반응 #1130547

반응 방정식

3,3-Di(4-methoxyphenyl)-6,11,13-trimethyl-13-(2-(2-(2-hydroxyethoxy)-ethoxy)ethoxy)-3H,13H-indeno[2′,3′:3,4]naphtho[1,2-b]pyran

trimethylene carbonate

aluminum isopropoxide

isocyanatoethylmethacrylate

→

Urethane Methacrylate

용매

chloroform

반응 조건

후처리

1. 1
   기타purged with dry nitrogen
2. 2
   기타capped with rubber septum
3. 3
   세척The resulting dark purple organic solution was washed
4. 4
   workup.ADDITIONby adding a solution of conc. HCl (16 g) in H2O (400 g)
5. 5
   workup.STIRRINGstirring vigorously
6. 6
   기타Upon separation and removal of the aqueous phase
7. 7
   세척the organic layer was then washed with 10 weight % aqueous sodium bicarbonate solution (400 mL)
8. 8
   건조The recovered organic layer was dried with magnesium sulfate
9. 9
   여과filtered
10. 10
    workup.ADDITIONpoured into a 1 liter rotary evaporation flask
11. 11
    기타After rotary evaporation for 1 hour at 90° C.
12. 12
    workup.ADDITIONthe dark purple oil was diluted with anhydrous toluene (200 g)
13. 13
    기타The resulting reaction mixture
14. 14
    온도was heated to 76° C.
15. 15
    기타purged with dry nitrogen
16. 16
    기타capped with a rubber septum
17. 17
    workup.STIRRINGstirred for 3 hrs at 76° C.
18. 18
    workup.STIRRINGby stirring overnight at room temperature

실험 절차

3,3-Di(4-methoxyphenyl)-6,11,13-trimethyl-13-(2-(2-(2-hydroxyethoxy)-ethoxy)ethoxy)-3H,13H-indeno[2′,3′:3,4]naphtho[1,2-b]pyran (53.6 g, 0.08 mole) Photochromic A, trimethylene carbonate (146 g, 1.43 moles), anhydrous chloroform (400 mL) and aluminum isopropoxide (3.3 g, 0.016 mole) were added to a 1 liter 1 neck flask with a magnetic stir bar, purged with dry nitrogen, capped with rubber septum, and then allowed to stir at room temperature for 24 hrs. The resulting dark purple organic solution was washed by adding a solution of conc. HCl (16 g) in H2O (400 g) and stirring vigorously. Upon separation and removal of the aqueous phase, the organic layer was then washed with 10 weight % aqueous sodium bicarbonate solution (400 mL). The recovered organic layer was dried with magnesium sulfate, filtered, and poured into a 1 liter rotary evaporation flask. The molecular weight distribution by GPC was determined to be an Mn of 3,090, a Mw of 3960 and PDI of 1.28. After rotary evaporation for 1 hour at 90° C., the dark purple oil was diluted with anhydrous toluene (200 g), and to this solution was added 4 drops of dibutyltindilaurate and isocyanatoethylmethacrylate (12.6 g, 0.081 mole). The resulting reaction mixture was heated to 76° C., purged with dry nitrogen, capped with a rubber septum, stirred for 3 hrs at 76° C., followed by stirring overnight at room temperature.

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