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Phosgene → 9,9-bis(4-hydroxyphenyl) fluorene Bisphenol-A

HRID 35984
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HRID 35984 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.[OH:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]2([C:38]3[CH:43]=[CH:42][C:41]([OH:44])=[CH:40][CH:39]=3)[C:37]3[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=3[C:31]3[C:26]2=[CH:27][CH:28]=[CH:29][CH:30]=3)=[CH:21][CH:20]=1.C(C1C=CC(O)=CC=1)(C)(C)C.[OH-].[Na+].C(Cl)(Cl)=O>CN(C)C1C=CN=CC=1.C(Cl)Cl.O>[OH:18][C:19]1[CH:20]=[CH:21][C:22]([C:25]2([C:38]3[CH:39]=[CH:40][C:41]([OH:44])=[CH:42][CH:43]=3)[C:26]3[CH:27]=[CH:28][CH:29]=[CH:30][C:31]=3[C:32]3[C:37]2=[CH:36][CH:35]=[CH:34][CH:33]=3)=[CH:23][CH:24]=1.[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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

9

반응물 5

HCID 6371PhosgeneHCID 6623Bisphenol AHCID 73934-tert-ButylphenolHCID 14798Sodium Hydroxide2회HCID 767169,9-Bis(4-hydroxyphenyl)fluorene

생성물 1

HCID 1317189889,9-bis(4-hydroxyphenyl) fluorene Bisphenol-A

시약·촉매·용매 3

HCID 142844-(Dimethylamino)pyridine촉매
HCID 962Water용매
HCID 6344Dichloromethane용매2회

실험 절차

To a 100 mL high pressure reactor with plug are added Bisphenol-A (0.913 g, 4.0 mmole), 9,9-bis(4-hydroxyphenyl) fluorene (2.102 g, 6.0 mmole), p-tert-butyl-phenol (0.045 g, 0.30 mmole), 50 percent NaOH (2.0 g, 25.0 mmole) and water (16.14 g). The reactor plug is loosely screwed in, and a needle connected to a nitrogen source is then inserted through the injector port septum. Nitrogen gas is blown through the air space of the reactor for 10 minutes, then the plug is tightened down. The sealed reactor is placed in a water bath (69°-71° C.), and a magnetic stirrer is started. Within 15 minutes the monomer has dissolved. To this stirred mixture is added phosgene solution in methylene chloride (20.08 g of 6.65 percent solution, 13 mmole) by 25 mL gastight syringe. The syringe is removed and the reaction mixture shaken for 30 seconds. A second shot of 50 percent NaOH (2.0 g, 25 mmole) is added by syringe through the septum. The mixture is shaken 1 minute, then further methylene chloride (11.17 g) is added by syringe, followed by 4-dimethylamino pyridine (0.6 mL of a 1 percent aqueous solution). This mixture is shaken 1 minute, then the reactor swirled in an ice bath. The reactor is opened, and the aqueous phase pipetted off. The organic phase is washed once with 1N HCl and twice with water, and it is then evaporated on a petri dish to give a 9,9-bis(4-hydroxyphenyl) fluorene/Bisphenol-A copolycarbonate film.

후처리

  1. customThe sealed reactor is placed in a water bath
  2. custom(69°-71° C.), and a magnetic stirrer
  3. dissolutionWithin 15 minutes the monomer has dissolved
  4. customThe syringe is removed
  5. stirringThe mixture is shaken 1 minute
  6. stirringThis mixture is shaken 1 minute
  7. customthe reactor swirled in an ice bath
  8. washThe organic phase is washed once with 1N HCl and twice with water, and it
  9. customis then evaporated on a petri dish

출처 및 근거

ORD 기록
ord-8fbee8e91a374f089ae01b0faa24dbcb
출처 데이터셋
uspto-grants-1995_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05412064

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