Styrene → HCID 86594154, compound

HRID 970260Notes

Reaction equation

HRID 970260 reaction equation
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[CH2:7])=[CH:4][CH:3]=1.[CH2:10]=[CH:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[C:18]([O:22][C:23]12[CH2:32][CH:27]3[CH2:28][CH:29]([CH2:31][CH:25]([CH2:26]3)[CH2:24]1)[CH2:30]2)(=[O:21])[CH:19]=[CH2:20].N(C(C)(CC)C([O-])=O)=NC(C)(CC)C([O-])=O.N(C(C)(C)C(OC)=O)=NC(C)(C)C(OC)=O>O.C(O)(C)C>[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[CH2:7])=[CH:4][CH:3]=1.[CH2:10]=[CH:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[C:18]([O:22][C:23]12[CH2:32][CH:27]3[CH2:28][CH:29]([CH2:31][CH:25]([CH2:26]3)[CH2:24]1)[CH2:30]2)(=[O:21])[CH:19]=[CH2:20]

Participants

8

Reactant 5

HCID 7501StyreneHCID 624534-VinylphenolHCID 757631,1'-Dimethyl 2,2'-(1,2-diazenediyl)bis(2-methylpropanoate)HCID 113901281-ADAMANTYL ACRYLATEHCID 219175032,2'-Azobis(methyl 2-methylpropanate)

Product 1

HCID 86594154HCID 86594154, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3776IsopropanolSolvent

Procedure

To 400 mL of isopropanol, 87.7 g of p-hydroxystyrene, 18.7 g of styrene and 18.6 g of 1-adamantyl acrylate were dissolved, then 10.0 g of 2,2′-azobis(methyl 2-methylpropionate) (V-601: trade name of a product from Wako Pure Chemicals Ind., Ltd.) was added and the solution reacted at 80° C. for 6 hours under nitrogen gas flow. After the reaction, said reaction liquid was poured into 10 L of water for precipitation, followed by filtering off deposited crystal, drying under reduced pressure, to obtain 100 g of poly(p-hydroxystyrene/styrene/1-adamantyl acrylate) as a pale brown powder crystal. The copolymer obtained was named polymer 3. A composition ratio of p-hydroxystyrene unit, styrene unit and 1-adamantyl acrylate unit in polymer 3 was found to be about 73:18:9 from the measurement results by 13CNMR. Weight average molecular weight (Mw) of this copolymer was about 9,800 and distribution (Mw/Mn) thereof was about 1.80 from the measurement results by gel permeation chromatography using polystyrene as a standard.

Workup

  1. addition) was added
  2. customthe solution reacted at 80° C. for 6 hours under nitrogen gas flow
  3. customAfter the reaction
  4. customreaction liquid
  5. filtrationby filtering off
  6. customdrying under reduced pressure

Sources & evidence

ORD record
ord-96cfeaf3219b4b0c8b99af7791571a25
Source dataset
uspto-grants-2007_12
Patent number
US07312014B2

Reaction notes

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