Basic Information | Post buying leads | Suppliers | Cas Database |
Name |
4,4'-Diphenylmethane diisocyanate |
EINECS | 202-966-0 |
CAS No. | 101-68-8 | Density | 1.19 g/cm3 |
PSA | 58.86000 | LogP | 3.21200 |
Solubility | decomposes in water | Melting Point |
38-44 °C |
Formula | C15H10N2O2 | Boiling Point | 373.4 °C at 760 mmHg |
Molecular Weight | 250.257 | Flash Point | 154 °C |
Transport Information | UN 2811 | Appearance | white to light yellow flakes or crystals |
Safety | 45-36/37-23 | Risk Codes | 42/43-36/37/38-20 |
Molecular Structure | Hazard Symbols | Xn,T,C | |
Synonyms |
4,4'-Methylenediphenyl diisocyanate;4,4'-Methylenediphenylene isocyanate;Bis(p-isocyanatophenyl)methane;Di-(4-isocyanatophenyl)methane;Diphenylmethane-4,4'-diisocyanate;Diphenylmethane diisocyanate;Diphenylmethyl diisocyanate;Isocyanic acid, diphenylmethylene ester;Methylenebis(phenyl isocyanate);Methylenebis-p-phenylene diisocyanate;Methylene bisphenyl diisocyanate;Methylenedi-p-phenylene diisocyanate;4,4`-diphenylmethane diisocyanate;4,4'-Diphenylmethane diisocyanate; |
Article Data | 57 |
di(4-isocyanatophenyl)methane
Conditions | Yield |
---|---|
With copper In para-xylene at 220℃; under 2625.26 Torr; for 2h; Reagent/catalyst; Pressure; Temperature; Solvent; | 98.7% |
Conditions | Yield |
---|---|
With zinc diacetate; 1-((ethoxycarbonyl)methyl)-3-methylimidazolium tetrafluoroborate In neat (no solvent) at 25 - 230℃; for 0.25h; Catalytic behavior; Mechanism; Reagent/catalyst; Solvent; Inert atmosphere; | 96% |
N-trimethyl-butyltetrafluoroboric acid; zinc(II) oxide at 200 - 240℃; under 48.7549 Torr; for 2.66667h; | 84% |
With montmorillonite K-10 In decalin at 190℃; for 24h; | 40% |
With boron trichloride; triethylamine In benzene for 0.5h; Heating; | 87 % Chromat. |
bis(trichloromethyl) carbonate
4,4'-diamino diphenyl methane
di(4-isocyanatophenyl)methane
Conditions | Yield |
---|---|
at 130℃; for 2h; | 92% |
In ethyl acetate for 4h; Heating; | 90% |
(methylenedi-4,1-phenylene)bis-carbamic acid diethyl ester
di(4-isocyanatophenyl)methane
Conditions | Yield |
---|---|
With isocyanurate for 200h; Reflux; | 92% |
With boron trichloride; triethylamine In benzene for 0.5h; Heating; | 93 % Chromat. |
N,N'-(4,4'-methanediyl-di-phenyl)-bis-carbamic acid diphenyl ester
di(4-isocyanatophenyl)methane
Conditions | Yield |
---|---|
With DURANATE TPA-100 In 1,2-dichloro-benzene at 250℃; under 6000.6 Torr; for 200h; Inert atmosphere; | 86% |
at 130 - 220℃; under 3.75038 - 450.045 Torr; for 240h; Product distribution / selectivity; | 82.3% |
at 230℃; under 9.75098 Torr; Product distribution / selectivity; Industry scale; |
Conditions | Yield |
---|---|
With hydrogenchloride; N-benzyl-N,N,N-triethylammonium chloride In water; 1,2-dichloro-benzene at 40 - 160℃; for 5h; pH=2 - 3; | 85.8% |
With N,N-dimethyl-aniline; toluene | |
With 1,2-dichloro-benzene | |
In chlorobenzene at 90℃; under 7500.75 Torr; Inert atmosphere; |
di(4-isocyanatophenyl)methane
Conditions | Yield |
---|---|
With benzoyl chloride In dodecane at 210℃; for 2.5h; Solvent; | 85% |
di(4-isocyanatophenyl)methane
Conditions | Yield |
---|---|
at 160℃; for 0.5h; Glovebox; | 81% |
dibutyl diphenyl methane-4,4’-dicarbamate
di(4-isocyanatophenyl)methane
Conditions | Yield |
---|---|
tetrabutylphosphonium bis(trifluoromethanesulfonyl)imide at 180 - 240℃; under 48.7549 Torr; for 2.66667h; | 79% |
C25H36N4O2
di(4-isocyanatophenyl)methane
Conditions | Yield |
---|---|
In 1,2-dichloro-benzene at 185℃; under 760.051 Torr; for 1.5h; Product distribution / selectivity; | 79% |
The 4,4'-Diphenylmethane diisocyanate, with the cas registry number 101-68-8, has the IUPAC name of 1-isocyanato-4-[(4-isocyanatophenyl)methyl]benzene. Following are the basic information of this chemical: This chemical is a kind of white to light yellow flakes or crystals with strong irritating odour, and is not soluble in water while soluble in acetone, benzene, kerosene and nitrobenzene. Its product categories are various, including diphenylmethanes (for high-performance polymer research); functional materials; reagent for high-performance polymer research; alphabetic; m; meta - meth. Besides, it is sensitive and is incompatible with strong oxidizing agents. When store it, keep it in the dry, cool and well-ventilated storeroom, away from the containing water products, alcohol and amine products.
The characteristics of 4,4'-Diphenylmethane diisocyanate are as follows:
(1)ACD/LogP: 4.94; (2)ACD/LogD (pH 5.5): 4.93; (3)ACD/LogD (pH 7.4): 4.93; (4)ACD/BCF (pH 5.5): 3314.7; (5)ACD/BCF (pH 7.4): 3314.7; (6)ACD/KOC (pH 5.5): 11522.03; (7)ACD/KOC (pH 7.4): 11522.03; (8)#H bond acceptors: 4; (9)#Freely Rotating Bonds: 4; (10)Polar Surface Area: 58.86 ; (11)Index of Refraction: 1.587; (12)Molar Refractivity: 74.38 cm3; (13)Molar Volume: 221 cm3; (14)Polarizability: 29.49 ×10-24 cm3; (15)Surface Tension: 45.6 dyne/cm; (16)Density: 1.13 g/cm3; (17)Flash Point: 154 °C; (18)Enthalpy of Vaporization: 62.06 kJ/mol; (19)Boiling Point: 373.4 °C at 760 mmHg; (20)Vapour Pressure: 9.02E-06 mmHg at 25°C; (21)Exact Mass: 250.074228; (22)MonoIsotopic Mass: 250.074228; (23)Topological Polar Surface Area: 58.9; (24)Heavy Atom Count: 19; (25)Complexity: 332.
Production method of 4,4'-Diphenylmethane diisocyanate is as below:
4,4'-methanediyl-bis-aniline could react with carbonic acid bis-trichloromethyl ester to produce bis-(4-isocyanato-phenyl)-methane, with the following condition: reaction time: 2 hours; reaction temp.: 130 ℃; yield: 92%.
Use of 4,4'-Diphenylmethane diisocyanate:
Methylene bisphenyl isocyanate could react with 2-trimethylsilanyloxy-ethylamine to produce 2-Trimethylsiloxyaethylisocyanat, with the following condition: reaction temp.: 200 ℃; yield: 84%.
As to its usage, it is widely used in many ways. It could be used in producing PU Elastomers, synthetic fibre, artificial leather, and solventless coatings; It could also be used as the adhesives in the rubber and plastic industry.
Safety information of 4,4'-Diphenylmethane diisocyanate:
While dealing with this chemical, you should be very cautious. It is irritating to eyes, respiratory system and skin, and may cause sensitisation by inhalation and skin contact; Besides being a kind of toxic chemical, it may at low levels cause damage to health; Then it may also destroy living tissue on contact for it is corrosive. Therefor, you should take the following instructions. Wear suitable protective clothing and gloves and do not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer). If in case of accident or if you feel unwell, seek medical advice immediately (show the label where possible).
Additionally, the following datas could be converted into the molecular structure:
(1)SMILES:O=C=N\c1ccc(cc1)Cc2ccc(\N=C=O)cc2
(2)InChI:InChI=1/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
(3)InChIKey:UPMLOUAZCHDJJD-UHFFFAOYAD
Below are the toxicity informatin of 4,4'-Diphenylmethane diisocyanate :
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
human | TCLo | inhalation | 130ppb/30M (0.13ppm) | IMMUNOLOGICAL INCLUDING ALLERGIC: INCREASED IMMUNE RESPONSE | American Industrial Hygiene Association Journal. Vol. 27, Pg. 121, 1966. |
mouse | LD50 | oral | 2200mg/kg (2200mg/kg) | "Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 63, 1982. | |
rat | LC50 | inhalation | 178mg/m3 (178mg/m3) | American Industrial Hygiene Association Journal. Vol. 43, Pg. 89, 1982. | |
rat | LD50 | oral | 9200mg/kg (9200mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: ATAXIA | National Technical Information Service. Vol. OTS0516728 |