Toluene → 5,5'-Carbonyldi(2-benzofuran-1,3-dione)--1-(4-aminophenyl)-1,3,3-trimethyl-2,3-dihydro-1H-inden-5-amine (1/1)

HRID 1371237

반응식

HRID 1371237 반응식
NC1C=[C:4]([C:9]([C:18]2[CH:23]=[CH:22][C:21]([OH:24])=[C:20]([NH2:25])[CH:19]=2)([C:14](F)(F)F)[C:10](F)(F)F)[CH:5]=[CH:6]C=1O.C[N:27]1[CH2:31][CH2:30][CH2:29][C:28]1=[O:32].[CH:33]12C[CH:36]([CH:37]=[CH:38]1)[CH:35]1[C:40]([O:42][C:43](=[O:44])[CH:34]21)=[O:41].C1(C)C=CC=CC=1.[CH3:52][OH:53].[OH2:54]>>[CH3:14][C:9]1([CH3:10])[C:18]2[CH:19]=[C:20]([NH2:25])[CH:21]=[CH:22][C:23]=2[C:5]([C:28]2[CH:29]=[CH:30][C:31]([NH2:27])=[CH:34][CH:33]=2)([CH3:6])[CH2:4]1.[CH:18]1[C:29]([C:28]([C:37]2[CH:38]=[CH:33][C:34]3[C:43]([O:42][C:40](=[O:41])[C:35]=3[CH:36]=2)=[O:44])=[O:32])=[CH:30][C:31]2[C:52]([O:54][C:21](=[O:24])[C:22]=2[CH:23]=1)=[O:53]

참가 물질

6

반응물 5

HCID 1140TolueneHCID 13223826-62-0HCID 13387N-methyl-2-pyrrolidoneHCID 6326032,2-Bis(3-amino-4-hydroxyphenyl)hexafluoropropaneHCID 22242641Methanol--water (1/1)

생성물 1

HCID 64544855,5'-Carbonyldi(2-benzofuran-1,3-dione)--1-(4-aminophenyl)-1,3,3-trimethyl-2,3-dihydro-1H-inden-5-amine (1/1)

반응 조건

온도
2.5 °C

실험 절차

2,2-bis(3-amino-4-hydroxyphenyl)hexafluoropropane (36.63 g ) and 200 g of N-methyl-2-pyrrolidone (NMP) were sequentially charged into a 1 L round-bottom flask. The mixture was stirred until it was completely dissolved. While maintaining the flask at 0-5° C., 39.98 g of 2,2-bis(3,4-benzenedicarboxylic anhydride) perfluoropropane and 3.28 g of 5-norbornene-2,3-dicarboxylic anhydride (NDA) were added to the mixture. After the resulting mixture was stirred at room temperature for 16 hours, 40 g of toluene was added to the flask. Using a Dean-Stark distillation equipment, the reaction solution was refluxed at 170° C. for 3 hours to complete the reaction. The reaction solution thus prepared was allowed to cool to room temperature, and slowly poured into a 1:4 methanol-water mixture to obtain precipitates. The precipitates were filtered and dried in a vacuum drying oven at 40° C. for 24 hours to obtain 80 g of a soluble polyimide resin. Resin (20 g) thus obtained in powder form was charged into a 1 L round-bottom flask and dissolved in 100 g of N-methyl-2-pyrrolidone (NMP). The resulting solution was cooled on ice and then 2.73 g of triethylamine (TEA) was added thereto, with maintaining the temperature at 0˜5° C. After stirring for 10 minutes, 2.84 g of chloromethylethylether was slowly added to the solution. After the resulting solution was stirred for 3 hours while maintaining at low temperature, triethylammonium chloride salt was filtered off. The filtrate was slowly poured into a 1:2 methanol-distilled water mixture with vigorous stirring to form precipitates as a fine white solid. The precipitates thus formed were filtered and collected, washed with distilled water, and dried in a vacuum oven at 40° C. for 36 hours to prepare 20 g of a soluble polyimide represented by the following Formula, as a white powder:

후처리

  1. dissolutionwas completely dissolved
  2. stirringAfter the resulting mixture was stirred at room temperature for 16 hours
  3. distillationa Dean-Stark distillation equipment
  4. temperaturethe reaction solution was refluxed at 170° C. for 3 hours
  5. customthe reaction
  6. customThe reaction solution thus prepared
  7. temperatureto cool to room temperature
  8. customto obtain
  9. customprecipitates
  10. filtrationThe precipitates were filtered
  11. customdried in a vacuum
  12. customdrying oven at 40° C. for 24 hours

출처 및 근거

ORD 기록
ord-ca501a74cb5241f49e30d07a238f7bc1
출처 데이터셋
uspto-grants-2007_01
특허 번호
US07157204B2

연결된 노트

불러오는 중…