4-(6-acryloyloxyhexyloxy)cinnamic acid | 150623-73-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 4-(6-acryloyloxyhexyloxy)cinnamic acid
• 英文别名: (E)-3-[4-(6-prop-2-enoyloxyhexoxy)phenyl]prop-2-enoic acid
• CAS: 150623-73-7
• 化学式: C₁₈H₂₂O₅
• 分子量: 318.37
• InChiKey: ROPFOQCOQALTKZ-FMIVXFBMSA-N

物化性质

• 沸点：
  494.4±30.0 °C(Predicted)
• 密度：
  1.138±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  23
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  72.8
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-(6-acryloyloxyhexyloxy)cinnamic acid 在 4-二甲氨基吡啶 、 4-甲基苯磺酸吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 乙醇 、 二氯甲烷 、 二氯甲烷-D2 为溶剂， 反应 26.5h， 生成
  参考文献：
  名称：

  Photo-Isomerizable Derivatives of Phenylethanediol and Cinnamic Acid: Useful Compounds for Single-Layer R, G, and B Cholesteric Color Filters

  摘要：

  This article describes the synthesis of derivatives of (R)-phenylethanediol and cinnamic acid. These molecules are photo-isomerizable and contain two acrylate groups that can form densely cross-linked cholesteric polymer films. The Z-isomers formed by irradiation of the E-isomeric cinnamic acid derivatives exhibit a much lower helical twisting power than that of the E-isomers. In this way, the reflection wavelength of cholesteric layers made with these molecules can be increased by irradiation. After polymerization, the cholesteric films are thermally stable and hence these molecules are suitable for use in cholesteric color filters that find application in liquid-crystalline displays.

  DOI：

  10.1080/15421400600700299
• 作为产物：
  描述：

  6-氯-1-己醇 在 2,6-二叔丁基-4-甲基苯酚 、 N,N-二甲基苯胺 、 potassium iodide 、 potassium hydroxide 作用下， 以 1,4-二氧六环 、 乙醇 、 水 为溶剂， 反应 72.17h， 生成 4-(6-acryloyloxyhexyloxy)cinnamic acid
  参考文献：
  名称：

  带有胆固醇基和偶氮苯结构单元的手性向列型侧链共聚物的光学性质

  摘要：

  合成了带有胆固醇和偶氮苯单元的热致性手性向列（N *）侧链共聚物（CP），以研究自由基聚合衍生的聚合物的手性，非手性和光致变色单体的丙烯酸酯的结构与性质之间的关系。氯取代对手性单体（M3 *）苯环的极性影响仅在单体水平上扩大了中间相转变温度，但未观察到对相应CP的介晶，光学或热致变色的显着影响。对使用差示扫描量热法和热台偏振显微镜制备的CP进行的检查显示，所有CP均显示出胆甾型向列相（N *），并增加CP中胆固醇单元的含量，在更宽的温度范围内仅显示N *相。在N * CPs的各向同性熔体冷却后，观察到从短波长到长波长变化的可见光的选择性反射。CP的光解表明CP1 - CP4经历可逆的光异构化，CP5和CP6经历不可逆的光异构化。异构化速率取决于类型（ NN ， CHCH ，和两者），并在CP的光致变色单元的内容。©2010 Wiley Periodicals，Inc. J Polym

  DOI：

  10.1002/pola.24490

文献信息

• Color Tunable Novel Amphotropic Liquid Crystalline Acrylate End-capped with a Cholesteryl Group
  作者：Feng-Min Hsieh、Hau Fang、Jui-Hsiang Liu

  DOI：10.1246/cl.2010.485

  日期：2010.5.5

  We report a novel, monomeric, lyotropic, cholesteric liquid crystal revealing selective reflection in the visible light region and having photochromic properties in the lyotropic liquid crystal phase. Monomer (+)-cholesteryl (6-acryloyloxyhexyloxy)-4-cinnamate was synthesized. Liquid crystal phases of M1 were identified using polarized optical microscopic and X-ray diffraction methods. Reflection light spectra were analyzed using an optical fiber system.

  我们报道了一种新型单体性溶致胆甾相液晶，该液晶在可见光区域显示出选择性反射，并在溶致液晶相中具有光致变色特性。合成了单体（+）-胆甾醇（6-丙烯酰氧己氧基）-4-肉桂酸酯。通过偏光光学显微镜和X射线衍射方法鉴定了M1的液晶相。利用光纤系统分析了反射光谱。
• POLYMERIZABLE COMPOUND, COMPOSITION, POLYMER, OPTICALLY ANISOTROPIC BODY, LIQUID CRYSTAL DISPLAY ELEMENT, AND ORGANIC EL DEVICE
  申请人：DIC Corporation

  公开号：US20170260150A1

  公开（公告）日：2017-09-14

  It is an object of the present invention to provide a polymerizable compound having a good liquid crystal property, a good alignment property, sufficient solubility in solvents, high preservation stability in a solution state, and high optical stability; a composition including the polymerizable compound; a polymer produced by polymerizing the polymerizable compound, such as a resin produced using the polymerizable compound; an optically anisotropic body including the polymer; and a liquid crystal display element and an organic EL device that include the optically anisotropic body. As a result of conducting intensive studies in order to achieve the above object, the compound represented by General Formula (I) is developed.

  本发明的目的是提供一种具有良好液晶性能、良好对准性能、在溶剂中具有足够溶解性、在溶液状态下具有高保持稳定性和高光学稳定性的可聚合化合物；包括该可聚合化合物的组合物；通过聚合该可聚合化合物而产生的聚合物，如使用该可聚合化合物生产的树脂；包括聚合物的光学各向异性体；以及包括光学各向异性体的液晶显示元件和有机EL器件。为了实现上述目标，进行了深入研究，开发了由一般式（I）表示的化合物。
• [EN] CHIRAL DOPANT WITH PHENYLETHANEDIOL FUNCTIONALITY<br/>[FR] DOPANT CHIRAL PRESENTANT UNE FONCTIONNALITE PHENYLETHANEDIOL
  申请人：KONINKL PHILIPS ELECTRONICS NV

  公开号：WO2004002935A1

  公开（公告）日：2004-01-08

  The invention pertains to a phenylethanediol derivative having at least one polymerizable group, characterized in that the phenylethanediol derivative further comprises at least one photo-convertible group for adjusting the helical twisting power of the phenylethanediol derivative. According to a preferred embodiment the phenylethanediol has the formulawherein A stands for a bond or a p-phenylene group; B and B' are independently (O)p-CoH2o-O-CO-CR'=CH2, o being 2-12, p being 0 or 1, and R' being H or CH3; P stands for a CH2 or a C=O group; Q and Q' are independently selected from H, C1-C3 alkyl, C1-C3 alkoxy, halogen, and CN;n is an integer from 1 to 3; andm is an integer from 0 to 2; and:wherein A stands for a bond or a p-phenylene group; B is (O)p-CoH2o-O-CO-CR'=CH2, o being 2-12, p is 1, and R' being H or CH3; P stands for a CH2 or a C=O group; Q is selected from H, C1-C3 alkyl, C1-C3 alkoxy, halogen, and CN; andm is an integer from 0 to 2.

  本发明涉及一种具有至少一个可聚合基团的苯乙二醇衍生物，其特征在于该苯乙二醇衍生物进一步包含至少一个光可转换基团，用于调节苯乙二醇衍生物的螺旋扭转功率。根据首选实施例，苯乙二醇的式子为其中A代表键或p-苯撑基；B和B'独立地为（O）p-CoH2o-O-CO-CR'=CH2，其中o为2-12，p为0或1，R'为H或CH3；P代表CH2或C=O基团；Q和Q'独立地选自H、C1-C3烷基、C1-C3烷氧基、卤素和CN；n为1至3的整数；m为0至2的整数；和：其中A代表键或p-苯撑基；B为（O）p-CoH2o-O-CO-CR'=CH2，其中o为2-12，p为1，R'为H或CH3；P代表CH2或C=O基团；Q选自H、C1-C3烷基、C1-C3烷氧基、卤素和CN；m为0至2的整数。
• [EN] PROCESS FOR THE PRODUCTION OF ACRYLIC ACID ESTERS CONTAINING CARBOXYL GROUPS<br/>[FR] PROCEDE DE PRODUCTION D'ESTERS D'ACIDE ACRYLIQUE CONTENANT DES GROUPES CARBOXYLE
  申请人：HUNTSMAN ADV MAT SWITZERLAND

  公开号：WO2005030696A1

  公开（公告）日：2005-04-07

  A process for the production of acrylic esters of general formula (11) by way of reacting a carboxyl group containing hydroxy compound of general formula (a) with acryloyl chloride (c) according to the following general scheme (C): ( II ) wherein A denotes a flexible spacer group, Y a divalent linking group and M a divalent hydrocarbon ring(s) and/or heterocyclic ring(s) containing group containing up to 30 carbon atoms, characterized in that the reaction is carried out a) in the presence of a solvent medium, whereby the solvent medium contains at least 30% per weight based on the total amount of the solvent medium of a solvent selected from the group of N,N-Dimethyl acetamide (DMAc), N­Methyl-pyrrolidon (NMP), N,N,N'N'-Tetramethyl urea (TMU) and N-Methylcaprolactam, b) in the absence of a base, and that c) the reaction temperature is kept between -10'C and +50'C; said process is especially suitable for obtaining products in high yield and purity in an industrial scale.

  一种制备通式（11）的丙烯酸酯的方法，通过将通式（a）的含羟基的羧基化合物与丙烯酰氯（c）按照以下通式（C）反应：（II）其中A表示柔性间隔基，Y表示双价连接基，M表示含有最多30个碳原子的双价碳氢环和/或杂环的基团，其特征在于反应在以下条件下进行：a）在溶剂介质中进行反应，其中所述溶剂介质中至少包含30％的重量的N,N-二甲基乙酰胺（DMAc）、N-甲基吡咯烷酮（NMP）、N,N,N'N'-四甲基脲（TMU）和N-甲基己内酰胺中选择的一种溶剂；b）在没有碱的情况下进行反应；c）反应温度保持在-10℃至+50℃之间。该方法特别适用于在工业规模下获得高产率和纯度的产品。
• Isosorbide derivatives
  申请人：——

  公开号：US20040232383A1

  公开（公告）日：2004-11-25

  The invention pertains to an isosorbide derivative having at least one polymerizable group, characterized in that the isosorbide derivative further comprises at least one photo-convertible group for adjusting the helical twisting power of the isosorbide derivative. According to a preferred embodiment the isosorbide has the formula 1 wherein A stands for a bond or a p-phenylene group; B and B′ are independently O—(CH 2 ) o O—CO—CR′═CH 2 , o being 2-12 and R′ being H or CH 3 ; P stands for a CH 2 or a C═O group; Q and Q′ are independently selected from H, C1-C3 alkyl, C1-C3 alkoxy, halogen, and CN; n is an integer from 1 to 3; and m is an integer from 0 to 2.

  本发明涉及一种具有至少一个可聚合基团的异山梨醇衍生物，其特征在于该异山梨醇衍生物进一步包含至少一个光转换基团，用于调节异山梨醇衍生物的螺旋扭曲功率。根据优选实施方式，异山梨醇的化学式为1，其中A代表键或p-苯撑基；B和B′独立地表示O—(CH2)oO—CO—CR′═CH2，其中o为2-12，R′为H或CH3；P表示CH2或C═O基团；Q和Q′独立地选择自H、C1-C3烷基、C1-C3烷氧基、卤素和CN；n为1-3的整数；m为0-2的整数。