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Chloride → Acrylamide

HRID 3053
Notes
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Reaction equation

HRID 3053 reaction equation
[C:1]([NH2:5])(=[O:4])[CH:2]=[CH2:3].[Cl-:6].[C:7]([O:11][CH2:12][CH3:13])(=[O:10])[CH:8]=[CH2:9].C(N(CC(O)=O)CC(O)=O)CN(CC(O)=O)CC(O)=O.Cl.Cl.N(C(C1NCCN=1)(C)C)=NC(C1NCCN=1)(C)C>O>[C:1]([NH2:5])(=[O:4])[CH:2]=[CH2:3].[CH3:7][Cl:6].[C:7]([O:11][CH2:12][CH3:13])(=[O:10])[CH:8]=[CH2:9]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

8

Reactant 5

HCID 312ChlorideHCID 6049Ethylenediaminetetraacetic AcidHCID 6579AcrylamideHCID 8821Ethyl AcrylateHCID 99491012,2'-Azobis[2-(2-imidazolin-2-yl)propane] dihydrochloride

Product 2

HCID 6579Acrylamide
HCID 23497919
MeCl EA

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A 10% solution of poly(AMD/DMAEA.MeCl/EA) was prepared as follows: 13.87 parts of 53.58% aqueous acrylamide (AMD), 25.31 parts of a 80% aqueous solution of ethacryloxyethyltrimethylammonium chloride (DMAEA.MeCl), 2.33 parts of ethyl acrylate (EA), 0.3 part EDTA, 258.16 parts of deionized water and 0.030 parts of VA-044 were added to a suitable glass vessel. The solution was sparged with nitrogen gas and stirred for about one hour at ambient temperature. The nitrogen sparge was changed to a nitrogen purge, and polymerization was initiated thermally by raising the temperature of the solution to 44° C. Stirring and heating were continued for about 21 hours to give a clear, viscous solution of poly(AMD/DMAEA.MeCl/EA) having a standard viscosity of about 2.0 centipoise.

Workup

  1. customThe solution was sparged with nitrogen gas
  2. customThe nitrogen sparge
  3. custompurge
  4. custompolymerization
  5. temperatureby raising the temperature of the solution to 44° C
  6. stirringStirring
  7. temperatureheating
  8. waitwere continued for about 21 hours

Sources & evidence

ORD record
ord-889d3fb76dc4464094f72ea8e4bc1474
Source dataset
uspto-grants-1998_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05733462

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes