Methyl Methacrylate → HCID 22259533, compound

HRID 1489300Notes

Reaction equation

HRID 1489300 reaction equation
[C:1]([O:6][CH2:7][CH:8]1[O:10][CH2:9]1)(=[O:5])[C:2]([CH3:4])=[CH2:3].[C:11]([O:16][CH3:17])(=[O:15])[C:12]([CH3:14])=[CH2:13].C(S)CCCCCCCCCCC.O1CCOCC1>CO>[C:1]([O:6][CH2:7][CH:8]1[O:10][CH2:9]1)(=[O:5])[C:2]([CH3:4])=[CH2:3].[C:11]([O:16][CH3:17])(=[O:15])[C:12]([CH3:14])=[CH2:13]

Participants

6

Reactant 4

HCID 6658Methyl MethacrylateHCID 7837Glycidyl methacrylateHCID 81951-DodecanethiolHCID 312751,4-Dioxane

Product 1

HCID 22259533HCID 22259533, compoundYield 58.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Into a 1 l four-necked flask, 25.0 g of glycidyl methacrylate, 25.0 g of methyl methacrylate, 10.0 g of 2,2'-azobis(4-methoxy-2,4-dimethylavleronitrile), 5.0 g of n-dodecylmercaptan and 500 ml of dioxane were charged, dissolved and stirred. Then, stirring was continued under a nitrogen stream at 70° C. for 4 hours. The reaction solution was put into methanol to precipitate the resin. Purification with tetrahydrofuran/methanol was repeated, and then vacuum drying was conducted at 40° C. to obtain a resin powder. The obtained amount was 40.0 g. The weight average molecular weight as measured by GPC was 16,000 as calculated as polystyrene; the glass transition temperature (Tg) was 63° C.; and the epoxy equivalent was 210. 25 g of a glycidyl methacrylate/methyl methacrylate copolymer thus obtained, 6.5 g of an epoxy-type heat-curing agent (a polyfunctional glycidyl ether, EX-611, manufactured by Nagase Chemicals Ltd.), 1.6 g of a curing catalyst (a sulfonium salt type thermally acid-generating agent), SI-190, manufactured by Shanshin Chemical Industry Co., Ltd.) and 77 g of diethylene glycol dimethyl ether were mixed and dissolved, followed by filtration with a 0.2 μm filter to obtain a planarizing material solution.

Workup

  1. dissolutiondissolved
  2. stirringThen, stirring
  3. customat 70° C.
  4. customfor 4 hours
  5. customto precipitate the resin
  6. customPurification with tetrahydrofuran/methanol
  7. customvacuum drying
  8. customwas conducted at 40° C.
  9. customto obtain a resin powder
  10. customwas 63° C.

Sources & evidence

ORD record
ord-fc7084db9d814041a4a9a8261f437b75
Source dataset
uspto-grants-1997_10
Patent number
US05677380

Reaction notes

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