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Therefore, a new phthalonitrile derivative namely 4\u2010(2\u2010(4\u2010methylthiazol\u20105\u2010yl)ethoxy)\u20105\u2010(4\u2010(trifluoromethoxy)phenoxy)phthalonitrile (1) and its metal\u2010free (2)\/metal phthalocyanines (3\u20105) were prepared and characterized using various spectroscopic techniques. Solubility of new phthalocyanines (2\u20105) was examined in a series of polar and nonpolar solvents. Additionally, sono\/photochemical methods were applied to examine the photophysical and sono\/photochemical properties of new zinc phthalocyanine to measure its potential as a probable material for sono\/photodynamic therapies. The antioxidant activities of compounds (1\u20105) were evaluated using the DPPH scavenging activity method and the highest radical scavenging activity was obtained 92.13% (200\u2009mg\u2009L<jats:sup>\u22121<\/jats:sup>) for manganese phthalocyanine. All the phthalocyanines demonstrated high DNA nuclease activity, as well. The antimicrobial activities of compounds (1\u20105) were investigated using disk diffusion and microdilution methods. The phthalocyanines exhibited effective microbial cell inhibition activity against <jats:italic>Escherichia coli<\/jats:italic> (<jats:italic>E.\u00a0coli<\/jats:italic>). Antimicrobial photodynamic therapy activity was investigated against <jats:italic>E.\u00a0coli<\/jats:italic> by LED irradiation. Compounds (2\u20105) acted as photosynthesizers. Also, they displayed significant biofilm inhibition activity against <jats:italic>Staphylococcus aureus<\/jats:italic> (<jats:italic>S. aureus)<\/jats:italic> and <jats:italic>Pseudomonas aeruginosa<\/jats:italic> (<jats:italic>P. aeruginosa<\/jats:italic>).<\/jats:p>","DOI":"10.1111\/php.13553","type":"journal-article","created":{"date-parts":[[2021,11,1]],"date-time":"2021-11-01T19:30:11Z","timestamp":1635795011000},"page":"894-906","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":21,"title":["Photophysicochemical and Biological Properties of New Phthalocyanines Bearing 4\u2010(trifluoromethoxy)phenoxy and 2\u2010(4\u2010methylthiazol\u20105\u2010yl)ethoxy Groups on Peripheral Positions"],"prefix":"10.1111","volume":"98","author":[{"ORCID":"https:\/\/orcid.org\/0000-0002-3857-5673","authenticated-orcid":false,"given":"Nazli","family":"Farajzadeh","sequence":"first","affiliation":[{"name":"Department of Chemistry Istanbul Technical University  Maslak, Istanbul Turkey"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Sadin","family":"\u00d6zdemir","sequence":"additional","affiliation":[{"name":"Food Processing Programme Technical Science Vocational School Mersin University  Yenisehir, Mersin Turkey"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"given":"Serpil","family":"Gonca","sequence":"additional","affiliation":[{"name":"Department of Pharmaceutical Microbiology Faculty of Pharmacy University of Mersin, Turkey  Yenisehir, Mersin Turkey"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-5264-7100","authenticated-orcid":false,"given":"G\u00f6knur Ya\u015fa","family":"Atmaca","sequence":"additional","affiliation":[{"name":"Department of Chemistry Yildiz Technical University  Esenler, Istanbul Turkey"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0001-9282-7651","authenticated-orcid":false,"given":"Ali","family":"Erdo\u011fmu\u015f","sequence":"additional","affiliation":[{"name":"Department of Chemistry Yildiz Technical University  Esenler, Istanbul Turkey"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1761-6074","authenticated-orcid":false,"given":"Zehra Altunta\u015f","family":"Bay\u0131r","sequence":"additional","affiliation":[{"name":"Department of Chemistry Istanbul Technical University  Maslak, Istanbul Turkey"}],"role":[{"role":"author","vocabulary":"crossref"}]},{"ORCID":"https:\/\/orcid.org\/0000-0003-1454-4108","authenticated-orcid":false,"given":"Makbule Burkut","family":"Ko\u00e7ak","sequence":"additional","affiliation":[{"name":"Department of Chemistry Istanbul Technical University  Maslak, Istanbul Turkey"}],"role":[{"role":"author","vocabulary":"crossref"}]}],"member":"311","published-online":{"date-parts":[[2021,11,15]]},"reference":[{"key":"e_1_2_5_2_1","volume-title":"Comprehensive Heterocyclic Chemistry","author":"Metzger J. 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