Skip to main content
Fachgebiete
Automobil + Motoren Bauwesen + Immobilien Business IT + Informatik Elektrotechnik + Elektronik Energie + Nachhaltigkeit Finance + Banking Management + Führung Marketing + Vertrieb Maschinenbau + Werkstoffe Versicherung + Risiko
DE
EN
Themenseiten
Organisationspsychologie Projektmanagement Marketing Smart Manufacturing
Bücher
Zeitschriften
Weitere Formate
Podcasts Webinare Technik Webinare Wirtschaft Kongresse Veranstaltungskalender Awards
Jetzt Einzelzugang starten
Zugang für Unternehmen
Referenzkunden
MTZ-Fachkongress

Antriebe und Energiesysteme von morgen


Austausch von Automobil- und Energiewirtschaft

Am 14./15. Mai geht es in Chemnitz um die Mobilitätswende durch Elektro- und Wasserstofffahrzeuge.
Erweiterte Suche
Anmelden
nach oben
Colloid and Polymer Science
Erschienen in: Colloid and Polymer Science 10/2020

20.07.2020 | Short Communication

Experimental and theoretical studies of benzoquinone modified poly(ortho-phenylenediamine): singlet oxygen generating oligomers

verfasst von: Neetika Singh, Sumit Singh, S. M. Ashraf, Ufana Riaz

Erschienen in: Colloid and Polymer Science | Ausgabe 10/2020

Einloggen

Aktivieren Sie unsere intelligente Suche, um passende Fachinhalte oder Patente zu finden.

search-config
loading …

Abstract

The present work reports microwave-assisted polymerization of 1,4-benzoquinone with ortho-phenylenediamine for the effective generation of singlet oxygen (1O2). The oligomeric structures were confirmed by the experimental IR, 1H-NMR, ultraviolet-visible and TEM analyses. The theoretical IR and UV data were computed using DFT/B3LYP method with 6-311G basis set, and the 1H-NMR spectra were computed by gauge-independent atomic orbital (GIAO) method. The experimental IR, 1H-NMR, and UV studies were found to be in close agreement with the experimental investigations. The TEM studies confirmed the formation of mixed morphology consisting of cluster of fused particles joined together to form entangled chains. 1O2 generation studies revealed that the oligomer containing 70% benzoquinone content exhibited the highest quantum yield value of 0.057. These results hold promise for utilization of these oligomers as photosensitive probes applicable in photodynamic therapy for the treatment of various infectious diseases.
Vorheriger Artikel Design and fabrication of novel core-shell nanoparticles for theranostic applications

Sie haben noch keine Lizenz? Dann Informieren Sie sich jetzt über unsere Produkte:

Springer Professional "Wirtschaft+Technik"

Online-Abonnement

Mit Springer Professional "Wirtschaft+Technik" erhalten Sie Zugriff auf:

  • über 102.000 Bücher
  • über 537 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Finance + Banking
  • Management + Führung
  • Marketing + Vertrieb
  • Maschinenbau + Werkstoffe
  • Versicherung + Risiko

Jetzt Wissensvorsprung sichern!

Jetzt informieren

Springer Professional "Technik"

Online-Abonnement

Mit Springer Professional "Technik" erhalten Sie Zugriff auf:

  • über 67.000 Bücher
  • über 390 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Maschinenbau + Werkstoffe




 

Jetzt Wissensvorsprung sichern!

Jetzt informieren
Anhänge
Nur mit Berechtigung zugänglich
Literatur
1.
Vicent MJ, Duncan R (2006) Polymer conjugates: nanosized medicines for treating cancer. Trends Biotechnol 24:39–47CrossRef
2.
Zhang Z, Wang J, Chen C (2013) Near-infrared light-mediated nanoplatforms for cancer thermo-chemotherapy and optical imaging. Adv Mater 25:3869–3880CrossRef
3.
Noh J, Jung E, Lee J, Hyun H, Hong S, Lee D (2019) Engineered polymeric micelles for combinational oxidation anticancer therapy through concurrent HO-1 inhibition and ROS generation. Biomacromolecules. 20:1109–1117CrossRef
4.
Raj L, Ide T, Gurkar AU, Foley M, Schenone M, Li X, Tolliday NJ, Golub TR, Carr SA, Shamji AF, Stern AM, Mandinova A, Schreiber SL, Lee SW (2011) Selective killing of cancer cells by a small molecule targeting the stress response to ROS. Nature. 475:231–234CrossRef
5.
Noh J, Kwon B, Han E, Park M, Yang W, Cho W, Yoo W, Khang G, Lee D (2015) Amplification of oxidative stress by a dual stimuli-responsive hybrid drug enhances cancer cell death. Nat Commun 6:6907–6921CrossRef
6.
Yesilgul N, Uyar TB, Seven O, Akkaya EU (2017) Singlet oxygen generation with chemical excitation of an erythrosine–luminol conjugate. ACS Omega 2:1367–1371CrossRef
7.
Petrizza L, Le Bechec M, Decompte E, El Hadri H, Lacombe S, Save M (2019) Tuning photosensitized singlet oxygen production from microgels synthesized by polymerization in aqueous dispersed media. Polym Chem 10:3170–3179CrossRef
8.
Yang Y, Hu Y, Wang H (2016) Targeting antitumor immune response for enhancing the efficacy of photodynamic therapy of cancer: recent advances and future perspectives. Oxidative Med Cell Longev 2016:1–11
9.
Jiang J, Qian Y, Xu Z, Lv Z, Tao P, Xie M, Liu S, Huang W, Zhao Q (2019) Enhancing singlet oxygen generation in semiconducting polymer nanoparticles through fluorescence resonance energy transfer for tumor treatment. Chem Sci 10:5085–5094CrossRef
10.
Ding X, Han B-H (2015) Metallophthalocyanine-based conjugated microporous polymers as highly efficient photosensitizers for singlet oxygen generation. Angewan Chem 54(22):6536–6539CrossRef
11.
Grzechnik AB, Piwowar K, Koscielniak P, Kwoka M, Szuber J, Zak J (2015) Phenothiazines grafted on the electrode surface from diazonium salts as molecular layers for photochemical generation of singlet oxygen. Electrochim Acta 182:1085–1092CrossRef
12.
Grzechnik AB, Piwowar K, Koscielniak P, Kwoka M, Szuber J, Zak J (2016) Photogeneration of singlet oxygen by the phenothiazine derivatives covalently bound to the surface-modified glassy carbon. Appl Surf Sci 371:151–159CrossRef
13.
Zhang X, Abid S, Shia L, Sun Z, Mongin O, Descec MB, Paul F, Roth COP (2018) New conjugated meso-tetrathienyl porphyrin-cored derivatives as two-photon photosensitizers for singlet oxygen generation. Dyes Pigments 153:248–255CrossRef
14.
15.
Mrlik M, Sedlacik M, Pavlinek V, Bober P, Trchová M, Stejskal J, Saha P (2013) Electrorheology of aniline oligomers. Coll Polym Sci 291:2079–2086CrossRef
16.
Jadoun S, Verma A, Ashraf SM, Riaz U (2017) A short review on the synthesis, characterization, and application studies of poly (1-naphthylamine): a seldom explored polyaniline derivative. Coll PolymSci 295(9):1443–1453CrossRef
17.
Riaz U, Ashraf SM, Jadoun S (2017) Tuning the spectral, thermal and fluorescent properties of conjugated polymers via random copolymerization of hole transporting monomers. RSC Adv 7:32757–32768CrossRef
18.
Riaz U, Ashraf SM (2015) Microwave-induced catalytic degradation of a textile dye using bentonite–poly (o-toluidine) nanohybrid. RSC Adv 5(5):3276–3285CrossRef
19.
Surwade SP, Dua V, Manohar N, Manohar SK, Beck E, Ferraris JP (2009) Oligoaniline intermediates in the aniline-peroxydisulfate system. Synth Met 159:445–455CrossRef
20.
Mrlík M, Mouˇcka R, Ilčíková M, Bober P, Kazantseva N, Spitálsk Z, Trchová M, Stejskal J (2014) Centre Charge transport and dielectric relaxation processes in aniline-based oligomers. Synth Met 192:37–42CrossRef
21.
Silva CHB, Ferreira DC, Ando RA, Temperini MLA (2012) Aniline-1,4-benzoquinone as a model system for the characterization of products from aniline oligomerization in low acidic media. Chem.Phy.Lett. 551:130–133CrossRef
22.
Riaz U, Jadoun S, Kumar P, Kumar R, Yadav N (2018) Microwave-assisted facile synthesis of poly (luminol-co-phenylenediamine) copolymers and their potential application in biomedical imaging. RSC Adv 8:37165–37175CrossRef
23.
Riaz U, Ashraf SM, Fatima T, Jadoun S (2017) Tuning the spectral, morphological and photophysical properties of sonochemically synthesized poly (carbazole) using acid orange, fluorescein and rhodamine 6G. Spectrochim Acta Part A Mol Biomol Spectr 173:986–993CrossRef
24.
Riaz U, Singh N (2019) Facile synthesis of malachite green incorporated conducting polymers: a comparison of theoretical and experimental studies. Synth Met 257:116184CrossRef
25.
Olgun U, Gülfen M (2014) Doping of poly(o-phenylenediamine): spectroscopy, voltammetry, conductivity and band gap energy. React Funct Polym 77:23–29CrossRef
26.
Zheng W, Angelopoulos M, Epstein AJ, MacDiarmid AG (1997) Experimental evidence for hydrogen bonding in polyaniline: mechanism of aggregate formation and dependency on oxidation state. Macromolecules 30(10):2953–2955CrossRef
Metadaten
Titel
Experimental and theoretical studies of benzoquinone modified poly(ortho-phenylenediamine): singlet oxygen generating oligomers
verfasst von
Neetika Singh
Sumit Singh
S. M. Ashraf
Ufana Riaz
Publikationsdatum
20.07.2020
Verlag
Springer Berlin Heidelberg
Erschienen in
Colloid and Polymer Science / Ausgabe 10/2020
Print ISSN: 0303-402X
Elektronische ISSN: 1435-1536
DOI
https://doi.org/10.1007/s00396-020-04707-3

Weitere Artikel der Ausgabe 10/2020

Colloid and Polymer Science 10/2020 Zur Ausgabe

Original Contribution

Preparation of graphene quantum dots modified hydrogenated carboxylated nitrile rubber interpenetrating cross-linked film

Original Contribution

A novel photocurable modified epoxy resin for high heat resistance coatings

Original Contribution

Preparation, stabilization, and characterization of polyisobutylene aqueous suspension

Original Contribution

Preparation of metal and metal oxide doped silica hollow spheres and the evaluation of their catalytic performance

Original Contribution

Synthesis of polyHIPEs through high internal phase emulsions of β-myrcene

Original Contribution

Comparison of the properties of perfluoroalkyl polyoxyethylene ether and alkyl polyoxyethylene ether

Premium Partner

    Marktübersichten

    Die im Laufe eines Jahres in der „adhäsion“ veröffentlichten Marktübersichten helfen Anwendern verschiedenster Branchen, sich einen gezielten Überblick über Lieferantenangebote zu verschaffen. 

    Zur Marktübersicht
    Bildnachweise