含亚甲基和双二氮杂萘酮结构的聚芳酮的合成与性能  

SYNTHESIS AND PROPERTIES OF POLY(ARYL KETONE) CONTAINING BIS(PHTHALAZINONE) AND METHYLENE MOIETIES

作　　者：张绍印[1] 蹇锡高[1] 肖树德[1] 王慧明[1] 张杰[1] 

机构地区：[1]大连理工大学化工学院高分子材料系,大连116012

出　　处：《高分子学报》2002年第6期842-845,共4页Acta Polymerica Sinica

基　　金：;国家自然科学基金资助项目 (基金号 5 947390 1)

摘　　要：A new biphenol-like monomer,4,4′-methylenebis[4-(1,4-phenylene)-phthalazin-1(2H)-one] was synthesized from phthalic anhydride and diphenylmethane in two steps.In the first step,Friedel-Crafts reaction was carried out in 1,2-dichloroethane between diphenylmethane and phthalic anhydride.The obtained product was used in the second step with hydrazine monohydrate added into its solution,followed by recrystallization in acetic acid.The melting point showed by differential scanning calorimetry of the bis(phthalazinone) monomer was 338.1℃.The overall yield of the biphenol-like monomer was 60%.A new polyphthalazinone was prepared from 4,4′-difluorodiphenylketone(DFK) and 4,4′-methylenebis[4-(1,4-phenylene)-phthalazin-1(2H)-one] by solution polycondensation in N-methyl-2-pyrrolidone(NMP) with anhydrous K 2CO 3 as a catalyst.High molecular weight polymer was formed in 8 h at 190℃.The polymer was refined by precipitation from its 15% NMP solution with methanol as the precipitating agent.The powder of the polymer was dried in a vacuum oven under 120℃ for 48*!h and then under 200℃ for 4*!h.The intrinsic viscosity of the polymer was 0.58*!dL/g in NMP at 25℃.The polymer showed high glass transition temperature (T g) at 258℃ by DSC.The decomposition temperature for 5% weight loss (T d5) in nitrogen measured by thermogravimetric analysis occurred at 431℃.The solubility of the polymer was investigated at room temperature.The polymer was soluble in NMP,m-cresol and partially soluble in chloroform,and insoluble in N,N-dimethylacetamide (DMAc) and dimethyl sulfoxide (DMSO).The methylene group and bis-(phthalazinone) structure in the backbone of the polymer contribute much to the good solubility,and the rigid structure of bis(phthalazinone) retains its good thermal properties.A new biphenol-like monomer, 4, 4'-methylenebis [ 4-( 1, 4-phenylene)-phthalazin-1 (2H)-one ] was synthesized from phthalic anhydride and diphenylmethane in two steps. In the first step, Friedel-Crafts reaction was carried out in, 1, 2-dichloroethane between diphenylmethane and phthalic anhydride. The obtained product was used in the second step with hydrazine monohydrate added into its solution,. followed by recrystallization in acetic acid. The melting point showed by differential scanning calorimetry of the bis(phthalazinone) monomer was 338.1degreesC. The overall yield of the biphenol-like monomer was 60%. A new polyphthalazinone was prepared from 4; 4'-difluorodiphenylketone(DFK) and 4, 4'-methylenebis [ 4-( 1, 4-phenylene)-phthalazin-1 (2H)-one ] by solution polycondensation in N-methyl-2-pyrrolidone (NMP) with anhydrous K2CO3 as a catalyst. High molecular weight polymer was formed in 8 h. at 190degreesC. The polymer was refined by precipitation from its 15% NMP solution with methanol as the precipitating agent. The powder of the polymer was dried in a vacuum oven under 120degreesC for 48 h and then under 200degreesC for 4 h. The intrinsic viscosity of the polymer was 0.58 dL/g in NMP at 25degreesC. The polymer showed high glass transition temperature (T-g) at 258degreesC by DSC. The decomposition temperature for 5 % weight loss (T-d5) in nitrogen measured by thermogravimetric analysis occurred, at 431degreesC. The solubility of the polymer was, investigated at room temperature. The polymer was soluble in NMP, m-cresol and partially soluble in chloroform, and insoluble in N, N-dimethylacetamide (DMAc) and dimethyl sulfoxide (DMSO). The methylene group and bis(phthalazinone) structure in the backbone of the polymer contribute much to the good solubility, and the rigid structure of bis (phthalazinone) retains its good thermal properties.

关 键 词：亚甲基 双二氮杂萘酮 聚芳酮 合成 性能 

分 类 号：TQ326[化学工程—合成树脂塑料工业]