反応 #417903

ord-a2afdab8a8ec495d9e96ec32754212be

反応方程式

c1ccncc1
pyridine
O=C(Cl)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)F
pentadecafluorooctanoyl chloride
O
water
C=CC=C.C=Cc1ccccc1.C=Cc1ccccc1
desired product
C=CC=C.C=Cc1ccccc1.C=Cc1ccccc1
styrene-butadiene-styrene

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    温度heated to
  2. 2
    温度a mild reflux for an additional 24 hours
  3. 3
    その他immediately giving a white precipitate
  4. 4
    その他reprecipitated into water
  5. 5
    その他Two additional tetrahydrofuran—water dissolution-precipitation steps

実験手順

A solution of 10% hydroxylated SBS copolymer (3.5 g, 4.5 mmol reactive OH group) dissolved in anhydrous tetrahydrofuran (250 mL) was treated first with pyridine (0.72 g, 9.1 mmol) followed by pentadecafluorooctanoyl chloride (2.08 g, 4.81 mmol). The resulting solution was stirred under argon at room temperature for one hour and then heated to a mild reflux for an additional 24 hours. The reaction mixture was poured into water (500 mL), immediately giving a white precipitate. The crude product was redissolved into tetrahydrofuran (200 mL) and then reprecipitated into water. Two additional tetrahydrofuran—water dissolution-precipitation steps were used to obtain the desired product in purified form. The fluoroalkylated copolymer was then dried in vacuo at 40 degrees C. for 48 hours to give a white, elastomeric solid. The product was stored in the dark under an argon atmosphere. Analysis of the product by FTIR revealed the absence of a broad peak centered near 3329 cm−1 consistent with the esterification of the reactive hydroxyl groups within the copolymer's backbone. An additional signal near 1780 cm−1 (ester carbonyl stretch) was also observed.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US08877428B2uspto-grants-2014_11