4-CHLOROPHENYL ACRYLATE → HCID 9989898, compound

HRID 495329Notes

Reaction equation

HRID 495329 reaction equation
C(OC1C=CC([Cl:12])=CC=1)(=O)C=C.[C:13]([O-:26])(=O)[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18]CCCCCC.[C:27]([O-:40])(=O)[CH2:28][CH2:29]CCCCCCCCC.C([Sn+2]CCCC)CCC>>[C:27]([O:26][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:18]=1[Cl:12])(=[O:40])[CH:28]=[CH2:29]

Participants

3

Reactant 2

HCID 2934614-CHLOROPHENYL ACRYLATEHCID 9809426Di-n-butyldilauryltin

Product 1

HCID 9989898HCID 9989898, compound

Procedure

A solution was prepared containing 98.86 wt. % 4-chlorophenyl acrylate and 1.14 wt. % dibutyltin dilaurate. 0.017 g of this solution was added to a vial containing 0.2519 g diisocyanate-terminated polypropylene glycol (MW=2471), 0.047 g α,ω-dihydroxypolypropylene glycol (MW=425), 0.051 g 4-chlorophenyl acrylate, and 0.00063 g Ciba CGI-784 (photoinitiator). The mixture was thoroughly mixed and allowed to cure overnight at room temperature, while protected from light. The polymerization was a step polymerization of the isocyanate groups with the hydroxyl groups to form a polyurethane with dissolved chlorophenyl acrylate monomer. The mixture appeared clear and transparent to the naked eye. Upon exposure to an intense tungsten light, which initiated polymerization of the acrylate monomer, the sample remained clear and transparent, indicating the compatibility of the monomer and the matrix polymer.

Workup

  1. customA solution was prepared
  2. customterminated polypropylene glycol (MW=2471), 0.047 g α,ω-dihydroxypolypropylene glycol (MW=425), 0.051 g 4-chlorophenyl acrylate, and 0.00063 g Ciba CGI-784 (photoinitiator)
  3. additionThe mixture was thoroughly mixed
  4. customa step polymerization of the isocyanate groups with the hydroxyl groups

Sources & evidence

ORD record
ord-a955e3335fe94bb9ac9fe5ece1b3767d
Source dataset
uspto-grants-2005_09
Patent number
US06939648B2

Reaction notes

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