Toluene → Glycidyl methacrylate

HRID 2079452Notes

Reaction equation

HRID 2079452 reaction equation
ClCC1C=CC(CC[Si](OC)(OC)[O:12]C)=CC=1.[SiH4].C(=S)([S-])N.[Na+].[C:24]([O-:29])(=[O:28])[C:25]([CH3:27])=[CH2:26].[C:30]1([CH3:36])C=CC=C[CH:31]=1>O.CC(C)=O>[CH3:26][C:25]([C:24]([O:29][CH2:36][CH:30]1[O:12][CH2:31]1)=[O:28])=[CH2:27]

Participants

8

Reactant 5

HCID 1140Toluene2×HCID 23953SilaneHCID 87595MethacrylateHCID 109504(2-(3(Or4)-(chloromethyl)phenyl)ethyl)trimethoxysilaneHCID 23706594Carbamic acid, dithio-, monosodium salt (8CI)

Product 1

HCID 7837Glycidyl methacrylate

Reagents, catalysts & solvents 2

HCID 180AcetoneSolvent2×HCID 962WaterSolvent

Procedure

First, a magnetic structure 2 having a coating layer 16 on the surface thereof is prepared. Magnetite particles are heated under a dry N2 atmosphere and are then dispersed in anhydrous toluene. To this magnetite particle/toluene dispersion liquid, 2-(4-chloromethylphenyl)ethyltrimethoxysilane as a silane-coupling agent is added for introducing a chloromethyl group to the magnetite particles. This reaction can be confirmed by detecting Cl atoms by XPS. The magnetite particles to which chloromethyl group is introduced are dispersed in water. Sodium dithiocarbamate is added thereto for the reaction with the chloromethyl group. Thus, an initiating point for UV graft polymerization is introduced to the surfaces of the magnetite particles. This reaction can be confirmed by detecting N atoms and S atoms by XPS. Then, the magnetite particles and acetone are weighed into a reaction vessel and the magnetite particles are dispersed in the acetone by sonication. Then, glycydil methacrylate is weighed into the reaction vessel, and the reaction vessel is purged with nitrogen. Then, UV graft polymerization is performed with UV light of a wavelength of 312 to 577 nm irradiated by a UV lamp at room temperature for 2 hr to form polyglycidyl methacrylate on the surfaces of the magnetite particles. This reaction can be confirmed by an increase in the particle diameters measured by a dynamic light scattering method.

Workup

  1. customThis reaction
  2. customfor the reaction with the chloromethyl group
  3. customThus, an initiating point for UV graft polymerization
  4. customThis reaction
  5. customthe reaction vessel is purged with nitrogen
  6. customThen, UV graft polymerization
  7. customirradiated by a UV lamp at room temperature for 2 hr

Sources & evidence

ORD record
ord-9416ac0493f94922a444e0251e6b710d
Source dataset
uspto-grants-2011_04
Patent number
US07932100B2

Reaction notes

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