Tolylene-2, 6-diisocyanate

Chemical Designations - Synonyms Hylene T Mondm TDS Nacconate 100 2,4-Tolylene diisocyanate TDE Chemical Formula l-CH3C H3(NCO)2-2,4. 

Wakita, H., Onishi, H., Jodai, S. and Goto, T. (1977). Studies on the improvement of wood materials. XVIII. Vapor phase reaction of 2,4-tolylene diisocyanate in wood. Zairo, 26(284), 460 64. 

P. Chereau, FrP 1318773 (1963) CA 58, 13702 (1963), claims rocket fuel or incendiary composed of a combustible metal, eg, Al, Mg, or Li or a liquid fuel such as kerosine, in fine grains or droplets encapsulated in situ by formation of a polymer skin. Thus, 0.18 of 2,4-tolylene diisocyanate is dissolved in 41.8g of paraffin oil. A portion (24.5g) of this mixt is added drop by drop to a stirred soln contg 2g of ethylene glycol in 250g water. Discrete spherical particles... 

Isocyanates. The most common isocyanates encountered in polyurethane propellants are 2,4-tolylene diisocyanate, TDI, and hexamethyl-ene diisocyanate, HDI. 3-Nitrazapentane diisocyanate has also been used in high density propellants. In some polyurethane liners Adiprene L (duPont), a NCO-terminated condensation product of poly (1,4-oxybutyl-ene)diol and TDI is used, as well as some of the more highly functional isocyanates, such as polymethylenepolyphenyl isocyanate (Papi, Carwin Chemical Co.). 

Fig. 2. Reactivity of aromatic diisocyanates 0.02 M with 2-ethyihexanol 0.4 M and diethylene glycol adipate polyester in benzene at 28°C. (A) l-Chloro-2,4-phenylene diisocyanate. (B) m-Phenylene diisocyanate. (C) p-Phenylene diisocyanate. (D) 4,4 -Methylene bis(phenyl isocyanate). (E) 2,4-Tolylene diisocyanate. (F) Tolylene diisocyanate (60%, 2,4-isomer, 40% 2,6-isomer). (G) 2,6-Tolylene diisocyanate. (H) 3,3 -Dimethyl-4,4 -biphenylene diisocyanate (0.002 M) in 0.04 M 2-ethylhexanol. (I) 4,4 -Methylene bis(2-methylphenyl isocyanate). (J) 3,3 -Dimethoxy-4,4 -biphenylene diisocyanate. (K) 2,2,5,5 -Tetramethyl-4,4 -biphenylene diisocyanate. (L) 80% 2,4- and 20% 2,6-isomer of tolylene diisocyanate with diethylene glycol adipate polyester (hydroxyl No. 57, acid No. 1.6, and average molecular weight 1900). Reprinted from M. E. Bailey, V. Kirss, and R. G. Spaunburgh, Ind. Eng. Chem. 48, 794 (1956). (Copyright 1956 by the American Chemical Society. Reprinted by permission of the copyright owner.)...

The preparation was carried out in a dried 250 ml three-necked flask equipped with a nitrogen inlet, magnetic stirrer, reflux condenser, micro-dropping funnel and recording thermocouple. The reaction flask was immersed in a constant temperature bath (25°C) and 100 ml of the 2,4-tolylene diisocyanate (TDI) were placed into the flask. When constant temperature was reached in the flask, one ml of a solution of a catalyst in acetonitrile was added dropwise to the reaction mixture and the resultant mixture was intensively mixed for 4 hours. The reaction product was analyzed by GPC and the conversion was determined by the dibutylamine method. 

The step 1 product (70.88 mmol) was dissolved in dimethylacetamide (157 g) at 70°C and then treated with 2,4-tolylene diisocyanate (71.08 mmol) and reheated for 3 hours. The mixture was then treated with additional 2,4-tolylene diisocyanate (2.24 mmol) and heated to 80°C for 4 hours where the solution viscosity increased to 20.7 Pa s at 50°C. The solution was then heated to 60°C and cast on a releasable glass substrate followed by heat treatment for 2 hours at 60°C and for 3 hours at 110°C to obtain a film having a thickness of 200 p,m. 

TABLE 2. Physical Properties of Poly(thiocarbonate-co-thiourethane) Step 2 Derivatives Prepared by Condensing 2,4-Tolylene Diisocyanate with Step 1 Polythiocarbonates Described in Table 1 Prepared According to the Current Invention... 

Tolylene Diisocyanate Tolyl Epoxypropyl Ether Tolyl Glycidyl Ether Tosic Acid Toxaphene... 

In a recent patent, Reuter (110) describes a polyurethane prepared from PTHF (mol. wt. 1000 to 3000), 1,4-butanediol, and OCN(CH2)6CN0. In another case Murbach and Adicoff (67) interrupted the regularity of PTHF by copolymerization with ethylene oxide before chain extension with diphenyl-methane-4,4 -disiocyanate. Dickinson (99) prepared a series of polyurethane elastomers from THF-PO copolymer diols and 2,4-tolylene diisocyanate. He found that the use of copolymers with approximately 75 wt.-% THF led to polyurethanes with very good properties relative to the use of propylene oxide homopolymer. 

TDI has a flash pt of 132° (open cup) and flammable vapor level limits of 05 to 9.5% 2,4-Tolylene diisocyanate is used as a constituent (cross-linking agent) of polyurethane expls, proplnt binders, and as a component of a ballistic modifier (Refs 2a, 8 9). Se in Vol 8, P6 8-Table 3 under PBX Type Explosives-Composition (listed as Polyurethane in the Binder, % column), and P409-R to P415-Table 17 under B. Composite Propellants ... 

Then, polyurethanes based on aromatic diisocyanates were prepared. The same fluorinated diol was involved in the synthesis of such polymers with 3,5-tolylene diisocyanate and with a mixture of 2,4-tolylene diisocyanate and 3,3 -bitolylene-4,4 -diisocyanate [77]. 

When the less hindered 2,4-tolylene diisocyanate is reacted with a phospholene oxide catalyst linear oligomeric carbodiimides are obtained which have been reacted with a variety of nucleophiles to give poly(ureas), poly(acyl ureas), poly(formamidines) and poly-(guanidines) by addition across the N=C=N group. Also, reaction of the oligomeric carbodiimides with acrylic or methacrylic acid affords linear polymers, which can be further polymerized by free-radical type processes. Also, reaction of the carbodiimide oligomers obtained from 2,4-TDI with adipic acid in DMF produces a polyureid. ... 

The reactions of several diisocyanates with a large excess of 2-ethyl-hexanol have been reported by Bailey et al. [122]. Reactions were run in benzene with the extent of reaction being followed by loss of infrared absorption at 4.4 pm, characteristic for the isocyanate group. A sharp decrease in the rate of reaction of 2,4-tolylene diisocyanate and the 80 20 isomer ratio of tolylene diisocyanate at approximately 50% reaction was found. In contrast, 2,6-tolylene diisocyanate, 4,4 -diphenyImethane diisocyanate, p-phenylene diisocyanate and m-phenylene diisocyanate showed only a slight decrease in rate as the reaction proceeded. 

While nearly all previous rate data were obtained by following the rate of disappearance of isocyanate, Kogon [129] followed the rate of formation of urethane, using infrared absorption at 6750 cm The second-order plot of the uncatalysed reaction of 2,4-tolylene diisocyanate was linear to about 60% reaction, and that of 2,6-tolylene diisocyanate to 30% reaction. 

White cedar was reacted with 2,4-tolylene diisocyanate (78) with and without a pyridine catalyst to a maximum nitrogen content of 3.5 and 1.2%, respectively. This corresponds to weight gains of 21.8 and 7.5%. This high weight gain was accompanied by an ASE of 50%. 

Problem 32.12 Give the structure of the polymer expected from the reaction of ethylofie glycol and 2,4-tolylene diisocyanate, 2,4-(OCN)2C6H3CH3. 

The amine-based Henry reaction catalyst was encapsulated via the interfacial polymerization of oil-in-oil emulsions. PEI was encapsulated by dispersing a methanolic PEI solution into a continuous cyclohexane phase. Upon emulsification, 2,4-tolylene diisocyanate (TDI) was added to initiate crosslinking at the emulsion interface, forming polyurea shells that contain free chains of PEI. The microcapsules crenate when dry and swell when placed in solvents such as methanol and dimethylformamide, suggesting a hollow capsule rather than a solid sphere formation. The catalyst loading was determined to be 1.6 mmol g . ... 

Toluene 2, 4-Diisocyante Hylene T Mondur Tds Nacconate ICX) 2, 4-Tolylene Diisocyanate TDE... 

Toluene 2,4-Diisocyanate. 2,4-Di isocyan atotolu -ene 2.4-tolylene diisocyanate TDI Nacconate 100, CjH -NjOj mol wt 174.15. C 62.07%, H 3.47%, N 16.09%, O 18.37%. Usually prepd from toluene-2,4-diamine and phosgene. Review Astle, Industrial Organic Nitrogen Compounds (New York, 1961) pp 284-313 Faith, Keyes Clark s Industrial Chemicals, F. A. Lowenheim, M. K. Moran, Eds. (Wiley -lntersdenee, New York, 4th ed., 1975) pp 831-835. 

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