Investigation of horseradish peroxide and hydrogen peroxide mediated synthesis of amino-functional oligomers: Characterization and fluorescence study

Kobayashi, 2001, Enzymatic polymerization, Chem. Rev., 101, 3793, 10.1021/cr990121l Hollmann, 2012, Polymers enzyme initiated radical polymerizations, Polymers, 4, 759, 10.3390/polym4010759 Ghoul, 2012, 1 Uyama, 2002, Enzyme-catalyzed polymerization to functional polymers, J. Mol. Catal. B: Enzym., 19–20, 117, 10.1016/S1381-1177(02)00158-3 Kobayashi, 1995, Enzymatic polymerization and oligomerization, 121, 1 Zhong, 2019, Polymerization of micro pollutants in natural aquatic environments: a review, Sci. Total Environ., 693, 133751, 10.1016/j.scitotenv.2019.133751 Berglund, 2002, The catalytic pathway of horseradish peroxidase at high resolution, Nature, 417, 463, 10.1038/417463a Lopes, 2014, Horseradish peroxidase as a tool in green chemistry, RSC Adv., 4, 37244, 10.1039/C4RA06094F Ćirić-Marjanović, 2017, Enzymatic oligomerization and polymerization of arylamines: state of the art and perspectives, Chem. Pap., 71, 199, 10.1007/s11696-016-0094-3 Sapurina, 2012, Oxidative polymerization of aniline: molecular synthesis of polyaniline and the formation of supramolecular structures in new polymers for special applications, 251 Ćirić-Marjanović, 2006, MNDO-PM3 study of the early stages of the chemical oxidative polymerization of aniline, Collect. Czechoslov. Chem. Commun., 71, 1407, 10.1135/cccc20061407 Hu, 1999, Synthesis of a series of 4-benzyloxyaniline analogues as neuronal n-type calcium channel blockers with improved anticonvulsant and analgesic, J. Med. Chem., 42, 4239, 10.1021/jm9902739 Douka, 2018, A review on enzymatic polymerization to produce polycondensation polymers: the case of aliphatic polyesters, polyamides and polyester amides, Prog. Polym. Sci., 79, 1, 10.1016/j.progpolymsci.2017.10.001 Kobayashi, 2009, Enzymatic polymer synthesis: an opportunity for green polymer chemistry, Chem. Rev., 109, 5288, 10.1021/cr900165z Gross, 2001, Polymer synthesis by in vitro enzyme catalysis, Chem. Rev., 101, 2097, 10.1021/cr0002590 Jiang, 2015, Enzymatic polymerization of furan-2,5-dicarboxylic acid-based furanic-aliphatic polyamides as sustainable alternatives to polyphthalamides, Biomacromolecules, 16, 3674, 10.1021/acs.biomac.5b01172 Jiang, 2016, Enzymatic synthesis of 2,5-furandicarboxylic acid-based semi-aromatic polyamides: enzymatic polymerization kinetics, effect of diamine chain length and thermal properties, RSC Adv., 6, 67941, 10.1039/C6RA14585J Maniar, 2018, Enzymatic polymerization of dimethyl 2,5-furandicarboxylate and heteroatom diamines, ACS Omega, 3, 7077, 10.1021/acsomega.8b01106 Maniar, 2019, Furan-based copolyesters from renewable resources: enzymatic synthesis and properties, Chem. Sus. Chem., 12, 990, 10.1002/cssc.201802867 Skoczinski, 2020, Enzymatic transesterification of urethane-bond containing ester, ACS Sustain. Chem. Eng., 8, 1068, 10.1021/acssuschemeng.9b05874 Adharis, 2019, Green synthesis of glycopolymers using an enzymatic approach, Macromol. Chem. Phys., 220, 10.1002/macp.201900219 Fodor, 2017, Enzymatic approach for the synthesis of biobased aromatic-aliphatic oligo-/polyesters, Polym. Chem., 8, 6795, 10.1039/C7PY01559C Jiang, 2013, Enzyme-catalyzed synthesis of unsaturated aliphatic polyesters based on green monomers from renewable resources, Biomolecules, 3, 461, 10.3390/biom3030461 Jiang, 2014, Enzymatic synthesis of biobased polyesters using 2,5-bis(hydroxymethyl)furan as the building block, Biomacromolecules, 15, 2482, 10.1021/bm500340w Stavila, 2013, Enzyme-catalyzed synthesis of aliphatic-aromatic oligoamides, Biomacromolecules, 14, 1600, 10.1021/bm400243a Stavila, 2014, Lipase-catalyzed ring-opening copolymerization of ε-caprolactone and β-lactam, Biomacromolecules, 15, 234, 10.1021/bm401514k Stavila, 2013, Fusarium solani pisi cutinase-catalyzed synthesis of polyamides, Eur. Polym. J., 49, 834, 10.1016/j.eurpolymj.2012.12.010 Valeur, 2002, 36 Fleming, 1977, Picosecond fluorescence studies of xanthene dyes, J. Am. Chem. Soc., 99, 4306, 10.1021/ja00455a017 Tsai, 2010, New two-dimensional thiophene acceptor conjugated copolymers for field effect transistor and photovoltaic cell applications, Chem. Mater., 22, 3290, 10.1021/cm100661z Lu, 2012, Biaxially extended quaterthiophene- and octithiophene–vinylene conjugated polymers for high performance field effect transistors and photovoltaic cells, Macromolecules, 45, 3047, 10.1021/ma300313y Diaz, 1999, Synthesis, characterization and electrical properties of polyamines derived from selenophene, Synth. Met., 100, 187, 10.1016/S0379-6779(98)01484-2 Alva, 1996, Biochemical synthesis of water soluble polyanilines: poly(p-aminobenzoic acid), Macromol. Rapid Commun., 17, 859, 10.1002/marc.1996.030171203 Kolcu, 2019, Characterization and spectroscopic study of enzymatic oligomerization of phenazopyridine hydrochloride, J. Mol. Struct., 1188, 76, 10.1016/j.molstruc.2019.03.083 Kaya, 2009, New conjugated azomethine oligomers obtained from bis-(hydroxyphenyl)methylenediamine via oxidative polycondensation and their complexes with metals, Synth. Met., 159, 1414, 10.1016/j.synthmet.2009.03.014 Antosiewicz, 2016, UV-Vis spectroscopy of tyrosine side-groups in studies of protein structure. Part 1: basic principles and properties of tyrosine chromophore, Biophys. Rev., 8, 151, 10.1007/s12551-016-0198-6 W. Kiratitanavit, S. Ravichandran, T. Ponrathnam, R. Bakshi, J. Kumar, R. Nagarajan, Presented at the 243rd ACS National Meeting & Exposition, San Diego, CA, March 25–29, 2012. Medcraft, 2016, Aromatic embedding wins over classical hydrogen bonding – a multi-spectroscopic approach for the diphenyl ether-methanol complex, Phys. Chem. Chem. Phys., 18, 25975, 10.1039/C6CP03557D Kolcu, 2020, A study of the chemical and the enzyme-catalyzed oxidative polymerization of aromatic diamine bearing chlor substituents, pursuant to structural, thermal and photophysical properties, Eur. Polym. J., 133, 10.1016/j.eurpolymj.2020.109767 Azizi, 2009, Investigation of solvent effects on UV–vis absorption spectra of dihydroxybenzene derivatives by solvatochromic parameters, Spectrochim. Acta A, 73, 101, 10.1016/j.saa.2009.01.029 Colladet, 2004, Low-band gap polymers for photovoltaic applications, Thin Solid Films, 451, 7, 10.1016/j.tsf.2003.10.085 Liu, 2001, Bioiogically derived photoactive macromolecular azodyes, J. Macromol. Sci. Pure Appl. Chem., 38, 1355, 10.1081/MA-100108390 Hussain, 2003, Electrochemical synthesis and characterization of chloride doped polyaniline, Bull. Mater. Sci., 26, 329, 10.1007/BF02707455 Warren, 2010, Thermochemistry of proton-coupled electron transfer reagents and its implications, Chem. Rev., 110, 6961, 10.1021/cr100085k Van Krevelen, 1975, Some basic aspects of flame resistance of polymeric materials, Polymers, 16, 615, 10.1016/0032-3861(75)90157-3 Moulay, 2013, Molecular iodine/polymer complexes, J. Polym. Eng., 33, 389, 10.1515/polyeng-2012-0122 Baranwal, 2009, Synthesis, spectral and thermal characterization of nano-sized, oxo-centered, trinuclear carboxylate-bridged chromium (III) complexes of hydroxycarboxylic acids, J. Mol. Struct., 920, 472, 10.1016/j.molstruc.2008.12.029 Short, 1963, Measurement of interlayer spacings and crystal sizes in turbostratic carbons, Carbon, 1, 3, 10.1016/0008-6223(63)90003-4 Han, 2007, Synthesis of poly(o-phenylenediamine) hollow spheres and nanofibers using different oxidizing agents, Eur. Polym. J., 43, 4229, 10.1016/j.eurpolymj.2007.06.012 Lu, 2007, Preparation and characterization of poly(o-phenylenediamine) microrods using ferric chloride as an oxidant, Mater. Lett., 61, 1400, 10.1016/j.matlet.2006.07.040