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256439

Sigma-Aldrich

4,4′-Methylenebis(phenyl isocyanate)

98%

Sinônimo(s):

4,4′-MDI, Bis(4-isocyanatophenyl)methane

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About This Item

Fórmula linear:
CH2(C6H4NCO)2
Número CAS:
101-68-8
Peso molecular:
250.25
Beilstein:
797662
Número CE:
202-966-0
Número MDL:
MFCD00036131
Código UNSPSC:
12162002
ID de substância PubChem:
24855527
NACRES:
NA.23

Nível de qualidade

200

Ensaio

98%

Formulário

solid

adequação da reação

reagent type: cross-linking reagent

p.e.

200 °C/5 mmHg (lit.)

pf

42-45 °C (lit.)

densidade

1.18 g/mL at 25 °C (lit.)

temperatura de armazenamento

−20°C

cadeia de caracteres SMILES

O=C=Nc1ccc(Cc2ccc(cc2)N=C=O)cc1

InChI

1S/C15H10N2O2/c18-10-16-14-5-1-12(2-6-14)9-13-3-7-15(8-4-13)17-11-19/h1-8H,9H2

chave InChI

UPMLOUAZCHDJJD-UHFFFAOYSA-N

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Descrição geral

4,4′-Methylenebis(phenyl isocyanate) (MDI) is an aromatic diisocyanates class of monomer that is widely used in the production of polyurethane plastics, foam insulation, coatings, adhesives, and sealants. It is highly reactive due to the presence of two isocyanate functional groups. MDI is known for its excellent strength, durability, and resistance to chemical and environmental damage, which makes it useful in resin composition, lithographic printing plates, coating films, optical films, image display devices, semiconductor devices, and polyurethane foam production.

Aplicação

4,4′-Methylenebis(phenyl isocyanate) can be used as a starting material to synthesize:
  • Polyurethane cationomers, that are applicable in medical implants.
  • A prepolymer for preparing self-healable polyurethane elastomers.
It can also be used as a cross-linking agent to synthesize PEBA (polyether-block-amide) copolymer with improved mechanical properties, which are mainly used in soles, medical tubes, aerospace parts, and chemical separation. Additionally, MDI is also used as a crosslinker to covalently modify graphene oxide (GO) and enhance the corrosion resistance of polystyrene coatings. The resultant polystyrene/GO-MDI composite coatings showed superior corrosion resistance to unmodified polystyrene coatings. This approach can potentially be used to improve the durability of materials in various industrial and biomedical applications.

Pictogramas

Health hazardExclamation mark
GHS08,GHS07

Palavra indicadora

Danger

Classificações de perigo

Acute Tox. 4 Inhalation - Carc. 2 - Eye Irrit. 2 - Resp. Sens. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT RE 2 Inhalation - STOT SE 3

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 1

Ponto de fulgor (°F)

411.8 °F - closed cup

Ponto de fulgor (°C)

211 °C - closed cup

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificados de análise (COA)

Lot/Batch Number
MKCQ8242
MKCQ7855
MKCQ8998
MKCQ8247
MKCQ2143

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Journal of Applied Physiology, 70, 6983-6983 (1991)
Malin Engfeldt et al.
Contact dermatitis, 68(3), 175-180 (2012-10-11)
A 43-year-old woman was referred by her occupational health service with suspected occupational contact dermatitis. In connection with the investigation, a workplace visit was undertaken at her company, which used an adhesive based on pre-polymeric diphenylmethane diisocyanate in one of
Joshua W Schaeffer et al.
Journal of occupational and environmental hygiene, 10(4), 213-221 (2013-02-28)
The purpose of this study was to determine if there was a significant difference between two readily available sampling methodologies for airborne methylene bisphenyl diisocyanate (MDI), which is an essential precursor in the spray-on truck bed lining industry. Seventy-two personal
Adam V Wisnewski et al.
Molecular immunology, 54(2), 233-237 (2013-01-09)
Methylene diphenyl diisocyanate (MDI), a low molecular weight chemical important for producing polyurethane foam, coatings, and elastomers is a major cause of occupational asthma, however, mechanisms of disease pathogenesis remain poorly understood. This study characterizes the rearranged germline and hypervariable
Hanna K Lindberg et al.
Mutation research, 723(1), 1-10 (2011-04-02)
Toluene diisocyanate (TDI) and 4,4'-methylenediphenyl diisocyanate (MDI), used in the production of polyurethane foam, are well known for their irritating and sensitizing properties. Contradictory results have been obtained on their genotoxicity. We investigated the genotoxicity and protein binding of inhaled
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