Glutaric Acid → Prop-2-enamide;trimethyl(2-prop-2-enoyloxyethyl)azanium;chloride

HRID 1416800Notes

Reaction equation

HRID 1416800 reaction equation
[Cl-:1].[C:2]([O:6][CH2:7][CH2:8][N+:9]([CH3:12])([CH3:11])[CH3:10])(=[O:5])[CH:3]=[CH2:4].S([O-])([O-])(=O)=O.[NH4+].[NH4+].C(O)(=O)CCCC(O)=O.[Na+].[Na+].[Na+].[Na+].C(N(CC([O-])=O)CC([O-])=O)C[N:35](CC([O-])=O)CC([O-])=O.C(OO)(C)(C)C.S(=O)(=O)(O)O.CCCCCCCC/C=C\CCCCCCCC(OCC(O)[C@H]1OC[C@H](O)[C@H]1O)=O>O.C(O)(C)C>[C:2]([NH2:35])(=[O:6])[CH:3]=[CH2:4].[Cl-:1].[C:2]([O:6][CH2:7][CH2:8][N+:9]([CH3:11])([CH3:10])[CH3:12])(=[O:5])[CH:3]=[CH2:4]

Participants

10

Reactant 7

HCID 743Glutaric AcidHCID 1118Sulfuric AcidHCID 6144Edetate SodiumHCID 6410tert-Butyl hydroperoxideHCID 162071Ethanaminium, N,N,N-trimethyl-2-[(1-oxo-2-propen-1-yl)oxy]-, chloride (1:1)HCID 6097028Ammonium SulfateHCID 70693544Span #80 (Sorbitan monooleate)

Product 1

HCID 155211Prop-2-enamide;trimethyl(2-prop-2-enoyloxyethyl)azanium;chloride

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3776IsopropanolSolvent

Conditions

Temperature
40 °C

Procedure

General polymerization procedure. AMD, acryloxyethyltrimethylammonium chloride, ammonium sulfate, glutaric acid solution, ethylenediaminetetraacetic acid tetra sodium salt solution, isopropanol, tert-butyl hydroperoxide solution, and DI water are combined and the pH adjusted to 3.5 with sulfuric acid. Sorbitan monooleate is combined with low odor paraffin oil. The aqueous solution is slowly added to the oil solution and the combined mixture homogenized until a viscosity of 1200-1500 cps is obtained. The emulsion is sparged with nitrogen. The emulsion is heated to 40° C. The metabisulfite (MBS) solution is added at a rate to keep the reaction temperature between 40-45° C. This is maintained until the reaction conversion is at least 99%.

Workup

  1. customGeneral polymerization procedure
  2. additionThe aqueous solution is slowly added to the oil solution
  3. customis obtained
  4. customThe emulsion is sparged with nitrogen
  5. additionThe metabisulfite (MBS) solution is added at a rate
  6. custombetween 40-45° C
  7. temperatureThis is maintained until the reaction conversion

Sources & evidence

ORD record
ord-f9add343ffbf496bbc2e1a8ed80fdc4c
Source dataset
uspto-grants-1999_06
Patent number
US05914366

Reaction notes

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