Dissertation/ Thesis

Synthesis of phthalocyanines and porphyrins for energy transfer systems and biomedical applications ; Síntese de ftalocianinas e de porfirinas para sistemas de transferência de energia e para aplicações biomédicas

التفاصيل البيبلوغرافية
العنوان: Synthesis of phthalocyanines and porphyrins for energy transfer systems and biomedical applications ; Síntese de ftalocianinas e de porfirinas para sistemas de transferência de energia e para aplicações biomédicas
المؤلفون: Gamelas, Sara Raquel Duarte
المساهمون: Lourenço, Leandro Miguel de Oliveira, Tomé, Augusto Costa, Tomé, João Paulo Costa
سنة النشر: 1483
المجموعة: Repositório Institucional da Universidade de Aveiro (RIA)
مصطلحات موضوعية: Phthalocyanine, Porphyrin, Pyrenyl-imidazole, Pyridylpyrazole, TMD, WS₂, MoS₂, Charge transfer, Pyridiniumpyrazolyl, PDI of microorganisms, S. aureus, E. coli, Biofilms, Bacteriophage Φ6, Click chemistry, IEDDA reaction, Tetrazine, TCO, NCIN87, PET, Optical imaging, Cerenkov radiation (CR)
الوصف: This thesis describes the synthesis, characterisation, and application of different phthalocyanine (Pc) and/or porphyrin (Por) derivatives composed by: i) pyrenylimidazolyl and pyridylpyrazolyl groups for energy transfer processes, ii) pyridiniumpyrazolyl groups for photodynamic inactivation (PDI) of microorganisms, and iii) tetrazine (Tz) moiety (for Por derivative) for in vivo dual antibody-positron emission tomography (PET) and optical imaging modalities using inverse electron demand Diels–Alder addition (iEDDA) reactions. All the compounds were characterised by 1H, 13C, 19F, HSQC, HMBC NMR, absorption, emission spectroscopies, and mass spectrometry (when possible). The spectra are available throughout the manuscript or in the supplementary information section. The synthesis of tetrasubstituted pyrenylimidazolyl ZnPc and LiPc and the monopyrenylimidazolyltritert-butyl H2Pc and ZnPc were performed from the reaction between the corresponding phthalonitriles. Pyrenylimidazolyl H2Por and ZnPor dyes were synthesised through nucleophilic substitution of the commercially available H2TPPF20. The photophysical properties of the H2Pcs, ZnPcs, and their corresponding WS2 and MoS2 nanohybrids were studied in detail, revealing a charge transfer (CT) from the Pcs to the transition metal dichalcogenide, prompting the research on charge separation and deactivation mechanisms. Ongoing photophysical studies are being conducted to ensure the thoroughness of our findings. The tetra- and octasubstituted pyridylpyrazolyl ZnPcs and the tetrasubstituted H2Por were prepared through the tetramerisation of the corresponding phthalonitriles or by nucleophilic substitution ZnPcF16/H2TPPF20. The prepared nanohybrids of ZnPcs–WS2 exhibited a CT band in the absorbance spectrum, indicating a possible ongoing energy transfer process. More ongoing photophysical studies are being conducted relative to the ZnPcs, the H2Por, and the corresponding nanohybrids. The previous tetra- and octasubstituted pyridylpyrazolyl ZnPcs and H2Por were cationised ...
نوع الوثيقة: doctoral or postdoctoral thesis
اللغة: English
Relation: http://hdl.handle.net/10773/42312; 101786140
الاتاحة: http://hdl.handle.net/10773/42312
Rights: embargoedAccess ; https://creativecommons.org/licenses/by/4.0/
رقم الانضمام: edsbas.E52B6CAC
قاعدة البيانات: BASE