3,4,5-trihydroxybenzenesulfonic acid | 5858-14-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3,4,5-trihydroxybenzenesulfonic acid
• 英文别名: Pyrogallol-sulfonsaeure-(5)；3,4,5-Trihydroxy-benzolsulfonsaeure；3,4,5-Trihydroxybenzene-1-sulfonic acid
• CAS: 5858-14-0
• 化学式: C₆H₆O₆S
• 分子量: 206.176
• InChiKey: VCNCOKVOWKMRGJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  123
• 氢给体数：
  4
• 氢受体数：
  6

安全信息

• 海关编码：
  2908999090

反应信息

• 作为反应物：
  描述：

  3,4,5-trihydroxybenzenesulfonic acid 、 alkaline earth salt of/the/ methylsulfuric acid 生成 邻苯三酚
  参考文献：
  名称：

  DE207374

  摘要：

  公开号：
• 作为产物：
  描述：

  3,5-二氯-4-羟基苯磺酸 在 氢氧化钾 作用下， 生成 3,4,5-trihydroxybenzenesulfonic acid
  参考文献：
  名称：

  DE207374

  摘要：

  公开号：

文献信息

• Thermotropic ionic liquid crystals by molecular assembly and ion pairing of 4,4′-bipyridinium derivatives and tris(dodecyloxy)benzenesulfonates in a non-polar solvent
  作者：Simona Asaftei、Marius Ciobanu、Ana Maria Lepadatu、Enfeng Song、Uwe Beginn

  DOI：10.1039/c2jm31830j

  日期：——

  The present work reports a simple and versatile pathway to incorporate redox-active 4,4′-bipyridinium (“viologen”) units with two, three, or six charges into dynamically ordered liquid crystalline structures by ionic interactions. A detailed analysis of the structure–property relationship was supported by molecular modelling experiments. Three redox-active 4,4′-bipyridinium (“viologen”) cores, 1,1′-dimethyl (4-pyridin-4-ylpyridinium) di- (MV2+2+2+2+), 1,1′,1′′-[benzene-1,3,5-triyltris(methylene)]tris(4-pyridin-4-ylpyridinium) tri- (V3+3+3+3+3+), and 1,1′,1′′-[benzene-1,3,5-triyltris(methylene)]tris[(methyl) 4-pyridin-4-ylpyridinium] hexa- (MV6+6+6+) cationic halides, were combined with an anionic caesium 3,4,5-tris(dodecyloxy)benzene sulfonate (DOBS) under phase transfer conditions to yield complexes of constant stoichiometry. The formed complexes, MV2+2+2+(DOBS)222, V3+3+3+(DOBS)333 and MV6+6+6+(DOBS)666, were characterized by NMR spectroscopy. Depending on the molecular structure, significantly different characteristics in electrochemical behaviour of ionic liquid crystals (ILCs) with two DOBS anions and a rod-like core (MV2+2+2+2+) were observed compared with ILs with three and six DOBS anions and y-shaped cores (V3+3+3+3+3+), and (MV6+6+6+) cations respectively. We report for the first time a new electroactive thermotropic liquid crystal, MV2+2+2+(DOBS)222, which changes colour from yellow to blue-green above 75 °C typically for redox units in the reduced state. The reduced states of the MV2+2+2+(DOBS)222 complex at E = −2 V exhibit reversible redox waves and have influence on molecular arrangement in the crystal structure as seen by polarisation microscopy. Our ionic liquid crystals have potential applications, due to their low melting temperature, wide temperature range, ionic conductivity, and thermal- and electro-chromism, for instance, for the design of electrochromic displays.

  本研究报告介绍了通过离子相互作用将具有氧化还原活性的 4,4â²-联吡啶鎓（§viologenâ）单位（带 2、3 或 6 个电荷）纳入动态有序液晶结构的一种简单而多用途的途径。分子建模实验支持对结构与性能关系的详细分析。三种具有氧化还原活性的 4,4â²-联吡啶鎓（§viologenâ）核心，即 1,1â²-二甲基（4-吡啶-4-基吡啶鎓）二(MV2+2+2+2+)、1,1â²、1,1â²â²-[苯-1,3,5-三(亚甲基)]三(4-吡啶-4-基吡啶鎓)三- (V3+3+3+3+3+)，以及 1,1â²,1â²â²-[苯-1、3,5-三(亚甲基)]三[(甲基) 4-吡啶-4-基吡啶鎓]六(MV6+6+6+)阳离子卤化物，在相转移条件下与阴离子铯 3,4,5-三(十二烷氧基)苯磺酸(DOBS)结合，生成化学计量不变的配合物。核磁共振光谱对形成的复合物 MV2+2+2+(DOBS)222、V3+3+3+(DOBS)333 和 MV6+6+6+(DOBS)666 进行了表征。与具有三个和六个 DOBS 阴离子和 y 形核（V3+3+3+3+）以及阳离子（MV6+6+6+）的离子液体晶体（ILCs）相比，具有两个 DOBS 阴离子和一个棒状核（MV2+2+2+2+）的离子液体晶体（ILCs）的电化学行为特征因分子结构的不同而明显不同。我们首次报道了一种新型电活性热致性液晶--MV2+2+2+(DOBS)222，这种液晶的氧化还原单元在还原态时通常会在 75°C 以上由黄色变为蓝绿色。在 E = â2 V 时，MV2+2+2+(DOBS)222 复合物的还原态表现出可逆的氧化还原波，并通过偏振显微镜观察对晶体结构中的分子排列产生影响。我们的离子液晶具有低熔点、宽温度范围、离子导电性、热变色和电变色等特点，因此具有潜在的应用前景，例如可用于设计电变色显示器。
• Ion and hole dual-channel transport columnar mesomorphic organic electronic materials with high anisotropic conductivities based on supramolecular discotic ionic liquid crystals
  作者：Jian Chen、Yuhao Sun、Weiguang Zhao、Jiang Liu、Jianglin Fang、Tianchi Xu、Dongzhong Chen

  DOI：10.1039/d0tc04931j

  日期：——

  complexes in their ordered columnar structures achieve simultaneously anisotropic ionic conductivities as high as 1.99 × 10−2 S cm−1 and hole mobility reaching 4.6 × 10−2 cm2 V−1 s−1, thus exhibiting fantastic dual-channel transport properties both for ions and holes, which may develop into a kind of versatile organic electronic material for various promising unique applications.

  热致离子液晶（ILC）是一种引人入胜的功能性有机材料，结合了液晶（LC）和离子液体的特性和优点。在此工作中，通过客体-客体络合以及π-π堆积和易于制备的电中性三（18-crown-6）三亚苯基之间的静电相互作用，产生了一系列Cn-tri-CTP超分子盘状ILC（ tri-CTP）和容易获得的具有不同长度碳原子数为n = 8、10、12、14、16的烷基尾的三烷氧基苯磺酸钾。如此制得的ILC络合物显示对映有序柱状中间相，例如中心面矩形柱状（Col r）和斜柱状（Col ob液相温度范围宽且具有出色热稳定性的中间相。有趣的是，经过简单的排列后，这种超分子盘状ILC络合物在其有序的柱状结构中同时达到了高达1.99×10 -2 S cm -1的各向异性离子电导率和空穴迁移率达到4.6×10 -2，这是非常有趣和令人着迷的。cm 2 V -1 s -1，因此对离子和空穴都表现出出色的双通道传输特性，
• Dye-forming coupler and silver halide color photographic light-sensitive material
  申请人：Takeuchi Kiyoshi

  公开号：US20050079456A1

  公开（公告）日：2005-04-14

  A dye-forming coupler and compound of formula (I): wherein Q represents a residue that forms, together with —N—C═N—, a nitrogen-containing 6-membered ring; R A represents an aryl, heterocyclic, or —(R 1 ) r —(R 4 ) m group; X represents an aryl group; Y represents a hydrogen atom, or a group capable of being split-off upon a coupling reaction with an oxidized product of a developing agent: wherein, when R A represents an —(R 1 ) r —(R 4 ) m group, R 1 represents a methylene group, a methine group, or a carbon atom; r is 1 to 30; R 4 represents a substituent except for a hydrogen atom; m is 1 to 30; and the —(R 1 ) r —(R 4 ) m group does not represent a straight-chain alkyl group.

  一种染料形成偶联剂和化合物的公式（I）：其中Q代表与—N—C═N—一起形成含氮6元环的残基；RA代表芳基，杂环或—（R1）r—（R4）m基团；X代表芳基基团；Y代表氢原子或能够在偶联反应中与氧化的显影剂产生分裂的基团：其中，当RA代表—（R1）r—（R4）m基团时，R1代表亚甲基基团，亚胺基团或碳原子；r为1到30；R4代表除氢原子外的取代基；m为1到30；且—（R1）r—（R4）m基团不代表直链烷基。
• Dye-forming coupler, silver halide photographic light-sensitive material, and azomethine dye compound
  申请人：——

  公开号：US20030064332A1

  公开（公告）日：2003-04-03

  A dye-forming coupler of formula (I): 1 wherein Q represents a residue that forms, together with —N—C═N—, a nitrogen-containing 6-membered ring; R A represents an aryl, heterocyclic, or —(R 1 ) r —(R 4 ) m group; X represents an aryl group; Y represents a hydrogen atom, or a group capable of being split-off upon a coupling reaction with an oxidized product of a developing agent: wherein, when R A represents an —(R 1 ) r —(R 4 ) m group, R 1 represents a methylene group, a methine group, or a carbon atom; r is 1 to 30; R 4 represents a substituent except for a hydrogen atom; m is 1 to 30; and the —(R 1 ) r —(R 4 ) m group does not represent a straight-chain alkyl group. A silver halide photographic light-sensitive material which contains at least one of the coupler. An azomethine dye compound derived from the coupler.

  化合物(I)的染料形成偶联剂： 其中，Q代表与—N—C═N—一起形成含氮6元环的残基；RA代表芳基、杂环基或—(R1)r—(R4)m基团；X代表芳基基团；Y代表氢原子或能够在偶联反应中与显影剂氧化产物发生分裂的基团： 当RA代表—(R1)r—(R4)m基团时，R1代表亚甲基、亚胺基或碳原子；r为1到30；R4代表除氢原子外的取代基；m为1到30；而—(R1)r—(R4)m基团不代表直链烷基。 一种含有至少一种该偶联剂的银卤化物感光材料。 由该偶联剂衍生的偶氮甲基染料化合物。
• DYE-FORMING COUPLER, SILVER HALIDE PHOTOGRAPHIC LIGHT-SENSITIVE MATERIAL, AND AZOMETHINE DYE COMPOUND
  申请人：UEHIRA Shigeki

  公开号：US20080214810A1

  公开（公告）日：2008-09-04

  A dye-forming coupler of formula (I), a silver halide photographic light-sensitive material containing the coupler, and an azomethine dye compound derived from the coupler: wherein Q is a residue that forms, together with the —N—C═N— moiety, a nitrogen-containing 6-membered ring; R A is a certain alkyl group having at least 7 carbon atoms, or -L-R 1 ; X is an aryl group; Y is a hydrogen atom, or a group capable of being split-off upon a coupling reaction; wherein, when R A is -L-R 1 , L is a divalent linking group, and R 1 is a substituent; and -L-R 1 does not represent an alkyl, alkenyl, alkynyl, or aryl group, and -L-R 1 does not represent a heterocyclic group that bonds, with a carbon atom therein, to the nitrogen atom of the nitrogen-containing 6-membered ring formed by Q and the —N—C═N— moiety.

  公式（I）的染料形成偶合剂，含有该偶合剂的银卤化物感光材料，以及从偶合剂衍生的偶氮甲基染料化合物：其中Q是一个残基，与—N—C═N—基团一起形成含氮的6元环；RA是至少有7个碳原子的特定烷基或-L-R1；X是芳基基团；Y是氢原子或能够在偶合反应中被分离的基团；当RA是-L-R1时，L是二价连接基团，R1是取代基；-L-R1不表示烷基，烯基，炔基或芳基基团，-L-R1不表示与氮含量的6元环与Q和—N—C═N—基团形成的氮原子之间结合的杂环基团。