Ammonia and temperature sensing applications using fluorometric and colorimetric microparticles and polymeric films doped with BODIPY-emitters

Journal article


Bertolo, E., Beatriz S. Cugnasca, Frederico Duarte, Hugo M. Santos, José Luis Capelo-Martínez, Alcindo A. Dos Santos and Carlos Lodeiro 2024. Ammonia and temperature sensing applications using fluorometric and colorimetric microparticles and polymeric films doped with BODIPY-emitters. Microchimica Acta. 191 (746), pp. 1-18. https://doi.org/10.1007/s00604-024-06814-2
AuthorsBertolo, E., Beatriz S. Cugnasca, Frederico Duarte, Hugo M. Santos, José Luis Capelo-Martínez, Alcindo A. Dos Santos and Carlos Lodeiro
Abstract

Four functionalized BODIPY derivatives (BDP1 to BDP4) were synthesized and their optical properties investigated both in solution and when incorporated into a solid matrix. Recognizing the versatility of BODIPY derivatives and the increasing interest in developing new luminescent organic dyes embedded in polymers, the BODIPY derivatives were dispersed into two types of polymeric matrices: Poly(methyl methacrylate) (PMMA) and Thermoplastic Polyurethane (TPU), both as films and microparticles. This resulted in eight new BODIPY-doped polymer films and eight types of BODIPY-doped polymeric microparticles for use in aqueous solutions. The integration of the BODIPY dyes into the polymeric matrices combines the unique properties of the polymer films, such as porosity, flexibility, and elasticity, with the excellent photophysical characteristics of the BODIPYs. Importantly, the dispersion minimized issues such as aggregation-caused quenching commonly observed in solid-state luminescent materials. The thermometric responses of all polymer films were evaluated by studying their solid-state emission spectra in the 25–200 °C temperature range. The reversibility of these temperature-induced changes was also assessed, revealing excellent recovery of luminescence. These promising results suggest these materials could have applications as fluorescent thermometric sensors. Furthermore, we explored the potential of the brominated (BDP3) and chalcogenated (BDP4) BODIPY derivatives as ammonia sensors. The two derivatives produced yellow fluorescent products upon interaction with the analyte. Kinetic studies using solid-state emission spectra of BDP4@TPU and BDP4@PMMA showed significant differences in reaction rates (minutes for BDP4@TPU and hours in the case of BDP4@PMMA) attributable to the higher permeability of TPU when compared with PMMA. Detection and quantification of ammonia concentration were conducted by means of simple photographic analysis, measuring the “R” (red) and “G” (green) components of RGB color parameters. The results from the photographic method correlated well with the results from fluorimetric spectroscopy studies. The photographic analysis is straightforward, portable, and does not require expensive equipment. Finally, we successfully applied polymeric microparticles doped with BODIPYs to detect ammonia in water, demonstrating their effectiveness without the need for organic solvents. This highlights their potential for environmental monitoring and other applications requiring sensitive and selective detection methods.

KeywordsBODIPY; Fluorescence probe ; Ploymer films; PMMA; TPU; Sensor; Ammonia
Year2024
JournalMicrochimica Acta
Journal citation191 (746), pp. 1-18
PublisherSpringer Nature
ISSN1436-5073
Digital Object Identifier (DOI)https://doi.org/10.1007/s00604-024-06814-2
Official URLhttps://link.springer.com/article/10.1007/s00604-024-06814-2
Publication dates
Online17 Nov 2024
Publication process dates
Accepted28 Oct 2024
Deposited20 Nov 2024
Accepted author manuscript
License
File Access Level
Open
Supplemental file
License
File Access Level
Open
Output statusPublished
Permalink -

https://repository.canterbury.ac.uk/item/99q1q/ammonia-and-temperature-sensing-applications-using-fluorometric-and-colorimetric-microparticles-and-polymeric-films-doped-with-bodipy-emitters

Download files

Accepted author manuscript
Ms Cugnasca et al 2024_MicroCA Revised_final2.pdf
License: CC BY-NC-ND
File access level: Open

Supplemental file
  • 1
    total views
  • 1
    total downloads
  • 1
    views this month
  • 1
    downloads this month

Export as

Related outputs

Investigating the effect of mesoporous silica nanoparticles as a drug delivery system for Withaferin A in the treatment of Lung Cancer
Holder, J., Wilson, C., Bertolo-Pardo, E., Byrne, L., Lodeiro, C., Oliveira, E. and Trim, C. 2024. Investigating the effect of mesoporous silica nanoparticles as a drug delivery system for Withaferin A in the treatment of Lung Cancer.
Investigating the effect of silica nanoparticles as a drug delivery system for Doxorubicin in the treatment of lung cancer
Holder, J., Wilson, C., Bertolo-Pardo, E., Byrne, L., Oliveira, E., Lodeiro, C. and Trim, C. 2024. Investigating the effect of silica nanoparticles as a drug delivery system for Doxorubicin in the treatment of lung cancer.
The use of nanoparticles for targeted drug delivery in non-small cell lung cancer.
Holder, Jessica E, Ferguson, C., Oliveira, Elisabete, Lodeiro, Carlos, Trim, Carol M, Byrne, Lee J, Bertolo, Emilia and Wilson, Cornelia M 2023. The use of nanoparticles for targeted drug delivery in non-small cell lung cancer. Frontiers in Oncology. 13, p. 1154318. https://doi.org/10.3389/fonc.2023.1154318
Development of low-cost colourimetric and pH sensors based on PMMA@Cyanine polymers
Galhano, J., Marcelo, Gonçalo A., Kurutos, A., Bértolo, Emilia, Capelo-Martinez, Jose Luis, Lodeiro, Carlos and Oliveira, E. 2022. Development of low-cost colourimetric and pH sensors based on PMMA@Cyanine polymers. Dyes and Pigments. 200, p. 110154. https://doi.org/10.1016/j.dyepig.2022.110154
Study and preparation of Multifunctional Poly(L-Lysine)@Hyaluronic Acid Nanopolyplexes for the effective delivery of tumor suppressive MiR-34a into triple-negative breast cancer cells
Djafari, J, Fernández-Lodeiro, J., Santos, H.M., Lorenzo, J., Rodriguez-Calado, S., Bertolo-Pardo, E., Capelo-Martínez, J.L. and Lodeiro, C 2020. Study and preparation of Multifunctional Poly(L-Lysine)@Hyaluronic Acid Nanopolyplexes for the effective delivery of tumor suppressive MiR-34a into triple-negative breast cancer cells. Materials. 13 (23), p. 5309. https://doi.org/10.3390/ma13235309
Integrating research and knowledge exchange in the Science Undergraduate Curriculum: embedding employability through research-involved teaching
Harvey, C., Bertolo-Pardo, E. and Byrne, L. 2017. Integrating research and knowledge exchange in the Science Undergraduate Curriculum: embedding employability through research-involved teaching. in: Renes, S. (ed.) Global Voices in Higher Education In-Tech. pp. 111-128
Synthesis of gold functionalised nanoparticles with the eranthis hyemalis lectin and preliminary toxicological studies on caenorhabditis elegans
Djafari, J., McConnell, M., Santos, H., Capelo, J., Bertolo-Pardo, E., Harvey, S., Lodeiro, C. and Fernández-Lodeiro, J. 2018. Synthesis of gold functionalised nanoparticles with the eranthis hyemalis lectin and preliminary toxicological studies on caenorhabditis elegans. Materials. 11 (8). https://doi.org/10.3390/ma11081363
Green and red fluorescent dyes for translational applications in imaging and sensing analytes: a dual-color flag
Oliveira, E., Bertolo-Pardo, E., Núñez, C., Pilla, V., Santos, H., Fernández-Lodeiro, J., Fernández-Lodeiro, A., Djafari, J., Capelo, J. and Lodeiro, C. 2017. Green and red fluorescent dyes for translational applications in imaging and sensing analytes: a dual-color flag. ChemistryOpen. https://doi.org/10.1002/open.201700135
Unraveling the organotellurium chemistry applied to the synthesis of gold nanomaterials
Fernández-Lodeiro, A., Rodriguez-Gonzales, B., Santos, H., Bertolo-Pardo, E., Capelo, J., Dos Santos, A. and Lodeiro, C. 2016. Unraveling the organotellurium chemistry applied to the synthesis of gold nanomaterials. ACS Omega. 1 (6), pp. 1314-1325. https://doi.org/10.1021/acsomega.6b00309
Winter Aconite (Eranthis hyemalis) Lectin as a cytotoxic effector in the lifecycle of Caenorhabditis elegans
McConnell, M., Lisgarten, D., Byrne, L., Harvey, S. and Bertolo-Pardo, E. 2015. Winter Aconite (Eranthis hyemalis) Lectin as a cytotoxic effector in the lifecycle of Caenorhabditis elegans. PeerJ. https://doi.org/10.7717/peerj.1206
Custom developed software to simulate the use of UV/Vis spectroscopy in quantitative chemical analysis
Bertolo-Pardo, E. and Clay, S. 2015. Custom developed software to simulate the use of UV/Vis spectroscopy in quantitative chemical analysis. in: Carmo, M. (ed.) Education Applications & Developments Lisbon InScience Press.
Novel chromogenic macrocyclic molecular probes with logic gate function using anion/cation inputs
García, V., Fernández-Lodeiro, A., Lamelas, R., Macias, A., Bastida, R., Bertolo-Pardo, E. and Nuñez, C. 2014. Novel chromogenic macrocyclic molecular probes with logic gate function using anion/cation inputs. Dyes and Pigments. 110, pp. 143-151. https://doi.org/10.1016/j.dyepig.2014.04.023
Steady-state and time-resolved investigations on pyrene-based chemosensors
Fernández-Lodeiro, J., Nuñez, C., Castro, C., Bertolo-Pardo, E., Seixas de Melo, J., Capelo, J. and Lodeiro, C. 2013. Steady-state and time-resolved investigations on pyrene-based chemosensors. Inorganic Chemistry. 52 (1), pp. 121-129. https://doi.org/10.1021/ic301365y
Lanthanide(III) complexes of two novel N304-donor macrocycles derived from 3,6-Dioxa-1,8-Octanediamine
Bertolo-Pardo, E., Bastida, R., Lodeiro, C. and Rodriguez, A. 2004. Lanthanide(III) complexes of two novel N304-donor macrocycles derived from 3,6-Dioxa-1,8-Octanediamine. Journal of Inclusion Phenomena and Macrocyclic Chemistry. 48 (3-4), pp. 151-155. https://doi.org/10.1023/B:JIPH.0000022532.55611.86
Feedback and feed forward: using video podcast to provide student feedback on past examinations and as revision aids
Bertolo-Pardo, E., Jones, P. and Carlton, K. 2012. Feedback and feed forward: using video podcast to provide student feedback on past examinations and as revision aids.
A distributed systems approach to undergraduate assessment
Bertolo-Pardo, E. and Harvey, S. 2011. A distributed systems approach to undergraduate assessment.
Enhancing the teaching-research nexus in the undergraduate curriculum through assessment
Bertolo-Pardo, E., Capelo, J., Harvey, S. and Lodeiro, C. 2012. Enhancing the teaching-research nexus in the undergraduate curriculum through assessment.
Extraction and purification of the lectin found in the tubers of Eranthis hyemalis (winter aconite)
Bertolo-Pardo, E., George, O., Solscheid, C., Fell, J. and Lisgarten, D. 2011. Extraction and purification of the lectin found in the tubers of Eranthis hyemalis (winter aconite). Journal of Integrated OMICS. 1 (2), pp. 268-272. https://doi.org/10.5584/jiomics.v1i2.72
N1-Benzylidene-N2-(2-((2-((2-(benzylideneamino)ethyl)amino)ethyl)amino)ethyl)ethane-1,2-diamine
Fernández-Lodeiro, J., Nuñez, C., Bertolo-Pardo, E., Capelo, J. and Lodeiro, C. 2012. N1-Benzylidene-N2-(2-((2-((2-(benzylideneamino)ethyl)amino)ethyl)amino)ethyl)ethane-1,2-diamine. Molbank. 2012 (4). https://doi.org/10.3390/M779
N1-((1H-Indazol-5-yl)methylene)-N2-(2-((2-((2-(((1H-indazol-6-yl)methylene)amino)ethyl)amino)ethyl)amino)ethyl)ethane-1,2-diamine
Nuñez, C., Fernández-Lodeiro, J., Fernández-Lodeiro, A., Bertolo-Pardo, E., Capelo, J. and Lodeiro, C. 2012. N1-((1H-Indazol-5-yl)methylene)-N2-(2-((2-((2-(((1H-indazol-6-yl)methylene)amino)ethyl)amino)ethyl)amino)ethyl)ethane-1,2-diamine. Molbank. 2012 (3). https://doi.org/10.3390/M770
N1-(Benzo[b]thiophen-3-ylmethylidene)-N2-(2-((2-((2-(benzo[b]thiophen-3-ylmethylidene)amino)ethyl)amino)ethyl)amino)ethyl)ethane-1,2-diamine
Nuñez, C., Fernández-Lodeiro, J., Fernández-Lodeiro, A., Bertolo-Pardo, E., Capelo, J. and Lodeiro, C. 2012. N1-(Benzo[b]thiophen-3-ylmethylidene)-N2-(2-((2-((2-(benzo[b]thiophen-3-ylmethylidene)amino)ethyl)amino)ethyl)amino)ethyl)ethane-1,2-diamine. Molbank. 2012 (3). https://doi.org/10.3390/M768
Using e-learning to support the development of an undergraduate research culture in sciences
Bertolo-Pardo, E. and Carlton, K. 2008. Using e-learning to support the development of an undergraduate research culture in sciences.
Extraction and purification of Eranthis hyemalis (Winter aconite) tuber lectin using thiourea as an antioxidant
Bertolo-Pardo, E., George, O., Lisgarten, D. and Fell, J. 2009. Extraction and purification of Eranthis hyemalis (Winter aconite) tuber lectin using thiourea as an antioxidant.
Using a Virtual Learning Environment (VLE) to support undergraduate research in sciences
Bertolo-Pardo, E. 2009. Using a Virtual Learning Environment (VLE) to support undergraduate research in sciences.
Improving extraction and purification methods of tuber lectin from winter aconite (Eranthis hyemalis)
Ponsonby, D., Solscheid, C., Fell, J., Lisgarten, D. and Bertolo-Pardo, E. 2007. Improving extraction and purification methods of tuber lectin from winter aconite (Eranthis hyemalis).
Using computer aided assessment for summative assessment: Engaging non-science students with chemistry
Bertolo-Pardo, E. and Lambert, G. 2008. Using computer aided assessment for summative assessment: Engaging non-science students with chemistry.
Focused ultrasound as an efficient methodology for the fast release of mercury from organomercurials in human urine
Bertolo-Pardo, E., Capelo, J., Oliveira, E. and Lodeiro, C. 2007. Focused ultrasound as an efficient methodology for the fast release of mercury from organomercurials in human urine.
Sensing metal ions with two new azomethine-thiophene pincer ligands (NSN): fluorescence and MALDI-TOF MS applications
Bertolo-Pardo, E., Santos, H., Pedras, B., Fernandes, L., Capelo, J., Aviles, T. and Lodeiro, C. 2007. Sensing metal ions with two new azomethine-thiophene pincer ligands (NSN): fluorescence and MALDI-TOF MS applications.
Synthesis, characterisation and metal ion sensing effect of two new flexible ligands derived from 2-hydroxy-1-naphthaldehyde
Bertolo-Pardo, E., Fernández-Lodeiro, J., Pedras, B., Capelo, J., Boucher, M. and Lodeiro, C. 2007. Synthesis, characterisation and metal ion sensing effect of two new flexible ligands derived from 2-hydroxy-1-naphthaldehyde.
Implementing computer aided assessment in chemistry: a case study
Bertolo-Pardo, E. and Lambert, G. 2007. Implementing computer aided assessment in chemistry: a case study.
Four novel N3O4 donor macrocycles and their Lanthanide(III) complexes
Bertolo-Pardo, E., Bastida, R., De Blas, A., Fenton, D., Macias, A., Rodriguez, A., Rodriguez-Blas, T. and Villar, Z. 1998. Four novel N3O4 donor macrocycles and their Lanthanide(III) complexes. Zeitschrift für Naturforschung. 53b (12), pp. 1445-1454.
Lanthanide(III) nitrate complexes of two 17 membered N3O2-donor macrocycles
Bertolo-Pardo, E., Bastida, R., De Blas, A., Fenton, D., Lodeiro, C., Macias, A., Rodriguez, A. and Rodriguez-Blas, T. 1999. Lanthanide(III) nitrate complexes of two 17 membered N3O2-donor macrocycles. Journal of Inclusion Phenomena and Macrocyclic Chemistry. 35 (1/2), pp. 191-198. https://doi.org/10.1023/A:1008182512371
Lanthanide(III) perchlorate complexes of two 24 membered N3O4-donor macrocycles
Bertolo-Pardo, E., Bastida, R., Fenton, D., Lodeiro, C., Macias, A. and Rodriguez, A. 2001. Lanthanide(III) perchlorate complexes of two 24 membered N3O4-donor macrocycles. Journal of Alloys and Compounds. 323-4, pp. 155-158. https://doi.org/10.1016/S0925-8388(01)01109-4
Synthesis of four novel pendant armed macrocyclic ligands and their interaction with lanthanide(III) cations
Bertolo-Pardo, E., Lodeiro, C. and Bastida, R. 2006. Synthesis of four novel pendant armed macrocyclic ligands and their interaction with lanthanide(III) cations. Russian Journal of Coordination Chemistry. 32 (12), pp. 895-900. https://doi.org/10.1134/S1070328406120074
Preliminary results on the analysis of volatile and non-volatile pheromones in Chilocorus nigritus by GC/MS
Burman, J., Bertolo-Pardo, E., Capelo, J. and Ponsonby, D. 2010. Preliminary results on the analysis of volatile and non-volatile pheromones in Chilocorus nigritus by GC/MS. Electronic Journal of Environmental, Agricultural and Food Chemistry. 9 (7), pp. 1274-1282.
Power ultrasound in the classroom: efficient methodology for the fast degradation of organic matter in urine
Bertolo-Pardo, E., Capelo, J., Oliveira, E., Santos, H., Fernández-Lodeiro, J. and Lodeiro, C. 2009. Power ultrasound in the classroom: efficient methodology for the fast degradation of organic matter in urine. Electronic Journal of Environmental, Agricultural and Food Chemistry. 8 (11), pp. 1227-1239.
A new family of NxOy pyridine-containing macrocycles: synthesis and characterization of their Y(III), Ln(III), Zn(II), and Cd(II) coordination compounds
Lodeiro, C., Bastida, R., Bertolo-Pardo, E. and Rodriguez, A. 2004. A new family of NxOy pyridine-containing macrocycles: synthesis and characterization of their Y(III), Ln(III), Zn(II), and Cd(II) coordination compounds. Canadian Journal of Chemistry. 82 (3), pp. 437-447. https://doi.org/10.1139/v03-214
Synthesis and spectroscopic characterization of di-nuclear calcium complexes with oxa-aza macrocyclic ligands
Lodeiro, C., Bertolo-Pardo, E., Capelo, J. and Bastida, R. 2004. Synthesis and spectroscopic characterization of di-nuclear calcium complexes with oxa-aza macrocyclic ligands. Zeitschrift für anorganische und allgemeine Chemie. 630 (6), pp. 914-920. https://doi.org/10.1002/zaac.200400039
Manganese(II), cobalt(II), and nickel(II) perchlorate complexes containing N, O Donor macrocyclic ligands
Lodeiro, C., Capelo, J., Bertolo-Pardo, E. and Bastida, R. 2004. Manganese(II), cobalt(II), and nickel(II) perchlorate complexes containing N, O Donor macrocyclic ligands. Zeitschrift für anorganische und allgemeine Chemie. 630 (7), pp. 1110-1115. https://doi.org/10.1002/zaac.200400087
Metal complexes with four macrocyclic ligands derived from 2,6-bis(2-formylphenoxymethyl)pyridine and 1,7-bis(2′-formylphenyl)-1,4,7-trioxaheptane
Lodeiro, C., Bastida, R., Bertolo-Pardo, E., Macias, A. and Rodriguez, A. 2003. Metal complexes with four macrocyclic ligands derived from 2,6-bis(2-formylphenoxymethyl)pyridine and 1,7-bis(2′-formylphenyl)-1,4,7-trioxaheptane. Inorganica Chimica Acta. 343, pp. 133-140. https://doi.org/10.1016/S0020-1693(02)01172-6
Synthesis and characterisation of four novel NxOy-Schiff-base macrocyclic ligands and their metal complexes
Lodeiro, C., Bastida, R., Bertolo-Pardo, E., Macias, A. and Rodriguez, A. 2003. Synthesis and characterisation of four novel NxOy-Schiff-base macrocyclic ligands and their metal complexes. Transition Metal Chemistry. 28 (4), pp. 388-394. https://doi.org/10.1023/A:1023672629805
Lanthanide(III) complexes with pyridine head macrocyclic ligands
Bertolo-Pardo, E., Bastida, R., Fenton, D., Lodeiro, C., Macias, A. and Rodriguez, A. 2003. Lanthanide(III) complexes with pyridine head macrocyclic ligands. Journal of Inclusion Phenomena and Macrocyclic Chemistry. 45 (1-2), pp. 155-160. https://doi.org/10.1023/A:1023021125195
Coordination chemistry of copper(II) with oxaaza macrocyclic ligands: crystal structure of a dinuclear tetramer copper(II) complex
Lodeiro, C., Bastida, R., Bertolo-Pardo, E., Macias, A. and Rodriguez, A. 2003. Coordination chemistry of copper(II) with oxaaza macrocyclic ligands: crystal structure of a dinuclear tetramer copper(II) complex. Polyhedron. 22 (13), pp. 1701-1710. https://doi.org/10.1016/S0277-5387(03)00332-2
Simulating environmental surveys using custom developed software
Bertolo-Pardo, E. and Clay, S. 2006. Simulating environmental surveys using custom developed software. Planet. 17, pp. 42-43.
Research informed teaching: enhancing the teaching-research nexus in science disciplines
Bertolo-Pardo, E. 2009. Research informed teaching: enhancing the teaching-research nexus in science disciplines. in: Lazinica, A. and Calafate, C. (ed.) Technology, Education and Development In-Tech. pp. 367-376
Engaging bioscience students with chemistry using VLEs
Bertolo-Pardo, E. 2008. Engaging bioscience students with chemistry using VLEs. Centre for Bioscience Bulletin. 23, p. 11.
Synthesis, characterization, and fluorescence behaviour of four novel macrocyclic emissive ligands containing a flexible 8-hydroxyquinoline unit
Nuñez, C., Bastida, R., Macias, A., Bertolo-Pardo, E., Fernandes, L., Capelo, J. and Lodeiro, C. 2009. Synthesis, characterization, and fluorescence behaviour of four novel macrocyclic emissive ligands containing a flexible 8-hydroxyquinoline unit. Tetrahedron. 65 (31), pp. 6179-6188. https://doi.org/10.1016/j.tet.2009.05.046
Exploiting anionic and cationic interactions with a new emissive imine-based β-naphthol molecular probe
Fernandes, L., Boucher, M., Fernández-Lodeiro, J., Oliveira, E., Nuñez, C., Santos, H., Capelo, J., Faza, O., Bertolo-Pardo, E. and Lodeiro, C. 2009. Exploiting anionic and cationic interactions with a new emissive imine-based β-naphthol molecular probe. Inorganic Chemistry Communications. 12 (9), pp. 905-912. https://doi.org/10.1016/j.inoche.2009.07.011
Web 2.0: Unlearned lessons from previous virtual learning environments
Bertolo-Pardo, E. 2008. Web 2.0: Unlearned lessons from previous virtual learning environments. Bioscience Education e-Journal. 11. https://doi.org/10.3108/beej.11.7
Metal ion interaction with a novel anthracene pendant-armed fluorescent molecular probe: synthesis, characterization, and fluorescence studies
Oliveira, E., Vicente, M., Valencia, L., Macias, A., Bertolo-Pardo, E., Bastida, R. and Lodeiro, C. 2007. Metal ion interaction with a novel anthracene pendant-armed fluorescent molecular probe: synthesis, characterization, and fluorescence studies. Inorganica Chimica Acta. 360 (8), pp. 2734-2743. https://doi.org/10.1016/j.ica.2007.01.024
Sensing metal ions with two new azomethine–thiophene pincer ligands (NSN): fluorescence and MALDI-TOF-MS applications
Pedras, B., Santos, H., Fernandes, L., Covelo, B., Tamayo, A., Bertolo-Pardo, E., Capelo, J., Aviles, T. and Lodeiro, C. 2007. Sensing metal ions with two new azomethine–thiophene pincer ligands (NSN): fluorescence and MALDI-TOF-MS applications. Inorganic Chemistry Communications. 10 (8), pp. 925-929. https://doi.org/10.1016/j.inoche.2007.05.001
N,N'-{1,3-Phenylenebis[methyleneoxy-2,1-phenylene(Z)methylylidene]}bis[1-(1-naphthyl)methanamine]
George, L., Bertolo-Pardo, E. and Lodeiro, C. 2010. N,N'-{1,3-Phenylenebis[methyleneoxy-2,1-phenylene(Z)methylylidene]}bis[1-(1-naphthyl)methanamine]. Molbank. 2010 (4), p. M702. https://doi.org/10.3390/M702
Oxygen diffusion in SrCe 0.95Yb 0.05O 3-d
Bertolo-Pardo, E., Kilner, J. and Sahibzada, M. 2004. Oxygen diffusion in SrCe 0.95Yb 0.05O 3-d. Journal of Solid State Electrochemistry. 8 (9), pp. 585-591. https://doi.org/10.1007/s10008-003-0487-4