Synthesis of novel N-diazeniumdiolates based on hyperbranched polyethers.
Novel N-diazeniumdiolate based on hyperbranched polyethers(HP-g-DACA/N(2)O(2)) were prepared through a two-step synthesized route. The alkyltrimethoxysilane containing secondary amine groups (DACA) was used to modify the hydroxyl end groups of hyperbranched polyethers (HP) to obtain the precursor hyperbranched diamine (HP-g-DACA). Then HP-g-DACA was reacted with NO at 80psi pressure to be converted into N-diazeniumdiolates. The structures were confirmed using (13)C NMR and IR spectra. UV-vis spectroscopy measurement indicated that the aqueous solution of obtained HP-g-DACA/N(2)O(2) had a characteristic absorption at 246nm. The final HP-g-DACA/N(2)O(2) product showed NO releasing within the prolonged periods of time, and the apparent half-life t(1/2) was more than 11min in phosphate buffer at 37 degrees C. The total amount of NO released from HP-g-DACA/N(2)O(2) could achieve to 0.43micromol/mg and was proportional to the modified degree of HP by DACA. In addition, the NO loading efficiency can be modulated by the modification degree of hyperbranched macromolecular end groups.
Kou
Yuxia
Y
College of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, 800 Dongchuan Road, Shanghai 200240, China.
Wan
Ajun
A
D000588:Amines / Q000737:chemistry; D001391:Azo Compounds / Q000138:chemical synthesis*; D006207:Half-Life; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D009569:Nitric Oxide / Q000737:chemistry; D010316:Particle Size; D011091:Polyesters / Q000737:chemistry*; D012821:Silanes / Q000737:chemistry; D013055:Spectrophotometry, Infrared; D013056:Spectrophotometry, Ultraviolet; D013696:Temperature
D000588:Amines; D001391:Azo Compounds; D011091:Polyesters; D012821:Silanes; C452539:diazeniumdiolate; D009569:Nitric Oxide; C071717:trimethoxysilane