2-bromomethyl-1,4-bis(decyloxy)benzene | 181469-72-7

• 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: 2-bromomethyl-1,4-bis(decyloxy)benzene
• 英文别名: 2,5-didecyloxybenzyl bromide；2-(Bromomethyl)-1,4-didecoxybenzene
• CAS: 181469-72-7
• 化学式: C₂₇H₄₇BrO₂
• 分子量: 483.573
• InChiKey: FBFMHNHHHOJUNN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.4
• 重原子数：
  30
• 可旋转键数：
  21
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-bromomethyl-1,4-bis(decyloxy)benzene 在 偶氮二异丁腈 、 溴 作用下， 以 四氯化碳 、 二甲基亚砜 为溶剂， 反应 0.88h， 生成 2-bromo-5-(bromocyanomethyl)-1,4-bis(decyloxy)benzene
  参考文献：
  名称：

  二氰基取代的聚苯撑乙烯（DiCN–PPV）和氰基取代对光化学稳定性的影响

  摘要：

  已合成了双癸氧基取代的聚（苯二炔基亚乙烯基）DiCN–PPV。所述二氰基取代的碳酸亚乙烯单元在两个存在的反式与顺式（〜65：35），如通过确定构象1 H NMR分析，并且不能被转换为所有反式由于两种构象的热力学平衡的存在，相比于常规PPV中的亚乙烯基单元。异常高的顺式的含量使得该聚合物高度无定形，非常易溶于有机溶剂，并且在固态时具有很高的荧光性，估计的量子产率高达0.34，是其氯仿溶液的荧光性的四倍。新聚合物的LUMO和HOMO能通过循环伏安法测量。DiCN–PPV中的氰基使LUMO能量降低了0.79 eV，使该聚合物对强白光（> 20倍于太阳光）比聚（2,5-二癸氧基-1,4-）更稳定。亚苯基亚乙烯基），C 10 O–PPV，超过2个数量级。固态具有出色的光化学稳定性和高荧光量子产率，使DiCN–PPV成为室外荧光应用（如远程光学传感）的良好候选者。

  DOI：

  10.1021/ma400661f
• 作为产物：
  描述：

  甲基氢醌 在 N-溴代丁二酰亚胺(NBS) 、 四丁基碘化铵 、 potassium carbonate 、 过氧化苯甲酰 作用下， 以 四氯化碳 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 2-bromomethyl-1,4-bis(decyloxy)benzene
  参考文献：
  名称：

  Synthesis and liquid-crystalline properties of novel laterally connected twins: the influence of the connecting topology and the length of the rigid core

  摘要：

  含有2-氧代丙烯间隔基的侧向键合p-三联苯双晶已被合成。通过偏光显微镜、量热法和X射线散射研究了它们的液晶性质。中相稳定性强烈依赖于连接的拓扑结构。发现将介晶单元在刚性核的周边连接产生了具有最高清亮点温度和最宽向列相C（SC）范围的双晶。将连接单元移至刚性核的中间会降低它们的中相稳定性。X射线研究表明，当相同的介晶相连时，向列相层的厚度几乎与侧向连接基团的位置无关。此外，还制备了包含1,4-二取代苯环和联苯刚性核的双晶，发现它们展现出宽广的介晶范围。通过p-三联苯刚性核和2,5-二苯基-1,3,4-噻二唑棒状单元的侧向-末端连接，获得了另一种双晶。再次观察到连接位置的显著影响。

  DOI：

  10.1039/jm9960601297

文献信息

• Synthesis and thermotropic liquid crystalline properties of calamitic molecules with laterally attached hydrophilic groups: Y-shaped three-block molecules which can form smectic and columnar mesophases
  作者：Rene Plehnert、Jörg Andreas Schröter、Carsten Tschierske

  DOI：10.1039/a803043j

  日期：——

  The synthesis and the thermotropic liquid crystalline properties of calamitic mesogens (p-terphenyl derivatives, a biphenyl and a p-quintaphenyl derivative) with a laterally attached hydrophilic group (1,2-diol groups, primary and secondary amides, polyether chains, crown ether units, carbohydrate units, a hydrazide, a quaternary ammonium salt, a carboxylic acid and a sodium carboxylate) are reported. The compounds were investigated by means of polarizing microscopy and calorimetry. The influence of the type of the polar group, of the length of the rigid core and the position of the connection of the hydrophilic group with the rod-like rigid core have been investigated. Many of these amphiphilic molecules can form monolayer S A phases. If a sufficient amount of hydrogen bonding is available their mesophase stability can be higher than that of related compounds with other lateral substituents. Rectangular columnar mesophases can be found for compounds with rather large and flexible polar lateral substituents (polyether chains) fixed to the center of the rigid terphenyl unit. These columnar phases should represent ribbon phases resulting from the collapse of the smectic layers (modulated smectic phases). The proposed model is also related to that suggested for supermolecular structures of triblock copolymers. Thus, these molecules can be regarded as low molecular weight block compounds consisting of three different and incompatible molecular parts.

  报道了带有侧向亲水基团（如1,2-二醇基、初级和次级酰胺、聚醚链、冠醚单元、糖单位、肼、季铵盐、羧酸和钠盐）的柱状液晶 (p-三苯基衍生物、联苯和p-五苯基衍生物) 的合成及其热驱动液晶特性。通过偏振光显微镜和热量计对这些化合物进行了研究。探讨了极性基团的类型、刚性核心的长度以及亲水基团与杆状刚性核心连接位置的影响。这些两性分子中的许多可以形成单层 S_A 相。如果有足够的氢键相互作用，它们的介相稳定性可能高于其他侧向取代基的相关化合物。对于那些带有较大且灵活的极性侧向取代基（聚醚链）并固定在刚性三苯基单元中心的化合物，可以观察到矩形柱状介相。这些柱状相应代表了由层状相 collapse 所形成的带状相（调制层状相）。所提出的模型也与对三嵌段共聚物超分子结构的建议相关。因此，这些分子可以被视为由三部分不同且不相容的低分子量嵌段化合物。
• PROCESS FOR PRODUCING MICROFLUIDIC ARTICLES
  申请人：3M Innovative Properties Company

  公开号：EP1295180A2

  公开（公告）日：2003-03-26
• [EN] PROCESS FOR PRODUCING MICROFLUIDIC ARTICLES<br/>[FR] PROCEDES DE FABRICATION D'ARTICLES MICROFLUIDIQUES
  申请人：3M INNOVATIVE PROPERTIES CO

  公开号：WO2001096958A2

  公开（公告）日：2001-12-20

  A process for producing microfluidic articles comprises (a) preparing a photoreactive composition comprising (1) at least one reactive species that is a polymer or a polymer precursor and that is capable of undergoing an acid- or radical-initiated chemical reaction and (2) at least one multiphoton photoinitiator system; (b) exposing a portion of the composition to light sufficient to cause simultaneous absorption of at least two photons, thereby forming exposed and unexposed portions of the composition, and thereby inducing at least one acid- or radical-initiated chemical reaction in the exposed portion; and (c) removing either the exposed or the unexposed portion of the composition, so as to form a microfluidic article comprising a seamless polymer matrix that defines at least one inlet, at least one outlet, and a microfluid processing architecture that is capable of fluidic communication with the inlet and the outlet and that is otherwise fully enclosed within the polymer matrix.
• Synthesis and liquid-crystalline properties of novel laterally connected twins: the influence of the connecting topology and the length of the rigid core
  作者：Jens Andersen、Carsten Tschierske、Siegmar Diele、Dirk Lose

  DOI：10.1039/jm9960601297

  日期：——

  Laterally ligated p-terphenyl twins containing 2-oxapropylene spacers have been synthesized. Their liquid-crystalline properties were investigated by polarizing microscopy, calorirnetry and X-ray scattering. The mesophase stability depends strongly on the topology of connection. It was found that the connection of the mesogenic units at the peripheries of the rigid cores gave twins with the highest clearing temperatures and the broadest smectic C (SC) ranges. Shifting the connecting units to the middle of the rigid cores diminished their mesophase stability. The X-ray investigations indicated that the thickness of the smectic layer was nearly independent of the position of the lateral connecting group when the same mesogens were linked. Also, twins incorporating a 1,4-disubstituted phenyl ring and a biphenyl rigid core have been prepared and they were found to exhibit broad mesomorphic ranges. Another kind of twins was obtained by the lateral–terminal connection of a p-terphenyl rigid core and a 2,5-diphenyl-l,3,4-thiadiazole calamitic unit. Again, a remarkable influence of the connecting position was observed.

  含有2-氧代丙烯间隔基的侧向键合p-三联苯双晶已被合成。通过偏光显微镜、量热法和X射线散射研究了它们的液晶性质。中相稳定性强烈依赖于连接的拓扑结构。发现将介晶单元在刚性核的周边连接产生了具有最高清亮点温度和最宽向列相C（SC）范围的双晶。将连接单元移至刚性核的中间会降低它们的中相稳定性。X射线研究表明，当相同的介晶相连时，向列相层的厚度几乎与侧向连接基团的位置无关。此外，还制备了包含1,4-二取代苯环和联苯刚性核的双晶，发现它们展现出宽广的介晶范围。通过p-三联苯刚性核和2,5-二苯基-1,3,4-噻二唑棒状单元的侧向-末端连接，获得了另一种双晶。再次观察到连接位置的显著影响。
• Dicyano-Substituted Poly(phenylenevinylene) (DiCN–PPV) and the Effect of Cyano Substitution on Photochemical Stability
  作者：Jianyuan Sun、Logan P. Sanow、Sam-Shajing Sun、Cheng Zhang

  DOI：10.1021/ma400661f

  日期：2013.6.11

  decrease in LUMO energy by 0.79 eV, and makes the polymer more stable to intense white light (>20 times as strong as the sunlight) than poly(2,5-didecyloxy-1,4-phenylenevinylene), C10O–PPV, by more than 2 orders of magnitude. The excellent photochemical stability and high fluorescence quantum yield in the solid state make DiCN–PPV a good candidate for outdoor fluorescent applications such as remote

  已合成了双癸氧基取代的聚（苯二炔基亚乙烯基）DiCN–PPV。所述二氰基取代的碳酸亚乙烯单元在两个存在的反式与顺式（〜65：35），如通过确定构象1 H NMR分析，并且不能被转换为所有反式由于两种构象的热力学平衡的存在，相比于常规PPV中的亚乙烯基单元。异常高的顺式的含量使得该聚合物高度无定形，非常易溶于有机溶剂，并且在固态时具有很高的荧光性，估计的量子产率高达0.34，是其氯仿溶液的荧光性的四倍。新聚合物的LUMO和HOMO能通过循环伏安法测量。DiCN–PPV中的氰基使LUMO能量降低了0.79 eV，使该聚合物对强白光（> 20倍于太阳光）比聚（2,5-二癸氧基-1,4-）更稳定。亚苯基亚乙烯基），C 10 O–PPV，超过2个数量级。固态具有出色的光化学稳定性和高荧光量子产率，使DiCN–PPV成为室外荧光应用（如远程光学传感）的良好候选者。