Toluene → Methyl Methacrylate/Butyl Acrylate Methyl Methacrylate

HRID 1348934

Reaktionsgleichung

Reaktionsgleichung von HRID 1348934
[C:1]([O:6][CH3:7])(=[O:5])[C:2]([CH3:4])=[CH2:3].[C:8]([O:12][CH2:13][CH2:14][CH2:15][CH3:16])(=[O:11])[CH:9]=[CH2:10].C1(C)C=CC=CC=1.C(N)CCC.CC1(C)CC(OC(=O)CCCCCCCCC(OC2CC(C)(C)NC(C)(C)C2)=O)CC(C)(C)N1>CO>[C:1]([O:6][CH3:7])(=[O:5])[C:2]([CH3:4])=[CH2:3].[C:8]([O:12][CH2:13][CH2:14][CH2:15][CH3:16])(=[O:11])[CH:9]=[CH2:10].[C:1]([O:6][CH3:7])(=[O:5])[C:2]([CH3:4])=[CH2:3]

Komponenten

6

Edukt 4

HCID 1140Toluene2×HCID 8007ButylamineHCID 62802Butyl prop-2-enoate--methyl 2-methylprop-2-enoate (1/1)HCID 164282Tinuvin 770

Produkt 1

HCID 19810764Methyl Methacrylate/Butyl Acrylate Methyl Methacrylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

The methyl methacrylate-n-butyl acrylate diblock copolymer (150 g) was dissolved into 240 mL of toluene and placed into a 1 L reactor equipped with an agitator, a thermometer, a nitrogen gas inlet tube, a dropping funnel, and a reflux condenser. In a nitrogen atmosphere, 15 g of n-butylamine as a primary amine compound and 9 g of bis(2,2,6,6,-tetramethyl-4-piperidyl)sebacate as a HALS were added into the reactor, and stirring was performed at 50° C. for 5 hours. 1H NMR measurement and IR measurement confirmed that the thiocarbonylthio groups were converted into mercapto groups at a yield of 91%. The toluene solution of the polymer was poured into 1 L of methanol to precipitate the polymer, followed by filtration, washing with methanol, and drying. Next, the polymer was dissolved into 240 mL of toluene, and 264 mg of dichloride succinate as a polyvalent acyl halide used in method (vii) was added thereinto, followed by stirring at 60° C. for 6 hours. 1H NMR and GPC measurement confirmed that the mercapto groups were coupled at a yield of 94% by acylation. In the resultant methyl methacrylate-n-butyl acrylate-methyl methacrylate triblock copolymer, Mn=85,200 and Mw/Mn=1.66. The weight ratio of the individual constituents was the same as that before the coupling reaction.

Aufarbeitung

  1. customplaced into a 1 L reactor
  2. customequipped with an agitator
  3. customto precipitate the polymer
  4. filtrationfollowed by filtration
  5. washwashing with methanol
  6. customdrying
  7. dissolutionNext, the polymer was dissolved into 240 mL of toluene, and 264 mg of dichloride succinate as a polyvalent acyl halide
  8. additionwas added
  9. stirringby stirring at 60° C. for 6 hours
  10. custombefore the coupling reaction

Quellen und Nachweise

ORD-Eintrag
ord-2180aa3e490a430eb5fe6d958d7b0f9a
Quelldatensatz
uspto-grants-2007_05
Patentnummer
US07211625B2

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