2-(全氟己基)乙基甲基丙烯酸酯 | 2144-53-8

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物 - 羧酸酯及其衍生物
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 2-(全氟己基)乙基甲基丙烯酸酯
• 中文别名: 1,1,2,2-四氢全氟辛基甲基丙烯酸酯；全氟己基乙基甲基丙烯酸酯；1H,1H,2H,2H-全氟辛基甲基丙烯酸酯；甲基丙烯酸3,3,4,4,5,5,6,6,7,7,8,8,8-十三氟正辛酯；1H,1H,2H,2H-甲基丙烯酸-1H,1H-全氟代辛酯；甲基丙烯酸十三氟辛酯
• 英文名称: 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl 2-methylpropenoate
• 英文别名: 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl methacrylate；1H,1H,2H,2H-tridecafluorooctyl methacrylate；1H,1H,2H,2H-perfluorooctyl methacrylate；perfluorohexylethyl methacrylate；tridecafluorooctyl methacrylate；3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctane 2-methyl-2-propenic acid ester；Tridecafluorohexylethyl methacrylate；3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl 2-methylprop-2-enoate
• CAS: 2144-53-8
• 化学式: C₁₂H₉F₁₃O₂
• mdl: MFCD00077580
• 分子量: 432.181
• InChiKey: CDXFIRXEAJABAZ-UHFFFAOYSA-N

物化性质

• 沸点：
  92 °C8 mm Hg(lit.)
• 密度：
  1.496 g/mL at 25 °C(lit.)
• 闪点：
  >230 °F
• 溶解度：
  氯仿（可溶）、甲醇（微溶）
• LogP：
  5.2 at 23℃
• 物理描述：
  Liquid

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  27
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  15

安全信息

• TSCA：
  T
• 危险等级：
  IRRITANT
• 危险品标志：
  F,Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 海关编码：
  2916140000
• 危险标志：
  GHS07
• 危险性描述：
  H315,H319,H335
• 危险性防范说明：
  P261,P305 + P351 + P338
• 储存条件：
  低温保存

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
Product name : 3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctyl
methacrylate
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. : 2144-53-8
Relevant identified uses of the substance or mixture and uses advised against
Identified uses : Laboratory chemicals, Manufacture of substances

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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), 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/ fume/ gas/ mist/ vapours/ spray.
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
Safety data sheet available on request.
Other hazards - none

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SECTION 3: Composition/information on ingredients
Substances
Formula : C12H9F13O2
Molecular Weight : 432,18 g/mol
CAS-No. : 2144-53-8
EC-No. : 218-407-9
Hazardous ingredients according to Regulation (EC) No 1272/2008
Component Classification Concentration
3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctyl methacrylate
CAS-No. 2144-53-8 Skin Irrit. 2; Eye Irrit. 2; STOT <= 100 %
EC-No. 218-407-9 SE 3; H315, H319, H335
Hazardous ingredients according to Directive 1999/45/EC
Component Classification Concentration
3,3,4,4,5,5,6,6,7,7,8,8,8-Tridecafluorooctyl methacrylate
CAS-No. 2144-53-8 Xi, R36/37/38 <= 100 %
EC-No. 218-407-9
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

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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, Hydrogen fluoride
Advice for firefighters
Wear self contained breathing apparatus for fire fighting if necessary.
Further information
no data available

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SECTION 6: Accidental release measures
Personal precautions, protective equipment and emergency procedures
Use personal protective equipment. Avoid breathing vapours, mist or gas. Ensure adequate ventilation.
Evacuate personnel to safe areas.
For personal protection see section 8.
Environmental precautions
Do not let product enter drains.
Methods and materials for containment and cleaning up
Soak up with inert absorbent material and dispose of as hazardous waste. Keep in suitable, closed
containers for disposal.
Reference to other sections
For disposal see section 13.

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SECTION 7: Handling and storage
Precautions for safe handling
Avoid contact with skin and eyes. Avoid inhalation of vapour or mist.
Normal measures for preventive fire protection.
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. Containers which are
opened must be carefully resealed and kept upright to prevent leakage.
Recommended storage temperature: 2 - 8 °C
Specific end use(s)
Apart from the uses mentioned in section 1.2 no other specific uses are stipulated

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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
Where risk assessment shows air-purifying respirators are appropriate use a full-face respirator
with multi-purpose combination (US) or type ABEK (EN 14387) respirator cartridges as a backup
to engineering controls. If the respirator is the sole means of protection, use a full-face supplied air
respirator. 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.

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SECTION 9: Physical and chemical properties
Information on basic physical and chemical properties
a) Appearance Form: liquid
Colour: colourless
b) Odour no data available
c) Odour Threshold no data available
d) pH no data available
e) Melting point/freezing no data available
point
f) Initial boiling point and 92 °C at 11 hPa - lit.
boiling range
g) Flash point 113 °C - closed cup
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 1,496 g/cm3 at 25 °C
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

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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

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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.

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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

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SECTION 13: Disposal considerations
Waste treatment methods
Product
Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed
professional waste disposal service to dispose of this material.
Contaminated packaging
Dispose of as unused product.

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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

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SECTION 15: Regulatory information
This safety datasheet complies with the requirements of Regulation (EC) No. 1907/2006.
Safety, health and environmental regulations/legislation specific for the substance or mixture
no data available
Chemical Safety Assessment
For this product a chemical safety assessment was not carried out

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SECTION 16: Other information
Full text of H-Statements referred to under sections 2 and 3.
Eye Irrit. Eye irritation
H315 Causes skin irritation.
H319 Causes serious eye irritation.
H335 May cause respiratory irritation.
Skin Irrit. Skin irritation
STOT SE Specific target organ toxicity - single exposure
Full text of R-phrases referred to under sections 2 and 3
Xi Irritant
R36/37/38 Irritating to eyes, respiratory system and skin.
Further information
Copyright 2014 Co. LLC. License granted to make unlimited paper copies for internal use
only.
The above information is believed to be correct but does not purport to be all inclusive and shall be
used only as a guide. The information in this document is based on the present state of our knowledge
and is applicable to the product with regard to appropriate safety precautions. It does not represent any
guarantee of the properties of the product. Corporation and its Affiliates shall not be held
liable for any damage resulting from handling or from contact with the above product. See
and/or the reverse side of invoice or packing slip for additional terms and conditions of sale.

制备方法与用途

全氟己基乙基甲基丙烯酸酯是生产表面防护剂的重要中间体，广泛应用于纺织、涂料及含氟表面活性剂领域。具体应用包括织物整理剂、防污处理剂、乳液型涂料、光固化型涂料、溶剂型热塑型涂料和热固化性涂料等。

反应信息

• 作为反应物：
  描述：

  三(三甲基硅基)硅烷 、 2-(全氟己基)乙基甲基丙烯酸酯 在 奎宁环 、 吡啶 、 chloropyridinecobaloxime(III) 、 2,4,5,6-四(9H-咔唑-9-基)异酞腈 作用下， 以 乙腈 为溶剂， 以52%的产率得到3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl2-((1,1,1,3,3,3-hexamethyl-2-(trimethylsilyl)trisilan-2-yl)methyl)acrylate
  参考文献：
  名称：

  烯烃的脱氢硅烷化反应，通过光氧化还原，氢原子转移和钴催化合成取代的烯丙基硅烷

  摘要：

  开发了一种光催化氧化还原，氢原子转移和质子还原催化相结合的烯烃脱氢甲硅烷基化的协同催化方法。通过这种方法，在非常温和的反应条件下，无需使用氧化剂，即可获得高度简洁的取代烯丙基硅烷的制备方法。这种转变具有良好到极好的产量，操作简单和高原子经济性的特点。基于控制实验，提出了一种可能的反应机理。

  DOI：

  10.1002/anie.201904707
• 作为产物：
  描述：

  1H,1H,2H,2H-tridecafluorooctyl 2-chloro-2-methylpropanoate 反应 0.55h， 以1.36 g的产率得到2-(全氟己基)乙基甲基丙烯酸酯
  参考文献：
  名称：

  METHOD FOR PRODUCING UNSATURATED ACID AND/OR UNSATURATED ACID ESTER

  摘要：

  本发明涉及一种生产不饱和酸和/或不饱和酸酯的方法，包括在存在Brønsted酸催化剂和/或Lewis酸催化剂的条件下，以0°C至350°C的温度反应以下式(1)表示的化合物(1)，制备以下式(2)表示的化合物(2)的过程A；其中R1、R2和R4中的每一个独立地表示氢原子、氘原子或烷基基团；R3和R5中的每一个独立地表示氢原子或氘原子；R6表示氢原子、氘原子、烷基基团或芳基；X表示氯原子、氟原子、溴原子或碘原子。

  公开号：

  US20150175520A1

文献信息

• Lipase catalysis and thiol-Michael addition: a relevant association for the synthesis of new surface-active carbohydrate esters
  作者：Cédric Boyère、Audrey Favrelle、Guy Broze、Pascal Laurent、Katherine Nott、Michel Paquot、Christophe Blecker、Christine Jérôme、Antoine Debuigne

  DOI：10.1016/j.carres.2011.07.011

  日期：2011.10

  A novel class of surface-active carbohydrate esters is prepared by a two-step strategy that takes advantage of the selectivity of enzymatic catalysis and the versatility of the thiol-Michael addition reaction. The surfactant performance of the produced aliphatic, fluorinated and silicon based sugar esters are evaluated by surface tension measurements. The novel thiolated mannose, made available in

  通过两步策略制备了一类新型的表面活性碳水化合物酯，该策略利用了酶催化的选择性和硫醇-迈克尔加成反应的多功能性。通过表面张力测量来评估所生产的脂族，氟化和硅基糖酯的表面活性剂性能。这项工作中可用的新型硫醇化甘露糖，似乎是将未保护的糖部分掺入复杂分子中的强大组成部分。
• Compound for Photoacid Generator, Resist Composition Using the Same, and Pattern-Forming Method
  申请人：Central Glass Company, Limited

  公开号：US20130130175A1

  公开（公告）日：2013-05-23

  A sulfonic acid onium salt represented by the following formula (1) useful as a superior radiosensitive acid generator for resist compositions. It is possible to form a good pattern by using a resist composition containing this sulfonic acid onium salt corresponding to the formula (1): in which R 1 represents a monovalent organic group, and Q + represents a sulfonium cation or iodonium cation.

  以下是用作优良的辐射敏感性酸发生剂的磺酸醋銨盐的化学式（1）。通过使用含有与化学式（1）对应的磺酸醋銨盐的抗蚀组合物，可以形成良好的图案： 其中R1代表一价有机基团，Q+代表磺銨阳离子或碘銨阳离子。
• [EN] BRANCHED PEG MOLECULES AND RELATED COMPOSITIONS AND METHODS<br/>[FR] MOLÉCULES DE PEG RAMIFIÉ, COMPOSITIONS ET PROCÉDÉS ASSOCIÉS
  申请人：PHASERX INC

  公开号：WO2018126084A1

  公开（公告）日：2018-07-05

  Disclosed are branched PEG molecules, including branched PEG-lipids and branched-PEG proteins, as well as related compositions and methods for making branched PEG molecules. Also disclosed are related compositions, systems, and methods for in vivo delivery of therapeutic and diagnostic agents.

  揭示了分支聚乙二醇（PEG）分子，包括分支PEG-脂质和分支PEG-蛋白质，以及制备分支PEG分子的相关组合物和方法。还公开了相关的组合物、系统和方法，用于体内传递治疗和诊断试剂。
• [EN] PERMANENTLY GRAFTED GLACIOPHOBIC NANOMATERIALS AND METHODS OF MAKING<br/>[FR] NANOMATÉRIAUX GLACIOPHOBIQUES GREFFÉS À DEMEURE ET LEURS PROCÉDÉS DE FABRICATION
  申请人：THE UNIV OF GEORGIA RES FOUND INC

  公开号：WO2017123881A1

  公开（公告）日：2017-07-20

  The present disclosure provides for substrates for glaciophobic polymer-nanoparticle composites, glaciophobic polymer-nanoparticle composites, methods of making glaciophobic polymer-nanoparticle composites, methods of making films on substrates, and the like.

  本公开提供了用于抗冰聚合物-纳米颗粒复合材料的基板、抗冰聚合物-纳米颗粒复合材料、制备抗冰聚合物-纳米颗粒复合材料的方法、在基板上制备薄膜的方法等。
• Transition metal compound, polymerization-initiator system comprising the same, and process for producing polymer
  申请人：Uemura Makoto

  公开号：US20070270521A1

  公开（公告）日：2007-11-22

  A transition metal compound represented by the formula, [(CpR 1 m )(CO) 2 M 1 ][M 2 (CO) 2 (CpR 2 n )], wherein Cp is a cyclopentadienyl ring, R 1 and R 2 are independently of each other a hydrocarbyl group having 1 to 20 carbon atoms, and each of at least one R 1 and at least one R 2 is a hydrocarbyl group having 5 to 20 carbon atoms, m and n are independently of each other an integer of 1 to 5, and M 1 and M 2 are independently of each other a transition metal atom of the group 8 in the periodic table of elements; a polymerization-initiator system comprising said transition metal compound; and a process for producing a polymer in the presence of the polymerization-initiator system.

  一个由该公式表示的过渡金属化合物，[(CpR1m)(CO)2M1][M2(CO)2(CpR2n)]，其中Cp是一个环戊二烯环，R1和R2是独立的烃基团，含有1至20个碳原子，至少一个R1和至少一个R2是含有5至20个碳原子的烃基团，m和n是独立的1至5的整数，M1和M2是元素周期表中8族的过渡金属原子；包括所述过渡金属化合物的聚合物化引发剂系统；以及在聚合物化引发剂系统存在的情况下生产聚合物的过程。