AB型羟基改性PBO单体及其合成新技术

doi:10.11949/j.issn.0438-1157.20141644

化工学报 ›› 2015, Vol. 66 ›› Issue (5): 1955-1963.DOI: 10.11949/j.issn.0438-1157.20141644

• 材料化学工程与纳米技术 • 上一篇下一篇

AB型羟基改性PBO单体及其合成新技术

金宁人¹, 李晨¹, 胡晓锋², 胡燕红¹, 张建庭¹

1 浙江工业大学化学工程学院, 浙江杭州 310032;
2 浙江鼎龙集团总公司研发中心, 浙江杭州 310004

收稿日期:2014-10-12 修回日期:2015-02-16 出版日期:2015-05-05 发布日期:2015-05-05
通讯作者: 金宁人
基金资助:
江苏省科技支撑计划项目(BE2011129);浙江省教育厅科研项目(Y201121211)。

AB monomers of hydroxy modified PBO and its novel synthesis technology

JIN Ningren¹, LI Chen¹, HU Xiaofeng², HU Yanhong¹, ZHANG Jianting¹

1 School of Chemical Engineering, Zhejiang University of Technology, Hangzhou 310032, Zhejiang, China;
2 Zhejiang Dragon Group Corporation R & D Center, Hangzhou 310004, Zhejiang, China

Received:2014-10-12 Revised:2015-02-16 Online:2015-05-05 Published:2015-05-05
Supported by:
supported by the Key Science and Technology Research Program of Jiangsu Province(BE2011129).

摘要/Abstract

摘要： 提出单羟基改性PBO及其AB型单体的分子结构,研究了以4-氨基-6-硝基间苯二酚盐酸盐(ANR·HCl)和羟基对苯二甲酸(HTA)为原料直接缩环合制备2-羟基-4-(5-硝基-6-羟基苯并唑-2-基)苯甲酸(HNBA)、再还原合成AB型单体:2-羟基-4-(5-氨基-6-羟基苯并唑-2-基)苯甲酸(HABA)的新方法。结果表明:缩环合制备的HNBA,其纯度96.81%、收率69.25%;进一步还原合成出纯度>98%的单体HABA,以ANR·HCl计的总收率为58.38%;具有原料易得、步骤短、条件缓和、产物稳定性优异以及缩聚基团完全等当比等性质。合成的新单体HABA及其前体HNBA,经FT-IR和MS以及NMR等分析和表征,证实了其分子结构。

关键词: AB型单体, 合成, 有机化合物, 制备, 2-羟基-4-(5-硝基-6-羟基苯并唑-2-基)苯甲酸, 2-羟基-4-(5-氨基-6-羟基苯并唑-2-基)苯甲酸, 羟基改性PBO

Abstract: The molecular structure of a monohydroxy modified PBO and its AB monomer were proposed, and 2-hydroxy-4-(5-amino-6-hydroxybenzoxazole-2-yl) benzoic acid(HABA)was synthesized by the condensation-cyclization reaction of 4-amino-6-nitroresorcinol hydrochloride(ANR·HCl)and hydroxy terephthalic acid(HTA), then 2-hydroxy-4-(5-nitro-6-hydroxybenzoxazole-2-yl) benzoic acid(HNBA)was reduced to obtain the AB monomer (HABA). The precursor HNBA was one-pot prepared from ANR·HCl and HTA with a yield of 69.25% and purity of 96.81%, and the AB monomer HABA with a purity >98% was obtained by reducing HNBA, with a total yield of 58.38% from ANR·HCl. The novel synthesis technology had the characteristics of convenient source of raw materials,short reaction steps,mild conditions,excellent stability and equi-molar polycondensing group. HABA and HNBA were identified with FT-IR, MS and NMR.

Key words: AB monomers, synthesis, organic compounds, preparation, 2-hydroxy-4-(5-nitro-6-hydroxy benzoxazole-2-yl) benzoic acid, 2-hydroxy-4-(5-amino-6-hydroxybenzoxazole-2-yl) benzoic acid, hydroxy modified PBO

中图分类号:

TQ316.342

金宁人, 李晨, 胡晓锋, 胡燕红, 张建庭. AB型羟基改性PBO单体及其合成新技术[J]. 化工学报, 2015, 66(5): 1955-1963.

JIN Ningren, LI Chen, HU Xiaofeng, HU Yanhong, ZHANG Jianting. AB monomers of hydroxy modified PBO and its novel synthesis technology[J]. CIESC Journal, 2015, 66(5): 1955-1963.

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AB型羟基改性PBO单体及其合成新技术

AB monomers of hydroxy modified PBO and its novel synthesis technology

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