Acrylic Acid → Butyl Methacrylate

HRID 2229735Notes

Reaction equation

HRID 2229735 reaction equation
S[CH2:2]CC(OCC(COC(=O)CCS)(COC(=O)CCS)COC(=O)CCS)=O.[C:30]([O:34][CH2:35][CH2:36][CH2:37][CH3:38])(=[O:33])[CH:31]=[CH2:32].C([Si](OC(C)C)(OC(C)C)OC(C)C)=C.C(O)(=O)C=C.[OH-].[NH4+]>CC(N=NC(C#N)(C)C)(C#N)C>[C:30]([O:34][CH2:35][CH2:36][CH2:37][CH3:38])(=[O:33])[CH:31]=[CH2:32].[C:30]([O:34][CH2:35][CH2:36][CH2:37][CH3:38])(=[O:33])[C:31]([CH3:2])=[CH2:32]

Participants

8

Reactant 5

HCID 6581Acrylic AcidHCID 8846Butyl AcrylateHCID 14923Ammonium HydroxideHCID 82056Pentaerythritol tetra(3-mercaptopropionate)HCID 87409Silane, ethenyltris(1-methylethoxy)-

Product 2

HCID 7354Butyl MethacrylateHCID 8846Butyl Acrylate

Reagents, catalysts & solvents 1

HCID 6547AzobisisobutyronitrileCatalyst

Procedure

A heteroarm star polymer was prepared by stage polymerization using pentaerythritol tetrakis(3-mercaptopropionate). A monomer blend of 5 pphm vinyltriisoproxysilane, 5 pphm of butyl acrylate, 40 pphm of butyl methacrylate and 2.5 pphm of pentaerythritol tetrakis(3-menrcaptopropionate) was polymerized for 45 minutes with 0.5 pphm AIBN as catalyst. A second monomer mixture of 5 pphm of butyl acrylate, 5 pphm of vinyltriisopropoxysilane and 40 pphm of acrylic acid was then added to the reaction and the polymerization continued for 2 additional hours. The reaction was cooled and aqueous ammonium hydroxide was added and stirred for 30 minutes. After that, the isopropyl alcohol was removed and water was added to make a stable colloid. The end polymer pH was adjusted to 9.5 using aqueous ammonium hydroxide. The physical properties of the polymer are summarized in Table I.

Workup

  1. customA heteroarm star polymer was prepared by stage polymerization
  2. additionwas then added to the reaction
  3. temperatureThe reaction was cooled
  4. customAfter that, the isopropyl alcohol was removed
  5. additionwater was added

Sources & evidence

ORD record
ord-03e1a6cc641747a79aca3dcf05300372
Source dataset
uspto-grants-2002_07
Patent number
US06420479B1

Reaction notes

Loading…