Abstract
本研究之目的在於合成新的Spirooxazine，並研究其在高分子材料中之光 變色性質。依據文獻的製備方法，我們得到6,7,8a,9-Tetra hydro-17,17-dimethylnaphtho[1",2":5',6'][1,4]oxazino[3',2':2,3][1,4]oxazino[4,3-a][3H]indole，雖然其在高分子材料中不具光變色 性質，但它的特殊分子結構卻可以用來印證Spirooxazine的光變色機構 。 1-[β-(4-Trifluromethyl benzoyloxy)ethyl]-3,3-dime- thyl- spiro[indoline-2, 3'-[3H]-naphtho[2,1-b]-1,4-oxazine]為本研究所 合成之新的Spirooxazine光變色色素，我們將其摻雜在PMMA與PS中做成膜 以及摻雜在Nylon-6與PET中抽成絲，然後研究其光變色性質，以瞭解不同 高分子材料對摻雜之Spirooxazine光變色性質的影響；由實驗結果顯示 ， 高分子材料之極性、 自由體積與氫鍵會影響 Spirooxazine的光變色 性質。最後我們再研究反應型spirooxazine摻雜在PMMA以及其與MMA共聚 合高分子之光變色性質， 以瞭解反應型 spirooxazine 鍵結到高分子鏈 上對光變色性質的影響以及這兩者之間的差異性；由實驗結果顯示， spirooxazine並不會因鍵結而影響其光變色性質，且spirooxazine鍵結到 高分子鏈上不會有相分離與 aggregation現象的產生，將有利於高濃度 spirooxazine光變色高分子之製備。 This study aims to synthesize a new spirooxazine, and to re its photochromism in polymer matrices. Follow-is methods in the literature, we obtained explore its photochromism in polymer matrices. Following the synthesis methods in the literature, we obtained a new com- pound, 6,7,8a,9-Tetrahydro-17,17- dimethylnaphtho[1",2":5',6' ][1,4]oxazino[3',2':2,3][1,4 ]oxazino[4,3-a][3H]indole, which has no photochromic properties in polymer matrices.This com- pound with such special molecular structure may be used to elucidate the photochromic mechanism of spirooxazine.In this study, in order to clarify the effects of different polymer matrices on photochromism of doped spirooxazine,we have syn- thesized a new spirooxazine,1-[ β-(4-Trifluromethyl benzoyl- oxy)ethyl]-3,3-dimethyl- spiro[indoline-2,3'-[3H]-naphtho[2, 1-b]-1,4-oxazine], and investigated its photochromic proper- tiesdoped in PMMA or PS films and in Nylon-6 or PET fibers. The results show that the photochromic properties of spiro- oxazine is affected by polymer properties such as polarity, available free volume and hydrogen bonding. In order to un- derstand the difference of photochromism between doped and bonded spirooxazine in the polymer matrices, we have also studied the photochromic properties of a reactive spirooxa- zine doped in PMMA and its copolymer with MMA. The results also show that the photochromic properties of the spirooxa- zine bonded in the polymers are similar to those doped in PMMA.The bonded system would be a better choice in preparing high concentrated photochromic polymers due to the fact that there seems no phase separation and aggregation between spi- rooxazine and polymer matrices.