9-Allylcarbazole → Carbazole

HRID 1907071ノート

反応式

HRID 1907071 の反応式
C([N:4]1[C:16]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[C:10]2[C:5]1=[CH:6][CH:7]=[CH:8][CH:9]=2)C=C>C1(C)C=CC=CC=1.C([Si](C)(C)O[Si](C=C)(C)C)=C.[Pt]>[CH:6]1[C:5]2[NH:4][C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]=2[CH:9]=[CH:8][CH:7]=1

参加物

4

反応物 1

HCID 30903939-Allylcarbazole

生成物 1

HCID 6854Carbazole

試薬・触媒・溶媒 2

HCID 10959889Platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane触媒HCID 1140Toluene溶媒

実験手順

To a solution of 868 mg (0.853 mmol) of POSS and 447 mg (0.853 mmol) FPt-6 in 20 mL anhydrous toluene was added 4 drops of a solution of Platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane (Pt(dvs)) (2 wt. % Pt in xylene). The reaction mixture was stirred at room temperature for 1 hour and then 1.765 g (8.53 mmol) of N-allylcarbazole was added and the reaction mixture was stirred for an additional 16 hours. The reaction mixture was then precipitated out of cold methanol and filtered through a silica plug using dichloromethane as the eluent to give a mixture of lumophore/host functionalized nanoparticles. The reaction mixture was purified chromatographically and three products, (POSS)(carbazole host)8, (POSS)(FPt-6)1(carbazole host)7 and (POSS)(FPt-6)2(carbazole)6 were separately isolated. The structures of the three products were confirmed by MALDI-TOF mass spectrometry. FIG. 7 shows the photoluminescent spectra of (POSS)(FPt-6)1(carbazole host)7 (POSS 61) and (POSS)(FPt-6)2(carbazole)6 (POSS 62). The photoluminescent spectrum of POSS 61 covers a broader region of the visible spectrum compared to that of POSS 62, and thus is a better material for a white-light emitting device. The CIE coordinates for POSS 61 and POSS 62 were (x=0.42, y=0.43) and (x=0.51, y=0.45), respectively, as shown in FIG. 8. As can be seen by FIG. 8, POSS 61 has CIE coordinates that is closer to the achromatic point (which represent the coordinates for white light) and a higher color rendering index (CRI) value. The CRI is a measure of the ability of a light source to reproduce the colors of various objects being lit by the source. The best possible rendition of colors is specified by a CRI of 100, while the very poorest rendition is specified by a CRI of 0.

後処理

  1. stirringthe reaction mixture was stirred for an additional 16 hours
  2. customThe reaction mixture was then precipitated out of cold methanol
  3. filtrationfiltered through a silica plug
  4. customto give
  5. additiona mixture of lumophore/host functionalized nanoparticles
  6. customThe reaction mixture was purified chromatographically

出典と根拠

ORDレコード
ord-0c54123d009d4e8496d4f9775810339a
出典データセット
uspto-grants-2013_12
特許番号
US08597803B2

反応ノート

読み込み中…