1,1'-([1,1'-biphenyl]-4,4'-diyl)diethanol

• 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: 1,1'-([1,1'-biphenyl]-4,4'-diyl)diethanol
• 英文别名: Biphenyl, 4,4'-bis(1-hydroxyethyl)-；1-[4-[4-(1-hydroxyethyl)phenyl]phenyl]ethanol
• 化学式: C₁₆H₁₈O₂
• 分子量: 242.318
• InChiKey: RANXIKJMWBYSGV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,1'-([1,1'-biphenyl]-4,4'-diyl)diethanol 在 对叔丁基邻苯二酚 、 对甲苯磺酸 作用下， 以 邻二甲苯 为溶剂， 反应 2.0h， 生成 4,4'-二乙烯基联苯
  参考文献：
  名称：

  Divinyl aromatic compounds and Di(methacrylates) prepared by acid-catalyzed transformations of bis[4-(1-hydroxyethyl)phenyl]alkanes

  摘要：

  The mechanism of formation of divinyl aromatic monomers including p,p'-divinyldiphenylmethane and 1,2-p,p'-divinyldiphenylethane and of their dimerization via terminal vinyl groups was studied. The factors affecting the structure, composition, and properties of thermosetting resins of a new class, Rolivsans, containing methacrylates of secondary aromatic alcohols (diols) and divinyl aromatic compounds with methylene bridges between benzene rings were examined.

  DOI：

  10.1134/s1070427211100181
• 作为产物：
  描述：

  4,4'-二乙酰联苯 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 96.0h， 以98%的产率得到1,1'-([1,1'-biphenyl]-4,4'-diyl)diethanol
  参考文献：
  名称：

  刚性多维烷氧基胺：多功能构建基块库

  摘要：

  从市售前体中以多步法合成了新颖的多维烷氧基胺库，具有很高的收率。简单的步骤可以生成线性，三角形平面，正方形平面和四面体形状的烷氧基胺。这些构建基块可用于经典的由氮氧化物介导的聚合反应，从而导致星形聚合物或氮氧化物交换反应，从而形成动态的可调框架。

  DOI：

  10.1002/ejoc.202001415

文献信息

• Asymmetric Synthesis of Biaryl Diols via Dynamic Kinetic Resolution
  作者：Jeonghun Cho、Kyungwoo Kim、Jaiwook Park、Mahn‐Joo Kim

  DOI：10.1002/bkcs.12337

  日期：2021.7

  We have developed a protocol incuding dynamic kinetic resolution as the key step for the asymmetric synthesis of biaryl diol stereoisomers. The two aryl alkanols as the starting materials were cross-coupled by palladium catalysis to give dl- and meso-diol, which were then subject to chemoenzymatic dynamic kinetic resolution (DKR) for the transformation into single stereoisomeric diol diester. Diol

  我们开发了一个协议，包括动态动力学分辨率作为联芳二醇立体异构体不对称合成的关键步骤。两个芳基链烷醇作为起始材料是交叉耦合的由钯催化，得到DL -和内消旋-二醇，然后将其经受化学酶促动态动力学拆分（ DKR）用于转化成单立体异构体的二醇二酯。二醇二酯最终脱酰化得到相应的联芳二醇立体异构体。化学酶促 DKR 使用基于钌的外消旋化催化剂和 ( R ) 选择性脂蛋白脂肪酶进行。总共 17 ( R , R )-二醇，包括 7 C 2合成了具有优异对映纯度 (>99% ee ) 的 -对称二醇。
• An integrated immobilization strategy manipulates dual active centers to boost enantioselective tandem reactions
  作者：Xiaomin Shu、Ronghua Jin、Zhongrui Zhao、Tanyu Cheng、Guohua Liu

  DOI：10.1039/c8cc07841f

  日期：——

  Manipulation of dual active centers via an integrated immobilization strategy can overcome the restriction of homogeneous catalysis in a sequential organic transformation. Herein, by utilizing hollow-shell-structured silica, hydrogen-bonding immobilization via a ship-in-a-bottle synthesis locks a Pd(carbene) center in a nanocage and covalent-bonding immobilization tethers chiral Ru(diamine) centers

  通过集成的固定化策略操纵双重活性中心可以克服连续有机转化中均相催化的限制。在本文中，通过利用中空壳结构的二氧化硅，通过瓶装船合成进行氢键固定将纳米笼中的Pd（卡宾）中心和纳米通道内的共价键固定束缚手性Ru（二胺）中心锁定，构建杂双功能催化剂。这种双中心操作的好处是可以实现具有挑战性的Suzuki偶联-不对称转移氢化串联反应，该方法的优点是可以提供具有增强的反应性和对映选择性的各种手性联芳醇。
• Novel polyester resins
  申请人：——

  公开号：US20020007029A1

  公开（公告）日：2002-01-17

  A polymerizable vinylester composition is described which comprises at least three monomers and oligomers, said composition comprising: 2-95% by weight of: diaryl compounds comprising at least two aryl groups linked directly together or bridged by a linking group, each of said at least two aryl groups having a vinyl group attached thereto, 2-65% by weight of: a methacrylic acid ester of a vinyl-substituted sec-ethylol-diaryl oxide or its thioether or methine or biphenyl counterpart, and 1-35% by weight of: dimethacrylic acid esters of bis-[4-(1-hydroxyethyl)aryl] ether, thioether or methine, or their counterparts where aromatic rings are linked together directly, and 2-95% by weight of: unsaturated oligomers, and said reactive composition has less than 1% mol basis of monoaryl phenolic compounds. Another preferred polymerizable divinylaromatic composition comprises at least a divinylaromatic monomer and its oligomerization products, said composition comprising: 5-99% by weight of: aryl compounds comprising at least one non-alkylated or alkylated aryl group and two vinyl groups attached directly to aromatic rings, such as diaryl compounds comprising at least two aryl groups linked together directly as in biphenyl or bridged by a linking group, each of said at least two aryl groups having a vinyl group attached thereto, and 1-75% by weight of: unsaturated dimer of said divinylaromatic monomer having the structure CH 2 ═CH-AR—CH(CH 3 )—CH═CH-Ar-CH═CH 2 , 0.1-40% by weight of: unsaturated trimer of said divinylaromatic monomer having the structure 1 wherein n=1, 0.1-30% by weight of: unsaturated tetramer and higher oligomer homologs of said divinylaromatic monomer having the structure 2 wherein n=2-30, and said reactive composition has less than 1% mol basis of monoaryl phenolic compounds. A method of synthesizing polymerizable divinylaromatic compositions of the invention is described comprising the steps of dehydrating a diol by heating wherein heating said diols is performed in the presence of a sulfonic acid at a concentration of 0.5-10.0 mmole/L in aromatic solvent at the boiling temperature of the reaction mixture in the range of 100-160° C., and then removing at least some water produced by the dehydration reaction.

  本发明描述了一种可聚合的乙烯酸酯组合物，其中包括至少三种单体和寡聚物，该组合物包括：2-95％重量的：二芳基化合物，包括至少两个芳基直接连接或通过连接基桥接在一起，其中每个至少两个芳基上都附有乙烯基；2-65％重量的：乙烯基取代的sec-乙烯基二芳基氧化物或其硫醚或甲基或联苯对应物的甲基丙烯酸酯，以及1-35％重量的：双（4-（1-羟乙基）芳基）醚、硫醚或甲基丙烯酸酯的二甲基丙烯酸酯，或其芳环直接连接的对应物，以及2-95％重量的：不饱和寡聚物，所述反应组合物的单芳基酚类化合物含量小于1％摩尔基础。另一种首选的可聚合双乙烯基芳香族组合物包括至少一种双乙烯基芳香族单体及其寡聚物化合物，该组合物包括：5-99％重量的：芳基化合物，包括至少一个非烷基化或烷基化的芳基和两个乙烯基直接附着在芳环上，例如包括至少两个直接连接在一起的芳基的二芳基化合物，如联苯或通过连接基桥接在一起的芳基化合物，其中每个至少两个芳基上都附有乙烯基；1-75％重量的：所述双乙烯基芳香族单体的不饱和二聚体，其具有结构CH2═CH-AR-CH(CH3)-CH═CH-Ar-CH═CH2，0.1-40％重量的：所述双乙烯基芳香族单体的不饱和三聚体，其具有结构1，其中n=1，0.1-30％重量的：所述双乙烯基芳香族单体的不饱和四聚体和更高寡聚体同系物，其具有结构2，其中n=2-30，所述反应组合物的单芳基酚类化合物含量小于1％摩尔基础。本发明还描述了一种合成本发明的可聚合双乙烯基芳香族组合物的方法，包括以下步骤：通过加热脱水二元醇而合成，其中在芳香族溶剂中，在反应混合物的沸点温度范围内（100-160°C）存在0.5-10.0毫摩尔/升的磺酸，并去除由脱水反应产生的至少一些水。
• Polyester resins
  申请人：——

  公开号：US06258909B1

  公开（公告）日：2001-07-10

  A polymerizable vinylester composition is described which comprises at least three monomers and oligomers, said composition comprising: 2-95% by weight of: diaryl compounds comprising at least two aryl groups linked directly together or bridged by a linking group, each of said at least two aryl groups having a vinyl group attached thereto, 2-65% by weight of: a methacrylic acid ester of a vinyl-substituted sec-ethylol-diaryl oxide or its thioether or methine or biphenyl counterpart, and 1-35% by weight of: dimethacrylic acid esters of bis-[4-(1-hydroxyethyl)aryl] ether, thioether or methine, or their counterparts where aromatic rings are linked together directly, and 2-95% by weight of: unsaturated oligomers, and said reactive composition has less than 1% mol basis of monoaryl phenolic compounds. A method of synthesizing polymerizable divinylaromatic compositions of the invention is described comprising the steps of dehydrating a diol by heating wherein heating said diols is performed in the presence of a sulfonic acid at a concentration of 0.5-10.0 mmole/L in aromatic solvent at the boiling temperature of the reaction mixture in the range of 100-160° C., and then removing at least some water produced by the dehydration reaction.

  本发明描述了一种可聚合的乙烯酯组合物，其中包括至少三种单体和寡聚物，该组合物包括：2-95%重量的：二芳基化合物，包括至少两个芳基直接连接或通过连接基桥接在一起，其中每个至少两个芳基上都附有乙烯基，2-65%重量的：乙基丙烯酸酯，其中乙烯基取代的二芳基氧化物或其硫醚或甲醛或联苯对应物，1-35%重量的：双（4-（1-羟乙基）芳基）醚、硫醚或甲醛的二甲基丙烯酸酯，或其芳香环直接连接的对应物，以及2-95%重量的：不饱和寡聚物，所述的反应组合物具有少于1％的单芳基酚化合物的摩尔基础。本发明还描述了一种合成本发明的聚合性二乙烯基芳香族组合物的方法，包括以下步骤：通过加热脱水二元醇，其中在芳香族溶剂中，在反应混合物的沸点温度范围内100-160°C下，以0.5-10.0 mmole/L浓度的磺酸存在下进行加热脱水，然后去除至少一些脱水反应产生的水。
• Diols and unsaturated monomers
  申请人：——

  公开号：US06143922A1

  公开（公告）日：2000-11-07

  The present invention relates to a novel composition of diols, said composition of diols comprising HO--(H.sub.3 C)R.sup.4 C--Q--CR.sup.5 (CH.sub.3)--OH wherein Q is a diaryl group comprising two aryl groups linked together directly (as in biphenyl) or bridged by an oxygen atom, sulfur atom or methyl group, R.sup.4 and R.sup.5 are independently selected from the group consisting of hydrogen and lower alkyl groups (e.g., methyl, ethyl, propyl and butyl, most preferably methyl). The diols will usually be provided as compositions which comprise either: a solution of the diols, with the diols comprising more than 99% by weight solids of the solution, and whichdiol has less than 1% by weight of impurity selected from the group consisting essentially of monoaryl hydroxy compounds, especially monoaryl monohydroxy compounds, and monoaryl dihydroxy compounds where only one hydroxy group is attached directly to the aryl ring. The present invention also relates to a method of providing the novel composition of diols, said method comprising the processes of: 1) providing a solution of diol having the formula HO--(H.sub.3 C)R.sup.4 C--Ar--Z--Ar--CR.sup.5 (CH.sub.3)--OH, or HO--(H.sub.3 C)R.sup.4 C--Q--CR.sup.5 (CH.sub.3)--OH HO--(H.sub.3 C)R.sup.4 C--Ph--O'Ph--CR.sup.5 (CH.sub.3)'OH wherein Q is as defined above, Z is a bond or --O--, --S--, or a methine group (such as --CH2-- or CHRO.sup.0 --, where R.sup.0 is a substituent group such as lower alkyl, alkoxy, halogen, or the like), Ar is an aromatic group, especially a mono-ring aromatic groups, nd especially phenyl groups, and R.sup.4 and R.sup.5 are independently selected from the group consisting of hydrogen and lower alkyl groups (e.g., methyl, ethyl, propyl and butyl), said solution also comprising impurities selected from the group consisting of the monoaryl hydroxy groups (as defined herein); removing at least some of said monoaryl hydroxy impurities which comprise monoaryl phenolic compounds.

  本发明涉及一种新型二元醇组成物，该二元醇组成物包括HO--(H.sub.3 C)R.sup.4 C--Q--CR.sup.5 (CH.sub.3)--OH，其中Q是一个二芳基基团，包括两个芳基基团直接连接在一起（如联苯）或通过氧原子、硫原子或甲基基团桥接，R.sup.4和R.sup.5独立地选自氢和低烷基（例如，甲基、乙基、丙基和丁基，最好是甲基）。二元醇通常将作为组成物提供，该组成物包括：二元醇的溶液，其中二元醇占溶液固体的重量的99%以上，且二元醇中的杂质重量不到1%，所述杂质基本上由单芳基羟基化合物组成，特别是单芳基单羟基化合物和单芳基二羟基化合物，其中只有一个羟基直接连接到芳环上。本发明还涉及一种提供新型二元醇组成物的方法，该方法包括以下过程：1）提供具有以下式子的二元醇溶液HO--(H.sub.3 C)R.sup.4 C--Ar--Z--Ar--CR.sup.5 (CH.sub.3)--OH，或HO--(H.sub.3 C)R.sup.4 C--Q--CR.sup.5 (CH.sub.3)--OH HO--(H.sub.3 C)R.sup.4 C--Ph--O'Ph--CR.sup.5 (CH.sub.3)'OH，其中Q如上所定义，Z是一个键或--O--、--S--或甲基基团（例如--CH2--或CHRO.sup.0--，其中R.sup.0是取代基，例如低烷基、烷氧基、卤素或类似物），Ar是芳香基团，特别是单环芳香基团，特别是苯基，R.sup.4和R.sup.5独立地选自氢和低烷基（例如，甲基、乙基、丙基和丁基），所述溶液还包括从单芳基羟基化合物（如本文所定义）组成的杂质中去除至少一部分的单芳基羟基杂质，其中包括单芳基酚化合物。