2-decyl-6-methoxynaphthalene

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-decyl-6-methoxynaphthalene
• 英文别名: 2-Decyl-6-methoxynaphthalene
• 化学式: C₂₁H₃₀O
• 分子量: 298.469
• InChiKey: DDTPUVNEZUQFKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.3
• 重原子数：
  22
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-decyl-6-methoxynaphthalene 在 吡啶 、 正丁基锂 、 三溴化硼 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 55.0h， 生成 6-decyl-3-methylthio-2-naphthyl trifluoromethanesulfonate
  参考文献：
  名称：

  Dinaphtho [2,3- b：2'，3'- f ] thieno [3,2- b ]噻吩（DNTT）衍生物的一般合成

  摘要：

  描述了一种由容易获得的2-甲氧基萘直接合成二萘并[2,3- b：2'，3'- f ]噻吩并[3,2- b ]噻吩（DNTT）衍生物的方法。因此，新开发的DNTT衍生物在蒸汽处理的场效应晶体管中显示出非常高的场效应迁移率，最高可达8 cm 2 V –1 s –1。

  DOI：

  10.1021/ol2010837
• 作为产物：
  描述：

  2-萘甲醚 在 氢氧化钾 、 三氯化铝 、 一水合肼 作用下， 以 乙二醇 、 硝基苯 为溶剂， 生成 2-decyl-6-methoxynaphthalene
  参考文献：
  名称：

  Synthesis and Characterization of Liquid Crystalline Semiconducting Materials, Dialkyl-2-phenylnaphthalene Derivatives—Mesomorphic behavior and Charge carrier transport

  摘要：

  For establishment of high electronic charge carrier transport at ambient temperature, dialkyl derivatives of 2-phenylnaphthalene have been synthesized and characterized their liquid crystalline behaviors and photoelectrical properties. These materials exhibited smectic mesophases (Smectic A, B and E phases), at fairly low temperature range extended down below ambient temperature. Fast electronic transport of positive carriers was observed in SmE phase of 2-(4'-octylphenyl)-6-butylnaphthalene at 30degreesC, whose mobility was over 10(-2) cm(2)/Vs.

  DOI：

  10.1080/15421400490435251

文献信息

• High performance oxygen-bridged N-shaped semiconductors with a stabilized crystal phase and blue luminescence
  作者：Chikahiko Mitsui、Yuji Tanaka、Shota Tanaka、Masakazu Yamagishi、Katsumasa Nakahara、Masafumi Yano、Hiroyasu Sato、Akihito Yamano、Hiroyuki Matsui、Jun Takeya、Toshihiro Okamoto

  DOI：10.1039/c6ra00922k

  日期：——

  Here, we describe an oxygen-bridged N-shaped π-electron core, dinaphtho[2,3-d:2′,3′-d′]benzo[1,2-b:4,5-b′]difuran (DNBDF), as a new entity of organic semiconducting materials. Interestingly, by introduction of flexible alkyl chains at appropriate positions, DNBDF π-cores exhibit solution processability, a highly stabilized crystal phase, high mobility, and blue luminescence as a solid.

  在这里，我们描述了一个氧桥N型π电子核，dinaphtho [2,3- d：2'，3'- d ']苯并[1,2- b：4,5- b ']二呋喃（DNBDF），作为有机半导体材料的新实体。有趣的是，通过在合适的位置引入柔性烷基链，DNBDFπ-核表现出溶液的可加工性，高度稳定的晶相，高迁移率和蓝色发光，为固体。
• V-Shaped Organic Semiconductors With Solution Processability, High Mobility, and High Thermal Durability
  作者：Toshihiro Okamoto、Chikahiko Mitsui、Masakazu Yamagishi、Katsumasa Nakahara、Junshi Soeda、Yuri Hirose、Kazumoto Miwa、Hiroyasu Sato、Akihito Yamano、Takeshi Matsushita、Takafumi Uemura、Jun Takeya

  DOI：10.1002/adma.201302086

  日期：2013.11

  V‐shaped organic semiconductors have been designed and synthesized via a large‐scale applicable synthetic route. Solution‐crystallized films based on such molecules have demonstrated high‐performance transistor properties with maximum mobilities of up to 9.5 cm2 V−1 s−1 as well as pronounced thermal durability of up to 150 °C inherent in the V‐shaped cores.

  V形有机半导体已通过大规模适用的合成路线进行了设计和合成。基于这种分子的溶液结晶膜表现出高性能的晶体管特性，最大迁移率高达9.5 cm 2 V -1 s -1，V型芯固有的高达150°C的显着热耐久性。
• Furan fused V-shaped organic semiconducting materials with high emission and high mobility
  作者：Katsumasa Nakahara、Chikahiko Mitsui、Toshihiro Okamoto、Masakazu Yamagishi、Hiroyuki Matsui、Takanari Ueno、Yuji Tanaka、Masafumi Yano、Takeshi Matsushita、Junshi Soeda、Yuri Hirose、Hiroyasu Sato、Akihito Yamano、Jun Takeya

  DOI：10.1039/c3cc47577h

  日期：——

  We report a facile synthetic protocol for preparation of dinaphtho[2,3-b:2′,3′-d]furan (DNF–V) derivatives. DNF–V derivatives showed high emissive behaviour in solid. A solution-crystallized transistor based on alkylated DNF–V derivatives showed an excellent carrier mobility of up to 1.3 cm2 V−1 s−1, thereby proving to be a new solution-processable active organic semiconductor with high emission and high mobility.

  我们报告了一种制备二萘并[2,3-b:2′,3′-d]呋喃（DNF-V）衍生物的简便合成方法。DNF-V衍生物在固体中表现出高发射特性。基于烷基化DNF-V衍生物的溶液结晶晶体管表现出高达1.3 cm2 V-1 s-1的优异载流子迁移率，从而证明是一种新的可溶液加工的有源有机半导体，具有高发射和高迁移率。
• 칼코겐 함유 유기 화합물 및 그의 용도
  申请人：JNC CORPORATION 제이엔씨 주식회사(520110081135)

  公开号：KR20150126898A

  公开（公告）日：2015-11-13

  [과제] 합성이 용이하며, 열적・화학적 안정성이 우수하고, 반도체 특성(높은 캐리어 이동도)을 가지고, 또한 용매에 대한 높은 용해성을 가지는 유기 화합물을 제공한다. [해결 수단] 하기 식(1)으로 표시되는 화합물. [상기 식(1) 중, X는, 각각 독립적으로 산소, 유황 또는 셀렌이며; m은 0 또는 1이며; n은 0 또는 1이며; R〜R는, 각각 독립적으로 수소, 탄소수 1〜20의 알킬 등이며; 단, (i) m=0의 경우에는, 모든 R〜R가 동시에 수소인 것은 아니며; (ii) m=0, n=0일 때, 및 m=0, n의 한쪽이 0이고 다른 쪽이 1일 때, "양쪽의 X가 유황이며, 또한 모든 R가 동시에 동일한 원자 또는 기인 것"은 아니며; (iii) m=0, n=1일 때, 모든 R가 동시에 동일한 원자 또는 기인 것은 아니며, 또한 R 중 적어도 1개는 수소이다.]

  这是一种易于合成、具有优异的热化学稳定性、半导体特性（高载流子迁移率）以及对溶剂具有高溶解度的有机化合物。其解决方法是提供以下式（1）所示的化合物。[在上述式（1）中，X分别独立表示氧、硫或硒；m为0或1；n为0或1；R〜R分别独立表示氢、1〜20个碳原子的烷基等；但是，（i）当m=0时，不是所有R〜R同时为氢；（ii）当m=0，n=0时，以及m=0，n的一侧为0，另一侧为1时，“两侧的X均为硫，同时所有R均为相同的原子或基”不成立；（iii）当m=0，n=1时，不是所有R同时为相同的原子或基，且其中至少有1个为氢。]
• NOVEL CHALCOGEN-CONTAINING ORGANIC COMPOUND AND USE THEREOF
  申请人：JNC CORPORATION

  公开号：US20150014673A1

  公开（公告）日：2015-01-15

  [Problem] To provide an organic compound that is easy to synthesize, and has excellent chemical stability, semiconductor characteristics (high carrier mobility) and high solubility in a solvent. [Solution] A compound represented by formula (1) or formula (2): wherein, in formula (1), X is oxygen, sulfur or selenium; n is 0 or 1; R 1 to R 3 are hydrogen, fluorine, alkyl having 1 to 20 carbons, aryl, pyridyl, furyl, thienyl, thiazolyl or the like. However, except for a case where X is selenium, a case where all of R 1 to R 3 are simultaneously hydrogen is excluded, and a case where X is sulfur and all of R 1 are simultaneously butyl is also excluded. In formula (2), X is oxygen, sulfur or selenium; n is 0 or 1; R 1 to R 2 are hydrogen, alkyl having 1 to 20 carbons, aryl, pyridyl, furyl, thienyl, thiazolyl or the like; however, a case where all of R 1 to R 2 are simultaneously hydrogen is excluded.

  [问题] 提供一个易于合成，具有优异的化学稳定性，半导体特性（高载流子迁移率）和在溶剂中高溶解度的有机化合物。 [解决方案] 化合物的公式表示为(1)或(2)： 其中，在公式(1)中，X为氧，硫或硒；n为0或1；R1至R3为氢，氟，具有1至20个碳原子的烷基，芳基，吡啶基，呋喃基，噻吩基，噻唑基或类似物。但是，除了X为硒的情况外，同时R1至R3都为氢的情况被排除在外，X为硫且所有R1都为丁基的情况也被排除在外。在公式(2)中，X为氧，硫或硒；n为0或1；R1至R2为氢，具有1至20个碳原子的烷基，芳基，吡啶基，呋喃基，噻吩基，噻唑基或类似物；但是，同时所有R1至R2都为氢的情况被排除在外。