CN113651922A - 一种松香基荧光聚氨酯微球的制备方法 - Google Patents

一种松香基荧光聚氨酯微球的制备方法 Download PDF

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CN113651922A
CN113651922A CN202110810748.8A CN202110810748A CN113651922A CN 113651922 A CN113651922 A CN 113651922A CN 202110810748 A CN202110810748 A CN 202110810748A CN 113651922 A CN113651922 A CN 113651922A
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余彩莉
严成飞
张发爱
刘浩
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Guilin University of Technology
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Abstract

本发明公开了一种松香基荧光聚氨酯微球的制备方法。以异佛尔酮二异氰酸酯（IPDI）、松香基多元醇(RAG)、1,4丁二醇（BDO）等为原料，制备了松香基IPDI型聚氨酯，在引发剂偶氮二异丁腈（AIBN）的作用下与4‑乙烯基苯胺进行共聚得到松香基荧光聚氨酯微球（FPUMs）。本发明提高了松香资源的利用率，通过Fe3+对松香基荧光聚氨酯微球荧光的猝灭，可实现对水溶液中Fe3+的检测，检测具有高选择性和低检测限。

Description

一种松香基荧光聚氨酯微球的制备方法
技术领域
本发明涉及一种松香基荧光聚氨酯微球的制备方法。
背景技术
金属离子在环境和生物系统中起着至关重要的作用。Fe3+是最重要的过渡元素之一，在蛋白质合成、酶反应、氧转运、DNA合成和修复等生物过程中起着至关重要的作用，Fe3+的不足和过量都会严重损害生物系统，Fe3+的不足会诱发缺铁性贫血、阿尔茨海默氏症、帕金森氏症等疾病，而Fe3+过量会引起组织损伤和器官衰竭。因此，高效、准确、有选择性地检测Fe3+具有现实意义，目前已经开发了多种检测Fe3+的方法，如原子吸收光谱法、原子荧光光谱法、原子发射光谱法、电感耦合等离子体质谱法、高效液相色谱法等。虽然这些方法具有灵敏度高、检测速度快、注射量小等优点，但是这些方法会受到其他金属离子的干扰，选择性差；仪器维护不方便，分析过程复杂；需要破坏样品并且不能够应用于生物分析。近些年来，荧光技术被认为是检测各种分析物最有效的方法之一，用于检测金属离子的荧光传感器因其高灵敏度、高选择性、低检测限、固有的简单性、具有空间分辨率的快速分析以及样品的无损性，并且能够实现体内体外检测而受到广泛关注。到目前为止，各种基于量子点和有机荧光分子的荧光传感器已经被应用于Fe3+的检测，但是它们仍存在光稳定性和热稳定性差的问题。聚氨酯微球具有高弹性和高强度、优异的热稳定性、良好的生物相容性等特点，将荧光有机分子接枝到聚氨酯微球上，设计出用于Fe3+检测的荧光传感器，具有易合成、光稳定性和热稳定性好等优势。
发明内容
本发明的目的是提供一种松香基荧光聚氨酯微球的制备方法，以松香为原料，经改性制备了松香基IPDI型聚氨酯，然后在引发剂偶氮二异丁腈(AIBN)的作用下，与4-乙烯基苯胺进行共聚得到松香基荧光聚氨酯微球。
本发明的具体步骤为：
(1)将0.04～0.40质量份化学纯明胶加入到烧杯中，用30.00～50.00质量份蒸馏水将其完全溶解，然后将明胶水溶液转移至100mL三口烧瓶中，通入N2，设置转速为400r·min-1，反应温度为80℃，得到水相。
(2)在烧杯中加入1.00～5.00质量份松香基IPDI型聚氨酯(RPU)、0.02～0.20质量份质量百分比浓度为98％的4-乙烯基苯胺和0.01～0.10质量份分析纯偶氮二异丁腈，超声分散均匀作为油相。
(3)当温度达80℃时，将步骤(2)所得油相加入步骤(1)所得水相中，反应2小时后结束，用蒸馏水反复洗涤、过滤，放入真空干燥箱中干燥，得到松香基IPDI型荧光聚氨酯微球(FPUMs)。
所述松香基IPDI型聚氨酯的制备方法步骤为：
(1)将100.0质量份松香加入到装有搅拌棒、回流冷凝管、温度计、氮气保护装置的反应釜中，加热熔化后在400r·min-1下进行搅拌，加热至230℃后，开始缓慢滴加28.60质量份化学纯丙烯酸，持续1小时，滴加完毕后使其在230℃下继续反应2小时，待温度降至200℃出料，得到丙烯酸松香加成物(RA)。
(2)在装有搅拌棒、回流冷凝管、温度计、氮气保护装置的250mL三口烧瓶中加入50.00质量份步骤(1)所得RA、88.76质量份分析纯甲苯、0.30质量份分析纯1,4-对苯二酚，设置转速为400r·min-1，升温至120℃，加入37.96质量份质量百分比浓度为97％的甲基丙烯酸缩水甘油酯、0.50质量份分析纯三乙胺，反应5小时后结束，测酸值为3.50mgKOH/g，即得到松香基多元醇(RAG)的甲苯溶液，测固体质量百分比为50％。
(3)将10.00质量份步骤(2)所得RAG、0.08质量份化学纯二月桂酸二丁基锡和36.91质量份分析纯甲苯加入装有搅拌棒、回流冷凝管、氮气保护装置的100mL三口烧瓶中，设置转速为400r·min-1，在N2保护下加热至55℃，加入5.06质量份质量百分比浓度为99％的异佛尔酮二异氰酸酯(IPDI)，待-NCO含量降至理论值，加入0.68质量份分析纯1,4-丁二醇(BDO)，当-NCO含量降为0时结束反应，得到松香基IPDI型聚氨酯，测固体质量百分比量为30％。
本发明以生物质资源松香为原料制备松香基聚氨酯，然后在引发剂作用下与4-乙烯基苯胺共聚得到松香基荧光聚氨酯微球，提高了松香资源的利用率。通过Fe3+对松香基荧光聚氨酯微球荧光的猝灭，可实现对水溶液中Fe3+的检测，检测具有高选择性和低检测限。
具体实施方式
所述松香基IPDI型聚氨酯的制备方法步骤为：
(1)将100.0质量份松香加入到装有搅拌棒、回流冷凝管、温度计、氮气保护装置的反应釜中，加热熔化后在400r·min-1下进行搅拌，加热至230℃后，开始缓慢滴加28.60质量份化学纯丙烯酸，持续1小时，滴加完毕后使其在230℃下继续反应2小时，待温度降至200℃出料，得到丙烯酸松香加成物(RA)
(2)在装有搅拌棒、回流冷凝管、温度计、氮气保护装置的250mL三口烧瓶中加入50.00质量份步骤(1)所得RA、88.76质量份分析纯甲苯、0.30质量份分析纯1,4-对苯二酚，设置转速为400r·min-1，升温至120℃，加入37.96质量份质量百分比浓度为97％的甲基丙烯酸缩水甘油酯、0.50质量份分析纯三乙胺，反应5小时后结束，测酸值为3.50mgKOH/g，即得到松香基多元醇(RAG)的甲苯溶液，测固体质量百分比为50％。
(3)将10.00质量份步骤(2)所得RAG、0.08质量份化学纯二月桂酸二丁基锡和36.91质量份分析纯甲苯加入装有搅拌棒、回流冷凝管、氮气保护装置的100mL三口烧瓶中，设置转速为400r·min-1，在N2保护下加热至55℃，加入5.06质量份质量百分比浓度为99％的异佛尔酮二异氰酸酯(IPDI)，待-NCO含量降至理论值，加入0.68质量份分析纯1,4-丁二醇(BDO)，当-NCO含量降为0时结束反应，得到松香基IPDI型聚氨酯，测固体质量百分比量为30％。
实施例1：
(1)将0.16质量份化学纯明胶加入到烧杯中，用40.00质量份蒸馏水将其完全溶解，然后将明胶水溶液转移至100mL三口烧瓶中，通入N2，设置转速为400r·min-1，反应温度为80℃，得到水相。
(2)在烧杯中加入1.98质量份松香基IPDI型聚氨酯(RPU)、0.02质量份质量百分比浓度为98％的4-乙烯基苯胺和0.02质量份分析纯偶氮二异丁腈，超声分散均匀作为油相。
(3)当温度达80℃时，将步骤(2)所得油相加入步骤(1)所得水相中，反应2小时后结束，用蒸馏水反复洗涤、过滤，放入真空干燥箱中干燥，得到松香基IPDI型荧光聚氨酯微球(FPUMs)。
将FPUMs分散在水中，含量为5×10-4g/mL，在激发波长为323nm，发射波长为375nm，单色仪狭缝均为宽度5nm的条件下测得不加Fe3+时FPUMs荧光强度为4297a.u，加入浓度为1×10-4mol/L的Fe3+后荧光强度降至1375a.1u。
实施例2：
(1)将0.16质量份化学纯明胶加入到烧杯中，用40.00质量份蒸馏水将其完全溶解，然后将明胶水溶液转移至100mL三口烧瓶中，通入N2，设置转速为400r·min-1，反应温度为80℃，得到水相。
(2)在烧杯中加入1.94质量份松香基IPDI型聚氨酯(RPU)、0.06质量份质量百分比浓度为98％的4-乙烯基苯胺和0.02质量份分析纯偶氮二异丁腈，超声分散均匀作为油相。
(3)当温度达80℃时，将步骤(2)所得油相加入步骤(1)所得水相中，反应2小时后结束，用蒸馏水反复洗涤、过滤，放入真空干燥箱中干燥，得到松香基IPDI型荧光聚氨酯微球(FPUMs)。
将FPUMs分散在水中，含量为5×10-4g/mL，在激发波长为323nm，发射波长为375nm，单色仪狭缝均为宽度5nm的条件下测得不加Fe3+时FPUMs荧光强度为6175a.u，加入浓度为1×10-4mol/L的Fe3+后荧光强度降至1678a.u。
实施例3：
(1)将0.16质量份化学纯明胶加入到烧杯中，用40.00质量份蒸馏水将其完全溶解，然后将明胶水溶液转移至100mL三口烧瓶中，通入N2，设置转速为400r·min-1，反应温度为80℃，得到水相。
(2)在烧杯中加入1.90质量份松香基IPDI型聚氨酯(RPU)、0.10质量份质量百分比浓度为98％的4-乙烯基苯胺和0.02质量份分析纯偶氮二异丁腈，超声分散均匀作为油相。
(3)当温度达80℃时，将步骤(2)所得油相加入步骤(1)所得水相中，反应2小时后结束，用蒸馏水反复洗涤、过滤，放入真空干燥箱中干燥，得到松香基IPDI型荧光聚氨酯微球(FPUMs)。
将FPUMs分散在水中，含量为5×10-4g/mL，在激发波长为323nm，发射波长为375nm，单色仪狭缝均为宽度5nm的条件下测得不加Fe3+时FPUMs荧光强度为3809a.u，加入浓度为1×10-4mol/L的Fe3+后荧光强度降至1231a.u。

Claims (1)

1.一种松香基荧光聚氨酯微球的制备方法，其特征在于具体步骤为：
（1）将0.04～0.40质量份化学纯明胶加入到烧杯中，用30.00～50.00质量份蒸馏水将其完全溶解，然后将明胶水溶液转移至100mL三口烧瓶中，通入N2，设置转速为400 r•min-1，反应温度为80℃，得到水相；
（2）在烧杯中加入1.00～5.00质量份松香基IPDI型聚氨酯即RPU、0.02～0.20质量份质量百分比浓度为98%的4-乙烯基苯胺和0.01～0.10质量份分析纯偶氮二异丁腈，超声分散均匀作为油相；
（3）当温度达80℃时，将步骤（2）所得油相加入步骤（1）所得水相中，反应2小时后结束，用蒸馏水反复洗涤、过滤，放入真空干燥箱中干燥，得到松香基IPDI型荧光聚氨酯微球即FPUMs；
所述松香基IPDI型聚氨酯的制备方法步骤为：
（1）将100.0质量份松香加入到装有搅拌棒、回流冷凝管、温度计、氮气保护装置的反应釜中，加热熔化后在400 r·min-1下进行搅拌，加热至230℃后，开始缓慢滴加28.60质量份化学纯丙烯酸，持续1小时，滴加完毕后使其在230℃下继续反应2小时，待温度降至200℃出料，得到丙烯酸松香加成物即RA；
（2）在装有搅拌棒、回流冷凝管、温度计、氮气保护装置的250mL三口烧瓶中加入50.00质量份步骤（1）所得丙烯酸松香加成物、88.76质量份分析纯甲苯、0.30质量份分析纯1,4-对苯二酚，设置转速为400 r·min-1，升温至120℃，加入37.96质量份质量百分比浓度为97%的甲基丙烯酸缩水甘油酯、0.50质量份分析纯三乙胺，反应5小时后结束，测酸值为3.50mgKOH/g，即得到松香基多元醇即RAG的甲苯溶液，测固体质量百分比为50%；
（3）将10.00质量份步骤（2）所得RAG、0.08质量份化学纯二月桂酸二丁基锡和36.91质量份分析纯甲苯加入装有搅拌棒、回流冷凝管、氮气保护装置的100mL三口烧瓶中，设置转速为400 r·min-1，在N2保护下加热至55℃，加入5.06质量份质量百分比浓度为99%的异佛尔酮二异氰酸酯即IPDI，待-NCO含量降至理论值，加入0.68质量份分析纯1,4-丁二醇即BDO，当-NCO含量降为0时结束反应，得到松香基IPDI型聚氨酯，测固体质量百分比量为30%。
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