2,4-二氟-3-氰基苯硼酸 | 871940-31-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2,4-二氟-3-氰基苯硼酸
• 中文别名: 2.4-二氟-3-氰基苯硼酸
• 英文名称: 2,4-difluoro-3-cyanophenylboronic acid
• 英文别名: (3-Cyano-2,4-difluorophenyl)boronic acid
• CAS: 871940-31-7
• 化学式: C₇H₄BF₂NO₂
• mdl: MFCD12026699
• 分子量: 182.922
• InChiKey: VQEKFJVJHSVFTM-UHFFFAOYSA-N

物化性质

• 熔点：
  132-133℃
• 沸点：
  320.3±52.0 °C(Predicted)
• 密度：
  1.44

计算性质

• 辛醇/水分配系数(LogP)：
  1.73
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  64.2
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2931900090
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302+H312+H332,H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2,4-Difluoro-3-cyanophenylboronic acid
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: 2,4-Difluoro-3-cyanophenylboronic acid
CAS number: 871940-31-7

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels, refrigerated.
Storage:

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C7H4BF2NO2
Molecular weight: 182.9

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides, hydrogen fluoride.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2,4-二氟-3-氰基苯硼酸 在 2-双环己基膦-2',6'-二甲氧基联苯 、 potassium phosphate 、 palladium diacetate 、 potassium carbonate 、 potassium hydroxide 作用下， 以 1,4-二氧六环 、 水 、 二甲基亚砜 、 甲苯 、 乙腈 为溶剂， 反应 41.0h， 生成 6-fluoro-2-(octyloxy)-3-(pyridin-2-yl)benzonitrile
  参考文献：
  名称：

  Nucleophilic Substitution of Fluorine Atoms in 2,6-Difluoro-3-(pyridin-2-yl)benzonitrile Leading to Soluble Blue-Emitting Cyclometalated Ir(III) Complexes

  摘要：

  New functionalized phenylpyridine ligands and their derived heteroleptic cyclometalated Ir(III) complexes have been synthesized. The complexes possess a combination of important properties: (i) blue emission, (ii) good photoluminescence quantum yields, and (iii) good solubility in organic solvents, making them very attractive as phosphorescent dopant emitters for solution-processable light-emitting devices.

  DOI：

  10.1021/jo200357e
• 作为产物：
  描述：

  2,6-二氟苯腈 在 lithium diisopropyl amide 、 硼酸三异丙酯 、 水 作用下， 以 四氢呋喃 、 乙醚 、 正庚烷 、 乙基苯 为溶剂， 反应 2.92h， 以81%的产率得到2,4-二氟-3-氰基苯硼酸
  参考文献：
  名称：

  Nucleophilic Substitution of Fluorine Atoms in 2,6-Difluoro-3-(pyridin-2-yl)benzonitrile Leading to Soluble Blue-Emitting Cyclometalated Ir(III) Complexes

  摘要：

  New functionalized phenylpyridine ligands and their derived heteroleptic cyclometalated Ir(III) complexes have been synthesized. The complexes possess a combination of important properties: (i) blue emission, (ii) good photoluminescence quantum yields, and (iii) good solubility in organic solvents, making them very attractive as phosphorescent dopant emitters for solution-processable light-emitting devices.

  DOI：

  10.1021/jo200357e

文献信息

• Organoiridium complex for organic electroluminescent elements
  申请人：Tanaka Kikinzoku Kogyo K.K.

  公开号：US09859511B2

  公开（公告）日：2018-01-02

  The present invention provides an organometallic complex having a high quantum efficiency even in a polymer thin film as a emitting material for organic electroluminescent (EL) element. The present invention relates to an organoiridium complex for an organic electroluminescent element represented by the following Formula; wherein a C—N ligand including two atomic groups (A1, A2), and a β-diketone ligand in line symmetry having two tert-butyl-substituted phenyl groups are coordinated with an iridium atom. The organoiridium complex of the present invention has a high quantum efficiency even in a polymer thin film with respect to green to yellow electroluminescence. (In the aforementioned Formula, R1, R2, and R3 are each a tert-butyl group or a hydrogen atom, and have at least one tert-butyl group; they may bond each other to thereby form a saturated hydrocarbon ring, when having two tert-butyl groups; A1, A2 are each an unsaturated hydrocarbon ring, at least one is a single ring, and at least one is a heterocyclic ring).

  本发明提供了一种有机金属配合物，即使在聚合物薄膜中也具有较高的量子效率，作为有机电致发光（EL）元件的发光材料。本发明涉及一种有机电致发光元件的有机铱配合物，其由以下式表示；其中包括两个原子基团（A1，A2）的C—N配体，以及具有两个叔丁基取代苯基的β-二酮配体在对称线上与铱原子配位。本发明的有机铱配合物在绿色至黄色电致发光方面，即使在聚合物薄膜中也具有较高的量子效率。（在上述式中，R1、R2和R3分别是叔丁基基团或氢原子，并且至少有一个叔丁基基团；当具有两个叔丁基基团时，它们可以相互键合以形成饱和碳氢环；A1、A2分别是不饱和碳氢环，至少有一个是单环，至少有一个是杂环）。
• Design of pyridinylphosphinate-based blue iridium phosphors for high-efficiency organic light-emitting diodes
  作者：Zheng-Guang Wu、Bing Yang、Yu-Chen Qiu、Yang Wang、Hong Dai、You-Xuan Zheng、Yi Wang、Lanping Hu、Yi Pan

  DOI：10.1039/d0dt03981k

  日期：——

  At present, cyclometalated iridium (Ir)(III) complexes are the most promising emitters for OLEDs. Contrary to well-developed Ir(III)-based red and green phosphorescent complexes, the efficient blue emitters are limited and the performances of blue OLEDs are still not satisfactory. Inspired by this, we designed two novel blue Ir(III) complexes employing 2-(2,4-difluoropyridyl)pyridine (dfpypy) and 2

  目前，环金属化铱（Ir）（III）配合物是OLED最有前途的发射器。与成熟的基于Ir（III）的红色和绿色磷光配合物相反，有效的蓝色发射器受到限制，并且蓝色OLED的性能仍然不令人满意。受此启发，我们设计了两种新颖的蓝色Ir（III）配合物，分别使用2-（2,4-二氟吡啶基）吡啶（dfpypy）和2,6-二氟-3-（吡啶-2-基）苄腈（FCN）主要配体和苯基（吡啶-2-基）次膦酸酯（ppp）作为辅助配体。合理的分子结构设计使两种配合物均实现了蓝色发射并同时具有良好的电子迁移率。基于Ir（III）磷光体具有良好的电致发光性能，具有低的导通电压，24.51 cd A -1的峰值电流效率，12.4％的最大外部量子效率，21.99 lm W -1的峰值功率效率和低效率滚降。这些结果为未来具有良好电子传输性能的OLED蓝Ir（III）配合物的分子设计提供了有效的策略。
• 铱配合物及其制备方法和应用该铱配合物的 有机电致发光器件
  申请人：瑞声光电科技（常州）有限公司

  公开号：CN105566399B

  公开（公告）日：2018-06-12

  本发明涉及一类铱配合物及其制备方法和应用该铱配合物的有机电致发光器件，该系列铱配合物分子中包括两个苯连吡啶衍生物作为主配体，以及含氮杂环磷酸结构的辅助配体。相比于已经被广泛研究报道的铱配合物，该发明涵盖的这类新型铱配合物不仅具有发光效率高、化学性质稳定、易升华提纯等优点以外，且由于强电子磷酸配位结构的引入，能够有效调控配合物的发光颜色。通过修饰主配体以及辅助配体的分子结构，能够在蓝光波长范围内调节配合物的发光位置，这为有机电致发光显示器以及照明光源的设计生产提供了便利。同时，本发明介绍的一系列新型铱配合物的合成方法简单，产率较高，针对主配体和辅助配体的化学修饰灵活。
• Unusual dual-emissive heteroleptic iridium complexes incorporating TADF cyclometalating ligands
  作者：Helen Benjamin、Yonghao Zheng、Valery N. Kozhevnikov、Jamie S. Siddle、Luke J. O'Driscoll、Mark A. Fox、Andrei S. Batsanov、Gareth C. Griffiths、Fernando B. Dias、Andrew P. Monkman、Martin R. Bryce

  DOI：10.1039/c9dt04672k

  日期：——

  heteroleptic iridium(iii) complexes IrL2(pic) (2-6) based on the archetypical blue emitter FIrpic have been synthesised. The cyclometallating ligands L are derived from 2-(2,6-F2-3-pyridyl)-4-mesitylpyridine (7), 2-(3-cyano-2,6-F2-phenyl)-4-mesitylpyridine (8), 2-(2,6-F2-phenyl)-4-[2,7-(HexO)2-9H-carbazol-9-yl]pyridine (9), 2-(2,6-F2-3-pyridyl)-4-[2,7-(HexO)2-9H-carbazol-9-yl]pyridine (10) and 2-(3-cyano-2

  已合成了五种基于原型蓝色发射体FIrpic的新型中性杂合铱（iii）配合物IrL2（pic）（2-6）。环金属化配体L衍生自2-（2,6-F2-3-吡啶基）-4-三甲基吡啶（7），2-（3-氰基-2,6-F2-苯基）-4-三甲基吡啶（8） ，2-（2,6-F2-苯基）-4- [2,7-（HexO）2-9H-咔唑-9-基]吡啶（9），2-（2,6-F2-3-吡啶基）-4- [2,7-（（HexO）2-9H-咔唑-9-基]吡啶（10）和2-（3-氰基-2,6-F2-苯基）-4- [2,7- （HexO）2-9H-咔唑-9-基]吡啶（11）分别用于络合物2、3、4、5和6。咔唑官能化的配体9-11在溶液中显示出弱的热活化延迟荧光（TADF）。配合物5和6在极性溶剂中显示出双重发射。随着溶剂极性的增加，出现一个较宽的电荷转移（CT）谱带，并且相对于较高的能量发射谱带，其强度增加。当配体3CT状态的
• ORGANIC ELECTROLUMINESCENCE DEVICE AND POLYCYCLIC COMPOUND FOR ORGANIC ELECTROLUMINESCENCE DEVICE
  申请人：Samsung Display Co., Ltd.

  公开号：US20190296247A1

  公开（公告）日：2019-09-26

  An organic electroluminescence device includes a first electrode, a hole transport region disposed on the first electrode, an emission layer disposed on the hole transport region, an electron transport region disposed on the emission layer, and a second electrode disposed on the electron transport region, wherein the emission layer includes a polycyclic compound containing two electron donors and one electron acceptor, and the electron acceptor includes a benzonitrile part and a pyridine part, thereby showing high emission efficiency.

  一种有机电致发光器件包括第一电极，设置在第一电极上的空穴传输区域，设置在空穴传输区域上的发射层，设置在发射层上的电子传输区域，以及设置在电子传输区域上的第二电极，其中发射层包括含有两个电子给体和一个电子受体的多环化合物，电子受体包括苯腈部分和吡啶部分，因此显示出高发射效率。