Tetraglycidyl 4,4'-diaminodiphenylmethane
Basic information
- CAS
28768-32-3- Standard SMILES
c1cc(N(CC2CO2)CC2CO2)ccc1Cc1ccc(N(CC2CO2)CC2CO2)cc1- InChIKey
FAUAZXVRLVIARB-UHFFFAOYSA-N- Molecular formula
- C25H30N2O4
- Average molar mass
- 422.5 g/mol
- Monoisotopic mass
- 422.22055744
Overview
found in composite materials; causes contact dermatitis; structure given in first source
Names & identifiers
- Preferred name
- Tetraglycidyl 4,4'-diaminodiphenylmethane
- IUPAC
- 4-[[4-[bis(oxiran-2-ylmethyl)amino]phenyl]methyl]-N,N-bis(oxiran-2-ylmethyl)aniline
- English name
- 4,4'-Methylenebis(N,N-diglycidylaniline)
- Molecular formula
- C25H30N2O4
- Molecular weight
- 422.52
Names & synonyms
28768-32-3Tetraglycidyl-4,4'-methylene dianilineTGMDA2I8ZB2RX2UOxiranemethanamine, N,N'-(methylenedi-4,1-phenylene)bis(N-(oxiranylmethyl)-TETRAGLYCIDYL 4,4'-DIAMINODIPHENYLMETHANEOxiranemethanamine, N,N'-(methylenedi-4,1-phenylene)bis[N-(oxiranylmethyl)-RefChem:8970524,4'-Methylenebis(N,N-diglycidylaniline)4,4-Methylenebis(N,N-bis(oxiran-2-ylmethyl)aniline)4,4'-Methylenebis(N,N-bis(oxiran-2-ylmethyl)aniline)DTXSID0042248
Show more names
AG-80TGDOM4,4'-methylenebis[N,N-bis(2,3-epoxypropyl)aniline]MY-720AG80/MY-721Araldite MY-721AG-80 epoxy resinTetrafunctionalEpoxyResin4,4’-Methylenebis(diglycidylaniline)tetraglycidyl-4,4’-methylenedianiline
4-[[4-[bis(oxiran-2-ylmethyl)amino]phenyl]methyl]-N,N-bis(oxiran-2-ylmethyl)anilinetetraglycidyl methylenedianilineMFCD00661161Oxiranemethanamine,N,N'-(methylenedi-4,1-phenylene)bis[N-(oxiranylmethyl)-4,4'-Methylenebis(N,N-bis(2,3-epoxypropy...4,4 inverted exclamation marka-Methylenebis(N,N-diglycidylaniline)2-Oxiranemethanamine, N,N'-(methylenedi-4,1-phenylene)bis(N-(2-oxiranylmethyl)-SCHEMBL142324
Properties
Computed structural properties
- XLogP
- 2.9
- Topological polar surface area
- 56.6 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 12
- Heavy atoms
- 31
- Formal charge
- 0
- Complexity
- 512
Experimental & physicochemical properties
Physical DescriptionLarge Crystals; Liquid
Collision Cross Section215.2 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID0042248]
Physicochemical properties
- Boiling point
- 619.3 · 619.3±35.0 °C(Predicted)
- Density
- 1.15 g/mL · 1.15 g/mL at 25 °C(lit.)
- vapor pressure
- 0 Pa · 0Pa at 24.85℃
- refractive index
- 20 · n20/D 1.601(lit.)
- Flash point
- 230 °F · >230 °F
- storage temp.
- 2 · Storage temp. 2-8°C
- pka
- 4.58 · 4.58±0.50(Predicted)
- form
- clear liquid
- color
- Light yellow to Brown
- Water Solubility
- 9.2 mg/L · 9.2mg/L at 20℃
- InChI
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (19.6%): Harmful if swallowed [Warning Acute toxicity, oral]
P203, P261, P264, P270, P272, P273, P280, P301+P317, P302+P352, P317, P318, P321, P330, P333+P317, P362+P364, P391, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 235 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: Oxiranemethanamine, N,N'-(methylenedi-4,1-phenylene)bis[N-(oxiranylmethyl)-
2-Oxiranemethanamine, N,N'-(methylenedi-4,1-phenylene)bis[N-(2-oxiranylmethyl)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Oxiranemethanamine, N,N'-(methylenedi-4,1-phenylene)bis[N-(2-oxiranylmethyl)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)
REACH registered substance: 4,4'-methylenebis[N,N-bis(2,3-epoxypropyl)aniline] (EC: 249-204-3)
Oxiranemethanamine, N,N'-(methylenedi-4,1-phenylene)bis[N-(oxiranylmethyl)-: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesAcute Tox. 4 (19.6%)
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
- wgk
- 2
- tsca
- TSCA listed
- ridadr
- UN 3082 9 / PGIII
- hs_code
- 29225090
- risk_code
Chemistry & industry
Uses & manufacturing
UsesSynthetic Polymer MALDI Matrix Compounds
U.S. Production2023: 2,500,000 - <4,000,000 lb
Consumer UsesSealant (barrier)
Industry UsesMonomers
General Manufacturing Information
Plastics Material and Resin Manufacturing
2-Oxiranemethanamine, N,N'-(methylenedi-4,1-phenylene)bis[N-(2-oxiranylmethyl)-: ACTIVE
Applications
Uses4,4μ-Methylenebis(N,N-diglycidylaniline) can be used:As a starting material to synthesize UV-curable tetra-functional epoxy acrylate (EA4), which is used as a crosslinker for UV-curable resins.In the synthesis of bismaleimide/diallyl bisphenol A (BMI/DBA)–epoxy interpenetrating network resins, which have potential applications in the aerospace and automotive industries because of their high thermal stability and low activation energy.As a crosslinking agent in the production of biocompatible materials, such as hydrogels and other tissue engineering scaffolds. Its ability to form strong and stable crosslinks makes it valuable in the creation of medical devices, implants, and drug delivery systems. Additionally, it is utilized in the synthesis of biocompatible polymers and materials with tailored properties for biomedical applications.4,4μ-Methylenebis(N,N-diglycidylaniline) can be also used as a precursor to synthesize:Poly(hexamethylene biguanide) based polymer networks which are applicable as catalysts for the transesterification of vegetable oils.Tetra-functional epoxy-acrylate UV curable resins. It can also be used as a crosslinker to functionalize carbon nanotubes to improve their mechanical strength.
Upstream & downstream products
Upstream raw materials
Related reactions
0 records
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Compound notes
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