Adipic Acid → Hexanedioic acid--N~1~,N~1'~-[azanediyldi(ethane-2,1-diyl)]di(ethane-1,2-diamine) (1/1)
Reaction equation
[NH2:1][CH2:2][CH2:3][NH:4][CH2:5][CH2:6][NH:7][CH2:8][CH2:9][NH:10][CH2:11][CH2:12][NH2:13].[C:14]([OH:23])(=[O:22])[CH2:15][CH2:16][CH2:17][CH2:18][C:19]([OH:21])=[O:20]>O>[C:14]([OH:23])(=[O:22])[CH2:15][CH2:16][CH2:17][CH2:18][C:19]([OH:21])=[O:20].[NH2:13][CH2:12][CH2:11][NH:10][CH2:9][CH2:8][NH:7][CH2:6][CH2:5][NH:4][CH2:3][CH2:2][NH2:1]Participants
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
692 Parts of tetraethylene pentamine (529 parts of tetraethylene pentamine and 113 parts of ethylene diamine) are dissolved in 300 (400) parts of water and mixed with 438 (584) parts of adipic acid. The temperature of the reaction solution rises to more than 100° C. The bottoms temperature is raised to from 160° to 170° C. over 6 hours with distillation of the water and is maintained at this value for about a further 7 hours. The amount of distillate produced during condensation is 383 parts (540 parts), the amine content of the distillate being 0.78 (1.34) milliequivalents per g. Condensation of the resin is stopped at an acid number of 10.0 (10.7), after which the resin is cooled, and, when the temperature has reached 140° C., 1,000 parts (1,050 parts) of water are added thereto. The properties of the products are as follows:
Workup
- customrises to more than 100° C
- temperatureis maintained at this value for about a further 7 hours
- customThe amount of distillate produced during condensation
- customCondensation of the resin
- temperatureafter which the resin is cooled
- customhas reached 140° C.
Sources & evidence
- ORD record
- ord-c9a0196d0d354cbcaa8fabcc33256f5b
- Source dataset
- uspto-grants-1979_03
- Patent number
- US04144123
Reaction notes
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