9,10-双(二乙基膦甲基)蒽 | 60974-92-7

• 物质功能分类: 化学试剂 - 有机试剂 - 多环化合物
• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 中文名称: 9,10-双(二乙基膦甲基)蒽
• 中文别名: 9,10-双(二乙氧基膦酰甲基)蒽；9,1-双(二乙基膦甲基)蒽
• 英文名称: tetraethyl anthracene-9,10-diylbis(methylene)diphosphonate
• 英文别名: 9,10-bis(diethoxyphosphorylmethyl)anthracene；9,10-bis(diethylphosphorylmethyl)anthracene；9,10-bis(diethylphosphonomethyl)anthracene；9,10-bis(diethoxylphosphorylmethyl)anthracene
• CAS: 60974-92-7
• 化学式: C₂₄H₃₂O₆P₂
• 分子量: 478.462
• InChiKey: PKLFGXZSNISEOV-UHFFFAOYSA-N

物化性质

• 熔点：
  158.0 to 162.0 °C
• 沸点：
  634.9±48.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)
• 稳定性/保质期：
  避免接触氧化物

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  32
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

安全信息

• 海关编码：
  2916190090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  在密封的贮藏器中存放，并置于阴凉、干燥处。

SDS

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Section I.Chemical Product and Company Identification
Chemical Name 9,10-Bis(diethylphosphonomethyl)anthracene
Portland OR
Synonym Phosphonic acid, P,P'-[9,10-anthracenediylbis
(methylene)]bis-, P,P,P',P'-tetraethyl ester (CA INDEX
NAME);
Tetraethyl [Anthracene-9,10-diylbis(methylene)]bisphos
phonate; [Anthracene-9,10-diylbis(methylene)]bisphos
phonic Acid Tetraethyl Ester
Chemical Formula C24H32O6P2
In case of Chemtrec®
CAS Number 60974-92-7

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Section II. Composition and Information on Ingredients
Toxicology Data
Chemical Name CAS Number Percent (%) TLV/PEL
60974-92-7 Min. 98.0 (GC) Not available. Not available.
9,10-Bis(diethylphosphonomethyl)anthracene

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Section III. Hazards Identification
Acute Health Effects No specific information is available in our data base regarding the toxic effects of this material for humans. However,
exposure to any chemical should be kept to a minimum. Skin and eye contact may result in irritation. May be harmful if
inhaled or ingested. Always follow safe industrial hygiene practices and wear proper protective equipment when handling
this compound.
Follow safe industrial hygiene practices and always wear proper protective equipment when handling this compound.
Chronic Health Effects CARCINOGENIC EFFECTS : Not available.
MUTAGENIC EFFECTS : Not available.
TERATOGENIC EFFECTS : Not available.
DEVELOPMENTAL TOXICITY: Not available.
Repeated or prolonged exposure to this compound is not known to aggravate existing medical conditions.

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Section IV. First Aid Measures
Check for and remove any contact lenses. In case of contact, immediately flush eyes with plenty of water for at least 15
Eye Contact
minutes. Get medical attention.
Skin Contact In case of contact, immediately flush skin with plenty of water. Remove contaminated clothing and shoes. Wash clothing
before reuse. Thoroughly clean shoes before reuse. Get medical attention.
If the victim is not breathing, perform mouth-to-mouth resuscitation. Loosen tight clothing such as a collar, tie, belt or
Inhalation
waistband. If breathing is difficult, oxygen can be administered. Seek medical attention if respiration problems do not
improve.
Ingestion INDUCE VOMITING by sticking finger in throat. Lower the head so that the vomit will not reenter the mouth and throat.
Loosen tight clothing such as a collar, tie, belt or waistband. If the victim is not breathing, perform mouth-to-mouth
resuscitation. Examine the lips and mouth to ascertain whether the tissues are damaged, a possible indication that the toxic
material was ingested; the absence of such signs, however, is not conclusive.

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Section V. Fire and Explosion Data
Not available.
May be combustible at high temperature. Auto-Ignition
Flammability
Flash Points Flammable Limits Not available.
Not available.
These products are toxic carbon oxides (CO, CO2), phosphates.
Combustion Products
Fire Hazards
Not available.
Risks of explosion of the product in presence of mechanical impact: Not available.
Explosion Hazards
Risks of explosion of the product in presence of static discharge: Not available.
Fire Fighting Media
SMALL FIRE: Use DRY chemical powder.
LARGE FIRE: Use water spray, fog or foam. DO NOT use water jet.
and Instructions
Consult with local fire authorities before attempting large scale fire-fighting operations.
Continued on Next Page
9,10-Bis(diethylphosphonomethyl)anthracene

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Section VI. Accidental Release Measures
Spill Cleanup Use a shovel to put the material into a convenient waste disposal container. Finish cleaning the spill by rinsing any
contaminated surfaces with copious amounts of water. Consult federal, state, and/or local authorities for assistance on
Instructions
disposal.

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Section VII. Handling and Storage
Handling and Storage Keep away from heat. Mechanical exhaust required. When not in use, tightly seal the container and store in a dry, cool
place. Avoid excessive heat and light. Do not breathe dust.
Information
Always store away from incompatible compounds such as oxidizing agents.

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Section VIII. Exposure Controls/Personal Protection
Use process enclosures, local exhaust ventilation, or other engineering controls to keep airborne levels below recommended
Engineering Controls
exposure limits. If user operations generate dust, fume or mist, use ventilation to keep exposure to airborne contaminants
below the exposure limit.
Splash goggles. Lab coat. Dust respirator. Boots. Gloves. Suggested protective clothing might not be sufficient; consult a
Personal Protection
specialist BEFORE handling this product. Be sure to use a MSHA/NIOSH approved respirator or equivalent.
Exposure Limits Not available.

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Section IX. Physical and Chemical Properties
Solid. (yellow powder) Solubility
Physical state @ 20°C Soluble in toluene.
Not available.
Specific Gravity
478.45
Molecular Weight Partition Coefficient Not available.
Boiling Point Not available. Vapor Pressure Not applicable.
Not available. Not available.
Melting Point Vapor Density
Not available. Volatility Not available.
Refractive Index
Not available.
Critical Temperature Not available. Odor
Viscosity Not available. Taste Not available.

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Section X. Stability and Reactivity Data
Stability

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This material is stable if stored under proper conditions. (See Section VII for instructions)
Conditions of Instability Avoid excessive heat and light.
Incompatibilities
Reactive with oxidizing agents.

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Section XI. Toxicological Information
Not available.
RTECS Number
Routes of Exposure Eye Contact. Ingestion. Inhalation.
Not available.
Toxicity Data
Chronic Toxic Effects CARCINOGENIC EFFECTS : Not available.
MUTAGENIC EFFECTS : Not available.
TERATOGENIC EFFECTS : Not available.
DEVELOPMENTAL TOXICITY: Not available.
Repeated or prolonged exposure to this compound is not known to aggravate existing medical conditions.
Acute Toxic Effects No specific information is available in our data base regarding the toxic effects of this material for humans. However,
exposure to any chemical should be kept to a minimum. Skin and eye contact may result in irritation. May be harmful if
inhaled or ingested. Always follow safe industrial hygiene practices and wear proper protective equipment when handling this
compound.
Follow safe industrial hygiene practices and always wear proper protective equipment when handling this compound.

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Section XII. Ecological Information
Not available.
Ecotoxicity
Not available.
Environmental Fate
Continued on Next Page
9,10-Bis(diethylphosphonomethyl)anthracene

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Section XIII. Disposal Considerations
Waste Disposal 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 XIV. Transport Information
Not a DOT controlled material (United States).
DOT Classification
PIN Number Not applicable.
Proper Shipping Name Not applicable.
Packing Group (PG) Not applicable.
DOT Pictograms

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Section XV. Other Regulatory Information and Pictograms
TSCA Chemical Inventory This product is NOT on the EPA Toxic Substances Control Act (TSCA) inventory. The following notices are required by 40
CFR 720.36 (C) for those products not on the inventory list:
(EPA)
(i) These products are supplied solely for use in research and development by or under the supervision of a technically
qualified individual as defined in 40 CFR 720.0 et sec.
(ii) The health risks of these products have not been fully determined. Any information that is or becomes available will be
supplied on an MSDS sheet.
WHMIS Classification Not controlled under WHMIS (Canada).
(Canada)
EINECS Number (EEC) Not available.
EEC Risk Statements Not available.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  9,10-双(二乙基膦甲基)蒽 在 potassium tert-butylate 作用下， 以 四氢呋喃 、 氯苯 为溶剂， 反应 23.5h， 生成 2,8-bis(biphenyl-2-yl)-3,9-diboraperylene-3,9-diol
  参考文献：
  名称：

  12b,24b-二硼六苯并[a,c,fg,l,n,qr]并五苯：低LUMO硼掺杂多环芳烃

  摘要：

  基于合成前 DFT 计算设计了双 B 掺杂六苯并五苯，预测了有趣的光电特性。随后，在两锅合成过程中，通过六次净 C−H 硼基化反应，由未官能化的烯烃制备了缺电子、近红外发射的 B 掺杂多环芳烃。通过X射线晶体学获得的结构证实与非稠合衍生物相比，环化时π-共轭增强。

  DOI：

  10.1002/anie.202115746
• 作为产物：
  描述：

  蒽 在 盐酸 、 zinc(II) chloride 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 7.0h， 生成 9,10-双(二乙基膦甲基)蒽
  参考文献：
  名称：

  配位限制对压力诱导荧光析出的影响

  摘要：

  柔性配体在构建 MOF 材料 （FL-MOF） 中的应用因其众多优点而被广泛研究，包括结构多样性、多核 MOFs、传输磁交换、对映选择性分离、不对称催化等。然而，该领域在深入了解配体构型对这些材料特性的影响方面仍面临挑战。在这里，我们采用具有出色机械稳定性的柔性聚集诱导发射配体 （4,4'-（（1 E，1'E）-蒽-9,10-二基双（乙烯-2,1-二基））二苯甲酸）构建 FL-MOF 以锁定配体构型，以探索配位受限的配体压力诱导进化，涉及荧光的变化和分子间相互作用。原位高压荧光、拉曼和 FT-IR 实验表明，AIE-Mn-MOF 与构型限制的分子间相互作用比游离 AIE-L 增加得更快。这一发现为合成具有出色机械稳定性的 MOF 材料提供了有价值的见解，并显着促进了我们对 FL-MOF 配位限制对其对外部刺激响应影响的理解。

  DOI：

  10.1016/j.cclet.2024.109542

文献信息

• Enhanced Solution and Solid‐State Emission and Tunable White‐Light Emission Harvested by Supramolecular Approaches
  作者：Xin‐Yue Lou、Nan Song、Ying‐Wei Yang

  DOI：10.1002/chem.201902700

  日期：2019.9.12

  pillar[5]arene dimer with persistent mazarine blue fluorescent emission and much higher quantum yields in both solution and the solid state in comparison with its corresponding emissive linker without pillarene units, which exhibits typical aggregation-caused quenching. According to the fluorescence data and single-crystal analyses, their contrasting fluorescent performances can be rationally ascribed

  具有高量子产率和/或发白光特性的有机发光材料尤其在标签和光电器件中起关键作用。在这项工作中，我们合成了一个新的2,3,6,7-四甲氧基-9,10-二-对-甲苯基蒽桥连的立柱[5]芳烃二聚体，具有持续的马扎兰蓝荧光发射，并且在溶液和液相中均具有更高的量子产率。与其相应的不带烯键单元的发射性连接基相比，它具有固态，表现出典型的聚集引起的猝灭。根据荧光数据和单晶分析，它们的对比荧光性能可以合理地归因于它们不同的堆积结构和分子间的相互作用。还合成了三个包含不同发色团和/或末端结合位点的荧光客体，以与柱[5]芳烃二聚体相互作用，从而构建具有高度可控发光的超分子团簇，并利用了超分子宿主-客体相互作用的刺激响应特性。 。有趣的是，通过调节主体与客体的摩尔比和/或通过改变溶剂体系，已经获得了包括白光发射（0.31、0.35）在内的多色荧光，这是非常需要的。这种策略对于设计和开发具有高量子产率，可控制的发射
• 用于肝素检测和pH响应的AIE荧光探针、合成方法以及应用
  申请人：重庆师范大学

  公开号：CN110963911B

  公开（公告）日：2022-03-22

  本发明涉及有机发光材料领域，具体公开了用于肝素检测和pH响应的AIE荧光探针、合成方法以及应用，具有AIE性质的荧光探针为BDA‑4COOH，这种荧光探针可以灵敏地对于不同的pH进行荧光响应，其荧光强度表现出显著的变化而且灵敏度极高，因此具有很高的应用价值；荧光探针BDA‑4COOH在一定条件下对鱼精蛋白具有较强的结合能力，利用肝素可以和鱼精蛋白发生拮抗作用从而实现了对肝素的异性响应。并且本发明所合成的AIE荧光探针具有较大的改造空间，可以进行基团修饰，大大提升了探针应用于生物体内的可能性。
• 9,10-Bis(N-alkylindole-3-yl-vinyl-2)anthracenes as a new series of alkyl length-dependent piezofluorochromic aggregation-induced emission homologues
  作者：Q. K. Sun、W. Liu、S. A. Ying、L. L. Wang、S. F. Xue、W. J. Yang

  DOI：10.1039/c5ra12969a

  日期：——

  AIE active 9,10-bis(N-alkylindole-3-yl-vinyl-2)anthracene homologues (IACn) could be facilely prepared and exhibit alkyl length-dependent piezofluorochromic properties whose spectral shifts increase with the decrease of N-alkyl chain lengths.

  AIE活性9,10-双(-烷基吲哚-3-基-乙烯基-2)蒽同类物(IACn)可以容易地制备，并展现出与烷基链长相关的压致发光性质，其光谱位移随着-烷基链长的减少而增加。
• End-group effects of piezofluorochromic aggregation-induced enhanced emission compounds containing distyrylanthracene
  作者：Xiqi Zhang、Zhenguo Chi、Bingjia Xu、Chengjian Chen、Xie Zhou、Yi Zhang、Siwei Liu、Jiarui Xu

  DOI：10.1039/c2jm33140c

  日期：——

  Distyrylanthracene derivatives, AnP3 and AnP3P with triphenylethylene end-groups, and AnP4 and AnP4P with tetraphenylethylene end-groups, were synthesized and characterized using nuclear magnetic resonance, mass spectrometry, elemental analysis, photoluminescence, ultraviolet-visible absorption, wide-angle X-ray diffraction, differential scanning calorimetry and other techniques. The results show that the piezofluorochromic properties of these four aggregation-induced enhanced emission (AIEE) compounds were influenced significantly by the structures of the end-groups in the molecules. The AnP4 and AnP4P derivatives with tetraphenylethylene end-groups exhibited distinct piezofluorochromic properties, which might be switched reversibly upon pressing or annealing because of crystalline-amorphous phase transformation. Thus, we propose that those AIEE compounds that contain steric hindrance groups may exhibit evident piezofluorochromic activities.

  二碳炔基并四苯并蒽衍生物，AnP3和AnP3P末端基团为三苯乙烯，AnP4和AnP4P末端基团为四苯乙烯，通过核磁共振、质谱、元素分析、光致发光、紫外-可见光谱、广角X射线衍射、差示扫描量热等多种分析手段进行了合成和表征。结果表明，这四种聚集诱导发光（AIEE）化合物的压致变色性能显著受到分子末端基团结构的影响。四苯乙烯末端基团的AnP4和AnP4P衍生物展现出明显的压致变色性能，可能是由于结晶-无定形相变，在挤压或退火条件下可以可逆切换。因此，我们提出包含空间位阻基团的AIEE化合物可能表现出显著的压致变色活性。
• Multifunctional organic fluorescent materials derived from 9,10-distyrylanthracene with alkoxyl endgroups of various lengths
  作者：Xiqi Zhang、Zhenguo Chi、Bingjia Xu、Long Jiang、Xie Zhou、Yi Zhang、Siwei Liu、Jiarui Xu

  DOI：10.1039/c2cc36263e

  日期：——

  A series of remarkable multifunctional 9,10-distyrylanthracene derivatives (DSAn, n = 7–12) was synthesized. All derivatives possess typical aggregation-induced emission (AIE) property. Some of the derivatives exhibit multifunctional properties, including AIE, mechanofluorochromism, vapochromism, thermochromism, and mesomorphism, which are rarely found to exist simultaneously in a single compound.

  一系列具有显著多功能性的9,10-二苯乙烯基蒽衍生物（DSAn，n = 7–12）被合成。所有衍生物都具有典型的聚集诱导发光（AIE）特性。其中一些衍生物呈现出多种功能性，包括AIE、机械荧光变色、气相荧光变色、热变色以及介晶性质，这些性质在单一化合物中同时存在的情况很少见。