Azobisisobutyronitrile → 2-Propenoic acid, butyl ester, polymer with 2-ethylhexyl 2-propenoate

HRID 1760905Notes

Reaction equation

HRID 1760905 reaction equation
[C:1]([O:6][CH3:7])(=[O:5])[C:2](C)=[CH2:3].O[C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][O:17][C:18](=[O:22])[C:19](C)=[CH2:20])=[CH:11][C:10]=1N1N=C2C=CC=CC2=N1.C(OCCC[Si](OC)(OC)OC)(=O)C(C)=C.N(C(C)(C)C#N)=NC(C)(C)C#N>CCCCCC.COCCOC>[CH3:13][CH2:14][CH2:9][CH2:10][CH:11]([CH2:7][O:6][C:1]([CH:2]=[CH2:3])=[O:5])[CH2:12][CH3:15].[CH3:11][CH2:12][CH2:15][CH2:16][O:17][C:18]([CH:19]=[CH2:20])=[O:22]

Participants

7

Reactant 4

HCID 6547AzobisisobutyronitrileHCID 6658Methyl MethacrylateHCID 173183-(Trimethoxysilyl)propyl methacrylateHCID 7268932-[2-Hydroxy-5-(2-methacryloyloxyethyl)phenyl]-2H-benzotriazole

Product 1

HCID 1685972-Propenoic acid, butyl ester, polymer with 2-ethylhexyl 2-propenoate

Reagents, catalysts & solvents 2

HCID 8058HexaneSolventHCID 80711,2-DimethoxyethaneSolvent

Procedure

A flask having a reflux condenser and a stirrer and having nitrogen substituted for air inside was charged with 65 parts of methyl methacrylate (to be abbreviated as “MMA” hereinafter), 25 parts of 2-(2′-hydroxy-5′-methacryloxyethylphenyl)benzotriazole (to be abbreviated as “MEBT” hereinafter), 10 parts of 3-methacryloxypropyl-trimethoxysilane (to be abbreviated as “MPTMS” hereinafter), 0.16 part of azobisisobutyronitrile and 200 parts of 1,2-dimethoxyethane, and these contents were mixed and dissolved. Then, the mixture was allowed to react under nitrogen current at 70° C. for 6 hours. The resultant reaction mixture was added to n-hexane for re-precipitation and purification, to give 86 parts of an acrylic copolymer resin (to be abbreviated as “AC-1” hereinafter) having an MMA/MEBT/MPTMS composition ratio of 65/25/10 by weight ratio (85/10/5 by molar ratio). The above copolymer had a weight average molecular weight of 90,000.

Workup

  1. customA flask having
  2. customa reflux condenser and a stirrer and having
  3. additionthese contents were mixed
  4. dissolutiondissolved
  5. customto react under nitrogen current at 70° C. for 6 hours
  6. customThe resultant reaction mixture

Sources & evidence

ORD record
ord-99ef511d052b4fb79cc285a331f55dc4
Source dataset
uspto-grants-2005_01
Patent number
US06846567B1

Reaction notes

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