nickel-phthalocyanine-tetrasulfonate(4-) | 102497-93-8

• 分子结构分类: 有机化合物
• 英文名称: nickel-phthalocyanine-tetrasulfonate(4-)
• 英文别名: nickel(II) phthalocyaninetetrasulfonate；nickel(II)tetrasulphophthalocyanine
• CAS: 102497-93-8
• 化学式: C₃₂H₁₂N₈NiO₁₂S₄
• 分子量: 887.448
• InChiKey: SMBTYYPBTWEDQS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.77
• 重原子数：
  23.0
• 可旋转键数：
  0.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  399.0
• 氢给体数：
  6.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  nickel-phthalocyanine-tetrasulfonate(4-) 、 以 not given 为溶剂， 生成
  参考文献：
  名称：

  铝酸锂氢氧化物中的阴离子交换

  摘要：

  DOI：

  10.1021/j100338a072
• 作为产物：
  描述：

  nickel dichloride 、 4-{2-[2-(2-ethoxyethoxy)ethoxy]-1-[2-(2-ethoxyethoxy) ethoxymethyl] ethylsulfanyl} phthalonitrile 在 1,8-diazabicyclo[5.4.0]undec-7-ene 作用下， 以 戊醇 为溶剂， 以21%的产率得到nickel-phthalocyanine-tetrasulfonate(4-)
  参考文献：
  名称：

  Synthesis and mesomorphic properties of tetra- and octa-substituted phthalocyanines

  摘要：

  在无水金属盐（NiCl2）或强有机碱存在的情况下，从相应的酞腈衍生物中合成了四桥和八桥聚（氧乙烯）取代的无金属和镍（II）酞菁。通过元素分析、紫外/可见光、红外、核磁共振和质谱对新的化合物进行了表征。通过差示扫描量热法、光学显微镜和X射线研究对这些新材料的介晶性质进行了研究。虽然八取代酞菁衍生物是液态的，但所有四取代化合物在包括室温在内的极宽的温度范围内都表现出圆盘状介晶相。讨论了介晶单元的结构与介晶行为之间的关系，并确定了侧链中存在的不同杂原子对介晶性质的影响。

  DOI：

  10.1039/b314995a

文献信息

• Microwave-assisted synthesis and characterization and theoretical calculations of the first example of free and metallophthalocyanines from salen type Schiff base derivative bearing thiophen and triazole heterocyclic rings
  作者：Kerim Serbest、İsmail Değirmencioğlu、Yasemin Ünver、Mustafa Er、Cihan Kantar、Kemal Sancak

  DOI：10.1016/j.jorganchem.2007.09.026

  日期：2007.12

  conditions and the products purified by several techniques. The newly prepared compounds have been characterized by elemental analyses, IR, 1H NMR, MS and UV–Vis spectroscopy. Furthermore, theoretical calculations of metallophthalocyanines CuPc, NiPc, ZnPc and CoPc were carried out to comparatively describe the molecular structures, molecular orbital and UV–Vis spectra of metallophthalocyanine complexes

  Co，Ni，Cu和Zn的新型无金属和金属酞菁配合物是通过暴露于微波辐射和回流条件下合成的，并通过多种技术对产物进行纯化。新制备的化合物已通过元素分析IR（1）进行了表征1 H NMR，MS和UV-Vis光谱。此外，进行了金属酞菁CuPc，NiPc，ZnPc和CoPc的理论计算，以根据HF理论比较描述了金属酞菁配合物的分子结构，分子轨道和UV-Vis光谱。比较了不同分子的几何形状，分子轨道。中心孔尺寸的模拟顺序为CoPc> NiPc NiPc> ZnPc> CuPc的顺序变化。金属酞菁配合物的计算结构，电子吸收光谱与实验结果具有很好的一致性。
• The synthesis and characterization of new organosoluble long chain-substituted metal-free and metallophthalocyanines by microwave irradiation
  作者：Zekeriya Bıyıklıoğlu、Halit Kantekin、İrfan Acar

  DOI：10.1016/j.inoche.2008.10.006

  日期：2008.12

  metallophtalocyanines ( 5 – 8 ) have been synthesized by cyclotetramerization reaction of phthalonitrile derivative ( 3 ). Long chain-substituted Pcs showed the enhanced solubility in organic solvents. The new compounds were characterized by a combination of IR, 1 H NMR, 13 C NMR, UV–Vis, elemental analysis and MS spectral data.

  摘要 采用N,N-双[2-(2-羟基乙氧基)乙基]-4-甲基苯磺酰胺(1)亲核置换4-硝基邻苯二甲腈中的硝基，合成了长链取代的邻苯二甲腈(3)。通过邻苯二甲腈衍生物（3）的环四聚反应合成了新型的无金属酞菁（4）和金属酞菁（5-8）。长链取代的 Pcs 在有机溶剂中显示出增强的溶解性。新化合物通过 IR、1 H NMR、13 C NMR、UV-Vis、元素分析和 MS 光谱数据的组合进行表征。
• Charge conduction process and photoelectrical properties of bulk heterojunction device based on sulphonated nickel phthalocyanine and rose Bengal
  作者：G.D. Sharma、P. Balraju、S.K. Sharma、M.S. Roy

  DOI：10.1016/j.jpcs.2009.08.019

  日期：2009.11

  The dependence of photovoltaic performance of the bulk heterojunction photovoltaic device based on the blend of sulphonated nickel phthalocyanine (NiPcS) and rose Bengal (RB) on their composition, thermal annealing and oxygen exposure has been investigated. It is found that both electron and hole mobility in RB phase and NiPcS phase, respectively has been increased on thermal annealing. The power conversion efficiency of the device increases upon thermal annealing, attributed the balance charge transport. The power conversion efficiency of the device experiences a drastic increase upon oxygen exposure, which attributed to the photo-induced doping, increase in exciton diffusion length in NiPcS phase and increased volume of exciton dissociation interfacial sites. From the impedance spectroscopy, we conclude that the change in bulk resistance and dielectric constant of the active material due to the illumination has a direct relevance to the photocurrent generated by the device. (C) 2009 Elsevier Ltd. All rights reserved.
• New long-chain-substituted polymeric metal-free and metallophthalocyanines by microwave irradiation: Synthesis and characterization
  作者：Zekeriya Bıyıklıoğlu、Halit Kantekin

  DOI：10.1016/j.poly.2008.02.010

  日期：2008.4

  A tetranitrile monomer N,N-bis2-[2-(3,4-dicyanophenoxy)ethoxy]ethyl}-4-methylbenzenesulfonamide (3) was synthesized by nucleophilic aromatic substitution of N,N-bis[2-(2-hydroxyethoxy)ethyl]-4-methylbenzenesulfonamide (1) onto 4-nitrophthalonitrile (2). The metal-free phthalocyanine polymer (4) was prepared by the reaction of a tetranitrile monomer 3 in 2-(dimethylamino)ethanol. Ni(II), Co(II) and Cu(II) phthalocyanine polymers were prepared by the reaction of the tetranitrile compound with the chlorides of Ni(11), Co(II) and Cu(II) in 2-(dimethylamino)ethanol (DMAE). The Zn(II)-phthalocyanine polymer was prepared by the reaction of the tetranitrile compound with the acetate of Zn(II) in DMAE. The new compounds were characterized by a combination of IR, (1)H NMR, (13)C NMR, UV-Vis, elemental analysis and MS spectral data. (C) 2008 Elsevier Ltd. All rights reserved.