CN107827923B - 一种新的含吡咯-3-甲酸的钛氧簇单体C34H64O13N2Ti3及其制备方法 - Google Patents

一种新的含吡咯-3-甲酸的钛氧簇单体C34H64O13N2Ti3及其制备方法 Download PDF

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CN107827923B
CN107827923B CN201710986109.0A CN201710986109A CN107827923B CN 107827923 B CN107827923 B CN 107827923B CN 201710986109 A CN201710986109 A CN 201710986109A CN 107827923 B CN107827923 B CN 107827923B
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张�诚
刘刚
吕耀康
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Zhejiang University of Technology ZJUT
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Abstract

本发明提供了一种新型的吡咯‑3‑甲酸修饰的钛氧簇化合物单体C34H64O13N2Ti3及其制备方法，其结构式如式(Ⅰ)所示。通过钛酸异丙酯、吡咯‑3‑甲酸、有机溶剂按一定比例反应获得C34H64O13N2Ti3单体，该单体且能与苯胺、吡咯、噻吩、3,4‑乙烯二氧噻吩等常见共轭聚合物单体进行共聚反应，获得一系列含钛共轭聚合物材料，这类新材料可被应用在储能、光电及催化领域。

Description

一种新的含吡咯-3-甲酸的钛氧簇单体C34H64O13N2Ti3及其制备 方法
技术领域
本发明涉及一种新的含吡咯-3-甲酸的钛氧簇单体 (C34H64O13N2Ti3)及其制备方法，该单体可以与苯胺、吡咯、噻吩、 3,4-乙烯二氧噻吩等共轭单体进行共聚，进一步制备含钛共轭聚合物材料。
背景技术
钛氧簇是金属氧簇的一种，其基本骨架是由多个钛原子通过氧桥键相互连接构筑的笼状分子团簇，可以看作是一类尺寸小，表面带有机官能团的纳米氧化钛材料，在光、电、催化等领域具有广泛的应用。
聚苯胺，聚吡咯，聚噻吩，聚3,4-乙烯二氧噻吩等导电聚合物具有良好的导电性，优良的柔韧性和可塑性，较高的理论比容量和较低的成本，是构建储能电极材料的一种新型材料。
发明内容
本发明提供了一种新型的吡咯-3-甲酸修饰的钛氧簇化合物单体 C34H64O13N2Ti3及其制备方法。通过该方法制备的C34H64O13N2Ti3单体可以与苯胺、吡咯、噻吩、3,4-乙烯二氧噻吩等常见共轭聚合物单体进行共聚，获得一系列含钛共轭聚合物材料，该类新材料可被应用在储能、光电及催化领域。
本发明采用如下技术方案：
一种新的含吡咯-3-甲酸的钛氧簇单体，该单体的化学式为：
C34H64O13N2Ti3，分子量为852.48，分子结构式如式(Ⅰ)所示，式(Ⅰ)中
Figure BDA0001440547940000021
也即异丙氧基。
Figure BDA0001440547940000022
进一步，本发明提供所述含吡咯-3-甲酸的钛氧簇单体的制备方法，按以下方法制备：
将钛酸异丙酯、吡咯-3-甲酸、有机溶剂加入容器中，密封混合，再将容器置于60-100℃(优选75-85℃)温度下反应24-72小时(优选40-50h)，降温后析出透明晶体即所述的含吡咯-3-甲酸的钛氧簇单体C34H64O13N2Ti3的晶体。
该晶体经X射线单晶衍射分析确定其分子结构和晶体结构，确定实验获得的晶胞参数为：(a＝12.1806A,b＝25.1057,β＝91.954,单斜，空间群P 21/n)。
所述的有机溶剂为无水异丙醇，无水甲醇，无水乙醇，无水乙酸乙酯，无水甲苯，无水乙腈，无水二氯甲烷，无水三氯甲烷，无水四氯化碳，无水N,N二甲基甲酰胺，无水N-基吡咯烷酮中的一种或多种混合溶液。
本发明所述有机溶剂的体积为钛酸异丙酯体积的5-20倍。
本发明所述的钛酸异丙酯与吡咯-3-甲酸的物质的量比为2～5：1，优选3：1。
本发明获得的含吡咯-3-甲酸的钛氧簇单体C34H64O13N2Ti3可以与苯胺、吡咯、噻吩、3,4-乙烯二氧噻吩等常见共轭聚合物单体进行共聚，进一步制备含钛氧簇C34H64O13N2Ti3的共轭聚合物材料，所制备的共轭聚合物材料可以应用在储能材料领域。
本发明的有益效果在于：通过本发明方法制备的含吡咯-3-甲酸的钛氧簇单体可以与常见共轭聚合物共聚，获得一系列具有优异的电化学性能的含钛氧簇C34H64O13N2Ti3的共轭聚合物材料，可以应用在储能材料领域。
附图说明
图1是实施例1-8制得的含吡咯-3-甲酸的钛氧簇单体 C34H64O13N2Ti3的晶体照片；
图2是通过X-射线单晶衍射分析确定的C34H62O13N2Ti3晶体的分子结构图。
具体实施方式
下面结合具体实施例对本发明进行进一步描述，但本发明的保护范围并不仅限于此。
实施例1
将1mL(3.21mmol)钛酸异丙酯，0.114g(1mmol)吡咯-3-甲酸， 5mL(65.46mmol)无水异丙醇加入25mL玻璃瓶中，密封混合，置于80℃烘箱中反应48h，待反应结束后关闭电源自然降温，降至室温后析出晶体，所得晶体经X射线单晶衍射分析确定其分子结构和晶体结构，如图1、2所示，确定实验获得的晶胞参数为：(a＝12.1806A, b＝25.1057,β＝91.954,单斜，空间群P 21/n)，即为含吡咯-3-甲酸的钛氧簇单体(C34H64O13N2Ti3)，以吡咯-3-甲酸计，产率约30％。
实施例2
将1mL(3.21mmol)钛酸异丙酯，0.134g(1.21mmol)吡咯-3 甲酸,5mL乙腈(96.34mmol)溶液加入25mL玻璃瓶中，密封混合，并置于80℃烘箱中反应48h，待反应结束后关闭电源自然降温，降至室温后，取出玻璃瓶，结晶，所得晶体即为含吡咯-3甲酸的钛氧簇化合物单体(C34H64O13N2Ti3),以吡咯-3-甲酸计，产率约40％。
实施例3
将1mL(3.21mmol)钛酸异丙酯，0.173g(1.56mmol)吡咯-3 甲酸,5mL乙腈(96.34mmol)溶液加入25mL玻璃瓶中，密封混合，并置于80℃烘箱中反应48h，待反应结束后关闭电源自然降温，降至室温后，取出玻璃瓶，结晶，所得晶体即为含吡咯-3甲酸的钛氧簇化合物单体(C34H64O13N2Ti3)，以吡咯-3-甲酸计，产率约46％。
实施例4
将1mL(3.21mmol)钛酸异丙酯，0.071g(0.642mmol)吡咯-3 甲酸,5mL乙腈(96.34mmol)溶液加入25mL玻璃瓶中，密封混合，并置于80℃烘箱中反应48h，待反应结束后关闭电源自然降温，降至室温后，取出玻璃瓶，结晶，所得晶体即为含吡咯-3甲酸的钛氧簇化合物单体(C34H64O13N2Ti3)，以吡咯-3-甲酸计，产率约32％。
实施例5
将1mL(3.21mmol)钛酸异丙酯，0.134g(1.21mmol)吡咯-3 甲酸,5mL乙腈(96.34mmol)溶液加入25mL玻璃瓶中，密封混合，并置于60℃烘箱中反应48h，待反应结束后关闭电源自然降温，降至室温后，取出玻璃瓶，结晶，所得晶体即为含吡咯-3甲酸的钛氧簇化合物单体(C34H64O13N2Ti3)，以吡咯-3-甲酸计，产率约33％。
实施例6
将1mL(3.21mmol)钛酸异丙酯，0.134(1.21mmol)吡咯-3甲酸,5mL乙腈(96.34mmol)溶液加入25mL玻璃瓶中，密封混合，并置于100℃烘箱中反应48h，待反应结束后关闭电源自然降温，降至室温后，取出玻璃瓶，结晶，所得晶体即为含吡咯-3甲酸的钛氧簇化合物单体(C34H64O13N2Ti3)，以吡咯-3-甲酸计，产率约38％。
实施例7
将1mL(3.21mmol)钛酸异丙酯，0.134g(1.21mmol)吡咯-3 甲酸,5mL乙腈(96.34mmol)溶液加入25mL玻璃瓶中，密封混合，并置于80℃烘箱中反应24h，待反应结束后关闭电源自然降温，降至室温后，取出玻璃瓶，结晶，所得晶体即为含吡咯-3甲酸的钛氧簇化合物单体(C34H64O13N2Ti3)，以吡咯-3-甲酸计，产率约40％。
实施例8
将1mL(3.21mmol)钛酸异丙酯，0.134g(1.21mmol)吡咯-3 甲酸,5mL乙腈(96.34mmol)溶液加入25mL玻璃瓶中，密封混合，并置于80℃烘箱中反应72h，待反应结束后关闭电源自然降温，降至室温后，取出玻璃瓶，结晶，所得晶体即为含吡咯-3甲酸的钛氧簇化合物单体(C34H64O13N2Ti3)，以吡咯-3-甲酸计，产率约47％。
实施例9
将0.72g实施例1制备的C34H64O13N2Ti3(0.84mmol)和0.1g的吡咯(1.47mmol)溶于40mL四氢呋喃配成混合液；称取1.52g的无水三氯化铁(9.37mmol)溶于40mL的硝基甲烷中配成溶液。将装有三氯化铁溶液反应瓶置于低温反应器中，温度设置0℃，再将含钛氧簇和吡咯的混合溶液逐滴加入到三氯化铁溶液中，低温氮气保护反应 10小时。反应结束，抽滤，甲醇洗涤，所得的物质即为含钛聚吡咯材料,该材料可以被用作超级电容器电极材料，在电流密度1A/g时, 该材料的比电容大于130F/g。
实施例10
称取1.52g的无水三氯化铁(9.37mmol)溶于40mL的硝基甲烷中配成溶液。将装有三氯化铁溶液的反应瓶置于低温反应器中，温度设置0℃。将0.72g实施例1制备的C34H64O13N2Ti3(0.84mmol)和0.1g 的噻吩(1.19mmol)溶于40mL四氢呋喃配成混合液；并将混合溶液逐滴加入到三氯化铁溶液中，氮气保护反应10小时。反应结束，抽滤，甲醇洗涤，所得的固体物质即为含钛聚噻吩材料,该材料可以被用作超级电容器电极材料，在电流密度1A/g时,该材料的比电容大于100F/g。
实施例11
称取1.5g的无水三氯化铁(9.25mmol)溶于40mL的硝基甲烷中配成溶液。将装有三氯化铁溶液的反应瓶置于低温反应器中，温度设置 0℃。将0.72g实施例1制备的钛氧簇化合物单体C34H64O13N2Ti3 (0.84mmol)和0.1g的苯胺(1.07mmol)溶于40mL四氢呋喃配成混合液；再将含钛氧簇和苯胺的混合溶液逐滴加入到三氯化铁溶液中，低温氮保反应10小时。反应结束，抽滤，甲醇洗涤，所得的固体物质即为含钛聚苯胺材料,该材料可以被用作超级电容器电极材料，在电流密度1A/g时,该材料的比电容大于150F/g。
实施例12
将0.72g实施例1制备的钛氧簇化合物单体C34H64O13N2Ti3 (0.84mmol)和0.1g的3,4-乙烯二氧噻吩(0.70mmol)溶于40mL四氢呋喃配成混合液；称取1.5g的无水三氯化铁(9.25mmol)溶于40mL 的硝基甲烷中配成溶液。将装有三氯化铁溶液反应瓶置于低温反应器中，温度设置0℃，再将含钛氧簇和3,4-乙烯二氧噻吩的混合溶液逐滴加入到三氯化铁溶液中，低温氮保反应10小时。反应结束，抽滤，甲醇洗涤，所得的固体物质即为含钛聚3,4-乙烯二氧噻吩材料,该材料可以被用作超级电容器电极材料，在电流密度1A/g时,该材料的比电容大于110F/g。

Claims (6)

1.一种含吡咯-3-甲酸的钛氧簇单体，其特征在于：所述含吡咯-3-甲酸的钛氧簇单体的化学式为C34H64O13N2Ti3，分子结构式如式(Ⅰ)所示，式(Ⅰ)中iPrO为异丙氧基；
Figure FDA0002513435820000011
2.一种如权利要求1所述的含吡咯-3-甲酸的钛氧簇单体的制备方法，其特征在于所述方法为：将钛酸异丙酯、吡咯-3-甲酸、有机溶剂加入容器中，密封混合，再将容器置于60-100℃温度下反应24-72小时，降温后析出透明晶体即为所述的含吡咯-3-甲酸的钛氧簇单体；所述有机溶剂为无水异丙醇，无水甲醇，无水乙醇，无水乙酸乙酯，无水甲苯，无水乙腈，无水二氯甲烷，无水三氯甲烷，无水四氯化碳，无水N,N二甲基甲酰胺，无水N-基吡咯烷酮中的一种或多种混合。
3.如权利要求2所述的方法，其特征在于：所述的钛酸异丙酯与吡咯-3-甲酸的物质的量比为2～5：1。
4.如权利要求2所述的方法，其特征在于：所述有机溶剂的体积为钛酸异丙酯体积的5-20倍。
5.一种如权利要求1所述的含吡咯-3-甲酸的钛氧簇单体与共轭聚合物单体进行共聚制得的共轭聚合物材料，所述共轭聚合物单体为苯胺、吡咯、噻吩、3,4-乙烯二氧噻吩中的一种或多种。
6.如权利要求1所述的含吡咯-3-甲酸的钛氧簇单体与共轭聚合物单体进行共聚制得的共轭聚合物材料作为储能材料的应用，所述共轭聚合物单体为苯胺、吡咯、噻吩、3,4-乙烯二氧噻吩中的一种或多种。
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