Synthesis And Application Of The Glycidyl Polyhydroxyl Triazole Prepolymer

Polyhydroxy compounds have been widely used in polyurethane and polyurethane composite materials as crosslinking agents. Meanwhile, with the conception “Click chemistry” putting forward, the importance of triazole groups in polymer materials emerges gradually. Therefore the investigation of polyhydroxy compounds containing triazole groups is important to the future study of advanced polyurethane and functional polyurethane materials.In this paper, the industrial GAP containing residual chlorine with low polymerization degree was transformed to the pure GAP without chlorine by sufficient azido reaction. Then, glycidyl 4,5-bis(hydroxymethyl)-1,2,3-triazole prepolymer(GTP) has been synthesized by the 1,3-dipolar cycloaddition reaction between 1,4-butynediol(BOZ) and pure GAP. The two kinds of GAP and GTP were characterized by FT-IR, UV-spectra, NMR spectra, TG, elemental analysis, ESI-Q-TOF-MS and HPLC-ESI-Q-TOF-MS. The results show GTP has been synthesized. The chlorine content of industrial GAP is 3.39%. The average degree of polymerization of the pure GAP is 3.71, the number average molecular weight is 443.29 g/mol. The average degree of polymerization of the GTP is 3.95, the number average molecular weight is 806.75 g/mol.The polyurethane prepolymer was prepared by PTMG and MDI. GTP and glycerol were added respectively as crosslinking agent to prepare polyurethane elastomer PU-X and PU-0. The swelling behavior, mechanical properties and thermal decomposition properties of PU-X and PU-0 have been tested. Results show number average weight between crosslinks(Mc) of PU-X(3.1?104 g/mol) is far more than the apparent molecular weight of PU-0(2.25?103 g/mol). The tensile break stress(3.37 MPa) and fracture strain(1658%) of PU-X are both greater than the tensile break stress(1.55 MPa) and fracture strain(1472%) of PU-0. The temperature of the hard segment degradation peak of PU-X(383.0 ℃) is higher than the temperature of PU-0(351.5 ℃).