Phosgene → 4,4'-Dihydroxydiphenyl ether 4,4'-dihydroxybiphenyl

HRID 30949

反応式

HRID 30949 の反応式
[CH:1]1[C:6]([OH:7])=[CH:5][CH:4]=[C:3]([O:8][C:9]2[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=2)[CH:2]=1.[OH:16][C:17]1[CH:22]=[CH:21][C:20]([C:23]2[CH:28]=[CH:27][C:26]([OH:29])=[CH:25][CH:24]=2)=[CH:19][CH:18]=1.[OH-].[Na+].C(C1C=CC(O)=CC=1)(C)(C)C.C(Cl)(Cl)=O.C(N1CCCCC1)C>O.C(Cl)Cl>[CH:13]1[C:12]([OH:15])=[CH:11][CH:10]=[C:9]([O:8][C:3]2[CH:4]=[CH:5][C:6]([OH:7])=[CH:1][CH:2]=2)[CH:14]=1.[OH:16][C:17]1[CH:18]=[CH:19][C:20]([C:23]2[CH:28]=[CH:27][C:26]([OH:29])=[CH:25][CH:24]=2)=[CH:21][CH:22]=1

参加物

9

反応物 6

HCID 6371PhosgeneHCID 71124,4'-DihydroxybiphenylHCID 73934-tert-ButylphenolHCID 13007N-EthylpiperidineHCID 14798Sodium Hydroxide2 回HCID 160694,4'-Dihydroxydiphenyl ether

生成物 1

HCID 1317270564,4'-Dihydroxydiphenyl ether 4,4'-dihydroxybiphenyl

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

実験手順

406 ml of methylene chloride are added to a solution, rendered inert with nitrogen, of 12.71 g (0.063 mol.) of 4,4′-dihydroxydiphenyl ether and 0.93 g (0.005 mol.) of 4,4′-dihydroxybiphenyl (DOD) as well as 4.4 g (0.111 mol.) of sodium hydroxide in 406 ml of water. In a one-step procedure, 0.263 g (0.00175 mol. or 3.5 mol. % relative to bisphenol) of p-tert.-butylphenol (BUP) are added as chain terminator. At a pH value of 14 and at room temperature, 6.9 ml (9.88 g, 0.099 mol.) of phosgene are added in the course of 10 minutes. In order to prevent the pH value from falling below 12, 25% sodium hydroxide solution was added during the phosgenation. When the phosgenation is complete, and after rinsing with nitrogen, 0.07 ml (0.0005 mol., 1 mol. % relative to bisphenol) of n-ethylpiperidine is added as catalyst, and stirring is then carried out for one hour. The aqueous phase is separated off, and the organic phase is acidified with phosphoric acid and washed with distilled water until neutral and free of salt. Precipitation of the polymer in methanol and drying yield 7.57 g of polycarbonate.

後処理

  1. additionwas added during the phosgenation
  2. additionis added as catalyst
  3. customThe aqueous phase is separated off
  4. washwashed with distilled water until neutral and free of salt
  5. customPrecipitation of the polymer in methanol
  6. dry with materialdrying yield 7.57 g of polycarbonate

出典と根拠

ORDレコード
ord-7dc741f90ba843a48660e9d91d11e098
出典データセット
uspto-grants-2008_09
特許番号
US07425358B2

関連ノート

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