反応 #2286353

ord-04c7241a9019464d8430ce0829d80133

反応方程式

C=C(C)C(=O)[O-]
methacrylate
CC(C)C1=CC[C@H]2C(=C1)CC[C@@H]1[C@]2(C)CCC[C@@]1(C)C(=O)O
levopimaric acid
OC[C@H]1O[C@@H](OC/C=C/c2ccccc2)[C@H](O)[C@@H](O)[C@@H]1O
rosin
C=C(C)C(=O)[O-]
methacrylate
C=C(C)C(=O)OCCO
2-hydroxyethyl methacrylate

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他by free radical polymerization
  2. 2
    workup.ADDITIONthe quaternary ammonium group is introduced
  3. 3
    温度refluxed for 12 h
  4. 4
    その他Thionyl chloride is removed by reduced pressure distillation
  5. 5
    workup.ADDITIONThe methacrylate monomer containing Diels-Alder adduct (anhydride) 3

実験手順

This example is to prepare quaternary ammonium-containing rosin-derived methacrylate polymers, according to the exemplary method shown in FIG. 2. The method involves the synthesis of methacrylate monomers containing Diels-Alder adduct (anhydride) by esterification, and homopolymer by free radical polymerization. Following the amidation and quaternization reactions, the quaternary ammonium group is introduced. A typical procedure for the synthesis is described as follows: levopimaric acid is dissolved in thionyl chloride and refluxed for 12 h. Thionyl chloride is removed by reduced pressure distillation. The methacrylate monomer containing Diels-Alder adduct (anhydride) 3 is obtained by the addition of excess 2-hydroxyethyl methacrylate (2-HEMA) and using triethylamine as catalyst. The homopolymer is prepared by the radical polymerization of monomer 3 in the presence of the toluene and azoisobutyronitrile (AIBN). The homopolymer is dissolved in ethanol and then added with the dimethylethylenediamine. The mixture is stirred at 85° C. for 5 h and precipitated in diethyl ether to obtain the rosin-derived tertiary ammonium homopolymer. The quaternary ammonium unit 4 is then introduced by the reaction between the rosin-derived tertiary ammonium homopolymer and alkyl halide (e.g. bromoethane, bromohexane, bromooctane and bromododecane) in tetrahydrofuran at 40° C. for 48 h.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US09357775B2uspto-grants-2016_06