POLY[OMEGA-HYDROXYALKYL)THIO-ALPHA-CYANOCINNAMATES] - LINEAR POLYESTERS WITH NLO-PHORES IN THE MAIN CHAIN

被引:67
作者
FUSO, F [1 ]
PADIAS, AB [1 ]
HALL, HK [1 ]
机构
[1] UNIV ARIZONA,DEPT CHEM,CS MARVEL LABS,TUCSON,AZ 85721
关键词
D O I
10.1021/ma00008a002
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
To obtain optically clear (amorphous), processable, film-forming polymers with high concentrations of nonlinear optically active units ("NLO-phores") distributed in the same direction along a polymer chain and possessing high glass transition temperatures, p-[(omega-hydroxyalkyl)thio]-alpha-cyanocinnamates were synthesized and polymerized. The key steps in the syntheses were nucleophilic displacement by omega-hydroxyalkane thiols on p-fluorobenzaldehyde, followed by Knoevenagel condensation with methyl cyanoacetate. When the alkyl group was ethyl, 1,6-hexyl, or trans-cyclohexyldimethyl, the homopolymers were highly crystalline and insoluble in spin-coating solvents. Copolymerization with methyl 12-hydroxydodecanoate gave amorphous, dichloromethane-soluble copolymers with T(g)'s below room temperature. A "copolymer" containing cis- and trans-1,4-cyclohexyldimethyl units was optically clear and dichloromethane-soluble, had T(g) = 102-degrees-C, and was our best material for future studies of NLO activity.
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页码:1710 / 1713
页数:4
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