Itaconic acid → HCID 86755927, compound

HRID 366289Notes

Reaction equation

HRID 366289 reaction equation
[C:1]([O:5][CH2:6][CH3:7])(=[O:4])[CH:2]=[CH2:3].[C:8]([OH:16])(=[O:15])[C:9]([CH2:11][C:12]([OH:14])=[O:13])=[CH2:10].[C:17]([Cl:20])([Cl:19])=[CH2:18].S(OOS([O-])(=O)=O)([O-])(=O)=O.[Na+].[Na+].S(S([O-])=O)([O-])(=O)=O.[Na+].[Na+].C(OO)(C)(C)C.S(=O)(O)[O-].C=O.[Na+]>O>[C:1]([O:5][CH2:6][CH3:7])(=[O:4])[CH:2]=[CH2:3].[C:17]([Cl:20])([Cl:19])=[CH2:18].[C:8]([OH:16])(=[O:15])[C:9]([CH2:11][C:12]([OH:14])=[O:13])=[CH2:10]

Participants

9

Reactant 7

HCID 811Itaconic acidHCID 6366Vinylidene chlorideHCID 6410tert-Butyl hydroperoxideHCID 8821Ethyl AcrylateHCID 62655Sodium Persulfate2×HCID 656671Sodium PyrosulfiteHCID 23687474HCID 23687474, compound

Product 1

HCID 86755927HCID 86755927, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

8.75 g of Rhodacal™ A-246L and 875 g of deionized water were charged to a 3 liter three neck flask equipped with mechanical stirrer and dry ice-acetone condenser. The system was purged with nitrogen for 30 minutes. A monomer emulsion was obtained by mixing 455 g of distilled water, 8.75 g of Rhodacal™ A-246L, 70 g of ethyl acrylate, 14 g of itaconic acid, 616 g of vinylidene chloride and 13 g of 10% sodium persulfate with magnetic stirring. The reactor was immersed in a constant temperature bath at 35° C. 1.3 g of sodium persulfate, 2.6 g of sodium metabisulfite and 2 g of 1% ferrous sulfate were added to the reactor and then the monomer emulsion was pumped to the reactor over two hours. The latex was stirred one more hour and 1 ml each of t-butyl hydroperoxide(10%) and sodium formaldehyde bisulfite(10%) were added twice at 20 minute intervals and stirred one more hour. The latex was cooled and filtered. Glass transition temperature was 9° C. as measured by DSC, average particle size obtained from PCS was 60 nm and % solids was 32.3%.

Workup

  1. customequipped with mechanical stirrer and dry ice-acetone condenser
  2. customThe system was purged with nitrogen for 30 minutes
  3. customA monomer emulsion was obtained
  4. customThe reactor was immersed in a constant temperature bath at 35° C
  5. additionwere added twice at 20 minute intervals
  6. temperatureThe latex was cooled
  7. filtrationfiltered

Sources & evidence

ORD record
ord-c7907c70d2a24e0f8f96dc17a55f9bc5
Source dataset
uspto-grants-2000_10
Patent number
US06130014

Reaction notes

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