Polymeric bound porphyrins and their precursors, 7. Synthesis of water‐soluble, positively charged polymers with covalently bound moieties of porphyrin derivatives

Abstract

Positively charged polymers 6 -13 containing covalently bound moieties of tetraphenylporphyrin (l), phthalocyanine 2 and naphthocyanine 3 were obtained by reaction of poly(ch1oromethylstyrene) with low-molecular weight substituted porphyrins ( l b , 2b, 2d, 3c) in the presence of triethylamine. The water-soluble polymers contain moieties of one or of two or three different porphyrin derivatives. a) Part 6: cf.').

Phthalocyanines in Macromolecular Phases - Methods of Synthesis and Properties of the Materials

“…[106][107][108][109][110] Substituted porphyrines 1 (R = 1O1C 6 H 4 1NH 2 ), 2 (R = 1NH 2 ) and 3 (R = 1NH 2 ) contain nucleophilic amino groups of similar reactivity. Therefore, an identical synthetic procedure can be applied to conduct the covalent binding to a polymer with reactive sites.…”

“…Positively charged, water-soluble polymers 22 were obtained. [108] Figure 4 presents the Vis spectrum of a polymer 22 with combined moieties of all the porphyrins 1, 2, and 3. In addition to porphyrins, also viologen as an electron relay was covalently bound at positively charged polystyrene.…”

“…Synthesis of a Positively-Charged Polymer 22 Containing Covalently Bonded Moieties of Tetraphenylporphyrin, Phthalocyanine and Naphthalocyanine [108] Poly(chloromethylstyrene) (containing 6.56 mmol Cl g -1 polymer with M ---n = 50 000 as a 3 : 2 mixture of 3-and 4-isomers) and amino-substituted porphyrin-type derivatives 1 (R = 1O1C 6 H 4 1NH 2 , M = Zn(II)), 2 (R = 1NH 2 , M = Zn(II)) and 3 (R = 1NH 2 , M = Zn(II)) were employed. 5.9 mg (0.0008 mmol; 0.25 mol-% with respect to the chloromethyl groups) 1, 16.4 mg (0.016 mmol; 0.5 mol-% with respect to the chloromethyl groups) 2 and 13.8 mg (0.016 mmol; 0.5 mol-% with respect to the chloromethyl groups) 3 were dissolved in 100 ml dry DMF and heated under an inert gas atmosphere at 80 8C.…”

Extraction of metal ions from water with tetrapyrazolic macrocycles bound to Merrifield resin and silica gel

“…Different routes were tried for the preparation of the alcoolate derivatives used for binding to silica or Merrifield resin: (1) sodium hydride in dimethylformamid,12 (2) potassium hydroxide in water using tetrabutylammonium hydrogenosulfat as catalyst,13 and (3) potassium carbonate in dimethylformamide (Williamson reaction)14 giving poor yields. For compound I, a convenient method was that of Hakomori often used for the permethylation of carbohydrates.…”