تفاعل #1130547

معادلة التفاعل

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

المذيبات

chloroform

ظروف التفاعل

المعالجة

1. 1
   أخرىpurged with dry nitrogen
2. 2
   أخرىcapped with rubber septum
3. 3
   غسيلThe 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
   أخرىUpon separation and removal of the aqueous phase
7. 7
   غسيلthe organic layer was then washed with 10 weight % aqueous sodium bicarbonate solution (400 mL)
8. 8
   تجفيفThe recovered organic layer was dried with magnesium sulfate
9. 9
   ترشيحfiltered
10. 10
    workup.ADDITIONpoured into a 1 liter rotary evaporation flask
11. 11
    أخرىAfter rotary evaporation for 1 hour at 90° C.
12. 12
    workup.ADDITIONthe dark purple oil was diluted with anhydrous toluene (200 g)
13. 13
    أخرىThe resulting reaction mixture
14. 14
    درجة الحرارةwas heated to 76° C.
15. 15
    أخرىpurged with dry nitrogen
16. 16
    أخرىcapped with a rubber septum
17. 17
    workup.STIRRINGstirred for 3 hrs at 76° C.
18. 18
    workup.STIRRINGby stirring overnight at room temperature

الإجراء التجريبي

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.

المصدر