1-3 substituted aryloxide dendritic phthalocyanine complexes as well as preparation method and use thereof
A technology of dendritic and substituting aryl ethers, which is applied in the field of 1-3 substituting aryl ether dendritic phthalocyanine complexes and its preparation, achieving the effects of easy interaction, good water solubility and high quantum yield
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Embodiment 1
[0080] In Example 1, the process 2) carbon tetrabromide was changed to 8g, triphenylphosphine was changed to 4g and tetrahydrofuran was changed to 20mL, and the reaction time was changed to 2h. Other reaction conditions were the same, and 4.0 g of white powdery solid substance (2) was obtained with a yield of 65.0%.
[0081] In process 4), carbon tetrabromide was changed to 15g, triphenylphosphine was changed to 8g and tetrahydrofuran was changed to 35mL, and the reaction time was changed to 2.5h. Other reaction conditions were the same, and 5.04 g of white powdery solid substance (4) was obtained with a yield of 80.0%.
[0082] In process 5), carbon tetrabromide was changed to 30g, triphenylphosphine was changed to 16g and tetrahydrofuran was changed to 60mL, and the reaction time was changed to 3.0h. Other reaction conditions were the same, and 5.25 g of white powdery solid substance (5) was obtained with a yield of 82%.
specific Embodiment 3
[0083] In Example 1, the reaction temperature of process 6) is 80° C., and other reaction conditions are the same, and the yield of the obtained substance (6) is 45.0%.
[0084] Process 7) The reaction temperature is 80°C, other reaction conditions are the same, and the yield of substance (7) is 30.0%.
[0085] Process 8) The reaction temperature is 80°C, other reaction conditions are the same, and the yield of substance (8) is 22.0%.
specific Embodiment 4
[0086] Synthetic method is the same as embodiment one, in process 9)-14), replaces zinc acetate with aluminum trichloride, other process is unchanged, obtains four-[3,5-bis-(4-cyanobenzyloxy)- 1-Methyleneoxyphenyl] aluminum phthalocyanine [G 1 -AlPc(CN) 8 ], productive rate 65%.IR (KBr / cm -1 ): 3449, 2921, 2231, 1601, 1452, 1168, 1059, 826, 640. 1 H NMR (400MHz, DMSO-d 6 , δ / ppm): 7.68(s, 4H), 7.25-7.26(d, J=4Hz, 4H), 7.18~7.19(d, J=4Hz, 4H) 7.66~7.68(d, J=8Hz, 16H) , 7.46~7.48 (d, J=8Hz, 16H), 6.58 (s, 8H), 6.52 (s, 4H), 5.06 (s, 24H). MALDI-TOF-MS: m / z=2068 [M+H 3 o + ]. Four-{3,-di-[3,5-bis-(4-cyanobenzyloxy)-1-methoxyphenyl]-1-methoxyphenyl}aluminum phthalocyanine[G 2 -AlPc(CN) 16 ], yield 62%. IR (KBr / cm -1 ): 3450, 2920, 2230, 1600, 1450, 1251, 1153, 1067, 822, 640. 1 H NMR (400MHz, DMSO-d 6 , δ / ppm): 7.81~7.83(d, J=8Hz, 32H), 7.56~7.58(d, J=8Hz, 32H), 7.39(s, 4H), 7.30(s, 4H), 7.20~7.22( d, J=8Hz, 4H), 6.70(s, 16H), 6.61(s, 12H), 6.57(s, 8H), 5.18(s, 40H),...
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