Adipic Acid → Isophorone diamine

HRID 1111854Notes

Reaction equation

C(O)(=O)CCCCC(O)=O.C(O)CCCCCO.[N:19]([CH:22]1[CH2:27][C:26]([CH3:29])([CH3:28])[CH2:25][C:24]([CH2:31][N:32]=C=O)([CH3:30])[CH2:23]1)=C=O>C(Cl)(Cl)(Cl)Cl>[NH2:19][CH:22]1[CH2:27][C:26]([CH3:28])([CH3:29])[CH2:25][C:24]([CH2:31][NH2:32])([CH3:30])[CH2:23]1

Participants

Conditions

Temperature: 100 °C

Procedure

As in Example 8, a preadduct is prepared from 21 parts, by weight, of a polyester of adipic acid and 1,6-hexane diol (hydroxyl number 134.1; acid number 0.7) and 12.05 parts, by weight, of 1-isocyanato-3-isocyanatomethyl-3,5,5-trimethyl cyclohexane by heating the mixture for 3 hours at 100° C. After dilution with 61.1 parts, by weight, of carbon tetrachloride, the solution is maintained at a temperature of 70° C. The mixture is reacted to form a polyurethane-polyurea in the same way as in Example 1, 1.628 kg/h of 1-amino-3-aminomethyl-3,5,5-trimethyl cyclohexane being additionally introduced as further reaction component into the reaction mixture by means of a pinned disc mixer following the preheater and the reactor being heated using saturated steam under 25 bars pressure. A 25% solution in isopropanol-toluene-methyl glycol acetate (50:37:13) prepared immediately after the production of the reaction product has a viscosity of 10,190 cP/20° C. After storage for 1 week at room temperature, the final viscosity amounts to 13220 cP/20° C.

Workup

customThe mixture is reacted

Sources & evidence

ORD record: ord-0d0ddd2f8e5f4d4fa982c16feb4ed749
Source dataset: uspto-grants-1978_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04119613

Reaction notes

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