Methylenebis(3-chloro-2,6-diethylaniline)

Crystalline Powder

DryPowder; PelletsLargeCrystals

310 g (1 mol) of 4, 4'-methylene-bis(2, 6-diethylaniline) (MDEA) was charged to a three-necked flask provided with a stirrer, thermometer and a dropping funnel. 292.5 g (2.4 mol) of 30percent hydrochloric acid was added through a dropping funnel at room temperature and stirred for 15 minutes. After being completely dissolved, 255.5 grams (2.1 moles) of 30percent hydrochloric acid was added, the temperature was maintained at 45 ° C and 262.3 g (2.7 mol) of 35percent hydrogen peroxide was added dropwise for 2 hours. After completion of the addition, the temperature was raised to 65 ° C. The reaction was maintained for 1 hour, and allowed to cool to below 10 ° C for 10 hours. The solids and liquids were separated by pressure filtration. The separated acid was stored at an analytical level and then stored for use in the synthesis of 4, 4'-methylenebis(2, 6-diethylaniline) (MDEA). The solids were added to a three-necked flask and 200 grams of water was added. Then 280 grams of 31percent liquid base was added and stirred. After neutralization, the water was separated by cooling, the obtained solid was recrystallized from methanol by a conventional method. The obtained white particle crystals were the target product. By high performance liquid chromatography, the content of 4, 4'-methylenebis(3-chloro-2, 6-diethylaniline) was 95.8percent. The content of 3, 5-dichloro-4, 4'-methylenebis(2, 6-diethylaniline) was 0.5percent. The content of 3-chloro-4, 4'-methylene-bis-(2, 6-diethylaniline) was 1.3percent. Repeat the steps in Example 1.After the neutralization is completed, the solid obtained by separating the water is cooled, A fraction of 7-8 /245-250 ° C was collected using a rectification column of 0.5×0.5 magnetic rings in a 30×2.5 cm.Its 4, 4'-methylene-bis-(3-chloro-2, 6-diethylaniline) content is 99.3percent.The distillation yield is 95percent, This product can meet the needs of users of high-end polyurethane products.The resulting 4, 4'-methylene-bis- (2, 6-diethylaniline) was added to the reaction flask and 350 g of acetic acid was added. The mixture was heated to 50-55 ° C with stirring, Methylene-bis- (3-chloro-2, 6-diethylaniline) content of ≥ 95percent to stop chlorine, after the end of the reaction to 30 ° C, adding 200ml water, with 30percent And to pH = 7, filtered to give crude 4, 4'-methylene-bis (3-chloro-2, 6-diethylaniline). The obtained crude 4, 4'-methylene-bis (3-chloro-2, 6-diethylaniline) was dissolved in 250 g of ethanol, decolorized with activated charcoal, crystallized and dried to give 176 g of 4, 4'-methylene- Bis (3-chloro-2, 6-diethylaniline). The yield of 92.8percent, purity (HPLC) 98.6percent, 298 g (2 mol) of 2, 6-diethylaniline (DEA) was placed in a three-necked flask provided with a stirrer, thermometer and a dropping funnel and 100 grams of water was added. 340.7 g of 30percent hydrochloric acid (2.8 mol) was added through a dropping funnel at room temperature and stirred for 15 minutes. After being completely dissolved, the resulting mixture was heated to 60 ° C, 31.5 grams (1 mole) of 37percent aqueous formaldehyde solution was added and maintained for 1 hour. After completion of the dropwise addition, the temperature was raised to 90 ° C and the reaction was maintained for 3 hours. The reaction solution was cooled to room temperature and 255.5 g (2.1 mol) of 30percent hydrochloric acid was added. Then the subsequent steps of Example 1, were repeated. The obtained white particle crystal was the target product. By high performance liquid chromatography, the content of 4, 4'-methylene-bis(3-chloro-2, 6-diethylaniline) was 94.8percent, the content of 3, 5-dichloro-4, 4'-methylene-bis-(2, 6-diethylaniline) was 0.9percent, and the content of 3-chloro-4, 4'-methylene-bis-(2, 6-diethylaniline) was 1.9percent. The content of 4, 4'-methylene-bis(3, 5-dichloro-2, 6-diethylaniline) was 1.7percent. The 4, 4'-methylene-bis(2, 6-diethylaniline) (MDEA) content was 0.6percent. The purification was carried out by the technique of the second embodiment. A high quality 4, 4'-methylene-bis-(3-chloro-2, 6-diethylaniline) having a purity of 99.1percent was obtained, and the distillation yield was 94.6percent.

LONZACURE(R) M-CDEA GS is the granulated version of LONZACURE(R) M-CDEA and therefore especially suitable for automatic feeding systems in production lines. It is an excellent chain extender for elastomeric polyurethanes (PU) and also.

Plasticizers

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Molecular Weight:379.4
XLogP3:6.9
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:6
Exact Mass:378.1629543
Monoisotopic Mass:378.1629543
Topological Polar Surface Area:52
Heavy Atom Count:25
Complexity:369
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes