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Five novel carbohydrate-conjugated derivatives from carboxylic zinc phthalocyanines were prepared from zinc (II) 1(4), 8(11), 15(18), 22(25)-tetrakis(4-carboxylphenoxy)phthalocyanine (1) or zinc(II) 1-(4-carboxylphenoxy) phthalocyanine (2) and O-acetyl glycosyl bromide of lactose, maltose or glucose with newly roasted potassium carbonate as catalyst. The IR, MS and UV-Vis absorption spectra demonstrate that the conjugation has been achieved successfully. It is found that one compound 1 molecular was mainly combined with two glycosyl groups even though O-acetyl glycosyl bromide was excessive. The solubility and stability of these five conjugates were investigated. Results show that they are freely soluble or soluble in DMF, Acetone, THF, chloroform and methanol and insoluble in water. All of them are stable in DMF kept in dark place. They exhibit similar monomer electronic absorption spectra in DMF, Acetone, THF, chloroform and methanol, whereas behave aggregated in water (containing 0.1% DMF). Their maximum absorption wavelength of Q band in these solvents appears at 670~690 nm. They give fluorescence quantum yields of 0.358~0.721 in DMF and 0.121~0.198 in water (containing 0.1% DMF), which are 2~3 times and 3~5 times those of original phthalocyanines (1 and 2), respectively.
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Journal of Huazhong University of Science and Technology (Natural Science Edition)
ISSN: 1671-4512
CN: 42-1658/N
Year: 2012
Issue: 4
Volume: 40
Page: 104-109
Cited Count:
WoS CC Cited Count: 0
SCOPUS Cited Count:
ESI Highly Cited Papers on the List: 0 Unfold All
WanFang Cited Count:
Chinese Cited Count:
30 Days PV: 4
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