Phosgene → bisphenol A 4,4'-dihydroxydiphenyl ether

HRID 30952

반응식

HRID 30952 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:11]2[CH:16]=[CH:15][C:14]([OH:17])=[CH:13][CH:12]=2)([CH3:10])[CH3:9])=[CH:4][CH:3]=1.[CH:18]1[C:23]([OH:24])=[CH:22][CH:21]=[C:20]([O:25][C:26]2[CH:31]=[CH:30][C:29]([OH:32])=[CH:28][CH:27]=2)[CH:19]=1.[OH-].[Na+].C(C1C=CC(O)=CC=1)(C)(C)C.C(Cl)(Cl)=O.C(N1CCCCC1)C>O.C(Cl)Cl>[OH:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([C:11]2[CH:12]=[CH:13][C:14]([OH:17])=[CH:15][CH:16]=2)([CH3:10])[CH3:9])=[CH:6][CH:7]=1.[CH:30]1[C:29]([OH:32])=[CH:28][CH:27]=[C:26]([O:25][C:20]2[CH:21]=[CH:22][C:23]([OH:24])=[CH:18][CH:19]=2)[CH:31]=1

참가 물질

9

반응물 6

HCID 6371PhosgeneHCID 6623Bisphenol AHCID 73934-tert-ButylphenolHCID 13007N-EthylpiperidineHCID 14798Sodium Hydroxide2회HCID 160694,4'-Dihydroxydiphenyl ether

생성물 1

HCID 131727054bisphenol A 4,4'-dihydroxydiphenyl ether

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

31 litres of methylene chloride are added to a solution, rendered inert with nitrogen, of 3903.9 g (17.1 mol.) of bisphenol A, 182 g (0.9 mol.) of 4,4′-dihydroxydiphenyl ether and 1584 g (39.6 mol.) of sodium hydroxide in 31 litres of water. In a one-step procedure, 108.14 g (0.72 mol. or 4 mol. % relative to bisphenol A) of p-tert.-butylphenol (BUP) are added as chain terminator. At a pH value of 13.4 and at 21° C., 3560 g (36 mol.) of phosgene are added in the course of 1 hour and 20 minutes. In order to prevent the pH value from falling below 12.6, 25% sodium hydroxide solution was added during the phosgenation. When the phosgenation is complete, and after rinsing with nitrogen, 24.7 ml (0.18 mol., 1 mol. % relative to bisphenol A) of n-ethylpiperidine are 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. After replacing the solvent with chlorobenzene, the product is extruded at 290° C. using an evaporating extruder.

후처리

  1. additionwas added during the phosgenation
  2. additionare added as catalyst
  3. customThe aqueous phase is separated off
  4. washwashed with distilled water until neutral and free of salt
  5. customis extruded at 290° C.

출처 및 근거

ORD 기록
ord-bb40376617ed4778a10a74eb95eecb2b
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07425358B2

연결된 노트

불러오는 중…