2,7-二溴二苯并[b,d]呋喃 | 65489-80-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 中文名称: 2,7-二溴二苯并[b,d]呋喃
• 英文名称: 2,8-dibromodibenzofuran
• 英文别名: 2,7-dibromo-dibenzofuran；2,7-Dibrom-dibenzofuran；2,7-Dibromodibenzofuran
• CAS: 65489-80-7
• 化学式: C₁₂H₆Br₂O
• 分子量: 325.987
• InChiKey: VRGIPEHRKNLRIY-UHFFFAOYSA-N

物化性质

• 保留指数：
  2137

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  13.1
• 氢给体数：
  0
• 氢受体数：
  1

ADMET

代谢

在现有文献中没有找到关于二苯并呋喃在哺乳动物体内的代谢信息。细菌Sphingomonas、Brevibacterium、Terrabacter和Staphylococcus auricularis通过二苯并呋喃4,4a-二加氧酶将二苯并呋喃降解为2,2',3-三羟基联苯。

No information on the metabolism of dibenzofuran in mammalian organisms was found in the available literature. The bacteria Sphingomonas, Brevibacterium, Terrabacter, and Staphylococcus auricularis degrade dibenzofuran to 2,2',3-trihydroxybiphenyl via dibenzofuran 4,4a-dioxygenase. (L952)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 毒性总结

卤素代二苯并呋喃（PCDFs和PBDFs）与芳基烃受体（AhR）结合，增加了其在XRE（外源化合物响应元件）启动子区域激活转录的能力。具体来说，AhR与PCDF结合，将其转运到细胞核，并与芳烃核转运蛋白（ARNT）和外来化合物响应元件（XRE）一起增加CYP1A1和芳基烃羟化酶（CYP1B1）的表达。AhR信号还通过环氧合酶-2增加花生四烯酸转化为前列腺素，改变Wnt/β-连环蛋白信号，下调Sox9，并改变炎症细胞因子受体的信号传导。AhR信号还改变类固醇激素受体的蛋白体降解，改变细胞的UVB应激反应，并改变某些T细胞亚群的分化。由此产生的AhR介导的激活和改变导致体重减轻、癌症和胸腺萎缩（免疫和内分泌紊乱的特征），这是对PCDFs和相关有毒卤素代芳基烃的常见毒性反应。

Halogenated dibenzofurans (PCDFs and PBDFs) bind the aryl hydrocarbon receptor (AhR), which increases its ability to activate transcription in the XRE (xenobiotic resoponse element) promoter region. Specifically AhR binds to the PCDF, translocates it to the nucleus and together with hydrocarbon nuclear translocator (ARNT) and xenobiotic responsive element (XRE) increases the expression of CYP1A1 and aryl hydrocarbon hydroxylase (CYP1B1). AhR signaling also increseases conversion of arachidonic acid to prostanoids via cyclooxygenase-2, alters Wnt/beta-catenin signaling downregulating Sox9 and alters signaling by receptors for inflammatory cytokines. AhR signalling also alters proteasomal degradation of steroid hormone receptors, alters cellular UVB stress response and changes the differentiation of certain T-cell subsets. The resulting AhR mediated activation and alteration leads to body weight loss, cancer and thymic atrophy (characteristic of immune and endocrine disruption) which are common toxic responses to PCDFs and related toxic halogenated aryl hydrocarbons.

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 致癌物分类

无致癌性迹象（未被国际癌症研究机构IARC列名）。

No indication of carcinogenicity (not listed by IARC). (L135)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 健康影响

CDFs会导致呕吐和腹泻、贫血、更频繁的肺部感染、麻木以及对神经系统等其他影响，以及肝脏的轻微变化。然而，在摄入CDFs的人群中没有发现永久性的肝脏变化或明确的肝脏损伤。

CDFs cause vomiting and diarrhea, anemia, more frequent lung infections, numbness and other effects on the nervous system, and mild changes in the liver. However, there were no permanent liver changes or definite liver damage found in people who ingested CDFs. (L952)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 暴露途径

吸入 (L952) ; 皮肤 (L952) ; 口服 (L952)

Inhalation (L952) ; dermal (L952) ; oral (L952)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 症状

皮肤和眼部刺激，尤其是严重的痤疮、肤色变黑和带有分泌物的肿胀眼睑是CDF中毒最明显的健康影响。

Skin and eye irritations, especially severe acne, darkened skin color, and swollen eyelids with discharge are the most obvious health effects of the CDF poisoning. (L952)

来源:Toxin and Toxin Target Database (T3DB)

安全信息

• 海关编码：
  2932999099

反应信息

• 作为反应物：
  描述：

  2,7-二溴二苯并[b,d]呋喃 在 硝酸 、 溶剂黄146 作用下， 生成 2,7-dibromo-3-nitro-dibenzofuran
  参考文献：
  名称：

  联苯醚衍生物的研究。八。联苯醚的溴硝基衍生物

  摘要：

  为了证实直接由氧化联苯通过溴化得到的多溴化合物的组成，作者进行了以下实验： (1) 2,3,6-三硝基-和1,3-的形成验证,6,7- 和 2,3,6,7-四硝基-氧化亚苯，从 3,6-二硝基亚联苯氧化物和 2,3,6-三溴-和 1,3,6,7- 和 2 的形成，来自 3,6-二溴联苯醚的 3,6,7-四溴联苯醚。(2)从2-溴联苯醚溴化产物中分离2,7-二溴联苯醚，由3,6-二溴-1,8-二硝基联苯醚制备1,3,6,8,-四溴联苯醚。(3) 联苯醚及其溴化衍生物的特性和吸收光谱的比较研究。

  DOI：

  10.1246/bcsj.17.76
• 作为产物：
  描述：

  3-氨基二苯并呋喃 在 盐酸 、 溴 、 溶剂黄146 、 copper(I) bromide 、 sodium nitrite 作用下， 生成 2,7-二溴二苯并[b,d]呋喃
  参考文献：
  名称：

  266.二苯醚系列的研究。第五部分

  摘要：

  DOI：

  10.1039/jr9350001131

文献信息

• 一种芳胺化合物及其有机电致发光器件
  申请人：长春海谱润斯科技股份有限公司

  公开号：CN113429370A

  公开（公告）日：2021-09-24

  本发明涉及有机光电材料技术领域，具体涉及一种芳胺化合物及其有机电致发光器件。本发明提供的式(I)所述的芳胺化合物具有很好的热稳定性、成膜性和空穴传输能力，具有相对于其他功能层，特别是发光层更适当的HOMO和T1值，能够有效避免在发光层与空穴传输区域之间的界面发光，从而降低有机材料因界面发光而受热老化的速度，进而改善器件的驱动电压、发光效率及使用寿命。
• Process for producing polymer
  申请人：Ohuchi Kazuei

  公开号：US20090209715A1

  公开（公告）日：2009-08-20

  A process for producing a polymer, characterized by comprising the following step (A) and step (B). (A) A step in which a polymer having repeating units represented by the general formula (1): —Ar 1 — (wherein Ar 1 represents an arylene, divalent heterocyclic, or divalent aromatic amine group having at least one C—H bond on the aromatic ring) is used as a raw material and one or more of the C—H bond(s) on the aromatic ring are converted to thereby produce a polymer having repeating units which have one or more characteristic groups X and are represented by the general formula (2): (wherein X represents a characteristic group; Ar 2 represents an arylene group, heterocyclic group, or aromatic amine group which each has a valence of n+2 and in each of which n of the C—H bonds on the aromatic ring of Ar 1 have been converted into a C—X bond; and n is an integer of 1-4) (hereinafter, this polymer is referred to as polymer having the characteristic group (X)). (B) A step in which the polymer having the characteristic group (X) produced in the step (A) is reacted with a compound having a characteristic group (Y) which reacts with the characteristic group (X) to form a bond.

  一种制备聚合物的方法，其特征在于包括以下步骤（A）和步骤（B）。 （A）使用具有由通式（1）表示的重复单元的聚合物作为原料，并将芳香环上的一个或多个C-H键转化，从而产生具有一个或多个特征基团X的重复单元的聚合物，该聚合物由通式（2）表示：（其中X表示特征基团；Ar2表示具有n+2价的芳香族、杂环族或芳香胺基团，其中每个基团的Ar1芳香环上的n个C-H键已转化为C-X键；n是1-4的整数）（以下简称具有特征基团（X）的聚合物）。 （B）将在步骤（A）中生产的具有特征基团（X）的聚合物与具有与特征基团（X）反应形成键的特征基团（Y）的化合物反应。
• AROMATIC POLYMER
  申请人：Sumitomo Chemical Company, Limited

  公开号：EP1892256A1

  公开（公告）日：2008-02-27

  Disclosed is an aromatic polymer containing one or more repeating units represented by the following formula (1). (In the formula, Ar1 represents an arylene group having a fused ring structure or a divalent heterocyclic compound group having a π-conjugated system, and contains a group represented by the formula (2) below. This group is bonded to a carbon atom having a sp2 hybrid orbital which is contained in a ring of the ring structure of the arylene group having a fused ring structure or the divalent heterocyclic compound group having a π-conjugated system represented by Ar1. (In the formula (2), E1 represents a hydrogen atom, a halogen atom or a monovalent organic group; Ar2 represents a group having a divalen-t π-conjugated cyclic compound residue, and two Ar2's may be the same as or different from each other; X1 represents a divalent group selected from the group consisting of -NQ1-, -PQ2- and -BQ3-, and Q1-Q3 independently represent a substituent; Z represents a direct bond or a divalent linking group, and two Z's may be the same as or different from each other; mi' s respectively represent 0 or 1; and in case where two X1's exist, they may be the same as or different from each other.)

  本发明公开了一种芳香族聚合物，该聚合物含有一个或多个由下式(1)表示的重复单元。(式中，Ar1 代表具有融合环结构的芳烯基团或具有π-共轭体系的二价杂环化合物基团，并含有下式（2）所代表的基团。该基团与具有 sp2 杂化轨道的碳原子键合，该碳原子包含在具有融合环结构的芳烯基团或具有 Ar1 所代表的 π 共轭体系的二价杂环化合物基团的环结构中。(在式 (2) 中，E1 代表氢原子、卤素原子或一价有机基团；Ar2 代表具有二价π-共轭环状化合物残基的基团，两个 Ar2 可以相同或不同；X1代表选自-NQ1-、-PQ2-和-BQ3-组成的组的二价基团，Q1-Q3独立地代表取代基；Z代表直接键或二价连接基团，两个Z可以相同或不同；mi's分别代表0或1；如果存在两个X1，它们可以相同或不同。)
• PROCESS FOR PRODUCING POLYMER
  申请人：Sumitomo Chemical Company, Limited

  公开号：EP1892258A1

  公开（公告）日：2008-02-27

  A process for producing a polymer, characterized by comprising the following step (A) and step (B). (A) A step in which a polymer having repeating units represented by the general formula (1): -Ar1- (wherein Ar1 represents an arylene, divalent heterocyclic, or divalent aromatic amine group having at least one C-H bond on the aromatic ring) is used as a raw material and one or more of the C-H bond(s) on the aromatic ring are converted to thereby produce a polymer having repeating units which have one or more characteristic groups X and are represented by the general formula (2): (wherein X represents a characteristic group; Ar2 represents an arylene group, heterocyclic group, or aromatic amine group which each has a valence of n+2 and in each of which n of the C-H bonds on the aromatic ring of Ar1 have been converted into a C-X bond; and n is an integer of 1-4) (hereinafter, this polymer is referred to as polymer having the characteristic group (X)). (B) A step in which the polymer having the characteristic group (X) produced in the step (A) is reacted with a compound having a characteristic group (Y) which reacts with the characteristic group (X) to form a bond.

  一种生产聚合物的工艺，其特征在于包括以下步骤(A)和步骤(B)。(A) 具有通式（1）所代表的重复单元的聚合物的步骤：-Ar1-（其中 Ar1 代表芳环上至少有一个 C-H 键的芳烯、二价杂环或二价芳香胺基团）的聚合物作为原料，并将芳环上的一个或多个 C-H 键转化，从而生产出具有重复单元的聚合物，该重复单元具有一个或多个特征基团 X，并由通式（2）表示：(其中 X 代表特征基团；Ar2 代表芳烯基团、杂环基团或芳香胺基团，它们各自的化合价为 n+2，其中 Ar1 的芳香环上的 n 个 C-H 键已转化为 C-X 键；n 为 1-4 的整数）（以下称这种聚合物为具有特征基团 (X) 的聚合物）。(B) 将步骤(A)中生产的具有特征基团(X)的聚合物与具有特征基团(Y)的化合物反应，后者与特征基团(X)反应形成键。
• MATERIAL FOR ORGANIC ELECTROLUMINESCENCE ELEMENT, AND ORGANIC ELECTROLUMINESCENCE ELEMENT USING SAME
  申请人：Idemitsu Kosan Co., Ltd.

  公开号：EP2555271A1

  公开（公告）日：2013-02-06

  Provided is a material for an organic electroluminescence device, which further has a bulky carbazolyl group at each of the 3-position and 6-position of its central carbazole skeleton, and which has a dibenzofuran skeleton or a dibenzothiophene skeleton at the N atom of the central carbazole skeleton through a linking group as required. Also provided is an organic electroluminescence device, including one or more organic thin film layers including a light emitting layer between a cathode and an anode, in which at least one layer of the organic thin film layers contains the material for an organic electroluminescence device.

  本发明提供了一种用于有机电致发光器件的材料，该材料在其中心咔唑骨架的 3 位和 6 位上各进一步具有一个笨重的咔唑基，并且根据需要在中心咔唑骨架的 N 原子上通过连接基团具有二苯并呋喃骨架或二苯并噻吩骨架。还提供了一种有机电致发光器件，包括一个或多个有机薄膜层，其中包括阴极和阳极之间的发光层，在有机薄膜层中至少有一层含有有机电致发光器件的材料。