5,7,12,14-并五苯四酮 | 23912-79-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 并五苯醌
• 中文名称: 5,7,12,14-并五苯四酮
• 英文名称: pentacene-5,7,12,14-tetraone
• 英文别名: Pentacen-5,14:7,12-dichinon；5,7,12,14-pentacenetetraone；5,7,12,14-pentacenetetrone；Pentacene-5,7,12,14-diquinone；Pentacen-5,7,12,14-dichinon；pentacene-5,7,12,14-tetrone
• CAS: 23912-79-0
• 化学式: C₂₂H₁₀O₄
• 分子量: 338.319
• InChiKey: YZOGOBWHTVNKGA-UHFFFAOYSA-N

物化性质

• 熔点：
  400 °C
• 沸点：
  597.4±50.0 °C(Predicted)
• 密度：
  1.479±0.06 g/cm3(Predicted)
• 稳定性/保质期：
  如果遵照规格使用和储存，则不会分解。避免接触氧化物。

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  26
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  68.3
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2914190090
• 储存条件：
  保持贮藏器密封，将其放入一个紧密的容器中，并储存在阴凉、干燥的地方。

SDS

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Section I.Chemical Product and Company Identification
Chemical Name 5,7,12,14-Pentacenetetrone
Portland OR
Synonym 5,7,12,14-Pentacenetetrone (CA INDEX NAME)
Chemical Formula C22H10O4
23912-79-0
CAS Number

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Section II. Composition and Information on Ingredients
Toxicology Data
Chemical Name CAS Number Percent (%) TLV/PEL
5,7,12,14-Pentacenetetrone 23912-79-0 Min. 99.0 Not available. Not available.
(HPLC)

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Section III. Hazards Identification
Acute Health Effects Irritating to eyes and skin on contact. Inhalation causes irritation of the lungs and respiratory system. Inflammation of the
eye is characterized by redness, watering, and itching. Skin inflammation is characterized by itching, scaling, reddening, or,
occasionally, blistering.
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
Eye Contact Check for and remove any contact lenses. In case of contact, immediately flush eyes with plenty of water for at least 15
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.
INDUCE VOMITING by sticking finger in throat. Lower the head so that the vomit will not reenter the mouth and throat.
Ingestion
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).
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
5,7,12,14-Pentacenetetrone

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Section VI. Accidental Release Measures
Spill Cleanup Irritating material.
Use a shovel to put the material into a convenient waste disposal container. Consult federal, state, and/or local authorities for
Instructions
assistance on disposal.

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Section VII. Handling and Storage
Handling and Storage IRRITANT. 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. (Crystal, small lump. White - Solubility
Physical state @ 20°C Not available.
greyish yellow.)
Not available.
Specific Gravity
Molecular Weight 338.32 Partition Coefficient Not available.
Not available. Not applicable.
Boiling Point Vapor Pressure
Melting Point 400°C (752°F) Vapor Density Not available.
Not available. Not available.
Refractive Index Volatility
Critical Temperature Not available. Odor Not available.
Not available. Not available.
Viscosity Taste

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Section X. Stability and Reactivity Data

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This material is stable if stored under proper conditions. (See Section VII for instructions)
Stability
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
Eye Contact. Ingestion. Inhalation.
Routes of Exposure
Not available.
Toxicity Data
CARCINOGENIC EFFECTS : Not available.
Chronic Toxic Effects
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.
Irritating to eyes and skin on contact. Inhalation causes irritation of the lungs and respiratory system. Inflammation of the eye
Acute Toxic Effects
is characterized by redness, watering, and itching. Skin inflammation is characterized by itching, scaling, reddening, or,
occasionally, blistering.
Follow safe industrial hygiene practices and always wear proper protective equipment when handling this compound.

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Section XII. Ecological Information
Ecotoxicity Not available.
Environmental Fate Not available.
Continued on Next Page
5,7,12,14-Pentacenetetrone

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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 available.
(Canada)
EINECS Number (EEC) Not available.
EEC Risk Statements R36/37/38- Irritating to eyes, respiratory system and skin.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  5,7,12,14-并五苯四酮 在 硝酸 作用下， 生成 1,8-dinitro-pentacene-5,7,12,14-tetraone
  参考文献：
  名称：

  Philippi; Seka, Monatshefte fur Chemie, 1922, vol. 43, p. 629

  摘要：

  DOI：
• 作为产物：
  描述：

  甲萘醌 在 氧气 、 二乙胺 作用下， 以 乙醇 为溶剂， 以16%的产率得到5,7,12,14-并五苯四酮
  参考文献：
  名称：

  Synthesis of 5,7,12,14-Tetraarylpentacenes from Pentacene-5,7,12,14-tetrone and Characterisation of the Tetrol Intermediates

  摘要：

  五苯并菁具有优异的半导体特性，但在有机薄膜晶体管（OTFTs）中的实际应用存在一些缺点，主要是由于其对氧气的敏感性和低溶解度。为了解决这些问题，可以在其环系统上引入取代基。在此背景下，我们正在研究在五苯并菁骨架上引入芳基取代基的可能性。本文描述了5,7,12,14-四芳基取代的五苯并菁。这些化合物是从5,7,12,14-芳基取代的五苯并菁-5′,7′,12′,14′-四醇合成的。我们分离了所有异构体的四醇。我们还发现，5,7,12,14-噻吩基五苯并菁-5′,7′,12′,14′-四醇可以发生重排，生成5,5′,7,7′-四噻吩基五苯并菁-12,14-酮和5,5′,12,12′-四噻吩基五苯并菁-7,14-酮。

  DOI：

  10.1055/s-2006-939699
• 作为试剂：
  描述：

  benzyl 2-phenylacrylate 、 烯丙基甲基碳酸酯 、 环辛烷 在 tris-(dibenzylideneacetone)dipalladium(0) 、 5,7,12,14-并五苯四酮 、 三(3,5-二甲苯基)膦 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 24.0h， 以85%的产率得到
  参考文献：
  名称：

  通过光催化亲核试剂生成进行钯催化的烯丙基烷基化

  摘要：

  通过将氢原子转移光催化剂介导的亲核试剂生成和钯催化的烯丙基烷基化相结合，建立了易于获得的末端烯烃、脂肪族 C(sp 3 )-H 偶联伙伴和烯丙基碳酸酯的快速组装。这种策略的综合效用体现在 (±)-mesembrine 的简明合成上。机理研究表明，该协议通过自由基/离子中继过程进行，碳负离子物种通过经典的双电子烯丙基化途径作为亲核试剂攻击 π-烯丙基钯的关键中间体。该协议展示了一种原子经济和环境友好的方法来生成用于过渡金属催化的不稳定亲核试剂。

  DOI：

  10.1021/acscatal.1c01500

文献信息

• FUNCTIONALIZED COPOLYMERS AND USE THEREOF
  申请人：3M INNOVATIVE PROPERTIES COMPANY

  公开号：US20210031152A1

  公开（公告）日：2021-02-04

  An article that includes a functionalized copolymer and the use thereof, particularly in a process for binding biomaterials, such as in a process for separating aggregated proteins from monomeric proteins in a biological solution; wherein the article includes: a) a porous substrate; and b) a copolymer covalently attached to the porous substrate, the copolymer comprising a hydrocarbon backbone and a plurality of pendant groups attached to the hydrocarbon backbone, wherein 1) each of a first plurality of pendant groups comprises: (a) at least one acidic group or salt thereof; and (b) a spacer group that directly links the at least one acidic group or salt thereof to the hydrocarbon backbone by a chain of at least 6 catenated atoms; and 2) each of a second plurality of pendant groups comprises: (a) at least one acidic group or salt thereof; and (b) a spacer group that directly links the at least one acidic group or salt thereof to the hydrocarbon backbone by a chain of at least 6 catenated atoms; and wherein the first plurality of pendant groups are different than the second plurality of pendant groups; and wherein a mole ratio of the first plurality of pendant groups to the second plurality of pendant groups is in a range of 95:5 to 5:95.

  一篇包括功能化共聚物及其用途的文章，特别是在结合生物材料的过程中使用，例如在从生物溶液中分离聚集蛋白质和单体蛋白质的过程中；其中该文章包括：a) 多孔基底；和 b) 共价连接到多孔基底上的共聚物，该共聚物包括一个碳氢骨架和多个连接到碳氢骨架上的挂链基团，其中1) 第一多数挂链基团中的每一个包括：(a) 至少一个酸性基团或其盐；和 (b) 一个通过至少6个串联原子链直接将至少一个酸性基团或其盐连接到碳氢骨架的空间基团；和 2) 第二多数挂链基团中的每一个包括：(a) 至少一个酸性基团或其盐；和 (b) 一个通过至少6个串联原子链直接将至少一个酸性基团或其盐连接到碳氢骨架的空间基团；其中第一多数挂链基团不同于第二多数挂链基团；并且第一多数挂链基团与第二多数挂链基团的摩尔比在95:5到5:95的范围内。
• [EN] PROCESSES FOR SEPARATING AGGREGATED PROTEINS FROM MONOMERIC PROTEINS IN A BIOLOGICAL SOLUTION<br/>[FR] PROCÉDÉS DE SÉPARATION DE PROTÉINES AGRÉGÉES À PARTIR DE PROTÉINES MONOMÈRES DANS UNE SOLUTION BIOLOGIQUE
  申请人：3M INNOVATIVE PROPERTIES CO

  公开号：WO2018048698A1

  公开（公告）日：2018-03-15

  A process for separating aggregated proteins from monomeric proteins in a biological solution, the process including: providing at least one filter element having a contacting surface, wherein the filter element comprises filter media comprising: a porous substrate; and disposed on the porous substrate, a polymer comprising a hydrocarbon backbone and a plurality of pendant groups attached to the hydrocarbon backbone, wherein each of a first plurality of pendant groups comprises: (1) at least one acidic group or salt thereof; and (2) a spacer group that directly links the at least one acidic group or salt thereof to the hydrocarbon backbone by a chain of at least 6 catenated atoms; and allowing an initial biological solution to contact the contacting surface of the filter element under conditions effective to separate the aggregated proteins from the monomeric proteins such that a final biological solution includes purified monomeric proteins.

  一种从生物溶液中分离聚集蛋白质和单体蛋白质的方法，该方法包括：提供至少一个具有接触表面的过滤元件，其中过滤元件包括包括过滤介质的多孔基质；并且在多孔基质上设置了一种聚合物，该聚合物包括一个烃骨架和附着在烃骨架上的多个偏基团，其中第一多个偏基团中的每一个包括：（1）至少一个酸性基团或其盐；和（2）一个间隔基团，通过至少6个串联原子的链将至少一个酸性基团或其盐直接连接到烃骨架；并且允许初始生物溶液在有效条件下接触过滤元件的接触表面，以使聚集蛋白质与单体蛋白质分离，从而得到含有纯化单体蛋白质的最终生物溶液。
• Acene-based organic semiconductor materials and methods of preparing and using the same
  申请人：Facchetti Antonio

  公开号：US20080185555A1

  公开（公告）日：2008-08-07

  Acene-based compounds that can be used to prepare n-type semiconductor materials are provided with processes for preparing the same. Composites and electronic devices including n-type semiconductor materials prepared from these compounds also are provided.

  提供了一种可以用来制备n型半导体材料的基于Acene的化合物，以及制备这些化合物的方法。还提供了由这些化合物制备的n型半导体材料的复合材料和电子器件。
• Substituent Effects in Pentacenes: Gaining Control over HOMO−LUMO Gaps and Photooxidative Resistances
  作者：Irvinder Kaur、Wenling Jia、Ryan P. Kopreski、Selvapraba Selvarasah、Mehmet R. Dokmeci、Chandrani Pramanik、Nicol E. McGruer、Glen P. Miller

  DOI：10.1021/ja804515y

  日期：2008.12.3

  A combined experimental and computational study of a series of substituted pentacenes including halogenated, phenylated, silylethynylated and thiolated derivatives is presented. Experimental studies include the synthesis and characterization of six new and six known pentacene derivatives and a kinetic study of each derivative under identical photooxidative conditions. Structures, HOMO-LUMO energies

  介绍了一系列取代并五苯的实验和计算研究，包括卤化、苯基化、甲硅烷基乙炔化和硫醇化衍生物。实验研究包括六种新的和六种已知的并五苯衍生物的合成和表征，以及每种衍生物在相同光氧化条件下的动力学研究。在 B3LYP/6-311+G**//PM3 水平计算结构、HOMO-LUMO 能量和相关间隙，同时通过实验测量光学和电化学 HOMO-LUMO 间隙。综合结果首次提供了对大量并五苯衍生物作为取代基函数的 HOMO-LUMO 间隙和抗光氧化性的定量评估。每个并五苯衍生物的持久性受到空间电阻和电子效应的组合以及每个取代基的位置的影响。与普遍看法相反，甲硅烷基乙炔基取代的并五苯（如 TIPS-并五苯）具有小的 HOMO-LUMO 间隙，但不是光氧化条件下寿命最长的物种。在 2,3,9,10 位具有氯取代基和在 6,13 位具有邻烷基苯基取代基的并五苯衍生物比 TIPS-并五苯寿命更长。在所有研究的衍生物中
• Process for preparing pentacene derivatives
  申请人：Vogel Dennis E.

  公开号：US06974877B2

  公开（公告）日：2005-12-13

  A process for preparing substituted pentacene compounds comprises the step of cyclizing substituted bis(benzyl)phthalic acids using an acid composition comprising trifluoromethanesulfonic acid, the substituted bis(benzyl)phthalic acids being represented by the following general formulas: wherein each R (that is, each of the groups R 1 through R 8 ) is independently an electron-donating group, a halogen atom, a hydrogen atom, or a combination thereof.

  制备取代五环芴化合物的方法包括使用含三氟甲磺酸的酸组合物环化取代的双(苄基)邻苯二甲酸，所述取代的双(苄基)邻苯二甲酸由以下一般式表示：其中每个R（即R1至R8中的每一个基团）独立地是电子给予基团、卤原子、氢原子或它们的组合。