Copolymer containing zinc-phthalocyanine group on side chain and preparation method thereof
A technology of polymer and zinc phthalocyanine, which is applied in the field of polymer material synthesis, can solve the problems of difficulty in preparing and purifying phthalocyanine compounds, difficult control of polymerization reaction, and increasing the complexity of synthesis process, and achieves rational utilization and fewer reaction steps. , the effect of less occurrence of side reactions
Active Publication Date: 2015-01-21
蚌埠格识知识产权运营有限公司
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Problems solved by technology
[0005] In the prior art, side-chain phthalocyanine polymers are basically synthesized by phthalocyanine compounds with specific functional groups, and then the phthalocyanine rings are connected to the polymer chain through chemical reactions, but in this method, the phthalocyanine compounds Preparation and purification are very difficult. In addition, polymers with specific functional groups need to be synthesized, which also increases the complexity of the synthesis process. At the same time, the polymerization reaction is not easy to control
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Embodiment 1
[0052] Embodiment one: the synthesis of the polymer PMADCE-ZnPc that side chain contains phthalocyanine group
[0053] attached figure 1 Prepare the schematic flow sheet of the polymer that side chain contains phthalocyanine group for the present invention, according to attached figure 1 , The synthesis of PMADCE-ZnPc is mainly divided into three steps, the synthesis of monomer MADCE, the synthesis of PMADCE, and the synthesis of PMADCE-ZnPc.
[0054] Synthesis of Monomer 6-(3,4-dicyanophenoxy)hexyl Methacrylate
[0055] Add 5.52 g of potassium carbonate and 50 mL of N, N -Dimethylformamide, stirred at 80°C for 2 hours, then added 2.88 g of 3,4-dicyanophenol into the above solution, continued the reaction for 5 hours, added a small amount of potassium iodide, and then slowly added N, N - 3.6 g of hexabromohexanol diluted with dimethylformamide, stirred at 80°C for 8 hours, after that, the reaction solution was added to a 200 mL ice-salt bath beaker, stirred, allowed to ...
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The invention discloses a copolymer containing a zinc-phthalocyanine group on a side chain and a preparation method thereof. The preparation method of the copolymer combines RAFT (reversible addition-fragmentation chain transfer) and a phthalocyanin annulation method for the first time to prepare the copolymer containing a zinc-phthalocyanine group on a side chain, and comprises the following steps of: on the presence of an initiator and a chain transfer agent, performing RAFT polymerization on a monomer methacrylic acid-6-(3,4-dicyanophenoxy)caprolactone to obtain a polymer PMADCE (polymethyl acrylic acid-6-(3,4-dicyanophenoxy)caprolactone) containing a phthalonitrile functional group on a side chain; and using the phthalonitrile functional group on the side chain of the PMADCE as a reaction point to perform phthalocyanin annulation with 4-(octyloxy)phthalonitrile in the presence of a heat-sensitive catalyst and zinc acetate so as to obtain a polymer PMADCE-ZnPc containing the zinc-phthalocyanine group on the side chain. The preparation method is few in step, simple, feasible, convenient in purification process, mild in reaction condition, controllable in process and high in conversion rate; and the PMADCE-ZnPc prepared by the method has good solubility and phthalocyanin functionality, can be used as a photoelectric material, and has good application prospects in solar cells, sensors and information storage.
Description
technical field [0001] The invention belongs to the field of polymer material synthesis, and in particular relates to a polymer with a side chain containing zinc phthalocyanine groups and a preparation method thereof. Background technique [0002] In the family of π-π conjugated macrocyclic structures, phthalocyanines and porphyrins with two-dimensional 18π-electron conjugated structures have been one of the research hotspots of optoelectronic materials. The cyclic structure of phthalocyanine is more rigid than that of porphyrin, and the π-π interaction between its metal complexes is stronger, and it is easy to form a supramolecular structure, and the phthalocyanine compound has good stability to heat, light and the environment, and the coordination of metal atoms In addition, phthalocyanine compounds have become one of the important functional materials due to their cheapness, low toxicity, good thermal stability and wide spectral response range, and can be applied as sensi...
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IPC IPC(8): C08F120/36C08F2/38C08F8/48H01L51/46
CPCY02E10/549
Inventor 张伟王来兵张键朱秀林刘江飞程振平周年琛
Owner 蚌埠格识知识产权运营有限公司