9-溴蒽 | 1564-64-3

• 物质功能分类: 有机原料 - 烃类化合物及其衍生物 - 烃类卤化物
• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 中文名称: 9-溴蒽
• 中文别名: 9-溴代蒽
• 英文名称: 9-Bromoanthracene
• 英文别名: 9-bromoanthracen
• CAS: 1564-64-3
• 化学式: C₁₄H₉Br
• mdl: MFCD00001243
• 分子量: 257.129
• InChiKey: ZIRVQSRSPDUEOJ-UHFFFAOYSA-N

物化性质

• 熔点：
  97-100 °C (lit.)
• 沸点：
  303.85°C (rough estimate)
• 密度：
  1.4251 (rough estimate)
• 溶解度：
  可溶于氯仿（少许）、DMSO（少许）、甲醇（少许）
• 保留指数：
  2125;2140;2125;2143
• 稳定性/保质期：
  常温常压下稳定，避免与强氧化剂接触。

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 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：
  0
• 氢给体数：
  0
• 氢受体数：
  0

安全信息

• 危险品标志：
  Xi
• 安全说明：
  S22,S24/25
• WGK Germany：
  3
• 海关编码：
  29049090
• 危险品运输编号：
  NONH for all modes of transport
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  0-6°C下应密封储存。

SDS

Name:	9-Bromoanthracene 96% Material Safety Data Sheet
Synonym:	None Known
CAS:	1564-64-3

Section 1 - Chemical Product MSDS Name:9-Bromoanthracene 96% Material Safety Data Sheet
Synonym:None Known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
1564-64-3	9-Bromoanthracene	96%	216-359-3

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated. May be harmful if swallowed.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated. May be harmful if inhaled.
Chronic:
No information found.

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Section 4 - FIRST AID MEASURES
Eyes: In case of contact, immediately flush eyes with plenty of water for at least 15 minutes. Get medical aid.
Skin:
In case of contact, flush skin with plenty of water. Remove contaminated clothing and shoes. Get medical aid if irritation develops and persists. Wash clothing before reuse.
Ingestion:
If swallowed, do not induce vomiting unless directed to do so by medical personnel. Never give anything by mouth to an unconscious person. Get medical aid.
Inhalation:
If inhaled, remove to fresh air. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:
Treat symptomatically and supportively.

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Use with adequate ventilation.
Minimize dust generation and accumulation. Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing.
Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 1564-64-3: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Powder
Color: yellow
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 97 - 100 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C14H9Br
Molecular Weight: 256.967

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not currently available.
Conditions to Avoid:
Dust generation.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, carbon dioxide, hydrogen bromide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 1564-64-3 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
9-Bromoanthracene - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
IMO
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
RID/ADR
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing group:

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 1564-64-3: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 1564-64-3 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 1564-64-3 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

9-溴蒽 简介

9-溴蒽是一种性能优良的荧光、磷光发光材料，广泛应用于光学、化妆品、电子、半导体和电致发光材料等领域。

用途

9-溴蒽是合成多环芳烃蒽的9-取代衍生物的重要中间体。

理化性质

9-溴蒽为白色结晶。熔点65-66℃，沸点190℃（0.16kPa，升华），相对密度1.409。该物质溶于乙酸和二硫化碳。

合成方法

在氩气保护下，将1.8 mmol PIFA（1当量）加入到12 mL干燥的二氯甲烷中，然后向溶液中滴加3.30 mmol 三甲基溴硅烷（2.0当量）。此时可以看到澄清溶液变为澄清橙色。随后，在另一反应管中加入1.7 mmol 蒽，并在室温下进行反应。反应结束后，将体系倒入水中并用二氯甲烷萃取，蒸发有机溶剂并在高真空下充分干燥浓缩油状物即可得到目标产物分子9-溴蒽。

反应信息

• 作为反应物：
  描述：

  9-溴蒽 在 水 、 potassium bromide 作用下， 以 氯仿 为溶剂， 以96%的产率得到蒽醌
  参考文献：
  名称：

  在水-氯仿介质中用溴化钾将取代的多环芳烃间接电化学氧化为相应的对醌

  摘要：

  已经通过使用Pt阳极以恒定电流密度（40mA / cm 2）电解溴化钾（3.0M）的水溶液，间接电化学合成了一系列取代的蒽和萘的醌衍生物。如物理和光谱数据所证实，这些反应导致相应的对苯醌的产率良好至优异。

  DOI：

  10.1016/j.tetlet.2014.08.121
• 作为产物：
  描述：

  蒽 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以78%的产率得到9-溴蒽
  参考文献：
  名称：

  灵敏的TICT探针具有比例荧光特性，可检测溶液和气相中的肼。

  摘要：

  设计并合成了基于分子内电荷转移（TICT）的双探针双氰基乙烯基-9-苯基蒽（DPA），用于检测肼（N2H4），且检出限良好（LOD，7.85 nM（0.25 ppb））。在与肼相互作用时，吸电子的双氰基乙烯基的末端官能改变为给电子的氨基/ hydr官能。因此，探针的光物理性质的显着变化归因于电荷传播方向的变化。带有肼的探针在介质中显示出比例荧光“开启”响应以及肉眼敏感的颜色变化。表面形态学研究（SEM和TEM）分别表明了探针DPA和衍生物DPA-HDz的非晶性和晶体性质。探针的导电行为在与肼相互作用时降低，这是因为基质的无定形性降低并且相对更刚性的晶体结构增加。此外，该探针还用于检测溶液中和试纸条上的肼蒸气，并具有良好的肉眼敏感响应。

  DOI：

  10.1016/j.saa.2020.118153
• 作为试剂：
  描述：

  对二甲苯 在 cobalt(II) acetate 、 cerium(III) acetate 9-溴蒽 、 溶剂黄146 作用下， 170.0 ℃ 、3.43 MPa 条件下， 反应 0.17h， 以97.3%的产率得到对苯二甲酸
  参考文献：
  名称：

  [EN] OXIDATION OF AROMATIC HYDROCARBONS USING BROMINATED ANTHRACENE PROMOTERS
  [FR] OXYDATION D'HYDROCARBURES AROMATIQUES AU MOYEN DE PROMOTEURS A L'ANTHRACENE BROME

  摘要：

  公开号：

  WO2005000779A3

文献信息

• PHOTOSENSITIVE RESIN COMPOSITION, OXIME SULFONATE COMPOUND, METHOD FOR FORMING CURED FILM, CURED FILM, ORGANIC EL DISPLAY DEVICE, AND LIQUID CRYSTAL DISPLAY DEVICE
  申请人：FUJIFILM Corporation

  公开号：US20130171415A1

  公开（公告）日：2013-07-04

  Disclosed is a photosensitive resin composition comprising: (Component A) an oxime sulfonate compound represented by Formula (1); (Component B) a resin comprising a constituent unit having an acid-decomposable group that is decomposed by an acid to form a carboxyl group or a phenolic hydroxy group; and (Component C) a solvent wherein in Formula (1) R 1 denotes an alkyl group, an aryl group, or a heteroaryl group, each R 2 independently denotes a hydrogen atom, an alkyl group, an aryl group, or a halogen atom, Ar 1 denotes an o-arylene group or an o-heteroarylene group, X denotes O or S, and n denotes 1 or 2, provided that of two or more R 2 s present in the compound, at least one denotes an alkyl group, an aryl group, or a halogen atom.

  揭示了一种光敏树脂组合物，包括：（组分A）由式（1）表示的肟磺酸盐化合物；（组分B）包括具有可被酸分解的基团的树脂，该基团通过酸分解形成羧基或酚羟基；和（组分C）溶剂 其中在式（1）中，R1表示烷基、芳基或杂芳基，每个R2独立地表示氢原子、烷基、芳基或卤素原子，Ar1表示邻芳撑基或邻杂芳撑基，X表示O或S，n表示1或2，前提是在化合物中存在两个或两个以上的R2时，至少有一个表示烷基、芳基或卤素原子。
• ORGANIC COMPOUND AND ORGANIC LIGHT EMITTING DEVICE USING THE SAME
  申请人：Kim Kong Kyeom

  公开号：US20140077166A1

  公开（公告）日：2014-03-20

  The present invention provides an organic light emitting device comprising a first electrode, at least one organic layer and a second electrode, laminated successively, in which at least one layer of the organic layer has a polycyclic aromatic hydrocarbon as a core and comprises at least one of a derivative in which a substituted or unsubstituted C 2-30 cycloalkane, or a substituted or unsubstituted C 5-50 polycycloalkane is directly fused to the core or fused to a substituent of the core: and a new organic compound usable in the organic light emitting device. Furthermore, the present invention provides a charge carrier extracting, injecting or transporting material which has a polycyclic aromatic hydrocarbon as a core and comprises a derivative in which a substituted or unsubstituted C 2-30 cycloalkane, or a substituted or unsubstituted C 5-50 polycycloalkane is directly fused to the core or fused to a substituent of the core.

  本发明提供了一种有机发光器件，包括依次层叠的第一电极、至少一个有机层和第二电极，其中有机层中的至少一层具有多环芳烃作为核心，并包括以下至少一种衍生物：其中取代或未取代的C2-30环烷烃，或取代或未取代的C5-50多环烷烃直接与核心融合或与核心的取代基融合；以及一种新的可用于有机发光器件的有机化合物。此外，本发明提供了一种具有多环芳烃作为核心并包括以下衍生物的电荷载体提取、注入或传输材料：其中取代或未取代的C2-30环烷烃，或取代或未取代的C5-50多环烷烃直接与核心融合或与核心的取代基融合。
• Aromatic substitution in ball mills: formation of aryl chlorides and bromides using potassium peroxomonosulfate and NaX
  作者：Robert Schmidt、Achim Stolle、Bernd Ondruschka

  DOI：10.1039/c2gc16508b

  日期：——

  Aryl chlorides and bromides are formed from arenes in a ball mill using KHSO5 and NaX (X = Cl, Br) as oxidant and halogen source, respectively. Investigation of the reaction parameters identified operating frequency, milling time, and the number of milling balls as the main influencing variables, as these determine the amount of energy provided to the reaction system. Assessment of liquid-assisted grinding conditions revealed, that the addition of solvents has no advantageous effect in this special case. Preferably activated arenes are halogenated, whereby bromination afforded higher product yields than chlorination. Most often reactions are regio- and chemoselective, since p-substitution was preferred and concurring side-chain oxidation of alkylated arenes by KHSO5 was not observed.

  芳基氯和芳基溴是通过在球磨机中使用KHSO5和NaX（X=Cl，Br）分别作为氧化剂和卤素源，从芳烃形成的。对反应参数的调查确定操作频率、研磨时间和研磨球数为主要影响变量，因为这些变量决定了向反应系统提供的能量。对液体辅助研磨条件的评估揭示，在这种特殊情况下，溶剂的添加没有优势效应。优先激活的芳烃被卤化，其中溴化得到的产物收率高于氯化。大多数反应具有区域选择性和化学选择性，因为更喜欢对位取代，而且没有观察到KHSO5对烷基化芳烃侧链的氧化作用。
• 一种9,10位取代的蒽的制备及纯化方法
  申请人：西安瑞联新材料股份有限公司

  公开号：CN110963876A

  公开（公告）日：2020-04-07

  本发明属于有机合成及催化技术领域，具体涉及一种通过5步反应合成9‑(萘‑1‑基)‑10‑(4‑(萘‑2‑基)苯基)蒽的制备方法及纯化方法。本发明提供的方法具有催化剂用量少、合成收率高、反应副产物(杂质)少(脱除硼酸产物的含量＜1％，不产生硼酸自偶联产物)、产品纯度高(HPLC纯度≥99.99％)等优势，可以直接应用于器件的OLED终端材料；此外，该工艺流程简单易操作，更适合放大工业化生产。
• ORGANIC ELECTROLUMINESCENCE DEVICE AND ANTHRACENE DERIVATIVE
  申请人：IKEDA Hidetsugu

  公开号：US20110034744A1

  公开（公告）日：2011-02-10

  An anthracene derivative having a specific asymmetric structure is provided. The asymmetric anthracenes are useful in an organic electroluminescence device and exhibit efficient light emission and a long performance lifetime.

  提供一种具有特定不对称结构的蒽衍生物。这种不对称的蒽衍生物在有机电致发光器件中很有用，表现出高效的光发射和长期的性能寿命。

表征谱图