3,6-二碘代-N-苯基咔唑 | 57103-21-6

• 物质功能分类: 有机原料 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 中文名称: 3,6-二碘代-N-苯基咔唑
• 中文别名: 3,6-二碘-9-苯基咔唑；3,6-二碘-9-苯基-9H-咔唑
• 英文名称: 3,6-diiodo-9-phenyl-9H-carbazole
• 英文别名: 3,6-diiodo-N-phenyl-carbazole；3,6-diiodo-9-phenylcarbazole；3,6-diiodo-N-phenylcarbazole；N-phenyl-3,6-diiodinecarbazole；3,6-diiodo-9-phenyl-carbazole；N-phenyl-3,6-diiodocarbazole
• CAS: 57103-21-6
• 化学式: C₁₈H₁₁I₂N
• 分子量: 495.101
• InChiKey: AWGAUYXFWGUFNE-UHFFFAOYSA-N

物化性质

• 熔点：
  181.0 to 185.0 °C
• 沸点：
  540.8±43.0 °C(Predicted)
• 密度：
  1.94±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)
• 溶解度：
  略溶。在二氯甲烷中

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

SDS

3,6-Diiodo-9-phenylcarbazole
SAFETY DATA SHEET

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Section 1. IDENTIFICATION
Product name: 3,6-Diiodo-9-phenylcarbazole
5.3

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Section 2. HAZARDS IDENTIFICATION
GHS classification
PHYSICAL HAZARDS Not classified
HEALTH HAZARDS
Skin corrosion/irritation Category 2
Category 2A
Serious eye damage/eye irritation
ENVIRONMENTAL HAZARDS Not classified
GHS label elements, including precautionary statements
Pictograms or hazard symbols
Signal word Warning
Hazard statements Causes skin irritation
Causes serious eye irritation
Precautionary statements:
Wash hands thoroughly after handling.
[Prevention]
Wear protective gloves/eye protection/face protection.
IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses,
[Response]
if present and easy to do. Continue rinsing.
If eye irritation persists: Get medical advice/attention.
IF ON SKIN: Gently wash with plenty of soap and water.
If skin irritation occurs: Get medical advice/attention.
Take off contaminated clothing and wash before reuse.

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Section 3. COMPOSITION/INFORMATION ON INGREDIENTS
Substance/mixture: Substance
Components: 3,6-Diiodo-9-phenylcarbazole
Percent: >98.0%(GC)
CAS Number: 57103-21-6
Chemical Formula: C18H11I2N

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Section 4. FIRST AID MEASURES
Inhalation: Remove victim to fresh air and keep at rest in a position comfortable for breathing.
Get medical advice/attention if you feel unwell.
3,6-Diiodo-9-phenylcarbazole

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Section 4. FIRST AID MEASURES
Skin contact: Remove/Take off immediately all contaminated clothing. Gently wash with plenty of
soap and water. If skin irritation or rash occurs: Get medical advice/attention.
Eye contact: Rinse cautiously with water for several minutes. Remove contact lenses, if present
and easy to do. Continue rinsing. If eye irritation persists: Get medical
advice/attention.
Ingestion: Get medical advice/attention if you feel unwell. Rinse mouth.
A rescuer should wear personal protective equipment, such as rubber gloves and air-
Protection of first-aiders:
tight goggles.

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Section 5. FIRE-FIGHTING MEASURES
Suitable extinguishing Dry chemical, foam, water spray, carbon dioxide.
media:
Specific hazards arising Take care as it may decompose upon combustion or in high temperatures to
from the chemical: generate poisonous fume.
Precautions for firefighters: Fire-extinguishing work is done from the windward and the suitable fire-extinguishing
method according to the surrounding situation is used. Uninvolved persons should
evacuate to a safe place. In case of fire in the surroundings: Remove movable
containers if safe to do so.
Special protective When extinguishing fire, be sure to wear personal protective equipment.
equipment for firefighters:

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Section 6. ACCIDENTAL RELEASE MEASURES
Personal precautions, Use personal protective equipment. Keep people away from and upwind of spill/leak.
protective equipment and Entry to non-involved personnel should be controlled around the leakage area by
emergency procedures: roping off, etc.
Environmental precautions: Prevent product from entering drains.
Methods and materials for Sweep dust to collect it into an airtight container, taking care not to disperse it.
containment and cleaning Adhered or collected material should be promptly disposed of, in accordance with
up: appropriate laws and regulations.

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Section 7. HANDLING AND STORAGE
Precautions for safe handling
Technical measures: Handling is performed in a well ventilated place. Wear suitable protective equipment.
Prevent dispersion of dust. Wash hands and face thoroughly after handling.
Use a local exhaust if dust or aerosol will be generated.
Advice on safe handling: Avoid contact with skin, eyes and clothing.
Conditions for safe storage, including any
incompatibilities
Storage conditions: Keep container tightly closed. Store in a cool and dark place.
Store away from incompatible materials such as oxidizing agents.
Packaging material: Comply with laws.

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Section 8. EXPOSURE CONTROLS / PERSONAL PROTECTION
Engineering controls: Install a closed system or local exhaust as possible so that workers should not be
exposed directly. Also install safety shower and eye bath.
Personal protective equipment
Respiratory protection: Dust respirator. Follow local and national regulations.
Hand protection: Protective gloves.
Safety glasses. A face-shield, if the situation requires.
Eye protection:
Skin and body protection: Protective clothing. Protective boots, if the situation requires.

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
Physical state (20°C): Solid
Crystal- Powder
Form:
Colour: White - Slightly pale reddish yellow
No data available
Odour:
3,6-Diiodo-9-phenylcarbazole

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Section 9. PHYSICAL AND CHEMICAL PROPERTIES
pH: No data available
Melting point/freezing point:183°C
Boiling point/range: No data available
Flash point: No data available
Flammability or explosive
limits:
Lower: No data available
Upper: No data available
Relative density: No data available
Solubility(ies):
[Water] No data available
[Other solvents]
Slightly soluble: Dichloromethane

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Section 10. STABILITY AND REACTIVITY
Chemical stability: Stable under proper conditions.
Possibility of hazardous No special reactivity has been reported.
reactions:
Incompatible materials: Oxidizing agents
Hazardous decomposition Carbon monoxide, Carbon dioxide, Nitrogen oxides (NOx), Hydrogen Iodide
products:

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Section 11. TOXICOLOGICAL INFORMATION
Acute Toxicity: No data available
Skin corrosion/irritation: No data available
Serious eye No data available
damage/irritation:
Germ cell mutagenicity: No data available
Carcinogenicity:
IARC = No data available
NTP = No data available
Reproductive toxicity: No data available

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Section 12. ECOLOGICAL INFORMATION
Ecotoxicity:
Fish: No data available
Crustacea: No data available
No data available
Algae:
Persistence / degradability: No data available
No data available
Bioaccumulative
potential(BCF):
Mobility in soil
Log Pow: No data available
Soil adsorption (Koc): No data available
Henry's Law No data available
constant(PaM3/mol):

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Section 13. DISPOSAL CONSIDERATIONS
Recycle to process, if possible. Consult your local regional authorities. You may be able to dissolve or mix material
with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber system.
Observe all federal, state and local regulations when disposing of the substance.

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Section 14. TRANSPORT INFORMATION
Hazards Class: Does not correspond to the classification standard of the United Nations
UN-No: Not listed
3,6-Diiodo-9-phenylcarbazole

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Section 15. REGULATORY INFORMATION
Safe management ordinance of dangerous chemical product (State Council announces on January 26, 2002
and revised on February 16,2011): Safe use and production, the storage of a dangerous chemical, transport,
loading and unloading were prescribed.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  3,6-二碘代-N-苯基咔唑 在 四(三苯基膦)钯 、 正丁基锂 、 potassium carbonate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 13.0h， 生成 9,9'-diphenyl-9H,9'H-3,3'-bicarbazole-6-ylboronic acid
  参考文献：
  名称：

  카바졸계 화합물 및 이를 포함한 유기 발광 소자

  摘要：

  卡巴佐尔系列化合物及含有它的有机发光器件被提出。

  公开号：

  KR20160039743A
• 作为产物：
  描述：

  3,6-二溴-9-苯基咔唑 在 N-碘代丁二酰亚胺 、 溶剂黄146 作用下， 以85%的产率得到3,6-二碘代-N-苯基咔唑
  参考文献：
  名称：

  Carbazole derivative, organic semiconductor element, light emitting element, and electronic device

  摘要：

  本发明的问题是提供一种具有优异耐热性且可以形成无结晶的咔唑衍生物。此外，另一个问题是通过采用这种咔唑衍生物来生产有机半导体元件、发光元件和电子设备。为此，提供了以下一般式（1）所代表的新型咔唑衍生物： （在该式中，I代表由一般式（2）所示的核心咔唑（G0），Z代表由一般式（3）所示的内部分支咔唑（G1至Gn-1），E代表由一般式（4）所示的末端咔唑（Gn），n代表显示树状聚合物代数的整数，X1代表氢、卤素、氰基、烷基、芳基、杂环残基等，（G（n-m）-1）中的X2和X3（其中n-m≧1）与（G（n-m））中的X4形成共价键，每个R1至R8独立地代表氢、卤素、氰基、烷基、二烷基胺基、二芳基胺基、杂环残基等）。

  公开号：

  US20050031899A1

文献信息

• Novel Carbazole Compound, and Polymer Thereof
  申请人：HIROSE Hidekazu

  公开号：US20080312453A1

  公开（公告）日：2008-12-18

  The present invention provides a carbazole compound represented by the following formula (I): wherein each Ar 1 independently represents a substituted or unsubstituted monovalent aromatic group or an aromatic group containing a heteroring, and R 1 and each R 2 independently represent a hydrogen atom, an alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted aralkyl group.

  本发明提供了一种由下式(I)表示的咔唑化合物：其中，每个Ar1独立地表示一个取代的或未取代的单价芳香族基团或含杂环的芳香族基团，R1和每个R2独立地表示一个氢原子、一个烷基、一个取代的或未取代的芳基或一个取代的或未取代的芳烷基。
• 杂环化合物以及包括该杂环化合物的有机电致发光装置
  申请人：三星显示有限公司

  公开号：CN109320449A

  公开（公告）日：2019-02-12

  提供了由下式1表示的杂环化合物以及在发光层中包括该杂环化合物的有机电致发光装置。在式1中，X为直接连接或CR2R3，Z1至Z8各自独立地为CR4或N，Z1、Z3、Z6和Z8中的至少两个各自独立地为CR5，并且R5由下式2或式3表示。
• N-phenyl triscarbazole
  申请人：Solvay SA

  公开号：EP2433928A1

  公开（公告）日：2012-03-28

  The present invention relates to a novel triscarbazole compound having substituent on N-phenyl, which can be represented by Formula (I). wherein R1 is selected from the group consisting of halogen or alkyl or alkoxy group having 1 to 20 carbon atoms wherein one or more hydrogen atom may be replaced by halogen; RA, RB, Rc, RD and RE are any of substituents; and i, j, k, l and m are same or different at each occurrence and represent an integer from 0 to 4. By introduction of the substituent on N-phenyl, the device efficiency, stability and lifetime can be increased while maintaining the solubility. These compounds can be used in various organic devices such as organic light emitting diodes, photovoltaic cells or organic semiconductor devices.

  本发明涉及一种在N-苯基上具有取代基的新型三咔唑化合物，其可以用式（I）表示。其中R1选自卤素、烷基或含有1至20个碳原子的烷氧基团，其中一个或多个氢原子可被卤素取代；RA、RB、Rc、RD和RE是任意的取代基；i、j、k、l和m在每次出现时相同或不同，并表示从0到4的整数。通过在N-苯基上引入取代基，可以提高器件的效率、稳定性和寿命，同时保持溶解性。这些化合物可用于各种有机器件，如有机发光二极管、光伏电池或有机半导体器件。
• Synthesis, Crystal Structures, and Nonlinear Optic and Thermal Properties of Two Diiodocarbazole Derivatives
  作者：Gui-Mei Tang、Rui-Hai Chi、Wen-Zhu Wan、Yong-Tao Wang、Yue-Zhi Cui、Seik Weng Ng

  DOI：10.3184/174751917x14839766277297

  日期：2017.2

  phenylcarbazole. 3,6-Diiodo-9-phenylcarbazole crystallises in the chiral space group P21 and shows good second-harmonic generation effects. Thermogravimetric analysis of the two compounds shows high thermal stabilities, in which the decomposition temperature for 1 and 2 are 273 and 308 °C, respectively.

  两种 3,6-二碘咔唑衍生物由相应的苯基咔唑碘化制备。3,6-Diiodo-9-phenylcarbazole 在手性空间群 P21 中结晶，显示出良好的二次谐波产生效果。两种化合物的热重分析显示出高热稳定性，其中 1 和 2 的分解温度分别为 273 和 308 °C。
• Self‐Assembly of Silver(I) Coordination Polymers from AgX (X = BF ₄ ^– , ClO ₄ ^– , CF ₃ COO ^– , and SO ₃ CF ₃ ^– ) and a Rigid Bent 3,6‐Dicyano‐9‐phenylcarbazole Ligand: The Templating Effect of Anions
  作者：Kai‐Ju Wei、Jia Ni、Jian Gao、Yangzhong Liu、Qing‐Liang Liu

  DOI：10.1002/ejic.200601259

  日期：2007.8

  includes two different one-dimensional (1D) chain units: one forms double-layer two-dimensional (2D) metal–organic frameworks (MOFs) through intermolecular Ag–O–Ag bridging interactions, the other features double-layer 2D supramolecular networks through C–H···O hydrogen-bonding interactions. The complex [Ag2(dcphcz)(CF3COO)2]n (4) features a bundle of novel nanotubular structures, which contain silver

  设计并合成了一种具有高度平面 π 共轭间隔基的刚性弯曲桥接配体 3,6-二氰基-9-苯基咔唑 (dcphcz)。已经研究了 dcphcz 与一系列具有不同抗衡离子的 AgI 盐的配位反应。通过溶液反应获得四种配位聚合物，并通过红外光谱、元素分析和单晶X射线衍射表征。[Ag(dcphcz)]BF4}n (1) 和 [Ag(dcphcz)]ClO4}n (2) 的固态结构表现出类似的一维“锯齿”图案。复合物 [Ag(dcphcz)][Ag2(dcphcz)(H2O)2](SO3CF3)3·C6H6·(H2O)2}n (3) 包括两个不同的一维 (1D) 链单元：一个形成双-层二维（2D）金属有机框架（MOFs）通过分子间Ag-O-Ag桥接相互作用，另一个特征是通过 C–H···O 氢键相互作用形成双层 2D 超分子网络。复合物 [Ag2(dcphcz)(CF3COO)2]n (4) 具有