M-Cresol → m-Cresol-salicylaldehyde

HRID 37034

Reaktionsgleichung

Reaktionsgleichung von HRID 37034
[CH:1]1[C:6]([OH:7])=[CH:5][CH:4]=[CH:3][C:2]=1[CH3:8].OC[C:11]1[C:16]([OH:17])=[C:15]([CH2:18][OH:19])[CH:14]=[C:13](C)[CH:12]=1.SCCC(O)=O.O.C1(C)C=CC(S(O)(=O)=O)=CC=1.C(=O)C1C(=CC=CC=1)O>C(O)(=O)C>[C:1]1([C:14]2[CH:13]=[CH:12][CH:11]=[C:16]([OH:17])[C:15]=2[CH:18]=[O:19])[C:2]([CH3:8])=[CH:3][CH:4]=[CH:5][C:6]=1[OH:7]

Komponenten

7

Edukt 5

HCID 342M-CresolHCID 65143-Mercaptopropionic AcidHCID 6998SalicylaldehydeHCID 70392,6-Dimethylol-p-cresolHCID 521998p-Toluenesulfonic acid monohydrate

Produkt 1

HCID 86745981m-Cresol-salicylaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

A mixture of 146.0 g m-cresol, 25.2 g 2,6-bis(hydroxymethyl)-p-cresol, 5.0 g 3-mercaptopropionic acid and 1.5 g p-toluene-sulfonic acid monohydrate in 200 ml glacial acetic acid were charged into a 1-L reaction vessel equipped with a paddle stirrer, reflux condenser and a nitrogen inlet tube. The mixture was heated to reflux and maintained at reflux to allow formation of the alternating copolymer. After 8 hours, 146.5 g salicylaldehyde were added over time to the reaction mixture to form substantially m-cresol-salicylaldehyde block segments. Reflux was continued for 8 hours. The reaction mixture was slowly poured into 7 L deionized water to precipitate the resin. Once the solvent had exchanged with water, the product was collected on a filter, slurried once in warm deionized water for about 30 minutes, again collected, rinsed with water and dried in a vacuum oven under about 125 mm Hg and at about 100 to 105° C. About 281 g of a block copolymer resin having a number average molecular weight, Mn, of 1472 Daltons and a Tg of 233° C. were obtained.

Aufarbeitung

  1. customequipped with a paddle stirrer
  2. temperaturereflux condenser and a nitrogen inlet tube
  3. temperatureThe mixture was heated
  4. temperatureto reflux
  5. temperaturemaintained
  6. temperatureat reflux

Quellen und Nachweise

ORD-Eintrag
ord-3a961eec5e2b42d9a9f3b2e594e0751d
Quelldatensatz
uspto-grants-1995_05
Patentnummer
US05419995

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