Characterization of polyethyleneimine modified with organotin halides. Thermal, solubility, and fungal properties

Abstract

SynopsisModified polyethyleneimine products are hydrophobic with products from monohalotin reactants soluble in HMPA, DMSO, CHC13, and 2,4-pentanedione, while products from dihalotin reactants are insoluble in all solvents. Antifungal activity varies markedly with the nature of the tin moiety. For products from triphenyltin chloride, antifungal activity is widespread and suitable to about 40 ppb of the polymer, which is clearly acceptable for medical and industrial uses. Thus, such modified polymers can be used as retarders of fungi related rot and mildew. The products show moderate high-temperature stabilities.

Organotin Polymers

“…Products from natural sources include those from cotton (cellulose), [105][106][107] dextran, 108-117 xylan, 118,119 lignin. [120][121][122][123] Products from synthetic polymers include those from poly(vinyl alcohol), 124,125 polyacrylonitrile, 126,127 polyethyleneimine, [128][129][130] and poly(acrylic acid) and ionomers. 6 -13,131 For illustrative purposes for natural polymers we will use dextran.…”

“…129 We synthesized a number of organotin-containing materials from reaction with simple sugars such as sucrose. 137,138 As expected these products are crosslinked, with the primary sites of reaction being the ring-hydroxyls as shown for a dimethyltincontaining moiety, 34.…”

“…For most cases, our findings are consistent with these general trends, and long alkyl chains such as n-octyl are generally biologically inactive with respect to bacterial inhibition. 106,107,125,129,193,197,[254][255][256][257][258][259][260][261][262][263][264][265][266][267][268][269][270] The organotin materials are suitable for treatment of infections (here mainly topical), for treatment of contaminated sites, a preventative agents, and in the treatment of water sources. The organotin-containing drugs are rapidly (generally within 30 s) synthesized in good yield employing readily available reactants.…”

“…We have included such drugs as ampicillin (the structure of which was given earlier) 69,[192][193][194][195][196] cephalexin, 196 Norfloxacin, [197][198][199] and ciprofloxacin. 129 While these materials exhibit good antibacterial activity, they Organotin-containing copolymers have been produced from the reaction mixture of a bisphenol A and a mixture of a diorganotin dihalide and an acyl halide of a dicarboxylic acid. The products probably contain various arrangements of groupings connecting the bisphenol A moiety.…”

Impaired ergosterol biosynthesis mediated fungicidal activity of oil based tin polymer

“…High performance organometallic polymers which can offer properties like electronic, photonic and biomedical have drawn much attention in the field of polymer science and engineering (Carraher et al, 1979;Carraher and Roner, 2009). Metal incorporation is an important synthetic approach which can modify its surface and biological activity or provide sites for further modifications to improve the biocompatibility of organic compounds.…”