Synthesis, physicochemical studies and potential applications of high-molecular-weight ferrocene-based poly(azomethine)ester and its soluble terpolymers

详细信息    查看全文

• 作者：Asghari Gul ; Zareen Akhter ; Arshad Bhatti ; Muhammad Siddiq ; Abbas Khan ; Humaira M. Siddiqe ; Naveed Kauser Janjua ; Amber Shaheen ; Sehrish Sarfraz ; Bushra Mirza
• 关键词：Biologically active poly(azomethine)esters ; Ferrocene-based poly(azomethines) ; High-molecular-weight polymers ; Liquid crystalline polymers ; Organometallic poly(azomethines) ; Soluble poly(azomethine)s
• 刊名：Journal of Organometallic Chemistry
• 出版年：2012
• 出版时间：15 November, 2012
• 年：2012
• 卷：719
• 期：Complete
• 页码：41-53
• 全文大小：1646 K

文摘

A new ferrocene-based poly(azomethine)ester (P) was synthesized via solution polycondensation of 1,1¡ä-di(chlorocarboxyl) ferrocene with a novel preformed 4-((4-(4-(4-hydroxybenzylideneamino)phenoxy)phenylimino)methyl)phenol (SB). The condensation copolymers with good solubility were obtained using commercially available aliphatic (1,3-propan-diol, 1,6-hexan-diol and poly(dimethylsiloxane), hydroxyl-terminated (n?=?550)) and aromatic ((1,1,1,3,3,3-hexaflouro)bisphenol propane and bisphenol A) along with the synthesized monomer (SB) and 1,1¡ä-di(chlorocarboxyl) ferrocene. The obtained compounds were characterized by elemental analysis, FTIR and ¹H NMR spectrophotometric techniques. The structure-property relation was studied in term of solubility measurements, WAXRD and UV-visible spectroscopic techniques. Average molecular weights, M_w obtained by laser light scattering method were found to be of the order 10⁵?g/mol. Thermogravimetric curves along with polarized optical micrographs were also recorded. SEM-EDX and AFM techniques were employed to study the surface morphology of the synthesized material. Whereas the redox properties were explored using cyclic voltammetric investigations. The biological activity of the synthesized material was studied by utilizing various biological assays (antibacterical, brine shrimp cytotoxicity, antitumor potato disc, DPPH free radical scavenging and free radical induced oxidative DNA damage analysis). In case of brine shrimp (Artemia salina) lethality assay PSi and PF showed LD₅₀?<?1?ppm indicating highly toxic behavior. PF resulted IC₅₀?=?37.78 in tumor inhibition assay. The Schiff base (SB) was highly antioxidant with IC₅₀?=?2.05?ppm and fully protected the plasmid DNA from damage. All the compounds studied were found potent antioxidants, highly cytotoxic and more importantly DNA protecting. The influence of aromatic and aliphatic segments on the properties of organometallic poly(azomethine)ester is discussed.