Acrylic Acid → HCID 21092714, compound

HRID 1489297Notes

Reaction equation

HRID 1489297 reaction equation
C(O)(=O)C=C.[C:6]([O:10][CH2:11][CH2:12][CH2:13][CH3:14])(=[O:9])[CH:7]=[CH2:8].[C:15]([O:20][CH3:21])(=[O:19])[C:16]([CH3:18])=[CH2:17].C(S)CCCCCCCCCCC>CCCCCC.O1CCOCC1>[C:15]([OH:20])(=[O:19])[C:16]([CH3:18])=[CH2:17].[C:6]([O:10][CH2:11][CH2:12][CH2:13][CH3:14])(=[O:9])[CH:7]=[CH2:8].[C:15]([O:20][CH3:21])(=[O:19])[C:16]([CH3:18])=[CH2:17]

Participants

7

Reactant 4

HCID 6581Acrylic AcidHCID 6658Methyl MethacrylateHCID 81951-DodecanethiolHCID 8846Butyl Acrylate

Product 1

HCID 21092714HCID 21092714, compoundYield 75.5%

Reagents, catalysts & solvents 2

HCID 8058HexaneSolventHCID 312751,4-DioxaneSolvent

Procedure

Into a 1 l four-necked flask, 8.0 g of acrylic acid, 13.5 g of n-butyl acrylate, 28.5 g of methyl methacrylate, 10.0 g of 2,2'-azobisisobutylonitrile (AIBN), 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 with tetrahydrofuran/n-hexane was repeated, followed by vacuum drying at 40° C. to obtain a resin powder. The obtained amount was 43.0 g. The weight average molecular weight as measured by GPC was 15,000 as calculated as polystyrene; the glass transition temperature (Tg) was 53° C.; and the acid value calculated after titration by means of a potentiometer was 60. 25 g of a methacrylic acid/n-butyl acrylate/methyl methacrylate copolymer thus obtained, 4.5 g of a melamine-type heat-curing agent (hexamethoxymethylolmelamine, 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 with tetrahydrofuran/n-hexane
  7. customdrying at 40° C.
  8. customto obtain a resin powder
  9. customwas 53° C.

Sources & evidence

ORD record
ord-ed5158bd86d94fba8fbe483e9e63e21d
Source dataset
uspto-grants-1997_10
Patent number
US05677380

Reaction notes

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