Water → Adipic Acid
Reaction equation
[NH2:1][C:2]([NH2:12])([NH2:11])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].S([C:17]1[CH:25]=[CH:24][CH:23]=C[C:18]=1[C:19]([OH:21])=[O:20])(O)(=O)=O.C1(P(=O)[OH:33])C=CC=CC=1.[OH2:35]>>[NH2:1][C:2]([NH2:11])([NH2:12])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[C:19]([OH:21])(=[O:20])[CH2:18][CH2:17][CH2:25][CH2:24][C:23]([OH:33])=[O:35]Participants
6
Procedure
Into a 230 g capacity, stirred autoclave was added 147.7 g nylon 66 dry salt, 8.8 g of a 50% aqueous solution of triaminononane (TAN)/6 salt, 2.85 g sulfobenzoic acid, 1 drop of a 5% solution of phenyl phosphinic acid and 46 mL DI water. (TAN/6 salt is the salt formed from TAN and adipic acid.) The autoclave was sealed, purged with nitrogen and pressurized to 250 psi with nitrogen. The reaction mixture was heated to 243° C. over a period of about 32 minutes while the water was distilled off. Pressure was then reduced to atmospheric in about 30 minutes. The temperature was increased to 276° C. and the reaction mass was held at that temperature for about 30 minutes. The resulting polymer was melt spun directly from the autoclave through a 6 hole spinneret. The resulting yarn had a denier of 161, a relative viscosity (RV) of 34.7 and a melting point of 251° C. The yarn exhibited boiling water shrinkage of 9.6%, and upon analysis was found to have 24.4 amine ends and 172.7 acid ends.