Methacrylic Acid → HCID 86613967, compound

HRID 1441206Notes

Reaction equation

HRID 1441206 reaction equation
[CH:1]1[C:14]2[C:5](=[CH:6][C:7]3[C:12]([C:13]=2CO)=[CH:11][CH:10]=[CH:9][CH:8]=3)[CH:4]=[CH:3][CH:2]=1.C1(N=C=NC2CCCCC2)CCCCC1.[C:32]([OH:37])(=[O:36])[C:33]([CH3:35])=[CH2:34]>C1COCC1>[C:32]([OH:37])(=[O:36])[C:33]([CH3:35])=[CH2:34].[CH:4]1[C:5]2[C:14](=[CH:13][C:12]3[C:7]([CH:6]=2)=[CH:8][CH:9]=[CH:10][CH:11]=3)[CH:1]=[CH:2][CH:3]=1

Participants

5

Reactant 3

HCID 4093Methacrylic AcidHCID 10868DicyclohexylcarbodiimideHCID 738489-Anthracenemethanol

Product 1

HCID 86613967HCID 86613967, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

208 g of 9-anthracene methanol (1 mol), 309 g of dicyclohexyl carbodiimide (1.5 mol) and a methacrylic acid were stirred and dissolved in 2,000 g of a THF solution to form a preliminary mixture. 183 g of 4-dimethyl amino pyridine (1.5 mol) was injected into the preliminary mixture at a temperature of 0° C. to obtain a mixture. The mixture was stirred at room temperature for 6 hours. A solvent was then removed from the stirred mixture. The mixture without the solvent was repeatedly re-crystallized using methanol to obtain 163 g of an anthracene methacrylate monomer. 82 g of the anthracene methacrylate monomer, 34 g of p-tert-butoxystryne and 43 g of methacrylic acid were dissolved in 380 g of propylene glycol monomethyl ether acetate (PMA) to obtain a polymerization mixture. The polymerization mixture was heated at a temperature of 60° C. for 2 hours under a nitrogen atmosphere to synthesize a preliminary copolymer resin. 1 l of n-hexane was injected into the preliminary copolymer resin to remove non-polymerized portions from the preliminary copolymer resin, thereby synthesizing 120 g of copolymer resin. Here, the copolymer resin had a weight-average molecular weight of 5,600 and a dispersion degree of a molecular weight distribution of 2.4.

Workup

  1. customto form a preliminary mixture
  2. customwas injected into the preliminary mixture at a temperature of 0° C.
  3. customto obtain a mixture
  4. customA solvent was then removed from the stirred mixture
  5. customThe mixture without the solvent was repeatedly re-crystallized

Sources & evidence

ORD record
ord-bdf601ef3b2d4364bec9cbb08aa6fb12
Source dataset
uspto-grants-2010_02
Patent number
US07655389B2

Reaction notes

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