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Novel catechol-derived phosphorus-based precursors for coating applications
Polymer Bulletin ( IF 3.2 ) Pub Date : 2019-06-21 , DOI: 10.1007/s00289-019-02855-3
Megh Patel , Siddhesh Mestry , Ganesh Phalak , Shashank Mhaske

Abstract Depletion of the petroleum resources and poor flame-retardant properties of the epoxy resins drive researchers to develop an epoxy resin with good heat stability from bio-resources. In the current research work, we have reported the synthesis of a novel crosslinking agent for epoxy from the catechol as a bio-resource which can be further modified to form epoxy resin as well. The synthesis of the flame-retardant epoxy resin (TOMPP) was performed in two separate steps which include the reaction of the catechol with phosphoryl chloride followed by the reaction of the remaining hydroxyl groups with the epichlorohydrin. The structures of the synthesized products were confirmed using Fourier transform infrared spectroscopy, nuclear magnetic resonance spectroscopy and hydroxyl and epoxy values. The thermogravimetric analysis and differential scanning calorimetry were performed to analyse the thermal stability of the cured films which showed thermal degradation temperatures of both TOMPP and THPP formulations were decreased as the concentration of the TOMPP and THPP increased, while glass transition temperature ( T g ) values increased. The char yield value of the THPP formulations was increased with increasing concentration of the intermediate, but for TOMPP it decreased. 40% THPP showed the least current density in electrochemical impedance spectroscopy suggesting the good corrosion resistance property. Mechanical properties were found to be similar for both THPP and TOMPP formulations. Flame retardancy was checked by LOI and UL-94 tests which revealed 40% THPP formulation had the maximum LOI as 28 and self-extinguishing behaviour. Graphic abstract

中文翻译:

用于涂料应用的新型邻苯二酚衍生的磷基前体

摘要 石油资源的枯竭和环氧树脂较差的阻燃性能促使研究人员从生物资源中开发具有良好热稳定性的环氧树脂。在目前的研究工作中,我们报道了从邻苯二酚作为生物资源合成一种新型环氧树脂交联剂,该生物资源还可以进一步改性以形成环氧树脂。阻燃环氧树脂 (TOMPP) 的合成分两个单独的步骤进行,包括儿茶酚与磷酰氯的反应,然后是剩余的羟基与表氯醇的反应。合成产物的结构通过傅里叶变换红外光谱、核磁共振光谱和羟基和环氧值进行确认。进行热重分析和差示扫描量热法来分析固化膜的热稳定性,结果表明随着 TOMPP 和 THPP 浓度的增加,TOMPP 和 THPP 配方的热降解温度降低,而玻璃化转变温度 ( T g ) 值增加。THPP 配方的焦炭屈服值随着中间体浓度的增加而增加,但对于 TOMPP 则下降。40% THPP 在电化学阻抗谱中显示出最小的电流密度,表明其具有良好的耐腐蚀性能。发现 THPP 和 TOMPP 配方的机械性能相似。通过 LOI 和 UL-94 测试检查阻燃性,结果表明 40% THPP 配方的最大 LOI 为 28,并且具有自熄性。
更新日期:2019-06-21
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