Itaconic acid → Styrene-butadiene itaconic acid

HRID 1030295Notes

Reaction equation

HRID 1030295 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>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

9

Reactant 6

HCID 811Itaconic acidHCID 6144Edetate SodiumHCID 78451,3-ButadieneHCID 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 23.94 parts water, 0.8 parts itaconic acid, 0.8 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 0.2 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 1.2 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 5 hours. The resulting emulsion had a pH value of 2.2 and contained 49.7 percent total solids when it was removed from the reactor. After adjustment to pH 7, it had a total solids content of 49.9 percent and a viscosity of 580 cps. One part of the solution polymer of Example 1 was added as well a varying quantities of oxalic acid. The results are shown in Table 2 below. Each value is the percentage increase of wet tensile strength compared to a control binder which contained no oxalic acid.

Workup

  1. additionby adding to a pressure reactor
  2. customthe reaction
  3. customwas removed from the reactor
  4. additionOne part of the solution polymer of Example 1 was added as well a varying quantities of oxalic acid
  5. temperatureincrease of wet tensile strength

Sources & evidence

ORD record
ord-73968042b8b146b4aeb8fb977f35bb93
Source dataset
uspto-grants-1992_04
Patent number
US05104923

Reaction notes

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