Maleic Anhydride → HCID 131724028, compound

HRID 396109Notes

Reaction equation

HRID 396109 reaction equation
[CH3:1][Si:2]([CH3:17])([CH3:16])[C:3]([C:6]([O:8][CH:9]1[CH2:14][CH:13]2[CH2:15][CH:10]1[CH:11]=[CH:12]2)=[O:7])([CH3:5])[CH3:4].[C:18]1(=[O:24])[O:23][C:21](=[O:22])[CH:20]=[CH:19]1.[CH3:25][Si:26]([CH3:37])([CH3:36])[C:27]([O:30][C:31](=[O:35])[C:32]([CH3:34])=[CH2:33])([CH3:29])[CH3:28]>O1CCCC1>[CH3:17][Si:2]([CH3:1])([CH3:16])[C:3]([C:6]([O:8][C:9]1[CH:10]2[CH2:15][CH:13]([CH:14]=1)[CH:12]([C:19]1=[CH:20][C:21]([O:23][C:18]1=[O:24])=[O:22])[CH2:11]2)=[O:7])([CH3:5])[CH3:4].[CH3:37][Si:26]([CH3:25])([CH3:36])[C:27]([O:30][C:31](=[O:35])[C:32]([CH3:34])=[CH2:33])([CH3:29])[CH3:28]

Participants

5

Reactant 3

HCID 7923Maleic AnhydrideHCID 23002963HCID 23002963, compoundHCID 23448537HCID 23448537, compound

Product 1

HCID 131724028HCID 131724028, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

2.57 g (0.01 mol) of 2-(2-trimethylsilyl-2-propyl)carbonyloxy-5-norbornene obtained in Example 3, 1.0 g (0.01 mol) of purified maleic anhydride, 1.36 g (0.006 mol) of (2-trimethylsilyl-2-propyl)methacrylate, and 0.067 g (1.5 mole %) 2,2-azobisisobutyronitrile as a radical initiator are added to a polymerization flask. The mixture is dissolved in 3.2 g of purified tetrahydrofuran and is polymerized at 65° C. for 24 hours under nitrogen atmosphere. After the polymerization, polymerization product is precipitated with methanol, is saved by a glass filter, and is then dried at 40° C. for 12 hours to give 2.47 g of copolymer 2-(2-trimethylsilyl-2-propyl)carbonyloxy -5-norbornene-maleic anhydride-(2-trimethylsilyl-2-propyl)methacrylate (yield 50%) as a white solid. Mn is 6,520 and glass transition temperature is not observed. The 1H-NMR spectrum in FIG. 7 showed the synthesis of a copolymer with desired structure.

Workup

  1. customis polymerized at 65° C. for 24 hours under nitrogen atmosphere
  2. customAfter the polymerization, polymerization product
  3. customis precipitated with methanol
  4. filtrationfilter
  5. customis then dried at 40° C. for 12 hours

Sources & evidence

ORD record
ord-0c42267478de4080940e37f36dd363a3
Source dataset
uspto-grants-2003_08
Patent number
US06607867B1

Reaction notes

Loading…