3,5-bis[2-(4-{2-ethylhexyloxy}phenyl)acetylen-1-yl]benzaldehyde | 452928-43-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 3,5-bis[2-(4-{2-ethylhexyloxy}phenyl)acetylen-1-yl]benzaldehyde
• 英文别名: 3,5-Bis[4-(2-ethylhexyloxy)phenylethynyl]benzaldehyde；3,5-bis[2-[4-(2-ethylhexoxy)phenyl]ethynyl]benzaldehyde
• CAS: 452928-43-7
• 化学式: C₃₉H₄₆O₃
• 分子量: 562.792
• InChiKey: OAQVDDQBAQONBV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.6
• 重原子数：
  42
• 可旋转键数：
  19
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  四溴化碳 、 3,5-bis[2-(4-{2-ethylhexyloxy}phenyl)acetylen-1-yl]benzaldehyde 在 三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以94%的产率得到1-[3,5-bis(2-{4-[2-ethylhexyloxy]phenyl}acetylen-1-yl)phenyl]-2,2-dibromovinylene
  参考文献：
  名称：

  The development of phenylethylene dendrons for blue phosphorescent emitters

  摘要：

  基于1,2-二苯乙烯的新高三重态能量树状聚合物，分别添加和不添加2-乙基己氧基表面基团，已被开发用于深蓝色磷光铱(III)树状聚合物。这些以fac-tris[1-甲基-5-(4-氟)苯基-3-n-丙基-1H-[1,2,4]三唑基]铱(III)为核心的树状聚合物，具有第一代1,2-二苯乙烯树枝在配体三唑基和苯环上，采用Sonogashira交叉偶联和钯催化氢化作为关键合成步骤，获得了优异的产率。这两种树状聚合物虽然展现了良好的热稳定性，但由于树枝的柔性特性，使材料具有较低的玻璃转变温度。树状聚合物15（不带表面基团）发出了良好的蓝色磷光，溶液光致发光量子产率（PLQY）为46%，国际照明委员会（CIE）坐标为(0.15, 0.14)，光致发光峰值分别位于441 nm和468 nm。其溶液PLQY比母体铱(III)复合物高出50%，表明二苯乙烯树状聚合物的高三重态能量并未抑制铱(III)复合物核心的发光。树状聚合物34（带有表面基团）在薄膜中的PLQY为49%，CIE坐标为(0.16, 0.19)，光致发光峰值位于441 nm和469 nm。

  DOI：

  10.1039/b820235d
• 作为产物：
  描述：

  1-((2-ethylhexyl)oxy)-4-ethynylbenzene 、 3,5-二溴苯甲醛 在 copper(l) iodide 、 四(三苯基膦)钯 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 61.0h， 以88%的产率得到3,5-bis[2-(4-{2-ethylhexyloxy}phenyl)acetylen-1-yl]benzaldehyde
  参考文献：
  名称：

  The development of phenylethylene dendrons for blue phosphorescent emitters

  摘要：

  基于1,2-二苯乙烯的新高三重态能量树状聚合物，分别添加和不添加2-乙基己氧基表面基团，已被开发用于深蓝色磷光铱(III)树状聚合物。这些以fac-tris[1-甲基-5-(4-氟)苯基-3-n-丙基-1H-[1,2,4]三唑基]铱(III)为核心的树状聚合物，具有第一代1,2-二苯乙烯树枝在配体三唑基和苯环上，采用Sonogashira交叉偶联和钯催化氢化作为关键合成步骤，获得了优异的产率。这两种树状聚合物虽然展现了良好的热稳定性，但由于树枝的柔性特性，使材料具有较低的玻璃转变温度。树状聚合物15（不带表面基团）发出了良好的蓝色磷光，溶液光致发光量子产率（PLQY）为46%，国际照明委员会（CIE）坐标为(0.15, 0.14)，光致发光峰值分别位于441 nm和468 nm。其溶液PLQY比母体铱(III)复合物高出50%，表明二苯乙烯树状聚合物的高三重态能量并未抑制铱(III)复合物核心的发光。树状聚合物34（带有表面基团）在薄膜中的PLQY为49%，CIE坐标为(0.16, 0.19)，光致发光峰值位于441 nm和469 nm。

  DOI：

  10.1039/b820235d

文献信息

• Asymmetric dendrimers
  申请人：——

  公开号：US20040110029A1

  公开（公告）日：2004-06-10

  Asymmetric dendrimers are disclosed. These are of two types (a) one which comprises a light emitting dendrimer having the formula: CORE-[DENDRITE 1 ] n [DENDRITE 2 ] m in which CORE represents an atom or group, n and m, which may be the same or different, each represent an integer of at least 1, each DENDRITE 1 , which may be the same or different when n is greater than 1, and each DENDRITE 1 , which may be the same or different when m is greater than 1, represent dendritic structures, at least one of said structures being fully conjugated and comprising aryl and/or heteroaryl groups and, optionally, vinyl and/or acetylenyl groups connected via sp 2 or sp hybridized carbon atoms of said ((hetero)aryl, vinyl and acetylenyl groups, and at least one branching point and/or link between the branching points in DENDRITE 1 being different from those in DENDRITE 2 , CORE terminating in the single bond which is connected to a sp 2 hybridized (ring) carbon atom of the first (hetero)aryl group to which more than one conjugated dendritic branch is attached, said ring carbon atom forming part of said fully conjugated DENDRITE 1 or DENDRITE 2 and CORE terminating at the single bond to the first branching point for the other of said DENDRITE 1 or DENDRITE 2 , at least one of the CORE, DENDRITE 1 and DENDRITE 2 being luminescent and (b) one which comprises a light emitting dendrimer having the formula: CORE-[DENDRITE] n in which CORE represents an atom or group, n represents an integer of at least 1, each DENDRITE, which may be the same or different, represents an inherently at least partially conjugated dendritic structure which comprises aryl and/or heteroaryl and, optionally, vinyl and/or acetylenyl groups, connected via sp 2 or sp hybridized carbon atoms of said (hetero)aryl, vinyl and acetylenyl groups, and wherein the links between at least one pair of adjacent branching points in said DENDRITE are different such that if two links are to be regarded as different then one said link must comprise at least one aryl, heteroaryl, vinyl or acetylenyl group which is not present in the other of said two links, CORE terminating in the single bond which is connected to a sp 2 hybridized (ring) carbon atom of the first (hetero)aryl group to which more than one dendritic branch is attached, said ring carbon atom forming part of said DENDRITE, the CORE and/or DENDRITE being luminescent.

  本发明涉及非对称树状分子，包括两种类型：(a) 一种包括具有以下公式的发光树状分子：CORE-［DENDRITE1］n［DENDRITE2］m，其中CORE代表原子或基团，n和m分别表示至少为1的整数，且可以相同或不同，每个DENDRITE1表示树状结构，当n大于1时可以相同或不同，每个DENDRITE2表示树状结构，当m大于1时可以相同或不同，至少其中一个结构是完全共轭的，包括芳基和/或杂芳基和（或）乙烯基和/或乙炔基，通过所述((杂)芳基，乙烯基和乙炔基的sp2或sp杂化碳原子连接，并且DENDRITE1中至少有一个分支点和/或链接与DENDRITE2中的不同，CORE在连接到第一个连接了多个共轭树状分支的第一个(杂)芳基的sp2杂化(环)碳原子处终止，该环碳原子是完全共轭的DENDRITE1或DENDRITE2的一部分，并且CORE在连接到另一个DENDRITE1或DENDRITE2的第一个分支点的单键处终止，其中CORE、DENDRITE1和DENDRITE2中至少有一个是发光的；(b) 一种包括具有以下公式的发光树状分子：CORE-［DENDRITE］n，其中CORE代表原子或基团，n表示至少为1的整数，每个DENDRITE表示固有的至少部分共轭的树状结构，包括芳基和/或杂芳基和（或）乙烯基和/或乙炔基，通过所述(杂)芳基、乙烯基和乙炔基的sp2或sp杂化碳原子连接，并且所述DENDRITE中至少有一对相邻分支点之间的链接不同，因此如果要将两个链接视为不同，则其中一个链接必须包括另一个链接中不存在的至少一个芳基、杂芳基、乙烯基或乙炔基，CORE在连接到第一个连接了多个树状分支的第一个(杂)芳基的sp2杂化(环)碳原子处终止，该环碳原子是DENDRITE的一部分，CORE和/或DENDRITE是发光的。
• ASYMMETRIC DENDRIMERS
  申请人：Burn Paul Leslie

  公开号：US20090326238A1

  公开（公告）日：2009-12-31

  Asymmetric light-emitting dendrimers having the formulae: (a) CORE-[DENDRITE1]n[DENDRITE2]m and (b) CORE-[DENDRITE]n are disclosed.

  揭示了具有以下公式的非对称发光树状分子：(a) CORE-[DENDRITE1]n[DENDRITE2]m和(b) CORE-[DENDRITE]n。
• US7537842B2
  申请人：——

  公开号：US7537842B2

  公开（公告）日：2009-05-26
• US7960557B2
  申请人：——

  公开号：US7960557B2

  公开（公告）日：2011-06-14
• [EN] ASYMMETRIC DENDRIMERS<br/>[FR] DENDRIMERES ASYMETRIQUES
  申请人：ISIS INNOVATION

  公开号：WO2002066575A1

  公开（公告）日：2002-08-29

  Asymmetric dendrimers are disclosed. These are of two types (a) one which comprises a light emitting dendrimer having the formula: CORE-[DENDRITE1]n[DENDRITE2]m in which CORE represents an atom or group, n and m, which may be the same or different, each represent an integer of at least 1, each DENDRITE1, which may be the same or different when n is greater than 1, and each DENDRITE1, which may be the same or different when m is greater than 1, represent dendritic structures, at least one of said structures being fully conjugated and comprising aryl and/or heteroaryl groups and, optionally, vinyl and/or acetylenyl groups connected via sp2 or sp hybridized carbon atoms of said ((hetero)aryl, vinyl and acetylenyl groups, and at least one branching point and/or link between the branching points in DENDRITE1 being different from those in DENDRITE2, CORE terminating in the single bond which is connected to a sp2 hybridized (ring) carbon atom of the first (hetero)aryl group to which more than one conjugated dendritic branch is attached, said ring carbon atom forming part of said fully conjugated DENDRITE1 or DENDRITE2 and CORE terminating at the single bond to the first branching point for the other of said DENDRITE1 or DENDRITE2, at least one of the CORE, DENDRITE1 and DENDRITE2 being luminescent and (b) one which comprises a light emitting dendrimer having the formula: CORE-[DENDRITE]¿n? in which CORE represents an atom or group, n represents an integer of at least 1, each DENDRITE, which may be the same or different, represents an inherently at least partially conjugated dendritic structure which comprises aryl and/or heteroaryl and, optionally, vinyl and/or acetylenyl groups, connected via sp?2¿ or sp hybridized carbon atoms of said (hetero)aryl, vinyl and acetylenyl groups, and wherein the links between at least one pair of adjacent branching points in said DENDRITE are different such that if two links are to be regarded as different then one said link must comprise at least one aryl, heteroaryl, vinyl or acetylenyl group which is not present in the other of said two links, CORE terminating in the single bond which is connected to a sp2 hybridized (ring) carbon atom of the first (hetero)aryl group to which more than one dendritic branch is attached, said ring carbon atom forming part of said DENDRITE, the CORE and/or DENDRITE being luminescent.