4,4’-Methylenebis aniline

Methyidodecyl, methyl (2-phenylpropyl) siloxane. See Dodecylmethylsi-loxane/2-phenylpropylmethylsiloxane copolymer Methylene bichloride. See Methylene chloride Methylenebis (aniline) 4,4 -Methylenebis (aniline) 4,4 -Methylenebis... 

Methylenebis (4-aminocyclohexane). See Bis (p-aminocyclohexyl) methane Methylenebis (aniline). See 4,4 -Methylenedianiline 2,4 -Methylenebis (aniline). See 2,4 -Methylenedianiline 4,4 -Methylenebis (aniline). See 4,4 -Methylenedianiline 1,1 -Methylenebisbenzene. See Diphenylmethane... 

Methylenebis (aniline) 4,4 -Methylenebis (benzeneamine) Methylene dianiline p,p -Methylene dianiline... 

SYNS 2, 4-BIS(AMINOPHENYL)METHANE D 2,4 -DIAMINODIPHENYLMETHAN (GERMAN) o,p -DIAMINODIPHENYLMETHANE 2,4 -DIAMINODI-PHENYLMETHANE 2,4 -DIPHENYLMETHANEDI-AMINE 2,4 -METHYLENEBIS(ANILINE)... 

Synonyms 2-((4-Aminophenyl) methyl) benzenamine Aniline, 2,4 -methylenedi- 2, 4-Bis (aminophenyl) methane 2,4 -Diaminodiphenylmethane o,p -Diaminodiphenylmethane 2,4 -Diphenylemthanediamine 2,4 -Methylenebis (aniline)... 

DAPM DDM DDPM Diaminodiphenylmethane 4,4 -Diaminodiphenylmethane p,p -Diaminodiphenylmethane Dianilinomethane 4,4 -Diphenylmethanediamine MDA Methylenebis (aniline)... 

If the rubber has a carboxylic acid as a cure site, then one can use compounds with two or more functional groups that will react with the —COOH group. Examples of such compounds are polyhydroxy compounds such as ethylene glycol and pentaer-ythritol, diamines such as hexamethylenediamine and methylenebis(aniline), diisocyanates such as toluene diisocyanate, and so on. The crosslinking systems used for other rubber compounds will depend upon the cure site and are readily available from the rubber supplier. 

Synonyms Tonox HT 972 MDA DDM 4,4 -diaminodiphenylmethane methylenebis(aniline) 4,4 -methylenebisbenzeneamine diaminodiphenylmethane p,p -diaminodiphenylmethane bis(p-aminophenyl)methane DADPM DAPM dianilinomethane 4,4 -diaminoditan 4-(4-aminobenzyl)aniline Ancamine TL araldite hardener 972 curithane dianilinemethane 4,4 -diphenylmethane-diamine Epicure DDM Epikure DDM Jeffamine AP-20 Sumicure M... 

Methylenebis(4-phenyl isocyanate). This compound is also known as methyl diisocyanate [101-68-8] (MDI) and is produced by the condensation of aniline and formaldehyde with subsequent phosgenation. Its principal end use is rigid urethane foams other end uses include elastic fibers and elastomers. Total formaldehyde use is 5% of production (115). 

Primary aromatic amines react with aldehydes to form Schiff bases. Schiff bases formed from the reaction of lower aUphatic aldehydes, such as formaldehyde and acetaldehyde, with primary aromatic amines are often unstable and polymerize readily. Aniline reacts with formaldehyde in aqueous acid solutions to yield mixtures of a crystalline trimer of the Schiff base, methylenedianilines, and polymers. Reaction of aniline hydrochloride and formaldehyde also yields polymeric products and under certain conditions, the predominant product is 4,4 -methylenedianiline [101 -77-9] (26), an important intermediate for 4,4 -methylenebis(phenyhsocyanate) [101-68-8], or MDI (see Amines, aromatic amines, l thylenedianiline). 

Isocyanates. The commodity isocyanates TDI and PMDI ate most widely used in the manufacture of urethane polymers (see also Isocyanates, organic). The former is an 80 20 mixture of 2,4- and 2,6-isomers, respectively the latter a polymeric isocyanate obtained by phosgenation of aniline—formaldehyde-derived polyamines. A coproduct in the manufacture of PMDI is 4,4 -methylenebis(phenyHsocyanate) (MDI). A 65 35 mixture of 2,4- and 2,6-TDI, pure 2,4-TDI and MDI enriched in the 2,4 -isomer are also available. The manufacture of TDI involves the dinitration of toluene, catalytic hydrogenation to the diamines, and phosgenation. Separation of the undesired 2,3-isomer is necessary because its presence interferes with polymerization (13). 

Crosslinked poly(urea-urethane)s consisting of tris(4-isocyanatophenyl)-methane, trimethylolethane, and 4,4 -methylenebis(3-chloro-2,6-diethyl-aniline) were prepared by Rukavina et al. (2) and used in optical lenses. Polycaprolactone diol derivatives were also prepared by Rukavina et aL (3) and used in optical lenses. 

A more recent development has been the synthesis of bisamidopyrrolylmethane based anion receptor systems (Figure 19).15 These receptors might be regarded as containing half a calix[4]pyrrole combined with die 2-amido appendages in common with the pyrrolic amide cleft. Compounds 19 and 20 were synthesized by reaction of diethyl-5,5 -methylenebis(4-ethyl-3-methyl-2-pyrrole) carboxylate with aniline or n-butylamine in the presence of trimethylaluminium in dry dichloromethane at 35°C in 40 and 43% respective yields. 

MDI [4,4 -methylenebis (phenylisocyanate)] has been the driving force behind the recovery of the aniline business since 1982 when the industry had a capacity utilization rate of less than 50%. By 1996, capacity utilization had approached 95% in some regions138. 

MDI [4,4 -methylenebis (phenylisocyanate)] accounted for almost 85% of the worldwide demand for aniline in 2000. MDI is used primarily to make rigid polyurethane foam and polyurethane elastomers. MDI growth is expected to be 6% to 8% per year during the 2000 s as its use continues to increase in the construction industry (the largest user of rigid polyurethane foam) and the auto industry (the largest user of reaction-injection molding plastics). The aniline uses are shown in Table 20.3255. 

Uses. MD1 (4,4 -methylenebis phenyliso-cyanate) accounted for almost 85 percent of the worldwide demand for aniline in 2000. MD1 is used primarily to make rigid polyurethane foam and polyurethane elastomers. 

SYNS BIS AMINE CURALIN M CURENE 442 CYANASET DI(-4-AMINO-3-CHLOROPHENYL)METH-ANE DI-(4-AMINO-3-CLOROFENIL)METANO (ITALIAN) 4,4 -DIAMINO-3,3 -DICHLORODIPHENYL-METHANE 3,3 -DICHLOR-4,4 -DIAMINODIPHENYL-METHAN (GERMAN) 3,3 -DICHLORO-4,4 -DIAMINODIPHENYLMETHANE 3,3 -DICLORO-4,4 -DIAMINODIFENILMETANO (ITALIAN) MBOCA METHYLENE-4,4 -BIS(o-CHLOROANILINE) p,p -METHYLENEBIS(a-CHLOROANTLINE) p,p -METHYL-ENEBIS(o-CHLOROANILINE) 4,4 -METHYLENE(BIS)-CHLOROANILINE 4,4 -METHYLENEBIS(o-CHLORO-ANILINE) 4,4 -METHYLENEBIS-2-CHLOROBENZ-ENAMINE METHYLENE-BIS-ORTHOCHLOROANIL-... 

SYNS 4-(4-AMINOBENZYL)ANILINE ANCAMINE TL ARALDITE HARDENER 972 BENZENAMINE, 4,4 -METHYLENEBIS- BIS-p-AMINOFENYLMETHAN... 

The production of aniline is a major international business, carried on in the US, Europe and Asia, mainly for the conversion, by reaction with formaldehyde under acid-catalyzed conditions, into diaminodiphenylmethanes 9a, 9b and 9c, and then into isocyanates, mainly 4,4/-methylenebis(phenylisocyanate) (MDI, also known as 4,4 -methylene-di-paraphenylene isocyanate, 4,4 -diphenylmethane diisocyanate, methylene diphenylene diisocyanate and diisocyanato diphenyl methane) (9d), from which polyurethanes are produced. This accounts for well over 60% of total demand (Figure 1). Aniline is also used in bulk for the production of antioxidants and vulcanization accelerators for rubber. Some 15.5 million lbs. of cyclohexylamine are made each year mainly by catalytic hydrogenation of aniline. Half the demand is for use as a boiler water additive. Other major uses include in the manufacture of herbicides, plasticizers, emulsifying agents, dyes, dry-cleaning soaps, acid gas absorbents and, in Asia, cyclamate sweeteners. Apart from India, the use of aniline for dyestuff manufacture represents about 10% of demand. 

AI3-09165 Aniline, 4,4 -methylenebis(N,N-dimethyl- Arnold s Base BAZE michlerova CCRIS 390 4,4 -... 

Synonyms/Trade Names DACPM 3.3 -Dichloro-4.4 -diaminodiphenylmethane MBOCA 4,4 -Methylenebis(o-chloro aniline) 4,4 -Methylenebis(2-chlorobenzenamine) MOCA ... 

MBOCA is a synthetic chemical used in industry primarily to produce castable polyurethane parts. It also has a coating application in chemical reactions to "set" glues, plastics, and adhesives. Since plastics have many uses, MBOCA is used very widely. Other names for MBOCA include 4,4 -methylenebis(2-chloroaniline), bis amine, DACPM, MCA, methylenebis ortho chloroaniline, and MOCA. The name MBOCA comes from methylene bis ortho chloro aniline. Pure MBOCA is a colorless solid, but MBOCA is usually made and used as yellow, tan, or brown pellets. If MBOCA is heated above 205°C, it may decompose. MBOCA has no odor or taste. Chapter 3 contains more information on the chemical and physical properties of MBOCA. Chapter 4 contains more information on its production and use. 

Benzenamine. See Aniline Benzenamine, N,N-diediyl-. See Diethyl aniline Benzenamine, N,N-dimethyl-. See N,N-Dimethylaniline Benzenamine, 4,4 -methylenebis-. See4,4 -Methylenedianiline Benzenamine, 4,4 -sulfanylbis-. See 4,4 -Diaminodiphenyl sulfone Benzenamine, N,N,4-lrimetbyl-. See N,N-Dimethyl-p-toluidine... 

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