Amine-quinone polyurethanes : Preparation of polyurethane segmented block copolymers containing 2,5-bis(N-2-hydroxyethyl-N-methylamino)-1,4-benzoquinone, toluene diisocyanate, and an oligomeric polyether diol

Amine-quinone polyurethanes : Preparation of polyurethane segmented block copolymers containing 2,5-bis(N-2-hydroxyethyl-N-methylamino)-1,4-benzoquinone, toluene diisocyanate, and an oligomeric polyether diol
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DOI:
10.1002/(sici)1099-0518(19990715)37:14
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发表时间:
1999-07
期刊:
Journal of Polymer Science Part A
影响因子:
--
通讯作者:
D. Nikles;A. Chacko;Jeng-Li Liang;R. I. Webb
D. Nikles;A. Chacko;Jeng-Li Liang;R. I. Webb
中科院分区:
其他
文献类型:
--
作者:
D. Nikles;A. Chacko;Jeng-Li Liang;R. I. Webb

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以2-(N-甲氨基)乙醇和对苯二酚为原料,在氧气和氯化铜存在下,通过缩合反应合成了氨基-醌二醇单体2,5-二(N-2-羟乙基-N-甲氨基)-1,4-苯醌(AQM-1)。该结晶单体与甲苯二异氰酸酯和低聚二醇(聚1,2-丁二醇或聚四氢呋喃)在熔融或DMF溶液中通过缩聚反应制备了一系列胺-醌聚氨酯。将胺-醌官能团引入聚合物主链中,得到红棕色聚氨酯,其分子量在20,000 - 80,000范围内,可溶于THF、MEK、DMF和DMSO。的热性能是一致的两相形态与无定形软段,含有低聚二醇,和微晶硬段,含有AQM-1。这些聚合物对用于现有技术磁带中的商业铁颗粒的表面具有高亲和力,并防止颗粒的腐蚀。© 1999 John Wiley & Sons,Inc. J Polym Sci A:Polym Chem 37:2339-2345,1999
The amine-quinone diol monomer 2,5-bis(N-2-hydroxyethyl-N-methylamino)-1,4-benzoquinone (AQM-1) was prepared by the condensation of 2-(N-methylamino)ethanol with hydroquinone in the presence of oxygen and copper(II) chloride. This crystalline monomer was used to prepare a series of amine-quinone polyurethanes by condensation polymerization, either in the melt or in DMF solution, with toluene diisocyante and an oligomeric diol either poly(1,2-butylene glycol) or polytetrahydrofuran. The amine-quinone functional group was incorporated into the polymer mainchain, giving red-brown polyurethanes that had molecular weights in the range of 20,000–80,000 and were soluble in THF, MEK, DMF, and DMSO. The thermal properties were consistent with a two-phase morphology with an amorphous soft segment, containing the oligomeric diol, and a microcrystalline hard segment, containing AQM-1. These polymers had a high affinity for the surface of commercial iron particles used in state of the art magnetic tape and prevented the corrosion of the particles. © 1999 John Wiley & Sons, Inc. J Polym Sci A: Polym Chem 37: 2339–2345, 1999