Methacrylic Acid → Methacrylic Acid

HRID 1190762Notes

Reaction equation

HRID 1190762 reaction equation
[C:1]([O:6][CH3:7])(=[O:5])[C:2]([CH3:4])=[CH2:3].[CH3:8][C:9]([C:11]([O:13][CH:14]1[C@@:19]2([CH3:23])[C:20]([CH3:22])([CH3:21])[C@H:16]([CH2:17][CH2:18]2)[CH2:15]1)=[O:12])=[CH2:10].[C:24]([OH:29])(=[O:28])[C:25]([CH3:27])=[CH2:26].N(C(C)(C)C(OC)=O)=NC(C)(C)C(OC)=O>C(C(C)=O)C>[C:1]([O:6][CH3:7])(=[O:5])[C:2]([CH3:4])=[CH2:3].[CH3:10][C:9]([C:11]([O:13][CH:14]1[C@@:19]2([CH3:23])[C:20]([CH3:22])([CH3:21])[C@H:16]([CH2:17][CH2:18]2)[CH2:15]1)=[O:12])=[CH2:8].[C:24]([OH:29])(=[O:28])[C:25]([CH3:27])=[CH2:26]

Participants

7

Reactant 4

HCID 4093Methacrylic AcidHCID 6658Methyl MethacrylateHCID 757631,1'-Dimethyl 2,2'-(1,2-diazenediyl)bis(2-methylpropanoate)3×HCID 71311141Isobornylmethacrylate

Product 2

HCID 4093Methacrylic AcidHCID 131730279HCID 131730279, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent4×

Conditions

Temperature
75 °C

Procedure

In a 2-liter three-neck flask equipped with a stirrer, a thermometer, a reflux condenser and a nitrogen gas introduction tube, 360.0 g of methyl ethyl ketone were placed and the temperature was increased to 75° C. A mixed solution of 162.0 g of methyl methacrylate, 126.0 g of isobornyl methacrylate, 50.4 g of PME-100 (trade name, methoxypolyethylene glycol methacrylate (n=2), available from NOF Corporation), 21.6 g of methacrylic acid, 72.0 g of methyl ethyl ketone and 1.44 g of V-601 (trade name, available from Wako Pure Chemical Industries, Ltd.) was dropped therein at a constant rate so that the dropping was completed in 2 hours. After the completion of dropping, a solution of 0.72 g of V-601 and 36.0 g of methyl ethyl ketone was further added and stirred at 75° C. for 2 hours. Then, a solution of 0.72 g of V-601 and 36.0 g of methyl ethyl ketone was further added and stirred at 75° C. for 2 hours. Subsequently, the temperature was increased to 85° C. and the mixture was stirred for another 2 hours. A resin solution of methyl methacrylate/isobornyl methacrylate/PME-100/methacrylic acid (=45/35/14/6[mass ratio]) copolymer was thus obtained.

Workup

  1. customIn a 2-liter three-neck flask equipped with a stirrer
  2. stirringstirred at 75° C. for 2 hours
  3. temperatureSubsequently, the temperature was increased to 85° C.
  4. stirringthe mixture was stirred for another 2 hours

Sources & evidence

ORD record
ord-4a473b93c234462c9640ee14b1734284
Source dataset
uspto-grants-2014_03
Patent number
US08678577B2

Reaction notes

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