Synthesis and Characterization of Phthalocyanines With Non-Ionic Solubilizing Groups

Glycerol and galactose substituted zinc phthalocyanines. Synthesis and photodynamic activity

“…Most common amongst these are sulfonic acid groups, 2 resulting in anionic Pcs, and quaternarised amino 3,4 or pyridino 5-9 groups, which lead to cationic Pcs. The presence of polyoxoethylene 10 or hydroxyl 11 groups can also result in neutral water-soluble Pcs, and thus carbohydrates, which effectively allow multiple hydroxyl groups to be introduced as a single unit, are of great interest. Despite this fact, relatively few carbohydrate substituted Pcs have been described to date.…”

Construction of phthalocyanine‐terminated polystyrene nanoarchitectures

“…The introduction of a hydroxy moiety at the Pc core seems appropriate to perform an esterification reaction with a typical halogenated ATRP initiator, such as 2‐bromoisobutyryl bromide. Therefore, an unsymmetrically substituted Zn(II)Pc having three isoindoles attached to solubilizing tert ‐butylphenoxy moieties and one isoindole functionalized with one 2‐hydroxyethoxy moiety () has been prepared (Scheme ) by statistical condensation of 4,5‐di‐ tert ‐butylphenoxyphthalonitrile and 4‐(2‐hydroxyethoxy)phthalonitrile in the presence of lithium and pentanol to give metal‐free Pc , which was further metallated with Zn(OAc) 2 . This procedure, that is, the formation of the metal‐free macrocycle and subsequent metallation, allows the use of unprotected 4‐(2‐hydroxyethoxy) phthalonitrile.…”

“…Finely divided lithium (0.004 g, 0.56 mmol) was added to a flask containing pentanol (6 ml). Once all the lithium was consumed, 4,5‐bis( p‐tert ‐butylphenoxy)phthalonitrile (0.6 g, 1.4 mmol) and 4‐(2‐hydroxyethoxy)phthalonitrile (0.09 g, 0.47 mmol) were added, and the mixture was heated to reflux under argon for 7 h. After cooling to room temperature, acetic acid (15 ml) was added, and the mixture was additionally stirred for 30 m. Water (30 ml) was then added, and the mixture of Pcs was extracted with CH 2 Cl 2 . After evaporation of the solvent, acetonitrile (15 ml) was added, and the solid material was filtered under vacuum.…”

Zinc Phthalocyanine Labelled Polyethylene Glycol: Preparation, Characterization, Interaction with Bovine Serum Albumin and Near Infrared Fluorescence Imaging in Vivo

“…Zinc phthalocyanine labelled PEG was purified by precipitation with cooled diethyl ether, which was usually applied to the purification of conjugated PEG as a simple and convenient method. The purification differs from the commonly method of zinc phthalocyanine short chain PEG purification due to the conjugation of the long chain PEG [40] The chemical structures were characterized by 1 H-NMR and FT-IR spectroscopy. The 1 H-NMR spectra of PEG and zinc phthalocyanine conjugated PEG are shown in Figure 1.The characteric peaks of PEG are the -OH peak at 1.5 ppm and -CH 2 peak at 3.6 ppm.…”