Synthesis and properties of polyamine resins from epoxy resins

Abstract

Polyamine resins were synthesized by the preparation of ketimine‐terminated resins from epoxy resin and ketimine blocked diethylene triamine (1) and subsequent hydrolysis. 1 was prepared by the condensation reaction of diethylene triamine with methyl isobutyl ketone catalyzed by acid. The hydrolysis of ketimine containing resin was evaluated by the change of the pH value of reaction mixture and the infrared spectroscopy and gel permeation chromatography curve of the resulting product. The hydrolytic rate of ketimine increased with the increase of temperature or the amount of acid added. The crosslinking, emulsion, and electrodeposition properties of these polyamine resins were studied in some detail.

Easy preparation of crosslinked polymer films from polyoxyalkylene diamine and poly(styrene–maleic anhydride) for electrostatic dissipation

“…Under an identical stirring rate, the reaction of SMA with POE2000 diamine in toluene (25 wt %) produced a gel within 50 s, but in MEK as the solvent it took 315 s (Table I). A systematic study indicated that gel formation was much slower in a ketone solvent such as MEK than in toluene, perhaps because of the formation of an equilibrium imine14, 15 intermediate (CN) between the POE2000 amine and the ketone solvent. By adjusting the amount of MEK solvent, the gel time could be prolonged from 50 to 710 s. This finding allows us to develop a convenient method for preparing polymer films.…”

Role of cyclic dithiocarbonate as a promoter in the reaction of epoxide and imine in the presence of water

“…Epoxy resins are frequently cured by amines; however, the curing process is sometimes incomplete mainly because of insufficient mixing of curable and catalytic pastes. This problem may be solved by development of a one‐component epoxy resin containing a latent hardener such as an imine 2, 3. The curing system of imine‐based one‐component epoxy resin is composed of two steps, that is, the first step is the hydrolysis of the imines releasing amines, and the second step is the reaction of the generated amine with epoxides.…”

“…This problem may be solved by development of a one-component epoxy resin containing a latent hardener such as an imine. 2,3 The curing system of imine-based onecomponent epoxy resin is composed of two steps, that is, the first step is the hydrolysis of the imines releasing amines, and the second step is the reaction of the generated amine with epox-ides. We have recently reported that diethyl ketone-based imines show a faster hydrolysis rate than industrially used methyl ethyl ketone-and methyl isobutyl ketone-based imines, and onecomponent epoxy resins with diethyl ketonebased imines show good curing properties and storage stability.…”