Synthesis of an isophorone-based nonlinear optical chromophore

被引:23
作者
Davis, MC [1 ]
Chafin, AP [1 ]
Hollins, RA [1 ]
Baldwin, LC [1 ]
Erickson, ED [1 ]
Zarras, P [1 ]
Drury, EC [1 ]
机构
[1] USN, Air Warfare Ctr, Weapons Div, Res Dept,Chem & Mat Div, China Lake, CA 93555 USA
关键词
aldol; dyes; Knoevenagel; nonlinear optical; Vilsmeier;
D O I
10.1081/SCC-200030646
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The synthesis of a "CLD-type" nonlinear optical chromophore incorporating the isophorone unit to rigidize the polyene segment is described. The synthesis required seven steps with an overall yield of 17%.
引用
收藏
页码:3419 / 3429
页数:11
相关论文
共 15 条
[1]   Chromophores with strong heterocyclic acceptors: A poled polymer with a large electro-optic coefficient [J].
Ahlheim, M ;
Barzoukas, M ;
Bedworth, PV ;
BlanchardDesce, M ;
Fort, A ;
Hu, ZY ;
Marder, SR ;
Perry, JW ;
Runser, C ;
Staehelin, M ;
Zysset, B .
SCIENCE, 1996, 271 (5247) :335-337
[2]   CONDENSATION-REACTIONS IN WATER OF ACTIVE METHYLENE-COMPOUNDS WITH ARYLALDEHYDES - ONE-POT SYNTHESIS OF FLAVONOLS [J].
FRINGUELLI, F ;
PANI, G ;
PIERMATTI, O ;
PIZZO, F .
TETRAHEDRON, 1994, 50 (39) :11499-11508
[3]  
GOLDSMITH D, 1995, ENCY REAGENTS ORGANI, V6, P4152
[4]   Synthesis of chromophores with extremely high electro-optic activities. 2. Isophorone- and combined isophorone-thiophene-based chromophores [J].
He, MQ ;
Leslie, TM ;
Sinicropi, JA ;
Garner, SM ;
Reed, LD .
CHEMISTRY OF MATERIALS, 2002, 14 (11) :4669-4675
[5]   α-Hydroxy ketone precursors leading to a novel class of electro-optic acceptors [J].
He, MQ ;
Leslie, TM ;
Sinicropi, JA .
CHEMISTRY OF MATERIALS, 2002, 14 (05) :2393-2400
[6]  
House H. O., 1972, MODERN SYNTHETIC REA, P646
[7]   CONDENSATION OF AROMATIC ALDEHYDES WITH ISOPHORONE [J].
KABAS, G .
TETRAHEDRON, 1966, 22 (04) :1213-&
[8]  
Marson C. M., 1994, SYNTHESIS USING VILS
[9]   SYNTHESIS OF SUBSTITUTED DICYANOMETHYLENDIHYDROFURANS [J].
MELIKIAN, G ;
ROUESSAC, FP ;
ALEXANDRE, C .
SYNTHETIC COMMUNICATIONS, 1995, 25 (19) :3045-3051
[10]  
NIVALKAR KR, 1992, J CHEM RES S, V3, P98