CN115028650B - 一种3-甲基己二酸铜配合物及其制备方法和应用 - Google Patents
一种3-甲基己二酸铜配合物及其制备方法和应用 Download PDFInfo
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- 239000010949 copper Substances 0.000 title claims abstract description 42
- 229910052802 copper Inorganic materials 0.000 title claims abstract description 27
- UOBSVARXACCLLH-UHFFFAOYSA-N monomethyl adipate Chemical compound COC(=O)CCCCC(O)=O UOBSVARXACCLLH-UHFFFAOYSA-N 0.000 title claims abstract description 21
- 238000002360 preparation method Methods 0.000 title abstract description 7
- 238000010668 complexation reaction Methods 0.000 title description 2
- MWVTWFVJZLCBMC-UHFFFAOYSA-N 4,4'-bipyridine Chemical compound C1=NC=CC(C=2C=CN=CC=2)=C1 MWVTWFVJZLCBMC-UHFFFAOYSA-N 0.000 claims abstract description 31
- SYEOWUNSTUDKGM-UHFFFAOYSA-N beta-methyladipic acid Natural products OC(=O)CC(C)CCC(O)=O SYEOWUNSTUDKGM-UHFFFAOYSA-N 0.000 claims abstract description 13
- -1 3-methyl adipic acid anion Chemical class 0.000 claims abstract description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 7
- 239000000126 substance Substances 0.000 claims abstract description 3
- 150000001879 copper Chemical class 0.000 claims abstract 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 15
- 239000013078 crystal Substances 0.000 claims description 8
- GAYWCADKXYCKCG-UHFFFAOYSA-N 5-pyridin-3-yl-1,2-dihydro-1,2,4-triazole-3-thione Chemical compound N1NC(=S)N=C1C1=CC=CN=C1 GAYWCADKXYCKCG-UHFFFAOYSA-N 0.000 claims description 7
- 238000000034 method Methods 0.000 claims description 6
- 239000011259 mixed solution Substances 0.000 claims description 6
- 239000000243 solution Substances 0.000 claims description 6
- 238000001816 cooling Methods 0.000 claims description 5
- MPTQRFCYZCXJFQ-UHFFFAOYSA-L copper(II) chloride dihydrate Chemical compound O.O.[Cl-].[Cl-].[Cu+2] MPTQRFCYZCXJFQ-UHFFFAOYSA-L 0.000 claims description 5
- 238000006243 chemical reaction Methods 0.000 claims description 4
- 239000008367 deionised water Substances 0.000 claims description 4
- 229910021641 deionized water Inorganic materials 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 4
- 239000002904 solvent Substances 0.000 claims description 4
- 238000001914 filtration Methods 0.000 claims description 3
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- 239000002994 raw material Substances 0.000 abstract description 3
- 238000010189 synthetic method Methods 0.000 abstract description 3
- 239000003960 organic solvent Substances 0.000 abstract description 2
- 230000005291 magnetic effect Effects 0.000 description 6
- 239000000843 powder Substances 0.000 description 6
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 5
- 238000002447 crystallographic data Methods 0.000 description 5
- 238000010586 diagram Methods 0.000 description 5
- 229910052751 metal Inorganic materials 0.000 description 4
- 239000002184 metal Substances 0.000 description 4
- 238000001142 circular dichroism spectrum Methods 0.000 description 3
- 238000004020 luminiscence type Methods 0.000 description 3
- 239000013110 organic ligand Substances 0.000 description 3
- 238000005424 photoluminescence Methods 0.000 description 3
- 230000005290 antiferromagnetic effect Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
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- 238000000634 powder X-ray diffraction Methods 0.000 description 2
- 238000004088 simulation Methods 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- JPVYNHNXODAKFH-UHFFFAOYSA-N Cu2+ Chemical compound [Cu+2] JPVYNHNXODAKFH-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 238000007036 catalytic synthesis reaction Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 229910001431 copper ion Inorganic materials 0.000 description 1
- 238000012937 correction Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000013461 design Methods 0.000 description 1
- 229910003460 diamond Inorganic materials 0.000 description 1
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- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 238000001027 hydrothermal synthesis Methods 0.000 description 1
- 150000002500 ions Chemical class 0.000 description 1
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- 239000008204 material by function Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
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- 238000002076 thermal analysis method Methods 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
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Abstract
本发明提供了一种3‑甲基己二酸铜配合物,具体化学式为Cu2L2(4,4'‑bpy),其中L为负二价的3‑甲基己二酸阴离子,4,4'‑bpy为4,4'‑联吡啶分子,该配合物具有3‑甲基己二酸阴离子桥联双核铜簇形成的一维右手螺旋链,4,4'‑联吡啶分子连接一维右手螺旋链形成的三维手性骨架。同时,还提供了该配合物的制备方法、表征方法,合成原料易得,合成方法简单,成本低,产率高;合成的3‑甲基己二酸铜配合物水溶性差,在常见的有机溶剂中也很难溶解,防止了对环境的二次污染;制得的3‑甲基己二酸铜配合物呈现了手性和良好的光磁性能,可作为手性光磁功能材料应用。
Description
技术领域
本发明涉及手性光磁功能材料及合成方法技术领域,尤其涉及一种3-甲基己二酸铜配合物及其制备方法和应用。
背景技术
金属有机配合物具有多样的结构和优异的发光、磁学、催化等性能,吸引了配位化学家的研究兴趣。近年来,手性金属有机配合物被广泛研究,这是因为该类配合物在不对称催化合成和药物分离等领域具有重要应用。手性有机配体的使用是构筑手性金属有机配合物的一种有效方法。作为一种手性配体,3-甲基己二酸还没有被用于构筑手性金属有机配合物。因此,有必要合成并结构表征3-甲基己二酸基手性金属配合物,确定其手性,研究其应用。本发明在水热条件下合成了一种具有三维手性骨架结构的3-甲基己二酸铜配合物,研究了其手性光磁性能,以期获得手性光磁功能材料。
发明内容
本发明的目的在于克服现有技术中存在的缺陷,提供一种合成方法简单、合成原料成本低、表现出良好手性光磁性能的3-甲基己二酸铜配合物其制备方法及应用。
为了实现上述目的,本发明采用了如下技术方案:
设计一种3-甲基己二酸铜配合物,具体化学式为Cu2L2(4,4'-bpy),其中L为负二价的3-甲基己二酸阴离子,4,4'-bpy为4,4'-联吡啶分子。
优选的,其中,3-甲基己二酸铜配合物具有负二价的3-甲基己二酸阴离子桥联双核铜簇形成的一维右手螺旋链结构,4,4'-联吡啶分子连接一维右手螺旋链形成的三维手性骨架结构。
本发明还提供了一种3-甲基己二酸铜配合物的制备方法,具体步骤如下:
S1、以二水合二氯化铜、3-甲基己二酸和4,4'-联吡啶为原料,将所述的二水合二氯化铜、3-甲基己二酸和4,4'-联吡啶加入到去离子水溶剂中,用NaOH溶液调节pH值在4.8至5.9范围得混合溶液;
S2、将所述的混合溶液转移到高压反应釜中升温至140摄氏度,保温96小时,然后以每小时10摄氏度的降温速率降至室温得绿色块状晶体,过滤并洗涤,自然晾干得3-甲基己二酸铜配合物。
优选的,二水合二氯化铜、3-甲基己二酸和4,4'-联吡啶的摩尔比为15:25:8。
优选的,所述的氢氧化钠溶液的浓度为0.1 mol/L。
本发明还提供了一种3-甲基己二酸铜配合物的表征方法,具体如下:以所述的3-甲基己二酸铜配合物为表征对象,利用X-射线单晶衍射仪和粉末衍射仪表征配合物的结构和相纯度,利用圆二色光谱仪表征配合物的手性,利用热分析仪表征配合物的热稳定性,利用荧光光谱仪表征配合物的发光性质,利用超导磁性测定仪表征配合物的磁学性质。
优选的,作为手性光磁功能材料的应用。
本发明提供的3-甲基己二酸铜配合物,以3-甲基己二酸和4,4'-联吡啶为有机配体,以过渡金属铜为中心离子,通过水热法合成了3-甲基己二酸铜配合物,具体的有益效果如下:
(1)、3-甲基己二酸铜配合物的合成原料易得,合成方法简单,成本低,产率高;
(2)、合成的3-甲基己二酸铜配合物水溶性差,在常见的有机溶剂中也很难溶解,防止了对环境的二次污染;
(3)、4,4'-联吡啶与铜离子配位,防止了溶剂水的配位,避免了溶剂分子对3-甲基己二酸铜配合物的光磁性能影响,改善了3-甲基己二酸铜配合物手性光磁行为。
(4)、3-甲基己二酸铜配合物呈现了明显的手性光磁行为,可作为手性光磁功能材料应用。
附图说明
图1为本发明实施例提供的 Cu2L2(4,4'-bpy)的双核铜簇结构图;
图2为本发明实施例提供的 Cu2L2(4,4'-bpy)的一维右手螺旋链结构图;
图3为本发明实施例提供的 Cu2L2(4,4'-bpy)的三维手性骨架结构图;
图4为本发明实施例提供的Cu2L2(4,4'-bpy)的模拟X-射线粉末衍射图和Cu2L2(4,4'-bpy)的实验X-射线粉末衍射图;
图5为本发明实施例提供的Cu2L2(4,4'-bpy)的圆二色光谱图;
图6为本发明实施例提供的Cu2L2(4,4'-bpy)的热重曲线图;
图7为本发明实施例提供的Cu2L2(4,4'-bpy)的光致发光谱图;
图8为本发明实施例提供的Cu2L2(4,4'-bpy)的光致发光寿命图;
图9为本发明实施例提供的Cu2L2(4,4'-bpy)的变温直流磁化率乘温度对温度曲线图;
图10为本发明实施例提供的Cu2L2(4,4'-bpy)的磁化值对磁场曲线图。
具体实施方式
为了使本领域技术人员更好地理解本发明的技术方案能予以实施,下面结合具体实施例对本发明作进一步说明,但所举实施例不作为对本发明的限定。
本发明以下实施例中所用到的化学试剂若没有特殊说明,则皆可在市场上购买得到,所涉及的制备方法若没有特殊说明,皆为常规方法。
实施例
Cu2L2(4,4'-bpy)的合成
分别取0.3 mmol的二水合二氯化铜、0.5 mmol的3-甲基己二酸和0.16 mmol的4,4'-联吡啶,然后将三者加入到10 mL去离子水中,用0.1摩尔每升的NaOH溶液调节pH值在4.8至5.9范围得混合溶液;
将上述混合溶液转移至高压反应釜中,密封升温至140摄氏度,保温96小时,然后以每小时10摄氏度的速率使反应釜降至室温,开釜得绿色块状晶体产品,过滤并用去离子水洗涤,自然晾干得目标配合物。
对实施例制得的配合物进行表征,具体方法为:在显微镜下挑取大小合适的单晶,使用Bruker SMART APEX II型X-射线单晶衍射仪在室温下收集衍射数据,使用SADABS程序对衍射数据进行吸收校正,使用SAINT和SHELXTL程序解析衍射数据,使用最小二乘法对晶体结构进行精修。实施例制得的配合物具有负二价的3-甲基己二酸阴离子桥联双核铜簇形成的一维右手螺旋链,4,4'-联吡啶连接一维右手螺旋链形成的三维手性骨架结构,图1为配合物中双核铜簇的结构图,图2为配合物中一维右手螺旋链的结构图,图3为配合物的三维手性骨架结构图。
使用Rigaku Ultima IV型X-射线粉末衍射仪收集粉末衍射数据,扫描模式为2θ/θ,扫描范围为5至50度,使用Cerius2程序拟合粉末衍射数据,使用Mercury1.4.1软件进行单晶结构的粉末衍射模拟。图4为实施例制得的配合物的粉末衍射图,实验测得的粉末衍射图与模拟的基本一致,表明了批量产品的相纯度。
使用MOS-450型圆二色光谱仪收集圆二色光谱数据。图5为实施例制得的配合物的圆二色光谱,实施例制得的配合物在367和636纳米处显示了明显的负峰,在491纳米处显示了明显的正峰,表明了批量产品的手性本质。
使用PE-Pyris Diamond S-II型热分析仪收集热重数据,加热速率为10摄氏度每分钟,温度范围为30至700摄氏度。图6为实施例制得的配合物的热重曲线,实施例制得的配合物在230摄氏度前保持稳定,然后分子骨架开始坍塌,表明批量产品具有一定的热稳定性。
使用FLS 920荧光光谱仪收集光致发光数据。图7为实施例制得的配合物的光致发光光谱,实施例制得的配合物在681纳米处显示了有机配体的发射峰,图8为实施例制得的配合物的光致发光衰减曲线,显了纳秒级的发光寿命。
使用Quantum Design MPMSXL7型超导磁性测定仪收集直流磁性数据。图9为实施例制得的配合物的变温直流磁化率乘温度对温度曲线,表明实施例制得的配合物具有明显的反铁磁性能,图10为实施例制得的配合物的磁化值对磁场曲线,进一步表明实施例制得的配合物具有明显的反铁磁性能。
因此,实施例提供的配合物可作为手性光磁功能材料进行应用。
以上所述,仅为本发明较佳的具体实施方式,但本发明的保护范围并不局限于此,任何熟悉本技术领域的技术人员在本发明揭露的技术范围内,根据本发明的技术方案及其发明构思加以等同替换或改变,都应涵盖在本发明的保护范围之内。
Claims (4)
1.一种3-甲基己二酸铜配合物,其特征在于,具体化学式为Cu2L2(4,4'-bpy),其中L为负二价的3-甲基己二酸阴离子,4,4'-bpy为4,4'-联吡啶分子;
其中,3-甲基己二酸铜配合物具有负二价的3-甲基己二酸阴离子桥联双核铜簇形成的一维右手螺旋链结构,4,4'-联吡啶分子连接一维右手螺旋链形成的三维手性骨架结构。
2.一种权利要求1所述的3-甲基己二酸铜配合物的制备方法,其特征在于,具体步骤如下:
S1、以二水合二氯化铜、3-甲基己二酸和4,4'-联吡啶为原料,将所述的二水合二氯化铜、3-甲基己二酸和4,4'-联吡啶加入到去离子水溶剂中,用NaOH溶液调节pH值在4.8至5.9范围得混合溶液;
S2、将所述的混合溶液转移到高压反应釜中升温至140摄氏度,保温96小时,然后以每小时10摄氏度的降温速率降至室温得绿色块状晶体,过滤并洗涤,自然晾干得3-甲基己二酸铜配合物。
3.根据权利要求2所述的一种3-甲基己二酸铜配合物的制备方法,其特征在于,二水合二氯化铜、3-甲基己二酸和4,4'-联吡啶的摩尔比为15:25:8。
4.根据权利要求2所述的一种3-甲基己二酸铜配合物的制备方法,其特征在于,所述的氢氧化钠溶液的浓度为0.1 mol/L。
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