Itaconic acid → Styrene-butadiene itaconic acid

HRID 1030296Notes

Reaction equation

HRID 1030296 reaction equation
[C:1]([OH:9])(=[O:8])[C:2]([CH2:4][C:5]([OH:7])=[O:6])=[CH2:3].C1CC(NC2[C:25]3[C:20](=[CH:21][C:22](Cl)=[C:23](Cl)[CH:24]=3)[C:19]([C:28]3C=CN=CC=3)=NN=2)CC1.S(OOS([O-])(=O)=O)([O-])(=O)=O.[Na+].[Na+].C=CC=C.C(N(CC([O-])=O)CC([O-])=O)CN(CC([O-])=O)CC([O-])=O.[Na+].[Na+].[Na+].[Na+].COC(NC(=O)C=C)C(OC)=O.[OH-].[NH4+].[Cl-].[NH4+]>C=CC1C=CC=CC=1.O>[CH2:1]=[CH:2][CH:4]=[CH2:5].[CH2:28]=[CH:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.[C:1]([OH:9])(=[O:8])[C:2]([CH2:4][C:5]([OH:7])=[O:6])=[CH2:3]

Participants

11

Reactant 8

HCID 811Itaconic acidHCID 6144Edetate SodiumHCID 78451,3-ButadieneHCID 14923Ammonium HydroxideHCID 25517Ammonium Chloride3×HCID 62655Sodium PersulfateHCID 156893Methyl acrylamidoglycolate methyl etherHCID 1170725486,7-dichloro-N-cyclopentyl-4-(pyridin-4-yl)phthalazin-1-amine2×

Product 1

HCID 169127Styrene-butadiene itaconic acid

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 7501StyreneSolvent2×

Conditions

Temperature
150 fahrenheit

Procedure

A styrene-butadiene-itaconic acid copolymer latex was prepared by adding to a pressure reactor with constant stirring 35.5 parts water, 0.5 parts itaconic acid, 0.7 parts of a 10 percent solution of Aerosol A-196 surfactant and 0.5 parts of a polystyrene seed, 25 nm particle size. The mixture was heated to 150° F. and 0.3 parts sodium persulfate was added to initiate the reaction. Then 40 parts butadiene, 60 parts styrene, 1.0 part Sulfole 120 mercaptan, dissolved in styrene, an additional 1.5 parts of 10 percent Aerosol A-196, 0.03 parts Versene 100, and 4 parts MAGME-100 were added over a 6 hour period. The final mixture was heated at 170° F. for 6 hours. The resulting emulsion had a pH value of 3.2, 46.3 percent solids and a viscosity of 54 cps. After adjustment to pH 7 with ammonium hydroxide, it had a total solids content of 46.6 percent and a viscosity of 75 cps. One part of the solution polymer of Example 1 was added as well as varying quantities of ammonium chloride. The results are shown in Table 3 below. Each value is the percentage change of wet tensile strength compared to a control binder which contained no ammonium chloride. In every case the binder containing ammonium chloride had less wet tensile strength than the control.

Workup

  1. additionby adding to a pressure reactor
  2. customthe reaction

Sources & evidence

ORD record
ord-d4a70c31c34d4d9b994b1c6b69f83dcd
Source dataset
uspto-grants-1992_04
Patent number
US05104923

Reaction notes

Loading…