3,7-dibromo-2,8-dioctyloxydibenzothiophene | 599212-67-6

• 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: 3,7-dibromo-2,8-dioctyloxydibenzothiophene
• 英文别名: 3,7-dibromo-2,8-bis(octyloxy)dibenzothiophene；3,7-Dibromo-2,8-dioctoxydibenzothiophene
• CAS: 599212-67-6
• 化学式: C₂₈H₃₈Br₂O₂S
• 分子量: 598.483
• InChiKey: MJHXBIKPCCIAKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.4
• 重原子数：
  33
• 可旋转键数：
  16
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  46.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,7-dibromo-2,8-dioctyloxydibenzothiophene 在 N-溴代丁二酰亚胺(NBS) 、 四(三苯基膦)钯 、 四丁基溴化铵 、 potassium carbonate 、 溶剂黄146 作用下， 以 氯仿 、 水 、 甲苯 为溶剂， 反应 96.0h， 生成 3,7-Bis(5-bromothiophen-2-yl)-2,8-dioctoxydibenzothiophene
  参考文献：
  名称：

  Dibenzothiophene-Based Planar Conjugated Polymers for High Efficiency Polymer Solar Cells

  摘要：

  Three D-A alternating copolymers P1-3 with 3,7-linked 2,8-bis(alkoxy)dibenzothiophene as the donor unit and benzothiadiazole (P1 and P2) or 3,4-bis(octyloxy)benzothiadiazole (P3) as the acceptor unit have been designed and synthesized. P1-3 show two broad absorption peaks in the visible region, and the internal charge transfer (ICT) absorptions at about 530 nm in solutions and 560 nm in films of P3 are much stronger than that of P1 and P2. All the polymers show narrow band gaps below 2.0 eV and the low-lying HOMO energy levels of approximately -5.30 eV. The hole mobilities of polymer films spin-cast from 1,2-dichlorobenzene (DCB) solutions are 3.0 X 10(-4), 2.7 X 10(-4), and 2.3 X 10(-3) cm(2) V-1 s(-1) for P1, P2, and P3, respectively. Under simulated solar illumination of AM 1.5G (100 mW/cm(2)), a PCE of 4.48% with a V-oc of 0.83 V, a J(sc) of 9.30 mA/cm(2), and an FF of 0.58 has been achieved for PSCs with the P3:PC71BM blend (1:3, by weight) as the active layer in simply processed devices, whereas after the optimization, PCEs of only 1.02% and 1.71% have been obtained for P1- and P2-based devices, respectively. This is the first report on dibenzothiophene-based conjugated polymers used for high efficiency polymer solar cells, demonstrating that photovoltaic performance can be improved by fine-tuning the conjugated polymer structure.

  DOI：

  10.1021/ma301622g
• 作为产物：
  描述：

  2,8-dihydroxydibenzothiophene 在 lithium aluminium tetrahydride 、 双氧水 、 溴 、 potassium carbonate 、 溶剂黄146 作用下， 以 乙醚 、 氯仿 为溶剂， 反应 29.67h， 生成 3,7-dibromo-2,8-dioctyloxydibenzothiophene
  参考文献：
  名称：

  金属大环化合物的液晶取向的金属离子诱导开关

  摘要：

  基于动态共价化学合成了一系列新的形状持久的亚胺桥大环化合物。大环具有二苯并噻吩和N，N'的交替序列-双（水杨基）-乙二胺（salen）束缚支链烷基链。带有长链和支链烷基链的大环和四核金属大环在宽温度范围内均表现出热致柱状液晶相，而金属大环很大程度上取决于配位金属离子的特性。无金属的大环化合物显示出具有层状结构且双折射差的液晶相。与之形成鲜明对比的是，大环镍配合物显示出柱状倾斜液晶相，而钯和铜配合物显示出具有层状结构的柱状液晶相。

  DOI：

  10.1002/chem.201601941

文献信息

• Organic electroluminescence device
  申请人：Uetani Yasunori

  公开号：US20090015139A1

  公开（公告）日：2009-01-15

  An organic electroluminescence device wherein a light emitting layer exists between electrodes composed of an anode and a cathode, a layer (L) containing a polymer compound exists between the light emitting layer and the anode and the polymer compound contains a repeating unit of the following formula (1): (wherein, Ar 1 , Ar 2 , Ar 3 and Ar 4 represent each independently an arylene group or divalent heterocyclic group. E 1 , E 2 and E 3 represent each independently the following aryl group (A) or heterocyclic group (B). a and b represent each independently 0 or 1, and 0≦a+b≦1. Aryl group (A): aryl group having three or more substituents selected from alkyl groups, alkoxy groups and the like, Heterocyclic group (B): monovalent heterocyclic group having one or more substituents selected from alkyl groups, alkoxy groups and the like and in which the sum of the number of the substituents and the number of hetero atoms of the heterocycle is 3 or more.).

  一种有机电致发光器件，其包含一个发光层，该发光层位于由阳极和阴极组成的电极之间。在发光层和阳极之间存在一个含有聚合物化合物的层（L），该聚合物化合物包含以下式（1）的重复单元：（其中，Ar1，Ar2，Ar3和Ar4分别独立地表示芳基基团或二价杂环基团。E1，E2和E3分别独立地表示以下芳基基团（A）或杂环基团（B）。a和b分别独立地表示0或1，且0≦a+b≦1。芳基基团（A）：具有三个或更多取代基（例如烷基、烷氧基等）的芳基基团，杂环基团（B）：具有一个或多个取代基（例如烷基、烷氧基等）的一价杂环基团，且杂环的取代基数和杂原子数之和为3或更多）。
• POLYMER FILM AND POLYMER FILM DEVICE USING THE SAME
  申请人：Ueda Masato

  公开号：US20080265246A1

  公开（公告）日：2008-10-30

  The present invention relates to a polymer film comprising a polymer having liquid crystallinity, having a number-average molecular weight in terms of polystyrene of 10 3 to 10 8 and having an electron mobility or hole mobility of 10 −5 cm 2 /Vs or more, and having a film thickness in the range from 1 nm to 100 μm. This polymer film can be used for various polymer film devices such as an organic transistor, organic solar battery, optical sensor, electrophotographic photoreceptor, spatial light modulator, photorefractive device and the like.

  本发明涉及一种聚合物薄膜，包括具有液晶性的聚合物，其在聚苯乙烯方面的数量平均分子量为103至108，并具有电子迁移率或空穴迁移率为10-5cm2/Vs或更高，并具有1nm至100μm范围内的膜厚。该聚合物薄膜可用于各种聚合物薄膜器件，如有机晶体管、有机太阳能电池、光学传感器、电子照相感光鼓、空间光调制器、光折变器件等。
• POLYMER COMPOUND AND POLYMER LIGHT-EMITTING DEVICE USING THE SAME
  申请人：KITANO Makoto

  公开号：US20100133997A1

  公开（公告）日：2010-06-03

  A polymer compound comprising at least one repeating unit selected from the group of repeating units shown by formula (1) or formula (2), wherein Ar 1 to Ar 4 represent an arylene group etc.; E 1 , E 2 , and E 3 represent an aryl group (A) having three or more substituents, or a heterocyclic group (B) having one or more substituents, and the total number of substituents and hetero atoms of the heterocyclic ring is three or more; a and b represent 0 or 1, and 0<=a+b<=1, wherein Ar 5 to Ar 10 and Ar 11 represent an arylene group etc.; E 4 to E 9 represent an aryl group or a monovalent heterocyclic group; l, m and n represent 0 to 2; o and p represent 0 or 1, and l+m+n+o+p is 2 or more.

  一种聚合物化合物，包括至少一种由公式（1）或公式（2）所示的重复单元组成的重复单元组，其中Ar1至Ar4代表芳基烃基等；E1、E2和E3代表具有三个或更多取代基的芳基基团（A）或具有一个或多个取代基的杂环基团（B），所述杂环环的取代基和杂原子的总数为三个或更多；a和b分别表示0或1，且0<=a+b<=1，其中Ar5至Ar10和Ar11代表芳基烃基等；E4至E9代表芳基基团或一价杂环基团；l、m和n分别表示0到2；o和p分别表示0或1，且l+m+n+o+p为2或更多。
• COPOLYMER AND POLYMER LIGHT EMITTING DEVICE USING THE SAME
  申请人：Suzuki Tomoyuki

  公开号：US20100176376A1

  公开（公告）日：2010-07-15

  A copolymer comprising a repeating unit of the following formula (1) and a repeating unit of the following formula (2): (wherein, a ring A and ring B represent each independently an aromatic ring optionally having a substituent. X is —O—, —S—, —S(═O)—, —S(═O) 2 —, —Si(R 1 ) 2 —Si(R 1 ) 2 —, —Si(R 1 ) 2 —, —, —B(R 1 )—, —P(R 1 )—, —P(═O)(R 1 )—, —O—C(R 1 ) 2 — or —N═C(R 1 )—, and R 1 represents a substituent. When there are two or more R 1 s in the same formula, they may be the same or different.) (wherein, Y is —O—, —S— or —C(═O)—. Ar 1 represents an aryl group optionally having a substituent or a monovalent heterocyclic group optionally having a substituent, and there is no substituent connected to atoms of the ring of Ar 1 , the atoms being adjacent an atom of Ar 1 connected to a nitrogen atom in the formula. R 3 represents a substituent, and n represents an integer of from 0 to 3. When there are two or more R 2 s in the formula, they may be the same or different.).

  一种共聚物，包含如下式(1)的重复单元和如下式(2)的重复单元：（其中，环A和环B各自独立地表示具有取代基的芳香环。X是-O-、-S-、-S（═O）-、-S（═O）2-、-Si（R1）2-Si（R1）2-、-Si（R1）2-、-、-B（R1）-、-P（R1）-、-P（═O）（R1）-、-O-C（R1）2-或-N═C（R1）-，R1表示一个取代基。当在同一式中有两个或更多的R1时，它们可以相同或不同。）（其中，Y是-O-、-S-或-C（═O）-。Ar1表示一个具有取代基的芳基团或一个具有取代基的单价杂环基团，并且没有取代基连接到Ar1的环上的原子，这些原子相邻于公式中连接到氮原子的Ar1的原子。R3表示一个取代基，n表示从0到3的整数。当在公式中有两个或更多的R2时，它们可以相同或不同。）
• POLYMER LIGHT-EMITTING DEVICE, POLYMER COMPOUND, COMPOSITION, LIQUID COMPOSITION, AND CONDUCTIVE THIN FILM
  申请人：Sumitomo Chemical Company, Limited

  公开号：EP2110399A1

  公开（公告）日：2009-10-21

  Disclosed is a polymer light-emitting device having a light-emitting layer arranged between an anode and a cathode, and a hole transport layer arranged between the light-emitting layer and the anode. This polymer light-emitting device is characterized in that the hole transport layer is a layer containing a polymer compound which contains a repeating unit represented by the general formula (I) below, a repeating unit represented by the general formula (II) below and a repeating unit represented by the general formula (III) below. (In the formula (I), R1, R2, R3 and R4 may be the same or different and respectively represent a hydrogen atom or the like; R5, R6, R7 and R8 may be the same or different and respectively represent an alkyl group or the like; and a, b, c and d may be the same or different and respectively represent an integer of 0-3. When a plurality of R5's, R6's, R7's and R8's are present, they may be the same as or different from one another.)         -Ar1-     (II) (In the formula (II), Ar1 represents a divalent aromatic amine.)         -Ar2-     (III) (In the formula (III), Ar2 represents an arylene group or a divalent heterocyclic group.)

  本发明公开了一种聚合物发光器件，该器件具有一个位于阳极和阴极之间的发光层，以及一个位于发光层和阳极之间的空穴传输层。这种聚合物发光器件的特征在于，空穴传输层是一层含有聚合物化合物的层，该聚合物化合物含有以下通式(I)表示的重复单元、以下通式(II)表示的重复单元和以下通式(III)表示的重复单元。 (在式（I）中，R1、R2、R3 和 R4 可以相同或不同，并分别代表氢原子或类似物；R5、R6、R7 和 R8 可以相同或不同，并分别代表烷基或类似物；a、b、c 和 d 可以相同或不同，并分别代表 0-3 的整数。当存在多个 R5、R6、R7 和 R8 时，它们可以彼此相同或不同）。 -AR1- (II) (在式（II）中，Ar1 代表二价芳香胺）。 -Ar2-（III） 式（III）中，Ar2 代表芳烯基团或二价杂环基团）。