N,N,N,N,-四环氧丙基-4,4-二氨基二苯甲烷 | 28768-32-3

• 物质功能分类: 有机原料 - 氨基化合物
• 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: N,N,N,N,-四环氧丙基-4,4-二氨基二苯甲烷
• 中文别名: 4,4'-亚甲基双(N,N-二环丙氧基苯胺)；4,4'-亚甲基二(N,N-二缩水甘油基苯胺)；N,N,N',N'-四环氧丙基-4,4'-二氨基二苯甲烷；四缩水甘油基-4,4'-二氨基二苯甲烷；N,N,N",N"-四环氧丙基-4,4"-二氨基二苯甲烷；N,N,N,N,-四缩水甘油基-4,4-二氨基二苯甲烷
• 英文名称: 4,4'-methylene-bis(N,N'-diglycidylaniline)
• 英文别名: N,N,N',N'-tetraglycidyl-4,4'-diaminodiphenylmethane；TGDDM；4,4'-Methylenebis(N,N-diglycidylaniline)；4-[[4-[bis(oxiran-2-ylmethyl)amino]phenyl]methyl]-N,N-bis(oxiran-2-ylmethyl)aniline
• CAS: 28768-32-3
• 化学式: C₂₅H₃₀N₂O₄
• 分子量: 422.524
• InChiKey: FAUAZXVRLVIARB-UHFFFAOYSA-N

物化性质

• 沸点：
  619.3±35.0 °C(Predicted)
• 密度：
  1.15 g/mL at 25 °C(lit.)
• 闪点：
  >230 °F
• LogP：
  2.12 at 22℃
• 物理描述：
  Liquid
• 稳定性/保质期：
  遵照规定使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  31
• 可旋转键数：
  12
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  56.6
• 氢给体数：
  0
• 氢受体数：
  6

安全信息

• 危险等级：
  9
• 危险品标志：
  Xi
• 安全说明：
  S36/37
• 危险类别码：
  R43
• 海关编码：
  2921590090
• WGK Germany：
  2
• 危险品运输编号：
  UN 3082
• 危险标志：
  GHS07,GHS09
• 危险性描述：
  H317,H411
• 危险性防范说明：
  P273,P280
• 包装等级：
  III
• 危险类别：
  9
• 储存条件：
  将贮藏器密封后，放入一个紧闭的容器中，并存放在阴凉、干燥的地方。

SDS

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SECTION 1: Identification of the substance/mixture and of the company/undertaking
Product identifiers
: 4,4′-Methylenebis(N,N-diglycidylaniline)
Product name
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. : 28768-32-3
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 sensitisation (Category 1), H317
Chronic aquatic toxicity (Category 2), H411
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, N Irritant, Dangerous for the R43, R51/53
environment
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)
H317 May cause an allergic skin reaction.
H411 Toxic to aquatic life with long lasting effects.
Precautionary statement(s)
P273 Avoid release to the environment.
P280 Wear protective gloves.
Supplemental Hazard none
Statements
Other hazards - none

---

SECTION 3: Composition/information on ingredients
Substances
Formula : C25H30N2O4
Molecular Weight : 422,52 g/mol
CAS-No. : 28768-32-3
EC-No. : 249-204-3
Hazardous ingredients according to Regulation (EC) No 1272/2008
Component Classification Concentration
4,4'-Methylenebis[N,N-bis(2,3-epoxypropyl)aniline]
CAS-No. 28768-32-3 Skin Sens. 1; Aquatic Chronic <= 100 %
EC-No. 249-204-3 2; H317, H411
Hazardous ingredients according to Directive 1999/45/EC
Component Classification Concentration
4,4'-Methylenebis[N,N-bis(2,3-epoxypropyl)aniline]
CAS-No. 28768-32-3 Xi, N, R43 - R51/53 <= 100 %
EC-No. 249-204-3
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
Flush eyes with water as a precaution.
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, nitrogen oxides (NOx)
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.
For personal protection see section 8.
Environmental precautions
Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the
environment must be avoided.
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.
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.
Heat sensitive.
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
Face shield and safety glasses 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
Complete suit protecting against chemicals, 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
Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into
the environment must be avoided.

---

SECTION 9: Physical and chemical properties
Information on basic physical and chemical properties
a) Appearance Form: viscous liquid
Colour: yellow
b) Odour no data available
c) Odour Threshold no data available
d) pH > 7,1 - < 7,3 at >= 10 mg/l at 20 °C
e) Melting point/freezing Freezing point/ range: -13,2 °C - OECD Test Guideline 102
point
f) Initial boiling point and no data available
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 1,15 g/cm3 at 25 °C
n) Water solubility ca.0,0092 g/l at 20 °C - OECD Test Guideline 105 - slightly soluble
o) Partition coefficient: n- log Pow: ca.2,12 at 22 °C
octanol/water
p) Auto-ignition no data available
temperature
q) Decomposition no data available
temperature
r) Viscosity no data available
s) Explosive properties Not explosive
t) Oxidizing properties no data available
Other safety information
Surface tension ca.61,8 mN/m at 19,8 °C

---

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
Heat.
Incompatible materials
Oxidizing agentsStrong oxidizing agents, acids, Bases
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
LD50 Oral - rat - male and female - > 5.000 mg/kg
(OECD Test Guideline 401)
Skin corrosion/irritation
Skin - rabbit
Result: Mild skin irritation - 4 h
(OECD Test Guideline 404)
Serious eye damage/eye irritation
no data available
Respiratory or skin sensitisation
in vivo assay - mouse
Result: May cause sensitisation by skin contact.
(OECD Test Guideline 429)
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
no data available
Specific target organ toxicity - repeated exposure
no data available
Aspiration hazard
no data available
Additional Information
Repeated dose toxicity - rat - male and female - Oral - No observed adverse effect level - 50 mg/kg
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
Toxicity to daphnia and semi-static test EC50 - Daphnia magna (Water flea) - ca. 6,7 mg/l - 48 h
other aquatic (OECD Test Guideline 202)
invertebrates
Toxicity to algae static test EC50 - Pseudokirchneriella subcapitata (Selenastrum capricornutum)
- ca. 4,8 mg/l - 72 h
(OECD Test Guideline 201)
Persistence and degradability
Biodegradability aerobic - Exposure time 28 d
Result: 48 % - Not readily biodegradable.
(OECD Test Guideline 301F)
Remarks: The 10 day time window criterion is not fulfilled.
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
Toxic to aquatic life with long lasting effects.

---

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

---

SECTION 14: Transport information
UN number
ADR/RID: 3082 IMDG: 3082 IATA: 3082
UN proper shipping name
ADR/RID: ENVIRONMENTALLY HAZARDOUS SUBSTANCE, LIQUID, N.O.S. (4,4'-Methylenebis[N,N-
bis(2,3-epoxypropyl)aniline])
IMDG: ENVIRONMENTALLY HAZARDOUS SUBSTANCE, LIQUID, N.O.S. (4,4'-Methylenebis[N,N-
bis(2,3-epoxypropyl)aniline])
IATA: Environmentally hazardous substance, liquid, n.o.s. (4,4'-Methylenebis[N,N-bis(2,3-
epoxypropyl)aniline])
Transport hazard class(es)
ADR/RID: 9 IMDG: 9 IATA: 9
Packaging group
ADR/RID: III IMDG: III IATA: III
Environmental hazards
ADR/RID: yes IMDG Marine pollutant: yes IATA: yes
Special precautions for user
Further information
EHS-Mark required (ADR 2.2.9.1.10, IMDG code 2.10.3) for single packagings and combination
packagings containing inner packagings with Dangerous Goods > 5L for liquids or > 5kg for solids.

---

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

---

SECTION 16: Other information
Full text of H-Statements referred to under sections 2 and 3.
Aquatic Chronic Chronic aquatic toxicity
H317 May cause an allergic skin reaction.
H411 Toxic to aquatic life with long lasting effects.
Skin Sens. Skin sensitisation
Full text of R-phrases referred to under sections 2 and 3
N Dangerous for the environment
Xi Irritant
R43 May cause sensitisation by skin contact.
R51/53 Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic
environment.
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

制备方法

本品为四官能度环氧树脂，主要用于作为添加剂，提高成品的交联密度和耐温性。因此，它广泛应用于胶黏剂和复合材料领域。

用途简介

目前暂无具体用途说明。

上下游信息

• 下游产品

  中文名称	英文名称	CAS号	化学式	分子量
  ——	2-Propanol, 1-((4-((4-aminophenyl)sulfonyl)phenyl)amino)-3-((4-((4-(bis(oxiranylmethyl)amino)phenyl)methyl)phenyl)(oxiranylmethyl)amino)-	103443-52-3	C37H42N4O6S	670.83

反应信息

• 作为反应物：
  描述：

  N,N,N,N,-四环氧丙基-4,4-二氨基二苯甲烷 在 四乙基溴化铵 、 N,N-二异丙基乙胺 、 sodium hydroxide 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 36.0h， 生成
  参考文献：
  名称：

  EPOXY COMPOUND HAVING ALKOXYSILYL GROUP, METHOD FOR PREPARING SAME, COMPOSITION COMPRISING SAME, CURED PRODUCT MADE THEREFROM, AND USE THEREOF

  摘要：

  公开号：

  EP2933257B1
• 作为产物：
  描述：

  4,4'-二氨基二苯甲烷 在 四丁基硫酸氢铵 、 溶剂黄146 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 2.0h， 生成 N,N,N,N,-四环氧丙基-4,4-二氨基二苯甲烷
  参考文献：
  名称：

  MANUFACTURING METHOD FOR COMPOUND HAVING N,N-BIS(2-HYROXY-3-CHLOROPROPYL)AMINO GROUP

  摘要：

  一种高效且安全地在工业规模上制造具有N,N-双(2-羟基-3-氯丙基)氨基基团的化合物的方法。将胺化合物或其溶液，环氧氯丙烷或其溶液，以及酸性化合物或其溶液连续供给到流动反应器中，在40至130°C的反应温度和0.2至10 h−1的液体空间速度下反应，从而制造出具有N,N-双(2-羟基-3-氯丙基)氨基基团的化合物。通过与碱反应将获得的具有N,N-双(2-羟基-3-氯丙基)氨基基团的化合物脱氯化，从而制造出一种多功能环氧化胺型环氧化合物。

  公开号：

  US20180030013A1

文献信息

• [EN] PHOTOALIGNING MATERIAL<br/>[FR] MATÉRIAU DE PHOTOALIGNEMENT
  申请人：ROLIC AG

  公开号：WO2013017467A1

  公开（公告）日：2013-02-07

  The present invention relates to a copolymer for the photoalignment of liquid crystals comprising a photoreactive group as given below in formula (I), compositions thereof, and its use for optical and electro optical devices, especially liquid crystal devices (LCDs).

  本发明涉及一种共聚物，用于液晶的光调向，包括如下所示的具有光反应性基团的化合物（I）的公式，以及其组合物，以及其在光学和电光设备，特别是液晶设备（LCD）中的使用。
• Epoxy-based azo molecular glasses with four-arm architecture: Preparation, characterization and holographic recording
  作者：Chungen Hsu、Zeda Xu、Hao Huang、Xinran Zhou、Xiaogong Wang

  DOI：10.1016/j.cclet.2019.01.015

  日期：2019.5

  epoxy-based azo molecular glasses with four-arm architecture was synthesized based on an intermediate (MDGA-AN), which was obtained from ring-opening reaction between 4,4′-methylene-bis(N,N'-diglycidylaniline) and N-methylaniline. The azo compounds were then synthesized through azo-coupling reaction between MDGA-AN and diazonium salts of 4-nitroaniline, 4-aminobenzonitrile, 4-aminobenzoic acid, 4-fluoroaniline

  摘要本研究以中间体（MDGA-AN）为原料，通过4,4'-亚甲基双（N）的开环反应，合成了一系列具有四臂结构的环氧基偶氮分子玻璃。 ，N'-二缩水甘油基苯胺）和N-甲基苯胺。然后通过MDGA-AN与4-硝基苯胺，4-氨基苯甲腈，4-氨基苯甲酸，4-氟苯胺和4-甲氧基苯胺的重氮盐之间的偶氮偶联反应合成偶氮化合物。彻底表征了偶氮化合物，并在三种不同的波长（λex= 488、532和589 nm）下研究了其固体膜的光响应特性。结果表明，偶氮发色团上的吸电子基团可以显着影响可见光范围内的吸收带位置，通过增强的推挽效应可以将其移至更长的波长。光致双折射和表面浮雕光栅的形成均与光化光的吸电子基团和激发波长密切相关，这对光致变化的生长速率和饱和值具有重要影响。在该系列中，与氰基和羧基作为吸电子基团的偶氮分子玻璃相比，在相同的光照射条件下，其光诱导双折射生长和SRG形成的效率均显着高于其他分子。通过全息记
• PHOTOREACTIVE COMPOUNDS
  申请人：Lincker Frederic

  公开号：US20140192305A1

  公开（公告）日：2014-07-10

  The present invention relates to photoreactive compounds that are particularly useful in materials for the alignment of liquid crystals.

  本发明涉及光反应性化合物，特别适用于液晶对准材料的制作。
• PHOTOALIGNING MATERIAL
  申请人：Eckert Jean-Francois

  公开号：US20130035446A1

  公开（公告）日：2013-02-07

  The present invention relates to polymer, homo- or copolymer or oligomer for the photoalignment of liquid crystals comprising a main chain and a side chain, wherein the side chain comprises a difluoromethylene group, compositions thereof, and its use for optical and electro optical devices, especially liquid crystal devices (LCDs).

  本发明涉及用于液晶光调向的聚合物、同聚物或寡聚物，包括主链和侧链，其中侧链包括二氟甲亚甲基基团，以及其组合物，以及其在光学和电光设备，特别是液晶设备（LCD）中的应用。
• [EN] PHOTOALIGNING MATERIALS<br/>[FR] MATÉRIAUX DE PHOTOALIGNEMENT
  申请人：ROLIC AG

  公开号：WO2013050121A1

  公开（公告）日：2013-04-11

  The present invention relates to polymer, homo- or copolymer or oligomer for the photoalignment of liquid crystals, especially for the planar orientation of liquid crystals, comprising a main chain and a side chain, wherein the side chain and/or main chain comprises a polar group, compositions thereof, and its use for optical and electro optical devices, especially liquid crystal devices (LCDs).

  本发明涉及用于液晶的光调向的聚合物、同聚物或寡聚物，特别用于液晶的平面取向，包括主链和侧链，其中侧链和/或主链包含极性基团，以及其组合物，以及其在光学和电光设备中的应用，特别是液晶设备（LCD）。