ZHAO Ming, LI Jian, JI Junling, et al. Synthesis and application of soluble near-infrared absorption amino phthalocyanine dyes[J]. CIESC Journal, 2015, (4): 1577-1584.
DOI:
ZHAO Ming, LI Jian, JI Junling, et al. Synthesis and application of soluble near-infrared absorption amino phthalocyanine dyes[J]. CIESC Journal, 2015, (4): 1577-1584.DOI: 10.11949/j.issn.0438-1157.20141576.
Synthesis and application of soluble near-infrared absorption amino phthalocyanine dyes
A series of soluble near-infrared absorption amino phthalocyanine dyes were synthesized with preparation of amino phthalonitriles firstly. The structure and performance of phthalocyanines were characterized by 1H NMR
Fourier transform infrared spectroscopy (FT-IR)
solution test
UV-visible absorption spectroscopy (UV-Vis)
thermal gravimetric analysis (TGA). The results showed that amino phthalocyanines were successfully synthesized. The solubility of amino phthalocyanines was greatly influenced by substituents
position of the substituents and metal ions. When aliphatic amine was used as the peripheral substituent at α position and Mn2+ was used as the central substituent of phthalocyanine
solubility could greatly be increased. A red-shift of the Q-band was observed when aliphatic amine and Mn2+ were introduced into phthalocyanine
mainly due to the electron-donating ability of aliphatic amine. The 3
3'
3"
3"'-tetra-n-butyl amine manganese (Ⅱ) phthalocyanine (a-TnBAMnPc) showed Q-band peak at 870 nm in chloroform. The near-infrared absorption performance of a-TnBAMnPc in poly(methyl methacrylate) (PMMA) and waterborne polyurethane (WPU) films was investigated. For PMMA-(a-TnBAMnPc) films
the transmission at 862 nm was near 0 when the content of a-TnBAMnPc was more than 0.60%(mass). The transmission at 866 nm approached 0 with the content of a-TnBAMnPc beyond 0.40%(mass) for WPU-(a-TnBAMnPc) films.