Aluminum isopropoxide → Urethane methacrylate

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.

1. custompurged with dry nitrogen
2. customcapped with rubber septum
3. washThe resulting dark purple organic solution was washed
4. additionby adding a solution of conc. HCl (16 g) in H2O (400 g)
5. stirringstirring vigorously
6. customUpon separation and removal of the aqueous phase
7. washthe organic layer was then washed with 10 weight % aqueous sodium bicarbonate solution (400 mL)
8. dry with materialThe recovered organic layer was dried with magnesium sulfate
9. filtrationfiltered
10. additionpoured into a 1 liter rotary evaporation flask
11. customAfter rotary evaporation for 1 hour at 90° C.
12. additionthe dark purple oil was diluted with anhydrous toluene (200 g)
13. customThe resulting reaction mixture
14. temperaturewas heated to 76° C.
15. custompurged with dry nitrogen
16. customcapped with a rubber septum
17. stirringstirred for 3 hrs at 76° C.
18. stirringby stirring overnight at room temperature

ORD 기록

ord-9d5ea5e7db8742fe8c40ffe21f64b6fd

출처 데이터셋

uspto-grants-2013_10

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08563213B2