) kao oksidaciono sredstvo. Sinteze su urađene pri konstantnim polaznim molskim odnosima kiselina/anilin i APS/anilin. Utvrđeno je da sa porastom jačine fenolne kiseline raste električna provodljivost dobijenih polianilina. PANI-GA je neprovodan, PANI-DNSA pokazuje provodljivost ~10-3 S cm-1, dok je provodljivost PANI-SSA ~10-1 S cm-1. Na osnovu uporedne analize FTIR spektara protonovanih i deprotonovanih formi ovih polimera diskutovane su razlike u njihovoj molekulskoj strukturi.",
publisher = "Savez hemijskih inženjera, Beograd",
journal = "Hemijska industrija",
title = "Oxidation of aniline in the presence of phenolic acids, Oksidativna polimerizacija anilina u prisustvu fenolnih kiselina",
volume = "64",
number = "3",
pages = "215-220",
doi = "10.2298/HEMIND091221031J"
}
Janošević, A.,& Ćirić-Marjanović, G.. (2010). Oxidation of aniline in the presence of phenolic acids. in Hemijska industrija
Savez hemijskih inženjera, Beograd., 64(3), 215-220.
https://doi.org/10.2298/HEMIND091221031J
Janošević A, Ćirić-Marjanović G. Oxidation of aniline in the presence of phenolic acids. in Hemijska industrija. 2010;64(3):215-220.
doi:10.2298/HEMIND091221031J .
Janošević, Aleksandra, Ćirić-Marjanović, Gordana, "Oxidation of aniline in the presence of phenolic acids" in Hemijska industrija, 64, no. 3 (2010):215-220,
https://doi.org/10.2298/HEMIND091221031J . .
