2,9-二(3-戊烷基)异喹啉并[4',5',6':6,5,10]蒽并[2,1,9-def]异喹啉-1,3,8,10(2H,9H)-四酮 | 110590-81-3

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 中文名称: 2,9-二(3-戊烷基)异喹啉并[4',5',6':6,5,10]蒽并[2,1,9-def]异喹啉-1,3,8,10(2H,9H)-四酮
• 中文别名: N，N'-二（乙基丙基）苝-3,4,9,10-四羧酸
• 英文名称: N,N'-bis(1-ethylpropyl)-3,4:9,10-perylenebis(dicarboximide)
• 英文别名: N¹,N²-bis(3-pentyl)-perylene-3,4,9,10-tetracarboxylic diimide；N,N'-bis(1-ethylpropyl)perylene-3,4,9,10-tetracarboxylic acid bisimide；N,N′-bis(ethylpropyl)perylene-3,4:9,10-tetracarboxylic diimide；2,9-di(pentan-3-yl)anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10 (2H,9H)-tetraone；2,9-Di(pentan-3-yl)anthra[2,1,9-def:6,5,10-d'e'f']diisoquinoline-1,3,8,10(2H,9H)-tetraone；7,18-di(pentan-3-yl)-7,18-diazaheptacyclo[14.6.2.22,5.03,12.04,9.013,23.020,24]hexacosa-1(23),2,4,9,11,13,15,20(24),21,25-decaene-6,8,17,19-tetrone
• CAS: 110590-81-3
• 化学式: C₃₄H₃₀N₂O₄
• 分子量: 530.623
• InChiKey: AIPBSZJAQGGCPD-UHFFFAOYSA-N

物化性质

• 熔点：
  >450°C
• 沸点：
  724.1±33.0 °C(Predicted)
• 密度：
  1.351±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  40
• 可旋转键数：
  6
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  74.8
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• WGK Germany：
  3
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  室温且干燥环境下使用。

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
: N,N′-Bis(3-pentyl)perylene-3,4,9,10-
Product name
bis(dicarboximide)
REACH No. : A registration number is not available for this substance as the substance
or its uses are exempted from registration, the annual tonnage does not
require a registration or the registration is envisaged for a later
registration deadline.
CAS-No. : 110590-81-3
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

---

SECTION 2: Hazards identification
Classification of the substance or mixture
Classification according to Regulation (EC) No 1272/2008
Skin irritation (Category 2), H315
Eye irritation (Category 2), H319
Specific target organ toxicity - single exposure (Category 3), Respiratory system, H335
For the full text of the H-Statements mentioned in this Section, see Section 16.
Classification according to EU Directives 67/548/EEC or 1999/45/EC
Xi Irritant R36/37/38
For the full text of the R-phrases mentioned in this Section, see Section 16.
Label elements
Labelling according Regulation (EC) No 1272/2008
Pictogram
Signal word Warning
Hazard statement(s)
H315 Causes skin irritation.
H319 Causes serious eye irritation.
H335 May cause respiratory irritation.
Precautionary statement(s)
P261 Avoid breathing dust.
P305 + P351 + P338 IF IN EYES: Rinse cautiously with water for several minutes. Remove
contact lenses, if present and easy to do. Continue rinsing.
Supplemental Hazard none
Statements
Other hazards - none

---

SECTION 3: Composition/information on ingredients
Substances
Synonyms : N,N-Bis(ethylpropyl)perylene-3,4,9,10-tetracarboxylicdiimide
N,N'-Bis(ethylpropyl)perylene-3,4,9,10-tetracarboxylicdimide
Formula : C34H30N2O4
Molecular Weight : 530,61 g/mol
CAS-No. : 110590-81-3
Hazardous ingredients according to Regulation (EC) No 1272/2008
Component Classification Concentration
N,N'-Bis(3-pentyl)perylene-3,4,9,10-bis(dicarboximide)
CAS-No. 110590-81-3 Skin Irrit. 2; Eye Irrit. 2; STOT <= 100 %
SE 3; H315, H319, H335
Hazardous ingredients according to Directive 1999/45/EC
Component Classification Concentration
N,N'-Bis(3-pentyl)perylene-3,4,9,10-bis(dicarboximide)
CAS-No. 110590-81-3 Xi, R36/37/38 <= 100 %
For the full text of the H-Statements and R-Phrases mentioned in this Section, see Section 16

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SECTION 4: First aid measures
Description of first aid measures
General advice
Consult a physician. Show this safety data sheet to the doctor in attendance.
If inhaled
If breathed in, move person into fresh air. If not breathing, give artificial respiration. Consult a physician.
In case of skin contact
Wash off with soap and plenty of water. Consult a physician.
In case of eye contact
Rinse thoroughly with plenty of water for at least 15 minutes and consult a physician.
If swallowed
Never give anything by mouth to an unconscious person. Rinse mouth with water. Consult a physician.
Most important symptoms and effects, both acute and delayed
The most important known symptoms and effects are described in the labelling (see section 2.2) and/or in
section 11
Indication of any immediate medical attention and special treatment needed
no data available

---

SECTION 5: Firefighting measures
Extinguishing media
Suitable extinguishing media
Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
Special hazards arising from the substance or mixture
Carbon oxides, nitrogen oxides (NOx)
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

---

SECTION 6: Accidental release measures
Personal precautions, protective equipment and emergency procedures
Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure
adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust.
For personal protection see section 8.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Pick up and arrange disposal without creating dust. Sweep up and shovel. Keep in suitable, closed
containers for disposal.
Reference to other sections
For disposal see section 13.

---

SECTION 7: Handling and storage
Precautions for safe handling
Avoid contact with skin and eyes. Avoid formation of dust and aerosols.
Provide appropriate exhaust ventilation at places where dust is formed.
For precautions see section 2.2.
Conditions for safe storage, including any incompatibilities
Store in cool place. Keep container tightly closed in a dry and well-ventilated place.
Specific end use(s)
A part from the uses mentioned in section 1.2 no other specific uses are stipulated

---

SECTION 8: Exposure controls/personal protection
Control parameters
Components with workplace control parameters
Exposure controls
Appropriate engineering controls
Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and
at the end of workday.
Personal protective equipment
Eye/face protection
Safety glasses with side-shields conforming to EN166 Use equipment for eye protection tested
and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).
Skin protection
Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique
(without touching glove's outer surface) to avoid skin contact with this product. Dispose of
contaminated gloves after use in accordance with applicable laws and good laboratory practices.
Wash and dry hands.
The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and
the standard EN 374 derived from it.
Body Protection
impervious clothing, The type of protective equipment must be selected according to the
concentration and amount of the dangerous substance at the specific workplace.
Respiratory protection
For nuisance exposures use type P95 (US) or type P1 (EU EN 143) particle respirator.For higher
level protection use type OV/AG/P99 (US) or type ABEK-P2 (EU EN 143) respirator cartridges.
Use respirators and components tested and approved under appropriate government standards
such as NIOSH (US) or CEN (EU).
Control of environmental exposure
Do not let product enter drains.

---

SECTION 9: Physical and chemical properties
Information on basic physical and chemical properties
a) Appearance Form: solid
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing Melting point/freezing point: > 450 °C
point
f) Initial boiling point and no data available
boiling range
g) Flash point not applicable
h) Evapouration rate no data available
i) Flammability (solid, gas) no data available
j) Upper/lower no data available
flammability or
explosive limits
k) Vapour pressure no data available
l) Vapour density no data available
m) Relative density no data available
n) Water solubility no data available
o) Partition coefficient: n- no data available
octanol/water
p) Auto-ignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties no data available
t) Oxidizing properties no data available
Other safety information
no data available

---

SECTION 10: Stability and reactivity
Reactivity
no data available
Chemical stability
Stable under recommended storage conditions.
Possibility of hazardous reactions
no data available
Conditions to avoid
no data available
Incompatible materials
Strong oxidizing agents
Hazardous decomposition products
Other decomposition products - no data available
In the event of fire: see section 5

---

SECTION 11: Toxicological information
Information on toxicological effects
Acute toxicity
no data available
Skin corrosion/irritation
no data available
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitisation
no data available
Germ cell mutagenicity
no data available
Carcinogenicity
IARC: No component of this product present at levels greater than or equal to 0.1% is identified as
probable, possible or confirmed human carcinogen by IARC.
Reproductive toxicity
no data available
Specific target organ toxicity - single exposure
Inhalation - May cause respiratory irritation.
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Additional Information
RTECS: Not available
To the best of our knowledge, the chemical, physical, and toxicological properties have not been
thoroughly investigated.

---

SECTION 12: Ecological information
Toxicity
no data available
Persistence and degradability
no data available
Bioaccumulative potential
no data available
Mobility in soil
no data available
Results of PBT and vPvB assessment
PBT/vPvB assessment not available as chemical safety assessment not required/not conducted
Other adverse effects
no data available

---

SECTION 13: Disposal considerations
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company. Dissolve or mix the material
with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber.
Contaminated packaging
Dispose of as unused product.

---

SECTION 14: Transport information
UN number
ADR/RID: - IMDG: - IATA: -
UN proper shipping name
ADR/RID: Not dangerous goods
IMDG: Not dangerous goods
IATA: Not dangerous goods
Transport hazard class(es)
ADR/RID: - IMDG: - IATA: -
Packaging group
ADR/RID: - IMDG: - IATA: -
Environmental hazards
ADR/RID: no IMDG Marine pollutant: no IATA: no
Special precautions for user
no data available

---

---

SECTION 15 - REGULATORY INFORMATION
N/A

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2,9-二(3-戊烷基)异喹啉并[4',5',6':6,5,10]蒽并[2,1,9-def]异喹啉-1,3,8,10(2H,9H)-四酮 在 氢氧化钾 作用下， 以 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 反应 20.0h， 生成 N-(1-ethylpropyl)-N'-[(1S)-(2,4-dibromophenoxymethyl)-3-methylbutyl]perylene-3,4:9,10-tetracarboxylic bisimide
  参考文献：
  名称：

  供体-受体聚合物：共轭的低聚对苯撑亚乙烯基的主链，带有悬挂的per双酰亚胺。

  摘要：

  通过使用Suzuki交叉偶联聚合反应，已合成了两种新的供体-受体共聚物，它们由对映体纯的低聚对苯撑亚乙烯基主链与悬挂的per双酰亚胺组成。吸收和圆二色性光谱显示，即使在高温下，主链中供体的过渡偶极矩与共聚物的悬空受体部分也以螺旋取向偶联并成螺旋取向。两个生色团的强烈荧光猝灭表明在供体或受体光激发后有效的光诱导电荷转移。用飞秒和近稳态光致吸收光谱法详细研究了电荷分离态的形成和复合动力学。激发后1 ps内形成电荷分离状态，并且在溶液和固态下均以45-60 ps的时间常数发生重组。这些光学特性表明富电子供体链和悬挂的贫电子受体发色团之间的距离短且有明显的相互作用。

  DOI：

  10.1002/chem.200400097
• 作为产物：
  描述：

  3-pentanone oxime 在 咪唑 、 红铝 作用下， 以 甲苯 为溶剂， 反应 8.0h， 生成 2,9-二(3-戊烷基)异喹啉并[4',5',6':6,5,10]蒽并[2,1,9-def]异喹啉-1,3,8,10(2H,9H)-四酮
  参考文献：
  名称：

  Demming, Stefan; Langhals, Heinz, Chemische Berichte, 1988, vol. 121, p. 225 - 230

  摘要：

  DOI：
• 作为试剂：
  描述：

  二苄基硫醚 在 氧气 、 2,9-二(3-戊烷基)异喹啉并[4',5',6':6,5,10]蒽并[2,1,9-def]异喹啉-1,3,8,10(2H,9H)-四酮 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 以90%的产率得到二苄基亚砜
  参考文献：
  名称：

  一种合成亚砜类化合物的方法

  摘要：

  本发明公开了一种合成亚砜类化合物的方法，属于有机化合物合成技术领域。本发明方法包括：以苝酰亚胺作为催化剂，在光照条件下，催化硫醚类化合物与氧气剂反应得到亚砜化合物。本发明首次实现可见光下苝酰亚胺催化的硫醚的选择性氧化，成功地以高收率构建亚砜亚生物；本发明反应条件温和，反应效率高，底物适用范围广，原子利用率高，反映区域选择性和化学选择性高，具有潜在的应用价值。

  公开号：

  CN110256307B

文献信息

• Stringing the Perylene Diimide Bow
  作者：Taifeng Liu、Jingjing Yang、Florian Geyer、Felisa S. Conrad‐Burton、Raúl Hernández Sánchez、Hexing Li、Xiaoyang Zhu、Colin P. Nuckolls、Michael L. Steigerwald、Shengxiong Xiao

  DOI：10.1002/anie.202004989

  日期：2020.8.17

  study explores a new mode of contortion in perylene diimides where the molecule is bent, like a bow, along its long axis. These bowed PDIs were synthesized through a facile fourfold Suzuki macrocyclization with aromatic linkers and a tetraborylated perylene diimide that introduces strain and results in a bowed structure. By altering the strings of the bow, the degree of bending can be controlled from

  这项研究探索了per二酰亚胺扭曲的一种新模式，该分子沿长轴弯曲成弓形。这些弓形的PDI是通过具有芳香族连接基和四硼酸化per二酰亚胺的四倍铃木大环化合成的，该四环硼化per二酰亚胺会引入应变并导致弓形结构。通过改变弓的弦，可以将弯曲程度从平直弯曲到高度弯曲。通过光谱学和量子化学计算，表明可以通过结构的弯曲程度来控制最低未占据轨道的能量，并且可以通过最大程度地控制最高占据轨道的能量。芳族接头。
• [EN] PERYLENE-BASED SEMICONDUCTING MATERIALS<br/>[FR] MATÉRIAUX SEMI-CONDUCTEURS À BASE DE PÉRYLÈNE
  申请人：BASF SE

  公开号：WO2012117089A1

  公开（公告）日：2012-09-07

  The present invention provides a compound of formula The compound of formula (1) is suitable for use as semiconducting material, in particular in electronic devices.

  本发明提供了一种化合物，其化学式为（1）。该化合物适用于作为半导体材料，特别是在电子设备中的使用。
• Perylene-based Semiconducting Materials
  申请人：Reichelt Helmut

  公开号：US20120226042A1

  公开（公告）日：2012-09-06

  The present invention provides a compound of formula The compound of formula (1) is suitable for use as semiconducting material, in particular in electronic devices.

  本发明提供了一种化合物的公式。公式（1）的化合物适用于作为半导体材料，特别是在电子设备中。
• O-Annulation to Polycyclic Aromatic Hydrocarbons: A Tale of Optoelectronic Properties from Five- to Seven-Membered Rings
  作者：Luka Đorđević、Domenico Milano、Nicola Demitri、Davide Bonifazi

  DOI：10.1021/acs.orglett.0c01331

  日期：2020.6.5

  formation of an intramolecular C–O bond with a suitable phenol substituent. Depending on the peripheral topology of the PAH precursor (e.g., pyrene, boron–dipyrromethene, or perylene diimide) five-, six-, and seven-membered O-containing rings could be obtained. The effect of the O-annulations on the optoelectronic properties were studied by various methods with the pyrano-annulated pyrene and BODIPY derivatives

  我们利用Pummerer氧化环化反应，通过形成具有适当酚取代基的分子内C-O键来扩展PAHs。根据PAH前体（例如pyr，硼-二吡咯甲烷或per二酰亚胺）的外围拓扑结构，可以获得五元，六元和七元的含O环。通过吡喃环化的pyr和BODIPY衍生物描述了定量的发射量子产率，通过各种方法研究了O环化对光电性能的影响。
• Porphyrin based push–pull conjugates as donors for solution-processed bulk heterojunction solar cells: a case of metal-dependent power conversion efficiency
  作者：Ruchika Mishra、Ramprasad Regar、Rahul Singhal、Piyush Panini、Ganesh D. Sharma、Jeyaraman Sankar

  DOI：10.1039/c7ta05338j

  日期：——

  Solution-processed bulk-heterojunction organic solar cells have been achieved using unsymmetrical metalloporphyrin-PBI dyads as small molecular donors. Due to panchromatic absorption, photon-to-current conversion efficiency of 6.18 % was obtained for 3-Zn:PC71BM with remarkable energy loss (Eloss) of 0.60 eV, which is in line with the best values recorded so far for porphyrin-based small-molecular

  使用不对称的金属卟啉-PBI dyad作为小分子供体，已经实现了溶液处理的整体异质结有机太阳能电池。由于全色吸收，3-Zn：PC71BM的光子-电流转换效率为6.18％，能量损失（E损失）为0.60 eV，与迄今记录的基于卟啉的最佳值相符。小分子供体。