双醛淀粉Schiff碱衍生物的合成与应用
摘要
双醛淀粉(DAS)是一种极具应用潜力和发展前途的生物基化工产品。本文以氧化还原反应机理为理论指导,在计量投料比下系统研究了高碘酸钠选择性氧化淀粉合成DAS的条件,发现通过控制氧化剂投加量即可控制产品氧化度;详细考察了反应过程中氧化度和收率的变化关系,获得高碘酸钠利用效率最高的优化工艺条件,发现以稀硫酸调节pH值为3.5,25℃下反应6h,产品双醛含量能达到99.7%,高碘酸钠最大利用效率为95.8%。采用红外光谱、电镜、热重等分析方法对产品进行了表征。
昂贵的高碘酸钠是制约双醛淀粉大规模生产的瓶颈,本文在研究工艺条件来提高高碘酸钠利用效率的同时,采用氯气氧化回收高碘酸盐,开发了氢氧化铝共沉回收法,高碘酸盐回收率提高7.9%,达到98.5%。研究了高碘酸钠氧化淀粉——氯气氧化回收高碘酸盐循环工艺,确立了依次滴定法测定体系中IO_4~-和IO_3~-含量,研究了pH值和Al(OH)_3用量对IO_4~-共沉的影响,发现只需调节体系pH值,可以实现高碘酸钠和铝盐的双回收循环。
设计并合成新型的淀粉基西佛碱类双醛淀粉衍生物——双醛淀粉氨基噻唑(DASAT),详细研究了DASAT的优化合成条件,产品收率为86.1%,取代度可达0.36。通过薄层色谱、红外、电镜、热重等分析方法对产品进行了表征分析。在此基础上,又合成了5种新型的淀粉基西佛碱类双醛淀粉衍生物,并研究了它们对各种金属离子的螯合性能。通过紫外、热重、电子顺磁共振谱证明了DASAT对Cu(Ⅱ)的螯合结构。
详细研究了DASAT螯合树脂吸附水中Cu(Ⅱ)离子时的影响因素,吸附主要靠螯合效应,2h可以达到平衡,pH值在6～7之间时吸附量达到最大并保持不变。吸附热力学研究表明吸附过程是吸热的,升温有助于提高DASAT的吸附能力;DASAT吸附水中Cu(Ⅱ)离子的平衡遵循Langmuir等温吸附。
设计并合成了双醛淀粉三聚氰胺衍生物(DASME),详细研究了DASME吸附水中Ag(Ⅰ)离子时的影响因素:吸附速度很快,10min达到平衡,适宜pH范围为pH4～6。吸附平衡符合Langmuir-Freundlich混合模型;吸附过程是二级动力学吸附;吸附是放热的,升高温度对吸附不利,吸附过程能够自发进行。
Dialdehyde starch is a kind of great potential and broad promising bio-based chemicals. Base on the redox reaction mechanism,the oxidation starch selectively oxidated by periodate of stoiehiometric amount was investigated systematically in this paper.The oxidation of the products can be controlled through oxidant dosage.
The relations between the oxidations and yields in the reaction process and in the optimal process conditions were studied in detail.As results,the dialdehyde contents of the products achieved 99.7%and the highest utilization percent of sodium periodate was 95.8%,while the pH was adjusted to 3.5 with dilute sulfuric acid,the reaction time was 6 hours and temperature was 25℃.The product was characterized by IR,SEM and TG analysis.
Expensive sodium periodate is the bottleneck which limits the extensive production of dialdehyde starch.In this paper,the technologcial conditions were investigated to improve the utilization percent of periodate.And at the same time,chlorine oxidation method was used to periodate recovery.Al(OH)_3 was used to coprecipitate pefiodate and the periodate recovery increased by 7.9%to 98.5%.
Recycle technology of starch oxidated by periodate-periodate recoveried by chlorine oxidation was established.IO_4~- and IO_3~- content were determined by the titrimetric in turn analysis and the effect of pH and Al(OH)_3 dosage was investigated to coprecipitate periodate. It was found that aluminum salt can always circulate in the recycling process by pH regulating only,and the aluminum salt and periodate double recovery cycle can achieve.
A novel starch based Schiff base chelating resin,dialdehyde starch thiazole(DASAT) was designed and synthesized.The optimum synthesis conditions of DASAT prepared by DAS-50 were studied in detail and its yield and degree of substitution achieved 86.1%and 0.36.It was characterized by TLC,FT-IR spectra,SEM and TG analysis and the structure of DASAT was correct.Base on this,another five kinds of starch based Schiff base chelating resin were synthesized,and their chelating characters with various metal ions were studied. The DASAT chelating structure on Cu(Ⅱ)was proved through UV,TG and EPR spectroscopy.
The effect factors of DASAT adsorption for Cu(Ⅱ)ions from aqueous solution were investigated in detail.Adsorption mainly relied on chelation effect,and achieved equilibrium at 2h.In the neutral pH range of 6～7 the adsorbent has a stable maximum binding capacity. Adsorption thermodynamic investigation demonstrated that the adsorption is endothermic and more favorable at high temperatures.The adsorption follows Langmuir adsorption equilibrium isotherm.
A novel chelating resin dialdehyde starch melamine(DASME)was designed and synthesized.The effect factors of DASME adsorption for Ag(Ⅰ)ion from aqueous solution were investigated in detail.The adsorption reached equilibrium in a short time and the adsorption progress can be described by a second order kinetic reaction.The optimum pH rang was from 4 to 6.The adsorption follows Langmuir-Freundlich isotherm model.The thermodynamic investigation demonstrated the adsorption progress was exothermic and unfavorable at high temperatures.Adsorption process can be carried out spontaneously.
昂贵的高碘酸钠是制约双醛淀粉大规模生产的瓶颈,本文在研究工艺条件来提高高碘酸钠利用效率的同时,采用氯气氧化回收高碘酸盐,开发了氢氧化铝共沉回收法,高碘酸盐回收率提高7.9%,达到98.5%。研究了高碘酸钠氧化淀粉——氯气氧化回收高碘酸盐循环工艺,确立了依次滴定法测定体系中IO_4~-和IO_3~-含量,研究了pH值和Al(OH)_3用量对IO_4~-共沉的影响,发现只需调节体系pH值,可以实现高碘酸钠和铝盐的双回收循环。
设计并合成新型的淀粉基西佛碱类双醛淀粉衍生物——双醛淀粉氨基噻唑(DASAT),详细研究了DASAT的优化合成条件,产品收率为86.1%,取代度可达0.36。通过薄层色谱、红外、电镜、热重等分析方法对产品进行了表征分析。在此基础上,又合成了5种新型的淀粉基西佛碱类双醛淀粉衍生物,并研究了它们对各种金属离子的螯合性能。通过紫外、热重、电子顺磁共振谱证明了DASAT对Cu(Ⅱ)的螯合结构。
详细研究了DASAT螯合树脂吸附水中Cu(Ⅱ)离子时的影响因素,吸附主要靠螯合效应,2h可以达到平衡,pH值在6～7之间时吸附量达到最大并保持不变。吸附热力学研究表明吸附过程是吸热的,升温有助于提高DASAT的吸附能力;DASAT吸附水中Cu(Ⅱ)离子的平衡遵循Langmuir等温吸附。
设计并合成了双醛淀粉三聚氰胺衍生物(DASME),详细研究了DASME吸附水中Ag(Ⅰ)离子时的影响因素:吸附速度很快,10min达到平衡,适宜pH范围为pH4～6。吸附平衡符合Langmuir-Freundlich混合模型;吸附过程是二级动力学吸附;吸附是放热的,升高温度对吸附不利,吸附过程能够自发进行。
Dialdehyde starch is a kind of great potential and broad promising bio-based chemicals. Base on the redox reaction mechanism,the oxidation starch selectively oxidated by periodate of stoiehiometric amount was investigated systematically in this paper.The oxidation of the products can be controlled through oxidant dosage.
The relations between the oxidations and yields in the reaction process and in the optimal process conditions were studied in detail.As results,the dialdehyde contents of the products achieved 99.7%and the highest utilization percent of sodium periodate was 95.8%,while the pH was adjusted to 3.5 with dilute sulfuric acid,the reaction time was 6 hours and temperature was 25℃.The product was characterized by IR,SEM and TG analysis.
Expensive sodium periodate is the bottleneck which limits the extensive production of dialdehyde starch.In this paper,the technologcial conditions were investigated to improve the utilization percent of periodate.And at the same time,chlorine oxidation method was used to periodate recovery.Al(OH)_3 was used to coprecipitate pefiodate and the periodate recovery increased by 7.9%to 98.5%.
Recycle technology of starch oxidated by periodate-periodate recoveried by chlorine oxidation was established.IO_4~- and IO_3~- content were determined by the titrimetric in turn analysis and the effect of pH and Al(OH)_3 dosage was investigated to coprecipitate periodate. It was found that aluminum salt can always circulate in the recycling process by pH regulating only,and the aluminum salt and periodate double recovery cycle can achieve.
A novel starch based Schiff base chelating resin,dialdehyde starch thiazole(DASAT) was designed and synthesized.The optimum synthesis conditions of DASAT prepared by DAS-50 were studied in detail and its yield and degree of substitution achieved 86.1%and 0.36.It was characterized by TLC,FT-IR spectra,SEM and TG analysis and the structure of DASAT was correct.Base on this,another five kinds of starch based Schiff base chelating resin were synthesized,and their chelating characters with various metal ions were studied. The DASAT chelating structure on Cu(Ⅱ)was proved through UV,TG and EPR spectroscopy.
The effect factors of DASAT adsorption for Cu(Ⅱ)ions from aqueous solution were investigated in detail.Adsorption mainly relied on chelation effect,and achieved equilibrium at 2h.In the neutral pH range of 6～7 the adsorbent has a stable maximum binding capacity. Adsorption thermodynamic investigation demonstrated that the adsorption is endothermic and more favorable at high temperatures.The adsorption follows Langmuir adsorption equilibrium isotherm.
A novel chelating resin dialdehyde starch melamine(DASME)was designed and synthesized.The effect factors of DASME adsorption for Ag(Ⅰ)ion from aqueous solution were investigated in detail.The adsorption reached equilibrium in a short time and the adsorption progress can be described by a second order kinetic reaction.The optimum pH rang was from 4 to 6.The adsorption follows Langmuir-Freundlich isotherm model.The thermodynamic investigation demonstrated the adsorption progress was exothermic and unfavorable at high temperatures.Adsorption process can be carried out spontaneously.
引文
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