Water → HCID 131711592, compound

HRID 261127Notes

Reaction equation

HRID 261127 reaction equation
C(O)(=O)CCCCCCCCCCCCCCCCC.[NH2:21][CH2:22][CH2:23][NH:24][CH2:25][CH2:26][NH:27][CH2:28][CH2:29][NH2:30].O.[C:32]([NH2:51])(=[O:50])[CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH3:49].[NH2:52]CCNCCNCCN.[F:62][C:63]1[C:64]([O:76][C:77]([F:105])=[C:78]([F:104])[C:79]([F:103])([F:102])[C:80]([F:101])([F:100])[C:81]([F:99])([F:98])[C:82]([F:97])([F:96])[C:83]([F:95])([F:94])[C:84]([F:93])([F:92])[C:85]([F:91])([F:90])[C:86]([F:89])([F:88])[F:87])=[C:65]([S:72](Cl)(=[O:74])=[O:73])[C:66]([F:71])=[C:67]([F:70])[C:68]=1[F:69].C(=O)([O-])[O-].[Na+].[Na+]>C1(C)C=CC=CC=1>[C:32]([NH2:51])(=[O:50])[CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH2:45][CH2:46][CH2:47][CH2:48][CH3:49].[NH2:21][CH2:22][CH2:23][NH:24][CH2:25][CH2:26][NH:27][CH2:28][CH2:29][NH2:30].[F:62][C:63]1[C:64]([O:76][C:77]([F:105])=[C:78]([F:104])[C:79]([F:103])([F:102])[C:80]([F:101])([F:100])[C:81]([F:99])([F:98])[C:82]([F:97])([F:96])[C:83]([F:95])([F:94])[C:84]([F:93])([F:92])[C:85]([F:91])([F:90])[C:86]([F:89])([F:88])[F:87])=[C:65]([S:72]([NH2:52])(=[O:74])=[O:73])[C:66]([F:71])=[C:67]([F:70])[C:68]=1[F:69]

Participants

8

Reactant 6

HCID 962WaterHCID 5281Stearic AcidHCID 5565TriethylenetetramineHCID 10340Sodium CarbonateHCID 86736606Perfluorodecenyloxybenzene sulfonyl chlorideHCID 131711593HCID 131711593, compound

Product 1

HCID 131711592HCID 131711592, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Stearic acid (285 g, 1 mol) and triethylenetetramine (146 g, 1 mol) was reacted at 163°-166° C. until one mole of water was evolved (28 minutes). To 20.0 g (0.05 mol) of the resulting triethylenetetramine monostearamide dissolved in 200 ml. of toluene was added a mixture of 80.7 g (0.12 mol) of perfluorodecenyloxybenzene sulfonyl chloride and 7.0 g of sodium carbonate over a period of 15 minutes while the temperature was held at 75°-80° C. After 1/2 hour more at 85° C., the solution was decanted from the sodium chloride and the solvent was removed by distillation to yield the product, 2.4 perfluorodecenyloxybenzenesulfonamide triethylenetetramine monostearamide, a tan, hard, waxy, solid with good water, oil and soil repellancy.

Workup

  1. custom(28 minutes)
  2. customwas held at 75°-80° C
  3. customthe solution was decanted from the sodium chloride
  4. customthe solvent was removed by distillation

Sources & evidence

ORD record
ord-a7a2fea49c2240979b1b8daea30c61ae
Source dataset
uspto-grants-1979_08
Patent number
US04163754

Reaction notes

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