Methacrylic Acid → HCID 21092714, compound

HRID 1489298Notes

Reaction equation

HRID 1489298 reaction equation
[C:1]([OH:6])(=[O:5])[C:2]([CH3:4])=[CH2:3].[C:7]([O:11][CH2:12][CH2:13][CH2:14][CH3:15])(=[O:10])[CH:8]=[CH2:9].[C:16]([O:21][CH3:22])(=[O:20])[C:17]([CH3:19])=[CH2:18].N(C(C)(CC(OC)(C)C)C#N)=NC(C)(CC(C)(OC)C)C#N.C(S)CCCCCCCCCCC>CCCCCC.O1CCOCC1>[C:1]([OH:6])(=[O:5])[C:2]([CH3:4])=[CH2:3].[C:7]([O:11][CH2:12][CH2:13][CH2:14][CH3:15])(=[O:10])[CH:8]=[CH2:9].[C:16]([O:21][CH3:22])(=[O:20])[C:17]([CH3:19])=[CH2:18]

Participants

8

Reactant 5

HCID 4093Methacrylic AcidHCID 6658Methyl MethacrylateHCID 81951-DodecanethiolHCID 8846Butyl AcrylateHCID 858672,2'-Azobis(2,4-dimethyl-4-methoxyvaleronitrile)

Product 1

HCID 21092714HCID 21092714, compoundYield 68.5%

Reagents, catalysts & solvents 2

HCID 8058HexaneSolventHCID 312751,4-DioxaneSolvent

Procedure

Into a 1 l four-necked flask, 10.0 g of methacrylic acid, 15.0 g of n-butyl acrylate, 25.0 g of methyl methacrylate, 10.0 g of 2,2'-azobis(4-methoxy-2,4-dimethylvaleronitrile), 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 6 hours. The reaction solution was put into n-hexane to precipitate the resin. Purification was repeated with tetrahydrofuran/n-hexane, 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 4,000 as calculated as polystyrene; the glass transition temperature (Tg) was 65° C.; and the acid value calculated after titration by means of a potentiometer was 130. 25 g of a methacrylic acid/n-butyl acrylate/methyl methacrylate copolymer thus obtained, 4.5 g of a melamine-type heat-curing agent (CYMEL (trademark) 303, manufactured by Mitsui Cyanamid) and 75 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 6 hours
  5. customto precipitate the resin
  6. customPurification
  7. customvacuum drying
  8. customwas conducted at 40° C.
  9. customto obtain a resin powder
  10. customwas 65° C.

Sources & evidence

ORD record
ord-469f4b2f1de344f2ae49005f9f2f88ec
Source dataset
uspto-grants-1997_10
Patent number
US05677380

Reaction notes

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