2,2'-bis(3-hydroxypropoxy)-1,1'-binaphthyl | 158074-00-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2,2'-bis(3-hydroxypropoxy)-1,1'-binaphthyl
• 英文别名: 3-[1-[2-(3-Hydroxypropoxy)naphthalen-1-yl]naphthalen-2-yl]oxypropan-1-ol
• CAS: 158074-00-1；158074-15-8；176437-66-4
• 化学式: C₂₆H₂₆O₄
• 分子量: 402.49
• InChiKey: OGYNJAOUDVVFMR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,2'-bis(3-hydroxypropoxy)-1,1'-binaphthyl 在 吡啶 、 正丁基锂 作用下， 反应 24.0h， 生成 (S_a,15S,20R)-12,13,14,15,20,21,22,23-octahydro-15,20-diphenylbenzodinaphtho<2,1-m:1',2'-o><1,12,5,8>dioxadiphosphacyclohexadecine
  参考文献：
  名称：

  Widhalm, Michael; Klintschar, Gerd, Chemische Berichte, 1994, vol. 127, # 8, p. 1411 - 1426

  摘要：

  DOI：
• 作为产物：
  描述：

  S-1,1'-联-2-萘酚 在 盐酸 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 21.0h， 生成 2,2'-bis(3-hydroxypropoxy)-1,1'-binaphthyl
  参考文献：
  名称：

  由1,1'-萘-2,2'-二醇衍生的对映体纯的硫磺冠醚的合成。

  摘要：

  给出了从光学纯的1,1'-联萘-2,2'-二醇（10）制备两种不同类型的硫代冠醚的合成方法。从概念上讲，最简单的方法是从光学纯的10本身开始，将其与2-氯乙醇进行烷基化（在DMF中于110摄氏度时在DMF中为4当量的K（2）CO（3）），然后进行甲磺酰化，以提供2,2'-bis（2 -（甲甲氧基）乙氧基）-1,1'-联萘基（14）。当使其与乙烷-1,2-二硫醇，丙烷-1,3-二硫醇，1,4,7-三噻庚烷，1,4,8,11-四硫十一烷，2,2-二甲基丙烷-1,3-二硫醇反应时，2-（巯基甲基）-1-丙烯-3-硫醇和1,2-苯二硫醇在Cs（2）CO（3）在60°C的DMF中存在时，相应的硫冠醚22-25、28、30 ，以30-54％的产率形成32。进行测试反应以证实在这些条件下在烷基化过程中不发生外消旋化。在相似的条件下，将光学纯的10与四氢吡喃基（THP）保护的3-氯丙醇的反应进行得较慢，但反应较干净。除去THP保护基，得到2

  DOI：

  10.1021/jo952107o

文献信息

• Synthesis and binding properties of chiral macrocyclic barbiturate receptors: application to nitrile oxide cyclizations
  作者：Brian S. Rasmussen、Unai Elezcano、Troels Skrydstrup

  DOI：10.1039/b110865b

  日期：2002.7.11

  A series of chiral macrocyclic receptors containing a barbiturate binding domain based on two 2,6-diaminopyridine groups has been synthesized with the purpose of exploiting these for asymmetric 1,3-dipolar cycloadditions. Each macrocyclic host was built possessing an (R)-BINOL or a modified deoxycholate moiety as the chiral unit connected to the barbiturate binding domain with varying lengths of spacer. All the hosts with the exception of one were found to effectively bind a barbiturate–cinnamic acid conjugate with association constants in the order of 104 M−1 in CDCl3. The 1,3-dipolar cycloaddition between several arylnitrile oxides and the cinnamate conjugates were examined in the presence of stoichiometric amounts of a chiral receptor affording two regioisomeric isoxazolines. Enantiomeric excesses of up to 30% were obtained in one case for the major regioisomer. In most cases, the enantiomeric excesses could be measured directly from the crude 1H-NMR spectra owing to the diastereomeric interaction between the isoxazoline cycloadduct and the chiral receptor. The relatively low enantiofacial selectivities at the CC double bond of the cinnamate were attributed to the non-planar orientation of the barbiturate–cinnamate conjugate with respect to the receptor, as previously noted for the binding of barbital to an achiral macrocyclic host (S.-K., Chang, E. Fan, D. Van Engen and A. D. Hamilton, J. Am. Chem. Soc., 1991, 113, 7640), directing the cinnamate unit away from the chiral unit.

  一系列基于两个2,6-二氨基吡啶基团的巴比妥酸盐结合域的手性大环受体已被合成，旨在利用它们进行不对称的1,3-偶极环加成反应。每个大环主体构建时含有一个(R)-BINOL或修饰的脱氧胆酸部分作为手性单元，通过不同长度的间隔基与巴比妥酸盐结合域相连。除一种外，所有受体均能有效结合巴比妥酸盐-肉桂酸共轭物，其在CDCl3中的结合常数为10^4 M^-1数量级。在手性受体的定量存在下，考察了几种芳基腈氧化物与肉桂酸共轭物之间的1,3-偶极环加成反应，生成两种区域异构的异恶唑啉。在某例中，主要区域异构体的对映体过量达到30%。在多数情况下，由于异恶唑啉环加合物与手性受体之间的非对映异构相互作用，对映体过量可以直接从粗1H-NMR谱图中测得。肉桂酸在CC双键处的相对较低的对映选择性归因于巴比妥酸盐-肉桂酸共轭物相对于受体的非平面取向，这一点与以前报道的巴比妥酸盐与非手性大环受体的结合情况相似（Chang等，1991），导致肉桂酸部分远离手性单元。
• [EN] POLYCYCLIC COMPOUNDS<br/>[FR] COMPOSÉS POLYCYCLIQUES
  申请人：REUTER CHEMISCHE APPBAU E K

  公开号：WO2020079225A1

  公开（公告）日：2020-04-23

  The present invention relates to compounds of the formula (I), which are suitable as monomers for preparing thermoplastic resins having beneficial optical properties and which can be used for producing optical devices. In Formula (I), A1, A2 are selected from mono- or bicyclic aromatic radicals and mono- or bicyclic heteroaromatic radicals; X represents e.g. a single bond, O, NH, CR6R7; Y is e.g. absent or represents a single bond, O, NH, CR8R9; R1, R2 are hydrogen, a radical Ar' or a radical Ra; R3 is Alk, O-Alk'-, O-Alk'-[O-Alk']o, O-CH2-Ar-C(O)-, O-C(O)-Ar-C(O)-or O-Alk-C(O)-,where in the last five moieties the left O is bound to A1 and A2, respectively; m, n are 0, 1 or 2; o is an integer from 1 to 10; R4, R5 are e.g. selected from CN and a radical Ra; R6, R8 are e.g. selected from hydrogen, a radical Ar' and a radical Ra; R7, R9 are e.g. selected from hydrogen, C1-C4-alkyl and a radical Ar'; Ra is selected from the group consisting of C≡C-R11 and Ar-C≡C-R11; R11 is e.g. selected from hydrogen, methyl, mono- or polycyclic aryl having from 6 to 26 carbon atoms and mono- or polycyclic hetaryl having a total of 5 to 26 atoms, which are ring members, where 1, 2, 3 or 4 of the ring atoms of hetaryl are selected from nitrogen, sulphur and oxygen, while the remainder of these atoms are carbon atoms, where mono- or polycyclic aryl are unsubstituted or substituted; and Ar is e.g. phenylene or naphthylene. The invention also relates to thermoplastic resins comprising a polymerized unit of the compound of formula (I) and to optical devices made of such resins.

  本发明涉及公式（I）的化合物，这些化合物适用作为单体制备具有有益光学性能的热塑性树脂，并可用于制造光学器件。在公式（I）中，A1、A2选自单环或双环芳香基团和单环或双环杂芳基团；X代表例如单键，O，NH，CR6R7；Y例如缺失或代表单键，O，NH，CR8R9；R1、R2为氢，基团Ar'或基团Ra；R3为Alk，O-Alk'-，O-Alk'-[O-Alk']o，O-CH2-Ar-C(O)-，O-C(O)-Ar-C(O)-或O-Alk-C(O)-，在最后五个基团中，左侧的O分别与A1和A2结合；m、n为0、1或2；o为1到10的整数；R4、R5例如选自CN和基团Ra；R6、R8例如选自氢，基团Ar'和基团Ra；R7、R9例如选自氢，C1-C4-烷基和基团Ar'；Ra选自C≡C-R11和Ar-C≡C-R11的组，R11例如选自氢，甲基，含有6到26个碳原子的单环或多环芳基和含有总共5到26个原子的单环或多环杂芳基，其中环原子中的1、2、3或4个来自氮、硫和氧，其余原子为碳原子，其中单环或多环芳基是未取代或取代的；Ar例如苯基或萘基。该发明还涉及包含公式（I）化合物聚合单元的热塑性树脂以及由这种树脂制成的光学器件。
• METHOD FOR PRODUCING CARBONATE DERIVATIVE
  申请人：NATIONAL UNIVERSITY CORPORATION KOBE UNIVERSITY

  公开号：US20210403409A1

  公开（公告）日：2021-12-30

  The objective of the present invention is to provide a method for producing a polycarbonate safely and efficiently even without using a base. The method for producing a carbonate derivative according to the present invention is characterized in comprising the step of irradiating a high energy light to a composition comprising the halogenated methane and the hydroxy group-containing compound in the presence of oxygen, wherein a molar ratio of a total usage amount of the hydroxy group-containing compound to 1 mole of the halogenated methane is 0.05 or more.

  本发明的目标是提供一种即使不使用碱也能安全高效生产聚碳酸酯的方法。根据本发明的碳酸酯衍生物生产方法的特征在于，在氧气存在的情况下，将含卤代甲烷和含羟基化合物的组合物照射高能光，其中羟基化合物总使用量与1摩尔卤代甲烷的摩尔比为0.05或更高。
• OPTICALLY ACTIVE SILACROWN ETHER PHOTOPHYSICAL BEHAVIORS AND COMPLEXATION WITH CATIONS AND VIOLOGEN BROMIDE
  作者：Tian-Jun Liu、Dong Wang、W-Zhen Wang、Guo-Zheng Xu

  DOI：10.1080/10426509808035746

  日期：1998.9.1

  Abstract Optically active silacrown ethers 7 and 8 were synthesized. The photophysical behaviors of the silacrown ethers and their complexation with cations and viologen bromide were investigated. 7 exhibits good lithium ion-complexation selectivity and very good ability to complex with viologen bromide.

  摘要 合成了具有旋光活性的硅冠醚7和8。研究了硅冠醚的光物理行为及其与阳离子和溴化紫罗碱的络合。7 表现出良好的锂离子络合选择性和非常好的与溴化紫罗碱络合的能力。
• POLYCARBONATE RESIN COMPOSITION, AND OPTICAL MATERIAL AND OPTICAL LENS EACH MANUFACTURED USING SAME
  申请人：Mitsubishi Gas Chemical Company, Inc.

  公开号：EP3138876A1

  公开（公告）日：2017-03-08

  [Problem] To provide: a polycarbonate resin composition which has a high refractive index and fluidability at a suitable level for molding use, also has low birefringence, and rarely undergoes optical distortion; and an optical material. [Solution] A polycarbonate resin composition comprising: a polycarbonate resin (A) which has a constitutional unit (a) represented by general formula (4); and a polycarbonate resin (B) which has a constitutional unit (b) represented by general formula (5). (In formula (4), X represents an alkylene group having 1 to 4 carbon atoms.) (In formula (5), R1 and R2 independently represent a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, an alkoxyl group having 1 to 20 carbon atoms, a cycloalkyl group having 5 to 20 carbon atoms, a cycloalkoxyl group having 5 to 20 carbon atoms, an aryl group having 6 to 20 carbon atoms, or an aryloxy group having 6 to 20 carbon atoms; and Y represents an alkylene group having 1 to 4 carbon atoms.)

  [问题]提供一种聚碳酸酯树脂组合物，该组合物具有高折射率和流动性，适合模塑使用，同时具有低双折射，并且很少发生光学畸变；以及一种光学材料。 [解决方案] 一种聚碳酸酯树脂组合物，包括：具有通式（4）表示的组成单元（a）的聚碳酸酯树脂 （A）；以及具有通式（5）表示的组成单元（b）的聚碳酸酯树脂（B）。式（4）中，X 代表具有 1 至 4 个碳原子的亚烷基。(在式(5)中，R1 和 R2 分别代表氢原子、具有 1 至 20 个碳原子的烷基、具有 1 至 20 个碳原子的烷氧基、具有 5 至 20 个碳原子的环烷基、具有 5 至 20 个碳原子的环烷氧基、具有 6 至 20 个碳原子的芳基或具有 6 至 20 个碳原子的芳氧基；Y 代表具有 1 至 4 个碳原子的亚烷基）。