Synthesis of Polyesters by Direct Polycondensation with Picryl Chloride

Synthesis of Polyesters by Direct Polycondensation with Picryl Chloride
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苦基氯直接缩聚合成聚酯

DOI:
10.1295/polymj.14.643
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发表时间:
1982
期刊:
影响因子:
--
通讯作者:
N. Ogata
N. Ogata
中科院分区:
--
文献类型:
--
作者:
Hozumi Tanaka;Yuki Iwanaga;Guo;K. Sanui;N. Ogata

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以吡啶为溶剂,苦酰氯为催化剂,在室温下,各种二元羧酸与对苯二甲酸、乙二醇等二元醇进行缩聚反应,以高产率得到聚酯。考察了反应条件、碱性溶剂、反应温度、单体浓度、苦酰氯用量等因素对反应的影响。苦基氯和吡啶的组合被发现是令人满意的聚酯合成。缩聚反应可能通过由苦味酸和羧酸形成活性酯,然后与羟基酯化来进行。在最佳反应条件下,2,5-吡啶二甲酸与1,10-癸烷直接缩聚,聚酯的收率可达89%,溶液粘度约为1.0。由对苯二甲酸和1,5-戊二醇得到的聚酯比由二羧酸和二醇的各种组合得到的聚酯具有更高的溶液粘度。脂肪族二羧酸如己二酸产生具有比芳香族二羧酸低的溶液粘度的聚酯。
The polycondensation reaction of various dicarboxylic acids and diols such as terephthalic acid and ethylene glycol occurred at room temperature in pyridine in the presence of picryl chloride to give polyesters in high yield. Reaction conditions, basic solvents, temperatures, concentrations of monomer, and amount of picryl chloride were investigated. A combination of picryl chloride and pyridine was found to be satisfactory for the polyester synthesis. The polycondensation reaction possibly proceeds through the formation of an active ester from picrylic acid and carboxylic acid, followed by esterification with hydroxyl group. Yields of polyester from 2,5-pyridinedicarboxylic acid and 1,10-decanediol by this direct polycondensation reached up to 89%, and the solution viscosity of the polyester was approximately 1.0 under optimum reaction conditions. The polyester obtained from terephthalic acid and 1,5-pentanediol had a higher solution viscosity than those from various combinations of dicarboxylic acids and diols. Aliphatic dicarboxylic acid such as adipic acid yielded polyester having a lower solution viscosity than aromatic dicarboxylic acid.