Water → 5,12-Dihydro-2,9-dimethylquino(2,3-b)acridine-7,14-dione

HRID 378535

반응식

HRID 378535 반응식
[C:1]1([CH3:28])[CH:6]=[CH:5][C:4]([NH:7][C:8]2[CH:16]=[C:15]([C:17]([OH:19])=O)[C:14]([NH:20][C:21]3[CH:26]=[CH:25][C:24]([CH3:27])=[CH:23][CH:22]=3)=[CH:13][C:9]=2[C:10](O)=[O:11])=[CH:3][CH:2]=1.O>CO>[CH3:27][C:24]1[CH:23]=[CH:22][C:21]2[NH:20][C:14]3[C:15]([C:17](=[O:19])[C:26]=2[CH:25]=1)=[CH:16][C:8]1[NH:7][C:4]2[CH:3]=[CH:2][C:1]([CH3:28])=[CH:6][C:5]=2[C:10](=[O:11])[C:9]=1[CH:13]=3

참가 물질

4

반응물 2

HCID 962WaterHCID 825242,5-Di-p-toluidinoterephthalic acid

생성물 1

HCID 704235,12-Dihydro-2,9-dimethylquino(2,3-b)acridine-7,14-dione수율 83.9%

시약·촉매·용매 1

HCID 887Methanol용매2회

반응 조건

온도
80 °C

실험 절차

To 200.0 g of polyphosphoric acid (118%) was added in portions with stirring at 80° C. 50.0 g (133 mmol) of 2,5-bis(p-toluidino)terephthalic acid. The stirred mixture was irradiated in the microwave oven for 2.0 minutes, during which time the temperature rose to 230° C. The reaction mixture was cooled to 150° C. and drowned in 400 g of methanol with vigorous stirring. The resultant methanol suspension was heated at reflux for one hour, cooled to 60° C., added to 800 g of water, and heated at 60° C. for 30 minutes. The solid component was collected by filtration, washed with 12.0 liters of water, and reslurried with water. [A sample of the crude pigment was collected at this point for X-ray analysis.] After 50.0 g of 50% aqueous sodium hydroxide was added, the alkaline slurry was heated at 90-92° C. for two hours. The solid component was collected by filtration and washed with 12.0 liters of water. The resultant presscake (280 g total, with a pigment content of 40.0 g) was reslurried with water. After adjustment of the pH to 9.0, the slurry was heated for two hours in an autoclave at 140° C., then cooled to room temperature. After adjustment of the pH to 4.5, the slurry was treated with an emulsion of 2.0 g of an anionic surfactant, 25 g of a petroleum distillate, and 40 g of water and stirred for three hours at 45° C. The solid component was collected by filtration and washed with 6.0 liters of water. The presscake was dried overnight in an oven at 60° C. to give 38.0 g of pigmentary quality 2,9-dimethylquinacridone. X-ray diffraction patterns of both the dried acid crude (collected as described above) and the finished pigment were similar to the diffraction pattern of a commercially available 2,9-dimethylquinacridone pigment (i.e., QUINDO Magenta RV-6832 from Bayer Corporation) prepared by a conventional heating method.

후처리

  1. customThe stirred mixture was irradiated in the microwave oven for 2.0 minutes, during which time the temperature
  2. customrose to 230° C
  3. temperatureThe reaction mixture was cooled to 150° C.
  4. temperatureat reflux for one hour
  5. temperaturecooled to 60° C.
  6. temperatureheated at 60° C. for 30 minutes
  7. filtrationThe solid component was collected by filtration
  8. washwashed with 12.0 liters of water
  9. custom[A sample of the crude pigment was collected at this point for X-ray analysis
  10. addition] After 50.0 g of 50% aqueous sodium hydroxide was added
  11. temperaturethe alkaline slurry was heated at 90-92° C. for two hours
  12. filtrationThe solid component was collected by filtration
  13. washwashed with 12.0 liters of water
  14. temperatureAfter adjustment of the pH to 9.0, the slurry was heated for two hours in an autoclave at 140° C.
  15. temperaturecooled to room temperature
  16. additionAfter adjustment of the pH to 4.5, the slurry was treated with an emulsion of 2.0 g of an anionic surfactant, 25 g of a petroleum distillate, and 40 g of water
  17. stirringstirred for three hours at 45° C
  18. filtrationThe solid component was collected by filtration
  19. washwashed with 6.0 liters of water
  20. customThe presscake was dried overnight in an oven at 60° C.

출처 및 근거

ORD 기록
ord-e18b7c2ccaaa4d50bf337b08d9a07c3b
출처 데이터셋
uspto-grants-2000_02
특허 번호
US06031100

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