Methyl Methacrylate → Methyl Methacrylate

HRID 2163323Notes

Reaction equation

HRID 2163323 reaction equation
[C:1]([O:6][CH3:7])(=[O:5])[C:2]([CH3:4])=[CH2:3].[C:8](#[N:11])[CH:9]=[CH2:10].[CH2:12]=[CH:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.[O-]O.[C:22]1(C(C)C)[CH:27]=CC=[CH:24][CH:23]=1.C(N(CC(O)=O)CC(O)=O)CN(CC(O)=O)CC(O)=O.[Na].[Na].[Na].S([O-])[O-].C=O.[Na+].[Na+].C([O-])(=O)CCCCCCC/C=C\CCCCCCCC.[K+].[OH-].[Na+]>O>[C:1]([O:6][CH3:7])(=[O:5])[C:2]([CH3:4])=[CH2:3].[C:8](#[N:11])[CH:9]=[CH2:10].[CH2:12]=[CH:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.[CH2:27]=[CH:22][CH:23]=[CH2:24]

Participants

13

Reactant 8

HCID 6658Methyl MethacrylateHCID 7501StyreneHCID 7855AcrylonitrileHCID 14798Sodium HydroxideHCID 21225536CID 21225536HCID 23665571Potassium OleateHCID 53627471Cumen hydroperoxideHCID 131711402HCID 131711402, compound

Product 4

HCID 6658Methyl MethacrylateHCID 7501StyreneHCID 78451,3-ButadieneHCID 7855Acrylonitrile

Reagents, catalysts & solvents 1

HCID 962WaterSolvent3×

Conditions

Temperature
160 fahrenheit

Procedure

To a mixture of 65.0 parts of the latex product of Example 1 and 178 parts of water at 140° F., there is added, separately and portionwise over a period of one hour, (1) a mixture of 17.5 parts of methyl methacrylate, 2.0 parts of acrylonitrile and 15.5 parts of styrene; (2) 0.275 part of 80% aqueous cumene hydroperoxide; and (3) a solution of 0.015 part of ferrous sulfate heptahydrate, 0.045 part of 48% aqueous trisodium ethylene diamine tetraacetic acid, and 0.15 part of sodium formaldehyde sulfoxylate in 1.50 parts of water. After 10 minutes of this one-hour period at 140° F., the temperature is raised to 160° F. and held there for the remaining 50 minutes and for an additional two hours. At the end of this period a solution of 2.0 parts of 15% aqueous potassium oleate and 0.45 part of sodium hydroxide in 30 parts of water is added. The polymerization mixture is agitated mildly throughout and then filtered through cheesecloth to yield 306 parts of latex (a graft copolymer of methyl methacrylate, acrylonitrile and styrene on a substrate copolymer of styrene and butadiene). Its pH is 10.3; total solids: 33.6%.

Workup

  1. additionthere is added
  2. waitAfter 10 minutes of this one-hour period at 140° F.
  3. waitheld there for the remaining 50 minutes and for an additional two hours
  4. filtrationthen filtered through cheesecloth

Sources & evidence

ORD record
ord-c378e440c20d483486cf2443aef3c1c8
Source dataset
uspto-grants-1979_01
Patent number
US04133788

Reaction notes

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